INDEX

Acetic anhydride cyclodehydration agent, 220

Acetoamides synthesis, 277

Acetone polyanhydride solvent, 193

Acetone cyanohydrin azlactone raw material, 225

a-Acetoxypropionic acid ring closure to lactone, 443

Acetyl acetone, 464 manganese decarbonyl coordi­

nating agent, 300 Acetyl chloride

coumalic acid reaction, 61 polystyrene living particle

reaction, 400 Acetylene carbonyls

amine condensations, 276 Acrolein

acetal formation, 62, 74 Acrylamide

hydrophilic grafts on polymers, 293

functionalized oligomers, 205, 211, 215-217

ORTEP plots, 212 purification, 308 telechelic oligomers, 203

Acrylamides, bis type amine reaction, 215

Acrylamides, telechelic characterization, 208 synthesis from azlactones,

219, 221 Acrylates, alkyl

anionic polymerization, 327 alkali metal alkoxides

polymerization, 327 group transfer polymerization,

327 Acrylates, perfluoroalkyl

methacryloyl polystyrene macromer copolymerization, 463

Acrylic acid biomer polymer activity, 309

Acrylonitrile purification, 409 sodium naphthalene polymerized,

410 N-Acryloyl-a-aminoisobutyrate

synthesis, 225 N-Acryloylmethylalanine

ethyl chloroformate reaction, 206 Activation energy

styrene anoinic dispersion polymerization, 392, 296

a-Acylamino-a-aminopropionic acid conversion to a-lactone, 445

N-Acylurea, 307 Adhesives, hot melt

synthesis concept, 480 Adipic acid, 192 Adipic acid, metal salts

phosphorus acid chloride condensation, 195

Aldehydes anionic polymerization, 322

Alkenes triazolinedione ene reaction, 2

Alkenyl azalactone amine oligomer reaction, 208,

210, 211 2-Alkenyl-2-oxazoline-5-ones

amine reactions, 205, 211 Alkoxides

catalyst for oxazolidone formation, 252

Alkoxides, polymeric ethylene oxide polymerization,

330 Alkyl ketones

cycloaddition reaction, 1 Alkyllithium

anionic polymerization initiator, 335

Alkyllithium, anionic initiators copolymerization reactivity

ratios, 335

517

Allyl chloride N-(2-hydroxyethyl) amide

reaction, 240 Allyltrimethylsilane triazoline­

dione reaction, 2 Aluminum chloride

benzene-sulfur reaction catalyst, 176

Friedel-Crafts catalysts, 159-162, 164, 166, 167

Aluminum trichloride S-propiolactone polymerization

catalyst, 450, 451 Amides, N-halo derivative

polymer halogenation agents, 295 Amines

acetylene carbonyl reaction, 276 1, 3-dicarbonyl reaction, 276

Amines, primary benzoxazine synthesis, 27, 28,

48 Amines, titration

perchloric acid/glacial acetic acid method, 206, 207, 208

Amino acids alkaloids preparation, 425 diacid chloride reaction, 220 optically active enantiomers,

resolution, 425, 438 Aminoalkylation

phenols, 29, 48 p-Aminobenzoic acid

polyphosphonamide monomer, 190 polyamino acid monomer, 190

Antibiotics polypeptide containing, 419

Aromatic polymers interfacial polymerization

production procedure, 54, 59

Arrhenius equation benzoxazine polymerization, 41

Arrhenius plot methyl methacrylate radical

polymerization, 511 styrene anionic dispersion

polymerization, 392, 396 Arsenic pentafluoride

PPS dopant, 182 Arsenic trifluoride

PPS dopant, 182 Arterial prosthesis

poly(ether-urethane) based, 309 (-)-Asparagine

conversion to optically active S-propiolactone, 445

Aspergillus flavus, 277 Aspergillus niger, 277

518

Azlactones alkenyl oligomers, 203 amine oligomer reactions, 203 amine reactions, 217, 219 bis-thio reaction, 225 n-butylamine reaction, 231 2-cyanoethyl methylamine

reaction, 231 mercaptan reactions, 219 nucleophilic attack, 231

ring-opening, zwitterionic reaction, 205

synthesis, 225 Azlactones, alkenyl

amine oligomer reaction, 221 1, 2-ethanediol addition reaction,

221, 222 ethylene-bis (3-mercaptopro-

pionate) reaction, 221 Jeffamine reaction, 229, 230 Michael addition reaction, 229 Mercaptan reaction, 229 Nucleophilic reactions, 219, 232 polymerization reactions, 232 polythiol reaction, 223, 224 synthesis procedure, 221

Azalactones, isopropenyl substituted nucleophilic reaction, 219

Azalactones, multifunctional applications, 232 characterization, 224 curing mechanism, 232 expansion polymerization, 232 Michael addition, 232 Nucleophilic addition, 219, 220,

232 ring opening polymerization, 231,

232 synthesis, 221, 223, 224

Azalactones, vinyl substituted amine reaction, 229, 230 bis-mercaptan reaction product

identification, 226 characterization, 227, 228 mercaptan Michael addult, 226-229 nucleophilic reactions, 219

Azobisisobutyromitrile radical polymerization catalyst,

507-511, 514

Benzene iron trichloride catalyzed

sulfur monochloride reaction, 177

sulfur-aluminum chloride polymerized, 160, 170

sulfur reaction, 159-162, 164, 170, 171

Benzenesulfonamide-a-propiolac­tones, a-(p-substituted)

optically active monomer synthesis, 445

Benzophenone photosensitizer, 125

Benzoxazines amine containing phenolic

resins, 48 antioxidant uses, 48 applications, 47 bulk polymerization, 29 C14 labeled, 48 carbon substrate grafting, 29, 48 characteristics, 27, 29, 48 complexing agents, 48 2,4-dimethylphenol reaction, 32 2,6-dimethylphenol reaction, 32 2,4-ditert-butylphenol polymeri-

zation rate, 39-41, 43 2,6-ditert-butylphenol reaction,

31 epoxy resin crosslinker, 47 fiber reinforced laminate uses,

47 oligomer applications, 47, 48 oligomerization reactions, 47, 48 ortho and para substituted, 48 phenol activation energy, 30-32 phenol initiated polymerization,

33-37, 47, 48 phenol reaction, 28-31, 33, 34,

48 phenol reaction rate constants,

30, 31, 33 phenolic resin uses, 47 polymerization activation

energy, 41 polymerization kinetics, 35-37,

48 polymerization mechanism, 37-39 polymerization rate constants,

40, 41 polymerization rate equation,

37-39 polymerization routes, 35 polymer molecular weights, 37,

38, 47 polymer structure, 35 ring opening polymerization,

27-29, 33-36, 48 synthesis, 28, 48 thermal initiated

polymerization, 34, 42, 43 thermal polymerization kinetics,

43-47 thermal polymerization

mechanism, 45 thermal properties, 31, 34

Benzoyl peroxide radical polymerization

initiator, 510, 511 Benzyl bromide

N-(2-hydroxyetnyl) amide reaction, 240

Bernoullian statistics poly (a-propiolactones), 453 poly (a-trichloromethyl

a-propiolactone), 447 a-substituted poly

(a-propiolactones), 447 Biomer

bromination, 310-312 chlorination, 310-312 REMA grafted, 313 REMA palmitate ester grafting,

313-315 methyl methacrylate grafted, 313 prosthesis materials, 309-311 vinyl monomer grafting, 315

Biopolymers cellulosic type, 405 protein type, 405 starch type, 405

Biphenols bisphenate complex, 115 bisphenate synthesis, 114, 115 dihaloalkane polyetherification,

143 etherification mechanism, 143 Schotten-Baumann reaction, 189

4,4'-Biphenol polyether synthesis, 98, 99,

101, 105, 108, 109 purification, 97

Biphenols, sodium salts aryl halide reactions, 114-116

N,N'-Bis(acetacetyl)-1,4-piperazine p-n-butylamine model compound,

283, 285 p-N-butylaniline reaction, 280 1,10-decamethylenediamine

condensation, 282 diamine reaction product

characterization 281, 284 Jeffamine polycondensation, 286 p-phenylenediamine condensation,

282 poly(amide enamine) monomer, 279 synthesis, 280 m-xylxylenediamine condensation,

282 Bis(acetylacetone) ethylenediamine

tautomeric forms, 276 Bis-acetylacetylarenes

diamine polycondensation, 278

519

2,2-Bis(4-amino cyclohexyl) propane polyamide monomer 59, 60, 65-70,

80-83, 85-88 purification, 72

Bisazlactones applications, 220, 221 diamine polymerization, 220 epoxy resin alternative, 231 isocyanate resin alternative, 231 Michael-type reaction mechanism,

223 oligomeric materials, 229 polyamine reactions, 231, 232 polymerization rates, 231 polyols reaction, 231 synthesis procedure, 220

1,4-Bis(3-p-n-butylanilino-2-butenoyl) piperzine

synthesis, 280 1,2-Bis-(4-carboxyphenoxy) ethane

dibasic acid chloride condensation, 188

monomer for polyester, 188 1,3-Bis(4-carboxyphenoxy) propane,

192 Bis(1,3-diketone)

diamine condensations, 278 Bis(dimethylamino benzophenone)

anionic living polystyrene reaction, 401

1,8-Bis-(dimethylamino)naphthalene, 69, 87

1,6-Bis-(3,5-dioxo-1,2,4-triazoline-4-yl)hexane

synthesis, 8, 10, 18 Bis-(p-3,5-dioxo-1,2,4-triazoline-

4-yl-phenyl)methane copolymerization reaction, 13 synthesis, 10, 11, 18

2,2-Bis[p-(2,3-epoxypropyl)­phenyl j propane

2,4-toluene diisocyanate reaction, 252

2, 2-Bis (4-hydroxyphenyl) propane 4,4'-dichlorodiphenyl sulfone

reaction, 239 polyarylate monomer, 94, 95 polyether monomer, 94-96 polyester comonomer, 54, 59, 60,

65-68, 70, 79-81, 83, 88 purification, 72 tetramethyl derivative, 113

Bis-ketoesters diamine polycondensations, 276

Bis-(methyl-4-N-phenylene carbamate) methane

N,N-diglycidylaniline reaction, 258

diisocyanate copolymerization, 265

520

Bis(methylurethane) epoxide reaction, 265

Bisoxazoline dicarboxylic acid

copolymeriztion, 236 ring opening polycondensations,

235 Bis(phenylthio)benzene

synthesis, 169 Bis-triazolinediones

copolymerization, 19 copolymer thermal properties, 23 B-dicarbonyl compound reactions,

2 Diels-Alder Copolymerizations, 19 Diels-Alder reaction, 1 Diene reactions, 2 identification, 18, 19 ene reaction, 1 synthesis, 18, 19

Bisurethanes diepoxides polymerization, 256

Boron trifluoride, diethyl etherate oxazoline polymerization

catalyst, 238, 239 thiol-azlactone reaction

catalyst, 229 B-Bromobutyric acid

D-(+)-B-butyrolactone conversion, 445

1-Bromopentane, 136 polyether terminator, 145, 146

N-Bromosuccinimide poly(aryl ether sulfone)

bromination, 118 2-Bromoterephthalic acid, 192 4-Bromothiophenol

PPS intermediate, 175 copper salt/pyridine

polymerized, 175 Brucine

amino acid resolving agent, 425, 427

chiral base, 446 Butadiene

anionic polymerization polystyryl anion, 322, 347

s-butyllithium polymerization, 333, 334

diphenylethylene dilithium polymerized, 325

isoprene copolymerization, 336 isoprene stereospecific

copolymerization, 483 polymerization mechanism, 502

1,4-Butanediol polyester monomer, 53, 56

n-Butoxylithium epoxide-isocyanate reaction

catalyst, 252 Butyl acrylate

methacryloyl polystyrene macromer copolymerization, 463

p-n-Butylaniline, 279 N,N'-bis(acetacetyl)-1,4-

piperazine reaction, 280 Butyl lithium

anioinc polymerization initiator, 322, 325, 382, 383, 396, 464, 467

s-Butyl lithium s-butyl methacrylate anioinc

polymeriztion, 352 diamine complexes for polymer

metalation reactions, 336 diphenylethylene adduct 325,

348, 349 oxazolinium triflate salt

reaction, 248 polystyryl monocarbanion

synthesis, 410 n-Butyl lithium

diphenylmethane reaction, 367 styrene polymerization, 464,

467, 468 iso-Butyl methacrylate

anionic polymerization, 352 s-Butyl methacrylate

high conversion polymerization, 513

t-Butyl methacrylate anionic polymerization, 347, 351

t-Butyl peroxypivalate radical polymerization

initiator, 506 n-Butylphosphorodichloridate, 192 D-(+)-~-Butyrolactone

synthesis procedure, 445 t-Butylstyrene

styrene diblock copolymeriza­tion, 382, 383

1,4-Butynediol polyester monomer, 53

Calcium chloride methyl methacrylate

purification, 356 Calcium hydride

methyl methacrylate purification, 356

monomer drying agent, 348 Camphor sulfonic acid

amino acid resolution agent, 427

Carbon black benzoxazine grafting, 29, 48

Carbon dioxide carbonation of carbanionic

polymers, 327-329 Carbon tetrachloride

metal redox reaction, 294 N-Carbobenzoxy-trans-3-ethylproline

brucine resolution, 427 quinine resolution, 427

N-Carbobenzoxy-2-methyl pipe colic acid

quinine resolution, 427 N-Carbobenzoxy-2-methylproline

quinine resolution, 427 a-Carboxy-o-anisic acid, 192 N-Carboxyanhydrides

ring opening polymerization, 428, 429

triethylamine polymerization, 428, 429

5-(6-Carboxyhexyl)-1-(3-cyclo­hexyl-3-hydroxypropyl)­hydantoin

attachment to poly(ether-urethane), 295, 267

bioactivity, 305 esterification reaction, 301 mass spectrum analysis, 302,

303, 305 methacrylic acid reaction, 296 methacrylate ester grafting, 297 NMR characterization, 304, 305 trichloroethylester character-

ization, 305, 306 tritium labeled, 296 vinyl ester bioactivity, 318 vinyl ester characterization,

305, 307 vinyl ester platelet aggregation

prevention, 317, 318 Carboxylic acid chlorides

a-amino acid reaction, 220 p-Carboxyphenoxyacetic acid, 192 Catalysts

ethylimidazole, 259 hydrogenation of dienes, 335 lanthanide coordination type, 483 tetraethylammonium bromide, 259

