Including An Alkylation Step Patents (Class 585/323)
  • Patent number: 11858874
    Abstract: A method for preparing alpha-methylstyrene according to one embodiment of the present disclosure includes dehydrating a dimethylbenzyl alcohol solution in a reactor under an acid catalyst to prepare alpha-methylstyrene, where a reaction product after the dehydration reaction comprises a first reaction product including a first alpha-methylstyrene; and a second reaction product including vapor (H2O), a second alpha-methylstyrene and unreacted materials; and separating the second alpha-methylstyrene and the unreacted materials comprised in the second reaction product and recirculating the second alpha-methylstyrene and the unreacted materials to the reactor, a temperature inside the reactor during the dehydration reaction is 135° C. or higher, and a content of the acid catalyst is from 100 ppm to 1,500 ppm based on a total weight of dimethylbenzyl alcohol of the dimethylbenzyl alcohol solution.
    Type: Grant
    Filed: August 30, 2021
    Date of Patent: January 2, 2024
    Assignee: LG Chem, Ltd.
    Inventors: Jaekwon Jeoung, Dong Hyun Ko, Sunhwan Hwang, Jun Han Kang, Sang Jin Han
  • Patent number: 11845719
    Abstract: The present disclosure relates generally to processes and systems for producing liquid transportation fuels by converting a feed stream that comprises both isopentane and n-pentane, and optionally, some C6+ hydrocarbons. Isopentane and smaller hydrocarbons are separated to form a first fraction while n-pentane and larger components of the feed stock form a second fraction. Each fraction is then catalytically-activated in a separate reaction zone with a separate catalyst, where the conditions maintained in each zone maximize the conversion of each fraction to olefins and aromatics, while minimizing the production of C1-C4 light paraffins. In certain embodiments, the first fraction is activated at a lower temperature than the second fraction.
    Type: Grant
    Filed: May 9, 2023
    Date of Patent: December 19, 2023
    Assignee: Phillips 66 Company
    Inventors: Anthony O. Baldridge, Matthew J. Wulfers, Neal D. McDaniel, Robert M. Walston, Soumen Kundu, Bruce B Randolph
  • Patent number: 11840494
    Abstract: A process for treating mixtures containing polyalkylaromatic hydrocarbons, intended for transalkylation processes, includes a mild reduction with hydrogen in the presence of a suitable hydrogenation catalyst. The process also relates to a transalkylation process of polyalkylaromatic hydrocarbons having the treatment.
    Type: Grant
    Filed: August 21, 2020
    Date of Patent: December 12, 2023
    Assignee: VERSALIS S.P.A.
    Inventors: Roberto Buzzoni, Giovanni Antonio Fois
  • Patent number: 11773334
    Abstract: A blend for producing a mixture of hydrocarbons by thermal cracking, the blend comprising a renewable paraffin composition and fossil naphtha.
    Type: Grant
    Filed: June 9, 2022
    Date of Patent: October 3, 2023
    Assignee: NESTE OYJ
    Inventors: Virpi Rämö, Antti Ojala, Risto Vapola
  • Patent number: 11727631
    Abstract: Aspects presented herein relate to methods and devices for graphics processing including an apparatus, e.g., a GPU. The apparatus may perform a color analysis on at least one first frame of a plurality of frames, the color analysis being performed based on at least one image in the at least one first frame. The apparatus may also generate a frequency map for at least one second frame of the plurality of frames based on the performed color analysis. Further, the apparatus may render the at least one second frame based on the frequency map for the at least one second frame, the at least one second frame being rendered after the at least one first frame.
    Type: Grant
    Filed: September 22, 2021
    Date of Patent: August 15, 2023
    Assignee: QUALCOMM Incorporated
    Inventors: Matthew Netsch, Srihari Babu Alla, Avinash Seetharamaiah, Jonnala Gadda Nagendra Kumar
  • Patent number: 11498887
    Abstract: The present invention relates to a process for producing a diene, preferably a conjugated diene, more preferably 1,3-butadiene, comprising the dehydration of at least one alkenol having a number of carbon atoms greater than or equal to 4, in the presence of a catalytic material comprising at least one crystalline metalosilicate in acid form, preferably a macroporous zeolite, more preferably a zeolite with a FAU, BEA or MTW structure. Preferably, said alkenol having a number of carbon atoms greater than or equal to 4 may be obbtained directly through biosynthetic processes, or through catalytic dehydration processes of at least one diol. When said alkenol is a butenol, said diol is preferably a butanediol, more preferably 1,3-butanediol, even more preferably bio-1,3-butanediol, i.e. 1,3-butanediol deriving from biosynthetic processes.
    Type: Grant
    Filed: October 18, 2017
    Date of Patent: November 15, 2022
    Assignee: Versalis S.P.A.
