Patents by Inventor Olan S. Fruchey

Olan S. Fruchey 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: 5438142
    Abstract: Compounds useful as polymer stabilizers which are polymerizable into condensation polymer systems are disclosed and claimed. A particularly preferred embodiment is 1-(3'-(benzotriazol-2"-yl)-4'-hydroxyphenyl)-1,1-bis(4-hydroxyphenyl)ethan e.
    Type: Grant
    Filed: August 10, 1993
    Date of Patent: August 1, 1995
    Assignee: Hoechst Celanese Corp.
    Inventors: John R. Fritsch, Olan S. Fruchey, Debasish Kuila, George Kvakovszky, Mark A. Murphy, Michael T. Sheehan, James R Sounik, Richard Vicari
  • Patent number: 5430189
    Abstract: An arylisonitrosoalkanone is hydrogenated in the presence of a noble metal catalyst and a weak carboxylic acid to form an arylalkanolamine which is then hydrogenated in the presence of a strong mineral acid and the transition metal catalyst to form an arylalkylamine. When the arylisonitrosoalkanone is an isonitrosoacetophenone, the isonitrosoacetophenone is prepared by one of two methods.In the first method, a substituted or an unsubstituted isonitrosoacetophenone is prepared from a corresponding substituted or unsubstituted acetophenone by oxidizing the acetophenone to form a substituted or an unsubstituted phenylglyoxalacetal in a reactor, hydrolyzing the phenylglyoxal acetal in the same reactor to form a corresponding substituted or unsubstituted phenylglyoxal, and condensing the phenylglyoxal with hydroxylamine or a salt thereof in the same reactor to form the substituted or unsubstituted isonitrosoacetophenone.
    Type: Grant
    Filed: January 19, 1994
    Date of Patent: July 4, 1995
    Assignee: Hoechst Celanese Corporation
    Inventors: Joseph A. McDonough, Ahmed M. Tafesh, Olan S. Fruchey
  • Patent number: 5430123
    Abstract: The present invention provides new polymer compositions which contain novel substituted pyrazines or pyrazine derivatives ("NPD") which are functional and have useful application as a monomer (co-monomer) for a variety of high performance polymers such as polyester, polyarylate, polycarbonate, polyetherketones, epoxides, polyimides, polyamides, and polyamides-imides. These NPD have the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are defined herein.
    Type: Grant
    Filed: November 1, 1994
    Date of Patent: July 4, 1995
    Assignee: Hoechst Celanese Corporation
    Inventors: George Kvakovszky, Richard Vicari, Olan S. Fruchey, Ahmed M. Tafesh, Charles B. Hilton
  • Patent number: 5399760
    Abstract: A method is provided for purifying crude N-acetyl-para-aminophenol (APAP) containing color bodies or their precursors, the method comprising: a) forming a solution of the crude APAP; and b) subsequently contacting the solution with substoichiometric quantifies of an acetylating agent for a sufficient period of time to convert said color bodies or their precursors to substantially non-color bodies/stable, colorless substances; said quantities of acetylating agent provided is such that substantially none of the APAP is converted to other compounds.
    Type: Grant
    Filed: August 11, 1993
    Date of Patent: March 21, 1995
    Assignee: Hoechst Celanese Corporation
    Inventors: Edward G. Zey, Olan S. Fruchey, Thomas H. Shockley, Joe S. Trevino, B. Frank Wood, Daniel D. Lindley
  • Patent number: 5393924
    Abstract: Acylamides or amine acylate salts of arylalkanolamines are prepared by reacting an arylisonitrosoalkanone with hydrogen and a carboxylic acid, carboxylic acid anhydride or carboxylic acid ester or mixture thereof in the presence of a transition metal catalyst; optionally the product is converted to the corresponding arylalkanolamine hydrochloride salt by reaction of the acylamide or amine acylate salt of the arylalkanolamine with hydrogen chloride in a C.sub.1 -C.sub.3 alkyl alcohol.
    Type: Grant
    Filed: April 29, 1994
    Date of Patent: February 28, 1995
    Assignee: Hoechst Celanese Corporation
    Inventors: Ahmed M. Tafesh, Olan S. Fruchey, Charles B. Hilton
  • Patent number: 5393860
    Abstract: The present invention provides new polymer compositions which contain novel substituted pyrazines or pyrazine derivatives ("NPD") which are functional and have useful application as a monomer (co-monomer) for a variety of high performance polymers such as polyester, polyarylate, polycarbonate, polyetherketones, epoxides, polyimides, polyamides, and polyamides-imides. These NPD have the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are defined herein.
