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Synthesis, characterization, and kinetic investigation of acrylic monomers derived from acetaminophen and ρ-cresol as model drug molecules

Vezvaie, M ; Sharif University of Technology | 2006

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  1. Type of Document: Article
  2. DOI: 10.1002/app.23865
  3. Publisher: 2006
  4. Abstract:
  5. In this work, the synthesis, characterization, and kinetic investigation of the free-radical polymerization of 4-acetylaminobenzene propenoic ester (ABPE) and 4-methylbenzene propenoic ester (MBPE) were studied. The kinetic behaviors of ABPE and MBPE in the polymerization initiated by azobisisobutyronitrile in dimethylformamide solutions at temperatures between 50 and 120°C were investigated, and experimental and theoretical conversion-time curves were compared. Both monomers showed a polymerization ceiling temperature (T c ). Tc was calculated with experimental values of k pk1/2 with a constant concentration of 0.7 mol/L for monomers. Tc was about 141 and 131 °C for ABPE and MBPE, respectively. In addition, the solvent effect on the polymerization reaction was investigated via the calculation of the solvent chain-transfer constant (Cs ) for the ABPE monomer. Then, Cs was determined from the average degree of polymerization measured with gel permeation chromatography and the calculation of the overall rate of polymerization at 60°C. The results showed that dimethylformamide as a solvent had no effect on the rate of polymerization. © 2006 Wiley Periodicals, Inc
  6. Keywords:
  7. Characterization ; Drug products ; Free radical polymerization ; Organic solvents ; Polyacrylates ; Synthesis (chemical) ; Azobisisobutyronitrile ; Ceiling temperature ; Drug delivery ; Monomers ; Chromatography ; Concentration ; Kinetics ; Monomer ; Permeability ; Polymerization ; Solvent ; Synthesis
  8. Source: Journal of Applied Polymer Science ; Volume 100, Issue 6 , 2006 , Pages 4369-4374 ; 00218995 (ISSN)
  9. URL: https://onlinelibrary.wiley.com/doi/10.1002/app.23865