Abstract: A process can include making a bio-diesel, a bio-naphtha, and optionally bio-propane from a complex mixture of natural occurring fats & oils. The complex mixture can be subjected to a refining treatment for removing a major part of non-triglyceride and non-fatty acid components to obtain refined oils. The refined oils can be subjected to a fractionation step to obtain a substantially unsaturated liquid triglyceride part (phase L), and a substantially saturated solid triglyceride part (phase S). The phase L can transformed into alkyl-esters as bio-diesel by a transesterification. The phase S can be transformed into substantially linear paraffin's as the bio-naphtha by an hydrodeoxygenation. Fatty acids can be obtained from the phase S and transformed into substantially linear paraffin's as the bio-naphtha by hydrodeoxygenation or decarboxylation. Fatty acids soaps can be obtained from the phase S that are transformed into substantially linear paraffin's as the bio-naphtha by decarboxylation.
Type:
Application
Filed:
November 5, 2013
Publication date:
April 24, 2014
Applicant:
TOTAL PETROCHEMICALS RESEARCH FELUY
Inventors:
Walter Vermeiren, Francois Bouvart, Nicolas Dubut
Abstract: The present invention provides a process for preparing ethylene and/or propylene, comprising the steps of contacting a stream comprising C4+ olefins with a zeolite-comprising catalyst to retrieve an olefinic product stream comprising ethylene and/or propylene, and a C4+ hydrocarbon fraction, comprising paraffins, normal olefins and iso-olefins. The C4+ hydrocarbon fraction is subjected to an etherification process with wherein at least part of the iso-olefins are converted with methanol and/or ethanol to an tert-alkyl ether and an etherification product stream is retrieved and separated into an ether-enriched stream and an iso-olefin-depleted C4+ hydrocarbon stream. Part of the iso-olefin-depleted C4+ hydrocarbon stream from the process to purge part of the paraffinic C4+ hydrocarbons while another part of the iso-olefin-depleted C4+ hydrocarbon stream is recycled.
Type:
Grant
Filed:
September 7, 2012
Date of Patent:
April 22, 2014
Assignee:
Shell Oil Company
Inventors:
Leslie Andrew Chewter, Rajaram Ramesh, Jeroen Van Westrenen
Abstract: A process for obtaining petrochemical products from a carbonaceous feedstock is provided. The carbonaceous feedstock may be coal, coke, lignite, biomass, bitumen and the like. The carbonaceous feedstock is pulverized and fed to a pyrolysis reactor where the feedstock is pyrolyzed at 700-1000° C. at a pressure of 2-25 bar for 2-10 seconds, wherein the feedstock is entrained in hot syngas during the pyrolysis process.
Abstract: The present invention provides a process for preparing ethylene and propylene and a butadiene-enriched product, comprising the steps of: a) providing a C4 hydrocarbon stream, comprising iso-olefins and butadiene. b) subjecting the C4 hydrocarbon stream to an etherification process, wherein the iso-olefins are converted with methanol and/or ethanol to an tert-alkyl ether in the presence of a catalyst, wherein the molar ratio of alcohol to iso-olefin is maintained above 1, and retrieving an etherification product stream; c) separating the etherification product stream into an ether-enriched stream and a butadiene-enriched product; d) converting the tert-alkyl ether in the ether-enriched stream to ethylene and/or propylene by contacting least part of the ether-enriched stream with a molecular sieve-comprising catalyst at a temperature in the range of from 350 to 1000° C. and retrieving an olefinic product comprising ethylene and/or propylene.
Abstract: The present invention provides a process for preparing ethylene and propylene, comprising the step of: a) contacting a feed comprising methanol, ethanol and C4+ olefins with a catalyst, comprising ZSM-5 having a silica to alumina ratio in the range of from 40 to 100, at a temperature in the range of from 350 to 1000° C. to obtain a olefinic product comprising ethylene and propylene.
