Organic Pigment Containing Patents (Class 106/493)
  • Patent number: 5342444
    Abstract: Plastics are colored with at least one dyestuff of the following formula (I) ##STR1## in which the substituents have the meaning given in the description.
    Type: Grant
    Filed: July 24, 1992
    Date of Patent: August 30, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Harnisch, Peter Roschger
  • Patent number: 5342955
    Abstract: 1,4-Diketopyrrolo[3,4-c]pyrroles of formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each independently of one another hydrogen, Cl, Br, CH.sub.3, OCH.sub.3, CN or phenyl, and at least one of the substituents R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is a group--O(CH.sub.2).sub.n X or --O(CH.sub.2 CH.sub.2 O).sub.p CH.sub.2 CH.sub.2 Xwhereinn is an integer from 2 to 12, andp is an integer from 1 to 3,X is a heterocyclic radical selected form the group consisting imidazolyl, pyrazolyl, triazolyl, piperazinyl, pyridinyl, pyrrolyl, thiazolyl, oxazolyl, benzoxazolyl, indolyl, benzthiazolyl, benzimidazolyl, benzotriazolyl, morpholinyl, piperidinyl and pyrrolidinyl, which radical is unsubstituted or substituted by one or two methyl groups, or is a group --NR.sub.5 R.sub.6 or --N[(CH.sub.2).sub.n -NR.sub.5 R.sub.6 ].sub.2, whereinR.sub.5 and R.sub.6 are each independently of the other hydrogen, C.sub.1 -C.sub.6 alkyl or C.sub.5 -C.sub.6 cycloalkyl.
    Type: Grant
    Filed: December 16, 1992
    Date of Patent: August 30, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Gary Wooden, Guy de Weck, Olof Wallquist
  • Patent number: 5330542
    Abstract: A dye-incorporated composition which comprises a cyanine type dye and an azo metal chelate compound comprising an azo type compound of the following formula (I): ##STR1## (wherein A is a residue forming a hetero ring together with the carbon atom and the nitrogen atom to which it is bonded, B is a residue forming an aromatic ring or a hetero ring together with the two carbon atoms to which it is bonded, and X is a group having an active hydrogen), and a metal, and an optical recording medium comprising a recording layer which contains the dye-incorporated composition.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: July 19, 1994
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Shuichi Maeda, Satoru Imamura, Kazuo Mitsuhashi, Takako Tsukahara
  • Patent number: 5320678
    Abstract: A desulfonation reaction mixture of 4,4'-diamino-1,1'-dianthraquinonyl-3,3'-disulfonic acid obtainable in a conventional manner is mixed in the form of an aqueous acid suspension with a surface active agent, followed by filtration, whereby filterability and flowability of the produced 4,4'-diamino-1,1'-dianthraquinonyl pigment are efficiently improved.
    Type: Grant
    Filed: July 30, 1992
    Date of Patent: June 14, 1994
    Assignee: Sumitomo Chemical Co. Ltd.
    Inventors: Hiroki Inoue, Toshiaki Kishimoto, Iwao Sakaguchi, Kunitoshi Takahashi, Yoshiaki Hayashi, Keisuke Ito
  • Patent number: 5318627
    Abstract: In conventional dry milling of C.I. Pigment Violet 23, the environment is heavily polluted by the necessarily formed dusts, the resulting noise and vigorous vibration during the milling process.According to the invention, it has now been found that these shortcomings can be avoided by carrying out the comminution of the base pigment by aqueous-alcoholic milling in the presence of beads and selected pigment dispersants derived from dioxazine compounds containing basic groups, followed by a solvent finish.Such a combination of the two abovementioned treatment operations even makes it possible to increase the capacity without the need for any other expensive investments for constructional modifications of the equipment.
    Type: Grant
    Filed: September 7, 1993
    Date of Patent: June 7, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Erwin Dietz, Manfred Urban
  • Patent number: 5314532
    Abstract: Soluble salt-free, contaminant-free antioxidant pigments which are cyanamide derivatives of metals, are provided in combination with organic resin polymers, as protective mirror backing coatings.
    Type: Grant
    Filed: June 22, 1992
    Date of Patent: May 24, 1994
    Assignee: Sureguard, Inc.
    Inventors: Zephuren J. Hughes, Ole G. Torgussen
  • Patent number: 5306342
    Abstract: Process for the production of a flocculation-resistant pigment, comprising after-treating an arylamide pigment which has been subjected to a dyestuff treatment, the after-treatment comprising a further treatment of the dyestuff-treated arylamide pigment with an arylamide yellow dyestuff, under alkaline conditions at elevated temperature.
