Oxygen Containing Active Ingredient Patents (Class 512/25)
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Patent number: 6187741Abstract: A two phase environmentally friendly fermentation process for producing high yields of &dgr;-decalactone and &dgr;-dodecalactone from the corresponding unsaturated starting materials is carried out under oxidative growth conditions using a saccharomyces species. The resulting products impart, augment and/or enhance the aroma and/or taste of consumable materials including foodstuffs, chewing gums, toothpastes, beverages, fragrance compositions, colognes and perfumed articles such as solid or liquid, anionic, cationic, non-ionic or zwitterionic detergents, fabric softeners, and hair preparations.Type: GrantFiled: October 4, 1999Date of Patent: February 13, 2001Assignee: International Flavors & Fragrances Inc.Inventors: Mohamad I. Farbood, Laura E. Kizer, James Morris, Gail Harris, Lynda B. McLean
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Patent number: 6180121Abstract: This invention relates to fragrance enhancing compositions which are capable of controlling malodor from a human body to a significant extent thereby reducing the overall amount of fragrance required to achieve a satisfactory cosmetic product, especially an underarm product. The fragrance enhancing compositions of this invention are made by combining at least three components from a selected group of non-nitromusk materials.Type: GrantFiled: December 18, 1998Date of Patent: January 30, 2001Assignee: Colgate-Palmolive CompanyInventors: Eric P. Guenin, Pierre Gabriel Boudot, Pascal Michel Pierre Sillon, Paul Joseph Vincenti, Cuthbert Donald Taylor, Philippe Michel Durand
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Patent number: 6177400Abstract: The compounds according to the general formula in which formula the dotted lines indicate a single or a double bond, n and m are 0 or 1, R1 is hydrogen or an acyl group —C(O)R3, R3 being a linear or branched alkyl or alkylene group from C1 to C8, the oxygen atom being bound to the adjacent &agr;-carbon atom by a double bond in the case where n is 0 and by a single bond in the case where n is 1, R2 is hydrogen or a linear or branched alkyl, alkenyl or alkoxy group from C1 to C8, or R2 is an alkenoxy group which is linked to the group R1 to form a 1,3-dioxolane cycle having 5 to 7 ring members, are useful perfuming ingredients. The most preferred compounds according to the invention are those which have a damascone- or damascenone-like structure, with the methyl substituent being in 4-position of the ring instead of the 2-position, as is the case in damascones and damascenones.Type: GrantFiled: May 7, 1999Date of Patent: January 23, 2001Assignee: Firmenich SAInventors: Hubert Mimoun, Wolfgang Klaus Giersch
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Patent number: 6165452Abstract: Described are novel aldehyde cyclic trimers which are useful for controllably releasing fragrance composition components into the environment surrounding the location of said trimers. The trimers are particularly useful in effecting malodor elimination from solid or semisolid surfaces, e.g., the human epidermis (skin) and surfaces that have a displeasing tobacco aroma.Type: GrantFiled: July 21, 1999Date of Patent: December 26, 2000Assignee: International Flavors & Frangrances Inc.Inventors: Richard M. Boden, William L. Schreiber, Freddy Tabak, Henricus Gerardus Maria Reijmer
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Patent number: 6162954Abstract: The invention relates to compounds of the general formula ##STR1## in which R.sup.1 to R.sup.7 are, independently, H, methyl or ethyl, R.sup.8 +R.sup.9 together form methylene (--CH.sub.2 --) or a single bond, or R.sup.1 +R.sup.2 together form --(CH.sub.2).sub.n --, with n being 3 or 4, or R.sup.3 +R.sup.5 or R.sup.5 +R.sup.7 represent methylene or a single bond; and the presence of at least one cyclopropane ring in the molecule is compulsory and the side chain can be saturated or contains one double bond in position .alpha.,.beta. or .beta.,.gamma., a process for the manufacture of these compounds, compounds used to perform the process and the use of these compounds as an odorant or as an ingredient of an odorant composition.Type: GrantFiled: April 21, 1999Date of Patent: December 19, 2000Assignee: Givaudan Roure (International) SAInventors: Jerzy A. Bajgrowicz, Georg Frater
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Patent number: 6159929Abstract: A compound of formula ##STR1## wherein X represents a C.dbd.O group or a CH--OH group, in the form of an optically active isomer of formula ##STR2## wherein X has the meaning indicated above and, when X is a CH--OH group, the asymmetric carbon (2) has an R configuration, or in the form of a mixture of isomers, is very useful in the field of perfumery, having an unusual, fruity odor note that can be described as a fresh walnut odor together with a rhum type note.Type: GrantFiled: June 25, 1999Date of Patent: December 12, 2000Assignee: Firmenich SAInventors: Roger L. Snowden, Herve Pamingle, Christian Vial
