Litcius/Paper detail

Synthesis of degradable and chemically recyclable polymers using 4,4-disubstituted five-membered cyclic ketene hemiacetal ester (CKHE) monomers

Xin Yi Oh, Yicen Ge, Atsushi Goto

2021Chemical Science24 citationsDOIOpen Access PDF

Abstract

, methacrylates, acrylates, styrene, acrylonitrile, vinyl pyrrolidinone, and acrylamide, and various functional methacrylates and acrylate. Such a wide scope of the accessible polymers is highly useful for material design. The obtained homopolymers and random copolymers of DMDL degraded in basic conditions (in the presence of a hydroxide or an amine) at relatively mild temperatures (room temperature to 65 °C). The degradation of the DMDL homopolymer generated 2-hydroxyisobutyric acid (HIBA). The generated HIBA was recovered and used as an ingredient to re-synthesize DMDL monomer, and this monomer was further used to re-synthesize the DMDL polymer, demonstrating the chemical recycling of the DMDL polymer. Such degradability and chemical recyclability of the DMDL polymer may contribute to the circular materials economy.

Topics & Concepts

MonomerPolymer chemistryCopolymerAcrylonitrilePolymerMethacrylateChemistryMethyl methacrylateKeteneAcrylateMethyleneGlass transitionMethyl acrylateOrganic chemistrybiodegradable polymer synthesis and propertiesAdvanced Polymer Synthesis and CharacterizationSynthetic Organic Chemistry Methods