ISBN: 978-3-00-060827-8
25 – 27 SEPTEMBER 2018
BERLIN, GERMANY
PROCEEDINGS OF THE
THERMOSETTING RESINS 2018
CONFERENCE
EDITORIAL OFFICE
InnoMat GmbH
Kantstrasse 55, 14513 Teltow, Germany
Phone: +49 (0) 3328 330 258
Fax: +49 (0) 3328 330 282
E-Mail: [email protected]
URL: www.innomat-gmbh.de
Editor in Chief: Prof. Dr. Monika Bauer
Technical Editor: Annette Bauer
COVER
Pictures by
©JOGI /Fotolia /76429587
©Sebastian Duda /Fotolia /90835480
©puntip_a /Fotolia /94203873
©i-picture /Fotolia /100351690
©prakasitlalao /Fotolia /101084581
©Gino Santa Maria /Fotolia /80825659
ISBN: 978-3-00-060827-8
The content of this publication was created with great care. However, we cannot assume any liability for
the accuracy, completeness and timeliness of the content. The publisher disclaims any liability for any
damage, direct or indirect, arising out of the use of the content.
All rights reserved; no part of this publication may be translated, reproduced, stored in a retrieval system,
or transmitted in any form or by any means, electronic, mechanical, photocopying, recording or otherwise,
without the written permission of the publisher.
Many of the designations used by manufacturers and sellers to distinguish their products are claimed as
trademarks. The quotation of those designations in whatever way does not imply the conclusion that the use
of those designations is legal without the consent of the owner of the trademark.
PROCEEDINGS OF THE THERMOSETTING RESINS 2018 CONFERENCE, 25 – 27 SEPTEMBER 2018, BERLIN, GERMANY
3
THERMOSETTING RESINS 2018
FROM BASICS TO APPLICATIONS
INTERNATIONAL CONFERENCE
25 – 27 SEPTEMBER 2018
BERLIN, GERMANY
PROCEEDINGS OF THE THERMOSETTING RESINS 2018 CONFERENCE, 25 – 27 SEPTEMBER 2018, BERLIN, GERMANY
4
CONFERENCE BOARD
Prof. Dr. Monika Bauer
InnoMat GmbH, Teltow, Germany
Prof. Dr. Jean-François Gérard
University of Lyon, National Institute of Applied Sciences (INSA), IMP UMR CNRS 5223,
Villeurbanne, France
Dr. Terry McGrail
University of Limerick, Irish Composites Centre (IComp), Limerick, Ireland
PROCEEDINGS OF THE THERMOSETTING RESINS 2018 CONFERENCE, 25 – 27 SEPTEMBER 2018, BERLIN, GERMANY
5
SCIENTIFIC COMMITTEE
Prof. Dr. Alexander Bismarck
Polymer and Composite Engineering (PaCE) group, Department of Material Chemistry,
University of Vienna (Vienna, Austria)
Prof. Dr. Alex Dommann
Department „Materials meet Life“,
Empa – Swiss Federal Laboratories for Materials Science and Technology (St. Gallen, Switzerland)
Prof. Dr. Jannick Duchet-Rumeau
University of Lyon, National Institute of Applied Sciences (INSA), IMP (Villeurbanne, France)
Dr. Jocelyne Galy
University of Lyon, National Institute of Applied Sciences (INSA), IMP (Villeurbanne, France)
Prof. Dr. Reinhard Lorenz
Department of Chemical Engineering, University of Applied Sciences Muenster
(Muenster, Germany)
Prof. Dr. Dennis W. Smith
Department of Chemistry and Marvin B. Dow Advanced Composites Institute,
Mississippi State University (Mississippi State, MI, USA)
Dr. Ambrose Taylor
Faculty of Engineering, Department of Mechanical Engineering,
Imperial College London (London, United Kingdom)
Prof. Dr. Brigitte Voit
Leibniz Institute of Polymer Research Dresden IPF (Dresden, Germany)
PROCEEDINGS OF THE THERMOSETTING RESINS 2018 CONFERENCE, 25 – 27 SEPTEMBER 2018, BERLIN, GERMANY
6
THANK YOU FOR SPONSORING!
