Oxygen Containing Active Ingredient Patents (Class 512/25)
  • Patent number: 6187741
    Abstract: 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: Grant
    Filed: October 4, 1999
    Date of Patent: February 13, 2001
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mohamad I. Farbood, Laura E. Kizer, James Morris, Gail Harris, Lynda B. McLean
  • Patent number: 6180121
    Abstract: 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: Grant
    Filed: December 18, 1998
    Date of Patent: January 30, 2001
    Assignee: Colgate-Palmolive Company
    Inventors: Eric P. Guenin, Pierre Gabriel Boudot, Pascal Michel Pierre Sillon, Paul Joseph Vincenti, Cuthbert Donald Taylor, Philippe Michel Durand
  • Patent number: 6177400
    Abstract: 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: Grant
    Filed: May 7, 1999
    Date of Patent: January 23, 2001
    Assignee: Firmenich SA
    Inventors: Hubert Mimoun, Wolfgang Klaus Giersch
  • Patent number: 6165452
    Abstract: 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: Grant
    Filed: July 21, 1999
    Date of Patent: December 26, 2000
    Assignee: International Flavors & Frangrances Inc.
    Inventors: Richard M. Boden, William L. Schreiber, Freddy Tabak, Henricus Gerardus Maria Reijmer
  • Patent number: 6162954
    Abstract: 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: Grant
    Filed: April 21, 1999
    Date of Patent: December 19, 2000
    Assignee: Givaudan Roure (International) SA
    Inventors: Jerzy A. Bajgrowicz, Georg Frater
  • Patent number: 6159929
    Abstract: 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: Grant
    Filed: June 25, 1999
    Date of Patent: December 12, 2000
    Assignee: Firmenich SA
    Inventors: Roger L. Snowden, Herve Pamingle, Christian Vial
  • Patent number: 6153578
    Abstract: 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: Grant
    Filed: August 30, 1999
    Date of Patent: November 28, 2000
    Assignee: General Electric Company
    Inventor: Robert J. Perry
  • Patent number: 6114302
    Abstract: 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: Grant
    Filed: November 15, 1999
    Date of Patent: September 5, 2000
    Assignee: The Procter & Gamble Company
    Inventors: Joseph Paul Morelli, Scott William Waite, Stacy Renee Hertenstein
  • Patent number: 6114301
    Abstract: 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: Grant
    Filed: May 6, 1999
    Date of Patent: September 5, 2000
    Assignee: Dragoco Gerberding & Co. KG
    Inventors: Claus-Hermann Kappey, Bernd Holscher, Wilhelm Pickenhagen
  • Patent number: 6110888
    Abstract: 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: Grant
    Filed: May 10, 1999
    Date of Patent: August 29, 2000
    Assignees: 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
  • Patent number: 6100233
    Abstract: 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: Grant
    Filed: March 18, 1999
    Date of Patent: August 8, 2000
    Assignee: The Procter & Gamble Company
    Inventors: Mark Robert Sivik, John Cort Severns, Frederick Anthony Hartman, Toan Trinh
  • Patent number: 6096704
    Abstract: 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: Grant
    Filed: September 18, 1998
    Date of Patent: August 1, 2000
    Inventors: Lonnie Liddell Bryant, Jr., Robert Ya-Lin Pan
  • Patent number: 6090774
    Abstract: 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: Grant
    Filed: October 13, 1998
    Date of Patent: July 18, 2000
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Murray Moscona, Mark A. Sprecker, Richard A. Weiss
  • Patent number: 6087322
    Abstract: 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: Grant
    Filed: March 2, 1998
    Date of Patent: July 11, 2000
    Assignee: The Procter & Gamble Company
    Inventors: Joseph Paul Morelli, Scott William Waite, Stacy Renee Hertenstein, Kyle David Jones
  • Patent number: 6077821
    Abstract: 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: Grant
    Filed: February 24, 1998
    Date of Patent: June 20, 2000
    Assignee: The Procter & Gamble Company
    Inventors: Joseph Paul Morelli, Scott William Waite, Stacy Renee Hertenstein
  • Patent number: 6051548
    Abstract: 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: Grant
    Filed: November 5, 1998
    Date of Patent: April 18, 2000
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Richard M. Boden, Marie R. Hanna
  • Patent number: 6046156
    Abstract: 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: Grant
    Filed: August 28, 1998
    Date of Patent: April 4, 2000
    Assignee: General Electric Company
    Inventor: Robert J. Perry
  • Patent number: 6043210
    Abstract: 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: Grant
    Filed: January 29, 1998
    Date of Patent: March 28, 2000
    Assignee: Givaudan Roure (International) SA
    Inventors: Jerzy A. Bajgrowicz, Georg Frater, Philip Kraft
  • Patent number: 6027668
    Abstract: 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: Grant
    Filed: December 22, 1998
    Date of Patent: February 22, 2000
    Assignee: Firmenich S.A.
