School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China
Yi-Dong Li, E-mail liyidong@swu.edu.cn (Y.D.L.)
Jian-Bing Zeng, E-mail jbzeng@swu.edu.cn (J.B.Z.)
收稿:2017-07-24,
录用:2017-8-28,
网络首发:2018-01-11,
纸质出版:2018-05-05
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Jia-Hui Chen, Xu-Pei An, Yi-Dong Li, 等. Reprocessible Epoxy Networks with Tunable Physical Properties: Synthesis, Stress Relaxation and Recyclability[J]. Chinese Journal of Polymer Science, 2018,36(5):641-648.
Jia-Hui Chen, Xu-Pei An, Yi-Dong Li, et al. Reprocessible Epoxy Networks with Tunable Physical Properties: Synthesis, Stress Relaxation and Recyclability[J]. Chinese Journal of Polymer Science, 2018, 36(5): 641-648.
Jia-Hui Chen, Xu-Pei An, Yi-Dong Li, 等. Reprocessible Epoxy Networks with Tunable Physical Properties: Synthesis, Stress Relaxation and Recyclability[J]. Chinese Journal of Polymer Science, 2018,36(5):641-648. DOI: 10.1007/s10118-018-2027-9.
Jia-Hui Chen, Xu-Pei An, Yi-Dong Li, et al. Reprocessible Epoxy Networks with Tunable Physical Properties: Synthesis, Stress Relaxation and Recyclability[J]. Chinese Journal of Polymer Science, 2018, 36(5): 641-648. DOI: 10.1007/s10118-018-2027-9.
In order to extend the application of epoxy vitrimer
1
4-cyclohexanedicarboxylic acid (CHDA) was used as a co-curing agent and structure modifier for sebacic acid (SA) cured diglycidyl ether of bisphenol A (DGEBA) epoxy vitrimer to tailor the mechanical properties of epoxy vitrimers with 1
5
7-triazabicylo[4.4.0]dec-5-ene (TBD) as a transesterification catalyst. The glass transition temperature (
T
g
) of vitrimer increased gradually with the increase in CHDA content. Vitrimers behaved from elastomer to tough and hard plastics were successfully achieved by varying the feed ratio of CHDA to SA. Both the Young's modulus and storage modulus increased apparently with the increase in CHDA content. Stress relaxation measurement indicated that more prominent stress relaxation occurred at elevated temperatures and the stress relaxation decreased with the increase of CHDA content due to the reduced mobility of the vitrimer backbone. The vitrimers showed excellent recyclability as evidenced by the unchanged gel fraction and mechanical properties after compression molded for several times. With tunable mechanical properties
the epoxy vitrimers may find extensive potential applications.
D. Montarnal , M. Capelot , F. Tournilhac , L. Leibler . Silica-like malleable materials from permanent organic networks . Science , 2011 . 334 ( 6058 ): 965 - 968 . DOI: 10.1126/science.1212648 http://doi.org/10.1126/science.1212648 .
J. P. Brutman , P. A. Delgado , M. A. Hillmyer . Polylactide vitrimers . ACS Macro Lett. , 2014 . 3 ( 7 ): 607 - 610 . DOI: 10.1021/mz500269w http://doi.org/10.1021/mz500269w .
T. Maeda , H. Otsuka , A. Takahara . Dynamic covalent polymers:reorganizable polymers with dynamic covalent bonds . Prog. Polym. Sci. , 2009 . 34 ( 7 ): 581 - 604 . DOI: 10.1016/j.progpolymsci.2009.03.001 http://doi.org/10.1016/j.progpolymsci.2009.03.001 .
R. J. Wojtecki , M. A. Meador , S. J. Rowan . Using the dynamic bond to access macroscopicallyresponsive structurally dynamic polymers . Nat. Mater. , 2011 . 10 ( 1 ): 14 - 27 . DOI: 10.1038/nmat2891 http://doi.org/10.1038/nmat2891 .
