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A facile synthesis of a novel polyacetal containing trehalose residue in the main chain

✍ Scribed by Naozumi Teramoto; Youhei Arai; Yoshinari Shibasaki; Mitsuhiro Shibata


Publisher
Elsevier Science
Year
2004
Tongue
English
Weight
141 KB
Volume
56
Category
Article
ISSN
0144-8617

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✦ Synopsis


A novel polyacetal containing a,a-D-trehalose residue in the main chain was successfully synthesized by the reaction of a,a-D-trehalose with terephthalaldehyde bis(dimethyl acetal) in the presence of p-toluenesulfonic acid. As a result of examination of reaction condition, weight-average molecular weight ðM w Þ of the polyacetal ranged from 2000 to 8500 when measured by GPC. The polyacetal was soluble in dipolar aprotic solvents such as DMSO and DMF. The 1 H-NMR and MALDI-TOF MS spectra revealed that the polyacetal is composed of the molecules terminated by glucopyranosyloxy group, dimethylacetal group, and aldehyde group generated by the hydrolysis of dimethyl acetal group. The polyacetal with M w 8500 showed no glass transition temperature up to the decomposition temperature (325 8C).


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