Alkylation of Benzene with 1-Decene Using Silica Supported Preyssler Heteropoly Acid: Statistical Design with Response Surface Methodology

doi:10.1016/S1872-2067(11)60357-4

Abstract

Abstract: The response surface method (RSM) was applied to study the liquid phase alkylation of benzene with 1-decene catalyzed by means of silica supported preyssler heteropoly acid. A three step experimental design was developed based on the central composite design (CCD). Catalyst loading, catalyst percent, and benzene to 1-decene molar ratio were used to optimize 1-decene conversion and linear alkylbanzene (LAB) yield. The results indicated that the quadratic model was significant for these two responses. The experimental results revealed that all variables had positive effect on 1-decene conversion. While increasing the catalyst loading tends to decrease LAB yield. Benzene to 1-decene molar ratio was found to be the most important factor that influenced LAB yield with a positive effect. Design expert software suggested several optimized solutions, among them the best choice was to use 31% catalyst loading, benzene to 1-decene molar ratio of 13, and catalyst percent of 3.6wt% for obtaining 100% conversion and 88% LAB production yield.

Key words: linear alkylbenzene, heteropoly acid, preyssler, silica supported catalyst, response surface method

A. HAFIZI, A. AHMADPOUR, M. M. HERAVI, F. F. BAMOHARRAM, M. KHOSROSHAHI. Alkylation of Benzene with 1-Decene Using Silica Supported Preyssler Heteropoly Acid: Statistical Design with Response Surface Methodology[J]. Chinese Journal of Catalysis, 2012, 33(3): 494-501.

×
share this article

Add to citation manager EndNote|Ris|BibTeX

URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(11)60357-4

https://www.cjcatal.com/EN/Y2012/V33/I3/494

References

1 Kocal J A, Vora B V, Imai T. Appl Catal A, 2001, 221: 295
2 Borutskii P N, Kozlova E G, Podkletnova N M, Gil’chenok N D, Sokolov B G, Zuev V A, Shatovkin A A. Petrol Chem, 2007, 47: 250
3 Tian L, Li J, Li Y, Chen B. Chin J Catal, 2008, 29: 889
4 de Angelis A, Amarilli S, Berti D, Montanari L, Perego C. J Mol Catal A, 1999, 146: 37
5 Cao Y, Kessas R, Naccache C, Ben Taarit Y. Appl Catal A, 1999, 184: 231
6 Guerra S R, Merat L M O C, San Gil R A S, Dieguez L C. Catal Today, 2008, 133: 223
7 Cai X, Cui S, Qu L, Yuan D, Lu B, Cai Q. Catal Commun, 2008, 9: 1173
8 Devassy B M, Lefebvre F, Bohringer W, Fletcher J, Halligudi S B. J Mol Catal A, 2005, 236: 162
9 Nociar A, Hudec P, Jakubik T, Smieskova A, Zidek Z. Petrol Coal, 2003, 45: 89
10 Hernández-Cortez J G, Martinez L, Soto L, López A, Navarrete J, Manríquez M, Lara V H, López-Salinas E. Catal Today, 2010, 150: 346
11 Zhu H-O, Wang J, Zeng C-Y, Zhao D-Y. Stud Surf Sci Catal, 2003, 146: 661
12 Zhang J, Zhu Z, Li C, Wen L, Min E. J Mol Catal A, 2003, 198: 359
13 Sawant D P, Halligudi S B. J Mol Catal A, 2005, 237: 137
14 Heravi M M, Motamedi R, Seifi N, Bamoharram F F. J Mol Catal A, 2006, 249: 1
15 Hekmatshoar R, Heravi M M, Sadjadi S, Oskooie H A, Bamoharram F F. Catal Commun, 2008, 9: 837
16 Heravi M M, Bakhtiari K, Bamoharram F F. Catal Commun, 2006, 7: 499
17 Bamoharram F F, Heravi M M, Roshani M, Jahangir M, Gharib A. Appl Catal A, 2006, 302: 42
18 Heravi M M, Bamoharram F F, Rajabzadeh G, Seifi N, Khatami M. J Mol Catal A, 2006, 259: 213
19 Wu Y, Ye X, Yang X, Wang X, Chu W, Hu Y. Ind Eng Chem Res, 1996, 35: 2546
20 Revathi S, Preethi M E L, Manikandan D, Divakar D, Rupa A V, Sivakumar T. Chin J Catal, 2008, 29: 1202
21 Parajo J C, Alonso J L, Lage M A, Vazquez D. Bioprocess Eng, 1992, 8: 129
22 Bezerra M A, Santelli R E, Oliveira E P, Villar L S, Escaleira L A. Talanta, 2008, 76: 965
23 Alizadeh M H, Razavi H, Bamoharram F F, Daneshvar K. J Mol Catal A, 2003, 206: 89
24 Alizadeh M H, Razavi H, Farrash Bamoharram F, Hassanzadeh M K, Khoshnavazi R, Mohammadi Zonoz F. Kinet Catal, 2003, 44: 524
25 Tiwari B K, Muthukumarappan K, ÓDonnell C P, Cullen P J. J Food Eng, 2008, 88: 553
26 Tan I A W, Ahmad A L, Hameed B H. Chem Eng J, 2008, 137: 462

