Journal
MOLECULAR CATALYSIS
Volume 477, Issue -, Pages -Publisher
ELSEVIER
DOI: 10.1016/j.mcat.2019.110542
Keywords
p-xylene; 4-Hydroxymethylbenzoic acid; Cu-MOF; Oxidation
Categories
Funding
- National Natural Science Foundation of China [21573193, 21603188, 21773204]
- Key Projects for Research and Development of Yunnan Province [2018BA065]
- Scientific Research Fund of Department of Yunnan Education [2016CYH04, 2017ZZX223]
- Yunnan Applied Basic Research Projects [2016F-D009, 2018FB013]
- Program for Innovation Team of Yunnan Province
- Key Laboratory of Advanced Materials for Wastewater Treatment of Kunming
- New technology promotion Program of Chongqing Municipal Education Commission [GZTG201607]
- Yubei District science and technology program of Chongqing [201606]
- scientific and technological innovation team of Chongqing Industry Polytechnic College [GZY2017CXT02]
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p-Xylene, a cheap industrial raw material, is mainly used to synthesize terephthalic acid. However, p-xylene was oxidized rarely to other oxygen-containing derivatives. On the other hand, current methods for synthesis of 4-hydroxymethylenzoic acid suffer from multistep reactions, long reaction time, high temperature, high pressure, and lower selectivity. In this work, p-xylene was directly oxidized into 4-hydroxymethylbenzoic acid using Cu-MOF as the catalyst, acetonitrile as the solvent, and 30% H2O2 as the oxidant under mild conditions. Very high selectivity (99.2%) of 4-hydroxymethylbenzoic acid and good substrate conversion (85.5%) of p-xylene were achieved at 30 degrees C for 5 h. Fast hot catalyst filtration experiments proved that Cu-MOF acted as a heterogeneous catalyst. It can be reused three times without losing its activity. Under optimized conditions, the selectivity of 4-hydroxymethyl benzoic acid and the conversion of p-xylene were 97.6% and 84.8% even though the experiment was amplified 15-folds. The efficiency of H2O2 was also up to 92.0%. The reaction mechanism was proposed combined with the analysis of XRD, FT-IR and XPS. All data displayed that Cu-MOF shows great potential as a catalyst for highly selective oxidation of stable C-H to high value-added compounds containing two diverse C-O bands under mild conditions. It also opens a new way to use of p-xylene.
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