Design of process and control scheme for cyclohexanol production from cyclohexene using reactive distillation

doi:10.1016/j.cjche.2020.11.029

中国化学工程学报 ›› 2021, Vol. 40 ›› Issue (12): 96-105.DOI: 10.1016/j.cjche.2020.11.029

• Separation Science and Engineering • 上一篇下一篇

Design of process and control scheme for cyclohexanol production from cyclohexene using reactive distillation

Mingyuan Hu¹, Hui Tian^1,2

1. College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China;
2. Collaborative Innovation Center of Comprehensive Utilization of Light Hydrocarbon Resource, Yantai University, Yantai 264005, China

收稿日期:2020-07-22 修回日期:2020-11-16 出版日期:2021-12-28 发布日期:2022-01-14
通讯作者: Hui Tian,E-mail:tianhui@ytu.edu.cn
基金资助:
The authors acknowledge the Natural Science Foundation of Shandong Province, China (ZR2017QB006), the Focus on Research and Development Plan in Yantai city (2018XSCC038), and the Qingchuang Science and Technology Plan Innovation Team of Shandong Province (2019KJC012).

Design of process and control scheme for cyclohexanol production from cyclohexene using reactive distillation

Mingyuan Hu¹, Hui Tian^1,2

1. College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China;
2. Collaborative Innovation Center of Comprehensive Utilization of Light Hydrocarbon Resource, Yantai University, Yantai 264005, China

Received:2020-07-22 Revised:2020-11-16 Online:2021-12-28 Published:2022-01-14
Contact: Hui Tian,E-mail:tianhui@ytu.edu.cn
Supported by:
The authors acknowledge the Natural Science Foundation of Shandong Province, China (ZR2017QB006), the Focus on Research and Development Plan in Yantai city (2018XSCC038), and the Qingchuang Science and Technology Plan Innovation Team of Shandong Province (2019KJC012).

摘要/Abstract

摘要： Cyclohexanol is a commonly used organic compound. Currently, the most promising industrial process for synthesizing cyclohexanol, by cyclohexene hydration, suffers from a low conversion rate and difficult separation. In this paper, a three-column process for catalytic distillation applicable in the hydration of cyclohexene to cyclohexanol was established to solve these. Simulation with Aspen Plus shows that the process has good advantages, the conversion of cyclohexene reached 99.3%, and the product purity was ≥99.2%. The stable operation of the distillation system requires a good control scheme. The design of the control scheme is very important. However, at present, the reactive distillation process for cyclohexene hydration is under investigation experimentally and by steady-state simulation. Therefore, three different plant-wide control schemes were established (CS1, CS2, CS3) and the position of temperature sensitive stage was selected by using sensitivity analysis method and singular value decomposition method. The Tyreus-Luyben empirical tuning method was used to tune the controller parameters. Finally, Aspen Dynamics simulation software was used to evaluate the performance of the three control schemes. By introducing ΔF ±20% and x_ENE ±5%, comparison the changes in product purity and yield of the three different control schemes. By comparison, we can see that the control scheme CS3 has the best performance.

关键词: Cyclohexene hydration, Catalytic distillation, Control schemes, Dynamic Simulation

Abstract: Cyclohexanol is a commonly used organic compound. Currently, the most promising industrial process for synthesizing cyclohexanol, by cyclohexene hydration, suffers from a low conversion rate and difficult separation. In this paper, a three-column process for catalytic distillation applicable in the hydration of cyclohexene to cyclohexanol was established to solve these. Simulation with Aspen Plus shows that the process has good advantages, the conversion of cyclohexene reached 99.3%, and the product purity was ≥99.2%. The stable operation of the distillation system requires a good control scheme. The design of the control scheme is very important. However, at present, the reactive distillation process for cyclohexene hydration is under investigation experimentally and by steady-state simulation. Therefore, three different plant-wide control schemes were established (CS1, CS2, CS3) and the position of temperature sensitive stage was selected by using sensitivity analysis method and singular value decomposition method. The Tyreus-Luyben empirical tuning method was used to tune the controller parameters. Finally, Aspen Dynamics simulation software was used to evaluate the performance of the three control schemes. By introducing ΔF ±20% and x_ENE ±5%, comparison the changes in product purity and yield of the three different control schemes. By comparison, we can see that the control scheme CS3 has the best performance.

Key words: Cyclohexene hydration, Catalytic distillation, Control schemes, Dynamic Simulation

Mingyuan Hu, Hui Tian. Design of process and control scheme for cyclohexanol production from cyclohexene using reactive distillation[J]. 中国化学工程学报, 2021, 40(12): 96-105.

Mingyuan Hu, Hui Tian. Design of process and control scheme for cyclohexanol production from cyclohexene using reactive distillation[J]. Chinese Journal of Chemical Engineering, 2021, 40(12): 96-105.

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Design of process and control scheme for cyclohexanol production from cyclohexene using reactive distillation

Design of process and control scheme for cyclohexanol production from cyclohexene using reactive distillation

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