N-containing Patents (Class 585/860)
  • Patent number: 11952538
    Abstract: The present invention relates to a composition for scavenging hydrogen sulphide and/or mercaptans in hydrocarbon streams, the composition comprising an oxazolidine compound and a synergistic additive.
    Type: Grant
    Filed: December 4, 2019
    Date of Patent: April 9, 2024
    Assignee: TOTAL MARKETING SERVICES
    Inventors: Hemant Surendra Mondkar, Frédéric Tort
  • Patent number: 9732298
    Abstract: A method for treating liquefied hydrocarbons including acid gases to remove said acid gases while minimizing loss of amine species, said method comprising the steps of contacting the liquefied hydrocarbons with an absorbent aqueous solution of a first amine compound, the first amine compound having the structure: wherein R1 is propane-2,3-diol; R2 is hydrogen, methyl ethyl, 2-hydroxyethyl, or propane-2,3-diol; and R3 is hydrogen, methyl, ethyl, 2-hydroxyethyl or propane-2,3-diol.
    Type: Grant
    Filed: June 11, 2013
    Date of Patent: August 15, 2017
    Assignee: Dow Global Technologies LLC
    Inventors: Christophe R. Laroche, James M. Hill
  • Patent number: 9610535
    Abstract: Materials which react with (“scavenge”) sulfur compounds, such as hydrogen sulfide and mercaptans, are used to limit sulfur-induced corrosion. Filters and protective coatings including these materials, described broadly as polyhexahydrotriazines (PHT) and polyhemiaminals (PHA), are disclosed. Methods of using these materials to prevent corrosion are described. PHT and PHA materials have excellent thermal and mechanical properties for many applications as coatings and filtration media. Specifically, PHT and PHA materials react with sulfur compounds in such a manner as to incorporate sulfur atoms into the polymeric matrix, thus sequestering the sulfur atoms and allowing removal from fluids such as crude oil, natural gas, hydrocarbon combustion exhaust gases, sulfur polluted air and water. A coating PHT or PHA material on a component to be protected similarly reacts with sulfur compounds prior to sulfur being able to penetrate to the component.
    Type: Grant
    Filed: August 21, 2015
    Date of Patent: April 4, 2017
    Assignee: INTERNATIONAL BUSINESS MACHINES CORPORATION
    Inventors: Dylan J. Boday, Jeannette M. Garcia, James L. Hedrick, Rudy J. Wojtecki
  • Patent number: 9321003
    Abstract: The invention generally relates to processes for upgrading a process stream, such as those containing C2+ olefin and one or more acidic gases, to equipment useful in such processes, and to upgraded process streams.
    Type: Grant
    Filed: February 17, 2014
    Date of Patent: April 26, 2016
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Michael A. Radzicki, Neeraj Sangar, Michael Moran, Matthew B. Yarrison
  • Publication number: 20150141731
    Abstract: A method for treating liquefied hydrocarbons including acid gases to remove the acid gases while minimizing loss of amine species, said method comprising the step of contacting the liquefied hydrocarbons with an absorbent aqueous solution of a first amine compound, the first amine compound having the structure wherein R1 is propane-2,3-diol; R2 is hydrogen, methyl, ethyl, 2-hydroxyethyl, or propane- 2,3 -diol; and R3 is hydrogen, methyl, ethyl, 2-hydroxyethyl or propane-2,3-diol.
    Type: Application
    Filed: June 11, 2013
    Publication date: May 21, 2015
    Applicant: DOW GLOBAL TECHNOLOGIES LLC
    Inventors: Christophe R. Laroche, James M. Hill
  • Publication number: 20150126793
    Abstract: A method for treating liquefied hydrocarbons including acid gases to remove the acid gases while minimizing loss of amine species, the method comprising the step of contacting the liquefied hydrocarbons with an absorbent aqueous solution of a first amine compound, the first amine compound having the structure wherein R1 is hydrogen, propane-2,3-diol, and mixtures thereof and R2 is propane-2,3-diol.
    Type: Application
    Filed: June 11, 2013
    Publication date: May 7, 2015
    Applicant: Dow Global Technologies LLC
    Inventors: Christophe R. Laroche, James M. Hill
  • Publication number: 20150112113
    Abstract: A method for treating liquefied hydrocarbons comprising acid gases to remove said the gases while minimizing loss of amine species, the method comprising the step of contacting the liquefied hydrocarbons with an absorbent aqueous solution of a first amine compound, the first amine compound having the structure wherein R1 and R2 may each individually be hydrogen, methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, 2-hydroxyethyl or propane-2,3-diol.
