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Continuous Synthesis of N-Cyclohexyl-2-benzothiazole Sulfenamide with Microfluidics and Its Kinetic Study
Industrial & Engineering Chemistry Research ( IF 3.8 ) Pub Date : 2021-09-27 , DOI: 10.1021/acs.iecr.1c02881
Hanrong Li 1 , Feiyan Han 1 , Linjing Jiang 1 , Tongqian Yang 1 , Le Du 1 , Jiqin Zhu 1
Affiliation  

Sulfenamides have attracted much attention for their significant role in rubber vulcanization. In this study, a continuous process to synthesize N-cyclohexyl-2-benzothiazole sulfenamide (CBS) with microfluidics was developed. The catalytic oxidation of 2-mercaptobenzothiazole (MBT) and cyclohexylamine using pure oxygen was performed in capillary microreactors with gas–liquid segmented flow. The residence time was shortened to 200 s owing to the enhancement of mass transfer in the microreactor. Reaction conditions such as flow rates, concentrations of copper acetate monohydrate and ammonia, temperatures, and pressures were systematically investigated. A high yield toward CBS of 87% was obtained. A simplified kinetic model (0 and 0.56 order with respect to MBT and pure oxygen, respectively) was established with operation in the kinetic-control region based on eliminating mass transfer resistance.

中文翻译:

微流控连续合成N-环己基-2-苯并噻唑次磺酰胺及其动力学研究

磺胺类化合物因其在橡胶硫化中的重要作用而备受关注。在本研究中,合成N的连续过程开发了具有微流体的-环己基-2-苯并噻唑次磺酰胺 (CBS)。2-巯基苯并噻唑(MBT)和环己胺使用纯氧在气液分段流动的毛细管微反应器中进行催化氧化。由于微反应器中传质的增强,停留时间缩短到200 s。系统地研究了反应条件,例如流速、一水乙酸铜和氨的浓度、温度和压力。获得了 87% 的 CBS 高产率。建立了一个简化的动力学模型(分别相对于 MBT 和纯氧为 0 和 0.56 级),并在基于消除传质阻力的动力学控制区域内运行。
更新日期:2021-10-06
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