A rate-based method for dynamic analysis and optimal design of reactive extraction: n-Hexyl acetate esterification as an example

doi:10.1016/j.cjche.2019.04.019

中国化学工程学报 ›› 2020, Vol. 28 ›› Issue (1): 76-83.DOI: 10.1016/j.cjche.2019.04.019

• Separation Science and Engineering • 上一篇下一篇

A rate-based method for dynamic analysis and optimal design of reactive extraction: n-Hexyl acetate esterification as an example

Xutao Hu, Hao Qin, Biao Hu, Hongye Cheng, Lifang Chen, Zhiwen Qi

Max Planck Partner Group at the State Key Laboratory of Chemical Engineering, School of Chemical Engineering, East China University of Science and Technology, Shanghai 200237, China

收稿日期:2019-03-15 修回日期:2019-04-24 出版日期:2020-01-28 发布日期:2020-03-31
通讯作者: Zhiwen Qi
基金资助:
Supported by the National Natural Science Foundation of China (21776074, 21576081, 2181101120).

A rate-based method for dynamic analysis and optimal design of reactive extraction: n-Hexyl acetate esterification as an example

Xutao Hu, Hao Qin, Biao Hu, Hongye Cheng, Lifang Chen, Zhiwen Qi

Max Planck Partner Group at the State Key Laboratory of Chemical Engineering, School of Chemical Engineering, East China University of Science and Technology, Shanghai 200237, China

Received:2019-03-15 Revised:2019-04-24 Online:2020-01-28 Published:2020-03-31
Contact: Zhiwen Qi
Supported by:
Supported by the National Natural Science Foundation of China (21776074, 21576081, 2181101120).

摘要/Abstract

摘要： The dynamic analysis and optimal design of reactive extraction are challenging due to high nonlinearity of model equations and tough decision of judging criteria. In this work, a dynamic rate-based method is developed on gPROMS platform to get easy access to the solutions of reactive extraction with phase splitting. Based on rigorous criteria, dynamic analysis from initial state to final equilibrium (e.g., evolution of phase composition, mass transfer rate and reaction rate) and optimal design of operating conditions (e.g., extractant dosage and feed molar ratio) are achieved. To illustrate the method, the esterification of n-hexyl acetate is taken as an example. The approach proves to be reliable in the analysis and optimization of the exemplified system, which provides instructive reference for further process design and simulation of reactive extraction.

关键词: Reactive extraction, Dynamic rate-based method, Optimal design, Process simulation, n-Hexyl acetate esterification

Abstract: The dynamic analysis and optimal design of reactive extraction are challenging due to high nonlinearity of model equations and tough decision of judging criteria. In this work, a dynamic rate-based method is developed on gPROMS platform to get easy access to the solutions of reactive extraction with phase splitting. Based on rigorous criteria, dynamic analysis from initial state to final equilibrium (e.g., evolution of phase composition, mass transfer rate and reaction rate) and optimal design of operating conditions (e.g., extractant dosage and feed molar ratio) are achieved. To illustrate the method, the esterification of n-hexyl acetate is taken as an example. The approach proves to be reliable in the analysis and optimization of the exemplified system, which provides instructive reference for further process design and simulation of reactive extraction.

Key words: Reactive extraction, Dynamic rate-based method, Optimal design, Process simulation, n-Hexyl acetate esterification

Xutao Hu, Hao Qin, Biao Hu, Hongye Cheng, Lifang Chen, Zhiwen Qi. A rate-based method for dynamic analysis and optimal design of reactive extraction: n-Hexyl acetate esterification as an example[J]. 中国化学工程学报, 2020, 28(1): 76-83.

