The Metal Is Bonded Directly To Chalcogen Which Chalcogen Is Attached Directly Or Indirectly To The Six-membered Hetero Ring By Nonionic Bonding Patents (Class 546/6)
  • Patent number: 4385174
    Abstract: The invention relates to a simplified process for the manufacture of 1:1 metal complexes of isoindoline azines of the formula ##STR1## wherein R is hydrogen, alkyl or aryl, Q contains an isocyclic or heterocyclic radical, acyl, carbamoyl or thiocarbamoyl, and Y is the radical of an active methylene group or aromatic amine, which comprises reacting a compound HQ or a hydrazone with an ortho ester or amidine in the presence of a metal donor at elevated temperature in a polar solvent. Pigments made by this process are lightfast and are useful in coloring plastics.
    Type: Grant
    Filed: March 9, 1981
    Date of Patent: May 24, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Abul Iqbal, Paul Lienhard
  • Patent number: 4383112
    Abstract: Chiral Schiff bases according to the general formula: ##STR1## and transition metal complexes thereof, wherein C.sup.* is an asymmetric carbon atom, R.sup.1 and R.sup.2, which may be the same or different are alkyl, aralkyl, aryl or alkaryl, R.sup.3 is hydrogen, alkyl, aralkyl, aryl or alkaryl, R.sup.4 and R.sup.5, which may be the same or different, are hydrogen or lower alkyl or, where n is 1, may with the cyclic ring to which CR.sup.4 R.sup.
    Type: Grant
    Filed: July 8, 1980
    Date of Patent: May 10, 1983
    Assignee: Imperial Chemical Industries Limited
    Inventors: Dale A. Laidler, David J. Milner
  • Patent number: 4367333
    Abstract: 1:1 metal complexes of isoindolinazines of the formula ##STR1## in which the ring A can be further substituted, R is a hydrogen atom or an alkyl or aryl group, B is an isocyclic or heterocyclic aromatic radical, R.sub.1 is the OH or SH group and Y is a radical of the formula ##STR2## in which Z.sub.1 and Z.sub.2 are O or S atoms, n is the number 1 or 2, R.sub.2 ' is an alkyl, aryl or heteroaryl radical and R.sub.2 is an alkyl, cycloalkyl, aralkyl or aryl radical or a radical of the formula ##STR3## in which R.sub.3 is an alkylene or arylene group. The novel pigments color plastics and surface coatings in pure, intense orange to red shades with good fastness properties.
    Type: Grant
    Filed: March 9, 1981
    Date of Patent: January 4, 1983
    Assignee: Ciba-Geigy Corporation
    Inventor: Abul Iqbal
  • Patent number: 4366312
    Abstract: 1:1 metal complexes of azines of the formula ##STR1## in which the ring A can be further substituted, R is an H atom or an alkyl or aryl group, B is an isocyclic or heterocyclic aromatic radical or an alicyclic radical, R.sub.1 is the OH or SH group and Y is a radical of the formula ##STR2## in which Z is an O or S atom, n is the number 1 or 2 and R.sub.2 is an alkyl, aralkyl, cycloalkyl or aryl radical or an amino group which is unsubstituted or substituted by an alkyl, cycloalkyl, aralkyl or aryl radical.In plastics and surface coatings, the novel pigments give intense pure orange to violet colorations with good fastness properties.
    Type: Grant
    Filed: March 9, 1981
    Date of Patent: December 28, 1982
    Assignee: Ciba-Geigy Corporation
    Inventor: Abul Iqbal
  • Patent number: 4349671
    Abstract: The invention relates to a process for the manufacture of 1:1 metal complexes of azines of the formula ##STR1## wherein R.sub.1 is a hydrogen atom, an alkyl or aryl group, R.sub.2 is an isocyclic or heterocyclic radical containing a hydroxyl or mercapto group adjacent to the azomethine group, Y is the radical of a compound which contains active methylene groups, or of an aryl or heteroaryl amine, and the ring A can contain substituents that do not confer solubility in water, which process comprises reacting a compound of the formula ##STR2## wherein R.sub.3 is a hydrogen atom or an alkyl radical, R.sub.4 is an alkyl, aryl or heteroaryl radical or the radical of the formula ##STR3## or R.sub.3 and R.sub.4, together with the nitrogen atom to which they are attached, form a 5- or 6-membered heterocyclic ring, and Y has the given meaning, with a hydrazone of the formula ##STR4## in the presence of a transition metal donor and in a polar organic solvent, at temperatures above 100.degree. C.
