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Building Blocks for Better Resins
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Page 1: N-307N Building Blocks for Better Resins Blocks for Better Resins 2 Product, ... , and purified terephthalic acid ... , process the resin to the desired acid number.

Building Blocks for Better Resins

Page 2: N-307N Building Blocks for Better Resins Blocks for Better Resins 2 Product, ... , and purified terephthalic acid ... , process the resin to the desired acid number.
Page 3: N-307N Building Blocks for Better Resins Blocks for Better Resins 2 Product, ... , and purified terephthalic acid ... , process the resin to the desired acid number.

Contents

Building Blocks for Better Resins 2

Product, Innovation, Support, Commitment 2

Glycols 4

EastmanNPG™Glycol 4

EastmanTMPD™ Glycol 5

CHDMGlycol 6

HPHPGlycol 7

Diacids and Diesters 8

PIA 8

PTA 9

1,4-CHDA 10

DMCD 11

Acetoacetates 12

AAEM 12

t-BAA 13

Product Summary 14

Technical Solutions 18

TechnicalService 18

PolyesterResinCalculationWizard 19

Building Blocks on eastman.com 20

Page 4: N-307N Building Blocks for Better Resins Blocks for Better Resins 2 Product, ... , and purified terephthalic acid ... , process the resin to the desired acid number.

1940s

1950s

1960s

1970s

1980s

1990s

Eastman’s History of Innovation and Commitment to the Resins Market

21st Century

DMCDCHDM Glycol

HPHP

PIA

PTA

AAEM1,4-CHDA

Eastman TMPD™ Glycol

Eastman NPG™ GlycolSingaporePlant

Building Blocks for Better Resins

Product, Innovation, Support, CommitmentYouputalotoftimeandenergyintodevelopingresinsthatmeettoday’sstringentdemands.Eastman™resinintermediatesarethebuildingblocksthatmakethemevenbetter.Eastmanproductsservetheresinsmarketforcoatings,fiberglassreinforcedplastics,gelcoats,adhesives,andinksapplications.

Withover50yearsofexperienceinthisindustry,Eastmanhasdevelopedintermediatesthathelpmeetyourperformanceneeds.

Indevelopingyourresins,notonlydoyouneedtherightbuildingblocks,youalsoneedthesupportbehindthem.Westandbehindourproductswithinnovativeandproventechnicalandbusinesssupport.Ourteamsofsales,business,andtechnicalpersonnelareavailabletohelpwithyourbusinessopportunitiesandproductdevelopment.

Therightcombinationofproductsandpeoplemakesawinningsolution.Eastmandoesn’tjustmakethebuildingblocksforbetterresins.We’realsothebuildingblocksforbetterbusiness.Product. Innovation. Support. Commitment.

t-BAA

Eastman NPG™ Glycol

HQ

Inhibitors

Copromoters

2

Page 5: N-307N Building Blocks for Better Resins Blocks for Better Resins 2 Product, ... , and purified terephthalic acid ... , process the resin to the desired acid number.

Eastmanhasoneofthebroadestproductlinesofanyrawmaterialsupplier.Intermediatesrangefromaromatics,cycloaliphatics,neostructures,andacetoacetates.

OurproductlineincludessuchworkhorsesasEastmanNPG™glycol,purifiedisophthalicacid(PIA),andpurifiedterephthalicacid(PTA).Ourspecialtyintermediatesoffertheperformancerequirementsneededtomeetthestringentdemandsfortoday’scoatingsandcompositesapplications.

Sinceresinperformanceisdirectlyrelatedtotheintermediateused,anunderstandingofthestructuralfeaturesandperformancecharacteristicsoftheintermediateisthefirststepindesigningresinstomeetspecificneeds.Anintermediatetypicallyexhibitsthesamebasicperformancepropertiesacrossapplications.

ThispublicationdescribesthestructuralfeaturesandexpectedperformancecharacteristicsofEastman™intermediates.Synthesistipsarealsoprovidedforeachintermediateaswellastypicalpropertiesandregulatoryclearances.

