Nitrogen Contaminant Removal Patents (Class 208/254R)
  • Patent number: 6162350
    Abstract: Hydroprocessing of petroleum and chemical feedstocks using bulk Group VIII/Group VIB catalysts. Preferred catalysts include those comprised of Ni--Mo--W.
    Type: Grant
    Filed: January 15, 1999
    Date of Patent: December 19, 2000
    Assignee: Exxon Research and Engineering Company
    Inventors: Stuart L. Soled, Kenneth L. Riley, Gary P. Schleicher
  • Patent number: 6160193
    Abstract: A method for the removal of sulfur and nitrogen containing compounds from petroleum distillates. Sulfur- and nitrogen-containing compounds are oxidized using a selective oxidant to create compounds that can be preferentially extracted from a petroleum distillate due to their increased relative polarity. Oxidation is accomplished by contacting an oxidant with a distillate under optimum conditions for that distillate and continuing the reaction until oxidized sulfur- and nitrogen-containing compounds are confirmed. Extraction is accomplished by contacting oxidized distillate with a non-miscible solvent that is selective for the relatively polar oxidized sulfur- and nitrogen-containing compounds. The oxidized compounds and solvent are separated from the distillate by gravity separation or centrifugation. The distillate is water washed and polished using clay filtration. The extraction solvent is separated from the solvent/oxidized compound mixture by a simple distillation for recycling.
    Type: Grant
    Filed: November 23, 1998
    Date of Patent: December 12, 2000
    Inventor: Walter Gore
  • Patent number: 6107535
    Abstract: A process for selectively removing nitrogenated and/or sulfurated contaminants from streams prevalently containing hydrocarbons with from 3 to 8 crbon atoms characterized in that it comprises an adsorption step wherein said contaminants are adsorbed by an adsorbent essentially consisting of silica gel at a temperature of between 0 and 150.degree. C. and at a pressure of between 1 and 20 atm and a regeneration step to remove the adsorbed substances by thermal treatment in a stream of insert gas carried out at a temperature of between 100 and 200.degree. C.
    Type: Grant
    Filed: October 21, 1998
    Date of Patent: August 22, 2000
    Assignee: Snamprogette S.p.A.
    Inventors: Stefano Rossini, Valerio Piccoli
  • Patent number: 6096195
    Abstract: Described in a process for hydrotreating (HDT) a petroleum feedstock (1) that contains sulfur and nitrogen are the catalytic cracking of the ammonia, produced by the hydrotreating process, in a catalytic cracking furnace (F), the cooling (E2) and separating of the cracking effluent to produce an H.sub.2 S containing gas phase, the extraction of the hydrogen sulfide from said gas phase and from the hydrotreating purge gas in an amine washing unit (20), and the separation (SM) of the hydrogen from the resultant effluent. The recovered hydrogen is recycled to hydrotreating unit (HDT) via a pipe (17).
    Type: Grant
    Filed: August 24, 1998
    Date of Patent: August 1, 2000
    Assignee: Institut Francais du Petrole
    Inventors: Christian Streicher, Fabrice Lecomte, Christian Busson
  • Patent number: 6019887
    Abstract: An adsorption/desorption process for selectively removing nitriles from a hydrocarbon feedstock includes the steps of: (a) providing a hydrocarbon feedstock having a nitrile content of less than or equal to about 400 ppm; (b) providing an adsorbent for selective removal of nitrile from a hydrocarbon feedstock comprising a substantially homogeneous mixture of a cationic nonacidic zeolite and an inorganic oxide matrix, the zeolite having an accessibility index of between about 0.1 to about 0.4; (c) contacting the feedstock and the adsorbent at nitrile adsorption conditions whereby at least about 80% of the nitrile content is adsorbed by the adsorbent during contact with at least about 200 volumes of the feedstock per volume of the adsorbent so as to provide a used adsorbent having nitrile molecules adsorbed thereon; and (d) contacting the used adsorbent with a desorbent at desorption conditions so as to remove the nitrile molecules and provide a renewed adsorbent.
    Type: Grant
    Filed: November 19, 1998
    Date of Patent: February 1, 2000
    Assignee: Intevep, S.A.
    Inventors: Maria M. Ramirez de Agudelo, Julia T. Guerra, Douglaines L Marcano, Zaida Hernandez
  • Patent number: 5976359
    Abstract: Disclosed is a method for reducing the concentration of amines in hydrocarbon fluids and process streams by generating therein a nitrosating agent. The nitrosating agent will react with the amines to form innocuous by-products under refinery process conditions.
    Type: Grant
    Filed: May 15, 1998
    Date of Patent: November 2, 1999
    Assignee: BetzDearborn Inc.
