Using P-containing Catalyst Patents (Class 585/514)
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Patent number: 7030286Abstract: 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: GrantFiled: January 18, 2002Date of Patent: April 18, 2006Assignee: OXENO Olefinchemie GmbHInventors: Dirk Röttger, Axel Tuchlenski
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Patent number: 6987154Abstract: 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: GrantFiled: February 19, 2003Date of Patent: January 17, 2006Assignee: California Institute of TechnologyInventors: Tae-Lim Choi, Choon Woo Lee, Isaac M. Rutenberg, Robert H. Grubbs
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Patent number: 6900152Abstract: 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: GrantFiled: September 28, 2001Date of Patent: May 31, 2005Assignee: Tosoh CorporationInventors: Toru Yoshida, Toshihide Yamamoto, Hisanori Okada, Hideyuki Murakita
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Patent number: 6875900Abstract: 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: GrantFiled: April 30, 2002Date of Patent: April 5, 2005Assignee: UOP LLCInventor: William J. Koves
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Publication number: 20040054211Abstract: 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: ApplicationFiled: September 16, 2002Publication date: March 18, 2004Inventors: Ginette Struck Tolleson, Thomas Allen Puckette
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Patent number: 6689927Abstract: 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: GrantFiled: May 7, 2001Date of Patent: February 10, 2004Assignee: UOP LCCInventors: Robert R. Frame, Laurence O. Stine, Hayim Abrevaya
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Patent number: 6660898Abstract: 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: GrantFiled: November 3, 2000Date of Patent: December 9, 2003Assignee: Fortum Oil & Gas OyInventors: Antti Pyhälahti, Juhani Aittamaa
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Patent number: 6649802Abstract: 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: GrantFiled: May 22, 2002Date of Patent: November 18, 2003Assignee: UOP LLCInventors: Robert R. Frame, Den-Yang Jan, Hayim Abrevaya
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Publication number: 20030166456Abstract: 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: ApplicationFiled: January 10, 2003Publication date: September 4, 2003Inventor: Duncan Frank Wass
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Patent number: 6500999Abstract: 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: GrantFiled: January 18, 2001Date of Patent: December 31, 2002Assignee: Snamprogetti S.p.A.Inventors: Mario Di Girolamo, Mario Marchionna, Lorenzo Tagliabue
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Patent number: 6501001Abstract: 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: GrantFiled: February 5, 2001Date of Patent: December 31, 2002Assignee: Institut Francais du PetroleInventors: Dominique Commereuc, Dominique Le Pennec, Hélène Olivier-Bourbigou
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Patent number: 6414097Abstract: 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: GrantFiled: July 31, 2001Date of Patent: July 2, 2002Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, Daniel J. O'Leary, Helen E. Blackwell
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Patent number: 6403853Abstract: 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: GrantFiled: September 21, 2000Date of Patent: June 11, 2002Assignee: UOP LLCInventors: Hayim Abrevaya, Robert R. Frame
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Patent number: 6399843Abstract: 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: GrantFiled: October 12, 2000Date of Patent: June 4, 2002Assignee: UOP LLCInventor: William J. Koves
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Patent number: 6395948Abstract: 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: GrantFiled: May 31, 2000Date of Patent: May 28, 2002Assignee: Chevron Chemical Company LLCInventors: Kenneth D. Hope, Michael S. Driver, Thomas V. Harris
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Patent number: 6326407Abstract: 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: GrantFiled: August 4, 2000Date of Patent: December 4, 2001Assignee: ABB Research Ltd.Inventors: Baldur Eliasson, Chang-Jun Liu, Eric Killer
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Patent number: 6284937Abstract: 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: GrantFiled: May 27, 1998Date of Patent: September 4, 2001Assignee: Institut Francais du PetroleInventors: Helene Olivier, Dominique Commereuc, Alain Forestiere, Francois Hugues
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Patent number: 6284938Abstract: 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: GrantFiled: December 20, 1999Date of Patent: September 4, 2001Assignee: UOP LLCInventors: Laurence O. Stine, Brian S. Muldoon, Steven C. Gimre, Robert R. Frame
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Patent number: 6121502Abstract: 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: GrantFiled: February 19, 1997Date of Patent: September 19, 2000Assignee: Indian Petrochemicals Corporation LimitedInventors: Gopal Laxman Tembe, Ashis Ranjan Bandyopadhyay, S. Muthukumaru Pillai, Sheo Satish, M. Ravindranathan
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Patent number: 6111159Abstract: 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: GrantFiled: December 1, 1998Date of Patent: August 29, 2000Assignee: BP Amoco CorporationInventors: George A. Huff, Anthony M. Valente, Robert L. Mehlberg, David B. Johnson
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Patent number: 6080903Abstract: 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: GrantFiled: November 6, 1998Date of Patent: June 27, 2000Assignee: UOP LLCInventors: Laurence O. Stine, Brian S. Muldoon, Stevem C. Gimre, Robert R. Frame
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Patent number: 6072093Abstract: 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: GrantFiled: November 6, 1998Date of Patent: June 6, 2000Assignee: UOP LLCInventors: Patrick S. O'Neill, Laurence O. Stine, Brian S. Muldoon, Steven C. Gimre, Robert R. Frame
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Patent number: 6011191Abstract: 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: GrantFiled: May 15, 1998Date of Patent: January 4, 2000Assignee: Snamprogetti S.p.A.Inventors: Marco Di Girolamo, Lorenzo Tagliabue
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Patent number: 5990367Abstract: 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: GrantFiled: November 6, 1998Date of Patent: November 23, 1999Assignee: UOP LLCInventors: Laurence O. Stine, Brian S. Muldoon, Steven C. Gimre, Robert R. Frame
