4.7 Article

One-step synthesis of 2,5-dihydroxyterephthalic acid by the oxidation of p-xylene over M-MCM-41 (M = Fe, Fe/Cu, Cu) catalysts

Journal

CHEMICAL ENGINEERING JOURNAL
Volume 306, Issue -, Pages 777-783

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.cej.2016.08.017

Keywords

Oxidation; p-Xylene; 2,5-Dihydroxyterephathalic acid; MCM-41; Catalyst

Funding

  1. National Natural Science Foundation of China [21263027, 21573193, 21367024, 21464016]
  2. Program for Innovation Team of Yunnan Province
  3. Innovative Research Team (in Science and Technology) in Universities of Yunnan Province
  4. Key Laboratory of Advanced Materials for Wastewater Treatment of Kunming
  5. Yunnan Educational Committee [ZD2012003]
  6. Science and Technology Research Project of Chongqing Municipal Education Commission of China [KJ1403003]
  7. Program for Excellent Talents in University of Chongqing

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One-step hydroxylation of C-H (sp(2)) of aromatic ring synchronized with the oxidation of C-H (sp(3)) of side chain of p-xylene to 2,5-dihydroxyterephathalic acid was performed using M-MCM-41 (M = Fe, Fe/Cu, Cu) as the catalysts. Cu-MCM-41 (Cu:Si = 1:100) catalyst exhibited good selectivity (73.0%) of 2,5-dihydroxyterephathalic acid and conversion (21.7%) of p-xylene using acetic acid and acetonitrile (V: V = 3:7) as the solvents at 80 degrees C for 5 h. The possible mechanism of the oxidation of p-xylene to 2,5-dihydroxyterephathalic acid was proposed and would guide us to design high performance catalyst for sp(2) and sp(3) C-H oxidation. This procedure is also expected to be an alternative method to Kolbe-Schmitt Process for the synthesis of o-hydrobenzoic acids and their derivatives. (C) 2016 Elsevier B.V. All rights reserved.

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