Citation: Chen-yi Wang, Lin Cheng, Juan Feng, Lei Ying, Xiao-ling Yang, Jian-ling Li. SYNTHESIS AND CHARACTERIZATION OF FLUORINATED POLYAMIDES DERIVED FROM UNSYMMETRICAL DIAMINES CONTAINING THE PHTHALAZINONE MOIETY[J]. Chinese Journal of Polymer Science, ;2007, 25(3): 311-317. shu

SYNTHESIS AND CHARACTERIZATION OF FLUORINATED POLYAMIDES DERIVED FROM UNSYMMETRICAL DIAMINES CONTAINING THE PHTHALAZINONE MOIETY

Received Date: 26 June 2006
Revised Date: 31 August 2006

A novel unsymmetrical fluorinated diamine monomer with kink non-coplanar heterocyclic structures, 1,2-dihydro-2-(4-amino-2-trifluoromethylphenyl)-4-[4-(4-amino-2-trifluoromethylphenoxy)phenyl](2H)phthalazin-1-one, was prepared through the nucleophilic substitution reaction of 1-trifluromethyl-2-chloro-5-nitrobenzene with 1,2-dihydro-4-(4- hydroxyphenyl)(2H)phthalazin-1-one in the presence of potassium carbonate, followed by catalytic reduction with hydrazine and Pd-C. A series of new fluorinated polyamides were synthesized by the phosphorylation polyamidation of the fluorinated diamine with various dicarboxylic acids. The prepared polymers were obtained in quantitative yields with moderately and high inherent viscosities (0.47–0.87 dL/g). They were all amorphous and readily soluble in various polar aprotic solvents such as N-methyl-2-pyrrolidone (NMP), N,N-dimethylformamide (DMF), N,N-dimethylacctamide (DMAc), pyridine (Py) and m-cresol at room temperature. These fluorinated polyamides have excellent thermal properties. The glass transition temperatures were all above 300°C. The 5% and 10% weight loss temperatures were in the range of 437466°C and 482525°C in nitrogen atmosphere, respectively.
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