    Type: Grant
    Filed: March 30, 1993
    Date of Patent: April 26, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: John A. Stirling
  • Patent number: 5304238
    Abstract: Plasticized sulfur compositions suitable for use as road-marking material are comprised of elemental sulfur, plasticized sulfur, a viscosity control agent and solid filler material. The plasticized sulfur is deodorized by distilling a solvent stripping agent having an initial boiling point greater than 350.degree. F. and a boiling range less than 100.degree. F. The solid filler material preferably includes substantially equal quantities of silica and calcium carbonate. Titanium dioxide is also included in the solid filler. Both white and yellow-colored paints can be manufactured according to the present invention. The yellow paint includes a yellow pigment in addition to the titanium dioxide, silica and calcium carbonate filler material. In one embodiment, lead chromate is used as the yellow pigment. In another embodiment, an organic yellow pigment, such as an arylide yellow, is used as the pigment.
    Type: Grant
    Filed: February 7, 1992
    Date of Patent: April 19, 1994
    Assignee: Kwik-Mark Joint Venture
    Inventors: Charles G. Willis, Barry R. Miller, Stanley J. Marwil
  • Patent number: 5304244
    Abstract: Pigments of the formulaA.sub.m --F--R.sub.n,whereineach A is a monobasic or dibasic acid group,F is the residue of a dye,each R is a group containing an aliphatic-, cycloaliphatic- or aliphatic-heterocyclic-bound imino or amino nitrogen atom,m is 1 or 2, andn is equal to m when A is a monobasic acid group and equal to 2m when A is a dibasic acid group.
    Type: Grant
    Filed: February 17, 1993
    Date of Patent: April 19, 1994
    Assignee: Sandoz Ltd.
    Inventors: Jurgen Goldmann, Bansi L. Kaul
  • Patent number: 5304245
    Abstract: A acid-curing coating composition which is improved in pigment dispersibility, which is free from the formation of aggregates, free from the substantial growth of a crystal and excellent in fluidity, and which gives a coating having a clear color tone and high gloss, the coating composition comprising a pigment composition containing 100 parts by weight of a pigment and 0.5 to 30 parts by weight of a sulfonic acid group-containing anthraquinone compound or its metal salt, and an acid-curing paint varnish.
    Type: Grant
    Filed: April 15, 1993
    Date of Patent: April 19, 1994
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventors: Akimitsu Mochizuki, Michichika Hikosaka
  • Patent number: 5300148
    Abstract: Pigments (P) obtainable by cationizing desolubilization of (L) the colored leuco form of sulphur dyes and standardization of the desolubilized products and their use, in particular in printing inks.
    Type: Grant
    Filed: April 16, 1992
    Date of Patent: April 5, 1994
    Assignee: Sandoz Ltd.
    Inventors: Manuel J. Domingo, Rolf Hasler, Tibor Robinson, Viktor Sanahuja
  • Patent number: 5298076
    Abstract: A process utilizing carbazole dioxazine crude, having a specific surface area of from 2 to 20 m.sup.2 /g and an average particle size of 0.5 to 20 .mu.m, as a pigment to color high molecular weight organic materials is disclosed. The process is especially useful for producing multicolor effects and camouflage effects and for use in automotive coatings. Compositions containing the carbazole dioxazine crude and a high molecular weight organic material are also disclosed.
    Type: Grant
    Filed: March 23, 1993
    Date of Patent: March 29, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Fridolin Babler
  • Patent number: 5286287
    Abstract: A monoazo lake pigment and a process for its production; the monoazo lake pigment excellent in clearness, transparency, gloss and tinting strength is obtained by coupling a diazo component which is an aromatic amine having a sulfonic acid group with a coupler component which contains .beta.-naphthol or .beta.-oxynaphthoic acid and adding a laking agent during or after the coupling reaction, the coupler component further containing 0.1 to 30 mol %, based the coupler component, of a compound of the following formula, ##STR1## wherein n=1 or 2.
    Type: Grant
    Filed: September 9, 1992
    Date of Patent: February 15, 1994
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventors: Yuuji Hirasawa, Akimitsu Mochizuki
  • Patent number: 5284512
    Abstract: Water soluble salts of a .beta.-polyaspartic acid, i.e., a polyaspartic acid having predominantly beta linkages in the amino acid residue chain thereof, are eminently well suited as dispersants for particulate matter in an aqueous medium.
