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Novel Thermal Stable Organosoluble Polyamides and Polyimides Based on Quinoxalin Bulky Pendent Group
Mousa Ghaemy,Roghieh Porazizollahy,Maasoomeh Bazzar 한국고분자학회 2011 Macromolecular Research Vol.19 No.6
A new diamine containing a bulky diphenylquinoxalin pendant, 3,5-diamino-N-(2,3-diphenylquinoxalin-7-yl)benzamide (DQB), was synthesized in four steps through the nucleophilic aromatic substitution of 3,5-dinitrobenzoylchloride with 2,3-diphenylquinoxalin-6-amine and subsequent catalytic reduction. All intermediates and DQB were fully characterized by FTIR, NMR and elemental analysis. A series of polyamides PA(a-e) was synthesized from this diamine by direct polycondensation with various dicarboxylic acids, triphenyl phosphate and pyridine in N-methyl-2-pyrrolidynone (NMP). Three polyimides PI(a-c) were synthesized from this diamine using commercial dianhydrides in two-step polycondensation. Characterization of polymers was accomplished by FTIR,H NMR, elemental analysis, DSC, DMTA, GPC, and TGA. The intrinsic viscosities of PAs ranged from 0.54 to 0.67dL/g. PAs displayed T_g values of 140-298 ℃ and 10% weight loss of 415-485 ℃ in N_2. The T_g values of the PIs varied between 200 and 310 ℃, with 10% weight loss above 500℃ in N_2. The PAs were soluble in common polar aprotic solvents at room temperature whereas the aromatic PIs were dissolved by heating at 60 ℃.