Patents Represented by Attorney Charles S. Lynch
  • Patent number: 5334751
    Abstract: Disclosed is a process for making ethyl acetate which comprises reacting in a reaction zone ethyanol and molecular oxygen in the presence of a solid catalyst containing the elements and proportions indicated by the empirical formulaPd.sub.a M.sub.b TiP.sub.c O.sub.x (formula 1)where M is selected from Cd, Au, Zn, Tl, alkali metals and alkalineearth metals,a is from 0.0005 to 0.2b is from zero to 3ac is 0.5 to 2.5, andx is a value sufficient to satisfy the valence requirements ofthe other elements present, andwherein said catalyst contains crystalline TiP.sub.2 O.sub.7.
    Type: Grant
    Filed: April 28, 1992
    Date of Patent: August 2, 1994
    Assignee: The Standard Oil Company
    Inventors: Michael F. Lemanski, Joseph B. Hazen, Patricia R. Blum
  • Patent number: 5306858
    Abstract: Disclosed is a process for oxidizing a paraffin hydrocarbon containing 2 to 5 carbon atoms and no quaternary carbon atom to an olefin having the same number of carbon atoms as said paraffin by contacting said paraffin in a reaction zone with molecular oxygen and a VAPO-5 microporous molecular sieve as catalyst.
    Type: Grant
    Filed: November 20, 1992
    Date of Patent: April 26, 1994
    Assignee: The Standard Oil Company
    Inventors: George F. Salem, Charles J. Besecker, Susan M. Kenzig, Walter J. Kowlaski, Larry M. Cirjak
  • Patent number: 5304678
    Abstract: Disclosed is making acetic acid by reacting in a reaction zone ethylene and molecular oxygen in the presence of a solid catalyst containing the elements and proportions indicated by the empirical formulaPd.sub.a M.sub.b TiP.sub.c O.sub.x (formula 1)whereM is selected from Cd, Au, Zn, Tl, alkali metals and alkaline earth metals,a is from 0.0005 to 0.2b is from zero to 3ac is 0.5 to 2.5, andx is a value sufficient to satisfy the valence requirements of the other elements present, andwherein such catalyst contains crystalline TiP.sub.2 O.sub.7.
    Type: Grant
    Filed: December 10, 1990
    Date of Patent: April 19, 1994
    Assignee: The Standard Oil Company
    Inventors: Michael F. Lemanski, Joseph B. Hazen, Patricia R. Blum
  • Patent number: 5300684
    Abstract: Disclosed is a process for oxidizing ethane to acetic acid which comprises feeding ethane and a recycle gas to a fluidized bed reaction zone containing fluidized particulate solid oxidation catalyst, feeding a molecular oxygen-containing gas separately from said ethane to said reaction zone so that said molecular oxygen-containing gas first mixes with the major portion of the combustible hydrocarbon feed gases within the fluidized bed, said process including the steps of (1) cooling the gaseous effluent from the reaction zone, (2) separating most of the acetic acid in liquid form from the effluent gases, leaving a gaseous stream containing nearly all of the carbon oxides contained in said effluent, (3) purging a small portion of said gaseous stream and recycling most of said gaseous stream as part of the feed to said reaction zone,wherein said purging serves to prevent build-up of carbon oxides in the reaction zone, and said recycling serves to maintain a high proportion of carbon oxides in said reaction zone
    Type: Grant
    Filed: December 9, 1991
    Date of Patent: April 5, 1994
    Assignee: The Standard Oil Company
    Inventors: Nancy C. Benkalowycz, Patricia R. Blum, David R. Wagner
  • Patent number: 5300682
    Abstract: Disclosed is a process for making acetic acid which comprises oxidizing ethane with molecular oxygen in a reaction zone at a pressure of at least 100 psig while the reactants are in contact with a solid catalyst having the elements and relative atomic proportions indicated by the empirical formula:VP.sub.a M.sub.b O.sub.xwhere M is one or more optional element selected from Co, Cu, Re, Fe, Ni, Nb, Cr, W, U, Ta, Ti, Zr, Zn, Hf, Mn, Pt, Pd, Sn, Sb, Bi, Ce, As, Ag, and Au,whereina is 0.5 to 3,b is 0 to 1, andx is a number determined by the valence requirements of the other elements in the catalyst, andwherein said catalyst contains crystalline vanadyl pyrophosphate.
    Type: Grant
    Filed: April 29, 1992
    Date of Patent: April 5, 1994
    Assignee: The Standard Oil Co.
