Patents by Inventor Robert W. Trenkle

Robert W. Trenkle has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 4282274
    Abstract: Processes and compositions are described for the use in foodstuff flavor and aroma and perfume and perfumed article aroma augmenting, modifying, altering and enhancing compositions and as foodstuff, chewing gum, toothpaste, medicinal product, perfume and perfumed article aroma imparting materials of specific isomer and isomer mixtures of 2- and 3-cyclotetradecen-1-ones having the structures: ##STR1## or mixtures of same or mixtures of such 2- and 3-cyclotetradecen-1-ones with cyclotetradecanone having the structure: or cyclododecanone having the structure: ##STR2## Addition of said 2- and 3-cyclotetradecen-1-ones or mixtures is indicated to produce:(a) In food flavorings, a sweet, brown sugar and musky aroma and sweet and musky flavor characteristics (useful for flavor augmentation or enhancement in pear, blackberry, apricot and peach flavors and as a bitterness depressant for such foodstuffs, flavor adjuvants and beverages as black coffee; and(b) In perfumes and perfumed articles, a sweet, musk aroma and exa
    Type: Grant
    Filed: June 27, 1979
    Date of Patent: August 4, 1981
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Braja D. Mookherjee, Robert W. Trenkle, Manfred H. Vock, Domenick Luccarelli, Jr., Frederick L. Schmitt, Gilbert Stork, Timothy MacDonald, Arthur L. Lieberman
  • Patent number: 4281177
    Abstract: Described is the compound 6-hydroxy-2,6-dimethylheptanal and methods for preparing foodstuffs, flavoring compositions for foodstuffs, tobacco compositions, flavoring cmpositions for tobacco, perfume compositions, ingredients for perfume compositions, perfumed articles and ingredients for perfumed articles by including said 6-hydroxy-2,6-dimethylheptanal therein in order to produce:(a) In food flavorings, sweet, green, melon-like, tropical fruit-like, seedy and raspberry aromas and/or tastes;(b) In perfumes, sweet, green, melony, floral and muguet-like aromas; and(c) In tobaccos, sweet, fruity-melon-like, peach-like, and floral aromas prior to and on smoking in the main stream and in the sidestream in smoking tobaccos and the same aroma and taste nuances in the filter.Processes for synthesizing the 6-hydroxy-2,6-dimethylheptanal by hydrolysis of 2,6-dimethyl-5-heptenal are also described.
    Type: Grant
    Filed: July 17, 1980
    Date of Patent: July 28, 1981
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Robert W. Trenkle, Braja D. Mookherjee, Manfred H. Vock, Joaquin F. Vinals, Jacob Kiwala, Frederick L. Schmitt
  • Patent number: 4260527
    Abstract: Described is a process for preparing .beta.-damascone starting with 2,6,6-trimethyl cyclohex-2-enone and its use in augmenting or enhancing the perfume and cologne.
    Type: Grant
    Filed: June 5, 1980
    Date of Patent: April 7, 1981
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Robert W. Trenkle, Braja D. Mookherjee, John B. Hall, Robin Kasper, Manfred H. Vock, Ronald Schreck, Edward J. Granda, Joaquin F. Vinals
  • Patent number: 4258727
    Abstract: Described is the use for augmenting or enhancing the aroma or taste of smoking tobacco by adding thereto 6-hydroxy-2,6-dimethyl-heptanal.
    Type: Grant
    Filed: June 27, 1979
    Date of Patent: March 31, 1981
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Robert W. Trenkle, Braja D. Mookherjee, Manfred H. Vock, Joaquin F. Vinals, Jacob Kiwala, Frederick L. Schmitt
  • Patent number: 4250332
    Abstract: Described is a process for preparing .beta.-damascone starting with 2,6,6-trimethyl cyclohex-2-enone according to the reaction sequence: ##STR1## wherein Z is hydrogen, MgX', Li, Na or K; Y is MgX', Li, Na or K; X' is Cl, Br or I; R is C.sub.1 -C.sub.3 lower alkyl such as methyl, ethyl, n-propyl or i-propyl; X is Cl, Br or I. Also described are the organoleptic uses of the compound having the structure: ##STR2## in augmenting or enhancing the taste or aroma of a consumable material, e.g., foodstuff, chewing gum, medicinal product, chewing tobacco, smoking tobacco, perfume, perfumed article (e.g., drier-added fabric softener articles and solid or liquid anionic, cationic or nonionic detergents) and cologne.
