Coloring Agent Patents (Class 162/162)
  • Patent number: 4210488
    Abstract: A process for improving the dry strength of paper and for improving the effect of optical brighteners in the preparation or coating of paper which includes the step of adding fillers and/or pigments and anionic brighteners to the paper making process the improvement comprising adding to paper making pulp a polypiperidine halide absorbed in a dispersed state on a fine-particle organic or inorganic carrier before the anionic brightener is added.
    Type: Grant
    Filed: February 23, 1979
    Date of Patent: July 1, 1980
    Inventors: Peter J. Reuss, Josef Weigl
  • Patent number: 4202852
    Abstract: A process for coloring nonwoven webs of fibrous material, particularly air-layed webs, in which solid, water insoluble particulate pigments are introduced and intermixed with the fibers of the web to provide the coloring thereof. An initial formed web of fibrous material has a suspension of insoluble pigment in a liquid applied thereto, is fiberized, and is reformed into a web and bonded with a binding liquid. Alternatively, the pigment may be mixed with the separated fibers after the fibrous material is fiberized and before reforming.
    Type: Grant
    Filed: October 13, 1978
    Date of Patent: May 13, 1980
    Assignee: American Can Company
    Inventors: Walter L. Pauls, Fredric N. Miller
  • Patent number: 4200489
    Abstract: A process for producing paper or cardboard which is sized in the pulp with epoxide-amine-polyamide reaction products is disclosed.In this process there are added to the fibre suspension(A) at least one water-soluble, anionic, substantive direct dye and/or optical brightener, followed by(B) at least one water-soluble or water-dispersible salt of an epoxide-amine-polyamide reaction product,whereupon the fibre suspension is further processed into paper or into cardboard.
    Type: Grant
    Filed: August 15, 1978
    Date of Patent: April 29, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Hugo Tlach, Klaus-Dieter Leifels, Werner Mischler
  • Patent number: 4198203
    Abstract: Dyestuff solutions ofCuPc-(3)(SO.sub.3.sup..crclbar. M.sup..sym.).sub.min whichCuPc denotes copper phthalocyanine,m denotes a number from 1.8 to 2.5 andM.sup..sym. denotes a mixture of A.sub.n.sup..sym. and an amine of the formula ##STR1## in which n represents a number 0.8 to 1.5,A.sub.n.sup..sym. represents an alkali metal ion or NH.sub.4 ion,R.sub.1 and R.sub.2 represent hydrogen, C.sub.1 -C.sub.4 -alkyl or (CH.sub.2 --CH.sub.2 --O).sub.p -H andR.sub.3 represents --(CH.sub.2 --CH.sub.2 --O).sub.p -H,whereinp denotes an integer from 1 to 6,are suitable for dyeing paper in turquoise-colored shades.
    Type: Grant
    Filed: April 28, 1978
    Date of Patent: April 15, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Groll, Friedhelm Muller
  • Patent number: 4198268
    Abstract: A process for the dyeing of paper with granulated dyeing preparations, preferably dissolved in water. For the process granulated dyeing preparations are used which consist of(a) a dye soluble to at least 2% in water at 25.degree. C. and(b) in an amount not greater than 50%, a salt which dissociates in water, the average size of the granules being at least 20 microns.This application is a continuation of application Ser. No. 239,360, filed Mar. 29, 1972 and now abandoned, which in turn is a continuation-in-part of application Ser. No. 60,115, filed July 31, 1970 and now abandoned, which in turn is a continuation-in-part of application Ser. No. 761,333, filed Sept. 20, 1968 and now abandoned.
    Type: Grant
    Filed: August 20, 1975
    Date of Patent: April 15, 1980
    Assignee: Sandoz Ltd.
    Inventors: Alfred Frei, Helmut Moser, Georg Schoefberger, August Schweizer
  • Patent number: 4184914
    Abstract: A method of reducing the number or amount of chemical additives normally incorporated into paper pulp furnish before transferring the latter to the continuous wire mesh of a papermaking machine in the manufacture of paper sheet involves the use of a hydrolyzed proteinaceous foam which does not appreciably affect the degree of sizing of the finished paper sheet. The use of such foam in paper manufacture can render unnecessary the chemical treatment of effluent from the papermaking machine which is normally required to avoid environmental pollution.
