Patents by Inventor Rudolf Maul
Rudolf Maul 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: 5401845Abstract: Compounds of the formula I ##STR1## in which x is 1, 2 or 3, and, if x=1, R.sup.1 is C.sub.1 -C.sub.30 alkyl, C.sub.1 -C.sub.18 alkyl substituted by halogen, --COOR.sup.2, --CN, --NR.sup.3 R.sup.4 or by --CONR.sup.3 R.sup.4, C.sub.2 -C.sub.18 alkyl which is interrupted by --NR.sup.5 --, --O-- or --S--, C.sub.3 -C.sub.18 alkenyl, C.sub.5 -C.sub.12 cycloalkyl, phenyl-C.sub.1 -C.sub.4 alkyl, phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.12 alkyl, halogen, phenyl-C.sub.1 -C.sub.4 alkyl and/or C.sub.1 -C.sub.4 alkoxy, or R.sub.1 is naphthyl, a radical of the formula ##STR2## R.sub.2, R.sub.3, R.sub.4 and R.sub.5, independently of one another, are hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl or phenyl-C.sub.1 -C.sub.4 alkyl, R.sup.6 is hydrogen, methyl, allyl or benzyl, R.sup.7 is hydrogen or --OR.sup.9, R.sup.8 is hydrogen or methyl, R.sup.9 is hydrogen or C.sub.1 -C.sub.30 alkyl, R.sup.10 and R.sup.11, independently of one another, are hydrogen or C.sub.1 -C.sub.Type: GrantFiled: March 11, 1994Date of Patent: March 28, 1995Assignee: Ciba-Geigy CorporationInventors: Rita Pitteloud, Peter Hofmann, Rudolf Maul, Volker Schenk, Eduard Troxler, Horst Zinke
-
Patent number: 5322871Abstract: Compounds of the formula I ##STR1## in which x is 1, 2 or 3, and, if x=1, R.sup.1 is C.sub.1 -C.sub.30 alkyl, C.sub.1 -C.sub.18 alkyl substituted by halogen, --COOR.sup.2, --CN, --NR.sup.3 R.sup.4 or by --CONR.sup.3 R.sup.4, C.sub.2 -C.sub.18 alkyl which is interrupted by --NR.sup.5 --, --O-- or --S--, C.sub.3 -C.sub.18 alkenyl, C.sub.5 -C.sub.12 cycloalkyl, phenyl-C.sub.1 -C.sub.4 alkyl, phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.12 alkyl, halogen, phenyl-C.sub.1 -C.sub.4 alkyl and/or C.sub.1 -C.sub.4 alkoxy, or R.sub.1 is naphthyl, a radical of the formula ##STR2## R.sub.2, R.sub.3, R.sub.4 and R.sub.5, independently of one another, are hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl or phenyl-C.sub.1 -C.sub.4 alkyl, R.sup.6 is hydrogen, methyl, allyl or benzyl, R.sup.7 is hydrogen or --OR.sup.9, R.sup.8 is hydrogen or methyl, R.sup.9 is hydrogen or C.sub.1 -C.sub.30 alkyl, R.sup.10 and R.sup.11, independently of one another, are hydrogen or C.sub.1 -C.sub.Type: GrantFiled: April 20, 1993Date of Patent: June 21, 1994Assignee: Ciba-Geigy CorporationInventors: Rita Pitteloud, Peter Hofmann, Rudolf Maul, Volker Schenk, Eduard Troxler, Horst Zinke
-
Patent number: 5276161Abstract: 2-(2-Hydroxyphenyl)-2H-benzotriazoles of the formula ##STR1## in which R is hydrogen, C.sub.1 -C.sub.12 alkyl or C.sub.1 -C.sub.4 alkoxy, R.sub.1 is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.6 cycloalkyl, phenyl or phenyl-C.sub.1 -C.sub.4 alkyl and R.sub.2 is C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.6 cycloalkyl, phenyl, phenyl-C.sub.1 -C.sub.4 alkyl or a group --C.sub.n H.sub.2n --COOR.sub.3, in which n is 0 to 4 and R.sub.3 is hydrogen or C.sub.1 -C.sub.12 alkyl, can be prepared particularly advantageously by catalytic hydrogenation of a suitable o-nitroazo compound in the presence of a Pt, Pd, Pt/Pd or Rh hydrogenation catalyst and an alkylenediamine or an acyclic or cyclic polyalkylene polyamine in a halogenated or nonhalogenated aromatic hydrocarbon as solvent.Type: GrantFiled: September 13, 1990Date of Patent: January 4, 1994Assignee: Ciba-Geigy CorporationInventors: Helmut Prestel, Rudolf Maul
-
