Patents Assigned to TPC Group LLC
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Patent number: 9617363Abstract: A method of making a low-fluoride reactive PIB composition includes (a) providing a modified C4 feedstock by way of blending a mixed C4 feedstock with a second feedstock having a lower LB/IsoB ratio; or providing a C4 feedstock with an LB/IsoB index of less than 10%; (b) feeding the modified C4 feedstock or the C4 feedstock with an LB/IsoB index of less than 10% to a CSTR with a homogeneous catalyst comprising BF3 and a modifier selected from alcohols, ethers and mixtures thereof; (c) polymerizing the modified C4 feedstock or the C4 feedstock with an LB/IsoB index of less than 10% in the reactor while maintaining the reactor at a temperature above ?15° C. and utilizing a residence time less than 45 minutes to produce a crude PIB composition in a polymerization mixture; and (d) recovering a purified PIB composition from the polymerization mixture having a molecular weight, Mn, from 250 to 5000 Daltons and an alpha vinylidene content of at least 50 mol %.Type: GrantFiled: March 3, 2016Date of Patent: April 11, 2017Assignee: TPC GROUP LLCInventors: Rajeev Kumar, André M Gobin, Wayne Ouellette, Michael O. Nutt, Leonard M. Czupski, Peggy J. Macatangay
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Patent number: 9598655Abstract: A PIB derivative suitable for use as a fuel additive or lubricant additive prepared from a reactive low molecular weight polyisobutylene composition comprising at least 50 mol percent alpha vinylidene terminated polyisobutylene molecules, the composition having a polydispersity of no more than 1.5 and a number average molecular weight of at least 500 Daltons and no more than 1000 Daltons. The derivative is selected from the group consisting of: alkyl hydroxyaromatic compounds; alkyl alkoxy aromatic compounds; polyisobutenylsuccinic anhydrides; polyisobutenylsuccinimides; PIB-amine compounds; sulfurized PIB compounds; and Mannich condensation products of an alkylated hydroxyaromatic compound.Type: GrantFiled: May 28, 2013Date of Patent: March 21, 2017Assignee: TPC Group LLCInventors: Sohel K. Shaikh, Jennifer Leigh Sengstock
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Patent number: 9505682Abstract: A method of producing butadiene includes: (1) dimerizing ethylene to butene followed by (2) oxidatively dehydrogenating the butene to butadiene and (3) recovering the butadiene by (i) absorbing the product with a hydrocarbon absorber oil and (ii) stripping a crude product stream from the absorber oil. The absorber oil is selected so as to be effective to sequester ethylene dimerization-derived impurities from the system.Type: GrantFiled: July 7, 2014Date of Patent: November 29, 2016Assignee: TPC GROUP LLCInventors: Joseph G. Duff, Clifford A. Maat, Michael O. Nutt, Mark P Kaminsky
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Patent number: 9453089Abstract: In one preferred embodiment, the present invention provides a process for the liquid phase polymerization of isobutylene to manufacture highly reactive PIB oligomers having Mn under 1000, using a catalyst composition comprising a Friedel-Crafts catalyst a complexing agent, a chain transfer agent and a polymerization-retarding agent. A chain transfer agent may be selected from: ?-DIB and ?-DIB and mixtures thereof.Type: GrantFiled: June 5, 2012Date of Patent: September 27, 2016Assignee: TPC GROUP LLCInventors: Sohel K. Shaikh, Rex Lawson
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Patent number: 9353025Abstract: The present discloses a process and catalyst therefor to selectively remove acetylenes from gaseous streams in the vapor phase. The process is particularly suitable for high yield recovery of olefinic hydrocarbons from gaseous streams in refinery processes.Type: GrantFiled: July 15, 2015Date of Patent: May 31, 2016Assignee: TPC GROUP LLCInventors: Joseph G. Duff, Cecil G. McFarland
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Patent number: 9309339Abstract: A mid-range vinylidene content, high viscosity PIB polymer composition including PIB molecules, wherein a first portion of the PIB molecules have alpha position double bonds and a second portion of the PIB molecules have beta position double bonds, and the first and second portions together include at least 80 mole % of the PIB molecules of the composition. The first portion includes less than 75 mole % of the PIB molecules of the composition. Additionally, no more than 10 mole % of the PIB molecules of the composition have tetra-substituted double bonds, while the composition is further characterized by having a polydispersity of no more than 2.7 and in that the composition has a kinematic viscosity in the range of 3000 cSt to 5000 cSt, a number average molecular weight, Mn, in the range of 2800 Daltons to 4000 Daltons and a ratio of Mn:PDI of greater than 1100.Type: GrantFiled: October 10, 2012Date of Patent: April 12, 2016Assignee: TPC Group LLCInventor: Sohel K. Shaikh
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Patent number: 9266980Abstract: A method of making a polyisobutylene polymer in a recirculating loop reactor with one or more reaction tubes in contact with a heat transfer medium includes controlling the delta P and polymerization reaction to provide a linear velocity of the reaction mixture of at least 11 ft/sec in the one or more tubes of the loop reactor and/or controlling the delta P and polymerization reaction of steps (b) and (c) to provide a recirculation ratio of the recirculation rate to the feed rate of at least 30:1. Typically, the process utilizes a recirculating pump operating at a pressure differential of from 35 psi to 70 psi.Type: GrantFiled: December 10, 2014Date of Patent: February 23, 2016Assignee: TPC Group LLCInventors: Sohel K. Shaikh, Alfred Chiu, Patrick L. Bradley, Gilbert D. Valdez, Peggy J. Macatangay
