The Ring System Is Bicyclo Patents (Class 512/17)
  • Patent number: 11753692
    Abstract: The invention relates to an apparatus (10) for the thermal treatment of metallic products, which comprises (a) a support and transport plane (24); (b) at least one collector module (12) comprising at least one collector (14, 16), the collector (14) being provided with a perforated plate (22) facing the support and transport plane (24); (b-2) a conduit (20) connected to said at least one collector (14), and (b-3) integrated in said conduit (20), at least one stop valve (18). The stop valve (18) is situated at a distance from the collector (14) which does not exceed 60 cm. The perforated plate (22) is provided with holes which are arranged in rows parallel to each other but not in parallel rows with respect to the sides of said perforated plate. The rows are inclined with respect to two opposite sides of the plate (22) of an acute angle.
    Type: Grant
    Filed: December 19, 2018
    Date of Patent: September 12, 2023
    Assignee: DANIELI & C. Officine Meccaniche S.p.A.
    Inventors: Umberto Saccoman, Zdzislaw SZablowski, Riccardo Treu
  • Patent number: 11572528
    Abstract: Embodiments in accordance with the present invention relate generally to a variety of norbornene derivatives exhibiting olfactive properties and are suitable as fragrance ingredients. More specifically, this invention relates to various fragrance compositions containing one or more of a compound of formula (I): Wherein R1, R2, R3 and R4 are as defined herein. The compounds of formula (I) are useful as perfumes, colognes, and in perfume augmenting, modifying, enhancing, and imparting compositions. The compositions of this invention are therefore useful in a variety of products including perfumes, colognes, soaps, detergents, candles, air fresheners, trash bags, tissues, deodorants, lotions, skin care products, hair products, sanitary products, cleaning products, and the like.
    Type: Grant
    Filed: June 5, 2020
    Date of Patent: February 7, 2023
    Assignee: PROMERUS, LLC
    Inventor: Larry F Rhodes
  • Patent number: 8633144
    Abstract: The present invention is directed to a novel fragrance compound of octahydro-4,7-methano-1H-indene-5-acetaldehyde, octahydro-6-methyl-4,7-methano-1H-indene-5-carboxaldehyde, or a mixture thereof.
    Type: Grant
    Filed: November 2, 2011
    Date of Patent: January 21, 2014
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Anubhav P. S. Narula, James Anthony Lasome, Richard A. Weiss, Michael G. Monteleone
  • Publication number: 20130109761
    Abstract: The present invention is directed to a novel fragrance compound of octahydro-4,7-methano-1H-indene-5-acetaldehyde, octahydro-6-methyl-4,7-methano-1H-indene-5-carboxaldehyde, or a mixture thereof.
    Type: Application
    Filed: November 2, 2011
    Publication date: May 2, 2013
    Inventors: Anubhav P.S. Narula, James Anthony Lasome, Richard A. Weiss, Michael G. Monteleone
  • Publication number: 20130065807
    Abstract: The present invention primarily relates to fragrance substance mixtures, preferably perfume oils, comprising (a) compound (A-1) and compound (A-2) and (b) one or more further musk fragrance substances, which are not isolongifolenyl methyl ethers, wherein the mass ratio of the total quantity of musk fragrance substances of constituent (b) to the total quantity of compounds (A-1) and (A-2) (constituent (a)) is preferably greater than or equal to 1:2. Furthermore, the present invention relates to perfumed products containing fragrance substance mixtures of this type according to the invention, in particular perfume oils, and a method for modifying certain olfactory properties of fragrance substances, fragrance substance mixtures, perfume oils or correspondingly perfumed products.
    Type: Application
    Filed: September 7, 2012
    Publication date: March 14, 2013
    Applicant: SYMRISE AG
    Inventors: Marcus Eh, Pierre Kurzenne, Marc vom Ende, Emilie Coppermann
  • Publication number: 20120087884
    Abstract: The present invention relates to novel compounds and their use in fragrance compositions. Novel 3.2.1-bicyclo-octene and -octane compounds of the present invention are represented by formula: wherein R is selected from the group consisting of hydrogen, acetate, carbonate monomethyl ester, and allyloxy; and wherein the broken line represents a single or double bond.
