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Ring-Opening Polymerization of a Seven-Membered Lactone toward a Biocompatible, Degradable, and Recyclable Semi-aromatic Polyester

Mao-Qin Li, Zixuan Luo, Xiaoyan Yu, Guoqiang Tian, Gang Wu, Si‐Chong Chen, Yu‐Zhong Wang

2023Macromolecules58 citationsDOI

Abstract

The widespread use of polymer materials and their improper disposal have resulted in significant environmental pollution and wastage of resources. Therefore, the design of chemically recyclable, environmentally compatible, and applicable polymers represents a new approach for a green and circular polymer economy, and it has become a major focus worldwide. Herein, we efficiently synthesized a seven-membered ether lactone, 3,4-dihydro-2 H -benzo[ b ][1,4]dioxepin-2-one (BDXO), through a one-step reaction and successfully realized its controlled ring-opening polymerization (ROP). The ROP of BDXO in bulk and solvent conditions catalyzed by Sn(Oct) 2 was investigated systematically, and the thermodynamic parameters obtained were Δ S P 0 = −30.90 J·mol –1 ·K –1 and Δ H P 0 = −14.52 kJ·mol –1 . The PBDXO polymer exhibits excellent thermal properties, applicable mechanical properties, excellent biocompatibility, and complete hydrolytic degradability. Notably, not only was the direct chemical recycling of PBDXO to BDXO monomer realized with high efficiency through bulk thermal depolymerization with a yield greater than 92% and a purity of up to 96% but also the regenerated PBDXO with almost the same structure and properties as the initial PBDXO was obtained through repolymerization of the recycled BDXO, establishing a polymer–monomer–polymer closed-loop life cycle.

Topics & Concepts

PolymerMonomerPolymerizationPolyesterDepolymerizationMaterials scienceChemical engineeringPolymer chemistryBiocompatibilityHydrolysisEnvironmental pollutionSolventCondensation polymerChemistryOrganic chemistryComposite materialEngineeringEnvironmental protectionEnvironmental sciencebiodegradable polymer synthesis and propertiesAdvanced Polymer Synthesis and CharacterizationMicroplastics and Plastic Pollution
Ring-Opening Polymerization of a Seven-Membered Lactone toward a Biocompatible, Degradable, and Recyclable Semi-aromatic Polyester | Litcius