One-pot synthesis of 1-acetylpyrene over supported phosphotungstic heteropoly acid catalysts

• Published in: Reaction kinetics, mechanisms and catalysis mechanisms and catalysis, 2013-04, Vol.108 (2), p.531-544
• Main Authors: He, Min-Qiang, Pan, Ai-Xia, Xie, Ji-Min, Jiang, De-Li, Yuan, Xin-Hua, Chen, Min
• Format: Article
• Language: English
• Subjects: Acylation; Anhydrides; Catalysis; Catalysts; Chemistry; Chemistry and Materials Science; Industrial Chemistry/Chemical Engineering; Physical Chemistry; Pyrenes; Silicon dioxide; Specific surface; Titanium dioxide
• ISSN: 1878-5190; 1878-5204
• DOI: 10.1007/s11144-012-0524-3

Phosphotungstic heteropoly acid (PW) supported on various oxides (SiO 2 , TiO 2 , K-10 montmorillonite and γ-Al 2 O 3 ) were synthesized and used as catalysts for Friedel–Crafts acylation of pyrene with acetic anhydride to 1-acetylpyrene for the first time. The as-prepared catalysts were characterized by specific surface area measurement, X-ray diffraction, infrared spectroscopy, and temperature programmed desorption of ammonia. SiO 2 -supported phosphotungstic heteropoly acid (PW/SiO 2 , 40 wt%) was found to be the most active catalyst in the acylation giving 91.8 % yield and 100 % selectivity for 1-acetylpyrene at reaction temperature of 60 °C under ambient pressure. The effect of PW Loading, PW/SiO 2 amount, molar ratio of reactants, reaction temperature and reaction time on the catalytic acylation reaction were studied in detail to optimize the process parameters. The reusability of the PW/SiO 2 catalyst was appraised, and the possible pathway for the production of the Friedel–Crafts acylation of pyrene with acetic anhydride catalyzed by phosphotungstic heteropoly acid was also discussed briefly.