Chen Huan, Zou Houbing, Hao Yajuan, Yang Hengquan
School of Chemistry and Chemical Engineering, Shanxi University, 92 Wucheng Road, Taiyuan, 030006, P.R. China.
ChemSusChem. 2017 May 9;10(9):1989-1995. doi: 10.1002/cssc.201700318. Epub 2017 Apr 13.
Cyclization of citronellal is a necessary intermediate step to produce the important flavor chemical (-)-menthol. Here, a continuous-flow Pickering emulsion (FPE) strategy for selective cyclization of citronellal to (-)-isopulegol by using water droplets hosting a heteropolyacid (HPA) catalyst to fill a column reactor is demonstrated. Owing to the large liquid-liquid interface and the excellent confinement ability of droplets toward HPA, the FPE system exhibited a much higher catalysis efficiency than its batch counterpart (2-5-fold) and an excellent durability (two months). Moreover, a remarkably enhanced selectivity was observed from 34.8 % for batch reactions to 64 % for the FPE reactions. It was found that the water droplet size and the flow rate significantly impact the catalysis selectivity and efficiency. This study not only represents an unprecedented and sustainable process for the selective cyclization of citronellal but also demonstrates a new flow-interface catalysis effect that can be useful for designing innovative catalysis systems in the future.
香茅醛的环化是生产重要香料化学品(-)-薄荷醇的必要中间步骤。在此,展示了一种连续流动的皮克林乳液(FPE)策略,即使用负载杂多酸(HPA)催化剂的水滴填充柱式反应器,将香茅醛选择性环化为(-)-异蒲勒醇。由于大的液-液界面以及液滴对HPA的优异限制能力,FPE系统表现出比其间歇式对应系统更高的催化效率(2至5倍)和出色的耐久性(两个月)。此外,选择性从间歇反应的34.8%显著提高到FPE反应的64%。发现水滴大小和流速对催化选择性和效率有显著影响。这项研究不仅代表了香茅醛选择性环化的前所未有的可持续过程,还展示了一种新的流动界面催化效应,这对未来设计创新催化系统可能有用。