    Type: Grant
    Filed: March 5, 1981
    Date of Patent: September 14, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Abul Iqbal, Paul Lienhard
  • Patent number: 4345080
    Abstract: Metal salts of pyridinethione useful in shampoos, creme rinses and other hair care compositions to deliver antidandruff benefits while not detracting as much as previous pyridinethione salts from the compositions' aesthetics. Compositions containing such salts are also included.
    Type: Grant
    Filed: February 7, 1980
    Date of Patent: August 17, 1982
    Assignee: The Procter & Gamble Company
    Inventor: Raymond E. Bolich, Jr.
  • Patent number: 4323683
    Abstract: A process for producing heavy metal, magnesium or aluminum pyridinethione salt crystals involving reacting a water soluble salt of the desired metal with a water soluble pyridinethione salt or pyridinethione itself in an aqueous surfactant medium.
    Type: Grant
    Filed: February 7, 1980
    Date of Patent: April 6, 1982
    Assignee: The Procter & Gamble Company
    Inventors: Raymond E. Bolich, Jr., Steven A. Shaya, Christian Steuri
  • Patent number: 4296030
    Abstract: This disclosure describes metal chelates of symmetrical 1,4-bis(substituted-amino)-5,8-dihydroxy-anthraquinones useful for inhibiting the growth of tumors and as colorants or dyes.
    Type: Grant
    Filed: April 9, 1980
    Date of Patent: October 20, 1981
    Assignee: American Cyanamid Company
    Inventors: Stanley A. Lang, Jr., Keith C. Murdock
  • Patent number: 4288335
    Abstract: Metallic dithiophosphates of the formula: ##STR1## in which R.sub.1 is an alkyl, alkenyl, cycloaliphatic, aryl, or heterocyclic radical, R.sub.2 and R.sub.3 are alkyl radicals, preferably C.sub.1 -C.sub.4 radicals, and m represents the valence of the metal M, M being a metal of Groups IIB, IIIB, IVB, or VIII of the Periodic System of Elements, preferably zinc. They are obtained by the action of P.sub.2 S.sub.5 on a monoester alcohol of the formula: ##STR2## and then by reaction of a metal oxide, such as zinc oxide, with the dithiophosphoric acid formed. These metallic dithiophosphates are useful as extreme-pressure and anti-wear additives for lubricating oils in amounts of between 0.2 and 10 percent, referred to the weight of lubricating oils.
    Type: Grant
    Filed: March 4, 1980
    Date of Patent: September 8, 1981
    Assignee: Orogil
    Inventor: Georges Rivier
  • Patent number: 4281129
    Abstract: The invention relates to piperidinyl hydrogen 2-hydroxyalkyl phosphates which have been found to be effective ultraviolet stabilizers. The invention also relates to piperidinyl hydrogen 2-hydroxyalkyl phosphate salts which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the piperidinyl hydrogen 2-hydroxyalkyl phosphates or salts thereof to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, or coated on the exterior of the molded article, film or extruded fiber.
    Type: Grant
    Filed: October 2, 1979
    Date of Patent: July 28, 1981
    Assignee: Eastman Kodak Company
    Inventors: Gether Irick, Jr., Richard H. S. Wang
  • Patent number: 4275199
    Abstract: A process is disclosed for the preparation of bis-(N-oxypyridyl-thio) derivatives of aluminum sulfonates by reacting a bis-isopropylate aluminum derivative of an organic sulfonate with two equivalents of the N-oxide of pyridine-2 thiol. The bis-isopropylate aluminum derivative of the organic sulfonate is formed by reacting the organic sulfonic acid precursor with aluminum isopropylate.
