Patents by Inventor Horst Rutzen
Horst Rutzen 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).
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Patent number: 5254722Abstract: A process for the production of triglycerides of C.sub.1 -C.sub.4 alkyl esters of C.sub.6 -C.sub.22 fatty acids:a) where dry sodium carbonate catalyst is dissolved in glycerol and mixed with a molar excess of preferably the methyl ester of C.sub.6 -C.sub.22 fatty acid at a temperature between about 150.degree. C. and 250.degree. C. at less than atmospheric pressure and under substantially anhydrous conditions to produce an initial reaction mixture containing the corresponding triglycerides of said fatty acids, and partially reacted glycerol with unreacted hydroxyl groups (OH values 10-40),b) thereafter, a portion of the initial reaction mixture is reacted with additional C.sub.1 -C.sub.4 alkyl ester of C.sub.6 -C.sub.22 fatty acid under conditions to achieve substantially full conversion of said unreacted hydroxyl groups (OH values of 5 or less), andc) a product containing the corresponding triglycerides of said fatty acids is separated from unreacted alkyl ester and from the sodium carbonate catalyst.Type: GrantFiled: May 19, 1988Date of Patent: October 19, 1993Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Eberhard Peukert, Horst Rutzen, Gerhard Wollmann
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Patent number: 4937011Abstract: Alkaline dishwashing machine detergent compositions containing an active chlorine composition and a foam inhibiting amount of a ketone containing at least 25 carbon atoms. A process for their preparation wherein the ketone is introduced into the composition as a dispersion in a liquid.Type: GrantFiled: January 11, 1989Date of Patent: June 26, 1990Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Karl-Heinz Schmid, Adolf Asbeck, Christoph Breucker, Bernhard Gutsche, Alfred Meffert, Horst Rutzen
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Patent number: 4923642Abstract: Quaternary ammonium compounds containing one or two long-chain ester or amide radicals of etherified hydroxycarboxylic acids and, for the remainder, short-chain radicals, which are liquid to pasty substances that may readily be dissolved or dispersed in water or alcohol/water mixtures. They may be used in dilute or concentrated, storable form for softening fabrics without the absorbency of the treated fabrics being adversely affected. The quaternary ammonium compounds are obtained by reaction of epoxyfatty acid esters with amines and subsequent quaternization.Type: GrantFiled: November 16, 1987Date of Patent: May 8, 1990Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Horst Rutzen, Horst Baumann, Bert Gruber
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Patent number: 4913829Abstract: Fabric softeners for the treatment of fabrics after washing contain as active constituents a combination of one or more sulfonic acids or phosphonic acids and amines or quaternary ammonium compounds thereof bearing a long alkyl or alkenyl radical. This combination of active constituents is readily and inexpensively obtainable and provides the treated fabrics with a soft, full feel.Type: GrantFiled: November 16, 1988Date of Patent: April 3, 1990Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Horst Rutzen, Eric Sung
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Patent number: 4832856Abstract: Fabric softeners intended for the treatment of fabrics after washing are disclosed. These softeners contain as active substance a combination of carboxylic acids and amines and/or quaternary ammonium compounds containing a long chain alkyl or alkenyl radical and comprise:(a) one or more amines corresponding to general formulae (I) and/or (II) below: ##STR1## in which: R.sup.1 and R.sup.2 may be the same or different and, independently of one another, represent hydrogen, straight-chain or branched C.sub.1 -C.sub.20 alkyl radicals, in addition to which R.sup.2 may represent a hydroxy group or a group corresponding to the following formula: ##STR2## where: R.sup.5 is hydrogen or a straight-chain or branched C.sub.1 -C.sub.6 alkyl radical; andR.sup.3 and R.sup.4 may be the same or different and, independently of one another, represent hydrogen, staight-chain or branched C.sub.1 -C.sub.Type: GrantFiled: March 10, 1988Date of Patent: May 23, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Horst Rutzen, Eric Sung
