Direct conversion of chitin into a N-containing furan derivative

Kerton, Francesca M. and Chen, Xi and Chew, Shu Ling and Yan, Ning (2014) Direct conversion of chitin into a N-containing furan derivative. Green Chemistry, 2014 (16). pp. 2204-2212. ISSN 1463-9270

[img] [English] PDF (The version available in this research repository is a postprint. It has the same peer-reviewed content as the published version, but lacks publisher layout and branding.) - Accepted Version
Available under License Creative Commons Attribution Non-commercial.

Download (890kB)


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.

Item Type: Article
Item ID: 13372
Department(s): Science, Faculty of > Chemistry
Date: 7 January 2014
Date Type: Publication
Related URLs:

Actions (login required)

View Item View Item


Downloads per month over the past year

View more statistics