The Foundation for Eastman™ Resin Intermediates

NeoStructuresnEastmanNPG™Glycol—2,2-Dimethyl-1,3-Propanediol

nEastmanTMPD™Glycol—2,2,4-Trimethyl-1,3-Pentanediol

nHPHPGlycol—HydroxypivalylHydroxypivalate

AromaticsnPIA—PurifiedIsophthalicAcid

nPTA—PurifiedTerephthalicAcid

Cycloaliphaticsn1,4-CHDAHP—1,4-CyclohexanedicarboxylicAcid

nCHDM-D—1,4-Cyclohexanedimethanol

nDMCD—Dimethyl-1,4-CyclohexaneDicarboxylate

AcetoacetylnAAEM—AcetoacetoxyethylMethacrylate

nt-BAA—Tertiary-ButylAcetoacetate

3

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4

Glycols

Structure/Property Relationships

Structural Features Performance Characteristics

Absenceofbetahydrogens Excellentweatherability

Primaryhydroxylgroups Rapidreactivityduring esterificationandcure

Slightlyhinderedhydroxylgroups Goodhumidityresistance

Goodcorrosionresistance

Goodchemicalresistance

Goodstainresistance

Symmetrical Excellentthermalstabilityfor lowresincolor

Moderatesolutionviscosity

HighTg

Pendantmethylgroups Goodsolubility

Synthesis Tips

nWatersolubilityandsublimationofEastmanNPG™glycolmakeapacked,partial-condensingcolumndesirable.

nGoodthermalstabilitygiveslow-colorresinsevenatsynthesistemperaturesof240°–250°C.

nTwoprimaryhydroxylsoffergoodreactivity.

nAlthoughanesterificationcatalystisnotrequiredwhenreactingwithmanyacidfunctionalintermediates,0.1wt%monobutyltinoxidebasedontotalreactorchargecanbeusedtoreduceprocessingtime.

nWhentransesterifyingEastmanNPG™ glycolwithanestersuchasDMCD,use0.1wt%PTSA(p-toluenesulfonicacidmonohydrate)basedontotalreactorchargetostabilizetheglycol.

Eastman NPG™ Glycol

IUPAC:2,2-Dimethyl-1,3-Propanediol

Photo courtesy of Sea Ray Boats

OH OH

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5

Structure/Property Relationships

Structural Features Performance Characteristics

Bulky,asymmetrical Lowsolutionviscosity

Lowresindensity

Excellentsolubility

Stericallyhindered Excellentresinhydrolytichydroxylgroups stability

Excellentchemicalresistance

Excellentstainresistance

Goodhumidityresistance

Goodcorrosionresistance

Moderatereactivityduring esterificationandcure

Branchedchain Moderatethermalstability

LowTg

Betahydrogens Moderateweatherability

Synthesis Tips

nWaterinsolubilitymakesapackedcolumnunnecessaryunlessusedincombinationwithotherwater-solubleglycols.

n0.1wt%monobutyltinoxidebasedontotalreactorchargewillaidintheesterificationofthesecondaryhydroxyl.

nAvoidrapidheating.Holdreactiontemperaturebetween180°–200°Cduringfirst30%–60%ofreaction.limitreactiontemperaturetoamaximumof215°C.

nForprocessingEastmanTMPD™ glycolwithanhydrides,considerthefollowingoptions:

–StageeithertheanhydrideorTMPDglycolwithotherreactants.

–DonotchargeanhydrideinitiallywithTMPDglycol;addanhydridetomoltenTMPDglycol.

–Useaprocesssolvent,suchas3–7wt%xylenebasedontotalreactorcharge.

Eastman TMPD™ Glycol(2,2,4-Trimethyl-1,3-Pentanediol)

IUPAC:2,2,4-Trimethyl-1,3-Pentanediol

OH OH

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6

Synthesis Tips

nToensureauniformmixtureofisomers,meltentirecontentsofCHDMcontainerandagitatepriortousing.

nUseCHDMasapartialreplacementforEastmanNPG™glycolorotherglycolintermediates.

nWatersolubilitymakesapacked,partial-condensingcolumndesirable.

nGoodthermalstabilitygiveslow-colorresinsevenatsynthesistemperaturesof240°–250°C.

nTwoprimaryhydroxylsofferexcellentreactivityandreducedsynthesistimes.

nAlthoughanesterificationcatalystisnotrequiredwhenreactingwithmanyacidfunctionalintermediates,0.1wt%monobutyltinoxidebasedontotalreactorchargecanbeusedtoreduceprocessingtimes.

