Friedel-Crafts acylation of anisole with octanoic acid over acid modified zeolites

被引：22

作者：

Bai, Guoyi ^{[1
]}

Han, Jie ^{[1
]}

Zhang, Huanhuan ^{[1
]}

Liu, Chen ^{[1
]}

Lan, Xingwang ^{[1
]}

Tian, Fei ^{[1
]}

Zhao, Zhen ^{[1
]}

Jin, Hui ^{[1
]}

机构：

[1] Hebei Univ, Coll Chem & Environm Sci, Key Lab Chem Biol Hebei Prov, Baoding 071002, Peoples R China

来源：

RSC ADVANCES | 2014年 / 4卷 / 52期

基金：

中国国家自然科学基金;

关键词：

CARBOXYLIC-ACIDS; AROMATIC-COMPOUNDS; ALUMINUM DODECATUNGSTOPHOSPHATE; HETEROGENEOUS CATALYSTS; BENZYL ALCOHOL; IONIC LIQUIDS; ALKYLATION; BENZENE; TOLUENE; AGENTS;

D O I：

10.1039/c4ra02278e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Friedel-Crafts acylation of anisole using octanoic acid as a green acylating agent was studied over zeolites free of solvent. It was found that a mixed organic acid, composed of tartaric acid and oxalic acid, modified H beta (Mix-H beta) zeolite showed the best catalytic performance among the catalysts studied. The conversion of octanoic acid and the selectivity for p-octanoyl anisole were 72.7% and 82.5%, respectively. Inductively coupled plasma analysis (ICP) and Al-27 MAS NMR indicated dealumination of the parent H beta zeolite due to the treatment of the mixed organic acid, leading to more accessible active sites and accounting for the better catalytic activity of the Mix-H beta zeolite. Furthermore, lower strength of Lewis acid sites and Bronsted acid sites of the Mix-H beta zeolite, as demonstrated by Fourier Transform Infrared Spectrometry after adsorption of pyridine (Py-IR), are advantageous to suppress the demethylation of anisole and the subsequent esterification of thus formed phenol, accounting for its higher selectivity toward p-octanoyl anisole.

引用

页码：27116 / 27121

页数：6

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