From Nonhydrocarbon Feed Patents (Class 585/603)
  • Patent number: 11964315
    Abstract: Disclosed herein are hydrocarbon based compositions derived from pyrolysis of a feedstock comprising post-consumer and/or post-industrial plastics and methods of making and use thereof.
    Type: Grant
    Filed: June 1, 2023
    Date of Patent: April 23, 2024
    Assignee: Nexus Circular LLC
    Inventors: Jeffrey W. Gold, Connor Cudney
  • Patent number: 9776933
    Abstract: Production of 1,3-butadiene ethanol, that is more than 50% of the total weight of feedstock: A) conversion of feedstock and of ethanol effluent from separation B to a conversion effluent being a majority of 1,3-butadiene, water and ethylene, and to a hydrogen effluent, operating at a pressure between 0.1 and 1.0 MPa, a temperature between 300 and 500° C. in the presence of at least one catalyst; B) separation of conversion effluent originating from A and hydration effluent from C to an ethanol effluent, a butadiene effluent, a water effluent and an ethylene effluent; C) hydration of ethylene fed by ethylene effluent and/or water effluent both from separation B, to produce an ethanol hydration effluent then being recycled to separation B.
    Type: Grant
    Filed: November 28, 2014
    Date of Patent: October 3, 2017
    Assignees: IFP Energies Nouvelles, Compagnie Generale des Etablissements Michelin, Michelin Recherche et Technique S.A.
    Inventors: Rejane Dastillung, Nicolas Cadran, Marc Jacquin, Raphael Huyghe, Beatrice Fischer
  • Patent number: 8975459
    Abstract: A process for making a bio-naphtha and optionally bio-propane from a complex mixture of natural occurring fats & oils, wherein said complex mixture is subjected to a refining treatment for removing the major part of non-triglyceride and non-fatty acid components, thereby obtaining refined fats & oils; said refined fats & oils are transformed into linear or substantially linear paraffin's as the bio-naphtha by an hydrodeoxygenation or from said refined fats & oils are obtained fatty acids that are transformed into linear or substantially linear paraffin's as the bio-naphtha by hydrodeoxygenation or decarboxylation of the free fatty acids or from said refined fats & oils are obtained fatty acids soaps that are transformed into linear or substantially linear paraffin's as the bio-naphtha by decarboxylation of the soaps.
    Type: Grant
    Filed: December 3, 2013
    Date of Patent: March 10, 2015
    Assignee: Total Research & Technology Feluy
    Inventors: Walter Vermeiren, Nicolas Van Gyseghem
  • Patent number: 8933285
    Abstract: Methods are provided for producing a jet fuel composition from a feedstock comprising a natural oil. The methods comprise reacting the feedstock with a low-weight olefin in the presence of a metathesis catalyst under conditions sufficient to form a metathesized product. The methods further comprise hydrogenating the metathesized product under conditions sufficient to form a jet fuel composition.
    Type: Grant
    Filed: November 25, 2009
    Date of Patent: January 13, 2015
    Assignee: Elevance Renewable Sciences, Inc.
    Inventors: Melvin L. Luetkens, Jr., Steven A. Cohen, Chander Balakrishnan
  • Patent number: 8742187
    Abstract: The method of the present invention provides a high yield pathway to 2,5-dimethylhexadiene from renewable isobutanol, which enables economic production of renewable p-xylene (and subsequently, terephthalic acid, a key monomer in the production of PET) from isobutanol. In addition, the present invention provides methods for producing 2,5-dimethylhexadiene from a variety of feed stocks that can act as “equivalents” of isobutylene and/or isobutyraldehyde including isobutanol, isobutylene oxide, and isobutyl ethers and acetals. Catalysts employed in the present methods that produce 2,5-dimethylhexadiene can also catalyze alcohol dehydration, alcohol oxidation, epoxide rearrangement, and ether and acetal cleavage.
    Type: Grant
    Filed: April 19, 2012
    Date of Patent: June 3, 2014
    Assignee: GEVO, Inc.