    Type: Grant
    Filed: May 24, 1977
    Date of Patent: January 22, 1980
    Inventor: Byron Jenkins
  • Patent number: 4167626
    Abstract: Disclosed are compounds of formula I, ##STR1## in which X signifies hydrogen, C.sub.1-4 alkyl, cyano, --COOM, --COOR.sub.1, --CONR.sub.2 R.sub.3, --SO.sub.2 NR.sub.2 R.sub.3, --SO.sub.2 R.sub.1, --SOR.sub.1, --SO.sub.3 R.sub.1 or --SO.sub.3 M,Y signifies hydrogen, C.sub.1-4 alkyl, cyano, --COOM, --COOR.sub.1, --CONR.sub.2 R.sub.3, --SO.sub.2 NR.sub.2 R.sub.3, --SO.sub.2 R.sub.1, --SOR.sub.1, --SO.sub.3 R.sub.1 or --SO.sub.3 M, with the proviso that X and Y do not simultaneously have a significance selected from hydrogen and C.sub.1-4 alkyl,R signifies an aryl radical, unsubstituted or substituted by up to two substituents selected from C.sub.1-4 alkyl, C.sub.1-4 alkoxy, chlorine, cyano, --COOM, --COOR.sub.1, --CONR.sub.4 R.sub.5, --SO.sub.2 NR.sub.4 R.sub.5, --SO.sub.2 R.sub.1 and --SO.sub.3 M,R.sub.1 signifies C.sub.1-4 alkyl or phenyl,R.sub.2 and R.sub.3, independently, signify hydrogen or C.sub.1-4 alkyl, either R.sub.4 and R.sub.5, independently, signify hydrogen or C.sub.1-4 alkyl,Or R.sub.4 and R.sub.
    Type: Grant
    Filed: July 22, 1977
    Date of Patent: September 11, 1979
    Assignee: Sandoz Ltd.
    Inventors: Fritz Fleck, Alec V. Mercer, Roger Paver
  • Patent number: 4149851
    Abstract: Concentrated, liquid preparations of metal-free direct azo dyes, which contain in each instance 1 part by weight of dye, 1 to 8 parts by weight of water, and 0.5 to 5 or preferably 0.5 to 2 parts by weight of an amide are useful for dyeing paper in the stock and for dyeing paper sheet.
    Type: Grant
    Filed: February 28, 1977
    Date of Patent: April 17, 1979
    Assignee: Fidelity Union Trust Company, Executive Trustee under Sandoz Trust
    Inventors: Alfred Frei, Georg Schoefberger, August Schweizer
  • Patent number: 4146041
    Abstract: The present invention relates to brown cigarette paper having reduced gas phase constituents during pyrolysis wherein the paper which has been stained with humic acid or salts thereof is further treated by washing with water in an amount effective to reduce the amount of water-soluble alkali metal salts present in the paper.
    Type: Grant
    Filed: April 28, 1977
    Date of Patent: March 27, 1979
    Assignee: Philip Morris Incorporated
    Inventor: Tibor S. Laszlo
  • Patent number: 4141889
    Abstract: Symmetrical hexakisazo compounds of the formula ##STR1## and mixtures of such compounds, WHEREINEach X is hydrogen or --SO.sub.3 M,each R.sub.1 is --OH or --NH.sub.2,each R.sub.2 is --OH or --NH.sub.2,each Y is hydrogen, methyl, or --SO.sub.3 M, andEach M, independently, is hydrogen or a non-chromophoric cation,Their production, dye compositions containing them, and their use in the dyeing of cellulosic substrates such as cotton and paper.
    Type: Grant
    Filed: July 27, 1977
    Date of Patent: February 27, 1979
    Assignee: Sandoz Ltd.
    Inventor: Zdenek Allan
  • Patent number: 4118182
    Abstract: Aqueous dye solution, useful for dyeing cellulosic and leather substrates, consisting essentially of, by weight:(i) 10% to 25% of at least one dye selected from the group ##STR1## wherein M is a water-solubilizing cation; (II) 5% TO 20% OF UREA; AND(iii) 55% to 85% of water.
    Type: Grant
    Filed: August 24, 1977
    Date of Patent: October 3, 1978
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Sanford Byrom Smith
  • Patent number: 4111650
    Abstract: There is disclosed a stable concentrated liquid preparation of a paper dye of the copper phthalocyanine class, which preparation contains 15 to 50 per cent by weight of the dye of the formulaCuPc [SO.sub.2 NH(CH.sub.2).sub.3 N(CH.sub.3).sub.2 ].sub.2 to 3 [SO.sub.3 H].sub.1 to 2,wherein CuPc denotes copper phthalocyanine, optionally in the form of an alkali salt, especially in the form of the sodium salt, dissolved in 30 to 65 per cent by weight of water, 5 to 15 per cent by weight of N-methylpyrrolidone, 1 to 7 per cent by weight of benzyl alcohol, and 1 to 5 per cent by weight of a lower aliphatic carboxylic acid and the use of this preparation for the dyeing and printing of paper, semi-cardboard and cardboard.