Catalysts, organometallic anionic initiators, 327

Catalysts, phase transfer type, 189, 190, 195, 240, 242, 243

etherification reaction, 134 Cellulosates, alkali metal

anionic polymerization initiator, 407

521

Cellulose acetic anhydride reaction, 409 acetylation procedure, 409 anionic living polymer reaction,

407, 408 electrophilic group

modification, 408, 410 free radical monomer grafting,

406 graft polymerization, 406, 408 grafting anionic prepared living

polymers, 416 leaving group attachment, 408 oxidation method, 409 polystyrene grafted, 405 polystyrene grafted,

characterization, 411 rubber grafted, 405 sodium metaperiodate oxidation,

410 triacetate synthesis, 413 vinyl monomers anionic grafting

polymerization, 407 Cellulose acetate

characterization, 414, 415 graft copolymer

characterization, 413 grafting procedure, 409 living polymer grafting, 410 polyacrylonitrile grafted, 413 polystyrene grafted, 413 synthesis procedure, 409

Cellulose, oxidized grafting reactions, 408

Cellulose, polystyrene grafted thermal properties, 411

Chelates enamine carbonyl based, 275

Chloral ketene reaction to lactone. 446

Chloroacetone phenol condensation, 135

Chlorobenzene, 149 2-Chlorobutadiene

Diels-Alder reaction, 1 Chloroform

polyamide solvent, 69 Chloromethylsilane

coupling to polydienes, 338 l-Chloronaphthalene, 168

PPS solvent, 179 4-Chlorophenyl phosphoro­

dichloridate, 192 Chloroprene, 502 6-Chloropropionaldehyde diethyl

acetal

522

conversion to 4,4'-diethoxy­butyronitrile, 62, 74

6-Chloropropionaldehyde diethyl acetal (continued)

sodium cyanide reaction, 62, 74 synthesis procedure, 62, 74

6-Chloropropionic acid ring closure to lactone, 443

Cinchonidine optically active acid

resolution, 444 Citraconic acid, 192 Coatings, powder

bisazlactones use, 220 Cobalt octoate

diene hydrogenation catalyst, 335

Composites biopolymer containing, 405 grafted cellulose reinforcement,

406 grafted synthetic polymer

containing, 405 Copolyesterification

mesogens with various spacers, 146

Copolyesters crystallization-induced

reactions, 134 isotropization temperature, 146 linear random type, 153 liquid crystalline type, 148 mesogenic phases, 146 microstructure, 134 reorganization, 134 smectic mesomorphism exhibiting,

153 thermal behavior, 146, 147 thermotropic type, 153

Copolyetherification 4,4'-dihydroxybiphenyl, 154

Copolyethers characterization, 144, 152, 153 4,4-dihydroxy-a-methylstilbene

contining, 138-147 liquid crystalline properties,

146, 148, 149 synthesis, 138, 139, 144, 152 thermotropic type, 133

Copolyethers, liquid crystalline 4,4'-dihydroxybiphenyl based,

152, 154 Copolymerization

anionic methods, 338, 339 cationic methods, 339 Diels-Alder mechanism, 12 free radical methods, 339 mesogenic monomers, 134

Copolymerization, anionic butadiene-isoprene reactivity

ratios, 335, 335

Copolymerization, anionic (continued)

butadiene-styrene rate constants, 335

butadiene-styrene reactivity ratios, 335, 336

macromer grafting reaction, 463 styrene-t-butylstyrene

reactivity ratios, 336 styrene-p-methylstyrene

reactivity ratios, 336 Copolymerization, anionic grafting

initiation site synthesis, 336 Copolymerization, cationic

oxazolines mixed 239 Copolymerization, coordination

macromer grafting reaction, 463 Copolymerization, radical

macromer grafting reaction, 463 Copolymers

alternating segmented synthesis, 93, 94, 96, 104-108, 139

block type 93-96 electrophilic functionalities

grafting, 337 hydrophilic-hydrophobic grafts,

463, 478 morphologies, 93-96 polysulfone-terephthalate type,

109 random block type, 94, 96, 106 stereoblock type tacticities, 364 triblock type, 139

Copolymers, AB block poly(methyl methacrylate), 375-

378 sequential anionic

polymerization, 366 Copolymers, ABA block

bifunctional anionic initiator use, 366

styrene-butadiene-styrene, 93 Copolymers, alternating, 1-3, 134

bis-triazolinedione containing, 19

Copolymers, amphiphilic grafted synthesis procedures, 407

Copolymers, block alkyl methacrylates mixed, 358 amphipathic graft type, 381 anionic polymerization, 322, 353 living anionic polymerization

method 342, 351, 353 methacrylate containing, 326, 361 mixed methacrylate synthesis, 361 model polymerization methods, 342 2-oxazoline derived, 235 poly(styrene-co-ethylene oxide),

478

Copolymers, block (continued) styrene-butadiene-styrene, 93

Copolymers, branched synthesis methods, 331

Copolymers, comb-type synthesis procedures, 336 tailor made synthetic polymers,

407 Copolymers, diblock

styrene-t-butylstyrene containing, 382

Copolymers, graft amphiphilic type, 407 anionic polymerization methods,

335-337 cellulosic type, 405 comb-type synthesis, 335, 339 emulsifying properties, 480 ethylene oxide-polystyrene epoxy

ether copolymerization, 465, 470, 471-475

hydrophilic linked polymer, 407 macromonomer synthesis method,

342 mechanisms for grafting, 406, 408 model polymerization methods, 342 2-oxazoline derived, 235, 238 radical polymerization methods,

336 synthesis procedure 236, 238,

239, 339 N-vinylpyrrolidone-hydroxyethyl

methacrylates, 316 N-vinylpyrrolidone-methacrylate

on Pellethane, 313, 315 water absorbing properties, 480

Copolymers, hydrophobic hydrophilic polymer grafted, 407

Copolymers, segmented mechanical properties, 108, III thermal properties, 108-110

Copolymers, triblock type, 134 Cotton, 405 Coumalic acid

acid chloride synthesis, 60 diazomethane reaction, 61 methylation reaction, 61 synthesis procedure, 60, 61, 72,

73 Coumalyl chloride

production procedure, 61 m-Cresol, 279

polyamide solvent, 69, 70 15-Crown-5 ether

phase transfer catalysts, 197 18-Crown-6 ether

phase transfer catalysts, 197, 199, 200

polyetherification catalyst, 143

523

Cyanoacrylates, alkyl anionic polymerization, 322, 327 tertiary amine polymerization,

327 phosphine polymerization, 327 polymerization inhibitors, 327

Cyclodepsipeptide roseotoxin B, 420

1,3-Cyclohexadiene lithium naphthalene polymerized,

325 Cyclohexane

styrene polymerization solvent, 392

Cyclohexene Diels-Alder reaction, 1

Cyclohexylphosphonic dichloride, 192

DABCO triethylene diamine, 267-269,

271, 272 Dacron

vascular grafts modification, 292 1,10-Decamethylenediamine, 279

N,N'-bis(acetacetyl)-1,4-piperazine condensation, 280, 282

Decamethylenedioxydianiline, 279, 282

Dental impression materials triazolinedione containing, 3

Diallyldimethyl silane triazolinedione reaction, 2

Diamides diepoxide reactions, 254

Diamines bis-ketoester reactions, 276

Diazetidine synthesis, 2

Dibenzoyl tartaric acid amino acid resolution agent, 427

Dibenzoyltartaric acid, (+) or (-) ethyl 2-ethyl-2-phenyl-3-amino­

propionate diastereo­isomeric salts, 444

Dibenzoyl-D-tartaric acid, (+) isomer

3-ethylproline optical isomers resolution, 438

a,w-Dibromoakanes biphenol etherifications, 134,

136-138 4,4'-Dihydroxybiphenyl reaction,

138 a,w-Di (bromoalkoxy) copolyethers

4,4'-dihydroxybiphenyl containing, 138

4,4'-dihydroxy-a-methyl stilbene containing, 137

524

a,~-Di(bromoalkoxy)copolyethers (continued)

synthesis procedure, 137 a,w-Di(bromoalkoxy)polyethers

4,4'-dihydroxybiphenyl containing, 137

synthesis procedure, 136 Dibromo-bis(triphenylphosphine)

nickel catalyst for PPS synthesis, 178

1,4-Dibromobutane polyetherification, 143

1,2-Dibromoethane, 143 polyethermonomer, 139

1,7-Dibromoheptane 4,4'-dihydroxybiphenyl reaction,

138 polyether monomer, 136-138

144, 147, 151-154 1,9-Dibromononane

4,4-dihydroxybiphenyl reaction, 138, 152-154

1,5-Dibromopentane polyether monomers, 136-138, 147

1,3-Dibromopropane polyether monomer, 141 polyetherification, 143

Dibromoxylene carbanionic polymer reaction,

332, 333 a,a'-Dibromo-p-xylene

diphenol reaction, 239 Dibutyl magnesium

hydrocarbon monomer purification agent, 247, 248

monomer drying agent, 348 water reaction, 347

Di-t-butyl sulfide chain transfer agent, 514, 515 degradative chain transfer

effects, 515 1,3-Dicarbonyls

amine polycondensations, 276, 288 Dicarboxylic acids

bisoxazoline copolymerization, 236

Dicarboxylic acids, salts organophosphorus dichloride

reactions, 192 o-Dichlorobenzene, 149, 258

isocyanate-epoxide reaction solvent, 252

polyetherification solvent, 136, 137

polymerization solvent, 139 1,4-Dichlorobenzene

arylene sulfide polymer intermediate 175, 176

reaction with sulfur, 175, 176 sodium sulfide reaction, 173

1,4-Dichloro-2-butene, cis isomer diphenol rea~tion, 239

Dichlorodiphenyl sulfone bisphenate reaction, 114 chlorine hydrolysis, 114

4,4-Dichlorodiphenyl sulfone diphenol reaction, 239 polyether formation, 98 purification, 97

B-l,I-Dichloroethyl-B-propiolactone chiral europium salt complex

resolution, 447 Dichloromethane, 225 B-Dichloromethyl-B-propiolactone,

racemic enantiomeric excess assay, 448 enantiomers separation, 448

1,4-Dicyanobutane polymerization solvent, 69, 86

Dicyclohexyl carbodiimide N-acryloyl-a-aminoisobutyrate

cyclodehydration, 225, 226 esterification agent, 301 N-methacryloylmethylalanine

reaction, 206 Diels-Alder reaction

bis-triazolinediones, 1,2, 15, 17, 18, 20

1,3-Dienes anionic polymerization, 321,

322, 324, 333 dibutyl magnesium water removal,

348 polymerization mechanism, 502 stereospecific polymerization,

483, 484 Dienophiles, 1 Diepoxides

diisocyanates copolymerization, 265

diisocyanate reaction products, 254

Diethylaluminum chloride porphyrin adduct B-propiolactone

polymerization, 451 Diethyl N-benzyloxycarbonylamino­

malonate 2-pentenal reaction adduct, 420 synthesis route, 420, 421, 438

Diethylene glycol dimethacrylate, 301

Diethyl ethoxymethylene malonate diamine reaction, 277

Diethyl 3,4-Furan dicarboxylate hexamethylene diamine

polycondensation, 57 Diethyl methylmalonate

ethyl iodide coupline, 444

Diethyl 3,4-thiophene dicarboxylate hexamethylene diamine

polycondensation, 57 Diethyl zinc, water cocatalyst, 451

B-propiolactone polymerization catalyst, 451

1,6-Diethoxy-l,5-hexadiene-3,4-dione dianiline reaction, 278

4,4-Diethoxybutyronitrile ethyl oxalate reaction, 63 synthesis procedure, 62, 63, 74

Difluorobenzophenone bisphenate reaction, 114

Diglycidyl aniline, 257 Diglycidyl ether bisphenol A, 257

4,4'-diisocyanatodiphenyl methane reaction, 258, 259, 265-269

4,4'-diamodiphenylene methane cured, 271

Diglycolic acid, 192 2H-3,4-Dihydro-l,3-benzoxazine

production raw materials, 48 structure, 27 synthesis, 27, 48

4,4'-Dihydroxybiphenyl copolyethers synthesis, 149 a,w-dibromoalkane reaction, 134,

137, 138 polyethers synthesis, 148, 149,

151 polyether thermodynamic data, 150

4,4'-Dihydroxy-a-methylstilbene copolyethers contianing, 146-148 a,w-dibromoalkane reaction,

134-138, 144 polyethers containing, 138,

146-149, 153 synthesis, 135

a,w-Di(hydroxyphenyl)polyether synthesis procedure, 136

Diisocyanates allophanate reaction, 204, 205 diepoxide reaction products,

254, 265 oligomeric diol reaciton, 204

4,4'-Diisocyanatodiphenylene methane

bis(methyl urethane), 265 diglycidyl ether bisphenol A

polymerization, 264 phenyl glycidyl ether reaction,

257-259, 261, 262 trimerization reaction, 263

Diketene, 279 diamine polycondensation, 277 Jeffamine polycondensation, 282,

286, 287

525

Dilithium naphthalene synthesis procedure, 325

a,w-Dilithiumpolyisoprene ethylene oxide reaction, 329

N,N-Dimethylacetamide bromine solution for

halogenation, 298 4-Dimethylaminopyridine

esterification catalyst, 301 N,N-Dimethylaniline, 464

polyanhydride solvent, 193 tri-isobutyl aluminum catalyst

modifier, 472 2,2-Dimethylbutane

dispersion polymerization solvent, 386, 296

2,3-Dimethyl-1,3-butadiene lanthanide stereoregular

polymerization, 483, 484, 495

polymerization mechanism, 502 Dimethyldichlorosilane

carbanionic polymer reaction, 332 3,6-Dimethyl-3,4-dihydro-2H-1,3-

benzoxazine polymerization kinetics, 34, 35

N,N-Dimethyl formamide bromine solution for

halogenation, 298 polyamide solvent, 69

Dimethyl 2,5-furan dicarboxylate catalysts for transesterifica­

tions, 53 ethylene glycol melt transester­

ification, 52, 53 ethylene glycol polyester, 52 hexamethylene diamine poly­

condensation, 55 hexamethylene glycol polyester,

53 terephthalic copolyester, 53 tetramethylene glycol polyester,

53 trimethylene glycol polyester, 53

2,5-Dimethyl-2,4-hexadiene, 502 2,4-Dimethyl-1,3-pentadiene, 502 2,4-Dimethylphenol

benzoxazine reaction, 32 2,6-Dimethylphenol

benzoxazine reaction, 32 biphenol conversion, 119

2,5-Dimethylpiperazine polyamides with thiofuran rings,

55, 56 2,5-Dimethylpiperazine, trans

3,4-furan dicarbonyl chloride polymerization, 56

526

Dimethyl 3,5-pyrazole dicarboxylate ethylene glycol polyester, 52

Dimethylsiloxane cyclic trimer trimethylsiloxylithium

polymerized, 462 Dimethyl sulfoxide

polyanhydride solvent, 193 polymerization solvent, 143 polysulfone synthesis solvent,

