Development of a green LAB process: alkylation of benzene with 1-dodecene over mordenite

Tsai, Tseng-Chang; Wang, Ikai; Shu-ju, LI; Liu, Jun-Yao

doi:10.1039/b212156p

Cited by 32 publications

(19 citation statements)

References 19 publications

(40 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…As previously reported, solid acid catalyzed alkylation is always accompanied with coke formation 24. A comparison of coke yield at nearly the same conversion of anisole is given in Table 2.…”

Section: Textural and Acid Properties Of The Hy And Ohy Zeolitessupporting

confidence: 69%

Efficient Transformation of Anisole into Methylated Phenols over High‐Silica HY Zeolites under Mild Conditions

et al. 2015

View full text Add to dashboard Cite

Transformation of anisole (methoxybenzene), a typical component of bio‐oil, into phenol and methylated phenols was studied over HY zeolites with framework Si/Al ratios of 5, 15, 25, and 35. It was demonstrated that the amounts of Brønsted acid and Lewis acid sites, the ratio of Lewis acid and Brønsted acid sites, and the textural properties of the zeolites were all crucial parameters that influenced the catalytic performance. The Brønsted acid and Lewis acid sites of the zeolites catalyzed the reaction cooperatively and efficiently promoted the transmethylation. The hierarchical channel system with fully open micropore–mesopore connectivity was favorable to reduce the amount of coke generated.

show abstract

Section: Textural and Acid Properties Of The Hy And Ohy Zeolitessupporting

confidence: 69%

Efficient Transformation of Anisole into Methylated Phenols over High‐Silica HY Zeolites under Mild Conditions

et al. 2015

View full text Add to dashboard Cite

show abstract

“…It is relevant to mention here, although both Brønsted and Lewis acid sites are considered as active species in this reaction, the strong acid sites are favourable for the alkylation of benzene with 1‐dodecene to produce LAB. On a zeolite based catalyst 1‐dodecene interact with strong acid sites to form 2‐dodecylcarbenium ion which undergoes a rapid rearrangement followed by the attack of benzene ring by alkyl‐carbenium ion to form LAB isomers . Table summarizes the various physicochemical properties of the catalysts.…”

Section: Resultsmentioning

confidence: 99%

“…A good kinetic model helps in deciding the best operating conditions and tailoring a catalyst with desirable characteristics. Tsai et al have developed a kinetic model assuming pseudo first order kinetics for benzene alkylation with dodecene using mordenite . They reported activation energy of 71 kJ/mol using benzene in excess and dodecene as limiting reactant.…”

Section: Introductionmentioning

confidence: 99%

Kinetics of liquid phase alkylation of benzene with dodecene over mordenite

et al. 2015

View full text Add to dashboard Cite

This paper presents the kinetics investigation of liquid phase alkylation of benzene with dodecene using mordenite having Si/Al ¼ 20. The models are developed based on physicochemical characterization of the catalyst and a laboratory scale fixed bed reactor data. The FTIR analysis shows that approximately 90 % of the acidic sites are Brønsted acid type while the remaining 10 % are Lewis acid type. The kinetic experiments are conducted with 6:1 molar ratio of benzene to dodecene at four different temperature levels between 80 to 140 8C. The product analysis shows that the main alkylation product is 2-phenyldodecane. At lower temperature, the concentration of dodecene isomers is significant. On the other hand at higher temperature linear alkylbenzene isomers are the dominating products. The kinetic models are formulated considering simultaneous dodecene isomerization and benzene alkylation. The reaction rate parameters are estimated by fitting of the experimental data implemented in MATLAB. The adequacy of the estimated model parameters are verified by thermodynamic consistency and statistical fitting indicators. The activation energy for protonation of 1-dodecene to 2-dodecene found to be significantly lower (34 kJ/mol) than that of the 2-dodecene to 3-dodecene reaction (51 kJ/ mol). The activation energies of surface alkylations of benzene to 2-phenyldodecane and 3-phenyldodecane are 49 kJ/mol and 66 kJ/mol, respectively.

show abstract

“…Rapid biodegradation of the organic compounds tends to keep the pollution levels low. Among the isomers of LAB, 2-phenyl alkane is the most biodegradable compound, which makes it an environmentally favorable isomer (Tsai et al, 2003).…”

Section: Introductionmentioning

confidence: 99%

“…Nine percent of LAB production is carried out in the presence of AlCl 3 as the catalyst and the remaining is produced by applying the Detal process (Borutskii et al, 2007). Various catalysts like zeolites (Tsai et al, 2003), clays (Guerra et al, 2008), and ionic liquids (Cai et al, 2008) were tested for the alkylation of benzene.…”

Section: Introductionmentioning

confidence: 99%

The Application of Silica-Supported Preyssler HPA as a Heterogeneous and Green Catalyst for the Alkylation of Benzene

Hafizi

Ahmadpour

Heravi

et al. 2014

Petroleum Science and Technology

View full text Add to dashboard Cite

Liquid-phase alkylation of benzene with 1-decene for the production of linear alkylbenzene (LAB) was investigated with silica-supported Preyssler heteropoly acid as the catalyst. Catalyst loading, Bz/C 10 molar ratio, and catalyst weight percentage were investigated. Catalyst with 30% loading, Bz/C 10 molar ratio of 17, and catalyst weight percentage of 2.6 showed 1-decene conversion of 100% and 2-phenyl decane selectivity of 27.2% at 80 • C and 2-hr reaction.

show abstract

Development of a green LAB process: alkylation of benzene with 1-dodecene over mordenite

Cited by 32 publications

References 19 publications

Efficient Transformation of Anisole into Methylated Phenols over High‐Silica HY Zeolites under Mild Conditions

Efficient Transformation of Anisole into Methylated Phenols over High‐Silica HY Zeolites under Mild Conditions

Kinetics of liquid phase alkylation of benzene with dodecene over mordenite

The Application of Silica-Supported Preyssler HPA as a Heterogeneous and Green Catalyst for the Alkylation of Benzene

Contact Info

Product

Resources

About