Dual-Responsive Self-Healable Carboxylated Acrylonitrile Butadiene Rubber Based on Dynamic Diels-Alder "Click Chemistry" and Disulfide Metathesis Reaction

被引:48
作者
Sarkar, Shrabana [1 ]
Banerjee, Sovan Lal [1 ]
Singha, Nikhil K. [1 ,2 ]
机构
[1] Indian Inst Technol, Rubber Technol Ctr, Kharagpur 721302, W Bengal, India
[2] Indian Inst Technol, Sch Nanosci & Technol, Kharagpur 721302, W Bengal, India
关键词
carboxylated nitrile rubber (XNBR); Diels-Alder reaction; disulfide metathesis; recycling; self-healing;
D O I
10.1002/mame.202000626
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
Introduction of the self-healing property in the commercially available elastomers promotes the development of high-end elastomeric products with an extended lifespan. Herein, a smart functionalized carboxylated nitrile rubber (XNBR) is prepared based on dynamic phototriggered disulfide metathesis and thermoreversible Diels-Alder (DA) "click chemistry." In this case, the XNBR is functionalized with furfuryl amine (FA) followed by crosslinking with a dual functional crosslinker having a maleimide as well as a disulfide functionality for participating in the DA reaction and to induce the UV-triggered disulfide metathesis reaction, respectively. The self-healing properties are studied by thermal, mechanical, and microscopy analyses. The crosslinked materials present an impressive self-healing efficiency of approximate to 88% and a tensile strength of approximate to 10 MPa without affecting its oil-resistance property whereas pristine XNBR and furfuryl-functionalized XNBR (FXNBR) show tensile strengths only 0.4 and 0.6 MPa, respectively. Furthermore, the crosslinked rubber is demonstrated to be recyclable, without much loss of its mechanical properties. In a nutshell, the use of this smart dual pathway of self-healing can pave a new direction in sustainable development in NBR elastomers.
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页数:13
相关论文
共 59 条
[1]   An Eco-Friendly Scheme for the Cross-Linked Polybutadiene Elastomer via Thiol-Ene and Diels-Alder Click Chemistry [J].
Bai, Jing ;
Li, Hui ;
Shi, Zixing ;
Yin, Jie .
MACROMOLECULES, 2015, 48 (11) :3539-3546
[2]   A muscle mimetic polyelectrolyte-nanoclay organic-inorganic hybrid hydrogel: its self-healing, shape-memory and actuation properties [J].
Banerjee, Sovan Lal ;
Swift, Thomas ;
Hoskins, Richard ;
Rimmer, Stephen ;
Singha, Nikhil K. .
JOURNAL OF MATERIALS CHEMISTRY B, 2019, 7 (09) :1475-1493
[3]   Self-Healable Antifouling Zwitterionic Hydrogel Based on Synergistic Phototriggered Dynamic Disulfide Metathesis Reaction and Ionic Interaction [J].
Banerjee, Sovan Lal ;
Bhattacharya, Koushik ;
Samanta, Sarthik ;
Singha, Nikhil K. .
ACS APPLIED MATERIALS & INTERFACES, 2018, 10 (32) :27391-27406
[4]   A new class of dual responsive self-healable hydrogels based on a core crosslinked ionic block copolymer micelle prepared via RAFT polymerization and Diels-Alder "click" chemistry [J].
Banerjee, Sovan Lal ;
Singha, Nikhil K. .
SOFT MATTER, 2017, 13 (47) :9024-9035
[5]   Evidence for an in Situ Developed Polymer Phase in Ionic Elastomers [J].
Basu, Debdipta ;
Das, Amit ;
Stoeckelhuber, Klaus Werner ;
Jehnichen, Dieter ;
Formanek, Petr ;
Sarlin, Essi ;
Vuorinen, Jyrki ;
Heinrich, Gert .
MACROMOLECULES, 2014, 47 (10) :3436-3450
[6]   Self-Healable and Ultrahydrophobic Polyurethane-POSS Hybrids by Diels-Alder "Click" Reaction: A New Class of Coating Material [J].
Behera, Prasanta Kumar ;
Mondal, Prantik ;
Singha, Nikhil K. .
MACROMOLECULES, 2018, 51 (13) :4770-4781
[7]  
Birkley A.W., 1989, BR POLYM J, V21, P361
[8]  
Brydson J.A., 1988, RUBBERY MAT THEIR CO
[9]   A self-repairing, supramolecular polymer system: healability as a consequence of donor-acceptor π-π stacking interactions [J].
Burattini, Stefano ;
Colquhoun, Howard M. ;
Fox, Justin D. ;
Friedmann, Donia ;
Greenland, Barnaby W. ;
Harris, Peter J. F. ;
Hayes, Wayne ;
Mackay, Michael E. ;
Rowan, Stuart J. .
CHEMICAL COMMUNICATIONS, 2009, (44) :6717-6719
[10]   Super thermoplastic vulcanizates based on carboxylated acrylonitrile butadiene rubber (XNBR) and polyamide (PA12) [J].
Chatterjee, T. ;
Basu, D. ;
Das, A. ;
Wiessner, S. ;
Naskar, K. ;
Heinrich, G. .
EUROPEAN POLYMER JOURNAL, 2016, 78 :235-252