    Inventor: Wiley L. Parker
  • Patent number: 5955045
    Abstract: For selectively removing nitrogen oxides from a carrier gas that contains hydrocarbons, the nitrogen oxides are removed by chemisorption on metal oxides, without the occurrence of undesirable secondary reactions. The metal oxides are preferably formed from metals of the 6th to 8th subgroups, whereby manganese dioxide (MnO.sub.2,) is especially preferred as a metal oxide. The process can be conducted with one or more reactor beds, which preferably operate at 10 to 40.degree. C. and are regenerated with nitrogen at a temperature of 130 to 170.degree. C.By removing nitrogen oxides from an olefin-rich gas, for example from the waste gas of an FCC unit, the resultant gas can then be fed to a cryogenic olefin extraction stage without danger of explosion.Such a waste gas contains unsaturated hydrocarbons, hydrogen, carbon monoxide, and oxygen, the oxygen having a concentration preferably between 100 and 5000 mol ppm.
    Type: Grant
    Filed: June 13, 1997
    Date of Patent: September 21, 1999
    Assignee: Linde Aktiengesellschaft
    Inventors: Karl Baur, Hans-Peter Langebach, Hartmut Neumann, Ulrike Wenning
  • Patent number: 5858211
    Abstract: An adsorbent for selective removal of nitrile from a hydrocarbon feedstock includes a substantially homogeneous mixture of a cationic nonacidic zeolite and an inorganic oxide matrix, the zeolite having an accessibility index of between about 0.1 to about 0.4, and the adsorbent being capable, when contacted with a hydrocarbon feedstock containing nitrile and containing dienes in an amount of at least about 1.0% by volume, of adsorbing at least about 80% of the nitrile during contact with at least about 200 volumes of the feedstock per volume of adsorbent.
    Type: Grant
    Filed: June 15, 1998
    Date of Patent: January 12, 1999
    Assignee: Intevep, S.A.
    Inventors: Maria Magdalena Ramirez de Agudelo, Julia Guerra, Marisela Gonzalez
  • Patent number: 5817229
    Abstract: A hydrocarbon feedstock is brought into contact with activated carbon at a temperature of about 300.degree. to about 650.degree. C. and a pressure of about 0-1000 psig in the absence of added hydrogen to reduce the content of aromatic, sulfur and nitrogen compounds contained therein and to simultaneously lower the specific gravity thereof.
    Type: Grant
    Filed: November 6, 1996
    Date of Patent: October 6, 1998
    Assignee: Texaco Inc
    Inventors: Chakka Sudhakar, Regis J. Pellet, Mahendra Somabhai Patel
  • Patent number: 5770047
    Abstract: A process for upgrading a nitrogen and sulfur rich heavy naphtha feedstock includes the steps of providing a naphtha feedstock having an initial nitrogen content, an initial sulfur content and an initial octane number; contacting the naphtha feedstock with an acid source so as to provide a reduced nitrogen feedstock having a reduced nitrogen content which is less than the initial nitrogen content; contacting the reduced nitrogen feedstock with a hydroconversion catalyst system under a hydrogen atmosphere, temperature and pressure so as to provide a final product having a final nitrogen content which is less than the initial nitrogen content, a final sulfur content which is less than the initial sulfur content, and having a final octane number which is substantially equal to or greater than the initial octane number of the feedstock, and wherein the final product has an increased isomerized component and substantially no increase in aromatic content with respect to the feedstock.
    Type: Grant
    Filed: June 11, 1996
    Date of Patent: June 23, 1998
    Assignee: Intevep, S.A.
    Inventors: Jose Armando Salazar, Luis M. Cabrera, Eusebio Palmisano, Wolfgang J. Garcia, Rodolfo Bruno Solari
  • Patent number: 5744686
    Abstract: This invention relates to a process for the removal of nitrogen compounds from an aromatic hydrocarbon stream comprising the nitrogen compounds by contacting the hydrocarbon stream with a selective adsorbent having an average pore size less than. about 5.5 Angstroms. The selective adsorbent is a molecular sieve selected from the group consisting of pore closed zeolite 4A, zeolite 4A, zeolite 5A, silicalite, F-silicalite, ZSM-5 and mixtures thereof. In one embodiment, the present invention comprises a combination of a fractionation zone and an adsorption zone wherein the feedstream is passed to the fractionation zone to provide a dry bottoms product stream essentially free of the nitrogen compounds and an overhead stream. The overhead stream is condensed to provide an aqueous stream and a hydrocarbon stream. The hydrocarbon stream is passed to an adsorption zone and a treated effluent recovered therefrom is returned to the fractionation zone.