    Inventors: Patricia R. Blum, Marc A. Pepera
  • Patent number: 5286828
    Abstract: A process for forming a stable and processable polymer comprised of methacrylonitrile (10 to 80 percent) and acrylonitrile (20 to 90 percent) by controlling the ratio of the monomers in the reaction mixture.
    Type: Grant
    Filed: October 21, 1991
    Date of Patent: February 15, 1994
    Assignee: The Standard Oil Company
    Inventors: Benedict S. Curatolo, George S. Li
  • Patent number: 5272226
    Abstract: This invention relates to a process for the production of a polyoxyalkylene derivative of a phenolic resin, by reacting under base-catalyzed conditions the phenolic resin with the appropriate alkylene oxide(s) so that the polyoxyalkylation is carried out by: A) using a phenolic resin which has a water content of less than 0.5% w/w, B) reacting the phenolic resin initially with about one mole of the alkylene oxide(s) per mole of the resin in the absence of a base catalyst in an inert atmosphere at a temperature below 140.degree. C. until the partial pressure of the alkylene oxide(s) reactant is substantially neutralized, and C) reacting the product from step (B) above with the remainder of the alkylene oxide(s). These derivatives are good emulsifiers and demulsifers.
    Type: Grant
    Filed: October 7, 1991
    Date of Patent: December 21, 1993
    Assignee: BP Chemicals Ltd.
    Inventors: Michael Lancaster, David J. Moreton, Alexander F. Psaila
  • Patent number: 5258543
    Abstract: Disclosed is a method for ammoxidizing C.sub.3 to C.sub.5 mono-olefins to .alpha.,.beta.-mono-unsaturated acyclic nitriles having 3 to 5 carbon atoms and HCN by introducing such mono-olefins molecular oxygen and ammonia into a reaction zone into vapor phase contact with a solid ammoxidation catalyst, wherein the mol ratio of introduced molecular oxygen and ammonia to said introduced mono-olefin is at least 1.5 and 1.0, respectively, wherein said catalyst contains the elements and proportions indicated by the empirical formula:V1Sb.sub.a M.sub.m N.sub.n O.sub.xwherea=0.5 to 2M=one or more of: Sn, Ti, Fe, and Gam=0.05 to 3, usually at least 0.1 and at most 1N=one or more of: W, Bi, Mo, Li, Mg, P, Zn, Mn, Te, Ge, Nb, Zr, Cr, Al, Cu, Ce, Bn=0.0 to 0.5,and wherein the preparation of the catalyst includes contacting in an aqueous dispersion a vanadium compound and an antimony compound while said vanadium is in solution.
    Type: Grant
    Filed: June 26, 1992
    Date of Patent: November 2, 1993
    Assignee: The Standard Oil Company
    Inventors: Dev D. Suresh, Michael J. Seely, Maria S. Friedrich, Christos Paparizos
  • Patent number: 5198580
    Abstract: Disclosed is a process for the partial oxidation of propane to yield acrylic acid, propylene, acrolein and acetic acid by contacting propane in admixture with a molecular oxygen-containing gas in a reaction zone with an oxidic solid catalyst that1) contains the components and proportions represented by the empirical formulaBi.sub.b Mo.sub.c V.sub.v A.sub.a D.sub.d E.sub.e O.sub.xwhereinA is one or more of K, Na, Li, Cs and Tl,D is one or more of Fe, Ni, Co, Zn, Ce and La,E is one or more of W, Nb, Sb, Sn, P, Cu, Pb, B, Mg, Ca and Sr,a, d and e are each zero-10b is 0.1-10c is 0.1-20v is 0.1-10c:b is from 2:1 to 30:1v:b is from 1.5:1 to 8:1and2) is made by performing a bismuth molybdate containing composition having at least 0.67 atoms of Mo per atom of Bi, before combining with any vanadium compound.
    Type: Grant
    Filed: November 18, 1991
    Date of Patent: March 30, 1993
    Assignee: The Standard Oil Company
    Inventors: Joseph P. Bartek, Ann M. Ebner, James R. Brazdil
  • Patent number: 5045972
    Abstract: A thermally conductive diamond metal composite consisting essentially of 5 to 80 volume percent diamond particles having a particle size ranging from about 1 to 50 .mu.m and a metal matrix comprising a thermally conductive metal. Preferably, a fine metal powder having particle size below 53 microns is utilized as the source for the metal matrix.
