Patents by Inventor Denis E. Hruza, Sr.

Denis E. Hruza, Sr. 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: 4245122
    Abstract: A process is described for the preparation of allyl acetone (5-hexen-2-one) according to the reaction: ##STR1## wherein R is methyl or ethyl; X is chloro or bromo; M is sodium or potassium; and Q is sodium or potassium, the reaction being carried out (i) using a phase transfer agent and (ii) in a two phase system.
    Type: Grant
    Filed: December 5, 1979
    Date of Patent: January 13, 1981
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Takao Yoshida, Denis E. Hruza, Sr., John B. Hall
  • Patent number: 4240447
    Abstract: Described are spiropyran derivatives useful in preparing smoking tobacco compositions and flavoring compositions for tobacco having the structure: ##STR1## wherein R.sub.1 is hydrogen or methyl; wherein R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 represents hydrogen or C.sub.1 -C.sub.5 lower alkyl; wherein when one of R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 or R.sub.7 is any of C.sub.2 -C.sub.5 lower alkyl, each of the other of the R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 moieties is hydrogen; wherein each of the dashed lines represents a carbon-carbon single bond or a carbon-carbon double bond, with at least one of the dashed lines being a carbon-carbon single bond. In tobacco flavoring such compounds give rise to aromatic, sweet, minty and cooling notes.
    Type: Grant
    Filed: April 6, 1979
    Date of Patent: December 23, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: John B. Hall, Denis E. Hruza, Sr., Edward J. Shuster, Manfred H. Vock, Joaquin F. Vinals
  • Patent number: 4223168
    Abstract: Processes and compositions are described for the use in perfume aroma augmenting, enhancing, modifying and imparting compositions and as perfume and perfumed article aroma imparting and enhancing materials of oxyhydrocarbylnorbornanes having the structure: ##STR1## wherein X is carbonyl or carbinyl having the structures, respectively: ##STR2## and wherein at least one of the dashed lines is a carbon-carbon single bond and the other of the dashed lines is a carbon-carbon single bond or a carbon-carbon double bond. Addition of the said oxyhydrocarbylnorbornanes to consumable materials is indicated to produce in perfumes, colognes and perfumed articles, natural, sweet pine, incense, camphene-like, sweet, green, floral, fruity, dried fruity, ionone-like, orris-like and nasturtium-like aromas with dried, woody, piney, sweaty, geranic acid-like nuances.
    Type: Grant
    Filed: April 24, 1979
    Date of Patent: September 16, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4209649
    Abstract: Processes and compositions are described for the use in perfume aroma augmenting, enhancing, modifying and imparting compositions and as perfume and perfumed article aroma imparting and enhancing materials of oxyhydrocarbylnorbornanes having the structure: ##STR1## wherein X is carbonyl or carbinyl having the structures, respectively: ##STR2## and wherein at least one of the dashed lines is a carbon-carbon single bond and the other of the dashed lines is a carbon-carbon single bond or a carbon-carbon double bond. Addition of the said oxyhydrocarbylnorbornanes to consumable materials is indicated to produce in perfumes, colognes and perfumed articles, natural, sweet pine, incense, camphene-like, sweet, green, floral, fruity, dried fruity, ionone-like, orris-like and nasturtium-like aromas with dried, woody, piney, sweaty, geranic acid-like nuances.
    Type: Grant
    Filed: April 24, 1979
    Date of Patent: June 24, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4208297
    Abstract: Described is a process for augmenting or enhancing the aroma of a solid or liquid anionic, cationic or nonionic detergent comprising the step of intimately admixing with a solid or liquid cationic, anionic or nonionic detergent base and aroma augmenting or enhancing quantity of at least oxyhydrocarbylnorbornane having the structure: ##STR1## wherein X is carbonyl or carbinyl having the structures, respectively: ##STR2## and wherein at least one of the dashed lines is a carbon-carbon single bond and the other of the dashed lines is a carbon-carbon single bond or a carbon-carbon double bond.