I. Azcune , I. Odriozola . Aromatic disulfide crosslinks in polymer systems:self-healing, reprocessability, recyclability and more . Eur. Polym. J. , 2016 . 84 147 - 160 . DOI: 10.1016/j.eurpolymj.2016.09.023 http://doi.org/10.1016/j.eurpolymj.2016.09.023 .
C. J. Kloxin , T. F. Scott , B. J. Adzima , C. N. Bowman . Covalent adaptable networks (CANs):aunique paradigm in cross-linked polymers . Macromolecules , 2010 . 43 ( 6 ): 2643 - 2653 . DOI: 10.1021/ma902596s http://doi.org/10.1021/ma902596s .
C. J. Kloxin , C. N. Bowman . Covalent adaptable networks:smart, reconfigurable and responsive network systems . Chem. Soc. Rev. , 2013 . 42 ( 17 ): 7161 - 7173 . DOI: 10.1039/C3CS60046G http://doi.org/10.1039/C3CS60046G .
B. J. Adzima , H. A. Aguirre , C. J. Kloxin , T. F. Scott , C. N. Bowman . Rheological and chemical analysis of reverse gelation in a covalently cross-linked Diels-Alder polymer network . Macromolecules , 2008 . 41 ( 23 ): 9112 - 9117 . DOI: 10.1021/ma801863d http://doi.org/10.1021/ma801863d .
X. Chen , M. A. Dam , K. Ono , A. Mal , H. Shen , S. R. Nutt , K. Sheran , F. Wudl . A thermally re-mendable cross-linked polymeric material . Science , 2002 . 295 ( 5560 ): 1698 - 1702 . DOI: 10.1126/science.1065879 http://doi.org/10.1126/science.1065879 .
J. Zhang , Y. Niu , C. Huang , L. Xiao , Z. Chen , K. Yang , Y. Wang . Self-healable and recyclable triple-shape PPDO-PTMEG co-network constructed through thermoreversible Diels-Alder reaction . Polym. Chem. , 2012 . 3 ( 6 ): 1390 - 1393 . DOI: 10.1039/c2py20028g http://doi.org/10.1039/c2py20028g .
M. A. Tasdelen . Diels-Alder "click" reactions:recent applications in polymer and material science . Polym. Chem. , 2011 . 2 ( 10 ): 2133 - 2145 . DOI: 10.1039/c1py00041a http://doi.org/10.1039/c1py00041a .
L. M. Johnson , E. Ledet , N. D. Huffman , S. L. Swarner , S. D. Shepherd , P. G. Durham , G. D. Rothrock . Controlled degradation of disulfide-based epoxy thermosets for extreme environments . Polymer , 2015 . 64 84 - 92 . DOI: 10.1016/j.polymer.2015.03.020 http://doi.org/10.1016/j.polymer.2015.03.020 .
A. Ruiz de Luzuriaga , R. Martin , N. Markaide , A. Rekondo , G. Cabanero , J. Rodriguez , I. Odriozola . Epoxy resin with exchangeable disulfide crosslinks to obtain reprocessable, repairable and recyclable fiber-reinforced thermoset composites . Mater. Horiz. , 2016 . 3 ( 3 ): 241 - 247 . DOI: 10.1039/C6MH00029K http://doi.org/10.1039/C6MH00029K .
A. Ruiz de Luzuriaga , J. M. Matxain , F. Ruiperez , R. Martin , J. M. Asua , G. Cabanero , I. Odriozola . Transient mechanochromism in epoxy vitrimer composites containing aromatic disulfide crosslinks . J. Mater. Chem. C , 2016 . 4 ( 26 ): 6220 - 6223 . DOI: 10.1039/C6TC02383E http://doi.org/10.1039/C6TC02383E .
C. H. Xu , L. M. Cao , B. F. Lin , X. Q. Liang , Y. K. Chen . Design of self-healing supramolecular rubbers by introducing ionic cross-links into natural rubber via a controlled vulcanization . ACS Appl. Mater. Interfaces , 2016 . 8 ( 27 ): 17728 - 17737 . DOI: 10.1021/acsami.6b05941 http://doi.org/10.1021/acsami.6b05941 .
