Al-and Transition Metal-containing Patents (Class 585/512)
  • Patent number: 6388160
    Abstract: There is disclosed a method for producing 2,3-dimethylbutene-1 and 2,3-dimethylbutene-2, which is characterized by the steps of (a) dimerizing propylene in a propylene-dimerization step using a nickel complex catalyst as described below as a propylene-dimerization catalyst having propylene-dimerization activity and DMB-1 selectivity, (b) rectifying the resulting reaction solution to obtain 2,3-dimethylbutene-1 as a distillate and a distillation residue containing 2,3-dimethylbutene-1 in a 2,3-dimethylbutene-1 distillation step, (c) allowing the distillation residue to contact with sulfuric acid, sulfonic acid or hetetopolyacid to isomerize 2,3-dimethylbutene-1 in said distillation residue into 2,3-dimethylbutene-2 in an isomerization step, and (d) rectifying the resulting isomerization reaction solution to obtain 2,3-dimethylbutene-2 in a 2,3-dimethylbutene-2 distillation step, wherein said nickel complex catalyst containing (A) at least one nickel compound and the like, (B) a trialkylaluminum, (C) a
    Type: Grant
    Filed: May 25, 2000
    Date of Patent: May 14, 2002
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Makoto Itagaki, Gohfu Suzukamo, Michio Yamamoto
  • Publication number: 20020019575
    Abstract: A manufacturing process for &agr;-olefins using certain iron containing ethylene oligomerization catalysts together with alkylaluminum cocatalysts, in which using a low ratio of Al:Fe in the process results in a lowered formation of undesired polyethylene waxes and polymer. This results in less fouling of the process lines and vessels in the manufacturing plant.
    Type: Application
    Filed: August 3, 2001
    Publication date: February 14, 2002
    Inventor: Rinaldo S. Schiffino
  • Patent number: 6344594
    Abstract: Ethylene is trimerized to form 1-hexene, at a selectivity of up to about 99 mole percent, by contacting ethylene, at an ethylene pressure of from about 200-1500 psig and at a reaction temperature of from about 0° C. to about 100° C., with a catalyst comprising a tantalum compound (e.g., TaCl5) and a alkylating component comprising a metal hydrocarbyl compound or a metal hydrocarbyl halide compound (e.g., Sn(CH3)4).
    Type: Grant
    Filed: April 14, 2000
    Date of Patent: February 5, 2002
    Assignee: The Penn State Research Foundation
    Inventors: Ayusman Sen, Shahid Murtuza, Seth B. Harkins, Cecily Andes
  • Publication number: 20010051758
    Abstract: The present invention relates to a process for dimerizing lower olefins characterized by the use of a catalyst comprising the following three components: (1) at least one salt or complex of a transition metal belonging to the platinum group of the periodic table, (2) at least one organoaluminum compound and (3) at least one inorganic metallic compound.
    Type: Application
    Filed: October 8, 1998
    Publication date: December 13, 2001
    Inventors: YUKITOSHI FUKUDA, KEIICHI HASHIMOTO, SHOSHIRO MATSUSHITA
  • Publication number: 20010047121
    Abstract: A catalytic composition for the dimerization, the codimerization or the oligomerization of olefins is obtained by bringing into contact at least one nickel compound that contains a heterocyclic carbene with at least one hydrocarbylaluminum halide and optionally at least one organic solvent. It is used in a process of dimerization, codimerization or oligomerization of olefins.
    Type: Application
    Filed: March 23, 2001
    Publication date: November 29, 2001
    Applicant: INSTITUT FRANCAIS DU PETROLE
    Inventors: Helene Olivier-Bourbigou, Dominique Commereuc, Stephane Harry
  • Patent number: 6291733
    Abstract: A method of dimerizing alpha-olefins to mostly linear internal olefin dimers using as a catalyst a transition metal complex with an activating co-catalyst.
    Type: Grant
    Filed: June 2, 1999
    Date of Patent: September 18, 2001
    Assignee: Chevron Chemical Company LLC
    Inventors: Brooke L. Small, Eduardo J. Baralt, A. J. Marcucci
  • Patent number: 6284937
    Abstract: A process for carrying out a reaction on an organic feed, for example dimerization, co-dimerization, oligomerization or metathesis of olefins, as described in which the catalyst is a catalytic metal compound dissolved in a non-aqueous ionic medium which is not or is only slightly miscible with hydrocarbons. The reaction is carried out in a system comprising at least two treatment loops each comprising at least one reaction zone and at least one zone for separating the organic and polar phases between which the polar medium containing the catalytic metal compound, and the organic phase circulate. Fresh polar phase is injected into the second loop and used polar phase is eliminated from the first loop. The hydrocarbon to be transformed is injected into the first loop and the products are withdrawn from the second loop. The invention also concerns a unit for carrying out the process.
    Type: Grant
    Filed: May 27, 1998
    Date of Patent: September 4, 2001
    Assignee: Institut Francais du Petrole
    Inventors: Helene Olivier, Dominique Commereuc, Alain Forestiere, Francois Hugues
  • Patent number: 6222077
    Abstract: There is provided an alcohol composition obtained by dimerizing an olefin feed comprising C6-C10 linear olefins to obtain C12-C20 olefins, followed by conversion to alcohols, such as by hydroformylation. The composition has an average number of branches ranging from 0.9 to 2.0 per molecule. The linear olefin feed preferably comprises at least 85% of C6-C8-olefins. The primary alcohol compositions are then converted to anionic or nonionic surfactants, preferably sulfated or oxyalkylated or both. The sulfated compositions are biodegradable and possess good cold water detergency.