    Type: Grant
    Filed: September 20, 1995
    Date of Patent: April 28, 1998
    Assignee: UOP
    Inventor: Gregory J. Gajda
  • Patent number: 5656151
    Abstract: A process for determining if intermittent water injection is the best way to remove deposits such as salts from refinery process streams. A water vapor pressure, P1, at stream conditions and a water vapor pressure, Ps, at saturation conditions in the stream, are used to calculate a ratio P1/Ps. If the ratio is less than 0.1 intermittent water washing is preferred. An optimized intermittent injection procedure, frequency, duration, and constraints, is disclosed. Chemical speciation calculations ensure that all accumulated salts are removed, and that an aqueous phase forms downstream of the water injection point having a salt concentration within acceptable limits.
    Type: Grant
    Filed: December 5, 1994
    Date of Patent: August 12, 1997
    Assignee: Mobil Oil Corporation
    Inventors: Bruce D. McLaughlin, Yiing-Mei Wu
  • Patent number: 5656152
    Abstract: A continuous water washing process for removing salts from refinery process streams is disclosed. The salt and salt precursor content of a process stream is determined, and iterative calculations made to ensure an aqueous phase forms downstream of the water injection point with a salt and ion concentration within acceptable limits. Preferably chemical speciation calculations are used to check for corrosive, transient aqueous phases intermediate the point of water injection and the process outlet.
    Type: Grant
    Filed: December 5, 1994
    Date of Patent: August 12, 1997
    Assignee: Mobil Oil Coporation
    Inventors: Bruce D. McLaughlin, Yiing-Mei Wu
  • Patent number: 5635055
    Abstract: The yield and quality of products secured from cracking units is increased by the process of subjecting the product stream secured from such cracking unit to a selective aromatics removal process and recycling the recovered aromatics lean (saturates rich) stream to the cracking unit whereby such saturates rich stream is subjected to increased conversion to higher value desired products.
    Type: Grant
    Filed: July 19, 1994
    Date of Patent: June 3, 1997
    Assignee: Exxon Research & Engineering Company
    Inventors: James R. Sweet, Tan-Jen Chen, Charles P. Darnell
  • Patent number: 5626742
    Abstract: The present invention relates to a continuous in-situ process for the removal of organically bound sulfur existing as mercaptans, sulfides and thiophenes comprising the steps of (a) contacting a heavy oil with aqueous sodium hydroxide at a temperature of about 380.degree. C. to about 450.degree. C. for a time sufficient to form sodium sulfide, and (b) steam stripping the sodium sulfide of step (a) at a temperature sufficient to convert said sodium sulfide to sodium hydroxide and recirculating the sodium hydroxide from step (b) back to step (a) and removing hydrogen sulfide and the metals from the organically bound metal complex of the sodium sulfide to convert it back to sodium hydroxide, in which case the sulfur may be recovered as H.sub.2 S rather than the metal sulfide. Optionally, molecular hydrogen may be added in the first step. The present invention is useful in removing organically bound sulfur that has been recognized to be difficult to remove, such as thiophenes.
    Type: Grant
    Filed: May 2, 1995
    Date of Patent: May 6, 1997
    Assignee: Exxon Reseach & Engineering Company
    Inventors: Glen Brons, Ronald D. Myers
  • Patent number: 5470457
    Abstract: Hydrocarbon-containing fluid compositions are provided comprising at least one hydrocarbon fluid, at least one heteroaromatic, and at least one hydrazine additive. The resulting composition has reduced temporal formation of colored materials and/or gummy deposits. Additionally, antioxidant additives are combined with the above composition and provide a further reduction in the formation of colored materials and/or gummy deposits.
    Type: Grant
    Filed: June 17, 1994
    Date of Patent: November 28, 1995
    Assignee: Phillips Petroleum Company
    Inventors: Joseph E. Bares, Byron G. Johnson, Frederick J. Cornforth
  • Patent number: 5415785
    Abstract: A method for reducing cyanide contaminants in refinery waste waters prior to reuse or release into the environment comprising adding to the waters a cyanide reactive scavenger comprising at least one amine-aldehyde reaction product.
    Type: Grant
    Filed: October 18, 1993
    Date of Patent: May 16, 1995
    Assignee: Nalco Chemical Company
    Inventors: Michael L. Braden, Veronica K. Braden, Manian Ramesh, Everett C. Phillips
  • Patent number: 5414183
    Abstract: An improved process is disclosed for the removal of nitrogen compounds from light hydrocarbon streams. Such nitrogen removal enhances the performance of catalytic processes which upgrade light hydrocarbons, especially light olefins, such as isomerization and etherification. The nitrogen-removal process can usefully be combined with steps for removal of sulfur compounds and highly unsaturated compounds in a process combination for upgrading the light hydrocarbons.
