With Hydrocarbon Recycle From Later To Earlier Synthesis Patents (Class 585/315)
  • Patent number: 4746761
    Abstract: A multistage process for producing isoalkyl ethers from lower aliphatic oxygenate feedstock, such as methanol. Feedstock is catalytically converted in a primary catalyst stage at elevated temperature in contact with zeolite catalyst to predominantly C.sub.2 -C.sub.7 lower olefins comprising isobutylene and isoamylene, by-product water and a minor amount of C.sub.8.sup.+ hydrocarbons, followed by fractionation of the C.sub.2 -C.sub.7 olefins to recover a C.sub.2 -C.sub.3 -rich recycle stream for further catalytic conversion in the primary stage. C.sub.4 -C.sub.7 olefins are passed to a second catalytic etherification stage for reaction of isoalkenes with methanol to produce methyl tertiary-butyl ether, methyl isoamylether and higher isoalkyl ethers. The second stage effluent may be fractionated to recover an ether product, C.sub.5.sup.+ hydrocarbon liquid product, and unreacted butenes.
    Type: Grant
    Filed: July 2, 1987
    Date of Patent: May 24, 1988
    Assignee: Mobil Oil Corporation
    Inventors: Amos A. Avidan, Frederick J. Krambeck, Samuel A. Tabak
  • Patent number: 4720600
    Abstract: An oligomerization process is provided for upgrading lower olefins to distillate hydrocarbons, especially useful as high quality jet or diesel fuels. The olefinic feedstock is reacted over a shape selective acid zeolite, such as ZSM-5, to oligomerize feedstock olefins and further convert recycled hydrocarbons. Reactor effluent is fractionated to recover a light-middle distillate range product stream and to obtain gasoline and heavy hydrocarbon streams for recycle.
    Type: Grant
    Filed: February 8, 1985
    Date of Patent: January 19, 1988
    Assignee: Mobil Oil Corporation
    Inventors: James H. Beech, Jr., Hartley Owen, Michael P. Ramage, Samuel A. Tabak
  • Patent number: 4686312
    Abstract: Disclosed is a multistage process for converting lower aliphatic oxygeanated hydrocarbon feedstock to hydrocarbon product rich in benzene, toluene and/or xylene which comprises:contacting said oxygenated hydrocarbons in a primary stage with a medium pore shape selective acidic zeolite to an intermediate hydrocarbon product comprising predominantly aliphatic hydrocarbons;contacting at least a portion of the aliphatic hydrocarbons from the primary stage with a secondary stage catalyst comprising gallium-promoted medium pore shape selective zeolite characterized by a constraint index within the approximate range of 1 to 12 and a silica to alumina ratio of about 20 to 100:1; thereby producing benzene, toluene and/or xylene.
    Type: Grant
    Filed: October 23, 1986
    Date of Patent: August 11, 1987
    Assignee: Mobil Oil Corporation
    Inventors: Yung-Feng Chu, Arthur W. Chester
  • Patent number: 4684756
    Abstract: The waxy liquid phase of an oil suspension of Fischer-Tropsch catalyst containing dissolved wax is separated out and the wax is converted by hydrocracking, dewaxing or by catalytic cracking with a low activity catalyst to provide a highly olefinic product which may be further converted to premium quality gasoline and/or distillate fuel.
    Type: Grant
    Filed: May 1, 1986
    Date of Patent: August 4, 1987
    Assignee: Mobil Oil Corporation
    Inventors: W. Rodman Derr, Jr., William E. Garwood, James C. Kuo, Tiberiu M. Leib, Donald M. Nace, Samuel A. Tabak
  • Patent number: 4684757
    Abstract: A multistage process for producing ethers from lower aliphatic oxygenate feedstock, such as methanol. Feedstock is catalytically converted in a primary catalyst stage at elevated temperature in contact with zeolite catalyst to predominantly C.sub.2 -C.sub.5 lower olefins comprising isobutylene and isoamylene, by-product water and a minor amount of C.sub.6.sup.+ hydrocarbons, followed by fractionation of the C.sub.2 -C.sub.5 olefins to recover a C.sub.2 -C.sub.3 -rich recycle stream for further catalytic conversion in the primary stage. C.sub.4 -C.sub.5 olefins are passed to a second catalytic etherification stage for reaction of isoalkenes with methanol to produce methyl tertiary-butyl ether and methyl isoamylether. The second stage effluent may be fractionated to recover an ether product, C.sub.5.sup.+ hydrocarbon liquid product, and unreacted butenes.
    Type: Grant
    Filed: July 18, 1986
    Date of Patent: August 4, 1987
    Assignee: Mobil Oil Corporation
    Inventors: Amos A. Avidan, Frederick J. Krambeck, Samuel A. Tabak
  • Patent number: 4675461
    Abstract: Disclosed is a method and apparatus for conversion of LPG hydrocarbons into distillate fuels by integrating LPG dehydrogenation with catalytic oligomerization and recovering the distillates produced. The described method and apparatus may comprise an H.sub.2 separation zone, wherein a lean oil stream contacts a dehydrogenation effluent stream to produce a C.sub.3.sup.+ rich liquid stream to feed oligomerization. An energy efficient separation zone comprising dual debutanizers is disclosed. In addition, a method and apparatus is disclosed for a fluid bed dehydrogenation reactor zone using an FCC catalyst contaminated with a metal, such as nickel and/or vanadium.
