Patents Represented by Attorney Luther A. R. Hall
  • Patent number: 5371263
    Abstract: The invention relates to a process for stabilizing a crystalline organic phosphite or phosphonite against hydrolysis, which comprises introducing a mixture comprising phosphite or phosphonite, a solvent or solvent mixture, and 0.1 to 100% by weight (relative to phosphite or phosphonite) of an amine and having a temperature of 50.degree.-100.degree. C. as a homogeneous melt into a liquid crystallization medium whose temperature during the addition is maintained 10.degree.-70.degree. C. below the temperature of the melt.The phosphites or phosphonites stabilized according to the invention are distinguished by their excellent resistance to hydrolysis and have a long shelf life even at high atmospheric humidity. They can be advantageously used as stabilizers for organic material against the damaging effect of heat, oxygen, and/or light.
    Type: Grant
    Filed: September 30, 1993
    Date of Patent: December 6, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Udo Quotschalla, Helmut Linhart
  • Patent number: 5371125
    Abstract: Substituted 1-hydroxy-2,6-diaryl-4-acyloxypiperidines or 1-hydroxy-2,6-diaryl-4-acylaminopiperidines of formula I ##STR1## wherein n is 1-4, Ar.sub.1 and Ar.sub.2 are independently aryl or substituted aryl, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen, alkyl, substituted alkyl, alkenyl, aryl or substituted aryl, X is --O-- or --NE--, E is hydrogen, alkyl or cycloalkyl and T is an n-valent aliphatic or aromatic hydrocarbon radical, are effective in stabilizing organic materials against the deleterious effects of oxygen, heat and actinic radiation.
    Type: Grant
    Filed: September 8, 1993
    Date of Patent: December 6, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Glen T. Cunkle, Ramanathan Ravichandran, Donald J. Sabrsula
  • Patent number: 5371115
    Abstract: A hardenable composition containing:a) a material polymerizable by free radical or cationic polymerization,b) at least one iron compound of the formula I ##EQU1## wherein a is 1 or 2 and q is 1, 2 or 3,L is a divalent to heptavalent metal or non-metal,Q is a halogen atom,m is an integer corresponding to the sum of the values of L and q,R.sup.1 is an unsubstituted or substituted .eta..sup.6 -benzene andR.sup.2 is an unsubstituted or substituted cyclopentadienyl anion, andc) at least one sensitizer for the compound of the formula I,and, in the case of materials polymerizable by free radical polymerization, also d) an electron acceptor as an oxidizing agent, which is also advantageously used concomitantly for the material polymerizable by cationic polymerization. The composition is suitable for the production of protective layers and photographic images.
    Type: Grant
    Filed: April 15, 1992
    Date of Patent: December 6, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Kurt Meier, Hans Zweifel
  • Patent number: 5369159
    Abstract: Compounds of the formula (1) ##STR1## in which R.sub.2, R.sub.3, R.sub.4 and R.sub.5, independently of one another, are hydrogen, C.sub.1 -C.sub.25 alkyl, C.sub.7 -C.sub.9 phenylalkyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted phenyl, unsubstituted or C.sub.1 -C.sub.4 -alkly-substituted C.sub.5 -C.sub.8 cycloalkyl; C.sub.1 -C.sub.18 alkoxy, hydroxyl, C.sub.1 -C.sub.25 alkanoyloxy, C.sub.3 -C.sub.25 alkenoyloxy, C.sub.3 -C.sub.25 alkanoyloxy which is interrupted by oxygen, sulfur or >N--R.sub.16 ; C.sub.6 -C.sub.9 cycloalkylcarbonyloxy, benzoyloxy or C.sub.1 -C.sub.12 alkyl-substituted benzoyloxy, where R.sub.16 is hydrogen or C.sub.1 -C.sub.8 alkyl, or, furthermore, the radicals R.sub.2 and R.sub.3 or the radicals R.sub.4 and R.sub.5 together with the carbon atoms to which they are bound form a phenyl ring, R.sub.4 is additionally --(CH.sub.2).sub.n --COR.sub.11, in which n is 0, 1 or 2, R.sub.11 is hydroxyl, ##EQU1## C.sub.1 -C.sub.18 alkoxy or ##STR2## R.sub.14 and R.sub.