Patent number: 5235086Abstract: A process for the preparation of tris-(2,4-ditert-butylphenyl) phosphite from 2,4-ditert-butylphenol and phosphorus trichloride in the presence of catalysts, which comprises carrying out the reaction in an at least three-stage process in which the 2,4-ditert-butylphenol and 40-100% of the catalyst are combined in a preliminary stage and are brought together with the phosphorus trichloride in a first stage, these being allowed to react under normal pressure and at temperatures of 55.degree. to 70.degree. C. for a dwell time of 15 to 40 minutes, the reaction mixture is then reacted in a second stage under normal pressure and at temperatures of over 140.degree. C., remaining amounts of catalyst being added to the first and/or second reaction stage, the reaction mixture is then kept under reduced pressure at temperatures of at least 186.degree. C.Type: GrantFiled: September 16, 1991Date of Patent: August 10, 1993Assignee: Ciba-Geigy CorporationInventors: Rudolf Maul, Volker Schenk
-
Patent number: 5171873Abstract: A process for the preparation of hydroxybenzylphosphonates of forula ##STR1## by reacting Mannich base of formula ##STR2## with as trialkyl phosphite of formula ##STR3## wherein R.sub.1 and R.sub.2 are each independently of the other C.sub.1 -C.sub.12 alkyl or, when taken together form a piperidinyl or morpholinyl radical, and R.sub.5, R.sub.6 and R.sub.7 are each independently of one another C.sub.1 -C.sub.4 alkyl, which reaction is carried out in the presence of a carboxylic anhydride (IV).The compounds of formula I may suitably be used as processing stabilizers for plastics.Type: GrantFiled: April 1, 1992Date of Patent: December 15, 1992Assignee: Ciba-Geigy CorporationInventors: Thomas Kainmuller, Rudolf Maul
-
Patent number: 5086173Abstract: A process for the preparation of compounds of formula I ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.6 cycloalkyl or phenyl, and R.sub.3 and R.sub.4 are each independently of the other C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.6 cycloalkyl, phenyl, phenyl which is substituted by C.sub.1 -C.sub.6 alkyl and/or hydroxy, or phenyl-C.sub.1 -C.sub.4 alkyl. The process comprises reacting a compound of formula III ##STR2## with a nitrite in aqueous or aqueous/organic medium to a compound of formula II ##STR3## extracting said compound of formula II from the reaction solution with a solvent, hydrogenating said compound, without isolation, in the cited solvent and in the presence of a palladium catalyst, to the corresponding p-aminophenol, and reacting said aminophenol, without isolation, with cyanuric chloride and a compound of formula HSR.sub.3 or HSR.sub.4 or a mixture of compounds of formulae HSR.sub.3 and HSR.sub.4.Type: GrantFiled: May 13, 1991Date of Patent: February 4, 1992Assignee: Ciba-Geigy CorporationInventors: Wolfgang Tritschler, Heinz Steiner, Helmut Prestel, Rudolf Maul
-
Patent number: 5068335Abstract: A process for the preparation of 4-hydroxy-2,2,6,6-tetramethyliperidine (HTMP) by hydrogenation of triacetonamine (TAA) in the presence of an Ni, Co, Ru, Rh, Os or Ir hydrogenation catalyst is described. The process is carried out in the melt without a solvent.Type: GrantFiled: June 18, 1990Date of Patent: November 26, 1991Assignee: Ciba-Geigy CorporationInventors: Ulrich Kress, Rudolf Maul, Siegfried Kintopf
-
Patent number: 4554368Abstract: A process for the production of alkyltin thiocarboxylic acid esters from alkyltin halides and thiocarboxylic acid esters in the presence of an acid acceptor, which process comprises carrying out the reaction continuously in a reaction system comprising 1 to 5 agitator vessels with an average dwell time of 1 to 60 minutes, at a constant pH value in the range from 3 to 8, and in a temperature range from 40.degree. to 80.degree. C. and separating the product drawn off from the reaction system from the aqueous phase and subsequently drying it.The alkyltin thiocarboxylic acid esters obtained by the process of the invention are used for stabilizing homo- and copolymers of vinyl chloride.Type: GrantFiled: December 1, 1982Date of Patent: November 19, 1985Assignee: Ciba-Geigy CorporationInventors: Rudolf Maul, Hans Stephan, Walter Wolf
-