Type:
Grant
Filed:
September 7, 2012
Date of Patent:
April 1, 2014
Assignee:
Shell Oil Company
Inventors:
Sivakumar Sadasivan Vijayakumari, Jeroen Van Westrenen
Abstract: A method for producing a linear paraffin product from natural oil and kerosene includes providing a first feed stream comprising kerosene, pre-fractionating the first feed stream to produce a heart cut paraffin stream comprising paraffins in a heart cut range, and combining the heart cut paraffin stream with a second feed stream comprising natural oil to form a combined stream. The method further includes deoxygenating the natural oil and fractionating the combined stream to remove paraffins that are heavier than the heart cut range.
Abstract: Systems and methods for processing one or more hydrocarbons are provided. In one or more embodiments, the method can include thermally converting a hydrocarbon comprising methane to produce a first product comprising acetylene. The method can also include hydrogenating the first product to produce a second product comprising ethylene. The method can further include catalytically reacting the second product with one or more butene products to produce a third product comprising propylene.
Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of glycols from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of glycols and in particular, dimethyl ethers of polyethylene glycol in the hydrocarbon stream.
Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of heavy hydrocarbon compounds including C2+ hydrocarbons from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level heavy hydrocarbons in the hydrocarbon stream by use of adsorbents, physical separators or cryogenic separation.
Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of carbon dioxide from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of carbon dioxide in the hydrocarbon stream by contacting a stream with a physical or a chemical solvent.
Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of carbon monoxide from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of carbon monoxide in the hydrocarbon stream.
Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes the further conversion of the acetylene to a hydrocarbon stream having olefins. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream is be treated to convert acetylene to another hydrocarbon, and in particular olefins. The method according to certain aspects includes controlling the level of contaminants in the hydrocarbon stream.
Type:
Application
Filed:
August 14, 2013
Publication date:
February 27, 2014
Inventors:
Jeffery C. Bricker, John Q. Chen, Peter K. Coughlin, John J. Senetar, Debarshi Majumder
Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of acids from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of acids in the hydrocarbon stream by use of adsorbents or basic solutions.
Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of sulfur containing compounds from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of sulfur containing compounds in the hydrocarbon stream.
Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of water, carbon dioxide and other condensable contaminants in the hydrocarbon stream by use of a fluid separation assembly such as a supersonic inertia separator. In addition, one or more adsorbent beds may be used to remove remaining trace amounts of condensable contaminants. The fluid separation assembly has a cyclonic fluid separator with a tubular throat portion arranged between a converging fluid inlet section and a diverging fluid outlet section and a swirl creating device.
Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of mercury from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of mercury and mercury containing compounds in the hydrocarbon stream.
Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of hydrides of arsenic, phosphorus, antimony, silicon, and boron from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of hydrides of arsenic, phosphorus, antimony, silicon, and boron in the hydrocarbon stream.
Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of mercury containing compounds from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of organic, ionic or suspended mercury compounds by first converting these compounds to elemental mercury or to inorganic mercury compounds and then removing them by use of an adsorbent bed.
Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of solids from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of inorganic and organic solids in the hydrocarbon stream by use of adsorbent beds, filters, cyclone or gravity separators.
Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of heavy metals from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of heavy metals in the hydrocarbon stream.
Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of carbon dioxide from a hydrocarbon stream. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of oxygen in the hydrocarbon stream.
Abstract: The present invention provides catalysts, methods, and reactor systems for converting oxygenated hydrocarbons to oxygenated compounds. The invention includes methods for producing cyclic ethers, monooxygenates, dioxygenates, ketones, aldehydes, carboxylic acids, and alcohols from oxygenated hydrocarbons, such as carbohydrates, sugars, sugar alcohols, sugar degradation products, and the like, using catalysts containing palladium, molybdenum, tin, and tungsten. The oxygenated compounds produced are useful in the production of liquid fuels, chemicals, and other products.
Type:
Application
Filed:
August 15, 2012
Publication date:
February 20, 2014
Applicant:
Virent, Inc.
Inventors:
Brian Blank, Randy Cortright, Taylor Beck, Elizabeth Woods, Mike Jehring
Abstract: A reverse flow regenerative reactor having first and second zones, each having first and second ends, the first zone having a plurality of channels capable of separately conveying at least two components of a combustible gas mixture, a gas distributor configured for injecting the components of the combustible gas mixture into first zone, a combustion zone including a selective combustion catalyst disposed at or downstream of the second end of said channels for catalyzing combustion, wherein the second zone is positioned and situated to receive a combusted gas mixture. Processes usefully conducted in the reactor are also disclosed.