    Type: Grant
    Filed: December 24, 1992
    Date of Patent: May 9, 1995
    Assignee: UOP
    Inventors: Hayim Abrevaya, Suleyman M. Ozmen, Paul T. Barger, Christopher D. Gosling, Thomas A. Verachtert
  • Patent number: 5340554
    Abstract: A refinery catalyst is regenerated by burning off coke in an air stream to give an off-gas: before cryogenic recovery of hydrocarbons from the off-gas, nitrogen oxides (NOx) are removed from the off-gas by contact with a hydrogenation catalyst.
    Type: Grant
    Filed: May 21, 1993
    Date of Patent: August 23, 1994
    Assignee: Imperial Chemical Indutries PLC
    Inventor: Peter J. H. Carnell
  • Patent number: 5308473
    Abstract: A process and apparatus for fluidized bed regeneration of FCC catalyst are disclosed. Oxides of nitrogen (NO.sub.x) emissions from an FCC regenerator operating in complete CO combustion mode, and hydrothermal catalyst deactivation, are reduced by reducing the average bed temperature. Dilute phase afterburning superheats catalyst entrained in the dilute phase region above the fluidized bed. Cyclone separators recover superheated, entrained catalyst and preferentially recycle this catalyst to the FCC reactor, permitting cooler operation of the dense phase fluidized bed.
    Type: Grant
    Filed: September 18, 1992
    Date of Patent: May 3, 1994
    Assignee: Mobil Oil Corporation
    Inventors: Catherine L. Markham, Gregory P. Muldowney
  • Patent number: 5298153
    Abstract: An attrition resistant catalytic cracking catalyst is prepared by spray drying an aqueous slurry containing a molecular sieve having cracking activity, a clay such as kaolin, a silica sol and aluminum chlorhydroxide. The resultant catalyst has a high attrition resistance as compared to commercially available cracking catalysts.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: March 29, 1994
    Assignee: Union Oil Company of California
    Inventor: Julius Scherzer
  • Patent number: 5269908
    Abstract: In a process for the separation of hydrocarbon materials and other materials including ammonia and hydrogen chloride normally associated with the hydrocarbon materials in refining of petroleum, the deposition of ammonium chloride is retarded or prevented by introducing inert gas of higher volatility into the processing operation upstream from where the deposition of ammonium chloride would otherwise occur.
    Type: Grant
    Filed: August 27, 1992
    Date of Patent: December 14, 1993
    Assignee: Nalco Canada Inc.
    Inventor: Bordan W. Krupay
  • Patent number: 5225159
    Abstract: A method is provided for treating a sewage sludge-derived oil having a particular chemical composition, to reduce its odor. The method includes the first step of distilling the sewage sludge-derived oil to 150.degree. C. to remove water and volatile organic components, and then the essential step of circulating a gas consisting essentially of carbon dioxide gas therethrough.
    Type: Grant
    Filed: December 13, 1991
    Date of Patent: July 6, 1993
    Inventors: Henry Sawatzky, Terrance Giddings, Brian Farnand
  • Patent number: 5190641
    Abstract: A method for making a hydrotreating catalyst wherein the catalyst is prepared by mixing a peptized hydrated supporting oxide with a hydrated Group IVB metal oxide gel promoter. The Group VIII metals are mixed in with the Group IVB metal oxide gel promoter. A solution containing a soluble Group VIB metal and a basic compound is added. The catalyst is used for hydrodenitrogenation and Ramsbottom Carbon Residue reduction of a hydrocarbon feedstock.
    Type: Grant
    Filed: November 13, 1991
    Date of Patent: March 2, 1993
    Assignee: Chevron Research and Technology Company
    Inventors: Charles R. Wilson, Kirk R. Gibson
  • Patent number: 5190642
    Abstract: A method of making a hydrotreating catalyst wherein the catalyst is prepared by mixing a peptized alumina support containing soluble Group IVB and Group VIII metal compounds with a solution containing a soluble Group VIB metal compound and a basic compound. The catalyst is used for hydrodenitrogenation and Ramsbottom Carbon Residue reduction of a hydrocarbon feedstock.
    Type: Grant
    Filed: November 13, 1991
    Date of Patent: March 2, 1993
    Assignee: Chevron Research and Technology Company
    Inventors: Charles R. Wilson, Kirk R. Gibson, Chi-Wen Hung
  • Patent number: 5180485
    Abstract: Indole impurities are removed from hydrocarbon-containing fluids by means of a magnesia-containing sorbent material.
