Kinetic studies on the dimerization of isobutene with Ni/Al2O3 as a catalyst for reactive distillation process

doi:10.1016/j.cjche.2014.03.004

›› 2015, Vol. 23 ›› Issue (3): 520-527.DOI: 10.1016/j.cjche.2014.03.004

• 催化、动力学与反应工程 • 上一篇下一篇

Kinetic studies on the dimerization of isobutene with Ni/Al₂O₃ as a catalyst for reactive distillation process

Liwei Tong¹, Lifang Chen¹, Yinmei Ye², Zhiwen Qi¹

1 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;
2 School of Resources and Environmental Engineering, East China University of Science and Technology, Shanghai 200237, China

收稿日期:2013-09-19 修回日期:2014-03-16 出版日期:2015-03-28 发布日期:2015-04-03
通讯作者: Zhiwen Qi
基金资助:
Supported by the State key Development Program for Basic Research of China (2012CB720502), the National High Technology Research and Development (2012AA040306), the National Natural Science Foundation of China (21076074), and the Shanghai Pujiang Talents Program (10PJ1402400).

Kinetic studies on the dimerization of isobutene with Ni/Al₂O₃ as a catalyst for reactive distillation process

Liwei Tong¹, Lifang Chen¹, Yinmei Ye², Zhiwen Qi¹

1 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;
2 School of Resources and Environmental Engineering, East China University of Science and Technology, Shanghai 200237, China

Received:2013-09-19 Revised:2014-03-16 Online:2015-03-28 Published:2015-04-03
Supported by:
Supported by the State key Development Program for Basic Research of China (2012CB720502), the National High Technology Research and Development (2012AA040306), the National Natural Science Foundation of China (21076074), and the Shanghai Pujiang Talents Program (10PJ1402400).

摘要/Abstract

摘要： Isooctane is a promising gasoline additive that could be produced by dimerization of isobutene (IB) with subsequent hydrogenation. In this work, the dimerization of IB has been carried out in a batch reactor over a temperature range of 338-383 K in the presence of laboratory prepared Ni/Al₂O₃ as a catalyst and n-pentane as solvent. The influence of various parameters such as temperature, catalyst loading and initial concentration of IB was examined. A Langmuir-Hinshelwood kinetic model of IB dimerization was established and the parameters were estimated on the basis of the measured data. The feasibility of oligomerization of IB based on the reactive distillation was simulated in ASPEN PLUS using the kinetics developed. The simulation results showed that the catalyst of Ni/Al₂O₃ had higher selectivity to diisobutene (DIB) and slightly lower conversion of IB than ion exchange resin in the absence of polar substances.

关键词: Isobutene, Oligomerization, Catalyst, Kinetic modeling, Reactive distillation

Abstract: Isooctane is a promising gasoline additive that could be produced by dimerization of isobutene (IB) with subsequent hydrogenation. In this work, the dimerization of IB has been carried out in a batch reactor over a temperature range of 338-383 K in the presence of laboratory prepared Ni/Al₂O₃ as a catalyst and n-pentane as solvent. The influence of various parameters such as temperature, catalyst loading and initial concentration of IB was examined. A Langmuir-Hinshelwood kinetic model of IB dimerization was established and the parameters were estimated on the basis of the measured data. The feasibility of oligomerization of IB based on the reactive distillation was simulated in ASPEN PLUS using the kinetics developed. The simulation results showed that the catalyst of Ni/Al₂O₃ had higher selectivity to diisobutene (DIB) and slightly lower conversion of IB than ion exchange resin in the absence of polar substances.

Key words: Isobutene, Oligomerization, Catalyst, Kinetic modeling, Reactive distillation

Liwei Tong, Lifang Chen, Yinmei Ye, Zhiwen Qi. Kinetic studies on the dimerization of isobutene with Ni/Al₂O₃ as a catalyst for reactive distillation process[J]. , 2015, 23(3): 520-527.