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Patent number: 6153578Abstract: Fragrant silanes having the formula:(R.sup.1 O).sub.a (R.sup.2 O).sub.b (R.sup.3 O).sub.c (R.sup.4).sub.d (R.sup.5).sub.e SiR.sup.6where R.sup.1, R.sup.2 and R.sup.3 are derived from the group of alcohols consisting of R.sup.1 OH, R.sup.2 OH and R.sup.3 OH wherein R.sup.1 OH, R.sup.2 OH and R.sup.3 OH are fragrant alcohols or alternatively R.sup.1, R.sup.2 and R.sup.3 are derived from the group of fragrant esters, ketones, or aldehydes having the structure:R.sup.7 --CH.sub.2 (C.dbd.O)--R.sup.8wherein the fragrant ester, ketone or aldehyde is capable of exhibiting the enol form of the carbonyl moiety under reaction conditions, with R.sup.4 and R.sup.5 selected from the group consisting of monovalent hydrocarbon radical having from one to forty carbon atoms and monovalent alkoxy radicals having from one to forty carbon atoms, R.sup.Type: GrantFiled: August 30, 1999Date of Patent: November 28, 2000Assignee: General Electric CompanyInventor: Robert J. Perry
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Patent number: 6114302Abstract: The present invention relates to perfume and fragrance pro-accords which are suitable for use in personal care and personal hygiene compositions as fragrance delivery systems. The pro-accords of the present invention slowly release fragrance raw materials upon contact with human skin thereby providing a prolonged fragrance benefit. The pro-accords serve as a means for delivering any fragrance raw material as well as other adjunct materials inter alia astringents, carriers, and diluents.Type: GrantFiled: November 15, 1999Date of Patent: September 5, 2000Assignee: The Procter & Gamble CompanyInventors: Joseph Paul Morelli, Scott William Waite, Stacy Renee Hertenstein
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Patent number: 6114301Abstract: There is described a compound of general formula (2RS,4SR,6X)-2,4,6-Rimethyl-4-phenyl-1,3-dioxane with the configuration characteristic X=RS (Compound 1) or SR ##STR1## The compounds 1 and 3 possess a fragrance which can be described as strong, herbal-fresh, green, typically grapefruit.Further described are new processes for production of a mixture of the compounds (2RS,4SR,6RS)-2,4,6-trimethyl-4-phenyl-1,3-dioxane (1) and (2RS,4RS,6RS)-2,4,6-trimethyl-4-phenyl-1,3-dioxane (2).Type: GrantFiled: May 6, 1999Date of Patent: September 5, 2000Assignee: Dragoco Gerberding & Co. KGInventors: Claus-Hermann Kappey, Bernd Holscher, Wilhelm Pickenhagen
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Patent number: 6110888Abstract: A fragrance and/or flavor compound of the general formula (I): ##STR1## wherein R.sub.1 is one of propyl or a 2-propenyl group and R.sub.2 is a C.sub.1 -C.sub.5 alkyl group, said compound having exactly one R.sub.1 and from one to four R.sub.2. The compounds possess antimicrobial activity as well as flavor or odor characteristics acceptable for use in flavors and fragrances, respectively. The compounds are useful in forming flavor and/or fragrance compositions having antimicrobial activity. Product formulations, such as detergents, are useful for imparting both acceptable fragrance and antimicrobial properties. Other product formulations, such as mouthwashes, are useful for imparting both acceptable flavor and antimicrobial properties.Type: GrantFiled: May 10, 1999Date of Patent: August 29, 2000Assignees: Takasago International Corporation, Takasago Institute for Interdisciplinary Science, Inc.Inventors: Andrew T. Lupo, Jr., Tetsuo Nakatsu, John Caldwell, Raphael K. L. Kang, Alba T. Cilia, Augustinus G. Van Loveren, Lolita Villamaria
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Patent number: 6100233Abstract: The present invention relates to a fragrance delivery system which comprises one or more .beta.-ketoester pro-fragrances or pro-accords, said fragrance delivery system useful in a stable, preferably clear, aqueous odor-absorbing composition. The odor-absorbing composition can be further characterized in that they comprise solublized, uncomplexed cyclodextrin, and cyclodextrin compatible antimicrobial actives, cyclodextrin compatible surfactants, cyclodextrin compatible humectants, or mixtures thereof. The aqueous odor-absorbing composition are for use on inanimate surfaces, especially fabrics, and more specifically, clothes, in order to restore and/or maintain freshness by reducing malodor without the need for washing or dry cleaning.Type: GrantFiled: March 18, 1999Date of Patent: August 8, 2000Assignee: The Procter & Gamble CompanyInventors: Mark Robert Sivik, John Cort Severns, Frederick Anthony Hartman, Toan Trinh
