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  1. B200 工学部/工学研究科
  2. B200a 雑誌掲載論文
  3. 学術雑誌

R–Cl/SnCl4/n-Bu4NCl-induced direct living cationic polymerization of naturally-derived unprotected 4-vinylphenol, 4-vinylguaiacol, and 4-vinylcatechol in CH3CN

http://hdl.handle.net/2237/00030540
7f68dbfe-1c10-4c79-b2c4-63e75e9366cc
名前 / ファイル ライセンス アクション
POLYMER_CHEMISTRY10_10_2019_1192-1201.pdf POLYMER_CHEMISTRY10_10_2019_1192-1201 (2.3 MB)
Item type 学術雑誌論文 / Journal Article(1)
公開日 2019-07-11
タイトル
タイトル R–Cl/SnCl4/n-Bu4NCl-induced direct living cationic polymerization of naturally-derived unprotected 4-vinylphenol, 4-vinylguaiacol, and 4-vinylcatechol in CH3CN
著者 Takeshima, Hisaaki

× Takeshima, Hisaaki

WEKO 92570

Takeshima, Hisaaki

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Satoh, Kotaro

× Satoh, Kotaro

WEKO 92571

Satoh, Kotaro

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Kamigaito, Masami

× Kamigaito, Masami

WEKO 92572

Kamigaito, Masami

Search repository
抄録
内容記述 A combination of an alkyl chloride (R–Cl) as an initiator and MtCln as an activator, which is a common initiating system for living cationic polymerizations, was used for the direct cationic polymerization of unprotected 4-vinylphenol or p-hydroxystyrene (pHOS), which were derived from naturally-occurring p-coumaric acid via decarboxylation, in the absence and presence of additives such as n-Bu4NCl. The initiating system consisting of an HCl-adduct of p-methoxystyrene (pMOS–HCl), SnCl4, and n-Bu4NCl induced the direct living cationic polymerization of pHOS in CH3CN at −40 °C without using any protective groups on the phenolic groups and resulted in well-defined poly(pHOS) with controlled molecular weights and narrow molecular weight distributions (MWDs) (Mw/Mn = 1.1–1.2). The pMOS–HCl/SnCl4/n-Bu4NCl initiating system was also effective for living cationic polymerization of pMOS in CH3CN even in the presence of phenol, where side reactions such as proton initiation and chain-transfer reactions caused by phenol were almost completely suppressed. 1H and 119Sn NMR analyses of the mixtures revealed that CH3CN strongly interacted with both the phenol and SnCl4 and thereby prevented the direct interaction between the phenol and SnCl4, suppressing these side reactions. Similar direct living cationic polymerizations of 4-vinylguaiacol and 4-vinylcatechol, which were obtained via decarboxylation of naturally-occurring ferulic and caffeic acids, respectively, resulted in well-defined polymers (Mw/Mn = 1.1–1.2) in CH3CN without protecting the phenol and catechol groups.
内容記述タイプ Abstract
内容記述
内容記述 ファイル公開:2020-03-14
内容記述タイプ Other
出版者
出版者 Royal Society of Chemistry
言語
言語 eng
資源タイプ
資源タイプresource http://purl.org/coar/resource_type/c_6501
タイプ journal article
DOI
関連識別子
識別子タイプ DOI
関連識別子 https://doi.org/10.1039/C8PY01831F
ISSN(print)
収録物識別子タイプ ISSN
収録物識別子 1759-9954
書誌情報 Polymer Chemistry

巻 10, 号 10, p. 1192-1201, 発行日 2019-03-14
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