    Type: Grant
    Filed: January 8, 1980
    Date of Patent: June 23, 1981
    Assignee: L'Oreal
    Inventors: Claude Bouillon, Georges Rosenbaum
  • Patent number: 4267190
    Abstract: 4,5-Diaryl-.alpha.,.alpha.-bis(polyfluoromethyl)-1H-pyrrole-2-methanethiols , such as 4,5-bis(4-fluorophenyl)-.alpha., .alpha.-bis(trifluoromethyl)-1H-pyrrole-2-methanethiol, useful in treatment of inflammation.
    Type: Grant
    Filed: April 18, 1980
    Date of Patent: May 12, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Saul C. Cherkofsky
  • Patent number: 4264494
    Abstract: Metal complex compounds which in the form of the free acids correspond to the formula I ##STR1## where A is an aliphatic, carbocyclic or heterocyclic radical,E is an aliphatic or carbocyclic radical,B is a cyano, acyl, substituted sulfonyl, carboxylic acid ester or carboxamide radical, orB and E together with the carbon atoms by which they are linked may be an alicyclic or heterocyclic radical,F is an aliphatic, carbocylic or heterocyclic radical,L is --O--, --COO--, ##STR2## n is 1, 2, 3 or 4, Y is .dbd.CH-- or .dbd.N-- andZ is ##STR3## or the radical of a coupling component, alkyl being of 1 to 4 carbon atoms, andR is hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or acyl and R.sup.1 and R.sup.2 are substituents conventionally present in dyes.The compounds of the formula I give fast dyeings on natural polyamides and synthetic nylons.
    Type: Grant
    Filed: August 2, 1978
    Date of Patent: April 28, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Grychtol, Hans Baumann
  • Patent number: 4263202
    Abstract: Metal phenolates having at least one piperidinyl group sterically hindered on the nitrogen atom are suitable as additives for organic material.
    Type: Grant
    Filed: July 10, 1978
    Date of Patent: April 21, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Michael Rasberger, Samuel Evans, Paul Moser
  • Patent number: 4243591
    Abstract: Poly(vinyl phosphonomethylene amino carboxylates) having at least one N-C-P linkage and at least one carboxyl end group per molecule are prepared by reacting a polyvinyl cyclic amide, orthophosphorous acid and formaldehyde in an aqueous acidic mixture at a temperature in excess of about 70.degree. C. The resulting polymeric compounds are useful as metal complexing agents and in water treating to inhibit scale formation and corrosion of metals by oxygen-containing waters.
    Type: Grant
    Filed: March 2, 1979
    Date of Patent: January 6, 1981
    Assignee: Monsanto Company
    Inventor: Ralph W. Magin
  • Patent number: 4238488
    Abstract: The invention concerns novel 1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid derivatives of the formula: ##STR1## wherein R.sup.1 is hydroxy, amino, (1-4C)alkylamino, di-[(1-4C)alkyl]amino, benzyloxy optionally substituted by halogeno, or (1-6C)alkoxy optionally substituted by (1-4C)alkoxy, morpholino or di-[(1-4C)alkyl]amino; and benzene ring A bears one or two substituents selected from halogeno, (1-4C)alkyl, cyano, carboxamido, trifluoromethyl and hydroxy; and their pharmaceutically acceptable salts; together with pharmaceutical compositions thereof; and analogy processes for their manufacture.The compounds of formula I are inhibitors of the aggregation of blood platelets and may be of application in the treatment or prophylaxis of thrombosis or occlusive vascular disease. A representative compound of the invention is 1-(2-chlorobenzyl)-1,2,5,6-tetrahydropyridine-3-carboxylic acid.
    Type: Grant
    Filed: November 7, 1979
    Date of Patent: December 9, 1980
    Assignee: Imperial Chemical Industries Limited
    Inventors: Ralph Howe, Stuart D. Mills
  • Patent number: 4237286
    Abstract: Metal complexes of azomethines of the formula ##STR1## are useful for coloring plastics and lacquers in yellow to red shades of excellent fastness properties.