    Inventors: Daniele Delledonne, Alberto Cesana, Marco Mattachini, Monica Vittoria Pastori
  • Patent number: 11326112
    Abstract: In accordance with one or more embodiments of the present disclosure, a process for treating a hydrocarbon feedstream having nitrogen-containing compounds and polynuclear aromatic compounds includes contacting the hydrocarbon feedstream with an adsorbent material; introducing the adsorbent-treated hydrocarbon feedstream to a hydrocracking reaction unit to produce a hydrocracked effluent stream; introducing a naphtha stream to a catalytic reforming unit to produce a reformate stream; introducing the reformate stream to an aromatic recovery complex to produce a light reformate stream, a BTX stream, and an aromatic bottoms stream; and introducing the aromatic bottoms stream to the used adsorbent to release at least a portion of the nitrogen-containing compounds and polynuclear compounds.
    Type: Grant
    Filed: January 7, 2021
    Date of Patent: May 10, 2022
    Assignee: Saudi Arabian Oil Company
    Inventors: Omer Refa Koseoglu, Ali Alzaid
  • Patent number: 10423696
    Abstract: Techniques facilitate intelligent message processing of messages. With regard to a message, an intelligent message processor component (IMPC) can intelligently identify a desired file folder and archive the message in the folder in response to as little as one user interface (UI) control manipulation (e.g., click), when the intelligent message processor UI (IMPUI) is activated. When the IMPUI is activated, the IMPC automatically parses the message and identifies, or allows the user to identify, a keyword/phrase in the message. The IMPC automatically identifies the desired folder based on the identified keyword/phrase, and the user can click on the identified keyword/phrase to store the message in the identified file folder. The IMPUI also can comprise other UI controls that can, e.g., forward a message to another user, archive the message or related attachment in a remote storage destination, perform a customized message process, etc.
    Type: Grant
    Filed: December 15, 2015
    Date of Patent: September 24, 2019
    Assignee: AT&T INTELLECTUAL PROPERTY I, L.P.
    Inventor: Michael L. Bishop
  • Patent number: 10392323
    Abstract: The present application relates to an apparatus and method for purifying cumene. The apparatus and method for purifying cumene according to the present application can reduce the amount of energy consumption which occurs during purification processes and can provide an apparatus and method capable of efficiently purifying cumene.
    Type: Grant
    Filed: February 7, 2019
    Date of Patent: August 27, 2019
    Assignee: LG CHEM, LTD.
    Inventors: Sung Kyun Kim, Sung Kyu Lee, Joon Ho Shin
  • Patent number: 10307733
    Abstract: The present disclosure relates to a material preferably used in a guard bed, and having an increased capacity to adsorb catalyst poisons, as measured by collidine update at 200° C. The material is made by a method in which it is treated by being dried with a drying gas, preferably, at a temperature greater than about 200° C. The treated material may be used to remove impurities from untreated feed streams to, for example, aromatic alkylation and transalkylation processes, where such impurities act as catalyst poisons that cause deactivation of the acidic molecular sieve-based catalysts used, thereby increasing the cycle length of such catalysts.
    Type: Grant
    Filed: November 11, 2015
    Date of Patent: June 4, 2019
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Matthew J. Vincent, Terry E. Helton, Jenna L. Walp, Dominick A. Zurlo, IV, Doug F. Colmyer
  • Patent number: 10118165
    Abstract: Disclosed is a catalyst composition and its use in a process for the conversion of a feedstock containing C8+ aromatic hydrocarbons to produce light aromatic products, comprising benzene, toluene and xylene. The catalyst composition comprises a first zeolite having a constraint index of 3 to 12, a second zeolite comprising a mordenite zeolite synthesized from TEA or MTEA, at least one first metal of Group 10 of the IUPAC Periodic Table, and at least one second metal of Group 11 to 15 of the IUPAC Periodic Table, wherein said mordenite zeolite has a mesopore surface area of greater than 30 m2/g and said mordenite zeolite comprises agglomerates composed of primary crystallites, wherein said primary crystallites have an average primary crystal size as measured by TEM of less than 80 nm and an aspect ratio of less than 2.
    Type: Grant
    Filed: September 30, 2015
    Date of Patent: November 6, 2018
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Wenyih F. Lai, Christine N. Elia, Jane C. Cheng, Shifang L. Luo, Hari Nair, Joshua I. Cutler, Doron Levin
  • Patent number: 10058853
    Abstract: Disclosed is a catalyst composition and its use in a process for the conversion of a feedstock containing C8+ aromatic hydrocarbons to produce light aromatic products, comprising benzene, toluene and xylene. The catalyst composition comprises a mordenite zeolite synthesized from TEA or MTEA, optionally at least one first metal of Group 10 of the IUPAC Periodic Table, and optionally at least one second metal of Group 11 to 15 of the IUPAC Periodic Table, wherein said mordenite zeolite has a mesopore surface area of greater than 30 m2/g and said mordenite zeolite comprises agglomerates composed of primary crystallites, wherein said primary crystallites have an average primary crystal size as measured by TEM of less than 80 nm and an aspect ratio of less than 2.
