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ID 119102
Author
Kawatani, Ryo Shinshu University
Hagiwara, Keito Shinshu University
Tanaka, Anri Shinshu University
Kohsaka, Yasuhiro Shinshu University
Content Type
Journal Article
Description
We have previously reported the polycondensation by the tandem reactions of dithiols and α-(bromomethyl)acrylates, consisting of conjugate substitution (SN2′ reaction) and conjugate addition (Michael addition) reactions. The resulting polythioethers underwent a main-chain scission (MCS) by E1cB reaction, which is the reverse reaction of conjugate addition, although it was not quantitative due to the equilibrium. Herein, the modification of the structures of polythioethers led to irreversible MCS, whereby the β-positions of ester moieties were substituted with a phenyl group. This slight modification in the polymer structure influenced the monomer structures and polymerization mechanisms. The understanding of reaction mechanisms by model reactions was required to obtain high molecular weights of polythioethers. It was clarified that the consequent additions of 1,4-diazabicyclo[2.2.2]octane (DABCO), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), and PBu3 were effective to achieve high molecular weight. The resulting polythioethers decomposed by irreversible MCS via E1cB reaction with DBU.
Journal Title
RSC Advances
ISSN
20462069
Publisher
The Royal Society of Chemistry
Volume
13
Issue
30
Start Page
20782
End Page
20786
Published Date
2023-07-10
Rights
This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (https://creativecommons.org/licenses/by/3.0/).
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language
eng
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