Patents Represented by Attorney Edward McC. Roberts
  • Patent number: 5200493
    Abstract: Heteroatom containing perfluoroalkyl terminated neopentyl mercapto-alcohols of the formulas I and IIHS--[CH.sub.2 C(CH.sub.2 X--E--R.sub.f).sub.2 CH.sub.2 ]--OH (I)HS--[CH.sub.2 C(CH.sub.2 X.sub.1 --R.sub.f).sub.2 CH.sub.2 ]--OH (II)are prepared from the corresponding perfluorinated neopentyl oxetanes where R.sub.f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms, E is a linking group, and X and X.sub.1 are heteroatom moieties.The reaction products of these fluorinated mercapto-alcohols with electrophiles are disclosed as are certain functional derivatives. Compositions containing such materials provide improved thermal stability and useful low surface energy oil and water repellent coatings for textiles, glass, paper, leather, and other materials.
    Type: Grant
    Filed: June 19, 1992
    Date of Patent: April 6, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Michael Jacobson, Kirtland P. Clark
  • Patent number: 5200113
    Abstract: The action of thermoplastic polymers to whose polymer backbone aliphatic or cycloaliphatic groups are bonded via a group --O--, --O--CO--, --CO--OR.sup.22 --OCO-- or --CO--O--, said aliphatic or cycloaliphatic groups being substituted by Cl, Br and/or iodine in the .alpha.-, .beta.-, .gamma.- or .omega.-position, on an unsubstituted or substituted tetrathio-, tetraseleno- or tetratelluronaphthalene or -tetracene contained in this polymer gives electrically conducting compositions by the formation of charge transfer complexes. These compositions are suitable for the production of antistatic or electrically conducting mouldings, sheets, filaments, fibres, coatings and composites.
    Type: Grant
    Filed: September 25, 1989
    Date of Patent: April 6, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Jurgen Finter, Bruno Hilti, Carl W. Mayer, Ernst Minder
  • Patent number: 5198119
    Abstract: Mixtures of salts of organic carboxylic acids and organic compounds of non-salt character, dissolved in a C.sub.1 -C.sub.4 alkanol, can be concentrated or separated with a semipermeable membrane made from a copolyamide or copolyimide-amide which contains(a) a first aromatic diamine radical and (b) a second aromatic diamine radical which carries--SO.sub.3 M groups, where M is H.sym., a monovalent to polyvalent metal cation or an ammonium cation. Provided the first diamine radical contains C.sub.1 -C.sub.4 alkyl groups in the o-positions to the amino groups, the copolymers are radiation-sensitive and can be used for producing protective layers or relief images, development being carried out in an aqueous alkaline medium.
    Type: Grant
    Filed: August 12, 1991
    Date of Patent: March 30, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Joseph Berger, Wernet Wolfgang
  • Patent number: 5197991
    Abstract: A process for the photochemical stabilization of wool is described, which comprises treating the wool with an aqueous solution comprising at least one UV absorber of the formula ##STR1## in which at least one of the substituents R.sub.1, R.sub.2 and R.sub.3 is a radical of the formula ##STR2## in which M is hydrogen; or an equivalent of a cation;m is 1 or 2, andthe remaining substituent(s), independently of one another, are C.sub.1 -C.sub.12 alkyl; C.sub.1 -C.sub.12 alkoxy; C.sub.1 -C.sub.12 -alkylthio; C.sub.1 -C.sub.12 alkylamino; di-C.sub.1 -C.sub.12 -alkylamino; phenyl; phenoxy; phenylthio, anilino; or N-phenyl-N-C.sub.1 -C.sub.4 alkylamino;The UV absorbers can be used in a wide pH range and effectively reduce yellowing of the wool.
    Type: Grant
    Filed: September 6, 1991
    Date of Patent: March 30, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Manfred Rembold
  • Patent number: 5198569
    Abstract: The asymmetric hydrogenation of aliphatic .alpha.-keto esters in the presence of rhodium catalysts which contain as chiral ligand a diphosphine of formula IV(R.sub.3).sub.2 P--Q--P(R.sub.3)hd 2 (IV)wherein R.sub.3 is phenyl, C.sub.1 -C.sub.6 alkylphenyl or C.sub.1 -C.sub.6 alkoxyphenyl, and Q is [2,2,1]-bicyloheptan-1,2-ylene or [2,2,1]-bicyclohept-4,5-en-1,2-ylene, gives the corresponding (R)- or(S)-.alpha.-hydroxycarboxylic acid esters in high rates of chemical conversion and in high enantiomer excesses.
