title: Preparation of a Near-Infrared Ray Absorption Film from N-Phenylthiocarbamoyl Chitosan Derivative.
abstract: 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.
authors.affiliation: Division of Forest and Biomaterials Science, Graduate School of Agriculture, Kyoto University, Kyoto 606-8502, Japan. s.nishida.kyoto.agriculture@gmail.com.
authors.forename: Shouko
authors.initials: S
authors.lastname: Nishida
authors.affiliation: Division of Forest and Biomaterials Science, Graduate School of Agriculture, Kyoto University, Kyoto 606-8502, Japan. ma.shibano@gmail.com.
authors.forename: Masaya
authors.initials: M
authors.lastname: Shibano
authors.affiliation: Division of Forest and Biomaterials Science, Graduate School of Agriculture, Kyoto University, Kyoto 606-8502, Japan. hkamitan@kais.kyoto-u.ac.jp.
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Kamitakahara
authors.affiliation: Division of Forest and Biomaterials Science, Graduate School of Agriculture, Kyoto University, Kyoto 606-8502, Japan. takatmys@kais.kyoto-u.ac.jp.
authors.forename: Toshiyuki
authors.initials: T
authors.lastname: Takano
mesh_terms: D048271:Chitosan / Q000031:analogs & derivatives*; D003300:Copper / Q000737:chemistry*; D003652:Decanoic Acids / Q000737:chemistry*; D007259:Infrared Rays; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D003652:Decanoic Acids; C031071:decanoic acid; D003300:Copper; D048271:Chitosan
keywords: chitosan; copper; decanoylation; near-infrared absorption; phenythiocarbamoyl