M. Capelot , D. Montarnal , F. Tournilhac , L. Leibler . Metal-catalyzed transesterification for healing and assembling of thermosets . J. Am. Chem. Soc. , 2012 . 134 ( 18 ): 7664 - 7667 . DOI: 10.1021/ja302894k http://doi.org/10.1021/ja302894k .
D. J. Fortman , J. P. Brutman , C. J. Cramer , M. A. Hillmyer , W. R. Dichtel . Mechanically activated, catalyst-free polyhydroxyurethane vitrimers . J. Am. Chem. Soc. , 2015 . 137 ( 44 ): 14019 - 14022 . DOI: 10.1021/jacs.5b08084 http://doi.org/10.1021/jacs.5b08084 .
P. Taynton , K. Yu , R. K. Shoemaker , Y. Jin , H. J. Qi , W. Zhang . Heat-or water-driven malleability in a highly recyclable covalent network polymer . Adv. Mater. , 2014 . 26 ( 23 ): 3938 - 3942 . DOI: 10.1002/adma.201400317 http://doi.org/10.1002/adma.201400317 .
W. Denissen , J. M. Winne , F. E. Du Prez . Vitrimers:permanent organic networks with glass-like fluidity . Chem. Sci. , 2016 . 7 ( 1 ): 30 - 38 . DOI: 10.1039/C5SC02223A http://doi.org/10.1039/C5SC02223A .
H. Gu , C. Ma , J. Gu , J. Guo , X. Yan , J. Huang , Q. Zhang , Z. Guo . An overview of multifunctional epoxy nanocomposites . J. Mater. Chem. C , 2016 . 4 ( 25 ): 5890 - 5906 . DOI: 10.1039/C6TC01210H http://doi.org/10.1039/C6TC01210H .
R. Auvergne , S. Caillol , G. David , B. Boutevin , J. P. Pascault . Biobased thermosetting epoxy:present and future . Chem. Rev. , 2014 . 114 ( 2 ): 1082 - 1115 . DOI: 10.1021/cr3001274 http://doi.org/10.1021/cr3001274 .
J. Wan , J. Zhao , B. Gan , C. Li , J. Molina-Aldareguia , Y. Zhao , Y. T. Pan , D. Y. Wang . Ultrastiff biobased epoxy resin with high T g and low permittivity:from synthesis to properties . ACS Sustain. Chem. Eng. , 2016 . 4 ( 5 ): 2869 - 2880 . DOI: 10.1021/acssuschemeng.6b00479 http://doi.org/10.1021/acssuschemeng.6b00479 .
S. Yang , J. S. Chen , H. Körner , T. Breiner , C. K. Ober , M. D. Poliks . Reworkable epoxies:thermosets with thermally cleavable groups for controlled network breakdown . Chem. Mater. , 1998 . 10 ( 6 ): 1475 - 1482 . DOI: 10.1021/cm970667t http://doi.org/10.1021/cm970667t .
Z. Pei , Y. Yang , Q. Chen , E. M. Terentjev , Y. Wei , Y. Ji . Mouldable liquid-crystalline elastomer actuators with exchangeable covalent bonds . Nat. Mater. , 2014 . 13 ( 1 ): 36 - 41 . DOI: 10.1038/nmat3812 http://doi.org/10.1038/nmat3812 .
Y. Yang , Z. Pei , X. Zhang , L. Tao , Y. Wei , Y. Ji . Carbon nanotube-vitrimer composite for facile and efficient photo-welding of epoxy . Chem. Sci. , 2014 . 5 ( 9 ): 3486 - 3492 . DOI: 10.1039/C4SC00543K http://doi.org/10.1039/C4SC00543K .
E. Chabert , J. Vial , J. P. Cauchois , M. Mihaluta , F. Tournilhac . Multiple welding of long fiber epoxy vitrimer composites . Soft Matter , 2016 . 12 ( 21 ): 4838 - 4845 . DOI: 10.1039/C6SM00257A http://doi.org/10.1039/C6SM00257A .
