Patents by Inventor Kiyoshi Himeno

Kiyoshi Himeno has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 5494492
    Abstract: A disperse dye composition comprising compounds of the formulae (I) and (II): ##STR1## wherein each of R.sup.1 and R.sup.5 is a methyl group or an ethyl group, and each of R.sup.2, R.sup.3 and R.sup.4 is a C.sub.1-5 alkyl group, wherein the weight ratio of the compound of the formula (I) to the compound of the formula (II) is within a range of from 95:5 to 5:95.
    Type: Grant
    Filed: October 6, 1994
    Date of Patent: February 27, 1996
    Assignee: Dystar Japan Ltd.
    Inventors: Kiyoshi Himeno, Kazuhisa Konishi, Ryouichi Sekioka
  • Patent number: 5440024
    Abstract: A monoazo disperse dye for dyeing polyester fibers of the following formula (I): ##STR1## wherein one of R.sup.1 and R.sup.2 is ##STR2## wherein W is hydrogen, halogen, C.sub.1 -C.sub.2 alkyl or alkoxy, the other of R.sup.1 and R.sup.2 is C.sub.1 -C.sub.4 alkyl, or C.sub.2 -C.sub.4 alkyl substituted by cyano, halogen, hydroxy, hydroxyalkoxy, C.sub.1 -C.sub.4 alkoxy, hydroxyalkoxyalkoxy, acetoxalkoxy, acyloxyalkoxyalkoxy alkoxyalkoxy, alkoxycarbonyloxy or acetoxy, and Y is hydrogen or halogen.
    Type: Grant
    Filed: July 13, 1993
    Date of Patent: August 8, 1995
    Assignee: Hoechst Mitsubishi Kasei Co., Ltd.
    Inventors: Kiyoshi Himeno, Toshio Hihara, Wataru Shimizu
  • Patent number: 5380827
    Abstract: A water-soluble monoazodye having the following formula (I) in its free acid form: ##STR1## wherein X is --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 W wherein W is a leaving group removable by alkali; R.sup.1 is methyl, --NHCONH.sub.2 or --NHCOT.sup.1 wherein T.sup.1 is methyl, ethyl, --CH.sub.2 CH.sub.2 COOH or --CH.dbd.CHCOOH; R.sup.2 is hydrogen, lower alkyl or lower alkoxy;and Z is ##STR2## wherein P is cyano or halogen, each of Q and U which are independent of each other, is halogen, V is halogen or ##STR3## and Y is halogen or a group of the following formula (1) or (2): ##STR4## wherein R.sup.3, A, R.sup.4 and E are as defined in the disclosure and G is as defined above, has a moderate yellow to orange color and is particularly suitable for dyeing cellulose fibers or nitrogen-containing fibers.
    Type: Grant
    Filed: April 20, 1993
    Date of Patent: January 10, 1995
    Assignee: Hoeshst Mitsubishi Kasei Co., Ltd.
    Inventors: Yousuke Takahashi, Yukiharu Shimizu, Toshio Hihara, Kiyoshi Himeno
  • Patent number: 5368612
    Abstract: Water-insoluble naphthalic acid imide dyestuffs of the following formula: ##STR1## wherein D is ##STR2## wherein R.sup.1 is C.sub.1 -C.sub.8 alkyl which may be substituted, R.sup.2 is hydrogen, halogen, lower alkyl, lower alkoxy or cyano, X is oxygen or sulfur, and m is 0 or 1; A is phenylene, alkylene, aralkylene or --C.sub.2 H.sub.4 OC.sub.2 H.sub.4 --; B is oxygen, sulfur or ##STR3## wherein R.sup.3 is hydrogen or lower alkyl; Y is a 6-membered nitrogen-containing heterocyclic ring having at least one active halogen atom; and n is 0 or 1.
    Type: Grant
    Filed: August 2, 1993
    Date of Patent: November 29, 1994
    Assignee: Hoechst Mitsubhishi Kasei Co., Ltd.
    Inventors: Kiyoshi Himeno, Toshio Hihara
  • Patent number: 5340930
    Abstract: A monoazodye of the following formula (I): ##STR1## wherein R.sup.1 is hydrogen, methyl or chlorine, R.sup.2 is hydrogen or methyl, R.sup.3 is C.sub.1 -C.sub.5 alkyl, R.sup.4 is phenyl, benzyl, phenoxy, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkyl or benzyloxy, provided that when R.sup.4 is alkyl, the total number of carbon atoms of R.sup.3 and R.sup.4 is at least 4.The monoazo dye of the present invention can be used to dye fibers such as polyester fibers, blended yarn products or combined filament yarn products such as polyester fibers with natural fibers.
    Type: Grant
    Filed: June 3, 1992
    Date of Patent: August 23, 1994
    Assignee: Hoechst Mitsubishi Kasei Co., Ltd.