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Patent number: 6096704Abstract: The present invention is directed to a pro-fragrance compound selected from the group consisting of an acetal, a ketal, and mixtures thereof, wherein at least one of a parent aldehyde, ketone, or alcohol of the pro-fragrance acetal or ketal is a fragrance compound, having a ClogP of less than about 4. The ClogP is the logarithm to the base 10 of the octanol/water partition coefficient of the pro-fragrances. Further disclosed are detergent compositions comprising the pro-fragrance compound of the present invention and detersive surfactants.Type: GrantFiled: September 18, 1998Date of Patent: August 1, 2000Inventors: Lonnie Liddell Bryant, Jr., Robert Ya-Lin Pan
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Patent number: 6090774Abstract: Described is a single phase liquid mixture of benzophenone and a mixture of at least two other normally solid perfumery substances which mixture contains from about 25% up to about 60% by weight of benzophenone and from about 60% down to about 25% by weight of a mixture of normally crystalline perfumery ingredients, each of which has a melting point of between about 35.degree. C. and about 120.degree. C. at about 1 atmosphere pressure, containing at least two substances of the following classes:(i) coumarin derivatives;(ii) vanillin derivatives;(iii) resorcylic acid derivatives;(iv) methylene dioxybenzene derivatives;(v) trichloro-.alpha.Type: GrantFiled: October 13, 1998Date of Patent: July 18, 2000Assignee: International Flavors & Fragrances Inc.Inventors: Murray Moscona, Mark A. Sprecker, Richard A. Weiss
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Patent number: 6087322Abstract: The present invention relates to perfume and fragrance pro-accords which are suitable for use in personal care and personal hygiene compositions as fragrance delivery systems. The pro-accords of the present invention slowly release fragrance raw materials upon contact with human skin thereby providing a prolonged fragrance benefit. The pro-accords serve as a means for delivering any fragrance raw material as well as other adjunct materials inter alia astringents, carriers, and diluents.Type: GrantFiled: March 2, 1998Date of Patent: July 11, 2000Assignee: The Procter & Gamble CompanyInventors: Joseph Paul Morelli, Scott William Waite, Stacy Renee Hertenstein, Kyle David Jones
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Patent number: 6077821Abstract: The present invention relates to perfume and fragrance pro-accords which are suitable for use in personal care and personal hygiene compositions as fragrance delivery systems. The pro-accords of the present invention slowly release fragrance raw materials upon contact with human skin thereby providing a prolonged fragrance benefit. The pro-accords serve as a means for delivering any fragrance raw material as well as other adjunct materials inter alia astringents, carriers, and diluents.Type: GrantFiled: February 24, 1998Date of Patent: June 20, 2000Assignee: The Procter & Gamble CompanyInventors: Joseph Paul Morelli, Scott William Waite, Stacy Renee Hertenstein
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Patent number: 6051548Abstract: Described are trimethylcyclohexenylcyclopropyl ketones having the structure: ##STR1## wherein one of the dashed lines is a carbon--carbon double bond and the other of the dashed lines is a carbon--carbon single bond, uses thereof in augmenting, enhancing or imparting aromas in or to perfume compositions, colognes and perfumed articles, and mixtures of same with 3-methyl-1-phenylpentanol-5 and/or butanoylcyclohexane derivatives and/or acetic or propionic acid esters of o-methylphenyl isopropanol.Type: GrantFiled: November 5, 1998Date of Patent: April 18, 2000Assignee: International Flavors & Fragrances Inc.Inventors: Richard M. Boden, Marie R. Hanna
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Patent number: 6046156Abstract: Fragrant silanes having the formula:(R.sup.1 O).sub.a (R.sup.2 O).sub.b (R.sup.3 O).sub.c (R.sup.4).sub.d (R.sup.5).sub.e SiR.sup.6where R.sup.1, R.sup.2 and R.sup.3 are derived from the group of alcohols consisting of R.sup.1 OH, R.sup.2 OH and R.sup.3 OH wherein R.sup.1 OH, R.sup.2 OH and R.sup.3 OH are fragrant alcohols or alternatively R.sup.1, R.sup.2 and R.sup.3 are derived from the group of fragrant esters, ketones, or aldehydes having the structure:R.sup.7 --CH.sub.2 (C.dbd.O)--R.sup.8wherein the fragrant ester, ketone or aldehyde is capable of exhibiting the enol form of the carbonyl moiety under reaction conditions, with R.sup.4 and R.sup.5 selected from the group consisting of monovalent hydrocarbon radical having from one to forty carbon atoms and monovalent alkoxy radicals having from one to forty carbon atoms, R.sup.Type: GrantFiled: August 28, 1998Date of Patent: April 4, 2000Assignee: General Electric CompanyInventor: Robert J. Perry
