Abstract: There is provided a method for producing an oxime compound, which is characterized by the steps of: (a) oxidizing cumene to produce cumene hydroperoxide, (b) subjecting the cumene hydroperoxide to an ammoximation reaction with ammonia and a ketone in the presence of a catalyst to produce a reaction mixture containing an oxime compound corresponding to the ketone and 2-phenyl-2-propanol, (c) separating a fraction of 2-phenyl-2-propanol and the oxime compound corresponding to the ketone from the reaction mixture resulting in the step (b), (d) converting 2-phneyl-2-propanol in the fraction to cumene, and (e) recycling at least a portion of the cumene resulting in step(d) to step (a).

Abstract: To produce cyclohexanone oxime stably for a long time by an ammoximation reaction of cyclohexanone. Cyclohexanone oxime is produced by performing an ammoximation reaction of cyclohexanone with hydrogen peroxide and ammonia in the presence of titanosilicate and a solid containing a silicon compound, wherein the solid containing a silicon compound is one that had been used in a Beckmann rearrangement reaction of cyclohexanone oxime as a catalyst.

Abstract: The present invention provides a process for producing a cycloalkanone oxime by conducting a continuous ammoximation reaction in the presence of a titanosilicate catalyst with supplying a cycloalkanone, hydrogen peroxide, ammonia and an organic solvent into the reaction system, wherein the reaction temperature is from 90° C. to 120° C. and the supplying amount of the organic solvent is not more than 2 times by weight of that of the cycloalkanone.

Abstract: A process for producing cyclohexanone oxime is provided: (1) reacting cyclohexanone, hydrogen peroxide and ammonia in the presence of a titanosilicate catalyst to give a reaction solution containing cyclohexanone oxime, water, unreacted ammonia and unreacted cyclohexanone, (2) distilling off ammonia, (3) an extraction step, (4) mixing the organic layer obtained in step (3) with water followed by separating into an organic and aqueous layers, (5) distilling off organic solvent and water to obtain a bottom product containing cyclohexanone oxime and cyclohexanone, and (6) distilling off cyclohexanone and to obtain a bottom product containing cyclohexanone oxime; wherein a compound selected from an oxide, an oxo acid, an oxo acid salt, an oxo acid ester and an oxo acid amide of boron or phosphorous is added to at least one of the water used in the step (4) and the organic layer obtained in step (4) to be subjected to step (5).

Abstract: Cycloalkanone oxime is stabilized by a method comprising bringing the cycloalkanone oxime into contact with at least one compound selected from the group consisting of oxoacids, oxoacid salts, oxoacid esters, oxoacid amides and oxides of boron or phosphorus. In accordance with the invention, the thermal stability of cycloalkanone oxime can be improved.

Abstract: A process for producing an oxime is provided, wherein the process comprises the step of reacting a ketone, hydrogen peroxide and ammonia in the presence of a crystalline titanosilicate having MWW structure under the condition that the ammonia concentration in the liquid portion of the reaction mixture is about 1% by weight or more. By the process, an ammoximation reaction of the ketone can be carried out with a high conversion of the ketone and a high selectivity to the oxime corresponding to the ketone, thereby producing the oxime with a high yield.

Abstract: The present invention provides a process for producing a cycloalkanone oxime by conducting a continuous ammoximation reaction in the presence of a titanosilicate catalyst with supplying a cycloalkanone, hydrogen peroxide, ammonia and an organic solvent into the reaction system, wherein the reaction temperature is from 90° C. to 120° C. and the supplying amount of the organic solvent is not more than 2 times by weight of that of the cycloalkanone.

Abstract: A process for producing cyclohexanone oxime is provided: (1) reacting cyclohexanone, hydrogen peroxide and ammonia in the presence of a titanosilicate catalyst to give a reaction solution containing cyclohexanone oxime, water, unreacted ammonia and unreacted cyclohexanone, (2) distilling off ammonia, (3) an extraction step, (4) mixing the organic layer obtained in step (3) with water followed by separating into an organic aqueous layers, (5) distilling off organic solvent and water to obtain a bottom product containing cyclohexanone oxime and cyclohexanone oxime, and (6) distilling off cyclohexanone and obtain a bottom product containing cyclohexanone oxime; wherein a compound selected from an oxide, an oxo acid, an oxo acid salt, an oxo acid ester and an oxo acid amide of boron or phosphorous is added to at least one of the water used in step (4) and the organic layer obtained in step (4) to be subjected to step (5).

Abstract: In producing cyclohexanone oxime by a method comprising the step of reacting cyclohexanone, hydrogen peroxide and ammonia in the presence of titanium silicate, a brand-new titanium silicate and a recycled titanium silicate which has been recovered from a production method of cyclohexanone oxime are used. In accordance with the present invention, cyclohexanone is subjected to ammoximation by hydrogen peroxide and ammonia with suppressing the degradation- of titanium silicate as a catalyst, to produce cyclohexanone oxime with a high yield.

