Patents by Inventor Hermann O. Wirth

Hermann O. Wirth 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: 4889938
    Abstract: The compounds of the formula ##STR1## in which R is C.sub.1 -C.sub.24 alkyl, C.sub.3 -C.sub.20 alkenyl, C.sub.5 -C.sub.6 cycloalkyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted phenyl or phenyl-C.sub.1 -C.sub.4 alkyl, n is 1 or 2, and X is S or O, are highly suitable as additives, in particular as antiwear and high-pressure additives, and as corrosion inhibitors in functional fluids, for example in lubricants, fuels, hydraulic fluids, metal-working fluids and drilling fluids.
    Type: Grant
    Filed: August 8, 1988
    Date of Patent: December 26, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Ulrich Kristen, Hermann O. Wirth
  • Patent number: 4886610
    Abstract: The invention relates to compositions comprising a lubricant or a hydraulic fluid and at least one compound of the general formula ##STR1## wherein n is 2, 3 or 4, X is --S--, --O--, --O--CO--or --CH.sub.2 --, R.sup.1 is C.sub.1 -C.sub.22 alkyl, C.sub.5 -C.sub.6 cycloalkyl or phenyl, and R.sup.2 is hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.2 -C.sub.4 alkyl which is substituted by an --OH group, or a group of the formula --CH.sub.2 --CH(OH)--CH.sub.2 --X--R.sup.1, wherein X and R.sup.1 have the given meanings, and to novel compounds of the formula indicated above. The glucamine derivatives of formula I are especially suitable for use as antiwear agents and as extreme pressure additives for mineral and synthetic lubricant oils and hydraulic fluids, and also as amphipolar ligands for imparting lipophilic properties to intrinsically hydrophilic metal salts, metal oxides, metal hydroxides and to protic acids. The complex compounds so obtained of the formulaM.sub.n.sup.m .multidot.X.sub.m.sup.n .multidot.pY.
    Type: Grant
    Filed: December 15, 1988
    Date of Patent: December 12, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Hans-Helmut Friedrich
  • Patent number: 4876029
    Abstract: The present invention relates to laser dyes having improved characteristics comprising substituted and unsubstituted ring-bridged p-oligophenylenes having at least four and no more than 8 phenyl groups. These improved laser dyes can be excited by pump lasers and are capable of producing stimulated coherent emission in the near ultraviolet range, particularly in the range below 400 nm, and have improved photostability. The p-oligophenylenes used according to the invention have the following characteristics:(a) the number of bridges is a number from 1 to 7 but only one bridge exists between two adjacent phenylene groups;(b) each bridge in the O,O'-cis position engages two adjacent phenylene groups;(c) the bridges represent the same and/or different species from a defined group; and(d) the phenylene rings may either be unsubstituted, except for the bridges, or one or several phenylene rings in the molecule, independent of whether they are bridged or not, may have one or two radicals R.sub.
    Type: Grant
    Filed: November 23, 1984
    Date of Patent: October 24, 1989
    Assignee: Kernforschungszentrum Karlsruhe Gesellschaft mit Beschrankter Haftung
    Inventors: Hans Gusten, Hans-Joachim Ache, Monika Rinke, Hermann O. Wirth
  • Patent number: 4863621
    Abstract: Compositions containing a lubricant, a hydraulic fluid or a metal-working fluid and at least one compound of the formula I ##STR1## in which R, R.sup.4, R.sup.5 and n are as defined in claim 1, are described. The compounds of the formula I are suitable for use as anti-wear agents and as extreme-pressure additives for lubricants, hydraulic fluids and metal-working fluids. Novel compounds of the formula I are also described.
    Type: Grant
    Filed: January 9, 1987
    Date of Patent: September 5, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Hans-Helmut Friedrich
  • Patent number: 4859354
    Abstract: The invention relates to non-aqueous functional fluids which contain at least one compound of formula I ##STR1## wherein X is --O--, --S--, --SO--,--SO.sub.2 --, --C(O)--O-- or --N(R.sup.3)--, in which R.sup.3 is hydrogen or C.sub.1 -C.sub.12 alkyl, R.sup.1 is unsubstituted C.sub.1 -C.sub.4 alkyl or C.sub.2 -C.sub.5 alkyl substituted by one to three hydroxyl groups, R.sup.2 is hydrogen, unsubstituted C.sub.1 -C.sub.4 alkyl or C.sub.2 -C.sub.5 alkyl substituted by one to three hydroxyl groups, with the proviso that at least one of the residues R.sup.1 or R.sup.2 is hydroxy-substituted, and wherein R is C.sub.2 -C.sub.20 -alkyl, a residue --CH.sub.2 --CH(OH)--CH.sub.2 --NR.sup.1 R.sup.2, in which R.sup.1 and R.sup.2 have their previous significance, or R is C.sub.2 -C.sub.18 alkenyl, C.sub.2 -C.sub.3 alkynyl or C.sub.5 -C.sub.12 cycloalkyl, with the proviso that, when X is --O-- or --C(O)--O--, R is branched C.sub.4 -C.sub.20 alkyl, especially a tertiary alkyl group.