    Type: Grant
    Filed: May 17, 1993
    Date of Patent: November 29, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Nesvadba
  • Patent number: 5368985
    Abstract: Bisacylphosphine sulfides of formula I ##STR1## wherein R.sub.1 is unsubstituted C.sub.1 -C.sub.18 or C.sub.1 -C.sub.8 alkyl which is substituted by phenyl, --CN, C.sub.1 -C.sub.12 alkoxy or halogen, C.sub.2 -C.sub.18 alkenyl, unsubstituted C.sub.5 -C.sub.8 cycloalkyl or C.sub.5 -C.sub.8 cycloalkyl which is substituted by C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.12 alkoxy or halogen, unsubstituted C.sub.6 -C.sub.12 aryl or C.sub.6 -C.sub.12 aryl which is substituted by halogen, C.sub.1 -C.sub.12 alkyl or C.sub.1 -C.sub.12 alkoxy, or a 5- or 6-membered aromatic heterocyclic radical which contains oxygen, sulfur and/or nitrogen and is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, andR.sub.2 and R.sub.3 are each independently of the other unsubstituted C.sub.1 -C.sub.18 alkyl or C.sub.1 -C.sub.8 alkyl which is substituted by phenyl, halogen or C.sub.1 -C.sub.12 alkoxy, C.sub.2 -C.sub.6 alkenyl, unsubstituted C.sub.5 -C.sub.8 cycloalkyl or C.sub.5 -C.sub.
    Type: Grant
    Filed: February 28, 1994
    Date of Patent: November 29, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Rutsch, Gebhard Hug, Manfred Kohler
  • Patent number: 5369140
    Abstract: A radiation curable composition contains as light stabiliser a UV absorber of formula I ##STR1## wherein R is hydrogen or C.sub.1 -C.sub.18 alkyl, R.sub.1 and R.sub.2 are each independently of the other H, OH, C.sub.1 -C.sub.12 alkyl, halogen or halomethyl,R.sub.3 and R.sub.4 are each independently of the other H, OH, C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.18 alkoxy or halogen, andR.sub.5 and R.sub.6 are each independently of the other H, C.sub.1 -C.sub.12 alkyl or halogen. These UV absorbers are substantially non-yellowing.
    Type: Grant
    Filed: May 3, 1991
    Date of Patent: November 29, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Andreas Valet, Manfred Kohler
  • Patent number: 5367008
    Abstract: Compounds of the formula (1), ##STR1## in which R.sub.1 is C.sub.1 -C.sub.25 alkyl, C.sub.7 -C.sub.9 phenylalkyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted phenyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted C.sub.5 -C.sub.8 cycloalkyl; C.sub.3 -C.sub.25 alkenyl, C.sub.3 -C.sub.25 alkynyl or C.sub.3 -C.sub.25 alkyl which is interrupted by oxygen, sulfur or >N--R.sub.16, and R.sub.16 is hydrogen or C.sub.1 -C.sub.8 alkyl, R.sub.2, R.sub.3, R.sub.4 and R.sub.5, independently of one another are hydrogen, C.sub.1 -C.sub.25 alkyl, C.sub.7 -C.sub.9 phenylalkyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted phenyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted C.sub.5 -C.sub.8 cycloalkyl; C.sub.1 -C.sub.18 alkoxy, hydroxyl, C.sub.1 -C.sub.25 alkanoyloxy, C.sub.3 -C.sub.25 alkenoyloxy, C.sub.3 -C.sub.25 alkanoyloxy which is interrupted by oxygen, sulfur or >N--R.sub.16 ; C.sub.6 -C.sub.9 cycloalkylcarbonyloxy, benzoyloxy or benzoyloxy which is substituted by C.sub.1 -C.sub.
    Type: Grant
    Filed: May 17, 1993
    Date of Patent: November 22, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Nesvadba
  • Patent number: 5364749
    Abstract: A photographic material is described which comprises, on a base, blue-sensitive, green-sensitive and/or red-sensitive silver-halide emulsion layers and if desired a protection layer, a layer containing a UV absorber being arranged between the uppermost silver-halide emulsion layer and the protection layer or on top of the uppermost silver-halide emulsion layer, wherein the UV absorber conforms to the formula ##STR1## in which the radical R.sub.1 is alkyl, substituted alkyl, alkenyl, glycidyl, cycloalkyl or phenylalkyl, and R.sub.12 is alkyl, benzyl, cyclohexyl, phenyl, substituted phenyl or alkoxy.
    Type: Grant
    Filed: June 1, 1992
    Date of Patent: November 15, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: David G. Leppard, Kurt Burdeska, Mario Slongo
  • Patent number: 5364954
    Abstract: The invention relates to a process for the preparation of a pulverulent diorganotin dicarboxylate, which comprises reacting a diorganotin oxide of the formula I, ##STR1## in which R.sup.1 and R.sup.2, independently of one another, are C.sub.1 -C.sub.8 alkyl, at a temperature in the range from 45.degree. C. to 70.degree. C. in the absence of solvents and adsorbents with a dicarboxylic acid of the formula II ##STR2## in which R.sup.3 is C.sub.1 -C.sub.18 alkylene, cycloalkylene having 5 to 7 carbon atoms, phenylene, C.sub.1 -C.sub.18 alkenylene or C.sub.1 -C.sub.8 alkylene substituted by 1 or 2 hydroxyl groups, or its anhydride, and subjecting the reaction mixture and the product during the reaction and the subsequent cooling phase to constant thorough mixing. The diorganotin dicarboxylates thus obtained are suitable for the stabilization of chlorine-containing polymers against the damaging effect of light, oxygen and/or heat.
