Synthesis of pH‐ and thermoresponsive poly(2‐n‐propyl‐2‐oxazoline) based copolymers |
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| Authors: | Marcel A Boerman Harry L Van der Laan Johan C M E Bender Richard Hoogenboom John A Jansen Sander C Leeuwenburgh Jan C M Van Hest |
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| Institution: | 1. Radboud University Nijmegen, Institute for Molecules and Materials (IMM), The Netherlands;2. Radboudumc, Department of Biomaterials, The Netherlands;3. Bender Analytical Holding B.V, The Netherlands;4. Supramolecular Chemistry Group, Department of Organic and Macromolecular Chemistry, Ghent University, Belgium |
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| Abstract: | Polymers that possess lower critical solution temperature behavior such as poly(2‐alkyl‐2‐oxazoline)s (PAOx) are interesting for their application as stimulus‐responsive materials, for example in the biomedical field. In this work, we discuss the scalable and controlled synthesis of a library of pH‐ and temperature‐sensitive 2‐n‐propyl‐2‐oxazoline P(nPropOx) based copolymers containing amine and carboxylic acid functionalized side chains by cationic ring opening polymerization and postpolymerization functionalization strategies. Using turbidimetry, we found that the cloud point temperature (CP) is strongly dependent on both the polymer concentration and the polymer charge (as a function of pH). Furthermore, we observed that the CP decreased with increasing salt concentration, whereas the CP increased linearly with increasing amount of carboxylic acid groups. Finally, turbidimetry studies in PBS‐buffer indicate that CPs of these polymers are close to body temperature at biologically relevant polymer concentrations, which demonstrates the potential of P(nPropOx) as stimulus‐responsive polymeric systems in, for example, drug delivery applications. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016 , 54, 1573–1582 |
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| Keywords: | stimuli‐sensitive polymers poly‐2‐oxazolines biocompatibility |
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