The -c(=x)- Is Bonded Directly To The Bicyclo Ring System Patents (Class 534/874)
  • Patent number: 7125443
    Abstract: A lightfast colorant and a lightfast ink composition include a lightfast colorant that is derived by covalently binding a benzophenone derivative and a conventional colorant and that imparts effective lightfastness and long-term storage stability to an ink composition that is prepared with the same.
    Type: Grant
    Filed: March 18, 2004
    Date of Patent: October 24, 2006
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Kyung-hoon Lee, Seung-min Ryu, Yeon-kyoung Jung
  • Patent number: 5973126
    Abstract: A monoazo compound synthesized using 2-hydroxynaphthalene-3,6-dicarboxylic acid (or salt thereof), an amide, an ureide or an ester thereof as a coupler is novel, and is superior in water resistance, chemical resistance and solvent resistance. The present invention provides such a novel azo compound and a process for producing the same.
    Type: Grant
    Filed: May 20, 1998
    Date of Patent: October 26, 1999
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Masaya Kitayama, Kenji Minami, Hiroyuki Wakamori
  • Patent number: 5837761
    Abstract: A plastics composition comprising a high molecular weight material and an effective coloring amount of an azo pigment of formula ##STR1## where M is Mg, Ca, Sr, Ba or Mn or a mixture of two or more thereof, R.sup.1 and R.sup.2 are chlorine or methyl, x is zero or 1, y is zero or 1 and the sum of x and y is 1, with the proviso that when the high molecular weight material is polyvinyl chloride y is zero.
    Type: Grant
    Filed: September 30, 1996
    Date of Patent: November 17, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Ian Alexander MacPherson, Iain Frank Fraser, Alison MacLennan
  • Patent number: 5326866
    Abstract: A liquid azo dye represented by the formula: ##STR1## (wherein, A stands for a phenylene group which may have a substituent, n is o or 1, Cp is a pyrazolone derivative residue or a naphthol derivative residue, X is --NH-- or --COO-- and R is an alkyl group having 3 to 12 carbon atoms).
    Type: Grant
    Filed: May 12, 1993
    Date of Patent: July 5, 1994
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Takashi Ono, Tatsuya Yagyu, Tetsui Akase
  • Patent number: 5298609
    Abstract: Compounds of formula I ##STR1## wherein R is a radical of formula --OR.sub.3 or --NHR.sub.3, A is a radical of formula II or III ##STR2## and B is a radical of formula ##STR3## wherein n is 1 or 2,R.sub.1 is --H or --Cl,R.sub.2 is --H, halogen, --NO.sub.2, --CN, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, --CF.sub.3, C.sub.2 -C.sub.5 alkoxycarbonyl, --CONH--phenyl, --NHCO-phenyl or phenoxy, each unsubstituted or substituted in the phenyl nucleus by one or two chlorine atoms or by one or two methyl, methoxy or ethoxy groups,R.sub.3 is C.sub.5 -C.sub.12 cycloalkyl, which is unsubstituted or substituted by 1 to 3 C.sub.1 -C.sub.4 alkyl or C.sub.5 -C.sub.6 cycloalkyl groups,R.sub.4 and R.sub.5 are each independently of the other --H, halogen, --NO.sub.2, --CN, --CF.sub.3, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy,R.sub.6 is --H, --Cl, --Br, --CH.sub.3 or --OCH.sub.3, andX is --H, --Br, --OCH.sub.3, --CN or --NO.sub.2,are suitable for use as pigments, especially for colouring polyolefins.
    Type: Grant
    Filed: July 14, 1993
    Date of Patent: March 29, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Stefan Hari
  • Patent number: 5243031
    Abstract: A process for the production of a monoazo lake coated with a water-insoluble metal salt of rosin, which comprises the steps of:(a) adjusting a mixed solution containing a monoazo dye having a water-soluble group and an alkali metal or ammonium salt of rosin to pH of 8 to 12, and adding an stoichiometeric amount of a metal salt of at least one metal for insolubilizing rosin selected from the group consisting of zinc, aluminum, copper and manganese to form a water-insoluble rosin metal salt, and(b) adjusting the resultant mixture containing the water-insoluble rosin metal salt to pH of 9 to 12 and adding a metal salt of at least one metal for forming a lake of a monoazo dye selected from the group consisting of calcium, barium and strontium to form a monoazo lake.
    Type: Grant
    Filed: January 6, 1992
    Date of Patent: September 7, 1993
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventors: Hitoshi Sugamo, Nobuyuki Tomiya, Yusuke Watabe
  • Patent number: 5144014
    Abstract: A monoazo lake which comprises a monoazo dye, a lake-forming metal and a water-insoluble metal salt of a rosin, and which is coated with the water-insoluble water salt of the rosin, the lake-forming metal being at least one metal selected from calcium, barium and strontium, the metal of the water-insoluble metal salt being at least one metal selected from zinc, aluminum, copper and manganese, and a process for the production of a monoazo lake coated with a water-insoluble metal salt of a rosin, which comprises carrying out the following steps (1) and (2) in the order of (1) to (2) or (2) to (1):(1) a step of forming a monoazo lake by forming a lake of a monoazo dye with a metal salt of at least one metal for formation of a lake of the monoazo dye selected from calcium, barium and strontium, and(2) a step of forming the water-insoluble metal salt of the rosin by insolubilizing the rosin with a metal salt of at least one metal for insolubilization of the rosin selected from zinc, aluminum, copper and manganese.
