Patents by Inventor Bernard J. Kane

Bernard J. Kane 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: 7560598
    Abstract: Cyclic ethers or chloroketones useful as fragrance components or intermediates are made by reacting a saturated, tertiary terpene alcohol with hypochloric acid under conditions effective to promote oxidation. trans-Pinanol gives predominantly 6,9-dimethyl-7-oxatricyclo[4.3.0.03,9]-nonane, while cis-pinanol yields almost exclusively 1-acetyl-3-(2-chloroethyl)-2,2-dimethylcyclobutane, a new and versatile intermediate for making cyclobutane derivatives having interesting and diverse aromas.
    Type: Grant
    Filed: April 7, 2006
    Date of Patent: July 14, 2009
    Assignee: Millennium Specialty Chemicals, Inc.
    Inventors: Bernard J. Kane, Mark B. Erman
  • Patent number: 6515186
    Abstract: A process for obtaining alpha-campholenic aldehyde, which is useful as an aroma chemical and as a synthetic intermediate for other aroma chemicals, particularly those with a sandalwood odor, and also for some pharmaceuticals, is provided. In particular, the invention includes a continuous process for obtaining optically active or racemic &agr;-campholenic aldehyde by a catalytic rearrangement of optically active or racemic &agr;-pinene oxide that can be commercially practicable. In one embodiment, the method comprises continuously feeding &agr;-pinene oxide to a mixture including catalyst(s) and solvent(s), where the solvent(s) have a boiling point higher than the boiling point of &agr;-campholenic aldehyde, under conditions sufficient to provide for the complete, or at least partial, conversion of &agr;-pinene oxide into &agr;-campholenic aldehyde. The process further includes continuously removing &agr;-campholenic aldehyde from the reaction zone by suitable techniques such as distillation.
    Type: Grant
    Filed: May 8, 2001
    Date of Patent: February 4, 2003
    Assignee: Millennium Specialty Chemicals
    Inventors: Bernard J. Kane, Gary P. Sanders, Joe W. Snow, Mark B. Erman
  • Publication number: 20020169343
    Abstract: A process for obtaining alpha-campholenic aldehyde, which is useful as an aroma chemical and as a synthetic intermediate for other aroma chemicals, particularly those with a sandalwood odor, and also for some pharmaceuticals, is provided. In particular, the invention includes a continuous process for obtaining optically active or racemic &agr;-campholenic aldehyde by a catalytic rearrangement of optically active or racemic &agr;-pinene oxide that can be commercially practicable.
    Type: Application
    Filed: May 8, 2001
    Publication date: November 14, 2002
    Inventors: Bernard J. Kane, Gary P. Sanders, Joe W. Snow, Mark B. Erman
  • Patent number: 5892104
    Abstract: This invention relates to a compound having the formula I: ##STR1## wherein n is an integer of from 0 to 1; when n is 1, one of dashed lines a and b is a single bond and the other of dashed lines a and b is a double bond, dashed line c is not present, and dashed line d is a single bond; when n is 0, dashed lines a, b, c and d are single bonds or one of dashed lines a and b is a single bond and the other of dashed lines a and b is a double bond, dashed line c is not present, and dashed line d is a double bond; R.sub.1, R.sub.2 and R.sub.3 are, independently, lower branched or straight chain alkyl, alkenyl or alkynyl of C.sub.1 -C.sub.6 ; and R.sub.4 is hydrogen, lower branched or straight chain alkyl, alkenyl or alkynyl of C.sub.1 -C.sub.5, or C(O)R.sub.5, wherein R.sub.5 is hydrogen or lower branched or straight chain alkyl, alkenyl or alkynyl of C.sub.1 -C.sub.4 ; wherein the sum of the carbon atoms in R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is less than or equal to eight carbon atoms.
    Type: Grant
    Filed: February 14, 1997
    Date of Patent: April 6, 1999
    Assignee: Millenium Specialty Chemicals, Inc.
    Inventors: Bernard J. Kane, Henri M. Hoffmann
  • Patent number: 4371722
    Abstract: Disclosed are novel cyclic terpenoid amines which can be prepared by cyclizing the corresponding acyclic terpenoid amine.
    Type: Grant
    Filed: June 26, 1981
    Date of Patent: February 1, 1983
    Assignee: SCM Corporation
    Inventors: Bernard J. Kane, Richard A. Von Genk
  • Patent number: 4307255
    Abstract: Disclosed are novel cyclic terpenoid amines which can be prepared by cyclizing the corresponding acyclic terpenoid amine.
    Type: Grant
    Filed: March 14, 1980
    Date of Patent: December 22, 1981
    Assignee: SCM Corporation
    Inventors: Bernard J. Kane, Richard A. Von Genk
  • Patent number: 4289917
    Abstract: Alkali metal oxides of cis- and trans-2,6,6-trimethylbicyclo(3.1.1)-heptan-2-ol are surprisingly effective bases in organic reactions calling for the use of a strong base, especially those reactions wherein abstraction of a proton from attachment to a carbon atom is postulated to occur in the mechanism.
    Type: Grant
    Filed: August 17, 1979
    Date of Patent: September 15, 1981
    Assignee: SCM Corporation
    Inventors: Bernard J. Kane, Sean G. Traynor
  • Patent number: 4283347
    Abstract: Para-menth-1-ene-7-sulfonate salts are made by reacting .beta.-pinene with a bisulfite salt under free radical conditions.
