Mitsui Chemicals, Inc.

Takaomi Hayashi

Shinji Kiyono

Tadahito Nobori

Isao Hara

Atsushi Shibahara

Katsuhiko Funaki

Usaji Takaki

Kazumi Mizutani

Naritoshi Yoshimura

Setsuko Fujiyoshi

Hideo Kitagawa

Tsuyoshi Matsumoto

Keisuke Takuma

Makoto Suzuki

Tatsuhiro Urakami

Tsuneji Suzuki

Mitsuyuki Mizoguchi

Aya Nakagawa

Hiroyuki Sakayama

Susumu Saito

Yoshiharu Hirose

Hiromi Jouyama

Junya Kiyosu

Yu Mizuno

The present invention is a method for producing a polyhydric phenol, including the following steps (a) to (d): (a) a first step of producing (4S,5R,6S)-4,5,6-trihydroxy-2-cyclohexcene-1-one from 2-deoxy-scyllo-inosose by a dehydration reaction; (b) a second step of producing 1,2,4-trihydroxybenzene from the (4S,5R,6S)-4,5,6-trihydroxy-2-cyclohexene-1-one obtained in the first step by a dehydration reaction; (c) a third step of producing 4-hydroxycyclohexane-1,3-dione from the 1,2,4-trihydroxybenzene by a catalytic hydrogenation reaction with the use of a metal catalyst; and (d) a fourth step of producing hydroquinone by heating the 4-hydroxycyclohexane-1,3-dione.

Method for producing polyhydric phenol

Provided is a method for producing catechol in a one-pot by reacting (4S,5R,6S)-4,5,6-trihydroxy-2-cyclohexene-1-one under hydrogen-reducing conditions while heating.

Method for producing catechol

The purpose of the present invention is to provide polymerization catalyst which can produce quite efficiently (co)polymer having number average molecular weight and number of molecules which are accurately controlled in producing method of (co)polymer by the polymerization of polar unsaturated compound, and provide living polymerized (co)polymer obtained according to the producing method. For the purpose, polymerization catalyst composition which comprises the composition comprising organic oxysalt compound and hydroxycarbonyl compound having at least both an alcoholic hydroxyl group and a carbonyl group in the same molecule is provided and the polar unsaturated compound is polymerized by using the polymerization catalyst composition. The composition containing the obtained (co)polymer were able to provide thermosetting powder coating composition having particularly excellent characteristics.

Process for the production of living (co)polymers and use of the (co)polymers

Method for preparing living polymer in the presence of phosphazenium salt

Process for preparation of substituted aromatic compound

A process for preparing phosphine oxides by reacting iminophosphoranes with phosphorus oxytrichloride by which highly purified phosphine oxides can be obtained industrially in a higher yield. Specifically, phosphine oxides are prepared in such a manner that iminophosphoranes are reacted with phosphorus oxytrichloride using an aprotic organic solvent with permittivity 2.2 or more at 20&deg; C. as a solvent under special reaction conditions to give a liquid reaction product containing phosphine oxides and aminophosphonium chlorides which are yielded as a by-product at the same time as the phosphine oxides, and the above described chlorides are removed from the above described liquid reaction product by a solid-liquid separation process, and the solution having been subjected to the solid-liquid separation process is washed with water.

Process for preparing phosphine oxides and process for purifying the same

There is provided a process for preparing a poly(alkylene oxide) by using a polymerization initiator which does not cause any problem on preparing and handling in the preparation of the polyalkylene oxide by polymerizing an alkylene oxide compound and does not require a special treatment before the initiation of the polymerization. That is, it is a process of polymerizing the alkylene oxide compound in the presence of a phosphine oxide compound represented by the formula (1):

Process for preparing poly(alkylene oxide)

The compound &lsqb;tris(dimethylamino)phosphonioamino&rsqb;tris&lsqb;tris(dimethylamino)phosphoranylideneamino&rsqb;phosphonium dichloride can be prepared by contacting hydrogen chloride with tetrakis&lsqb;tris(dimethylamino)phosphoranylideneamino&rsqb;phosphonium chloride. The phosphonium dichloride compound can be used in a process wherein it is brought into contact with an OH,-form ion exchange resin to prepare tetrakis&lsqb;tris(dimethylamino)phosphoranylideneamino&rsqb;phosphonium hydroxide. Separate processes for separating or isolating the phosphonium chloride compound or isolating the phosphonium hydroxide compound from feed solutions wherein an extraction step is used are also set forth.

