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Partially aromatic polyamides based on tetraphenylthiophene diamine: Synthesis and characterization
Author(s) -
Pourjavadi A.,
Zamanlu M. R.,
ZohuriaanMehr M. J.
Publication year - 2000
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 - 10.1002/1097-4628(20000801)77:5<1144::aid-app23>3.0.co;2-5
Subject(s) - diamine , polyamide , polymer chemistry , differential scanning calorimetry , thermogravimetric analysis , thermal stability , solubility , materials science , chemistry , thermal decomposition , organic chemistry , physics , thermodynamics
Tetraphenylthiophene diamine (TPTDA) was prepared through a modified three‐step route to achieve an improved overall yield. TPTDA reacted with succinic, adipic, suberic, sebasic, and fumaric acids via the Yamazaki phosphorylation method to yield novel partially aromatic polyamides (TPT series). A counterpart polyamide series based on p ‐phenylene diamine (Ph series) was also synthesized under the same conditions. All of the polymers were characterized by means of spectrochemical (Fourier transform infrared spectroscopy, 1 H‐nuclear magnetic resonance (NMR), and 13 C‐NMR) and thermal (differential scanning calorimetry and thermogravimetric) methods of analysis. Solubility of TPT polyamides was clearly improved due to the presence of the bulky aromatic diamine as well as flexible CH 2 —CH 2 segments. The highly phenylated thiophene diamine moiety was recognized to improve thermal stability of the TPT polyamides in comparison with Ph polyamides (integral procedural decomposition temperature (IPDT) 480–517°C against 454–485°C). A favorable balance was recognized in regard to solubility, thermostability, and melting temperature in the TPT polyamides, especially TPT4 and TPT6. Therefore, they may be considered good candidates for processable polymers. © 2000 John Wiley & Sons, Inc. J Appl Polym Sci 77: 1144–1153, 2000