Mitsubishi Gas Chemical Company, Inc.

Shuji Ebata

Hirofumi Higuchi

Koichi Kida

Takashi Okawa

Takafumi Abe

Hiroyuki Hirayama

Yoshinori Kanamori

Takuji Shitara

Tadasi Nakamura

Hideaki Ogino

Mariko Abe

Kenichi Nakamura

Minoru Osugi

Kengo Tsukahara

Fumio Tanaka

Yoshiaki Yamamoto

Yoshikazu Shima

Yasushi Hiramatsu

Atsushi Okamoto

Takako Uchiyama

Mikio Yoneoka

Yasushi Higuchi

Hiroshi Machida

Toshio Kondo

Kenji Nakamura

Yasuo Yamamoto

Yoriko Obata

Fumisada Kosuge

Kinya Tsuji

Shiro Kajiyama

Kazuhiro Sugamura

Taiji Matsuzaki

Kazuo Asakawa

Futoshi Ikoma

Jiro Ishikawa

Akitomo Uda

As catalysts for producing aromatic amines by hydrogenating aromatic nitrites, there are disclosed (1) the catalyst comprising a metal catalyst component comprising Ni and/or Co and a specific amount of zirconia as a carrier component, which is prepared by drying, calcining and forming a precipitate produced by adding an aqueous solution containing soluble salts of the metal catalyst component and the carrier component to an aqueous alkali solution; and (2) the catalyst comprising the metal catalyst component and the carrier component, which is prepared by filtering a precipitate produced by adding an aqueous solution containing soluble salts of the metal catalyst component and the carrier component to an aqueous alkali solution; forming the precipitate without drying to obtain a formed product; and subjecting the formed product to drying and then calcining. These catalysts are free from breaking owing to rapid generation of methane and evaporation of liquid ammonia by hydrogenolysis of high boiling by-products of the hydrogenation when reactivated after deactivation of the catalyst, which allows the long-term use of the catalysts.

Catalysts and process for producing aromatic amines

In a process for producing a nitrile compound comprising introducing a carbon ring or heterocyclic compound having organic substituents, ammonia and the air into a reactor and reacting the introduced compounds in the presence of a catalyst, during the reaction, a residual gas obtained after the formed nitrile compound is separated from a reaction gas discharged from the reactor is recycled to the reactor in an amount of 10 to 60% by volume based on the amount of the fresh raw material gas supplied to the reactor and the ratio of the amount by mole of molecular oxygen to the amount by mole of the organic substituent in the carbon ring or heterocyclic compound having organic substituents supplied to the reactor (O/organic substituent) is kept within 1.5 to 7. The reaction is achieved under an advantageous condition and the nitrile compound can be produced industrially advantageously at a higher yield.

Process for producing a nitrile compound

A di(aminomethyl)-substituted aromatic compound is produced by a two-stage hydrogenation. In the first stage, an aromatic dinitrile is hydrogenated into a cyano(aminomethyl)-substituted aromatic compound in the presence of a Pd-containing catalyst. The resultant cyano(aminomethyl)-substituted aromatic compound is then hydrogenated in the second stage into the target di(aminomethyl)-substituted aromatic compound in the presence of a Ni- and/or Co-containing catalyst. By the above method, the di(aminomethyl)-substituted aromatic compound is produced in a high selectivity and a sufficiently high yield without reducing the catalyst life.

High-selective production method of di(aminomethyl)-substituted aromatic compound

In a process for producing a polynitrile compound comprising introducing a polysubstituted organic compound (POC) which is a carbon ring or heterocyclic compounds having a plurality of organic substituents into a reactor with ammonia and a gas containing oxygen and ammoxidizing POC in the presence of a catalyst, at least a portion of the unreacted POC and a mononitrile compound of an intermediate product in the reaction gas discharged from the reactor is separated, recovered and recycled to the reactor so that the flow rate of the mononitrile compound at the outlet of the reactor is 2 to 16% by mole of the total flow rate of POC and the mononitrile compound supplied to the reactor. Burning reaction of the side reaction is suppressed and the loss of POC can be decreased without adverse effects on productivity and the polynitrile compound can be obtained at a high yield.

Process for producing a polynitrile compound

A carbocyclic or heterocyclic compound, ammonia and an oxygen-containing gas are subjected to fluid catalytic reaction in vapor phase in the presence of a catalyst containing alkali metal to produce an aromatic or heterocyclic nitrile. The use of the catalyst containing a specific amount of alkali metal enables the stable production of the aromatic or heterocyclic nitrile in high yields with little change with time even when water is present in the reaction system. The use of the catalyst containing the alkali metal also enables the recycle and reuse of unreacted ammonia which is usually accompanied by water, thereby reducing production costs.