    Type: Grant
    Filed: August 27, 1990
    Date of Patent: September 3, 1991
    Assignee: The Standard Oil Company
    Inventors: Edward C. Supan, Joseph F. Dolowy, Jr., Bradley A. Webb
  • Patent number: 4740611
    Abstract: Disclosed are new compounds ##STR1## where each of R and R' have zero to 10 C atoms; R is H or hydrocarbyl; R' is H, hydrocarbyl, or hydrocarbyl substituted with hydrocarbylcarbonylamino, di(hydrocarbylcarbonyl)amino, hydrocarbylcarbonyl(hydrocarbyl)amino, formylamino, diformylamino and formyl(hydrocarbyl)amino, hydrocarbyloxy, hydrocarbylthio, formylthio, hydrocarbylcarbonylthio, hydrocarbyloxycarbonyl, hydrocarbyl carboxyl, hydrocarbylamino, dihydrocarbylamino, formyl, 3-indolyl, 3-(1-hydrocarbyl)indolyl, 3-(1-hydrocarbylcarbonyl)indolyl, 3-(1-formyl)indolyl, carbamoyl, hydrocarbylcarbamoyl, dihydrocarbylcarbamoyl, 5-imidazolyl, 5-(3-hydrocarbyl)imidazolyl, 5-(3-hydrocarbylcarbonyl)imidazolyl, or 5-(3-formyl)imidazolyl, and R" is phenyl or a C.sub.1 to C.sub.6 alkyl group; and methods of making such compounds.
    Type: Grant
    Filed: October 30, 1986
    Date of Patent: April 26, 1988
    Assignee: The Standard Oil Company
    Inventors: Mark C. Cesa, James E. Rinz, Gilles Klopman, Teodora T. Kopp
  • Patent number: 4737355
    Abstract: Disclosed is making an inorganic crystalline vanadium III oxidic compound from a pentavalent vanadium compound, which process comprises (1) reducing a pentavalent vanadium oxidic compound to substantially the V.sup.III state by heating at 100.degree. C. or less an aqueous medium slurry or solution of said pentavalent compound containing a reducing agent selected from hydrazine and hydrocarbylhydrazine, (2) providing in said aqueous medium, either before, during or after said reducing step, other metal cations in solution in the ratio called for by the desired crystalline compound, (3) removing the liquid aqueous medium, and (4) calcining the resulting dry solid at a temperature in the range from 400.degree. to 800.degree. C. in an inert atmosphere.Also disclosed is the vapor phase catalytic dehydrogenation of paraffins using certain spinels and perovskites as catalysts.
    Type: Grant
    Filed: December 15, 1986
    Date of Patent: April 12, 1988
    Assignee: The Standard Oil Company
    Inventors: Andrew T. Guttmann, James F. Brazdil, Robert K. Grasselli
  • Patent number: 4721789
    Abstract: A process for making 3-cyanopyridine by the vapor phase catalytic reaction of 2-methylglutaronitrile with molecular oxygen.
    Type: Grant
    Filed: December 5, 1984
    Date of Patent: January 26, 1988
    Assignee: The Standard Oil Company
    Inventors: Robert DiCosimo, James D. Burrington, Robert K. Grasselli
  • Patent number: 4721803
    Abstract: In the process of hydrocarboxylating an .alpha.-enamide with CO and an organic hydroxyl compound to produce a N-acyl-.alpha.-amino acid ester, the improvement comprising using as the organic hydroxyl compound reactant, an organic hydroxyl compound which has a chiral center that is essentially all L or D, thereby producing a reaction mixture having essentially no enantiomeric pairs and containing diastereomeric N-acyl-.alpha.-amino acid esters having two chiral centers.
    Type: Grant
    Filed: October 29, 1985
    Date of Patent: January 26, 1988
    Assignee: The Standard Oil Company
    Inventors: Mark C. Cesa, Robert A. Dubbert, James D. Burrington
  • Patent number: 4710574
    Abstract: Disclosed is the hydrocarboxylation of defined enamides with CO and a compound ROH to make amino acids or amido esters, either of which can be hydrolyzed to .alpha.-amino acids.
    Type: Grant
    Filed: November 16, 1983
    Date of Patent: December 1, 1987
    Assignee: The Standard Oil Company
    Inventors: Mark C. Cesa, James D. Burrington
  • Patent number: 4705864
    Abstract: A compound of the formula ##STR1## useful as an ultraviolet light absorber where each of R and R' has zero to 10 C atoms and no ethylenic or acetylenic unsaturation; R is H or hydrocarbyl; R' is H, hydrocarbyl, or hydrocarbyl substituted with hydrocarbylcarbonylamino, dithydrocarbylcarbonyl)amino, hydrocarbylcarbonyl(hydrocarbyl)amino, formylamino, diformylamino and formyl(hydrocarbyl)amino, hydrocarbyloxy, hydrocarbylthio, formylthio, hydrocarbylcarbonylthio, hydrocarbyloxycarbonyl, hydrocarbyl carboxyl, hydrocarbylamino, dihydrocarbylamino, formyl, 3-indolyl, 3-(1-hydrocarbyl)indolyl, 3-(1-hydrocarbylcarbonyl)indolyl, 3-(1-formyl)indolyl, carbamoyl, hydrocarbylcarbamoyl, dihydrocarbylcarbamoyl, 5-imidazolyl, 5-(3-hydrocarbyl)imidazolyl, 5-(3-hydrocarbylcarbonyl)imidazolyl, or 5-(3-formyl)imidazolyl.