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Patent number: 5962761Abstract: 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: GrantFiled: October 15, 1998Date of Patent: October 5, 1999Assignee: Uop LLCInventors: Paul A. Sechrist, Brian H. Johnson
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Patent number: 5900521Abstract: 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: GrantFiled: November 14, 1995Date of Patent: May 4, 1999Assignee: Korean Research Institute of Chemical TechnologyInventors: Dae Chul Park, Pyung Kwon Ahn
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Patent number: 5895830Abstract: 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: GrantFiled: December 15, 1997Date of Patent: April 20, 1999Assignee: UOP LLCInventors: Laurence O. Stine, Brian S. Muldoon, Steven C. Gimre, Robert R. Frame
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Patent number: 5811618Abstract: 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: GrantFiled: August 25, 1995Date of Patent: September 22, 1998Assignee: Amoco CorporationInventor: Feng-Jung Wu
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Patent number: 5750815Abstract: 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: GrantFiled: August 29, 1996Date of Patent: May 12, 1998Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, SonBinh T. Nguyen
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Patent number: 5728917Abstract: 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: GrantFiled: October 30, 1995Date of Patent: March 17, 1998Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, SonBinh T. Nguyen
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Patent number: 5633420Abstract: 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: GrantFiled: September 22, 1995Date of Patent: May 27, 1997Assignee: Amoco CorporationInventors: Kevin J. Theriot, Robert G. Irwin
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Patent number: 5633418Abstract: 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: GrantFiled: July 17, 1995Date of Patent: May 27, 1997Assignee: Mitsubishi Chemical CorporationInventors: Keiichi Sato, Yuji Kawaragi, Yasuko Higashino
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Patent number: 5625107Abstract: 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: GrantFiled: August 30, 1995Date of Patent: April 29, 1997Assignee: Korea Research Institute of Chemical TechnologyInventors: Dae C. Park, Pyung K. Ahn
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Patent number: 5557023Abstract: 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: GrantFiled: May 23, 1995Date of Patent: September 17, 1996Assignee: The Governors of the University of AlbertaInventors: Arpad F. Somogyvari, Beth L. Creed, Antonio P. Nicola, Alan R. Sanger, David J. Law, Ronald G. Cavell
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Patent number: 5557021Abstract: 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: GrantFiled: August 8, 1995Date of Patent: September 17, 1996Assignee: BASF AktiengesellschaftInventors: Hans-Joachim Mueller, Kaspar Evertz, Siegfried Weber, Guido Funk, Rainer Konrad, Roland Saive
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Patent number: 5550305Abstract: 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: GrantFiled: April 14, 1994Date of Patent: August 27, 1996Assignee: Amoco CorporationInventor: Feng-Jung Wu
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Patent number: 5550304Abstract: 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: GrantFiled: May 26, 1995Date of Patent: August 27, 1996Assignee: Institut Francais Du PetroleInventors: Yves Chauvin, Sandra Einloft, Helene Olivier
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Patent number: 5550306Abstract: 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: GrantFiled: June 1, 1995Date of Patent: August 27, 1996Assignee: Institut Francais du PetroleInventors: Yves Chauvin, Sandra Einloft, Helene Olivier
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Patent number: 5545789Abstract: 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: GrantFiled: May 5, 1995Date of Patent: August 13, 1996Assignee: DSM N.V.Inventors: Henricus A. M. Duisters, Johan G.D. Haenen
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Patent number: 5365007Abstract: 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: GrantFiled: August 31, 1993Date of Patent: November 15, 1994Assignee: Phillips Petroleum CompanyInventor: An-hsiang Wu
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Patent number: 5286695Abstract: 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: GrantFiled: August 28, 1992Date of Patent: February 15, 1994Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Keiji Hirose, Wilhelm Keim
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Patent number: 5260499Abstract: 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: GrantFiled: June 25, 1992Date of Patent: November 9, 1993Assignee: Phillips Petroleum CompanyInventor: An-hsiang Wu
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Patent number: 5245097Abstract: 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: GrantFiled: December 18, 1991Date of Patent: September 14, 1993Assignee: Phillips Petroleum CompanyInventor: An-hsiang Wu
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Patent number: 5237118Abstract: 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: GrantFiled: August 21, 1992Date of Patent: August 17, 1993Assignee: Phillips Petroleum CompanyInventor: An-hsiang Wu
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Patent number: 5227561Abstract: 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: GrantFiled: August 12, 1992Date of Patent: July 13, 1993Assignee: Shell Oil CompanyInventor: Eit Drent
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Patent number: 5227562Abstract: 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: GrantFiled: February 10, 1992Date of Patent: July 13, 1993Assignee: Phillips Petroleum CompanyInventor: An-hsiang Wu
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Patent number: 5210360Abstract: 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: GrantFiled: September 1, 1992Date of Patent: May 11, 1993Assignee: Phillips Petroleum CompanyInventor: An-hsiang Wu
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Patent number: 5196625Abstract: 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: GrantFiled: May 6, 1992Date of Patent: March 23, 1993Assignee: Chevron Research & Technology CompanyInventors: Richard S. Threlkel, Victor P. Kurkov
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Patent number: 5196624Abstract: 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: GrantFiled: May 6, 1992Date of Patent: March 23, 1993Assignee: Chevron Research and Technology CompanyInventors: Richard S. Threlkel, Victor P. Kurkov, Gar L. Woo
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Patent number: 5162595Abstract: 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: GrantFiled: December 18, 1991Date of Patent: November 10, 1992Assignee: Phillips Petroleum CompanyInventor: An-hsiang Wu