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De-tert-butylation of poly(N-tert-butyl-N-n-propylacrylamide) : Stereochemical analysis at the triad level
https://tokushima-u.repo.nii.ac.jp/records/2009555
https://tokushima-u.repo.nii.ac.jp/records/2009555db32e595-244e-4040-aa39-2c19d34cb3ca
| 名前 / ファイル | ライセンス | アクション |
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pol_58_20_2857.pdf (697 KB)
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| Item type | 文献 / Documents(1) | |||||||||||||||||||||||||||||||||||
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| 公開日 | 2022-01-11 | |||||||||||||||||||||||||||||||||||
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| アクセス権 | open access | |||||||||||||||||||||||||||||||||||
| 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 | |||||||||||||||||||||||||||||||||||
| 出版社版DOI | ||||||||||||||||||||||||||||||||||||
| 関連識別子 | https://doi.org/10.1002/pol.20200473 | |||||||||||||||||||||||||||||||||||
| 関連名称 | 10.1002/pol.20200473 | |||||||||||||||||||||||||||||||||||
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| 出版タイプ | AM | |||||||||||||||||||||||||||||||||||
| 出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||||||||||||||||||||||||||||||||
| タイトル | ||||||||||||||||||||||||||||||||||||
| タイトル | De-tert-butylation of poly(N-tert-butyl-N-n-propylacrylamide) : Stereochemical analysis at the triad level | |||||||||||||||||||||||||||||||||||
| 著者 |
平野, 朋広
× 平野, 朋広
WEKO
59
× スギウラ, ミサト
× エンドウ, リュウヤ
× 押村, 美幸
WEKO
473
× 右手, 浩一
WEKO
239
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| 内容記述 | The stereochemical analysis of polymers derived from N,N-disubstituted acrylamides is usually difficult. The diad tacticity can be determined from the 1H NMR signals of the main-chain methylene groups. However, the splitting because of the configurational sequences is poor, even in 13C NMR, which does not allow determination of the tacticity at the triad level. In contrast, the stereochemical analysis of polymers derived from N-monosubstituted acrylamides is easily conducted and the triad tacticity can be determined from the 13C signals of the main-chain methine groups. Thus, stereochemical analysis of N,N-disubstituted polymers should be able to be conducted if the polymers are transformed into N-monosubstituted polymers with retention of the configurational sequence. Poly(N-tert-butyl-N-n-propylacrylamide) [poly(TBNPAAm)] was radically prepared, and de-tert-butylation was conducted by treatment with Sc(OTf)3 in a mixed solvent of CH3CN and 1,4-dioxane at 50, 80, and 110 °C. 1H NMR analysis of the resulting polymers indicated quantitative conversion after 72 h, regardless of the temperature. 13C NMR analysis of the transformed polymers confirmed that the configurational sequences were retained during the reaction. Thus, the triad stereochemical analysis of N,N-disubstituted polymers was successfully conducted by de-tert-butylation as a polymer reaction, followed by 13C NMR analysis of the transformed polymers. | |||||||||||||||||||||||||||||||||||
| キーワード | ||||||||||||||||||||||||||||||||||||
| 主題 | polymer reaction | |||||||||||||||||||||||||||||||||||
| キーワード | ||||||||||||||||||||||||||||||||||||
| 主題 | de-tert-butylation | |||||||||||||||||||||||||||||||||||
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| 主題 | acrylamide | |||||||||||||||||||||||||||||||||||
| キーワード | ||||||||||||||||||||||||||||||||||||
| 主題 | tacticity | |||||||||||||||||||||||||||||||||||
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| 主題 | NMR | |||||||||||||||||||||||||||||||||||
| 書誌情報 |
en : Journal of Polymer Science 巻 58, 号 20, p. 2857-2863, 発行日 2020-08-31 |
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| 収録物識別子タイプ | ISSN | |||||||||||||||||||||||||||||||||||
| 収録物識別子 | 26424169 | |||||||||||||||||||||||||||||||||||
| 出版者 | ||||||||||||||||||||||||||||||||||||
| 出版者 | Wiley | |||||||||||||||||||||||||||||||||||
| 権利情報 | ||||||||||||||||||||||||||||||||||||
| 権利情報 | This is the peer reviewed version of the following article: Hirano, T, Sugiura, M, Endo, R, Oshimura, M, Ute, K. De-tert-butylation of poly(N-tert-butyl-N-n-propylacrylamide): Stereochemical analysis at the triad level. J Polym Sci. 2020; 58: 2857– 2863., which has been published in final form at https://doi.org/10.1002/pol.20200473. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited. | |||||||||||||||||||||||||||||||||||
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| 識別子 | 371838 | |||||||||||||||||||||||||||||||||||
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| 言語 | eng | |||||||||||||||||||||||||||||||||||