    Inventors: Kiyoshi Himeno, Ryouichi Sekioka
  • Patent number: 5332404
    Abstract: A disperse dye mixture comprising a monoazo dye of the following formula (1) and a monoazo dye of the following formula (2) blended thereto in an amount of from 0.1 to 10 times by weight of the dye of the formula (1): ##STR1## wherein each of X.sup.1 and X.sup.2 which are independent of each other, is nitro, cyano, sulfomethyl or halogen, each of Y.sup.1, Y.sup.2, Z.sup.1 and Z.sup.2 which are independent of one another, is hydrogen, cyano, nitro, trifluoromethyl, halogen or sulfomethyl, each of W.sup.1 and W.sup.2 which are independent of each other, is hydrogen, halogen, C.sub.1 -C.sub.2 alkyl or alkoxy, and each of R.sup.1 and R.sup.2 which are independent of each other, is C.sub.1 -C.sub.4 alkyl, or C.sub.2 -C.sub.4 alkyl which is substituted by cyano, halogen, hydroxy, hydroxyalkoxy, C.sub.1 -C.sub.4 alkyl, hydroxyalkoxyalkoxy, acyloxyalkoxy, acyloxyalkoxyalkoxy or alkoxyalkoxy.
    Type: Grant
    Filed: December 10, 1992
    Date of Patent: July 26, 1994
    Assignee: Hoechst Mitsubishi Kasei Co., Ltd.
    Inventors: Kiyoshi Himeno, Toshio Hihara, Hirotsugu Tsumura, Yoshiharu Hamano
  • Patent number: 5290931
    Abstract: Water-insoluble naphthalic acid imide dyestuffs of the following formula: ##STR1## wherein D is ##STR2## wherein R.sup.1 is C.sub.1 -C.sub.8 alkyl which may be substituted, R.sup.2 is hydrogen, halogen, lower alkyl, lower alkoxy or cyano, X is oxygen or sulfur, and m is 0 or 1; A is phenylene, alkylene, aralkylene or --C.sub.2 H.sub.4 OC.sub.2 H.sub.4 --; B is oxygen, sulfur or ##STR3## wherein R.sup.3 is hydrogen or lower alkyl; Y is a 6-membered nitrogen-containing heterocyclic ring having at least one active halogen atom; and n is 0 or 1.
    Type: Grant
    Filed: September 4, 1992
    Date of Patent: March 1, 1994
    Assignee: Hoechst Mitsubishi Kasei Co., Ltd.
    Inventors: Kiyoshi Himeno, Toshio Hihara
  • Patent number: 5278294
    Abstract: A monoazodye of the following formula (I): ##STR1## wherein X is CN, Cl or Br, one of R.sup.1 and R.sup.2 is phenyl and the other is --C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OR.sup.3, wherein R.sup.3 is C.sub.1 -C.sub.5 alkyl, formyl, C.sub.2 -C.sub.6 alkylcarbonyl or C.sub.2 -C.sub.6 alkoxycarbonyl.
    Type: Grant
    Filed: May 26, 1992
    Date of Patent: January 11, 1994
    Assignee: Hoechst Mitsubishi Kasei Co., Ltd.
    Inventors: Kiyoshi Himeno, Ryouichi Sekioka
  • Patent number: 5019133
    Abstract: A method for dyeing polyester-containing fibers by using a disperse dye, wherein said dyeing is conducted under an alkaline condition in an aqueous medium in the presence of at least one amino acid member selected from the group consisting of an amino acid, an amino acid derivative having at least one hydrogen atom of its amino group replaced with an organic group, and an alkali metal salt of such an amino acid or amino acid derivative, in the dyeing bath, and a dyeing assistant useful for the method.
    Type: Grant
    Filed: November 17, 1989
    Date of Patent: May 28, 1991
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Kiyoshi Himeno, Kazuhisa Konishi
  • Patent number: 4985545
    Abstract: A water-soluble formazan colorant, which is represented by the following general formula (I) in the form of free acid: ##STR1## (where: R represents a hydrogen atom or a lower alkyl group which may be substituted; X denotes a phenylene group or a naphthylene group which may be substituted; Y indicates --SO.sub.2 CH.dbd.CH.sub.2 group or --SO.sub.2 C.sub.2 H.sub.4 W group wherein W represents a group to be eliminated by the action of alkali; and Z designates a lower alkylamino group, a phenylamino group or a naphthylamino group, having one or two water-soluble groups selected from the group consisting of hydroxyl group, sulfonic acid group and carboxylic acid group); and a method of dyeing by use of the colorant. The colorant is used to dye cellulosic and nitrogen-containing fibers in blue shades with excellent reactive fixing properties.