&lsqb;Tris(dimethylamino)phosphonioamino&rsqb;tris&lsqb;tris(dimethylamino)phosphoranylideneamino&rsqb;phosphonium dichloride and preparation process thereof

An organic compound which is basic and soluble in an organic solvent, does not have a problem in preparation or handling and exhibits catalytic activity as a basic compound, i.e., a phosphine sulfide represented by formula (1), and a manufacturing process therefor, i.e., manufacturing a phosphine sulfide represented by formula (1), by reacting one molecule of thiophosphoryl chloride with three molecules of a phosphorane represented by formula (2). The phosphine sulfide can be used in a process for effectively manufacturing a poly(alkylene oxide) by polymerizing an alkylene oxide in the presence of the phosphine sulfide or of the phosphine sulfide and an active hydrogen compound selected from water and organic compounds having a partial structure of --OH or --NH--; and 2) a process for manufacturing a 1,2-dioxyethane derivative from an epoxy compound, i.e, manufacturing a 1,2-dioxyethane derivative by reacting an epoxy compound with a carboxylate, carboxylic anhydride, carbonate or phenol compound, respectively, in the presence of the phosphine sulfide.

Phosphine sulfide, a manufacturing process therefor and use thereof

A process for preparing an organic compound, comprising conducting an organic reaction in the presence of a phosphine oxide represented by formula (1); ##STR1## where R.sup.1 is the same or different and each represents a hydrogen or hydrocarbon group with 1 to 10 carbon atoms, and x is the amount of water as a molar ratio which is 0 to 5.0, exhibiting a high catalytic performance especially in an organic reaction involving an alkylene oxide.

Process for preparing an organic compound from an oxirane-containing

A process is provided for preparing iminotris(dimethylamino)phosphorane at high purity and high yield from aminotris(dimethylamino)phosphonium chloride. Aminotris(dimethylamino)phosphonium chloride is first reacted with an aqueous solution of the hydroxide of an alkali metal or alkaline earth metal in the presence of a solvent in which the chloride and hydroxide of the alkali metal or alkaline earth metal are sparingly soluble, whereby iminotris(dimethylamino)phosphorane is formed. After water is dissolved off at a temperature of 70.degree. C. or lower from the reaction mixture, solids are removed from the thus-concentrated reaction mixture by solid-liquid separation. The resultant mother liquor is then distilled to obtain iminotris(dimethylamino)phosphorane.

Preparation process of iminotris ( Dimethylamino) phosphorane

A preparation process of a polymer comprising conducting ring-opening polymerization of a 4- to 10-membered ring-opening polymerizable cyclic monomer in the presence of a phosphazenium salt of an active hydrogen compound represented by the chemical formula (1): ##STR1## wherein n is an integer of 1 to 8 and indicates the number of phosphazenium cations, Z.sup.n- is an anion of a n-valent active hydrogen compound derived by releasing n protons from an active hydrogen compound having a maximum of 8 active hydrogen atoms, a, b, c and d are individually a positive integer or 0 and are not all 0 at the same time, R's are the same or different hydrocarbons having 1 to 10 carbon atoms, and two R's located on each common nitrogen atom may be coupled together to form a ring structure; or in the presence of the phosphazenium salt of the active hydrogen compound and the active hydrogen compound is disclosed. The process can prepare polymer by ring-opening polymerization of a 4- to 10-membered ring-opening polymerizable cyclic monomer in the presence of an initiator which causes no specific problem or preparation and handling, contains quite no installic ingredient and has no residual odor.

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Chiba, Japan

Takaomi Hayashi