    Type: Application
    Filed: June 11, 2013
    Publication date: April 23, 2015
    Applicant: Dow Global Technologies LLC
    Inventors: Christophe R. Laroche, James M. Hill
  • Patent number: 8975464
    Abstract: The present invention provides a method of increasing the efficiency of exothermic CO2 capture processes. The method relates to withdrawing heat generated during the exothermic capture of CO2 with various sorbents via heat exchange with a working fluid. The working fluid is provided at a temperature and pressure such that it is in the liquid state, and has a vaporization temperature in a range such that the heat arising from the reaction of the CO2 and the sorbent causes a phase change from liquid to vapor state in whole or in part and transfers heat from to the working fluid. The resulting heated working fluid may subsequently be used to generate power.
    Type: Grant
    Filed: December 16, 2011
    Date of Patent: March 10, 2015
    Assignee: Research Triangle Institute
    Inventors: Aqil Jamal, Raghubir P. Gupta
  • Publication number: 20150044117
    Abstract: Cavitand compositions that comprise void spaces are disclosed. The void spaces may be empty, which means that voids are free of guest molecules or atoms, or the void spaces may comprise guest molecules or atoms that are normally in their gas phase at standard temperature and pressure. These cavitands may be useful for industrial applications, such as the separation or storage of gasses. Novel cavitand compounds are also disclosed.
    Type: Application
    Filed: March 22, 2013
    Publication date: February 12, 2015
    Applicant: GEORGETOWN UNIVERSITY
    Inventors: Kevin Travis Holman, Christopher Kane
  • Patent number: 8921630
    Abstract: Disclosed is a process for the removal of sulfur from a fuel gas stream that additionally contains diolefins and oxygen as well as organic sulfur compounds by pretreating the fuel gas stream in a pretreatment reactor in order to significantly reduce the amounts of any diolefins and oxygen contained therein prior to the hydrodesulfurization in a hydrotreater reactor wherein organic sulfur compounds are converted to hydrogen sulfide. The hydrogen sulfide formed is removed from the hydrotreated gas stream by use of an absorption treatment method, such as amine treatment, to yield a treated fuel gas stream having a reduced concentration of hydrogen sulfide and an overall sulfur content that is low enough to meet stringent sulfur regulation requirements.
    Type: Grant
    Filed: August 15, 2008
    Date of Patent: December 30, 2014
    Assignee: Shell Oil Company
    Inventors: Gary Lee Ripperger, Michael Norris Treybig
  • Patent number: 8785711
    Abstract: There are provided an ionic liquid having ether group(s) in which a copper(I) compound is included, a method for preparing the same, and a method for removing traces amounts of acetylene-based hydrocarbon compounds included in olefin by absorption or extraction using the same. When the disclosed solution is used, oxidation of Cu(I) to Cu(II) is prevented since CuX is stabilized by the ionic liquid. Thus, selective removal efficiency of acetylenic compounds is improved greatly while the removal performance is retained for a long period of time. Further, since the solution according to the present disclosure is applicable as an extractant as well as an absorbent, the associated operation is simple and apparatus cost can be decreased.
    Type: Grant
    Filed: December 16, 2010
    Date of Patent: July 22, 2014
    Assignee: Kolon Industries, Inc.
    Inventors: Hyun Joo Lee, Byoung Sung Ahn, Hoon Sik Kim, Jin-Hyung Kim, Gyeong Taek Gong
  • Publication number: 20140171720
    Abstract: We provide a process comprising: a. feeding a chlorinated-hydrocarbon and an ionic liquid catalyst to a treatment unit; b. operating the treatment unit at an elevated temperature to produce dechlorinated-hydrocarbon and HCl; and c. collecting the dechlorinated-hydrocarbon, wherein at least 90 wt % of the chlorides are removed. A second process comprises: a. creating an ionic liquid catalyst-rich zone in a distillation unit; b. passing chlorinated-hydrocarbon to the distillation unit; c. operating the unit under conditions causing removal of alkyl chloride to produce dechlorinated-hydrocarbon having a final boiling point close to a first final boiling point. A third process comprises: a. feeding alkylate gasoline blending component and ionic liquid catalyst to a treatment unit; b. operating the treatment unit; and c. collecting a dechlorinated-hydrocarbon, wherein at least 90 wt % of the chlorides have been removed and the dechlorinated-hydrocarbon has a second RON that is close to a first RON.
    Type: Application
    Filed: December 14, 2012
    Publication date: June 19, 2014
    Applicant: Chevron U.S.A. Inc.
    Inventors: Bi-Zeng Zhan, Hye Kyung Cho Timken, Michael Sean Driver
  • Publication number: 20140171721
    Abstract: Processes and compositions for scavenging hydrogen sulfide from hydrocarbon streams are disclosed that reduce, if not substantially eliminate, the formation of crystalline or amorphous solids even under cold conditions. The compositions used in the processes comprise a hexahydrotriazine component and an amphiphilic component that form a hydrophobic micelle when the hexahydrotriazine component becomes spent.
