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Synthesis and characterization of new polyamides derived from 1,3‐(4‐carboxy phenoxy) propane and aromatic diamines
Author(s) -
NasrIsfahani Hossein,
Faghihi Khalil,
Valikhani Nasim
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.29086
Subject(s) - condensation polymer , differential scanning calorimetry , propane , polymer chemistry , inherent viscosity , thermogravimetric analysis , polyamide , glass transition , triphenyl phosphite , pyridine , gravimetric analysis , thermal stability , polymer , materials science , chemistry , intrinsic viscosity , organic chemistry , physics , thermodynamics
Six new polyamides 5a‐f containing flexible trimethylene segments in the main chain were synthesized through the direct polycondensation reaction of 1,3‐(4‐carboxy phenoxy) propane 3 with six derivatives of aromatic diamines 4a‐f 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 flexible trimethylene segments in the main chain in high yield with inherent viscosities between 0.32 and 0.68 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 (TGA) and differential thermal gravimetric (DTG). The glass‐transition temperatures of these polyamides were recorded between 165 and 190°C by differential scanning calorimetry, and the 10% weight loss temperatures were ranging from 360 to 430°C under nitrogen. 1,3‐(4‐Carboxy phenoxy) propane 3 was prepared from the reaction of 4‐hydroxy benzoic acid 1 with 1,3‐dibromo propane 2 in the presence of NaOH solution. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2009