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Patent number: 6043210Abstract: The invention is related to novel thiamacrolides, especially musk odorants, having extremely low threshold values, their use in functional perfumery such as fine perfumery, as well as to the preparation of thiamacrolide compounds.Type: GrantFiled: January 29, 1998Date of Patent: March 28, 2000Assignee: Givaudan Roure (International) SAInventors: Jerzy A. Bajgrowicz, Georg Frater, Philip Kraft
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Patent number: 6027668Abstract: The use of 4-tert-butyl-1-cyclohexanol as an antioxidant in soaps, shampoos and other cosmetic products, as well as in all-purpose cleaners, is described.Type: GrantFiled: December 22, 1998Date of Patent: February 22, 2000Assignee: Firmenich S.A.Inventor: Gunter Holzner
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Patent number: 6025323Abstract: The compounds of formula ##STR1## in which R stands for a methyl or ethyl group, are used as perfume ingredients for the preparation of perfuming compositions and perfumed articles, to which they confer aromatic and thujonic notes. The compounds can be used in the form of a mixture of enantiomers or in an enantiomerically pure state. The invention also comprises original processes for the preparation of these compounds.Type: GrantFiled: May 13, 1998Date of Patent: February 15, 2000Assignee: Firmenich SAInventors: Charles Fehr, Christian Margot
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Patent number: 6022531Abstract: The 2,5,6-trimethyl-2-heptanol described is a compound having an odor of the floral-freesia type, with a slightly fruity character. It is adapted to be used in practically all fields of modem perfumery. Thanks to its typical floral and woody taste, it is also a prized flavoring ingredient.Type: GrantFiled: January 14, 1999Date of Patent: February 8, 2000Assignee: Firmenich SAInventor: Wolfgang Giersch
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Patent number: 6013618Abstract: The present invention relates to perfume or fine fragrance compositions inter alia perfumes, colognes, eau de toilettes, and after shave lotions, comprising pro-accord compounds which release their fragrance raw material components on a delayed basis therefore providing sustained fragrance levels to the user. Typically the pro-accords are comprised of orthoesters, ketals, acetals, orthocarbonates which release two or more fragrance raw materials upon hydrolysis. The present invention also relates to an article of manufacture comprising a first pro-accord containing reservoir and a second fragrance raw material reservoir and a means for admixing and applying the perfume material.Type: GrantFiled: March 2, 1998Date of Patent: January 11, 2000Assignee: Procter & Gamble CompanyInventors: Joseph Paul Morelli, Scott William Waite, Stacy Renee Hertenstein, Mark Robert Sivik, Gregory Scot Miracle, Kenneth Nathan Price, Lon Montgomery Gray
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Patent number: 5952292Abstract: 3-Methyl-2-oxo-ethylpentanoate or an isomer thereof are very useful compounds in the field of perfumery, having an unusual, fruity odor note that can be described as a fresh walnut odor together with a rum type note.Type: GrantFiled: December 3, 1998Date of Patent: September 14, 1999Assignee: Firmenich S.A.Inventors: Roger L. Snowden, Herve Pamingle, Christian Vial
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Patent number: 5932198Abstract: Disclosed are .alpha.-amides of L-amino acids that produce fragrance or attenuate or mask malodor. In particular, glutamine and asparagine amides can be used in the invention. Such .alpha.-amides of L-amino acids are useful for generating pleasant fragrances or attenuating or masking malodor upon cleavage of the .alpha.-amides of L-amino acids by bacteria in axillae. The .alpha.-amides of L-amino acids can be incorporated into skin treatment compositions and personal care products, such as deodorants, body sprays and antiperspirants, and used in methods for producing fragrance or attenuating or masking malodor.Type: GrantFiled: December 15, 1997Date of Patent: August 3, 1999Assignee: The Gillette CompanyInventors: Virginia Streusand Goldman, Judith Wolfe Laney, Charles W. Slife