    Type: Grant
    Filed: June 24, 1993
    Date of Patent: November 15, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Reiner Fuchs, Johannes Kaufhold, Kornelia Malzacher
  • Patent number: 5362419
    Abstract: There are disclosed compounds of formula I ##STR1## R.sub.1 and R.sub.2 are each independently of the other C.sub.3 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl, C.sub.5 -C.sub.6 cycloalkylmethyl, C.sub.9 -C.sub.10 bicycloalkylmethyl, C.sub.9 -C.sub.10 tricycloalkylmethyl, phenyl, C.sub.7 -C.sub.6 alkylphenyl or, taken together, are ##STR2## R.sub.3 is hydrogen or methyl, A is ##STR3## R.sub.4 is hydrogen or C.sub.1 -C.sub.6 alkyl, and R.sub.5 is a 5- or 6-membered saturated heterocyclic ring,R.sub.6 is hydrogen or methyl,n is an integer from 1 to 11 and m is an integer from 0 to 4.These compounds are particularly suitable for use as additives for lubricant compositions, hydraulic fluids and machining fluids.
    Type: Grant
    Filed: May 27, 1993
    Date of Patent: November 8, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Horst Zinke, Rolf Schumacher
  • Patent number: 5360563
    Abstract: There are disclosed compounds of formulae I and Ia ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other C.sub.1 -C.sub.13 alkyl which may be interrupted by oxygen, C.sub.5 -C.sub.6 cycloalkyl or, together with the linking N-atom, are a group of formula ##STR2## R is hydrogen or methyl, R.sub.3 is hydrogen or C.sub.1 -C.sub.13 alkyl, andR.sub.4 and R.sub.5 are each independently of the other hydrogen, C.sub.1 -C.sub.18 alkyl which may be interrupted by oxygen, C.sub.5 -C.sub.6 cycloalkyl or, together with the linking N-atom, are a group of formula ##STR3## withe proviso that R.sub.3, R.sub.4 and R.sub.5 are not simultaneously hydrogen and HNR.sub.1 R.sub.2 are not identical with NR.sub.3 R.sub.4 R.sub.5.The compounds are suitable for use as lubricant additives.
    Type: Grant
    Filed: May 27, 1993
    Date of Patent: November 1, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Horst Zinke, Rolf Schumacher
  • Patent number: 5359069
    Abstract: 1-Hydrocarbyloxy substituted hindered amine compounds which also contain a reactive functional group such as hydroxy, amino, oxirane or carboxyl can be chemically attached to selected polymer substrates by condensation reactions to give polymers containing a chemically-bonded, non-migrating stabilizer having excellent stabilization efficacy for protecting said polymer substrate from the adverse effects of actinic light.
    Type: Grant
    Filed: January 7, 1994
    Date of Patent: October 25, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: James P. Galbo, Ramanathan Ravichandran, Peter J. Schirmann, Andrew Mar
  • Patent number: 5356962
    Abstract: Carbohydrate substituted dibenzo[d,g][1,3,2]dioxaphosphocin compounds of formula I ##STR1## where A is a carbohydrate residue are effective stabilizers for polymers processed at elevated temperatures and subject to thermal or oxidative degradation.
    Type: Grant
    Filed: February 17, 1994
    Date of Patent: October 18, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Stephen D. Pastor, Joseph E. Babiarz
  • Patent number: 5356966
    Abstract: Compounds of the formula (1), ##STR1## in which R.sub.2, R.sub.3, R.sub.4 and R.sub.5, independently of one another, are hydrogen, C.sub.1 -C.sub.25 alkyl, C.sub.7 -C.sub.9 phenylalkyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted phenyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted C.sub.5 -C.sub.8 cycloalkyl; C.sub.1 -C.sub.18 alkoxy, hydroxyl, C.sub.1 -C.sub.25 alkanoyloxy, C.sub.3 -C.sub.25 alkenoyloxy, C.sub.3 -C.sub.25 alkanoyloxy which is interrupted by oxygen, sulfur or >N--R.sub.13 ; C.sub.6 -C.sub.9 cycloalkylcarbonyloxy, benzoyloxy or C.sub.1 -C.sub.12 alkyl-substituted benzoyloxy, in which R.sub.13 is hydrogen or C.sub.1 -C.sub.18 alkyl, or furthermore the radicals R.sub.2 and R.sub.3 or the radicals R.sub.4 and R.sub.5 together with the carbon atoms to which they are bonded form a phenyl ring, R.sub.4 is additionally (CH.sub.2).sub.n --COR.sub.14, in which n is 0, 1 or 2, R.sub.14 is hydroxyl, ##EQU1## C.sub.1 -C.sub.18 alkoxy or ##STR2## R.sub.15 and R.sub.