    Type: Grant
    Filed: September 11, 1991
    Date of Patent: March 30, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Ulrich Blaser, Ulrich Pittelkow, Felix Spindler
  • Patent number: 5198316
    Abstract: Mixtures of salts of organic dicarboxylic acids and organic compounds of non-salt character, dissolved in a C.sub.1 -C.sub.4 alkanol, can be concentrated or separated with a semipermeable membrane made from a copolyimide which contains a first aromatic diamine radical (1) and a second aromatic diamine radical (2) which carries --SO.sub.3 M groups, wherein M is H.sym., a mono-to trivalent metal cation or an ammonium cation. The first amine radical (1) and/or the second diamine radical (2) contains C.sub.1 -C.sub.4 alkyl groups in both o-positions to at least one amino group. These copolyamides are also radiation-sensitive (self-crosslinking) and can be used for the production of protective layers or relief images, development being carried out in an aqueous alkaline medium.
    Type: Grant
    Filed: June 17, 1992
    Date of Patent: March 30, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Wolfgang Wernet, Joseph Berger
  • Patent number: 5198477
    Abstract: The invention relates to contact lenses made from a polymer comprising macrocycles that are made up of units of formula I--(--CR.sup.1 .dbd.CR.sup.2 --A--)-- (I)wherein A is alkylene or alkenylene each having from 3 to 10 carbon atoms and each of which may be substituted by one or more R.sup.3 radicals, each of R.sup.1 and R.sup.2, independently of the other, is hydrogen or lower alkyl, and R.sup.3 is lower alkyl, fluorinated lower alkyl or a siloxane radical.They exhibit a combination of a high degree of hardness and oxygen permeability. They can be produced in an especially advantageous manner, that is to say by hot compression moulding.
    Type: Grant
    Filed: February 25, 1992
    Date of Patent: March 30, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Harro M. von der Haegen, Bernhard Seiferling
  • Patent number: 5196260
    Abstract: The present invention relates to a process for the treatment of fibrous materials with modified organopolysiloxanes, wherein, in an aqueous medium, an organopolysiloxane copolymer prepared in a first stage from customary cyclic siloxanes (A) and unsaturated silanes (B) in the presence of a crosslinking agent and emulsifier (1) is copolymerized in a second stage with at least one vinyl monomer in the presence of emulsifiers (2), and the resulting dispersion of the modified organopolysiloxane copolymer is applied to the material in the customary manner and the material is dried and subjected to condensation.The process has the advantage that the materials, in particular textiles, treated by the process, above all coated by the process, have very good waterproof properties and at the same time good to very good water repellency. However, the materials are simultaneously distinguished by a pleasant soft handle, without the degree of whiteness thereof being noticeably impaired.
    Type: Grant
    Filed: May 27, 1992
    Date of Patent: March 23, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Franz Dirschl, Jurgen Uhl, Michael Bernheim
  • Patent number: 5196520
    Abstract: The invention relates to azo dyes of formula ##STR1## wherein R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.2 is C.sub.2 -C.sub.4 alkyl, R.sub.3 is hydrogen, C.sub.1 -C.sub.4 alkyl or unsubstituted or substituted C.sub.5 -C.sub.7 cycloalkyl or phenyl, and the benzene rings I and II are unsubstituted or substituted.The azo dyes are suitable for dyeing or printing synthetic polyamide materials, especially in conjunction with other dyes and, preferably, from short liquors. The azo dyes have good allround properties, in particular good affinity.
    Type: Grant
    Filed: January 18, 1991
    Date of Patent: March 23, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Jurgen Schaetzer, Jean-Marie Adam
  • Patent number: 5196521
    Abstract: The dyes of the formula ##STR1## in which R.sub.1 is hydrogen, halogen or CF.sub.3 and R.sub.2 is substituted or unsubstituted alkyl, where R.sub.2 must not be ethoxycarbonylethyl if R.sub.1 is hydrogen are suitable for the dyeing of polyester material in red hues having very good lightfastness.
    Type: Grant
    Filed: June 24, 1991
    Date of Patent: March 23, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Visvanathan Ramanathan, Angelo D. Casa
  • Patent number: 5196493
    Abstract: The present invention relates to novel polymers, to processes for the preparation thereof, to contact lenses consisting substantially of those polymers and to processes for the manufacture thereof and to the use of the novel polymers for the manufacture of contact lenses. The polymers according to the invention are especially the copolymerisation products of monomer mixtures comprising the following monomers:a) 20-60% siloxane monovinyl componentb) 1-25% siloxane oligovinyl componentc) 10-55% fluorine-containing vinyl componentd) 3-30% hydrophobic vinyl component having a bulky hydrocarbon radical,e) 0-10% hydrophilic vinyl componentf) 0-15% additional cross-linking vinyl component.The novel polymers and the contact lenses made therefrom are distinguished by a high degree of hardness while at the same time being highly permeable to oxygen.