参考文献

[1] E.L. Piret, W.H. Penney, P.J. Trambouze, Extractive reaction:Batch and continuousflow chemical reaction systems dilute case, AIChE J. 6(1960) 394-400.
[2] J. Gui, X. Cong, D. Liu, et al., Novel Brønsted acidic ionic liquid as efficient and reusable catalyst system for esterification, Catal. Commun. 5(2004) 473-477.
[3] P. Jairurob, C. Phalakornkule, A. Na-udom, et al., Reactive extraction of afterstripping sterilized palm fruit to biodiesel, Fuel 107(2013) 282-289.
[4] D. Li, F. Yu, Z. Chang, Reactive extraction of nicotinic acid with trialkylamine in noctanol, Chin. J. Chem. Eng. 20(2012) 843-848.
[5] Q. Zeng, B. Hu, H.Y. Cheng, et al., Liquid-liquid equilibrium for the system of ionic liquid[BMIm][HSO₄] catalysed isobutyl isobutyrate formation, J. Chem. Thermodyn. 122(2018) 162-169.
[6] J. Cai, X. Cui, Y. Zhang, et al., Isobaric vapor-liquid equilibrium for methanol+methyl acetate+1-octyl-3-methylimidazolium hexafluorophosphate at 101.3 kPa, J. Chem. Eng. Data 56(2011) 2884-2888.
[7] M.M. Bora, S. Borthakur, P.G. Rao, et al., Study on the reactive extraction and stripping kinetics of certain β-lactam antibiotics, Chem. Eng. Process. 47(2008) 1-8.
[8] D. Tao, Y. Wu, Z. Zhou, et al., Kinetics for the esterification reaction of n-butanol with acetic acid catalyzed by noncorrosive Brønsted acidic ionic liquids, Ind. Eng. Chem. Res. 50(2011) 1989-1996.
[9] M. Minotti, M.F. Doherty, M.F. Malone, Design for simultaneous reaction and liquid-liquid extraction, Ind. Eng. Chem. Res. 37(1999) 4748-4755.
[10] K.T. Lee, S. Lim, Reactive extraction technology, in:K. Boodhoo, A. Harvey (Eds.),Process Intensification for Green Chemistry:Engineering Solutions for Sustainable Chemical Processing, Pulau Pinang 2013, pp. 275-287.
[11] J. Scillipo, C. Nioid, A. Marty, et al., Prediction of conversion at equilibrium for lipase esterification in two-phase systems, Biochem. Eng. J. 117(2017) 162-171.
[12] J. Bausa, W. Marquardt, Quick and reliable phase stability test in VLLE flash calculations by homotopy continuation, Comput. Chem. Eng. 24(2000) 2447-2456.
[13] F. Steyer, D. Flockerzi, K. Sundmacher, Equilibrium and rate-based approaches to liquid-liquid phase splitting calculations, Comput. Chem. Eng. 30(2006) 277-284.
[14] A. Zinser, L. Rihko-Struckmann, K. Sundmacher, Dynamic method for computation of chemical and phase equilibria, Comput. Chem. Eng. 89(2016) 1-10.
[15] T. Zhou, J. Wang, K. McBride, et al., Optimal design of solvents for extractive reaction processes, AIChE J. 62(2016) 3238-3249.
[16] K.D. Samant, K.M. Ng, Synthesis of extractive reaction processes, AIChE J. 44(1998) 1363-1381.
[17] X.Q. Kang, H.Y. Cheng, L.W. Tong, et al., Development of a bifurcation analysis approach based on gPROMS platform, Chin. J. Chem. Eng. 24(2016) 1742-1749.
[18] M. Asteasuain, A. Brandolin, Modeling and optimization of a high-pressure ethylene polymerization reactor using gPROMS, Comput. Chem. Eng. 32(2008) 396-408.
[19] L.W. Tong, W.G. Wu, Y.M. Ye, et al., Simulation study on a reactive distillation process of methyl acetate hydrolysis intensified by reaction of methanol dehydration, Chem. Eng. Process. 67(2013) 111-119.