CHDM Glycol(1,4-Cyclohexanedimethanol)

Structure/Property Relationships

Structural Features Performance Characteristics

Primary,unhindered Veryrapidpolymersynthesishydroxylgroups Lowertemperaturecureor shortercuretime

Symmetrical Excellentthermalstabilityfor lowresincolor

Saturatedring Verygoodhardnessalongwith someflexibility

1,4-Substitution VeryhighTg

Moderatesolubility

Excellentdetergentresistance

Excellenthumidityresistance

Excellentcorrosionresistance

Betahydrogens Moderateweatherability

IUPAC:1,4-Cyclohexanedimethanol

OH

HO

Page 9: N-307N Building Blocks for Better Resins Blocks for Better Resins 2 Product, ... , and purified terephthalic acid ... , process the resin to the desired acid number.

7

HPHP Glycol(Hydroxypivalyl Hydroxypivalate)

Structure/Property Relationships

Structural Features Performance Characteristics

Absenceofbetahydrogens Excellentweatherability

Primaryhydroxylgroups Rapidreactivityduring esterificationandcure

Slightlyhinderedhydroxylgroups Goodhumidityresistance

Goodchemicalresistance

Excellentstainresistance

Highmolecularweight Goodflexibilitywhile maintainingweatherability

Improvedmeltflow

Synthesis Tips

nWatersolubilitymakesapacked,partial-condensingcolumndesirable.

nGoodthermalstabilitygiveslow-colorresinsevenatsynthesistemperaturesof240°–250°C.

nTwoprimaryhydroxylsoffergoodreactivity.

nAlthoughanesterificationcatalystisnotrequiredwhenreactingwithmanyacidfunctionalintermediates,0.1wt%monobutyltinoxidebasedontotalreactorchargecanbeusedtoreduceprocessingtimes.

nWhentransesterifyingHPHPwithanestersuchasDMCD,use0.1wt%PTSA(p-toluenesulfonicacidmonohydrate)basedontotalreactorchargetostabilizetheglycol.

nUseHPHPasapartialreplacementforEastmanNPG™ glycolorotherglycolintermediates.

IUPAC:3-Hydroxy-2,2-Dimethylpropyl3-Hydroxy-2,2-Dimethylpropanoate

OH O

O

OH

Page 10: N-307N Building Blocks for Better Resins Blocks for Better Resins 2 Product, ... , and purified terephthalic acid ... , process the resin to the desired acid number.

8

Diacids and Diesters

PIA(Purified Isophthalic Acid)

Photo courtesy of Xerxes® Corporation

Structure/Property Relationships

Structural Features Performance Characteristics

Aromaticring Highgloss

Excellenthardness

Excellentcorrosionandstain resistance

Excellenthumidityresistancein coatings

Excellentblisterresistanceingel coats

Excellentthermalstabilityforlow resincolor

1,3-Substitution Moderatesolubilityinmolten glycols

Moderateresinsolubility

Synthesis Tips

nAnesterificationcatalystisnotrequired,but0.1wt%monobutyltinoxidebasedontotalreactorchargecanbeusedtoincreaseresinthroughput.

nWithheat-stableglycols,suchasEastmanNPG™glycol,synthesistemperaturesof240°–250°CmaybeusedwithoutsacrificingPIAstabilityorresincolor.

nWhenusedwithfasterreactingdiacids,amorecompletereactioncanbeachievedbyincorporatingPIAwithglycolsinafirst-stagereactionfollowedbyasecondstageinwhichthefasterreactingdiacidsareadded.

nReactivitywithglycolsisfacilitatedbyincreasingtheamountofPIAthatisdissolvedinthemoltenglycols.PIAsolubilityinmoltenglycolsincreaseswithtemperatureandpolarityoftheglycols.

IUPAC:1,3-BenzenedicarboxylicAcid

OHHO

OO

Page 11: N-307N Building Blocks for Better Resins Blocks for Better Resins 2 Product, ... , and purified terephthalic acid ... , process the resin to the desired acid number.