    Type: Grant
    Filed: November 10, 1986
    Date of Patent: November 10, 1987
    Assignee: The Standard Oil Company
    Inventors: Mark C. Cesa, James E. Rinz, Teodora T. Kopp
  • Patent number: 4687875
    Abstract: A new catalyst system for the conversion of short-chain aliphatic alcohols to hydrocarbons having the formula[ML.sub.q ].sub.b.sup.m+ [N].sub.d.sup.n+ [X.sup.p+ Y.sub.a Z.sub.(12-a) O.sub.40 ].sup.-(8-p)wherein:[ML] is an organometallic compound where M is at least one metal selected from Group IIIA, IVA, VA, IB, IIB, IVB, VB, VIA, Fe, Co, and Ni; and L is an organic ligand,N is a positively charged species including a positively charged organic ligand,X is at least one element selected from P, Si, As, Ti, Zr, B, Co, Cu or Sn,Y and Z are independently selected from W, Mo, or V,m+n=[-pq=1-6O<a.ltoreq.12O.ltoreq.d<3b=1 to 3.
    Type: Grant
    Filed: April 21, 1986
    Date of Patent: August 18, 1987
    Assignee: The Standard Oil Company
    Inventors: Janie K. Currie, Arthur J. Cooper, Frederick A. Pesa
  • Patent number: 4681917
    Abstract: A composition comprising an intimate admixture of (a) 50 to 98 parts by weight of a vinyl chloride polymer having an inherent viscosity of at least 0.4 and (b) 50 to 2 parts by weight of an addition copolymer containing indene and one comonomer selected from acrylonitrile, methyl methacrylate and methacrylonitrile, combined in the polymer structure with indene in the amount of 31.5-70 acrylonitrile, or 37-80 methacrylonitrile, or 46-95 methyl methacrylate, all per 100 parts by weight of indene plus comonomer combined in the polymer structure.
    Type: Grant
    Filed: May 5, 1986
    Date of Patent: July 21, 1987
    Assignee: The Standard Oil Company
    Inventors: George S. Li, Muyen M. Wu, Elmer J. Dewitt
  • Patent number: 4681916
    Abstract: A composition comprising an intimate admixture of (a) 50 to 98 parts by weight of a vinyl chloride polymer having an inherent viscosity of at least 0.4, and (b) 50 to 2 parts by weight of an addition terpolymer containing acrylonitrile, indene and a third monomer selected from methyl methacrylate or at least one monomer of the group .alpha.-methylstryene and vinyl aromatics of the formula: ##STR1## where each R is independently selected from Cl, H and a C.sub.1 to C.sub.9 alkyl group and x=1 or 2, combined in the polymer structure such that(1) when the third monomer is methyl methacrylate, the polymer contains in weight percent 2-35 acrylonitrile, 10-67 indene, 5-85 methyl methacrylate, and the moles of acrylonitrile plus methyl methacrylate are equal to or more than the moles of indene,(2) when the third monomer is one of both of .alpha.
    Type: Grant
    Filed: May 5, 1986
    Date of Patent: July 21, 1987
    Assignee: The Standard Oil Company
    Inventors: Muyen M. Wu, George S. Li, Elmer J. Dewitt
  • Patent number: 4681968
    Abstract: A first row transition metal catalyzed procedure for the production of adiponitrile from acrylonitrile comprising mixing a first row transition metal salt, acrylonitrile, metallic reducing agent and solvent, heating the solution, and adding a quench solution to the mixture comprising a proton donor material having a 0<pk.sub.a <12 and an organic amide solvent for the proton donor material. Preferably, an organic ligand is added to the solution prior to heating and adding the quench solution.
    Type: Grant
    Filed: February 26, 1985
    Date of Patent: July 21, 1987
    Assignee: The Standard Oil Company
    Inventors: Dean T. Tsou, Marc W. Blachman, James D. Burrington