Type:
Application
Filed:
August 10, 2012
Publication date:
February 13, 2014
Applicant:
EXXONMOBIL RESEARCH AND ENGINEERING COMPANY
Inventors:
John Scott Buchanan, Stephen Mark Davis, Frank Hershkowitz, John Slocum Coleman, Seth McConkie Washburn
Abstract: This invention concerns methods of identifying genetic alterations with which a microbe can be used to produce fatty acids at a large amount for making biofuels. Also disclosed are microbes with such genetic alterations and uses thereof.
Type:
Application
Filed:
March 1, 2012
Publication date:
February 6, 2014
Applicants:
UNIVERSITY OF SOUTH AUSTRALIA, Rutgers, The State University of New Jersey
Abstract: The invention describes methods and systems for making particular organic compounds from unsaturated fatty acids derived from biological materials. Particular embodiments describe synthesizing civetone and olefins from a mixture of palmitoleic and oleic unsaturated fatty acid esters. The inventive methods use reaction steps such as metathesis, cyclization, hydrolysis, and/or decarboxylation.
Abstract: A catalyst is described which comprises at least one IZM-2 zeolite, at least one matrix and at least one metal selected from metals from groups VIII, VIB and VIIB, said zeolite having a chemical composition expressed as the anhydrous base in terms of moles of oxides by the following general formula: XO2:aY2O3:bM2/nO, in which X represents at least one tetravalent element, Y represents at least one trivalent element and M is at least one alkali metal and/or alkaline-earth metal with valency n, a and b respectively representing the number of moles of Y2O3 and M2/nO; and a is in the range 0.001 to 0.5 and b is in the range 0 to 1.
Type:
Grant
Filed:
July 21, 2009
Date of Patent:
January 14, 2014
Assignee:
IFP Energies Nouvelles
Inventors:
Emmanuelle Guillon, Nicolas Cadran, Sylvie Maury, Amandine Cabiac
Abstract: The present invention provides a method to produce olefins by the decarboxylation of organic carboxylic acids in the presence of an organopalladium catalyst.
Type:
Grant
Filed:
March 16, 2011
Date of Patent:
January 14, 2014
Assignee:
Iowa State University Research Foundation, Inc.
Abstract: Described is a method to make liquid chemicals. The method includes deconstructing cellulose to yield a product mixture comprising levulinic acid and formic acid, converting the levulinic acid to ?-valerolactone, and converting the ?-valerolactone to pentanoic acid. Alternatively, the ?-valerolactone can be converted to a mixture of n-butenes. The pentanoic acid can be decarboxylated yield 1-butene or ketonized to yield 5-nonanone. The 5-nonanone can be hydrodeoxygenated to yield nonane, or 5-nonanone can be reduced to yield 5-nonanol. The 5-nonanol can be dehydrated to yield nonene, which can be dimerized to yield a mixture of C9 and C18 olefins, which can be hydrogenated to yield a mixture of alkanes.
Type:
Grant
Filed:
February 9, 2012
Date of Patent:
January 7, 2014
Assignee:
Wisconsin Alumni Research Foundation
Inventors:
James A. Dumesic, Juan Carlos Serrano Ruiz, Ryan M. West
Abstract: A new family of crystalline microporous metallophosphates designated AlPO-59 has been synthesized. These metallophosphates are represented by the empirical formula R+rMm2+EPxSiyOz where R is an organoammonium cation such as the ETMA+, M is a framework metal alkaline earth or transition metal of valence 2+, and E is a trivalent framework element such as aluminum or gallium. The AlPO-59 compositions are characterized by a new unique ABC-6 net structure and compositions and have catalytic properties for carrying out various hydrocarbon conversion processes, and separation properties for separating at least one component.
Type:
Application
Filed:
June 29, 2012
Publication date:
January 2, 2014
Applicant:
UOP LLC
Inventors:
Gregory J. Lewis, Lisa M. Knight, Paulina Jakubczak, Justin E. Stanczyk
Abstract: An axial flow staged zone oligomerization reaction process includes the steps of passing a hydrocarbon feedstock into the lower portion of the axial flow staged zone reactor which includes axial circulation of the hydrocarbon reaction fluid serially in each of the reaction zones, passing catalyst through a constriction zone located between successive upper and lower catalytic reaction zones which includes heat exchanging of the fluids being the constriction zone within the reactor and further includes withdrawing the oligomerized product from the top of the reactor.