    Type: Grant
    Filed: April 24, 1979
    Date of Patent: June 17, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4201697
    Abstract: Processes and compositions are described for the use in perfume aroma augmenting, enhancing, modifying and imparting compositions and as perfume and perfumed article aroma imparting and enhancing materials of oxyhydrocarbylnorbornanes having the structure: ##STR1## wherein X is carbonyl or carbinyl having the structures, respectively: ##STR2## and wherein at least one of the dashed lines is a carbon-carbon single bond and the other of the dashed lines is a carbon-carbon single bond or a carbon-carbon double bond. Addition of the said oxyhydrocarbylnorbornanes to consumable materials is indicated to produce in perfumes, colognes and perfumed articles, natural, sweet pine, incense, camphene-like, sweet, green, floral, fruity, dried fruity, ionone-like, orris-like and nasturtium-like aromas with dried, woody, piney, sweaty, geranic acid-like nuances.
    Type: Grant
    Filed: April 24, 1979
    Date of Patent: May 6, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4192782
    Abstract: Described are spiropyran materials useful in augmenting enhancing or modifying the aroma of perfume compositions and colognes which spiropyran materials have the structure: ##STR1## wherein R.sub.1 is hydrogen or methyl; wherein R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and.sub.7 represents hydrogen or C.sub.1 -C.sub.5 lower alkyl; wherein when one of R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 or R.sub.7 is any of C.sub.2 -C.sub.5 lower alkyl, each of the other of the R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 moieties is hydrogen; wherein each of the dashed lines represents a carbon-carbon single bond or a carbon-carbon double bond, with at least one of the dashed lines being a carbon-carbon single bond.Green, floral, herbal, eucalyptol-like, sweet, minty and terpineol-like notes are produced in such perfume compositions and colognes.
    Type: Grant
    Filed: April 6, 1979
    Date of Patent: March 11, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: John B. Hall, Denis E. Hruza, Sr., Edward J. Shuster, Manfred H. Vock, Joaquin F. Vinals
  • Patent number: 4186150
    Abstract: Processes and compositions are described for the use in perfume aroma augmenting, enhancing, modifying and imparting compositions and as perfume and perfumed article aroma imparting and enhancing materials of oxyhydrocarbylnorbornanes having the structure: ##STR1## wherein X is carbonyl or carbinyl having the structures, respectively: ##STR2## and wherein at least one of the dashed lines is a carbon-carbon single bond and the other of the dashed lines is a carbon-carbon single bond or a carbon-carbon double bond. Addition of the said oxyhydrocarbylnorbornanes to consumable materials is indicated to produce in perfumes, colognes and perfumed articles, natural, sweet pine, incense, camphene-like, sweet, green, floral, fruity, dried fruity, ionone-like, orris-like and nasturtium-like aromas with dried, woody, piney, sweaty, geranic acid-like nuances.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: January 29, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4186103
    Abstract: Described are spiropyran derivatives for use in augmenting, enhancing or modifying the aroma of perfumed articles including detergents, said spiropyran derivatives having the structure: ##STR1## wherein R.sub.1 is hydrogen or methyl; wherein R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 represents hydrogen or C.sub.1 -C.sub.5 lower alkyl; wherein when one of R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 or R.sub.7 is any of C.sub.2 -C.sub.5 lower alkyl, each of the other of the R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 moieties is hydrogen; wherein each of the dashed lines represents a carbon-carbon single bond or a carbon-carbon double bond, with at least one of the dashed lines being a carbon-carbon single bond. These detergents have green, floral, herbal, eucalyptol-like, sweet, minth and/or terpineol-like notes.
