Synthesis of some poly (N-2-vinyl pyrrolidone-co-metha crylamide)s as model carriers of anilines. Study of the release of anilines in aqueous heterogeneous medium of pH=1.2 at 37°C

Authors

  • Ilham Abdelmalek Physical and Organic Macromolecular Chemistry Laboratory (LCOPM) Faculty of Science, University "Djillali Liabès" of Sidi Bel-Abbes, LP 89, Algeria
  • Abderrezzak Mesli Physical and Organic Macromolecular Chemistry Laboratory (LCOPM) Faculty of Science, University "Djillali Liabès" of Sidi Bel-Abbes, LP 89, Algeria
  • Nacer Boudouaia Physical and Organic Macromolecular Chemistry Laboratory (LCOPM) Faculty of Science, University "Djillali Liabès" of Sidi Bel-Abbes, LP 89, Algeria
  • Nafa Chafi Physical and Organic Macromolecular Chemistry Laboratory (LCOPM) Faculty of Science, University "Djillali Liabès" of Sidi Bel-Abbes, LP 89, Algeria
  • Gerard Simonneaux Chemical Sciences Laboratory of Rennes UMR CNRS 6226 University of Rennes-1, 35042 Rennes, France

DOI:

https://doi.org/10.13171/mjc.1.2.2011.08.09.12

Abstract

Four secondary amides have been prepared by the Schotten-Baumann reaction between model anilines (Pa1-4: p-XC6H4NH2: X1: H; X2:CH3; X3:COCH3; X4: CN) and methacryloyl chloride using aqueous THF/NaOH mixture at 0°C. MS1, MS2 and MS4 liquid monomers are obtained whereas MS3 is a solid monomer. Mass radical copolymerization of the different monomers (MS1-4) with N-vinyl-2-pyrrolidone yields to the corresponding four copolymers. All the monomers have been characterized by IR, 1H and 13C NMR. The (CP1-4) have been characterized by IR spectra, microanalysis, Tg ° and Mv. The kinetics of aniline delivery to give anilinium cations (PaH+)1-4 from solid MS3 and CP1-4 dispersed in water (pH= 1.2, 37°C) showed that aniline delivery from the different supports is controlled by a diffusion process and not the rate of amide hydrolysis. The amount (%) of free anilinium cations is inversely proportional to the molecular weight of polymeric supports. Accordingly, the monomer MS3 gave the largest amount of free anilinium cations (PaH+) 1-4

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Published

2011-09-08

Issue

Vol. 1 No. 2 (2011)

Section

Polymer Chemistry

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