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New polyamides based on 2,5‐bis[(4‐carboxyanilino) carbonyl] pyridine and aromatic diamines: Synthesis and characterization
Author(s) -
Faghihi Khalil,
Mozaffari Zohreh
Publication year - 2008
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.27816
Subject(s) - pyridine , condensation polymer , triphenyl phosphite , moiety , polymer chemistry , inherent viscosity , chemistry , polyamide , dicarboxylic acid , condensation reaction , thermogravimetric analysis , acetamide , organic chemistry , polymer , intrinsic viscosity , catalysis
Seven new polyamides 6a–g were synthesized through the direct polycondensation reaction of 2,5‐bis[(4‐carboxyanilino) carbonyl] pyridine 4 with seven derivatives of aromatic diamines 5a–g in a medium consisting of N ‐methyl‐2‐pyrrolidone, triphenyl phosphite, calcium chloride, and pyridine. The polycondensation reaction produced a series of novel polyamides containing pyridyl moiety in the main chain in high yield with inherent viscosities between 0.32 – 0.72 dL/g. The resulted polymers were fully characterized by means of FTIR spectroscopy, elemental analyses, inherent viscosity, and solubility tests. Thermal properties of these polymers were investigated by using thermal gravimetric analysis and differential thermal gravimetric. All the polymers were soluble at room temperature in polar solvents, such as N , N ‐dimethyl acetamide, N , N ‐dimethyl formamide, dimethyl sulfoxide, and N ‐methyl‐2‐pyrrolidone. 2,5‐Bis[(4‐carboxyanilino) carbonyl] pyridine 4 as a new monomer containing pyridyl moiety was synthesized by using a two‐step reaction. At first 2,5‐pyridine dicarboxylic acid 1 was converted to 2,5‐pyridine dicarbonyl dichloride 2 . Then diacid 4 was prepared by condensation reaction of diacid chloride 2 with p ‐aminobenzoic acid 3. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008