Fuji Electric Co., Ltd.

Takasago International Corporation

Takasago International Coporation

Akira Amano

Kazuo Matsuzaki

Yoichi Shindo

Takashi Miura

Shoji Kitamura

Daisuke Igarashi

Toshiaki Sakai

Takeshi Yamamoto

Toshimitsu Hagiwara

Noboru Sayo

Takashi Aida

Tetsuro Yamasaki

Makoto Harada

Kazuhiko Tokoro

Hisao Iwai

Teruyoshi Akiyama

Kenichi Yamamoto

Kenya Ishida

Shotaro Yokoyama

Misao Yagi

Yoshiyuki Sakai

Yuichi Urano

Miharu Ogura

Keisuke Itakura

Satomi Kunieda

Nobutaka Suganuma

Katsue Nakata

Hidekatsu Kuroda

Kenichi Uchiumi

Hideyuki Ohta

The present invention provides a water-soluble transition metal-diamine complex which can be easily separated from reaction products through liquid separation, etc. and is recycleable; an optically active diamine compound constituting the ligand of the complex; and a catalyst for asymmetric synthesis which comprises these. The present invention relates to a water-soluble optically active transition metal-diamine complex represented by the formula (2): [wherein Rand Reach represents hydrogen, a hydrocarbon group, &#x2014;SOR(wherein Ris a hydrocarbon group, substituted amino, etc.), etc.; Rto Reach represents hydrogen, a hydrocarbon group, alkoxy, substituted amino, etc.; M represents a transition metal; X represents halogen; L represents a ligand; and * indicates an asymmetric carbon atom; provided that at least one of Rto Rand Rto Ris substituted amino], a catalyst for asymmetric synthesis containing the complex, and a process for producing an optically active alcohol, which comprises using the catalyst to asymmetrically reduce a ketone.

Optically active transition metal-diamine compound and process for producing optically active alcohol with the same

[PROBLEMS] To provide a method by which desired optically active carboxylic acids may be prepared from a carboxylic acid having a carbon-carbon double bond through asymmetric hydrogenation with a catalyst consisting of a transition metal complex containing a water-soluble ligand and which permits easy separation of the used catalyst from the product by liquid-liquid separation alone and enables the recovery of an expensive transition metal and the reuse of the catalyst. [MEANS FOR SOLVING PROBLEMS] Phosphines represented by the general formula (1):  wherein Xis oxygen or methylene; Xis methylene, ethylene, trimethylene, 1,2-dimethylethylene, isopropylidene, or difluoromethylene; A is a Group IA alkali metal of the periodic table, hydrogen, or an ammonium ion; and a, b, c and d are each an integer of 0 or 1, with the proviso that the cases wherein the sum of a, b, c, and d is 0 are excepted.

Phosphines, transition metal complexes containing the same as the ligand, and process for production of optically active carboxylic acids

A process for producing an optically active 3-azide-carboxylic acid ester by reacting an optically active 3-hydroxycarboxylic acid ester and a thionyl halide in the presence of a basic substance in an organic solvent to produce an optically active 3-halogenocarboxylic acid ester which is then reacted with an azide salt represented by the formula: MN(wherein M is an alkaline metal) in water or a mixture of water and a water soluble organic solvent.

Process for producing optically active 3-halogenocarboxylic acid ester and 3-azidocarboxylic acid ester

Inclusion compounds of vanillyl alcohol derivative in cyclodextrin and compositions containing the same

A method for safely and efficiently producing high purity 3-l-menthoxypropane-1,2-diol and intermediates to be used in the method. As shown in the following reaction formula, 3-l-menthoxypropane-1,2-diol represented by the chemical formula (IV) is produced by adding l-menthol to a 1,2-epoxy-3-halogenopropane represented by the general formula (I) (wherein X represents a halogen atom) in an organic solvent in the presence of a Lewis acid, thereby producing a 1-halogeno-3-l-menthoxypropan-2-ol represented by the general formula (II), allowing the first intermediate to react with an alkali metal salt of an aliphatic carboxylic acid having from 1 to 5 carbon atoms to produce a 1-acyloxy-2-substituted-3-l-menthoxypropane represented by the general formula (III) and then hydrolyzing the second intermediate.

