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

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

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作  者:程琳 

机构地区:[1]Department of Materials Science & Engineering,Huaqiao University,Quanzhou 362021,China

出  处:《Chinese Journal of Polymer Science》2007年第3期311-317,共7页高分子科学(英文版)

基  金:This work was financially supported by the National Natural Science Foundation of China (No. 50673031);the Key Natural Science Foundation of Fujian Province (No. E0320003);State Key Laboratory of Polymer Physics and Chemistry in Institute of Chemistry of CAS (No. 200602).

摘  要:A novel unsymmetrical fluorinated diamine monomer with kink non-coplanar heterocyclic structures, 1,2-dihydro- 2-(4-amino-2-trifluoromethyophenyo)-4-[4-(4-amino-2-trifluoromethyophenoxy)phenyo](2H)phthaoazin-1-oneo was prepared through the nucleophilic substitution reaction of 1-trifluromethyl-2-chloro-5-nitrobenzene with 1,2-dihydro-4-(4- hydroxyphenyl)(2H)phthalazin-l-one in the presence of potassium carbonate, followed by catalytic reduction with hydrazine and Pd-C. A series of new fluorinated polyarnides 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℃. The 5% and 10% weight loss temperatures were in the range of 437-466℃ and 482-525℃ in nitrogen atmosphere, respectively.A novel unsymmetrical fluorinated diamine monomer with kink non-coplanar heterocyclic structures, 1,2-dihydro- 2-(4-amino-2-trifluoromethyophenyo)-4-[4-(4-amino-2-trifluoromethyophenoxy)phenyo](2H)phthaoazin-1-oneo was prepared through the nucleophilic substitution reaction of 1-trifluromethyl-2-chloro-5-nitrobenzene with 1,2-dihydro-4-(4- hydroxyphenyl)(2H)phthalazin-l-one in the presence of potassium carbonate, followed by catalytic reduction with hydrazine and Pd-C. A series of new fluorinated polyarnides 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℃. The 5% and 10% weight loss temperatures were in the range of 437-466℃ and 482-525℃ in nitrogen atmosphere, respectively.

关 键 词:Fluorinated polyamides PHTHALAZINONE UNSYMMETRICAL Kink non-coplanar Solubility 

分 类 号:O631.3[理学—高分子化学]

 

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