    Type: Grant
    Filed: January 22, 2016
    Date of Patent: August 28, 2018
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Wenyih F. Lai, Christine N. Elia, Jane C. Cheng, Shifang L. Luo, Hari Nair, Joshua I. Cutler, Doron Levin, Chuansheng Bai
  • Patent number: 10053399
    Abstract: The present disclosure relates to a process for production of a monoalkyl aromatic compound by alkylation of alkylatable aromatic compounds with an alkylating agent in a reactor comprising at least a first and a second series-connected alkylation reaction zones and a cooler disposed between the first and the second series-connected alkylation reaction zones. The process comprising a step of cooling at least a portion of an effluent withdrawn from the first alkylation reaction zone before being introduced into the second alkylation reaction zone.
    Type: Grant
    Filed: December 21, 2017
    Date of Patent: August 21, 2018
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Matthew J. Vincent, Vijay Nanda
  • Patent number: 9918946
    Abstract: A petrolatum composition comprises from 10 to 60 wt % of a wax having an average number of carbon atoms per molecule of between 25 and 70, and having between 5 and 50 wt % branched paraffins in which the branches are selected from methyl and ethyl branches; from 10 to 60 wt % of a linear paraffin having an average number of carbon atoms per molecule of between 10 and 20; and optionally, a low melt wax. The petrolatum composition has a drop melt point of from 35° C. to 80° C.
    Type: Grant
    Filed: November 28, 2012
    Date of Patent: March 20, 2018
    Assignee: Sasol Chemical Industries Limited
    Inventors: Madelyn Bekker, Glenda Vanessa Webber, Corina Jacobs, Nicolaas Russouw Louw, Noël Thomas Montgomery, Vernon Johan Jansen Van Rensburg
  • Patent number: 9902664
    Abstract: The present disclosure relates to a process for production of a monoalkyl aromatic compound by alkylation of alkylatable aromatic compounds with an alkylating agent in a reactor comprising at least a first and a second series-connected alkylation reaction zones and a cooler disposed between the first and the second series-connected alkylation reaction zones. The process comprising a step of cooling at least a portion of an effluent withdrawn from the first alkylation reaction zone before being introduced into the second alkylation reaction zone.
    Type: Grant
    Filed: December 13, 2012
    Date of Patent: February 27, 2018
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Matthew J. Vincent, Vijay Nanda
  • Patent number: 9802181
    Abstract: Disclosed are a catalyst system and its use in a process for the conversion of a feedstock containing C8+ aromatic hydrocarbons to produce light aromatic products, comprising benzene, toluene and xylene.
    Type: Grant
    Filed: January 22, 2016
    Date of Patent: October 31, 2017
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Christine N. Elia, Shifang L. Luo, Hari Nair, Wenyih F. Lai, Robert G. Tinger
  • Patent number: 9783468
    Abstract: A method for producing an aromatic hydrocarbon with an oxygenate as raw material, includes: i) reacting an oxygenate in at least one aromatization reactor to obtain an aromatization reaction product; ii) separating the aromatization reaction product to obtain a gas phase hydrocarbons flow X and a liquid phase hydrocarbons flow Y; iii) after removing gas and/or a part of the oxygenate from the gas phase hydrocarbons flow X, a hydrocarbons flow X1 containing a non-aromatic hydrocarbon is obtained; or after removing gas and/or a part of the oxygenate from the gas phase hydrocarbons flow X, a reaction is conducted in another aromatization reactor and a separation is conducted to obtain a flow X2 containing a non-aromatic hydrocarbon and a flow X3 containing an aromatic hydrocarbon. The flows are further treated.
    Type: Grant
    Filed: October 30, 2014
    Date of Patent: October 10, 2017
    Assignees: CHINA PETROLEUM & CHEMICAL CORPORATION, SHANGHAI RESEARCH INSTITUTE OF PETROCHEMICAL TECHNOLOGY, SINOPEC
    Inventors: Zheming Wang, Weimin Yang, Xiqiang Chen, Jingxian Xiao, Feng Xu
  • Patent number: 9598330
    Abstract: A process is described for alkylating benzene contained in a refinery gasoline stream, in which the refinery gasoline stream is contacted with an alkylating agent comprising one or more C2 to C5 olefins in an alkylation reaction zone under alkylation conditions to produce an alkylated effluent. The alkylation reaction zone comprises at least a first alkylation reaction stage and a second alkylation reaction stage and a portion of said alkylating agent is fed to each of said first and second alkylation reaction stages so that, although the molar ratio of alkylatable aromatic to alkylating agent in the total feed to the alkylation reaction zone is less than 1, the molar ratio of alkylatable aromatic to alkylating agent at the inlet of each of the first and second alkylation reaction stages is at least 1.0.
    Type: Grant
    Filed: November 30, 2011
    Date of Patent: March 21, 2017
    Assignee: BADGER LICENSING
    Inventors: Shyh-Yuan H. Hwang, Ronald Birkhoff, Richard F. Guarino, J. Erik Moy, Geeta Pherwani
  • Patent number: 9476831
    Abstract: A process for producing an alkylated aromatic product in a reactor by reacting an alkylatable aromatic compound feedstock with another feedstock comprising alkene component and alkane component in a reaction zone containing an alkylation catalyst. The reaction zone is operated in predominantly liquid phase without inter-zone alkane removal. The polyalkylated aromatic compounds can be separated as feed stream for transalkylation reaction in a transalkylation reaction zone.
