Method for producing 2,3,5-trimethyl benzoquinone by oxidation of 2,3,6-trimethylphenol

Patent metadata

Field	Value
Publication number	US-2018201599-A1
Application number	US-201715676398-A
Country	US
Kind code	A1
Filing date	Aug 14, 2017
Priority date	Jul 2, 2013
Publication date	Jul 19, 2018
Grant date	—

Abstract

The invention relates to a method for producing 2,3,5-trimethyl benzoquinone or a compound containing 2,3,5-trimethyl benzoquinone, the method comprising the following steps: Oxidation of 2,3,6-trimethylphenol with oxygen or an oxygen-containing gas in a two- or multi-phase reaction medium in the presence of a catalyst or catalyst system containing at least one copper (II)-halide to a mixture containing 2,3,5-trimethyl benzoquinone, characterized in that the reaction medium contains water and at least one secondary aliphatic acyclic alcohol having 6 or more, preferably 7 or more, carbon atoms.

First claim

1 - 15 . (canceled)

16 . A mixture comprising 2,3,5-trimethylbenzoquinone which has a copper content of less than 240 mg/kg.

17 . The mixture as claimed in claim 16 , wherein the mixture has a lithium content of less than 0.3 g/100 g.

18 . The mixture as claimed in claim 16 , wherein the mixture has a chlorine content of less than 0.5 g/100 g.

19 . The mixture as claimed in claim 16 , wherein the mixture has a copper content of less than 220 mg/kg.

20 . The mixture as claimed in claim 16 , wherein the mixture has a copper content from 210 to 220 mg/kg.

21 . The mixture as claimed in claim 17 , wherein the mixture has a copper content from 210 to 220 mg/kg.

22 . The mixture as claimed in claim 16 , wherein the mixture has a chlorine content of less than 0.42 g/100 g.

23 . The mixture as claimed in claim 16 , wherein the mixture has a chlorine content of from 0.26 g/100 g to 0.42 g/100 g.

24 . The mixture as claimed in claim 21 , wherein the mixture has a chlorine content of from 0.26 g/100 g to 0.42 g/100 g.

25 . A mixture comprising 2,3,5-trimethylbenzoquinone, the mixture being prepare by a process comprising 2,3,5trimethylbenzoquinone, comprising the following step:
(i) oxidizing 2,3,6-trimethylphenol to 2,3,5-trimethylbenzoquinone with oxygen or an oxygen-containing gas in a two-phase or multiphase reaction medium in the presence of a catalyst or catalyst system at least comprising a copper(II) halide, to give a mixture comprising 2,3,5trimethylbenzoquinone,
wherein the reaction medium comprises water and at least one secondary aliphatic acyclic alcohol having 6 or more carbon atoms.

26 . The mixture according to claim 25 , wherein the mixture has a chlorine content of less than 0.5 g/100 g.

27 . The mixture according to claim 25 , wherein the mixture has a lithium content of less than 0.3 g/100 g.

28 . The mixture according to claim 25 , wherein the mixture has a copper content of less than 240 mg/kg.

29 . The mixture according to claim 26 , wherein the mixture has a lithium content of less than 0.3 g/100 g.

30 . The mixture according to claim 29 , wherein the mixture has a copper content of less than 240 mg/kg.

Assignees

• Basf Se

Inventors

• Dehn Richard
• Kraus Michael
• Dehn Martine
• Danz Manuel
• Teles Joaquin Henrique

Classifications

• C07C46/08 Primary

  with molecular oxygen · CPC title

• Y02P20/584

  Recycling of catalysts · CPC title

• C07C50/02

  with monocyclic quinoid structure · CPC title

• C07C50/04

  Benzoquinones, i.e. C6H4O2 · CPC title

• C07D311/72 Primary

  3,4-Dihydro derivatives having in position 2 at least one methyl radical and in position 6 one oxygen atom, e.g. tocopherols · CPC title