Oxidation of 2,6-di-tert-butylphenol with tert-butyl hydroperoxide catalyzed by iron phthalocyanine tetrasulfonate in a methanol-water mixture

Cimen Y., Turk H.

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, vol.265, no.1-2, pp.237-243, 2007 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 265 Issue: 1-2
  • Publication Date: 2007
  • Doi Number: 10.1016/j.molcata.2006.10.020
  • Journal Name: JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.237-243
  • Keywords: 2,6-di-tert-butylphenol, 3,3 ',5,5 '-tetra-tert-butyl-4,4 '-diphenoquinone, 4,4 '-dihydroxy-3,3 ',5,5 '-tetra-tert-butylbiphenyl, iron phthalocyanine tetrasulfonate, tert-butyl hydroperoxide, oxidation, METALLOPHTHALOCYANINE FUNCTIONALIZED SILICAS, LIQUID-PHASE OXIDATION, MOLECULAR-OXYGEN, SELECTIVE OXIDATION, AROMATIC-COMPOUNDS, CHLOROPEROXYBENZOIC ACID, METAL PHTHALOCYANINES, HYDROGEN-PEROXIDE, AEROBIC OXIDATION, COMPLEXES
  • Anadolu University Affiliated: Yes

Abstract

The oxidation of 2,6-di-tert-butylphenol (DTBP) with tert-butyl hydroperoxide (Bu'OOH) catalyzed by iron phthalocyanine tetrasulfonate ([FePcTS]) in a 8-to-1 methanol-water mixture resulted with about 70-80% conversion of DTBP in 3 min at ambient temperature. The mole ratios of [FePcTS]:DTBP:Bu'OOH in a typical reaction were 1:400:500, respectively. The major products of the catalysis are the coupled products, namely 3,3',5,5'-tetra-tert-butyl-4,4'-diphenoquinone (DPQ) and 4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl (H(2)DPQ). In addition, the effect of DTBP on the monomer-dimer equilibrium of [FePcTS] and catalytically active [FePcTS] species are discussed. (c) 2006 Elsevier B.V. All rights reserved.