    Type: Application
    Filed: October 8, 2010
    Publication date: April 12, 2012
    Inventors: Adam P. Closson, Benjamin Amorelli, Nicole O'Keefe
  • Patent number: 8114823
    Abstract: The present invention is directed to a fragrance compound of bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, ethyl ester: and its isomeric compounds.
    Type: Grant
    Filed: September 16, 2011
    Date of Patent: February 14, 2012
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Adam P. Closson, Anthony T. Levorse, Jr., Michael G. Monteleone
  • Publication number: 20120004326
    Abstract: The present invention is directed to a fragrance compound of bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, ethyl ester: and its isomeric compounds.
    Type: Application
    Filed: September 16, 2011
    Publication date: January 5, 2012
    Inventors: Adam P. Closson, Anthony T. Levorse, JR., Michael G. Monteleone
  • Patent number: 8022030
    Abstract: The present invention relates to the field of perfumery. More particularly, it concerns co-polymers, derived from a maleic anhydride derivative and a ethylenic derivative, comprising at least one ?-oxy or ?-thio carbonyl moiety capable of liberating an active molecule such as, for example, an ?,?-unsaturated ketone, aldehyde or carboxylic ester. The present invention concerns also the use of polymers or co-polymers in perfumery as well as the perfuming compositions or perfumed articles comprising the invention's compounds.
    Type: Grant
    Filed: October 5, 2007
    Date of Patent: September 20, 2011
    Assignee: Firmenich SA
    Inventors: Damien Berthier, Andreas Herrmann
  • Publication number: 20110182832
    Abstract: Perfume ingredients have been investigated and classified for their effectiveness in detaching biofilms from surfaces. Based on this classification, perfume compositions that are effective in assisting biofilm detachment can be formulated, whilst also allowing a degree of freedom in formulation that permits consideration of the hedonic properties of the composition. The compositions can be used in a wide range of perfumed consumer products, such as personal, domestic and industrial products, e.g. hard surface cleaning products, dental care products, and deodorant products.
    Type: Application
    Filed: April 13, 2006
    Publication date: July 28, 2011
    Applicant: QUEST INTERNATIONAL SERVICES B.V.
    Inventors: David Jonathan Bradshaw, Alan Forbes Provan, Christopher James Ioannou, John Martin Behan, Keith Douglas Perring
  • Publication number: 20110130323
    Abstract: A fragrance composition and use thereof by inhalation to promote activated, pleasant moods. The fragrance composition comprises at least 75% by weight of perfume materials including at least 10% by weight of at least three specific materials from a group identified as Group IMP and optionally up to 90% of specific materials selected from groups identified as HMR, HMI, HMP, RMP and GEN, the amounts of materials from said Groups falling within specified relationships.
    Type: Application
    Filed: January 7, 2011
    Publication date: June 2, 2011
    Inventors: John Martin Behan, Briony Care, Anne Churchill, Michael Gordon Evans, Keith Douglas Perring, Alan Forbes Provan
  • Publication number: 20110097297
    Abstract: The present invention is directed to a fragrance compound of bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, ethyl ester: and its isomeric compounds.
    Type: Application
    Filed: January 6, 2011
    Publication date: April 28, 2011
    Inventors: Adam P. Closson, Anthony T. Levorse, JR., Michael G. Monteleone
  • Publication number: 20110091404
    Abstract: The invention relates to the use of n-hexadecyl n-nonanoate (CAS number 72934-15-7, hereafter cetyl nonanoate) and n-octadecyl n-nonanoate (CAS number 107647-13-2, hereafter stearyl nonanoate) and to the mixtures thereof (CAS number 878027-13-5) as fixatives for fragrance substances. The invention also relates to specific compositions comprising (A) cetyl nonanoate and/or stearyl nonanoate as well as (B) one or more fragrance substances. The invention also relates to a process for the preparation of such compositions as well as to (cosmetic) products comprising a composition according to the invention. The invention further relates to a process for imparting, intensifying or modifying an odor on (human) skin. A particular aspect of the present invention relates to the improvement in the adhesive strength of a composition according to the invention on (human) skin and/or (human) hair.