    Type: Grant
    Filed: October 26, 1979
    Date of Patent: February 10, 1981
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Robert W. Trenkle, Braja D. Mookherjee, John B. Hall, Robin Kasper, Manfred H. Vock, Ronald Schreck, Edward J. Granda, Joaquin F. Vinals
  • Patent number: 4242281
    Abstract: Described is the compound 6-hydroxy-2,6-dimethylheptanal useful in augmenting or enhancing the aroma or taste of foodstuffs, flavoring compositions for foodstuffs, tobacco compositions, flavoring compositions for tobacco, perfume compositions, ingredients for perfume compositions, perfumed articles and ingredients for perfumed articles as well as a process for preparing 6-hydroxy-2,6-dimethylheptanal comprising the steps of:(i) forming a sulfite addition salt of 2,6-dimethyl-5-heptenal by mixing an alkali metal sulfite in boric acid with 2,6-dimethyl-5-heptenal and(ii) hydrating the thus formed 2,6-dimethyl-5-heptenal sulfite addition salt with a hydrating reagentas well as the intermediate which is the sulfite addition salt of 2,6-dimethyl-5-heptenal.
    Type: Grant
    Filed: October 26, 1979
    Date of Patent: December 30, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Robert W. Trenkle, Braja D. Mookherjee, Manfred H. Vock, Joaquin F. Vinals, Jacob Kiwala, Frederick L. Schmitt
  • Patent number: 4224352
    Abstract: Described is a pear flavoring containing isomer mixtures of 2- and 3-cyclotetradecen-1-ones having the structures: ##STR1##
    Type: Grant
    Filed: June 27, 1979
    Date of Patent: September 23, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Braja D. Mookherjee, Robert W. Trenkle, Manfred H. Vock, Domenick Luccarelli, Jr., Frederick L. Schmitt, Gilbert Stork, Timothy MacDonald, Arthur L. Liberman
  • Patent number: 4217252
    Abstract: Described is a process for augmenting or enhancing the aroma of a perfume composition as well as perfume and cologne compositions containing a mixture consisting essentially of compounds having the structures: ##STR1## and wherein the mixture contains 30% of the compounds having the structures; ##STR2## and 60% of the compound having the structure: ##STR3##
    Type: Grant
    Filed: May 15, 1979
    Date of Patent: August 12, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Robert W. Trenkle, Braja D. Mookherjee, Robin Kasper, Manfred H. Vock, Joaquin Vinals, Jacob Kiwala, Frederick L. Schmitt
  • Patent number: 4215704
    Abstract: A process is described for augmenting or enhancing the aroma or taste of a smoking tobacco comprising the step of adding to smoking tobacco a composition consisting essentially of an organoleptic modifying quantity of at least one 1-acetyl-2,2,6-trimethylcyclohexene having a structure selected from the group consisting of: ##STR1## also described are smoking tobacco articles comprising smoking tobacco and in intimate contact with said smoking tobacco a composition containing an organoleptic property modifying quantity of at least one 1-acetyl-2,6,6-cyclohexene derivative having a structure selected from the group consisting of: ##STR2##
    Type: Grant
    Filed: May 15, 1979
    Date of Patent: August 5, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Robert W. Trenkle, Braja D. Mookherjee, Robin Kasper, Manfred H. Vock, Joaquin Vinals, Jacob Kiwala, Frederick L. Schmitt
  • Patent number: 4215006
    Abstract: Processes and compositions are described for use in solid and liquid anionic, cationic or nonionic detergent aroma augmenting, modifying, altering and enhancing compositions and as solid or liquid anionic, cationic and nonionic detergent aroma imparting materials of a specific isomer and isomer mixtures of 2- and 3-cyclotetradecen-1-ones having the structures: ##STR1## or mixtures of same or mixtures of such 2- and 3-cyclotetradecen-1-ones with cyclotetradecanone having the structure: ##STR2## or cyclododecanone having the structure: ##STR3## Addition of said 2- and 3-cyclotetradecen-1-ones or mixtures produces in such detergents a sweet, musk aroma and exaltone-like, scorched linen, waxy and rooty nuances.