    Type: Grant
    Filed: March 5, 1986
    Date of Patent: June 23, 1987
    Assignee: Mobil Oil Corporation
    Inventors: Hartley Owen, John C. Zahner
  • Patent number: 4665245
    Abstract: A process for preparing alpha-olefins is provided which comprises:(a) converting a feed containing one or more lower olefins in the presence of a medium pore crystalline silicate zeolite catalyst under reaction conditions providing a mixture of higher olefinic products;(b) contacting at least a part of the mixture of higher olefinic products resulting from step (a) with an alpha-olefin in the presence of a metathesis catalyst under olefin metathesis conditions to provide a mixture of alpha-olefins having a different carbon number than the feed olefin;(c) separating the alpha-olefin product of step (b) into at least two fractions, one fraction containing predominantly lower alpha-olefin hydrocarbons and the other fraction containing predominantly higher alpha-olefin hydrocarbons; and,(d) recycling at least a part of the lower alpha-olefin hydrocarbon fraction resulting from step (c) as feed for step (a).
    Type: Grant
    Filed: January 3, 1986
    Date of Patent: May 12, 1987
    Assignee: Mobil Oil Corporation
    Inventor: Richard J. Quann
  • Patent number: 4654453
    Abstract: Aliphatic oxygenates are converted to high octane gasoline by an integrated process wherein three reaction zones are utilized. In a first reaction zone the oxygenates are directly converted to gasoline and an isobutane by-product. In a second reaction zone oxygenates are dehydrated to an intermediate product comprising C.sub.3 -C.sub.4 olefins, which are then further reacted with the isobutane by-product in a third reaction zone to yield a gasoline alkylate. Ethylene-containing vapors may be separated from the second reaction zone and recycled to the first reaction zone for further processing.
    Type: Grant
    Filed: September 23, 1985
    Date of Patent: March 31, 1987
    Assignee: Mobil Oil Corporation
    Inventor: Samuel A. Tabak
  • Patent number: 4634798
    Abstract: Alkylate is produced by catalytically converting oxygenate feedstock, such as methanol, to lower olefins comprising C.sub.2 -C.sub.4 olefins. Ethene is separated by interstage sorption of C.sub.3 + components and an isoparaffin is alkylated with C.sub.3 -C.sub.4 olefins.The improved technique comprises fractionating an olefinic feedstream containing ethene and C.sub.3 + olefinic components by contacting the olefinic feedstream in a sorption zone with a liquid hydrocarbon sorbent to selectively sorb C.sub.3 + components; reacting C.sub.3 + olefins with excess isoparaffin in a catalytic alkylation reactor to produce C.sub.7 + alkylate hydrocarbons; fractionating the alkylation reactor effluent to provide a liquid hydrocarbon fraction rich in C.sub.4 + isoparaffin for recycle to the sorption zone as lean sorbent; and recovering C.sub.7 + alkylate product from the process.
    Type: Grant
    Filed: September 23, 1985
    Date of Patent: January 6, 1987
    Assignee: Mobil Oil Corporation
    Inventors: Hartley Owen, Samuel A. Tabak, Bernard S. Wright
  • Patent number: 4633028
    Abstract: Alkylate is produced by catalytically converting oxygenate feedstock, such as methanol, to lower olefins comprising C.sub.2 -C.sub.4 olefins. Ethene is separated by interstage sorption of C.sub.3 + components and an isoparaffin is alkylated with C.sub.3 -C.sub.4 olefins derived from sorbate.The improved technique comprises fractionating an olefinic feedstream containing ethene and C.sub.3 + olefinic components by contacting the olefinic feedstream in a sorption zone with a liquid hydrocarbon sorbent to selectively sorb C.sub.3 + components; reacting C.sub.3 + olefins with excess isoparaffin in a catalytic alkylation reactor to produce C.sub.7 + alkylate hydrocarbons; fractionating the alkylation reactor effluent to provide a liquid hydrocarbon fraction rich in C.sub.7 +, alkylate for recycle to the sorption zone as lean sorbent; and recovering C.sub.7 + alkylate product and C.sub.5 + gasoline from the process.
    Type: Grant
    Filed: September 23, 1985
    Date of Patent: December 30, 1986
    Assignee: Mobil Oil Corporation
    Inventors: Hartley Owen, Samuel A. Tabak, Bernard S. Wright
  • Patent number: 4628135
    Abstract: Alkylate is produced by catalytically converting oxygenate feedstock, such as methanol, to lower olefins comprising dominantly C.sub.2 -C.sub.4 olefins. Ethene is separated from primary stage effluent by interstage sorption of C.sub.3 + components which may be upgraded. Isoparaffin may be alkylated with C.sub.3 -C.sub.4 olefins in a secondary stage.The improved technique comprises fractionating an olefinic feedstream containing ethene and C.sub.3 + olefinic components by contacting the olefinic feedstream in a sorption zone with a liquid hydrocarbon sorbent to selectively sorb C.sub.3 + components;wherein the sorbent is obtained by condensing C.sub.5 + aliphatic and aromatic hydrocarbon from the primary stage.