    Type: Application
    Filed: October 19, 2010
    Publication date: April 21, 2011
    Applicant: SYMRISE AG
    Inventors: Ingo Wöhrle, Walter Kuhn, Manfred Meier, Gerhard Schmaus
  • Patent number: 7902142
    Abstract: Provided is a fragrance composition containing 8- drimanol represented by the formula (Ia): and containing none of 7-acetyl-1,2,3,4,5,6,7,8-octahydro- 1,1,6,7-tetramethylnaphthalene, 1,2,3,4,4a,5,6,7-octahydro- 2,5,5-trimethyl-2-naphthalenol, 1,2,3,4,4a,7,8,8a- octahydro-2,4a,5,8a-tetramethyl-l-naphthylformate, 3a-ethyldodecahydro-6, 6,9a-trimethylnaphtho[2,1-b]furan, and racemic and optically-active substance of dodecahydro- 3a,6,6,9a-tetramethylnaphtho[2,1-b]furan; and personal care products, household products and environmental hygiene products containing the composition. The fragrance composition of the present invention contains 8-drimanol (Ia) so that it can produce various novel odors and emit a odor with softness and warmth typical to natural ambergris.
    Type: Grant
    Filed: July 24, 2006
    Date of Patent: March 8, 2011
    Assignee: Kao Corporation
    Inventors: Kazuyuki Fukuda, Naotoshi Toki
  • Patent number: 7786331
    Abstract: A method of making a decalin alcohol; the alcohol is applied as a component in a fragrance composition containing 0.0005 to 10% by mass as component (a), represented by formula (1a), and 90 to 99.9995% by mass of one or more polycyclic woody-amber fragrances as component (b) selected from the group consisting of 7-acetyl-1,2,3,4,5,6,7,8-octahydro-1,1,6,7-tetramethylnaphthalene; 1,2,3,4,4a,5,6,7-octahydro-2,5,5-trimethyl-2-naphthalenol; 1,2,3,4,4a,7,8,8a-octahydro-2,4a,5,8a-tetramethyl-1-naphthyl formate; 3a-ethyldodecahydro-6,6,9a-trimethylnaphtho[2,1-b]furan; and racemic or optically active dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan; the fragrance composition being contained in a cosmetic product, a household product, and an environmental/sanitary product.
    Type: Grant
    Filed: August 11, 2009
    Date of Patent: August 31, 2010
    Assignee: Kao Corporation
    Inventors: Naotoshi Toki, Kosaku Ishida, Kazuyuki Fukuda
  • Patent number: 7700529
    Abstract: The present invention is directed to a fragrance compound of bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, ethyl ester: and its isomeric compounds.
    Type: Grant
    Filed: October 14, 2008
    Date of Patent: April 20, 2010
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Adam P. Closson, Anthony T. Levorse, Jr., Michael G. Monteleone
  • Publication number: 20100092418
    Abstract: The present invention is directed to a fragrance compound of bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, ethyl ester: and its isomeric compounds.
    Type: Application
    Filed: October 14, 2008
    Publication date: April 15, 2010
    Inventors: Adam P. Closson, Anthony T. Levorse, JR., Michael G. Monteleone
  • Publication number: 20100093580
    Abstract: The present invention is directed to a fragrance compound of bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, ethyl ester: and its isomeric compounds.
    Type: Application
    Filed: December 17, 2009
    Publication date: April 15, 2010
    Inventors: Adam P. Closson, Anthony T. Levorse, JR., Michael G. Monteleone
  • Patent number: 7691802
    Abstract: Novel compounds of formula I and their use in flavour and fragrance compositions. R1 to R13 have the meaning as described in the specification.
    Type: Grant
    Filed: June 20, 2003
    Date of Patent: April 6, 2010
    Assignee: Givaudan SA
    Inventor: Andreas Goeke
  • Patent number: 7648955
    Abstract: A fragrance composition is provided comprising from about 10% wt to about 40% wt of a residual accord, the residual accord comprising perfume raw materials (PRMs) selected from at least three of the five defined classes. In addition, personal care compositions comprising the defined fragrance composition are also provided.