    Type: Grant
    Filed: August 15, 1988
    Date of Patent: January 15, 1991
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Kiyoshi Himeno, Toshio Hihara, Kanzi Shimizu, Yukiharu Shimizu
  • Patent number: 4841036
    Abstract: A dis-azo dye for polyester fibers represented by the formula ##STR1## wherein Y is hydrogen or acetylamino and R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.4 alkyl, cyanoethyl, acetoxyethyl or C.sub.1 -C.sub.4 alkoxyethyl.
    Type: Grant
    Filed: December 18, 1984
    Date of Patent: June 20, 1989
    Assignee: Mitsubishi Chemical Industries, Limited
    Inventors: Seiichi Imahori, Kiyoshi Himeno, Junji Yoshihara
  • Patent number: 4837309
    Abstract: A monoazo dyestuff of the formula: ##STR1## wherein D represents substituted or unsubstituted phenyl, imidazolyl, pyridyl, thiazolyl, thiadiazolyl, thienyl, benzoisothiazolyl, pyridinoisothiazolyl, thienoisothiazolyl, thienothiazolyl or benzothiazolyl, R.sup.1 represents substituted or unsubstituted alkyl, cyclohexyl, alkenyl, aralkyl or aryl, R.sup.2 and R.sup.3 each represents hydrogen, alkyl optionally substituted by cyano, hydroxy, alkoxy or alkoxyalkoxy, alkenyl, cyclohexyl, aryl or aralkyl, or together represent a 5- or 6-membered nitrogen-containing heterocyclic ring formed by combining R.sup.2 and R.sup.3, A represents ##STR2## X represents fluorine or chlorine, and Y.sup.1 represents hydrogen, chlorine, methyl or acylamino. The monoazo dyestuff is especially useful in the dyeing of cellulose-containing fibers and exhibits good fastness properties including good wet color fastness and good light fastness.
    Type: Grant
    Filed: February 24, 1984
    Date of Patent: June 6, 1989
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Toshio Niwa, Kiyoshi Himeno, Toshio Hihara, Yutaka Kurose, Yukiharu Shimizu
  • Patent number: 4801696
    Abstract: Disazo dyes for dyeing cellulose-containing fibers represented by the following general formula: ##STR1## wherein R.sup.1 and R.sup.2 each represents a hydrogen atom, a halogen atom, a nitro group, a cyano group, a thiocyanato group, a trifluoromethyl group, a formyl group, a lower alkoxycarbonyl group, a lower alkylsulfonyl group, a sulfamoyl group, an N-lower alkylsulfamoyl group or an N,N-di-lower alkylsulfamoyl group, R.sup.3 represents a hydrogen atom, a methyl group, a chlorine atom, a lower alkoxy group or an acylamino group, R.sup.4 represents a hydrogen atom, a methyl group, a chlorine atom or a lower alkoxy group, R.sup.5 represents a hydrogen atom, a lower alkyl group or a halogen atom, --X-- represents ##STR2## --SO.sub.2 -- or --CH.sub.2 --, and n represents 0 or 1. These dyes are capable of dyeing cellulose-containing fibers, particularly fiber blends composed of cellulose fibers and polyester fibers, blue to bluish green with good fastness properties.
    Type: Grant
    Filed: June 22, 1987
    Date of Patent: January 31, 1989
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Toshio Niwa, Kiyoshi Himeno, Toshio Hihara, Shuichi Maeda
  • Patent number: 4760133
    Abstract: A process for preparing a disazo dye represented by the following formula: ##STR1## wherein R.sup.1 and R.sup.2 each represents a hydrogen atom, a halogen atom, a nitro group, a trifluoromethyl group, a lower alkoxycarbonyl group or a lower alkylsulfonyl group, R.sup.3 represents a lower alkyl or allyl group which may optionally have a substituent or substituents, and R.sup.4 represents a lower alkyl or allyl group having a substituent or substituents, which comprises diazotizing an amine represented by the following formula: ##STR2## wherein R.sup.1 and R.sup.2 are the same as defined above, and coupling the diazotized product with a bis(N,N-di-substituted anilino)methane represented by the following formula: ##STR3## wherein R.sup.3 and R.sup.4 are the same as defined above.