    Inventors: Thomas Jackson Taylor, Joshua D. Taylor, Matthew W. Peters, David E. Henton
  • Patent number: 8658554
    Abstract: A catalyst support which may be used to support various catalysts for use in reactions for hydrogenation of carbon dioxide including a catalyst support material and an active material capable of catalyzing a reverse water-gas shift (RWGS) reaction associated with the catalyst support material. A catalyst for hydrogenation of carbon dioxide may be supported on the catalyst support. A method for making a catalyst for use in hydrogenation of carbon dioxide including application of an active material capable of catalyzing a reverse water-gas shift (RWGS) reaction to a catalyst support material, the coated catalyst support material is optionally calcined, and a catalyst for the hydrogenation of carbon dioxide is deposited on the coated catalyst support material. A process for hydrogenation of carbon dioxide and for making syngas comprising a hydrocarbon, esp. methane, reforming step and a RWGS step which employs the catalyst composition of the present invention and products thereof.
    Type: Grant
    Filed: October 28, 2010
    Date of Patent: February 25, 2014
    Assignee: The United States of America, as represented by the Secretary of the Navy
    Inventors: Robert W. Dorner, Heather D. Willauer, Dennis R Hardy
  • Patent number: 8648224
    Abstract: A process for making a bio-naphtha and optionally bio-propane from a complex mixture of natural occurring fats & oils, wherein said complex mixture is subjected to a refining treatment for removing the major part of non-triglyceride and non-fatty acid components, thereby obtaining refined fats & oils; said refined fats & oils are transformed into linear or substantially linear paraffin's as the bio-naphtha by an hydrodeoxygenation or from said refined fats & oils are obtained fatty acids that are transformed into linear or substantially linear paraffin's as the bio-naphtha by hydrodeoxygenation or decarboxylation of the free fatty acids or from said refined fats & oils are obtained fatty acids soaps that are transformed into linear or substantially linear paraffin's as the bio-naphtha by decarboxylation of the soaps.
    Type: Grant
    Filed: July 13, 2010
    Date of Patent: February 11, 2014
    Assignee: Total Petrochemicals Research Feluy
    Inventors: Walter Vermeiren, Nicolas Van Gyseghem
  • Patent number: 8642822
    Abstract: A process for converting gaseous alkanes to olefins, higher molecular weight hydrocarbons or mixtures thereof wherein a gaseous feed containing alkanes may be thermally or catalytically reacted with a dry bromine vapor to form alkyl bromides and hydrogen bromide. Poly-brominated alkanes present in the alkyl bromides may be further reacted with methane over a suitable catalyst to form mono-brominated species. The mixture of alkyl bromides and hydrogen bromide may then be reacted over a suitable catalyst at a temperature sufficient to form olefins, higher molecular weight hydrocarbons or mixtures thereof and hydrogen bromide. Various methods and reactions are disclosed to remove the hydrogen bromide from the higher molecular weight hydrocarbons, to generate bromine from the hydrogen bromide for use in the process, to store and subsequently release bromine for use in the process, and to selectively form mono-brominated alkanes in the bromination step.
    Type: Grant
    Filed: May 27, 2011
    Date of Patent: February 4, 2014
    Assignee: Marathon GTF Technology, Ltd.
    Inventors: Raymond T. Brickey, Greg A. Lisewsky, John J. Waycuilis, Stephen D. York
  • Patent number: 8258362
    Abstract: A process for the synthesis of linear ?,?-diolefins from an allylic substrate comprises the steps of a) forming the bis-Grignard reagent XMgCH2(CH2)nCH2MgX from an ?,?-acyclic dihalide with X being a halogen; b) preparing a solution comprising an allylic substrate and a copper catalyst; c) catalyzing a coupling reaction by adding to the solution of step (b) the bis-Grignard reagent of step (a); and d) isolating and purifying the ?,?-olefin coupling reaction product.
    Type: Grant
    Filed: May 4, 2010
    Date of Patent: September 4, 2012
    Assignee: ISP Investments Inc.
    Inventors: Krishnamurthy Nacharaju, Paul D. Taylor, Mark J. Cooney, Larry A. Crabtree
  • Publication number: 20120116138
    Abstract: Disclosed herein are methods and systems for upgrading (for example, removing heteroatoms, metals, or metalloids) an oil composition derived or extracted from a biomass. The upgraded oil composition can be used to make a desired product, for example, a fuel product.
    Type: Application
    Filed: April 21, 2010
    Publication date: May 10, 2012
    Applicant: SAPPHIRE ENERGY, INC
    Inventors: Brian L. Goodall, Alex M. Aravanis, Graig A. Behnke, Richard J. Cranford, Daniel J. Sajkowski
  • Publication number: 20100261942
    Abstract: A method for producing isoprene comprising an aqueous medium including genetically modified host cells capable of producing isoprene, where the resulting isoprene composition is processed through at least one separation and/or purification process to provide an isoprene enriched composition and a system for doing the same.
    Type: Application
    Filed: March 1, 2010
    Publication date: October 14, 2010
    Applicant: Amyris Biotechnologies, Inc.
    Inventor: Derek McPhee
  • Patent number: 7749291
    Abstract: The invention relates to a process for the generation of electrical energy and byproducts from the gasification of biomass and/or environmental waste materials. Environmental waste and/or renewable biomass is processed by three separate stages of gasification. The first stage is a pyrolysis chamber with firebox which gasifies solid material into gaseous and liquid hydrocarbon compounds at temperatures below 800 F. The second stage is a fixed bed chamber gasifier which produces the acetylene and hydrogen gases at approximately 1400 F. The third stage is a high temperature reactor which produces molten calcium carbide at 3500 F. Various solid, liquid, and gaseous byproducts are produced along the way. The second stage gases include carbon monoxide, methane, hydrogen, acetylene and other biogases which are used to generate electricity in an internal combustion engine.
    Type: Grant
    Filed: May 7, 2007
    Date of Patent: July 6, 2010
    Assignee: Seidel Research and Development Co, LLC
    Inventor: David Lee Seidel
  • Patent number: 7442844
    Abstract: A process for producing isoprene is provided, which includes continuously or intermittently supplying isobutylene and/or t-butanol, formaldehyde and water into an acidic aqueous solution, and reacting the reaction mixture while distilling away a mixture containing produced isoprene, water, unreacted starting materials and other low boiling point components from this reaction mixture to the outside of the reaction system, wherein the reaction is carried out while controlling the concentration of high boiling point byproducts, which is produced and accumulated in the reaction mixture, to fall within the range of 0.5-40 mass %.
    Type: Grant
    Filed: March 24, 2004
    Date of Patent: October 28, 2008
    Assignee: Kuraray Co., Ltd.
    Inventors: Osamu Yamada, Manabu Kusano, Nobuo Takayanagi, Hideki Arimoto
  • Patent number: 7273961
    Abstract: The present invention is a process for quenching a reactor effluent stream. The reactor effluent stream comprises water, olefin product, and methanol and is further entrained with catalyst fines. The process removes water, catalyst fines, and methanol. Particularly, methanol removal from the reactor effluent stream is improved.
    Type: Grant
    Filed: January 22, 2004
    Date of Patent: September 25, 2007
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Malcolm G. Pettigrew, Wadie Malaty, Ram Mohan Lai Mallik
  • Patent number: 6667423
    Abstract: For the production of a diene a process in three stages comprises a stage a) for decomposition of at least one tertiary alkyl ether in a mixture that contains at least one tertiary olefin, at least one alcohol and at least one residual ether, in the presence of a catalyst that comprises at least one mineral solid that is grafted by at least one organic group such as alkyl sulfonic acid, sulfonic aryl and/or sulfonic alkylaryl, a stage b) for purification of the olefin that is obtained in stage a), and a stage c) for oxidizing dehydrogenation of the tertiary olefin that is obtained in stage b) in the presence of a catalyst under conditions for obtaining a diene.
    Type: Grant
    Filed: September 9, 1999
    Date of Patent: December 23, 2003
    Assignee: Institut Francais du Petrole
    Inventors: Claire Dumonteil, Alain Forestiere, Marie-Claire Marion
  • Publication number: 20030114725
    Abstract: For the production of a diene a process in three stages comprises
    Type: Application
    Filed: September 9, 1999
    Publication date: June 19, 2003
    Inventors: CLAIRE DUMONTEIL, ALAIN FORESTIERE, MARIE-CLAIRE MARION
  • Publication number: 20020169348
    Abstract: Disclosed is a method of recovering olefin from purge streams in a polyolefin production process. The method includes reacting a purge stream containing olefin and impurities with water in the presence of a hydrating catalyst to produce an alcohol containing stream. The impurities can include methane, ethane, butylenes, and hydrogen. The alcohol containing stream can be used to produce olefins in an oxygenate to olefin production process.
    Type: Application
    Filed: July 9, 2002
    Publication date: November 14, 2002
    Inventor: Ronald G. Searle
  • Publication number: 20020082458
    Abstract: A continuous process for the conversion of biomass to form a chemical feedstock is described. The biomass and an exogenous metal oxide, preferably calcium oxide, or metal oxide precursor are continuously fed into a reaction chamber that is operated at a temperature of at least 1400° C. to form reaction products including metal carbide. The metal oxide or metal oxide precursor is capable of forming a hydrolizable metal carbide. The reaction products are quenched to a temperature of 800° C. or less. The resulting metal carbide is separated from the reaction products or, alternatively, when quenched with water, hydolyzed to provide a recoverable hydrocarbon gas feedstock.
    Type: Application
    Filed: May 16, 2001
    Publication date: June 27, 2002
    Inventors: William A. Peters, Jack B. Howard, Anthony J. Modestino, Frederic Vogel, Carsten R. Steffin
  • Patent number: 5859263
    Abstract: The present invention relates to a continuous process for preparing levulinic acid from starch in a reactive extrusion process. In a preferred embodiment, the extrusion takes place in a twin-screw extruder having a plurality of temperature zones wherein the starch slurry is preconditioned, extruded, filter pressed, reboiled, vacuum distilled, condensed, centrifuged, whereby the waste effluent from the centrifugation is reprocessed upstream to the preconditioning stage.
    Type: Grant
    Filed: August 14, 1996
    Date of Patent: January 12, 1999
    Assignee: Board of Regents University of Nebraska Lincoln
    Inventors: Viswas M. Ghorpade, Milford A. Hanna
  • Patent number: 5723708
    Abstract: A method for producing cyclopentadienes which comprises the step of cyclodehydration of an unsaturated carbonyl compound having a specific chemical structure in a vapor phase in the presence of a specific solid acid catalyst. The cyclopentadienes of the invention can be produced in a high yield from inexpensive starting materials through a simplified reaction process and are useful as intermediate compounds for organic synthesis.
    Type: Grant
    Filed: September 27, 1995
    Date of Patent: March 3, 1998
    Assignee: Nippon Petrochemicals Company, Limited
    Inventors: Yasuo Matsumura, Kazuharu Suyama, Yoshihisa Inomata
  • Patent number: 5245098
    Abstract: The monomer 5-methyl-1,4-hexadiene (5-MHD), uncontaminated with 4-methyl-1,4-hexadiene (4-MHD), or other hydrocarbons, is obtained by reacting 1-chloro-2-methylpropene with allylmagnesium bromide in equimolar amounts under gentle reflux at atmospheric pressure in an organic solvent medium (diethyl ether) and in the presence of a catalytic amount of a dichloro-[1,2-bis(dimethylphosphino)ethane]nickel (II) in an inert atmosphere. The allyl magnesium bromide is added dropwise with stirring with a mixture of 1-chloro-2-methylpropene and catalyst in the solvent at room temperature. The solvent is separated from the product by distillation, giving substantially pure product. Absence of other hydrocarbons in either the crude product or the pure product may be shown by .sup.1 H NMR, .sup.13 C NMR and GC analysis. Other nonconjugated diolefins can be prepared in an analogous manner using an alkenyl halide and an alkenyl Grignard reagent which upon cross coupling will give the desired nonconjugated diene.
    Type: Grant
    Filed: January 21, 1992
    Date of Patent: September 14, 1993
    Assignee: The University of Akron
    Inventors: Gabriel J. Summers, Fernando J. Hamilton
  • Patent number: 5124499
    Abstract: A sulpholene compound and more particularly 4,4-dimethyl-2,2-dioxo-1,2,4,5,6,7-hexahydro-benzo[c]thiophene. These compounds are prepared by bringing myrcene sulphone into contact with a strong acid. The compounds of the present invention can be used as synthesis intermediates in the preparation of vitamin A.
