In this work, a novel bonded primary-secondary antioxidant named as MBC was synthesized successfully via thiol-ene addition reaction of primary antioxidant N-(4-anilino phenyl) maleic imide (MC) with secondary antioxidant 2-mercaptobenzimidazole (MB). Then, the antioxidation behavior of MBC in styrene-butadiene rubber (SBR) matrix was systematically investigated using experiments and molecular simulation. The results showed that MBC diminishes the negative impact of MC on the cross-linking density of SBR composite. MBC presented better dispersion and lower migration than MC in the SBR matrix. Furthermore, MBC containing aromatic amino and thioether groups not only capture peroxy radical but also decompose hydroperoxide. Hence, compared with MB/SBR or MB/MC/SBR composite, MBC/SBR composite exhibited outstanding mechanical properties and good thermo-oxidative stabilization during the aging process, indicating that MBC could be a promising antioxidant for the preparation of high-performance SBR composite. Moreover, molecular simulation can provide deeper insights for designing the molecule structure of effective antioxidants.

在这项工作中，通过一级抗氧化剂N-（4-苯胺基苯基）马来酰亚胺（MC）与二级抗氧化剂2-巯基苯并咪唑（MB）的硫醇-烯加成反应成功合成了一种新型的键合初级-二级抗氧化剂MBC。然后，使用实验和分子模拟系统地研究了MBC在丁苯橡胶（SBR）基质中的抗氧化行为。结果表明，MBC减少了MC对SBR复合材料交联密度的负面影响。与SBR基质中的MC相比，MBC具有更好的分散性和更低的迁移性。此外，含有芳族氨基和硫醚基的MBC不仅捕获过氧自由基，而且分解氢过氧化物。因此，与MB / SBR或MB / MC / SBR复合材料相比，MBC / SBR复合材料在老化过程中表现出出色的机械性能和良好的热氧化稳定性，表明MBC可能是制备高性能SBR复合材料的有希望的抗氧化剂。此外，分子模拟可以为设计有效抗氧化剂的分子结构提供更深刻的见解。