参考文献

[1] A.K. Kolah, Z.W. Qi, S.M. Mahajani, Dimerized isobutene: An alternative to MTBE, Chem. Innov. 31 (2001) 15-21.
[2] M. Marchionna, M. Di Girolamo, R. Patrini, Light olefins dimerization to high quality gasoline components, Catal. Today 65 (2001) 397-403.
[3] M. Di Girolamo, M. Marchionna, Acidic and basic ion exchange resins for industrial applications, J. Mol. Catal. A Chem. 177 (2001) 33-40.
[4] J.F. Izquierdo, M. Vila, J. Tejero, F. Cunill, M. Iborra, Kinetic study of isobutene dimerization catalyzed by a macroporous sulphonic acid resin, Appl. Catal. A 106 (1993) 155-156.
[5] K. Hauge, E. Bergene, D. Chen, G.R. Fredriksen, A. Holmen, Oligomerization of isobutene over solid acid catalysts, Catal. Today 100 (2005) 463-466.
[6] M.G. Yaocíhuatl, H.L. Martín, A.C. Jorge, Dimerization of isobutene over nickel modified zeolites to obtain isooctane, Catal. Lett. 110 (2006) 107-113.
[7] M. Di Girolamo, M. Lami, M. Marchionna, E. Pescarollo, L. Tagliabue, F. Ancillotti, Liquid-phase etherification/dimerization of isobutene over sulfonic acid resins, Ind. Eng. Chem. Res. 36 (1997) 4452-4458.
[8] M.L. Honkela, A.O.I. Krause, Influence of polar components in the dimerization of isobutene, Catal. Lett. 87 (2003) 113-119.
[9] C.T.O Conner, M. Kojima, W.K. Schumann, The oligomerization of C4 alkenes over cationic exchange resins, Appl. Catal. 16 (1985) 193-207.
[10] M. Vila, F. Cunill, J. Izquierdo, J. Gonzalez, A. Hernandez, The role of byproducts formation in methyl tert-butyl ether synthesis catalyzed by a macroporous acidic resin, Appl. Catal. A 117 (1994) 99-108.
[11] Bowman, W., Stadig, W., Dimerization of isobutene,. U.S. Pat., 4,100,220 (1978)
[12] Evans, T., Karas, L., Rameswaran, R., Selective olefin oligomerization U.S. Pat., 6,376,731, (2002).
[13] T. Ouni, K. Jakobsson, A. Pyhalahti, J. Aittamaa, Enhancing productivity of side reactor configuration through optimizing the reaction conditions, Chem. Eng. Res. Des. 82 (2004) 167-174.
[14] R. Kamath, Z.W. Qi, K. Sundmacher, P. Aghalayam, S. Mahajani, Comparison of reactive distillation with process alternatives for the isobutene dimerization reaction, Ind. Eng. Chem. Res. 45 (2006) 2707-2714.
[15] S. Talwalkar, S. Mankar, A. Katariya, P. Aghalayam, M. Ivanova, K. Sundmacher, S. Mahajani, Selectivity engineering with reactive distillation for dimerization of C4 olefins: Experimental and theoretical studies, Ind. Eng. Chem. Res. 46 (2007) 3024-3034.
[16] R. Kamath, Z.W. Qi, K. Sundmacher, Process analysis for dimerization of isobutene by reactive distillation, Ind. Eng. Chem. Res. 45 (2006) 1575-1582.
[17] M.L. Honkela, A.O.I. Krause, Kinetic modeling of the dimerization of isobutene, Ind. Eng. Chem. Res. 43 (2004) 3251-3260.
[18] A. Rehfinger, U. Hoffmann, Formation of di-isobutene, main by-product of methyl tertiary butyl ether synthesis catalyzed by ion exchange resin, Chem. Eng. Technol. 13 (1990) 150-156.
[19] Z. Xu, J. Ye, D. Fang, Kinetic study of isobutene oligomerization catalyzed by a strong acid cation-exchange resin, J. East China Univ. Sci. Technol. 33 (2007) 157-162 (in Chinese).
[20] Z.W. Qi, K. Sundmacher, E. Stein, A. Kienle, A. Kolah, Reactive separation of isobutene from C4 crack fractions by catalytic distillation processes, Sep. Purif. Technol. 26 (2002) 147-163.
[21] M. Di Girolamo, L. Tagliabue, MTBE and alkylate coproduction: Fundamentals and operating experience, Catal. Today 52 (1999) 307-319.
[22] A. Saus, E. Schmidl, Benzyl sulfonic acid siloxane as a catalyst: Oligomerization of isobutene, J. Catal. 94 (1985) 187-194.