    Type: Grant
    Filed: June 27, 1979
    Date of Patent: July 29, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Braja D. Mookherjee, Robert W. Trenkle, Manfred H. Vock, Domenick Luccarelli, Jr., Frederick L. Schmitt, Gilbert Stork, Timothy Macdonald, Arthur L. Liberman
  • Patent number: 4211242
    Abstract: Described is a process for augmenting or enhancing the aroma and taste of a smoking tobacco comprising adding to said smoking tobacco an organoleptic property modifying quantity of a composition of matter comprising more than 50% trans,trans-.DELTA.
    Type: Grant
    Filed: November 15, 1977
    Date of Patent: July 8, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Braja D. Mookherjee, Robert W. Trenkle, Richard A. Wilson, Frederick L. Schmitt, Manfred H. Vock, Edward J. Granda, Joacquin Vinals, Jacob Kiwala, William L. Schreiber
  • Patent number: 4210553
    Abstract: Described is a process for augmenting or enhancing the aroma of solid or liquid anionic, cationic or nonionic detergent compositions comprising adding to a solid or liquid anionic, cationic or nonionic detergent base, an aroma augmenting or enhancing quantity of at least one of the compounds having a structure: ##STR1## whereby sweet, floral, fruity, rose-like, minty/camphoraceous aromas with floral, hay-like, musty backgrounds and tobacco nuances are augmented, enhanced or imparted.
    Type: Grant
    Filed: May 15, 1979
    Date of Patent: July 1, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Robert W. Trenkle, Braja D. Mookherjee, Robin Kasper, Manfred H. Vock, Joaquin Vinals, Jacob Kiwala, Frederick L. Schmitt
  • Patent number: 4209542
    Abstract: Described is a process for augmenting or enhancing the aroma or taste of a foodstuff by adding to said foodstuff a mixture of compounds having the structures: ##STR1## wherein said mixture contains 30% of the compounds having the structures: ##STR2## and 60% of the compound having the structure: ##STR3##
    Type: Grant
    Filed: May 15, 1979
    Date of Patent: June 24, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Robert W. Trenkle, Braja D. Mookherjee, Robin Kasper, Manfred H. Vock, Joaquin Vinals, Jacob Kiwala, Frederick L. Schmitt
  • Patent number: 4202994
    Abstract: Described are substituted 1-oxyalkyl-2,6,6-trimethylcyclohexene derivatives having the generic structure: ##STR1## wherein R.sub.1 is one of OH, ##STR2## OMgX or H; R.sub.2 is ##STR3## OH, OMgX, CH.sub.3, H; R.sub.3 is one of methyl, ethyl, 1-propyl or 2-propyl; X is chloro, bromo or iodo; R.sub.6 is hydrogen or no moiety; one of the wavy lines is a carbon-carbon double and the other of the wavy lines is a carbon-carbon single bond; with the first proviso that when the .DELTA..sup.2,3 bond is a carbon-carbon double bond, then R.sub.6 is hydrogen and the moieties R.sub.6 and ##STR4## are so juxtaposed as to give rise to two different groups of stereoisomers of the molecular genus: ##STR5## and with the second proviso that when R.sub.1 is one of ##STR6## OH or OMgX then R.sub.2 is hydrogen or methyl; and when R.sub.2 is one of ##STR7## OH or OMgX then R.sub.1 is hydrogen.
