Patents Assigned to Dragoco Gerberding and Co. GmbH
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Patent number: 5711939Abstract: The invention comprises the use of multiple-branch esters of the common formula A, formed from branch-chain carboxylic acids and branch-chain alcohols, as ingredients of cosmetic agents for the protection and care of human skin ##STR1## as well as cosmetic agents containing such branched esters of common formula A.Type: GrantFiled: May 29, 1990Date of Patent: January 27, 1998Assignee: Dragoco Gerberding & Co., GmbHInventors: Ernst-Joachim Brunke, Willi Rojahn, Gerhard Spirik
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Patent number: 5492887Abstract: It was found that 8-exo-formyl-2,6-exo-tricyclo[5.2.1.0.sup.2,6 ]decane having the constitution and stereochemistry of formula (I) possesses particularly useful olfactory properties which are clearly superior to those of the 8-endo-epimer and which already have an effect if compound (I) is enriched with mixtures of 8-exo- and 8-endo-epimers. Compound (I) can therefore be advantageously used, in pure or enriched form, as a scent or as a component of perfume compositions. To prepare an enriched epimer mixture, a mixture obtained in a known manner (U.S. Pat. No. 3,270,061) and having an exo/endo ratio of 1.45:1 is brought into equilibrium by base catalysis, preferably by the action of alkali hydroxides in alcoholic solution, to give an exo/endo ratio of 5.25:1. Alternatively, the enriched epimer mixture can be prepared starting from 8-formyl-2,6-exo-tricyclo[5.2.1.0.sup.2,6 ]decene-3(4), catalytically hydrogenated for example with palladium coal and then optionally brought into equilibrium.Type: GrantFiled: December 11, 1992Date of Patent: February 20, 1996Assignee: Dragoco Gerberding & Co. GmbHInventors: Ernst-Joachim Brunke, Claus-Hermann Kappey, Bernd Holscher, Hartmut Struwe
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Patent number: 5426095Abstract: The cyclic Isolongifolanone ketals of the general formula A wherein the wavy lines mean .alpha.- and .beta.-configuration and R,R' mean radicals of hydrogen, methyl or ethyl, are new. With preference they are used either as odorants or as components of perfume compositions. They are manufactured from Isolongifolene which is itself produced from Longifolene as is well known. Isolongifolene is oxydized to Isolongifolene-3-on and this is reacted with aliphatic 1,2-diols in apolar solvents with the separation of water.Type: GrantFiled: September 8, 1993Date of Patent: June 20, 1995Assignee: DRAGOCO Gerberding & Co. GmbHInventors: Ernst-Joachim Brunke, Dietmar Schatkowski
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Patent number: 4762819Abstract: The invention relates to 2,6-exo-configured tricyclo-5.2.1.0.sup.2,6 decane derivatives that correspond to general formula A wherein ##STR1## R.sup.a, R.sup.b, R.sup.c, R.sup.d are hydrogen or R.sup.d is a methyl group and R.sup.a, R.sup.b, R.sup.c are hydrogen or methyl groups, one of the substituents being a methyl group and both the others being hydrogen,the broken line represents a C-C double bond optionally at (-3) or (-4),the wavy line represents geometric isomers,R.sup.1 and R.sup.2 are hydrogen, or lower alkyl groups with a total of 1-6 carbon atoms, andX represents a carbonyl or hydroxyl function, as well as a process for their synthesis and their use as scents.Type: GrantFiled: May 5, 1987Date of Patent: August 9, 1988Assignee: Dragoco Gerberding & Co. GmbHInventor: Ernst-Joachim Brunke
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Patent number: 4753924Abstract: 4,4,7-trimethyl-3,4,7,8-tetrahydro-2(6H)-naphthalen-one is obtained by an elimination reaction from 3-oxo-.alpha.-ionol by way of direct addition thereof to a solution of a protonic acid in an inert solvent at an elevated temperature, or following its conversion into a low-carbon alkyl ester, particularly acetate, by way of the treatment of the latter, preferably with sodium acetate, in a polar non-protonic solvent at 150.degree.14 300.degree. C., wherein the output can be increased by raising the temperature of reaction. The product of the process is suitable, in pure form or as mixed with simultaneously produced 3,5,5-trimethyl-4-butenylidene-cyclo-hex-2-en-1-one, as an odiferous substance or as a fragrant substance for foods and tobacco.Type: GrantFiled: May 8, 1986Date of Patent: June 28, 1988Assignee: Dragoco Gerberding & Co. GmbHInventors: Ernst-Joachim Brunke, Ludwig Tumbrink