    Type: Application
    Filed: December 19, 2013
    Publication date: June 19, 2014
    Applicant: Coastal Chemical Co., L.L.C.
    Inventor: Roy Bertrand, III
  • Publication number: 20140127105
    Abstract: In accordance with one aspect, the present invention provides a composition which contains the amino-siloxane structures I, or III, as described herein. The composition is useful for the capture of carbon dioxide from process streams. In addition, the present invention provides methods of preparing the amino-siloxane composition. Another aspect of the present invention provides methods for reducing the amount of carbon dioxide in a process stream employing the amino-siloxane compositions of the invention, as species which react with carbon dioxide to form an adduct with carbon dioxide.
    Type: Application
    Filed: January 13, 2014
    Publication date: May 8, 2014
    Applicant: General Electric Company
    Inventors: Robert James Perry, Michael Joseph O'Brien
  • Publication number: 20140128656
    Abstract: A system includes an amine gas processing controller that includes one or more tangible, non-transitory, machine-readable media collectively storing one or more sets of instructions and one or more processing devices configured to execute the one or more sets of instructions to operate a contactor to remove an acid gas from an untreated natural gas using an amine in a lean amine, output a treated natural gas, and output a rich amine stream, operate a regenerator to regenerate the amine in the rich amine stream, output the lean amine stream, and output the acid gas, transfer the rich amine stream from the contactor to the regenerator using an isobaric pressure exchanger (IPX), and transfer the lean amine stream from the regenerator to the contactor using the IPX.
    Type: Application
    Filed: November 7, 2013
    Publication date: May 8, 2014
    Applicant: Energy Recovery, Inc.
    Inventors: James Lee Arluck, Jeremy Grant Martin, Prem Krish, John Sienkiewicz
  • Publication number: 20140128655
    Abstract: A system includes an amine gas processing system that includes a contactor configured to remove an acid gas from an untreated natural gas using an amine in a lean amine stream, output a treated natural gas, and output a rich amine stream. The system also includes a regenerator configured to regenerate the amine in the rich amine stream, output the lean amine stream, and output the acid gas. The system also includes an isobaric pressure exchanger (IPX) configured to transfer the rich amine stream from the contactor to the regenerator and to transfer the lean amine stream from the regenerator to the contactor.
    Type: Application
    Filed: November 7, 2013
    Publication date: May 8, 2014
    Applicant: Energy Recovery, Inc.
    Inventors: James Lee Arluck, Jeremy Grant Martin, Prem Krish
  • Publication number: 20140088335
    Abstract: A methane separation method of the present invention at least includes: mixing the biogas and an absorbing liquid that absorbs carbon dioxide in a mixer so as to form a mixed fluid of a gas-liquid mixed phase; introducing the mixed fluid into a first gas/liquid separator so as to separate the mixed fluid through gas/liquid separation into methane and a CO2-absorbed liquid formed due to an absorption of the carbon dioxide by the absorbing liquid; recovering methane separated in the first gas/liquid separator; and supplying the CO2-absorbed liquid through a supply port of a membrane module comprised of a container and a plurality of hollow fiber permeable membranes built therein to inside of the membranes so as to make the CO2-absorbed liquid permeate the permeable membranes, and lowering a pressure outside the permeable membranes to a level lower than that inside the permeable membranes.
    Type: Application
    Filed: September 19, 2013
    Publication date: March 27, 2014
    Applicants: RESEARCH INSTITUTE OF INNOVATIVE TECHNOLOGY FOR THE EARTH, TAIYO NIPPON SANSO CORPORATION
    Inventors: Takafumi TOMIOKA, Toshiyuki ABE, Toru SAKAI, Hiroshi MANO, Kazuhiro OKABE
  • Patent number: 8663461
    Abstract: Solvent regeneration to recover a polar hydrocarbon (HC) selective solvent substantially free of hydrocarbons (HCs) and other impurities from a solvent-rich stream containing selective solvent, heavy HCs, and polymeric materials (PMs) generated from reactions among thermally decomposed or oxidized solvent, heavy HCs, and additives is provided. A combination of displacement agent and associated co-displacement agent squeezes out the heavy HCs and PMs from the extractive solvent within a solvent clean-up zone. Simultaneously, a filter equipped with a magnetic field is positioned in a lean solvent circulation line to remove paramagnetic contaminants. The presence of the co-displacement agent significantly enhances the capability of the displacement agent in removing the heavy HCs and PMs from the extractive solvent.
    Type: Grant
    Filed: March 3, 2013
    Date of Patent: March 4, 2014
    Assignees: AMT International, Inc., CPC Corporation, Taiwan
    Inventors: Fu-Ming Lee, Tzong-Bin Lin, Kuang-Yeu Wu, Jyh-Haur Hwang, Tsung-Min Chiu, Jeng-Cheng Lee, Han-Tjen Jan, Yuan-Fu Sun
  • Publication number: 20140017153
    Abstract: Systems containing imidazoles or blends of imidazoles and amines are described herein. Methods of their preparation and use are also described herein. The methods of using the systems include the reduction of volatile compounds from gas streams and liquid streams.
