Desilylation-Triggered Degradable Silylacetal Polymers Synthesized via Controlled Cationic Copolymerization of Trimethylsilyl Vinyl Ether and Cyclic Acetals

Kato, Ryusei; Kanazawa, Arihiro; Aoshima, Sadahito

ACS Macro Letters, 2019, 8(11), 1498-1503

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Identifier to cite or link to this item: https://hdl.handle.net/11094/100923

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Title
Desilylation-Triggered Degradable Silylacetal Polymers Synthesized via Controlled Cationic Copolymerization of Trimethylsilyl Vinyl Ether and Cyclic Acetals
Creator
CreatorName
Kato, Ryusei
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
Kato R., Kanazawa A., Aoshima S.. Desilylation-Triggered Degradable Silylacetal Polymers Synthesized via Controlled Cationic Copolymerization of Trimethylsilyl Vinyl Ether and Cyclic Acetals. ACS Macro Letters 8, 1498 (2019); https://doi.org/10.1021/acsmacrolett.9b00745.
Abstract
Silylacetal was demonstrated to function as a promising cleavable moiety for preparing polymers degradable via desilylation under diverse, mild conditions. The silylacetal moieties were installed in the main chain of the polymers via the controlled cationic copolymerization of trimethylsilyl vinyl ether (TMSVE) and a cyclic acetal under appropriately designed conditions. Importantly, desilylation reactions of the silylacetal units occurred under weak acid, base, or fluoride ion conditions, which triggered the degradation of the polymer via the spontaneous cleavage of the unstable hemiacetal moieties generated by the desilylation. Moreover, silylacetal moieties were successfully incorporated at the desired positions in the main chain via the addition of a small portion of TMSVE during the controlled cationic copolymerization of a vinyl ether and cyclic acetal. The strategy devised in this study will allow the design of elaborate polymers that undergo degradation triggered by various stimuli.
Publisher
American Chemical Society
Source Title
ACS Macro Letters
Volume (Issue)
8(11)
Page
1498-1503
Date of Issued
2019-11-19
Language
English
Handle URL
https://hdl.handle.net/11094/100923
eISSN
21611653
Relation.isIdenticalTo
DOI (Publisher Version)
https://doi.org/10.1021/acsmacrolett.9b00745
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.9b00745
oaire:version
Accepted Manuscript
Category
学術雑誌論文 Journal Article