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Patent number: 4709061Abstract: Mixtures of new dimethyl-tricyclo[5.2.1.0.sup.2,6 ]decane derivatives, notably the primary isomers of the common formula A, whereinR.sup.1 and R.sup.2 mean either methyl group or hydrogen, one of the substituents being a methyl group and the other hydrogen,R.sup.3 and R.sup.4 mean either methyl group or hydrogen, one of the substituents being a methyl group and the other hydrogen, andX indicates the .pi.-system of a C-C double bond or an epoxide system, can advantageously be used as new acent- and flavor materials.The compounds of the common formula A, were prepared by hydrogenation of dimeric methylcyclopentadiene selectively in the norbornane part and when desired by epoxidation of the remaining double bond.Type: GrantFiled: September 19, 1986Date of Patent: November 24, 1987Assignee: DRAGOCO Gerberding & Co. GmbHInventors: Ernst-Joachim Brunke, Hartmut Struwe
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Patent number: 4683083Abstract: The invention concerns1. Mixtures of tricyclo[5.2.1.0.sup.2,6 ]decane derivatives, having principal isomers corresponding to the general formula A, whereinR.sup.1 and R.sup.2 are hydrogen atoms or are a methyl group or a hydrogen atom, one of the substituents being a methyl group and the other a hydrogen atom,R.sup.3 and R.sup.4 are hydrogen atoms or are a methyl group or a hydrogen atom, one of the substituents being a methyl group and the other a hydrogen atom,Y is a tetrahydrofurane system at C-4/C-5 or a substituted oxymethyl group at C-5 and a hydrogen atom at C-4,R.sup.5 is a hydrogen atom or a C.sub.1 -C.sub.6 -acyl-, C.sub.1 -C.sub.6 -alkyl-, C.sub.1 -C.sub.6 -alkenyl-, C.sub.1 -C.sub.4 -alkoxymethyl-, C.sub.1 -C.sub.2 alkoxycarbonyl-, formylmethyl-, or di-C.sub.1 -C.sub.4 -alkoxyethyl-group, andthe broken lines indicate a C--C-single bond and a C--C-double bond or alternatively two C--C-single bonds. ##STR1## 2.Type: GrantFiled: January 10, 1985Date of Patent: July 28, 1987Assignee: Dragoco Gerberding and Co. GmbHInventors: Ernst-Joachim Brunke, Hartmut Struwe
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Patent number: 4652402Abstract: The .beta.,.gamma.-unsaturated 2,2,3-trimethylcyclopent-3-enyl derivatives of formula I ##STR1## where R may be methyl, ethyl, propyl, isopropyl or butyl, the wavy line characterizes geometric isomers and the broken lines characterize stereoisomers. These compounds can be produced by reduction of the aldol condensation products of campholene aldehyde and aliphatic aldehydes using sodium borohydride at raised temperatures. The compounds can be used to individually or as a mixture with the relevant .alpha.,.beta.-unsaturated alcohols as odorants or as an ingredient of perfume oils for cosmetic and technical consumer goods.Type: GrantFiled: November 13, 1985Date of Patent: March 24, 1987Assignee: DRAGOCO, Gerberding & Co., GmbHInventors: Ernst-Joachim Brunke, Claus-Hermann Kappey
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Patent number: 4582945Abstract: C-8-substituted 1,5-dimethyl-bicyclo[3.2.1]octane-8-ols having the general formula I ##STR1## wherein R is a lower open chained or cyclic alkyl- alkenyl- or alkinyl group having up to 6 carbon atoms and the wavy line at the C-8 atom means epimeric forms, the process for producing these compounds and their use as odorants and constituents of parfume composition for cosmetic and industrial parfuming or essential oils and flavoring agents.Type: GrantFiled: July 21, 1982Date of Patent: April 15, 1986Assignee: Dragoco Gerberding & Co. GmbHInventors: Ernst-Joachim Brunke, Hartmut Struwe