    Inventor: Gunter Holzner
  • Patent number: 6025323
    Abstract: 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: Grant
    Filed: May 13, 1998
    Date of Patent: February 15, 2000
    Assignee: Firmenich SA
    Inventors: Charles Fehr, Christian Margot
  • Patent number: 6022531
    Abstract: 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: Grant
    Filed: January 14, 1999
    Date of Patent: February 8, 2000
    Assignee: Firmenich SA
    Inventor: Wolfgang Giersch
  • Patent number: 6013618
    Abstract: 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: Grant
    Filed: March 2, 1998
    Date of Patent: January 11, 2000
    Assignee: Procter & Gamble Company
    Inventors: Joseph Paul Morelli, Scott William Waite, Stacy Renee Hertenstein, Mark Robert Sivik, Gregory Scot Miracle, Kenneth Nathan Price, Lon Montgomery Gray
  • Patent number: 5952292
    Abstract: 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: Grant
    Filed: December 3, 1998
    Date of Patent: September 14, 1999
    Assignee: Firmenich S.A.
    Inventors: Roger L. Snowden, Herve Pamingle, Christian Vial
  • Patent number: 5932198
    Abstract: 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: Grant
    Filed: December 15, 1997
    Date of Patent: August 3, 1999
    Assignee: The Gillette Company
    Inventors: Virginia Streusand Goldman, Judith Wolfe Laney, Charles W. Slife
  • Patent number: 5929291
    Abstract: 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: Grant
    Filed: April 9, 1997
    Date of Patent: July 27, 1999
    Assignee: Givaudan Roure (International) SA
    Inventors: Jerzy A. Bajgrowicz, Georg Frater
  • Patent number: 5919752
    Abstract: 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: Grant
    Filed: February 24, 1998
    Date of Patent: July 6, 1999
    Assignee: Procter & Gamble
    Inventors: Joseph Paul Morelli, Scott William Waite, Stacy Renee Hertenstein, Mark Robert Sivik
  • Patent number: 5837659
    Abstract: 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: Grant
    Filed: August 21, 1997
    Date of Patent: November 17, 1998
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mohamad I. Farbood, Laura E. Kizer, Lynda B. McLean, Mark A. Sprecker
  • Patent number: 5817885
    Abstract: 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: Grant
    Filed: June 18, 1997
    Date of Patent: October 6, 1998
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean-Marc Ricca, Paul-Noel Derian, Jean-Pierre Hecaen, Jean-Michel Mercier
  • Patent number: 5798385
    Abstract: 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: Grant
    Filed: August 21, 1997
    Date of Patent: August 25, 1998
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Anna Belle Marin
  • Patent number: 5753609
    Abstract: 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: Grant
    Filed: May 6, 1996
    Date of Patent: May 19, 1998
    Assignees: Takasago International Corporation, Takasago Institute for Interdisciplinary Science, Inc.
    Inventors: Tetsuo Nakatsu, Carter B. Green, Gary A. Reitz, Raphael K. L. Kang
  • Patent number: 5753610
    Abstract: 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: Grant
    Filed: February 29, 1996
    Date of Patent: May 19, 1998
    Assignee: Takasago International Corporation
    Inventors: Makoto Harada, Hiroyuki Matsuda, Takeshi Yamamoto
  • Patent number: 5739100
    Abstract: 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: Grant
    Filed: June 14, 1996
    Date of Patent: April 14, 1998
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Hiroshi Horino, Shin-ichi Hirakawa
  • Patent number: 5677353
    Abstract: 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: Grant
    Filed: June 15, 1995
    Date of Patent: October 14, 1997
    Assignee: Shiseido Company Ltd.
