Direct conversion of chitin into a N-containing furan derivative

By Xi Chen, S. Chew, F. Kerton, N. Yan. 2014

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This paper describes the direct conversion of chitin into a nitrogen-containing (N-containing) furan derivative (3A5AF) for the first time. Under optimized conditions, the yield of 3A5AF reaches 7.5% with ca. 50% chitin conversion by using boric acid and alkaline chlorides as additives, and NMP as a solvent. A variety of other compounds, including levoglucosenone, 4-(acetylamino)-1,3-benzenediol, acetic acid and chitin–humins, have been identified as side products, based on which a plausible reaction network involved in the process is proposed. Mechanistic investigation by NMR studies and poison tests confirms the formation of a boron complex intermediate during the reaction, shedding light on the promotional effects of boric acid. Kinetic studies show that the depolymerization of the chitin crystalline region is rate-determining, and therefore disruption of the hydrogen bonding in the crystalline region of chitin, either before or during the reaction, is the key to further improving the reaction yields.

Subfields: Biomedical Engineering, Materials Chemistry, Organic Chemistry

View Paper: https://www.semanticscholar.org/paper/926ba81d80940877a1520456573e61d13603e547

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In Materials Chemistry

  1. N. Yan

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