    Type: Grant
    Filed: September 23, 1985
    Date of Patent: December 9, 1986
    Assignee: Mobil Oil Corporation
    Inventors: Hartley Owen, Samuel A. Tabak, Bernard S. Wright
  • Patent number: 4628134
    Abstract: Alkylate is produced by catalytically converting oxygenate feedstock, such as methanol, to lower olefins comprising C.sub.2 -C.sub.4 olefins. Ethene is separated for recycle and an isoparaffin is alkylated with C.sub.3 -C.sub.4 olefins.
    Type: Grant
    Filed: September 23, 1985
    Date of Patent: December 9, 1986
    Assignee: Mobil Oil Corporation
    Inventors: Ronald M. Gould, Samuel A. Tabak
  • Patent number: 4590320
    Abstract: The operating performance of a tubular reactor system designed for the exothermic conversion of methanol to light olefins is improved by cofeeding small quantities of light olefins with the methanol feed, whereby a more controllable operation is achieved. Catalyst activity and cycle length also improves significantly. The light olefins can be produced in situ during conversion.
    Type: Grant
    Filed: August 14, 1985
    Date of Patent: May 20, 1986
    Assignee: Mobil Oil Corporation
    Inventor: Ajit V. Sapre
  • Patent number: 4579999
    Abstract: A process for converting oxygenated feedstock, such as methanol, dimethyl ether or the like, to liquid hydrocarbons.In the primary catalyst stage the feedstock is contacted with zeolite catalyst to produce C.sub.2 -C.sub.4 olefins and C.sub.5.sup.+ hydrocarbons.In a secondary catalytic stage with oligomerization catalyst comprising medium-pore shape selective acidic zeolite at increased pressure converts C.sub.3.sup.+ olefins to gasoline and/or distillate liquids.The improvement is a technique for recovering lower alkene for recycle to the primary catalytic stage.
    Type: Grant
    Filed: May 14, 1985
    Date of Patent: April 1, 1986
    Assignee: Mobil Oil Corporation
    Inventors: Ronald M. Gould, Samuel A. Tabak
  • Patent number: 4558168
    Abstract: This invention relates to a process for producing a high purity butene-1 product from n-butane via a dehydrogenation process. In one embodiment of the process the n-butane is dehydrogenated over a chromia-alumina catalyst and any butadiene formed hydrogenated to monoolefins. The monoolefins are separated and the butene-1 separated from isobutylene by reacting the isobutylene with methanol to form methyl tertiary butyl ether. The methyl tertiary butyl ether is separated from the butene-1 leaving it as a high purity product. Alternatively, the dehydrogenated product from the reactor may be contacted with a solvent to extract butadiene followed by hydrogenation, separation of monoolefins and conversion to methyl tertiary butyl ether.
    Type: Grant
    Filed: June 19, 1985
    Date of Patent: December 10, 1985
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Stanley Gussow, David C. Spence, William A. Schwartz
  • Patent number: 4554393
    Abstract: A process for the production of aromatic compounds from low-molecular weight predominantly paraffinic feedstock which comprises contacting the feedstock in a first reactor with a dehydrogenation catalyst to produce a first reaction product containing alkenes; contacting said first reaction product in a second reactor with a crystalline aluminosilicate catalyst to produce a second reaction product containing aromatics; and separating an aromatic-rich fraction therefrom. In a preferred embodiment the feedstock consists essentially of propane and/or butane.
    Type: Grant
    Filed: April 18, 1983
    Date of Patent: November 19, 1985
    Assignees: The Broken Hill Proprietary Company Limited, Commonwealth Scientific and Industrial Research Organisation
    Inventors: Sandra Liberts, Jack G. Creer, Thomas Mole
  • Patent number: 4547612
    Abstract: In a continuous process for upgrading lower olefin feedstock to higher hydrocarbons including the steps of combining olefinic feedstock with a pressurized liquid diluent stream comprising C.sub.5.sup.+ olefins, contacting the diluted feedstock with a shape selective medium pore acid zeolite catalyst under reaction conditions at elevated temperature in a pressurized reactor zone to convert olefins and recover reactor effluent at reaction conditions; an improvement has been found which comprises:heating and separating reactor effluent in a primary phase separation zone to vaporize light and middle distillate hydrocarbon components into a first vapor phase stream and recover a heavy liquid stream from the primary separation zone, said heavy liquid stream containing at least 50% of those C.sub.20.sup.
    Type: Grant
    Filed: September 25, 1984
    Date of Patent: October 15, 1985
    Assignee: Mobil Oil Corporation
    Inventor: Samuel A. Tabak
  • Patent number: 4547602
    Abstract: An integrated process is provided for converting methanol or the like to heavy hydrocarbon products, especially distillate range hydrocarbons. In a first stage catalytic process oxygenate feedstock is converted to lower olefins, which are passed through a second stage oligomerization reactor. A reactor sequencing technique is useful for multi-stage catalytic conversion systems employing a number of fixed bed catalytic reactors at various process temperatures and catalytic activity levels.