    Type: Grant
    Filed: March 7, 2011
    Date of Patent: October 25, 2016
    Assignee: BADGER LICENSING LLC
    Inventors: Michael C. Clark, Brian Maerz
  • Patent number: 9469576
    Abstract: Methods of forming ethylbenzene are described herein. In one embodiment, the method includes contacting dilute ethylene with benzene in the presence of an alkylation catalyst to form ethylbenzene, wherein such contact occurs in a reaction zone containing a gaseous phase and recovering ethylbenzene from the reaction zone.
    Type: Grant
    Filed: April 14, 2014
    Date of Patent: October 18, 2016
    Assignee: FINA TECHNOLOGY, INC.
    Inventor: James R. Butler
  • Patent number: 9322793
    Abstract: Disclosed is a method for determining when to replace a guard bed material used to remove one or more catalyst poisons from a feed based on a parameter change in a process. A guard bed having a guard bed material is in fluid communication with a catalyst bed having a catalyst. At least three monitors are positioned in said guard bed or said catalyst bed and at least one parameter of the guard bed or catalyst bed is monitored. A feed component comprising one or more catalyst poisons is supplied to said guard bed or said catalyst bed. The feed is contacted with said guard bed material or said catalyst to remove at least a portion of a catalyst poison and to form a product which produces an increase or a decrease in said parameter. The monitored parameters are compared to determine when to replace the guard bed material.
    Type: Grant
    Filed: April 8, 2011
    Date of Patent: April 26, 2016
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Matthew J. Vincent, David L. Fletcher, Vijay Nanda
  • Patent number: 9321705
    Abstract: A process of producing isopropyl benzene which solves the problem of high amount of n-propyl benzene according to the prior art. The process separates the polyisopropyl benzene through a suitable rectification into two streams of relatively lighter and heavier components, wherein the content of diisopropylbenzene in the stream of relatively lighter components is controlled to be at least greater than 95 wt %, and the content of tri-isopropyl benzene in the stream of relatively heavier components is controlled to be at least greater than 0.5 wt %. Such a technical solution subjecting the two streams respectively to the transalkylation solves the problem raised from the prior art, and is useful for the industrial production of isopropyl benzene.
    Type: Grant
    Filed: November 15, 2011
    Date of Patent: April 26, 2016
    Assignees: CHINA PETROLEUM & CHEMICAL CORPORATION, SHANGHAI RESEARCH INSTITUTE OF PETROCHEMICAL TECHNOLOGY, SINOPEC
    Inventors: Huanxin Gao, Bin Zhou, Yilun Wei, Ruifang Gu, Hua Fang, Shufang Ji, Hui Yao
  • Patent number: 9314689
    Abstract: A gaming card verification system includes electronic gaming tables and a system server in communication with and located remotely from the tables. The system or table tracks playing cards at each table and facilitates alerts when improper conditions are detected. Gaming tables can include a physical surface for playing card games, an automated shoe or card handler, a smart discard rack, and a table controller. First sensors detect a first identifier on each card and separate second sensors detect a separate second identifier on the card. The first identifier can be a randomly assigned code unique to each card, while the second identifier indicates a game value of the card. A database can store and provide details regarding card identifiers, values and locations. The discard rack can detect discards and reconcile those with what issued from the shoe. Both counterfeit card insertions and missing cards can be detected thereby.
    Type: Grant
    Filed: November 24, 2014
    Date of Patent: April 19, 2016
    Assignee: Fresh Idea Global Limited
    Inventor: Jay Chun
  • Patent number: 9302953
    Abstract: In a process for producing para-xylene, a feed stream comprising C6+ aromatic hydrocarbons is separated into a toluene-containing stream, a C8 aromatic hydrocarbon-containing stream and a C9+ aromatic hydrocarbon-containing stream. The toluene-containing stream is contacted with a methylating agent to convert toluene to xylenes and produce a methylated effluent stream. Para-xylene is recovered from the C8 aromatic hydrocarbon-containing stream and the methylated effluent stream in a para-xylene recovery section to produce a para-xylene depleted stream, which is then contacted with a xylene isomerization catalyst under liquid phase conditions effective to isomerize xylenes in the para-xylene depleted stream and produce an isomerized stream. The C9+-containing stream with a transalkylation catalyst under conditions effective to convert C9+-aromatics to C8?-aromatics and produce a transalkylated stream, which is recycled together with the isomerized stream to the para-xylene recovery section.
    Type: Grant
    Filed: June 10, 2015
    Date of Patent: April 5, 2016
    Assignee: ExxonMobil Chemicals Patents Inc.
    Inventors: Michel Molinier, Jeevan S. Abichandani, Jeffrey L. Andrews, Timothy P. Bender, Robert G. Tinger, Dennis J. Stanley, George J. Wagner
  • Patent number: 9295970
    Abstract: In a process for producing para-xylene, a feed stream comprising C6+ aromatic hydrocarbons is separated into a C7? aromatic hydrocarbon-containing stream, a C8 aromatic hydrocarbon-containing stream, and a C9+ aromatic hydrocarbon-containing stream. The C7? aromatic hydrocarbon-containing stream is contacted with a methylating agent to convert toluene to xylenes and produce a methylated effluent stream. Ethylbenzene is removed from the C8 aromatic hydrocarbon-containing stream, para-xylene is recovered from the ethylbenzene-depleted C8 aromatic hydrocarbon-containing stream and the methylated effluent stream in a para-xylene recovery section to produce a para-xylene depleted stream, which is then contacted with a xylene isomerization catalyst under liquid phase conditions effective to isomerize xylenes in the para-xylene depleted stream and produce an isomerized stream.
    Type: Grant
    Filed: December 17, 2015
    Date of Patent: March 29, 2016
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Robert G. Tinger, Jeffrey L. Andrews, Michel Molinier
  • Patent number: 9233888
    Abstract: In a process for producing cyclohexylbenzene, benzene is reacted with cyclohexene under alkylation conditions effective to produce an alkylation effluent comprising cyclohexylbenzene and a polycyclohexylbenzene. A first feed comprising at least a portion of the alkylation effluent is then fed to a first separation device, where the first feed is separated into at least a first fraction containing cyclohexylbenzene and a second fraction containing the polycyclohexylbenzene, the second fraction also comprising an oxygenated hydrocarbon. At least a portion of the oxygenated hydrocarbon is removed from at least a portion of the second fraction in a second separation device to obtain a second feed. The second feed may then be reacted in a transalkylation or dealkylation reactor to convert at least part of the polycyclohexylbenzene to additional cyclohexylbenzene.
    Type: Grant
    Filed: July 9, 2013
    Date of Patent: January 12, 2016
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Ryan A. Sothen, Francisco M. Benitez, Charles Morris Smith, Christopher L. Becker
  • Patent number: 9200215
    Abstract: In a process for alkylating benzene contained in a benzene-containing refinery gasoline stream, the benzene-containing refinery gasoline stream is contacted with an alkylating agent selected from one or more C2 to C5 olefins in at least one alkylation reaction zone under alkylation conditions to produce an alkylated effluent which has reduced benzene content as compared with said refinery gasoline stream and is essentially free of said alkylating agent. An aliquot of the alkylated effluent is then recycled to the one at least one alkylation reaction zone such that the molar ratio of alkylatable aromatic compounds to said alkylating agent in the combined refinery gasoline and recycle streams introduced into the at least one alkylation reaction zone is at least 1.0:1.
    Type: Grant
    Filed: November 30, 2011
    Date of Patent: December 1, 2015
    Assignee: BADGER LICENSING LLC
    Inventors: Shyh-Yuan H. Hwang, Ronald Birkhoff, Richard F. Guarino, J. Erik Moy, Joseph C. Peters
  • Patent number: 9199891
    Abstract: A process is disclosed for alkylating benzene contained in a benzene-containing refinery gasoline stream also comprising at least 0.1 wt % of at least one C6 to C8 olefin. In the process, the refinery gasoline stream is contacted under alkylation conditions with an alkylating agent selected from one or more C2 to C5 olefins in at least a first alkylation reaction zone and a second alkylation reaction zone connected in series to produce an alkylated effluent, which has reduced benzene content as compared with said refinery gasoline stream. All of the refinery gasoline stream is introduced into the first alkylation reaction stage, whereas an aliquot of the alkylated effluent is recycled and introduced to the second, but not the first, alkylation reaction zone.
    Type: Grant
    Filed: November 30, 2011
    Date of Patent: December 1, 2015
    Assignee: BADGER LICENSING LLC
    Inventors: Shyh-Yuan H. Hwang, Ronald Birkhoff, Richard F. Guarino, J. Erik Moy, Joseph C. Peters
  • Patent number: 9193643
    Abstract: The invention relates to a process for the production of ethylbenzene which comprises: a reaction step in which benzene is reacted with ethanol, or a mixture of ethanol and ethylene, at a pressure higher than atmospheric pressure, preferably in gaseous phase or in mixed gas-liquid phase, in the presence of a catalytic system containing a zeolite belonging to the BEA family, and a separation step of the product obtained. According to a preferred aspect, ethanol deriving from biomasses is used, in particular ethanol obtained from the fermentation of sugars deriving from biomasses.
    Type: Grant
    Filed: December 23, 2010
    Date of Patent: November 24, 2015
    Assignee: versalis S.p.A.
    Inventors: Maria Angela Mantegazza, Fabrizio Bordes, Roberto Buzzoni
  • Patent number: 9193920
    Abstract: A method for producing a linear alkylbenzene product from a bio-renewable feedstock having a mixture of naturally-derived hydrocarbons includes separating the mixture of naturally-derived hydrocarbons into a naphtha portion and a distillate portion, reforming the naphtha portion, and using a high purity aromatics recovery process on the reformed naphtha portion to produce benzene. The method further includes separating a normal paraffins portion from the distillate portion and dehydrogenating the normal paraffins portion to produce mono-olefins. Still further, the method includes reacting the benzene and the mono-olefins to produce the linear alkylbenzene product.
