Using P-containing Catalyst Patents (Class 585/514)
  • Patent number: 7030286
    Abstract: The invention relates to a process for preparing 1-octene by reacting 1,3-butadiene with a telogen of the formula H—X—Y—H, where X is O, N, S or P and Y is C, N or Si and X and Y bear, depending on their valence, further substituents, in the presence of a telomerization catalyst to form a telomer of the formula H2C?CH—CH2—CH2—CH2—CH?CH—CH2—X—Y—H, partially hydrogenating the telomer to form a 1-substituted 2-octene of the formula H3C—CH2—CH2—CH2—CH2—CH?CH—CH2—X—Y—H and dissociating the 1-substituted 2-octene to give 1-octene.
    Type: Grant
    Filed: January 18, 2002
    Date of Patent: April 18, 2006
    Assignee: OXENO Olefinchemie GmbH
    Inventors: Dirk Röttger, Axel Tuchlenski
  • Patent number: 6987154
    Abstract: This invention relates generally to synthetic procedures that include the step of ring-opening metathesis of cyclic olefins and reaction with an acyclic diene co-reactant to produce regularly repeating A,B-alternating olefin polymers. The A,B-alternating polymers are produced by varying reaction conditions and/or reactant proportions and using only two types of olefin metathesis (ring-opening and cross) to provide regularly repeating ABAB . . . etc. polymers via ring-opening metathesis polymerization (ROMP). More particularly, the invention pertains to synthesis of A,B-alternating olefin polymers via olefin metathesis reactions using a Group 8 transition metal complex as the metathesis catalyst. Polymers provided herein have utility in a variety of fields, including not only polymer chemistry per se, but also in the pharmaceutical, biomedical, and packaging industries where the structure and properties of polymers need to be tightly controlled.
    Type: Grant
    Filed: February 19, 2003
    Date of Patent: January 17, 2006
    Assignee: California Institute of Technology
    Inventors: Tae-Lim Choi, Choon Woo Lee, Isaac M. Rutenberg, Robert H. Grubbs
  • Patent number: 6900152
    Abstract: A catalyst used for trimerization of ethylene into 1-hexene is descrobed, which comprises (i) a specific organometallic complex having a neutral multidentate ligand having a tripod structure, (ii) an alkylaluminoxane, and an optional ingredient selected from: (iii) a halogenated inorganic compound, (iv) a specific alkyl group-containing compound, (v) a combination of a halogenated inorganic compound with a specific alkyl group-containing compound, (vi) an amine compound and/or an amide compound, and (vii) a combination of an amine compound and/or an amide compound with a specific alkyl group-containing compound.
    Type: Grant
    Filed: September 28, 2001
    Date of Patent: May 31, 2005
    Assignee: Tosoh Corporation
    Inventors: Toru Yoshida, Toshihide Yamamoto, Hisanori Okada, Hideyuki Murakita
  • Patent number: 6875900
    Abstract: An oligomerization process for the production of higher aliphatic olefins is disclosed. In the process, a liquid oligomerization feed stream comprising lighter aliphatic olefins is passed to a reactor vessel. The liquid oligomerization feed stream is transported upwardly in the reactor vessel against gravity through a fixed bed of solid oligomerization catalyst under oligomerization conditions. The catalyst has a Hammett acidity value of ?4 or less. A liquid oligomerization effluent stream is recovered comprising product higher aliphatic olefins.
    Type: Grant
    Filed: April 30, 2002
    Date of Patent: April 5, 2005
    Assignee: UOP LLC
    Inventor: William J. Koves
  • Publication number: 20040054211
    Abstract: Described is a process for reducing the fluoride content of products prepared in a process utilizing a fluorophosphite-containing transition metal complex catalyst, involving contacting the products with an adsorbent.
    Type: Application
    Filed: September 16, 2002
    Publication date: March 18, 2004
    Inventors: Ginette Struck Tolleson, Thomas Allen Puckette
  • Patent number: 6689927
    Abstract: A process for the production of C8 alkenes with high selectivities to 2,4,4-trimethylpentene by the oligomerization of isobutene and/or n-butene at lower temperatures is disclosed. Higher proportions of heavy paraffins mixed with the butene feed in the oligomerization zone improve the selectivity to 2,4,4-trimethylpentene along with better selectivity to octene and lower selectivity to dodecene. Additionally, we have found that n-butene codimerizes with isobutene selectively to 2,4,4-trimethylpentene.