    Type: Grant
    Filed: August 8, 1990
    Date of Patent: September 1, 1992
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventors: Hitoshi Sugamo, Nobuyuki Tomiya, Yusuke Watabe
  • Patent number: 5086168
    Abstract: The invention relates to monoazo pigments prepared from dichloroanilines as diazo components and CH-acidic coupling components of the acetoacetarylamide or naphthol series, these pigments only containing an extremely low level of polychlorinated biphenyls (PCBs) (at most 25 .mu.g per g of pigment).The process for preparing the pigments takes the form of an azo coupling in an aqueous medium, whereina) azo coupling is effected by adding the diazonium salt solution to a suspension or solution of the coupling component or by simultaneously metering the aqueous suspensions or solutions of the diazonium salt and of the coupling component into the reaction mixture,b) azo coupling is effected at a pH or within a pH range of less than pH 7 andb1) between pH 4 and 7 during and after azo coupling less than 0.
    Type: Grant
    Filed: September 5, 1990
    Date of Patent: February 4, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Wolfgang Rieper
  • Patent number: 5071967
    Abstract: Compounds of the formula I ##STR1## in which R is a radical of the formula --OR.sub.5 or --NHR.sub.5, A is a radical of the formula II or III ##STR2## in which B is a radical of the formula ##STR3## in which n is the number 1 or 2, R.sub.1 and R.sub.3 independently of one another are --H or Cl, R.sub.2 and R.sub.4 independently of one another are --H, halogen, --NO.sub.2, --CN, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, --CF.sub.3, C.sub.2 -C.sub.5 alkoxycarbonyl, or --CONH-phenyl, --NHCO-phenyl or phenyloxy which is unsubstituted or substituted on the phenyl nucleus by one or two chlorine atoms or one or two methyl, methoxy or ethoxy groups, R.sub.5 is alkyl having at least 10 C atoms, R.sub.6 and R.sub.7 independently of one another are --H, halogen, --NO.sub.2, --CN, --CF.sub.3, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, R.sub.8 is --H, --Cl, --Br, --CH.sub.3 or --OCH.sub.3 and X is --H, --Br, --OCH.sub.3, --CN or --NO.sub.2, are particularly suitable as pigments for coloring polyolefins.
    Type: Grant
    Filed: February 11, 1991
    Date of Patent: December 10, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Stefan Hari, Jost von der Crone
  • Patent number: 5055564
    Abstract: A monoazo lake pigment for use in inks and paints of the formula (I): ##STR1## whose X-ray diffraction pattern shows a high diffraction intensity at a diffraction angle (2.theta..+-.0.2.degree.; Cu-K.sub..alpha.) of 5.0.degree., moderate diffraction intensity at 25.0.degree. and relatively low diffraction intensities at 14.8.degree., 19.5.degree..
    Type: Grant
    Filed: September 15, 1988
    Date of Patent: October 8, 1991
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Nagatoshi Koyayashi, Hirohito Ando
  • Patent number: 5051131
    Abstract: An azo pigment composition which forms a dispersion having high tinting strength and excellent clearness, transparency, fluidity and storage stability, and which is formed from a coupling reaction between a diazo component and a coupler component, and contains a compound represented by formula (I) ##STR1## wherein Q represents a diazo or coupler component moiety, A represents a divalent bonding group selected from a class consisting of --CONR'--, SO.sub.2 NR'--, --CH.sub.2 NH-- and --CH.sub.2 NHCOCH.sub.2 NH-- in which R' represents a hydrogen atom, alkyl group having 1 to 20 carbon atoms or aryl group,each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represents a hydrogen atom, alkyl group having 1 to 20 carbon atoms or alkenyl group having 2 to 20 carbon atoms, and R.sub.3 and R.sub.
    Type: Grant
    Filed: December 12, 1989
    Date of Patent: September 24, 1991
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventors: Takahiro Yuasa, Kenzi Kitamura
  • Patent number: 4997920
    Abstract: Compounds of the formulae I and II ##STR1## in which A is a radical of the formulae III, IV or V ##STR2## R.sub.1 and R.sub.4 are --H or --Cl, R.sub.2 and R.sub.5 are --H, halogen, --NO.sub.2, --CN, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 alkoxy, --CF.sub.3 or phenyloxy which is unsubstituted or substituted by one or two chlorine atoms and/or one or two methyl or methoxy groups, and R.sub.3 is alkyl having at least 10 C atoms, X is a radical of the formulae --NH--, --O--, ##STR3## n is the number 1 or 2, Y is the radical of the formulae --COO--, --OOC--, --CONH-- or --NHCO-- or a radical of the formulae ##STR4## in which R.sub.1 and R.sub.2 are as defined above, D is an aromatic heterocyclic 5- or 6-membered ring, in which the ring contains 1 or 2 N atoms and may additionally contain an O atom or S atom, Z is --H, --Br, --OCH.sub.3, --CN or --NO.sub.2 and X.sub.1 and X.sub.2, independently of one another, are --H, halogen, --CH.sub.3, --OCH.sub.3, --OC.sub.2 H.sub.5 or --NO.sub.2 and X.sub.