    Type: Grant
    Filed: June 14, 2012
    Date of Patent: November 24, 2015
    Assignee: UOP LLC
    Inventors: Haiyan Wang, Michael J. McCall
  • Patent number: 9187385
    Abstract: A charcoal ignition fluid that is composed of a blend of bio-based hydrocarbons for the ignition of charcoal in both briquette and lump forms. The charcoal ignition fluid utilizes linear and branched alkanes produced by means of variations of the Fischer-Tropsch process that incorporates raw materials that are generally recognized as more sustainable than petroleum oil. The process for producing the charcoal ignition fluid deoxygenates fatty acids, esters, etc. by removing and fully saturating all double bonds in the bioactive raw materials.
    Type: Grant
    Filed: October 9, 2012
    Date of Patent: November 17, 2015
    Assignee: InnoVerdant, LLC
    Inventor: Paul Ray Parrott
  • Patent number: 9163199
    Abstract: A linear alkyl benzene product and production of linear alkylbenzene from a natural oil are provided. A method comprises the step of deoxygenating the natural oils to form a stream comprising paraffins. The paraffins are dehydrogenated to provide mono-olefins. Then, benzene is alkylated with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene. Thereafter, the alkylbenzenes are isolated to provide the alkylbenzene product.
    Type: Grant
    Filed: June 17, 2015
    Date of Patent: October 20, 2015
    Assignee: UOP LLC
    Inventors: Stanley J. Frey, Daniel L. Ellig, Andrea G. Bozzano, Geoffrey W. Fichtl, Debarshi Majumder
  • Patent number: 9126883
    Abstract: A method of making alkylaromatics is described. The process includes recycling a portion of the alkylation reaction zone effluent back to the alkylation zone to maintain the product quality while reducing energy usage.
    Type: Grant
    Filed: June 20, 2013
    Date of Patent: September 8, 2015
    Assignee: UOP LLC
    Inventor: Debarshi Majumder
  • Patent number: 9102897
    Abstract: A lubricating oil composition for transmissions comprises a lubricating base oil comprising (A) a lubricating base oil so adjusted to have a kinematic viscosity at 100° C. of from 1.5 to 5 mm2/s and a % CN of from 10 to 60 (B) a mineral lubricating base oil having a kinematic viscosity at 100° C. of from 10 to 50 mm2/s and a sulfur content of from 0.3 to 1 percent by mass and (C) a synthetic oil composed of carbon and hydrogen and having a number average molecular weight of from 2,000 to 20,000, in respective specific amounts and (D) an extreme pressure additive of from 0.05 to 2 percent by mass, based on the total amount of the composition, of comprising a phosphorus-based extreme pressure additive, a sulfur-based extreme pressure additive and/or a phosphorus-sulfur-based extreme pressure additive, wherein in the composition, the phosphorus content (P) is from 0.01 to 0.05 percent by mass, the total sulfur content (S) is from 0.05 to 0.3 percent by mass, and the P/S ratio is from 0.10 to 0.40.
    Type: Grant
    Filed: August 10, 2005
    Date of Patent: August 11, 2015
    Assignee: NIPPON OIL CORPORATION
    Inventors: Masato Takahashi, Shigeki Matsui
  • Patent number: 9079814
    Abstract: A linear alkyl benzene product and production of linear alkylbenzene from a natural oil are provided. A method comprises the step of deoxygenating the natural oils to form a stream comprising paraffins. The paraffins are dehydrogenated to provide mono-olefins. Then, benzene is alkylated with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene. Thereafter, the alkylbenzenes are isolated to provide the alkylbenzene product.
    Type: Grant
    Filed: June 6, 2014
    Date of Patent: July 14, 2015
    Assignee: UOP LLC
    Inventors: Stanley J. Frey, Daniel L. Ellig, Andrea G. Bozzano, Geoffrey W. Fichtl, Debarshi Majumder
  • Patent number: 9079811
    Abstract: A linear alkyl benzene product and production of linear alkylbenzene from a natural oil are provided. A method comprises the step of deoxygenating the natural oils to form a stream comprising paraffins. The paraffins are dehydrogenated to provide mono-olefins. Then, benzene is alkylated with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene. Thereafter, the alkylbenzenes are isolated to provide the alkylbenzene product.
    Type: Grant
    Filed: June 6, 2014
    Date of Patent: July 14, 2015
    Assignee: UOP LLC
    Inventors: Stanley J. Frey, Daniel L. Ellig, Andrea G. Bozzano, Geoffrey W. Fichtl, Debarshi Majumder
  • Patent number: 9080134
    Abstract: The production of linear alkylbenzene from a natural oil is provided. A method comprises the step of deoxygenating the natural oils to form a stream comprising paraffins. The paraffins are dehydrogenated to provide mono-olefins. Then, benzene is alkylated with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene. Thereafter, the alkylbenzenes are isolated to provide the alkylbenzene product.
    Type: Grant
    Filed: June 6, 2014
    Date of Patent: July 14, 2015
    Assignee: UOP LLC
    Inventors: Stanley J. Frey, Daniel L. Ellig, Andrea G. Bozzano, Geoffrey W. Fichtl, Debarshi Majumder
  • Publication number: 20150148561
    Abstract: A linear alkyl benzene product and production of linear alkylbenzene from a natural oil are provided. A method comprises the step of deoxygenating the natural oils to form a stream comprising paraffins. The paraffins are dehydrogenated to provide mono-olefins. Then, benzene is alkylated with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene. Thereafter, the alkylbenzenes are isolated to provide the alkylbenzene product.
    Type: Application
    Filed: June 6, 2014
    Publication date: May 28, 2015
    Inventors: Stanley J. Frey, Daniel L. Ellig, Andrea G. Bozzano, Geoffrey W. Fichtl, Debarshi Majumder
  • Publication number: 20150141699
    Abstract: A process for pyrolyzing a coal feed is described. A coal feed is pyrolyzed into a coal tar stream and a coke stream in a pyrolysis zone. The coal tar stream is separated into at least a pitch stream comprising aromatic hydrocarbons. The pitch stream is reacted in a reaction zone to add at least one functional group to an aromatic ring of the aromatic hydrocarbons in the pitch stream. The functionalized pitch stream is recycled to the pyrolysis zone.
    Type: Application
    Filed: August 26, 2014
    Publication date: May 21, 2015
    Inventors: Paul T. Barger, Maureen L. Bricker, Joseph A. Kocal, Matthew Lippmann, Kurt M. Vanden Bussche
  • Patent number: 9029621
    Abstract: A process for oligomerizing isobutene comprises contacting a feedstock comprising isobutene with a catalyst comprising a MCM-22 family molecular sieve under conditions effective to oligomerize the isobutene, wherein said conditions including a temperature from about 45° C. to less than 140° C. The isobutene may be a component of a hydrocarbon feedstock containing at least one additional C4 alkene. In certain aspects, isobutene oligomers are separated from a first effluent of the oligomerization to produce a second effluent comprising at least one n-butene. The second effluent can be contacted with an alkylation catalyst to produce sec-butylbenzene.
    Type: Grant
    Filed: October 2, 2008
    Date of Patent: May 12, 2015
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: John Scott Buchanan, Jane Chi-Ya Cheng, Jihad Mohammed Dakka, Jon Edmond Stanat
  • Publication number: 20150126770
    Abstract: A process for increasing the production of monoalkylbenzenes is presented. The process includes utilizing a transalkylation process to convert dialkylbenzenes to monoalkylbenzenes. The feed to the transalkylation process has alkylated toluenes and alkylated ethylbenzenes and other alkylated aromatics having small alkyl groups with less than 8 carbons removed to improve the efficiency of the transalkylation process. The recycled dialkylbenzenes and a portion of the recycled benzene are converted to monoalkylbenzenes.
    Type: Application
    Filed: November 1, 2013
    Publication date: May 7, 2015
    Applicant: UOP LLC
    Inventors: Stephen W. Sohn, Mark G. Riley, Michael A. Moore
  • Patent number: 9012708
    Abstract: A process is disclosed for making styrene by converting methanol to formaldehyde in a reactor then reacting the formaldehyde with toluene to form styrene in a separate reactor.
    Type: Grant
    Filed: June 9, 2014
    Date of Patent: April 21, 2015
    Assignee: Fina Technology, Inc.
    Inventors: James R. Butler, Joseph E. Pelati
  • Publication number: 20150072916
    Abstract: The production of linear alkylbenzene from a natural oil is provided. A method comprises the step of deoxygenating the natural oils to form a stream comprising paraffins. The paraffins are dehydrogenated to provide mono-olefins. Then, benzene is alkylated with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene. Thereafter, the alkylbenzenes are isolated to provide the alkylbenzene product.
    Type: Application
    Filed: June 6, 2014
    Publication date: March 12, 2015
    Applicant: UOP LLC
    Inventors: Stanley J. Frey, Daniel L. Ellig, Andrea G. Bozzano, Geoffrey W. Fichtl, Debarshi Majumder
  • Patent number: 8975462
    Abstract: The present invention relates to a method for manufacturing aromatic products (benzene/toluene/xylene) and olefinic products from an aromatic-compound-containing oil fraction, whereby it is possible to substitute naphtha as a feedstock for aromatic production and so make stable supply and demand, and it is possible to substantially increase the yield of high-added-value olefinic and high-added-value aromatic components, by providing a method for manufacturing olefinic and aromatic products from light cycle oil comprising a hydrogen-processing reaction step, a catalytic cracking step, an separation step and a transalkylation step, and optionally also comprising a recirculation step.
    Type: Grant
    Filed: November 25, 2010
    Date of Patent: March 10, 2015
    Assignee: SK Innovation Co., Ltd.
    Inventors: Hong Chan Kim, Sung Won Kim, Yong Seung Kim, Sang Hun Oh, Soo Kil Kang, Hyuck Jae Lee, Cheol Joong Kim, Gyung Rok Kim, Sun Choi, Sam Ryong Park
  • Patent number: 8940950
    Abstract: The process relates to the use of any naphtha-range stream containing a portion of C8+ aromatics combined with benzene, toluene, and other non-aromatics in the same boiling range to produce toluene. By feeding the A8+ containing stream to a dealkylation/transalkylation/cracking reactor to increase the concentration of toluene in the stream, a more suitable feedstock for the methylation reaction can be produced. This stream can be obtained from a variety of sources, including the pygas stream from a steam cracker, “cat naphtha” from a fluid catalytic cracker, or the heavier portion of reformate.
    Type: Grant
    Filed: November 23, 2011
    Date of Patent: January 27, 2015
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Justin M. Ellrich, Robert D. Strack, John W. Rebeck, Allen S. Gawlik, Larry L. Iaccino, Glenn C. Wood, Stephen H. Brown, Timothy Paul Bender
  • Patent number: 8937206
    Abstract: The process converts FCC olefins to heavier compounds. The heavier compounds are more easily separated from the unconverted paraffins. The heavier compounds can be recycled to an FCC unit or delivered to a separate FCC unit. Suitable conversion zones are oligomerization and aromatic alkylation zones.
    Type: Grant
    Filed: March 27, 2014
    Date of Patent: January 20, 2015
    Assignee: UOP LLC
    Inventors: Joao Jorge da Silva Ferreira Alves, James E. Rekoske, Christopher P. Nicholas
  • Patent number: 8937205
    Abstract: A hydrocarbon upgrading process is described in which a hydrocarbon feed is treated in at least one of a steam cracker, catalytic cracker, coker, hydrocracker, and reformer under suitable conditions to produce a first stream comprising aliphatic and aromatic hydrocarbons. A second stream comprising C6-C9 aliphatic and aromatic hydrocarbons is recovered from the first stream and aliphatic hydrocarbons are removed from at least part of the second stream to produce an aliphatic hydrocarbon-depleted stream. The aliphatic hydrocarbon-depleted stream is then dealkylated and/or transalkylated and/or cracked (D/T/C) by contact with a catalyst under suitable reaction conditions to produce a third stream having an increased benzene and/or toluene content compared with said aliphatic hydrocarbon-depleted stream and a light paraffin by-product. Benzene and/or toluene from the third stream is then methylated with a methylating agent to produce a xylene-enriched stream.
    Type: Grant
    Filed: May 7, 2012
    Date of Patent: January 20, 2015
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Larry L. Iaccino, Glenn C. Wood, Jesus A. Ramos, Lane L. McMorris
  • Patent number: 8921633
    Abstract: In a hydrocarbon upgrading process, a hydrocarbon feed is treated in at least one of a steam cracker, catalytic cracker, coker, hydrocracker, and reformer under suitable conditions to produce a first stream comprising olefinic and aromatic hydrocarbons. A second stream composed mainly of C4 to C12+ olefinic and aromatic hydrocarbons is recovered from the first stream and blended said second stream with a residual fraction from a steam cracker or an atmospheric or vacuum distillation unit to produce a third stream. The third stream is then catalytically pyrolyzed in a reactor under conditions effective to produce a fourth stream having an increased benzene and/or toluene content compared with said second stream and a C3-olefin by-product. The C3-olefin by-product is recovered and benzene and/or toluene are recovered from the fourth stream.
    Type: Grant
    Filed: May 7, 2012
    Date of Patent: December 30, 2014
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Larry L. Iaccino, Stephen M. Davis, Steven E. Silverberg
  • Publication number: 20140378700
    Abstract: A liquid phase dehydrogenation process is described. The process includes reacting a liquid feed stream containing C10 to C28 paraffins and dissolved hydrogen in a dehydrogenation reaction zone in the presence of a dehydrogenation catalyst under liquid dehydrogenation conditions to dehydrogenate the paraffins to form a liquid dehydrogenation product stream comprising monoolefins, unreacted paraffins, and hydrogen, wherein the monoolefins in the product stream have 10 to 28 carbon atoms.
    Type: Application
    Filed: June 17, 2014
    Publication date: December 25, 2014
    Inventors: Debarshi Majumder, Stephen W. Sohn
  • Publication number: 20140378722
    Abstract: The process of producing an alkylbenzene compound from the alkylation of an aromatic compound with an acyclic monoolefin is an exothermic process. A process for maintaining a relatively constant temperature improves the process and allows for controlling the yields. The process includes recycling a compound through the reactor that is relatively inert, but will moderate the exotherm, while maintaining the 2-phenyl content of the final alkylbenzene product.
    Type: Application
    Filed: June 20, 2013
    Publication date: December 25, 2014
    Inventors: Debarshi Majumder, Stephen W. Sohn