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

doi:https://doi.org/10.1021/acs.macromol.3c00938

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

アクセス数:259件（2025-09-07 17:48 集計）

固定URL: https://hdl.handle.net/11094/100937

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タイトル	Cationic Ring-Opening Copolymerization of Cyclic Acetals and 1,3-Dioxolan-4-ones via the Activated Monomer Mechanism and Transacetalization Reaction
著者	著者名 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 著者名 Kanazawa, Arihiro
	NRID 1000050183728 1000050183728 著者名 Aoshima, Sadahito
内容	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.
抄録	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.
出版者	American Chemical Society
収録物名	Macromolecules
巻(号)	56(14)
ページ	5524-5533
刊行年月	2023-07-25
言語	英語
ハンドルURL	https://hdl.handle.net/11094/100937
PISSN	00249297
eISSN	15205835
関連情報 (isIdenticalTo)	DOI (出版社版) https://doi.org/10.1021/acs.macromol.3c00938
アクセス権	open access
権利情報	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
出版タイプ	Accepted Manuscript
カテゴリ	学術雑誌論文 Journal Article

資源タイプ	学術雑誌論文
ローカル資源タイプ	学術雑誌論文
DCTERMS.bibliographicCitation	Macromolecules. 2023, 56(14), p. 5524-5533
DC.title	Cationic Ring-Opening Copolymerization of Cyclic Acetals and 1,3-Dioxolan-4-ones via the Activated Monomer Mechanism and Transacetalization Reaction
DC.creator	Takebayashi, Kana
	Kanazawa, Arihiro
	Aoshima, Sadahito
DC.publisher	American Chemical Society
DC.language' scheme='DCTERMS.RFC1766	英語
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2023-07-25
DC.identifier	https://doi.org/10.1021/acs.macromol.3c00938
DC.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.
DCTERMS.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.
DC.rights	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
DC.format	100937
citation_title	Cationic Ring-Opening Copolymerization of Cyclic Acetals and 1,3-Dioxolan-4-ones via the Activated Monomer Mechanism and Transacetalization Reaction
citation_author	Takebayashi, Kana
	Kanazawa, Arihiro
	Aoshima, Sadahito
citation_publisher	American Chemical Society
citation_language	英語
citation_date	2023-07-25
citation_journal_title	Macromolecules
citation_volume	56
citation_issue	14
citation_firstpage	5524
citation_lastpage	5533
citation_doi	https://doi.org/10.1021/acs.macromol.3c00938
citation_public_url	https://hdl.handle.net/11094/100937

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

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