PROCEEDINGS OF THE THERMOSETTING RESINS 2018 CONFERENCE, 25 – 27 SEPTEMBER 2018, BERLIN, GERMANY
7
CONTENT
PLENARY LECTURES ...................................................................................................................... 13
Trends in high performance thermosetting resins ................................................................ 14 Zoubair Cherkaoui ................................................................................................................................................ 14
Future challenges for aerospace composites ........................................................................ 15 David Tilbrook....................................................................................................................................................... 15
The solidification rheology of amorphous polymers –Vitrification as compared to gelation .. 18 H. Henning Winter ................................................................................................................................................. 18
Vitrimers: Upcoming recyclable and reshapable thermosets ................................................ 20 Filip Du Prez ......................................................................................................................................................... 20
Silicone resins –An emerging class of binders for fiber reinforced composites? ................... 21 Detlev Ostendorf
1, Torsten Gottschalk-Gaudig
2, Christoph Uhlig
3, Olaf Kahle
3, Jörg Bauer
4 ............................. 21
Developing and modeling thermosetting adhesives for composite and multi -material joints.. 25 Sascha Pöller & Tim Welters ................................................................................................................................ 25
SESSION 1: CHEMISTRY ................................................................................................................. 28
Advanced polymer networks from fluoroalkenes and enediynes ........................................... 29 Ketki Shelar, Karl Mubeka, Eugene Cardona, Ganesh Narayanan, Behzad Farajidizaji, Andrzej Sygula, Charles
Pittman, Dennis W. Smith, Jr................................................................................................................................. 29
High Tg thermoplastic-modified bismaleimide matrices and related composite materials -
Fracture mechanics ............................................................................................................ 30 Jean-Francois Gérard, Guillaume Fischer, Frédéric Lortie, Matteo Ciccotti
1 ..................................................... 30
A new class of fast curing high performance UP-resins yielding thermosets with significantly
improved thermal properties ............................................................................................... 31 Reinhard Lorenz .................................................................................................................................................... 31
Amphiphilic block copolymers based on chain-extended polyester – Role of compatibility and
reactive groups .................................................................................................................. 32 Jan-Pierre Schneider
1, Berthold Just
1, Manfred Döring
2 ...................................................................................... 32
SESSION 2: MODELING & CHARACZERIZATION ............................................................................ 36
Ab initio design of binders architecture and optimization of curing conditions for cross -linked
polyurethane/polyurea coatings .......................................................................................... 37 Miroslava Dušková-Smrčková, Karel Dušek ......................................................................................................... 37
Modeling polymer nanocomposites of bio-sourced thermoset resins and carbon nanotubes ... 38 Shamil Saiev,
1 Leïla Bonnaud,
2 Ludovic Dumas,
1 Tao Zhan
,1 Philippe Dubois,
1,2 ............................................... 38
David Beljonne,1 Roberto Lazzaroni
1,2 .................................................................................................................. 38
Design of functional interfaces in carbon fiber based composite materials ........................... 42 Jannick Duchet-Rumeau, Vincent Lutz, Wenyong Zhang, Frédéric Lortie, Jean-François Gérard ...................... 42
Non-crimp glass fibre/thermoplastic composites with functional surface properties ............. 46 Angeliki Chanteli, Rachel Kennedy, Terry McGrail, Walter Stanley .................................................................... 46
SESSION 3: GREEN CHEMISTRY ..................................................................................................... 50
Isocyanate-free routes to multifunctional bio-based polyhydroxyurethane thermosets and
composites ......................................................................................................................... 51 Hannes Blattmann, Stanislaus Schmidt, Vitalij Schimpf, Burkhardt Pössel, Rolf Mülhaupt ................................. 51
PROCEEDINGS OF THE THERMOSETTING RESINS 2018 CONFERENCE, 25 – 27 SEPTEMBER 2018, BERLIN, GERMANY