    Type: Grant
    Filed: August 28, 1984
    Date of Patent: October 15, 1985
    Assignee: Mobil Oil Corporation
    Inventor: Samuel A. Tabak
  • Patent number: 4543435
    Abstract: A process for converting oxygenated feedstock comprising methanol, dimethyl ether or the like to liquid hydrocarbons comprising the steps ofcontacting the feedstock with zeolite catalyst in a primary catalyst stage at elevated temperature and moderate pressure to convert feedstock to hydrocarbons comprising C.sub.2 -C.sub.4 olefins and C.sub.5.sup.+ hydrocarbons;cooling and separating effluent from the primary stage to recover a liquid hydrocarbon stream and a light hydrocarbon vapor stream rich in C.sub.2 -C.sub.4 olefins;compressing the olefinic light hydrocarbon stream to condense a liquid olefinic hydrocarbon stream rich in C.sub.3.sup.
    Type: Grant
    Filed: January 17, 1985
    Date of Patent: September 24, 1985
    Assignee: Mobil Oil Corporation
    Inventors: Ronald M. Gould, Samuel A. Tabak
  • Patent number: 4542248
    Abstract: A process is described wherein C.sub.2 -C.sub.4 paraffins are dehydrogenated over a catalyst which has been prepared by(a) impregnating an Al.sub.2 O.sub.3 carrier with an aqueous solution of a Sn-compound;(b) calcining the impregnated carrier;(c) impregnating the composition with an aqueous solution of a Pt-compound;(d) reducing the composition;(e) removing at least part of any halogen introduced in step (a) and/or (c) by treating the composition with a non-acidic solution comprising NH.sub.4.sup.+ ions until the halogen content of the final catalyst amounts to less than 0.1% w; and(f) impregnating the composition with a non-acidic (halogen-free) aqueous solution of an alkali metal compound.The C.sub.2 -C.sub.4 -olefins formed are converted to aromatic gasoline over a catalyst containing a crystalline metal silicate having a ZSM-5 structure.
    Type: Grant
    Filed: April 9, 1984
    Date of Patent: September 17, 1985
    Assignee: Shell Oil Company
    Inventor: Jacques P. Lucien
  • Patent number: 4542252
    Abstract: The operating performance of a multi-stage fixed bed adiabatic reactor system with interstage cooling designed for the exothermic conversion of methanol to light olefins is improved by cofeeding small quantities of light olefins with the methanol feed whereby a more controllable operation is achieved. Catalyst activity and cycle length also improves significantly. The light olefins can be produced in situ during dehydration.
    Type: Grant
    Filed: July 20, 1984
    Date of Patent: September 17, 1985
    Assignee: Mobil Oil Corporation
    Inventors: Kenneth R. Graziani, Ajit V. Sapre
  • Patent number: 4528413
    Abstract: Diisopropenylbenzene is a monomer that can be used in the preparation of many useful polymers and is also a chemical intermediate that can be employed in a number of chemical processes. Diisopropenylbenzene is normally synthesized by the dehydrogenation of diisopropylbenzene. Unfortunately in this dehydrogenation process a number of olefinic impurities are produced as by-products. This invention discloses a process for the separation of diisopropenylbenzene from these impurities and for recycling some of the impurities.
    Type: Grant
    Filed: March 5, 1984
    Date of Patent: July 9, 1985
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Howard A. Colvin, Ronald D. Fiedler, Joel Muse, Jr., Donald E. Smith
  • Patent number: 4523047
    Abstract: The liquid carrier in a Fischer-Tropsch synthesis slurry reactor system is periodically or continually separated and subjected to cracking and isomerization in the presence of suitable catalysts. The treated carrier is returned to the reactor system and the accumulation of high viscosity paraffin in the reactor slurry is minimized. Suitable catalysts include a mixture of cracking and isomerization catalysts. Zeolite ZSM-45 is a novel constituent of the catalyst system.
    Type: Grant
    Filed: July 16, 1984
    Date of Patent: June 11, 1985
    Assignee: Mobil Oil Corporation
    Inventors: Arthur W. Chester, Tai-Sheng Chou, Yung-Feng Chu
  • Patent number: 4523045
    Abstract: A process is disclosed for the production of linear olefinic hydrocarbons. A feed stream of paraffins is fed to a catalytic dehydrogenation reaction zone. Liquid phase hydrocarbons withdrawn from the dehydrogenation reaction zone are passed through a diolefin selective hydrogenation zone. The effluent of the hydrogenation zone is stripped of light ends and passed into an olefin separation zone, which preferably employs a selective adsorbent. The paraffinic effluent of the separation zone is recycled to the dehydrogenation zone. The paraffinic recycle stream contains some monoolefins, but is essentially free of diolefins. Dehydrogenation catalyst life is lengthened by elimination of diolefins in total charge to dehydrogenation zone. Product quality and yield is improved.
    Type: Grant
    Filed: August 2, 1984
    Date of Patent: June 11, 1985
    Assignee: UOP Inc.
    Inventor: Bipin V. Vora
  • Patent number: 4520214
    Abstract: An improved process for the catalytic dehydrogenation of paraffinic hydrocarbons is disclosed. Feed paraffinic hydrocarbons are dehydrogenated to yield an olefin-containing vapor stream, which is partially condensed to produce a liquid phase process stream which contains by-product diolefins along with the intended product monoolefins. The liquid phase process stream and added hydrogen are passed through a selective hydrogenation zone in which diolefins are catalytically converted to monoolefins. This increases the quality of the product monoolefin stream. The selective hydrogenation zone is located between the vapor-liquid separator and stripper column of the dehydrogenation zone.
