Issue 8, 2011

Synthesis of reversible and irreversible cross-linked (M)PEG-(meth)acrylate based functional copolymers

Abstract

Copolymers of poly(ethylene glycol) methyl ether methacrylates (MW ≈ 300 and 1100) and poly(ethylene glycol) acrylate (MW ≈ 375) with N-acryloxysuccinimide and pentafluorophenyl methacrylate were synthesized by free radical copolymerization in dioxane (80 °C) or THF (60 °C) using azobisisobutyronitrile as initiator. Converting the N-acryloxysuccinimide or pentafluorophenyl methacrylate repeating units with cystamine followed by TCEP·HCl treatment at pH < 7, water soluble, functional copolymers with thiol groups in the side chains were obtained. Reversibly and irreversibly cross-linked gels were prepared by oxidation of the thiol groups to disulfide bonds using H2O2 or by reacting the precursor copolymers with ethylene bisacrylate or poly(ethylene glycol) bisacrylate, via Michael-type addition reaction. The obtained gels were compared with regards to their chemical composition and their ability to absorb water by determination of the equilibrium water content of each gel viathermogravimetric analysis.

Graphical abstract: Synthesis of reversible and irreversible cross-linked (M)PEG-(meth)acrylate based functional copolymers

Article information

Article type
Paper
Submitted
27 Feb 2011
Accepted
07 Apr 2011
First published
13 May 2011

Polym. Chem., 2011,2, 1803-1814

Synthesis of reversible and irreversible cross-linked (M)PEG-(meth)acrylate based functional copolymers

W. Steinhauer, H. Keul and M. Möller, Polym. Chem., 2011, 2, 1803 DOI: 10.1039/C1PY00087J

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