    Type: Grant
    Filed: October 26, 1978
    Date of Patent: December 2, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Francois L'Eplattenier, Andre Pugin, Jost von der Crone
  • Patent number: 4237292
    Abstract: Metal complexes of azomethines of the formula ##STR1## are useful for coloring plastics and lacquers in yellow to red shades of excellent fastness properties.
    Type: Grant
    Filed: October 26, 1978
    Date of Patent: December 2, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Francois L'Eplattenier, Andre Pugin, Jost von der Crone
  • Patent number: 4237293
    Abstract: Metal complexes of azomethines of the formula ##STR1## are useful for coloring plastics and lacquers in yellow to red shades of excellent fastness properties.
    Type: Grant
    Filed: October 26, 1978
    Date of Patent: December 2, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Francois L'Eplattenier, Andre Pugin, Jost von der Crone
  • Patent number: 4213899
    Abstract: A dyestuff of the formula ##STR1## where D is a chromophoric residuen is 1 or 2Z is ##STR2## where R is H, C.sub.1-4 alkyl, C.sub.1-4 alkyl substituted by OH, OSO.sub.3 H, CN or SO.sub.3 H or is phenyleach hal independently represents a chlorine or fluorine atom occupying one of the remaining 2-, 4- and 6-positions of the pyridine nucleusX is F, Cl, CN or NO.sub.2Y is H, F, Cl, CN or NO.sub.2.These dyestuffs reactively dye cellulose at low temperatures and are less prone to "acid bleeding" than some known reactive dyes.
    Type: Grant
    Filed: March 13, 1978
    Date of Patent: July 22, 1980
    Assignee: Imperial Chemical Industries Limited
    Inventors: Duncan A. S. Phillips, Brian Anderson, Neville Jackson, Cecil V. Stead, Alan T. Costello
  • Patent number: 4211871
    Abstract: Heavy metal salts of 2-amino derivatives of 6-mercaptopyridine-1-oxide, including 2-acylamino- and 2-alkoxycarbonylamino-6-mercaptopyridine-1-oxide, having particular utility as antimicrobial agents per se and in skin cleansing detergent composition, shampoos, hair dressings, disinfectants, preservatives and the like.
    Type: Grant
    Filed: August 8, 1978
    Date of Patent: July 8, 1980
    Assignee: Colgate-Palmolive Company
    Inventor: Miriam L. Douglass
  • Patent number: 4209506
    Abstract: Aluminum tris(N-oxypyridine-2-thiolate) is useful in the prophylaxis or treatment of any pathological manifestation in which the presence of a microorganism is involved. It is a new compound made by the reaction of aluminum isopropylate with the N-oxide of pyridine-2-thiol.
    Type: Grant
    Filed: July 26, 1978
    Date of Patent: June 24, 1980
    Assignee: L'Oreal
    Inventors: Claude Bouillon, Georges Rosenbaum
  • Patent number: 4194989
    Abstract: The invention relates to piperidinyl hydrogen 2-hydroxyalkyl phosphates which have been found to be effective ultraviolet stabilizers. The invention also relates to piperidinyl hydrogen 2-hydroxyalkyl phosphate salts which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the piperidinyl hydrogen 2-hydroxyalkyl phosphates or salts thereof to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigmets, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, or coated on the exterior of the molded article, film or extruded fiber.
    Type: Grant
    Filed: November 27, 1978
    Date of Patent: March 25, 1980
    Assignee: Eastman Kodak Company
    Inventors: Gether Irick, Jr., Richard H. S. Wang
  • Patent number: 4191761
    Abstract: The invention relates to copper complexes of 5,6,7,8-tetrahydroquinoline-8-thiocarboxamides. The copper complexes are of value in the treatment of ulcers and hypersecretion in mammals.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: March 4, 1980
    Assignee: John Wyeth & Brother Ltd.
