doi:10.16597/j.cnki.issn.1002-154x.2022.06.002
苯并噻唑离子液体的合成及其在间氯苯甲醛乙二醇缩醛反应中的应用
梁秋月1 王楠1 戎有明2 马全红1 周建成1,2 李乃旭1,2∗
(1. 东南大学 化学化工学院,江苏 南京 211189; 2. 中微纳米功能材料研究院有限公司,江苏 南京 210044)
Synthesis of Benzothiazole Ionic Liquid and its Application in m-Chlorobenzaldehyde Glycol Acetal Reaction
Liang Qiuyue 1; Wang Nan 1; Rong Youming 2; Ma Quanhong 1; Zhou Jiancheng 1,2; Li Naixu 1,2∗;
(1. School of Chemistry and Chemical Engineering, Southeast University, Jiangsu Nanjing 211189; 2. Nanjing Zhongwei Nano Functional Materials Research Institute Co. Ltd, Jiangsu Nanjing 210044)
摘要:
以廉价的苯并噻唑为原料,使用 H2SO4处理后得到了酸性离子液体[HBth] - HSO4 。 通过 FT - IR、 1 HNMR 对产物的结构进行表征,并对其溶解性、酸性和热稳定性进行考察。 对以自制离子液体[HBth] - HSO4催化的间氯苯甲醛和乙二醇合成间氯苯甲醛乙二醇缩醛的反应进行研究,考察了催化剂用量、原料配比、带水剂用量和反应时间对 产率的影响。 结果表明:当[HBth] - HSO4用量为间氯苯甲醛的 2% ,醇醛比为 1. 4∶ 1,带水剂甲苯用量为醛的 2 倍,反应时间为 3 h 时,产物收率达 97. 3% ,与浓硫酸催化效果相当。 该催化剂保持了传统酸催化剂的高催化活性,在反应后经简单处理即可回收,同时在循环五次后,仍可保持较高的催化活性(收率 > 95% ),为缩醛合成提供了一条高效、 绿色、低成本的方法,具有良好的工业化潜力。
关键词：离子液体 苯并噻唑 缩醛反应 催化活性
Abstract：
The acidic ionic liquid ([ HBth] - HSO4 ) was prepared from cheap benzothiazole using H2 SO4 treatment. The structure of the ionic liquid was characterized by FT - IR and 1HNMR, and the solubility, acidity and thermal stability were investigated. The synthesis of m-chlorobenzaldehyde glycol acetal catalyzed by home-made ionic liquid ([HBth] - HSO4 ) with m-chlorobenzaldehyde and ethylene glycol was studied to investigate the effect of catalyst dosage, feedstock ratio, amount of water-carrying agent and reaction time on the yield. The results showed that when the amount of [HBth] - HSO4 was 2% of m-chlorobenzaldehyde, the alcohol to aldehyde ratio was 1. 4∶ 1, the amount of toluene was twice that of aldehyde and the reaction time was 3 h, the product yield reached 97. 3% , which was comparable to the catalytic effect of concentrated sulfuric acid. The catalyst maintains the high catalytic activity of conventional acid catalysts and can be recovered by simple treatment after the reaction, while maintaining high catalytic activity (yield > 95% ) after five cycles, providing an efficient, green and low-cost method for acetal synthesis with good potential for industrialization.
Keywords：ionic liquid; benzothiazole; acetal reaction; catalytic activity;