    Type: Grant
    Filed: May 17, 1993
    Date of Patent: October 18, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Nesvadba
  • Patent number: 5356995
    Abstract: The stabilised binder is a mixture of two copolymers and at least one curing agent. The one copolymer contains fluorine or silicon and a UV absorber in copolymerised form. The other copolymer is an acrylic resin. Suitable curing agents are melamine resins or polyisocyanates.
    Type: Grant
    Filed: December 16, 1992
    Date of Patent: October 18, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Andreas Valet, Roger Meuwly, Mario Slongo
  • Patent number: 5356976
    Abstract: Compounds of formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.4 n-alkyl, isopropyl, s-butyl, cyclopentyl, cyclohexyl or .alpha.-methylbenzyl, R.sub.2 is C.sub.4 -C.sub.18 tert-alkyl or .alpha.,.alpha.-dimethylbenzyl, R.sub.3 is C.sub.1 -C.sub.28 alkyl, and R.sub.4 s methyl or ethyl, with the proviso that the --CHR.sub.3 R.sub.4 group contains at least 4 carbon atoms, are suitable for stabilizing organic material which is susceptible to degradation induced by heat, oxidation or actinic light.
    Type: Grant
    Filed: July 12, 1993
    Date of Patent: October 18, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul Dubs, Rita Pitteloud
  • Patent number: 5354486
    Abstract: Compositions containing a) an organic material subject to oxidative, thermal or actinic degradation and b) compounds of general formula I ##STR1## wherein, for example, R.sup.1 is alkyl having from 1 to 18 carbon atoms, cycloalkyl having from 5 to 12 carbon atoms, phenyl or aralkyl having from 7 to 9 carbon atoms, R.sup.2 is --H, alkyl having from 1 to 18 carbon atoms, cycloalkyl having from 5 to 12 carbon atoms, phenyl or aralkyl having from 7 to 9 carbon atoms, and R.sup.3 is --H or CH.sub.3, and n is a number from 1 to 4 or 6, when n is 1, A is ##STR2## and, for example, R.sup.4 is --H, alkyl having from 1 to 45 carbon atoms, cycloalkyl having from 5 to 12 carbon atoms or alkenyl having from 2 to 18 carbon atoms, and each of R.sup.5 and R.sup.
    Type: Grant
    Filed: August 30, 1993
    Date of Patent: October 11, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Samuel Evans
  • Patent number: 5354794
    Abstract: Tris-aryl-s-triazine UV absorbers typified by those of formula A or B ##STR1## provide excellent light stability protection to electro coat, base coat or clear coat finishes.
    Type: Grant
    Filed: February 1, 1994
    Date of Patent: October 11, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Tyler A. Stevenson, Mark S. Holt, Ramanathan Ravichandran
  • Patent number: 5352831
    Abstract: Oligomeric cyanoguanidines of formula I ##STR1## wherein, for example, R.sup.1 and R.sup.2 are each phenyl, R is 1,4-phenylene and n is an integer from 1 to 20, are suitable latent hardeners for epoxy resins. They are readily soluble in solvents suitable for the application of epoxy resins, and the cured products obtained therewith have a high glass transition temperature.
    Type: Grant
    Filed: July 14, 1992
    Date of Patent: October 4, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Flury, Martin Roth, Sameer H. Eldin
  • Patent number: 5350785
    Abstract: Stabilized chlorine-containing polymer compositions comprising a chlorine-containing polymer and a stabilizer mixture comprising:a) at least one cyclic or non-cyclic, sterically hindered amine,b) at least one organic zinc compound and/or inorganic zinc compound from the series consisting of carbonates, chlorides, sulfates, oxides, hydroxides, basic oxides and mixed oxides, andc) at least one compound from the series consisting of the crystalline alkali metal/alkaline earth metal aluminosilicates, and, if desired,d) at least one 1,3-diketone and/ore) at least one organic or inorganic calcium compound.Polymer compositions of this type are preferably employed for slush mould and crash pad applications.
    Type: Grant
    Filed: May 6, 1993
    Date of Patent: September 27, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans J. Sander, Olaf-Rene Hartmann, Hermann O. Wirth, Wolfgang Wehner