    Type: Grant
    Filed: April 2, 1998
    Date of Patent: April 24, 2001
    Assignee: Shell Oil Company
    Inventor: David M. Singleton
  • Patent number: 6153807
    Abstract: A copolymer of ethylene and an alpha-olefin having an ethylene content of from 30 to 90 mole %, a number average molecular weight of from 300 to 30,000 and a molecular weight distribution defined by a Q value (the ratio of the weight average molecular weight to the number average molecular weight of not more than 3 and a Z value (the ratio of the maximum value of the molecular weight to the minimum value of the molecular weight when the molecular weight is measured by gel permeation chromatography) of from 15 to 200. The said copolymer can be produced by a process comprising copolymerizing ethylene with an alpha-olefin in the liquid phase in the presence of a polymerization catalyst composed of a combination of a soluble vanadium compound and an organoaluminum compound in the co-presence of hydrogen, characterized in that(a) the copolymerization is carried out in a continuous manner,(b) the concentration of the vanadium compound in the polymerization system is maintained at 0.
    Type: Grant
    Filed: July 14, 1993
    Date of Patent: November 28, 2000
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Hidekuni Oda, Tatuo Kinoshita, Akiyoshi Shimizu
  • Patent number: 6150576
    Abstract: The novel synthetic polyethylene fluids of the present invention are characterized by high viscosity indices (about 94-151 VI), low pour points (about -60 to -10.degree. C.), and a kinematic viscosity of about 6 to 28 cSt KV at 100.degree. C. The product compositions comprise polymers having a molecular weight of from about 300 to 30,000 and a high branching index of 151 to 586 branches per 1000 CH.sub.2 groups, or BI=0.18-0.40, wherein the polymer is substantially free of methyl branches. Highly-branched polyethylene fluids that have less than 5 methyl branches per 1000 CH.sub.2 groups are prepared by polymerizing ethylene in the presence of a catalyst system consisting of [C] and [B], wherein [C] is a catalyst having the empirical formula MX.sub.4 and [B] is a co-catalyst having the empirical formula R.sub.n AlX.sub.3-n, where M is a Group IVB transition metal, X is a halogen anion, R is a C.sub.1 -C.sub.
    Type: Grant
    Filed: March 19, 1999
    Date of Patent: November 21, 2000
    Assignees: Mobil Oil Corporation, The Pennsylvania University
    Inventors: Zhaozhong Jiang, Gregory S. Long, Shahid Murtuza, Ayusman Sen, Suzanne E. Schramm, Jeffrey C. Trewella
  • Patent number: 6133495
    Abstract: A process for producing an .alpha.-olefin oligomer, comprising subjecting an .alpha.-olefin to oligomerization in a reaction solution containing a chromium-based catalyst produced by bringing at least a chromium compound (a), a pyrrole ring-containing compound (b), an alkyl aluminum compound (c) and a halogen-containing compound (d) into contact with each other, wherein the chromium-based catalyst is a catalyst produced by bringing the pyrrole ring-containing compound (b), the alkyl aluminum compound (c) and the halogen-containing compound (d) into contact with each other in a hydrocarbon and/or halogenated hydrocarbon solvent, and then bringing the resultant mixed solution into contact with the chromium compound (a); or a catalyst produced by bringing the chromium compound (a), the pyrrole ring-containing compound (b), the alkyl aluminum compound (c) and the halogen-containing compound (d) into contact with each other in a hydrocarbon and/or halogenated hydrocarbon solvent in the absence of .alpha.
    Type: Grant
    Filed: January 2, 1998
    Date of Patent: October 17, 2000
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Hisao Urata, Takayuki Aoshima, Sugio Nishimura
  • Patent number: 6121502
    Abstract: A process for the manufacture of linear alpha-olefins is disclosed. The process employs, for the purposes of oligomerizing an unsaturated aliphatic hydrocarbon to linear alpha-olefins, a catalyst mixture comprising titanium aryl and/or titanium alkoxide, organoaluminum halide and optionally one or more additives selected from a group containing phosphorus, oxygen and sulphur compounds.
    Type: Grant
    Filed: February 19, 1997
    Date of Patent: September 19, 2000
    Assignee: Indian Petrochemicals Corporation Limited
    Inventors: Gopal Laxman Tembe, Ashis Ranjan Bandyopadhyay, S. Muthukumaru Pillai, Sheo Satish, M. Ravindranathan
  • Patent number: 6111156
    Abstract: A combined chain of a high temperature, high conversion steam cracker in combination with a polymerization or oligomerization unit provides capital and operating cost reduction.
    Type: Grant
    Filed: November 10, 1998
    Date of Patent: August 29, 2000
    Assignee: Nova Chemicals (International) S.A.