Process for producing heterocyclic nitriles

Process for producing carbocyclic nitriles

There is disclosed a process for producing a nitrile compounds by ammoxidation of a carbocyclic or heterocyclic compound having organic substituent(s) by reacting the compound with ammonia and an oxygen-containing gas, wherein unreacted ammonia is recovered from the reaction product gas and recycled to the reaction system.

Process for producing nitrile compounds

There are disclosed a process for producing a nitrile compound which comprises catalytically reacting an alkyl group-substituted aromatic compound or an alkyl group-substituted heterocyclic compound with a mixed gas containing ammonia and oxygen in the presence of 1 a catalyst comprising a vanadium oxide, a chromium oxide, a boron oxide, a molybdenum oxide, and an oxide of an alkali metal or an alkaline earth metal or 2 a catalyst comprising a vanadium oxide, a chromium oxide, a boron oxide, an alkali metal oxide, and a heteropolyacid. According to the above process and by virtue of the specific catalyst, it is made possible to produce a nitrile compound having an aromatic ring or a heterocyclic ring in an extremely advantageous manner, that is, in high yield at high selectivity to the objective product.

Process for producing nitrile compound and catalyst used therefor

There are herein disclosed a method for heat recovery and heat utilization by the use of chemical energy which comprises the steps of doing the heat recovery by the following formula (I), and doing the heat utilization by the following formula (I'):

Method for heat recovery and utilization by use of chemical energy of

A process for producing methyl methacrylate through gas-phase catalytic reaction of methyl .alpha.-hydroxyisobutyrate as the starting raw material which process comprises feeding methanol in an amount by weight of 0.1 to 3.0 times the amount of the methyl .alpha.-hydroxyisobutyrate in a reaction system and proceeding with the gas-phase catalytic reaction in the presence of a catalyst comprising a synthetic faujasite zeolite having a free alkali content of at most 0.1 milliequivalent/g or a catalyst comprising a molded product which is formed by molding a synthetic faujasite zeolite and a clay in an aqueous solution or suspension having a pH of less than 9. According to the above process, it is possible to produce methyl methacrylate in high yield over a long period of time by the use of methyl .alpha.-hydroxyisobutyrate as the starting raw material.

Process for producing methyl methacrylate

A process for preparing a carboxylic acid ester which includes subjecting a carboxylic acid and an alcohol or a phenol to an esterification reaction in the presence of a silica-titania catalyst. The silica-titania catalyst is prepared by adding an acidic solution containing a silicon compound and a titanium compound dissolved therein to a solution of a basic compound to bring about co-precipitation, in which the acidic solution is a nitric acid-acidic solution or a sulfuric acid-acidic solution, a ratio of the amount (gram equivalent) of nitric acid or sulfuric acid to the amount (mol) of the silicon compound in the acidic solution is 0.5 to 50 and the amount of the titanium compound in the acidic solution is such that a ratio of titania (TiO.sub.2) in the silica-titania catalyst is 1 to 50% by weight.

Process for preparing a carboxylic acid ester

A process for preparing a silica-titania catalyst by adding an acidic solution containing a silicon compound such as sodium silicate and a titanium compound such as titanium sulfate dissolved therein to a solution of a compound such as ammonium bicarbonate to bring about co-precipitation, in which the acidic solution is a highly concentrated nitric acid-acidic or sulfuric acid-acidic solution, and a ratio of the dissolved titanium compound in the acidic solution is regulated in a certain range. According to this process, a catalyst capable of exerting a high performance in an esterification reaction and the like can be efficiently obtained.

Process for preparing silica-titania catalyst

There is disclosed a process for efficiently producing hydrogen cyanide at a reaction temperature of preferably 250.degree. to 550.degree. C. by a catalytic dehydrative reaction of formamide which comprises employing as a catalyst, a manganese oxide (MnO) and/or a magnesium oxide (MgO) each modified with an alkali metal (Na, K, Rb, Cs, etc. ). The above process is capable of producing hydrogen cyanide at an enhanced conversion efficiency of formamide and at a high selectivity while minimizing the by-production of ammonia. The use of the catalyst comprising as a principal component, MnO modified with an alkali metal is particularly effective in prolonging its service life and enables a long-term stable operation.

Process for producing hydrogen cyanide

A process for preparing an amide by hydrating a cyanohydrin with a denatured manganese dioxide catalyst. The catalyst is prepared by reacting an aqueous permanganate solution and an aqueous manganese (II) compound solution in an acidic aqueous solution at a temperature of 70.degree. C. to 150.degree. C.

Process for producing a denaturated manganese dioxide catalyst for the

A process for producing .alpha.-hydroisobutyric acid amide by a hydration reaction of acetonecyanohydrin in the presence of a catalyst containing manganese dioxide as a main component, and also in the presence of an oxidizing agent. In accordance with the process, the service life of the catalyst is increased, and the .alpha.-hydroxyisobutyric acid amide is produced in a high yield.

Growing community of inventors

Niigata, Japan

Shuji Ebata