Affiliation:
1. Polymer Science and Engineering Division, Council of Scientific and Industrial Research–National Chemical Laboratory, Pune, India
Abstract
As fossil fuel reserves deplete and greenhouse gases increase, the scientific community is challenged to provide sustainable solutions. Sugar-based isohexides can be modified to prepare a library of isohexide-diene monomers for polymerization. Such isohexide-diene monomers can be subjected to acyclic diene metathesis (ADMET) polymerization to obtain green materials. This paper reports a single-step synthetic protocol to access a small family of isohexide-di(ether-ene)s and the corresponding polymers. The isohexide di(ether-ene)s could be isolated in good to excellent yields under optimized conditions. The resultant isohexide-di(ether-ene)s are potential versatile building blocks for pharmaceuticals and materials science. The synthetic utility of isohexide-di(ether-ene)s was demonstrated by subjecting them to ADMET polymerization using Grubbs first- and second-generation catalysts. The resultant viscous material was evaluated using proton nuclear magnetic resonance and matrix-assisted laser desorption/ionization time of flight mass spectroscopy, which suggest the formation of anticipated ADMET polymers. End-group analysis of the polymers revealed molecular weights of 800–13 800 g/mol. Slight improvement in the molecular weight was observed when benzoquinone was added or when the catalyst was added in two stages. Thus, the analysis of the poly(ether-ene)s suggests that low-molecular-weight polymers were formed under the optimized experimental conditions, and the molecular weight could not be improved beyond a point.
Subject
Materials Chemistry,Polymers and Plastics,Pollution
Cited by
4 articles.
订阅此论文施引文献
订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献