Abstract: A process for producing an oxime is provided, wherein the process comprises the step of reacting a ketone, hydrogen peroxide and ammonia in the presence of a crystalline titanosilicate having MWW structure under the condition that the ammonia concentration in the liquid portion of the reaction mixture is about 1% by weight or more. By the process, an ammoximation reaction of the ketone can be carried out with a high conversion of the ketone and a high selectivity to the oxime corresponding to the ketone, thereby producing the oxime with a high yield.

Abstract: Cycloalkanone oxime is stabilized by a method comprising bringing the cycloalkanone oxime into contact with at least one compound selected from the group consisting of oxoacids, oxoacid salts, oxoacid esters, oxoacid amides and oxides of boron or phosphorus. In accordance with the invention, the thermal stability of cycloalkanone oxime can be improved.

Abstract: A cyclohexanone oxime is produced in a method comprising the step of reacting a cyclohexanone with a hydrogen peroxide and an ammonia in the presence of a titanium silicate and a silicon compound other than the titanium silicate. In the method, the reaction is conducted with suppressing the inactivation of the titanium silicate as a catalyst, to produce the cyclohexanone oxime with a high yield.

Abstract: In producing cyclohexanone oxime by a method comprising the step of reacting cyclohexanone, hydrogen peroxide and ammonia in the presence of titanium silicate, a brand-new titanium silicate and a recycled titanium silicate which has been recovered from a production method of cyclohexanone oxime are used. In accordance with the present invention, cyclohexanone is subjected to ammoximation by hydrogen peroxide and ammonia with suppressing the degradation- of titanium silicate as a catalyst, to produce cyclohexanone oxime with a high yield.

Abstract: The invention relates to a purification method of cyclohexanone-oxime in a solution of solvents immiscible with water, which consists in washing said solutions with water or with an aqueous solution of a base having a pK<5 or in passing the solutions of cyclohexanone-oxime through a weakly alkaline ion exchange resin and, optionally, also through a weakly acid ion exchange resin.

Abstract: A cyclohexanone oxime is produced in a method comprising the step of reacting a cyclohexanone with a hydrogen peroxide and an ammonia in the presence of a titanium silicate and a silicon compound other than the titanium silicate. In the method, the reaction is conducted with suppressing the inactivation of the titanium silicate as a catalyst, to produce the cyclohexanone oxime with a high yield.

Abstract: The invention relates to a purification method of cyclohexanone-oxime in a solution of solvents immiscible with water, which consists in washing said solutions with water or with an aqueous solution of a base having a pK<5 or in passing the solutions of cyclohexanone-oxime through a weakly alkaline ion exchange resin and, optionally, also through a weakly acid ion exchange resin.

Abstract: A high purity &egr;-caprolactam is prepared by pouring a molten crude &egr;-caprolactam and a solvent comprising an aliphatic hydrocarbon and having a lower temperature than that of the crude &egr;-caprolactam, into a vessel and mixing them to obtain a first slurry containing a crystallized &egr;-caprolactam. The slurry is then subjected to a solid-liquid separation to obtain &egr;-caprolactam and a first liquid phase. This process can effectively remove impurities from a crude &egr;-caprolactam, which is obtained by for example, subjecting cyclohexanone oxime to the Beckmann rearrangement.

Abstract: The present invention provides a method for producing &egr;-caprolactam which comprises the step of treating, with water, a reaction product containing 1-aza-2-alkoxy-1-cycloheptene, which is obtained by gas phase Beckmann rearrangement reaction of cyclohexanone oxime using a solid catalyst in the presence of alcohol, to eliminate the 1-aza-2-alkoxy-1-cycloheptene. The resulting &egr;-caprolactam usually has a 1-aza-2-alkoxy-1-cycloheptene content of 100 ppm or less, preferably 25 ppm or less, more preferably 10 ppm or less and, therefore, has low free basicity and good qualities.

Abstract: A high purity &egr;-caprolactam is prepared by pouring a molten crude &egr;-caprolactam and a solvent comprising an aliphatic hydrocarbon and having a lower temperature than that of the crude &egr;-caprolactam, into a vessel and mixing them to obtain a first slurry containing a crystallized &egr;-caprolactam. The slurry is then subjected to a solid-liquid separation to obtain &egr;-caprolactam and a first liquid phase. This process can effectively remove impurities from a crude &egr;-caprolactam, which is obtained by for example, subjecting cyclohexanone oxime to the Beckmann rearrangement.

Abstract: A high purity &egr;-caprolactam is prepared by crystallizing an &egr;-caprolactam from a hydrocarbon solution containing a crude &egr;-caprolactam, and allowing the crystallized &egr;-caprolactam in contact with hydrogen in the presence of a hydrogenation catalyst. This process can effectively remove impurities from a crude &egr;-caprolactam, which is obtained by subjecting cyclohexanone oxime to the Beckmann rearrangement, and provide a high purity &egr;-caprolactam.