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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
http://hdl.handle.net/2237/000305407f68dbfe-1c10-4c79-b2c4-63e75e9366cc
名前 / ファイル | ライセンス | アクション |
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POLYMER_CHEMISTRY10_10_2019_1192-1201 (2.3 MB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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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 | |||||
言語 | en | |||||
著者 |
Takeshima, Hisaaki
× Takeshima, Hisaaki× Satoh, Kotaro× Kamigaito, Masami |
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アクセス権 | ||||||
アクセス権 | open access | |||||
アクセス権URI | http://purl.org/coar/access_right/c_abf2 | |||||
抄録 | ||||||
内容記述タイプ | Abstract | |||||
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. | |||||
言語 | en | |||||
内容記述 | ||||||
内容記述タイプ | Other | |||||
内容記述 | ファイル公開:2020-03-14 | |||||
言語 | ja | |||||
出版者 | ||||||
出版者 | Royal Society of Chemistry | |||||
言語 | en | |||||
言語 | ||||||
言語 | eng | |||||
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 | |||||
出版タイプ | ||||||
出版タイプ | AM | |||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
DOI | ||||||
関連タイプ | isVersionOf | |||||
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 | PISSN | |||||
収録物識別子 | 1759-9954 | |||||
書誌情報 |
en : Polymer Chemistry 巻 10, 号 10, p. 1192-1201, 発行日 2019-03-14 |
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著者版フラグ | ||||||
値 | author |