    Inventors: Michael C. Oballa, David Purvis, Andrzej Z. Krzywicki, Leslie W. Benum
  • Patent number: 6096678
    Abstract: A process for the preparation of an inert oxide supported metal halide organo aluminium compound catalyst. The catalyst is obtained by reacting an activated support having surface hydroxyl groups with aluminium chloride selected from aluminium chloride solution and aluminium chloride vapors. A solution of an aluminium alkyl is added to the reacted support. The solvent is removed and the reacted support is dried.
    Type: Grant
    Filed: April 22, 1998
    Date of Patent: August 1, 2000
    Inventors: Sabyasachi Sinha Ray, Rakesh Sarin, Deepak Kumar Tuli, Madan Mohan Rai, Sobhan Ghosh, Akhilesh Kumar Bhatnagar, Swaminathan Sivaram, Thekke Pangil Mohandas, Dattatraya Haribhau Gholap, Mallinamadugu Jogimarappa Gari Yanjarappa
  • Patent number: 6080902
    Abstract: The present invention relates to a method of using polyolefin waxes prepared by means of metallocene catalysts as additive components in printing inks and surface coatings.
    Type: Grant
    Filed: July 10, 1998
    Date of Patent: June 27, 2000
    Assignee: Clariant GmbH
    Inventors: Hans-Friedrich Herrmann, Gerd Hohner
  • Patent number: 6063973
    Abstract: The novel synthetic polyethylene fluids of the present invention are characterized by high viscosity indices (about 94-151 VI), low pour points (about -60 to -10.degree. C.), and a kinematic viscosity of about 6 to 28 cSt KV at 100.degree. C. The product compositions comprise polymers having a molecular weight of from about 300 to about 30,000 and a branching index of 151 to 586 branches per 1000 CH.sub.2 groups, or BI=0.18-0.40. A process for preparing such novel synthetic polyethylene fluids comprises polymerizing ethylene in the presence of a catalyst system, said catalyst system comprising [A] and [B], wherein [A] is a catalyst having the formula MX.sub.5 and [B] is a co-catalyst having the formula R.sub.n AlX.sub.3-n where M is a Group VB, VIB, or VIII transition metal; X is a halogen anion; R is a C.sub.1 -C.sub.20 alkyl group; and n is 1-2.
    Type: Grant
    Filed: March 19, 1999
    Date of Patent: May 16, 2000
    Assignees: Mobil Oil Corporation, The Pennsylvania University
    Inventors: Ayusman Sen, Suzanne E. Schramm, Jeffrey C. Trewella, Zhaozhong Jiang, Gregory S. Long, Shahid Murtuza
  • Patent number: 6063880
    Abstract: If a catalyst consisting of an aluminoxane and a metallocene of the formula I ##STR1## in particular R.sup.5 R.sup.6 C (Ind).sub.2 or R.sup.5 R.sup.6 C (Ind).sub.2 Zr(CH.sub.3).sub.2, is employed for the polymerization of olefins of the formulaR.sup.9 CH.dbd.CHR.sup.10(R.sup.9, R.sup.10 =H or C.sub.1 -C.sub.28 alkyl), the isotacticity of the polymer wax and hence the hardness and melting point can be varied simply by changing the polymerization temperature, without the molecular weight of the polymer being noticeably changed at the same time.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: May 16, 2000
    Assignee: Targor GmbH
    Inventors: Andreas Winter, Jurgen Rohrmann, Volker Dolle, Martin Antberg, Walter Spaleck
  • Patent number: 6031145
    Abstract: A catalyst composition for a process of oligomerising ethylene to produce 1-butene and/or 1-hexene wherein the catalytic composition is obtained by mixing at least one chromium compound with at least one aryloxy aluminum compound with general formula R.sub.n Al(R'O).sub.3-n where R is a linear or branched hydrocarbyl radical containing 1 to 30 carbon atoms, R'O is an aryloxy radical containing 6 to 80 carbon atoms and n is a whole number which can take the values 0, 1 or 2, and with at least one other hydrocarbyl aluminum compound selected from tris(hydrocarbyl)aluminum compounds or chlorinated or brominated hydrocarbyl aluminum compounds.
    Type: Grant
    Filed: June 17, 1998
    Date of Patent: February 29, 2000
    Assignee: Institut Francais du Petrole
    Inventors: Dominique Commereuc, Sebastien Drochon, Lucien Saussine
  • Patent number: 6013850
    Abstract: A process to maximize the production of low molecular weight alpha olefins from ethylene is disclosed. The process comprises oligomerizing ethylene in the presence of a catalyst, of titanium aryloxide and/or titanium alkoxide; alkyl aluminum halide and triaryl phosphine and/or trialkyl phosphine in the temperature range of 80.degree. C. to 110.degree. C. at substantially low pressures of from 60 to 150 psi. A continuous supply of ethylene is maintained.
    Type: Grant
    Filed: April 8, 1997
    Date of Patent: January 11, 2000
    Assignee: Indian Petrochemicals Corporation Limited
    Inventors: G. L. Tembe, S. Muthukumaru Pillai, Sheo Satish, M. Ravindranathan
  • Patent number: 5929185
    Abstract: Copolymers have a viscosity index VI of more than 160 and compriseA) from 99.0 to 99.99 % by weight of C.sub.2 -C.sub.20 -alk-1-enes andB) from 0.01 to 1.0% by weight of C.sub.5 -C.sub.20 -.alpha.,.omega.-dienes having isolated double bonds.
