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Issue 8, 2013
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Synthesis of polymers with phosphorus containing side chains via modular conjugation

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Abstract

Polystyrene-based copolymers synthesized by RAFT polymerization of 4-vinylbenzyl chloride (4-VBC) and styrene with subsequent azide transformation are used to prepare phosphorylated polymers via 1,3-dipolar cycloaddition with diphenyl prop-2-ynyl phosphoric ester (DPPP). To avoid metal salts in the reaction mixture of the 1,3-dipolar cycloaddition, a novel metal free approach was developed to synthesize DPPP. The successful conversion to phosphorylated polymers is confirmed by X-ray photoelectron spectroscopy (XPS), infrared (IR) spectroscopy as well as solid phase nuclear magnetic resonance (NMR) spectroscopy. Thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) are employed to determine the influence of the phosphoric ester on the thermal properties of the generated polymers. Through a series of TGA-MS measurements, the decomposition products of the phosphorylated polymers, e.g. styrene, phenyl, alkyne and diphenyl phosphite moieties, are determined.

Graphical abstract: Synthesis of polymers with phosphorus containing side chains via modular conjugation

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Publication details

The article was received on 05 Jan 2013, accepted on 07 Feb 2013 and first published on 08 Feb 2013


Article type: Communication
DOI: 10.1039/C3PY00103B
Citation: Polym. Chem., 2013,4, 2406-2413
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    Synthesis of polymers with phosphorus containing side chains via modular conjugation

    J. Eisenblaetter, M. Bruns, U. Fehrenbacher, L. Barner and C. Barner-Kowollik, Polym. Chem., 2013, 4, 2406
    DOI: 10.1039/C3PY00103B

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