Polyaddition of Discrete Oligo(butylene succinate)s with Divinyl Ethers for Periodic and Selectively Cleavable Main-Chain Acetal Linkages

IF 5.1 1区化学 Q1 POLYMER SCIENCE

Macromolecules Pub Date : 2025-02-16 DOI:10.1021/acs.macromol.4c03178

Ravi Teja Ananthu, Yingjun An, Yusaku Tajima, Hironori Taguchi, Takako Kikuchi, Tomohiro Kubo, Hiroyasu Masunaga, Sono Sasaki, Atsushi Takahara, Kotaro Satoh

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Abstract

Poly(butylene succinate) (PBS) is a promising biodegradable and sustainable thermoplastic, but its poor degradability in marine environments is a cause for concern. In this study, we aimed to mitigate this issue by developing novel PBS derivatives with labile acetal linkages periodically distributed along the polymer backbone. An efficient protection–deprotection synthesis yielded monodisperse dihydroxy oligo(butylene succinate)s (OBS) with precisely controlled molecular weights, which were consequently employed as the telechelic macromonomers to be polymerized with divinyl ethers in a step-growth fashion. The obtained poly(OBS-acetal)s had high-molecular-weight (M_n > 100,000 Da) and showed PBS-like semicrystalline properties due to the presence of well-defined crystallizable OBS segments joined together by labile spacers. Selective cleavage of the backbone acetal linkages under acidic conditions enabled rapid depolymerization into simpler oligomers with better degradability. Therefore, this general strategy could be utilized to improve the degradability of the polymers while retaining their physical properties.

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来源期刊

Macromolecules 工程技术-高分子科学

CiteScore

9.30

自引率

16.40%

发文量

942

审稿时长

2 months

期刊介绍： Macromolecules publishes original, fundamental, and impactful research on all aspects of polymer science. Topics of interest include synthesis (e.g., controlled polymerizations, polymerization catalysis, post polymerization modification, new monomer structures and polymer architectures, and polymerization mechanisms/kinetics analysis); phase behavior, thermodynamics, dynamic, and ordering/disordering phenomena (e.g., self-assembly, gelation, crystallization, solution/melt/solid-state characteristics); structure and properties (e.g., mechanical and rheological properties, surface/interfacial characteristics, electronic and transport properties); new state of the art characterization (e.g., spectroscopy, scattering, microscopy, rheology), simulation (e.g., Monte Carlo, molecular dynamics, multi-scale/coarse-grained modeling), and theoretical methods. Renewable/sustainable polymers, polymer networks, responsive polymers, electro-, magneto- and opto-active macromolecules, inorganic polymers, charge-transporting polymers (ion-containing, semiconducting, and conducting), nanostructured polymers, and polymer composites are also of interest. Typical papers published in Macromolecules showcase important and innovative concepts, experimental methods/observations, and theoretical/computational approaches that demonstrate a fundamental advance in the understanding of polymers.