Oxidation of 2,3,6-trimethylphenol with potassium peroxymonosulfate catalyzed by iron and cobalt phthalocyanine tetrasulfonates in a methanol-water mixture


ÇİMEN Y., TÜRK H.

APPLIED CATALYSIS A-GENERAL, vol.340, no.1, pp.52-58, 2008 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 340 Issue: 1
  • Publication Date: 2008
  • Doi Number: 10.1016/j.apcata.2008.01.031
  • Journal Name: APPLIED CATALYSIS A-GENERAL
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.52-58
  • Keywords: 2,3,6-trimethylphenol, trimethyl-1,4-benzoquinone, phthalocyanine tetrasulfonate, peroxymonosulfate, oxidation, HYDROGEN-PEROXIDE, AEROBIC OXIDATION, SELECTIVE OXIDATION, AROMATIC-COMPOUNDS, TERT-BUTYLHYDROPEROXIDE, SUPPORTED CATALYSTS, COPPER(II) CHLORIDE, HETEROPOLY ACIDS, MOLECULAR-OXYGEN, IONIC LIQUID
  • Anadolu University Affiliated: Yes

Abstract

Oxidation of 2,3,6-trimethylphenol (TMP) with potassium peroxymonosulfate (KHSO5) catalyzed by iron phthalocyanine tetrasulfonate ([FePcTS]) in an 8-to-1 methanol-water mixture resulted in 43.2-100.0% conversion of TMP and 60.5-100.0% selectivity of trimethyl-1,4-benzoquinone (TMQ) after 5 min at ambient temperature when the oxidant/substrate molar ratio was changed from 1 to 4 at a constant substrate/ catalyst molar ratio of 300. Higher conversion of TMP and selectivity of TMQ were obtained when the reaction time was extended to 30 min. A minor product, 2,2',3,3,5,5'-hexamethyl-4,4'-biphenol (BP), was formed in reactions carried out with an oxidant/substrate molar ratio of 3 or lower. When cobalt phthalocyanine tetrasulfonate ([CoPcTS]) was employed as a catalyst instead of [FePcTS], a slower reaction rate for the oxidation of TMP was observed and the product composition was about the same as that observed in the [FePcTS] catalysis. Oxone, which is a solid consisting of a 2: 1:1 mixture of KHSO5, KHSO4, and K2SO4, was used to introduce KHSO5 into the reaction mixture. (C) 2008 Elsevier B.V. All rights reserved.