    Type: Grant
    Filed: May 30, 1997
    Date of Patent: July 27, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Joachim Rosch, Helmut Mach, Freddy Gruber
  • Patent number: 5919996
    Abstract: A process is provided to modify an olefin production catalyst system which comprises contacting an olefin production catalyst system with ethylene prior to use. A process also is provided to trimerize and/or oligomerize olefins with the novel, modified olefin catalyst production system. The modified olefin production catalyst system produces less solids, such as, for example, polymer.
    Type: Grant
    Filed: October 13, 1998
    Date of Patent: July 6, 1999
    Assignee: Phillips Petroleum Company
    Inventors: Jeffrey W. Freeman, John L. Buster, Ronald D. Knudsen
  • Patent number: 5917100
    Abstract: A catalyst formed by the reaction of a magnesium alkoxide dispersion having a particle size of from 100 to 3000 nm with a compound of a metal selected from the group comprising titanium, zirconium, vanadium and chromium and then with a chlorine-containing organoaluminum compound possesses a very good hydrogen responsiveness and a high activity even in the presence of molecular-weight regulators such as hydrogen. The catalyst is therefore outstandingly suitable for the production of low molecular-weight polyolefins. The catalyst makes possible the production of waxes having a reduced residual ash content. The large particle diameter and the low fines content of the polymer powder produced by suspension polymerization with this catalyst enables easy removal of the suspension medium and drying. The catalyst is furthermore advantageously used in solution polymerization and, because of the large particle diameter, in gas phase polymerization for producing low molecular-weight poly-1-olefins.
    Type: Grant
    Filed: May 28, 1997
    Date of Patent: June 29, 1999
    Assignee: Clariant GmbH
    Inventors: Ludwig Bohm, Hans-Friedrich Herrmann, Joachim Berthold, Gerd Hohner, Rainer Lecht, Hans Joachim Vetter
  • Patent number: 5910619
    Abstract: The disclosure described a process for producing an .alpha.-olefin oligomer, which comprises carrying out oligomerization of an .alpha.-olefin in a solvent in the presence of a catalytically effective amount of a chromium-based catalyst system composed of a combination of at least (a) a chromium compound, (b) a nitrogen-containing compound of at least one selected from the group consisting of an amine, an amide and an imide, (c) an alkylaluminum compound and (d) a halogen-containing compound,wherein each of the .alpha.-olefin, the chromium compound (a), the nitrogen-containing compound (b) of at least one selected from the group consisting of an amine, an amide and an imide, the alkylaluminum compound (c) and the halogen-containing compound (d) is supplied to a reaction system in a mode that the chromium compound (a) and the alkylaluminum compound (c) do not contact each other before each of said compounds (a) to (d) and the .alpha.-olefin coexists in the reaction solvent and the oligomerization of an .alpha.
    Type: Grant
    Filed: June 20, 1995
    Date of Patent: June 8, 1999
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Hisao Urata, Takayuki Aoshima, Toshiyuki Oshiki, Jun Takahara, Shinji Iwade, Yoshiaki Nanba, Yoshitaka Araki, Hirofumi Nakamura, Takeshi Okano
  • Patent number: 5910618
    Abstract: 2,3-Dimethyl-2-butene is prepared by isomerizing 2,3-dimethyl-1-butene using at least one acid selected from the group consisting of sulfuric acid and sulfonic acids. By this process, 2,3-dimethyl-2-butene is effectively prepared from 2,3-dimethyl-1-butene using an inexpensive catalyst such as sulfonic acid or the sulfonic acids. Further, a dimerization reaction product of propene can also be used in the isomerization step without removing the dimerization catalyst from the reaction product.
    Type: Grant
    Filed: March 19, 1997
    Date of Patent: June 8, 1999
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kotohiro Nomura, Michio Yamamoto, Masashi Komatsu
  • Patent number: 5908903
    Abstract: Catalyst systems which are suitable for polymerizing olefinically unsaturated compounds comprise as active constituentsA) a metallocene complex of the metals of the fourth, fifth or sixth transition group of the Periodic Table of the Elements,B) a compound forming metallocenium ions andC) a sterically hindered, organic Lewis base.
    Type: Grant
    Filed: December 20, 1996
    Date of Patent: June 1, 1999
    Assignee: BASF Aktiengesellschaft
    Inventor: Joachim Rosch
  • Patent number: 5880323
    Abstract: Disclosed herein are processes for polymerizing ethylene, acyclic olefins, and/or selected cyclic olefins, and optionally selected olefinic esters or carboxylic acids, and other monomers. The polymerizations are catalyzed by selected transition metal compounds, and sometimes other co-catalysts. Since some of the polymerizations exhibit some characteristics of living polymerizations, block copolymers can be readily made. Many of the polymers produced are often novel, particularly in regard to their microstructure, which gives some of them unusual properties. Numerous novel catalysts are disclosed, as well as some novel processes for making them. The polymers made are useful as elastomers, molding resins, in adhesives, etc. Also described herein is the synthesis of linear .alpha.-olefins by the oligomerization of ethylene using as a catalyst system a combination a nickel compound having a selected .alpha.-diimine ligand and a selected Lewis or Bronsted acid, or by contacting selected .alpha.