    Type: Grant
    Filed: May 7, 2001
    Date of Patent: February 10, 2004
    Assignee: UOP LCC
    Inventors: Robert R. Frame, Laurence O. Stine, Hayim Abrevaya
  • Patent number: 6660898
    Abstract: A process for dimerizing light olefinic hydrocarbons in a reaction zone containing a solid acidic catalyst. The process comprises recovering a reaction zone effluent which contains unreacted olefinic hydrocarbons, converting the unreacted olefinic hydrocarbons into an intermediate product in the effluent and separating the intermediate product from the effluent. By decomposing the separated intermediate product the unreacted olefinic hydrocarbons can be recovered and recycled to the reaction zone. By means of the invention, the yield of the product and the lifetime of the catalyst can be improved in a direct dimerization process of light olefins.
    Type: Grant
    Filed: November 3, 2000
    Date of Patent: December 9, 2003
    Assignee: Fortum Oil & Gas Oy
    Inventors: Antti Pyhälahti, Juhani Aittamaa
  • Patent number: 6649802
    Abstract: A process is disclosed for the oligomerization of light olefins to higher olefins. The process uses a catalyst that has an inert core and a thin layer of molecular sieve applied to the inert core. The molecular sieve is a crystalline silicoaluminate or metalloaluminophosphate and provides the acid sites for the oligomerization reactions. The thin layer provides for more selective control and limits the amount of oligomerization for liquid phase oligomerization processes.
    Type: Grant
    Filed: May 22, 2002
    Date of Patent: November 18, 2003
    Assignee: UOP LLC
    Inventors: Robert R. Frame, Den-Yang Jan, Hayim Abrevaya
  • Publication number: 20030166456
    Abstract: A process for the trimerisation of olefins is disclosed, comprising contacting a monomeric olefin or mixture of olefins under trimerisation conditions with a catalyst which comprises (a) a source of chromium, molybdenum or tungsten (b) a ligand containing at least one phosphorus, arsenic or antimony atom bound to at least one hydrocarbyl or heterohydrocarbyl group having a polar substituent, but excluding the case where all such polar substituents are phosphane, arsane or stibana groups; and optionally (c) an activator.
    Type: Application
    Filed: January 10, 2003
    Publication date: September 4, 2003
    Inventor: Duncan Frank Wass
  • Patent number: 6500999
    Abstract: A process is described for the production of hydrocarbons with a high octane number starting from hydrocarbon cuts containing isobutene by means of selective dimerization with acid catalysts, characterized in that the dimerization reaction is carried out in a tubular reactor using a feeding containing isobutene in quantities of less than 20% by weight and with a molar ratio linear olefins/isobutene greater than 3, preferably operating at a reaction temperature ranging from 30 to 120° C., at a pressure of less than 5 MPa and at feeding space velocities of less than 60 h−1.
    Type: Grant
    Filed: January 18, 2001
    Date of Patent: December 31, 2002
    Assignee: Snamprogetti S.p.A.
    Inventors: Mario Di Girolamo, Mario Marchionna, Lorenzo Tagliabue
  • Patent number: 6501001
    Abstract: In order to carry out selective dimerization of propylene principally into branched dimers, a catalytic composition resulting from at least partly dissolving a nickel compound mixed or complexed with a tertiary phosphine carrying a functional group is used in a medium resulting from mixing at least one quaternary ammonium halide and/or at least one quaternary phosphonium halide, at least one aluminum halide and optionally at least one organometallic aluminum compound.
    Type: Grant
    Filed: February 5, 2001
    Date of Patent: December 31, 2002
    Assignee: Institut Francais du Petrole
    Inventors: Dominique Commereuc, Dominique Le Pennec, Hélène Olivier-Bourbigou
  • Patent number: 6414097
    Abstract: A method for the cross-metathesis of terminal olefins is disclosed. The method describes making disubstituted internal olefin products by contacting a first terminal olefin with another first terminal olefin to form a dimer and then contacting the dimer with a second terminal olefin in the presence of a catalyst having the formula where M may be Os or Ru, R and R1 may be the same or different and may be hydrogen or a substitutent group selected from C1-C20 alkyl, C2-C20 alkenyl, C2-C20alkynyl, aryl, C1C20 carboxylate, C1-C20 alkoxy, C2-C20 alkenyloxy, C2-C20 alkynyloxy, aryloxy, C2-C20 alkoxycarbonyl, C1-C20 alkylthio, C1-C20 alkylsulfonyl, and C1-C20 alkylsulfinyl. X and X1 may be the same or different and may be any anionic ligand. L and L1 may be the same or different and may be any neutral electron donor.