Type:
Grant
Filed:
October 2, 2009
Date of Patent:
December 17, 2013
Assignee:
IFP Energies Nouvelles
Inventors:
Sylvain Louret, Patrice Font, Sylvie Lacombe, Eric Sanchez, Laurent Simon
Abstract: An improved processing system of an oxygenate-containing feedstock for increased production or yield of light olefins. Such processing involves oxygenate conversion to olefins and subsequent cracking of heavier olefins wherein at least a portion of the products from each of the reactors is elevated in pressure, using a common compressor, prior to being routed to a common product fractionation and recovery section. The system further comprises acid gas removal means to remove acid gases from the cracked product gas and that the olefin cracking reactor is a moving bed reactor.
Type:
Grant
Filed:
October 1, 2009
Date of Patent:
December 10, 2013
Assignee:
UOP LLC
Inventors:
Tom N. Kalnes, Robert B. James, Jr., Daniel H. Wei, Bryan K. Glover
Abstract: Feeds containing triglycerides are processed to produce an olefinic diesel fuel product and propylene. The olefinic diesel can optionally be oligomerized to form a lubricant base oil product. The olefinic diesel and propylene are generated by deoxygenating the triglyceride-containing feed using processing conditions that enhance preservation of olefins that are present in the triglycerides. The triglyceride-containing feed is processed in the presence of a catalyst containing a Group VI metal or a Group VIII metal and optionally a physical promoter metal.
Type:
Application
Filed:
March 27, 2013
Publication date:
December 5, 2013
Applicant:
ExxonMobil Research and Engineering Company
Inventors:
Patrick Loring Hanks, Bradley R. Fingland, Suzzy Chen Hsi Ho, Kun Wang
Abstract: A mixture can include 0.01 to 30 weight % of a medium or large pore crystalline silicoaluminate, silicoaluminophosphate materials, or silicoaluminate mesoporous molecular sieves (A), and 99.99 to 70 weight % of a MeAPO molecular sieve. The mixture can be included in a catalyst. An XTO process can include contacting an oxygen-containing, halogenide-containing, or sulphur-containing organic feedstock with the catalyst under conditions effective to convert the organic feedstock to olefin products. A combined XTO and OCP process can include contacting the organic feedstock with the catalyst at conditions effective to convert at least a portion of the organic feedstock to form an XTO reactor effluent including light olefins and a heavy hydrocarbon fraction, separating the light olefins from the heavy hydrocarbon fraction, and contacting the heavy hydrocarbon fraction in an OCP reactor at conditions effective to convert at least a portion of the heavy hydrocarbon fraction to light olefins.
Type:
Application
Filed:
April 22, 2013
Publication date:
November 28, 2013
Applicant:
TOTAL PETROCHEMICALS RESEARCH FELUY
Inventors:
Nikolai Nesterenko, Walter Vermeiren, Sander Van Donk
Abstract: Processes and hydrocarbon processing apparatuses for preparing mono-olefins are provided. An exemplary process includes separating a hydrocarbon feed into a first fraction of carbon-containing compounds having less than or equal to 5 carbon atoms and a second fraction of compounds that have a lower vapor pressure than those in the first fraction. Dienes and/or acetylenes from the first fraction are selectively hydrogenated into corresponding mono-olefins. Paraffins from the first fraction are converted into corresponding mono-olefins. The converted mono-olefins are contact cooled with an impurity-containing liquid hydrocarbon stream, with the impurities in the impurity-containing liquid hydrocarbon stream having a lower vapor pressure than compounds in the first fraction. The dienes and/or acetylenes from the first fraction are selectively hydrogenated prior to converting the paraffins from the first fraction into mono-olefins and after separating the first fraction from the hydrocarbon feed.
