Web Release Date: November 15,
Chemoenzymatic Approach toward Heterografted Molecular Bottle Brushes
and
DWI an der RWTH Aachen e.V. and Institute of Technical and Macromolecular Chemistry, RWTH Aachen, Pauwelsstrasse 8, D-52056 Aachen, Germany, and Eindhoven University of Technology, Laboratory of Polymer Chemistry, P.O. Box 513, 5600 MD Eindhoven, The Netherlands
Received June 12, 2007
Revised Manuscript Received October 10, 2007
Abstract:
Heterografted molecular bottle brushes, i.e., poly(glycidol-graft-
-caprolactone-acetyl)-co-(glycidol-graft-methyl methacrylate) [P(G-graft-CLAC)-co-(G-graft-MMA)] and poly(glycidol-graft--caprolactone-acetyl)-co-(glycidol-graft-n-butyl methacrylate) [P(G-graft-CLAC)-co-(G-graft-BMA)] were prepared in two steps starting
with a linear polyglycidol. In the first step an approximately 50% homografted polymer poly(glycidol-graft--caprolactone-acetyl)-co-glycidol [P(G-graft-CLAC)-co-G] was obtained via ring-opening polymerization of
-caprolactone using polyglycidol as a multifunctional macroinitiator and Novozyme 435 (Lipase B from Candida
antarctica (CALB) immobilized on a macroporous resin) as a catalyst. Selective acetylation of the hydroxy groups
at the graft ends was achieved via enzymatic acetylation with vinyl acetate, and the hydroxy groups at the backbone
were acylated with 2-bromo-2-methylpropionyl bromide. Finally poly(methyl methacrylate) or poly(n-butyl
methacrylate) grafts were attached by atom transfer radical polymerization. The heterografted molecular bottle
brushes show monomodal elution curves in gel permeation chromatographic analyses. Differential scanning
calorimetry confirms the existence of phase separated domains for both polymers.
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