8
Isosorbide as a building block for thermosetting resins ....................................................... 54 Jean-Pierre Pascault
1,2, Françoise Mechin
1,2, Etienne Fleury
1,2, Héloise Blache
1,2, Senén Paz
3, Clothilde Buffe
4,
Audrey Sahut4, René Saint-Loup
4 .......................................................................................................................... 54
High-performance recyclable thermosets from lignin derivative vanillin .............................. 57 Songqi Ma .............................................................................................................................................................. 57
Original route for tuning biobased oligoesters structures as thermoset precursors ................ 58 Jocelyn Clénet, Emmanuelle Richely, Mélanie Fissiaux, Daniel Portinha, Etienne Fleury .................................. 58
SESSION 4: CHARACTERIZATION METHODS ................................................................................. 61
X-ray analytical methods to understand polymer functionality ............................................ 62 Anjani Maurya
1, Amin Sadeghpour
1, René M. Rossi
1, Sara Dalle Vacche
2, Yves Leterrier
2, Alex Dommann
1,
Antonia Neels1 ....................................................................................................................................................... 62
AFM-IR insights into epoxy resin nanostructures ................................................................ 63 Suzanne Morsch..................................................................................................................................................... 63
A novel sensor platform for thermal property measurements of thermosetting resins using the
three-omega method ........................................................................................................... 67 Corinna Grosse
1, Mohamad Abo Ras
1, Karim Elabshihy
1, Daniel May
1,2, Yvonne Chowdhury
3, ......................... 67
Monika Bauer3, Aapo Varpula
4, Kestutis Grigoras
4, Mika Prunnila
4, Bernhard Wunderle
2................................. 67
Cryomilling: A critical step for accurate determination of degree of cure and resin content in
carbon fibre reinforced thermosetting composites ............................................................... 71 Nessa Fereshteh Saniee, Neil Reynolds, Ken Kendall ........................................................................................... 71
SESSION 5: (GREEN) CHEMISTRY .................................................................................................. 74
Crosslinking mechanisms and kinetics of an innovative formaldehyde -free resole, for
aerospace applications ....................................................................................................... 75 Lérys Granado
1, Romain Tavernier
1, Gabriel Foyer
2, Ghislain David
1, Sylvain Caillol
1 ..................................... 75
Bio-based epoxy resin systems as potential alternatives to petroleum-based epoxy matrices in
marine fibre-reinforced polymer composites ....................................................................... 77 Niamh H. Nash
1, Lorcan Egan
2, Carlos Bachour
1, Ioannis Manolakis
1, Anthony J. Comer
1,2 .............................. 77
Polybenzoxazine technology for lightweight and high-performance composites ................... 83 Leïla Bonnaud
1, Oltea Murariu
1,2, Philippe Dubois
1,2, Virginie Canart
3, Frederik Goethals
3, Lies Willaert
4,
Chung-Hae Park5 .................................................................................................................................................. 83
Novel latent hardeners and catalysts for epoxy resins .......................................................... 84 Alessandro Napoli, Kenneth B. Scobbie, Susanne Elmer, Ebrahim Farmand Ashtiani, Florian Klunker ............. 84
Epoxy-Boron nitride composites for high voltage application .............................................. 85 Loriane Desmars
1,2, Jocelyne Galy
1, Damien Bachellerie
2, Antonella Cristiano-Tassi
2, Servane Haller
2, ........... 85
Sébastien Pruvost1,2
............................................................................................................................................... 85
Development of thermosetting resins to improve resin performance for industrial applications
......................................................................................................................................... 89 Xaoqing Zhang, Buu Dao, Tri Nguyen, Mel Dell’Olio .......................................................................................... 89
Managing flame retardant performance in modern thermoset applications ............................ 92 Frank Osterod ....................................................................................................................................................... 92
SESSION 6: INFLUENCING NETWORK STRUCTURE & APPLICATION ............................................. 96
Influence of the polymer network structure on the thermal stability, the thermal and
mechanical properties of epoxy matrix systems ................................................................... 97 Björn T. Riecken, Eike Schröder, Bodo Fiedler ..................................................................................................... 97