    Type: Grant
    Filed: February 16, 1993
    Date of Patent: February 8, 1994
    Assignee: Donlar Corporation
    Inventors: Larry P. Koskan, Kim C. Low
  • Patent number: 5279655
    Abstract: A printer ink composition containing a triphenylmethane dye or a lake pigment derived therefrom as a coloring agent, including as the coloring agent a triphenylmethane dye having general formula (I): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently hydrogen atom, an alkyl group, an aralkyl group or an aryl group, R.sup.5 is an aryl group, X.sup.- is a counter ion, and ring A or ring B may be substituted by one or more substituents, provided that at least one group among R.sup.1, R.sup.2, R.sup.3 and R.sup.4 is not methyl and in the case that R.sup.5 is p-dimethylaminophenyl, at least one of R.sup.1 and R.sup.2 and at least one of R.sup.3 and R.sup.4 are not methyl; or a lake pigment derived therefrom, in order to prevent the formation of Michler's ketone. The ink composition is used for printing media for printer such as fabric ink ribbon, ink roll, ink-retaining element, thermal transfer ink ribbon, and pressure-sensitive transfer ink ribbon.
    Type: Grant
    Filed: April 24, 1992
    Date of Patent: January 18, 1994
    Assignee: Fujicopian Co., Ltd.
    Inventors: Chiyoko Takazawa, Hisayuki Akasako, Masami Shini, Yoshikazu Shimazaki
  • Patent number: 5275653
    Abstract: In order to improve the application properties, in particular the rheological and coloristic properties, and the gloss behavior and the flocculation stability of dioxazine pigments in acrylic varnishes, the surface of the base pigment is modified by coating with sulfo-containing dioxazine derivatives, which in most cases have been converted into the corresponding metal salts, into specific salt-like derivatives derived therefrom or, if desired, into cyclic ammonium compounds. Such a modification of the base pigment, i.e. production of the pigment preparations according to the invention by adding the specific dispersant, can take place at the stage of the pigment synthesis, during a comminution process of the coarse-crystalline crude pigment, by addition to the already finely divided crude pigment in the course of a subsequent solvent finish treatment or by mechanical mixing of the two essential components, pigment and dispersant.
    Type: Grant
    Filed: March 20, 1992
    Date of Patent: January 4, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Erwin Dietz, Manfred Urban
  • Patent number: 5271759
    Abstract: Pigment compositions comprisinga) at least one organic pigment,b) 0.05 to 10% by weight, based on the organic pigment a), of at least one modified organic pigment of formula ##STR1## wherein A is the radical of an organic pigment, X is H, Na or K and m is an integer from 0.05 to 3, andc) 0.05 to 10% by weight, based on the organic pigment a), of at least one polymeric ammonium salt having an average molecular weight from 500 to 2 500 000 and which is soluble in water or a lower alkanol.These pigment compositions have excellent suitability for the wrap-free pigmenting of polyolefins and, when incorporated in paint systems and printing inks, exhibit excellent rheology.
    Type: Grant
    Filed: May 1, 1992
    Date of Patent: December 21, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Gary Wooden, Olof Wallquist
  • Patent number: 5269840
    Abstract: Colorant clusters comprising an aggregation of a plurality of grains of sol-derived material and colorant. The clusters are particularly useful as pigments in liquid compositions, e.g., paints and inks, for forming coatings that are retroreflective immediately upon drying. Also, a process for preparing such colorant clusters comprising admixing colorant in a binder sol to yield a pigment sol and then removing liquid medium from the pigment sol to yield the clusters. Also, a coating composition comprising retroreflective elements, a vehicle, and the aforementioned colorant clusters. After application of the composition to a substrate, the resultant coating is immediately retroreflective upon drying.
    Type: Grant
    Filed: February 4, 1992
    Date of Patent: December 14, 1993
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Geoffrey P. Morris, Chester A. Bacon, Jr., Wallace K. Bingham
  • Patent number: 5266110
    Abstract: The invention relates to three new crystal modifications (.gamma., .delta., .epsilon. modification) of C.I. Pigment Yellow 16 ##STR1## having their characteristic reflections in the X-ray diffraction spectrum. The new crystal modifications are prepared by heat treatment of the known .alpha. or .beta. modification in selected organic solvents.