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Patent number: 4829142Abstract: Aminohydroxy fatty acid amides obtained by condensation from epoxidized fatty acid alkyl esters and polyfunctional aliphatic oligoamines may be employed as crosslinking agents for polyfunctional epoxide compounds used as adhesives and/or coating compositions.Type: GrantFiled: August 18, 1987Date of Patent: May 9, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Rene A. A. Gonzalez, Manfred Budnowski, Julius Herold, Horst Rutzen, Eberhard Schneider, Hans-Guenter Seltmann
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Patent number: 4825004Abstract: A process for the production of alkane polyols and especially alkane triols where mono- and/or poly-epoxidized fatty acids and/or fatty acid esters and mixtures thereof, especially derivates of natural fatty acids, are reacted with short-chain alkane-carboxylic acids such as formic or acetic acids; and the ester alcohols produced are hydrogenated on a hydrogenation catalyst such as those containing copper chromite at elevated temperature and pressure. The maximum possible number of alcohols groups per molecule can be formed in this way thus producing alkane triols, for example, which are useful in cosmetic formulations as well as in polyurethanes.Type: GrantFiled: June 13, 1988Date of Patent: April 25, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Horst Rutzen, Gerhard Stoll
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Patent number: 4820507Abstract: Oral and dental hygiene preparations containing quaternary ammonium compounds of the formula ##STR1## wherein R.sup.1 is an n-alkyl group, preferably containing from 8 to 12 carbon atoms, R.sup.2 is hydrogen, a CH.sub.3 -group or a CH.sub.2 OH-group and R.sup.3 is a CH.sub.3 -group or a group of the formula --CH.sub.2 --CH(OH)--R.sup.2, A is an inorganic or organic acid anion and n is the basicity of the anion. The quaternary ammonium compounds of formula I can have a plaque inhibiting effect and show only slight antimicrobial activity. R.sup.1 is preferably an n-decyl group, R.sup.2 is hydrogen and R.sup.3 is a CH.sub.3 -group or a 2-hydroxyethyl group. The oral and dent al hygiene preparations also preferably contain fluorides and/or organophosphonates as the anion A.Type: GrantFiled: March 2, 1987Date of Patent: April 11, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Hans-Juergen Klueppel, Walter Ploeger, Horst Rutzen, Rudolf Lehmann
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Patent number: 4814108Abstract: The invention relates to new cationic surfactants based on quaternary ammonium compounds which are characterized by the general formula ##STR1## wherein R.sup.1 may be a linear or branched alkyl residue having from 1 to 22 carbon atoms;R.sup.2 may be hydrogen or a linear or branched alkyl residue having from 1 to 21 carbon atoms, the total number of carbon atoms of the substituents R.sup.1 and R.sup.2 being in the range of from 8 to 22;R.sup.3 and R.sup.4 represent methyl, ethyl, 2-hydroxyethyl or 2-hydroxypropyl;R.sup.5 represents an alkyl residue having from 4 to 6 carbon atoms or a phenalkyl residue having from 1 to 3 carbon atoms in the alkyl residue; andX.sup.- represents the anion of benzoic acid, of benzoic acid monosubstituted with CH.sub.3, NH.sub.3, NO.sub.2, COOH, OH or SO.sub.3 H, of an aliphatic dicarboxylic acid having the general formula HOOC--(CH.sub.2).sub.Type: GrantFiled: June 12, 1987Date of Patent: March 21, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Juergen Geke, Horst Rutzen
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Patent number: 4744977Abstract: A hair care preparation containing a hair conditioning effective amount of a compound of the formula: ##STR1## wherein: R.sup.1 is a C.sub.12-16 -n-alkyl;R.sup.2 is a C.sub.1-4 -n-alkyl;is a C.sub.1-4 -hydroxyalkyl;R.sup.4 is a C.sub.1-4 -n-alkyl or a C.sub.2-4 -hydroxyalkyl;A is an inorganic or organic acid anion; andn is the valence of said anion.Type: GrantFiled: November 14, 1985Date of Patent: May 17, 1988Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Hermann Hensen, Horst Rutzen, Peter Busch, Dagmar Stuhrmann, Klaus Thiele
