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Int. J. Mol. Sci. 2015, 16(12), 29093-29102;

Preparation of a Near-Infrared Ray Absorption Film from N-Phenylthiocarbamoyl Chitosan Derivative

Division of Forest and Biomaterials Science, Graduate School of Agriculture, Kyoto University, Kyoto 606-8502, Japan
Author to whom correspondence should be addressed.
Academic Editors: Hitoshi Sashiwa and Shinsuke Ifuku
Received: 18 September 2015 / Revised: 19 November 2015 / Accepted: 27 November 2015 / Published: 4 December 2015
(This article belongs to the Special Issue Chitins 2015)
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We recently observed that the decanoylation of N-phenylthiocarbamoyl chitosan (2) with a mixture of decanoic anhydride and pyridine at 60 °C for 24 h afforded N,N-(decanoyl)phenythiocarbamoyl-/2-isothiocynato chitosan decanoate (3b) rather than the expected product N,N-(decanoyl)phenylthiocarbamoyl chitosan decanoate (3a). This result suggested that some of the N,N-(decanoyl)phenylthiocarmbamoyl groups had been converted to isothiocyanate groups during the decanoylation process. The subsequent reaction of compound 3b with aniline gave N,N-(decanoyl)phenylthiocarbamoyl/N-phenylthiocarbamoyl chitosan decanoate (4) in high yield. A solution of compound 4 in CHCl3 was then added to a solution of copper decanoate (5) in the same solvent, and the resulting mixture was cast onto a glass plate to give a cast film. The film was annealed at 200 °C in an oven to give a greenish film, which showed good near-infrared absorption characteristic in the range of 800–2200 nm. View Full-Text
Keywords: chitosan; copper; decanoylation; near-infrared absorption; phenythiocarbamoyl chitosan; copper; decanoylation; near-infrared absorption; phenythiocarbamoyl

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Nishida, S.; Shibano, M.; Kamitakahara, H.; Takano, T. Preparation of a Near-Infrared Ray Absorption Film from N-Phenylthiocarbamoyl Chitosan Derivative. Int. J. Mol. Sci. 2015, 16, 29093-29102.

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