Patents Represented by Attorney Delbert E. McCaslin
  • Patent number: 4401633
    Abstract: A two step hydrothermal process for the preparation of a sodium cation form of zeolite A from heulandite by (1) heat treating a mixture of heulandite in an aqueous solution of sodium hydroxide and filtering the mixture followed by (2) reacting the filtrate with at least 75 percent of a stoichiometric amount of sodium aluminate to form and precipitate zeolite A from solution and recovering zeolite A.
    Type: Grant
    Filed: January 28, 1982
    Date of Patent: August 30, 1983
    Assignee: Atlantic Richfield Company
    Inventor: Hsiang-ning Sun
  • Patent number: 4398036
    Abstract: An improved process for the preparation of N-monosubstituted carbamates by reacting an aromatic primary amine, urea and a monohydric aliphatic alcohol in the presence of a strongly basic tertiary amine catalyst and optionally an inert solvent.
    Type: Grant
    Filed: May 2, 1980
    Date of Patent: August 9, 1983
    Assignee: Atlantic Richfield Company
    Inventor: John J. McCoy
  • Patent number: 4381403
    Abstract: A process for the preparation of N-monosubstituted carbamic acid esters by reacting an unsubstituted carbamic acid ester and an aromatic primary amine at a suitable pressure and reaction temperature in the presence of a monohydric aliphatic alcohol and preferably in the presence of a strongly basic tertiary amine as catalyst. Optionally an inert co-solvent in addition to the alcohol may be employed.
    Type: Grant
    Filed: March 31, 1980
    Date of Patent: April 26, 1983
    Assignee: Atlantic Richfield Company
    Inventors: Samuel J. Falcone, John J. McCoy
  • Patent number: 4369141
    Abstract: In the process of producing polyisocyanates by(a) condensing an alkyl-N-phenylcarbamate having 1 to 3 carbons in the alkyl moiety with formaldehyde, paraformaldehyde a formaldehyde forming compound such as trioxane in the presence of an acid to produce a condensate containing a mixture of diphenylmethane dicarbamates and polymethylene polyphenyl carbamates with by-product N-benzyl compounds, rearranging said N-benzyl compounds in said condensate with acid catalyst to obtain a pyrolysis feed mixture containing a mixture of diphenylmethane dicarbamates and polymethylene polyphenyl carbamates with by-product amine and amine salts, and(b) thermally decomposing the carbamate moieties in the pyrolysis feed mixture to isocyanate moieties to produce a polyisocyanate mixture of diphenylmethane diisocyanates and polymethylene polyphenyl isocyanates,the improvement comprises increasing the percent isocyanate content of said polyisocyanates by prior to step (b) removing the amine and amine salt by-products by extracting
    Type: Grant
    Filed: August 24, 1981
    Date of Patent: January 18, 1983
    Assignee: Atlantic Richfield Company
    Inventor: John F. Motier
  • Patent number: 4365079
    Abstract: Dimethyl sebacate is recovered from a reaction mixture containing it in predominant amount and minor amounts of other dimethyl esters of C.sub.10 -dicarboxylic acids by stepwise recrystallization using a solvent selected from the group consisting of acetone, diethyl ether, tetrahydrofuran, alkanols having 1 to 4 carbon atoms, aromatic hydrocarbons having 6 to 12 carbon atoms, alkanes and alkenes having 5 to 8 carbon atoms or a mixture of one of those solvents which is miscible with water, and water as recrystallization solvent.
    Type: Grant
    Filed: January 5, 1981
    Date of Patent: December 21, 1982
    Assignee: Atlantic Richfield Company
    Inventors: Chao-Yang Hsu, Haven S. Kesling, Jr.
  • Patent number: 4361662
    Abstract: An improved adhesive binder composition is provided for the preparation of lignocellulosic composite molded articles, especially flake or particleboard, made from moldable compositions which comprises an organic polyisocyanate-alkylene oxide or halogenated alkylene oxide and optionally lignin, for application to the lignocellulosic material prior to the molding process to form the composite product.
    Type: Grant
    Filed: April 9, 1981
    Date of Patent: November 30, 1982
    Assignee: Atlantic Richfield Company
    Inventors: James M. Gaul, Tinh Nguyen
  • Patent number: 4359507
    Abstract: An adhesive binder composition is provided for the preparation of lignocellulosic composite molded articles such as flake or particle board, made from moldable compositions which comprises an organic di- or polyisocyanate and a liquid mixture of ethylene carbonate and propylene carbonate and optionally lignin, for application to the lignocellulosic material prior to the molding process to form the composite product.
    Type: Grant
    Filed: November 19, 1981
    Date of Patent: November 16, 1982
    Assignee: Atlantic Richfield Company
    Inventors: James M. Gaul, Tinh Nguyen
  • Patent number: 4344798
    Abstract: An adhesive binder composition is provided for the preparation of lignocellulosic composite molded articles such as flake or particle board, made from moldable compositions which comprises an organic di- or polyisocyanate and a liquid dialkyl ester of carbonic acid and optionally lignin, for application to the lignocellulosic material prior to the molding process to form the composite product.