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Patent number: 4502985Abstract: Process for imparting, enhancing or modifying the odorous note in perfumes, perfume compositions, artificial essential oils, flavoring agents or flavor compositions to a "blackcurrant" note, which comprises adding thereto 1.5-dimethyl-8-hydroximino-bicyclo[3.2.1]octane ##STR1## Wherein the wavy line denotes geometric isomers, at a concentration of at least 1 part per million by weight based on the total weight of the thus obtained material.Type: GrantFiled: July 21, 1982Date of Patent: March 5, 1985Assignee: Dragoco Gerberding & Co. GmbHInventor: Ernst-Joachim Brunke
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Patent number: 4490284Abstract: A process for imparting, enhancing or modifying the flowery odorous note in perfumes, perfume compositions or artificial essential oils, for use in a perfume composition, a perfumed article, a cologne, a foodstuff, an alcoholic or nonalcoholic beverage, a toothpaste, a medicinal product or a chewing gum, comprising the step of adding an organoleptic property modifying quantity of 1,1-Di(C.sub.1 -C.sub.6 -alkyl)-2-phenylethan derivatives of formula A, wherein R is a formyl-, hydroxymethyl-, formoxymethyl-, acetoxymethyl- or a nitrilo group and the total number of carbon atoms in both alkyl substituents together is at most 8. ##STR1## .Type: GrantFiled: September 29, 1982Date of Patent: December 25, 1984Assignee: Dragoco Gerberding & Co. GmbHInventors: Ernst-Joachim Brunke, Erich Klein
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Patent number: 4318831Abstract: Polyunsaturated cyclopentane derivatives of the general formula ##STR1## wherein R.sup.1 signifies a lower alkyl group with 1 to 3 carbon atoms and R.sup.2 signifies a hydroxymethyl, acetomethyl, or formyl group, and the wavy line on carbon atom 1 signifies epimeric forms have excellent aromatic properties and may be used in perfume compositions. The compounds in which R.sup.2 is hydroxymethyl have a pronounced sandalwood scent. Methods of production are also disclosed.Type: GrantFiled: June 15, 1979Date of Patent: March 9, 1982Assignee: Dragoco Gerberding & Co GmbHInventors: Erich Klein, Ernst J. Brunke
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Patent number: 4313855Abstract: A fixative for perfume compositions, 1-(2,6,6-trimethylcyclohexyl)-hexane-3-ol, itself odorless to many people, brings about a "rounding-off" of the perfume while increasing its intensity. The compound is made by condensation of citral with pentane-2-on, followed by cyclization and hydrogenation.Type: GrantFiled: March 18, 1980Date of Patent: February 2, 1982Assignee: Dragoco Gerberding & Co. GmbHInventors: Erich Klein, Willi Rojahn
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Patent number: 4252986Abstract: A fixative for perfume compositions, 1-(2,6,6-trimethylcyclohexyl)-hexane-3-ol, itself odorless to many people, brings about a "rounding-off" of the perfume while increasing its intensity. The compound is made by condensation of citral with pentane-2-on, followed by cyclization and hydration.Type: GrantFiled: February 13, 1979Date of Patent: February 24, 1981Assignee: Dragoco Gerberding & Co. GmbHInventors: Erich Klein, Willi Rojahn
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Patent number: 4220665Abstract: The invention concerns a bacteriostatic composition and method employing 3,7,11-trimethyl-dodeca-2,6,10-trien-1-ol as bacteriostactically active agent.Type: GrantFiled: June 12, 1978Date of Patent: September 2, 1980Assignee: Dragoco Gerberding & Co GmbHInventor: Erich Klein
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Patent number: 4199599Abstract: Glyceryl-tri-3,5,5-trimethylhexanoate is particularly suitable for use in cosmetic preparations, particularly in skin creams used for protection against harmful outside agents.Type: GrantFiled: February 3, 1978Date of Patent: April 22, 1980Assignee: Dragoco Gerberding & Co. GmbHInventor: Erich Klein