9

PTA(Purified Terephthalic Acid)

Structure/Property Relationships

Structural Features Performance Characteristics

Aromaticring Highgloss

Excellenthardness

Goodcorrosionandstain resistance

Goodhumidityresistanceof coatings

Excellentthermalstabilityforlow resincolor

1,4-Substitution Moderatesolubilityinmolten glycols

Moderateresinsolubility

Synthesis Tips

nWithheat-stableglycols,suchasEastmanNPG™glycol,synthesistemperaturesof240°–250°CmaybeusedwithoutsacrificingPTAstabilityorresincolor.

nAnesterificationcatalyst,suchas0.1wt%monobutyltinoxidebasedontotalreactorcharge,isgenerallyusedtofacilitatethereaction.

nWhenusedwithfasterreactingdiacids,amorecompletereactioncanbeachievedbyincorporatingPTAwithglycolsinafirst-stagereactionfollowedbyasecondstageinwhichthefasterreactingdiacidsareadded.

nReactivitywithglycolsisfacilitatedbyincreasingtheamountofPTAthatisdissolvedinthemoltenglycols.PTAsolubilityinmoltenglycolsincreaseswithtemperatureandpolarityoftheglycols.

nForpowdercoatingresins,aslowrampratetomaximumprocesstemperatureisdesirableduetothemoderatesolubilityofPTAinneopentylglycol.

IUPAC:1,4-BenzenedicarboxylicAcid

OHHO

OO

Page 12: N-307N Building Blocks for Better Resins Blocks for Better Resins 2 Product, ... , and purified terephthalic acid ... , process the resin to the desired acid number.

10

1,4-CHDA(1,4-Cyclohexanedicarboxylic Acid)

Photo courtesy of Clopay® Corporation

Structure/Property Relationships

Structural Features Performance Characteristics

Saturatedring Excellentsolubilityinmolten glycolsforrapidprocessing

Excellentresinhydrolyticstability

Excellentthermalstabilityforlow resincolor

Excellentcombinationofhardness andflexibility

Improvedcorrosionandstain resistancecomparedwithlinear aliphaticacids

Excellentweatheringingelcoats

Moderateweatheringin unstabilizedcoatings

Excellentweatheringinstabilized coatings

Goodhumidityresistance

1,4-Substitution Moderateresinsolubility

Synthesis Tips

nGoodthermalstabilitygiveslow-colorresinsevenatsynthesistemperaturesof240°–250°C.

nSaturatedringstructuregivesexcellentsolubilityandrapidsynthesisinmoltenglycols,evenattemperaturesof190°–200°C.

nAnesterificationcatalystisnotrequired,but0.1wt%monobutyltinoxidebasedontotalreactorchargecanbeusedtoreduceprocesstimes.

IUPAC:1,4-CyclohexanedicarboxylicAcid

OHHO

OO

Page 13: N-307N Building Blocks for Better Resins Blocks for Better Resins 2 Product, ... , and purified terephthalic acid ... , process the resin to the desired acid number.

11

DMCD(Dimethyl 1,4-Cyclohexanedicarboxylate)

Structure/Property Relationships

Structural Features Performance Characteristics

Saturatedring Excellentsolubilityinmolten glycolsforrapidprocessing

Excellentresinhydrolyticstability

Excellentthermalstabilityforlow resincolor

Excellentcombinationofhardness andflexibility

Improvedcorrosionandstain resistancecomparedwithlinear aliphaticacids

Excellentweatheringingelcoats

Moderateweatheringin unstabilizedcoatings

Excellentweatheringinstabilized coatings

Goodhumidityresistance

1,4-Substitution Moderateresinsolubility

Synthesis Tips

nMeltentirecontentsofDMCDcontainerandagitatepriortousingtoensureauniformmixtureofisomers.

nUseatwo-stagesynthesis,reactingDMCDwithglycols/polyolsinthefirststage.

n0.2wt%dibutyltinoxidecatalystisrequiredtocompletethefirst-stageesterinterchangereaction.

nProcessthefirststageuntilmethanolisnolongerevolved.

nAfteraddingsecond-stagereactants,processtheresintothedesiredacidnumber.

IUPAC:Dimethyl1,4-Cyclohexanedicarboxylate

OO

O O

Page 14: N-307N Building Blocks for Better Resins Blocks for Better Resins 2 Product, ... , and purified terephthalic acid ... , process the resin to the desired acid number.