    Type: Grant
    Filed: October 29, 1992
    Date of Patent: November 30, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Rieper, Edwin Baier
  • Patent number: 5264032
    Abstract: Pigment preparation essentially comprisinga) at least one pigment from the class of azo, anthrapyrimidine, anthanthrone, quinacridone, perinone, diketopyrrolopyrrole, dioxazine, flavanthrone, indanthrone, isoindolinone, isoviolanthrone, perylene, phthalocyanine, pyranthrone or thioindigo pigments or a mixture of pigments belonging to various classes, andb) at least one dispersant of the formula (I) ##STR1## in which P, independently of the pigments mentioned in a), is a radical of an anthanthrone azo, quinacridone, perinone, diketopyrrolopyrrole, dioxazine, indanthrone, perylene, phthalocyanine or thioindigo pigment,R.sup.1 and R.sup.2, independently of one another, are hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: October 21, 1992
    Date of Patent: November 23, 1993
    Assignee: Hoechst AG
    Inventors: Erwin Dietz, Manfred Urban
  • Patent number: 5264034
    Abstract: Pigment preparations consisting essentially of (a) at least one pigment based on perylene-3,4,9,10-tetracarboxylic dianhydride or on corresponding monoimides or diimides of tetracarboxylic acid monoanhydride, or a halogenation product thereof, (b) at least one pigment dispergent based on perylene-3,4,9,10-monoimide substituted on one or both imide nitrogen atoms by alkylene or arylene sulphonic or carboxylic acid groups or on corresponding diimides of tetracarboxylic acid monoanhydride, or a halogenation product thereof. The dispergents used appreciably enhance the key properties of perylene pigments, such as dispersibility, coloring power, stability to flocculation, transparency, rheological behavior and surface properties of the application medium. These new preparations are suitable for the pigmentation of high-quality lacquers and synthetic resins.
    Type: Grant
    Filed: March 6, 1992
    Date of Patent: November 23, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Erwin Dietz, Manfred Urban
  • Patent number: 5256772
    Abstract: A monoazo lake pigment and use thereof; the monoazo lake pigment is obtained by subjecting to a coupling reaction a diazo component mixture containing a naphthalene-based or benzene-based amine having a soluble group and 0.1 to 20 mol %, based on said amine, of a naphthalene-based or benzene-based amine having no soluble group and a coupler component mixture containing either .beta.-naphthol or .beta.-oxynaphthoic acid and 0.1 to 30 mol %, based on said .beta.-naphthol or .beta.-oxynaphthoic acid, of at least one member selected from compounds of the following formulae (I) to (III), and carrying out a lake-forming reaction of a coupling reaction product during or after said coupling reaction, ##STR1## wherein each of X.sub.1, X.sub.2 and X.sub.3 is at least one water-insoluble group selected from the group consisting of a halogen atom, a lower alkoxy group, a lower alkyl group, a nitro group and an amino group substituted with a lower alkyl group.
    Type: Grant
    Filed: November 7, 1991
    Date of Patent: October 26, 1993
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventor: Yoshitaka Ohtomo
  • Patent number: 5244497
    Abstract: The invention relates to a process for the preparation of a melanic pigment, comprising the polymerisation of a compound corresponding to the formula: ##STR1## in which: R denotes a hydrogen atom, an alkyl, alkoxy, hydroxyalkyl, SiR.sub.4 R.sub.5 R.sub.6 or aminoalkyl radical, or an aryl radical which is unsubstituted or substituted by OH, NH.sub.2, alkyl, alkoxy or NO.sub.2 ;R.sub.1 and R.sub.2 denote alkyl groups or together form a methylene or ethylene group which is optionally substituted by one or more alkyl groups, and R.sub.2 denotes hydrogen or COOH, in the presence of an oxidizing medium and of an enzyme with (per)oxidizing activity or of a compound which has a similar activity, and to powders which make use of them and to their cosmetic use.
    Type: Grant
    Filed: February 5, 1991
    Date of Patent: September 14, 1993
    Assignee: L'Oreal
    Inventors: Alex Junino, Herve Andrean, Remi Tuloup, Irwing J. Higgins
  • Patent number: 5207829
    Abstract: Pigment preparations whose pigment portion is composed essentially of organic pigments and of pigment additives of the formula I ##STR1## in which P is a radical of an organic pigment and X in the methylene groups of the lactam ring is hydrogen, C.sub.1 -C.sub.4 -alkyl, phenyl, hydroxyl, NR.sup.1 R.sup.2 or COOM, m is an integer from 3 to 20 and n can have a value from 0.1 to 4, are suitable for pigmenting high-molecular-weight organic materials in solvent-borne as well as aqueous systems.The pigment preparations have high flocculation stability and good rheological properties.
    Type: Grant
    Filed: December 4, 1991
    Date of Patent: May 4, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Schwab, Erwin Dietz
  • Patent number: 5199985
    Abstract: The invention relates to readily dispersible pigment preparations having good tinctorial strength based on an arylpararosanilinesulfonic acid pigment of the formula ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 independently of one another are hydrogen, chlorine or bromine or an alkyl or alkoxy group, each having 1 to 3 carbon atoms, and at least one liquid alcohol having a chain length of C.sub.8 to C.sub.20, preferably C.sub.10 -C.sub.15, which has been modified with 2 to 8 mol, preferably 3-6 mol, of propylene oxide and with 1-14 mol, preferably 3-10 mol, of ethylene oxide.The invention furthermore relates to a process for the preparation of these pigment preparations and their use, in particular in printing inks, copying papers or typewriter ribbons.
    Type: Grant
    Filed: November 12, 1991
    Date of Patent: April 6, 1993
    Assignee: Hoechst AG
    Inventors: Manfred Schneider, Rainer Schunck
  • Patent number: 5194090
    Abstract: A liquid pigment composition for master-coloring polyamides is described, which is comprised of a pigment and a pigment dispersant composed of a polymeric material selected from liquid polyesters and a liquid polyether esters, each having a hydroxyl value of 30 to 120 mg.KOH/g. The amount of the pigment dispersant is usually 30 to 3,000 parts by weight per 100 parts by weight of the pigment. A master-colored polyamide yarn also is described which contains, based on the weight of the yarn, 0.01 to 2% by weight of a pigment ingredient and up to 6% by weight of the above-mentioned pigment dispersant.
    Type: Grant
    Filed: June 19, 1991
    Date of Patent: March 16, 1993
    Assignee: Teijin Limited
    Inventors: Koji Tajiri, Hiroyoshi Minematsu, Teruhiko Adachi
  • Patent number: 5194088
    Abstract: A process for converting crude pigments into pigmentary form wherein the crude pigment is premilled, then contacted with a polar solvent at temperatures below 50.degree. C., with or without the presence of particle growth inhibitors, and finally isolated.
    Type: Grant
    Filed: July 8, 1991
    Date of Patent: March 16, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Fridolin Babler, Edward E. Jaffe
  • Patent number: 5190586
    Abstract: Disclosed are pigment composite particles which are superior in water resistance, weather resistance, thermal stability and hardness. The pigment composite particles are prepared by suspension-polymerizing an aqueous suspension comprising(a) a pigment paste comprising pigment and a pigment grinding resin having a hydrophilic group of at least 0.2 mmol/g,(b) a polymerizable monomer and(c) a polymerization initiator.
    Type: Grant
    Filed: November 28, 1990
    Date of Patent: March 2, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Katsumi Mizuguchi, Masanori Ohiwa, Keizou Ishii, Shinichi Ishikura
  • Patent number: 5190585
    Abstract: The present invention provides processes for the production of a pigment composition comprising: Ia) contacting a pigment, before or during its synthesis, with a water-immiscible carrier medium, and then completing the pigment synthesis to produce a pigment composition comprising the pigment and the water-immiscible carrier medium, and Ib) contacting the resulting aqueous fully-synthesized pigment composition with an aliphatic organic acid and optionally a water-immiscible carrier medium; adjusting the pH value of the mixture so obtained to below 7.0; and then adjusting to the pH value of the mixture to a value above 7.0 thereby transferring the organic acid into the aqueous phase; and isolating a pigment composition comprising the pigment and the water-immiscible carrier medium, or II) contacting an aqueous fully-synthesized pigment slurry with an aliphatic organic acid and a water-immiscible carrier medium according to above step Ib).
    Type: Grant
    Filed: November 13, 1991
    Date of Patent: March 2, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: James M. McCrae, Neil C. W. Forsythe
  • Patent number: 5188764
    Abstract: An aqueous dispersion comprising composite colloidal particles having an average particle size of 0.05 to 1.0 micrometer each of which comprises a core made of a copolymer comprising 99-100% by weight of tetrafluoroethylene and 0 to 1% by weight of a fluorine-containing olefin which is copolymerizable with tetrafluoroethylene and a shell made of at least one thermoplastic polymer resin selected from the group consisting of ethylene/tetrafluoroethylene base copolymers, ethylene/chlorotrifluoroethylene base copolymers and vinylidene fluoride/hexafluoroisobutene base copolymers, from which composite fluorine-containing polymer particles having good dispersibility in other polymer are prepared and from which an organosol of the composite fluorine-containing polymer particles is formed.
    Type: Grant
    Filed: December 12, 1989
    Date of Patent: February 23, 1993
    Assignee: Daikin Industries Ltd.
    Inventors: Tetsuo Shimizu, Seitaro Yamaguchi
  • Patent number: 5164007
    Abstract: Building materials such as concrete can be colored by a black pigment which consists essentially of manganese ferrite of the composition Mn.sub.1+x Fe.sub.2-x O.sub.4 with a spinel structure wherein x has a numerical value from -0.1 to 0.1 and the pigment is prepared by a process whereina) soluble manganese (II) salts and soluble iron (II) salts are precipitated from a solution of metal salts by reaction with alkaline precipitating agents in an approximately stoichiometric ratio,b) the precipitate from a) is reacted with an oxidizing agent to form a pigment, andc) the pigment is filtered, washed, dried and ground.
    Type: Grant
    Filed: December 4, 1989
    Date of Patent: November 17, 1992
    Assignee: Bayer AG
    Inventor: Gunter Buxbaum
  • Patent number: 5154770
    Abstract: Perylenetetracarbimide mix-crystal pigments in the crystal lattice of the .alpha.-modification of N,N'-bis-3',5'-dimethylphenylperylenetetracarbimide of the formula (1) comprising 99-70 mole percent of the symmetrical diimide of the formula (1) and correspondingly 1-30 mole percent of the asymmetrically substituted diimide of the formula (2) ##STR1## process for their preparation and their use for coloring organic polymers.
    Type: Grant
    Filed: September 19, 1990
    Date of Patent: October 13, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ernst Spietschka, Helmut Troster
  • Patent number: 5151218
    Abstract: Phosphoric acid esters and their salts corresponding to the formula (I): ##STR1## wherein R represents an aliphatic, cycloaliphatic and/or aromatic moiety having no Zerewitinoff hydrogen, containing at least one ether oxygen atom (--O--) and at least one carboxylic acid ester group (--COO--) and/or urethene group (--NAOO--), and having an average molecular weight M.sub.n of 200 to 10,000, wherein the hydrogen atoms may be partially replaced by halogen atoms, and wherein the ratio of the number of ether oxygen atoms to the number of carboxylic acid ester groups and/or urethane groups in the molecule (or in every group R) is in the range from 1:20 to 20:1, and n represents 1 or 2. A method for preparing such phosphoric acid esters and salts and the use of such phosphoric acid esters or salts as dispersants or dispersing aids is also disclosed.
    Type: Grant
    Filed: January 3, 1992
    Date of Patent: September 29, 1992
    Assignee: BYK-Chemie GmbH
    Inventors: Karl-Heinz Haubennestel, Wolfgang Pritschins
  • Patent number: 5151129
    Abstract: A process for the production of a pigment composition comprising precipitating a pigment coupling component from alkaline solution by adding to it an acid, in the presence of a pre-formed, water-soluble azo dyestuff; and subsequently coupling the precipitated coupling component, containing the azo dyestuff, with a pigment diazo or tetrazo component, ensuring that at no time is any substantial amount of uncoupled diazo or tetrazo component present, to form a pigment composition containing the water-soluble azo dyestuff.
    Type: Grant
    Filed: March 28, 1991
    Date of Patent: September 29, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Donald J. Morrison, David McGregor, James M. McCrae
  • Patent number: 5145524
    Abstract: Surface modification of a variety of pigments, particularly quinacridone pigments, and the pigments resulting therefrom whereby the pigment is treated with a poly(vinyl lower alkyl ether) and, optionally, with a dispersion-improving derivative of the primary pigment resulting in compositions exhibiting enhanced performance in automotive and other finish systems. The surface treatment also improves flow properties of the pigment in the aqueous phase of processing leading to higher solids content for direct application in waterborne systems.
    Type: Grant
    Filed: February 20, 1991
    Date of Patent: September 8, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: James B. Ganci
  • Patent number: 5137576
    Abstract: Quinacridones having selectively adjusted triboelectric effects, which quinacridones contain about 0.05% to 100 percent by weight of triboelectrically active compounds of the general formula IQ--A--Y].sub.n (I),in which Q is a quinacridone radical which is unsubstituted or substituted by halogen atoms, alkyl, alkoxy H.sub.2 N--CO--, alkyl--NH--CO-- or (alkyl).sub.2 N--CO groups, A is a direct bond or --O--, --S--, --NR.sup.1 --, --CO--, --SO.sub.2 --, --CR.sup.2 R.sup.3 -- or arylene and Y is an --NR.sup.4 R.sup.5 group or a five-, six- or seven-membered heterocycle which contains one to three heteroatoms from the series comprising nitrogen and/or oxygen and/or sulfur and which can be substituted by alkyl, alkoxy, hydroxyphenyl, halogen, --CN, --COOH, --CO-- NRR', --SO.sub.2 --NRR', hydroxyalkyl or alkylaminoalkyl, in which R and R' together with the nitrogen atom can be a heterocycle, R and R' are hydrogen atoms or alkyl and R.sup.1 to R.sup.
    Type: Grant
    Filed: September 28, 1989
    Date of Patent: August 11, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans-Tobias Macholdt, Adolf Kroh, Alexander Sieber, Erwin Dietz
  • Patent number: 5125975
    Abstract: Opal and opal oleate with aniline contents of less than 500 parts per million are prepared by dissolving opal in sulfuric acid and recrystallizing. The recrystallized opal is converted to opal oleate using oleic acid. The opal oleate with low aniline content finds application in the specialty colorants field.
