Preparation of Polybutylene Oxides Bearing Terminal Ester Groups by Treatment of H[(CH_2)_4O]_nSiR_3 with Acyl Halides
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Treatment of H[(CH_2)_4O]_nSiR_3, which were prepared by the silane induced polymerization of THF with acyl halides catalyzed by (μ_3:η^2:η^3:η^5-acenaphthylene)Ru_3(CO)_7, provides a novel synthetic method for polybutylene oxides bearing terminal ester groups. Various acyl halides such as acetyl chloride, benzoyl bromide, adipoyl chloride, acryloyl chloride, and 2-bromoisobutyryl bromide could be used as the acyl halide component; the reactivity of acyl halides increased in the order RCOBr>RCOCl>RCOF, whereas little difference in reactivity was observed among poly-butylene oxides bearing PhMe_2Si-, Et_3Si-, and EtMe_2Si- moieties. All of the products were completely characterized by IR, ^1H, ^<13>C, H-H, and H-C COSY NMR techniques, revealing that they have one terminal butyl and one terminal acyloxy groups. In the case of the reaction with adipoyl chloride, a polymer having two H[(CH_2)_4O]_n units at both ends of the adipoyl moiety was available. The methodology involving the silane-induced ring-opening polymerization followed by treatment with acyl halides was also applied to the synthesis of polycyclohexene oxide bearing 2-bromoisobutyryl bromide. The polymers bearing isobutyryloxy or acryloyloxy groups could be used as a macroinitiator or macromonomers to produce other functional polymers.
収録刊行物
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- 九州大学機能物質科学研究所報告
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九州大学機能物質科学研究所報告 14 (2), 119-125, 2000-12-25
九州大学機能物質科学研究所
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詳細情報 詳細情報について
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- CRID
- 1390853649765675264
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- NII論文ID
- 110006177571
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- NII書誌ID
- AN10060378
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- ISSN
- 09143793
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- DOI
- 10.15017/7923
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- HANDLE
- 2324/7923
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- NDL書誌ID
- 5620066
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- IRDB
- NDL
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用可