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AssigneeMitsui Toatsu Chemicals, Inc.
InventorsAkihiro Yamaguchi, Keizaburo Yamaguchi, Hisamichi Murakami, Tadashi Kobayashi
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A process for preparing bisphenol sulfone derivatives represented by the general formula (I) ##STR1## where R stands for hydrogen, a halogen, an alkyl radical, a cycloalkyl radical, an aryl radical, an aralkyl radical, hydroxyl group, an alkoxy radical, allyloxy group, carboxyl group, or a carboalkoxy radical, m is an integer of from 1 to 3, and when m is 2 or more, R may be identical to or different from each other, and adjacent Rs may be combined to form a ring, by oxidizing with hydrogen peroxide a compound represented by the general formula (II) ##STR2## where R and m have the same meanings as defined for the formula (I), and n is zero or 1, in the presence of an alkali in an amount more than the equimolar amount thereof relative to said compound in water and/or an organic solvent which do not form any organic peracids under reaction conditions.
A process for preparing a bisphenol sulfone compound represented by the general formula (I) ##STR7## where R stands for hydrogen, a halogen, an alkyl group, a cycloalkyl group, an aryl group, an aralkyl group, hydroxyl group, an alkoxy group, allyloxy group, carboxyl group, or a carboalkoxy group, m is an integer of from 1 to 3, and when m is 2 or more each group represented by R may be identical or different and adjacent Rs may be combined to form a benzene ring, which comprises oxidizing a compound represented by the general formula (II) ##STR8## where R and m have the same meanings as defined for the compounds of formula (I), and n is zero or 1, with hydrogen peroxide in the presence of an alkali metal hydroxide, the amount of said alkali metal hydroxide being equimolar relative to said compound of formula (II) in water or in water plus an organic solvent which does not form any organic peracids under reaction conditions to form said bisphenol sulfone compound, said organic solvent being selected from the group consisting of aliphatic, alicyclic and aromatic hydrocarbons, halogenated aliphatic, alicyclic and aromatic hydrocarbons, alcohols, ethers, esters, ketones, aprotic polar solvents, carbon disulfide, and mixtures thereof.
Dependencies are inferred from the claim text.
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No related US applications are recorded in the indexed filing history.
Preparation of sulfones; Preparation of sulfoxides: by formation of sulfone or sulfoxide groups by oxidation of sulfides, or by formation of…
Acyclic or carbocyclic compounds
Term ended 10 Mar 2000 (estimated)
USPTO file history isn’t available for this patent, so only indexed dates are shown.
1. Field of the Invention
This invention relates to a novel process for preparing bisphenol sulfone derivatives.
2. Description of the Prior Art
In a solution of 6 g (0.15 mole ) of sodium hydroxide and 100 ml of water was dissolved 24.6 g (0.1 mole) of 2,2'-bis(4-methylphenol) sulfide. While this solution was kept at a temperature of 70.degree.-75.degree. C., 28.3 g (0.25 mole) of 30% aqueous hydrogen peroxide solution was added thereto drop by drop over a period of 30 minutes. The resulting reaction mixture was stirred at that temperature for an additional hour, and then diluted with 100 ml of water. The resulting solution was allowed to cool to room temperature and then was neutralized to form a precipitate. The precipitate was separated by filtration, washed with water, and dried to obtain a yield of 26.8 g (96.4% of theory) of 2,2'-bis(4-methylphenol) sulfone having a melting point of 205.degree.-206.degree. C. The precipitate was further subjected to recrystallization from glacial acetic acid to obtain a pure product melting at a temperature of 207.degree.-208.degree. C. as white needle-like crystals.
The results of elemental analysis were as follows:
______________________________________ C(%) H(%) S(%) ______________________________________ Calculated Values 60.4 5.07 11.5 Found Values 60.7 5.12 11.7 ______________________________________