Epoxy-Anhydride Vitrimers from Aminoglycidyl Resins with High Glass Transition Temperature and Efficient Stress Relaxation

被引:42
作者
Giebler, Michael [1 ]
Sperling, Clemens [1 ]
Kaiser, Simon [1 ]
Duretek, Ivica [2 ]
Schloegl, Sandra [1 ]
机构
[1] Polymer Competence Ctr Leoben GmbH, Roseggerstr 12, A-8700 Leoben, Austria
[2] Univ Leoben, Chair Polymer Proc, Otto Gloeckel Str 2, A-8700 Leoben, Austria
关键词
vitrimers; glass transition temperature; aminoglycidyl resins; SHAPE-MEMORY; CURING KINETICS; POLYMER NETWORKS; CURED EPOXIES; TRANSESTERIFICATION; BEHAVIOR; FACILE;
D O I
10.3390/polym12051148
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Epoxy-anhydride vitrimers are covalent adaptable networks, which undergo associative bond exchange reactions at elevated temperature. Their service temperature is influenced by the glass transition temperature (T-g) as well as the topology freezing transition temperature (T-v), at which the covalent bond exchange reactions become significantly fast. The present work highlights the design of high-T-g epoxy-anhydride vitrimers that comprise an efficient stress relaxation at elevated temperature. Networks are prepared by thermally curing aminoglycidyl monomers with glutaric anhydride in different stoichiometric ratios. The tertiary amine groups present in the structure of the aminoglycidyl derivatives not only accelerate the curing reaction but also catalyse the transesterification reaction above T-v, as shown in stress relaxation measurements. The topology rearrangements render the networks recyclable, which is demonstrated by reprocessing a grinded powder of the cured materials in a hot press. The epoxy-anhydride vitrimers are characterised by a high T-g (up to 140 degrees C) and an adequate storage modulus at 25 degrees C (similar to 2.5 GPa), which makes them interesting candidates for structural applications operating at high service temperature.
引用
收藏
页数:14
相关论文
共 39 条
[1]   Curing cycloaliphatic epoxy resin with 4-methylhexahydrophthalic anhydride: Catalyzed vs. uncatalyzed reaction [J].
Barabanova, Anna, I ;
Lokshin, Boris, V ;
Kharitonova, Elena P. ;
Afanasyev, Egor S. ;
Askadskii, Andrey A. ;
Philippova, Olga E. .
POLYMER, 2019, 178
[2]   Polylactide Vitrimers [J].
Brutman, Jacob P. ;
Delgado, Paula A. ;
Hillmyer, Marc A. .
ACS MACRO LETTERS, 2014, 3 (07) :607-610
[3]   A robust and stretchable cross-linked rubber network with recyclable and self-healable capabilities based on dynamic covalent bonds [J].
Cao, Liming ;
Fan, Jianfeng ;
Huang, Jiarong ;
Chen, Yukun .
JOURNAL OF MATERIALS CHEMISTRY A, 2019, 7 (09) :4922-4933
[4]   Catalytic Control of the Vitrimer Glass Transition [J].
Capelot, Mathieu ;
Unterlass, Miriam M. ;
Tournilhac, Francois ;
Leibler, Ludwik .
ACS MACRO LETTERS, 2012, 1 (07) :789-792
[5]   Metal-Catalyzed Transesterification for Healing and Assembling of Thermosets [J].
Capelot, Mathieu ;
Montarnal, Damien ;
Tournilhac, Francois ;
Leibler, Ludwik .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (18) :7664-7667
[6]   Ultraviolet curing kinetics of cycloaliphatic epoxide with real-time Fourier transform infrared spectroscopy [J].
Chen, JX ;
Soucek, MD .
JOURNAL OF APPLIED POLYMER SCIENCE, 2003, 90 (09) :2485-2499
[7]  
Christophe D., 2017, U.S. Patent, Patent No. 20170044307
[8]  
Corcuera MA, 1997, J APPL POLYM SCI, V64, P157, DOI 10.1002/(SICI)1097-4628(19970404)64:1<157::AID-APP14>3.0.CO
[9]  
2-1
[10]   Limonene-Based Epoxy: Anhydride Thermoset Reaction Study [J].
Couture, Guillaume ;
Granado, Lerys ;
Fanget, Florent ;
Boutevin, Bernard ;
Caillol, Sylvain .
MOLECULES, 2018, 23 (11)