    Type: Grant
    Filed: April 25, 1991
    Date of Patent: March 23, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Erich Gruber, Horst Schafer, Bernhard Seiferling, Harro M. von der Haegen
  • Patent number: 5196553
    Abstract: A process for the preparation of aminoanthraquinone derivatives comprises reacting (A) bromaminic acid or a metal salt thereof with (B) an amine or amide in an aqueous alkaline medium in the presence of a copper (I) salt formed by in situ reduction of a copper (II) salt.
    Type: Grant
    Filed: June 25, 1991
    Date of Patent: March 23, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: John H. Brady, Peter J. Brogden, Malcolm B. Nield
  • Patent number: 5196563
    Abstract: Novel N-phenyl-N-carboxythioureas of the formula I ##STR1## in which R.sub.1 and R.sub.2 each represents C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.7 cycloalkyl or C.sub.5 -C.sub.6 cycloalkenyl,R.sub.3 represents hydrogen, halogen, C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.10 alkoxy or C.sub.1 -C.sub.10 alkylthio,R.sub.4 represents C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl or phenyl-C.sub.1-C.sub.7 alkyl; C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl or phenyl-C.sub.1 -C.sub.7 alkyl each mono- or poly-substituted by halogen or interrupted one or several times by oxygen and/or sulphur; C.sub.3 -C.sub.8 cycloalkyl; or C.sub.3 -C.sub.8 cycloalkyl mono- or poly-substituted by halogen or by C.sub.1 -C.sub.5 alkyl, andR.sub.5 represents C.sub.1 -C.sub.10 alkyl; phenyl-C.sub.1 -C.sub.7 alkyl; C.sub.1 -C.sub.10 alkyl or phenyl-C.sub.1 -C.sub.7 alkyl each mono- or poly-substituted by halogen or interrupted one or several times by oxygen and/or sulphur; C.
    Type: Grant
    Filed: November 14, 1989
    Date of Patent: March 23, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Jozef Drabek, Josef Ehrenfreund
  • Patent number: 5196518
    Abstract: A process for the preparation of azo dyes of formula ##STR1## wherein K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series, and the hydroxy group is attached to K adjacent to the azo group, X is hydrogen or nitro and M is an alkali metal ion, which process comprises coupling a diazo component of formula ##STR2## in the presence of one or more buffer mixtures and in the absence or presence of an alkali metal chloride, to a coupling component of formula ##STR3## in which formulae (2) and (3) K and X are as defined for formula (1). The present invention makes it possible to prepare the azo dyes in high yields.
    Type: Grant
    Filed: August 28, 1991
    Date of Patent: March 23, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Horst Langfeld, Claudio Puebla, Gunter Sereinig
  • Patent number: 5194628
    Abstract: The reaction of 2,2-difluorobenzo-1,3-dioxole with (a) an alkali metal or an alkali metal compound and then (b) a compound R.sup.1 -Z.sup.1 l in which Z.sup.1 is a leaving group, or with an aldehyde produces compounds of formula I ##STR1## wherein R.sup.1 l is --OH, --SH, --CHO, --CN, --COOH, --B(OH).sub.2, --COX, with X being Cl or Br, or is --COOR.sup.2, --SiR.sub.3.sup.2 or --B(OR.sup.2).sub.2, with R.sup.2 being a C.sub.1 -C.sub.12 alcohol moiety without the hydroxy group, wherein R.sup.1 is further --C.sub.n H.sub.2n COOR.sup.2, with n being an integer from 1 to 4, or linear or branched C.sub.1 -C.sub.12 hydroxyalkyl which is unsubstituted or is substituted by --F, --CN, C.sub.1 -C.sub.6 alkoxy, phenyl, fluorophenyl, C.sub.1 -C.sub.4 alkoxy-phenyl, C.sub.1 -C.sub.4 alkylthio-phenyl, C.sub.1 -C.sub.4 alkyl-phenyl, C.sub.1 -C.sub.4 fluoroalkyl-phenyl, nitrophenyl or by cyanophenyl, or wherein R.sup.1 is a benzyl alcohol which is unsubstituted or is substituted by F, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.
