Chlorine-free Friedel–Crafts acylation of benzene with benzoic anhydride on insoluble heteropoly acid catalyst

• Published in: Applied catalysis. A, General General, 2004-01, Vol.257 (1), p.19-23
• Main Authors: Tagawa, Tomohiko, Amemiya, Junichi, Goto, Shigeo
• Format: Article
• Language: English
• Subjects: Benzophenone; Catalysis; Catalytic reactions; Chemistry; Chlorine-free process; Exact sciences and technology; Friedel–Crafts acylation; General and physical chemistry; Heteropoly acid catalyst; Ion exchange; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
• ISSN: 0926-860X; 1873-3875
• DOI: 10.1016/S0926-860X(03)00638-0

Friedel–Crafts acylation of benzene (BEN) with benzoic anhydride (BAN) to produce benzophenone (BPH) was studied over various ion-exchanged heteropoly acids (HPA). No metal chloride such as AlCl 3 was used as a catalyst. No acid chloride was used as an acylating agent. Therefore, this reaction could be a model of chlorine-free fine chemical synthesis process. As the activity of benzene was lower than that of toluene, a higher reaction temperature, above boiling point of benzene, was required. Effects of partial ion exchange with Na, K, Cs, and Mg on HPA were tested with an autoclave reactor. Among tested catalysts, the insoluble H 0.5Cs 2.5PW 12O 40 catalyst showed the highest activity. The catalyst was active for the second run, but the activity gradually decreased at the third run. Adsorption of produced ketone and benzoic acid (BAC) on the catalyst was proposed as the reason for the deactivation.