    Type: Grant
    Filed: February 4, 1994
    Date of Patent: February 28, 1995
    Assignee: Hoechst Celanese Corporation
    Inventors: George Kvakovszky, Richard Vicari, Olan S. Fruchey, Ahmed M. Tafesh, Charles B. Hilton
  • Patent number: 5338884
    Abstract: Acylamides or amine acylate salts of arylalkanolamines are prepared by reacting an arylisonitrosoalkanone with hydrogen and a carboxylic acid, carboxylic acid anhydride or carboxylic acid ester or mixture thereof in the presence of a transition metal catalyst; optionally the product is converted to the corresponding arylalkanolamine hydrochloride salt by reaction of the acylamide or amine acylate salt of the arylalkanolamine with hydrogen chloride in a C.sub.1 -C.sub.3 alkyl alcohol.
    Type: Grant
    Filed: October 2, 1992
    Date of Patent: August 16, 1994
    Assignee: Hoechst Celanese
    Inventors: Ahmed M. Tafesh, Olan S. Fruchey, Charles B. Hilton
  • Patent number: 5319142
    Abstract: An arylisonitrosoalkanone is hydrogenated in the presence of a noble metal catalyst and a weak carboxylic acid to form an arylalkanolamine which is then hydrogenated in the presence of a strong mineral acid and the transition metal catalyst to form an arylalkylamine. When the arylisonitrosoalkanone is an isonitrosoacetophenone, the isonitrosoacetophenone is prepared by one of two methods.In the first method, a substituted or an unsubstituted isonitrosoacetophenone is prepared from a corresponding substituted or unsubstituted acetophenone by oxidizing the acetophenone to form a substituted or an unsubstituted phenylglyoxalacetal in a reactor, hydrolyzing the phenylglyoxal acetal in the same reactor to form a corresponding substituted or unsubstituted phenylglyoxal, and condensing the phenylglyoxal with hydroxylamine or a salt thereof in the same reactor to form the substituted or unsubstituted isonitrosoacetophenone.
    Type: Grant
    Filed: October 6, 1992
    Date of Patent: June 7, 1994
    Assignee: Hoechst Celanese Corporation
    Inventors: Joseph A. McDonough, Ahmed M. Tafesh, Olan S. Fruchey
  • Patent number: 5220063
    Abstract: Acylamides or amine acylate salts of arylalkanolamines are prepared by reacting an arylisonitrosoalkanone with hydrogen and a carboxylic acid, carboxylic acid anhydride or carboxylic acid ester or mixture thereof in the presence of a transition metal catalyst; optionally the product is converted to the corresponding arylalkanolamine hydrochloride salt by reaction of the acylamide or amine acylate salt of the arylalkanolamine with hydrogen chloride in a C.sub.1 -C.sub.3 alkyl alcohol.
    Type: Grant
    Filed: May 10, 1991
    Date of Patent: June 15, 1993
    Assignee: Hoechst Celanese Corporation
    Inventors: Ahmed M. Tafesh, Olan S. Fruchey, Charles B. Hilton
  • Patent number: 5198585
    Abstract: Acid addition salts of arylketoamines are prepared by reacting arylisonitrosoalkanones with hydrogen in the presence of a transition metal catalyst and strong acid in a dipolar aprotic solvent.
    Type: Grant
    Filed: July 5, 1991
    Date of Patent: March 30, 1993
    Assignee: Hoechst Celanese Corporation
    Inventors: Ahmed M. Tafesh, Olan S. Fruchey, Charles B. Hilton
  • Patent number: 5120855
    Abstract: The present invention provides a method for producing a hydroxyaromatic ketoacetal from a hydroxyaromatic methylketone. The invention further provides a method for producing a hydroxyaromatic ketoaldehyde from a hydroxyaromatic ketoacetal. The hydroxyaromatic ketoaldehyde can be further reacted to form a hydantoin, which hydantoin can be hydrolyzed to produce a hydroxyphenylglycine.
    Type: Grant
    Filed: December 13, 1990
    Date of Patent: June 9, 1992
    Assignee: Hoechst Celanese Corporation
    Inventors: Olan S. Fruchey, Graham N. Mott, John R. Durrwachter
  • Patent number: 4999457
    Abstract: A novel process for the preparation of 3-chloro-4-hydroxyacetanilide in high yields is disclosed which involves reacting N-acetyl-para-aminophenol (APAP) with sulfuryl chloride (SO.sub.2 Cl.sub.2) as the chlorine source and liquid SO.sub.2 as the reaction medium.
