The preparation of O-methyl- and O-ethyl-celluloses having controlled distribution of substituents

Tetsuo Kondo, Derek G. Gray

研究成果: ジャーナルへの寄稿記事

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O-Methyl- and O-ethyl-celluloses having controlled distributions of substituents were prepared by alkylation of 6-O-triphenylmethyl ("trityl") cellulose in dimethyl sulfoxide (Me2SO) and subsequent detritylation of the alkylated products. Water-free alkylation reactions failed to give complete substitution of the hydroxyl groups at both the C-2 and C-3 positions. The addition of a small amount of water to the tritylcellulose solution in Me2SO improved the efficiency of the alkylations, yielding 2,3-di-O-substituted-6-O-tritylcelluloses which in turn gave 2,3-di-O-alkylcelluloses on detritylation with HCl gas. Repeated further alkylation of the 2,3-di-O-alkylcelluloses in Me2SO furnished products with high degrees of substitution at the C-6 position. The distribution of substituents in the alkyl cellulose ethers was determined by acid hydrolysis, reduction, and gas-chromatographic separation of the partially alkylated alditol acetates. The distribution of methyl and ethyl groups in the polymers prepared by repeated alkylation systematically changed with each alkylation step.

元の言語英語
ページ(範囲)173-183
ページ数11
ジャーナルCarbohydrate Research
220
発行部数C
DOI
出版物ステータス出版済み - 11 11 1991
外部発表Yes

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All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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