    Type: Grant
    Filed: April 4, 1984
    Date of Patent: May 28, 1985
    Assignee: UOP Inc.
    Inventor: Bipin V. Vora
  • Patent number: 4520216
    Abstract: Synthetic hydrocarbons, especially high octane gasoline, are prepared by catalytic conversion in two steps of a synthetic gas containing hydrogen and carbon oxides. In the first step the synthesis gas is converted at 10-80 bar and 200.degree.-300.degree. C. into an intermediate containing methanol and/or dimethyl ether. Useful catalysts for methanol synthesis are oxides of chromium, aluminium and/or copper, and zinc; and for dimethyl ether synthesis certain zeolites. In the second step the entire intermediate from the first step is converted at the same pressure as in the first step and an inlet temperature of 300.degree.-340.degree. C. while supplying heat to obtain an outlet temperature of 410.degree.-440.degree. C.; the difference between inlet and outlet temperature being at least 30.degree. C. higher than the temperature increase caused by the conversion reaction.
    Type: Grant
    Filed: May 10, 1984
    Date of Patent: May 28, 1985
    Assignee: Haldor Topsoe
    Inventors: Allan Skov, Jens R. Rostrup-Nielsen
  • Patent number: 4513153
    Abstract: Tert.butyl alkyl ethers are produced from a C.sub.4 hydrocarbon feedstock containing isobutene, and the butene-1 is recovered at high purity by extractive distillation of the isobutene-free C.sub.4 hydrocarbon stream in the presence of a solvent chosen from acetone, acetonitrile, dimethylformamide, methanol, n-methylpyrrolidone, formylmorpholine and furfural.After removing the solvent, the extract is rectified, and the butene-1 separates as overhead product of high purity.
    Type: Grant
    Filed: May 3, 1983
    Date of Patent: April 23, 1985
    Assignee: Snamprogetti S.p.A.
    Inventor: Romedio Sandrin
  • Patent number: 4511747
    Abstract: In the conversion of light olefins to heavier hydrocarbons, an improved recovery technique is provided for selectively removing unreacted light olefins from a catalytic reactor effluent. This system is useful in converting ethene-rich feedstocks to gasoline and/or distillate products, particularly in oligomerization processes employing shape selective siliceous catalysts such as ZSM-5 type zeolites. By recycling gasoline-range hydrocarbons as a sorbent liquid, unreacted C.sub.2.sup.+ components may be absorbed from reactor effluent vapor and returned for further contact with the catalyst.
    Type: Grant
    Filed: February 1, 1984
    Date of Patent: April 16, 1985
    Assignee: Mobil Oil Corporation
    Inventors: Bernard S. Wright, Chung H. Hsia, Hartley Owen
  • Patent number: 4482772
    Abstract: An integrated process is provided for converting methanol or the like to heavy hydrocarbon products, especially distillate range hydrocarbons. In a first stage catalytic process oxygenate feedstock is converted to lower olefins. Byproduct aromatics are passed through a second stage oligomerization reactor with olefins. Distillate range hydrocarbons are recovered and hydrotreated to provide an improved fuel product.
    Type: Grant
    Filed: November 3, 1983
    Date of Patent: November 13, 1984
    Assignee: Mobil Oil Corporation
    Inventor: Samuel A. Tabak
  • Patent number: 4471145
    Abstract: The liquid carrier in a Fischer-Tropsch synthesis slurry reactor system is periodically or continually separated and subjected to cracking and isomerization in the presence of suitable catalysts. The treated carrier is returned to the reactor system and the accumulation of high viscosity paraffin in the reactor slurry is minimized. Suitable catalysts include a mixture of cracking and isomerization catalysts. Zeolite Beta is the novel constituent of the catalyst system.
    Type: Grant
    Filed: September 26, 1983
    Date of Patent: September 11, 1984
    Assignee: Mobil Oil Corporation
    Inventors: Yung-Feng Chu, Tai-Sheng Chou, Arthur W. Chester
  • Patent number: 4457832
    Abstract: A reforming-isomerization process for realizing optimum upgrading of a naphtha feedstock is disclosed. The feedstock is reformed over a bimetallic catalyst and the reformate is separated into one or more gas fractions, a C.sub.5 -C.sub.6 paraffin liquid fraction and a reformate liquid product. The C.sub.5 -C.sub.6 fraction is isomerized to upgrade the C.sub.5 -C.sub.6 components and the isomerizate is separate into a light gas product and a C.sub.5 -C.sub.6 isomerizate liquid product with optional separation and recycle of normal paraffins. The light gas products are compressed and recycled for use in the reformation and isomerization. The C.sub.5 -C.sub.6 isomerizate is blended with the reformate liquid product to produce high octane motor fuel.
