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Saccharide Polymers, 5
Author(s) -
Glümer Anke,
Skeries Bernhard David,
Buchholz Klaus
Publication year - 2004
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.200350082
Subject(s) - monomer , chemistry , copolymer , lactone , polymer , polymer chemistry , polymerization , specific rotation , fourier transform infrared spectroscopy , organic chemistry , chemical engineering , engineering
Summary: New “saccharide polymers” were synthesized via free radical polymerization. The saccharide compounds in copolymerisation reactions were 2,4,6‐tri‐ O ‐acetyl‐3‐deoxy‐ D ‐ erythro ‐hex‐2‐enono‐1,5‐lactone ( 1 ), (Ac‐GEL 1 ) and 2,4,6‐tri‐ O ‐benzoyl‐3‐deoxy‐ D ‐ erythro ‐hex‐2‐enono‐1,5‐lactone ( 2 ), (Bz‐GEL 2 ). These sugar monomers are easily obtained with high yield in a one step reaction from glucono‐ δ ‐lactone. They have a pyranoid structure containing an endocyclic double bond and they are electron acceptor compounds. Copolymerization reactions were carried out in solution and in substance. Copolymers with different sugar contents and low as well as high molecular weights were obtained. The structures and the compositions of the soluble saccharide polymers were established by elemental analysis, polarimetry, FTIR spectroscopy, 1 H and 13 C NMR spectroscopy. Some characteristic properties, e.g., molecular weight, optical rotation and copolymerization parameters are reported.Schematic conversion of glucono‐ δ ‐lactone to saccharide monomers.