12

Acetoacetates

AAEM(Acetoacetoxyethyl Methacrylate)

Structure/Property Relationships

Structural Features Performance Characteristics

Bulkypendantgroup Lowsolutionviscosity

Excellentsolubility

LowTg

Pendantacetoacetategroup Cross-linkingversatility

–Melamines

–Isocyanates

–Michaelreaction

–Enamineformation

–Aldehydes

–Chelation

Chelationtometalsubstrates improves

–Adhesion

–Flexibility

–Corrosionresistance

Synthesis Tips

nCanbeusedinbothsolution(solvent)andemulsion(water)polymerization.

nReactsreadilywithotheracrylicandmethacrylicmonomers.

nForsolutionpolymerization,useeithertertiary-amylperoxideorazonitrileinitiators.

nForwaterborneacrylicemulsionpolymerization,adjustfinalpHto6–7toimprovestability.

nAvoidmonomersthatcontainpendantgroups(especiallyaldehydesandamines)thatwillreactwithacetoacetates.

IUPAC:2-[(2-Methyl-1-Oxo-2-Propenyl)Oxy]Ethyl3-Oxobutanoate

O

OO

O O

Page 15: N-307N Building Blocks for Better Resins Blocks for Better Resins 2 Product, ... , and purified terephthalic acid ... , process the resin to the desired acid number.

13

t-BAA(Tertiary-Butyl Acetoacetate)

Structure/Property Relationships

Structural Features Performance Characteristics

Bulkypendantgroup Lowsolutionviscosity

Excellentsolubility

LowTg

Pendantacetoacetategroup Cross-linkingversatility

–Melamines

–Isocyanates

–Michaelreaction

–Enamineformation

–Aldehydes

–Chelation

Chelationtometalsubstrates improves

–Adhesion

–Flexibility

–Corrosionresistance

Tertiary-butylester Rapidreactionduring acetoacetylation

Synthesis Tips

nFormaximumviscosityreduction,resinshouldhaveafinalacidnumberof2orlessandahydroxylnumberof150ormore.

nAddt-BAAasthelaststageoftheresinsynthesis.

nNotransesterificationcatalystisneeded.

nAcetoacetylationtemperatureshouldbebetween120°and160°C.

nFollowprogressofthereactionbymonitoringevolutionoft-butanoldistillate.

nIfneeded,useasynthesissolventsuchasxylenetoensurethoroughmixing.

nAnazeotropingsolvent,suchasheptaneorcyclohexane,canaidintheremovaloft-butanoldistillate.

IUPAC:Dimethylethyl-3-Oxobutanoate

O O

O

Page 16: N-307N Building Blocks for Better Resins Blocks for Better Resins 2 Product, ... , and purified terephthalic acid ... , process the resin to the desired acid number.

GlyCol DIACID/DIESTER ACEToACETATE

EastmanNPG™

Glycol

EastmanTMPD™

Glycol CHDM HPHP PIA PTA CHDA DMCD AAEM t-BAA

RESIN

Processibility • • • • • •Thermalstability • • • • • • •Lowcolor • • • • • • • •Lowsolutionviscosity • • • Hydrolyticstability • • • •CoATING/CoMPoSITE

Hardness • • • • • • • •Flexibility • • • • • •Stainresistance • • • • • • •Corrosionresistance • • • • • • • • • •Chemicalresistance • • • • • • • • • •Humidityresistance • • • • • • • • • •Excellentweathering • • • • • •

Product Summary

Performance Benefits

14

Page 17: N-307N Building Blocks for Better Resins Blocks for Better Resins 2 Product, ... , and purified terephthalic acid ... , process the resin to the desired acid number.

