Dual‐Responsive Self‐Healable Carboxylated Acrylonitrile Butadiene Rubber Based on Dynamic Diels–Alder “Click Chemistry” and Disulfide Metathesis Reaction,Macromolecular Materials and Engineering

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Dual‐Responsive Self‐Healable Carboxylated Acrylonitrile Butadiene Rubber Based on Dynamic Diels–Alder “Click Chemistry” and Disulfide Metathesis Reaction
Macromolecular Materials and Engineering ( IF 4.2 ) Pub Date : 2021-01-15 , DOI: 10.1002/mame.202000626
Shrabana Sarkar ₁ , Sovan Lal Banerjee ₁ , Nikhil K. Singha _{1,

2}

Affiliation

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 ≈88% and a tensile strength of ≈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.

中文翻译：

基于动态Diels-Alder“点击化学”和二硫键易位反应的双响应自修复羧基化丙烯腈丁二烯橡胶

在市场上可买到的弹性体中引入自我修复性能，可促进使用寿命延长的高端弹性体产品的开发。本文中，基于动态光引发的二硫键复分解和热可逆Diels-Alder（DA）“点击化学”，制备了智能功能化羧化丁腈橡胶（XNBR）。在这种情况下，将XNBR用糠胺（FA）进行功能化，然后与具有马来酰亚胺和二硫键官能团的双功能交联剂交联，以分别参与DA反应并诱导UV触发的二硫键易位反应。通过热，机械和显微镜分析研究自我修复性能。交联的材料在不影响其耐油性的情况下，具有约88％的令人印象深刻的自我修复效率和约10 MPa的拉伸强度，而原始的XNBR和糠基官能化的XNBR（FXNBR）的拉伸强度分别仅为0.4 MPa和0.6 MPa 。此外，该交联橡胶被证明是可回收的，而没有太大的机械性能损失。简而言之，这种智能的自我修复双重途径的使用可以为NBR弹性体的可持续发展铺平新的方向。

更新日期：2021-03-18

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