CAJ | 학술논문

以4,5-二硝基邻苯二胺和2-羟基对苯二甲酸单甲酯为起始原料，设计并成功采用一锅法合成出2-羟基-4-(5,6-二硝基-1H-苯并[2,3-d]咪唑-2-基)苯甲酸甲酯（MHDIB）。以50 mL二乙二醇二甲醚为溶剂，1.5 g的2-羟基对苯二甲酸单甲酯和2.5 g SOCl2在80℃反应2 h制2-羟基-4-氯羰基苯甲酸甲酯。室温下快速向反应体系中加入1.56 g 4,5-二硝基邻苯二胺，并于85℃反应1 h后加入3.52 g 多聚磷酸，回流反应1 h后水析出粗产品，经乙醇重结晶得到纯度为93.67%的黄色针状产物，产率为17.82%。产物经IR、MS、1H NMR的准确定性和表征，作为AB型新单体的前体可应用于羟基改性PBI纤维即聚2-羟基-1,4-亚苯基-2,6-苯并[2,3-d：5',6'-d']二咪唑（H-PBI）的创新研究。
이4,5-이초기린분이알화2-간기대분이갑산단갑지위기시원료，설계병성공채용일과법합성출2-간기-4-(5,6-이초기-1H-분병[2,3-d]미서-2-기)분갑산갑지（MHDIB）。이50 mL이을이순이갑미위용제，1.5 g적2-간기대분이갑산단갑지화2.5 g SOCl2재80℃반응2 h제2-간기-4-록탄기분갑산갑지。실온하쾌속향반응체계중가입1.56 g 4,5-이초기린분이알，병우85℃반응1 h후가입3.52 g 다취린산，회류반응1 h후수석출조산품，경을순중결정득도순도위93.67%적황색침상산물，산솔위17.82%。산물경IR、MS、1H NMR적준학정성화표정，작위AB형신단체적전체가응용우간기개성PBI섬유즉취2-간기-1,4-아분기-2,6-분병[2,3-d：5',6'-d']이미서（H-PBI）적창신연구。
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).