    Type: Grant
    Filed: May 18, 1988
    Date of Patent: August 22, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Emyr Phillips, Robert M. O'Neil, Hermann O. Wirth
  • Patent number: 4847457
    Abstract: Novel salts of methylphosphonic acid with primary amines are described. These compounds are preferably used as extreme pressure additives in lubricant compositions.
    Type: Grant
    Filed: February 22, 1988
    Date of Patent: July 11, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Klaus Muller
  • Patent number: 4835310
    Abstract: 1. Compounds of the formula I ##STR1## in which n is a number from 1 to 100, Y is --N(R.sup.3)--, --S-- or --S--R.sup.4 --S--, R.sup.1 is C.sub.2 -C.sub.8 -alkylene, which can be interrupted by 1 to 3 ether oxygen atoms, R.sup.2 is hydrogen, unsubstituted or hydroxyl-monosubstituted to -pentasubstituted C.sub.1 -C.sub.8 -alkyl, which can be interrupted one or more times by --O--, --S-- or --N(R.sup.5)-- as long as R.sup.2 is not unsubstituted C.sub.1 -C.sub.8 -alkyl when Y is --S-- and n is 1, R.sup.3 is hydrogen unsubstituted or hydroxylmonosubstituted to -pentasubstituted C.sub.1 -C.sub.8 -alkyl, which can be interrupted one or more times by --O--, --N(R.sup.5)-- or --S--, R.sup.4 is unsubstituted or OH-monosubstituted or -polysubstituted C.sub.2 -C.sub.8 -alkylene, which can be interrupted one or more times by --O-- or --S--, are very highly suitable for use as high pressure and antiwear additives for polar functional fluids.
    Type: Grant
    Filed: March 12, 1987
    Date of Patent: May 30, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Rainer Schneider, Hans-Helmut Friedrich
  • Patent number: 4830770
    Abstract: The invention relates to compositions comprising a lubricant or a hydraulic fluid and at least one compound of the general formula ##STR1## wherein n is 2, 3 or 4, X is --S--, --O--, --O--CO-- or --CH.sub.2 --, R.sup.1 is C.sub.1 -C.sub.22 alkyl, C.sub.5 -C.sub.6 cycloalkyl or phenyl, and R.sup.2 is hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.4 alkyl which is substituted by an --OH group, or a group of the formula --CH.sub.2 --CH(OH)--CH.sub.2 --X--R.sup.1, wherein X and R.sup.1 have the given meanings, and to novel compounds of the formula indicated above. The glucamine derivatives of formula I are especially suitable for use as antiwear agents and as extreme pressure additives for mineral and synthetic lubricant oils and hydraulic fluids, and also as amphipolar ligands for imparting lipophilic properties to intrinsically hydrophilic metal salts, metal oxides, metal hydroxides and to protic acids. The complex compounds so obtained of the formulaM.sub.n.sup.m. X.sub.m.sup.n. pY.
    Type: Grant
    Filed: December 23, 1987
    Date of Patent: May 16, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Hans-Helmut Friedrich
  • Patent number: 4808755
    Abstract: The invention relates to compositions comprising a lubricant or a hydraulic fluid and at least one compound of the general formula ##STR1## wherein n is 2, 3 or 4, X is --S--, --O--, --O--CO-- or --CH.sub.2 --, R.sup.1 is C.sub.1 -C.sub.22 alkyl, C.sub.5 -C.sub.6 cycloalkyl or phenyl, and R.sup.2 is hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.4 alkyl which is substituted by an --OH group, or a group of the formula --CH.sub.2 --CH(OH)--CH.sub.2 --X--R.sup.1, wherein X and R.sup.1 have the given meanings, and to novel compounds of the formula indicated above. The glucamine derivatives of formula I are especially suitable for use as antiwear agents and as extreme pressure additives for mineral and synthetic lubricant oils and hydraulic fluids, and also as amphipolar ligands for imparting lipophilic properties to intrinsically hydrophilic metal salts, metal oxides, metal hydroxides and to protic acids. The complex compounds so obtained of the formulaM.sub.n.sup.m.X.sub.m.sup.n.pY.