Patent number: 4535145Abstract: The invention relates to a novel process for the preparation of compounds of the formula I ##STR1## by polycondensation of a diol of the formula II ##STR2## with a dicarboxylic acid ester of the formula III ##STR3## In the above formulae, the substituents and symbols R.sub.1, R.sub.2, R.sub.3 and n are as defined in claim 1.The process comprises stirring the reaction medium which contains an excess of 2 to 50 mol. %, based on the diol of formula II, of the dicarboxylic acid ester of the formula III, in the presence of at least 0.03 mol. % of a suitable catalyst, until the bulk of the alkanol of the formula R.sub.3 OH formed during the reaction is distilled off, under a pressure of 0.7 to 1.3 bar, and thereafter stirring under a pressure of less than 5 mbar, in the temperature range from 100.degree. to 170.degree. C., and subsequently working up the resultant melt in conventional manner.Type: GrantFiled: June 29, 1984Date of Patent: August 13, 1985Assignee: Ciba-Geigy CorporationInventors: Eduard Troxler, Thomas Kainmuller, Rudolf Maul
-
Patent number: 4492661Abstract: A process for producing triarylphosphites of the formula (RO).sub.3 P, in which R represents aryl or aryl substituted by one or more straight-chain or branched-chain alkyl, cycloalkyl, aryl or aralkyl groups, by reaction of phosphorus trihalides with hydroxy-substituted aromatic compounds of the formula ROH in the presence of 0.005 to 10 mol %, relative to the hydroxy-substituted aromatic compound, of a catalyst, optionally in the presence of a solvent, in which process the catalyst used is a compound from the group comprising amines or ammonium salts, amides of carboxylic and thiocarboxylic acids and also of oxygen acids of phosphorus, non-aromatic nitrogen-containing heterocycles and salts thereof, guanidines, amidines and azomethines and also salts thereof, sulfones, sulfoxides and sulfonium salts, primary, secondary and tertiary phosphines and salts thereof, phosphine oxides, phosphine sulfides or esters of phosphoric acids.Type: GrantFiled: July 5, 1983Date of Patent: January 8, 1985Assignee: Ciba-Geigy CorporationInventors: Rudolf Maul, Eberhard Otto, Horst Zinke
-
Patent number: 4479021Abstract: There is described a continuous process for producing 1,2-alkanediols of the formula ##STR1## in which R is an alkyl group having 3-6 carbon atoms, by reaction of a 1-alkene of the formulaR--CH.dbd.CH.sub.2in which R is as defined above, with formic acid and hydrogen peroxide, and subsequent saponification of the formed alkanediol monoformate, which process is performed in several consecutive reaction stages.The 1,2-alkanediols of the above formula obtainable by the process are intermediates for the production of pesticides.Type: GrantFiled: August 30, 1983Date of Patent: October 23, 1984Assignee: Ciba-Geigy CorporationInventors: Heinz Issler, Rudolf Maul
-
Patent number: 4440696Abstract: A process for producing triarylphosphites of the formula (RO).sub.3 P, in which R represents aryl or aryl substituted by one or more straight-chain or branched-chain alkyl, cycloalkyl, aryl or aralkyl groups, by reaction of phosphorous trihalides with hydroxy-substituted aromatic compounds of the formula ROH in the presence of 0.005 to 10 mol %, relative to the hydroxy-substituted aromatic compound, of a catalyst, optionally in the presence of a solvent, in which process the catalyst used is a compound from the group comprising amines or ammonium salts, amides of carboxylic and thiocarboxylic acids and also of oxygen acids of phosphorus, non-aromatic nitrogen-containing heterocycles and salts thereof, guanidines, amidines and azomethines and also salts thereof, sulfones, sulfoxides and sulfonium salts, primary, secondary and tertiary phosphines and salts thereof, phosphine oxides, phosphine sulfides or esters of phosphoric acids.Type: GrantFiled: October 1, 1981Date of Patent: April 3, 1984Assignee: Ciba-Geigy CorporationInventors: Rudolf Maul, Eberhard Otto, Horst Zinke
-