    Type: Grant
    Filed: June 30, 1976
    Date of Patent: September 5, 1978
    Assignee: Ciba-Geigy Corporation
    Inventors: Roger Lacroix, Roland Haberli
  • Patent number: 4098954
    Abstract: A method for eliminating or preventing the brightening effect on materials, particularly fibrous materials such as textiles and paper, of anionic optical brightening agents involving the use of hydrosoluble acid addition salts or quaternary ammonium salts of compounds containing the group of formula: ##STR1## wherein the benzene radical is linked within the group at its m- or p-positions.
    Type: Grant
    Filed: January 10, 1977
    Date of Patent: July 4, 1978
    Assignee: Sandoz Ltd.
    Inventor: Giuseppe Raspanti
  • Patent number: 4089647
    Abstract: A process for the dyeing of paper material from an aqueous medium, comprising the use of at least one water-soluble dye of the formula ##STR1## wherein Py represents a pyridyl group of the formula ##STR2## R.sub.1 represents lower alkyl, substituted lower alkyl, allyl, or benzyl, R.sub.2 represents hydrogen, halogen, methyl or ethyl,R.sub.3 represents hydrogen, methyl, ethyl or phenyl,R.sub.4 represents hydrogen, lower alkyl substituted lower alkyl, or allyl, andA.crclbar. represents an anion.
    Type: Grant
    Filed: February 10, 1977
    Date of Patent: May 16, 1978
    Assignee: Ciba-Geigy AG
    Inventor: Peter Mockli
  • Patent number: 4083681
    Abstract: Stabilized dye compositions comprising a dye of the formula ##STR1## OR A SALT THEREOF, WHEREIN EACH Me is copper or nickel,Y is optionally substituted arylcarbamoyl,Z is lower alkyl, orY and Z taken together and with the carbon atoms to which they are joined form a naphthalene or heterocyclic ring,m is 1 to 3, andn is 1 or 2,With the proviso that the sum of m and n is 3 to 5,And, as a stabilizer therefor, an amino ether of the formula ##STR2## or a mixture thereof, WHEREIN R.sub.1 is hydrogen, alkyl of 1 to 3 carbon atoms or--R.sub.8 --O--R.sub.9).sub.t' OHeach R.sub.2 is hydrogen, alkyl of 1 to 3 carbon atoms or--R.sub.8 --O--R.sub.9).sub.u' OH,r.sub.4 is hydrogen, alkyl of 1 to 3 carbon atoms or--R.sub.8 --O--R.sub.9).sub.v' OH,each R.sub.5 is hydrogen, alkyl of 1 to 3 carbon atoms or--R.sub.8 --O--R.sub.9).sub.w' OH,each R.sub.3, R.sub.6, R.sub.7, R.sub.8 and R.sub.
    Type: Grant
    Filed: October 8, 1975
    Date of Patent: April 11, 1978
    Assignee: Sandoz Ltd.
    Inventors: Alfred Frei, August Schweizer
  • Patent number: 4066495
    Abstract: This application covers the use of a cationic starch and a polyacrylamide polymer as a retention aid in the manufacture of paper. The resulting paper containing the additives is characterized by improved retention of pigments.
    Type: Grant
    Filed: June 26, 1974
    Date of Patent: January 3, 1978
    Assignee: Anheuser-Busch, Incorporated
    Inventors: John E. Voigt, Herbert Pender, Jr.
  • Patent number: 4036585
    Abstract: The novel copper phthalocyanine-based compound ##STR1## WHERE N IS AN AVERAGE NUMBER OF 3 TO 4, A IS 0 TO 3 BUT LESS THAN N, AND CPC is copper phthalocyanine, and its acid solutions are blue dyes particularly for paper and have excellent bleedfastness. The compound is prepared by reacting copper phthalocyanine sulfonyl chloride with the cyanoamino compounds formed from the reaction between acrylonitrile and ethylenediamine.
    Type: Grant
    Filed: August 10, 1976
    Date of Patent: July 19, 1977
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Daniel Shaw James, Vincent Gerard Witterholt
  • Patent number: 4023924
    Abstract: Concentrated, liquid preparations of metal-free direct azo dyes which contain in each instance 1 part by weight of dye, 1 to 8 parts by weight of water, and 0.5 to 5 or preferably 0.5 to 2 parts by weight of an amide are useful for dyeing paper in the stock and for dyeing paper sheet.
    Type: Grant
    Filed: May 23, 1973
    Date of Patent: May 17, 1977
    Assignee: Sandoz Ltd.
