Patents by Inventor Robert Langley

Robert Langley 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: 5614013
    Abstract: A pigment composition comprising (A) an azo pigment, (B) an azo reaction product of (i) a diazonium salt of a primary aromatic amine having a carboxyl group or sulphonic acid group meta or para to an amino group with (ii) a coupling component comprising one or more unsubstituted or substituted naphthols, at least 50 mole % of said coupling component being a naphtholsulphonic acid, or a salt of said reaction product, and, optionally, (C) an organic resin containingan acidic group or a salt thereof.
    Type: Grant
    Filed: October 18, 1994
    Date of Patent: March 25, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Gordon Mitchell, Iain F. Fraser, Robert Langley
  • Patent number: 5449774
    Abstract: The present invention provides a process for producing beta-form pigmentary copper phthalocyanine comprising a) producing crude copper phthalocyanine by charging phthalic anhydride or phthalimide, urea, a copper compound and a catalyst, at a substantially continuous and uniform rate, into a reaction chamber containing dry, granular, pre-formed copper phthalocyanine, and removing the reaction product from the reaction chamber; and b) convening the crude copper phthalocyanine produced in step a) into pigmentary form, by milling it either in the dry state or in an aqueous medium; mixing the milled material with an aqueous emulsion comprising i) a liquid C.sub.6 -C.sub.20 amine which is insoluble in water or alkali but is soluble in acid and ii) a surfactant capable of emulsifying the liquid amine; rendering the resulting mixture acidic to thereby dissolve the amine; and finally separating the desired pigmentary copper phthalocyanine from the treatment mixture.
    Type: Grant
    Filed: April 1, 1991
    Date of Patent: September 12, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Ian A. Lambie, Michael D. McFarlane, Robert Langley
  • Patent number: 5279654
    Abstract: A pigment composition comprising (A) a pigmentary phthalocyanine, (B) a phthalocyanine derivative of formula ##STR1## where Pc is a residue of a metal-free or metal phthalocyanine, X is --CH.sub.2 -- or --SO.sub.2 --, R.sup.1 and R.sup.2 are independently hydrogen, C.sub.1 -C.sub.20 alkyl optionally substituted by hydroxyl, C.sub.1 to C.sub.4 alkoxy, amino, C.sub.1 to C.sub.10 alkylamino or di(C.sub.1 to C.sub.10 alkyl)amino, C.sub.5 to C.sub.10 cycloalkyl, or phenyl optionally substituted by C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy or halogen, or R.sup.1 and R.sub.2 together with the indicated nitrogen atom denote a five-, six- or seven-membered heterocyclic ring, or R.sup.1 and R.sup.2 together denote a group of formula ##STR2## R.sup.3 is an o-phenylene group optionally substituted by C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.
    Type: Grant
    Filed: July 20, 1992
    Date of Patent: January 18, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: David Keirs, Robert Langley, Ian A. Lambie
  • Patent number: 5250111
    Abstract: A pigment composition comprising a) a pigment; and b) a phthalocyanine compound having the formula I:MPc(CH.sub.2 NHCO--A).sub.n Iin which Pc represents a phthalocyanine residue which is optionally further substituted by up to an average of one chlorine or bromine atom or by a sulphonic acid group; M is hydrogen or a metal capable of forming a metal phthalocyanine; n is a number ranging from 0.1 to 4.0; and A is C.sub.3 -C.sub.21 alkenyl, C.sub.5 -C.sub.8 cycloalkyl, C.sub.7 -C.sub.11 aralkyl, C.sub.6 -C.sub.10 aryl, a 5- or 6-membered heterocyclic residue or a fused heterocyclic system.
    Type: Grant
    Filed: April 6, 1992
    Date of Patent: October 5, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert Langley, Michael D. McFarland
  • Patent number: 5212221
    Abstract: A heat-stable, pigmented thermoplastic resin composition comprising A) a thermoplastic resin; B) a metal phthalocyanine pigment; and C) 0.5 to 30% by weight of, based on the weight of component B), as agent for imparting heat stability to component B), a phthalocyanine compound having the formula (I):MPc(CH.sub.2 NHCO--A).sub.y Iin which Pc is a phthalocyanine residue which is optionally substituted by up to an average of 1 chlorine or bromine atom, or of 1 sulphonic acid group; M is hydrogen or a metal capable of forming a metal phthalocyanine; y is a number ranging from 0.1 to 4.0; and A is C.sub.1 -C.sub.21 alkyl, C.sub.2 -C.sub.21 alkenyl, C.sub.5 -C.sub.8 cycloalkyl, C.sub.7 -C.sub.11 aralkyl, C.sub.6 - or C.sub.10 aryl, or a 5- or 6-membered heterocyclic residue, or a fused heterocyclic system.
    Type: Grant
    Filed: May 4, 1992
    Date of Patent: May 18, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert Langley, Michael D. McFarlane
  • Patent number: 4981888
    Abstract: A pigmented thermoplastic resin composition comprising:(A) a thermoplastic resin;(B) a metal phthalocyanine pigment; and(C) 0.5 to 30% by weight, based on the weight of the pigment (B), as agent imparting heat stability to component (B), of a sulphonated imidomethyl phthalocyanine having the formula I: ##STR1## wherein Pc is a phthalocyanine residue optionally substituted by up to 4 chlorine or bromine atoms;M is hydrogen or a metal capable of forming a metal phthalocyanine;m is a vlaue within the range of from 0.05 to 1.0;n is a value within the range of from 0.1 to 4.0; andX is a residue such that, in combination with the group ##STR2## it form a 5-, 6- or 7-membered cyclic imide.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: January 1, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert Langley, Colin D. Campbell
  • Patent number: 4920217
    Abstract: The present invention provides a process for the production of dimethylaminomethyl copper phthalocyanine having an average of 1 to 4 dimethylaminomethyl groups per molecule which comprises reacting aminomethyl copper phthalocyanine having an average of 1 to 4 aminomethyl groups per molecule with formaldehyde and aqueous formic acid at a concentration of 2 to 60%, at atmospheric pressure, and at an elevated temperature.
