T. Guo
2009
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Journal
China Plastics Industry
Abstract
4-Nitrophenyl maleimide was synthesized with two-step method from maleic anhydride and p-nitroaniline in the presence of toluene and DMF component solvent,with p-toluene sulfonic acid and copper(Ⅱ) sulfate as catalysts.The synthesized 4-nitrophenyl maleimide were characterized by fourier transform infrared spectrometer (FTIR) and 1HNMR.And the affecting factors of the synthesis of 4-nitrophenyl maleimide were studied,such as mole number ratio of reactants,catalyst amount and volume ratio of solvents.The optimum reaction conditions were that the molar ratio of maleic anhydride and p-nitroaniline was 1.2∶1,the volume ratio of toluene and DMF was 10∶1,the amination temperature was 20~30℃,the cyclization temperature was 145~150℃ and the cyclization time was 6 h over;the amount of p-toluene sulfonic acid was 1~2% of total reactant mass,the amount of copper(Ⅱ) sulfate was 0.1~0.5% of total reactant mass,the amount of hydroquinol was 0.1% of total reactant mass.The yield of product was up to 85% and the purity was about 98.1%.