    Type: Grant
    Filed: February 27, 1980
    Date of Patent: August 11, 1981
    Assignee: SCM Corporation
    Inventors: Bernard J. Kane, Sean G. Traynor
  • Patent number: 4267366
    Abstract: Disclosed are novel cyclic terpenoid amines which can be prepared by cyclizing the corresponding acyclic terpenoid amine.
    Type: Grant
    Filed: June 18, 1979
    Date of Patent: May 12, 1981
    Assignee: SCM Corporation
    Inventors: Bernard J. Kane, Richard A. Von Genk
  • Patent number: 4254291
    Abstract: A process for allylic rearrangement, particularly terpenoid allylic rearrangement, utilizing certain acid forming metals to form an ester or alcoholate (alcohologen) of the allylic alcohol to be rearranged, isomerizing and cleaving the alcohologen in the presence of a transition metal compound catalyst and recovering the rearranged alcohol.
    Type: Grant
    Filed: August 22, 1979
    Date of Patent: March 3, 1981
    Assignee: SCM Corporation
    Inventor: Bernard J. Kane
  • Patent number: 4244890
    Abstract: Disclosed are novel cyclic terpenoid amines which can be prepared by cyclizing the corresponding acyclic terpenoid amine.CROSS REFERENCE TO RELATED APPLICATIONSThis application is related to applicant's commonly owned copending application Ser. No. 916,966 filed 19 June 1978, now U.S. Pat. No. 4,179,468 dated 18 Dec. 1979 and entitled Cyclic Terpenoid Onium Salts, Their Preparation and Uses.
    Type: Grant
    Filed: December 14, 1977
    Date of Patent: January 13, 1981
    Assignee: SCM Corporation
    Inventors: Bernard J. Kane, Richard A. Von Genk
  • Patent number: 4224240
    Abstract: Para-menth-1-ene-7-sulfonate salts are made by reacting .beta.-pinene with a bisulfite salt under free radical conditions.
    Type: Grant
    Filed: April 13, 1979
    Date of Patent: September 23, 1980
    Assignee: SCM Corporation
    Inventors: Bernard J. Kane, Sean G. Traynor
  • Patent number: 4196303
    Abstract: The compound d-isomenthoxyacetic acid and various ester and amide derivatives are useful resolving agents and perfume ingredients.
    Type: Grant
    Filed: March 20, 1978
    Date of Patent: April 1, 1980
    Assignee: SCM Corporation
    Inventors: Bernard J. Kane, Sean G. Traynor
  • Patent number: 4179468
    Abstract: Acyclic terpenoid onium salts are cyclized in an acidic aqueous solution at a temperature of at least about 80.degree. C.
    Type: Grant
    Filed: June 19, 1978
    Date of Patent: December 18, 1979
    Assignee: SCM Corporation
    Inventors: Bernard J. Kane, Richard A. Von Genk
  • Patent number: 4136126
    Abstract: .beta.-Phellandrene is prepared by pyrolyzing a para-menth-1-ene-7-sulfonate salt.
    Type: Grant
    Filed: March 15, 1978
    Date of Patent: January 23, 1979
    Assignee: SCM Corporation
    Inventors: Linda M. Hirschy, Bernard J. Kane, Sean G. Traynor
  • Patent number: 4058572
    Abstract: In a process for hydrogenation, with elemental hydrogen gas in the presence of a hydrogenation catalyst, of a cyclic unsaturated compound having an hydroxyl group projecting from an asymmetric center of the ring and an olefinic carbon-to-carbon double bond which when saturated in the hydrogenation process creates an additional asymmetric center in the ring, the improvement for obtaining increased stereoselectivity by increasing the addition of said hydrogen to that side of the olefin bond on the same side of the compound molecule as said hydroxyl group, comprising: conducting said hydrogenation with a nickel hydrogenation catalyst that has a substantial fraction of its reactive surfaces inactivated.The invention is particularly applicable to the hydrogenation of d-trans-piperitol to d-isomenthol.
    Type: Grant
    Filed: May 6, 1975
    Date of Patent: November 15, 1977
    Assignee: SCM Corporation
    Inventors: Bernard J. Kane, Karen E. Irving, James O. Bledsoe, Jr., Levy A. Canova
  • Patent number: 3932539
    Abstract: An improved process for the preparation of unsaturated terpene alcohols such as myrcenol and cis and trans ocimenol is described. Acyclic terpene allylic halides are reacted with a tertiary amine of the formula hereinafter described to form the corresponding quaternary ammonium salt which is then acidified to remove the ethylenic unsaturation between the 6th and 7th carbon atom and adding a hydroxy substituent on the 7th carbon atom of the terpene halide salt. The hydrated terpene ammonium halide salt is made neutral and thermally decomposed into the unsaturated terpene alcohols. Myrcenol and ocimenol cis and trans are useful for their fragrance and aroma in perfumery and cosmetic manufacture.
    Type: Grant
    Filed: February 14, 1972
    Date of Patent: January 13, 1976
    Assignee: SCM Corporation
    Inventors: Bernard J. Kane, Richard A. Von Genk