    Type: Grant
    Filed: July 10, 1997
    Date of Patent: March 9, 1999
    Assignees: E. I. du Pont de Nemours and Company, University of North Carolina
    Inventors: Maurice S. Brookhart, III, Lynda Kaye Johnson, Christopher Moore Killian, Lin Wang, Zhen-Yu Yang
  • Patent number: 5877376
    Abstract: The invention concerns an improved process for the conversion of ethylene into butene-1, wherein the ethylene is brought into contact with a catalyst obtained by the reaction of an alkyl titanate, possibly mixed with an ether, with a compound of aluminium of the formula AlR.sub.3 or AlR.sub.2 H, and in the presence of an additive formed by at least one quaternary ammonium salt.
    Type: Grant
    Filed: April 24, 1997
    Date of Patent: March 2, 1999
    Assignees: Institut Francais du Petrole, Saudi Basic Industries Corporation
    Inventors: Dominique Commereuc, Yves Chauvin, Fran.cedilla.ois Hugues, Yves Glaize
  • Patent number: 5859303
    Abstract: A process is provided to trimerize or oligomerize olefins in the presence of an olefin oligomerization catalyst and a solvent which is a product of the olefin oligomerization process.
    Type: Grant
    Filed: December 18, 1995
    Date of Patent: January 12, 1999
    Assignee: Phillips Petroleum Company
    Inventor: Mark E. Lashier
  • Patent number: 5856612
    Abstract: The present invention relates to a process for producing an .alpha.-olefin oligomer by subjecting .alpha.-olefin to oligomerization in a reaction zone in the presence of a reaction solution containing a chromium-based catalyst, which comprises,continuously conducting said oligomerization of .alpha.-olefin by using said chromium-based catalyst comprising at least a chromium compound (a), a nitrogen-containing compound (b) selected from the group consisting of amines, amides and imides, and an alkyl aluminum compound (c) while maintaining a molar ratio of the .alpha.-olefin oligomer to .alpha.-olefin in the range of 0.05 to 1.00.
    Type: Grant
    Filed: January 29, 1997
    Date of Patent: January 5, 1999
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Yoshitaka Araki, Hirofumi Nakamura, Yoshiaki Nanba, Takeshi Okano
  • Patent number: 5849960
    Abstract: There is provided a new branched primary alcohol composition and the sulfates thereof exhibiting good cold water detergency and biodegradability. The branched primary alcohol composition has an average number of branches per chain of at least 0.7, having at least 8 carbon atoms and contianing both methyl and ethyl branches. The primary alcohol composition may also contain less than 0.5 atom % of quaternary carbon atoms, and a significant number ethyl branches, terminal isopropyl branches, and branching it the C.sub.3 position relative to the hydroxyl carbon. The process for its manufacture is by skeletally isomerizing an olefin feed having at least 7 carbon atoms followed by conversion to an alcohol, as by way of hydroformylation, and ultimately, sulfation to obtain a detergent surfactant. Useful catalysts include the zeolites having at least one channel with a crystallographic free diameter along the x and/or y planes of the ?001! view ranging from greater than 4.2 .ANG. and less than 7 .ANG.
    Type: Grant
    Filed: November 26, 1996
    Date of Patent: December 15, 1998
    Assignee: Shell Oil Company
    Inventors: David M. Singleton, Louis Kravetz, Brendan Dermot Murray
  • Patent number: 5824833
    Abstract: A process for producing an vinylidene olefin of the formula ##STR1## where R.sup.1 and R.sup.2 are the same or different and are hydrogen or alkyl and m is an integer of from 0 to 18, with a catalytically effective amount of a mixture of i) an aluminum compound of the formula R.sup.4.sub.n Al(OR.sup.5).sub.p where R.sup.4 and R.sup.5 are the same or different and are alkyl, n is an integer from 0.75 to 2.75, and p is an integer from 0.25 to 2.25, the sum of n and p being 3, at a temperature of from about 120.degree. C. to about 200.degree. C. whereby a major amount of said vinylidene and deep internal olefin dimer is produced and only a minor amount of a beta internal olefin isomer.
    Type: Grant
    Filed: November 28, 1994
    Date of Patent: October 20, 1998
    Assignee: Amoco Corporation
    Inventor: Kaung-Far Lin
  • Patent number: 5811618
    Abstract: Ethylene is trimerized to form 1-hexene by using a catalyst comprising an aluminoxane and polydentate phosphine, arsine, and/or stibine coordination complex of a chromium salt. Catalysts, complexes, and ligands enabling production of 1-hexene in extremely high yields and purity are also described.
    Type: Grant
    Filed: August 25, 1995
    Date of Patent: September 22, 1998
    Assignee: Amoco Corporation
    Inventor: Feng-Jung Wu
  • Patent number: 5792895
    Abstract: The invention concerns an improved process for the conversion of ethylene into but-1-ene, wherein the ethylene is brought into contact with a catalyst obtained by the interaction of an alkyl titanate, possibly mixed with an ether, with a compound of aluminium of the formula AlR.sub.3 or AlR.sub.2 H, and in the presence of an additive formed by at least one polyethylene glycol and/or one of its derivatives such as a monoether or a monoester of polyethylene glycol.
