Synthesis of diblock copolymers with cellulose derivatives. 1. Model study with azidoalkyl carboxylic acid and cellobiosylamine derivative

Authors: Kamitakahara, Hiroshi1; Nakatsubo, Fumiaki2

Source: Cellulose, Volume 12, Number 2, April 2005 , pp. 209-219(11)

Publisher: Springer

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Abstract:

The basic strategy to make a well-defined A-block-B type cellulose derivative consisting of cellulose and a hydrophobic part was established. The model experiments using cellobiose derivatives play an important role in an actual synthesis of A-block-B type copolymer consisting of cellulose and a hydrophobic part with well-controlled length. A new hydrophobic building block, 15-azidopentadecanoyl chloride, was converted from a commercially available15-hydroxypentadecanoic acid. The novel hydrophobic linker, 15-azidopentadecanoyl chloride, was twice introduced into the reducing end of the cellobiosylamine derivative. The structures of the model compounds for A-block-B type copolymer consisting of sugar and non-sugar blocks were characterized by use of nuclear magnetic resonance (NMR) spectroscopy and Matrix Assisted Laser Desorption/Ionization Time-of-Flight Mass Spectrometry (MALDI-TOF MS).

Keywords: 15-Azidopentadecanoyl chloride; A-block-B type copolymer; Cellobiosylamine; Cellulose triacetate (CTA); Hydrophobic building block

Document Type: Research Article

DOI: http://dx.doi.org/10.1007/s10570-004-0426-2

Affiliations: 1: Division of Forest and Biomaterials Science, Graduate School of Agriculture, Kyoto University, 606-8502, Sakyo-ku, Kyoto, Japan, Email: hkamitan@kais.kyoto-u.ac.jp 2: Division of Forest and Biomaterials Science, Graduate School of Agriculture, Kyoto University, 606-8502, Sakyo-ku, Kyoto, Japan,

Publication date: April 1, 2005

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