PROCEEDINGS OF THE THERMOSETTING RESINS 2018 CONFERENCE, 25 – 27 SEPTEMBER 2018, BERLIN, GERMANY
9
Influence of phenylene ring substitution position on amine cured epoxy resin properties ... 101 Roderick Ramsdale-Capper, Joel P. Foreman .................................................................................................... 101
Structure study of two cyanate ester resins ....................................................................... 105 L. Bailly
1,2, B. Hassoune-Rhabbour
1, A. Abadie
1, B. Boniface
2, V. Nassiet
1 ........................................................ 105
Nanostructured thermosetting systems with thermo- and electro-responsive ....................... 109 Agnieszka Tercjak, Junkal Gutierrez ................................................................................................................... 109
Development of an innovative manufacturing process for the in -LINE COAting of pultruded
composites (COALINE project) ........................................................................................ 111 B. Redondo, N. Lardiés ........................................................................................................................................ 111
High-pressure RTM in aerospace industry ........................................................................ 115 Jan Schiller .......................................................................................................................................................... 115
Characterization of release agents used in resin transfer moulding (RTM) and liquid
compression moulding (LCM) processes ........................................................................... 117 Jarlath McHugh
1, Fabian Grasse
2 ...................................................................................................................... 117
SESSION 7: PROCESSING............................................................................................................... 118
Uretdione – A versatile building block for outstanding new prepreg systems ..................... 119 Eike Langkabel, Zuhal Tuncay, Christina Cron, Guido Streukens ...................................................................... 119
New isocyanate based thermoset composite matrix materials with extreme UV, chemical and
weathering resistance ....................................................................................................... 123 Dirk Achten, Paul Heinz, Richard Meisenheimer, Florian Golling, Stamo Mentizi ............................................ 123
Advanced phthalonitrile resins for out-of-outoclave composite manufacturing ................... 127 B.A. Bulgakov, A.V. Babkin, E.S. Afanasieva, A.V. Kepman ............................................................................... 127
The processing of a novel polymer matrix for wind turbine blades .................................... 131 Bethany K. Russell
1, Carwyn Ward
1, Shinji Takeda
2, Ian Hamerton
1 ............................................................. 131
SESSION 8: TOUGHENING ............................................................................................................. 135
Toughening epoxies using nanoparticles ........................................................................... 136 Ambrose C. Taylor ............................................................................................................................................... 136
The relationship between thermoset resin compressive yielding behaviour and toughenability
in addition curing resins ................................................................................................... 140 Christoph Uhlig
1, Olaf Kahle
1, Monika Bauer
1,2, Oliver Schaefer
3, Helmut Oswaldbauer
3, ............................... 140
Torsten Gottschalk-Gaudig3, Detlev Ostendorf
3, Dirk Ewald
4 ........................................................................... 140
Latest innovation in core/shell toughening agents for thermosets and composites .............. 144 Aline Couffin
1, Philippe Hajji
2, Alexandre Vermogen
2 ........................................................................................ 144
Thermoset composites from soluble thermoplastic technology: Control of morphology, in
relation with applicative properties .................................................................................. 148 Eléonore Mathis, Marie-Laure Michon, Claude Billaud, Didier R. Long ........................................................... 148
SESSION 9: CHEMISTRY ............................................................................................................... 151
Hyperbranched polymers as important components in coatings and resins.......................... 152 Brigitte Voit ......................................................................................................................................................... 152
Internally acid-catalysed covalent adaptable networks ...................................................... 155 Maarten Delahaye, Johan Winne, Filip Du Prez................................................................................................. 155