Kinetic studies on the dimerization of isobutene with Ni/Al₂O₃ as a catalyst for reactive distillation process

Kinetic studies on the dimerization of isobutene with Ni/Al₂O₃ as a catalyst for reactive distillation process

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]	Jinlong Liu, Chenye Wang, Xingrui Wang, Chen Zhao, Huiquan Li, Ganyu Zhu, Jianbo Zhang. Reconstruction and recovery of anatase TiO₂ from spent selective catalytic reduction catalyst by NaOH hydrothermal method[J]. 中国化学工程学报, 2023, 60(8): 53-60.
[2]	Yifan Jiang, Bingqi Xie, Jisong Zhang. Highly reactive and reusable heterogeneous activated carbons-based palladium catalysts for Suzuki-Miyaura reaction[J]. 中国化学工程学报, 2023, 60(8): 165-172.
[3]	Peipei Ai, Huiqing Jin, Jie Li, Xiaodong Wang, Wei Huang. Ultra-stable Cu-based catalyst for dimethyl oxalate hydrogenation to ethylene glycol[J]. 中国化学工程学报, 2023, 60(8): 186-193.
[4]	Yuehua Liu, Lili Chen, Shoujun Liu, Song Yang, Ju Shangguan. Role of iron-based catalysts in reducing NO_x emissions from coal combustion[J]. 中国化学工程学报, 2023, 59(7): 1-8.
[5]	Fei Li, Xuemei Wang, Pengze Zhang, Qinqin Wang, Mingyuan Zhu, Bin Dai. Nitrogen and phosphorus co-doped activated carbon induces high density Cu⁺ active center for acetylene hydrochlorination[J]. 中国化学工程学报, 2023, 59(7): 193-199.
[6]	Qunfeng Zhang, Bingcheng Li, Yuan Zhou, Deshuo Zhang, Chunshan Lu, Feng Feng, Jinghui Lv, Qingtao Wang, Xiaonian Li. Regulation of the selective hydrogenation performance of sulfur-doped carbon-supported palladium on chloronitrobenzene[J]. 中国化学工程学报, 2023, 58(6): 69-75.
[7]	Guangyuan Chen, Tong Zhou, Meng Zhang, Zhongxiang Ding, Zhikun Zhou, Yuanhui Ji, Haiying Tang, Changsong Wang. Effects of heavy metal ions Cu²⁺/Pb²⁺/Zn²⁺ on kinetic rate constants of struvite crystallization[J]. 中国化学工程学报, 2023, 57(5): 10-16.
[8]	Jiajia Chen, Xinyu Lu, Dandan Wang, Pengcheng Xiu, Xiaoli Gu. Effective depolymerization of alkali lignin using an attapulgite-Ce_0.75Zr_0.25O₂(ATP-CZO)-supported cobalt catalyst in ethanol/isopropanol media[J]. 中国化学工程学报, 2023, 57(5): 50-62.
[9]	Linlin Su, Meijun Chen, Li Gong, Hua Yang, Chao Chen, Jun Wu, Ling Luo, Gang Yang, Lulu Long. Boost activation of peroxymonosulfate by iron doped K_2-xMn₈O₁₆: Mechanism and properties[J]. 中国化学工程学报, 2023, 57(5): 88-97.
[10]	Bingxiao Feng, Lining Hao, Chaoting Deng, Jiaqiang Wang, Hongbing Song, Meng Xiao, Tingting Huang, Quanhong Zhu, Hengjun Gai. A highly hydrothermal stable copper-based catalyst for catalytic wet air oxidation of m-cresol in coal chemical wastewater[J]. 中国化学工程学报, 2023, 57(5): 338-348.
[11]	Shujun Peng, Song Lei, Sisi Wen, Jian Xue, Haihui Wang. A Ruddlesden–Popper oxide as a carbon dioxide tolerant cathode for solid oxide fuel cells that operate at intermediate temperatures[J]. 中国化学工程学报, 2023, 56(4): 25-32.
[12]	Da Ke, Minjia Wang, Jiancheng Ruan, Xinzhi Chen, Shaodong Zhou. Efficient, continuous oxidation of durene to pyromellitic dianhydride mediated by a V-Ti-P ternary catalyst: The remarkable doping effect[J]. 中国化学工程学报, 2023, 55(3): 156-164.
[13]	Qiongna Xiao, Yuyan Jiang, Weiqiang Yuan, Jingjing Chen, Haohong Li, Huidong Zheng. Styrene epoxidation catalyzed by polyoxometalate/quaternary ammonium phase transfer catalysts: The effect of cation size and catalyst deactivation mechanism[J]. 中国化学工程学报, 2023, 55(3): 192-201.
[14]	Bowen Jiang, Jia Liu, Guoqiang Yang, Zhibing Zhang. Efficient conversion of CO₂ into cyclic carbonates under atmospheric by halogen and metal-free poly(ionic liquid)s[J]. 中国化学工程学报, 2023, 55(3): 202-211.
[15]	Peipei Ai, Li Zhang, Jinchi Niu, Huiqing Jin, Wei Huang. Boron-doped lamellar porous carbon supported copper catalyst for dimethyl oxalate hydrogenation[J]. 中国化学工程学报, 2023, 55(3): 222-229.