Selective synthesis of linear alkylbenzene by alkylation of benzene with 1-dodecene over desilicated zeolites

Waqas Aslam; M. Abdul Bari Siddiqui; B. Rabindran Jermy; Abdullah Aitani; Jiří Čejka; Sulaiman Al-Khattaf

doi:10.1016/j.cattod.2013.10.015

Selective synthesis of linear alkylbenzene by alkylation of benzene with 1-dodecene over desilicated zeolites

Waqas Aslam, M. Abdul Bari Siddiqui, B. Rabindran Jermy, Abdullah Aitani, Jiří Čejka, Sulaiman Al-Khattaf^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

39 Scopus citations

Abstract

The alkylation of benzene with 1-dodecene to linear alkylbenzenes (LAB) was investigated over 12-ring zeolites MOR, BEA, and FAU with varying framework topologies and Si/Al ratios. The reaction was carried out under a high-pressure, 20 bar, in a fixed-bed flow reactor at 140 C, using WHSV 4 h^-1, benzene/1-dodecene molar ratio of 6.0 and time-on-stream of 6.0 h. In contrast to MOR and BEA zeolites, FAU exhibited the lowest selectivity (24%) to the desired 2-phenyl dodecane (2-LAB) due to its large cavities. The MOR and BEA with different Si/Al ratios were further desilicated using alkali-metal treatments (0.2 M and 0.05 M NaOH) to create hierarchical porous structure. The desilication of both zeolites improved the conversion of 1-dodecene and the selectivity to 2-LAB. The excellent stability resulting from desilication is attributed to a better diffusivity of the LAB isomers, shortening of real contact time, due to the enhanced mesporous structure in both zeolites and the higher Lewis acidity. The selectivity to 2-LAB increased to 70% over desilicated MOR (Si/Al ratio = 20) compared with a selectivity of 35% over desilicated BEA (Si/Al ratio = 24).

Original language	English
Pages (from-to)	187-197
Number of pages	11
Journal	Catalysis Today
Volume	227
DOIs	https://doi.org/10.1016/j.cattod.2013.10.015
State	Published - 15 May 2014

Bibliographical note

Funding Information:
The authors acknowledge the financial support provided by King Abdulaziz City for Science & Technology (KACST) for this research under the Refining & Petrochemicals Program of the National Science, Technology & Innovation Plan (NSTIP) Project # 11-PET1664-04 . We are also grateful for the support from the Ministry of Higher Education, Saudi Arabia for establishing the Center of Research Excellence in Petroleum Refining & Petrochemicals at King Fahd University of Petroleum & Minerals (KFUPM). We also thank Professor Hideshi Hattori for his careful remarks. J.Č. acknowledges the Czech Grant Agency for financial support (Centrum of Excellence – P106/12/G015 ).

Keywords

BEA
Benzene alkylation
Desilication
Long-chain olefin
MOR
Zeolites

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1016/j.cattod.2013.10.015

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@article{107bbc31e0504fc5b05a403398acb943,

title = "Selective synthesis of linear alkylbenzene by alkylation of benzene with 1-dodecene over desilicated zeolites",

abstract = "The alkylation of benzene with 1-dodecene to linear alkylbenzenes (LAB) was investigated over 12-ring zeolites MOR, BEA, and FAU with varying framework topologies and Si/Al ratios. The reaction was carried out under a high-pressure, 20 bar, in a fixed-bed flow reactor at 140 C, using WHSV 4 h-1, benzene/1-dodecene molar ratio of 6.0 and time-on-stream of 6.0 h. In contrast to MOR and BEA zeolites, FAU exhibited the lowest selectivity (24\%) to the desired 2-phenyl dodecane (2-LAB) due to its large cavities. The MOR and BEA with different Si/Al ratios were further desilicated using alkali-metal treatments (0.2 M and 0.05 M NaOH) to create hierarchical porous structure. The desilication of both zeolites improved the conversion of 1-dodecene and the selectivity to 2-LAB. The excellent stability resulting from desilication is attributed to a better diffusivity of the LAB isomers, shortening of real contact time, due to the enhanced mesporous structure in both zeolites and the higher Lewis acidity. The selectivity to 2-LAB increased to 70\% over desilicated MOR (Si/Al ratio = 20) compared with a selectivity of 35\% over desilicated BEA (Si/Al ratio = 24).",

keywords = "BEA, Benzene alkylation, Desilication, Long-chain olefin, MOR, Zeolites",

author = "Waqas Aslam and Siddiqui, \{M. Abdul Bari\} and \{Rabindran Jermy\}, B. and Abdullah Aitani and Ji{\v r}{\'i} {\v C}ejka and Sulaiman Al-Khattaf",