    Type: Grant
    Filed: February 8, 1990
    Date of Patent: March 12, 1991
    Assignee: Hoechst Celanese Corporation
    Inventor: Olan S. Fruchey
  • Patent number: 4994613
    Abstract: A novel process is disclosed for the preparation of 4-hydroxyacetopheone oxime by reaction of 4-hydroxyacetophenone with a hydroxylamine in caustic wherein the mother liquor obtained after crystallization of the oxime together with the wash water is recycled back and reused. This invention illustrates the criticality of maintaining the reactants in certain critical mol ratios in order to obtain 4-hydroxyacetopheone oxime of acceptable color.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: February 19, 1991
    Assignee: Hoechst Celanese Corporation
    Inventor: Olan S. Fruchey
  • Patent number: 4980496
    Abstract: The invention provides a process for the production of C.sub.1 to C.sub.5 alkyl nitrite by forming an aqueous solution of C.sub.1 to C.sub.5 alkyl alcohol an alkali metal nitrite; cooling it; then slowly adding a hydrohalic acid solution while it is stirring; the reaction temperature is maintained in the range of from about -10.degree. C. to about 10.degree. C. until the reaction is substantially complete; and the two formed phases are separated in a separatory funnel.
    Type: Grant
    Filed: December 5, 1989
    Date of Patent: December 25, 1990
    Inventor: Olan S. Fruchey
  • Patent number: 4973752
    Abstract: A novel process is disclosed for the prevention of the formation of chlorinated by-products during the Beckmann rearrangement of 4-hydroxyacetophenone oxime to APAP utilizing thionyl chloride as catalyst, by the addition of an inorganic iodide such as potassium iodide to the Beckmann rearrangement reactor.
    Type: Grant
    Filed: April 24, 1989
    Date of Patent: November 27, 1990
    Inventor: Olan S. Fruchey
  • Patent number: 4954652
    Abstract: N-acetyl-para-aminophenol is prepared by subjecting 4-hydroxyacetophenone oxime to a Beckmann rearrangement in the presence of a thionyl chloride catalyst and an alkyl alkanoate as the reaction solvent. An integrated process is disclosed wherein 4-hydroxyacetophenone is reacted with a hydroxyl amine salt and a base to obtain the ketoxime of the ketone, e.g., 4-hydroxyacetophenone oxime, extracting the ketoxime product from the reaction with alkanoate ester and subjecting the ketoxime dissolved in the ester to a Beckmann rearrangement in the presence of a thionyl chloride catalyst.
    Type: Grant
    Filed: July 12, 1988
    Date of Patent: September 4, 1990
    Assignee: Hoechst Celanese Corporation
    Inventors: John R. Fritch, Olan S Fruchey, Theodore Horlenko
  • Patent number: 4933496
    Abstract: A process for preparing a stable 4-hydroxyacetophenone oil by mixing 4-hydroxyacetophenone with an aqueous hydroxylamine salt in the absence of added caustic, at a temperature of 50.degree.-100.degree. C., for about 10-60 minutes and then cooling the same is disclosed.
    Type: Grant
    Filed: May 3, 1989
    Date of Patent: June 12, 1990
    Assignee: Hoechst Celanese Corporation
    Inventor: Olan S. Fruchey
  • Patent number: 4910338
    Abstract: .alpha.-chloro-.alpha.-oximino-4-hydroxyacetophenone is prepared by reacting 4-hydroxyacetophenone with an alkyl nitrite and hydrogen chloride wherein the amount of hydrogen chloride is carefully controlled to limit the amount thereof to about 0.1 to 6 moles of hydrogen chloride per mole of 4-hydroxyacetophenone until at least one equivalent of the alkyl nitrite is reacted. Subsequent to the reaction of the one equivalent of alkyl nitrite, at least 1 mole of hydrogen chloride per mole of initially charged 4-hydroxyacetophenone is added to the reaction medium.
    Type: Grant
    Filed: February 14, 1989
    Date of Patent: March 20, 1990
    Assignee: Hoechst Celanese Corporation
    Inventor: Olan S. Fruchey
  • Patent number: 4855499
    Abstract: A novel process for the prevention of the formation of chlorinated by-products during the Beckmann rearrangement of 4-hydroxyacetophenone oxime to APAP by the addition of an inorganic iodide such as potassium iodide to the Beckmann rearrangement reactor is disclosed.
    Type: Grant
    Filed: November 6, 1987
    Date of Patent: August 8, 1989
    Assignee: Hoechst Celanese Corporation
    Inventor: Olan S. Fruchey
  • Patent number: 4529550
    Abstract: Improvements in efficiencies and yields are achieved in the production of a saturated aliphatic monocarboxylic acid containing 5 to 9 carbon atoms from its corresponding aldehyde by rapidly hydrolyzing the anhydride of the monocarboxylic acid formed in the oxidation. The hydrolysis is accomplished by contacting the anhydride with water at a temperature from about 130.degree. C. to about 215.degree. C. and at a pressure under which the water is maintained in the liquid state to convert the anhydride to its corresponding acid.
    Type: Grant
    Filed: January 17, 1983
    Date of Patent: July 16, 1985
    Assignee: Celanese Corporation
    Inventors: Olan S. Fruchey, James S. Alder