    Type: Grant
    Filed: August 17, 1981
    Date of Patent: August 17, 1982
    Assignee: Atlantic Richfield Company
    Inventors: James M. Gaul, Tinh Nguyen
  • Patent number: 4338462
    Abstract: In the process for oxidizing methacrolein to a methacrylic acid salt with an oxidizing gas in a strongly alkaline medium at a temperature of 0 to 100.degree. C. and in the presence of a finely divided silver catalyst and recovering methacrylic acid by acidification, the improvement which comprises carrying out said oxidation in the presence of a small amount of dissolved alkali metal carbonate.
    Type: Grant
    Filed: June 9, 1980
    Date of Patent: July 6, 1982
    Assignee: Atlantic Richfield Company
    Inventor: Gregory A. Wheaton
  • Patent number: 4336402
    Abstract: A process for the preparation of N-alkyl-monosubstituted carbamic acid esters by reacting an unsubstituted carbamic acid ester and an aliphatic primary amine at a suitable pressure and reaction temperature in the presence of a monohydric aliphatic alcohol and preferably in the presence of a strongly basic tertiary amine as catalyst. Optionally an inert co-solvent in addition to the alcohol may be employed.
    Type: Grant
    Filed: July 30, 1980
    Date of Patent: June 22, 1982
    Assignee: Atlantic Richfield Company
    Inventors: Samuel J. Falcone, John J. McCoy
  • Patent number: 4332741
    Abstract: Liquid reaction product mixtures of diphenylmethane diisocyanates and polymethylene polyphenyl isocyanates resulting from the thermal decomposition of the corresponding carbamates produced by the acid condensation of an N-aryl carbamic acid ester, such as ethylphenylcarbamate, with formaldehyde are storage stabilized against an increase in viscosity and decrease in free NCO content, by incorporating therein an effective amount of a dichloroparabanic acid compound having the formula ##STR1## wherein R is an alkyl group of from 1 to 4 carbon atoms or a phenyl group which may be substituted with a 1 to 4 carbon atom alkyl group.
    Type: Grant
    Filed: March 23, 1981
    Date of Patent: June 1, 1982
    Assignee: Atlantic Richfield Company
    Inventors: Gary L. Statton, Stephen H. Harris
  • Patent number: 4320069
    Abstract: Liquid reaction product mixtures of diphenylmethane diisocyanates and polymethylene polyphenyl isocyanates resulting from the thermal decomposition of the corresponding carbamates produced by the acid condensation of an N-aryl carbamic acid ester, such as ethylphenylcarbamate, with formaldehyde are storage stabilized against an increase in viscosity and decrease in free NCO content, by incorporating therein an effective amount of a compound having the formula ##STR1## wherein x plus y is equal to 3 and z is an integer of from 0 to 3.
    Type: Grant
    Filed: March 20, 1981
    Date of Patent: March 16, 1982
    Assignee: Atlantic Richfield Company
    Inventors: Gary L. Statton, John S. Babiec, Jr.
  • Patent number: 4318861
    Abstract: Liquid reaction product mixtures of diphenylmethane diisocyanates and polymethylene polyphenyl isocyanates resulting from the thermal decomposition of the corresponding carbamates produced by the acid condensation of an N-aryl carbamic acid ester, such as ethylphenylcarbamate, with formaldehyde are storage stabilized against an increase in viscosity and decrease in free NCO content, by incorporating therein an effective amount of a compound having the formula ##STR1## wherein R is hydrogen or an alkyl group having up to 4 carbon atoms, x plus y is equal to 3 and z is an integer of from 0 to 3.
    Type: Grant
    Filed: March 18, 1981
    Date of Patent: March 9, 1982
    Assignee: Atlantic Richfield Company
    Inventors: John S. Babiec, Jr., Gary L. Statton
  • Patent number: 4318860
    Abstract: A process for producing unsaturated methyl nonadienoate and methyl nonatrienoate monesters useful as precursors for pelargonic acid which comprises contacting, in a reaction inert medium, butadiene and methyl-2,4-pentadienoate in a molar ratio of 2:1 to 10:1 at a temperature of 40.degree. to 120.degree. C. under an inert atmosphere and in the presence of a catalytic amount of a homogeneous palladium (II) complex of the formula ##STR1## wherein R is alkyl, chloroalkyl, bromoalkyl or fluoroalkyl having from 1 to 6 carbon atoms or aryl having 6 to 12 carbon atoms; Q is phosphorous or arsenic and R' is alkyl, aminoalkyl or alkoxy having 1 to 6 carbon atoms or aryl or aryloxy having 6 to 12 carbon atoms.The foregoing precursors may subsequently be hydrogenated to methyl pelargonate (methyl nonanoate) and pelargonic acid may then be obtained by acid-catalyzed hydrolysis of methyl pelargonate.
    Type: Grant
    Filed: November 24, 1980
    Date of Patent: March 9, 1982
    Assignee: Atlantic Richfield Company
    Inventors: Chao-Yang Hsu, Haven S. Kesling, Jr.
