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Thiol‐Aldehyde Polycondensation for Bio‐based Adaptable and Degradable Phenolic Polymers

Jin Yu, Chengcheng Hu, Jie Wang, Yongliang Ding, Junjie Shi, Zhongkai Wang, Shichao Xu, Liang Yuan

2023Angewandte Chemie International Edition33 citationsDOI

Abstract

Abstract Designing sustainable materials with tunable mechanical properties, intrinsic degradability, and recyclability from renewable biomass through a mild process has become vital in polymer science. Traditional phenolic resins are generally considered to be not degradable or recyclable. Here we report the design and synthesis of linear and network structured phenolic polymers using facile polycondensation between natural aldehyde‐bearing phenolic compounds and polymercaptans. Linear phenolic products are amorphous with T g between −9 °C and 12 °C. Cross‐linked networks from vanillin and its di‐aldehyde derivative exhibited excellent mechanical strength between 6–64 MPa. The connecting dithioacetals are associatively adaptable strong bonds and susceptible to degradation in oxidative conditions to regenerate vanillin. These results highlight the potential of biobased sustainable phenolic polymers with recyclability and selective degradation, as a complement to the traditional phenol‐formaldehyde resins.

Topics & Concepts

VanillinAldehydeCondensation polymerPhenolPolymerOrganic chemistryLigninPhenolsChemistryDegradation (telecommunications)FormaldehydeMaterials sciencePolymer chemistryCatalysisComputer scienceTelecommunicationsCarbon dioxide utilization in catalysisbiodegradable polymer synthesis and propertiesPolymer composites and self-healing
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