    Type: Grant
    Filed: July 31, 2001
    Date of Patent: July 2, 2002
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, Daniel J. O'Leary, Helen E. Blackwell
  • Patent number: 6403853
    Abstract: In a process for the oligomerization of light olefins (e.g. propylene) to more valuable higher olefins (e.g. hexene), the use of a molecular sieve (e.g. SAPO-11) that has been acid washed has shown to provide superior selectivity to, and yield of, the desired product. These benefits are attributed to a reduction in non-selective acid sites as well as an increase in phosphorous content (in the case of SAPO molecular sieves) at the molecular sieve crystallite surface, a probable result of removing amorphous silicon aluminum phosphate acid, silicophosphorous acids, and/or phosphoric acids. Furthermore, this removal is likely accompanied by an increased accessibility of olefinic feed components to the so-called “selective” acid sites within the sieve pores. Post-synthesis acid washing of the molecular sieve has not only demonstrated a narrower carbon number distribution of olefin oligomers, but also improved the linearity of the oligomerized olefinic product slate in general.
    Type: Grant
    Filed: September 21, 2000
    Date of Patent: June 11, 2002
    Assignee: UOP LLC
    Inventors: Hayim Abrevaya, Robert R. Frame
  • Patent number: 6399843
    Abstract: An oligomerization process for the production of higher aliphatic olefins is disclosed. In the process, a liquid oligomerization feed stream comprising lighter aliphatic olefins is passed to a reactor vessel. The liquid oligomerization feed stream is transported upwardly in the reactor vessel against gravity through a fixed bed of solid oligomerization catalyst under oligomerization conditions. The catalyst has a Hammett acidity value of −4 or less. A liquid saturate stream comprising paraffins is passed into contact with the feed stream and the catalyst. A liquid oligomerization effluent stream is recovered comprising the paraffins and product higher aliphatic olefins.
    Type: Grant
    Filed: October 12, 2000
    Date of Patent: June 4, 2002
    Assignee: UOP LLC
    Inventor: William J. Koves
  • Patent number: 6395948
    Abstract: A process for preparing very high viscosity polyalphaolefins using an acidic ionic liquid oligomerization catalyst in the absence of an organic diluent and the products formed thereby.
    Type: Grant
    Filed: May 31, 2000
    Date of Patent: May 28, 2002
    Assignee: Chevron Chemical Company LLC
    Inventors: Kenneth D. Hope, Michael S. Driver, Thomas V. Harris
  • Patent number: 6326407
    Abstract: A method of transforming a normally gaseous composition consisting essentially of methane into a material comprising a major portion, at least, of hydrocarbons containing at least two carbon atoms; the method comprising the steps of feeding the composition into a reactor including a first electrode means, a second electrode means and at least one layer of a normally solid dielectric material positioned between the first and the second electrode means; submitting the composition within the reactor in the presence of a normally solid catalyst to a dielectric barrier discharge; and controlling the dielectric barrier discharge to convert the normally gaseous composition into the material comprising a major portion, at least, of the hydrocarbons containing at least two carbon atoms.
    Type: Grant
    Filed: August 4, 2000
    Date of Patent: December 4, 2001
    Assignee: ABB Research Ltd.
    Inventors: Baldur Eliasson, Chang-Jun Liu, Eric Killer
  • 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: 6284938
    Abstract: A process for the production of C8 and higher carbon number alkene oligomers by the oligomerization of light olefins to heavier olefins is improved by the addition of heavy paraffins to the oligomerization zone. The recycle of the heavy paraffins extends the catalyst activity and improves the catalyst life. The non-reactive paraffin stream may be recycled through the process with minimal losses and make-up.
    Type: Grant
    Filed: December 20, 1999
    Date of Patent: September 4, 2001
    Assignee: UOP LLC
    Inventors: Laurence O. Stine, Brian S. Muldoon, Steven C. Gimre, Robert R. Frame
  • 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: 6111159
    Abstract: A method is provided for putting a fresh bed of solid phosphoric acid catalyst into service to catalyze a hydrocarbon conversion process. The method involves establishing hydrocarbon conversion conditions of temperature and pressure in the catalyst bed while it is immersed in a hydrocarbon liquid which is substantially free of water and compounds which can yield water upon contact with the catalyst. Thereafter, the catalyst bed is used to catalyze the conversion of a hydrocarbon feedstock which contains a minor amount of a hydrating agent which is effective to provide a desired level of catalyst hydration. The method permits the catalyst to be rapidly brought to an optimum level of activity for the specific hydrocarbon conversion process.