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Patent number: 5929291Abstract: The invention relates to compounds of the general formula ##STR1## in which R.sup.1 to R.sup.7 are, independently, H, methyl or ethyl, R.sup.8 +R.sup.9 together form methylene (--CH.sub.2 --) or a single bond, or R.sup.1 +R.sup.2 together form --(CH.sub.2).sub.n --, with n being 3 or 4, or R.sup.3 +R.sup.5 or R.sup.5 +R.sup.7 represent methylene or a single bond; and the presence of at least one cyclopropane ring in the molecule is compulsory and the side chain can be saturated or contains one double bond in position .alpha.,.beta. or .beta., .gamma. a process for the manufacture of these compounds, compounds used to perform the process and the use of these compounds as an odorant or as an ingredient of an odorant composition.Type: GrantFiled: April 9, 1997Date of Patent: July 27, 1999Assignee: Givaudan Roure (International) SAInventors: Jerzy A. Bajgrowicz, Georg Frater
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Patent number: 5919752Abstract: The present invention relates to perfume or fine fragrance compositions inter alia perfumes, colognes, eau de toilettes, and after shave lotions, comprising pro-accord compounds which release their fragrance raw material components on a delayed basis therefore providing sustained fragrance levels to the user. Typically the pro-accords are comprised of orthoesters, ketals, acetals, orthocarbonates which release two or more fragrance raw materials upon hydrolysis. The present invention also relates to an article of manufacture comprising a first pro-accord containing reservoir and a second fragrance raw material reservoir and a means for admixing and applying the perfume material.Type: GrantFiled: February 24, 1998Date of Patent: July 6, 1999Assignee: Procter & GambleInventors: Joseph Paul Morelli, Scott William Waite, Stacy Renee Hertenstein, Mark Robert Sivik
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Patent number: 5837659Abstract: Described is a microbiological method for producing C.sub.9, C.sub.11, and C.sub.13 alkanols defined according to the structures: ##STR1## wherein R.sub.1 is methyl or n-propyl using ketones defined according to the generic structure: ##STR2## as a substrate and using the microorganism: Pseudomonas cepacia ATCC 55792or mutants thereof.Type: GrantFiled: August 21, 1997Date of Patent: November 17, 1998Assignee: International Flavors & Fragrances Inc.Inventors: Mohamad I. Farbood, Laura E. Kizer, Lynda B. McLean, Mark A. Sprecker
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Patent number: 5817885Abstract: The present invention relates to novel derivatives of terpene origin which consist of cycloalkenyls or cycloalkyls having at least seven carbon atoms and possessing surfactant and/or fragrant properties. According to one embodiment, the invention relates to compounds of the formula ##STR1## in which p and q are integers or decimal numbers and are not equal to zero, 0.ltoreq.p.ltoreq.20, preferably, 0.ltoreq.p.ltoreq.5, and 0.ltoreq.q.ltoreq.100, preferably 1.ltoreq.q.ltoreq.20. The invention further relates to the surfactant and/or fragrant compositions based on the above-mentioned compounds. The invention has particular applicability in detergent and perfume formulations.Type: GrantFiled: June 18, 1997Date of Patent: October 6, 1998Assignee: Rhone-Poulenc ChimieInventors: Jean-Marc Ricca, Paul-Noel Derian, Jean-Pierre Hecaen, Jean-Michel Mercier
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Patent number: 5798385Abstract: Described is a composition which is both an insect repellent and a perfume containing:Para-isopropylcyclohexanol;3,7-dimethyl-2,6-octadien-1-al;5,9-dimethyl-4,8-decadienal;p-mentha-1,8-diene;o-methyl-betaphenylethyl alcohol; and4-cyclooctenyl methyl carbonate.Also described is a method of using such formulation in order to repel insects.Type: GrantFiled: August 21, 1997Date of Patent: August 25, 1998Assignee: International Flavors & Fragrances Inc.Inventor: Anna Belle Marin
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Patent number: 5753609Abstract: 4-(1-methoxymethyl)-2-phenyl-1,3-dioxolane or a derivative thereof represented by formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom, a hydroxy group or a lower alkoxy group; R.sup.2 and R.sup.3, which may be the same or different, each represents a hydrogen atom, a hydroxy group, a lower alkoxy group, or, when taken together, R.sup.2 and R.sup.3 represent a methylene dioxy group; useful in flavor and fragrance compositions.Type: GrantFiled: May 6, 1996Date of Patent: May 19, 1998Assignees: Takasago International Corporation, Takasago Institute for Interdisciplinary Science, Inc.Inventors: Tetsuo Nakatsu, Carter B. Green, Gary A. Reitz, Raphael K. L. Kang
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Patent number: 5753610Abstract: A perfume containing (6E)-2,3-dihydrofarnesol represented by the following general formula (I): ##STR1## which has a purity of the trans form of more than 50% by weight, is disclosed. A muguet perfume containing the above compound is excellent in fragrance qualities and having a high safety without any sensitization and an antimicrobial activity.Type: GrantFiled: February 29, 1996Date of Patent: May 19, 1998Assignee: Takasago International CorporationInventors: Makoto Harada, Hiroyuki Matsuda, Takeshi Yamamoto
