4-(5-Amino-6-Hydroxybenzoxazol-2-YL) Ammonium Benzoate and Preparation Method and Use Thereof
申请人:ZHEJIANG UNIVERSITY OF TECHNOLOGY
公开号:US20150239856A1
公开(公告)日:2015-08-27
Disclosed in the present invention are 4-(5-amino-6-hydroxybenzoxazol-2-yl)ammonium benzoate shown in formula (I) and the preparation method and use thereof. The preparation method comprises: fully reacting 4-(5-amino-6-hydroxybenzoxazol-2-yl)benzoic acid shown in formula (II) or 4-(5-amino-6-hydroxybenzoxazol-2-yl)carboxamide benzoate, as a raw material, with ammonia in an aqueous solvent, and directly heating the obtained reaction liquid to remove excess ammonia, so as to obtain 4-(5-amino-6-hydroxybenzoxazol-2-yl)ammonium benzoate. The mass of the 4-(5-amino-6-hydroxybenzoxazol-2-yl)ammonium benzoate (ABAA) prepared in the present invention can reach a polymer grade (where the purity is above 99.5%, the content of metal ions is below 200 ppm, and containing no DMF polymerization inhibition impurities), and the 4-(5-amino-6-hydroxybenzoxazol-2-yl)ammonium benzoate can be used as an AB type monomer for preparing PBO and modified PBO fibres, the resulting PBO having an intrinsic viscosity n of up to 38/dl/g, and the method has such features as ABAA being highly soluble in PPA, a fast polymerization speed, a short time of 2-4 h, a low temperature of 150° C., a high molecular weight of the polymer, fibres of excellent tensile property, being easy to industrialize, etc.
本发明公开了式(I)所示的4-(5-氨基-6-羟基苯并咫唑-2-基)铵苯甲酸,以及其制备方法和用途。制备方法包括:将式(II)所示的4-(5-氨基-6-羟基苯并咫唑-2-基)苯甲酸或4-(5-氨基-6-羟基苯并咫唑-2-基)羧酰胺苯甲酸盐作为原料,在水溶剂中与氨充分反应,直接加热得到的反应液以去除多余的氨,从而得到4-(5-氨基-6-羟基苯并咫唑-2-基)铵苯甲酸。本发明制备的4-(5-氨基-6-羟基苯并咫唑-2-基)铵苯甲酸(ABAA)的质量可以达到聚合级别(纯度高于99.5%,金属离子含量低于200 ppm,不含DMF聚合抑制杂质),并且4-(5-氨基-6-羟基苯并咫唑-2-基)铵苯甲酸可以用作制备PBO和改性PBO纤维的AB型单体,得到的PBO具有高达38/dl/g的内在粘度n,该方法具有ABAA在PPA中高溶解度、快速聚合速度、短时间(2-4小时)、低温(150℃)、高分子量的聚合物、优异的拉伸性能的纤维、易于产业化等特点。