Abstract

A library of α,ω-dienes has been prepared via Williamson ether synthesis from aromatic diols, which can be extracted from lignin as biosource or exhibit related structural motifs. These dienes were subsequently subjected to acyclic diene metathesis polymerisation (ADMET). The molecular characterisation of monomers and polymers was performed using NMR spectroscopy, GC–MS, and SEC. The influence of the monomer structure on the thermal properties of the phenolic polyether polymers was investigated by DSC. Glass transition temperatures (Tg) in the range of −44 to 18°C were detected depending on the monomer structure while TGA analysis showed degradation temperatures between 160°C and 300°C. Tg-values could be further increased up to a value of 110°C by fast and versatile post-modification with 1,2,4-triazolinedione (TAD) click chemistry. In addition, the characteristic double bonds of the ADMET-derived polymer chains allowed for crosslinking by this TAD chemistry.

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