Synthesis of well-defined poly[(2-β-D-glucopyranosyloxy)ethyl acrylate] by atom transfer radical polymerization

• Published in: Polymer international 1999-09, Vol.48 (9), p.739-742
• Main Authors: Liang, Yu-Zeng, Li, Zi-Chen, Chen, Guang-Qiang, Li, Fu-Mian
• Format: Article
• Language: English
• Subjects: 2-(2; 2‐(2′,3′,4′,6′‐tetra‐O‐acetyl‐β‐D‐glucopyranosyloxy)ethyl acrylate; 6′-tetra-O-acetyl-β-D-glucopyranosyloxy)ethyl acrylate; Applied sciences; atom transfer radical polymerization; Exact sciences and technology; glycopolymer; Organic polymers; Physicochemistry of polymers; poly[(2-(β-D-glucopyranosyloxy)ethyl acrylate]; Polymerization; Preparation, kinetics, thermodynamics, mechanism and catalysts
• ISSN: 0959-8103; 1097-0126
• DOI: 10.1002/(SICI)1097-0126(199909)48:9<739::AID-PI283>3.0.CO;2-6

The ‘living’ radical polymerization of 2‐(2′,3′,4′,6′‐tetra‐O‐acetyl‐β‐D‐glucopyranosyloxy)ethyl acrylate (AcGEA) by atom transfer radical polymerization (ATRP) is reported. It has been found that the polymerization kinetics are first‐order, the molecular weights increase linearly with conversion, and the molecular weight distribution remains narrow when the polymerization conversion is below 70%. Well‐defined P(AcGEA) was obtained, and the O‐protecting acetyl groups of P(AcGEA) were quantitatively removed by reacting with dilute CH3ONa solution in CHCl3/CH3OH to afford well‐defined poly[(2‐β‐D‐glucopyranosyloxy)ethyl acrylate] (PGEA). © 1999 Society of Chemical Industry