    Type: Grant
    Filed: April 6, 1979
    Date of Patent: January 29, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: John B. Hall, Denis E. Hruza, Sr., Edward J. Shuster, Manfred H. Vock, Joaquin F. Vinals
  • Patent number: 4153568
    Abstract: Norbornane derivatives are used in soaps. Specifically, mixture of 2-(2-butenoyl)-3,3-dimethylnorbornane; 2-(3-butenoyl)-3,3-dimethylnorbornane and .alpha.-allyl-3,3-dimethyl-2-norbornanemethanol are used.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: May 8, 1979
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4153811
    Abstract: Described for use in augmenting or enhancing the organoleptic properties of foodstuffs, chewing gums, toothpastes, medicinal products, tobaccos, perfumes and perfumed articles are one or more hydroxy alkenyl norbornane derivatives having one of the structures: ##STR1##
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: May 8, 1979
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4151309
    Abstract: Processes and compositions are described for the use in foodstuff, chewing gum, toothpaste and medicinal product flavor and aroma augmenting, modifying, enhancing and imparting compositions and as foodstuff, chewing gum, toothpaste and medicinal product aroma imparting materials of one or more substituted norbornane derivatives or mixtures of the same as follows:______________________________________ STRUCTURE OF COMPOUND NAME OF COMPOUND ______________________________________ Mixture of "cis" and "trans" isomers of ##STR1## 2(2-butenoyl)-3,3-dimethyl- norbornane ##STR2## 2-(3'-butenoyl)-3,3-di- methyl-norbornane Mixture of "cis" and "trans" isomers of ##STR3## endo-2(2'-butenoyl)-3,3- dimethyl-5-norbornene ##STR4## 3,3-dimethyl-2-(4'- pentenoyl)-norbornane Mixture of ##STR5## Mixture of 3,3-dimethyl- 2(4'-methyl-4'-pentenoyl)- norbornane and 3,3- dimethyl-2-acetyl- 2(2'-methyl-2'- pro- penyl)-norbornane and ##STR6## Mixture of ##STR7## Mixture of 3,3-dimethyl-2- (4'-methyl -2'-pentenoyl)- orbornane; 3,3-dime
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: April 24, 1979
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4148826
    Abstract: Described for the use in foodstuff, chewing gum, toothpaste and medicinal product flavor and aroma, tobacco flavor and aroma and perfume aroma augmenting, modifying, enhancing and imparting compositions and as foodstuff, chewing gum, toothpaste, medicinal product, tobacco, perfume and perfumed article aroma imparting materials are one or more alkenyl or alkylidene norbornyl ketone derivatives having the generic structure: ##STR1## wherein R is C.sub.3 -C.sub.5 alkenyl or C.sub.3 -C.sub.5 alkylidene and the dashed lie is a carbon-carbon single bond or a carbon-carbon double bond, specifically the compounds having the structures: ##STR2## and products produced according to the process of reacting 2-acetyl-3,3-dimethyl-5-norbornene with a complex of N-methylaniline and an alkyl magnesium halide to form a grinard salt of 2-acetyl-3,3-dimethyl-5-norbornene having the structure: ##STR3## said reacting being carried out from -5.degree. C. up to about 40.degree. C.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: April 10, 1979
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4143074
    Abstract: Compounds of the formula ##STR1## wherein R is ethyl, n-propyl or n-butyl, having organoleptic properties are disclosed.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: March 6, 1979
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4136208
    Abstract: Norbornane Derivatives are used in foodstuffs and flavorings. Specifically, 3,3-dimethyl-2-pentanoylnorbornane and 2-butyrl-3,3-dimethylnorbornane are used.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: January 23, 1979
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4136120
    Abstract: A process is disclosed comprising adding a compound, 2-acetyl-3,3-dimethyl-5-norbornene having the structure: ##STR1## to acetaldehyde according to the reaction sequence: ##STR2## whereby a compound having the structure: ##STR3## is formed useful as an organoleptic.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: January 23, 1979
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Schuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4130587
    Abstract: Disclosed are compounds of the formula ##STR1## wherein the wavy line represents a carbon-carbon single or double bond, possessing organoleptic properties.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: December 19, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4126569
    Abstract: Norbornane derivatives are used in soaps and detergents. Specifically, ##STR1## are used.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: November 21, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4126570
    Abstract: Norbornane derivatives are used in detergents. Specifically, ##STR1## and mixtures of same or a mixture of 2-(2-butenoyl)-3,3-dimethylnorbornane; 2-(3-butenoyl)-3,3-dimethylnorborna ne; 2-(2-butenoyl)-3,3-dimethylnorbornane and alpha-allyl-3,3-dimethyl-2-norbornanemethanol are used.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: November 21, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4126571
    Abstract: Norbornane derivatives are used in soaps and detergents. Specifically ##STR1## are used.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: November 21, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker