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Preparation of 2,6- and 2,7-disubstituted anthraquinone derivatives

IP.com Disclosure Number: IPCOM000239954D
Publication Date: 2014-Dec-17

Publishing Venue

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Abstract

Novel compositions comprising a 2,6-substituted anthraquinone derivative and/or, preferably and, a 2,7-substituted anthraquinone derivative.

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BASF SE

Preparation of 2,6- and 2,7-disubstituted anthraquinone derivatives

The present invention relates to a process for the preparation of an anthraquinone derivative as well as to an anthraquinone derivative as such and to a mixture and a composition com- prising an anthraquinone derivative. Further, the present invention relates to the use of an

ple, an anthraquinone process is described in UllmannĀ“s Encyclopedia of Industrial Chemis- try, Vol. 18, chapter "Hydrogen Peroxide", DOI: 10.1002/14356007.a13_443.pub2. According to chapter 4 of this document, the following criteria must be fulfilled when applying an an- thraquinone derivative to the synthesis of hydrogen peroxide: a) good solubility of the qui- none form and the hydroquinone form in the solvents used in the process, b) good availabil-

nones is in the range of from 0.64 mol/l to 0.70 mol/l and 0.65 mol/l to 1.02 mol/l, respective- ly. Further, GB 1 387 511 A1 and GB 1 387 512 A1 describe general processes for the prep- aration of the dialkylanthraquinones by condensing a 4-alkyl substituted phthalic anhydride and an alkylbenzene in the presence of a catalyst or by an alkylation reaction followed by oxidation of the obtained anthracene. According to the examples of GB 1 387 511 A1 and

DE 43 39 649 A1 is directed to a process for the preparation of hydrogen peroxide wherein alkylanthraquinones are employed. According to this document, a mixture of 1,3-diethyl- anthraquinone, 2,3-diethylanthraquinone, 1,4-diethylanthraquinone, 1,2,3-triethylanthraqui- none and 2-ethylanthraquinone is used for increasing the solubility of the anthraquinone de- rivatives in the solvent used in the process for the preparation of hydrogen peroxide.

DE 1 051 257 B is directed to a process for the preparation of hydrogen peroxide via an an- thraquinone process, wherein anthraquinone derivatives having two or three alkyl residues are used. According to DE 1 051 257 B, it is preferred to use a mixture of isomers of the an- thraquinone derivatives.

In the prior art several anthraquinone derivatives are disclosed for use in a process for the preparation of the hydrogen peroxide. However, the disclosed anthraquinone derivatives are either expansive to prepare and/or not sufficiently soluble in the solvents which are common-

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INV0076297 SE/EKa PF0000076297 SE/EKa

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anthraquinone derivative in a process for the preparation of hydrogen peroxide. Further, the present invention relates to a process for the preparation of hydrogen peroxide using an an- thraquinone derivative.

Anthraquinone compounds are suitable for the preparation of hydrogen peroxide. For exam-

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ity, c) good resistance to oxidation, and d) good resistance to hydrogenation of the aromatic rings in the anthraquinone molecule.

GB 1 387 511 A1 and GB 1 387 512 A1 are directed to a process for the preparation of hy- drogen peroxide by use of alkylanthraquinones, wherein the solubility of the dialkylanthraqui-

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GB 1 387 512 A1...