    Type: Grant
    Filed: November 4, 2004
    Date of Patent: January 19, 2010
    Assignee: The Procter & Gamble Company
    Inventors: Zerlina Guzdar Dubois, Lynette Anne Makins Holland
  • Patent number: 7648956
    Abstract: A fragrance composition containing 0.0005 to 10% by mass of a decalin alcohol as component (a) represented by formula (1a) and 90 to 99.9995% by mass of one or more polycyclic woody-amber fragrances as component (b) selected from the group consisting of 7-acetyl-1,2,3,4,5,6,7,8-octahydro-1,1,6,7-tetramethylnaphthalene, 1,2,3,4,4a,5,6,7-octahydro-2,5,5-trimethyl-2-naphthalenol, 1,2,3,4,4a,7,8,8a-octahydro-2,4a,5,8a-tetramethyl-1-naphthyl formate, 3a-ethyldodecahydro-6,6,9a-trimethylnaphtho[2,1-b]furan, and racemic or optically active dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan; and a cosmetic product, a household product and an environmental/sanitary product containing the fragrance composition. The fragrance composition of the present invention is a highly versatile fragrance composition that brings about an odor of natural ambergris and can attain effects to enhance warmth and an odor quality even in a small amount.
    Type: Grant
    Filed: June 29, 2006
    Date of Patent: January 19, 2010
    Assignee: Kao Corporation
    Inventors: Naotoshi Toki, Kosaku Ishida, Kazuyuki Fukuda
  • Patent number: 7618934
    Abstract: The present invention relates to certain ?-decalone derivatives which can impart useful odor notes of the pheromone or costus type. The present invention concerns the use of the compounds in the perfumery industry to impart such odor notes as well as to the compositions or articles that contain these compounds.
    Type: Grant
    Filed: January 18, 2007
    Date of Patent: November 17, 2009
    Assignee: Firmenich SA
    Inventor: Christian Chapuis
  • Patent number: 7615526
    Abstract: The present invention relates to compounds of the formula (I) and the formula (Ia) wherein R1, R2 and R3 mutually independently mean hydrogen or methyl, odoriferous and/or aroma substance compositions comprising one or more compounds according to the invention of the formula (I) and/or formula (Ia), perfumed products and aromatized products in each case comprising one or more compounds according to the invention of the formula (I) and/or formula (Ia), and to uses of one or more compounds according to the invention of the formula (I) and/or formula (Ia) as odoriferous and/or aroma substances and methods of producing compounds according to the invention of the formula (I) and formula (Ia).
    Type: Grant
    Filed: March 20, 2008
    Date of Patent: November 10, 2009
    Assignee: SYMRISE GmbH & Co. KG
    Inventor: Bernd Hoelscher
  • Publication number: 20090238785
    Abstract: A compound comprising a Schiffs base of an aldehydic musk aromachemical with a substantially nonvolatile, odorless amine, wherein the imine moiety of said Schiffs base compound is stable against oxidation to a carboxyl group or a mixture of said compounds; said Schiffs base compound being biodegradable over time to said aldehydic musk and said nonvolatile, odorless amine; as well as compositions, products, preparations or articles having improved aroma, fragrance or odor characteristics containing as active ingredient such compound or mixture of compounds; the aldehydic musks themselves, and methods for the preparation of the Schiff bases and methods of imparting fragrance characteristics to substrates.
    Type: Application
    Filed: June 24, 2005
    Publication date: September 24, 2009
    Applicant: Flexitral, Inc.
    Inventor: Luca Turin
  • Publication number: 20090123404
    Abstract: Provided is a fragrance composition containing 8-drimanol represented by the formula (1a): and containing none of 7-acetyl-1,2,3,4,5,6,7,8-octahydro-1,1,6,7-tetramethylnaphthalene, 1,2,3,4,4a,5,6,7-octahydro-2,5,5-trimethyl-2-naphthalenol, 1,2,3,4,4a,7,8,8a-octahydro-2,4a,5,8a-tetramethyl-1-naphthylformate, 3a-ethyldodecahydro-6,6,9a-trimethylnaphtho[2,1-b]furan, and racemic and optically-active substance of dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan; and personal care products, household products and environmental hygiene products containing the composition. The fragrance composition of the present invention contains 8-drimanol (1a) so that it can produce various novel odors and emit a odor with softness and warmth typical to natural ambergris.
    Type: Application
    Filed: July 24, 2006
    Publication date: May 14, 2009
    Applicant: KAO CORPORATION
    Inventors: Kazuyuki Fukuda, Naotoshi Toki
  • Publication number: 20080274927
    Abstract: The present invention relates to substituted bicyclo[3.3.1]nonanes and bicyclo[3.3.1]nonenes of formula (I) wherein R, and R1 to R5 have the same meaning as described in the specification.