    Type: Grant
    Filed: September 10, 1991
    Date of Patent: January 19, 1993
    Assignee: Phillips Petroleum Company
    Inventors: Filippo Pennella, Fan-Nan Lin, Marvin M. Johnson
  • Patent number: 5118406
    Abstract: A catalytic hydrotreating process wherein silicon-containing contaminants contained in a hydrocarbon feedstream are deposited onto a hydrotreating catalyst bed during hydrotreating in a manner providing improved catalyst stability. Hydrotreating catalysts having relatively high activities and low surface areas are located downstream of upstream hydrotreating catalysts having relatively low activities and high surface areas.
    Type: Grant
    Filed: April 30, 1991
    Date of Patent: June 2, 1992
    Assignee: Union Oil Company of California
    Inventors: Peter Kokayeff, Danford E. Clark, Howard D. Simpson
  • Patent number: 5098556
    Abstract: The invention relates to a method for removing RCS from off-spec white mineral oil prepared by catalytic hydrogenation by filtering the off-spec white mineral oil through a bleaching clay, such as a smectite clay, particularly an acid treated montmorillonite clay, such as bentonite or attapulgite.
    Type: Grant
    Filed: June 14, 1990
    Date of Patent: March 24, 1992
    Assignee: Lyondell Petrochemical Company
    Inventors: Caridad Go, Thomas F. Wulfers, Martin P. Grosboll, Frank F. McKay
  • Patent number: 5055179
    Abstract: Heavy crude oils are upgraded thermally in the presence of water and a polyhydroxy metal bentonite in an autoclave, particularly at a temperature of about 200.degree. to about 300.degree. C.
    Type: Grant
    Filed: June 13, 1989
    Date of Patent: October 8, 1991
    Assignee: Ortech Corporation
    Inventor: J. David Tyrer
  • Patent number: 5015364
    Abstract: A process is disclosed for operating a refinery gas plant such as the unsaturated gas plant of a catalytic hydrocarbon conversion process that results in a reduction of the corrosive effect of acid gases on the gas plant vessels and equipment. The process comprises contacting acidic hydrocarbon feedstreams to an unsaturated gas plant separator zone with lean acid gas absorbing absorbent in an absorbtion zone comprising at least one liquid absorber bed and one vapor absorber bed. The liquid and vapor absorber beds are located upstream of the separator zone. The feedstreams to the gas plant comprise unstabilized, or wild, liquid gasoline and liquid and vapor output streams from the liquid-vapor separator for inter-stage wet gas compressor of the conversion process main fractionator. Accordingly, these feedstreams are deacidified before separation in the USGP deethanizer-absorber, sponge absorber, and debutanizer. This also eliminates the need for deacidification of the gas plant product stream.
    Type: Grant
    Filed: June 21, 1989
    Date of Patent: May 14, 1991
    Assignee: Mobil Oil Corporation
    Inventor: Mohsen N. Harandi
  • Patent number: 5002655
    Abstract: A process for the recovery of aromatic nitrogen-containing compounds from an oily substance is disclosed which comprises extracting an oily substance containing aromatic nitrogen-containing compounds with a solvent containing water and a lower alkanol.
    Type: Grant
    Filed: March 15, 1989
    Date of Patent: March 26, 1991
    Assignee: Director-General of Agency of Industrial Science and Technology
    Inventors: Koji Ukegawa, Teruo Kondo, Akimitsu Matsumura, Kazumasa Yazu
  • Patent number: 4973399
    Abstract: Emission of noxious nitrogen oxides with the flue gas from the regenerator of a fluid catalytic cracking plant are reduced by incorporating into the circulating inventory of cracking catalyst separate additive particles that contain a copper-loaded zeolite. A particularly effective additive is provided, for example, by treating a ZSM-5 zeolite in a matrix consisting predominantly of titania, zirconia or a mixture thereof with a solution containing both copper and rare earth cations to incorporate both of these elements with the zeolitic composition.
    Type: Grant
    Filed: December 21, 1989
    Date of Patent: November 27, 1990
    Assignee: Mobil Oil Corporation
    Inventors: Gary J. Green, David S. Shihabi, Tsoung Y. Yan
  • Patent number: 4960508
    Abstract: A process for the removal of basic heterocyclic nitrogen compounds from petroleum oils which comprises:(a) contacting said petroleum oils containing basic heterocyclic nitrogen compounds with an aqueous solution of a first solvent comprising concentrated acid at extraction conditions in a first extract zone,(b) separating the product of step (a) into a raffinate product stream comprising hydrocarbons having a lean content of basic heterocyclic nitrogen compounds and residual acid levels, and a first extract phase comprising hydrocarbons, water and acid having a substantial content of basic heterocyclic nitrogen compounds,(c) flashing said first extract phase to remove bulk first solvent.
