Cationic Ring-Opening Co- and Terpolymerizations of Lactic Acid-Derived 1,3-Dioxolan-4-ones with Oxiranes and Vinyl Ethers: Nonhomopolymerizable Monomer for Degradable Co- and Terpolymers

Hyoi, Kano; Kanazawa, Arihiro; Aoshima, Sadahito

ACS Macro Letters, 2019, 8(2), 128-133

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Identifier to cite or link to this item: https://hdl.handle.net/11094/100922

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Title
Cationic Ring-Opening Co- and Terpolymerizations of Lactic Acid-Derived 1,3-Dioxolan-4-ones with Oxiranes and Vinyl Ethers: Nonhomopolymerizable Monomer for Degradable Co- and Terpolymers
Creator
CreatorName
Hyoi, Kano
NRID
1000050621322 1000050621322
ORCID
0000-0002-8245-6014 0000-0002-8245-6014
researchmap permalink
arihiro-kanazawa arihiro-kanazawa
Scopus Author ID
9044912600 9044912600
CreatorName
Kanazawa, Arihiro
NRID
1000050183728 1000050183728
CreatorName
Aoshima, Sadahito
Description
Hyoi K., Kanazawa A., Aoshima S.. Cationic Ring-Opening Co- and Terpolymerizations of Lactic Acid-Derived 1,3-Dioxolan-4-ones with Oxiranes and Vinyl Ethers: Nonhomopolymerizable Monomer for Degradable Co- and Terpolymers. ACS Macro Letters 8, 128 (2019); https://doi.org/10.1021/acsmacrolett.8b00868.
Abstract
Lactic acid-derived 1,3-dioxolan-4-ones (DOLOs), which do not undergo cationic homopolymerization, were demonstrated to yield copolymers with oxiranes through a cationic copolymerization via frequent crossover reactions. Acetal and ester moieties were generated in the main chain of the copolymers via crossover reactions from DOLO to oxirane and from oxirane to DOLO, respectively, which is in contrast to the unsuccessful generation of hemiacetal ester moieties in the homopropagation of DOLO. In addition, the terpolymerization of DOLO, oxirane, and vinyl ether (VE) proceeded via crossover reactions, while copolymers could not be generated from VE and DOLO in the absence of oxirane. The obtained co- and terpolymers could be degraded under acidic conditions due to the acetal moieties in the main chain. The strategy devised in this study shows a promising avenue for employing plant-derived "nonhomopolymerizable" compounds as building blocks for the synthesis of degradable co- and terpolymers with general-purpose monomers.
Publisher
American Chemical Society
Source Title
ACS Macro Letters
Volume (Issue)
8(2)
Page
128-133
Date of Issued
2019-02-19
Language
English
Handle URL
https://hdl.handle.net/11094/100922
eISSN
21611653
Relation.isIdenticalTo
DOI (Publisher Version)
https://doi.org/10.1021/acsmacrolett.8b00868
Access Rights
open access
CopyRight
This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Macro Letters, © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work seehttps://doi.org/10.1021/acsmacrolett.8b00868
oaire:version
Accepted Manuscript
Category
学術雑誌論文 Journal Article