    Type: Grant
    Filed: January 16, 1979
    Date of Patent: May 13, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Robert W. Trenkle, Braja D. Mookherjee, Robin L. Kasper, Manfred H. Vock
  • Patent number: 4198309
    Abstract: Described is a process for augmenting or enhancing the aroma of a nonionic, anionic or cationic solid or liquid detergent comprising the step of intimately admixing with a solid or liquid anionic, cationic or nonionic detergent base a composition comprising from about 80% up to about 98% of trans, trans-delta-damascone and from about 2% up to about 20% of cis, trans-delta-damascone or substantially pure trans, trans-delta-damascone.
    Type: Grant
    Filed: March 23, 1979
    Date of Patent: April 15, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Braja D. Mookherjee, Robert W. Trenkle, Richard A. Wilson, Frederick L. Schmitt, Manfred H. Vock, Edward J. Granda, Joaquin Vinals, Jacob Kiwala, William L. Schreiber
  • Patent number: 4196306
    Abstract: Process intermediates are described herein having the generic structure: ##STR1## wherein X is selected from the group consisting of chloro, bromo and iodo; R.sub.3 is hydrogen or does not represent any group; wherein one of the wavy lines is a carbon-carbon double bond and the other of the wavy lines is a carbon-carbon single bond; with the proviso that when the .DELTA..sup.2,3 bond is a carbon-carbon double bond, then R.sub.3 is hydrogen and R.sub.3 and the moiety: ##STR2## are so juxtaposed that the molecule having the structure: ##STR3## exists in two different isomeric forms; a "+" form and "-" form.
    Type: Grant
    Filed: May 15, 1979
    Date of Patent: April 1, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Robert W. Trenkle, Braja D. Mookherjee, Robin Kasper, Manfred H. Vock, Joaquin Vinals, Jacob Kiwala, Frederick L. Schmitt
  • Patent number: 4183965
    Abstract: Processes and compositions are described for the use in foodstuff flavor and aroma and perfume and perfumed article aroma augmenting, modifying, altering and enhancing compositions and as foodstuffs, chewing gum, toothpaste, medicinal product, perfume and perfumed article aroma imparting materials of specific isomer and isomer mixtures of 2- and 3-cyclotetradecen-1-ones having the structures: ##STR1## or mixtures of same or mixtures of such 2- and 3-cyclotetradecen-1-ones with cyclotetradecanone having the structure: ##STR2## or cyclododecanone having the structure: ##STR3## Addition of said 2- and 3-cyclotetradecen-1-ones or mixtures is indicated to produce:(a) In food flavorings, a sweet, brown sugar and musky aroma and sweet and musky flavor characteristics (useful for flavor augmentation or enhancement in pear, blackberry, apricot and peach flavors and as a bitterness depressant for such foodstuffs, flavor adjuvants and beverages as black coffee; and(b) In perfumes and perfumed articles, a sweet, musk aro
    Type: Grant
    Filed: December 26, 1978
    Date of Patent: January 15, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Braja D. Mookherjee, Robert W. Trenkle, Manfred H. Vock, Domenick Luccarelli, Jr., Frederick L. Schmitt, Gilbert Stork, Timothy MacDonald, Arthur L. Liberman
  • Patent number: 4172850
    Abstract: Described is a process for preparing several 1-acyl-2,6,6-trimethylcyclohexene derivatives defined by the generic structure: ##STR1## wherein R.sub.1 is hydrogen or ethylidene having the structure:[H.sub.3 C--C.dbd. ;R.sub.2 is hydrogen or no group; one of the wavy lines is a carbon-carbon double bond and the other of the wavy lines is a carbon-carbon single bond; with the proviso that when the .DELTA..sup.2,3 bond (as shown by the wavy line between the "2" and the "3" position of the ring) is a carbon-carbon double bond, then R.sub.2 is hydrogen and R.sub.
    Type: Grant
    Filed: December 1, 1978
    Date of Patent: October 30, 1979
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Robert W. Trenkle, Braja D. Mookherjee, Robin Kasper, Manfred H. Vock, Joaquin Vinals, Jacob Kiwala, Frederick L. Schmitt