    Type: Application
    Filed: June 10, 2013
    Publication date: January 16, 2014
    Inventor: Jason E. Bara
  • Publication number: 20140005451
    Abstract: Embodiments of methods for purifying a biomass-derived pyrolysis oil are provided. The method comprises the step of contacting the biomass-derived pyrolysis oil with a first deoxygenating catalyst in the presence of hydrogen at first predetermined hydroprocessing conditions to form a first low-oxygen biomass-derived pyrolysis oil effluent. The low-oxygen biomass-derived pyrolysis oil effluent is contacted with an ionic liquid to remove phenolic compounds, nitrogen compounds and other impurities. This ionic liquid step may be followed by a second deoxygenation step or the deoxygenating may be completed and then followed by the ionic liquid purification step.
    Type: Application
    Filed: October 2, 2012
    Publication date: January 2, 2014
    Applicant: UOP LLC
    Inventors: Beckay J. Mezza, Haiyan Wang, Alakananda Bhattacharyya, Christopher P. Nicholas
  • Patent number: 8608950
    Abstract: A process for removing a metal from a resid feed includes contacting the resid feed comprising the metal with a resid-immiscible ionic liquid to produce a resid and resid-immiscible ionic liquid mixture, and separating the mixture to produce a resid effluent having a reduced metal content relative to the resid feed.
    Type: Grant
    Filed: November 12, 2010
    Date of Patent: December 17, 2013
    Assignee: UOP LLC
    Inventors: Manuela Serban, Alakananda Bhattacharyya, Beckay J. Mezza, Kurt M. Vanden Bussche, Christopher P. Nicholas, Warren K. Bennion
  • Patent number: 8608949
    Abstract: A process for removing a metal from a vacuum gas oil feed includes contacting the vacuum gas oil feed comprising the metal with a VGO-immiscible ionic liquid to produce a vacuum gas oil and VGO-immiscible ionic liquid mixture, and separating the mixture to produce a vacuum gas oil effluent having a reduced metal content relative to the vacuum gas oil feed.
    Type: Grant
    Filed: November 12, 2010
    Date of Patent: December 17, 2013
    Assignee: UOP LLC
    Inventors: Alakananda Bhattacharyya, Manuela Serban, Beckay J. Mezza, Kurt M. Vanden Bussche, Christopher P. Nicholas, Joseph A. Kocal, Warren K. Bennion
  • Patent number: 8608952
    Abstract: A process for de-acidifying a hydrocarbon feed includes contacting the hydrocarbon feed containing an organic acid with a feed-immiscible phosphonium ionic liquid to produce a hydrocarbon and feed-immiscible phosphonium ionic liquid mixture and separating the mixture to produce a hydrocarbon effluent having a reduced organic acid content relative to the hydrocarbon feed. Optionally, a de-emulsifier is added to at least one of the contacting and separating steps.
    Type: Grant
    Filed: November 12, 2010
    Date of Patent: December 17, 2013
    Assignee: UOP LLC
    Inventors: Manuela Serban, Alakananda Bhattacharyya, Beckay J. Mezza, Kurt M. Vanden Bussche, Christopher P. Nicholas, Warren K. Bennion
  • Patent number: 8608943
    Abstract: A process for removing a nitrogen compound from a vacuum gas oil feed includes contacting the vacuum gas oil feed comprising the nitrogen compound with a VGO-immiscible phosphonium ionic liquid to produce a vacuum gas oil and VGO-immiscible phosphonium ionic liquid mixture, and separating the mixture to produce a vacuum gas oil effluent having a reduced nitrogen content relative to the vacuum gas oil feed.
    Type: Grant
    Filed: November 12, 2010
    Date of Patent: December 17, 2013
    Assignee: UOP LLC
    Inventors: Manuela Serban, Alakananda Bhattacharyya, Beckay J. Mezza, Kurt M. Vanden Bussche, Christopher P. Nicholas, Joseph A. Kocal, Warren K. Bennion
  • Publication number: 20130310623
    Abstract: A process for the selective absorption of acidic components from normally gaseous hydrocarbon mixtures using an aqueous amine absorbent solution comprising an antioxidant and a non-detergent co-solvent for the amine and the antioxidant.
    Type: Application
    Filed: May 15, 2012
    Publication date: November 21, 2013
    Applicant: ExxonMobil Research and Engineering Company
    Inventors: Michael SISKIN, Robert B. FEDICH, Michel A. DAAGE
  • Publication number: 20130303821
    Abstract: Systems and methods for inhibiting foam formation in an acid gas removal system are provided. Preconditioning a rich amine or triethylene glycol stream exiting an absorber of an acid gas removal system through a rotary separation turbine can provide pre-separation of gas from rich amine or triethylene glycol, as well as effectively reduces or inhibits foam formation. Systems provided enhance plant reliability and also recovers hydraulic power into electricity.