115 Dimethyl terephthalate

1,4-butanediol polyester, 53 copolyester synthesis, 53 ethylene glycol polyester, 53

Dimethyl terephthalic acid triethylamine salt, 194

Dimethyl 2,5-thiophene carboxylate ethylene glycol polyester, 52

1, 1 '-(3,4-Dioxo-1,5-hexadienylene) di-2-pyrrolidone

dianiline reaction, 278 a,w-Di(pentoxy) polyether

synthesis procedure, 136 Dipeptides

synthesis, 190 Diphenic acid, 192 a,w-Diphenols

bromobenzyl functionalized, 240 cis-1,4-dichloro-2-butene

reaction, 239 methylene chloride etherification, 243

a,w-Di[2-(p-phenoxy)-2-oxazoline] characterization, 242

N,N'-Diphenylbenzidine 1,2,5-thiadiazole dicarbonyl

chloride copolymerization, 56

1,4-Diphenylbutadiene, 502 Diphenyl disulfide

synthesis, 160, 162, 169, 170, 177

1,1-Diphenylethane lithium metal reaction, 367

Diphenyl ether, 161 sulfur dichloride reaction, 178

Diphenylethylene butyllithium adduct, 325 s-butyllithium reaction, 348,

349, 352 living polymer capping, 461

Diphenylethylene dilithium anionic polymerization

initiator, 32~ Diphenylhexyl lithium

anionic polymerization initiator, 347, 355, 359, 360

Diphenylhexyl lithium (continued) anionic polymerization

initiator, 347, 355, 359, 360

ethyl methacrylate polymerization, 353

synthesis procedure, 348, 349, 352

Diphenylmethane n-butyllithium adduct formation,

367 4,4'-Diphenylmethane-bis­

semicarbazide synthesis, 10

4,4'-Diphenylmethane diisocyanate ethyl carbazate reaction, 10

4,4'-(4,4'-Diphenyl methylene)­bis-urazole

synthesis, 11 Diphenylmethyllithium

preparation procedure, 367 Diphenylmethyl methacrylate

anionic homopolymerization­monofunctional initiator, 371

anionic polymerization, 364, 368 diphenylmethyllithium

polymerized, 371 purification, 367 sequential anionic

copolymerization, 368 trityl methacrylate anionic

copolymerization, 373-377 N,N'-Diphenyl-1,4-phenylene diamine

polyamides produces from, 56 Diphenyl sulfide

synthesis, 160, 162, 169-171, 177 4,4'-Diphenyl sulfone

poly(aryl ether sulfone) monomer, 121, 122

Diphenyl trisulfide synthesis, 162, 171

1,2-Dipiperidinoethane anionic polymerization modifier,

334 Dispersing agents

diblock polymers, 382, 383, 387 2,4-Ditertbutylphenol

benzoxazine polymerization initiator, 35-37, 39, 41, 42

benzoxazine reaction, 34-39 3,6,8-trimethyl-3,4-dihydro-2H-

1,3-benzoxazine reaction, 34, 35

2,6-Ditert-butylphenol benzoxazine reaction, 31-33

Ditriethylammonium adipate phenylphosphonic dichloride

reaction product, 194

Ditriethylammonium adipate (continued)

phosphorus acid chloride condensation, 200

Ditriethylammonium terephthalate phenylphosphonic dichloride

reaction product, 194 phosphorus acid chloride conden­

sation, 195-197, 199 Diurethanes

diepoxide reactions, 254 Divinylbenzene

anionic prepared polystyrene dispersion crosslinker, 400

living anionic polymer reaction, 332

1,12-Dodecanediol hydroxyalkyl methacrylate

synthesis, 301 Dow process

PPS synthesis, 175

Elastomers rubber grafted cellulose as

reinforcement, 405 polystyrene dispersion polymer

reinforcement, 400, 401 Elastomers, thermoplastic, 2

segmented copolymers, 93 synthesis concept, 480

Emulsifying agent polystyrene macromer - ethylene

oxide copolymer, 463 Enamine carbonyls

electrophilic compound chelation, 275

synthesis methods, 276 tautomeric equilibria, 276 structure, 276

Ene reaction bis-triazolinediones,

1, 2, 18, 20 triazolinediones, 2

Enophiles, 1 Epichlorohydrin

polystyrene anion reaction, 463-465, 467-470, 480

Epoxides anionic polymerization, 321,

322 homopolymerization, 252 lithium bases polymerized, 330 nucleophilic reactions, 217

Epoxy resins, 219, 231 2,2-Bis (4-hydroxyphenyl)

propane containing, 59 cured with isocyanates, 266 curing process, 251 diisocyanate reaction, 259

527

Epoxy resins (continued) isocyanate reaction, 251, 256 MY750 type 258, 271, 272 oxazolidone conversion, 251 properties, 251

Epoxy resins, cured crosslink density, 267 oxazolidone ring containing

254, 266 Ethane sulfonic acid

azlactone-thio reaction catalyst, 223, 224, 227, 228

Etherification phase transfer catalyzed, 134

Ethylazodicarboxylate Diels-alden reaction, 1

Ethyl-3-carbonyl-2-furan carboxy­late

conversion to 2,3-furan­dicarboxylic acid, 63, 76

synthesis procedure, 63, 76 Ethyl carbazate

1,6 - hexane diisocyanate reation, 8

isocyanate reaction, 10 Ethyl chloroformate, 229

N-acryloylmethylalanine reaction, 206

cyclodehydration agent with triethylamine, 223

Ethyl 2-ethyl-2-phenyl-3-aminopropionate

optical resolution D, L mixture, 444

3-Ethyl-5-hydroxy-N-benzyloxy­pyrrolidine

hydrogenolysis, 420 synthesis procedure, 420

Ethyl imidazole isocyanate trimerization

catalyst, 266-268, 271, 272

Ethylene potassium alcoholate

polymerization, 462 Ethylene azidohydrin

aldehyde reaction, 237 Ethylene-bis (3-mercaptopropionate)

azlactone addition reaction 221, 223

synthesis, 223 1,2-Ethylenediamine, 279

., N,N'- (acetacetyl)-I, 4-piperazine reaction, 280

4,4'-(Ethylenedioxy) dibenzoic acid, 192

Ethylene glycol 2,5-furancarboxylic acid

polyester, 52, 53, 56

528

Ethylene glycol dimethacrylate crosslinking agent, 301

Ethylene oxide living carbonionic polymer

terminator, 329 living polymer macromer

production, 461 phenoxy anion polymerized, 238 polystyrene anion

polymerization, 478 polystyrene macromer

polymerization, 463 purification, 464

2-Ethyl mercaptoethyl methacrylate methyl methacrylate

copolymerization, 514 Ethyl methacrylate

anionic polymerization,352, 358 characterization, 358 living anionic polymerization,

358 Ethyl 2-methyl-2-ethylmalonic acid

bromoacid synthesis, 444 cinchonidine resolution, 444 lactone transformation, 444, 445 quinine resolution, 444

2-Ethyl-4-methylimidazole, 257 oxazolidone formation catalyst

258, 259, 261-265 a-Ethyl-a-methyl-a-propiolactone

optically active monomer resolution, 445

Ethyl 2-oxo-3-cyano-5,5-diethoxypentantoate

synthesis procedure, 63, 75, 76 Ethyl-2-phenyl-2- cyanoacetate

ethyl bromide alkylation, 443 ethyl bromide adduct

hydrogenation, 443 a-Ethyl-a-phenyl-a-propiolactone

optically pure monomer synthesis, 443

3-Ethylproline N-carboxyanhydride, trans

racemic mixture polymerization, 429

3-Ethylproline-N-carboxyanhydride, trans D (+) and L (-)

polymerization with triethylamine, 429

polymer characterization, 430 sodium methoxide polymerization,

429 5-Ethylproline, cis isomer

L-(+)-tartaric acid resolution, 427

5-Ethylproline, cis and trans NMR characterization, 426

3-Ethylpyroline, cis and trans isomers

diastereoisomers separation, 423 diastereoisomers stereochemical

assignments, 423 methyl ester isomers, 422 polymerization, 419 synthesis and separation, 419,

421, 438 5-Ethylproline, trans isomer

L-(+)-tartaric acid resolution, 427

3-Ethylproline ethyl ester, (D) or (L)

optically active hydorchloride salt, 427

3-Ethylproline, ethyl ester, trans isomer

D(-) and L (+)-tartanic acid resolution, 427, 438

3-Ethylproline hydrochloride, cis- and trans­

dibenzoyl tartaric acid resolution, 428

synthesis method, 422 3-Ethylproline, trans (D) and (L)

enantiomers optical purity, 428 ring opening polymerization, 428 tris-[3-(heptafluoropropyl-

hydroxy-methylene)-d­campohorato] europhium III resolution, 428

3-Ethylproline, trans D(+) and L(-) --

optical isomers resolution, 438 3-Ethylproline, trans isomer

N-carboxyanhydride polymerization, 429

(-)-dibenzoyl-L-tartaric acid resolution, 427, 438

optical resolution, 425, 438 phosgene conversion to

N-carboxyanhydride, 428 3-Ethylproline, trans D (+) isomer

resolution method, 426 3-Ethylproline, trans L (-) isomer

resolution method, 426 Eugenol

vanillin reaction, 13, 14 Europhium salt, chiral

optically active a-propiolactone resolution, 444, 445, 447, 448

Flory-Huggins theory optically active polymers

application, 455 Formaldehyde

benzoxazine synthesis, 27, 28, 48

Formamidines isocyanate-DMR reaction product,

266 Formic Acid

polyamide solvent, 69 Friedel-Crafts Catalysts

aluminum chloride, 159-161 Friedel Crafts reaction

benzene with sulfur, 176 Fumaric acid, 192 Fur an

aromaticity, 57 reactivity, 57

2,3-Furan dicarbonyl chloride anilino reaction, 78, 85 diamine polymerization reactions,

86-88 diphenol polymerization

reactions, 86, 87 2,4-Furan dicarbonyl chloride

aniline reaction, 78 diamine reactions, 85 diphenol reactions, 84 intercarbonyl distance, 71 phosphorus pentochloride

reaction, 64 polyamide monomer, 69, 71, 85 synthesis procedure, 64, 77

2,5-Furan dicarbonyl chloride 2,2-bis(4-hydroxyphenyl) propane

interfacial copolymerization, 55, 59

decamethylene diamine interfacial polycondensation, 55

diamine reaction, 80, 81 diphenol polyesterification,

79, 80, 83 glycol interfacial polymerization,

54, 59 hexamethylene diamine interfacial

polycondensation, 55 octamethylenediamine interfacial

polycondensation, 55 Furan Dicarboxylic Acids

polyamide monomers, 51, 52 polyester monomers, 51, 52

2,3-Furan dicarboxylic acid acid chloride synthesis, 64, 76,

78 crystallographic dimensions, 58,

71 ester derivative, 51 intercarbonyl distance, 71 phosphorus pentachloride

reaction, 60, 64, 78 synthesis procedure, 62, 63, 76

2,4-Furan dicarboxylic acid acid chloride synthesis, 60, 64,

77

529

2,4-Furan dicarboxylic acid (continued)

crystallographic dimensions, 58, 71

ester derivatives, 51 n,w-glycol polyesterification,

53 production reactions, 60 synthesis procedure, 61, 74

2,5-Furan dicarboxylic acid acid chloride synthesis, 60, 64,

78 crystallographic dimensions, 58

71 dehydromucic acid, 60 ester derivatives, 51 ethylene glycol polyester, 52 hexamethylene-diammonium salt

polycondensation, 55 hexamethylene glycol polyesters,

53 intercarbonyl distance, 71 phosphorus pentachloride

reaction, 64 synthesis procedure, 72 terephthalic acid-ethylene

glycol copolyester, 54 tetromethylene glycol

polyesters, 53 trimethylene glycol polyesters,

53 3,4-Furan dicarboxylic acid

acid chloride synthesis, 60, 64 77

crystallographic dimensions, 58, 71

ester derivative, 51 intercarbonyl distance, 71 phosphorous pentachloride

reaction, 64 physical properties, 62

2,5-Furan dicarbonyl chloride polyamide formation, 80,81 synthesis procedure, 76

3,4-Furandicarbonyl chloride diamine reactions, 82, 83 diphenol polyesterification,

81,82 polyamides produced from, 56, 71 synthesis procedure, 64, 77

Glass transition temperatures poly (alkyl methacrylates), 359,

360, 363, 506-509, 512, 513, 516

polyethers, 135, 138, 144-147 polyoxazolidones, 270, 271 poly (1,3-pentadiene), 485, 490,

491, 495, 500 poly (B-propiolactones), 453

530

Glass transition temperatures (continued)

polystyrene living polymer, 388, 389

segmented polysulfone,­polyarylates, 109, 110, 118

Glycidyl methacrylate oligomers prepared from, 203

Grafting antiplatelet agents on polymers,

291-293 manganese de carbonyl reaction

mechanism, 300 photochemical initiated, 299,

300 thermal initiated, 299

4-Halophenol polymerization with metal salts,

178 4-Halothiophenol

alkali metal salt polymerized, 175

Heparin grafted on poly (ether

urethanes), 293 Heptane

dispersion polymerization solvent, 386

HEXA polyoxazolidone synthesis

catalyst, 267-269, 271, 272 2,4-Hexadiene, trans, trans

cobalt catalyst polymerized, 494 lanthanide stereospecific

polymerization, 483, 491, 503

polymerization mechanism, 502 sterical hinderance, 503 titanium catalyst polymerized,

