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Cationic ring-opening polymerization of a five membered cyclic dithiocarbonate having a tertiary amine moiety
http://hdl.handle.net/10228/0002000250
http://hdl.handle.net/10228/0002000250210b3206-5ccf-42fa-be9a-ed0a63586dd1
| 名前 / ファイル | ライセンス | アクション |
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10.1039_d1py01230d.pdf (1.5 MB)
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| Item type | 学術雑誌論文 = Journal Article(1) | |||||||||||||
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| 公開日 | 2023-11-13 | |||||||||||||
| 資源タイプ | ||||||||||||||
| 資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||||||||||
| 資源タイプ | journal article | |||||||||||||
| タイトル | ||||||||||||||
| タイトル | Cationic ring-opening polymerization of a five membered cyclic dithiocarbonate having a tertiary amine moiety | |||||||||||||
| 言語 | en | |||||||||||||
| 言語 | ||||||||||||||
| 言語 | eng | |||||||||||||
| 著者 |
Krishnamurthy, Suvratha
× Krishnamurthy, Suvratha
× 吉田, 嘉晃
WEKO
28026
× 遠藤, 剛 |
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| 抄録 | ||||||||||||||
| 内容記述タイプ | Abstract | |||||||||||||
| 内容記述 | In this work, a facile route for the cationic ring-opening polymerization (CROP) of a cyclic dithiocarbonate derived from N,N-dibenzyl glycidylamine (DBGA) and carbon disulfide has been developed. The cyclic dithiocarbonate monomer, 5-((dibenzylamino)methyl)-1,3-oxathiolane-2-thione (1), can be obtained economically and easily in three steps from commercially available N,N-dibenzylamine. The cationic polymerization of 5-((dibenzylamino)methyl)-1,3-oxathiolane-2-thione (1) was achieved using methyl triflate or ethyl triflate as an initiator. The polymerization proceeded smoothly in chlorobenzene with high monomer conversion (>90%). The polymers exhibited a high molar mass with narrow dispersity. The structure of the polymers was confirmed by NMR and IR analyses. Investigation of the mechanism of this polymerization by NMR studies on the stoichiometric reaction of 1 with MeOTf indicates the higher reactivity of sulfur than that of nitrogen for the initiator (methyl cation, S > N). A strong possibility of formation of a transient aziridinium ion by neighboring group participation of the tertiary amine moiety is also seen. Finally evidence from DFT calculation also clarifies the presence of more negative charge on the sulfur atom of the thiocarbonyl group compared to nitrogen. | |||||||||||||
| 言語 | en | |||||||||||||
| 書誌情報 |
en : Polymer Chemistry 巻 13, 号 2, p. 267-274, 発行日 2021-12-14 |
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| 出版社 | ||||||||||||||
| 出版者 | Royal Society of Chemistry | |||||||||||||
| 言語 | en | |||||||||||||
| DOI | ||||||||||||||
| 関連タイプ | isVersionOf | |||||||||||||
| 識別子タイプ | DOI | |||||||||||||
| 関連識別子 | https://doi.org/10.1039/D1PY01230D | |||||||||||||
| ISSN | ||||||||||||||
| 収録物識別子タイプ | EISSN | |||||||||||||
| 収録物識別子 | 1759-9962 | |||||||||||||
| 著作権関連情報 | ||||||||||||||
| 権利情報 | Copyright (c) Royal Society of Chemistry 2021 | |||||||||||||
| 出版タイプ | ||||||||||||||
| 出版タイプ | AM | |||||||||||||
| 出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||||||||||
| 査読の有無 | ||||||||||||||
| 値 | yes | |||||||||||||
| 研究者情報 | ||||||||||||||
| URL | https://hyokadb02.jimu.kyutech.ac.jp/html/100001233_ja.html | |||||||||||||