    Type: Application
    Filed: January 14, 2005
    Publication date: November 6, 2008
    Applicant: GIVAUDAN SA
    Inventors: Thierry Granier, Andreas Hanhart, Jerzy A. Bajgrowicz
  • Patent number: 7378383
    Abstract: The present invention relates to the use as perfuming ingredient of a decaline derivative of formula wherein R1 is a lower alkyl, the R2 to R5 are hydrogen atoms or lower alkyls and at least one dotted line is a double bond, which is a useful perfuming ingredient of the woody or woody-citrus type.
    Type: Grant
    Filed: May 6, 2005
    Date of Patent: May 27, 2008
    Assignee: Firmenich SA
    Inventors: Robert Moretti, Olivier Etter
  • Patent number: 7348304
    Abstract: The invention provides a novel fragrance material comprising a compound having the structure (IUPAC name (1R,2S,7R,8R,9S)-2,6,6,9-tetramethyltricyclo-[5.4.0.02,8]undecan-10-one). The novel fragrance material has a strong, pleasant cedar wood fragrance and is useful for imparting, strengthening, or improving the odor of perfumes and perfumed products. Methods for preparing the novel fragrance material are described.
    Type: Grant
    Filed: December 20, 2004
    Date of Patent: March 25, 2008
    Inventor: Laurence G. Cool
  • Publication number: 20080032913
    Abstract: The invention relates to the field of masking mineral oil odor and the fragrancing of mineral oils. In this connection, the invention relates to a selection of particularly suitable odoriferous substances for masking a mineral oil odor and for fragrancing mineral oils. The invention furthermore relates to additives and to corresponding fragranced mineral oils themselves, in particular motor fuels and heating or lubricant oils.
    Type: Application
    Filed: July 31, 2007
    Publication date: February 7, 2008
    Applicant: SYMRISE GMBH & CO. KG
    Inventors: Anja Finke, Jorg Eilers, Falk Harzke
  • Patent number: 7312187
    Abstract: Described are polyalkylbicylic chemical derivatives for use a fragrance ingredients having the generic structure: wherein m=0 or 1; wherein X is methyl or hydrogen; wherein R1, R2, R3 and R4 each represents methyl or ethyl with the proviso that when X is methyl, each of R1, R2, R3 and R4 is methyl and when X is hydrogen, one of R1, R2, R3 and R4 is ethyl; and wherein R6 represents hydrogen or methyl. Methods for using and making these compounds are also disclosed.
    Type: Grant
    Filed: September 26, 2003
    Date of Patent: December 25, 2007
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Anubhav P. S. Narula, Edward Mark Arruda
  • Patent number: 7160852
    Abstract: The compound according to the formula set forth below and the use of the compound in creating fragrances, and scents in items such as perfumes, colognes and personal care products is disclosed.
    Type: Grant
    Filed: August 7, 2003
    Date of Patent: January 9, 2007
    Assignee: International Flavors & Fragrances Inc
    Inventors: Anthony T. Levorse, Jr., Anubhav P. S. Narula, Edward Mark Arruda, Charles E. J. Beck
  • Patent number: 6632788
    Abstract: The compound according to the formula set forth below where A is B is or A and B together form the ring structure and X, R′ and R are independently H and CH3 and m=0 or 1. and the use of the compound in creating fragrances, and scents in items such as perfumes, colognes and personal care products is disclosed.
    Type: Grant
    Filed: May 17, 2001
    Date of Patent: October 14, 2003
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Anthony T. Levorse, Jr., Anubhav P.S. Narula, Edward Mark Arruda, Charles E.J. Beck
  • Publication number: 20030144173
    Abstract: A compound of formula 1
    Type: Application
    Filed: January 14, 2003
    Publication date: July 31, 2003
    Inventors: Maurus Marty, Christian Vial
  • Patent number: 6541445
    Abstract: The use of tricyclic aldehydes as odorous materials, which can be produced through partial or total hydroformylation of tricyclo[5.2.1.02,6]-dec(adi)enes, except saturated monoaldehydes, is described. The fragrance enhancing capacity of the compounds is described in methods for their use both as perfumes and perfume enhancers or boosters.