    Inventors: Alfred Frei, Georg Schoefberger, August Schweizer
  • Patent number: 4024071
    Abstract: The 4,4'-bis-[2",4"-bis-(diisopropanolamino)-s-triazin-6"-yl-amino]-stilbene-2 ,2'-disulphonic acid, its manufacture as well as its use as optical brightener for natural or synthetic polyamides and especially for paper is disclosed.
    Type: Grant
    Filed: January 7, 1976
    Date of Patent: May 17, 1977
    Assignee: Ciba-Geigy Corporation
    Inventor: Werner Fringeli
  • Patent number: 4022709
    Abstract: Phosphorescent materials and solutions suitable for their preparation, the solutions comprising a phosphorescence activator and a soluble condensation product capable of further reaction to form an insoluble condensation product, the latter being one that does not absorb ultraviolet radiation in the absorption range of the activator.
    Type: Grant
    Filed: January 22, 1975
    Date of Patent: May 10, 1977
    Assignee: The Post Office
    Inventors: Berkeley Michael Ferro, Rodney Edwin Spratling, Aubrey Douglas Walker
  • Patent number: 4014870
    Abstract: New stilbene compounds, a process for their preparation as well as a process for optically brightening organic materials on using said stilbene compounds are disclosed.
    Type: Grant
    Filed: June 10, 1975
    Date of Patent: March 29, 1977
    Assignee: Ciba-Geigy Corporation
    Inventor: Hans Rudolf Meyer
  • Patent number: 4002424
    Abstract: Solution of a mixture of isomers of naphthylazophenylazonaphthyl dye containing two sulfonate substituents, the solution comprising said dye, water, triethanolamine, lithium base and urea. The dyes have good solubility and substantivity and are useful among other things, for dyeing cellulosic substrates.
    Type: Grant
    Filed: June 14, 1973
    Date of Patent: January 11, 1977
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Sanford Byrom Smith
  • Patent number: 4000158
    Abstract: Disclosed are phthalocyanine dyes of formula ##STR1## IN WHICH Me signifies copper or nickelPc signifies a phthalocyanine radical,The R.sub.1 's, independently, signify a linear, branched or cyclic aliphatic radical, unsubstituted or substituted by chlorine, bromine, alkoxy, cyano, alkylcarbonyl, alkoxycarbonyl, benzoyl, alkylcarbonyloxy, alkoxycarbonyloxy or benzoyloxy,The R.sub.2 's, independently, signify a phenyl radical, unsubstituted or substituted by a chlorine or bromine atom or a nitro or cyano group or by up to two substituents selected from methyl, methoxy and ethoxy groups,m signifies 1 or 2, andn signifies 2 or 3,The sum n + m being 3 or 4And mixtures thereof, their production and use particularly in the dyeing of paper and plastics and in the production of surface coating media such as inks and lacquers.
    Type: Grant
    Filed: January 24, 1974
    Date of Patent: December 28, 1976
    Assignee: Sandoz Ltd.
    Inventor: Hans von Tobel
  • Patent number: 3993645
    Abstract: Benzofurans, benzothiophenes, indoles, naphthofurans and benzofuranobenzofurans which are substituted by 4-vinylphenyl groups wherein the 2-position of the vinyl is substituted by a monovalent aromatic radical having one to three aromatic rings are optical brightening agents useful for whitening and brightening natural and synthetic fibers, papers, resins and the like. The compounds are conveniently prepared by interacting benzofurans, benzothiophenes, indoles, naphthofurans or benzofuranobenzofurans which are substituted by a p-tolyl group, with an aromatic aldehyde or preferably the anil derivative thereof.
    Type: Grant
    Filed: April 30, 1975
    Date of Patent: November 23, 1976
    Assignee: Sterling Drug Inc.
    Inventors: Nathan N. Crounse, Kantilal B. Desai
  • Patent number: 3956283
    Abstract: Disclosed are compounds of formula I, ##SPC1##in which R.sub.1 signifies hydrogen, fluorine, bromine, chlorine, C.sub.1-6 alkyl, C.sub.1-6 alkoxy or --SO.sub.3 M,R.sub.2 signifies cyano or --CONR.sub.3 R.sub.4,in which either R.sub.3 and R.sub.4, independently, each signify hydrogen, C.sub.1-6 alkyl or C.sub.2-6 hydroxyalkyl,Or R.sub.3 and R.sub.4, together with the nitrogen atom to which they are attached, signify a pyrrolidino, piperidino or morpholino ring, andM signifies hydrogen or a non-chromophoric cation,Their production and use as optical brightening agents, particularly for cellulosic substrates such as paper and cotton.