    Type: Grant
    Filed: December 1, 1998
    Date of Patent: August 29, 2000
    Assignee: BP Amoco Corporation
    Inventors: George A. Huff, Anthony M. Valente, Robert L. Mehlberg, David B. Johnson
  • Patent number: 6080903
    Abstract: A process for the production of C.sub.8 and higher carbon number alkene oligomers by the oligomerization of light olefins to heavier olefins is improved by the addition of heavy paraffins to the oligomerization zone. The recycle of the heavy paraffins extends the catalyst activity and improves the catalyst life. The non-reactive paraffin stream may be recycled through the process with minimal losses and make-up.
    Type: Grant
    Filed: November 6, 1998
    Date of Patent: June 27, 2000
    Assignee: UOP LLC
    Inventors: Laurence O. Stine, Brian S. Muldoon, Stevem C. Gimre, Robert R. Frame
  • Patent number: 6072093
    Abstract: A process for the production of C.sub.8 and higher olefins by the oligomerization of light olefins to heavier olefins is improved by the addition of cycloparaffins to the oligomerization zone. The recycle of the cycloparaffins extends the catalyst activity and improves the catalyst life. Cyclohexane provides an excellent solvent for removing deposits from the catalyst with chemical inertness to the process and a boiling range that allows its essentially complete recovery when producing nonenes and higher olefins from propylene feeds.
    Type: Grant
    Filed: November 6, 1998
    Date of Patent: June 6, 2000
    Assignee: UOP LLC
    Inventors: Patrick S. O'Neill, Laurence O. Stine, Brian S. Muldoon, Steven C. Gimre, Robert R. Frame
  • Patent number: 6011191
    Abstract: A process is described for the production of hydrocarbons with a high octane number starting from hydrocarbon cuts containing isobutene by selective dimerization with acid catalysts characterized in that the dimerization reaction is carried out in the presence of primary alcohols and alkyl others in such a quantity as to have in the feeding a molar ratio primary alcohols+alkyl ethers/isobutene of more than 0.1 and a molar ratio primary alcohols/isobutene of less than 0.2, operating, preferably, at a reaction temperature of between 30 and 120.degree. C., at a pressure of less than 5 MPa and feeding space velocities of less than 30 h.sup.-1.
    Type: Grant
    Filed: May 15, 1998
    Date of Patent: January 4, 2000
    Assignee: Snamprogetti S.p.A.
    Inventors: Marco Di Girolamo, Lorenzo Tagliabue
  • Patent number: 5990367
    Abstract: A process for the production of C.sub.8 and higher olefins by the oligomerization of light olefins to heavier olefins is improved by the addition of heavy paraffins to the oligomerization zone. The recycle of the heavy paraffins extends the catalyst activity and improves the catalyst life.
    Type: Grant
    Filed: November 6, 1998
    Date of Patent: November 23, 1999
    Assignee: UOP LLC
    Inventors: Laurence O. Stine, Brian S. Muldoon, Steven C. Gimre, Robert R. Frame
  • Patent number: 5962761
    Abstract: A process for the continuous oligomerization of ethylene to produce linear alpha olefins by oligomerizing ethylene in a polar phase comprising a solution of transition metal catalyst system at oligomerization conditions including a temperature and pressure greater than the critical temperature and pressure of ethylene. The resulting hydrocarbon phase containing oligomers and unreacted ethylene is subjected to physical treatment which tends to render the ethylene a nonsolvent for oligomers and thereby produce a liquid stream rich in unreacted ethylene which may be recycled to the oligomerization reaction zone by pumping.
