Ebrahim Abouzari-Lotf - Synthesis and properties of organosoluble fluorinated polyamides bearing 2-2′-thio-bis(4-methyl phenoxy) groups

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      Shockravi, A., Abouzari-Lotf, E., Javadi, A. 12 (2)   119-128

      Abstract: A new fluorinated diamine,   2,2′-thio-bis-[4-methyl(2-trifluoromethyl) 4-aminophenoxy) phenyl   ether] (DA), was successfully synthesized by refluxing   dibenzosulfide (DH) and 2-chloro-5-benzotrifluoride 2-chloro-5-   nitrobenzotrifluoride in the presence of potassium carbonate,   followed by catalytic reduction with zinc/ammonium chloride.   Then, a series of organic-soluble polyamides (PAa-PAg) bearing   flexible ether and sulfide links, and a electron-withdrawing   trifluoromethyl group were synthesized from diamine (DA) with   various aromatic diacids (a-g) via direct polycondensation with   triphenyl phosphate and pyridine. The polyamides were obtained in   quantitative yields and possessed inherent viscosities in the   range of 0.35-0.86 dl/g. All the polymers were noncrystalline,   showed outstanding solubility and could be easily dissolved in   amide-type polar aprotic solvents (e.g.,   N-methyl-2-pyrrolidinone, N,N-dimethylacetamide and   N,N-dimethylformamide) and even dissolved in less polar solvents   (e.g., pyridine and tetrahydrofuran). They were in useful levels   of thermal stability: 10% weight loss in nitrogen atmosphere was   in the range of 375-480°C, depending on the structure of the   polymer main chain. The polymers showed glass transition   temperatures between 160 and 210°C. © 2009 VSP.

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