    Type: Grant
    Filed: December 23, 1987
    Date of Patent: February 28, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Hans-Helmut Friedrich
  • Patent number: 4778612
    Abstract: Compounds of formula I ##STR1## wherein R and R.sup.1 are identical or different and are a radical of the formula ##STR2## where R.sup.2, R.sup.3 and R.sup.4 are each independently C.sub.1 -C.sub.18 alkyl and together contain not more than 22 carbon atoms, and R.sup.3 and R.sup.4 are also hydrogen, or wherein R and R.sup.1 are C.sub.5 -C.sub.6 cycloalkyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted phenyl, or naphthyl, C.sub.7 -C.sub.14 aralyl, furfuryl or thienyl, and wherein Y is --S--, --O--, --NH--, --N(C.sub.1 -C.sub.12 alkyl)--, --CH.sub.2 --, --CH(C.sub.1 -C.sub.12 alkyl)-- or --C(C.sub.1 -C.sub.12 alkyl).sub.2 -- and X.sup..sym. is 1 equivalent of a metallic cation selected from the group consisting of Li.sup..sym., Na.sup..sym., K.sup..sym., Mg.sup.2.sym., Ca.sup.2.sym., Ba.sup.2.sym., Zn.sup.2.sym., Mn.sup.2.sym., Ni.sup.2.sym., Fe.sup.3.sym., Fe.sup.2.sym., Co.sup.2.sym., Cu.sup.2.sym., Al.sup.3.sym., Cr.sup.3.sym., VO.sup. 3.sym., ZrO.sup.2.sym., MoO.sub.2.sup.2.sym. and TiO.sup.2.sym.
    Type: Grant
    Filed: October 22, 1986
    Date of Patent: October 18, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Rolf Schumacher, Klaus Muller
  • Patent number: 4772405
    Abstract: The invention relates to compositions comprising a lubricant or a hydraulic fluid and at least one compound of formula I ##STR1## wherein X is --S--, --O--, --CO--O--, --CH.sub.2 -- or --NR.sup.5 --, where R.sup.5 is hydrogen or C.sub.1 --C.sub.8 alkyl, n is 0, 1, 2 or 3, R.sup.1 and R.sup.2 are each independently of the other hydrogen or C.sub.1 -C.sub.12 alkyl, R.sup.3 is hydrogen or methyl, and R.sup.4 is C.sub.1 -C.sub.22 alkyl, C.sub.5 -C.sub.8 cycloalkyl, aryl or aryl which is substituted by one or two C.sub.1 -C.sub.8 alkyl radicals, or is C.sub.7 -C.sub.12 aralkyl or the group ##STR2## wherein R.sup.1, R.sup.2, R.sup.3 and n have the given meanings. The sulfur-containing phenol derivatives of formula I are particularly suitable antiwear, extreme pressure and antioxidant additives for mineral and synthetic lubricants and for hydraulic fluids.The invention further relates to novel phenol derivatives of formula I which are suitable additives for lubricants, hydraulics and elastomers.
    Type: Grant
    Filed: August 14, 1986
    Date of Patent: September 20, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Hermann O. Wirth
  • Patent number: 4762628
    Abstract: The invention relates to non-aqueous functional fluids which contain at least one compound of formula I ##STR1## wherein X is --O--, --S--, --SO--, --SO.sub.2 --, --C(O)--O-- or --N(R.sup.3)--, in which R.sup.3 is hydrogen or C.sub.1 -C.sub.12 alkyl, R.sup.1 unsubstituted C.sub.1 -C.sub.4 alkyl or C.sub.2 -C.sub.5 alkyl substituted by one to three hydroxyl groups, R.sup.2 is hydrogen, unsubstituted C.sub.1 -C.sub.4 alkyl or C.sub.2 -C.sub.5 alkyl substituted by one to three hydroxyl groups, with the proviso that at least one of the residues R.sup.1 or R.sup.2 is hydroxy-substituted, and wherein R is C.sub.2 -C.sub.20 -alkyl, a residue --CH.sub.2 --CH(OH)--CH.sub.2 --NR.sup.1 R.sup.2, in which R.sup.1 and R.sup.2 have their previous significance, or R is C.sub.2 -C.sub.18 alkenyl, C.sub.2 -C.sub.3 alkynyl or C.sub.5 -C.sub.12 cycloalkyl, with the proviso that, when X is --O-- or --C(O)--O--, R is branched C.sub.4 -C.sub.20 alkyl, especially a tertiary alkyl group.