    Type: Grant
    Filed: October 15, 1998
    Date of Patent: October 5, 1999
    Assignee: Uop LLC
    Inventors: Paul A. Sechrist, Brian H. Johnson
  • Patent number: 5900521
    Abstract: Catalysts for preparing ethylene by conversion of methane or purified natural gas and preparation thereof, and process for preparation of ethylene by direct conversion of methane or purified natural gas using said catalysts. The catalysts have the formula I as follows:Ma,Pc/S (I)wherein, M is a compound selected from the group consisting of RuCl.sub.2 (PPh.sub.3).sub.3, RuCl.sub.2 (CO).sub.2 (PPh.sub.3).sub.2, Ru.sub.3 (CO).sub.12, RhCl(CO)(PPh.sub.3).sub.2, IrCl(CO)PPh.sub.3).sub.3, Pd(PPh.sub.3).sub.4, Pt(PPh.sub.3).sub.4 and RuCl.sub.3.xH.sub.2 O, S is an inorganic carrier selected from the group consisting of .alpha.-Al.sub.2 O.sub.3, .gamma.-Al.sub.2 O.sub.3, SiO.sub.2, SiO.sub.2 -Al.sub.2 O.sub.3,Y-zeolite, MgO and TiO.sub.2, and P is a phosphorus compound promoter selected from the group consisting of PPh.sub.3, P(OCH.sub.3).sub.3, P(OC.sub.2 H.sub.5).sub.3, and P(O)(OC.sub.2 H.sub.5).sub.3 ; wherein a is the amount of metal in the catalyst, ranging from 0.
    Type: Grant
    Filed: November 14, 1995
    Date of Patent: May 4, 1999
    Assignee: Korean Research Institute of Chemical Technology
    Inventors: Dae Chul Park, Pyung Kwon Ahn
  • Patent number: 5895830
    Abstract: A process for the production of C.sub.8 alkene isomers by the oligomerization of light olefins to heavier olefins is improved by the addition of heavy paraffins to the oligomerization zone. The recycle of the heavy paraffins improves the selectivity of the oligomerization for C.sub.8 olefin isomers that have a high octane number when saturated and reduces catalyst fouling. The saturated octane number of the resulting C.sub.8 isomers is particularly improved when the oligomerization zone is operated at reduced temperature conditions.
    Type: Grant
    Filed: December 15, 1997
    Date of Patent: April 20, 1999
    Assignee: UOP LLC
    Inventors: Laurence O. Stine, Brian S. Muldoon, Steven C. Gimre, Robert R. Frame
  • 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: 5750815
    Abstract: Disclosed are ruthenium and osmium carbene compounds which are stable in the presence of a variety of functional groups and which can be used to catalyze olefin metathesis reactions on unstrained cyclic and acyclic olefins. Specifically, the present invention relates to carbene compounds of the formula ##STR1## wherein: M is Os or Ru; R and R.sup.1 are independently selected from hydrogen and functional groups C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.1 -C.sub.20 alkyl, aryl, C.sub.1 -C.sub.20 carboxylate, C.sub.2 -C.sub.20 alkoxy, C.sub.2 -C.sub.20 alkenyloxy, C.sub.2 -C.sub.20 alkynyloxy, aryloxy, C.sub.2 -C.sub.20 alkoxycarbonyl, C.sub.1 -C.sub.20 alkylthio, C.sub.1 -C.sub.20 alkylsulfonyl or C.sub.1 -C.sub.20 alkylsulfinyl; each optionally substituted with C.sub.1 -C.sub.5 alkyl, a halogen, C.sub.1 -C.sub.5 alkoxy or with a phenyl group optionally substituted with a halogen, C.sub.1 -C.sub.5 alkyl or C.sub.1 -C.sub.5 alkoxy; X and X.sup.
    Type: Grant
    Filed: August 29, 1996
    Date of Patent: May 12, 1998
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, SonBinh T. Nguyen
  • Patent number: 5728917
    Abstract: Disclosed are ruthenium and osmium carbene compounds which are stable in the presence of a variety of functional groups and which can be used to catalyze olefin metathesis reactions on unstrained cyclic and acyclic olefins. Specifically, the present invention relates to carbene compounds of the formula ##STR1## wherein: M is Os or Ru; R and R.sup.1 are independently selected from hydrogen and functional groups C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.1 -C.sub.20 alkyl, aryl, C.sub.1 -C.sub.20 carboxylate, C.sub.2 -C.sub.20 alkoxy, C.sub.2 -C.sub.20 alkenyloxy, C.sub.2 -C.sub.20 alkynyloxy, aryloxy, C.sub.2 -C.sub.20 alkoxycarbonyl, C.sub.1 -C.sub.20 alkylthio, C.sub.1 -C.sub.20 alkylsulfonyl or C.sub.1 -C.sub.20 alkylsulfinyl; each optionally substituted with C.sub.1 -C.sub.5 alkyl, a halogen, C.sub.1 -C.sub.5 alkoxy or with a phenyl group optionally substituted with a halogen, C.sub.1 -C.sub.5 alkyl or C.sub.1 -C.sub.5 alkoxy; X and X.sup.