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Patent number: 5739100Abstract: A compound represented by formula (1): ##STR1## wherein R is alkyl or other hydrocarbyl, and a fragrance/flavor-imparting agent, a fragrance/flavor-retaining agent, and a perfume composition, each containing this compound as an active ingredient; and a process for preparing this compound either by reacting a compound of formula (2): ##STR2## wherein R.sup.1 and R.sup.2 are hydrocarbyl, with cis-3-hexen-1-ol, or by reacting cis-3-hexenal-di-cis-3-hexenyl acetal with an alcohol, R.sup.7 OH.Type: GrantFiled: June 14, 1996Date of Patent: April 14, 1998Assignee: Nippon Zeon Co., Ltd.Inventors: Hiroshi Horino, Shin-ichi Hirakawa
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Patent number: 5677353Abstract: A low-alcohol perfume composition comprises at least 10% by weight of a single or mixed solvent of a lower glycol and/or a lower alcohol having at least 4 carbon atoms in its principal chain, not more than 40% by weight of water, and not more than 20% by weight of a perfume component. Due to the hydration characteristic of the lower glycol and the dual solvent affinity of the lower alcohol, the perfume can be dissolved. Accordingly, the amount of ethyl alcohol can be reduced without deteriorating the usability of the composition.Type: GrantFiled: June 15, 1995Date of Patent: October 14, 1997Assignee: Shiseido Company Ltd.Inventors: Toshihide Ebisawa, Yo Teshima
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Patent number: 5538719Abstract: It has now been found that cross-adaptation may occur between two structurally-similar compounds with qualitatively different odors. The perceived intensity of a malodor, for example, underarm sweat, may be decreased by cross-adaptation to at least one ester compound structurally similar to a component of such sweat. Such structurally similar compounds may be used in methods for decreasing the perceived intensity of a malodor such as sweat, in products designed to cover the characteristic odor of sweat, and in methods for covering malodor.Type: GrantFiled: March 25, 1994Date of Patent: July 23, 1996Assignee: Monell Chemical Senses CenterInventors: George Preti, John D. Pierce, Jr., Xiao-Nong Zeng, Charles J. Wysocki
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Patent number: 5378468Abstract: Described is a fragrancing composition having fragrancing components that are not activated until, e.g., application to the skin of a human. The composition is alkaline or (if anhydrous) capable of producing an alkaline pH when in contact with water, prior to application, and includes (1) a vehicle for application of the composition, and (2) at least one potential fragrance that is at least one compound having little or no odor in the alkaline composition but which, e.g., is hydrolyzed in a lower pH environment to produce compounds having a relatively strong aroma. Upon application of the alkaline composition to the skin surface, the strong buffering capacity of the skin (the surface of which has a normal pH of 5.5-7.0) neutralizes alkalinity of the composition (lowers pH) so as to restore normal skin surface pH; the potential fragrance is then hydrolyzed at the lower pH to release the compound having relatively strong aroma.Type: GrantFiled: September 22, 1992Date of Patent: January 3, 1995Assignees: The Mennen Company, Takasago International CorporationInventors: Robert Suffis, Morton L. Barr, Kenya Ishida, Kiyohito Sawano, Toshiya Sato, Augustinus G. van Loveren
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Patent number: 5248831Abstract: Ethers of 1-hydroxy-hex-5-en-2-one are useful odoriferous substances which have a very complex fragrance pattern and allow an interesting variation in the scent of perfume oils.Type: GrantFiled: June 18, 1992Date of Patent: September 28, 1993Assignee: Haarmann & Reimer GmbHInventors: Rudolf Hopp, Thomas Thielmann, Wilhelm Gottsch
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Patent number: 5177057Abstract: Described is the reaction product of linalool with citric acid wherein the reaction is carried out at 100.degree. C. for a period of about two hours in aqueous media. The resulting reaction product contains alpha terpineol having the structure: ##STR1## The reaction product of our invention may be used to augment, enhance or impart aromas and tastes to consumable materials including perfume compositions, colognes, perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, hair preparations and the like as well as foodstuffs and chewing gums.Type: GrantFiled: May 22, 1992Date of Patent: January 5, 1993Assignee: International Flavors & Fragrances Inc.Inventors: Michael J. Zampino, Braja D. Mookherjee
