Ebrahim Abouzari-Lotf - Synthesis and properties of novel fluorinated polyamides based on noncoplanar sulfoxide containing aromatic bis(ether amine)

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      Shockravi, A., Abouzari-Lotf, E., Javadi, A., Taheri, S.   41 (3) 174-180

      Abstract: A novel sulfoxide containing bis(ether   amine) monomer, 2,2'-sulfoxide-   bis[4-methyl(2-trifluoromethyl)4-aminophenoxy) phenyl ether]   (M2), was synthesized from the halogen displacement of   2-chloro-5-nitrobenzotrifluoride with dibenzosulfoxide (DH) in   the presence of potassium carbonate, followed by catalytic   reduction of bis(ether nitro) intermediate with Zinc/Ammonium   chloride. A series of organic-soluble poly(ether amide)s (PA1-7)   bearing sulfoxide and electronwithdrawing trifiuoromethyl group   were synthesized from bis(ether amine) with various aromatic   diacids (1-7) via a direct polycondensation with triphenyl   phosphite and pyridine. The resulting polymers had inherent   viscosities ranging from 0.35 to 0.90 dLg-1 at a concentration of   0.5 g/dL in N,N-dimethylacetamide (DMAc) solvent at 25 °C. All   the polymers showed outstanding solubility and could be easily   dissolved in amide-type polar aprotic solvents (e.g.,   N-methyl-2-pyrrolidone (NMP), DMAc, and N.N-dimethylformamide)   and even dissolved in less polar solvents (e.g., pyridine, and   tetrahydrofuran). Also these polymers could be cast into flexible   and tough films from DMAc solutions. The glass-transition   temperatures of these poly(sulfoxide ether amide)s were recorded   between 160-220 °C. 10% weight loss temperatures were recorded in   the range of 400-505 °C in nitrogen and 380-480 °C in air   atmosphere. ©2009 The Society of Polymer Science, Japan.

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