15

GlyCol DIACID/DIESTER ACEToACETATE

EastmanNPG™

Glycol

EastmanTMPD™

Glycol CHDM HPHP PIA PTA CHDA DMCD AAEM t-BAA

TECHNoloGy

Highsolids • • • • • • • • • •Powder • • • • • •Waterborne • • • • • • • • •Radiationcure • • • • • • • • • • Conventional • • • • • • •APPlICATIoN

AutoOEM • • • • • • • • • •Autorefinish • • • • • • • • • •Industrialmaintenance • • • • • • • • • •Coil • • • • • • • •Appliance • • • • • • • • • •Metalfurniture • • • • • • • • • •Container • • • • • •Heatsensitivesubstrates • • • • • • • • • •FRP • • • • • • • • •Gelcoats • • • • • • •Corrosionresistantresins • • • • •

Technology and Application

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16

Typical Properties

ProductPhysical

FormMolecular

WeightEquivalent

WeightAssay,Wt%

MeltingPoint, °C

BoilingPoint, °C

SpecificGravity,

20°/20°C

Solubility in Water,

Wt% at 20°C UnlessNoted

Wt%Solids Volatile

Standard Sample

Size

EastmanNPG™Glycol

PlateletsMolten

104.15 52.07 99.2 124–130 210 1.0684

(25°C)100 None

1lb4kg

EastmanNPG™90Glycol

Liquida 104.15 52.07 89 31a 100–1210.94

(60°C)NA 90 Water

1qt,5gal,or1lb

EastmanTMPD™

Glycol

SolidwaxyplateletsMolten

146.22 73.11 98.2 46–55 220–2350.928

(55°/15°C)3.6 100 None 1lb

CHDM-Db SolidMolten

144.21 72.11 98.5 41–61 284–288 1.02 47.9 100 None 1gal

CHDM-D90b Liquid 144.21 72.11 88 230–140 113 0.95 NA 90 Water 4kg

HPHPSolidNuggetMolten

204.26 102.13 97.5 46–50 2931.01

(55°/20°C)12.8 100 None

2.4kg2or5kg

2.4kg

1,4-CHDAb Powder 172.00 86.00 99 164–167 — 1.38 1 100 None 1kg

PIA Powder 166.14 83.07 99.8 345–348 — 1.507 Negligible 100 None 4kg

PTA Powder 166.14 83.07 — .300c — 1.51(15°C) Negligible 100 None 1lb

DMCDb SlurryMolten

200.23 100.12 9314(cis)

71(trans)259

1.102(35°/4°C)

1.2(25°C)

100 None 4kg

AAEM Liquid 214.22 214.22d 95 — Polymerizes1.12

(25°/25°C)Slight — —

1pt,1gal,5gal,1kg

t-BAA Liquid 158.20 158.20 98.8 — 190e 0.954 Slight — —1pt,1gal,5gal,1kg

aCrystallizes below 31°CbMixture of cis/transisomerscSublimesdCross-linker dependenteExtrapolated under vacuum

Eastman™ resin intermediates are available in bulk and various package sizes. Please contact Eastman Technical Service or your Eastman sales representative for packaging options and availability.

CHDM-D90 is a CHDM-D/water mixture exhibiting multiple melting points across this range. This complexity makes melting and freezing point determinations difficult. Eastman suggests CHDM-D90 be stored and handled at temperatures between 230° and 140°C.

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17

Regulatory Information

ResinIntermediate

CASRegistry

No.a

FDA Clearance(U.S.)b,c

Directive2002/72/

EC(Europe)c,d

TSCA(U.S.)e

EINECSNumber(Europe)f

DSl(Canada)g

AICS/NICNAS

(Australia)h

MITI(Japan)i

ECl(Korea)j

AAEM 21282-97-3 None Notlisted Listed 244-311-1 Listed Listed Listed Listed

t-BAA 1694-31-1 None Notlisted Listed 216-904-5 Listed Listed ListedNot

listed

1,4-CHDA 1076-97-7 21CFR175.300(b)(3)(vii)(a) Listed Listed 214-068-6 Listed Listed Listed Listed

CHDM-Dand/orCHDM-D90k

105-08-821CFR175.10521CFR175.300(FCN87)l

21CFR177.1680Listed Listed 203-268-9 Listed Listed Listed Listed

DMCD 94-60-0 21CFR175.105 Notlisted Listed 202-347-5 Listed Listed ListedNot

listed

HPHP 1115-20-4 None Notlisted Listed 214-222-2 Listed Listed Listed Listed

EastmanNPG™Glycoland/orEastmanNPG™90Glycolk

126-30-7

21CFR175.10521CFR175.26021CFR175.300(b)(3)(vii)l

21CFR175.300(b)(3)(xxxvii)21CFR175.32021CFR177.168021CFR177.2420

Listed Listed 204-781-0 Listed Listed Listed Listed

PIA 121-91-5

21CFR175.300(b)(3)(xxxviii)l

21CFR175.32021CFR177.2420FCN211

Listed Listed 204-506-4 Listed Listed Listed Listed

PTA 100-21-021CFR175.10521CFR175.300(b)(3)(xxxviii)l

21CFR177.2420Listed Listed 202-830-0 Listed Listed Listed Listed

EastmanTMPD™Glycol(plateletsandmolten)

