An Eco-Friendly Scheme for the Cross-Linked Polybutadiene Elastomer via Thiol-Ene and Diels-Alder Click Chemistry

被引:155
作者
Bai, Jing
Li, Hui
Shi, Zixing [1 ]
Yin, Jie
机构
[1] Shanghai Jiao Tong Univ, Sch Chem Chem Engn, State Key Lab Met Matrix Composite Mat, Shanghai 200240, Peoples R China
关键词
WASTE RUBBER; POLYMERS;
D O I
10.1021/acs.macromol.5b00389
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
We reported a novel method of producing the cross-linked polybutadiene elastomer which could be thermally recycled like the plastic materials without the sacrifice of functional utility. The commercial polybutadiene was first attached with furan via thiolene reaction, and the cross-linked network was then built via DielsAlder click reaction between the bismaleimide and attached furan groups from polybutadiene. The obtained polymer had good solvent resistance from ambient temperature to 100 degrees C. The mechanical properties of modified polybutadiene could be tailored by the amount of attached furan and the ratio of furan to bismaleimide. Furthermore, the dynamic cross-linked polybutadiene had good thermally remolded and self-healing behaviors. By this method, the dynamic cross-linked polybutadiene could be recycled to use in a sustainable way. Concerning all the raw materials were available in large quantities without tedious and multistep synthetic routes, this work demonstrated the high performance recycling solution to the commercial cross-linked polybutadiene, which might be applied in industry in relatively short time.
引用
收藏
页码:3539 / 3546
页数:8
相关论文
共 25 条
[1]   Reclamation and recycling of waste rubber [J].
Adhikari, B ;
De, D ;
Maiti, S .
PROGRESS IN POLYMER SCIENCE, 2000, 25 (07) :909-948
[2]   Mendable polymers [J].
Bergman, Sheba D. ;
Wudl, Fred .
JOURNAL OF MATERIALS CHEMISTRY, 2008, 18 (01) :41-62
[3]   A thermally re-mendable cross-linked polymeric material [J].
Chen, XX ;
Dam, MA ;
Ono, K ;
Mal, A ;
Shen, HB ;
Nutt, SR ;
Sheran, K ;
Wudl, F .
SCIENCE, 2002, 295 (5560) :1698-1702
[4]   Facile, efficient routes to diverse protected thiols and to their deprotection and addition to create functional polymers by thiol-ene coupling [J].
David, R. L. Ameri ;
Kornfield, Julia A. .
MACROMOLECULES, 2008, 41 (04) :1151-1161
[5]   The status of recycling of waste rubber [J].
Fang, Y ;
Zhan, MS ;
Wang, Y .
MATERIALS & DESIGN, 2001, 22 (02) :123-127
[6]   Materials from renewable resources based on furan monomers and furan chemistry: work in progress [J].
Gandini, Alessandro ;
Coelho, Dora ;
Gomes, Monica ;
Reis, Bruno ;
Silvestre, Armando .
JOURNAL OF MATERIALS CHEMISTRY, 2009, 19 (45) :8656-8664
[7]   Self-Healing Polyurethanes with Shape Recovery [J].
Heo, Yunseon ;
Sodano, Henry A. .
ADVANCED FUNCTIONAL MATERIALS, 2014, 24 (33) :5261-5268
[8]   Thiol-click chemistry: a multifaceted toolbox for small molecule and polymer synthesis [J].
Hoyle, Charles E. ;
Lowe, Andrew B. ;
Bowman, Christopher N. .
CHEMICAL SOCIETY REVIEWS, 2010, 39 (04) :1355-1387
[9]   Thiol-Ene Click Chemistry [J].
Hoyle, Charles E. ;
Bowman, Christopher N. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (09) :1540-1573
[10]   Self-healing polymers based on thermally reversible Diels-Alder chemistry [J].
Liu, Ying-Ling ;
Chuo, Tsai-Wei .
POLYMER CHEMISTRY, 2013, 4 (07) :2194-2205