494 Hexafluoroisoprapanol

isotatic poly(B-propiolactones) solvent, 451

polyamide solvent, 70 Hexamethylphosphoramide

polyanhydride solvent, 193 Hexamethylene diamine

polyamide monomer, 57 purification, 72

Hexamethylene glycol 2,5-furandicarboxylic acid

polyester, 53 Hexamethylene tetramine

oxazolidone formation catalyst, 259

Hexane dispersion polymerization

solvent, 386, 396

1,6-Hexane-bis-semicarbazide, 8 1,6-Hexane-bis-urazole

synthesis, 8, 9 1,6-Hexane diisocyanate, 8 Hormones

polypeptide based, 419 Hydrogen sulfide

PPS synthesis biproduct, 160-162, 164

Hydroquinone polyether monomer, 94, 96-99,

108 segmeted copolymer momomer, 109

Hydroxy alkyl methacrylate oligomers produced from, 204

p-Hydroxybenzaldehyde ethylene azidohydrin reaction,

1 237 1 p, P -Hydroxy-2, 2 -dimethyl

benzalazine liquid crystalline polymer

segment, 133 N-(2-hydroxyethyl) amides

oxazoline hydrolysis product, 240 N-(2-Hydroxyethyl)-p-hydroxy­

benzamide p-hydroxyphenyl-2-oxazoline

hydrolysis product, 238, 244

thionyl chloride cyclization, 238 2-Hydroxylethyl methacrylate

esterification with hydantoin acid derivative, 301

esterification reaction, 307 grafting on Pellethane, 315 methacryloyl polystyrene

macromer copolymerization, 463

5-Hydroxymethyl-2-furoic acid polyesters, 54

Hydroxynapthones tautomeric forms, 276

m-Hydroxyphenyl-2-oxazoline chlorohydrate product, 237, 238 disalt synthesis, 248, 249 hydrolysis, 238 synthesis procedure, 237, 238

p-Hydroxyphenyl-2-oxazoline chlorohydrate product, 237, 238 chloromethylstyrene

etherification, 244 a,w-di(electrophilic) polyether

sulfone reaction, 240 etherification with methylene

chloride, 243 hydrolysis, 238 lithia ted with butyllithium, 238 methyl trifluoromethane

sulfonate reaction, 248 phenoxy anion product, 238

p-Hydroxyphenyl-2-oxazoline (continued)

polyformal end capping monomer, 243, 244

synthesis procedure, 237, 248 p-Hydroxyphenyl-2-oxazoline,

di-salts ring opening polymerization, 249 synthesis procedure, 248

p-Hydroxyphenyl-2-oxazoline, lithium salt

epoxide polymerization initiaton, 238

p-Hydroxyphenyl-2-oxazoline, vinyl benzyl ethers

NMR characterization, 244, 245 polymer characterization, 244 radical polymerization, 244

3-Hydroxy proline, 424 B-Hydroxypropionic acid

ring closure to lactone, 443 12-Hydroxysteric acid, 307 Hydroquinone

polyester monomer, 54

Imines structure, 276

Iminoamines, 1,3 crystallographic data, 276 IR characterization, 276

Imino-l,3-dioxolane, N-substituted isomerization to oxazolidone,

253 2-Imino-l,3-dioxolane, phenyl

substituted isomerization to oxazolidone,

253 Initiators, electrophilic

2-oxazoline polymerization, 235 Initiators, radical polymerization

kinetics influence, 508 Iodine-thiosulfate

titration of polystryrene peroxide, 400

Ionophores polypeptide based, 419

Isobutylene cationic polymerization, 462 inifer polymerization method,

462 Isoeugenol

bis-triazolinedione reaction, 14

methyl isocyanate reaction, 5, 14

Isoprene anionic polymerization, 347 s-butyllithium polymerization,

333, 334

531

butadiene stereospecific copolymerization, 483

dilithium initiator polymerization, 347

polymerization mechanism, 502 Isothianthrene

synthesis, 162 Isocyanates, 219, 231

alcohol reaction, 266 epoxide reaction to oxazolidone,

251, 259 formation reaction, 261 nucleophilic reaction, 217 trimerization, 254, 259, 266

Isocyanurates isocyanate trimerization, 254,

259, 261, 262 kinetics of formation, 264

Isophthalic acid crystallographic dimensions, 58 a,w-glycol polyesterification,

53, 56 polyamide monomers, 57 polyester monomer, 53, 56, 58-60

Isophthaloyl chloride 1 ,2-bis-(4-carboxyphenoxy) ethane

polycondensation, 188 copolyamides, 60 diamine polycondenation, 60 polyarylate synthesis, 94-96 purification, 97 4,4-sulponyldiphenol polyester,

59, 60 2-Isopropenyl-4, 4-dimethylazalac-

tone Jeffamine reaction, 212 ORTEP plots, 211 synthesis procedure,206

2-Isopropenyl-2-oxazoline free radical polymerization, 237

ISOX isocyanurate-oxazolidone

containing polymers, 256 oxazolidone resins, 272

Jeffamines, 279, 282, 286 alkenyl azlactone reaction, 211,

212, 215 N,N'-bis(acetacetyl)-1,4-piper­

azine condensation, 280 diketene reaction, 282 polyoxyalkylene oligomers, 206,

207, 211 urea reaction, 207, 208

Kelley-Bueche equation methyl methacrylate

polymerization application, 512

532

Kemamine 36-carbon diamine, 208

Ketenes carbonyl compound reaction,

443, 445, 457 chloral conversion to lactone,

446 enamine derivative, 275

Lactones anionic polymerization, 321, 322,

441, 447 cationic polymerization, 441, 447 coordination polymerization, 441,

447 ring opening polymerization, 441

8-Lactones diastereoisomer complex

resolution, 446 optically active chiral base

synthesis, 446 racemic mixtures, 446

Lactones, bicyclic tetrahydrofuran ring containing,

54 Lanthanides

coordination capabilities, 483 rare earth metal catalysts, 483,

502 Lanthanides, catalysts

classification types, 484 diene polymerization catalysts,

483 - 503 organic chemical complex

catalysts, 483 Lauroyl peroxide

polystyrene macromer polymerization, 463

Lead oxide esterification catalyst, 53

Lekutherm N,N-diglycidylanilin, 258 epoxide resin, 265

Lewis acid, 191 tetrahydrofuran anionic

polymerization modifier, 396

Lewis bases, 191, 192, 194, 195 anionic polymerization modifier,

333-335 radical anion stabilizers, 323

Linoleic acid clay catalyzed dimerization, 208 Diels-Alder reaction, 208

Lithium alkoxides epoxide polymerization, 330

Lithium but oxide catalyst for oxazolidone

formation, 252

Lithium but oxide (continued) isocyanate-epoxide reaction

catalyst, 264 polyoxazolidone synthesis

catalyst, 267 Lithium chloride

oxazolidone formation catalyst, 265

Lithium naphthalene styrene reaction, 324

Lithium triflate oxazolinium di-salt

polymerization biproduct, 249

2,6-Lutidine, 428

Macallum Polymerization dichlorobenzene-sulfur reaction,

175, 176 Macromers

copolymerization to graft copolymers, 463

epoxy ether terminated polystyrenes, 463-469

graft copolymerization efficiency, 471, 472, 474-476, 478

graft copolymer use, 461 homopolymerization, 463 methacryloyl terminated

polytetrahydrofurans, 463 poly (dimethyl siloxane) based,

462 polyisobutylene based, 462 polymerizable macromolecular

monomer, 461 polyoxyethylene type, 462 poly (methyl methacrylate) based,

462 polystyrene based, 462 synthetic techniques, 134 p-vinylbenzyl capped

polystyrene, 461 Macromer, epoxy ether terminated

ethylene oxide copolymerization, 480

synthesis procedures, 461 Macromers, methacryloyl terminated

polyoxyethylene based, 462 Macromers, polystyrene

epoxy ether terminated, 461 Macromers, production

anionic polymerization method, 462

cationic polymerization method, 462

radical polymerization method, 462

Macromonomers copolymerization, 339 grafting onto polymers, 336 methacrylate terminated

oligomers, 339, 340 oligomers with polymerizable

end-group, 339 polymerizable oligomers, 339 polymerizations, 335 reactivity ratios, 339, 340 synthesis procedures, 339-341

Macromonomers, poly (4-bromosytrene) vinyl styrene terminated, 341

Mac romonomers, poly (ethylene oxide) methacrylate terminated, 340 a-methylstyryl terminated, 340 oxazoline terminated, 238, 340,

341 p-vinylstyryl terminated, 341

Macromonomers, poly (methyl methacrylate)

a-methylstyryl terminated, 341 Macromonomer, oxazoline terminated

cationic ring opening polymerization, 238, 239

Macromonomers, polystyrene anionic living polymerization

synthesis, 340 p-vinylstyryl terminated

Macromonomers, poly(vinyl pyridine) methacrylate terminated, 341 p-a-methylstyryl terminated, 341

MacTomonomers, siloxane methacrylate terminated, 341 p-vinylstyryl terminated, 341

Maleic anhydride Diels-Alder reaction, 1

Malic acid conc. sulfuric acid reaction, 60 fuming sulfuric acid reaction, 60

Manganese decacarbonyl grafting catalyst, 299, 300 purification, 308

Mayo-Lewis equation applied to macromonomers, 339

Mercaptans alkenyl azlactone ractions, 224 vinyl azlactone reaction, 227-229

3-Mercaptopropionic acid ethylene glycol esterification,

223 Mesogens

conjugated electron donor type, 134

Methacrylamide functionalized oligomers, 205,

210, 211 Methacrylates, alkyl

alkali metal alkoxides polymenization, 327

533

Methacrylates, alkyl (continued) anionic polymerization, 321, 322,

347, 348 carbonyl side reactions-anionic

polyerization, 347 dibutyl magnesium polymerization,

348 diphenylethylene anionic

initiators, 351, 352 group transfer polymerization,

327 high conversion polymerization,

50S, 512-514 molar volumes, 513 photoinitiation polymerization,

354 polymerization kinetics, 50S,

506, 508-513 polymerization kinetics, model

509, 510, 516 purification procedures, 358,

361, 367 radical polymerization, 50S, 512 sequential anionic

polymerization, 366 trialkyl aluminum purification,

348, 350, 354 Methacrylonitrile

anionic polymerization, 322 Methacryloyl hexafluorantimonate

tetrahydrofuran polymerization to macromer, 462

N-Methacryloylmethylalanine N, N-dicyclohexyl carbodiimide

reaction, 206 p-Methoxyphenol

methacrylate stablizier, 305 2-Methoxy-4-propenylphenyl

methyl-carbamate bis-triazolinedione raction, 19 1,6-Bis-(3,5-dioxo-l,2,4,­

triazoline-4-yl) hexane reation, 12

copolymerization reaction, 13 Diels-Alder derivative, IS

2-Methoxy-4-propenylphenol methyl isocyanate reaction,S, 14 methyl triazolinedione reaction,

14 4-methyl-l,2,4-triazoline-3,5-

dione reaction, 6 synthesis, 5

Methyl bromocoumalate synthesis procedure, 61, 74

Methyl 3-bromo-2-oxopyran-5 carboxylate

synthesis procedure, 61, 73, 74 Methyl coumalate

bromonation reaction, 61 production procedure, 60, 61, 73

534

Methyl coumalate pyridinium bromide perbromide

reaction, 61 Methylene chloride

p-Hydroxyphenyl-2-oxazoline reaction, 243

Methylenedianiline, 279 diethyl ethoxymethylene malonate

polycondensation, 277 a-Methyl-a-ethyl-S-propiolactone

optically active monomer synthesis, 444

a-Methyl-a-ethyl-S-propiothiolactone optically active monomer

proparation, 445 a-Methyl-a-m-propyl-S-propiolactone

chiraal initiator polymerization, 443

Methyl m-hydroxybenzoate ethanolamine reaction, 238

Methyl isocyanate isoeugenol reaction, 5

Methyl 3-mercaptopropionate vinyl azlactone reaction, 227, 228

Methyl methacrylate acetone-cyanohydrin process, 355 alcohol doped purification, 352 anionic bifunctional initiator

polymerized, 373 anionic polymerization, 323,

325-327, 347, 352,360-362, 372, 373, 462

anionic tactic polymerization, 365

butyl lithium polymerized, 326 celing temperature, 507 chain transfer polymerization,

514 14 C labeled, 308 diffusion hindered

polymerization 508-510 diphenyl hexyl lithium

polymerization, 355 diphenylmethyllithium

polymerized, 371 2-ethyl mercaptoethyl

methacrylate copolymeri­zation, 514

grafting on Pellethane, 315 high conversion polymerization

kinetics, 506-510, 516 initiator influence on

polymerization, 508, 511 isothermal polymerization, 508 methoxide anion polymerization,

327, 328 polymerization kinetics, 508-516 polymerization solvent effects,

360

Methyl methacrylate (continued) polymerization temperature

influence 507 purification, 367 radical polymerized, 507-510 termination rate constant, 509 transesterification, 348 trialkyl aluminum alcohol

removal, 355 trialkyl aluminum purification,

348, 355, 356 2-Methyl-2-oxazoline

hydroxyphenyl-2-oxazolinium salt polymerized, 248

Methyl 2-oxopyran-5-carboxylate production procedure, 60, 73

4-Methyl-1,3-pentadienes, 502 2-Methyl-1,3-pentadiene, trans

Lanthanide sterospecific polymerization, 484, 500

polymerization mechanism, 502 3-Methylproline, 424

3-Methyl-L-proline, cis isomer isolation from bottromycin

antibiotic peptide, 420 synthesis routes, 420

5-Methylproline, cis and trans mixture

L-(+)-tartaric acid resolution, 427

3-Methyl-L-proline, trans isomer isolation from mycotoxin,

roseotoxin B, 420 synthesis route, 420

Methane sulfonic acid polyamide solvent, 69

Methyl triazolinedione synthesis, 14

4-Methyl-1,2,4-triazoline-3,5-dione allyltrimethylsilane reaction, 2 Diels-Alder reaction, 1, 15 2-methoxy-4-propenylphenylmethyl

carbamate reaction, 6 N-Methylpyrrolidone, 279

polyamide solvent, 69 polyether synthesis solvent, 143 PPS production solvent, 173 polysulfone synthesis solvent,