    Type: Grant
    Filed: April 24, 1997
    Date of Patent: August 11, 1998
    Assignees: Institut Francais du Petrole, Saudi Basic Industries Corporation
    Inventors: Dominique Commereuc, Yves Chauvin, Francois Hugues, Yves Glaize
  • Patent number: 5780694
    Abstract: There is provided an alcohol composition obtained by dimerizing an olefin feed comprising C.sub.6 -C.sub.10 linear olefins to obtain C.sub.12 -C.sub.20 olefins, followed by conversion to alcohols, such as by hydroformylation. The composition has an average number of branches ranging from 0.9 to 2.0 per molecule. The linear olefin feed preferably comprises at least 85% of C.sub.6 -C.sub.8 -olefins. The primary alcohol compositions are then converted to anionic or nonionic surfactants, preferably sulfated or oxyalkylated or both. The sulfated compositions are biodegradable and possess good cold water detergency. The process for making the dimerized primary alcohol comprises dimerizing, in the presence of a homogeneous dimerization catalyst under dimerization conditions, an olefin feed comprising C.sub.6 -C.sub.10 olefins and preferably at least 85 weight % of linear olefins based on the weight of the olefin feed, to obtain a C.sub.12 -C.sub.20 ; optionally double bond isomerizing said C.sub.12 -C.sub.
    Type: Grant
    Filed: November 26, 1996
    Date of Patent: July 14, 1998
    Assignee: Shell Oil Company
    Inventor: David M. Singleton
  • Patent number: 5750817
    Abstract: The disclosure describes a process for preparing .alpha.-olefin oligomers, which comprises carrying out oligomerization of an .alpha.-olefin in a solvent by reacting said .alpha.-olefin in a chromium-based catalyst system composed of a combination of at least a chromium compound, an amine or metal amide, and an alkylaluminum compound, in a contacting mode that the chromium compound and the alkylaluminum compound are not previously contacted with each other.
    Type: Grant
    Filed: March 13, 1996
    Date of Patent: May 12, 1998
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Eiji Tanaka, Hisao Urata, Toshiyuki Oshiki, Takayuki Aoshima, Riichirou Kawashima, Shinji Iwade, Hirofumi Nakamura, Syunji Katsuki, Takeshi Okano
  • Patent number: 5750816
    Abstract: An oligomerization of .alpha.-olefins is carried out in a solvent using a chromium-based catalyst system comprising at least (a) a chromium compound, (b) at least one nitrogen-containing compound selected from amines, amides and imides, and (c) an alkylaluminum compound, and the catalyst components and by-product polymers are recovered simultaneously from the reaction solution. Such process is an industrially advantageous process for producing .alpha.-olefin oligomers by using a chromium-based catalyst, and is simple and capable of efficiently recovering the by-product polymers and the catalyst components simultaneously.
    Type: Grant
    Filed: March 1, 1996
    Date of Patent: May 12, 1998
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Yoshitaka Araki, Takashi Ishikawa, Hirofumi Nakamura, Akio Tsuboi, Yoshiaki Nanba, Takeshi Okano, Takayuki Aoshima, Shinji Iwade
  • Patent number: 5750813
    Abstract: A process for the preparation of a polyolefin wax by polymerization or copolymerization of olefins or diolefins in suspension and in the presence of a catalyst. The process utilizes a metallocene and a cocatalyst, wherein the metallocene is a compound of the formula I ##STR1## in which M.sup.1 is a metal of group IVb, Vb or VIb of the Periodic Table of Elements, R.sup.1 and R.sup.2 are identical or different and are a hydrogen atom, a C.sub.1 -C.sub.10 -alkyl group, a C.sub.1 -C.sub.10 -alkoxy group, a C.sub.6 -C.sub.10 -aryl group, a C.sub.6 -C.sub.10 -aryloxy group, a C.sub.2 -C.sub.10 -alkenyl group, a C.sub.7 -C.sub.40 -arylalkyl group, a C.sub.7 -C.sub.40 -alkylaryl group, a C.sub.8 -C.sub.40 -arylalkenyl group or a halogen atom and R.sup.3 and R.sup.4 are identical or different and are a mononuclear or polynuclear hydrocarbon radical which may form a sandwich structure with the central atom M.sup.
    Type: Grant
    Filed: December 9, 1994
    Date of Patent: May 12, 1998
    Assignee: Clarian & GmbH
    Inventors: Reiner Hess, Hartmut Voigt, Hans-Friedrich Herrmann, Ludwig Bohm, Walter Spaleck, Gerd Hohner
  • Patent number: 5744677
    Abstract: Alpha-olefins enriched in 1-hexene are prepared by oligomerizing ethylene in the presence of a catalyst comprising (a) a chromium complex containing a coordinating polydentate ligand and, (b) an aluminoxane, in an organic solvent.