[20] M. Steensma, N.J.M. Kuipers, A.B. de Haan, et al., Modelling and experimental evaluation of reaction kinetics in reactive extraction for chiral separation of amines, amino acids and amino-alcohols, Chem. Eng. Sci. 62(2007) 1395-1407.
[21] X.T. Hu, H.Y. Cheng, X.Q. Kang, et al., Analysis of direct synthesis of dimethyl carbonate from methanol and CO₂ intensified by in-situ hydration-assisted reactive distillation with side reactor, Chem. Eng. Process. 129(2018) 109-117.
[22] E.C. Voutsas, H. Stamatis, F.N. Kolisis, et al., Solvent effects on equilibrium position and initial rate of lipase-catalyzed esterification reactions in organic solvents:Experimental results and prediction capabilities, Biocatal. Biotransform. 20(2002) 101-109.
[23] T. Zhou, Z.X. Lyu, Z.W. Qi, et al., Robust design of optimal solvents for chemical reactions-A combined experimental and computational strategy, Chem. Eng. Sci. 137(2015) 613-625.
[24] S.H. Ali, S.Q. Merchant, Kinetics of the esterification of acetic acid with 2-propanol:Impact of different acidic cation exchange resins on reaction mechanism, Int. J. of Chem. Kinet. 38(2010) 593-612.
[25] H.T.R. Teo, B. Saha, Heterogeneous catalysed esterification of acetic acid with isoamyl alcohol:Kinetic studies, J. Catal. 228(2004) 174-182.
[26] J. Lilja, J. Wärnå, T. Salmi, et al., Esterification of propanoic acid with ethanol, 1-propanol and butanol over a heterogeneous fiber catalyst, Chem. Eng. J. 115(2005) 1-12.
[27] M. Schmitt, H. Hasse, Phase equilibria for hexyl acetate reactive distillation, J. Chem. Eng. Data 50(2005) 1677-1683.
[28] A. Razzouk, R.A. Naccoul, I. Mokbel, et al., Liquid-liquid equilibria for monoethylene glycol+hexane and 2,2,4-trimethylpentane, water+hexane and 2,2,4-trimethylpentane, monoethylene glycol+water+hexane, and monoethylene glycol+water+2,2,4-trimethylpentane in the temperature range between T=283.15 K and T=323.15 K, J. Chem. Eng. Data 57(2010) 2364-2374.
[29] I. Ashour, Liquid-liquid equilibrium of MTBE+ethanol+water and MTBE+1-hexanol+water over the temperature range of 288.15 to 308.15 K, J. Chem. Eng. Data 50(2005) 113-118.
[30] H.Y. Cheng, J.S. Li, J.W. Wang, et al., Enhanced vitamin E extraction selectivity from deodorizer distillate by a biphasic system:A COSMO-RS and experimental study, ACS Sustain. Chem. Eng. 6(2018) 5547-5554.
[31] M. Schmitt, H. Hasse, Chemical equilibrium and reaction kinetics of heterogeneously catalyzed n-hexyl acetate esterification, Ind. Eng. Chem. Res. 45(2006) 4123-4132.
[32] Q. Zeng, H. Qin, H.Y. Cheng, et al., Development of a reactive extraction process for isobutyl isobutyrate formation intensified by bifunctional ionic liquid, Chem. Eng. Sci.:X. 1(2019), 100001.
[33] Q. Zeng, Z. Song, H. Qin, et al., Ionic liquid[BMIm][HSO4] as dual catalyst-solvent for the esterification of hexanoic acid with n-butanol, Catal. Today 339(2020) 113-119.
[34] H. Qin, Z. Song, Q. Zeng, et al., Bifunctional imidazole-PTSA deep eutectic solvent for synthesizing long-chain ester IBIBE in reactive extraction, AIChE J. 65(2) (2019) 675-683.

