Zhang Qinglon
2014
Citations
0
Influential Citations
0
Citations
Journal
Chemical Industry and Engineering Progress
Abstract
A novel compound, methyl 2-hydroxyl-4-(5,6-dinitro-1H-benzo[2,3-d]imidazole-2- yl)benzoate(MHDIB),was designed and synthesized from 4,5-dinitro-1,2-benzenediamine and methyl 2-hydroxy-4-carboxybenzoate.The one-pot synthesis method was adopted in synthesis of MHDIB. With 50mL diethylene glycol dimethyl ether as vehicle,methyl 2- hydroxy-4-(chlorocarbonyl)benzoate was synthesized from 1.5 g methyl 2-hydroxy-4-carboxybenzoate and 2.5 g SOCl2 at 80 ℃,reaction time was 2 hours. At room temperature,1.56 g 4,5-Dinitro-o-phenylenediamine was added rapidly into the reaction system and 2 hours reaction time at 85 ℃. 3.52 g polyphosphoric acid was added and MHDIB was synthesized at reflux temperature for 1h。The preciptate formed was recrystallized with ethanol and yellow needles were obtained. Product yield was 17.82% and purity was 93.67%.The product was qualitatively exact and the structure was characterized by IR,ESI-MS,1H NMR. It was used to prepare a new AB-type monomer of high-performance polymer modified by orderly hydroxy, poly 2-hydroxy-1,4-phenylene-2,6-benzo[2,3-d:5',6'-d'] diimidazole(H-PBI).