Synthesis and characterization of fluorine-containing polyamides derived from 2,2-bis[4-(4-aminophenoxy)phenyl]hexafluoropropane by direct polycondensation

✍ Scribed by Der-Jang Liaw; Kun-Li Wang

• Publisher: John Wiley and Sons
• Year: 1996
• Tongue: English
• Weight: 562 KB
• Volume: 34
• Category: Article
• ISSN: 0887-624X
• DOI: 10.1002/(sici)1099-0518(199605)34:7<1209::aid-pola7>3.0.co;2-y

✦ Synopsis

A fluorine-containing diamine, 2,2-bis[4-(4-aminophenoxy)phenyl]hexafluoropropane (BAPPH) (II), was synthesized in two steps on condensation of 2,2-bis(4-hydroxy-pheny1)hexafluoropropane with p-chloronitrobenzene in the presence of potassium carbonate, giving 2,2-bis[ 4-(4-nitrophenoxy)phenyl]hexafluoropropane (I), followed by reduction with hydrazine monohydrate/Pd -C. Fluorine-containing polyamides and copolyamides having inherent viscosities 0.41-0.88 d L g-l were prepared by direct polycondensation of BAPPH with various aromatic diacids or with mixed diacids, by triphenyl phosphite and pyridine in N-methyl-2-pyrrolidinone (NMP). The polyamides were examined by elemental analysis, IR spectra, inherent viscosity, x-ray diffraction, solubility, DSC, and TGA. The diffractogram showed that the polyamides were crystalline except IVb, IVc, IVf, and Vc. Almost all polyamides were soluble in polar aprotic solvents. The polymers obtained from BAPPH lost no mass below 350°C, with 10% loss of mass being recorded above 467°C in nitrogen. These aromatic polyamides had glass transition temperatures in the 221-253°C range.