    Type: Application
    Filed: May 8, 2013
    Publication date: November 14, 2013
    Applicant: Chevron U.S.A. Inc.
    Inventor: Feng-Ran Sheu
  • Patent number: 8580107
    Abstract: A process for removing a sulfur compound from a vacuum gas oil feed includes contacting the vacuum gas oil feed comprising the sulfur compound with a VGO-immiscible ionic liquid to produce a vacuum gas oil and VGO-immiscible ionic liquid mixture, and separating the mixture to produce a vacuum gas oil effluent having a reduced sulfur content relative to the vacuum gas oil feed.
    Type: Grant
    Filed: November 12, 2010
    Date of Patent: November 12, 2013
    Assignee: UOP LLC
    Inventors: Alakananda Bhattacharyya, Manuela Serban, Beckay J. Mezza, Kurt M. Vanden Bussche, Christopher P. Nicholas, Joseph A. Kocal, Warren K. Bennion
  • Patent number: 8552247
    Abstract: The present invention relates to a process for recovering polar hydrocarbons from non-polar hydrocarbons, such as aromatics from non-aromatics, naphthenes from paraffins and isoparaffins, or olefins from paraffins and isoparaffins, in feed mixtures containing at least a measurable amount of heavier hydrocarbons. According to the invention, an improved extractive distillation (extractive-distillation) process is disclosed for recovering aromatic hydrocarbons including benzene, toluene, and xylenes from heavy (C9+) hydrocarbons. The invention also relates to an improved extractive-distillation process for recovering mainly benzene and toluene from the C6-C7 petroleum streams containing at least a measurable amount of C8+ hydrocarbons.
    Type: Grant
    Filed: March 23, 2012
    Date of Patent: October 8, 2013
    Assignee: UOP LLC
    Inventors: Robert J. L. Noe, Bruce R. Beadle, Lawrence E. Sullivan
  • Publication number: 20130247758
    Abstract: CO2 is absorbed from a gas mixture by contacting the gas mixture with an absorption medium which comprises at least water as solvent and at least one amine of formula (I) where R1 is an aliphatic radical, having 2 to 6 carbon atoms and at least one amino group, and R2 is hydrogen, a C1-4 alkyl radical or a radical R1.
    Type: Application
    Filed: November 10, 2011
    Publication date: September 26, 2013
    Applicant: Evonik Degussa GmbH
    Inventors: Matthias Seiler, Rolf Schreider, Jörn Rolker, Daniel Dembkowski, Manfred Neumann, Daniel Witthaut, Michael Keup, Volker Brehme, Muhammad Irfan
  • Publication number: 20130204066
    Abstract: A unit for establishing contact between a liquid and a gas includes: a chamber having a vertical axis; a first series of contact sections disposed along the length of the vertical axis of the chamber; a second series of contact sections disposed along the length of the vertical axis of the chamber, alternated with the contact sections of the first series; and a liquid circulation system designed to circulate a liquid in the contact sections of the first series and in the contact sections of the second series in a separate manner.
    Type: Application
    Filed: October 10, 2011
    Publication date: August 8, 2013
    Applicant: TOTAL S.A.
    Inventor: Denis Chretien
  • Publication number: 20130178683
    Abstract: The present invention is a process for removing oxygenated contaminants and water from an hydrocarbon stream comprising: introducing the contaminated hydrocarbon stream in a gaseous phase in an absorption zone, contacting said hydrocarbon stream in said absorption zone with an absorbent capable to absorb water and oxygenated contaminants at conditions effective to produce, an overhead hydrocarbon stream having a reduced oxygenated contaminants and water content and an absorbent bottoms stream comprising the absorbent, hydrocarbons and having an enhanced oxygenated contaminants and water content, introducing the above absorbent bottoms stream in a stripping zone at conditions effective to produce, an absorbent bottoms stream essentially free of hydrocarbons, oxygenated contaminants and water and an overhead stream comprising essentially hydrocarbons, water and the oxygenated contaminants, recycling the absorbent bottoms stream of the stripping zone to the absorption zone, optionally fractionating the ov
    Type: Application
    Filed: December 20, 2010
    Publication date: July 11, 2013
    Applicant: TOTAL PETROCHEMICALS RESEARCH FELUY
    Inventors: Laurent Avaullee, Jean-Pierre Thoret Bauchet
  • Publication number: 20130167433
    Abstract: Sulfur solvent compositions are provided that have relatively low toxicity, low and not unpleasant odor, and a substantial capacity for rapidly dissolving elemental sulfur from deposits even at low temperatures and in the presence of water. The compositions comprise a reaction menstruum prepared using an amine component and a ketone component in the presence of alkanol.