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Publication number: 20160002126Abstract: Oxidative dehydrogenation includes: (a) providing a gaseous feed stream to a catalytic reactor, the feed stream comprising a dehydrogenation reactant, oxygen, superheated steam, hydrocarbon moderator gas and optionally nitrogen, wherein the molar ratio of moderator gas to oxygen in feed stream is typically from 4:1 to 1:1 and the molar ratio of oxygen to nitrogen in the feed stream is at least 2; (b) oxidatively dehydrogenating the reactant in the reactor to provide a dehydrogenated product enriched effluent product stream; and (c) recovering dehydrogenated product from the effluent product stream. One preferred embodiment is a process for making butadiene including dimerizing ethylene to n-butene in a homogeneous reaction medium to provide a hydrocarbonaceous n-butene rich feed stream and oxidatively dehydrogenating the n-butene so formed.Type: ApplicationFiled: March 7, 2014Publication date: January 7, 2016Applicant: TPC Group LLCInventors: Liana Caciula, Clifford A. Maat, Mark P. Kaminsky, Michael O. Nutt, Jillian M. Horn, Joseph G. Duff
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Patent number: 9115038Abstract: The present discloses a process and catalyst therefor to selectively remove acetylenes from gaseous streams in the vapor phase. The process is particularly suitable for high yield recovery of olefinic hydrocarbons from gaseous streams in refinery processes.Type: GrantFiled: December 21, 2011Date of Patent: August 25, 2015Assignee: TPC GROUP LLCInventors: Joseph G. Duff, Cecil G. McFarland
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Patent number: 9074026Abstract: A method of making a polyisobutylene polymer in a recirculating loop reactor with one or more reaction tubes in contact with a heat transfer medium includes: (a) providing a feed mixture consisting essentially of polymerizable monomer and catalyst to a residual reactor stream at a feed rate to form a reaction mixture, the reaction mixture containing less than 5% by weight diluent components; (b) recirculating the reaction mixture in the one or more reaction tubes of the loop reactor at a recirculation rate greater than the feed rate utilizing a recirculating pump operating at a pressure differential, delta P, corresponding to a recirculating flow; (c) polymerizing the reaction mixture in the one or more tubes of the loop reactor to convert the feed mixture to polyisobutylene polymer while cooling the one or more tubes of the loop reactor with the heat transfer medium; and (e) withdrawing polyisobutylene polymer from the loop reactor.Type: GrantFiled: October 10, 2012Date of Patent: July 7, 2015Assignee: TPC GROUP LLCInventor: Sohel K. Shaikh
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Patent number: 8946361Abstract: A method of making a polyisobutylene polymer in a recirculating loop reactor with one or more reaction tubes in contact with a heat transfer medium includes controlling the delta P and polymerization reaction to provide a linear velocity of the reaction mixture of at least 11 ft/sec in the one or more tubes of the loop reactor and/or controlling the delta P and polymerization reaction of steps (b) and (c) to provide a recirculation ratio of the recirculation rate to the feed rate of at least 30:1. Typically, the process utilizes a recirculating pump operating at a at a pressure differential of from 35 psi to 70 psi.Type: GrantFiled: October 10, 2012Date of Patent: February 3, 2015Assignee: TPC Group LLCInventors: Sohel K. Shaikh, Alfred Chiu, Patrick L. Bradley, Gilbert D. Valdez, Peggy J. Macatangay
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Publication number: 20140256891Abstract: A method of making a polyisobutylene polymer in a recirculating loop reactor with one or more reaction tubes in contact with a heat transfer medium includes: (a) providing a feed mixture consisting essentially of polymerizable monomer and catalyst to a residual reactor stream at a feed rate to form a reaction mixture, the reaction mixture containing less than 5% by weight diluent components; (b) recirculating the reaction mixture in the one or more reaction tubes of the loop reactor at a recirculation rate greater than the feed rate utilizing a recirculating pump operating at a pressure differential, delta P, corresponding to a recirculating flow; (c) polymerizing the reaction mixture in the one or more tubes of the loop reactor to convert the feed mixture to polyisobutylene polymer while cooling the one or more tubes of the loop reactor with the heat transfer medium; and (e) withdrawing polyisobutylene polymer from the loop reactor.Type: ApplicationFiled: October 10, 2012Publication date: September 11, 2014Applicant: TPC Group LLCInventor: Sohel K. Shaikh
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Publication number: 20130324665Abstract: A PIB derivative suitable for use as a fuel additive or lubricant additive prepared from a reactive low molecular weight polyisobutylene composition comprising at least 50 mol percent alpha vinylidene terminated polyisobutylene molecules, the composition having a polydispersity of no more than 1.5 and a number average molecular weight of at least 500 Daltons and no more than 1000 Daltons. The derivative is selected from the group consisting of: alkyl hydroxyaromatic compounds; alkyl alkoxy aromatic compounds; polyisobutenylsuccinic anhydrides; polyisobutenylsuccinimides; PIB-amine compounds; sulfurized PIB compounds; and Mannich condensation products of an alkylated hydroxyaromatic compound.Type: ApplicationFiled: May 28, 2013Publication date: December 5, 2013Applicant: TPC Group LLCInventors: Sohel K. Shaikh, Jennifer Leigh Sengstock
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Patent number: 8524843Abstract: In an embodiment, the present invention provides a process for the liquid phase polymerization of isobutylene to manufacture highly reactive PIB oligomers having Mn under 1000, using a catalyst composition comprising a Friedel-Crafts catalyst and a complexing agent, in the presence of a chain transfer agent. The process advantageously uses short residence times for the isobutylene in the polymerization reaction zone as well as a chain transfer agent selected from: ?-DIB and ?-DIB and mixtures thereof.Type: GrantFiled: June 5, 2012Date of Patent: September 3, 2013Assignee: TPC Group LLCInventors: Sohel K. Shaikh, Rex Lawson