Patents Represented by Attorney Clyde L. Tootle
  • Patent number: 4533729
    Abstract: The present invention provides a novel process for preparing specified amorphous polycarbonate polyols. The process comprises reacting phosgene, a branched-chain polyhydric alcohol, and a straight chain polyhydric alcohol in the presence of a solvent and in the absence of a catalyst at a temperature of about 60.degree. to 100.degree. C., and then contacting the amorphous polycarbonate product in the reaction mixture with a catalytic amount of a tertiary amine at reflux temperature for a period of time of at least about 30 minutes. The straight chain polyhydric alcohol is employed in an amount of about 3 to 40 mole percent, based upon the total amount of polyhydric alcohol present in the reaction system. A preferred branched-chain polyhydric alcohol is neopentyl glycol, and a preferred straight chain polyhydric alcohol is 1,6-hexanediol. Preferred solvents are xylene and toluene, and preferred tertiary amines are triethylamine and pyridine.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: August 6, 1985
    Assignee: Eastman Kodak Company
    Inventors: Gordon C. Newland, William R. Darnell
  • Patent number: 4528312
    Abstract: This invention relates to novel blends containing degraded crystalline polypropylene or propylene containing copolymer, low density polyethylene, hydrocarbon tackifying resin, and a fatty acid amide useful as extrusion coating compositions which provide coatings having good coatability and good heat sealability. These coated substrates then can be used in fabricating bags and other packaging applications. Particularly, these coatings are a blend of a degraded crystalline polypropylene, or propylene containing copolymer, low density polyethylene, hydrocarbon tackifying resin, and a fatty acid amide containing 16 to 40 carbon atoms.
    Type: Grant
    Filed: June 27, 1984
    Date of Patent: July 9, 1985
    Assignee: Eastman Kodak Company
    Inventor: Ray Edwards
  • Patent number: 4526919
    Abstract: This invention relates to novel blends containing crystalline polypropylene or propylene containing copolymer, low density polyethylene, hydrocarbon tackifying resin, and a fatty acid amide useful as extrusion coating compositions which provide coatings having good coatability and good heat sealability. These coated substrates then can be used in fabricating bags and other packaging applications. These extrusion coating compositions are a blend of a crystalline polypropylene, or propylene containing copolymer, low density polyethylene, hydrocarbon tackifying resin, and a fatty acid amide containing 16 to 40 carbon atoms.
    Type: Grant
    Filed: June 27, 1984
    Date of Patent: July 2, 1985
    Assignee: Eastman Kodak Company
    Inventor: Ray Edwards
  • Patent number: 4525504
    Abstract: Disclosed are stabilized polyester compositions having significantly improved weatherability, said polyesters consisting of homopolyesters derived from a dicarboxylic acid component wherein at least a major portion of which is 1,4-cyclohexanedicarboxylic acid (or ester) having a trans isomer content of at least 65% and a glycol component wherein at least a major portion of which is 2,2,4,4-tetramethyl-1,3-cyclobutanediol and copolyesters thereof with modifying aliphatic glycols and/or aliphatic dicarboxylic acids, said polyesters being stabilized with the combination of at least one ultraviolet light stabilizing compound compatible with said polyester and at least one hindered amine light stabilizer having the formulae ##STR1## the groups shown as R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each independently selected from various substituents.
    Type: Grant
    Filed: October 24, 1983
    Date of Patent: June 25, 1985
    Assignee: Eastman Kodak Company
    Inventors: John C. Morris, Joseph S. Zannucci
  • Patent number: 4525551
    Abstract: This invention relates to a novel highly active and more efficient catalyst system for polymerizing alpha-olefins to prepare high, medium, and low molecular weight polymers. This highly active olefin polymerization catalyst therefore can be used to prepare both olefin waxes as well as high molecular weight crystalline polyolefins. This highly efficient, highly active catalyst is prepared by reacting a vanadium tetrahalide with a titanium tetravalent member in a hydrocarbon medium. The product of this reaction is then combined with an activating component, such as triethyl aluminum, to form a highly active and efficient polyolefin catalyst.
    Type: Grant
    Filed: December 2, 1983
    Date of Patent: June 25, 1985
    Assignee: Eastman Kodak Company
    Inventor: Robert R. Schmidt
  • Patent number: 4524165
    Abstract: Disclosed are stabilized polyester compositions having significantly improved weatherability. These polyesters consist of copolyesterethers derived from a dicarboxylic acid component comprising about 80-100 mole % 1,4-cyclohexanedicarboxylic acid having a trans isomer content of at least 70% and about 0-20 mole % of a second dicarboxylic acid and a glycol component comprising about 70-95 mole % 1,4-cyclohexanedimethanol and about 5-30 mole % of a polyalkylene ether glycol having a molecular weight of about 600 to about 3000. The copolyesterether compositions further comprise a stabilizing effective amount of the combination of (1) at least one hindered phenolic antioxidant, (2) at least one ultraviolet light stabilizing compound compatible with said copolyesterether and (3) at least one hindered amine light stabilizing compound having the formulae ##STR1## the groups shown as R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each independently selected from various substituents.