    Type: Grant
    Filed: October 30, 1995
    Date of Patent: March 17, 1998
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, SonBinh T. Nguyen
  • Patent number: 5633420
    Abstract: Alpha-olefin oligomers are prepared by a process which comprises contacting an oligomerizable olefin monomer with a catalyst system comprising a catalytic amount of boron trifluoride, a protic promoter, and an organic modifier selected from the group consisting of phosphate, thiophosphate, phosphine oxide, and phosphine sulfide. The oligomerizable olefin monomer is a C.sub.6 to C.sub.20 linear olefin comprising at least 50 mole % alpha olefin.
    Type: Grant
    Filed: September 22, 1995
    Date of Patent: May 27, 1997
    Assignee: Amoco Corporation
    Inventors: Kevin J. Theriot, Robert G. Irwin
  • Patent number: 5633418
    Abstract: A method for dimerizing an olefin, which comprises dimerizing an olefin in the presence of a catalyst, wherein a nickel compound, an organic aluminum compound and a phosphite compound of the formula (I): ##STR1## wherein each of R.sup.1 and R.sup.2 which may be the same or different, is a hydrocarbon group, each of R.sup.3 to R.sup.8 which may be the same or different, is a substituent containing no oxygen atom, or a hydrogen atom, W is a substituted or unsubstituted aromatic hydrocarbon group, and x is 0 or 1, are used as the catalyst.
    Type: Grant
    Filed: July 17, 1995
    Date of Patent: May 27, 1997
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Keiichi Sato, Yuji Kawaragi, Yasuko Higashino
  • Patent number: 5625107
    Abstract: The present invention relates to a new catalyst for converting methane into ethane, preparation thereof, and process for manufacturing ethylene using said catalyst. The conversion reaction catalyst in the present invention is employed in converting directly methane or methane-containing gas in the presence of the above catalyst with the following general formula (1).Ma.Pc.D/S (1)Where,M is a metal cluster or metal complex compound selected from the group of VIII, VII and VI series;S is an inorganic carrier;P is a promoter of phosphorus compound;D is a cobalt compound.And "a" is weight percentage of metal cluster or metal complex compound in catalyst, having a value of 0.01 to 10, "c" is weight percentage of promoter in catalyst, ranging from 1.0 to 35.0.
    Type: Grant
    Filed: August 30, 1995
    Date of Patent: April 29, 1997
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Dae C. Park, Pyung K. Ahn
  • Patent number: 5557023
    Abstract: The present invention relates to the oligomerization of lower alpha olefins, and particularly ethylene, to higher olefins in the presence of a catalyst precursor having either or both of a dithiophosphinate complex and a heterobifunctional ligand having a phosphine center and an imine or similar center, in the presence of an activator. The catalysts have a high reactivity and a good selectivity.
    Type: Grant
    Filed: May 23, 1995
    Date of Patent: September 17, 1996
    Assignee: The Governors of the University of Alberta
    Inventors: Arpad F. Somogyvari, Beth L. Creed, Antonio P. Nicola, Alan R. Sanger, David J. Law, Ronald G. Cavell
  • Patent number: 5557021
    Abstract: A novel Phillips catalyst for the copolymerization of ethylene with .alpha.-olefins, contains, as a catalytically active component, a finely divided, aluminum silicate-supported, phosphorus-containing chromium catalyst. This can be prepared by applying at least one organic phosphorus(III), (IV) and/or (V) compound and at least one chromium(III) compound which does not react with said phosphorus compounds under the reaction conditions used, in succcession in any order or simultaneously, to a finely divided aluminum silicate hydrogel or xerogel with formation of a catalyst intermediate and activating the catalyst intermediate at elevated temperatures in an oxidizing atmosphere, with the result that the chromium catalyst is formed. The novel Phillips catalyst gives ethylene/.alpha.-olefin copolymers in which the comonomers are more uniformly distributed over the copolymer chains than is the case with ethylene/.alpha.-olefin copolymers which have been prepared with the aid of conventional Phillips catalysts.
    Type: Grant
    Filed: August 8, 1995
    Date of Patent: September 17, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Joachim Mueller, Kaspar Evertz, Siegfried Weber, Guido Funk, Rainer Konrad, Roland Saive
  • Patent number: 5550305
    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.