115, 116 Methyl trifluoromethane sulfonate

oxazoline triflate formation reaction, 248

Michael addition reaction aklenyl azlactones, 210, 215, 217 Amines, 215 2-pentenal-substituted diethyl

malonate, 420, 438 thio-acrylates, 222-224 thio-acrylamides, 222, 223

Molybdenum hexacarbonyl grafting catalyst, 229

Monomers dinelectrophilic, 138 dinucleophilic, 138 radio-labelled, 308

Monomers, mesogenic copolymerization, 134

Monomers, optically active enantiomeric excess measurement,

446-448 Monomers, polar

polymerization, 325, 326, 342, 347 Monomers, vinyl hydrophilic

biomer effects, 309 Monomers, vinyl

cellulose grafting methods, 407, 408

grafting on poly (ether-urethanes), 299

Mucic acid fuming hydrobromic acid realtion,

60, 72 MY 750

epoxide resin, 258, 259 Myrcene, 502

Nitrobenzene, 136-138, 149 Nitroterephthatic acid, 192

Oligomers benzene-sulfur containing,

169,171, 175, 177 crosslinking reactions, 205 a,w-dielectrophilic chain ends,

139 functionalized for crosslinking,

203 hydrogen bonding chain ends, 138 macromonomers with reactive

end-groups, 339 methacnylate functionalized, 203,

204 reactive macromonomers, 339 synthesis procedures, 339, 340 unsaturated, 204

Oligomers, acrylamide terminated synthesis from azlactones, 213,

217, 219, 232 characterization, 209-211, 213,

215, 216 Oligomers, amine terminated, 206,

207 alkenyl azlactone reactions,

217, 221 azalactone reaction, 203, 205,

211, 217, 219 urea reaction, 207, 208

Oligomers, azlactone terminated synthesis, 225, 232

535

Oligomers, bromobenzyl substituted etherification with phenolic

oxazolines, 243 Oligomers, a,w-di (bromobenzyl)

substituted characterization, 241

Oligomers,a,w-di(electrophilic) substituted

macromonomer starting materials, 239

Oligomers, a,w-diphenol substituted characterization, 241

Oligomers, hydroxy terminated alkenyl azlactone reaction, 221

Oligomers, liquid azlactone functionalized, 232

Oligomers, oxazoline terminated characterization, 242, 243 poly(phenylene sulfide) based,

237 synthesis, 241-243 thermally reactive, 248

Oligomers, polyether hydroxyphenyl terminated, 145

Oligomers, polyether sulfone oxazoline terminated, 240

Oligomers, telechelic azlactone functionalized, 232

Organometallic dihalides dicarboxylic acid condensation,

195 dicarboxylic acid polymerization,

187, 189, 195 Organophosphorus dichlorides

p-aminobenzoic acid condensation, 190

amino acid reactions, 190 dicarboxylic acid

polycondensation, 189 polypeptide reaction, 191

Organophosphorus (v) polyesters, 192 Oxazolidone

catalyst for formation, 261, 262 epoxide-isocyanate reaction

product, 263 formation kinetic parameters, 264 formation reaction

characterization, 262,-263 formation study by DSC, 267, 268 heat of formation, 263 isocyanate-epoxide reaction

mechanism, 253 mechanism of formation, 252, 253 ring isomers, 254

2-0xazolidones N-subtituted iminc-2,3-dixolane

isomerization product, 253 Oxazolidone resins

isocyanurate containing, 266 thermal properties, 266

536

2-0xazoline-5-ones ring opening reactions, 219 Nucleophilic reactions, 219

2-0xazolines boron trifluoride polymerized,

238, 239 cationic polymerization, 235,

236, 238, 248 carboxylic acid ring openings

reaction, 235 hydrolysis to amides, 240, 242 phenol ring opening reactions,

235, 236 thiophenol ring opening reaction,

235 2-0xazolines, m-hydroxyphenyl

substituted polymers produced from 235, 237

2-0xazolines, p-hydroxyphenyl substituted

polymers produced from 235, 237 2-0xazolines, phenoxy substituted

NMR characterization, 242 2-0xazolines, vinyl substituted

radical polymerization, 237 Oxazolinium triflates

oxazoline polymerization agents, 248

Oxiranes chiral initiator polymerization,

442 2-0xopyran-5-carboxylic acid

coumalic acid, 60 production method, 60

2-0xopyran-5-carboxylic acid synthesis procedures, 72, 73

Oxycellulose polystyryldicarbanion grafting,

410, 411 synthesis procedures, 409

4,4'-(2,2'-Oxydiethoxy)-dibenzoic acid, 192

Palmitic acid, 307 hydroxyethyl methacrylate

derivative, 307 t.ritiated, 307

Pelle thane BEMA palmitate ester

photografting, 314 poly (ether-urethane)

bromination, homogeneous, 298, 310, 311

vinyl monomer grafting, 315 N-vinylpyrrolidone-methacrylate

ester grafted, 316 1,3-Pentadiene, cis, 485, 503 1,3-Pentadiene, trans isomer

lanthanide stereospecific polymerization, 484, 485

1,3-Pentadiene, trans isomer (continued)

polymerization mechanism, 484, 502 Pentane

dispersion polymerization solvent, 386, 396

1,5-Pentanediol hydroxy alkyl methacrylate

synthesis, 301 2-Pentenal

diethyl N-benzyloxycarbonyl­aminomalonate adduct, 420, 438

synthesis method 420, 422 Peroxides, polymeric

synthesis procedure, 331 Phenol

benzoxazine condensation mechanism, 32-35

benzoxazine reaction rate constant, 33

benzoxazine synthesis, 27, 28, 48

potassium cargonate neutralization, 116

Phenol-formaldehyde resins phenolic monomers, 59

Phenolic resins synthesis route, 27, 28, 48

N-(4-Phenylbenzyloxycarbonyl-cis-6-methyl pipecolic acid

quinine resolution, 427 2,2'-p-Phenylene-bis-(4-ethoxy­

methylene-5-oxazolone) dianiline reaction, 278

p-Phenylenediamine N,N'-bis(acetaacetyl)-1,4-piper­

azine condensation, 282 a-Phenylethyl potassium

ethylene oxide polymerization catalyst, 478

a-Phenyl-a-ethyl-S-propiolactone enantiomeric resolution, 444 chiral europium salt resolution,

444, 445 Phenyl glycidyl ether, 257

diisocyanate reaction, 259 4,4'diisocyanatodiphenyl methane

reaction, 258, 259, 266-268 diisocyanate reaction

characterization, 259-262 Phenylisocyanate

trimerization, 263 Phenylphosphonic dichloride, 192

polyamide prepared from, 194 Phenylphosphonothioic dichloride,

192 Phenylphosphoro dichloridate, 192 Phenylthiothianthrene

synthesis, 162, 169

Phenyltriazolinedione synthesis, 74

4-Phenyl-1,2,4-triazoline-3,5-dione, 1

Diels-Alder adduct, 15 2-methoxy-4-propenylphenylmethyl

carbamate reaction, 7 olefin reaction, 7

Phosphorus acid chloride diamine polymerization, 189 diphenol polymerization, 189 hydrolysis, 189, 195

Phosphorus anhydrides synthesis, 190

Phosphorus pentachloride, 76 Phosphotungstic acid

sulfided hydrogenation catalyst, 161

Phthalic acid crystallographic dimensions, 58 polyamide monomers, 57 polyester monomer, 60

PIO oxazolidone containing resins,

256 Piperazine, 279

diketene reaction, 280 Piperlene, trans

lanthanide stereospecific polymerization, 483

Plastics, engineering poly(phenylene sulfide), 173

Polyacetylene chemical doping, 182

Poly(N-acetyl-ethyleneimine)s phenolic hydroxyl terminated, 248 telechelic materials, 248

Polyacrylonitrile, 414 Polyacrylonitrile, carbanion

grafting to cellulose acetate, 413

Poly(acrylonitrile), "living" polymer

synthesis procedure, 410 Poly(N-acylethyleneimine)s

2-oxazoline derived, 235 reactions on polymer, 235 synthesis procedure, 240

Poly-alcanoates liquid crystalline polymers, 133

Poly(alkyl methacrylate) anionic copolymeriza'tion, 348 anionic polymerization, 348, 349 anionic polymerized molecular

weights, 366 bulk polymer production, 505, 516 casting processes, 505 characterization, 350, 352, 353 controlled anionic

polymerization, 358

537

Poly(alkyl methacrylate) (continued)

controlled molecular weight, 361 isotactic polymer synthesis, 348 physical properties, 363 purification method, 350, 351 synthesis conditions, 347, 351 synthesis of controlled

molecular weight, 348 synthesis using pure monomer, 361

Poly(Alkyl methacrylate), tactic copolymer, 347 physical association, 363, 365 synthesis, 347, 363-366 stereocomplex network

structures, 365 Poly(alkyl methacrylate), living

polymer termination with acetic

acid/methanol, 350 Poly(amide-enamines), 275

biodegradable polymers, 275, 277 N,N'-bis(acetacetyl)-1,4-piper­

azine based, 279 piperazine containing, 288 synthesis, 277

Poly(amide enamine ether) adhesive potential, 286 characterization, 286, 287 metal chelating ability, 286-289 synthesis method, 280, 282

Poly(amide-ester)s synthesis procedure, 236

Poly(amide-ether) lithium phenoxide-oxazolinium

salt terminated, 249 Polyamides

acidic proton reaction, 337 furan dicarboxylic acid

containing, 51, 52, 64-69 furan ring containing, 55, 59 halogenation reaction, 295 head-to-tail type, 220 heteroaromatic ring containing,

57, 58, 60 heterogeneous halogenation, 298 metalated with sodium, 337 mixed amide type, 59, 60 phenolic hydroxyl terminated, 249 phosphorus containing, 192 redox oxidation initiated

grafting, 292, 293 tail-to-tail, 220 vinyl monomer grafting, 295

Polyamides, furan containing intrinsic viscosities, 70 properties, 56, 57, 68, 69, 71 solvents, 69 synthesis procedure, 80-82, 84,

85 thermal properties, 70, 71

538

Polyamides, metalated ethylene oxide grafting, 337 ethylene sulfide grafting, 337

Polyamides, phosphorus containing synthesis procedure, 192

Polyamines, antimony containing synthesis procedure, 189

Polyanhydrides phosphorus containing, 187, 189,

190, 194, 195 synthesis procedures, 187-190,

194, 195 Polyanhydrides, phosphorus

containing amide modified, 190 characterization, 193, 194 synthesis conditions, 193

Polyarylesters bisphenol-A based, 94, 95

Poly(aryl ethers) characterization, 118 cyano group terminated, 118, 119 engineering materials, 113 ketone modified, 118, 119 physical and chemical properties,

113, 118 synthesis procedures, 118

Poly(arylene ether ketones) synthesis procedures, 113

Poly(aryl ethers), methyl substituted

crosslinking reactions, 119, 122 Poly(aryl ether sulfones)

bromination reaction, 118 characterization, 102-104,

106-109 hydroxyl terminated oligomers,

114 structures, 113, 114, 117-119,

122 synthesis procedures, 96, 97,

100, 104, 107, 113-117, 122 thermal properties, 118

Poly(arylene ether sulfone)-poly-(arylene terephthalate)

characteristics, 95, 96, 106-111 random block type, 94 segmented copolymer synthesis,

93, 95, 97, 107-111 Poly(L-azetidine-2-carboxylic acid)

poly(L-proline) comparison, 438 Polyazomethines

liquid crystalline polymers, 133 Poly (N-benzoylethyleneimine)

poly(ethylene oxide) grafted, 238, 239

Poly[I,4-bis(3-decanamino-2-butenoyl)]piperazine

synthesis method, 280, 282

Poly[I,4-bis(3-ethylenamino-2-butenoyl)]piperazine

synthesis method, 280 Poly[I,4-bis(3-p-phenylenediamino-

2-butenoyl)]piperazine synthesis method, 282

Poly[I,4-bis(3-m-xylylamino-2-butenoyl)]piperazine

characterization, 284-286 synthesis method, 282

Polybutadiene alkyl dilithium initiated, 323 chloromethylsilane grafting, 338 cis-l,4-microstructure

modification, 333, 334 dilithio derivative, 323 high cis content, 483 metalated with alkyllithium-

diamine complexes, 336 polymer microstructure, 502 synthesis procedure, 334

Polybutadiene, chloromethylsilane grafted

poly (a-methylstyryl) lithium coupling, 338

poly(styryl)lithium coupling, 338 Polybutadiene, living polymer

macromer formation, 461 Poly (butadienyl) lithium

anionic polymerization initiator, 334

Poly(butadiene-co-ethylene oxide) water absorbing property, 479

Poly (butadiene-co-isoprene) high cis content, 483

Poly (butadiene-b-isoprene­butadiene)

selective hydrogenation, 335 Poly (butadiene-a-polystyrene)

synthesis procedure, 338 Poly{m-butyl methacrylate)

purification, 351 Poly(s-butyl methacrylate)

characterization, 352 Poly(t-butyl methacrylate)

purification, 351 Poly (t-butylstyrene-b-styrene)

dispersion agent power, 388, 389 polymeric dispersion agent, 382,

383 polystyrene dispersion agent,

387-389 Poly(t-butyl thiirane)

chiral stereocomplex blends, 457 Poly(a-butyrolactams)

physical properties, 453 Polycarbonates,

monomers, 59

Poly(cellulose acetate-a-poly­acrylonitrile)

characterization, 414, 415 Poly (cellulose-a-polyacrylonitrile)

synthesis procedure, 410, 413, 414

Poly(cellulose acetate-a-poly­styrene)

characterization, 415 synthesis procedure, 413-415

Poly(cis-5-ethylproline) conformational energy, 420 conformational forms, 420

Poly (cis-5-ethyl-D-proline) conformational forms, 420

Poly (3 ,4-dehydro-L-proline) helices stability, 438

Polydienes bis-triazolinedione

crosslinking, 3 hydrogenated products, 334 living anionic polymerization

method, 342 microstructure, 323, 333, 334 synthesis, 2, 3

Polydienes, branched carbanionic end-linking

reactions, 332 Poly(2,3-dimethyl-l,3-butadiene)

emulsion produced polymer, 495 IR characterization, 498 NMR characterization, 497, 499 polymer microstructure, 502 polymer properties, 495, 499, 500 thermal properties, 496 x-ray diffraction, 498, 499

Poly(2,6-dimethyl-l,4-Phenylene oxide)

bromination reaction, 244 bromomethyl group substituted,

246 p-hydroxyphenyl-2-oxazoline

reaction, 246 oxazoline substituted, 246

Poly(dimethyl siloxane) macromer synthesis, 462

Poly(diphenylmethyl methacrylate) hydrolysis with esterification,

365, 366 syndiotactic polymer synthesis,

364 Poly(diphenylmethyl methacrylate­

co-trityl methacrylate) ABA stereoblock synthesis, 379

Poly(diphenylmethyl methacrylate), tactic

conversion to poly(methyl methacrylate), 371

539

Poly (enamines) liquid crystalline polymers,

133, 134 thermooxidative stability, 134

Poly(enamine esters) synthesis procedure, 276

Poly(enamine ketones) synthesis, 277, 278

Poly(ester-amides) synthesis procedure, 52

Polyesters aromatic heterocycle containing,

52, 59 aromatic phenolic monomers, 59,

60 characterization, 141, 142 crystalline structures, 56 4,4'-dihydroxybiphenyl

containing, 151 furan dicarboxylic acid

containing, 51, 52, 64, 68 heteroaromatic ring containing,

57-60 hydrolytic stability, 134 interfacial polymerization

synthesis, 188-192 isotropizaton temperature, 134 liquid crystalline type, 140 mesogenic biphenol containing,