    Type: Grant
    Filed: October 16, 2000
    Date of Patent: April 1, 2003
    Assignee: Cognis Deutschland GmbH
    Inventor: Thomas Markert
  • Patent number: 6537963
    Abstract: The use of bicyclic aldehydes as odorous materials, which can be produced through partial or total hydroformylation of bicyclo[3.3.0]-oct(adi)enes, is described. The fragrance enhancing capacity of the compounds is described in methods for their use both as perfumes and perfume enhancers or boosters.
    Type: Grant
    Filed: October 16, 2000
    Date of Patent: March 25, 2003
    Assignee: Cognis Deutschland GmbH
    Inventor: Thomas Markert
  • Patent number: 6323173
    Abstract: The compounds of the formula wherein the symbols R1, R2, R3 and R4 represent, independently of one another, a hydrogen atom or a linear or branched, saturated or unsaturated C1 to C3 lower alkyl radical, are advantageous as perfuming ingredients for the preparation of perfuming compositions and perfumed articles, to which they impart odoriferous notes of the lily of the valley type.
    Type: Grant
    Filed: January 6, 2000
    Date of Patent: November 27, 2001
    Assignee: Firmenich SA
    Inventors: Beat Winter, Philippe Schneider
  • Patent number: 6271193
    Abstract: Described are carbon-containing functional groups substituted 4,5,6,7-tetrahydro-polyalkylated-4-indanes, isomers thereof, process for processes for preparing same, and uses thereof. The 4,5,6,7-tetrahydro-polyalkylated-4-indanes have the generic structure: Wherein G and R1-5 are as defined in the specification. The aforementioned materials have fragrance properties or are intermediates for materials which have fragrance properties. Also described are processes for producing the aforementioned substances.
    Type: Grant
    Filed: October 11, 2000
    Date of Patent: August 7, 2001
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Richard A. Weiss, Anthony T. Levorse, Jr., Howard H. Heinsohn, Jr., Charles E. J. Beck, Marie R. Hanna
  • Patent number: 6242413
    Abstract: The invention relates to bicyclic aldehydes and ketones of formula (I): wherein n is 1 or 2; R1 and R4 are independently H or CH3; and R2 and R3 are independently H, CH3 or CH2CH3 The invention also provides odorant compositions containing at least one compound of formula (I). A process for the manufacture of R1-methyl substituted compounds of formula (I) having a bridgehead-positioned double bond, as well as intermediates thereof is also provided.
    Type: Grant
    Filed: June 2, 1999
    Date of Patent: June 5, 2001
    Assignee: Givaudan Roure (International) S.A.
    Inventors: Georg Frater, Philip Kraft
  • Patent number: 6103688
    Abstract: Compounds consisting of indan derivatives of the formula: ##STR1## Wherein X or Y represents an aldehyde or an acetal group and the other represents a hydrogen, and R represents a hydrogen or a methyl group and the t-butyl group is at the 5 or 6 position of the phenyl ring. Where these compounds are useful as perfuming ingredients for the preparation of perfuming compositions and perfumed articles to which they impart floral odor notes.
    Type: Grant
    Filed: April 17, 1996
    Date of Patent: August 15, 2000
    Assignee: Firmenich SA
    Inventors: Beat Winter, Pierre-Alain Blanc, Serge Lamboley
  • Patent number: 6008186
    Abstract: The present invention relates to the use in perfumery of compounds of the general formulae ##STR1## in which R.sup.1 and R.sup.2 are identical or different and represent each a methyl or ethyl group, R.sup.3 represents hydrogen or an alkyl group from C.sub.1 to C.sub.4, linear or branched, and R.sup.4 represents hydrogen, an alkyl group from C.sub.1 to C.sub.4, linear or branched, or an acyl group of formula R.sup.5 C(O)--, R.sup.5 being hydrogen or an alkyl group from C.sub.1 to C.sub.4, linear or branched. The novel odoriferous character of these compounds is the combination of woody with fruity notes. Also described is a synthesis for the preparation of the compounds of formula (I) starting from the compounds of formula (II).
