Bacterial Reduction of Azo Compounds as a Model Reaction for the Degradation of Azo-Containing Polyurethane by the Action of Intestinal Flora.
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- Ueda Tsutomu
- Department of Polymer Science and Engineering, Kyoto Institute of Technology
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- Yamaoka Tetsuji
- Department of Polymer Science and Engineering, Kyoto Institute of Technology
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- Miyamoto Masatoshi
- Department of Polymer Science and Engineering, Kyoto Institute of Technology
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- Kimura Yoshiharu
- Department of Polymer Science and Engineering, Kyoto Institute of Technology
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- Sasatani Haruhide
- Ono Pharmaceutical Co., Ltd.
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- Kim Soon-Ih
- Ono Pharmaceutical Co., Ltd.
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Two types of model compounds containing an azo aromatic group were synthesized, and their reduction kinetics in an anaerobic culture of intestinal flora was investigated for insight into the degradation mechanism of the azo-containing polyurethane which can be specifically degraded by the action of azo reductases which are released by intestinal floras. A water-soluble azo compound, 3,3′ -azodibenzenemethanol (ADM), was readily reduced into its hydrazo form and then to the amine form, 3-aminobenzenemethanol (ABM). The reduction rate from azo to hydrazo was much faster than that from hydrazo to amine. In the case of a water-insoluble azo compound, 3,3′-azodibenzenemethanol bis(N-phenylcarbamate) (ADM-PC), in which the hydroxy groups of ADM were capped by N-phenylcarbamoyl groups, the reduction was stopped in the first step, and only the hydrazo form was produced. These data indicated that the azo-containing polyurethane which is hydrophobic in nature should be degraded by the azo-hydrazo reduction of the azo groups without the chain breakage occurring.
収録刊行物
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- Bulletin of the Chemical Society of Japan
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Bulletin of the Chemical Society of Japan 69 (4), 1139-1142, 1996
公益社団法人 日本化学会
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詳細情報 詳細情報について
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- CRID
- 1390001204121511296
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- NII論文ID
- 10008902487
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- NII書誌ID
- AA00580132
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- ISSN
- 13480634
- 00092673
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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
- Crossref
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可