Synthetic approaches to mouldable and recyclable thermosetting lightweight materials ...... 156 Katharina Koschek
1, Hannes Schäfer
1,2, Tobias Urbaniak
1,2, Jonas Werner
1 ..................................................... 156
PROCEEDINGS OF THE THERMOSETTING RESINS 2018 CONFERENCE, 25 – 27 SEPTEMBER 2018, BERLIN, GERMANY
10
Temperature dependent size exclusion chromatography for the in situ investigation of
thermoreversibly bonding polymers .................................................................................. 159 Josef Brandt
1, Johannes Lenz
1, Kai Pahnke
2,3, Friedrich Georg Schmidt
4, Christopher Barner-Kowollik
2,3,5,
Albena Lederer1 ................................................................................................................................................... 159
SESSION 10: CHARACTERIZATION & APPLICATION .................................................................... 162
Using zinc oxide nanoparticles to improve the thermal stability of a high -performance
benzoxazine resin ............................................................................................................ 163 Jérémy Horion
1, Carl van Tieghem de ten Berghe
1, Leïla Bonnaud
2, Christian Bailly
1 ...................................... 163
Development of novel high-temperature polyimide-like inks for PolyJet 3D printing – Curing
kinetics and properties of printed material ........................................................................ 164 Annika Wagner
1, Irina Gouzman
2, Nurit Atar
2, Eitan Grossmann
2, Leo Schranzhofer
1, Mariana Pokrass
3,
Christian Paulik4 ................................................................................................................................................. 164
High temperature resins and their use in hot flue gas applications ..................................... 165 Michael Jaeger, Arie van Buren .......................................................................................................................... 165
Inline cure monitoring in engineered wood with paper sensors – Inspiration for carbon-
prepregs .......................................................................................................................... 169 S. Bauer
1, B. Liedl
2, U. Müller
2, R. Schwödiauer
1, M. Steiner
2, T. Stockinger
1, S. Tambe
2 ................................. 169
POSTER SESSION .......................................................................................................................... 173
C/C composites developed from phthalonitrile based composites ....................................... 174 V.V. Aleshkevich, B.A. Bulgakov, O.S. Morozov, A.V. Babkin............................................................................. 174
Core-shell particles with improved dispersibility into epoxy networks ............................... 178 Vivien André, Jocelyne Galy, Frédéric Lortie ..................................................................................................... 178
New adhesive films with high glass transition temperature and storage stability at room
temperature ..................................................................................................................... 179 Monika Bauer, Andreas Bernaschek, Dirk Dietrich ............................................................................................ 179
Synthesis and characterization of triblock copolymer PLA-PEG-PLA catalyzed by Maghnite-
H+ ................................................................................................................................... 181 Mohamed Benachour, Amine Harrane, Mohammed Belbachir ........................................................................... 181
Requirement and performance of high precise functional coating technologies for the
production of prepreg ....................................................................................................... 182 Andrea Glawe, Lutz Böwe ................................................................................................................................... 182
Volume dilatometry – Online investigation of shrinkage during thermal or radiation cure .. 186 Yvonne Chowdhury, Dirk Dietrich, Annette Bauer .............................................................................................. 186
Internally carboxylic acid-catalysed CANs ....................................................................... 188 Maarten Delahaye, Johan Winne, Filip Du Prez................................................................................................. 188
UV-LED curable thermosetting resins and composites thereof - Applications from micrometer
to meter scale .................................................................................................................. 189 Christian Dreyer .................................................................................................................................................. 189
New unsaturated polyesters for thermosets with high heat resistance ................................. 190 Marco Grahneis................................................................................................................................................... 190
