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Chemical modification of hydroxyl groups of poly(vinyl alcohol) by a glycosidation reaction
Author(s) -
Takasu Akinori,
Niwa Terumi,
Itou Hisashi,
Inai Yoshihito,
Hirabayashi Tadamichi
Publication year - 2000
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/1521-3927(20000701)21:11<764::aid-marc764>3.0.co;2-k
Subject(s) - vinyl alcohol , chemical modification , alcohol , polymer chemistry , chemistry , oxazoline , yield (engineering) , organic chemistry , chemical structure , polymer , materials science , catalysis , metallurgy
A new procedure for chemical modification of poly(vinyl alcohol) (PVA) was established by a glycosidation reaction of hydroxyl groups in PVA with triacetylated sugar oxazoline 1 . 1 H and 13 C NMR analyses indicated that triacetylated N ‐acetyl‐D‐glucosamine (GlcNAc) was introduced onto a PVA backbone selectively via a β ‐ O ‐glycoside linkage. Deacetylation of triacetylated GlcNAc‐substituted PVA 2 resulted in GlcNAc‐substituted PVA 3 in good yield. These modified PVAs 2 and 3 exhibited solubilities and thermal properties different from the original PVA.