PROCEEDINGS OF THE THERMOSETTING RESINS...

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


FROM BASICS TO APPLICATIONS

INTERNATIONAL CONFERENCE


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


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)


6

THANK YOU FOR SPONSORING!


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


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


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


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


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


12


IMPRINT 230

IMPRINT

InnoMat GmbH

Kantstrasse 55

14513 Teltow

Germany

Phone: +49 (0) 3328 330 258

Fax: +49 (0) 3328 330 282

[email protected]

www.innomat-gmbh.de

Managing Director: Dipl.-Kffr. Annette Bauer

Amtsgericht Potsdam HRB 13555P

VAT-ID.No. DE206074473


FROM BASICS TO APPLICATIONS

INTERNATIONAL CONFERENCE


BERLIN, GERMANY

ISBN: 978-3-00-060827-8

PROCEEDINGS OF THE THERMOSETTING RESINS...

Documents

Transcript of PROCEEDINGS OF THE THERMOSETTING RESINS...