    Type: Grant
    Filed: May 28, 1998
    Date of Patent: December 28, 1999
    Assignee: Firmenich SA
    Inventors: Karl-Heinrich Schulte-Elte, Herve Pamingle, Christian Vial
  • Patent number: 5707961
    Abstract: The invention is concerned with novel odorants, including the compounds of the formula ##STR1## wherein R.sup.1 .dbd.R.sup.4 .dbd.CH.sub.3 and R.sup.2 .dbd.R.sup.3 .dbd.H orR.sup.1 .dbd.R.sup.2 .dbd.R.sup.3 .dbd.H and R.sup.4 .dbd.CH.sub.3, orR.sup.1 +R.sup.2 .dbd.--CH.sub.2 CH.sub.2 -- and R.sup.3 .dbd.H and R.sup.4 .dbd.CH.sub.3, orR.sup.1 .dbd.R.sup.4 .dbd.CH.sub.3 and R.sup.2 +R.sup.3 .dbd.--CH.sub.2 -- orR.sup.1 .dbd.CH.sub.3 and R.sup.2 .dbd.R.sup.3 .dbd.H and R.sup.4 .dbd.CH.sub.2 CH.sub.3 orR.sup.1 .dbd.R.sup.2 .dbd.R.sup.4 .dbd.CH.sub.3 and R.sup.3 .dbd.H and R.sup.5 .dbd.H (preferred) or CH.sub.3.
    Type: Grant
    Filed: April 25, 1996
    Date of Patent: January 13, 1998
    Assignee: Givaudan-Roure (International) SA
    Inventors: Jerzy A. Bajgrowicz, Alain Bringhen, Georg Frater, Urs Muller
  • Patent number: 5521151
    Abstract: We disclose a novel nitrile, i.e. 5,6,7,8-tetrahydro-3,5,5,6,7,8,8-heptamethyl-2-naphthalenecarbonitrile, a perfuming ingredient having a musky, earthy odor, and which is remarkably stable in particularly aggressive media such as for instance antiperspirant bases. This compound may present itself as a racemate or in the form of one of its optically active isomers.Said isomers can be obtained from aldehydes, namely (-)-(6S,7S) and (+)-(6R,7R)-5,6,7,8-tetrahydro-3,5,5,6,7,8,8-heptamethyl-2-naphtalenecarba ldehyde, which aldehydes are not only useful as starting products for the preparation of the corresponding nitriles, but also as perfuming ingredients.
    Type: Grant
    Filed: December 29, 1994
    Date of Patent: May 28, 1996
    Assignee: Firmenich S.A.
    Inventors: Charles Fehr, Francois Delay, Pierre-Alain Blanc, Nathalie Chaptal-Gradoz
  • Patent number: 5518997
    Abstract: Method of preparing homogeneous mixtures of liquid and/or solid perfume materials by mixing the components and liquefying the mixture, in which a binary or ternary eutectic premix which is liquid at room temperature and contains 10-90% of the individual substances in the case of binary mixtures and 10-70% in the case of ternary mixtures is formed froma) the solid 6-acetyl-1,1,3,4,4,6-hexamethyltetrahydronaphthalene,b) the solid or oily .alpha.,n-hexylcinnamaldehyde,c) the oily p-tert-butyl-.alpha.-methylhydrocinnamaldehyde,d) the solid p-methoxyacetophenone ande) the solid benzyl o-hydroxybenzoate,and the remaining solid and liquid products are introduced into this mixture simultaneously or in a sequence which is freely chosen for the particular mixture and is independent of the chemical and physical nature of the substances, and the binary and ternary eutectic premixes prepared in this manner.
    Type: Grant
    Filed: September 12, 1994
    Date of Patent: May 21, 1996
    Assignee: Procter and Gamble Co.
    Inventors: Otto Hofstetter, Gerhard Oswald
  • Patent number: 5430015
    Abstract: A method of acetylating 1,2,3,4,-tetrahydro-1,1,2,4,4,7-hexamethylnapthalene (HMT) to produce 6-acetyl-1,2,3,4-tetrahydro-1,1,2,4,4,7-hexamethlnaphthalene (acetyl-HMT), comprises subjecting a mixture of 1,2,3,4-tetrahydro-1,1,2,4,4,7-hexamethlnaphthalene and or one or more substituted indanes or substituted acetylindanes to a Friedel-Crafts acetylation reaction in the presence of a saturated hydrocarbon solvent.
