n-Hexaneactivation over zeolites: aromatic alkylation to 1-phenylhexane

Abstract

Terminal 1-phenylhexane was observed during alkylation of benzene with n-hexane over 10-membered ring zeolites at moderate temperature, whereas it was not observed when 1-hexene was the reactant.

Selective Production of 2-Phenylhexane from Benzene and n-Hexane Over Pt- and Ga-Modified Zeolites

“…The conversion of benzene (not shown here) was similar to that of n-hexane, indicating that phenylalkanes resulted from both molecules [17]. The formation of the terminal product and a mechanistic study of the alkylation of benzene with n-hexane are described elsewhere [17]. Some cyclohexylbenzene, which was a product of two benzene molecules [17,[24][25][26], was detected in the Production of 2-Phenylhexane from Benzene and n-Hexane 395 product mixture.…”

“…The alkylation fraction contained 1-, 2-, 3-, and branched phenylhexane. The conversion of benzene (not shown here) was similar to that of n-hexane, indicating that phenylalkanes resulted from both molecules [17]. The formation of the terminal product and a mechanistic study of the alkylation of benzene with n-hexane are described elsewhere [17].…”

“…Considerable selectivity to alkylation products over the metal-free H-ZSM5 and its increase due to the introduction of the metal function suggest that 2-and 3-phenylhexanes were probably formed by two different mechanisms: the classical concerted mechanism and via the acid-catalyzed activation of benzene. These routes and the formation of the terminal product were discussed elsewhere [17].…”

“…The formation of the terminal product and a mechanistic study of the alkylation of benzene with n-hexane are described elsewhere [17]. Some cyclohexylbenzene, which was a product of two benzene molecules [17,[24][25][26], was detected in the Production of 2-Phenylhexane from Benzene and n-Hexane 395 product mixture. As cracking products we assigned n-pentane and n-heptane, which are the likely products of classical dimerization and cracking over the acid sites of the zeolite; ethylbenzene, cumene, butylbenzene, and pentylbenzene are the cracking products of phenylhexane.…”

“…Although very high conversion and selectivity were reached with superacids, such processes have many environmental drawbacks. Solid acids, such as zeolites [6][7][8][9][10][11][12][13][14][15][16][17], often modified with Pd, Pt, or Ga [2,3,12], do not have these drawbacks. However, they have low activity and selectivity towards alkylaromatic products at moderate reaction temperature (vide infra).…”