    Type: Application
    Filed: December 20, 2012
    Publication date: July 4, 2013
    Inventor: BRENNTAG CANADA INC.
  • Publication number: 20130172654
    Abstract: The present invention is a process for removing oxygenated contaminants and water from an hydrocarbon stream comprising: introducing the contaminated hydrocarbon stream in a gaseous phase in an absorption zone, contacting said hydrocarbon stream in said absorption zone with an absorbent capable to absorb water and oxygenated contaminants at conditions effective to produce, an overhead hydrocarbon stream having a reduced oxygenated contaminants and water content and an absorbent bottoms stream comprising the absorbent, hydrocarbons and having an enhanced oxygenated contaminants and water content, introducing the above absorbent bottoms stream in a stripping zone at conditions effective to produce, an absorbent bottoms stream essentially free of hydrocarbons, oxygenated contaminants and water and an overhead stream comprising essentially hydrocarbons, water and the oxygenated contaminants, recycling the absorbent bottoms stream of the stripping zone to the absorption zone, optionally fractionating the ov
    Type: Application
    Filed: December 20, 2010
    Publication date: July 4, 2013
    Applicant: TOTAL PETROCHEMICALS RESEARCH FELUY
    Inventors: Laurent Avaullee, Jean-Pierre Thoret Bauchet
  • Publication number: 20130172623
    Abstract: Methods for making sulfide scavenging compositions are provided. The method comprises reacting at least one secondary amine with at least one aldehyde and solvent in the presence of a catalyst to form a reaction composition, wherein a reaction temperature is less than or equal to 90° C. Sulfide scavengers using the above method are also disclosed. Methods for removing sulfides from fluid streams are also provided. The methods include adding the above sulfide scavengers to fluid streams.
    Type: Application
    Filed: February 24, 2012
    Publication date: July 4, 2013
    Applicant: General Electric Company
    Inventor: Gregory Kaplan
  • Publication number: 20130131387
    Abstract: Methods for reducing sulfides from fluid streams are provided. The methods comprise adding secondary amine-formaldehyde adduct (SAFA) scavengers to fluid streams. The SAFA scavengers added comprise less than about 40 wt % N-methyl secondary amines of the total weight of SAFA scavengers. Methods for distilling N-methyl secondary amines from secondary amine-formaldehyde adduct (SAFA) scavengers are also provided. Purified SAFA scavengers are also disclosed.
    Type: Application
    Filed: November 23, 2011
    Publication date: May 23, 2013
    Applicant: GENERAL ELECTRIC COMPANY
    Inventors: Gregory Kaplan, Ping Lue
  • Patent number: 8420879
    Abstract: The invention relates to a process for workup of a stream (1) comprising butene and/or butadiene, butane, hydrogen and/or nitrogen and carbon dioxide, comprising: (a) absorption of stream (1) with a mixture (5) comprising 80 to 97% by weight of N-methylpyrrolidone and 3 to 20% by weight of water to obtain a stream (9) comprising N-methylpyrrolidone, water, butene and/or butadiene, butane, and optionally carbon dioxide, and a stream (7) comprising hydrogen and/or nitrogen and butane, (b) extractive distillation of stream (9) with a stream (13) comprising 80 to 97% by weight of N-methylpyrrolidone and 3 to 20% by weight of water to separate the stream (9) into a stream (17) comprising N-methylpyrrolidone, water, butene and/or butadiene, and a stream (15) comprising essentially butane, and optionally carbon dioxide, (c) distillation of stream (17) into a stream (23) comprising essentially N-methylpyrrolidone and water, and a stream (21) comprising butene and/or butadiene.
    Type: Grant
    Filed: March 2, 2012
    Date of Patent: April 16, 2013
    Assignee: BASF SE
    Inventors: Albena Kostova, Regina Benfer, Jochen Götz, Alireza Rezai, Aristides Morillo, Gerhard Olbert, Peter Pfab, Grigorios Kolios, Markus Weber, Alexander Weck
  • Publication number: 20130071309
    Abstract: Aspects of the disclosure relate to the separation of gases and to a process for the removal of carbon dioxide gas using liquid absorbents.
    Type: Application
    Filed: September 14, 2012
    Publication date: March 21, 2013
    Applicant: PETROLIAM NASIONAL BERHAD
    Inventors: David F. Wassell, Kenneth R. Seddon, Martin P. Atkins
  • Patent number: 8378164
    Abstract: Processes for obtaining aromatic hydrocarbons from a hydrocarbon mixture a1. Mixture a1 is extractively distilled with extractive solvent a2 producing mixture bl comprising solvent a2, aromatic hydrocarbons and high boilers, and nonaromatic hydrocarbon mixture b2. Mixture b1 is distilled to aromatic hydrocarbon c1 and solvent comprising high boilers c2. Substream dl is removed from c2 and c2 is recycled to extractive distillation. Substream d1 is extracted with water producing aqueous phase e1 and organic phase e2. Aqueous phase e1 is distilled and purified solvent a2 is recovered and recycled into extractive distillation of mixture b1. Substream e2? is removed from organic phase e2 and recycled into extractive distillation of mixture b1. The amount of organic phase e2? is such that when d1 comprising solvent, high boilers, water and circulated stream e2? is dispersed, aqueous extract phase e1, forms a disperse phase and organic phase e2 a continuous phase.