[1]	Yue Wei, Gang Li, Qiang Lü, Chuanying Cheng, Hongchen Guo. Green and efficient epoxidation of methyl oleate over hierarchical TS-1 [J]. Chinese Journal of Catalysis, 2018, 39(5): 964-972.
[2]	Ezzat Rafiee, Maryam Khodayari. Synthesis and characterization of PMoV/Fe₃O₄/g-C₃N₄from melamine: An industrial green nanocatalyst for deep oxidative desulfurization [J]. Chinese Journal of Catalysis, 2017, 38(3): 458-468.
[3]	Amin Talebian-Kiakalaieh, Nor Aishah Saidina Amin. Coke-tolerant SiW₂₀-Al/Zr₁₀ catalyst for glycerol dehydration to acrolein [J]. Chinese Journal of Catalysis, 2017, 38(10): 1697-1710.
[4]	Kandasamy Selvam, Muthusamy Govarthanan, Duraisamy Senbagam, Seralathan Kamala-Kannan, Balakrishnan Senthilkumar, Thangasamy Selvankumar. Activity and stability of bacterial cellulase immobilized on magnetic nanoparticles [J]. Chinese Journal of Catalysis, 2016, 37(11): 1891-1898.
[5]	Laxmikant D. Chavan, Sunil G. Shankarwar. KSF supported 10-molybdo-2-vanadophosphoric acid as an efficient and reusable catalyst for one-pot synthesis of 2,4,5-trisubstituted imidazole derivatives under solvent-free condition [J]. Chinese Journal of Catalysis, 2015, 36(7): 1054-1059.
[6]	Hossein Eshghi, Ali Javid, Amir Khojastehnezhad, Farid Moeinpour, Fatemeh F. Bamoharram d, Mehdi Bakavoli, Masoud Mirzaei. Preyssler heteropolyacid supported on silica coated NiFe₂O₄ nanoparticles for the catalytic synthesis of bis(dihydropyrimidinone)benzene and 3,4-dihydropyrimidin-2(1H)-ones [J]. Chinese Journal of Catalysis, 2015, 36(3): 299-307.
[7]	Milad Jourshabani, Alireza Badiei, Negar Lashgari, Ghodsi Mohammadi Ziarani. Highly selective production of phenol from benzene over mesoporous silica-supported chromium catalyst: Role of response surface methodology in optimization of operating variables [J]. Chinese Journal of Catalysis, 2015, 36(11): 2020-2029.
[8]	Gabriel Morales, Juan A. Melero, Marta Paniagua, Jose Iglesias, Blanca Hernández, María Sanz. Sulfonic acid heterogeneous catalysts for dehydration of C₆-monosaccharides to 5-hydroxymethylfurfural in dimethyl sulfoxide [J]. Chinese Journal of Catalysis, 2014, 35(5): 644-655.
[9]	Mahmood Tajbakhsh, Rahman Hosseinzadeh, Parizad Rezaee, Mahgol Tajbakhsh. H₃PW₁₂O₄₀ catalyzed synthesis of benzoxazine and quinazoline in aqueous media [J]. Chinese Journal of Catalysis, 2014, 35(1): 58-65.
[10]	Ezzat Rafiee, Sara Eavani, Maryam Khodayari. Magnetically recoverable, nanoscale-supported heteropoly acid catalyst for green synthesis of biologically active compounds in water [J]. Chinese Journal of Catalysis, 2013, 34(8): 1513-1518.
[11]	Ali AYATI, Ali AHMADPOUR, Fatemeh F. BAMOHARRAM, Majid M. HERAVI, Hamed RASHIDI. Photocatalytic Synthesis of Gold Nanoparticles Using Preyssler Acid and Their Photocatalytic Activity [J]. Chinese Journal of Catalysis, 2011, 32(6): 978-982.
[12]	Fatemeh F. BAMOHARRAM, Majid M. HERAVI, Javad EBRAHIMI, Ali AHMADPOUR, Mojtaba ZEBARJAD. Catalytic Performance of Nano-SiO₂-Supported Preyssler Heteropolyacid in Esterification of Salicylic Acid with Aliphatic and Benzylic Alcohols [J]. Chinese Journal of Catalysis, 2011, 32(5): 782-788.
[13]	Immobilization of -S. REVATHI;M. Esther Leena PREETHI;D. MANIKANDAN;D. DIVAKAR;A. Valentine RUPA;. Immobilization of 12-Tungstophosphoric Acid on AlSBA-15 and Its Catalytic Activity for Acetylation [J]. Chinese Journal of Catalysis, 2008, 29(12): 1202-1210.
[14]	Razieh FAZAELI;Hamid ALIYAN. Cu3/2PMo12O40/SiO2: A Heterogeneous, Eco-friendly and Reusable Catalyst for the Solvent-Free Catalytic Preparation of 1,1-Diacetates from Aldehydes [J]. Chinese Journal of Catalysis, 2008, 29(1): 10-14.