    Type: Grant
    Filed: October 24, 1983
    Date of Patent: June 18, 1985
    Assignee: Eastman Kodak Company
    Inventors: Harry R. Musser, Thomas H. Strickland, Joseph S. Zannucci
  • Patent number: 4521556
    Abstract: Colored polyester compositions suitable for formulation into sheets, films, fibers and containers comprising linear thermoplastic polyesters derived from a diol and unpurified terephthalic acid, and containing a color-forming component. The diol can be one or more diols wherein at least a major portion of which is ethylene glycol. The color-forming component can be one or more colorants compatible with the polyester including certain copolymerizable anthraquinone dyes, such as 1,5-bis(2-carboxyphenylthio)anthraquinone and/or 1,5-bis(o-carboxyanilino)anthraquinone.
    Type: Grant
    Filed: July 16, 1984
    Date of Patent: June 4, 1985
    Assignee: Eastman Kodak Company
    Inventor: L. Jane Adams
  • Patent number: 4518808
    Abstract: Disclosed is a process for the preparation of certain dichloro-hydroxy and alkoxy aromatic compounds by reacting the corresponding unchlorinated compound with sulfuryl chloride in the presence of acetic acid, propionic acid or lower alkyl esters thereof.
    Type: Grant
    Filed: September 29, 1983
    Date of Patent: May 21, 1985
    Assignee: Eastman Kodak Company
    Inventors: Richard H. S. Wang, Garry L. Myers
  • Patent number: 4518714
    Abstract: The present invention provides an improvement in processes for the selective production of .alpha.-olefins from synthesis gas. The improvement embodied in the process of the present invention comprises the use of a catalyst system which comprises palladium, iron, and zinc. The zinc component of the catalyst system is preferably provided in the form of a zinc oxide support onto which the remaining catalyst components are deposited. The reaction is conducted under conventional conditions of temperature and pressure, preferably at about 220.degree. to 350.degree. C. and about 50 to 500 psig.
    Type: Grant
    Filed: July 11, 1984
    Date of Patent: May 21, 1985
    Assignee: Eastman Kodak Company
    Inventor: Bruce L. Gustafson
  • Patent number: 4514570
    Abstract: Disclosed is a process for preparing 2,2,4-trimethyl-1,2-dihydroquinoline compounds by reacting acetone with an aniline compound in the presence of a strongly acidic sulfonic acid-type macroreticular cation exchange resin catalyst. 2,2,4-Trimethyl-1,2-dihydroquinoline compounds are obtained in good yield and containing substantially no catalyst residue contaminant.
    Type: Grant
    Filed: March 2, 1984
    Date of Patent: April 30, 1985
    Assignee: Eastman Kodak Company
    Inventor: Joseph S. Bowers, Jr.
  • Patent number: 4507493
    Abstract: The present invention provides a process for the preparation of aryl carboxylic acids and derivatives thereof by the carbonylation of aryl sulfonyl chlorides. The aryl sulfonyl chlorides are reacted with carbon monoxide and water or an alcohol or amine in the presence of a zero-valent metal catalyst consisting essentially of palladium.
    Type: Grant
    Filed: July 6, 1984
    Date of Patent: March 26, 1985
    Assignee: Eastman Kodak Company
    Inventors: Carl M. Lentz, James R. Overton, David D. Cornell
  • Patent number: 4506092
    Abstract: The present invention provides a process for the preparation of aryl carboxylic acids and derivatives thereof by the carbonylation of triaryl sulfonium salts. The triaryl sulfonium salts are reacted with carbon monoxide and water or an alcohol or amine in the presence of a triaryl phosphine and a zero-valent metal catalyst selected from palladium or rhodium.
    Type: Grant
    Filed: July 6, 1984
    Date of Patent: March 19, 1985
    Assignee: Eastman Kodak Company
    Inventors: Carl M. Lentz, James R. Overton, David D. Cornell
  • Patent number: 4503216
    Abstract: The present invention provides substantially difunctional hydroxyl-terminated polyether-esters and a process for preparing the same. The process comprises reacting ethylene carbonate with a substituted or unsubstituted epsilon-caprolactone in the presence of a catalytic amount of a specified catalyst at a temperature of at least about 200.degree. C. The catalyst comprises an alkali metal salt, a quaternary ammonium salt, or a mixture thereof. The products of the invention are pourable liquid urethane-forming polyols at room temperature.
    Type: Grant
    Filed: February 21, 1984
    Date of Patent: March 5, 1985
    Assignee: Eastman Kodak Company
    Inventors: David R. Fagerburg, Winston J. Jackson, Jr.