A rate-based method for dynamic analysis and optimal design of reactive extraction: n-Hexyl acetate esterification as an example

A rate-based method for dynamic analysis and optimal design of reactive extraction: n-Hexyl acetate esterification as an example

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 15

编辑推荐

Metrics

本文评价

[1]	Borui Liu, Tao Zhang, Yi Zheng, Kailong Li, Hui Pan, Hao Ling. A dynamic control structure of liquid-only transfer stream distillation column[J]. 中国化学工程学报, 2023, 59(7): 135-145.
[2]	Danlei Chen, Yiqing Luo, Xigang Yuan. Cascade refrigeration system synthesis based on hybrid simulated annealing and particle swarm optimization algorithm[J]. 中国化学工程学报, 2023, 58(6): 244-255.
[3]	Jixiang Liu, Xin Zhou, Gengfei Yang, Hui Zhao, Zhibo Zhang, Xiang Feng, Hao Yan, Yibin Liu, Xiaobo Chen, Chaohe Yang. Conceptual carbon-reduction process design and quantitative sustainable assessment for concentrating high purity ethylene from wasted refinery gas[J]. 中国化学工程学报, 2023, 57(5): 290-308.
[4]	Zhixian Chang, Xiangfeng Zhou, Huihua Bai, Deliang Li, Ling Zhang. Intensified reactive extraction of 4-hydroxypyridine with di(2-ethylhexyl) phosphoric acid in 1-octanol by using tributyl phosphate[J]. 中国化学工程学报, 2023, 54(2): 199-205.
[5]	Xinqiang You, Kai Zhao, Ling Li, Ting Qiu. Ionic liquids as entrainer in extractive distillation for effectively separating 1-propanol–water azeotropic mixture[J]. 中国化学工程学报, 2022, 49(9): 224-233.
[6]	Tongyang Zhang, Guanrun Chu, Junlin Lyu, Yongda Cao, Wentao Xu, Kui Ma, Lei Song, Hairong Yue, Bin Liang. CO₂ mineralization of carbide slag for the production of light calcium carbonates[J]. 中国化学工程学报, 2022, 43(3): 86-98.
[7]	Ran An, Shengxin Chen, Shun Hou, Yuting Zhu, Chunhu Li, Xinbao Zhu, Ruixia Liu, Weizhong An. Simulation and design of a heat-integrated double-effect reactive distillation process for propylene glycol methyl ether production[J]. 中国化学工程学报, 2022, 52(12): 103-114.
[8]	Jun Zhang, Qin Wang, Weifeng Shen. Hyper-parameter optimization of multiple machine learning algorithms for molecular property prediction using hyperopt library[J]. 中国化学工程学报, 2022, 52(12): 115-125.
[9]	Danlei Chen, Yiqing Luo, Xigang Yuan. Refrigeration system synthesis based on de-redundant model by particle swarm optimization algorithm[J]. 中国化学工程学报, 2022, 50(10): 412-422.
[10]	Yishan Zhou, Hao Qin, Hongye Cheng, Lifang Chen, Bingjian Zhang, Zhiwen Qi. Reactive extraction for synthesizing long chain ester butyl hexanoate intensified by deep eutectic solvent[J]. 中国化学工程学报, 2021, 36(8): 120-127.
[11]	Xincheng Gu, Xiaochun Zhang, Xiangping Zhang, Chun Deng. Simulation and assessment of manufacturing ethylene carbonate from ethylene oxide in multiple process routes[J]. 中国化学工程学报, 2021, 29(3): 135-144.
[12]	Lan Li, Xiaoting Huang, Quanda Jiang, Luyue Xia, Jiawei Wang, Ning Ai. New process development and process evaluation for capturing CO₂ in flue gas from power plants using ionic liquid [emim][Tf₂N][J]. 中国化学工程学报, 2020, 28(3): 721-732.
[13]	Feng Wang, Yanfeng Pu, Jinhai Yang, Taiying Wang, Languang Chen, Ning Zhao, Fukui Xiao. Process design and economic optimization for the indirect synthesis of dimethyl carbonate from urea and methanol[J]. 中国化学工程学报, 2019, 27(8): 1879-1887.
[14]	Aihong Li, Changzhan Liu, Zhiyong Liu. A heuristic design method for batch water-using networks of multiple contaminants with regeneration unit[J]. 中国化学工程学报, 2019, 27(5): 1103-1112.
[15]	Jianqiu Gao, Chun Li, Weizao Liu, Jinpeng Hu, Lin Wang, Qiang Liu, Bin Liang, Hairong Yue, Guoquan Zhang, Dongmei Luo, Siyang Tang. Process simulation and energy integration in the mineral carbonation of blast furnace slag[J]. Chinese Journal of Chemical Engineering, 2019, 27(1): 157-167.