Cationic Ring-Opening Copolymerization of Cyclic Acetals and 1,3-Dioxolan-4-ones via the Activated Monomer Mechanism and Transacetalization Reaction

Takebayashi, Kana; Kanazawa, Arihiro; Aoshima, Sadahito

Macromolecules, 2023, 56(14), 5524-5533

Number of Access:259（2025-09-08 19:02 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/100937

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Title
Cationic Ring-Opening Copolymerization of Cyclic Acetals and 1,3-Dioxolan-4-ones via the Activated Monomer Mechanism and Transacetalization Reaction
Creator
CreatorName
Takebayashi, Kana
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
Takebayashi K., Kanazawa A., Aoshima S.. Cationic Ring-Opening Copolymerization of Cyclic Acetals and 1,3-Dioxolan-4-ones via the Activated Monomer Mechanism and Transacetalization Reaction. Macromolecules 56, 5524 (2023); https://doi.org/10.1021/acs.macromol.3c00938.
Abstract
Cationic ring-opening copolymerization of cyclic acetals and 1,3-dioxolan-4-ones (DOLOs) was examined with a particular focus on elucidating the polymerization mechanisms. Cationic copolymerization of 1,3-dioxepane and 5-methyl-1,3-dioxolan-4-one successfully proceeded with CF3SO3H as a protonic acid catalyst, yielding copolymers. The main portion of these copolymers exhibited number-average molecular weight values greater than 104 (except for oligomer peaks). Detailed structural analyses of the copolymers were performed by NMR spectrometry and electrospray ionization mass spectrometry. The result suggested that copolymerization occurs via an activated monomer mechanism involving the reaction of a hydroxy group and a proton-attached DOLO. In addition, acid-catalyzed transacetalization reactions with hemiformal chain ends and formal moieties most likely occurred during copolymerization, resulting in consecutive formal structures in the main chain.
Publisher
American Chemical Society
Source Title
Macromolecules
Volume (Issue)
56(14)
Page
5524-5533
Date of Issued
2023-07-25
Language
English
Handle URL
https://hdl.handle.net/11094/100937
PISSN
00249297
eISSN
15205835
Relation.isIdenticalTo
DOI (Publisher Version)
https://doi.org/10.1021/acs.macromol.3c00938
Access Rights
open access
CopyRight
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Macromolecules, © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.macromol.3c00938
oaire:version
Accepted Manuscript
Category
学術雑誌論文 Journal Article