    Type: Grant
    Filed: January 30, 1989
    Date of Patent: October 2, 1990
    Assignee: Shell Oil Company
    Inventor: Wayne E. Evans
  • Patent number: 4960507
    Abstract: A process for the removal of basic heterocyclic nitrogen compounds from petroleum oils which comprises:(a) contacting said petroleum oils containing basic heterocyclic nitrogen compounds with an aqueous solution of an acidic solvent at extraction conditions in a first contacting zone,(b) separating the product of step (a) into a raffinate product stream comprising hydrocarbons having a lean content of basic heterocyclic nitrogen compounds and residual acid levels, and a first extract phase comprising hydrocarbons, water and acid having a substantial content of basic heterocyclic nitrogen compounds,(c) contacting said first extract phase with a hydrocarbon solvent which is substantially immiscible with said first extract phase at extraction conditions in a second contacting zone, and(e) separating the product of step (c) into a hydrocarbon recovery stream comprising the immiscible hydrocarbon solvent and oil-derived hydrocarbons having a lean content of basic heterocyclic nitrogen compounds and a second extrac
    Type: Grant
    Filed: October 6, 1989
    Date of Patent: October 2, 1990
    Assignee: Shell Oil Company
    Inventors: Wayne E. Evans, George C. Blytas
  • Patent number: 4923592
    Abstract: A process for producing a high octane gasoline from a hydrocarbon feedstock in which the feedstock is contacted in the presence of hydrogen under hydrocracking conditions, preferably ammonia-rich hydrocracking conditions, with a hydrocracking catalyst comprising at least one hydrogenation metal component in combination with a cracking component. The preferred cracking components are Y zeolites and the catalyst preferably contains a nickel hydrogenation metal component, particularly in an amount greater than 13 weight percent, calculated as NiO. The catalyst may also contain a Group VIB metal component, such as a molybdenum component, particularly in a mole ratio greater than about 2 to 1, calculated as NiO to Group VIB metal trioxide. It has been found that such a process produces gasoline fractions having substantially increased research and motor octane numbers.
    Type: Grant
    Filed: December 5, 1988
    Date of Patent: May 8, 1990
    Assignee: Union Oil Company of California
    Inventor: Suheil F. Abdo
  • Patent number: 4880521
    Abstract: Hydrocarbon feedstocks containing relatively high levels of nitrogen contaminants are converted by catalytic cracking to products of lower average molecular weight by contacting the feedstock under cracking conditions with a cracking catalyst having a surface area of at least 150 m.sup.2 /gm and comprising greater than about 25 weight percent of a Y zeolite dispersed in a matrix containing a synthetic silica-alumina component in which the weight ratio of silica-to-alumina is preferably equal to or greater than about 0.10.
    Type: Grant
    Filed: February 17, 1989
    Date of Patent: November 14, 1989
    Assignee: Union Oil Company of California
    Inventor: Julius Scherzer
  • Patent number: 4810369
    Abstract: Hydrocarbon feedstocks containing relatively high levels of nitrogen contaminants are converted by catalytic cracking to products of lower average molecular weight by contacting the feedstock under cracking conditions with a cracking catalyst having a surface area of at least 150 m.sup.2 /gm and comprising greater than about 25 weight percent of a rare earth exchanged Y zeolite dispersed in a matrix containing a synthetic silica-alumina component in which the weight ratio of silica-to-alumina is equal to or greater than about 0.5.
    Type: Grant
    Filed: May 7, 1987
    Date of Patent: March 7, 1989
    Assignee: Union Oil Company of California
    Inventor: Julius Scherzer
  • Patent number: 4790930
    Abstract: A process is disclosed for the removal of basic heterocyclic nitrogen compounds from a petroleum crude oil or fraction thereof which comprises first treating the petroleum crude oil or fraction thereof rich in basic heterocyclic nitrogen compounds in a two-phase extraction zone with an extractant consisting essentially of an aqueous solution of a lower carboxylic acid, preferably having between 1 and 15 carbon atoms. The extractant complexes the basic heterocyclic nitrogen compounds to produce a stream of petroleum crude oil or fraction thereof having a smaller content of heterocyclic nitrogen compounds and a stream comprising the lower carboxylic acid extractant with an increased quantity of basic heterocyclic nitrogen compounds. The petroleum crude oil or fraction thereof possessing a reduced quantity of heterocyclic nitrogen compounds is hydrotreated in the presence of hydrogen and a hydrotreating catalyst to further remove the basic heterocyclic nitrogen compounds.
