Kuraray Co., Ltd.

Kurary Company, Ltd.

Yasuo Tokitoh

Noriaki Yoshimura

Toshihiro Omatsu

Toshihiko Maeda

Takashi Onishi

Koji Hirai

Masuhiko Tamura

Kenichi Hino

Takashi Hori

Makoto Yano

Yoichi Matsumoto

Kazunori Watanabe

Masao Ishida

Tomoyasu Tsuda

Tamio Higashi

Keiji Kubo

Masami Murasawa

A composite which is easy to manufacture and has excellent catalytic activity and mechanical strength is obtained by heating and drying a mixture of a carrier in powder form and a metal hydroxide in powder form or in molten form under a gas flow or under reduced pressure. The composite can be used as a catalyst for the isomerization of an olefin or for the oxidation reaction of an alcohol.

Composite and manufacturing method thereof

A process for producing 7-octen-1-al by isomerization of 2,7.octadien-1-ol by feeding 2,7-octadien-1-ol and hydrogen to a reaction zone in the presence of a copper catalyst while controlling the molar ratio of 2,7-octadien-1-ol to hydrogen within a range of 99/1 to 75/25, and effecting isomerization in the gaseous phase. This process ensures a high yield, a high selectivity and stable operation over a long period of time.

Process for producing 7-octen-1-al

2-Hydroxy-4-methyltetrahydrofuran is prepared by reacting 2-methyl-2-propen-1-ol with hydrogen and carbon monoxide in the presence of:

Process for producing 2-hydroxy-4-methyltetrahydrofuran

In hydroformylation comprising allowing an ethylenically unsaturated compound to react with carbon monoxide and hydrogen in the presence of a catalyst to convert it into a corresponding aldehyde, the catalyst is a rhodium-containing catalyst comprising;

Rhodium-containing catalyst

A process for producing 2-formyl-1,4-butanediol comprises effecting reaction of 2-butene-1,4-diol with hydrogen and carbon monoxide in the presence of: (a) a rhodium compound,

Process for producing 2-formyl-1,4-butanediol

An improved process for producing octa-2,7-dien-1-ol which comprises reacting butadiene with water in an aqueous sulfolane solution containing a carbonate and/or bicarbonate of a monodentate tertiary amine in the presence of a palladium compound and a phosphonium salt.

Process for producing octa-2,7-dien-1-ol

Novel phosphonium salts of the general formula ##STR1## wherein R.sup.1 and R.sup.2 each is a hydrogen atom or a hydrocarbon group of 1 to 12 carbon atoms which may optionally be substituted; R.sup.3 is a hydrogen atom or a hydrocarbon group of 1 to 5 carbon atoms which may optionally be substituted; R.sup.4, R.sup.5 and R.sup.6 each is a hydrocarbon group of 1 to 8 carbon atoms which may optionally be substituted; X is a hydroxyl group, a hydroxycarbonyloxy group or a lower alkylcarbonyloxy group, and processes for production of the salts are described. Telomerization catalysts containing said phosphonium salts and processes for production of straight-chained alkadienyl compounds using the same catalysts are also provided.

Phosphonium salts and processes for production of and uses for the same

Butadiene and water are reacted continuously in the presence of a solvent capable of dissolving both reactants and a palladium catalyst with the mole ratio of butadiene to the reaction product octa-2,7-dien-1-ol in the reaction mixture being maintained at 0.6 or more. By this process, octa-2,7-dien-1-ol can be produced continuously without reductions in reaction rate and selectivity and with decreased insoluble polymer formation.

Process for continuous production of octa-2,7-dien-1-ol

Novel phosphonium salts of the general formula ##STR1## wherein R.sup.1 and R.sup.2 each is a hydrogen atom or a hydrocarbon group of 1 to 12 carbon atoms which may optionally be substituted; R.sup.3 is a hydrogen atom or a hydrocarbon group of 1 to 5 carbon atoms which may optionally be substituted; R.sup.4, R.sup.5 and R.sup.6 each is a hydrocarbon group of 1 to 8 carbon atoms which may optionally be substituted; X is a hydroxyl group, a hydroxycarbonyloxy group or a lower alkylcarbonyloxy group, and processes for production of the salts are described. Telomerization catalysts containing said phosphonium salts and processes for production of straight-chain alkadienyl compounds using the same catalysts are also provided.

Novel trimethylolheptanes having three highly reactive hydroxyl groups are provided. They are useful as raw materials for the production of polyesters for use in or as raw materials or modifiers for paints, inks, adhesives, coating compositions and molding resins. Uses for the trimethylolheptanes are also provided.

Trimethylolheptanes and use thereof

A hydroformylation process is provided which comprises reacting a compound of the general formula

Hydroformylation process

There is disclosed a method of hydroformylating 3-methyl-3-buten-1-ol and analogs thereof with carbon monoxide and hydrogen in the presence of a rhodium compound free from modification by a ligand containing an element belonging to the group V of the periodic table as well as a method of producing 3-methylpentane-1,5-diol and .beta.-methyl-.delta.-valerolactone using such hydroformylation product.

Hydroformylation of 3-methyl-3-buten-1-ol and analogs thereof and use of

The method for producing .alpha.,.omega.-dialdehydes from .alpha.,.omega.-diolefins or .alpha.,.omega.-alkenals in good yield and with high efficiency. The expensive rhodium catalyst for hydroformylation can be reused without any substantial attrition of activity. Moreover, since the loses of the catalyst, monodentate phosphine and sulfolane used in the hydroformylation reaction are minimal, the method is commercially advantageous.

Method for production of .alpha.,.omega.-dialdehydes

The hydroformylation of 3-methyl-3-buten-1-ol with hydrogen and carbon monoxide, when carried out under relatively mild conditions, gives 2-hydroxy-4-methyltetrahydropyran (MHP) in high rate of reaction and in high selectivity even in a very low rhodium catalyst concentration. MHP is useful as a starting material for the production of 3-methyl-1,5-pentanediol and .beta.-methyl-.delta.-valerolactone which are in turn usable as raw materials for producing polyesters and polyurethanes. The process according to the invention can give such MHP advantageously from the industrial viewpoint and has very great industrial utility.

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Kurashiki, Japan

Yasuo Tokitoh