    Type: Grant
    Filed: December 6, 1983
    Date of Patent: July 3, 1984
    Assignee: Chevron Research Company
    Inventor: Richard C. Robinson
  • Patent number: 4456779
    Abstract: An improved continuous process for converting lower olefinic hydrocarbon feedstock to C.sub.5.sup.+ liquid hydrocarbons by contacting vapor phase olefinic feedstream with acid zeolite catalyst in the presence of recycled diluent stream rich in C.sub.3 -C.sub.4 hydrocarbons in an enclosed reactor at elevated temperature and pressure. The improved technique comprises a system for cooling reactor effluent to recover a heavier hydrocarbon stream containing a mixture of C.sub.3 -C.sub.4 hydrocarbons and C.sub.5.sup.+ hydrocarbons and debutanizing the heavier hydrocarbons below reactor pressure to obtain a C.sub.5.sup.+ product stream and a condensed C.sub.3 -C.sub.4 hydrocarbon stream. Operating efficiencies are realized in the heat exchange system by reboiling the debutanized C.sub.5.sup.+ hydrocarbon product stream with hot reactor effluent, and by recycling and combining at least a portion of the condensed C.sub.3 -C.sub.4 hydrocarbon stream to dilute liquid olefin hydrocarbon feedstock.
    Type: Grant
    Filed: April 26, 1983
    Date of Patent: June 26, 1984
    Assignee: Mobil Oil Corporation
    Inventors: Hartley Owen, Susan K. Marsh, Bernard S. Wright
  • Patent number: 4450311
    Abstract: A heat balanced technique for converting an olefinic feedstock comprising ethylene and C.sub.3.sup.+ olefins to heavier liquid hydrocarbon product in a catalytic exothermic process. Methods and means are provided for prefractionating the olefinic feedstock to obtain a gaseous stream rich in ethylene and a liquid stream containing C.sub.3.sup.+ olefin, and contacting an olefinic feedstock stream from the prefractionating step with ZSM-5 type oligomerization catalyst in a series of exothermic catalytic reactors to provide a heavier hydrocarbon effluent stream comprising distillate, gasoline and lighter hydrocarbons. In a preferred embodiment a catalytic system is provided for making gasoline or diesel fuel from an olefinic feestock containing ethylene and C.sub.3.sup.+ lower olefins comprising a prefractionation system for separating and recovering ethylene and a liquid stream rich in C.sub.3.sup.
    Type: Grant
    Filed: June 29, 1983
    Date of Patent: May 22, 1984
    Assignee: Mobil Oil Corporation
    Inventors: Bernard S. Wright, Hartley Owen, Chung H. Hsia
  • Patent number: 4444988
    Abstract: The economics and thermal efficiency of an olefin-to-gasoline-conversion process utilizing catalyst beds is improved by separating the effluent product from the beds into a gas in a liquid phase, cooling the gas phase to form additional liquid and heat exchanging the liquid with the overhead gas from the separator.
    Type: Grant
    Filed: July 22, 1982
    Date of Patent: April 24, 1984
    Assignee: Mobil Oil Corporation
    Inventors: Leon M. Capsuto, Robert E. Holland, Henry R. Ireland, Samuel A. Tabak
  • Patent number: 4435606
    Abstract: Internal olefins are subjected to metathesis closely coupled after an isomerization reaction to obtain desired molecular weight range linear olefins. Specific process steps and separation conditions are necessary to obtain the desired linear olefins.
    Type: Grant
    Filed: December 24, 1981
    Date of Patent: March 6, 1984
    Assignee: Conoco Inc.
    Inventors: Kaye L. Motz, Paul H. Washecheck, Ronald L. Poe, James E. Yates
  • Patent number: 4433185
    Abstract: An improved process for converting an olefinic feedstock containing ethene and C.sub.3 .sup.+ alkenes to produce a heavy hydrocarbon product rich in distillate by contacting the feedstock with an oligomerization catalyst bed, at elevated pressure and temperature conditions in operating mode favorable to formation of heavy distillate product by selective conversion of C.sub.3 .sup.+ alkenes. The improvement comprises providing a distillate mode effluent stream containing substantially unconverted ethene in vapor phase and condensed distillate, and recovering unconverted ethene-rich hydrocarbon vapor from the distillate mode effluent stream and further converting such to olefinic gasoline in a second oligomerization catalyst bed at reduced moderate pressure and elevated temperature conditions in operating mode favorable to formation of C.sub.6 .sup.+ olefinic gasoline. At least a portion of the olefinic gasoline is recycled for conversion with the feedstock in the distillate mode catalyst bed.
    Type: Grant
    Filed: April 4, 1983
    Date of Patent: February 21, 1984
    Assignee: Mobil Oil Corporation
    Inventor: Samuel A. Tabak
  • Patent number: 4433188
    Abstract: A process for the preparation of lower olefins from methanol or dimethyl ether by catalytic conversion at from 300.degree. to 550.degree. C. in two stages over borosilicate zeolites, wherein C.sub.2 -C.sub.4 -olefins and C.sub.1 -C.sub.4 -paraffins are removed after the first reaction stage, the C.sub.5.sup.+ hydrocarbons are passed to the second reaction stage, the aromatics are removed from the reaction product of the second stage and the remaining reaction products are recycled. The advantage of this process is an improvement in the yield of olefins.
    Type: Grant
    Filed: September 1, 1982
    Date of Patent: February 21, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Wolf D. Mross, Matthias Schwarzmann
  • Patent number: 4429173
    Abstract: A process combination, with inter-cooperation, for producing high-octane alkylates comprising(a) dehydrogenating isopentane to isopentenes (amylenes),(b) introducing the mixture of said amylenes and unconverted isopentane into an HF alkylation unit for reaction with fresh or recycled isobutane,(c) separating the alkylation products into high octane alkylates, isopentane (for recycling to the dehydrogenation reactor) and isobutane (for recycling to the alkylation reactor).