Type:
Grant
Filed:
February 17, 2012
Date of Patent:
November 19, 2013
Assignee:
UOP LLC
Inventors:
Steven C. Kozup, Joseph Edward Zimmermann
Abstract: The process and apparatus converts ethylene in a dilute ethylene stream that may be derived from an FCC product to heavier hydrocarbons. The catalyst may be an amorphous silica-alumina base with a Group VIII and/or VIB metal. The catalyst is resistant to feed impurities such as hydrogen sulfide, carbon oxides, hydrogen and ammonia. At least 40 wt-% of the ethylene in the dilute ethylene stream can be converted to heavier hydrocarbons.
Type:
Grant
Filed:
March 31, 2009
Date of Patent:
November 5, 2013
Assignee:
UOP LLC
Inventors:
Christopher P. Nicholas, Alakananda Bhattacharyya, David E. Mackowiak
Abstract: A method for producing a linear paraffin includes providing a natural oil in a feed stream, deoxygenating the natural oil to form a stream comprising paraffins, purifying the stream comprising paraffins to form a purified stream comprising paraffins, and separating a first fraction of paraffin product from the purified stream comprising paraffins. A method for producing a linear olefin includes providing a natural oil in a feed stream, deoxygenating the natural oil to form a stream comprising paraffins, dehydrogenating the stream comprising paraffins to form a stream comprising olefins, purifying the stream comprising olefins to form a purified stream comprising olefins, and separating a first fraction of olefin product from the purified stream comprising olefins.
Abstract: A method for producing a linear paraffin includes providing a natural oil in a feed stream, deoxygenating the natural oil to form a stream comprising paraffins, purifying the stream comprising paraffins to form a purified stream comprising paraffins, and separating a first fraction of paraffin product from the purified stream comprising paraffins. A method for producing a linear olefin includes providing a natural oil in a feed stream, deoxygenating the natural oil to form a stream comprising paraffins, dehydrogenating the stream comprising paraffins to form a stream comprising olefins, purifying the stream comprising olefins to form a purified stream comprising olefins, and separating a first fraction of olefin product from the purified stream comprising olefins.
Abstract: The present invention relates to a multi staged cracking and stripping process that can be used in a fluidized-bed catalytic cracking process or FCC (fluidized catalytic cracking) process for maximizing the production of olefins, that is to say of C3 and C4 olefins, in particular propylene and distillates. One subject of the present invention is therefore a multi-staged process for cracking and stripping a fluidized mixture of hydrocarbons and of coked catalyst particles, integrated into a conventional fluidized-bed catalytic cracking process comprising at least one cracking step and one stripping step after separation of the particles of coked catalyst from the cracked effluent during the disengaging/stripping step, characterized in that it comprises at least two steps of cracking at least one hydrocarbonaceous fluid over the separated coked catalyst particles followed by at least two steps of stripping these particles, each cracking step preceding a stripping step.
Type:
Application
Filed:
October 11, 2011
Publication date:
October 10, 2013
Applicant:
TOTAL RAFFINAGE MARKETING
Inventors:
Patrick Leroy, Marc Bories, Michaël Echard
Abstract: The invention relates to a process for hydrodeoxygenation (HDO) of pyrolysis oil and also to a process for upgrading of pyrolysis oil implementing said HDO process, and also to processing of the aqueous phase resulting from the HDO by steam pre-reforming and then steam reforming.
Abstract: This invention relates to methods for deoxygenation utilizing bulk metal catalysts feedstocks derived in part or whole from biological sources and alternatively, further hydrotreatment processing of such deoxygenated feedstocks. Feedstocks containing bio-derived feed components, and preferably additionally mineral oil feed components, are deoxygenated in a first stage or zone using a bulk metal catalyst. In additional embodiments, the deoxygenated feedstock effluent from the deoxygenation stage is further subjected to a hydrodesulfurization stage or zone.
Type:
Application
Filed:
March 27, 2013
Publication date:
October 3, 2013
Applicant:
ExxonMobil Research and Engineering Company
Inventors:
Bradley R. Fingland, Patrick Loring Hanks, Stuart Leon Soled, Sabato Miseo
Abstract: Isobutene, isoprene, and butadiene are obtained from mixtures of C4 and/or C5 olefins by dehydrogenation. The C4 and/or C5 olefins can be obtained by dehydration of C4 and C5 alcohols, for example, renewable C4 and C5 alcohols prepared from biomass by thermochemical or fermentation processes. Isoprene or butadiene can be polymerized to form polymers such as polyisoprene, polybutadiene, synthetic rubbers such as butyl rubber, etc. in addition, butadiene can be converted to monomers such as methyl methacrylate, adipic acid, adiponitrile, 1,4-butadiene, etc. which can then be polymerized to form nylons, polyesters, polymethylmethacrylate etc.