Patent number: 4312818Abstract: A process for producing triarylphosphites of the formula (RO).sub.3 P, in which R represents aryl or aryl substituted by one or more straight-chain or branched-chain alkyl, cycloalkyl, aryl or aralkyl groups, by reaction of phosphorus trihalides with hydroxy-substituted aromatic compounds of the formula ROH in the presence of 0.005 to 10 mol %, relative to the hydroxy-substituted aromatic compound, of a catalyst, optionally in the presence of a solvent, in which process the catalyst used is a compound from the group comprising amines or ammonium salts, amides of carboxylic acid and thiocarboxylic acids and also of oxygen acids of phosphorus, non-aromatic nitrogen-containing heterocycles and salts thereof, guanidines, amidines and azomethines and also salts thereof, sulfones, sulfoxides and sulfonium salts, primary, secondary and tertiary phosphines and salts thereof, phosphine oxides, phosphine sulfides or esters of phosphoric acids.Type: GrantFiled: December 13, 1979Date of Patent: January 26, 1982Assignee: Ciba-Geigy CorporationInventors: Rudolf Maul, Eberhard Otto, Horst Zinke
-
Patent number: 4297268Abstract: Stabilization of chlorine-containing thermoplasts with 1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylic acid esters alone or, in particular, together with a metal-containing stabilizer as synergist.Type: GrantFiled: December 20, 1979Date of Patent: October 27, 1981Assignee: Ciba-Geigy CorporationInventors: Gerd Abeler, Rudolf Maul
-
Patent number: 4214088Abstract: Stabilization of chlorine-containing thermoplasts with 1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylic acid esters alone or, in particular, together with a metal-containing stabilizer as synergist.Type: GrantFiled: November 8, 1978Date of Patent: July 22, 1980Assignee: Ciba-Geigy CorporationInventors: Gerd Abeler, Rudolf Maul
-
Patent number: 4189453Abstract: Trithio- and tetrathiophosphates with mercaptocarboxylic acid derivatives are preeminently suitable as extreme pressure additives for lubricants. They reduce signs of wear and have no or only an insignificant corrosive action on the parts to be protected. They are obtained in high yields, shorter reaction times and relatively free from by-products via the trithiophosphites by reaction of phosphorus trihalides with mercaptans in the presence of a catalyst and subsequent oxidation with sulphur or an oxygen donor.Type: GrantFiled: February 27, 1978Date of Patent: February 19, 1980Assignee: Ciba-Geigy CorporationInventors: Horst Zinke, Joachim Lorenz, Eberhard Otto, Rudolf Maul
-
Patent number: 4052426Abstract: Complexes composed of alkylphosphines or of alkylphosphonium chlorides and tin tetrachloride are good catalysts for the preparation of dimethyl-tin dichloride from tin and methyl chloride in the presence of sulphones and carbonates as solvents.Type: GrantFiled: February 20, 1976Date of Patent: October 4, 1977Assignee: Ciba-Geigy CorporationInventors: Wolfgang Wehner, Rudolf Maul, Hans-Wolf Jung
-
Patent number: 3971817Abstract: In the manufacture of monomethyl-tin trichloride by disproportionation of tin tetrachloride with dimethyl-tin dichloride, high yields are achieved by employing phosphines, arsines and stibines or onium compounds of elements of the fifth main group in the periodic system as the catalyst, optionally together with a co-catalyst.Type: GrantFiled: August 7, 1974Date of Patent: July 27, 1976Assignee: Ciba-Geigy CorporationInventors: Hans Wolf Jung, Rudolf Maul, Siegfried Kintopf, Wilfried Kloss, Reinhard Knapp
-
Patent number: 3970679Abstract: A process is described for the production of organotin halides from metallic tin and organic halides and in the presence of catalysts in sulphones as the reaction medium, whereby there are obtained, in addition to high yields, also high reaction rates.Type: GrantFiled: October 10, 1974Date of Patent: July 20, 1976Assignee: Ciba-Geigy CorporationInventors: Hans Wolf Jung, Rudolf Maul, Hermann Wolfgang Wehner