  • Patent number: 4299976
    Abstract: A process for producing an unsaturated diester useful as a precursor for sebacic acid which comprises contacting, in a reaction inert medium, methyl penta-2,4-dienoate at a temperature of 30 to 150.degree. C. under an inert atmosphere with a catalytic amount of a homogeneous palladium (II) complex of the formula ##STR1## wherein Q is phosphorous or arsenic; R is alkyl, trichloroalkyl, tribromoalkyl or trifluoroalkyl having from 1 to 6 carbon atoms or aryl having 6 to 12 carbon atoms and R' is alkyl, aminoalkyl or alkoxy having 1 to 6 carbon atoms or aryl or aryloxy having 6 to 12 carbon atoms.The foregoing precursor may subsequently be hydrogenated to dimethyl sebacate and sebacic acid may then be obtained by acid-catalyzed hydrolysis of dimethyl sebacate.
    Type: Grant
    Filed: September 28, 1979
    Date of Patent: November 10, 1981
    Assignee: Atlantic Richfield Company
    Inventors: Chao-Yang Hsu, Haven S. Kesling, Jr.
  • Patent number: 4292201
    Abstract: A method for the preparation of a cerium or thorium (lanthanide or actinide metal) promoted single phase vanadium(IV)bis(metaphosphate) catalyst useful for the vapor phase oxidation of hydrocarbons and particularly the oxidation of linear C.sub.4 unsaturated olefins to prepare maleic anhydride.
    Type: Grant
    Filed: December 19, 1979
    Date of Patent: September 29, 1981
    Assignee: Atlantic Richfield Company
    Inventors: James C. Vartuli, Lee R. Zehner
  • Patent number: 4292202
    Abstract: A method for the preparation of a chromium, molybdenum or tungsten (Group VIB metal) promoted single phase vanadium(IV)bis(metaphosphate) catalyst useful for the vapor phase oxidation of hydrocarbons and particularly the oxidation of linear C.sub.4 unsaturated olefins to prepare maleic anhydride.
    Type: Grant
    Filed: December 19, 1979
    Date of Patent: September 29, 1981
    Assignee: Atlantic Richfield Company
    Inventors: James C. Vartuli, Lee R. Zehner
  • Patent number: 4292254
    Abstract: In the process of producing polyisocyanates by(a) condensing an alkyl-N-phenylcarbamate having 1 to 3 carbons in the alkyl moiety in the presence of an acid to produce condensate containing diphenylmethane dicarbamates and polymethylene polyphenyl carbamates with by-product N-benzyl compounds, rearranging said N-benzyl compounds in said condensate with acid catalyst to obtain a pyrolysis feed mixture containing diphenylmethane dicarbamates and polymethylene polyphenyl carbamates,(b) thermally decomposing the carbamate moieties in the pyrolysis feed mixture to isocyanate moieties to produce polyisocyanates,the improvement comprises increasing the percent isocyanate content of said polyisocyanates by prior to step b) producing a solution by adding an organic cosolvent to the feed mixture, extracting that solution with an aqueous acid and removing the acid extract.
    Type: Grant
    Filed: October 17, 1980
    Date of Patent: September 29, 1981
    Assignee: Atlantic Richfield Company
    Inventor: John J. Leonard
  • Patent number: 4290968
    Abstract: In the process of producing polyisocyanates by(a) condensing an alkyl-N-phenylcarbamate having 1 to 3 carbons in the alkyl moiety in the presence of an acid to produce condensate containing diphenylmethane dicarbamates and polymethylene polyphenyl carbamates with by-product N-benzyl compounds, rearranging said N-benzyl compounds in said condensate with acid catalyst to obtain a pyrolysis feed mixture containing diphenylmethane dicarbamates, polymethylene polyphenyl carbamates and 0.02 to 1.0 percent by weight of amine impurities as NH.sub.
    Type: Grant
    Filed: July 23, 1980
    Date of Patent: September 22, 1981
    Assignee: Atlantic Richfield Company
    Inventor: John J. Leonard
  • Patent number: 4287132
    Abstract: In the process of producing a diisocyanate comprising(a) condensing and rearranging alkyl phenylcarbamate and formaldehyde under acidic conditions to form dialkyl methylene bis(phenylcarbamate) and(b) thermally decomposing the dialkyl methylene bis(phenylcarbamate) to diphenylmethane diisocyanate,the improvement comprises prior to step (b) treating the reaction product of (a) by first distilling the reaction product of (a) under reduced pressure at a temperature below 120.degree. C. until all solvent is removed and 65-85% of the unreacted alkyl phenylcarbamate present is removed, discontinuing the distillation, adding a polar solvent to undistilled distillation residue and selectively crystallizing and separating dialkyl methylene bis(phenylcarbamate) from the distillation residue.
    Type: Grant
    Filed: September 29, 1980
    Date of Patent: September 1, 1981
    Assignee: Atlantic Richfield Company
    Inventors: Walter A. Mameniskis, Frank W. Melpolder