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Free radical polymerization of a sugar residue‐carrying styryl monomer with a lipophilic alkoxyamine initiator: synthesis of a well‐defined novel glycolipid
Author(s) -
Ohno Kohji,
Fukuda Takeshi,
Kitano Hiromi
Publication year - 1998
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/(sici)1521-3935(19981001)199:10<2193::aid-macp2193>3.0.co;2-d
Subject(s) - chemistry , radical polymerization , nitroxide mediated radical polymerization , polymerization , polymer chemistry , reversible addition−fragmentation chain transfer polymerization , monomer , living free radical polymerization , glycopolymer , polymer , organic chemistry
Controlled free radical polymerization of N‐p ‐vinylbenzyl‐2,3,5,6‐tetra‐ O ‐acetyl‐4‐ O ‐(2,3,4,6‐tetra‐ O ‐acetyl‐β‐ D ‐galactopyranosyl)‐ D ‐gluconamide (Ac‐VLA) was achieved by the nitroxide‐mediated free radical polymerization with a lipophilic alkoxyamine “initiator” with a dioctadecyl group in 1,2‐dichloroethane at 90°C. The polymerization proceeds in a “living” fashion, providing Ac‐VLA polymers with low polydispersity. The hydrolysis of the polymers results in well‐defined glycopolymer‐carrying amphiphiles, viz., artificial “glycolipids”.