141 metal containing, 195 mixed aromatic ring type, 60 polydimethylsiloxane modified,

148 thermotropic type, 149, 150 properties of heteroaromatic

containing, 59 reduction, 54 structure-aromatic type, 56 thermal transitions, 151

Polyesters, furan containing intrinsic viscosities, 70 properties, 69, 71 solubility characteristics, 69,

70 synthesis procedure, 79-83 thermal properties, 70, 71

Polyesters, hydroxy terminated bislactone chain extension, 221

Polyesters, liquid crystalline carboxylic acid terminated, 145 characterization, 134 thermal properties, 154

Polyetherification 4,4'-dihydroxybiphenyl, 154 kinetics, 143 phase transfer catalyzed, 134,

136, 138, 139 reaction mechanism, 144

540

Polyethers allyl ether side chains, 141, 143 bromoalkoxy terminated, 145 bromopentane, chain ends, 143 carboxylic acid terminated, 145,

148 characterization, 141, 142,

144-149 crystalline, 149 4,4'-dihydroxybiphenyl

containing, 151, 152 4,4'-dihydroxy-a-methylstilbene

containing, 138-140 diketene-Jeffamine based, 287,

288 glass transition temperature,

138, 139 hydroxyphenyl terminated, 144-146 liquid crystalline type, 140 mesogenic biphenol containing,

141 mesomorphic behavior, 144 phase transfer catalyzed, 143 phenol terminated, 136 physical properties, 134 synthesis procedure, 136, 138,

144 thermal transitions, 151 thermotropic type, 133

Polyethers, liquid crystalline, 134 characterization, 134 thermal properties, 154

Poly(ether-urethanes) acrylamide grafted, 293 antiplatelet action, 309 antiplatelet agent grafted, 291,

295, 296 aprotic base treated, 293, 294 biomer evaluation, 309 brominated

hydantoin monomers grafting, 312

hydrophilic monomers grafting, 312

photografting vinyl monomers, 313

bromination reaction, 298 chemical modification, 291-293 free radical grafting, 294 functionalization reactions,

293, 294 grafted

arterial prosthesis evaluation, 309

bioactivities, 301 grafting reactions, 292, 295,

298-300, 308, 312 swelling behavior, 309

halogenated characterization, 298

Poly (ether-urethanes) (continued) molybdenum carbonyl reaction,

299 potassium iodide treated, 298 production procedures, 310, 311

halogenation reaction, 295, 298, 300, 308, 310-312

heparin grafted, 293 hydantoin methacrylate grafted,

299 irradiation with monomer, 292 isocyana~e treated, 293 long chain alkyl halide grafted,

293, 294 methacrylates grafting, 297 photografting method, 308 physical properties, 310 potassium hypobromite treatment,

298 properties, 291 prosthesis uses, 291 redox reactions, 294 mechanism of grafting, 294, 295 segmented type, 291 sodium hypochlorite treatment,

298 tritiated palmitic ester

grafted, 307 vinyl monomer grafted, 294, 295

Poly(ether sulfones), aromatic a,w-di(bromobenzyl) substituted,

239 a,w-di(chloroallyl) substituted,

239 oxazoline terminated, 239 synthesis procedure, 239

Poly(ethyl methacrylate) characterization 353, 358 living anionic polymer, 358 purification, 351

Polyethylene hydrogenated polybutadiene, 335

Polyethylene glycol bis(mercaptoacetate) derivative,

225 bis(mercaptopropionate) deriva­

tive, 225 thio derivatives, 228, 229

Poly(ethylene oxide) oxazoline terminated, 238, 239

Poly(ethylene oxide-~-polystyrene) polymer characterization, 476 polymer properties, 478 synthesis procedure, 465-475 water absorbency, 478

Poly(ethylene-co-propylene) synthesis procedure, 335

Poly(ethylene terephthalate) crystallinity, 179 properties, 54

Polyformals aromatic containing, 139 characterization, 140 4,4'-dihydroxy-a-methylstilbene

containing, 136, 140 synthesis, 140

Polyformals, aromatic p-hydroxyphenyl-2-oxazoline end

capping, 243 Polyformals, oxazoline terminated

synthesis procedure, 243 Poly(2,3-furandiylcarbonylimino-

1,4-cyclohexylenedimethyl methylene-l,4-cyclo­hexyleneimino carbonyl)

synthesis procedure, 87 Poly(2,3-furandiylcarbonylimino-

1,4-cyclohexylenemethylene-1,4-cyclohexyleneimino­carbonyl)

synthesis procedure, 87 Poly(2,3-furandiylcarbonyloxy-l,4-

phenylenedimethylmethylene-1,4-phenyleneoxycarbonyl)

synthesis procedure, 85 Poly(2,3-furandiylcarbonyloxy-l,4-

phenylenedioxothio-l,4-phenyleneoxycarbonyl)

synthesis procedure, 86 Poly(2,3-furandiylcarbonyloxy-l,4-

phenylenethio-l,4-phenyleneoxycarbonyl)

synthesis procedure, 87 Poly (2, 4-furandiylcarbonylimino-

1,4-cyclohexylene-di­methYlene-l,4-cyclo­hexyleneiminocarbonyl)

structure, 67 synthesis and properties, 69

Poly (2, 4-furandiylcarbonylimino-1,4-cyclohexylenedimethyl­methylene-l,4-cyclo­hexyleneiminocarbonyl)

synthesis procedure, 85 Poly(2,4-furandiylcarbonylimino-

1,4-cyclohexylenemethylene-1,4-cyclohexyleneimino­carbonyl)

structure, 67 synthesis and properties, 69, 85

Poly(2,4-furandiylcarbonyloxy-l,4-phenylenedioxothio-l,4-phenyleneoxycarbonyl)

synthesis procedure, 84 Poly(2,4-furandiylcarbonyloxy-l,4-

phenylenedimethylmethylene-1,4-phenyleneoxycarbonyl)

synthesis procedure, 83

541

Poly(2,4-furandiylcarbonyloxy-l,4-phenylenethio-l,4-phenyl­eneoxycarbonyl)

synthesis procedure, 84 Poly(2,5-furandiylcarbonylimino-

1,4-cyclohexylenedimethyl­methylene-l,4-cyclohexyl­eneiminocarbonyl)

synthesis procedure, 80 Poly (2, 5-furandiylcarbonylimino-

1,4-cyclohexylenemethylene-1,4-cyclohexyleneimino­carbonyl)

synthesis procedure, 81 Poly(2,5-furandiylcarbonyloxy­

ethyleneoxycarbonyl) synthesis conditions, 52

Poly(2,5-furandiylcarbonyloxy-l,4-phenylenedimethylmethylene-1,4-phenyleneoxycarbonyl)

polymerization techniques, 55 properties, 55

Poly(2,5-furandiylcarbonyloxy-l,4-phenylenedimethylmethylene-1,4-phenyleneoxycarbonyl)

synthesis procedure, 79 Poly(2,5-furandiylcarbonyloxy-l,4-

phenylenedioxothio-l,4-phenyleneoxycarbonyl)

synthesis procedure, 79 Poly(2,5-furandiylcarbonyloxy-l,4-

phenylenethio-l,4-phenyl­eneoxycarbonyl)

synthesis procedure, 79 Poly(3,4-furandiylcarbonylimino-

1,4-cyclohexylenedimethyl­methylene-l,4-cyclohexyl­eneiminocarbonyl)

synthesis procedure, 82 Poly (3, 4-furandiylcarbonylimino-

1,4-cyclohexylene­methylene-l,4-cyclohexyl­eneiminocarbonyl)

synthesis procedure, 83 Poly(3,4-furandiylcarbonyloxy-l,4-

phenylenedimethylmethyl­ene-1,4-phenyleneoxy­carbonyl)

synthesis procedure, 81 Poly(3,4-furandiylcarbonyloxy-l,4-

phenylenedioxothio-1,4-phenyleneoxycarbonyl)

synthesis procedure, 82 Poly(3,4-furandiylcarbonyloxy-l,4-

phenylenethio-l,4-phenyl­eneoxycarbonyl)

synthesis procedure, 82 Poly (p-halomethylstyrene)

poly(styryl)lithium coupling, 338

542

Poly (2, 4-hexadiene) IR characterization, 493 NMR characterization, 492 physical properties, 491, 494 polymer microstructure, 491, 502 x-ray diffraction characteriza-

tion, 493, 494 threo and erythro configurations,

494 thermal properties, 496

Poly (S-hydroxybutyrate) optically active, 445 synthesis procedure, 445

Poly (4-hydroxy-L-proline) ordered conformation disruption,

438 Poly(iso-butyl methacrylate)

glass transition temperature, 359 isotactic stereochemistry, 359 polymerization solvents, 359 purification, 351 syndiotactic stereochemistry, 359 thermal properties, 359

Polyisocyanates, 231 Poly (isocyanurate-oxazolidone)

resin properties, 256 Polyisoprene

cis-1,4-microstructure, 333, 334 high cis content, 483 metalated with alkyllithium-

diamine complexes, 336 polymer microstructure, 502

Polyisoprene, block copolymer hydrogenation, 335

Polyisoprene, grafting polystyrene branches, 337

Polyisoprene, living polymer macromer formation, 461

Poly(isoprene-i-styrene) synthesis procedure by metalation

reaction, 336, 337 Poly (isoprenyl) lithium

aldimine trimethylsilyl reaction, 330

anionic polymerization initiator, 334

carbon dioxide reaction, 329 Poly(lactide), 442 Poly (DL-lactide)

crystallinity, 442 Poly(L-lactide)

crystallinity, 442 Poly (L-lactide-co-D-lactide)

crystallinity, 442 Poly(lactones)

high optical purity polymers, 442 optically active synthesis, 441

Polymer, blends anionic prepared polymers as

component, 342

Polymer, blends (continued) compatiblizer synthesis, 463 tactic poly(methyl methacrylate),

363, 364 Polymerization

amphi-ionic type, 248 anionic type, 321, 322, 327, 462 benzene with sulfur, 159, 171 cationic method, 462 chain termination, 321, 322 chain transfer, 321, 322 group transfer method, 327 high temperature melt method, 191 inifer method, 462 living ionic method, 339 optically active S-propio-

lactones, 449 particle producing type, 381 radical procedure, 462 ring opening type, 27, 28, 33, 48 stereospecific type, 323

Polymerization, anionic, 381 alkyllithium initiators, 382, 383 butadiene, 347 controlled method, 325, 361 dienes, 333-335 dispersion type kinetics, 390-396 ethylene oxide-polystyrene epoxy

ether macromer, 465, 470-475

isoprene, 347 lactones, 441, 447, 450 methacrylate molecular weight

control, 361 methacrylates, alkyl, 347 methacryloyl terminated

polystyrenes, 463 polar solvent effects, 360 polymer grafting tool, 406 poly(a-methylstyryl) lithium, 338 poly(styryl) lithium, 338 styrene, 347 styrene dispersion, 381-388,

391, 392 styrene rate constants, 392-395 vinyl monomers grafting, 407

Polymerization, cationic lactones, 441, 447, 450 macromer production, 462 macromonomer initiators, 239 tetrahydrofuran, 462

Polymerization, coordination lactones, 441, 447, 450

Polymerization, dispersion, 381-383, 387, 389, 392

anionic dispersion polymeriza­tion mechanism, 384, 385, 394, 395

diblock copolymer uses, 382, 383, 389

Polymerization, dispersion, (continued)

kinetics for anionic, 390-392 solvent effects, 386

Polymerization, emulsion, 831 2,3-dimethyl-1,3-butadiene, 495

Polymerization, grafting methods available, 406, 408 synthetic biopolymers, 405

Polymerization, interfacial dicarboxylic acid salts-organo­

metallic halides, 187, 188, 191, 192, 194

polyamides production, 56 polyarylates production, 97, 105 polyester production, 54, 64 polysulfones synthesis, 97, 101,

104 Polymerization, living anionic

styrene-t-butylstyrene diblock, 382, 383

Polymerization, radical dispersion type, 382 macromers, 463 polystyrene macromer production,

462 Polymerization, step-growth

anchimeric assisted, 143 Polymerization, stereospecific

1,3-dienes, 483-485 Polymerization, suspension, 381 Polymers

acid terminated, 328, 329 amine terminated, 330 anionic chain ends, 321 anionic grafting, 336, 337 anionic produced, 321, 322 antiplatelet grafted, 291 benzene-sulfur containing, 14 159-161, 163-168, 170

c labeling, 295 carbanionic chain ends, 323 carbonation reaction, 328, 329 chain end functionalization, 328 diene containing, 483-503 difunctional growing ends, 324 drug carrier, 293 electrical properties, 134 electrophilic functionality

grafting sites, 337, 338 enamine carbonyl-ring

containing, 388 flocculation prevention, 381 functional telechelic, 203 grafting from, 336, 406-408 grafting onto, 336, 406-408 greese thickeners, 382, 401 hydroxyl terminated, 329, 330 network type, 236 organic fillers, 382

543

Polymers (continued) oxazolidone containing, 251, 254 oxazoline pendent groups, 236,

237 oxazoline terminal groups, 236 pigments use, 382, 401 radical generation on surface,

295 surface active particle uses, 382 surface radicals containing,

292, 293 thrombogenicity, 292 vinyl monomer grafting by redox

formed radicals, 293, 299 Polymers, anionic

functionalization reactions, 327-329

Polymers, carbanionic coupling reactions, 332 linking reactions, 332

Polymers, carbanionic chain ended electrophilic reagent reactions,

328, 329 Polymers, comb-like

poly(ethylene oxide) branches, 238, 239

Polymers, compatiblizers polystyrene macromer-ethylene

oxide copolymer, 463 Polymers, cyclic

formation reaction, 332, 333 Polymers, dianion terminated

dibromoxylene reaction, 332, 333 dichlorodimethylsilane reaction,

332 Polymers, a,w-dilithium substituted

ethylene oxide reaction, 329 Polymers, epoxide functionalized

poly(styryl)lithium coupling, 338 Polymers, functional

oxazoline based, 235 oxazoline chain ended, 238, 239,

244 oxazoline reactive groups, 236

Polymers, grafted bioactivity, 318 polymeric carbanion use, 338

Polymers, halogenated grafting attempts, 338 transition metal reaction, 299

Polymers, hydroxy substituted bisazlactone crosslinking, 220

Polymers, liquid crystalline engineering properties, 134 glass transition temperature, 135 isotropization temperature, 135 lyotropic type, 275 main chain type, 133 mesogenic units, 133, 275 mesomorphic properties, 148