note = "Funding Information: The authors acknowledge the financial support provided by King Abdulaziz City for Science \& Technology (KACST) for this research under the Refining \& Petrochemicals Program of the National Science, Technology \& Innovation Plan (NSTIP) Project \# 11-PET1664-04 . We are also grateful for the support from the Ministry of Higher Education, Saudi Arabia for establishing the Center of Research Excellence in Petroleum Refining \& Petrochemicals at King Fahd University of Petroleum \& Minerals (KFUPM). We also thank Professor Hideshi Hattori for his careful remarks. J.{\v C}. acknowledges the Czech Grant Agency for financial support (Centrum of Excellence – P106/12/G015 ).",

year = "2014",

month = may,

day = "15",

doi = "10.1016/j.cattod.2013.10.015",

language = "English",

volume = "227",

pages = "187--197",

journal = "Catalysis Today",

issn = "0920-5861",

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TY - JOUR

T1 - Selective synthesis of linear alkylbenzene by alkylation of benzene with 1-dodecene over desilicated zeolites

AU - Aslam, Waqas

AU - Siddiqui, M. Abdul Bari

AU - Rabindran Jermy, B.

AU - Aitani, Abdullah

AU - Čejka, Jiří

AU - Al-Khattaf, Sulaiman

N1 - Funding Information: The authors acknowledge the financial support provided by King Abdulaziz City for Science & Technology (KACST) for this research under the Refining & Petrochemicals Program of the National Science, Technology & Innovation Plan (NSTIP) Project # 11-PET1664-04 . We are also grateful for the support from the Ministry of Higher Education, Saudi Arabia for establishing the Center of Research Excellence in Petroleum Refining & Petrochemicals at King Fahd University of Petroleum & Minerals (KFUPM). We also thank Professor Hideshi Hattori for his careful remarks. J.Č. acknowledges the Czech Grant Agency for financial support (Centrum of Excellence – P106/12/G015 ).

PY - 2014/5/15

Y1 - 2014/5/15

N2 - The alkylation of benzene with 1-dodecene to linear alkylbenzenes (LAB) was investigated over 12-ring zeolites MOR, BEA, and FAU with varying framework topologies and Si/Al ratios. The reaction was carried out under a high-pressure, 20 bar, in a fixed-bed flow reactor at 140 C, using WHSV 4 h-1, benzene/1-dodecene molar ratio of 6.0 and time-on-stream of 6.0 h. In contrast to MOR and BEA zeolites, FAU exhibited the lowest selectivity (24%) to the desired 2-phenyl dodecane (2-LAB) due to its large cavities. The MOR and BEA with different Si/Al ratios were further desilicated using alkali-metal treatments (0.2 M and 0.05 M NaOH) to create hierarchical porous structure. The desilication of both zeolites improved the conversion of 1-dodecene and the selectivity to 2-LAB. The excellent stability resulting from desilication is attributed to a better diffusivity of the LAB isomers, shortening of real contact time, due to the enhanced mesporous structure in both zeolites and the higher Lewis acidity. The selectivity to 2-LAB increased to 70% over desilicated MOR (Si/Al ratio = 20) compared with a selectivity of 35% over desilicated BEA (Si/Al ratio = 24).

AB - The alkylation of benzene with 1-dodecene to linear alkylbenzenes (LAB) was investigated over 12-ring zeolites MOR, BEA, and FAU with varying framework topologies and Si/Al ratios. The reaction was carried out under a high-pressure, 20 bar, in a fixed-bed flow reactor at 140 C, using WHSV 4 h-1, benzene/1-dodecene molar ratio of 6.0 and time-on-stream of 6.0 h. In contrast to MOR and BEA zeolites, FAU exhibited the lowest selectivity (24%) to the desired 2-phenyl dodecane (2-LAB) due to its large cavities. The MOR and BEA with different Si/Al ratios were further desilicated using alkali-metal treatments (0.2 M and 0.05 M NaOH) to create hierarchical porous structure. The desilication of both zeolites improved the conversion of 1-dodecene and the selectivity to 2-LAB. The excellent stability resulting from desilication is attributed to a better diffusivity of the LAB isomers, shortening of real contact time, due to the enhanced mesporous structure in both zeolites and the higher Lewis acidity. The selectivity to 2-LAB increased to 70% over desilicated MOR (Si/Al ratio = 20) compared with a selectivity of 35% over desilicated BEA (Si/Al ratio = 24).

KW - BEA

KW - Benzene alkylation

KW - Desilication

KW - Long-chain olefin

KW - MOR

KW - Zeolites

UR - https://www.scopus.com/pages/publications/84895479844

U2 - 10.1016/j.cattod.2013.10.015

DO - 10.1016/j.cattod.2013.10.015

M3 - Article

AN - SCOPUS:84895479844

SN - 0920-5861

VL - 227

SP - 187

EP - 197

JO - Catalysis Today

JF - Catalysis Today

ER -

Selective synthesis of linear alkylbenzene by alkylation of benzene with 1-dodecene over desilicated zeolites

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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