144-19-4 21CFR177.2420 Notlisted Listed 205-619-1 Listed Listed Listed Listed

aChemical Abstract ServicesbIn addition to the above listings, there are additional FDA regulations and food-contact notifications for specific polymer compositions that utilize one or more of these monomers.

cIn all cases, the applicable food-contact regulations or listings must be consulted to determine the applicable restrictions on use in contact with food.

dCommission Directive 2002/72/EC relating to plastic materials and articles intended to come into contact with foodstuff.

eU.S. Toxic Substances Control ActfEuropean Inventory of Existing Commercial Chemical Substances

gCanadian Domestic Substances ListhAustralian Inventory of Chemical Substances and National Industrial Chemicals Notification and Assessment Scheme

iJapanese Handbook of Existing and New Chemical SubstancesjKorean Toxic Substances Control ActkContains 10% water; CAS registry number for water is 7732-18-5.l Polyesters regulated at 21 CFR 175.300 are also referenced for use in various other regulations including 21 CFR 176.170(b)(1) and 21 CFR 177 1210(b). Use is subject to the limitations of applicable regulations for the intended use.

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18

Technical Solutions

Technical Service

Eastman’sTechnicalServicelaboratoryhastheexpertiseandcapabilitiestohelpyoudevelopresinsforvariouscoatingtechnologiesandcompositesapplications.

Ourstrengthisinunderstandingtheperformancebenefitsofresinintermediatesrelativetotheirstructure/propertyrelationships.Wecanhelpyouselecttherightbuildingblockstomeetresinperformancerequirementsandunderstandhowtoproperlyusethem.Wehavedevelopedanextensivelistof“synthesistips”thatfacilitateresinprocessingwithEastman™resinintermediates.

Ourapplicationofcomputercontrolforautomatedresinsynthesisputsusontheleadingedgeofresinprocessingcapabilities.Andweshareourexperiencewithinterestedcustomersinthedevelopmentofthesesystems.Automationbringsmanyadvantagestolaboratoryresinprocessingthatincludereducingoperatorvariability,improvingbatch-to-batchconsistency,increasingefficiency,andgreatlyenhancingdatacollectionandanalysisforthestudyofresinreactionprofiles.

Inadditiontoresinformulationandprocessing,wehavetheexpertisetoformulate,apply,andevaluateresinsincoatingssystems,fiberglass-reinforcedplastics,andgelcoats.Wearecapableofperformingthetestsfamiliartothecoatingsandcompositesindustries.Testingisperformedonresins,coatings,curedfilms,castings,laminates,andgelcoats.Moreover,wehaveinvestedinastate-of-the-artpowder-coatingprocessing,application,andtestfacilitytosupportcustomerdevelopmentofthisgrowingtechnologyarea.

UndertheResponsibleCare®pledge,Eastmaniscommittedtoprotectingthehealthandsafetyofpeopleandtheenvironment.ProductStewardshipisanimportantinitiativeofResponsibleCare®thatensurestheproperuseandsafehandlingofEastmanproductsbychemicalmanufacturersanddistributorsthroughoutthelifecycleoftheproduct.ProductStewardshipisanimportantroleoftheTechnicalServiceResinIntermediateslaboratorytoassistcustomerswiththesafehandlinganduseofEastmanresinintermediates.

EastmanTechnicalServiceisavailabletoassistyouinresindesign,laboratoryresinsynthesis,productionscale-up,coatingandcompositesformulation,andproductstewardshipissues.ContactanEastmanTechnicalServicerepresentativeaboutdesigninghigh-performanceresinswithEastman™resinintermediates.

