HY zeolite is commonly considered to have a suitable pore structure for alkylation of aromatic. However, coke deposition results in catalytic activity falling rapidly because of its strong acidity. Herein, we prepared WO3/HY zeolite catalysts by liquid phase deposition method with phosphotungstic acid as the precursor, and their catalytic activities were evaluated by alkylation of naphthalene and n-tetradecene (C14H28). Characterizations showed that WO3 increased acid density and optimized the distribution of surface acidity and pore structure. The process not only increases the W5+ content which can increase the catalytic activity, but also reduces the reaction temperature to extend the service life. Both advantages of the catalysts achieved 96.12% conversion of naphthalene and 97.46% selectivity of monoalkylnaphthalene.
This is a preview of subscription content, access via your institution.
Buy single article
Instant access to the full article PDF.
Price includes VAT (USA)
Tax calculation will be finalised during checkout.
Horňáček M, Hudec P, Velebná K, Lovás P (2015) Positive effect of secondary structure creation in mordenites on alkylation of benzene with 1-tetradecene. Catal Commun 64:1–5
Kocal JA, Vora BV, Imai T (2001) Production of linear alkylbenzenes. Appl Catal A 221:295–301
Huang Z, Zhang J, Li P, Lanjian Xu, Zhang X, Yuan Y, Lei Xu (2017) Catal Sci Technol 7:4700–4709
Aitania A, Wang JB, Wang I et al (2014) Environmental benign catalysis for linear alkylbenzene synthesis: a review. Catal Surv Asia 18:1–12
Penteado JCP, Eiseoudoa CLRF (2006) Alquilbenzeno sulfonato linear: uma abordagem ambiental eanalítica. Quím Nova 29(5):1038–1046
Lopes da Costa Nathalia, Guedes Pereira Lincoln, Mendes Resende João Victor, et al. (2021) On activated carbon: a remarkable catalyst for 5-hydroxymethylfurfural production. Mol Catal 500, 111334.
Desheng W, Liang Y, Xiaolai W (2012) Research developments of heteropoly-acid catalysts. J Mol Catal 26:366–375
Wang JJ, Chuang YY, HSU H Y, et al (2017) Toward industrial catalysis of zeolite for linear alkylbenzene synthesis: a mini review. Catal Today 298:109–116
Li J, Ji W, Liu M, Zhao G, Jia W, Zhu Z (2019) New insight into the alkylation-efficiency of methanol with toluene over ZSM-5: microporous diffusibility significantly affects reacting-pathways. Microporous Mesoporous Mater 282:252–259
Lintao Bu, Nimlos MR, Robichaud DJ, Kim S (2018) Diffusion of aromatic hydrocarbons in hierarchical mesoporous H-ZSM-5 zeolite. Catal Today 312:73–81
Da Z, Han Z, Magnoux P, Guisnet M (2001) Liquid-phase alkylation of toluene with long-chain alkenes over HFAU and HBEA zeolites. Appl Catal A 219:45–52
Mogahid Osman, Sulaiman Al-Khattaf, Urbano Díaz, Cristina Martínez, Avelino Corma (2016) Influencing the activity and selectivity of alkylaromatic catalytic transformations by varying the degree of delamination in MWW zeolite. Catal Sci Technol (60):3166–3181
Yoshihiro S, Ajayan V (2015) Shape-selective catalysis in the alkylation of naphthalene: steric interaction with the nanospace of zeolites. J Nanosci Nanotechnol 15:9369–9381
Wen LY (2000) Synthesis of linear alkylbenzene catalysts and catalytic distillation of suspended beds. Beijing: Sinopec Research Institution of Petroleum Processing
Han MH, Cui Z, Chen W et al (1999) Synthesis of linear alkylbenzene using TH-06 catalyst II. Regeneration of coked catalyst. Petrochem Technol 28(11):734–737
Alabi WO, Tope BB, Jermy RB, Aitani AM, Hattori H, Al-Khattaf SS (2014) Modification of Cs-X for styrene production by side-chain alkylation of toluene with methanol. Catal Today 226:117–123
Lee H, Lee S, Ryoo R, Choi M (2019) Revisiting side-chain alkylation of toluene to styrene: critical role of microporous structures in catalysts. J Catal 373:25–36