Type:
Application
Filed:
May 24, 2013
Publication date:
October 3, 2013
Applicant:
GEVO, INC.
Inventors:
Matthew W. Peters, Joshua D. Taylor, David E. Henton, Leo E. Manzer, Patrick R. Gruber, Josefa M. Griffith, Yassin Al Obaidi
Abstract: The present invention relates to a process for the production of fuel additives in which in a first step isobutanol is subjected to a simultaneous dehydration and skeletal isomerisation to make substantially corresponding olefins, having the same number of carbons and consisting essentially of a mixture of n-butenes and iso-butene and in a second step the butene mixture is subjected to etherification, said process comprising: a) introducing in at least one reactor a stream (A) comprising at least 40 wt % isobutanol, optionally an inert component, b) contacting said stream with at least one catalyst in said reactor(s) at conditions effective to simultaneously dehydrate and skeletal isomerise at least a portion of the isobutanol to make a mixture of n-butenes and iso-butene, c) removing the inert component if any, recovering from said reactor(s) a stream (B) comprising a mixture of n-butenes and iso-butene, d) sending the stream (B) to at least one etherification reactor and contacting stream (B) with at lea
Abstract: Methods and apparatuses for preparing upgraded pyrolysis oil are provided herein. In an embodiment, a method of preparing upgraded pyrolysis oil includes providing a biomass-derived pyrolysis oil stream having an original oxygen content. The biomass-derived pyrolysis oil stream is hydrodeoxygenated under catalysis in the presence of hydrogen to form a hydrodeoxygenated pyrolysis oil stream comprising a cyclic paraffin component. At least a portion of the hydrodeoxygenated pyrolysis oil stream is dehydrogenated under catalysis to form the upgraded pyrolysis oil.
Type:
Grant
Filed:
April 4, 2012
Date of Patent:
October 1, 2013
Assignee:
UOP LLC
Inventors:
Timothy A. Brandvold, Lance Awender Baird, Stanley Joseph Frey
Abstract: A method for producing a linear paraffin includes providing a natural oil in a feed stream, deoxygenating the natural oil to form a stream comprising paraffins, purifying the stream comprising paraffins to form a purified stream comprising paraffins, and separating a first fraction of paraffin product from the purified stream comprising paraffins. A method for producing a linear olefin includes providing a natural oil in a feed stream, deoxygenating the natural oil to form a stream comprising paraffins, dehydrogenating the stream comprising paraffins to form a stream comprising olefins, purifying the stream comprising olefins to form a purified stream comprising olefins, and separating a first fraction of olefin product from the purified stream comprising olefins.
Abstract: A method for producing a linear paraffin product from natural oil and kerosene includes providing a first feed stream comprising kerosene, pre-fractionating the first feed stream to produce a heart cut paraffin stream comprising paraffins in a heart cut range, and combining the heart cut paraffin stream with a second feed stream comprising natural oil to form a combined stream. The method further includes deoxygenating the natural oil and fractionating the combined stream to remove paraffins that are heavier than the heart cut range.
Abstract: The present invention provides a process for preparing ethylene and/or propylene and an iso-olefin-depleted olefinic product, comprising the steps of: a) providing a C5 hydrocarbon-comprising stream, comprising C5 cyclopentene and C5 iso-olefins; b) subjecting the C5 hydrocarbon-comprising stream to an etherification process with methanol and/or ethanol wherein at least part of the C5 iso-olefins are converted with methanol and/or ethanol to an tert-alkyl ether, and retrieving an etherification product stream; c) separating at least part of the etherification product stream into at least an ether-enriched stream and a first iso-olefin-depleted olefinic product; d) converting at least part of the tert-alkyl ether in the ether-enriched stream to ethylene and/or propylene by contacting at least part of the ether-enriched stream with a molecular sieve-comprising catalyst at a temperature in the range of from 350 to 1000° C. and retrieving a second olefinic product comprising ethylene and/or propylene.