    Type: Grant
    Filed: September 14, 1990
    Date of Patent: March 16, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Ackermann, Hans-Ruedi Kanel, Bruno Schaub
  • Patent number: 5192803
    Abstract: Novel substituted 2-phenoxyphenoxyethylcarbamic esters of the formula I ##STR1## where R.sub.1 is C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.4 alkenyl, R.sub.2 is C.sub.1 -C.sub.4 alkyl or a radical of the formula ##STR2## --C(CH.sub.3).sub.2 --CN or --N(R.sub.9)--COO--C.sub.1 -C.sub.4 alkyl, R.sub.3 and R.sub.4 independently of one another are hydrogen or methyl, R.sub.5 is fluorine or chlorine, R.sub.6 is either identical to the substituents given in the case of R.sub.5 or is hydrogen, R.sub.7 and R.sub.8 independently of one another are hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or nitro, R.sub.9 is C.sub.1 -C.sub.4 alkyl and n is zero, one or two, their preparation, their use in pest control, and pesticides containing these carbamic esters as active substance, are described. The preferred field of application is the control of pests on animals and plants, in partcular of eggs and larvae of phytophagous harmful insects and harmful mites.
    Type: Grant
    Filed: June 24, 1991
    Date of Patent: March 9, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Friedrich Karrer
  • Patent number: 5190928
    Abstract: A method and composition for the immunization of healthy useful plants against plant diseases containing as active ingredients compounds of formula ##STR1## in which: X is hydrogen, halogen, hydroxy, methyl, methoxy, HOOC or MOOC;Y is hydrogen, halogen, SO.sub.3 H, SO.sub.3 M, nitro, hydroxy or amino, M being the molar equivalent of an alkali metal or alkaline earth metal ion that is formed from a corresponding base or basic compound; andZ is cyano or --CO--A;A represents either --OH or --SH, the hydrogen atom of which may also be replaced by the molar equivalent of an inorganic or organic cationic residue,or wherein A represents any other organic residue which has a molecular weight of less than 900 and which may also contain one, or more than one, hetero atom, including the salts of the phytophysiologically tolerable 7-carboxylic acid or 7-thiocarboxylic acid with primary, secondary or tertiary amines or with inorganic bases.
    Type: Grant
    Filed: April 10, 1991
    Date of Patent: March 2, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Schurter, Walter Kunz, Robert Nyfeler
  • Patent number: 5190945
    Abstract: 2-(Pyrimidyl or pyrazinyl)-imino-1,3-dithietanes ##STR1## wherein Ar is one of the radicals ##STR2## R is unsubstituted C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkyl which is substituted by halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio or cyano, independently of one another, or is unsubstituted or halo-substituted C.sub.3 -C.sub.7 alkenyl, unsubstituted or halo-substituted C.sub.3 -C.sub.7 alkynyl, or C.sub.3 -C.sub.5 cycloalkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylamino, nitro or halogen,n is a number from 0 to 3,X.sub.1 and X.sub.2 independently of each other are hydrogen or halogen, including the addition salts formed with acids of the formula H.sup..sym. X.sup..crclbar. in which the anion X.sup..crclbar. is Cl.sup..crclbar., Br.sup..crclbar., I.sup..crclbar., HSO.sub.4 -, H.sub.2 PO.sub.4 -, H.sub.2 PO.sub.3 -, NO.sub.3 -, CH.sub.3 COO.sup..crclbar., CH.sub.2 ClCOO-, CF.sub.3 COO-, HOCH.sub.2 COO-, CH.sub.3 CH(OH)COO.sup..crclbar., HOOCCOO.sup..crclbar.
    Type: Grant
    Filed: November 19, 1991
    Date of Patent: March 2, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Wolfgang Eckhardt, Urs Muller
  • Patent number: 5189030
    Abstract: Compounds of formula I ##STR1## wherein R and R.sub.1 are each independently C.sub.1 -C.sub.4 alkoxy or hydroxy and X and Y are as defined herein, as well as the metal, ammonium or substituted ammonium salts thereof, are useful insecticides, acaricides and, in particular, fungicides. They can be applied to plants or to the locus thereof in the form of compositions or used as seed dressings.
    Type: Grant
    Filed: January 29, 1992
    Date of Patent: February 23, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Ludwig Maier
  • Patent number: 5189227
    Abstract: 1,2,4-Trihalobutyl ethers of the formula ##STR1## in which X is halogen and R.sub.2 is unsubstituted or halo-substituted C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.6 -cycloalkyl that is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkyl or by C.sub.1 -C.sub.4 alkoxy, or phenyl or benzyl each of which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, nitro or cyano, which are useful as intermediates for the preparation of cyclopropanecarbaldehydes.
    Type: Grant
    Filed: August 30, 1990
    Date of Patent: February 23, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Ruedi Kanel, John G. Dingwall