    Type: Grant
    Filed: May 16, 1974
    Date of Patent: May 11, 1976
    Assignee: Sandoz Ltd.
    Inventor: Fritz Fleck
  • Patent number: 3954740
    Abstract: The present invention provides new bis-s-triazinylamino-stilbene-2,2'-disulphonic acids of the formula ##SPC1##And the alkali metal, alkaline earth metal, earth metal, ammonium or amine salt thereof.The new compounds are valuable optical brighteners, especially for whitening paper in combination with the surface finishing.
    Type: Grant
    Filed: January 23, 1974
    Date of Patent: May 4, 1976
    Assignee: Ciba-Geigy Corporation
    Inventor: Werner Fringeli
  • Patent number: 3954392
    Abstract: A new dye having a turquoise blue color and high water solubility suitable for dyeing cellulose materials such as paper and textile fibers such as cotton, polyamides and polyacrylonitrile having the formula: ##EQU1## WHEREIN P IS 2 OR 3, M IS 1 THROUGH 5, PC is a phthalocyanine radical, X.sup.- is an anion and R is H or lower alkyl of 1 through 4 carbon atoms.The invention further comprises a process for using the new dye on paper, the paper dyed with the new dye and the base intermediate used for preparing the new dye.
    Type: Grant
    Filed: August 2, 1973
    Date of Patent: May 4, 1976
    Assignee: Allied Chemical Corporation
    Inventor: Chi K. Dien
  • Patent number: 3953282
    Abstract: A polyolefin micro-flake aggregation which is easily micro-flakable from the aggregation into a plurality of irregularly shaped micro-flakes suitable for producing synthetic paper, is manufactured from a solution of 5 - 40% by weight of polyolefin such as polyethylene and polypropylene in a solvent such as hydrocarbons and chlorinated hydrocarbons in the presence of a surface active compound of at least 0.01% based on the weight of the polyolefin by spraying the solution which is at a temperature of at least 100.degree.C from a closed container into atmosphere through an orifice.A polyolefin synthetic paper is formed from a suspension of the micro-flakes in an organic liquid such as hydrocarbons and chlorinated hydrocarbons which can swell or partially dissolve the polyolefin.
    Type: Grant
    Filed: May 6, 1974
    Date of Patent: April 27, 1976
    Assignee: Mitsubishi Rayon Company Limited
    Inventors: Yoshijiro Tabara, Hiroshi Akiyama, Masayuki Igawa, Tadashi Maekawa, Tokuo Shinomiya
  • Patent number: 3941778
    Abstract: New stilbene derivatives of formula: ##SPC1##In whichR.sub.1 signifies a hydrogen or halogen atom, or a lower alkyl group;R.sub.2 signifies a hydrogen atom; a cycloalkyl group which is unsubstituted or substituted by one or more lower alkyl groups; or a lower alkyl group which is unsubstituted or substituted by a hydroxyl, lower alkoxy or hydroxysubstituted lower alkoxy group or by a radical of formula (a); ##SPC2##M signifies a hydrogen atom or an equivalent of a colourless cation;n signifies 1 or 2; Alkylene signifies C.sub.1.sub.-8 alkylene;And the rings A and B are unsubstituted or substituted by one or more substituents selected from halogen atoms and lower alkyl, lower alkoxy, cyano and SO.sub.3 M groups;The compound containing at least six SO.sub.3 M groups per molecule, are useful as optical brighteners. They are produced by successive condensation of each of the three amino-containing moieties around the triazine nucleus, as an amine, with a cyanuro halide.
    Type: Grant
    Filed: February 15, 1974
    Date of Patent: March 2, 1976
    Assignee: Sandoz Ltd., (Sandoz AG)
    Inventors: Curt Mueller, Hans-Rudolf Schmid
  • Patent number: 3932301
    Abstract: Benzofurans, benzothiophenes, indoles, naphthofurans and benzofuranobenzofurans which are substituted by 4-vinyl-phenyl groups wherein the 2-position of the vinyl is substituted by a monovalent aromatic radical having one to three aromatic rings are optical brightening agents useful for whitening and brightening natural and synthetic fibers, papers, resins and the like. The compounds are conveniently prepared by interacting benzofurans, benzothiophenes, indoles, naphthofurans or benzofuranobenzofurans which are substituted by a p-tolyl group, with an aromatic aldehyde or preferably the anil derivative thereof.
    Type: Grant
    Filed: May 29, 1973
    Date of Patent: January 13, 1976
    Assignee: Sterling Drug Inc.
    Inventors: Nathan N. Crounse, Kantilal B. Desai