544

Polymers, liquid crystalline (continued)

microstructure, 134 physical properties, 134 poly(azomethines) type, 133 polyenamine type, 133, 134 polyester type, 133 spacer groups, 134 thermal characterization, 135 thermotropic type synthesis,

133, 148, 158, 275, 278, types, 134

Polymers, living anionic aId imine trimethylsilyl reaction,

330 divinylbenzene end linking

reaction, 332 Polymers, living carbanionic

ethylene oxide termination, 329 Polymers, living type

anionic synthesis methods, 408 carbanionic chain ended, 326 grafting to anionic sites, 407

Polymers, methacrylate anionic synthesis methods, 347

Polymers, optically active poly(8-propiolactones), 450-455 8-propiolactone polymers, 450 stereocomplex blends, 455

Polymers, a,w-2-oxazoline sub­stituted

synthesis procedures, 243 Polymers, phase separated

anionic prepared polymers as component, 342

Polymers, preformed coupling reactions, 337

Polymers, radical derivatives mechanism for reaction, 299

Polymers, stereoblock isotactic-atactic-isotactic, 364 molecular complexes, 364 poly(methyl methacrylate) inter-

molecular association, 364 properties, 364 segmented molecular weights, 371 syndiotactic-atactic-syndio-

tactic, 364 tacticities differences, 364, 369

Polymers, stereocomplexes tactic methacrylate thermal

properties, 363 Polymers, sulfur containing

characterization, 165, 166, 170, 171

sulfonation, 165 thermal properties, 165, 171

Polymers, tactic stereocomplex formation, 363, 364 helix blends, 363, 364

Polymers, telechelic functional oligomers, 219 phenolic hydroxyl terminated, 248 preparation methods, 324

Poly (N-methyl-L-alanine) cis- and trans-amide helices, 438

Poly(a-methylbenzyl methacrylate) chiral stereocomplex blends, 457

Poly (a-methyl-a-ethyl-S-propio-lac tones)

Bernouillian statistics, 447 crystal structure-unit cell,

451-453, 455 isotactic polymer, 447 isotactic polymer stereo­

complexes, 455-457 physical properties, 451-453,

455-458 racemate polymer blends, 455-457 stereocomplex blends physical

properties, 455-458 triad sequence distribution, 447

Poly(methacrylic acid), isotactic diazomethane reaction, 368 trityl methacrylate polymer

hydrolysis, 368 Poly(methyl methacrylate)

ABA stereoblock polymer, 378, 379 anionic polymerization,

syndiotactic content, 365 atactic form, 363 bifunctional initiator formed,

373 characterization, 358 glass transition temperature,

360, 361, 363, 508 Grignard tactic segments, 364 halogen terminated, 462 high conversion polymer,

506-510, 514 homopolymer stereoblock type, 364 hydrolysis with esterification,

365, 366 isotactic glass transition, 363 methyl methacrylate dispersions,

388 macromer synthesis, 462 molecular weight studies, 369,

370 NMR stereochemistry study, 369 polymer tacticity, 372, 373 purification, 351 standard characterization, 357 stereoblock polymer characteri-

zation, 363 stereoblock polymer synthesis,

363 stereochemistry, 373 syndiotactic glass transition,

363

Poly(methyl methacrylate) (continued)

syndiotactic polymer, 365 synthesized from diphenylmethyl

methacrylate, 372 synthesized from trityl

methacrylate, 372 radical polymerization method,

360 tactic polymer complexes glass

transition temperature, 363 thermal properties, 360 time conversion plots,511

Poly(methyl methacrylate-b-butadi­ene-b-methyl methacrylate)

synthesis procedure, 323 Poly(methyl methacrylate-co-trityl

methacrylate) AB stereoblock synthesis, 377,

378 Poly(methyl methacryla~e), A-B

stereoblock defined isotactic-syndiotactic

segments, 364 Poly(methyl methacrylate), atactic

synthesis, 375 Poly(methyl methacrylate),

isotactic syndiotactic poly(methyl methacrylate) stereocomplexes, 363, 364

synthesis from trityl meth­acrylate, 365, 366

Poly(methyl methacrylate), syndio­tactic

isotactic poly(methyl meth­acrylate) intermolecular association, 364

synthesis from diphenylmethyl methacrylate, 365, 366

Poly(methyl methacrylate), tactic diphenylmethyl methacrylate

polymer conversion, 371 synthesis path molecular weight

variations, 372 tacticity stability analysis, 371 tacticity variation evaluation,

371 trityl methacrylate polymer

conversion, 371 Poly(2-methyl-1,3-pentadiene)

NMR characterization, 501 polymer microstructure, 500, 502 polymer properties, 500 tacticity, 500

Poly(S-methyl-S-propiolactone) synthesis procedure, 445

Poly (a-methyl-a-m-propyl-S-propio­lactone)

polymer optical purity, 443

545

Poly(a-methylstyryl) lithium chloromethylsilanated polymer

coupling, 338 Poly (2-methylproline)

disordering transition mechanism, 438

ethyl group substitution, 420 solution properties, 437

Poly (2-methyl-L-proline) helices stability, 438

Poly (oxazolidones) branchin~ during formation, 254 catalysts for synthesis, 271 characterization, 254-256 crosslinking, 254 epoxide-isocyanate reaction

product, 254 film preparation, 258 glass transition temperature 270,

271 IR characterization 266, 269, 270 linear polymer synthesis, 258,

259, 263 properties, 267 synthesis conditions, 252, 267,

271, 272 Poly(oxazolidones), linear

properties, 264, 265 synthesis, 265

Poly(oxycellulose-~-polystyrene) characterization, 411, 412, 415

Polyoxyethylenes methacryloyl terminated

macromers, 462 polymer extraction, 465, 475

Polyoxyethylene, graft copolymer emulsifying property, 465 mechanical properties, 465 water-absorbing property, 465

Polyoxyethylene, macromer grafted characterization, 475 emulsifying property, 478 purification method, 475 water absorbing property, 478

Polyoxyethylene, polystyrene grafted

emulsifying property, 480 microphase separation, 480 water absorbing property, 480

Poly(1,3-pentadiene) cis, trans-content, 485 characterization, 485, 489, 490 polymer microstructure, 485,

489, 502 Polypeptides

circular dichroism characterization, 420, 438

conformational behavior, 419, 438 degree of polymerization, 429 halogenation reaction, 295

546

Polypeptides (continued) molecular weight, 428 mutarotation, 438 oligomers synthesis, 190 vinyl monomer grafting, 295

Poly(p-phenoxy-phenyl sulfide) synthesis procedure, 177, 178

Polyphenylene chemical doping, 182

Poly(phenylene sulfide) benzene-sulfur monochloride

reaction path, 177 chemical resistance, 182, 183 chlorobenzene-sulfur reaction

product, 175, 176 crystallinity, 179 engineering plastic, 173 flow and solution properties, 179 hydrogenation, 161, 167 infrared spectrum, 165, 166 molecular weight, 179, 180 oxazoline terminated oligomers,

237 Phillips process, 178, 179 Schmidt polymerization method,

175 sulfur-aluminum chloride

treatment, 167, 178 synthesis conditions, 159, 161,

171, 177 thermal properties, 178, 179, 181 toxicity properties, 183

Poly (a-phenyl-a-ethyl B-propiolactone)

isotactic physical properties, 451

racemic physical properties, 451 Polyphosphate amides

synthesis procedure, 188, 192 Polyphosphate esters

synthesis procedure, 188 uses, 190

Polyphosphonamides synthesis, 190, 192

Polyphosphonoanhydrides synthesis from dicarboxylic

acids, 195-200 Polyphosphonates

synthesis, 188 uses, 190

Poly(L-pipecolic acid) poly(L-proline) comparison, 438

Polypiperylene IR characterization, 486 NMR characterization, 487, 488 physical properties, 489, 490

Polyproline conformational structure, 419 ordered conformation, 419

Poly (L-proline) circular dichroism

characterization, 430, 433 cis and trans forms, 419 helices stability, 438 mutarotation, 420 ordered conformation disruption,

439 Poly(B-propiolactones)

isotactic polymers, 442 optically active polymer, 441,

442, 445 racemic, 441 synthesis, 441 thermal properties, 442

Poly(B-propiolactones), Ct.-substituted

physical properties, 451-453 Poly(B-propiolactones), Ct.-disub­

stituted, 442 crystallization properties, 453,

454 Poly(B-propiolactones), Ct.- and B­

substituted, 442 optically active polymer

synthesis, 457 physical properties, 457

Polyproylene, isotactic properties, 499

Polystyrene, 5, 410 amine terminated synthesis, 330,

331 anionic dispersion polymer

characterization, 398, 399, 403

anionic dispersion polymers as elastomer reinforcement, 400

anionic dispersion polymer rheological properties, 399

anionic polymerized particle analysis, 397, 398

applications dispersion polymer, 398-401, 403

dimer formation reaction, 331 dispersion flocculation

prevention, 387, 388 dispersion prepared molecular

weights, 386 epoxy ether terminated, 461,

464-469, 480 ethylbenzene diffusion

constants, 516 glass transition temperatures,

390 grafting on cellulose, 405 living anionic polymerization

method, 342 living dispersion polymer

particles, 398

Polystyrene (continued) living polymer synthesis, 383,

386, 388 macromer grafting effici.ency,

471-474 methacryloyl terminated

macromer~, 339, 340, 462, 463, 465, 470

molecular weight standards, 134 peracetate functionalized, 400 peroxide formation, 331 polymer properties, 398 polystyrene grafted cellulose

reinforced, 405 prostacyclin grafted, 293 vinyl macromer synthesis, 461

Polystyrene, branched synthesis procedure, 332

Polystyrene, carbanion grafting to cellulose, 410, 411,

413 Polystryrene, dilithium derivative

methoxyamine/methyl lithium reaction, 331

perparative procedure, 324 Polystyrene, hydroperoxide

synthesis procedure, 331 Poly(styrene-B-butadiene-B-styrene)

thermoplastic elastomer synthesis, 322, 323

Poly(styrene-b-t-butylstyrene) diblock copolymer synthesis,

382, 383 Poly(styrene-co-ethylene oxide)

synthesis procedure, 478 water absorbing property, 478

Poly(styrene-b-isoprenyl) lithium carbon dioxIde reaction, 329

Poly(styryl) lithium aId imine trimethylsilyl

reaction, 330 anionic polymerization

initiator, 334 carbon dioxide reaction, 329 chloromethylsilanated polymer

coupling, 338 ketone dimer formation, 329 methoxyamine/methyllithium

reaction, 330, 331 molecular oxygen reaction, 331 N,N,N',N'-tetramethylethylene­

diamine complex oxidation reaction, 331

Polystyrene, epoxy ether terminated epichlorohydrin copolymerization,

480 ethylene oxide copolymerization,

463-466, 470-475, 478 macromers production, 463,

466-469

547

Polystyrene, epoxy ether terminated propylene oxide copolymerization,

480 Polystyrene, living polymer

active chain ends, 389 acetyl chloride reaction, 400 bis(dirnethylamino benzophenone)

capping reaction, 401 crosslinked lithium stearate

greese additive, 401, 403 diisocyanate capping reaction,

401, 403 1,1-diphenylethylene reaction,

470 dispersion polymerization

mechanism, 403 epichlorohydrin reaction,

463-470, 480 ethylene oxide termination, 463,

470, 480 hydroperoxide conversion, 400 leuco dye/pigment conversion,

401, 402 macromer formation, 461 oxygen termination, 400 reactive chain ends

availability, 403 synthesis procedure, 410 telechelic dispersion particles,

399, 403 trimethyl chlorosilane

terminating agent, 388 p-vinylbenzyl chloride reaction,

461 Polystyrene, macromer

epoxy group terminated, 480 Polystyrene, metacryloyl terminated

butyl acrylate copolymerization, 463

2-hydroxyethyl methacrylate copolymerization, 463

Polysulfone oligomers, 108 synthesis, 96, 97, 106

Poly(sulfone-ester) characterization, 102, 103,

106-108 segmented copolymer synthesis,

99-109 Polysulfone, oligomers

characterization, 98-103, 106 hydroxy terminated, 96, 97,

101-103, 105-109 segmented copolymers, 108, 109 synthesis, 97, 98, 100-105, 109 terephthaloyl chloride reaction,

99, 100, 106-108 Polytetrahydrofuran

macromer use, 462

548

Polytetrahydrofuran, methacryloyl terminated

radical homopolymerization, 463 Poly(tetramethyl bisphenol A-ether

ketone) crosslinking reaction, 123 crosslinking mechanism, 130 synthesis procedure, 122

Poly(tetramethyl bisphenol A sulfone)

crosslinking reaction, 124-128 Poly(thianthrylene sulfide)

synthesis, 171, 177 Poly(trans-3-ethylproline)

rotational isomerism, 420 Poly (D-trans-3-ethylproline)

synthesis procedure, 428 Poly(L-trans-3-ethylproline)

synthesis procedure, 428 Poly(trans-3-ethyl-D-proline)

circular dichroism characterization, 430-437

conformational studies, 419 helices stability, 438 mutarotation, 437 synthesis procedure, 419, 438

Poly(trans-3-ethyl-L-proline) synthesis, 438

Poly (trans-5-ethylproline) helices stability, 438

Poly (trans-5-ethyl-D-proline) conformational forms, 420

Poly(trityl methacrylate) conversion to poly(methyl

methacrylate), 372 high molecular weight polymer,

372 hydrolysis to acid polymer, 372 isotactic polymer synthesis,

364-366 Poly(trityl methacrylate),

isotactic hydrolysis, 368

Poly(trityl methacrylate), tactic conversion to poly(methyl

methacrylate), 371 Poly(trity] methacrylate-co-di­

phenyl methyl methacrylate) AB stereoblock synthesis, 376,

377 synthesis, 373-375 stereochemistry, 374-377

Poly(S-trichloromethyl S-propiolactone)

crystallization properties, 454 optically active polymer, 451 thermal properties, 454