    Type: Grant
    Filed: March 12, 1986
    Date of Patent: August 9, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Emyr Phillips, Robert M. O'Neil, Hermann O. Wirth
  • Patent number: 4743640
    Abstract: Compounds of formulae Ia and Ib ##STR1## wherein R.sup.1 is C.sub.6 -C.sub.22 alkyl, phenyl or phenyl which is substituted by one or two C.sub.1 -C.sub.9 alkyl groups, or is C.sub.5 -C.sub.7 cycloalkyl or a group of formula IIa or IIb ##STR2## or R.sup.1 is a group of formula IIIa or IIIb ##STR3## R.sup.2 and R.sup.3 are each independently of the other C.sub.1 -C.sub.20 alkyl, phenyl or phenyl which is substituted by one or two C.sub.1 -C.sub.9 alkyl groups, or are C.sub.5 -C.sub.7 cycloalkyl, and R.sup.4 is C.sub.2 -C.sub.12 alkylene, are suitable for stabilizing chlorinated polymers against light- and/or heat-induced degradation.
    Type: Grant
    Filed: October 20, 1986
    Date of Patent: May 10, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Klaus-Peter Michaelis
  • Patent number: 4737300
    Abstract: The invention relates to material containing aldosemarcaptals of the formula I ##STR1## wherein n can be an integer from 2 to 6, and wherein R.sup.1 and R.sup.2 are identical or different, and in each case are C.sub.1 -C.sub.18 -alkyl, which is unsubstituted, substituted or interrupted by --O-- or --S--, or are --(CH.sub.2).sub.r --CO--N(C.sub.1 -C.sub.17 -alkyl).sub.2, r being 1 or 2, or are phenyl, benzyl or --(CH.sub.2).sub.r --CO--O--R.sup.3, in which r can be 1 or 2 and R.sup.3 is an alkali metal or C.sub.1 -C.sub.14 -alkyl; also wherein R.sup.1 and R.sup.2 are --CH.sub.2 --CH(OH)--R.sup.4, in which R.sup.4 is hydrogen, or C.sub.1 -C.sub.16 -alkyl, unsubstituted or substituted by --OH, or --CH.sub.2 --Y--(C.sub.1 -C.sub.15 -alkyl), in which Y is --O-- or --S--; or wherein R.sup.1 and R.sup.2 together form --(CH.sub.2).sub.
    Type: Grant
    Filed: May 10, 1985
    Date of Patent: April 12, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Hans-Helmut Friedrich
  • Patent number: 4732691
    Abstract: The invention relates to compositions comprising a lubricant or a hydraulic fluid and at least one compound of the general formula ##STR1## wherein n is 2, 3 or 4, X is --S--, --O--, --O--CO-- or --CH.sub.2 --, R.sup.1 is C.sub.1 -C.sub.22 alkyl, C.sub.5 -C.sub.6 cycloalkyl or phenyl, and R.sup.2 is hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.4 alkyl which is substituted by an --OH group, or a group of the formula --CH.sub.2 --CH(OH)--CH.sub.2 --X--R.sup.1, wherein X and R.sup.1 have the given meanings, and to novel compounds of the formula indicated above. The glucamine derivatives of formula I are especially suitable for use as antiwear agents and as extreme pressure additives for mineral and synthetic lubricant oils and hydraulic fluids, and also as amphipolar ligands for imparting lipophilic properties to intrinsically hydrophilic metal salts, metal oxides, metal hydroxides and to protic acids. The complex compounds so obtained of the formulaM.sub.n.sup.m.X.sub.m.sup.n.pY.
    Type: Grant
    Filed: June 20, 1986
    Date of Patent: March 22, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Hans-Helmut Friedrich
  • Patent number: 4689162
    Abstract: Compounds of the formula I ##STR1## wherein R and R.sup.1 are identical or different, and are cyclohexyl or a radical ##STR2## in which R.sup.2 is hydrogen or C.sub.1 -C.sub.12 -alkyl, and R.sup.3 and R.sup.4 independently of one another are each C.sub.1 -C.sub.12 -alkyl, and the radicals R.sup.2, R.sup.3 and R.sup.4 together contain 3-20 C atoms.These compounds are suitable as high-pressure and anti-wear additives for lubricants and hydraulic fluids.