    Type: Grant
    Filed: May 29, 1987
    Date of Patent: December 13, 1988
    Assignee: Shell Oil Company
    Inventors: Ajay M. Madgavkar, Don M. Washecheck
  • Patent number: 4749472
    Abstract: The instant invention discloses a method of removing heterocyclic basic nitrogen compounds from petroleum oils which comprises first enhancing the concentration of the heterocyclic basic nitrogen compounds in a portion of the petroleum oil and then extracting the enhanced portion of the heterocyclic basic nitrogen compounds with a two phase system having an aliphatic carboxylic acid as the extracting agent. In the hydrotreating embodiment of this invention a portion of all of the nitrogen compounds are converted to heterocyclic basic nitrogen compounds and thereby more feasibly extracted. In the distillation embodiment of this invention the nitrogen compounds are actually concentrated and thereby result in a more feasible extraction with the aliphatic carboxylic acid.
    Type: Grant
    Filed: March 6, 1987
    Date of Patent: June 7, 1988
    Assignee: Shell Oil Company
    Inventor: Ajay M. Madgavkar
  • Patent number: 4747935
    Abstract: Hydrocarbon feedstocks containing relatively high levels of nitrogen contaminants are converted by catalytic cracking to products of lower average molecular weight by contacting the feedstock with a mixture of a cracking catalyst and separate particles of a nitrogen scavenger comprising microporous solids selected from the group consisting of acid clays; hydrogen or ammonium exchanged mordenite, clinoptilolite, chabazite and erionite; mineral acids or mineral acid precursors supported on an inorganic, refractory oxide; and Catapal alumina.
    Type: Grant
    Filed: March 26, 1986
    Date of Patent: May 31, 1988
    Assignee: Union Oil Company of California
    Inventor: Julius Scherzer
  • Patent number: 4747937
    Abstract: A process for the removal of hydrogenatable hydrocarbonaceous compounds from a hydrocarbonaceous stream which comprises the steps of: (a) contacting the hydrocarbonaceous stream with an adsorbent to remove at least a portion of the hydrogenatable hydrocarbonaceous compounds from the hydrocarbonaceous stream to provide a hydrocarbonaceous stream having a reduced concentration of hydrogenatable hydrocarbonaceous compounds; (b) contacting spent adsorbent which has accumulated the hydrogenatable hydrocarbonaceous compounds from the hydrocarbonaceous stream with an elution solvent to remove the hydrogenatable hydrocarbonaceous compounds from the spent adsorbent thereby regenerating the adsorbent; (c) recovering at least a portion of the elution solvent from a resulting admixture of elution solvent and hydrogenatable hydrocarbonaceous compounds recovered from step (b) in an elution solvent recovery zone; (d) contacting the hydrogenatable hydrocarbonaceous compounds which were recovered from step (c) in the presence
    Type: Grant
    Filed: November 24, 1986
    Date of Patent: May 31, 1988
    Assignee: UOP Inc.
    Inventors: Lee Hilfman, Russell W. Johnson
  • Patent number: 4746420
    Abstract: A process for upgrading diesel oil comprising the steps of:(1) reacting the diesel oil with a nitrogenous treating agent;(2) contacting the diesel oil from step (1) above with(a) a primary solvent selected from the group consisting of organic solvents having a dipole moment of about 1.
    Type: Grant
    Filed: February 24, 1986
    Date of Patent: May 24, 1988
    Assignee: REI Technologies, Inc.
    Inventors: Saeed T. Darian, Sayed-Hamid Arabshahi
  • Patent number: 4743360
    Abstract: A process for removing the basic nitrogen compounds from gas oils comprises treating the gas oils with a homogeneous solvent mixture comprising a diluted aqueous acid solution and an alcohol having from 1 to 6 carbon atoms, the volume ratio of alcohol to diluted aqueous acid solution being between 90/10 and 10/90, the volume ratio of solvent mixture to gas oils being between 0.5 and 5.
    Type: Grant
    Filed: October 23, 1986
    Date of Patent: May 10, 1988
    Assignee: Labofina, S.A.
    Inventors: Michel Melin, Jacques F. Grootjans, Andre Vanderlinden
  • Patent number: 4731174
    Abstract: Hydrocarbon feedstocks containing relatively high levels of nitrogen contaminants are converted to products of lower average molecular weight by first mixing the feedstock with a dicarboxylic acid such as oxalic acid and then contacting the resultant mixture with a cracking catalyst in a cracking zone under cracking conditions in the substantial absence of added molecular hydrogen. The use of a dicarboxylic acid in lieu of a mineral acid such as sulfuric acid or nitric acid results in less corrosion to FCC unit internals and less emissions of sulfur and nitrogen oxides from the FCC unit regenerator.
