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Issue 8, 2014
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Synthesis of fatty phosphonic acid based polymethacrylamide by RAFT polymerization and self-assembly in solution

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Abstract

Reversible addition–fragmentation chain-transfer (RAFT) polymerization of dimethyl(methacrylamido)dodecylphosphonate (DMADP-(OMe)2), a new long alkyl chain methacrylamide monomer bearing phosphonated diester groups and originating from undecylenic acid, was successfully achieved in the presence of a dithioester or a trithiocarbonate chain transfer agent (CTA). Polymers with various molecular weights and low dispersities (Đ < 1.3) were obtained in a controlled way. Then, amphiphilic polymers were produced after selective hydrolysis of phosphonated diester moieties. Finally, dynamic light scattering (DLS), transmission electron microscopy (TEM) and atomic force microscopy (AFM) measurements were performed on the corresponding phosphonic diacid amphiphilic polymers showing that they were able to self-assemble in water and in organic solvent (acetonitrile), forming particles with hydrodynamic diameters of 2600 and 470 nm, respectively. By using 1H diffusion ordered spectroscopy NMR (1H DOSY NMR), these objects were found to possess a sharp interphase with very short mobile “hair” on their surface.

Graphical abstract: Synthesis of fatty phosphonic acid based polymethacrylamide by RAFT polymerization and self-assembly in solution

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Publication details

The article was received on 29 Oct 2013, accepted on 22 Dec 2013 and first published on 24 Dec 2013


Article type: Paper
DOI: 10.1039/C3PY01512B
Polym. Chem., 2014,5, 2756-2767

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    Synthesis of fatty phosphonic acid based polymethacrylamide by RAFT polymerization and self-assembly in solution

    C. Bouilhac, C. Travelet, A. Graillot, S. Monge, R. Borsali and J. Robin, Polym. Chem., 2014, 5, 2756
    DOI: 10.1039/C3PY01512B

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