Mitsubishi Gas Chemical Company, Inc.

Yoshihiro Shiokawa

Shunichi Matsumoto

Tadayoshi Takefumi

Kinji Kato

Yoshifumi Sato

Nobuyuki Tokura

Mitsuharu Kitamura

Ikutaro Kuzuhara

Hiroaki Shigeta

Tsuyoshi Hatakeyama

Tatsuhiko Yanagawa

Ichiyo Ohtsuka

In the production of an alkylbenzaldehyde by a method comprising a step of preparing a solution of complex of a starting alkylbenzene and a hydrogen fluoride-boron trifluoride catalyst and a step of formylation by bringing the solution of complex into contact with carbon monoxide, an alkylbenzene having at least one primary alkyl group having two or more carbon atoms on its benzene ring is used as the starting alkylbenzene. The preparation of the solution of complex is carried out in the presence of an aliphatic or alicyclic saturated hydrocarbon having 6 to 10 carbon atoms which contains at least one tertiary carbon atom but contains no quaternary carbon atom. By the combined use of the specific alkylbenzene and the aliphatic or alicyclic saturated hydrocarbon, the disproportionation of the alkylbenzene is prevented and the alkylbenzaldehyde is produced at high yields.

Production method of alkylbenzaldehydes

In the method of the invention, hydroxypivalaldehyde (3-hydroxy-2,2-dimethylpropanal) and/or its dimer is stored under solid conditions containing an amount of water. By storing such solid conditions, hydroxypivalaldehyde and/or its dimer is stored for a long period of time without reducing its purity.

Stabilized hydroxypivalaldehyde

A polyol ester-based lubricant comprising a polyol ester (A) and a polyol ester (B);

Polyol ester based-lubricant

A process for the production of a high-performance hybrid polyol ester having excellent compatibility with hydrofluorocarbons which are regarded as the most likely refrigerant and having excellent resistance to hydrolysis which esters are liable to undergo, the polyol ester having a plurality of branched fatty acid residues at least one of which has a different number of carbon atoms from that of the other branched fatty acid residue or those of the other branched fatty acid residues, the process comprising reacting at least two kinds of olefins having different numbers of carbon atoms, carbon monoxide and a polyhydric alcohol in the presence of hydrogen fluoride.

Process for the production of polyol ester and ester-containing

A process for the production of esters, comprising allowing an olefin, carbon monoxide and an alcohol to react in the presence of hydrogen fluoride, in which the esters can be produced at high yields at a low temperature for a short period of time, the esters can be easily separated from a reaction solution, hydrogen fluoride can be recycled, the esters can be produced at a low cost, a mixture of esters can be easily produced, the kinetic viscosity of the mixture of the esters can be easily adjusted and the coloring of, and an increase in the viscosity of, the esters can be prevented.

Process for the production of esters

A process for producing an aromatic acylation product from an aromatic compound, an olefin and carbon monoxide, which comprises the steps of:

Process for producing aromatic acylation product

A process for manufacturing high-purity o-toluic acid from a partial oxidation product of o-xylene is disclosed. o-Toluic acid is widely used as a raw material for agricultural chemicals, medicines, polymerization initiators, and the like. Depending on its use, 99% by weight or more purity is demanded for o-toluic acid. Hitherto, o-toluic acid having purity of higher than 99% by weight could not be obtained by fractionation, and purification by fractional crystallization was used. Fractional crystallization is, however, and expensive operation and not only gives a low yield of product but also results a large amount of waste water. The process disclosed herein gives an economical, commercial way to obtain high purity o-toluic acid. In summary, a process for the manufacture of high purity o-toluic acid which comprises: subjecting an oxidation product of o-xylene to distillation to remove therefrom low boiling point components such as unreacted o-xylene and benzoic acid, and high boiling point components, of which the major component is o-methylbenzyl o-toluate, thus obtaining crude o-toluic acid, treating said crude o-toluic acid with ammonia of an amount 1 to 1.2 mol equivalent of o-phthalic acid contained in said crude o-toluic acid, and subjecting the product thus treated to distillation is disclosed.

Process for manufacturing high-purity o-toluic acid

The present invention relates to a process for decomposing an aromatic acylated compound.HF-BF.sub.3 complex in preparing an aromatic acylated compound by decomposing an aromatic acylated compound.HF-BF.sub.3 complex obtained by reacting an aromatic compound with an acylating agent in the presence of HF-BF.sub.3 as a catalyst, which comprises subjecting the aromatic acylated compound.HF-BF.sub.3 complex to thermal decomposition in the presence of at least one aromatic hydrocarbon (A.H.) selected from benzene, toluene and chlorobenzene and at least one saturated aliphatic hydrocarbon (S.H.) selected from pentane, hexane and cyclohexane, as a decomposing agent.

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Kurashiki, Japan

Yoshihiro Shiokawa