    Inventor: Roger Crossley
  • Patent number: 4190723
    Abstract: A .beta.,.beta.,.beta.-trihalo-.alpha.-hydroxyethyl (e.g. --CHOH--CCl.sub.3) group is introduced into a 2,6-dihydroxy pyridine. The 3-formyl-4-methyl-2,6-dihydroxy pyridine produced by splitting off haloform from the trihalohydroxyethyl product, is a desirable intermediate for the making of dyes and other products, and the alkali metal or alkaline earth metal salts of the formyl compound are more stable forms of this intermediate.
    Type: Grant
    Filed: October 25, 1978
    Date of Patent: February 26, 1980
    Assignee: Cassella Aktiengesellschaft
    Inventor: Horst Tappe
  • Patent number: 4164494
    Abstract: The invention relates to piperidinyl phosphates which have been found to be effective ultraviolet stabilizers. The invention also relates to piperidinyl phosphate salts which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the piperidinyl phosphates or salts thereof to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, or coated on the exterior of the molded article, film or extruded fiber.
    Type: Grant
    Filed: May 16, 1978
    Date of Patent: August 14, 1979
    Assignee: Eastman Kodak Company
    Inventors: Gether Irick, Jr., Richard H. S. Wang
  • Patent number: 4146540
    Abstract: The present invention concerns certain novel compounds falling under the general formula: ##STR1## WHEREIN R.sub.1, R.sub.2 and R.sub.3 are substituents, e.g. alkyl and Me is hydrogen or a metal cation.The compounds are useful stabilizers of organic material against the degradative effect of heat, oxidation and U.V. light.
    Type: Grant
    Filed: October 21, 1977
    Date of Patent: March 27, 1979
    Assignee: Sandoz Ltd.
    Inventors: Lajos Avar, Kurt Hofer, Martin Preiswerk
  • Patent number: 4136083
    Abstract: The invention relates to piperidinyl hydrogen alkylene or arylene phosphates which have been found to be effective ultraviolet stabilizers. The invention also relates to piperidinyl hydrogen alkylene or arylene phosphate salts which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable or organic compositions containing a stabilizing amount of the piperidinyl hydrogen alkylene or arylene phosphates or salts thereof to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, or coated on the exterior of the molded article, film or extruded fiber.
    Type: Grant
    Filed: May 16, 1978
    Date of Patent: January 23, 1979
    Assignee: Eastman Kodak Company
    Inventors: Gether Irick, Jr., Richard H. S. Wang
  • Patent number: 4132708
    Abstract: Metal complexes of azomethines of the formula ##STR1## are useful for coloring plastics and lacquers in yellow to red shades of excellent fastness properties.
    Type: Grant
    Filed: March 3, 1977
    Date of Patent: January 2, 1979
    Assignee: Ciba-Geigy Corporation
    Inventors: Francois L'Eplattenier, Andre Pugin, Jost VON DER Crone
  • Patent number: 4128429
    Abstract: Disclosed are the usage, preparation, and evaluation of marine antifouling quaternary halide salts containing a cation portion which includes a trialkyltin ether moiety linked to a carbon atom at least two carbon atoms removed from the quaternized nitrogen atom. Taught as providing exceptional marine fouling inhibition are the quaternary salts of benzyl bromide and tertiary amines containing a tributylstannyl ether moiety at least two carbon atoms removed from the amino nitrogen atom with illustrated specific examples including the quaternary salts of benzyl bromide and 2-dimethylamino-2-methyl-1-propyl tributylstannyl ether, benzyl bromide and 1-dimethylamino-2-propyl tributylstannyl ether, benzyl bromide and 2-[N-pyrrolidinyl]ethyl tributylstannyl ether, and benzyl bromide and 2-diisopropylaminoethyl tributylstannyl ether.
    Type: Grant
    Filed: January 6, 1977
    Date of Patent: December 5, 1978
    Assignee: Sankyo Organic Chemicals Company Limited
    Inventors: Robert E. Wyant, Henry M. Grotta