Syntheses of 6-O-ethyl/methyl-celluloses via ring-opening copolymerization of 3-O-benzyl-6-O-ethyl/methyl-α-d-glucopyranose 1,2,4-orthopivalates and their structure–property relationships |
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Authors: | Hiroshi Kamitakahara Toshihiro Funakoshi Shinji Nakai Toshiyuki Takano Fumiaki Nakatsubo |
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Institution: | (1) Graduate School of Agriculture, Kyoto University, Kitashirakawa-oiwake-cho, Sakyo-ku, Kyoto 606-8502, Japan |
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Abstract: | 6-O-Alkyl-celluloses with well-defined ratio of ethyl and methyl groups at position 6 were prepared by ring-opening copolymerization
of 6-O-ethyl and 6-O-methyl glucose 1,2,4-orthopivalate derivatives. An aqueous solution of 6-O-ethyl-cellulose having no methyl group was found to be thermo-responsive to be turbid at ~70 °C. An aqueous solution of 6-O-ethyl-cellulose with higher molecular weight showed endothermic and exothermic peaks in the heating and cooling curves of
DSC measurements, respectively. However, 6-O-alkyl-cellulose having 10% methyl group lost its thermo-responsive character. 6-O-Alkyl-celluloses having more than ten percent of ethyl group at position 6 became water-soluble, though 6-O-methyl-cellulose is insoluble in water. Thus, 6-O-ethyl group was found to be of importance for the water solubility of regioselective 6-O-alkyl-celluloses. Furthermore, a small amount of methyl group introduced at C6 position was found to affect some of physical
properties of 6-O-alkyl-celluloses such as thermo responsive property. |
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