Poly (6-trifluoromethyl-6-methyl 6-propiolactone)

crystallization properties, 454 thermal properties, 454

Polyurethanes acidic proton reactions, 337 metalated with sodium, 337 momomers, 59

Polyurethanes, metalated ethylene oxide grafting, 337 ethylene sulfide grafting, 337

Poly(vinyl acetate) vinyl acetate dispersions, 388

Poly(vinyl alcohol) polymeric suspending agent, 381

Porphyrin diethylaluminum chloride adduct

catalyst, 451 Potassium acetate

Crown ether cocatalyst, 451 PPO

bromomethylated product, 246 NMR characterization, 247 oxazoline group substituted, 246 thermal characterization, 247

PPS compounding, 180 Dow process, 175 electrical properties, 181, 182 Macallum polymer, 175 mechanical properties, 180-182 molecular weights, 174 poly(phenylene sulfide), 160,

162, 167 preparation from 4-halophenol,

178 properties, 174 Schmidt, polymers, 175 synthesis routes, 174 uses, 174

L-Proline protein structure contribution,

419 6-Propiolactones

anionic ring opening polymeriza­tion, 457

cationic polymerization, 457 coordination catalyst polymeri­

zation, 457 ketene-carbonyl reaction

product, 445 synthesis routes, 443

6-Propiolactones, enantiomer mixture

enantioelective polymerization, 442

stereoelective polymerization, 442

6-Propiolactones, mono- and di­substituted

enantiomeric excess assay, 446 6-Propiolactones, optically active

anionic polymerization, 450 ring opening polymerization,

449, 450 6-Propiolactones, a- and 6-

substituted chiral europium salt complexes,

447 high pruity monomer synthesis,

442-447 6-Propiolactones, 6-substituted

polymerization with configura­tion retention, 450

racemization polymerization, 450 ring opening polymerization

mechanisms, 450 synthesis procedures, 457

Propionyl hexafluoroantimonate tetrahydrofuran polymerization

to macromer, 462 Prostacyclin

grafted on polystyrene, 293 synthesis, 293

Prostaglandin, analogue platelet aggregation inhibitor,

296 Proteins

halogenation reaction, 295 macromolecule interactions, 419 redox oxidation initiated

grafting, 294 vinyl monomer grafting, 295

Pyridine anionic polymerization modifier,

360 anionic polymer coordinating

agent, 326 carbanionic species interaction,

326 polyanhydride synthesis

catalyst, 188 Pyridinium bromide perbromide

methyl coumalate reaction, 61, 73 Pyridine dicarboxylic acid

polyester monomers, 52 Pyrocatechol

polyester monomer, 54 Pyrrole dicarboxylic acids

polyester monomers, 52

Quaternary ammonium halides isocyanate-epoxide reaction

catalyst, 252 Quinidine

amino acid resolving agent, 425 chiral base, 446

549

Quinine amino acid resolving agent, 425,

427 optically active acid

resolution, 444

Rayon, 405 Reaction injection molding

azlactone oligomers, 232 Reactivity ratios

butadiene-styrene monomers, 336 butyllithium copolymerizations,

336 styrene-t-butylstyrene monomers,

336 styrene-p-methylstyrene monomers,

336 Redox oxidation systems

polymers with mobile protons, 292, 293

Resorcinol polyester monomer, 54

Rhenium decacarbonyl grafting catalyst, 299 purification, 308

Reseotoxin B cycloclepsipeptide mycotoxin, 420

Ryton aluminum chloride degraded, 168 poly(phenylene sulfide), 167,

168, 173 properties, 179

SBR polystyrene dispersion polymer

reinforcement, 400, 401 Schotten-Baumann reaction

acid chloride-phenol reaction, 189

Siloxanes anionic polymerization, 322

Silver methacrylate trityl chloride reaction, 367

Sodium liquid ammonium polymer

metalation, 337 Sodium acetate

B-propiolactone polymerization catalyst, 451

Sodium benzil methyl methacrylate

purification,354 Sodium ethoxide

Michael addition catalyst, 420 Sodium hydride

polymer metalation reaction, 337 Sodium methylsulfinyl carbanion

polymer metalation reagent, 337

550

Sodium naphthalene polymer metalation reaction, 337 polystyryl dicarbanion synthesis

agent, 410 Sodium sulfide hydrate, 173 Styrene

alkyllithium polymerized, 326 anionic copolymerization, 335 anionic dispersion polymeriza-

tion, 381-392 anionic dispersion polymeriza­

tion kinetics, 390-396 anionic dispersion polymeriza­

tion rate constants, 384, 392, 394

anionic polymerization rates, 390-396

anionic solution polymerization, 321, 322, 326, 347, 392, 394

bis-triazolinedione reaction, I, 2

butyllithium polymerized, 322, 323

s-butyllithium polymerized, 410 t-butylstyrene copolymerization,

335 t-butylstyrene diblock copolymer­

ization, 382, 383 dibutyl magnesium water removal,

348 living polymerization, 322, 323 p-methylstyrene copolymerization,

335 purification, 408, 464 sodium naphthalene polymerized,

410 sodium napthalene reaction, 324

Styryl hydroperoxide lithium salt, 400 synthesis procedures, 400

Subtilisin enzyme catalyst, 277

4,4'-Sulfonyl diphenol polyester comonomer, 59, 65-68,

80, 82, 84, 86, 88 purification, 72

Tartaric Acid amino acids resolution agent, 427

Tartaric acid, L-(+) isomer amino acid resolution agent, 427

Telechelics synthetic techniques, 134

1,2,5-Thiadiazole-3,4-dicarbonyl dichloride

polyamides produced from, 55, 56 Thianthrene

benzene-sulfur reaction intermediate, 170, 177

Thianthrene (continued) phenylene sulfide biproduct,

159-162, 169, 170 PPS synthesis intermediate, 175

Thiiranes chiral initiators polymerization,

442 4,4'-Thiodiphenol

polyester comonomer, 59, 65, 67-70, 79, 82, 84, 87, 88

purification, 72 3,4-Thiofurazan dicarbonyl

dichloride polyamide monomer, 55

Thionyl chloride, 72 Thiophenol

PPS production intermediate, 176, 177

synthesis, 160, 162, 170, 171 thionyl chloride condensation,

177 2,4-Thiophene dicarboxylic acid

polyester monomers, 52 Terephthalic acid, 192, 194

adipoyl chloride copolymeriza­tion, 188

crystallographic dimensions, 58 a,w-glycol polyesterification,

53, 56 polyamide monomers, 57 polyester monomer, 53, 56, 58-60 sebacyl chloride copolymeriza-

tion, 188 Terephthalic acid, metal salts

phosphorus acid chloride condensation, 195

Terephthaloyl chloride copolyamides, 60 diamine polycondensation, 60 dicarboxylic acid

polymerization, 188 polyarylate synthesis, 94-96,

99-101, 106-109 purification, 97 4,4'-sulfonyldiphenol polyester,

59, 60 Tetrabutylammonium hydrogen sulfate

phase transfer catalyst, 136-138 Tetrabutylammonium iodide

cyanoacrylates initiator, 327 Tetracyanoethylene

Diels-Alder reaction, 1 2,2,3,3-Tetrachloro-l,4-butanediol

polyester monomer, 53 1,1,2,2-Tetrachloroethane, 97, 246

polyamide solvent, 69, 70 Tetraethylammonium bromide, 257,

261, 264, 265 isocyanate epoxide reaction

catalyst, 259, 262

Tetraethylammonium bromide (continued)

isocyanate trimerization catalyst, 266, 267

oxazolidone formation catalyst, 258

Tetraethyleneglycol dimeth­acrylate, 301

Tetrafluoroethylene glow d1.scharge medium, 292

Tetrahydrofuran, 139 anionic Lewis base modifier,

335, 396 anionic polymerization solvent,

329, 464, 468 cationic polymerization, 462 Lewis base, 324 polymerization solvent, 324, 325

Tetrahydrofuroic acid polyesters, 54

1,3,4-Tetrahydrooxadiazine ring synthesis, 1

Tetrakis-(triphenylphosphine) palladium

catalyst for PPS synthesis, 178 Tetramethyl bisphenol A

IR analysis, 120 NMR analysis, 120 mass spectrum, 121 poly(arylether) monomer, 188 synthesis procedure, 119

Tetramethylbisphenol A, ketone, 125 N,N,N',N'-Tetramethylethylene­

diamine alkyllithium complexes for

polymer methalation, 336, 337

anionic polymerization modifier, 334

polyisoprene microstructure modifier, 334

N,N,N',N'-Tetramethylethylene­diamine complex

poly(styryl)lithium oxidation agent, 331, 336

Tetramethylene glycol 2,5-furandicarboxylic acid

polyester, 53 1,1,4,4-Tetraphenylbutane, lithium

dianion anionic bifunctional initiator,

373, 379 synthesis procedure, 367

Tetraphenyl porphyrin diethylaluminum chloride complex

lactone polymerization, 450 2,4-Toluene diisocyanate

anionic living polystyrene reaction, 401

epoxide reaction, 252

551

p-Toluenesulfonic acid bisazlactone reaction catalyst.

220. 227 catalyst. 280 monohydrate. 279. 282

p-toluene sulfonylhydrazide diene hydrogenation catalyst. 335

N-(p-Toluene sulfonyl)-cis-3-ethylproline. methyl ester

base saponification. 438 NMR characterization. 424. 425

N-(p-Toluenesulfonyl)-3-ethyl­proline. cis and trans. methyl esters

NMR characterization. 424-426 separation procedure. 423

N-(p-Toluenesulfonyl)-trans-3-ethyl-proline. methyl ester

base saponification. 438 brucine resolution. 427 quinine resolution. 427 NMR characterization. 424. 425

Toxins polypeptides. 419

Trialkyl aluminum alcohol reactions. 355 methacrylate monomer

purification. 361 methyl methacrylate complex.

354. 355 monomer purification reagent. 326 rare earth chloride complex

catalysts. 483. 484 Triazolinedione

alkene ene reaction. 2 B-Dicarbonyl compound adducts. 2 hydroxyl group reaction. 14 chain extenders. 3. 13 crosslinking agent. 3. 13 reactions. 3 solvents. 2 styrene reaction. 1 vinyl ether reactions. 1

1.2.4-Trichlorobenzene. 161. 163. 164. 167. 168. 170. 171

PPS trifunctional comonomer. 174 polydiene solvent. 495

B-Trichloromethyl-B-propiolactone optically active monomer

preparation. 446 polymer produced from. 447 polymerization to optically

active polymer. 451 Triethyl aluminum

alkyl methacrylate treatment agent. 350

B-propiolactone polymerization. 450. 451

methacrylate monomer purification. 354. 356-358

552

Triethylaluminum hydrate B-propiolactone polymerization

catalyst. 450 Triethylamine. 69. 71. 225

N-carboxyanhydrides polymeriza­tion catalyst. 428

B-propiolactone polymerization catalyst. 451

Triethylenediamine isocyanate-epoxide reaction

catalyst. 267-269 oxazolidone formation catalyst.

270-272 Triethyloxonium tetrafluoroborate

tetrahydrofuran polymerization catalyst. 462

Triethylphosphate polyanhydride solvent. 193

Triethylphosphine cyanoacrylates initiator. 327

Trifluoroacetic acid. 279 3-ethylproline polymer solvent.

429. 430, 433. 436. 437 isotactic poly(B-propiolactone)

solvent, 451 polyamide solvent, 69

s-2,2.2-Trifluoro-(anthryl-9)-1-ethanol

B-lactone diastereoisomer complex resolution, 446

2. 2. 2-Trifluoroethanol 3-ethylproline polymer solvent,

429, 430. 434. 437 isotactic poly(B-propiolactone)

solvent. 451 Trifluoromethanesulfonic acid

cyanoacrylate polymerization inhibitor, 327

Triisobutyl aluminum, 464. 470-472 active hydrogen scavenger, 473 epoxide polymerization catalyst,

465, 470. 471 Trimethyl aluminum

inifer polymerization catalyst, 462

Trimethylchlorosilane anionic living polymer

terminating agent, 388 3,6,8-Trimethyl-3.4-dihydro-2H-1,3-

benzoxazine phenol reactions, 29 2.4-ditert-butylphenol reaction,

34, 35 Trimethylene glycol

2,5-furanedicarboxylic acid polyester, 53, 56

Trimethylsiloxy lithium cyclic siloxane polymerization

catalyst. 462

Tri-n-octyl aluminum alkyl methacrylate treatment

agent, 350 methyl methacrylate purification

agent. 355. 357 Tripeptides

synthesis. 190 Triphenyl phosphite. 72 Tris-[3-hepta fluoropropyl)hydroxy­

methylene)-d-camphorato] europium III

substituted a-propiolactone optical resolution. 447

Trityl methacrylate anionic polymerization. 364.

368, 371-373 diphenylmethyllithium

polymerized, 371 diphenylmethyl methacrylene

anionic copolymerization. 373-377

purification. 367 silver methacrylate reaction, 367 sequential polymerization. 366,

368 synthesis procedure. 367

Trommsdorff effect methacrylates polymerization, 506

Vandenberg catalyst bimetallic-oxo-alkoxides, 480

Van der Walls radii t-butyl group. 388

Vanillin manufacture. 14

Vinylazlactone bismercaptane product

characterization, 226 Michael addition reaction. 224 synthesis, 225

Vinylbenzyl chloride p-hydroxyphenyl-2-oxazoline

etherification, 244

m-Vinylbenzyl ether p-hydroxyphenyl-2-oxazoline

substituted, 244 p-Vinylbenzyl ether

p-hydroxyphenyl-2-oxazoline substituted. 244

2-Vinyl-4.4-dimethylazlactone Jeffamine reaction. 213-216 ORTEP plots. 211 synthesis procedure, 206

Vinyl esters bis-triazolinedione reaction. 2 triazolinedione reactions. 2

Vinyl ethers triazolinediones reaction. 1

Vinyllithium polymerization initiator. 461 polystyrene catalyst. 461

2-Vinyl-2-oxazoline free radical polymerization. 237

Vinyl pyridine anionic polymerization, 322.

326. 327 N-Vinylpyrrolidone. 307

grafting on Pellethane, 315 hydroxyethyl methacrylate co­

polymerization details. 316

polymerization with haloesters, 17

Vrentas-Duda free volume theory methyl methacrylate

polymerization system, 515

Williamson reaction etherification of phenol substi­

tuted oxazoline. 242. 243

m-Xylylenediamine, 279. 282, 284

Zwitterionic molecules, 1

553