Method for producing 3-l-menthoxypropane-1,2-diol

A process for producing highly pure 3-1-menthoxypropane-1,2-diol safely and efficiently, and an intermediate to be used in the process. 3-1-menthoxypropane-1,2-diol represented by the chemical formula (IV) is produced by adding 1-menthol to a 1,2-epoxy-3-halogenopropane represented by the following general formula (I) (wherein X represents a halogen atom) in an organic solvent in the presence of a Lewis acid to produce a novel 1-halogeno-3-1-menthoxypropan-2-ol represented by the following general formula (II), then, epoxidating it with a base in the presence of a phase transfer catalyst to produce a 1,2-epoxy-3-1-menthoxypropane represented by the chemical formula (III), and further hydrolyzing it.

Process for producing 3-1-menthoxypropane-1,2-diol

Disclosed is a process for producing 5-cyclohexadecen-1-one continuously from 1,2-divinylcyclododecanol in a short time in an efficient manner without side reactions. In the process, 1,2-divinylcyclododecanol as a starting material is supplied from a raw material container,by a dosage pump,to a flash unit,which is set under a vacuum of 5 mm Hg or less by a vacuum pump,and is heated. 1,2-Divinylcyclododecanol which is flashed in the flash unit is supplied to a reactor,which is heated to 400 to 650&deg; C. and is set under a vacuum of 5 mm Hg or less whereby 1,2-divinylcyclododecanol is converted into 5-cyclohexadecen-1-one. The reaction product is discharged from the top of the reactor and is cooled to recover the objective 5-cyclohexadecen-1-one in the recovery container,. The reduction in the pressure of the apparatus is preferably performed by a vacuum pump,via a hydrochloric acid trap,comprising, for example, sodium methylate/methanol cooled to &minus;78 to &minus;100&deg; C.

Process and apparatus for production of 5-cyclohexadecen-1-one

An (E)-(R)-2-alkyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-2-buten-1-ol represented by formula (I): ##STR1## wherein R represents an alkyl group having 1 to 3 carbon atoms, and a process for preparing the same comprising hydrogenating a corresponding (E)-(R)-2-alkyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-2-buten-1-al in the presence of a ruthenium-phosphine complex as a catalyst, a base comprising an alkali metal or an alkaline earth metal, and an amine. The compound (I) has an excellent sandalwood oil odor.

(E)-(R)-2-alkyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-2-buten-1-ol,

An (E)-(R)-2-alkyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-2-buten-1-ol represented by formula (I): wherein R represents an alkyl group having 1 to 3 carbon atoms, and a process for preparing the same comprising hydrogenating a corresponding (E)-(R)-2-alkyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-2-buten-1-al in the presence of a ruthenium-phosphine complex as a catalyst, a base comprising an alkali metal or an alkaline earth metal, and an amine. The compound (I) has an excellent sandalwood oil odor.

(E)-(R)-2-alkyl-4-(2,2,3,-Trimethylcyclopent-3-en-1-yl)-2-buten-1-ol,

A repellent agent containing a 3-substituted p-menthane (or p-menthene) derivative represented by the following formula (1) is disclosed: ##STR1## In the formula, R is a hydroxy group or hydroxyethyl group; R.sub.2 is a hydrogen atom, hydroxy group, hydroxymethyl group, or alkoxy group having 1 to 3 carbon atoms; the double line is a double bond or a single bond, wherein R.sub.1 is absent when the double line is a double bond, and R.sub.1 is a hydrogen atom or hydroxy group when the double line is a single bond; provided that, when the double line is a single bond and R.sub.2 is a hydrogen atom, both of R and R.sub.1 are not a hydroxy group at the same time; and X is CH.sub.2 when the double line is a double bond and is CH.sub.3 when the double line is a single bond.