    Type: Grant
    Filed: September 11, 1989
    Date of Patent: March 5, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Stefan Hari, Olof Wallquist, Jost von der Crone
  • Patent number: 4946948
    Abstract: Compounds of formula I: ##STR1## wherein R is a radical of the formula --OR.sub.3 or --NHR.sub.3, A is a radical of formula II or III: ##STR2## B is a radical of the formula ##STR3## n is the number 1 or 2, R.sub.1 is --H or --Cl, R.sub.2 is --H, halogen, --NO.sub.2, --CN, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, --CF.sub.3, C.sub.2 -C.sub.5 alkoxycarbonyl or --CONH-phenyl, --NHCO-phenyl or phenoxy which is unsubstituted or substituted on the phenyl ring by one or two chlorine atoms or one or two methyl, methoxy or ethoxy groups, R.sub.3 is alkyl containing at least 10 C atoms, R.sub.4 and R.sub.5 are each independently of the other --H, halogen, --NO.sub.2, --CN, --CF.sub.3, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, R.sub.6 is --H, --Cl, --Br, --CH.sub.3 or --OCH.sub.3 and X is --H, --Br, --OCH.sub.3, --CN or --NO.sub.
    Type: Grant
    Filed: August 31, 1989
    Date of Patent: August 7, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Stefan Hari, Fridolin Babler
  • Patent number: 4767844
    Abstract: An azo lake pigment is obtained by coupling an aromatic diazo component having a sulfonic acid group with a mixture of 2-hydroxy-3-naphthoic acid and a 2-hydroxy-3-naphthoic acid derivative represented by formula [I] ##STR1## wherein R represents a hydrogen atom, a naphthalene residue, a cyclohexyl group, or a group of the formula ##STR2## in which each of X, Y and Z represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom, an acetylamino group, a benzoylamino group, a carbomoyl group or a phenylcarbamoyl group, and X and Y together may form a cyclized benzimidazolone, benzthiazole or benzoxazole group,and laking the resulting dye with an alkaline earth metal salt or a manganese salt.
    Type: Grant
    Filed: August 21, 1987
    Date of Patent: August 30, 1988
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Hirohito Ando, Zenji Takada, Shigeto Aoki, Yuko Shigeta
  • Patent number: 4689403
    Abstract: The present invention concerns the disazo pigment of the formula ##STR1## The new pigment is useful for coloring plastic material in pure red shades of high tinctorial strength and outstanding fastness to light and migration.
    Type: Grant
    Filed: April 29, 1982
    Date of Patent: August 25, 1987
    Assignee: Ciba-Geigy AG
    Inventor: Karl Ronco
  • Patent number: 4535151
    Abstract: A process for the wet granulation of organic pigment is disclosed which consists in treating under vigorous agitation an aqueous suspension of pigment with acetic anhydride, propionic anhydride or a mixture thereof. Acetic anhydride is used preferentially. After hydrolysis of the anhydride, besides the granules, an aqueous solution of acid or its corresponding salt, directly saleable or re-usable in the chemical industry, is recovered whereby problems related to the recovery of organic solvents are avoided.
    Type: Grant
    Filed: May 16, 1984
    Date of Patent: August 13, 1985
    Assignee: I.C.I. Francolor S.A.
    Inventor: Pierre L. E. Fournier
  • Patent number: 4530724
    Abstract: The color of azo pigments derived from 2-hydroxynaphthalene-3-carboxylic acid or its salts are improved by the coupling reaction of a diazonium compound of an aromatic aminosulfonic acid with a coupling component which is a mixture of (1) 2-hydroxynaphthalene-3-carboxylic acid or its salt, (2) .beta.-naphthol or its salt, and (3) a phenolic by-product having a molecular weight of about 300 and containing about 1 equivalent of phenolic hydroxy groups. The phenolic by-product can be obtained by evaporating .beta.-naphthol from a tarry substance formed as a by-product during the reaction of an alkali .beta.-naphtholate with carbon dioxide, extracting the residue with an alkali and precipitating the soluble matter with an acid. The color or tone of the azo pigment is stabilized by the use of the coupling component.
    Type: Grant
    Filed: September 1, 1982
    Date of Patent: July 23, 1985
    Assignee: Kabushiki Kaisha Ueno Seiyaku Uno Kenkyujo
    Inventors: Ryuzo Ueno, Hiroaki Tsuchiya, Shigeru Itoh