    Type: Grant
    Filed: June 25, 1991
    Date of Patent: June 30, 1992
    Inventors: Anand Sharangpani, Joseph D. Maciejewski, John R. Parker
  • Patent number: 5123966
    Abstract: In the art of pigmenting high molecular weight organic materials there is a long-felt need for high-hiding organic red pigments, in particular yellowish red pigments, which are increasingly used to replace the ecologically unsafe inorganic red pigments. However, this gap in the market cannot be satisfactorily filled by using the tetrachloroperylenetetracarboximide pigments known for the aforementioned purpose.According to the invention, it has now been found that a chlorine content of .ltoreq.25% in such chlorinated perylimides confers remarkable coloristic properties on the pigments thus produced, so that these pigments are superior in hiding powder and masstone to the tetrachloroperylimide compounds described. Accordingly, the invention is directed to high-hiding red pigments of the type of the halogenated perylenetetracarboximides containing up to 4 chlorine atoms, whose chlorine content is 15-25% and which are present as mixed crystal pigments in the .beta.
    Type: Grant
    Filed: December 12, 1990
    Date of Patent: June 23, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Erwin Dietz, Manfred Urban
  • Patent number: 5116712
    Abstract: A color toner, comprising a binder resin and a colorant, wherein the colorant comprises organic pigment particles treated with an isocyanic ester or a silicon-containing compound.
    Type: Grant
    Filed: April 11, 1990
    Date of Patent: May 26, 1992
    Assignee: Canon Kabushiki Kaisha
    Inventors: Tatsuya Nakamura, Hiromi Mori, Masoyoshi Shimamura, Reiko Morimoto
  • Patent number: 5108509
    Abstract: A pigment is formed in an aqueous slurry. A mixture of the pigmented slurry and a vehicle is subjected to high speed, high shear mixing action. The water is forced out of the solid pigment and replaced by the vehicle forming bead-like spherical conglomerates. The conglomerates grow into clusters in the dispersing phase during the mixing process. The clusters are filtered from the dispersing water phase forming a flushed pigment which is used for dispersion in ink systems.
    Type: Grant
    Filed: May 8, 1990
    Date of Patent: April 28, 1992
    Assignee: Roma Color, Inc.
    Inventors: John S. Booth, Edward W. Makuch
  • Patent number: 5106417
    Abstract: Aqueous, low viscosity, stable printing ink compositions suitable for drop-on-demand ink jet printing contain specific selected amounts of a solid pigment preparation, a water-soluble organic solvent, a humectant and water so that the compositions resist clogging ink jet nozzles and give prints of excellent image resolution which are resistant to water and migration.
    Type: Grant
    Filed: October 22, 1990
    Date of Patent: April 21, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Hanspeter Hauser, Karin Reiniger
  • Patent number: 5084100
    Abstract: A dispersion milling process for reducing the particle size of quinacridone pigments wherein the quinacridone is milled in the presence of hydrated aluminum sulfate and, as a crystallizing solvent, a lower alkyl ester of a C.sub.2 -C.sub.10 dibasic carboxylic acid.
    Type: Grant
    Filed: December 20, 1990
    Date of Patent: January 28, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Donald L. Bauman
  • Patent number: 5082498
    Abstract: Solid pigment formulations containing from 70 to 97% by weight, based on the total weight of the formulation, of one or more pigments and also from 3 to 30% by weight, based on the total weight of the formulation, of at least one surfactant which is an adduct of ethylene oxide and optionally propylene oxide with ethylenediamine, the proportion of ethylene oxide being from 46 to 100% by weight, based on the total weight of ethylene oxide and propylene oxide in the adduct, and the adduct having an average molecular weight of from 5000 to 40,000, are useful for pigmenting printing ink and gloss paint compositions.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: January 21, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter Kurtz, Karl Muench, Joachim Kranz, Horst Belde
  • Patent number: 5078794
    Abstract: Process for preparing 4,4'-diamino-1,1'-dianthraquinonyl pigments by desulphonation of 4,4'-diamino-1,1'-dianthraquinonyl-3,3'-disulphonic acid in sulphuric acid, characterized in that after the desulphonation water is added to the sulphuric acid solution, 4,4'-diamino 1,1'-dianthraquinonyl is isolated as sulphate, the sulphate is hydrolysed, if necessary by redissolving it in sulphuric acid and adding the solution to water, and the pigment is isolated, if necessary, after treatment with an organic solvent.