    Type: Grant
    Filed: September 22, 2008
    Date of Patent: February 19, 2013
    Assignee: BASF SE
    Inventors: Uwe Stabel, Petra Deckert
  • Patent number: 8366914
    Abstract: Compounds having the formulae and general formulae: wherein each R1, R2, R3 and R4 are the same or different and may be hydrogen, an alkyl group, an aryl group, a halogen, a nitro group, an alkyl or aryl ester, and an alkyl or aryl ether; compounds having the general formula: wherein R is an alkyl, aryl or electron withdrawing group; mixtures thereof; can be used as additives for crude oil and hydrocarbons. These compounds may be used to scavenge mercaptans, sulfides, cyanides, and primary or secondary amines; either alone or in combination.
    Type: Grant
    Filed: October 14, 2008
    Date of Patent: February 5, 2013
    Assignee: Baker Hughes Incorporated
    Inventors: Jianzhong Yang, Tauseef Salma, John A. Schield, Jerry J. Weers, Joseph L. Stark
  • Patent number: 8362314
    Abstract: Processes for obtaining aromatic hydrocarbons from a hydrocarbon mixture comprising aromatic and nonaromatic hydrocarbons and high boilers comprising: (A) providing a hydrocarbon mixture a1 and an extractive solvent a2, (B) extractively distilling the mixture a1 with the extractive solvent to obtain a mixture b1 of extractive solvent, the aromatic hydrocarbons, and high boilers, (C) distilling the mixture b1 to one or more fractions c1 comprising aromatic hydrocarbons and the extractive solvent c2 comprising high boilers, (D) removing a substream d1 from the extractive solvent c2, (E) extracting the substream d1 of the extractive solvent with water to obtain an aqueous extract phase e1 essentially free of high boilers and an organic phase e2 comprising the high boilers, (F) distilling the aqueous extract phase e1 and recovering the extractive solvent a2. Step (E) is preceded by a distillation in which a fraction of very high-boiling hydrocarbons is removed from substream d1.
    Type: Grant
    Filed: September 22, 2008
    Date of Patent: January 29, 2013
    Assignee: BASF SE
    Inventors: Uwe Stabel, Petra Deckert
  • Patent number: 8362313
    Abstract: In various embodiments, the present disclosure describes processes and systems for recovery of styrene from a styrene-rich feedstock. The processes and systems maintain performance of an extractive solvent used in the styrene recovery. In general, the processes include introducing a styrene-rich feedstock to an extractive distillation column, removing a styrene-rich stream from the extractive distillation column, introducing the styrene-rich stream to a solvent recovery column, removing a styrene-lean stream from the solvent recovery column, separating and treating a portion of the styrene-lean stream to form a treated extractive solvent and recycling the treated extractive solvent. In some embodiments, the treating process also includes steam stripping. Styrene-recovery systems including an extractive distillation column, a solvent recovery column, a solvent treatment apparatus having at least one equilibrium stage and a continuous circulation loop connecting these components are also disclosed herein.
    Type: Grant
    Filed: February 1, 2010
    Date of Patent: January 29, 2013
    Assignee: GTC Technology, LP
    Inventors: Zhong Yi Ding, Weihua Jin, Andrei Cimpeanu, Amy Sealey
  • Publication number: 20130023712
    Abstract: The invention relates to the removal of acid compounds from a gaseous effluent in an absorption method using an aqueous solution containing one or more triamines wherein the three amine functions are not connected to each other by rings and whose amine functions in the a and the co positions are always tertiary, and the amine function in central position is always secondary, more or less sterically hindered, and which have the general formula (I) as follows:
    Type: Application
    Filed: November 25, 2010
    Publication date: January 24, 2013
    Inventors: Fabien Porcheron, Marc Jacquin, Bruno Delfort, Dominique Le Pennec, Julien Grandjean
  • Patent number: 8323456
    Abstract: A process and system for removing bound water from bio-oil by azeotropic distillation. The process includes combining a bound-water-containing bio-oil with an azeotrope agent and subjecting the resulting treated bio-oil to azeotropic distillation under reduced pressure. The azeotropic distillation removes a substantial portion of the bound water from the bio-oil, thus producing a water-depleted bio-oil that is less corrosive, more stable, and more readily miscible with hydrocarbons.