    Type: Grant
    Filed: June 24, 1987
    Date of Patent: March 15, 1988
    Assignee: Union Oil Company of California
    Inventors: Mario L. Occelli, Edward J. Aitken
  • Patent number: 4708786
    Abstract: Hydrocarbon feedstocks containing relatively high levels of nitrogen contaminants are converted by catalytic cracking to products of lower average molecular weight by contacting the feedstock with a mixture of a cracking catalyst and separate particles of a nitrogen scavenger. The nitrogen scavenger is a particulate solid acid capable of sorbing pyridine at room temperature and retaining greater than about 5 weight percent of the sorbed pyridine after heating in a vacuum to about 300.degree. C. Examples of the nitrogen scavengers that can be used in the process include amorphous aluminosilicates, nonzeolitic molecular sieves such as pillared clays and delaminated clays, and zeolitic molecular sieves.
    Type: Grant
    Filed: March 26, 1986
    Date of Patent: November 24, 1987
    Assignee: Union Oil Company of California
    Inventor: Mario L. Occelli
  • Patent number: 4671865
    Abstract: The instant invention discloses a method of removing heterocyclic basic nitrogen compounds from petroleum oils which comprises first enhancing the concentration of the heterocyclic basic nitrogen compounds in a portion of the petroleum oil and then extracting the enhanced portion of the heterocyclic basic nitrogen compounds with a two phase system having an aliphatic carboxylic acid as the extracting agent. In the hydrotreating embodiment of this invention a portion of all of the nitrogen compounds are converted to heterocyclic basic nitrogen compounds and thereby more feasibly extracted. In the distillation embodiment of this invention the nitrogen compounds are actually concentrated and thereby result in a more feasible extraction with the aliphatic carboxylic acid.
    Type: Grant
    Filed: September 27, 1985
    Date of Patent: June 9, 1987
    Assignee: Shell Oil Company
    Inventors: Ajay M. Madgavkar, Donald M. Washecheck
  • Patent number: 4623444
    Abstract: A method for reducing the nitrogen content of shale oil is disclosed. The method comprises distilling shale oil to form a distillate containing lighter shale oil compounds and a residue containing heavier compounds. Nitrogen-containing compounds are extracted from the distillate to form a first nitrogen-lean raffinate and a first nitrogen-rich extract. Nitrogen-containing compounds are also extracted from the residue to form a second nitrogen-lean raffinate and a second nitrogen-rich extract. The second nitrogen-lean raffinate is hydro-treated to further reduce its nitrogen content.
    Type: Grant
    Filed: June 27, 1985
    Date of Patent: November 18, 1986
    Assignee: Occidental Oil Shale, Inc.
    Inventors: Stanley C. Che, Ajay Madgavkar
  • Patent number: 4622129
    Abstract: A process is disclosed for the manufacture of lubricating base oils from nitrogen-containing distillates and/or deasphalted oils by subjecting them to a catalytic hydrotreatment which may be followed by a dewaxing treatment, wherein distillates and/or deasphalted oils having a nitrogen content which numerically expressed exceeds the value f.multidot.P.sub.H2 .multidot.S.sub.v.sup.-1, wherein f is a constant relating to the viscosity of the final base oil, P.sub.H2 represents the hydrogen partial pressure in bar applied in the catalytic hydrotreatment and S.sub.v represents the weighted hourly space velocity in t/m.sup.3 .multidot.h at which the catalytic hydrotreatment is carried out, are subjected to a preceding solvent extraction.
    Type: Grant
    Filed: October 11, 1985
    Date of Patent: November 11, 1986
    Assignee: Shell Oil Company
    Inventors: Gerhard G. Bayle, Henricus M. J. Bijwaard, Martinus M. P. Janssen
  • Patent number: H581
    Abstract: A process for purifying mineral spirits which have been used to clean Otto uel II propelled torpedoes by heating the mineral spirits to decompose 1,2-propanediol dinitrate and remove hydrogen cyanide and other gaseous decomposition produces, and then distill the mineral spirits from the remaining contaminants.
    Type: Grant
    Filed: July 9, 1987
    Date of Patent: February 7, 1989
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Steven L. Collignon, Dennis R. Knudsen
  • Patent number: H1368
    Abstract: A method for improving the long-term color stability of jet fuel and jet fuel blends containing nitrogen compounds, by intimately mixing the jet fuel with a quantity of concentrated sulfuric acid sufficient to remove at least about ninety percent (90%) of said nitrogen compounds during a contact time equal to less than five (5) minutes, separating the jet fuel from the concentrated sulfuric acid, mixing the jet fuel with an aqueous caustic solution to remove residual acid from the jet fuel, separating the jet fuel from the aqueous caustic solution, mixing the jet fuel with water, and separating the jet fuel from the water.
    Type: Grant
    Filed: December 11, 1992
    Date of Patent: November 1, 1994
    Inventor: Michael C. Fraytet