    Type: Grant
    Filed: October 9, 1985
    Date of Patent: August 25, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Klaus Muller, Hans-Helmut Friedrich
  • Patent number: 4656209
    Abstract: The invention relates to thermoplastic molding compositions based on vinyl chloride polymers and containing, as stabilizer, 0.1 to 5% by weight of an aminouracil of the formula I ##STR1## wherein R.sup.1 is hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.5 -C.sub.8 cycloalkyl, phenyl, benzyl, C.sub.1 -C.sub.4 hydroxyalkyl, hydroxyphenyl, C.sub.2 -C.sub.8 alkoxyalkyl, C.sub.2 -C.sub.8 alkylthioalkyl, C.sub.6 -C.sub.10 cycloalkoxyalkyl, C.sub.6 -C.sub.10 cycloalkylthioalkyl, C.sub.8 -C.sub.14 aralkoxyalkyl, C.sub.8 -C.sub.14 aralkylthioalkyl, C.sub.7 -C.sub.14 aryloxyalkyl, C.sub.7 -C.sub.14 arylthioalkyl, --NHR.sup.4, in which R.sup.4 is hydrogen, phenyl or chlorine-substituted phenyl, and R.sup.2 and R.sup.3, each independently of the other, are C.sub.2 -C.sub.21 alkyl, C.sub.6 -C.sub.12 aryl or C.sub.7 -C.sub.19 aralkyl, while one of R.sup.2 and R.sup.3 may also be hydrogen.The addition of such aminouracils gives vinyl chloride polymers which are very well protected against heat-induced degradation.
    Type: Grant
    Filed: May 17, 1982
    Date of Patent: April 7, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Wolfgang Wehner, Hermann O. Wirth
  • Patent number: 4425278
    Abstract: A complex compound of a metal salt or metalloid salt and an ansolvo-acid or proton-acid, of the general formula IM.sub.n.sup.m.X.sub.m.sup.n.pY.qZ (I)in which M is a m-valent cation of a metal or metalloid, a metal-oxy or metal-dioxy cation or a hydrogen atom, X is a n-valent anion of a n-basic inorganic proton-acid or of a n-basic organic acid selected from the group of the aliphatic and cycloaliphatic carboxylic acids with up to 8 C atoms, which can be substituted by halogen and/or hydroxyl groups, the aromatic monocarboxylic, dicarboxylic and tricarboxylic acids, which may be substituted by hydroxyl, halogen and/or nitro groups, the organic oxyacids of phosphorus and sulphur, the organic thioacids of phosphorus, and the mercaptans, the inorganic or organic acid having a pK.sub.a value of at most 15.
    Type: Grant
    Filed: June 29, 1981
    Date of Patent: January 10, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Hans-Helmut Friedrich
  • Patent number: 4404408
    Abstract: Metal or metalloid salts, ansolvo-acids and proton-acids can be so complexed with 1,2,3-triols, glycerol ethers or glycerol thioethers containing at least 6 C atoms in the molecule that they are in the form of compositions which are soluble in organic solvents, especially non-polar, aprotic solvents, such as hydrocarbons. These stable compositions display an outstanding anti-static action and, because of their spectrum of properties, are especially suitable for imparting anti-static characteristics to polymers, lubricants, fuels and also solvents based on hydrocarbons.
    Type: Grant
    Filed: September 7, 1977
    Date of Patent: September 13, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Hans-Helmut Friedrich
  • Patent number: 4396552
    Abstract: Metal mercaptides of the formula ##STR1## wherein Me is a metal, oxometal, alkoxymetal or organo-metal cation from the 1st-5th group of the periodic system, n is 0, 1 or 2, m is an integer from 1 to 4, R.sup.1 is hydrogen, alkyl, acyloxymethyl or alkoxymethyl, R.sup.2 is a sterically hindered phenol group, and R.sup.3 is a monovalent organic radical, are stabilizers for organic materials which are sensitive to heat and oxygen. They can be used in particular as stabilizers for chlorine-containing thermoplasts, for elastomers and for lubricants. Preferred cations are organotin cations.
    Type: Grant
    Filed: January 28, 1981
    Date of Patent: August 2, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Gerrit Knobloch, Wolfgang Wehner, Hermann O. Wirth