    Type: Grant
    Filed: January 14, 1983
    Date of Patent: July 26, 1988
    Assignee: Research Association of Synthetic Dyestuffs
    Inventors: Toshio Niwa, Kiyoshi Himeno, Shuichi Maeda, Yukiharu Shimizu
  • Patent number: 4743684
    Abstract: A reactive phthalocyanine dye having a specific substituent capable of dyeing cellulose fibers or a mixed fibers of polyester fibers and cellulose fibers to provide Turkish blue-dyed fibers excellent in color fastness to light and color fastness to washing is disclosed, which is represented by general formula [I] ##STR1##
    Type: Grant
    Filed: August 16, 1985
    Date of Patent: May 10, 1988
    Assignee: Mitsubishi Chemical Industries
    Inventors: Toshio Niwa, Kiyoshi Himeno, Toshio Hihara, Kanzi Shimizu
  • Patent number: 4734101
    Abstract: A monoazo dye for polyester fiber represented by formula ##STR1## and having a crystal modification characterized by an X-ray diffraction spectrum (CuK.alpha.) showing a very strong peak at an angle of diffraction (2.theta.) of about 14.2.degree., a strong peak at about 24.5.degree., and four weak peaks at about 16.9.degree., 23.6.degree., 25.3.degree., and 26.8.degree.. The monoazo dye exhibits excellent dispersibility to effect level dyeing even under high temperature and severe conditions and provides a dyed material excellent in light fastness and rubbing fastness, as well as wet fastness after post-finish.
    Type: Grant
    Filed: December 29, 1986
    Date of Patent: March 29, 1988
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Kiyoshi Himeno, Junji Yoshihara, Masateru Ishida
  • Patent number: 4707546
    Abstract: A reactive monoazo dyestuff of the general formula [I]: ##STR1## wherein R.sup.1 and R.sup.2 each represents substituted or unsubstituted alkyl, cyclohexyl, aralkyl or substituted or unsubstituted aryl, Z represents hydrogen, chlorine, methyl or acylamino, (A) represents substituted or unsubstituted alkylene, (B) represents oxygen or --NH--, X represents fluorine or chlorine, and Y represents --NR.sup.4 R.sup.5 or --OR.sup.6 wherein R.sup.4, R.sup.5 and R.sup.6 each represents hydrogen, substituted or unsubstituted alkyl, alkenyl, cyclohexyl, aryl or aralkyl, or --NR.sup.4 R.sup.5 represents a 5- or 6-membered nitrogen-containing heterocyclic ring formed by combining R.sup.4 and R.sup.5.
    Type: Grant
    Filed: January 23, 1986
    Date of Patent: November 17, 1987
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Toshio Niwa, Kiyoshi Himeno, Toshio Hihara
  • Patent number: 4699982
    Abstract: A perinone compound represented by the formula ##STR1## wherein R represents arylene; R and R', which may be the same or different, each represents alkoxyalkyl, hydroxyalkyl, N,N-dialkylaminoalkyl, cycloalkyl or aralkyl; and X represents oxygen or sulfur. The perinone compound fluoresces a yellowish green to orange color and is useful as a fluorescent dye or dyestuff.
    Type: Grant
    Filed: September 4, 1985
    Date of Patent: October 13, 1987
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Toshio Niwa, Kiyoshi Himeno, Junji Yoshihara
  • Patent number: 4642339
    Abstract: This invention relates to thiazoleazophenylaminoethyl carbonyloxy-C.sub.8 -C.sub.10 -alkyl compounds useful as dyes for polyester fibers represented by the formula: ##STR1## wherein X represents hydrogen, chlorine, methyl, methoxy or ethoxy; Y represents methyl, acetylamino or propionylamino; and R.sup.1 represents C.sub.8 -C.sub.10 alkyl.
    Type: Grant
    Filed: October 18, 1985
    Date of Patent: February 10, 1987
    Assignee: Research Association of Synthetic Dyestuffs
    Inventors: Toshio Niwa, Kiyoshi Himeno, Junji Yoshihara
  • Patent number: 4626590
    Abstract: Reactive pyridone azo dyestuffs of the general formula [I]: ##STR1## wherein D represents ##STR2## represents phenylene optionally substituted by lower alkyl, lower alkoxy, trifluoromethyl or halogen, ##STR3## represents phenylene optionally substituted by lower alkyl, lower alkoxy, halogen or acetylamino,--A--represents --CH.sub.2 --, --C.sub.2 H.sub.4 --, --OC.sub.2 H.sub.4 --, ##STR4## --SO.sub.2 NHC.sub.2 H.sub.4 --or --SO.sub.2 C.sub.2 H.sub.4 --, --X represents hydrogen, lower alkyl, lower alkoxy, nitro, trifluoromethyl or halogen,--Y represents alkyl, aryl or aralkyl optionally substituted by lower alkoxy or phenoxy,--Z--represents a connecting group of --O--or --S--,--V represents --CN or --CONH.sub.2,--W represents a 6-membered nitrogen-containing heterocyclic ring having at least one active halogen atom, andn represents 0 or 1.These reactive pyridone azo distuffs give dyeings which are yellowish to reddish orange in color which have excellent light fastness.
    Type: Grant
    Filed: November 6, 1984
    Date of Patent: December 2, 1986
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Toshio Niwa, Kiyoshi Himeno, Toshio Hihara, Yukiharu Shimizu