Advanced benzoxazine/epoxy hybrid resins and composites .............................................. 191 Sergiy Grishchuk
1, Bernd Wetzel
1, József Karger-Kocsis
2 .................................................................................. 191
Microwave-assisted curing of fiber reinforced plastics - Electromagnetic simulations ........ 194 Lutz Hartmann, Christian Dreyer ........................................................................................................................ 194
A thermo-mechanical and rheological approach for the characterization of thermosets in
automotive friction materials ............................................................................................ 197
PROCEEDINGS OF THE THERMOSETTING RESINS 2018 CONFERENCE, 25 – 27 SEPTEMBER 2018, BERLIN, GERMANY
11
Valentina Iodice1, Finizia Auriemma
2, Claudio De Rosa
2, Mauro Milazzo
2, Agusti Sin
1 .................................... 197
Biobased epoxides as binders for coating electrodes in lithium-ion-batteries ..................... 199 Helene Jeske ........................................................................................................................................................ 199
Use of condensate generated during kiln-drying step of wood as a natural formaldehyde
scavenger for urea- and melamine-formaldehyde resins ..................................................... 200 Tolga Kaptı
1, Nadir Ayrılmış
2 .............................................................................................................................. 200
Integration of tunable low Tg thermoplastic polymers in thermosetting resins as toughening
and damping modifiers ..................................................................................................... 203 Mathias Köhler, Christoph Herfurth, Christoph Uhlig, Antje Lieske .................................................................. 203
Novel transparent organic-inorganic composites based on metal fluoride nanoparticles ...... 207 Thoralf Krahl, Erhard Kemnitz ........................................................................................................................... 207
Tailor-made innovative thermoset resins to validate proof of concept in the Industrial world
....................................................................................................................................... 210 Cédric Loubat, Alain Graillot, Agathe Bouvet-Marchand ................................................................................... 210
Biobased building-blocks for repairable, reprocessable and recyclable thermoset epoxy resins
....................................................................................................................................... 211 Cédric Loubat
1, Alain Graillot
1, Samuel Malburet
1, Aratz Genua
2, Alice Mija
3 ................................................. 211
Dual-curing phthalonitrile-propargyl ether resins for CFRP .............................................. 212 O.S. Morozov, S.Nechausov, B.A. Bulgakov, A.V. Babkin, A.V. Kepman ............................................................ 212
Dual curing hybrid resin .................................................................................................. 216 Thomas Richter, Reinhard Lorenz ....................................................................................................................... 216
How to qualify a resin for SGRE Offshore IntegralBlade® ................................................ 218 Harald Stecher..................................................................................................................................................... 218
Towards formaldehyde-free and fully biobased resoles for aerospace applications ............. 221 Ségolène Henry
1, Romain Tavernier
1, Lérys Granado
1, Gabriel Foyer
2, Ghislain David
1, Sylvain Caillol
1 ....... 221
Vicinal tricarbonyl compound – The key to reversible crosslinking thermosetting materials
....................................................................................................................................... 224 Tobias Urbaniak
1,2, Katharina Koschek
2 ............................................................................................................. 224
Does the ratio between diglycidyl ether of bisphenol A resin and 4,4' -diaminodiphenyl
sulfone hardener affect the materials properties of the resulting cross -linked polymer? A
molecular dynamics study ................................................................................................ 225 Pradeep R. Varadwaj
1, Paul Fons
1, Masataka Ohkubo1,Kiyoka Takagi
2 ........................................................... 225
Predicting phase separation in polymer blends that contain branched molecules ................ 228 Emma Wood, Nigel Clarke .................................................................................................................................. 228
PROCEEDINGS OF THE THERMOSETTING RESINS 2018 CONFERENCE, 25 – 27 SEPTEMBER 2018, BERLIN, GERMANY
IMPRINT 230
IMPRINT
InnoMat GmbH
Kantstrasse 55
14513 Teltow
Germany
Phone: +49 (0) 3328 330 258
Fax: +49 (0) 3328 330 282
www.innomat-gmbh.de
Managing Director: Dipl.-Kffr. Annette Bauer
Amtsgericht Potsdam HRB 13555P
VAT-ID.No. DE206074473