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Patent number: 4678605Abstract: The invention relates to new cationic surfactants based on quaternary ammonium compounds corresponding to the general formulaR.sup.1 -CHOH-CHR.sup.2 -N.sup.+ R.sup.3 R.sup.4 R.sup.5 R.sup.6 CO.sub.2.sup.- (1)whereinR.sup.1 is a linear or branched alkyl residue having from 1 to 22 carbon atoms;R.sup.2 is hydrogen or a linear or branched alkyl residue having from 1 to 21 carbon atoms, the total number of carbon atoms of the substituents R.sup.1 and R.sup.2 being in the range of from 8 to 22;R.sup.3 and R.sup.4 each represent methyl, ethyl, 2-hydroxyethyl or 2-hydroxypropyl;R.sup.5 represents an alkyl residue having from 4 to 6 carbon atoms or a phenalkyl residue having from 1 to 3 carbon atoms in the alkyl residue; andR.sup.6 represents a linear or branched alkyl residue having from 4 to 15 carbon atoms.The cationic surfactants have particular utility in cleaning agents.Type: GrantFiled: January 17, 1986Date of Patent: July 7, 1987Assignee: Henkel Kommanditgesellschaft auf aktienInventors: Juergen Geke, Horst Rutzen
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Patent number: 4492802Abstract: Process for the manufacture of quaternary ammonium compounds by reacting a compound having a terminal epoxide troup with a salt of a tertiary amine in the presence of a quaternary ammonium compound as catalyst.Type: GrantFiled: April 19, 1982Date of Patent: January 8, 1985Assignees: Henkel Kommanditgesellschaft auf Aktien, Degussa AktiengesellschaftInventors: Horst Rutzen, Peter Nikolaus, Martin Bischoff, Rudolf Lehmann
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Patent number: 4480126Abstract: Process for the preparation of quaternary ammonium compounds by reacting a tertiary amine with a vicinal halohydrin having at least 6 carbon atoms, and quaternary ammonium compounds prepared thereby.Type: GrantFiled: April 19, 1982Date of Patent: October 30, 1984Assignee: Henkel Kommanditgesellschaft auf AktienInventor: Horst Rutzen
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Patent number: 4421932Abstract: Process for the manufacture of quaternary ammonium compounds by reacting a compound having a terminal epoxy group with a tertiary amine which is partly present as the free amine and partly present in the form of a salt, followed by the addition of sufficient acid at the end of the reaction to complete salt formation of the quaternary ammonium compound.Type: GrantFiled: April 19, 1982Date of Patent: December 20, 1983Assignee: Henkel KGaAInventors: Horst Rutzen, Manfred Petzold
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Patent number: 4339616Abstract: A process for the preparation of 1,2-diols having at least 4 carbon atoms by hydrolysis of the corresponding 1,2-epoxide compound with water in the presence of catalysts at elevated temperatures characterized in that salts of primary, secondary and/or tertiary amines with organic and/or inorganic acids, and/or quaternary ammonium salts, are used as catalysts.Type: GrantFiled: September 15, 1980Date of Patent: July 13, 1982Assignees: Henkel Kommanditgesellschaft auf Aktien, Deutsche Gold-und Silberscheide Anstalt Vormals RoesslerInventors: Horst Rutzen, Wolfgang Rupilius
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Patent number: 4281196Abstract: This invention is directed to quaternary compounds of the formula ##STR1## wherein R.sup.1 represents an aliphatic hydrocarbon radical of from about 1 to 21 carbon atoms; R.sup.2 represents hydrogen or has the same meaning as R.sup.1, the total number of carbon atoms in R.sup.1 and R.sup.2 being from 6 to 22, and, when R.sup.2 is hydrogen, R.sup.1 has from 6 to 21 carbon atoms; R.sup.3 represents an alkyl or hydroxyalkyl group having from 1 to 4 carbon atoms or a radical of formula ##STR2## wherein R and R are devined above, X and Y are each either hydrogen or a methyl group, with the proviso that X and Y cannot both be a methyl group, and p is an integer of from 1 to 20; R.sup.4 represents an alkyl radical of from 1 to 4 carbon atoms; m and n are integers of from about 1 to 20; and A.crclbar. is an anion. The quaternary compounds are useful as fabric softeners.Type: GrantFiled: October 11, 1979Date of Patent: July 28, 1981Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Horst Rutzen, Jochen Heidrich, Martin Bischoff, Udo Kloubert, Peter Waltenberger, Ingo Wegener