  • Patent number: 4503268
    Abstract: Disclosed is a process for the preparation of monochlorohydroquinone by treating hydroquinone in hydrochloric acid with chlorine at 100.degree. to 105.degree. C.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: March 5, 1985
    Assignee: Eastman Kodak Company
    Inventors: James G. Pacifici, Allen J. Blankenship
  • Patent number: 4501879
    Abstract: The present invention provides novel polyesteramides and containers having improved gas barrier properties formed therefrom. The novel polyesteramides comprise the reaction product of a diamine having 2 to about 20 carbon atoms, a diol containing up to about 24 carbon atoms, and a dicarboxylic acid component. The dicarboxylic acid component consists essentially of about 5 to 100 mole % of a specified first, heteroatom-containing dicarboxylic acid, and 0 to about 95 mole % of a second dicarboxylic acid containing up to about 24 carbon atoms. In the polyesteramide, the diamine component comprises about 10 to 90 mole % of the total diamine and diol components. The present invention further provides containers, such as molded containers, films, coextruded articles, laminated articles, etc., formed from the polyesteramides of the present invention.
    Type: Grant
    Filed: March 26, 1984
    Date of Patent: February 26, 1985
    Assignee: Eastman Kodak Company
    Inventors: Robert B. Barbee, Roy K. Bass, Burns Davis, Larry A. Minnick
  • Patent number: 4501878
    Abstract: Disclosed is an improved process for the preparation of high molecular weight linear polyesters. In the preparation of polyesters by formation of a bis-dihydroxy ester prepolymer by transesterifying dimethyl terephthalate with a glycol in the presence of a catalyst followed by polycondensing the prepolymer in the presence of certain phosphorous-containing compounds and a transition metal-containing catalyst which remains active in the presence of said phosphorous compound, an improved rate of polycondensation is achieved by introducing the phosphorous compounds after first polycondensing the prepolymer to a low molecular weight linear polyester having an average degree of polymerization of about 2 to about 10. The improved process further requires that the catalyst employed in the formation of the prepolymer be substantially inactive in the presence of said phosphorous compounds.
    Type: Grant
    Filed: January 30, 1984
    Date of Patent: February 26, 1985
    Assignee: Eastman Kodak Company
    Inventor: L. Jane Adams
  • Patent number: 4499262
    Abstract: Disclosed is a process for preparing sulfo-modified polyesters having an inherent viscosity of about 0.3 to about 0.9 and characterized by an improved planar stretch ratio relative to a given inherent viscosity, an improved rate of acetaldehyde generation relative to a given planar stretch ratio and increased buildup of melt viscosity. The process comprises the steps of (a) reacting (1) a dicarboxylic acid component comprising at least about 85 mole % terephthalic acid and about 0.1 to about 5.0 mole % of a difunctional sulfo-monomer, and (2) a glycol component comprising at least about 85 mole % ethylene glycol, the reaction being conducted in the presence of a catalyst system comprising a titanium compound and an organic salt of an alkali metal, (2) polycondensing the reaction product of step (1) in the presence of a phosphate ester until a polymer having the desired I.V. is obtained.
    Type: Grant
    Filed: March 9, 1984
    Date of Patent: February 12, 1985
    Assignee: Eastman Kodak Company
    Inventors: David R. Fagerburg, Finley E. McFarlane
  • Patent number: 4496762
    Abstract: An improved method for preparing a compound having the formula ##STR1## which is an intermediate in the preparation of dextromethorphan, the improved method comprises the steps of(A) hydrogenating a compound having the formula ##STR2## in the presence of a hydrogenation catalyst to obtain a compound having the formula ##STR3## (B) hydrogenating the product of Step (A) in the presence of a hydrogen treated rhodium catalyst to obtain a compound having the formula ##STR4## (C) reacting the product of Step (B) with 4-methoxyphenylacetic acid to obtain a mixture of compounds comprising ##STR5## (D) dehydrating the product mixture of Step (C).
    Type: Grant
    Filed: March 29, 1983
    Date of Patent: January 29, 1985
    Assignee: Eastman Kodak Company
    Inventor: David S. Kashdan
  • Patent number: 4496747
    Abstract: A process for the preparation of dehydroacetic acid which comprises heating 2,2,6-trimethyl-4H-1,3-dioxin-4-one, preferably at a temperature of about 130.degree. C. to about 160.degree.C., the heating being carried out preferably in the presence of an inert solvent such as xylene and preferably dehydroacetic acid; the solvent being present in an amount of about 0.05 to about 2.0 moles per mole of the compound being heated, the process further comprising recovering dehydroacetic acid so produced.
    Type: Grant
    Filed: April 21, 1983
    Date of Patent: January 29, 1985
    Assignee: Eastman Kodak Company
    Inventor: Robert J. Clemens
  • Patent number: 4487919
    Abstract: This invention relates to new linear polyester waxes which contain as the acid member at least about 75 mol percent 1,12-dodecanedioic acid. The polyester waxes may be viscous liquids, amorphous or semicrystalline solids with melting points less than about 100.degree. C. These polyester waxes are useful as modifiers for ethylene/vinyl acetate copolymer based adhesives and as additives to improve the hardness of polyolefin coatings.
    Type: Grant
    Filed: June 30, 1983
    Date of Patent: December 11, 1984
    Assignee: Eastman Kodak Company
    Inventors: Jimmy R. Trotter, Frederick B. Joyner, Richard L. McConnell