A. Demongeot , S. J. Mougnier , S. Okada , C. Soulie-Ziakovic , F. Tournilhac . Coordination and catalysis of Zn 2+ in epoxy-based vitrimers . Polym. Chem. , 2016 . 7 ( 27 ): 4486 - 4493 . DOI: 10.1039/C6PY00752J http://doi.org/10.1039/C6PY00752J .
L. Imbernon , S. Norvez , L. Leibler . Stress relaxation and self-adhesion of rubbers with exchangeable links . Macromolecules , 2016 . 49 ( 6 ): 2172 - 2178 . DOI: 10.1021/acs.macromol.5b02751 http://doi.org/10.1021/acs.macromol.5b02751 .
A. Legrand , C. Soulie-Ziakovic . Silica-epoxy vitrimer nanocomposites . Macromolecules , 2016 . 49 ( 16 ): 5893 - 5902 . DOI: 10.1021/acs.macromol.6b00826 http://doi.org/10.1021/acs.macromol.6b00826 .
Z. Pei , Y. Yang , Q. Chen , Y. Wei , Y. Ji . Regional shape control of strategically assembled multishape memory vitrimers . Adv. Mater. , 2016 . 28 ( 1 ): 156 - 160 . DOI: 10.1002/adma.201503789 http://doi.org/10.1002/adma.201503789 .
Y. Yang , Z. Pei , Z. Li , Y. Wei , Y. Ji . Making and remaking dynamic 3D structures by shining light on flat liquid crystalline vitrimer films without a mold . J. Am. Chem. Soc. , 2016 . 138 ( 7 ): 2118 - 2121 . DOI: 10.1021/jacs.5b12531 http://doi.org/10.1021/jacs.5b12531 .
Z. Yang , Q. Wang , T. Wang . Dual-triggered and thermally reconfigurable shape memory graphene-vitrimer composites . ACS Appl. Mater. Interfaces , 2016 . 8 ( 33 ): 21691 - 21699 . DOI: 10.1021/acsami.6b07403 http://doi.org/10.1021/acsami.6b07403 .
F. I. Altuna , C. E. Hoppe , R. J. J. Williams . Shape memory epoxy vitrimers based on DGEBA crosslinked with dicarboxylic acids and their blends with citric acid . RSC Adv. , 2016 . 6 ( 91 ): 88647 - 88655 . DOI: 10.1039/C6RA18010H http://doi.org/10.1039/C6RA18010H .
J. B. Zeng , Y. D. Li , Q. Y. Zhu , K. K. Yang , X. L. Wang , Y. Z. Wang . A novel biodegradable multiblock poly(ester urethane) containing poly(L-lactic acid) and poly(butylene succinate) blocks . Polymer , 2009 . 50 ( 5 ): 1178 - 1186 . DOI: 10.1016/j.polymer.2009.01.001 http://doi.org/10.1016/j.polymer.2009.01.001 .
G. V. Vinogradov , A. I. Isayev , E. V. Katsyutsevich . Critical regimes of oscillatory deformation of polymeric systems above glass transition and melting temperatures . J. Appl. Polym. Sci. , 1978 . 22 ( 3 ): 727 - 749 . DOI: 10.1002/app.1978.070220313 http://doi.org/10.1002/app.1978.070220313 .
W. Denissen , G. Rivero , R. Nicolay , L. Leibler , J. M. Winne , F. E. Du Prez . Vinylogous urethane vitrimers . Adv. Funct. Mater. , 2015 . 25 ( 16 ): 2451 - 2457 . DOI: 10.1002/adfm.201404553 http://doi.org/10.1002/adfm.201404553 .
M. Capelot , M. M. Unterlass , F. Tournilhac , L. Leibler . Catalytic control of the vitrimer glass transition . ACS Macro Lett. , 2012 . 1 ( 7 ): 789 - 792 . DOI: 10.1021/mz300239f http://doi.org/10.1021/mz300239f .
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