    Type: Grant
    Filed: July 14, 1992
    Date of Patent: April 28, 1998
    Assignee: Amoco Corporation
    Inventor: Feng-Jung Wu
  • Patent number: 5731486
    Abstract: A method for producing 3-methyl-2-pentene which is substantially free of any other C.sub.6 olefin, except 2-ethyl-1-butene, by first producing a stream that contains 2-ethyl-1-butene from the trimerization of ethylene, and second by recovering the 2-ethyl-1-butene as 3-methyl-2-pentene via etherification, separation of the ether, and decomposition of the ether back to predominantly 3-methyl-2-pentene with some 2-ethyl-1-butene.
    Type: Grant
    Filed: July 17, 1995
    Date of Patent: March 24, 1998
    Assignee: Exxon Chemical Patents Inc
    Inventors: Dan E. Hendriksen, Gerald G. McGlamery, Michael J. Keenan, Derrick D. Pete
  • Patent number: 5731487
    Abstract: The present invention provides a process for producing olefin having a terminal double bond by trimerizing at least one monomer selected from a group consisting of ethylene, propylene, and 1-butene, which comprises using a catalyst comprising a product prepared from(1) component (A): a chromium compound represented by the formula ?1!CrXmYn ?1!wherein X represents carboxylic acid residue, 1,3-diketone residue, halogen atom or alkoxyl group, Y represents amine, phosphine, phosphine oxide, nitrosyl group or ether, m means an integer of from 2 to 4 and n means an integer of from 0 to 4,component (B): a heterocyclic compound having a pyrrole ring unit or an imidazole ring unit, andcomponent (C): an aluminum compound represented by the formula ?2!AlR.sub.k Z.sub.
    Type: Grant
    Filed: August 9, 1996
    Date of Patent: March 24, 1998
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Mitsuhisa Tamura, Kenshi Uchida, Yoshiaki Ito, Kiyoshi Iwanaga
  • Patent number: 5728783
    Abstract: Polymerization process to obtain elastomeric copolymers or terpolymers based on ethylene for cold flow improver (CFI) having a viscosimetric average molecular weight ranging between 600 and 16,000.a) The process includes polymerizing monomers in suspension in the presence of an alpha-olefin liquid under reaction conditions, in the presence of an amount of solvent from about 5 to 30% by volume of the reactor volume in the presence of a polymerization catalyst able to give the X.sub.2 and/or X.sub.4 parameters, lower less than or equal to 0.02, X.sub.2 and X.sub.4 representing the fraction of uninterrupted methylenic sequences of 2 and 4 methylenic groups between two successive methyl or methylene groups respectively in the polymeric chain, as compared with the uninterrupted total sequences of methylene groups determined by .sup.
    Type: Grant
    Filed: October 30, 1996
    Date of Patent: March 17, 1998
    Assignee: Societa 'Italiana Additivi Per Carburanti S.r.l.
    Inventors: Paolo Falchi, Trevor John Russell
  • Patent number: 5728912
    Abstract: The process of butene-1 production comprises the steps of: a) sending a inhibited catalyst containing reactor effluent to a flash section where the pressure is decreased by about 0.1 MPa to about 2 MPa, and obtaining a first gaseous phase containing ethylene and butene-1 and a first liquid phase containing the inhibited catalyst; b) sending the first liquid phase from step a) to at least one vaporisation section which allows the separation of a second gaseous phase containing butene-1 and ethylene from a second liquid phase containing the inhibited catalyst; c) sending the second liquid phase from step b) to at least one thin film evaporation section which allows the separation of a third gaseous phase containing ethylene, butene-1 and some other heavier hydrocarbon products from a concentrated inactivated catalyst solution and, d) collecting the first, second and third gaseous phases to form a gaseous reactor effluent substantially free of spent catalyst.
    Type: Grant
    Filed: April 29, 1996
    Date of Patent: March 17, 1998
    Assignees: Institut Francais du Petrole, Saudi Basic Industries Corp.
    Inventors: Syed Saqualain Haider Rizvi, Fahad Abdulaziz Al Sherehy, Moayyed Issa Al-Qurtas, Alain Forestiere, Jean Gaillard
  • Patent number: 5723712
    Abstract: A novel catalytic composition comprises a mixture of lithium halide, a hydrocarbylaluminium halide and at least one compound of a catalytic element, in particular a nickel complex. The invention also concerns a process for the oligomerisation and co-oligomerisation of olefins catalysed by said composition. The catalytic mixture, which is liquid at the start of the reaction, is gradually transformed into a solid which is then readily separated from the reaction products.
    Type: Grant
    Filed: July 10, 1996
    Date of Patent: March 3, 1998
    Assignee: Institut Francais du Petrole
    Inventors: Yves Chauvin, Roberto de Souza, Helene Olivier
  • Patent number: 5723705
    Abstract: A process for the preparation of a polyolefin wax by polymerization or co-polymerization of olefines or diolefins at a temperature of -40.degree. to 100.degree. C. at a pressure of 0.5 to 120 bar, in suspension and in the presence of a metallocene catalyst and a co-catalyst, thereby producing wax products in solid form which may be easily separated from the suspending agent and the catalyst need not be separated off.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: March 3, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans-Friedrich Herrmann, Ludwig Bohm, Hartmut Voigt, Walter Spaleck, Gerd Hohner
  • Patent number: 5689028
    Abstract: A process is provided to inhibit trimerization catalyst system activity which comprises the sequential steps of contacting a reactor effluent stream with alcohol; removing any desired olefin products; adding an aqueous base to the non-olefin portion; removing a precipitate; separating the aqueous and organic phases; and adding an acid to the aqueous phase.