Hoveyda Amir H, Zhugralin Adil R (2007) The remarkable metal-catalysed olefin metathesis reaction. Nature 450(7167):243–251
Usha Nandhini K, Arabindoo B, Palanichamy M, Murugesan V (2004) t -Butylation of phenol over mesoporous aluminophosphate and heteropolyacid supported aluminophosphate molecular sieves. J Mol Catal A Chem 223(1):201–210
Li Xiaoyun Lu, Xuebin NS et al (2020) Efficient catalytic production of biomass-derived levulinic acid over in deep eutectic solvent. Ind Crops Prod 145:1–7
Talib SH, Xiaohu Yu, Qi Yu et al (2020) Non-noble metal single-atom catalysts with support: a theoretical study of ethylene epoxidation. Sci China Mater 63:1003–1014
Kamble SB, Shinde SH, Chandrashekhar V et al (2015) Highly efficient triphenyl (3-sulfopropyl) phosphonium functionalized on silica as a solid acid catalyst for selective mono-allylation of acetals. Catal Sci Technol 5:4039–4047
Ma T, Ding J, Shao R et al (2017) Dehydration of glycerol to acrolein over Wells-Dawson and Keggin type supported on MCM-41 catalysts. Chem Eng J 316:797–806
Fan Y, Fan L, Zhu L et al (2020) Catalytic conversion of biomass for aromatics over HZSM-5 modified by Dawson-type. Bio Energy Res 13:423–438
Zhang P, Yang B, Ma H, Wu Z (2021) Graphene modified porous organic polymer supported catalyst for alkylation desulfurization. Fuel 293:120438
Li Cheng-Peng Wu, Miao J-M (2012) Exceptional crystallization diversity and solid-state conversions of Cd (II) coordination frameworks with 5-bromonicotinate directed by solvent media. Chemistry (Germany) 18:12437–12445
Winoto HP, Fikri ZA, Ha JM et al (2019) Heteropolyacid supported on Zr-Beta zeolite as an active catalyst for one-pot transformation of furfural to γ-valerolactone. Appl Catal B Environ 241:588–597
Xiong J, Di J, Xia J, Zhu W, Li H (2018) Surface defect engineering in 2D nanomaterials for photocatalysis. Adv Funct Mater 28:1801983
Ning Z, Xiyu Li, Huacheng Ye, Shuangming C et al (2016) Oxide defect engineering enables to couple solar energy into oxygen activation. J Am Chem Soc 138:8928–8935
Costa AA, Braga PRS, de Macedo JL et al (2012) Structural effects of WO3 incorporation on USY zeolite and application to free fatty acids esterification. Microporous Mesoporous Mater 147:142–148
Klinowski J (1991) Solid-state NMR studies of molecular sieve catalysts. Chem Rev 91:1459–1479
Rafiee E, Khodayari M (2015) Synthesis and characterization of a green composite of H3PW12O40 and starch-coated magnetite nano particles as a magnetically-recoverable nano catalyst in Friedel-Crafts alkylation. J Mol Catal A: Chem 398:336–343
Wei Z, Wang W, Li W et al (2021) Steering electron-hole migration pathways using oxygen vacancies in tungsten oxides to enhance their photocatalytic oxygen evolution performance. Angew Chem Int Ed 60:8236–8242
Nie G, Li G, Liang D, Zhang X (2017) Alkylation of toluene with cyclohexene over: a combined experimental and computational study. J Catal 355:145–155
Fan R, Zhang Y, Zhi H, Chen C, Shi T, Zheng L, Zhang H, Zhu J, Zhao H, Wang G (2021) Synergistic catalysis of cluster and atomic copper induced by copper-silica interface in transfer-hydrogenation. Nano Res. https://doi.org/10.1007/s12274-021-3384-1
We are so grateful and want to extend our sincere appreciations for the financial support from National Natural Science Foundation of China (No. 21808054).
Conflict of interest
The authors declare that they have no competing financial interest.
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Below is the link to the electronic supplementary material.
About this article
Cite this article
Kuai, L., Wang, M., Meng, X. et al. W Modified HY Zeolite as Catalyst for Alkylation of Aromatic. Catal Lett (2021). https://doi.org/10.1007/s10562-021-03820-4
- WO3/HY zeolite
- Phosphotungstic acid
- Naphthalene alkylation
- Coke deactivation