Computer control for automated resin synthesis

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19

Polyester Resin Calculation Wizard

ThePolyesterResinCalculationWizardisanovelapproachtoresindesignandtheunderstandingofresinprocessing.Itcalculatescondensation-type(stepgrowth)resinsforcoatings,inks,andadhesivesapplications.Selectingrawmaterialsandenteringcertainresinparameterswillproduceareactorcharge,processlogs,andgraphicalrepresentationsofthetheoreticalpolymerizationdata.Theresultsareeasilyprintedordownloadedtoaspreadsheet.

ToaccessthePolyesterResinCalculator,visitwww.eastman.com/ResinWizard.

Benefits

nMoreadvancedfeaturesandeasiertousethantoolscurrentlyavailabletotheindustry.

nGraphsgiveavisualrepresentationofpolymerizationandhelpanticipategelpoints.

nProcesslogsprovideguidanceduringresinprocessingwithrespecttochangesinacidnumber,hydroxylnumber,molecularweight,andevolveddistillate.

nGeneratestheoreticalresinpropertiesatdesiredacidorhydroxylnumber.

nReactorchargeiseasilyscaledforlaboratory,pilot,andplantbatches.

nResultsareprintedinalogicallyarranged,easytoread,readytouseformat;ortheycanbedownloadedtoaspreadsheetforstoringelectronically;ortheycanbesenttoane-mailaddress.

nStandardizesresincalculationsperformedwithinacompany.

nLinkstoEastman™resinintermediateproductpagesareavailableforadditionalinformation.

nLinktoEastmanTechnicalServicerepresentatives.

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Building Blocks on eastman.comInformation at your fingertips Visitwww.eastman.com/ResinIntermediates.

Informationatthiswebsiteincludes:

nProductinformation

nTechnicalpublications

nContactTechnicalService

nWizardaccess

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Eastman Chemical CompanyCorporate HeadquartersP.O. Box 431Kingsport, TN 37662-5280 U.S.A.

Telephone:U.S.A. and Canada, 800-EASTMAN (800-327-8626)Other Locations, (1) 423-229-2000Fax: (1) 423-229-1193

Eastman Chemical Latin America9155 South Dadeland Blvd.Suite 1116Miami, FL 33156 U.S.A.

Telephone: (1) 305-671-2800Fax: (1) 305-671-2805

Eastman Chemical B.V.Fascinatio Boulevard 602-6142909 VA Capelle aan den IJsselThe Netherlands

Telephone: (31) 10 2402 111Fax: (31) 10 2402 100

Eastman (Shanghai) Chemical Commercial Company, Ltd. Jingan Branch1206, CITIC SquareNo. 1168 Nanjing Road (W)Shanghai 200041, P.R. China

Telephone: (86) 21 6120-8700Fax: (86) 21 5213-5255

Eastman Chemical Japan Ltd.MetLife Aoyama Building 5F2-11-16 Minami AoyamaMinato-ku, Tokyo 107-0062 Japan

Telephone: (81) 3-3475-9510Fax: (81) 3-3475-9515

Eastman Chemical Asia Pacific Pte. Ltd.#05-04 Winsland House3 Killiney RoadSingapore 239519

Telephone: (65) 6831-3100Fax: (65) 6732-4930

www.eastman.com

Material Safety Data Sheets providing safety precautions

that should be observed when handling and storing Eastman

products are available online or by request. You should obtain

and review the available material safety information before

handling any of these products. If any materials mentioned

are not Eastman products, appropriate industrial hygiene and

other safety precautions recommended by their manufacturers

should be observed.

Neither Eastman Chemical Company nor its marketing affiliates

shall be responsible for the use of this information or of any

product, method, or apparatus mentioned, and you must make

your own determination of its suitability and completeness for

your own use, for the protection of the environment, and for the

health and safety of your employees and purchasers of your

products. NO WARRANTY IS MADE OF THE MERCHANTABILITY

OR FITNESS OF ANY PRODUCT, AND NOTHING HEREIN WAIVES

ANY OF THE SELLER’S CONDITIONS OF SALE.

Eastman, NPG, and TMPD are trademarks of

Eastman Chemical Company.

Responsible Care is a registered service mark of the

American Chemistry Council, Inc.

© Eastman Chemical Company, 2011.

N-307N 10/11Printed in U.S.A.


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