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Patent number: 5116813Abstract: The present invention relates to a perfume composition comprising a methyl branched aliphatic compound and the methyl branched aliphatic compound useful as perfume material and a method for imparting a fragrance by using such compounds and compositions.Type: GrantFiled: March 14, 1990Date of Patent: May 26, 1992Assignee: Kao CorporationInventors: Katsuhiko Tajima, Sachio Tanaka
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Patent number: 5066641Abstract: Described is 3,5,5-trimethylhexanal oxime defined according to the structure: ##STR1## and organoleptic uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including but not limited to solid or liquid anionic, cathionic, nonionic and zwitterionic detergents, perfume polymers, fabric softener compositions, fabic softener articles, cosmetic powders and hair preparations.Type: GrantFiled: September 27, 1990Date of Patent: November 19, 1991Assignee: International Flavors & Fragrances Inc.Inventors: Anubhav P. S. Narula, John J. De Virgilio, Jan T. Van Elst
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Patent number: 4980342Abstract: A convenient process for the preparation of .gamma.-alkyl-substituted-.gamma.-butyrolactones and .delta.-valerolactones is provided. The process involves forming the .alpha.-alkylidene lactone by reacting essentially equimolar amounts of an .alpha.-acyl lactone, an aldehyde, and an alkali metal hydroxide in an inert diluent at an elevated temperature while removing water and hydrogenating the .alpha.-alkylidene lactone to obtain the corresponding .alpha.-alkyl lactone.Type: GrantFiled: September 1, 1989Date of Patent: December 25, 1990Assignee: Henkel CorporationInventors: Louis Rebrovic, Eugene G. Harris
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Patent number: 4968668Abstract: 2-Methyl-3-(3-methylphenyl)-propan-1-ol, 2-methyl-3-(3,5-dimethylphenyl)-propan-1-ol, 1-(3-methylphenyl)-2-methylbutan-3-ol and 1-(3,5-dimethylphenyl)-2-methylbutan-3-ol, their preparation and use as fragrances.Type: GrantFiled: August 7, 1989Date of Patent: November 6, 1990Assignee: Consortium fur Elektrochemische Industrie GmbHInventors: Walter Hafner, Walter Gebauer, Marlies Regiert, Wilhelm Friedrich, Erich Markl
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Patent number: 4960754Abstract: Described are 3,7-dimethyl-6,7-dioxo-1,3-octadienes or mixtures of same defined according to the structure: ##STR1## wherein R is hydrogen or ethyl and X is one of the moieties: ##STR2## and wherein the wavy lines represent a "E" or "Z" configuration of the methyl and vinyl moiety about the 3,4-pi-bond of the molecule, as well as methods for methods for augmenting or enhancing the aroma of consumable materials including perfumes, colognes and perfumed articles by adding thereto an aroma augmenting or enhancing quantity of at least one of said 3,7-dimethyl-6,7-dioxo-1,3-octadienes.Type: GrantFiled: December 8, 1989Date of Patent: October 2, 1990Assignee: International Flavors & Fragrances Inc.Inventors: Richard A. Wilson, Michael J. Zampino, Braja D. Mookherjee, Robert W. Trenkle, Anton Van Ouwerkerk, Myrna L. Hagedorn, Michael G. Monteleone
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Patent number: 4948781Abstract: The invention is concerned with compounds of the formula: ##STR1## wherein: R represents an alkyl group of one to four carbons, an alkenyl group of two to four carbons or a 1-alkoxy-alkyl group of the formula ##STR2## R.sup.1,R.sup.2 and R.sup.3 may be the same or different and represent hydrogen, methyl or ethyl;R.sup.4 represents hydrogen, an alkyl group of from one to five carbon atoms, an alkenyl group of from two to four carbon atoms or an alkylidene group of from one to four carbon atoms;R.sup.5,R.sup.6 and R.sup.7 may be the same or different and represent hydrogen, methyl or ethyl with the proviso that the sum R.sup.5 +R.sup.6 +R.sup.7 does not exceed two carbon atoms; andR.sup.8 represents methyl or ethyl;with the proviso that at least two, but not more than three of the symbols R.sup.1,R.sup.2,R.sup.3 and R.sup.4 represent hydrogen.This invention is also concerned with odorant and flavoring compositions containing these compounds.Type: GrantFiled: January 26, 1983Date of Patent: August 14, 1990Assignee: Givaudan CorporationInventors: Roman Kaiser, Dietmar Lamparsky