    Type: Grant
    Filed: August 26, 2010
    Date of Patent: December 4, 2012
    Assignee: KiOR, Inc.
    Inventors: Ronny W. Lin, Robert Bartek
  • Patent number: 8237005
    Abstract: There is provided a method for separating cyclohexene comprising the steps of: (a) separating a mixed solution containing cyclohexene, cyclohexane, and benzene by distillation using N,N-dimethylacetamide as an extractant; and (b) feeding at least a portion of a first bottom liquid obtained by separating cyclohexene, cyclohexane, and benzene from the mixed solution in the step (a) to an extractant purification column, withdrawing an azeotrope of cyclohexyl acetate and N,N-dimethylacetamide from a top of the extractant purification column to an outside of a system, and recycling a second bottom liquid of the extractant purification column to the step (a).
    Type: Grant
    Filed: September 5, 2007
    Date of Patent: August 7, 2012
    Assignee: Asahi Kasei Chemicals Corporation
    Inventor: Masakazu Ban
  • Publication number: 20120121485
    Abstract: This invention relates to a process for removing metals, particularly mercury, from hydrocarbon streams by use of an ionic liquid, where in the metal-containing hydrocarbon stream is contacted with an ionic liquid to produce a product hydrocarbon stream having reduced mercury content.
    Type: Application
    Filed: March 30, 2010
    Publication date: May 17, 2012
    Inventors: Robin Don Rogers, John Holbrey, Hector Rodriguez
  • Publication number: 20120035405
    Abstract: The present invention relates to an improved method for recovering hydrocarbons trapped in hydrate formations.
    Type: Application
    Filed: July 22, 2011
    Publication date: February 9, 2012
    Applicant: CONOCOPHILLIPS COMPANY
    Inventors: Keith C. Hester, James J. Howard
  • Publication number: 20120035406
    Abstract: A method for dehydrating liquid fuel, the method comprising injecting a supply of dry gas into a liquid fuel via an outlet submerged in the liquid fuel. Also, a system for dehydrating liquid fuel, the system comprising a container for storing a liquid fuel, a line for delivering a supply of dry gas, and an outlet disposed near the bottom of the container and connected to the gas line for injecting dry gas into the liquid fuel.
    Type: Application
    Filed: July 18, 2011
    Publication date: February 9, 2012
    Applicant: AIRBUS OPERATIONS LIMITED
    Inventors: Joseph K-W LAM, Craig P. LAWSON, Marc WETTERWALD
  • Patent number: 8110094
    Abstract: A dewatered ethanol residue regenerable and non-regenerable sorbent for the removal of acid gas from hydrocarbon production gas streams and the process for the removal of acid gas from hydrocarbon gas. The process includes the steps of obtaining residue from the distillation of ethanol; de-watering the residue; mixing the de-watered residue with an amine; and, contacting the hydrocarbon gas with the dewatered residue/amine mixture.
    Type: Grant
    Filed: December 31, 2008
    Date of Patent: February 7, 2012
    Assignee: Intevep, S.A.
    Inventors: Alfredo Viloria, Rafael Yoll, Yanine González, Mónica Román, José Biomorgi
  • Patent number: 8110716
    Abstract: The present invention relates to a process for removing acetylenes from olefins by using an ionic liquid-based solution, and particularly to a process for removing a small amount of acetylenes contained in olefins by using an ionic liquid-based solution where copper halide (CuX, X=halogen atom) is dissolved. In an ionic liquid-based solution used in the present invention, copper halide (CuX) is stabilized by ionic liquid, thus preventing monovalent copper ion (Cu+) from being oxidized into divalent copper ion (Cu2+), maintaining the superior activity of monovalent copper ion (Cu+) in removing acetylene for a long period of time, and remarkably increasing the selective removal of acetylene-based compounds. Moreover, an ionic liquid-based solution used in the present invention may serve as an extracting solution as well as an absorbent, thereby facilitating the operation and reducing equipment cost in comparison to the conventional extracting agent used in a slurry phase.
    Type: Grant
    Filed: October 13, 2008
    Date of Patent: February 7, 2012
    Assignee: Kolon Industries Inc.
    Inventors: Hyun Joo Lee, Byoung Sung Ahn, Hoon Sik Kim, Jin Hyung Kim, Jung Min Lee
  • Patent number: 8076526
    Abstract: A process for isolating a conjugated diene from a hydrocarbon mixture is disclosed. The process comprises distilling the hydrocarbon mixture in the presence of an extraction solvent comprising an N,N-dialkyl aliphatic amide and from 12 to 50 weight percent furfural to separate a distillate and a conjugated diene-rich extract; and recovering the conjugated diene from the extract.
    Type: Grant
    Filed: March 30, 2009
    Date of Patent: December 13, 2011
    Assignee: Lyondell Chemical Technology
    Inventor: Robert W. Mason