    Type: Grant
    Filed: April 14, 1994
    Date of Patent: August 27, 1996
    Assignee: Amoco Corporation
    Inventor: Feng-Jung Wu
  • Patent number: 5550304
    Abstract: The invention concerns a catalytic composition and a process for the dimerisation, codimerisation or oligomerisation of olefins, said composition comprising a mixture of at least one bivalent nickel complex which contains two tertiary phosphine molecules, at least one nickel complex which contains neither water nor phosphine, and at least one alkylaluminium halide. The mixture is particularly for use in ionic type non aqueous liquid compositions, such as those formed by quaternary ammonium halides and/or quaternary phosphonium halides with aluminium halides and/or alkylaluminium halides.
    Type: Grant
    Filed: May 26, 1995
    Date of Patent: August 27, 1996
    Assignee: Institut Francais Du Petrole
    Inventors: Yves Chauvin, Sandra Einloft, Helene Olivier
  • Patent number: 5550306
    Abstract: The invention is concerned with a process for the dimerization, co-dimerization and oligomerization of olefins with a catalytic composition resulting from mixing at least one quaternary ammonium halide and/or at least one quaternary phosphonium halide, at least one aluminum halide, at least one aromatic hydrocarbon and optionally an aluminium organometallic compound.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: August 27, 1996
    Assignee: Institut Francais du Petrole
    Inventors: Yves Chauvin, Sandra Einloft, Helene Olivier
  • Patent number: 5545789
    Abstract: The invention relates to a process for the dimerization of a conjugated diene using an iron triad metal nitrosyl halide, in combination with a reducing agent, as catalyst. The process is characterized in that the dimerization is carried out in the presence of nitrogen monoxide (NO). The invention is of interest in particular for the dimerization of butadiene to 4-vinyl cyclohexene.
    Type: Grant
    Filed: May 5, 1995
    Date of Patent: August 13, 1996
    Assignee: DSM N.V.
    Inventors: Henricus A. M. Duisters, Johan G.D. Haenen
  • Patent number: 5365007
    Abstract: A composition and a process for catalyzing ethylene oligomerization employing the composition as catalyst are disclosed. The composition comprises a nickel compound, a phosphine compound, and a phosphated alumina where the phosphated alumina is both a component of and a support for the composition. The ethylene oligomerization process comprises (1) combining a nickel compound and a phosphine compound in a solvent to form a mixture; (2) combining the mixture with a phosphated alumina under ethylene pressure to form a catalyst system; (3) contacting ethylene with the catalyst system under oligomerization conditions to produce higher olefins having more than 2 carbon atoms.
    Type: Grant
    Filed: August 31, 1993
    Date of Patent: November 15, 1994
    Assignee: Phillips Petroleum Company
    Inventor: An-hsiang Wu
  • Patent number: 5286695
    Abstract: An oligomerization catalyst for .alpha.-olefins, comprising[A] at least one nickel compound selected from the group consisting of a nickel salt of organic acid, a nickel salt of inorganic acid and a complex compound of nickel;[B] an organoaluminum oxy-compound having at least 3 aluminum atoms in the molecule; and[C] a trivalent phosphorous compound represented by the general formula PR.sup.1 R.sup.2 R.sup.3 wherein R.sup.1 to R.sup.3 are each independently a hydrocarbon group or substituted hydrocarbon group of 1 to 10 carbon atoms.A process for oligomerizing .alpha.-olefin, wherein .alpha.-olefin is oligomerized in the presence of the catalyst mentioned above.
    Type: Grant
    Filed: August 28, 1992
    Date of Patent: February 15, 1994
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Keiji Hirose, Wilhelm Keim
  • Patent number: 5260499
    Abstract: An ethylene dimerization process catalyzed by a hetergenous catalyst comprising a nickel compound, a phosphine compound, an organoaluminum compound, and a perfluorosulfonate polymer is provided. The dimerization process comprises contacting ethylene under dimerization conditions with the catalyst which is prepared by adding a homogeneous solution, formed by mixing under ethylene pressure the organoaluminum solution with a mixture of the nickel compound and the phosphine compound, to a suspension of the perfluorosulfonate polymer in an alcohol.
    Type: Grant
    Filed: June 25, 1992
    Date of Patent: November 9, 1993
    Assignee: Phillips Petroleum Company
    Inventor: An-hsiang Wu
  • Patent number: 5245097
    Abstract: An ethylene oligomerization process is provided wherein ethylene is contacted with an organonickel(II) compound, a phosphine compound and an alkylaluminum compound in a first solvent to produce a precursor reaction mixture, followed by contacting ethylene with the precursor reaction mixture and a fluorinated organoacid, preferably in a second solvent, to produce a product reaction mixture comprising the desired oligomerization product. Results of the process can be optimized by employing phosphorus-containing additives as described herein.