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Patent number: 4933321Abstract: Described are triisobutylene alcohols and esters and halogenated intermediates for preparing same defined according to the generic structure: ##STR1## wherein one of the dashed lines represents a carbon-carbon single bond and the other of the dashed lines represents a carbon-carbon double bond; wherein R.sub.1 " and R.sub.2 " are the same or different and each represents hydrogen, chloro, bromo, hydroxyl or a C.sub.1 -C.sub.3 acyloxy with the provisos that when the dashed line in the 4-4' position is a carbon-carbon double bond then R.sub.1 " is hydrogen and R.sub.2 " is not hydrogen; and R.sub.1 " and R.sub.2 " are not both hydrogen.Also described are the uses of the triisobutylene alcohols and esters in augmenting or enhancing the aroma of perfume composition, colognes and perfumed articles including but not limited to perfumed polymers solid or liquid anionic, cationic, nonionic or switterionic detergents, fabric softener compositions, fabric softener articles, cosmetic powders and hair preparations.Type: GrantFiled: December 26, 1989Date of Patent: June 12, 1990Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Robert P. Belko, Marie R. Hanna
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Patent number: 4931428Abstract: 1-tert-Butoxy-.omega.-alkenes of the general formula ICH.sub.2 .dbd.CH--CH.sub.2).sub.n O--C(CH.sub.3).sub.3 (I)wherein n is an integer from 4 to 10, their preparation and their use for imparting fragrance properties to perfumes or to products to be perfumed, or for improving or modifying the fragrance properties of the said perfumes or products, and scent compositions containing these compounds.Type: GrantFiled: April 14, 1989Date of Patent: June 5, 1990Assignee: BASF AktiengesellschaftInventors: Rainer Becker, Heinz Eckhardt, Manfred Eggersdorfer, Gerhard Schindler, Klaas Jansen
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Patent number: 4927805Abstract: Curcumin is subjected to the action of heat and pressure in the presence of water by a continuous or batch process to produce vanillin and other natural flavor products. The proportion of vanillin in the final product varies with the pH of the reaction mixture.Type: GrantFiled: January 25, 1989Date of Patent: May 22, 1990Assignee: Mallinckrodt, Inc.Inventors: Joseph E. Dolfini, Jerome Glinka, Andrew C. Bosch
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Patent number: 4920096Abstract: High quality cedar wood oil is recovered from raw cedar wood with substantially improved efficiency employing the solvent extraction method of this invention. By submerging cedar wood pulp or sawdust in a suitable water insoluble solvent for a predefined time period, a purified cedar wood oil extract is easily attained after filtration of the cedar wood pulp and distillation removal of the solvent. Furthermore, depending upon the end use or operating system, the solvent extraction method of this invention may be conducted as either a batch process or a continuous process.Type: GrantFiled: October 6, 1988Date of Patent: April 24, 1990Inventor: Paul Z. Bedoukian
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Patent number: 4853368Abstract: The invention relates to new methylcyclododecatri-2,5,9-en-1-oles of formula ##STR1## in which one of the dashed lines represents a double bond and the other a single bond, and the endocyclic double bonds may be cis- and trans-configured,a process for their preparation and their use as scents.Type: GrantFiled: March 22, 1988Date of Patent: August 1, 1989Assignee: Haarmann & Reimer GmbHInventors: Jurgen Neinhaus, Rudolf Hopp, Wilhelm Gottsch, Egon Oelkers
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Schiff base reaction product of ethyl vanillin and methyl anthranilate and organoleptic uses thereof
Patent number: 4853369Abstract: Described is the schiff base reaction product of methyl anthranilate having the structure: ##STR1## with ethyl vanillin having the structure: ##STR2## a compound having the structure: ##STR3## and uses thereof in augmenting or enhancing the aroma of perfume compositions, perfumed articles including perfumed polymers and colognes. The schiff base having the structure: ##STR4## also has unexpected, unobvious and advantageous utilities for its deodorancy properties in addition to having valuable properties as a fragrance material.Type: GrantFiled: June 3, 1988Date of Patent: August 1, 1989Assignee: International Flavors & Fragrances Inc.Inventors: Braja D. Mookherjee, Robert W. Trenkle, Nicholas Calderone, Ronald S. Fenn -
Patent number: 4849401Abstract: The invention discloses compounds of the general formula ##STR1## in which R represents a methyl radical or a methoxy radical when R.sup.1 is a hydrogen atom; orR represents a methyl radical when R.sup.1 is a methyl radical.The compounds of the invention are useful as fragrances.Type: GrantFiled: April 6, 1988Date of Patent: July 18, 1989Assignee: Consortium fur elektrochemische Industrie, GmbHInventors: Wilhelm Friedrich, Helmut Gebauer, Walter Hafner, Marlies Regiert