    Type: Grant
    Filed: March 16, 1993
    Date of Patent: July 4, 1995
    Assignee: Unilever Patent Holdings, BV
    Inventors: Christopher P. Newman, Karen J. Rossiter, Terence L. Miller
  • Patent number: 5403823
    Abstract: The present invention relates, inter alia, to novel alkyl indane aldehyde compounds having fragrant musk-like aroma.
    Type: Grant
    Filed: January 21, 1994
    Date of Patent: April 4, 1995
    Assignee: Union Camp Corporation
    Inventor: Walter C. Frank
  • Patent number: 5380707
    Abstract: Disclosed is a fragrance composition having enhanced efficacy for masking malodor for extended periods of time, to be used in deodorant compositions. The fragrance composition includes materials providing fruity, aldehydic and green notes, in an olfactory effective amount, and also includes at least 10% (e.g., 10%-28%) by weight, of the total weight of the fragrance composition, of acetyl hexamethyl tetralin. The fragrance composition can be incorporated in a body deodorant (for example, a deodorant for axillary regions, such as a deodorant stick) to mask body malodor arising in, e.g., axillary regions.
    Type: Grant
    Filed: August 13, 1993
    Date of Patent: January 10, 1995
    Assignee: The Mennen Company
    Inventors: Morton L. Barr, Paul J. Vincenti, Robert V. Burke
  • Patent number: 5376630
    Abstract: Described are methyl, substituted propyl-substituted pentamethyl indane derivatives defined according to the structure: ##STR1## wherein R.sub.1 represents hydroxyl or methyl; R.sub.2 represents hydrogen, chloro or OR.sub.6 ; and R.sub.3 represents hydrogen or methyl with the provisos:(i) when R.sub.1 is hydroxyl, R.sub.2 is hydrogen and R.sub.3 is methyl; and(ii) when R.sub.1 is methyl, one of R.sub.2 is chloro or OR.sub.6 and R.sub.3 is hydrogenand wherein the structure represents a mixture wherein in the mixture in one of the compounds R.sub.4 and R.sub.4 ' are both methyl (about 90% by weight); and in the other compounds one of R.sub.4 or R.sub.4 ' is methyl and the other is ethyl (about 10% by weight of the compounds); and wherein R.sub.
    Type: Grant
    Filed: March 17, 1994
    Date of Patent: December 27, 1994
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Olivier J. Gillotin
  • Patent number: 5354737
    Abstract: Disclosed is a fragrance composition having enhanced efficacy for masking malodor, for extended periods of time, the fragrance composition containing fragrance materials that provide a top note and/or a middle note and/or a bottom note, and also containing more than 28%, and up to 95%, by weight, of the total weight of the composition, of acetyl hexamethyl tetralin. The fragrance composition can be incorporated in deodorant compositions to be applied to a person's skin, e.g., in axillary regions, to combat body malodor, including malodor arising in axillary regions.
    Type: Grant
    Filed: August 13, 1993
    Date of Patent: October 11, 1994
    Assignee: The Mennen Company
    Inventors: Morton L. Barr, Paul J. Vincenti, Robert V. Burke
  • Patent number: 5346884
    Abstract: Described are substituted 2,6-dimethylbicyclo[3,3,1]-non-6-enes defined according to the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond and wherein "R" represents one of the moieties: ##STR2## processes for preparing same and uses thereof in augmenting or enhancing the aroma of consumable materials including perfume compositions, colognes and perfumed articles (e.g., solid or liquid anionic, cationic, nonionic or zwitterionic detergents, hair preparations, fabric softeners, fabric softener articles, cosmetic powders and perfumed polymers).
    Type: Grant
    Filed: October 1, 1993
    Date of Patent: September 13, 1994
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Anubhav P. S. Narula, Matthew J. McGinnis, Charles E. J. Beck, Marie R. Hanna, Franc T. Schiet
  • Patent number: 5332725
    Abstract: The invention is concerned with novel odorants, namely enol ethers of alky-substituted oxo-tetralins and oxo-indanes, for example of oxo-tetralins or oxo-indanes having up to 6 or 7 alkyl substituents.
    Type: Grant
    Filed: October 12, 1993
    Date of Patent: July 26, 1994
    Assignee: Givaudan-Roure Corporation
    Inventor: Josianne Baudin