Abstract: Pyrogallic acid (PRLA) was prepared by hydrolytic reaction with sodium hydrogen citrate as hydrolysis agent, 2, 2, 6, 6-tetrahalocyclohecanone (TCCH) as raw material. The as-prepared product was analyzed by means of infrared absorption spectrum (FT-IR), nuclear magnetic resonance spectrum (NMR), and high performance liquid chromatograph (HPLC), which confirmed that the main product was pyrogallic acid. The hydrolysis reaction conditions, such as reaction temperature (T), reaction time (t), concentration of 2, 2, 6, 6-tetrahalocyclohecanone (C_TCCH) and molar ratio of sodium hydrogen citrate to 2, 2, 6, 6-tetrahalocyclohecanone (r), were studied, based on which the optimum reaction conditions were given as below:T=368K, t=4h, C_TCCH=0.4mol/L, r=5. Under the optimal conditions, total yield reached 85%. Recycling of sodium hydrogen citrate in hydrolytic reaction was studied. Makeup water and NaOH aqueous solution had serious effect on the cyclic reaction, and recycling sodium hydrogen citrate twice could significantly cut down the cost of production.

Key words: pyrogallol, tetracmorocyclohexanone, high performance liquid chromatograph, cycl, pyrogallic acid, tetracmorocyclohexanone, HPLC, cyclic hydrolysis reaction

摘要： 以柠檬酸氢二钠为水解剂,2,2,6,6-四氯环己酮(TCCH)为原料,通过水解反应制备了焦性没食子酸(PRLA),研究了水解反应的最佳反应条件。采用红外吸收光谱与核磁对产物的结构进行了表征,并且用高效液相色谱对产物进行了定量分析。结果表明,得到的主产物为焦性没食子酸,最高收率约为85%,对应的最佳水解反应条件为:反应温度(T)为368 K;柠檬酸氢二钠与TCCH的摩尔比(r)为5;反应时间(t)为4 h,反应液浓度(C_TCCH)为0.4 mol/L。此外,对柠檬酸氢二钠的循环使用进行了初步考察。结果表明,水和NaOH的补入量对柠檬酸氢二钠的循环使用有明显的影响,三次循环最为经济。

关键词: 邻苯三酚, 四氯环己酮, 高效液相色谱, 循环工艺, 邻苯三酚, 四氯环己酮, 高效液相色谱, 循环工艺