    Type: Grant
    Filed: December 18, 1995
    Date of Patent: November 18, 1997
    Assignee: Phillips Petroleum Company
    Inventors: Mark E. Lashier, Jeffrey W. Freeman, Ronald D. Knudsen
  • Patent number: 5688887
    Abstract: Catalysts and processes are described to make low molecular weight, essentially terminally-unsaturated, viscous poly(1-olefin) or copoly(1-olefin) having a high terminal vinylidine content from a feed stock containing one or more 1-olefin and other volatile hydrocarbon liquids using a Ziegler catalyst made from a Group IVb metallocene and an aluminoxane cocatalyst, particularly bis(cyclopentadienyl) and bis(indenyl) titanium(IV), zirconium(IV) or hafnium(IV) compounds and methylaluminoxane. A particularly useful feed stock is a refinery stream containing 1-olefins and isobutylene which is used to make polyisobutylene.
    Type: Grant
    Filed: December 21, 1995
    Date of Patent: November 18, 1997
    Assignee: Amoco Corporation
    Inventors: Vahid Bagheri, Bruce Edward Firth, Joanna Kyrle Money, Eric Jan Moore, Frank Calabrese, Robert Scott Hensey
  • Patent number: 5675049
    Abstract: A process is provided for producing liquid ethylene-type random copolymers by copolymerizing ethylene and a C.sub.3 --C.sub.2 O alpha-olefin in the presence of a catalyst comprising an alumoxane and a stereorigid metallocene compound described by the formula:R"(CpR.sub.5)(CpR'.sub.5)MeQ.sub.2wherein each Cp is a cyclopentadienyl or substituted cyclopentadienyl ring; each R and R' is the same or different and is hydrogen or a hydrocarbyl radical having 1-20 carbon atoms or two R or two R' together form a hydrocarbyl radical having 2-20 carbon atoms; R" is a structural bridge between the two Cp rings imparting stereorigidity to the compound; Me is a transition metal of Group IVb of the periodic table; and each Q is a hydrocarbyl radical having 1-20 carbon atoms or is a halogen. A portion of the alumoxane may be replaced with an alkylaluminum.
    Type: Grant
    Filed: August 31, 1993
    Date of Patent: October 7, 1997
    Inventors: Walter Vermeiren, Patrick Brems, Herve Hinnekens
  • Patent number: 5663469
    Abstract: Vinylidene olefin can be formed in good yield and high selectivity in much shorter reaction periods than found critical heretofore. The process involves dimerizing vinyl olefin with at least one trialkylaluminum compound as the catalyst component charged to the reaction vessel. These materials are charged to the reactor so that it contains in the range of 0.001 to 0.5 mol of trialkylaluminum per mol of the initial vinyl olefin. The reaction is performed at a temperature in the range of 100.degree. to 200.degree. C. for a period of time sufficient to convert 10 to 99% by weight of the initial vinyl olefin to a different product with at least 80 wt % vinylidene dimer selectivity. In conducting the process the liquid reaction mixture is in direct contact with a nickel-containing metal alloy surface for at least one hour at a temperature above about 50.degree. C.
    Type: Grant
    Filed: February 5, 1996
    Date of Patent: September 2, 1997
    Assignee: Amoco Corporation
    Inventors: Douglas H. Krzystowczyk, Kaung-Far Lin
  • Patent number: 5659100
    Abstract: Vinylidene olefin can be formed in good yield and high selectivity in much shorter reaction periods than found critical heretofore. The process involves dimerizing vinyl olefin with at least one trialkylaluminum compound as the sole catalyst component charged to the reaction vessel. These materials are charged to the reactor so that it contains in the range of 0.001 to 0.5 mol of trialkylaluminum per mol of the initial vinyl olefin. The reaction is performed at a temperature in the range of 100.degree. to 200.degree. C. for a period of time sufficient to convert 10 to 99% by weight of the initial vinyl olefin to a different product and form a product mixture with at least 80 wt % vinylidene dimer selectivity.
    Type: Grant
    Filed: February 5, 1996
    Date of Patent: August 19, 1997
    Assignee: Amoco Corporation
    Inventor: Kaung-Far Lin
  • Patent number: 5648581
    Abstract: A method for polymerizing or copolymerizing .alpha.-olefin in a vapor phase condition by supplying to a reactor a catalyst composed of a solid catalyst component containing at least titanium and/or vanadium as well as magnesium and an organic aluminum compound wherein the current due to the electric charge transferred from polymer particles electrified to an electrode disposed at a position where sheet-like polymers will be produced in a reactor, as a result of contact of the polymer particles in the reactor with the electrode is determined, and the polymerization or copolymerization is carried out under such condition where the mean value of current is zero or a positive value. As a result, it becomes possible to prevent production of sheet-like polymers and to stably continue the reaction for polymerization.
    Type: Grant
    Filed: February 8, 1996
    Date of Patent: July 15, 1997
    Assignee: Nippon Petrochemicals Company, Limited
    Inventors: Kunimichi Kubo, Masahiro Niwa, Eiko Kobayashi, Mamoru Yoshikawa