    Inventors: Toshihide Ebisawa, Yo Teshima
  • Patent number: 5538719
    Abstract: 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: Grant
    Filed: March 25, 1994
    Date of Patent: July 23, 1996
    Assignee: Monell Chemical Senses Center
    Inventors: George Preti, John D. Pierce, Jr., Xiao-Nong Zeng, Charles J. Wysocki
  • Patent number: 5378468
    Abstract: 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: Grant
    Filed: September 22, 1992
    Date of Patent: January 3, 1995
    Assignees: The Mennen Company, Takasago International Corporation
    Inventors: Robert Suffis, Morton L. Barr, Kenya Ishida, Kiyohito Sawano, Toshiya Sato, Augustinus G. van Loveren
  • Patent number: 5248831
    Abstract: 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: Grant
    Filed: June 18, 1992
    Date of Patent: September 28, 1993
    Assignee: Haarmann & Reimer GmbH
    Inventors: Rudolf Hopp, Thomas Thielmann, Wilhelm Gottsch
  • Patent number: 5177057
    Abstract: 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: Grant
    Filed: May 22, 1992
    Date of Patent: January 5, 1993
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Michael J. Zampino, Braja D. Mookherjee
  • Patent number: 5116813
    Abstract: 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: Grant
    Filed: March 14, 1990
    Date of Patent: May 26, 1992
    Assignee: Kao Corporation
    Inventors: Katsuhiko Tajima, Sachio Tanaka
  • Patent number: 5066641
    Abstract: 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: Grant
    Filed: September 27, 1990
    Date of Patent: November 19, 1991
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Anubhav P. S. Narula, John J. De Virgilio, Jan T. Van Elst
  • Patent number: 4980342
    Abstract: 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: Grant
    Filed: September 1, 1989
    Date of Patent: December 25, 1990
    Assignee: Henkel Corporation
    Inventors: Louis Rebrovic, Eugene G. Harris
  • Patent number: 4968668
    Abstract: 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: Grant
    Filed: August 7, 1989
    Date of Patent: November 6, 1990
    Assignee: Consortium fur Elektrochemische Industrie GmbH
    Inventors: Walter Hafner, Walter Gebauer, Marlies Regiert, Wilhelm Friedrich, Erich Markl
  • Patent number: 4960754
    Abstract: 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: Grant
    Filed: December 8, 1989
    Date of Patent: October 2, 1990
    Assignee: 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
  • Patent number: 4948781
    Abstract: 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: Grant
    Filed: January 26, 1983
    Date of Patent: August 14, 1990
    Assignee: Givaudan Corporation
    Inventors: Roman Kaiser, Dietmar Lamparsky
  • Patent number: 4933321
    Abstract: 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: Grant
    Filed: December 26, 1989
    Date of Patent: June 12, 1990
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Robert P. Belko, Marie R. Hanna
  • Patent number: 4931428
    Abstract: 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: Grant
    Filed: April 14, 1989
    Date of Patent: June 5, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Becker, Heinz Eckhardt, Manfred Eggersdorfer, Gerhard Schindler, Klaas Jansen
  • Patent number: 4927805
    Abstract: 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: Grant
    Filed: January 25, 1989
    Date of Patent: May 22, 1990
    Assignee: Mallinckrodt, Inc.
    Inventors: Joseph E. Dolfini, Jerome Glinka, Andrew C. Bosch
  • Patent number: 4920096
    Abstract: 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: Grant
    Filed: October 6, 1988
    Date of Patent: April 24, 1990
    Inventor: Paul Z. Bedoukian
  • Patent number: 4853368
    Abstract: 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: Grant
    Filed: March 22, 1988
    Date of Patent: August 1, 1989
    Assignee: Haarmann & Reimer GmbH
    Inventors: Jurgen Neinhaus, Rudolf Hopp, Wilhelm Gottsch, Egon Oelkers
  • Patent number: 4853369
    Abstract: 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: Grant
    Filed: June 3, 1988
    Date of Patent: August 1, 1989
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Braja D. Mookherjee, Robert W. Trenkle, Nicholas Calderone, Ronald S. Fenn
  • Patent number: 4849401
    Abstract: 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: Grant
    Filed: April 6, 1988
    Date of Patent: July 18, 1989
    Assignee: Consortium fur elektrochemische Industrie, GmbH
    Inventors: Wilhelm Friedrich, Helmut Gebauer, Walter Hafner, Marlies Regiert