Type:
Application
Filed:
September 7, 2012
Publication date:
September 19, 2013
Applicant:
SHELL OIL COMPANY
Inventors:
Leslie Andrew CHEWTER, Rajaram RAMESH, Sivakumar SADASIVAN VIJAYAKUMARI, Jeroen VAN WESTRENEN
Abstract: The present invention relates to a process for the production of propylene in which in a first step isobutanol is subjected to a simultaneous dehydration and skeletal isomerisation to make substantially corresponding olefins, having the same number of carbons and consisting essentially of a mixture of n-butenes and iso-butene and in a second step n-butenes are subjected to methathesis, said process comprising: a) introducing in a reactor a stream (A) comprising isobutanol, optionally water, optionally an inert component, b) contacting said stream with a catalyst in said reactor at conditions effective to dehydrate and skeletal isomerase at least a portion of the isobutanol to make a mixture of n-butenes and iso-butene, c) recovering from said reactor a stream (B), removing water, the inert component if any and unconverted isobutanol if any to get a mixture of n-butenes and iso-butene, d) fractionating said mixture to produce a n-butenes stream (N) and to remove the essential part of isobutene optionally recy
Type:
Application
Filed:
March 15, 2011
Publication date:
September 19, 2013
Applicant:
TOTAL RESEARCH & TECHNOLOGY FELUY
Inventors:
Walter Vermeiren, Cindy Adam, Delphine Minoux
Abstract: The present invention provides a process for preparing ethylene and/or propylene, comprising the steps of providing a hydrocarbon stream, comprising C4+ normal olefins and C4+ iso-olefins; converting C4+ isoolefins to tert-alkyl ether and separating the ethers from the hydrocarbon stream; isomersing the C4+ normal olefins to iso-olefins and converting C4+ isoolefins to tert-alkyl ether and separating the ethers from the hydrocarbon stream; converting the obtained tert-alkyl ether to ethylene and propylene by contacting the tert-alkyl ether with a molecular sieve-comprising catalyst and retrieving an olefinic product.
Type:
Application
Filed:
September 7, 2012
Publication date:
September 19, 2013
Applicant:
SHELL OIL COMPANY
Inventors:
Sivakumar SADASIVAN VIJAYAKUMARI, Jeroen VAN WESTRENEN
Abstract: The present invention provides a process for preparing ethylene and propylene and a butadiene-enriched product, comprising the steps of: a) providing a C4 hydrocarbon stream, comprising iso-olefins and butadiene. b) subjecting the C4 hydrocarbon stream to an etherification process, wherein the iso-olefins are converted with methanol and/or ethanol to an tert-alkyl ether in the presence of a catalyst, wherein the molar ratio of alcohol to iso-olefin is maintained above 1, and retrieving an etherification product stream; c) separating the etherification product stream into an ether-enriched stream and a butadiene-enriched product; d) converting the tert-alkyl ether in the ether-enriched stream to ethylene and/or propylene by contacting least part of the ether-enriched stream with a molecular sieve-comprising catalyst at a temperature in the range of from 350 to 1000° C. and retrieving an olefinic product comprising ethylene and/or propylene.
Abstract: The present invention provides a process for preparing ethylene and/or propylene, comprising the steps of contacting a stream comprising C4+ olefins with a zeolite-comprising catalyst at a temperature in the range of from 350 to 1000° C. and retrieving an olefinic product stream comprising: ethylene and/or propylene, and a C4+ hydrocarbon fraction, comprising paraffins, normal olefins and iso-olefins; The C4+ hydrocarbon fraction is recycled while part of the fraction is purged. The part of the C4+ hydrocarbon with is purged is treated to extract C4+ isoolefins as tert-alkyl ethers. At least part of tert-alkyl ethers are converted to further ethylene and propylene.
Type:
Application
Filed:
September 7, 2012
Publication date:
September 19, 2013
Applicant:
SHELL OIL COMPANY
Inventors:
Sivakumar SADASIVAN VIJAYAKUMARI, Jeroen VAN WESTRENEN