    Type: Grant
    Filed: August 27, 1990
    Date of Patent: January 7, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Detlef-Ingo Schutze, Werner Steinbeck, Anton Adams
  • Patent number: 5078792
    Abstract: A scented pain composition is manufactured by mixing a predetermining masking agent with a selected pain pigment. A selected solvent is mixed with the pigment to form a paint solution. A predetermined inducing agent and a selected scent extract are mixed with the paint solution such that the inducing agent disperses the scent extract throughout the pain solution to provide the paint solution with a select scent.
    Type: Grant
    Filed: March 26, 1990
    Date of Patent: January 7, 1992
    Inventors: Otis Hinkle, Paul Stoeckert
  • Patent number: 5074919
    Abstract: The conventional condensation of naphthalene-1,4,5,8-tetracarboxylic acid with 1,2-diaminobenzene gives the resulting naphthoylenebisbenzimidazole isomers together in the cis and trans form. It is desirable to shift the isomer ratio of the mixture obtained toward the desirable trans product and to reduce the amount of cis product obtained. It is also desirable to develop a process of preparation which optimizes the yield and improves the waste water situation.This object is achieved according to the invention by subjecting virtually stoichiometric amounts of the starting compounds to a precondensation at 60.degree. to 110.degree. C. in an aqueous medium and then completing the condensation in the aqueous medium in a second stage at 130.degree. to 180.degree. C.
    Type: Grant
    Filed: October 26, 1989
    Date of Patent: December 24, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Erwin Dietz, Gustav Kapaun, Siegfried Schiessler
  • Patent number: 5074918
    Abstract: A process for conditioning organic pigments by milling or kneading said pigments in the presence of 0.05 to 25% by weight, based on the pigment to be milled, of at least one micronized wax.The process, in which the use of organic solvents may be dispensed with, yields in a single milling operation, pigments which are distinguished by excellent dispersibility and outstanding fastness properties.
    Type: Grant
    Filed: July 5, 1990
    Date of Patent: December 24, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Fridolin Babler
  • Patent number: 5071993
    Abstract: Compounds of the formula ##STR1## in which R.sup.1 and R.sup.3 independently of one another are C.sub.1 -C.sub.8 alkyl, cyclopentyl, cyclohexyl, C.sub.7 -C.sub.9 aralkyl, phenyl or a group of the formula--C.sub.m H.sub.2m+1-q (X).sub.q (II)in which m is a number from 0-10 and q is 1 or 2, with q=1 in the case of m=0, R.sup.2 and R.sup.4 independently of one another are each a group of the formula II or, in the case that R.sup.1 and R.sup.3 are each a group of the formula II, R.sup.2 and R.sup.4 independently of one another can also be C.sub.1 -C.sub.8 alkyl, cyclopentyl, cyclohexyl, C.sub.7 -C.sub.9 aralkyl or phenyl, R.sup.5 and R.sup.6 independently of one another are hydrogen, methyl, ethyl or together are trimethylene or tetramethylene, and X is a group of the formula ##STR2## in which the general symbols are as defined in claim 1, are suitable as fluorescent brighteners especially for photographic recording materials and for synthetic polymers.
    Type: Grant
    Filed: September 12, 1989
    Date of Patent: December 10, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: David G. Leppard, Eric Vieira
  • Patent number: 5062894
    Abstract: Diarylide pigment compositions useful for preparing storage stable printing inks (especially of the publication gravure type) are prepared using a poly (alkylene oxide) substituted acetoacetanilide together with a typical acetoacetanilide and coupling the mixture of acetoacetanilides with tetrazotized dichlorobenzidine.
    Type: Grant
    Filed: June 25, 1991
    Date of Patent: November 5, 1991
    Assignee: Sun Chemical Corporation
    Inventors: Russell J. Schwartz, Anthony C. Zwirgzdas, Terence R. Chamberlain
  • Patent number: 5059248
    Abstract: Improved stable, fluid, aqueous dispersion compositions comprise a pigment, an alkali metal, alkaline earth metal or ammonium salt of a linear aliphatic substituted glycine such as a salt of ethylene diamine tetraacetic acid or nitrilo triacetic acid as a stabilizing agent, and water. The dispersion composition may additionally contain a lower alkanol such as methanol and/or a water soluble plasticizer such as propylene glycol. Coating compositions for use as a film coating for tablets and the like contain the above-described stable, fluid, aqueous dispersion composition, a water soluble plasticizer, a film coating resin, and water. The described fluid, aqueous dispersion compositions have been found to remain stable for extended periods exceeding six months.
    Type: Grant
    Filed: August 11, 1989
    Date of Patent: October 22, 1991
    Assignee: Warner-Jenkinson Company, Inc.
    Inventors: Charles A. Signorino, Harry Meggos