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Patent number: 4275235Abstract: Quaternary ammonium halides in powder or granular form are prepared by reacting tertiary amines and excess alkyl halides in the absence of solvent at elevated temperature and pressure and conducting the hot, pressurized reaction mixture into an area under lower pressure where the excess alkyl halides vaporize and the quaternary ammonium halides are recovered in powder or granular form.Type: GrantFiled: November 16, 1979Date of Patent: June 23, 1981Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Wolfgang Giede, Horst Rutzen
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Patent number: 4264480Abstract: Stable, pumpable, aqueous suspensions of water-insoluble, calcium-binding aluminosilicates suitable as stock suspensions comprising (A) from 20% to 55% by weight of at least one finely-divided, water-insoluble silicate compound having a calcium-binding power of at least 50 mg CaO/gm of anhydrous active substance and having the formula, combined water not shown(M.sub.2/n O).sub.x.Me.sub.2 O.sub.3.(SiO.sub.2).sub.ywhere M is a cation of the valence n, exchangeable with calcium, x is a number of from 0.7 to 1.5, Me is aluminum or boron, and y is a number from 0.8 to 6, (B) from 0.2% to 5% by weight of at least one organic dispersing agent as follows:lower alkylene oxide or glycide adducts of the reaction product of .epsilon.-caprolactam with an N-mono- or di-higher alkyl/alkenyl-alkylenediamine.Type: GrantFiled: June 28, 1979Date of Patent: April 28, 1981Assignee: Henkel Kommanditgesellschaft auf Aktien (Henkel KGaA)Inventors: Hans Andree, Dieter Jung, Martin Bischoff, Jens Conrad, Josef Huppertz, Gunter Jakobi, Peter Krings, Dieter Kuhling, Herbert Reuter, Wolfgang Rupilius, Horst Rutzen, Harald Schnegelberger
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Patent number: 4255450Abstract: The method for reducing microbial activity which comprises administering an effective amount of aminohydroxy stearic acid amides of the formula ##STR1## wherein n=1 and a=7, n=2 and a=4, or n=3 and a=1 and wherein one of A and B represents a hydroxyl group and the other of A and B, and X, each represent a radical of the formula ##STR2## wherein b is an integer of from 2 to 6, m is 1 or 2, and R.sup.1 and R.sup.2 each independently represent hydrogen or an alkyl radical having from about 1 to 12 carbon atoms.Type: GrantFiled: May 29, 1979Date of Patent: March 10, 1981Assignee: Henkel Kommanditgesellschaft auf Aktien (Henkel KGaA)Inventors: Holger Tesmann, Horst Rutzen, Frau E. Borner
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Patent number: 4179393Abstract: Stable, pumpable, aqueous suspensions of water-insoluble, calcium-binding aluminosilicates suitable as stock suspensions comprising (A) from 20% to 55% by weight of at least one finely-divided, water-insoluble silicate compound having a calcium-binding power of at least 50 mg CaO/gm of anhydrous active substance and having the formula, combined water not shown(M.sub.2/n O).sub.x . Me.sub.2 O.sub.3 . (SiO.sub.2).sub.ywhere M is a cation of the valence n, exchangeable with calcium, x is a number of from 0.7 to 1.5, Me is aluminum or boron, and y is a number from 0.8 to 6, (B) from 0.2% to 5% by weight of at least one organic dispersing agent as follows:(1) lower alkylene oxide or glycide adducts of an N-higher alkyl/alkenyl-alkylenediamine,(2) lower alkylene oxide or glycide adducts of the reaction product of .epsilon.Type: GrantFiled: February 2, 1977Date of Patent: December 18, 1979Assignee: Henkel Kommanditgesellschaft auf Aktien (Henkel KGaA)Inventors: Hans Andree, Dieter Jung, Martin Bischoff, Jens Conrad, Josef Huppertz, Gunter Jakobi, Peter Krings, Dieter Kuhling, Herbert Reuter, Wolfgang Rupilius, Horst Rutzen, Harald Schnegelberger