    Type: Grant
    Filed: September 19, 1988
    Date of Patent: April 24, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Ian A. Lambie, Paul I. W. Yarrow, Robert Langley, Colin D. Campbell
  • Patent number: 4801634
    Abstract: Pigmentary copper phthalocyanine is prepared by converting crude copper phthalocyanine by methods known per se in the presence of trichlorophenoxy copper phthalocyanine. The resulting pigment is heat resistant and solvent resistant.
    Type: Grant
    Filed: June 22, 1987
    Date of Patent: January 31, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert Langley, John D. Stewart, Arthur S. Walls
  • Patent number: 4801638
    Abstract: Pigmentary copper phthalocyanine is prepared by converting crude copper phthalocyanine by methods known per se in the presence of trichlorophenoxy copper phthalocyanine. The resulting pigment is heat resistant and solvent resistant.
    Type: Grant
    Filed: June 22, 1987
    Date of Patent: January 31, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert Langley, John D. Stewart, Arthur S. Walls
  • Patent number: 4694078
    Abstract: Pigmentary copper phthalocyanine is prepared by converting crude copper phthalocyanine by methods known per se in the presence of trichlorophenoxy copper phthalocyanine. The resulting pigment is heat resistant and solvent resistant.
    Type: Grant
    Filed: June 9, 1986
    Date of Patent: September 15, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert Langley, John D. Stewart, Arthur S. Walls
  • Patent number: 4313766
    Abstract: A process for the production of a pigment composition useful in pigmenting surface coating comprising:(a) milling a crude copper phthalocyanine blue pigment in the presence of 0-50% (by weight of milled materia) of a salt; and(b) subsequently treating the milled material with a polar aliphatic solvent; whereby(c) 8 to 12% by weight, based on crude pigment, of a copper phthalocyanine additive of the formula I ##STR1## wherein CuPc is the residue of copper phthalocyanine, m and n are each an integer of from 1 to 4, and R.sub.1 and R.sub.2 are each an optionally substituted alkyl group, or R.sub.1 and R.sub.2, together with the N atom to which they are bonded, form a heterocycle, is added to the crude milled pigment prior to, during or after the solvent treatment of step (b); and, (d) the pigment composition is then isolated.
    Type: Grant
    Filed: May 27, 1980
    Date of Patent: February 2, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Ronald Barraclough, Robert Langley
  • Patent number: 4252565
    Abstract: A copper phthalocyanine derivative having the formula: ##STR1## or a mixture thereof wherein CuPc represents the residue of a copper phthalocyanine molecule, Y is an alkyl or alkenyl residue each having from 8 to 22 carbon atoms, and each being unsubstituted or substituted by one or more hydroxy groups or being interrupted by one or more nitrogen atoms, or Y is an alkoxyaryl- or aralkyloxyaryl, or an alkyl-aralkyloxyaryl residue wherein the alkoxy-, aralkyloxy- or alkyl-aralkyloxy moiety contains from 7 to 22 carbon atoms, and n is an integer from 1 to 8, provides, when incorporated into a phthalocyanine pigment, a phthalocyanine pigment composition having excellent flocculation resistance, when incorporated into paint and printing media, which moreover exhibit improved flow.
    Type: Grant
    Filed: November 5, 1979
    Date of Patent: February 24, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Alexander M. Irvine, Robert Langley, Christopher J. Bridge
  • Patent number: 4152171
    Abstract: A process for the production of alpha-, beta-, and gamma-copper phthalocyanine pigments by reacting an aromatic or aromatic heterocyclic ortho-dinitrile compound and copper or a copper compound capable of providing the centrol metal atom of a phthalocyanine pigment at a temperature below 100.degree. C. in the presence of a alkaline substance in a hydrophilic aliphatic organic solvent containing one or more hydroxy groups and adding as catalyst or crystal form controller or both from the beginning of the reaction:(a) for alpha-, beta- or gamma pigments, a copper phthalocyanine in conventional pigmentary form or(b) for alpha pigments, a copper phthalocyanine derivative with a limited degree of substitution.
    Type: Grant
    Filed: January 25, 1978
    Date of Patent: May 1, 1979
    Assignee: Ciba-Geigy Corporation
    Inventors: Ronald Barraclough, Robert Langley
  • Patent number: 4104277
    Abstract: A process for preparing an alpha or beta form copper phthalocyanine pigment which comprises dry milling a crude copper phthalocyanine followed by mixing with an aqueous emulsion comprising a liquid amine having from 3 to 20 carbon atoms which is insoluble in water or alkali and soluble in acid and a surfactant which is capable of emulsifying the liquid amine and subsequently acidifying the mixture to dissolve the amine.
    Type: Grant
    Filed: February 15, 1977
    Date of Patent: August 1, 1978
    Assignee: Ciba-Geigy Corporation
    Inventor: Robert Langley
  • Patent number: 4091028
    Abstract: A process for the production of halogenated copper phthalocyanine by heating a mixture of dry crude copper phthalocyanine, an organic solvent, a halogenating agent, a halogen transfer agent and, as catalyst, chlorosulphonic acid.
    Type: Grant
    Filed: August 9, 1976
    Date of Patent: May 23, 1978
    Assignee: Ciba-Geigy Corporation
    Inventors: Ronald Barraclough, Robert Langley