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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

Terpenoid-derived conjugated dienes with exo-methylene and a 6-membered ring: high cationic reactivity, regioselective living cationic polymerization, and random and block copolymerization with vinyl ethers

http://hdl.handle.net/2237/0002001611
http://hdl.handle.net/2237/0002001611
ac2384de-a171-49f8-a2d5-47ef6f7c393d
名前 / ファイル ライセンス アクション
POLYMER_CHEMISTRY_12_9_2021_1186-1198.pdf POLYMER_CHEMISTRY_12_9_2021_1186-1198.pdf (5.4 MB)
Item type itemtype_ver1(1)
公開日 2021-11-12
タイトル
タイトル Terpenoid-derived conjugated dienes with exo-methylene and a 6-membered ring: high cationic reactivity, regioselective living cationic polymerization, and random and block copolymerization with vinyl ethers
言語 en
著者 Nishida, Takenori

× Nishida, Takenori

en Nishida, Takenori

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Satoh, Kotaro

× Satoh, Kotaro

en Satoh, Kotaro

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Tamura, Masazumi

× Tamura, Masazumi

en Tamura, Masazumi

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Li, Yingai

× Li, Yingai

en Li, Yingai

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Tomishige, Keiichi

× Tomishige, Keiichi

en Tomishige, Keiichi

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Caillol, Sylvain

× Caillol, Sylvain

en Caillol, Sylvain

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Ladmiral, Vincent

× Ladmiral, Vincent

en Ladmiral, Vincent

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Vayer, Marylène

× Vayer, Marylène

en Vayer, Marylène

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Mahut, Frédéric

× Mahut, Frédéric

en Mahut, Frédéric

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Sinturel, Christophe

× Sinturel, Christophe

en Sinturel, Christophe

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Kamigaito, Masami

× Kamigaito, Masami

en 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
内容記述
内容記述 A series of biobased conjugated dienes with exo-methylene and a 6-membered ring was prepared from naturally abundant terpenoids bearing an α,β-unsaturated carbonyl group, such as verbenone, piperitone, or carvone, and cationically polymerized to form novel biobased cycloolefin polymers with characteristic structures originating from natural products. The obtained exo-methylene-conjugated dienes showed high cationic polymerizability comparable to that of vinyl ethers despite the absence of electron-donating heteroatoms. The polymerization proceeded via regioselective 1,4-conjugated addition by initiating systems effective for living cationic polymerization of vinyl ethers, resulting in well-defined polymers with controlled molecular weights and substituted cyclohexenyl rings in the main chain. These polymers showed high glass transition temperatures (Tg) ranging from 110 to 160 °C depending on the substituents. The hydrogenation of the main-chain cyclohexenyl ring resulted in novel biobased cycloolefin polymers with good thermal stability. The reactivity of the exo-methylene-conjugated diene monomers was evaluated by living cationic copolymerizations with a series of vinyl ethers with different reactivities, i.e., isopropyl, isobutyl, and 2-chloroethyl vinyl ether. In particular, the dienes possessing a methyl group at the 4-position, which can generate a conjugated tertiary cation, were more reactive than a representative vinyl ether with an isobutyl substituent. The sequence distribution of the copolymers varied from statistically random to tapered block structures depending on the monomer reactivities. Block copolymerizations of the dienes and vinyl ethers using the same initiating system for sequential monomer addition resulted in well-defined block copolymers bearing high (>100 °C) and low (∼0 °C) Tg segments, of which microphase separation was confirmed by atomic force microscopy of the thin film.
言語 en
内容記述タイプ Abstract
出版者
言語 en
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
出版タイプ
出版タイプ AM
出版タイプResource http://purl.org/coar/version/c_ab4af688f83e57aa
関連情報
関連タイプ isVersionOf
識別子タイプ DOI
関連識別子 https://doi.org/10.1039/D1PY00035G
収録物識別子
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 12, 号 9, p. 1186-1198, 発行日 2021-03-07
ファイル公開日
日付 2022-03-07
日付タイプ Available
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