    Type: Grant
    Filed: March 9, 1982
    Date of Patent: January 31, 1984
    Assignee: Phillips Petroleum Company
    Inventors: Thomas Hutson, Jr., Paul D. Hann
  • Patent number: 4423265
    Abstract: The liquid carrier in a Fischer-Tropsch synthesis slurry reactor system is periodically or continually separated and subjected to cracking and isomerization in the presence of suitable catalysts. The treated carrier is returned to the reactor system and the accumulation of high viscosity paraffin in the reactor slurry is minimized. Suitable catalysts include a mixture of cracking and isomerization catalysts.
    Type: Grant
    Filed: December 1, 1982
    Date of Patent: December 27, 1983
    Assignee: Mobil Oil Corporation
    Inventors: Yung-Feng Chu, Tai-Sheng Chou, Arthur W. Chester
  • Patent number: 4418236
    Abstract: Gasoline hydrocarbons are produced by a catalytic conversion of methanol under a pressure of about 5 to 100 bars and at temperatures of about 250.degree. to 500.degree. C. The high-hydrocarbon product of the conversion is cooled so as to condense gasoline hydrocarbons. Tail gas is separated and then compressed and recycled to the conversion. In a heating step, liquid methanol is injected into a mixture of tail gas and methanol vapor and the liquid methanol is entirely evaporated. The resulting mixture of tail gas and methanol vapor is heated by about 10.degree. to 40.degree. C. by an indirect heat exchange with the high-hydrocarbon product. The heating step consists of the injection of liquid methanol and of the heating of the mixture of tail gas and methanol vapor and is repeated at least twice. The mixture at a temperature of about 280.degree. to 360.degree. C. is supplied to the catalytic conversion.
    Type: Grant
    Filed: September 21, 1982
    Date of Patent: November 29, 1983
    Assignee: Metallgesellschaft Aktiengesellschaft
    Inventors: Gerhard Cornelius, Wolfgang Hilsebein, Helmut Ried, Adolf W. Gessner
  • Patent number: 4413153
    Abstract: The synthetic fuel slate of products derived from wet natural gas is expanded to include both aromatic gasoline from the methane rich dry gas portion via steam reforming to synthesis gas, the production of methanol from synthesis gas and the conversion of methanol to gasoline over a ZSM-5 type catalyst, plus high quality jet fuel, diesel fuel and lubricating oils from the C.sub.3.sup.+ paraffin rich fraction of wet natural gas via thermal cracking of the paraffin rich fraction to olefins and the conversion of the olefins to gasoline and distillate boiling range hydrocarbons over a ZSM-5 type catalyst. Methane separated from the thermal cracked product can be mixed with the dry gas fraction for synthesis gas production and a portion of the hydrogen from the synthesis gas may be used to hydrogenate the distillate fraction from the catalytic conversion of the thermal cracked product.
    Type: Grant
    Filed: October 22, 1982
    Date of Patent: November 1, 1983
    Assignee: Mobil Oil Corporation
    Inventors: William E. Garwood, Wooyoung Lee
  • Patent number: 4404414
    Abstract: A methanol-to-gasoline conversion process in which the conversion is conducted in a number of reactors which are fed directly by the charge, preferably in equal proportions. A diluent gas, preferably recycled light hydrocarbons separated from the product, is passed in sequence through each of the beds to carry away the heat of reaction. In this way, a high effective recycle ratio is maintained in each bed although the actual recycle ratio for the entire system is low.
    Type: Grant
    Filed: September 28, 1982
    Date of Patent: September 13, 1983
    Assignee: Mobil Oil Corporation
    Inventors: Joe E. Penick, Sergei Yurchak, John C. Zahner
  • Patent number: 4393259
    Abstract: A multi-step hydrocarbon conversion process for producing gasoline from propane or butane is disclosed. The feed hydrocarbon is passed into a dehydrogenation zone and the entire dehydrogenation zone effluent including hydrogen and light by-products is then passed into a catalytic condensation zone wherein the resulting olefins are converted into dimers and trimers. The condensation zone effluent stream is passed into a separation zone in which the dimers and trimers are concentrated into a product stream, with unconverted feed hydrocarbon and hydrogen being recycled to the dehydrogenation zone.
    Type: Grant
    Filed: August 5, 1981
    Date of Patent: July 12, 1983
    Assignee: UOP Inc.
    Inventors: Dennis J. Ward, Bipin V. Vora
  • Patent number: 4367357
    Abstract: An improved multiconversion zone process which results in an increased yield of motor fuel blending stocks from butanes is disclosed. A butane mixture is fractionated into isobutane-rich and normal butane-rich process streams, with the normal butane-rich stream being passed into an isomerization zone. All of the C.sub.4 's in the isomerization zone effluent and the normal butane-rich process stream are passed through a dehydrogenation zone. The entire dehydrogenation zone effluent stream is passed into an alkylation zone, and the alkylation zone effluent is fractionated. An alkylate-containing normal butane stream is recycled to the feed fractionator, and alkylate from the feed fractionator is admixed with an alkylate stream from the alkylation zone product fractionator to produce a product stream.
