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Regioselective end‐functionalization of polylactide oligomers with D ‐glucose and D ‐galactose
Author(s) -
Bernard Katty,
Degée Philippe,
Dubois Philippe
Publication year - 2003
Publication title -
polymer international
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.592
H-Index - 105
eISSN - 1097-0126
pISSN - 0959-8103
DOI - 10.1002/pi.1050
Subject(s) - regioselectivity , monosaccharide , polymerization , chemistry , polymer chemistry , surface modification , ring opening polymerization , copolymer , galactose , polymer , organic chemistry , catalysis
D ‐glucose and D ‐galactose end‐functionalized polylactide oligomers were synthesized by controlled ring‐opening polymerization of lactide using aluminium triisopropoxide, triethylaluminium or stannous octoate as promoter. Accordingly, two selectively protected monosaccharides were studied as co‐initiators, either 1,2;5,6‐di‐ O ‐isopropylidene‐α‐ D ‐glucofuranose (1) and 1,2;3,4‐di‐ O ‐isopropylidene‐α‐ D ‐galactopyranose (2). In contrast to what is known in polymerization of ϵ‐caprolactone, both protected monosaccharides proved to be efficient co‐initiators and yielded end‐functionalized polylactide chains with controlled regioselectivity (C‐3 or C‐6 linkage), predictable molecular weights and narrow molecular weight distributions. © 2003 Society of Chemical Industry