    Type: Grant
    Filed: December 18, 1991
    Date of Patent: September 14, 1993
    Assignee: Phillips Petroleum Company
    Inventor: An-hsiang Wu
  • Patent number: 5237118
    Abstract: An ethylene oligomerization process comprising: (a) contacting, in a reaction solution, an organonickel compound and a phosphine compound to form a first reaction mixture; and thereafter (b) contacting said first reaction mixture with ethylene to form a second reaction mixture; and concurrently with step (b) or thereafter, contacting said second reaction mixture with a fluorinated organoacid; while maintaining a reaction temperature from about 0.degree. C. to about 200.degree. C., and a reaction pressure of about 1 to about 10,000 psig.
    Type: Grant
    Filed: August 21, 1992
    Date of Patent: August 17, 1993
    Assignee: Phillips Petroleum Company
    Inventor: An-hsiang Wu
  • Patent number: 5227561
    Abstract: The invention concerns a process for the co-dimerization of a vinyl aromatic monomer (e.g. styrene) with an .alpha.-monoolefin monomer (e.g. ethylene, propylene or 1-butylene), using a catalyst composition comprising palladium, an anion of a strong acid and an aliphatic diphosphine.
    Type: Grant
    Filed: August 12, 1992
    Date of Patent: July 13, 1993
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 5227562
    Abstract: An ethylene dimerization process is provided wherein ethylene is contacted with an organocobalt(II) or organocobalt(III) compound and a borohydride compound in a solvent to produce a product reaction mixture comprising a C.sub.4 fraction of predominantly 1-butene. A phosphine compound can additionally be provided in the solvent with an organocobalt(III) compound to enhance selectivity to 1-butene.
    Type: Grant
    Filed: February 10, 1992
    Date of Patent: July 13, 1993
    Assignee: Phillips Petroleum Company
    Inventor: An-hsiang Wu
  • Patent number: 5210360
    Abstract: An ethylene oligomerization catalyst system is provided that is produced by the process consisting essentially of: contacting an organonickel compound, an aromatic acid compound, and a phosphine compound. Additionally, an ethylene oligomerization process is provided that consists essentially of oligomerizing ethylene with the above-mentioned oligomerization catalyst system.
    Type: Grant
    Filed: September 1, 1992
    Date of Patent: May 11, 1993
    Assignee: Phillips Petroleum Company
    Inventor: An-hsiang Wu
  • Patent number: 5196625
    Abstract: A dimerization process for producing linear and/or mono-branched C.sub.10 to C.sub.28 olefins using dimerization catalysts and new C.sub.10 to C.sub.28 olefins mixtures are disclosed. The C.sub.10 to C.sub.28 olefin product is especially useful for the production of biodegradable alkylbenzene sulfonates detergents and intermediates therefor.
    Type: Grant
    Filed: May 6, 1992
    Date of Patent: March 23, 1993
    Assignee: Chevron Research & Technology Company
    Inventors: Richard S. Threlkel, Victor P. Kurkov
  • Patent number: 5196624
    Abstract: A dimerization process for producing linear and/or mono-branched C.sub.10 to C.sub.28 olefins using dimerization catalysts and new C.sub.10 to C.sub.28 olefins mixtures are disclosed. The C.sub.10 to C.sub.28 olefin product is especially useful for the production of biodegradable alkylbenzene sulfonates detergents and intermediates therefor.
    Type: Grant
    Filed: May 6, 1992
    Date of Patent: March 23, 1993
    Assignee: Chevron Research and Technology Company
    Inventors: Richard S. Threlkel, Victor P. Kurkov, Gar L. Woo
  • Patent number: 5162595
    Abstract: An ethylene dimerization process is provided wherein ethylene is contacted with an organonickel(II) compound, a phosphite compound and an alkylaluminum compound in a solvent to produce a precursor reaction mixture, followed by contacting ethylene with the precursor reaction mixture and a fluorinated organoacid to produce a product reaction mixture comprising a C.sub.4 fraction of predominantly 2-butenes.
    Type: Grant
    Filed: December 18, 1991
    Date of Patent: November 10, 1992
    Assignee: Phillips Petroleum Company
    Inventor: An-hsiang Wu