    Type: Grant
    Filed: June 10, 1981
    Date of Patent: January 4, 1983
    Assignee: UOP Inc.
    Inventor: Bipin V. Vora
  • Patent number: 4367356
    Abstract: A process for producing gasoline from a charge stream comprising a mixture of butanes and butylenes is disclosed. The quality of a product alkylate is improved by increasing the butene-2 content of an alkylation zone feed stream. A first portion of the charge stream is passed into a dimerization zone in which isobutylene is reacted with normal butylenes, with butene-1 being reacted to a greater extent than butene-2. A C.sub.8 hydrocarbon-containing product stream and a C.sub.4 stream having a higher butene-2 concentration than the charge stream are recovered from the dimerization zone. This high butene-2 content C.sub.4 stream is admixed with a second portion of the charge stream and passed into an alkylation zone wherein butylenes are reacted with isobutane to yield a second product stream containing C.sub.8 hydrocarbons.
    Type: Grant
    Filed: June 11, 1981
    Date of Patent: January 4, 1983
    Assignee: UOP, Inc.
    Inventor: Dennis J. Ward
  • Patent number: 4324937
    Abstract: A hydrocarbon conversion process for the production of motor fuel blending stocks from propane and butane is disclosed. Preferably a charge stream comprising a mixture of C.sub.3 -C.sub.4 saturated hydrocarbons is split into a C.sub.3 stream passed into a dehydrogenation zone and a C.sub.4 stream passed into an isostripper column. Normal butanes are removed from the isostripper and passed into an isomerization zone, with product isobutane being concentrated by fractionation in the isostripper. Isobutane and propylene from the dehydrogenation zone are then reacted in an alkylation zone which produces C.sub.5 -plus product hydrocarbons. The effluent of the alkylation zone enters the isostripper. The product stream and a propane-containing stream are withdrawn from the isostripper, with the propane-containing stream being passed into a second separation zone. Alternative butane fractionation systems are disclosed.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: April 13, 1982
    Assignee: UOP Inc.
    Inventor: Bipin V. Vora
  • Patent number: 4324935
    Abstract: For thermally cracking heavy liquid hydrocarbons to produce gaseous olefins comprising a catalytic hydrogenating pretreatment, a separation of the hydrogenation product into a lighter fraction and a heavier fraction; passing the heavier fraction at least in part to a thermal cracking step to produce normally gaseous olefins; and withdrawing the lighter fraction, the improvement wherein the hydrogenation is conducted within the shaded area of FIG. 2, whereby said lighter fraction has a higher octane number.
    Type: Grant
    Filed: October 16, 1980
    Date of Patent: April 13, 1982
    Assignee: Linde Aktiengesellschaft
    Inventors: Hans J. Wernicke, Claus Schliebener
  • Patent number: 4324936
    Abstract: An improved butane isomerization process which decreases the rate of catalyst deactivation is disclosed. A normal butane feed stream which contains small amounts of isobutylene is passed through a polymerization zone wherein the isobutylenes are converted into heavier hydrocarbons. The polymerization zone effluent is passed into the deisobutanizer column in which the isomerization zone effluent is separated for the recovery of the product isobutane. Heavy hydrocarbons are removed as a net bottoms stream and the remaining fresh feed components become part of the normal butane recycle stream removed from the deisobutanizer as a sidecut stream.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: April 13, 1982
    Assignee: UOP Inc.
    Inventor: Michael Z. Mikulicz
  • Patent number: 4309271
    Abstract: Hydrocarbons are subjected to hydrogenation, pressure reduction and separation into liquid and gaseous fractions. The gaseous fractions are purified and desulfurized. Hydrogen-rich components of the gaseous fraction are returned to the hydrogenation stage. Hydrocarbon-rich components of the gaseous fraction and components of the liquid fraction are cracked and fractionated. Residue is partially oxidized with oxygen and steam. Gas produced by the partial oxidation is desulfurized and separated, and hydrogen is returned to the hydrogenation stage. A polymer free fraction of the residue is returned to the feed stock and to the hydrogenation stage, a heavy residue component of the initial liquid fraction is partially oxidized with the residue.
    Type: Grant
    Filed: September 21, 1979
    Date of Patent: January 5, 1982
    Inventor: Armin Dorner
  • Patent number: 4304948
    Abstract: A multi-step hydrocarbon conversion process for producing gasoline from butane is disclosed. Butane is passed into a dehydrogenation zone and the entire dehydrogenation zone effluent is then passed into a catalytic condensation zone wherein butylene is converted into C.sub.8 and C.sub.12 hydrocarbons. The condensation zone effluent, a stripper overhead stream and an absorber bottoms stream are commingled and then separated into vapor and liquid portions. The liquid is passed into the stripper, and the vapor portion is contacted with stripper bottoms liquid in an absorber. The absorber overhead stream is contacted with liquid butane in a second absorber to remove C.sub.8 hydrocarbons and is then recycled to the dehydrogenation zone. Debutanizing a portion of the stripper bottoms yields the liquid butane and a gasoline product.
    Type: Grant
    Filed: June 27, 1980
    Date of Patent: December 8, 1981
    Assignee: UOP Inc.
    Inventors: Bipin V. Vora, Dennis J. Ward