Kao Corporation

Hideki Taniguchi

Hiroshi Abe

Tetsuaki Fukushima

Michio Terasaka

Kohshiro Sotoya

Yukinaga Yokota

Kazuhiko Okabe

Masaharu Jono

Yoshifumi Nishimoto

Uichiro Nishimoto

Yasuyuki Mimura

Wataru Yoshida

Jun Aikawa

Yuzi Sawamoto

Tetusaki Fukushima

Yuji Sawamoto

The present invention relates to a process for producing a tertiary amine in the presence of a catalyst containing copper and at least one element selected from the group consisting of elements belonging to Groups 2, 3, 7 and 12 of the Periodic Table (long form of the periodic table), said process including the steps of (a) reducing an amide compound in a hydrogen atmosphere; and (b) introducing a dialkyl amine containing a linear or branched alkyl group having 1 to 6 carbon atoms into a reaction product obtained in the step (a), and treating the reaction product with the dialkyl amine. The present invention provides a process for producing high-purity aliphatic tertiary amines containing a less amount of by-products by reducing aliphatic acid amides under moderate conditions using a chromium-free catalyst, as well as a process for producing amine derivatives such as amine oxide by using the aliphatic tertiary amines, with a good productivity in an economical manner.

Process for producing nitrogen-containing compounds

The present invention provides a process for producing high-purity aliphatic tertiary amines containing a less amount of by-products by using a chromium-free catalyst with a good productivity in an economically advantageous manner. The present invention relates to a process for producing a tertiary amine by reducing an amide compound in the presence of a catalyst containing copper and magnesium at a molar ratio of magnesium to copper (magnesium/copper) of from 0.01 to 20.

Method of producing nitrogen-containing compound

The present invention provides a process for producing high-purity aliphatic tertiary amines containing a less amount of by-products by subjecting aliphatic acid amides to hydrogenation reduction under moderate conditions, as well as a process for producing amine derivatives from the aliphatic tertiary amines, with a good productivity in an economically advantageous manner. The present invention relates to a process for producing an aliphatic tertiary amine by subjecting a specific aliphatic amide to hydrogenation reduction in the presence of a catalyst containing copper and at least one element selected from the group consisting of elements belonging to Groups 2, 3 and 7 of the Periodic Table; the catalyst; and a process for producing amine oxide by reacting the tertiary amide obtained by the above production process with hydrogen peroxide.

Method for producing nitrogen-containing compound

The present invention provides a process for producing a tertiary aliphatic amine having high quality having little non-amines such as esters and alcohols, which is less colored, and which can be converted into a derivative without turbidity. That is, the present invention provides the process which comprises the steps of adding at least one alkali substance of potassium hydroxide and sodium hydroxide or an aqueous solution thereof to the crude tertiary amine product mixture and distilling the mixture to obtain the tertiary amine having a high quality. In addition, the tertiary amine has the formula: R.sub.1 R.sub.2 N--R.sub.3, wherein R.sub.1 and R.sub.2 being a saturated or unsaturated hydrocarbon having 6 to 28 carbon atoms, R.sub.3 being a saturated or unsaturated hydrocarbon having 1 to 5 carbon atoms.

Process for producing a tertiary amine having high quality

The process for producing an aliphatic nitrile comprising reacting an aliphatic alcohol having 6 to 40 carbon atoms with ammonia (a) in the presence of a copper/transition metal element in the fourth period other than Cr/platinum group element in the eighth group catalyst, (b) under a reaction system pressure in the range of from atmospheric pressure to 100 atm, (c) at a reaction system temperature in the range of from 100.degree. to 250.degree. C., (d) while introducing at least one gas selected from the group consisting of inert gases and hydrogen gas into the reaction system, (e) removing water formed by the reaction out of the reaction system, and (f) controlling the amount of the ammonia contained in the gas (exclusive of the water formed by the reaction) discharged out of the reaction system to 5 to 50% by volume based on the volume of the gas discharged (exclusive of the water formed by the reaction) makes it possible to produce various kinds of aliphatic nitriles.

Process for producing aliphatic nitrile

N,N-Dimethyl-N-alkylamine or -alkenylamine is prepared by reacting a higher alcohol and dimethylamine by passing hydrogen gas and dimethylamine into a reactor containing a catalyst for the reaction at a pressure of atmospheric pressure to 100 atm. at 150.degree. C. to 250.degree. C. and removing water produced in the reaction as a component of the mixed hydrogen and unreacted dimethylamine gas which is discharged from the reactor, wherein at the point in the reaction at which from 90 to 99% of the higher alcohol has reacted with dimethylamine, one of the following procedures is followed: i) the introduction of only dimethylamine gas into the reactor is stopped, and the reaction is allowed to continue at a temperature 20.degree. to 150.degree. C. lower than the reaction temperature recited above; ii) the introduction of only dimethylamine gas into the reactor is stopped while the temperature is decreased to a level of 20.degree. to 150.degree. C. lower than the temperature recited above, and the reaction is allowed to proceed at the reduced temperature; or iii) the introduction of only dimethylamine gas into the reactor is stopped immediately after decreasing the temperature to a level of 20.degree. to 150.degree. C. lower than the temperature recited above, and the reaction is allowed to continue at the reduced temperature.

Process for producing N,N-dimethyl-N-alkylamine or

A tertiary amino alcohol, being useful as an emulsifier, is defined by the formula (1) or (2): ##STR1## where R is a C.sub.2 to C.sub.24 straight-chain or branched alkylene group, an alicyclic alkylene group, an aralkylene group or --CH.sub.2 CH.sub.2 O).sub.p (CH.sub.2 CH.sub.2).sub.q (where p is 0 or a positive integer and q is a positive integer), R' is a C.sub.1 to C.sub.24 straight-chain or branched alkyl group or an aralkyl group and n is a positive integer of 2 to 50.

Tertiary amino alcohol and method of producing the same

A process for producing an N-alkyl-N-methylamine or an N-alkenyl-N-methylamine in a high yield from a higher alcohol and methylamine comprising the step of reacting a higher alcohol with methylamine in the presence of a catalyst comprising copper and a fourth period transition metal of the Periodic Table, except for chromium, or a catalyst comprising copper, a fourth period transition metal of the Periodic Table, except for chromium, and an element of the platinum group VIII of the Periodic Table, at a pressure ranging from atmospheric pressure to 100 atm. G., at a reaction temperature ranging from 100.degree. to 250.degree. C., with hydrogen gas being introduced into the reaction system while water produced in the reaction is removed from the reaction system and the amount of methylamine in the gaseous mixture which contains no matter formed through the reaction and is exhausted from the reaction system is regulated from 5 to 50% by volume.

Process for producing N-alkyl-N-methylamine or N-alkenyl-N-methylamine

A secondary amine is effectively prepared by reacting an alcohol or an aldehyde with a primary amine in the presence of a catalyst of copper, nickel and a metal element belonging to the platinum group VIII at a pressure of the atmospheric pressure to 5 kg/cm.sup.2 G at a temperature of 150.degree. to 250.degree. C., while water produced in the reaction is being removed out, and separating the resulting secondary amine from the product mixture.

Process for preparation of secondary amine

A tertiary amine of a high purity is prepared from an alcohol or an aldehyde and a primary or second amine at a low temperature, using a catalyst of copper, nickel and an element belonging to the VIII platinum group such as platinum, palladium, ruthenium and rhodium, while removing out water formed by the reaction.

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Wakayama, Japan

Hideki Taniguchi