Repellent agent against harmful insects and perfume composition

(2S)-3-{(1R, 2S, 5R)-[5-Methyl-2-(1-methylethyl)cyclohexyl]oxy}-1,2-propanediol represented by the following formula (I); ##STR1## a process of producing the (2S)-3-{(1R, 2S, 5R)-[5-methyl-2-(1-methylethyl)cyclohexyl]oxy}-l,2-propanediol which comprises adding (1R, 2S, 5R)-5-methyl-2-(1-methylethyl)cyclohexyl alcohol to (R)-(-)-benzyl glycidyl ether to provide (2S)-1-benzyloxy-2-hydroxy-3-{(1R, 2S, 5R)-[5-methyl-2-(1-methylethyl)cyclohexyl]oxy}propane, and hydrogenolyzing the product, are disclosed.

(2S)-3-[(1R, 2S, 5R)-[5-methyl-2-(1-methylethyl)-cyclohexyl]oxy]-1,

A semiconductor laser device includes a lead frame for electrically controlling a laser diode element having at least one end face for emitting a laser beam and for mechanically supporting the laser diode element on a planar major surface thereof with a support member interposed therebetween. A sealing resin layer, transparent to the passage of the laser beam, covers at least the laser diode element on the lead frame in a sealing manner. To improve the light emitting point stability of the laser diode element, when the cross section of the planar major surface of the lead frame is parallel to the light emitting end face, a horizontal direction is the longitudinal direction of the cross section of the lead frame, a horizontal center line defines the center of the cross section of the lead frame, and a vertical center line defines the center as viewed in the vertical direction, the sealing resin layer is shaped symmetrically with respect to the vertical center line.

Semiconductor laser device

A highly reliable memory device with excellent heat resistance that can be used in any environment utilizes a chemical change to define a state transition. The memory device includes a micro vacuum tube structure having a recess portion formed on an upper face of a quartz substrate, a cold cathode having many comb-tooth like tips extending from the quartz substrate over to one side of the recess portion, a rectangular control electrode disposed on the side of the cold cathode at the bottom of the recess portion, an anode extending from the quartz substrate over to the other side of the recess portion and facing opposed to the cold cathode, and a sealing member for vacuum sealing a space inside the recess portion 11a. N.sub.2 and O.sub.2 gases are enclosed in a space under the pressure of 0.2 mmHg. By changing the control electrode voltage, energy of accelerated electrons is changed: NO is produced at the control voltage of 17 eV, NO2 at 23 eV and the product gases dissociate to N.sub.2 and O.sub.2 by glow discharge at the control voltage higher than 23 eV. The chemical reaction is used to indicate the storage of information.

Memory device using micro vacuum tube

An acceleration measuring device consists of a sealed-off, diode vacuum tube which in turn contains a cold cathode and an anode positioned at opposing longitudinal end regions of the vacuum tube via an inter-electrode space C. An inert argon gas is sealed in the vacuum tube at the pressure of 1 mm Hg. Because the acceleration measuring device utilizes field effect electron emission phenomenon, i.e., quantum mechanical tunneling by the Schottky effect, from the cold cathode, one obtains electron-emission characteristics which are essentially temperature independent. The vacuum tube also includes one or more areas connected to the inter-electrode space, local density of the gas in which connected areas changes in response to acceleration experienced by the acceleration measuring device, whereby the density of the gas in the inter-electrode space is altered. Since the density of the gas in the inter-electrode space between the mutually opposing electrodes corresponds essentially linearly to the impedance against the electron flow towards the anode, the anode current is inversely proportional to the density of the gas in the inter-electrode space. The magnitude of the acceleration is measured by detecting the variation of the anode current.

Acceleration measuring device

A force sensor comprises a substrate having a movable unit which is displaceable in response to one of an applied force and acceleration; an electron emission unit having a cathode for emitting electrons in accordance with an applied potential; an electron absorption unit having an anode for capturing electrons emitted from the cathode, the electron emission unit and the electron absorption unit being formed on a surface of the substrate; and a control unit for, on the basis of the displacement of the movable unit, controlling the electron capturing efficiency of the anode with respect to electrons emitted from the cathode.

Growing community of inventors

Kanagawa, Japan

Akira Amano