    Type: Grant
    Filed: August 2, 1991
    Date of Patent: June 23, 1992
    Assignee: Rhone-Poulene Nutrition Animale
    Inventor: Jean-Pierre Duchesne
  • Patent number: 4871874
    Abstract: Alkadienes are produced by reacting alkenyltrialkylammonium halide in which the double bond is allylic or homoallylic relative to the nitrogen atom with a strong inorganic base under phase transfer conditions. In this reaction trialkylamine is eliminated from the quaternary ammonium halide thereby resulting in the concurrent formation of the alkadiene. Long chain (e.g., C.sub.6 -C.sub.20) conjugated alkadienes, can readily be prepared from the corresponding alkenes in good yields on an economical basis by a three-stage process involving:(a) allylically monobrominating an alkene in the liquid phase;(b) converting the allylically monobrominated alkene into alkenyl quaternary ammonium bromide by reaction with a trialkyl amine; and(c) reacting the alkenyl quaternary ammonium bromide with a strong inorganic base under phase transfer conditions so that conjugated alkadiene and trialkylamine are formed.
    Type: Grant
    Filed: June 15, 1987
    Date of Patent: October 3, 1989
    Assignee: Ethyl Corporation
    Inventor: Joachim W. Wolfram
  • Patent number: 4713458
    Abstract: Ketones and aldehydes are converted to ethenylidene-containing compounds by reaction thereof with dimethyl carbonate and a phosphine compound.
    Type: Grant
    Filed: August 21, 1984
    Date of Patent: December 15, 1987
    Assignee: The Dow Chemical Company
    Inventors: Kevin A. Frazier, James M. Renga
  • Patent number: 4665266
    Abstract: This invention is directed to a process and a catalyst for the conversion of an aldehyde to a diolefin comprising contacting an aldehyde of 4 to 6 carbon atoms in the vapor phase at a temperature of 200.degree. to 300.degree. C. with a polymer bound dehydration catalyst. More specifically, this invention is concerned with a process for the catalytic dehydration of 2-methylbutanal (2MBA) to isoprene in the vapor phase with a polymer bound dehydration catalyst.
    Type: Grant
    Filed: August 6, 1986
    Date of Patent: May 12, 1987
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Wen-Liang Hsu, Neil A. Maly
  • Patent number: 4628140
    Abstract: This invention is directed to an improved process for the conversion of an aldehyde to a diolefin comprising contacting an aldehyde of 4 to 6 carbon atoms in the vapor phase at a temperature of 250.degree. to 400.degree. C. with a catalyst, the improvement comprising the addition of from 0.10 to 5 percent by weight of an aromatic compound to the aldehyde feed. Representative of the aromatic compounds useful in the instant invention are: phenol, catechol, alkylated catechol, resorcinol, hydroquinone and aniline; wherein the alkyl radical can be from 1 to 10 carbon atoms.
    Type: Grant
    Filed: March 3, 1986
    Date of Patent: December 9, 1986
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Lawson G. Wideman
  • Patent number: 4467118
    Abstract: There is disclosed a novel process for converting allylic amines, having a hydrogen bonded to a carbon .delta. to the amino group, to a diene in the presence of a zero valent palladium phosphine complex and a weak acid. The process has been used to make novel compositions containing 7-methoxy-3,7-dimethyloctadienes which are useful as odorants and flavorants.
    Type: Grant
    Filed: March 3, 1982
    Date of Patent: August 21, 1984
    Assignee: Givaudan Corporation
    Inventors: Alan J. Chalk, Steven A. Magennis, Vasile S. Wertheimer, Richard E. Naipawer
  • Patent number: 4252736
    Abstract: In the conversion of coal to gaseous and liquid products, the heat value of the coal is more completely retained by the products through the selective high efficiency conversion of coal to a low ratio syngas utilizing a portion of the Fischer-Tropsch generated heat recovered as steam, conversion of the low ratio syngas with a water gas shift F-T catalyst to a product comprising C.sub.1 to C.sub.50 hydrocarbons and oxygenates, converting the F-T product to premium gas and increased liquid fuels comprising gasoline and distillate with a special zeolite catalyst and recovering the SNG and LPG products of the selective steps to provide an improved product slate. A portion of the produced fuel gas is used in lieu of coal to provide some of the heat energy requirements of the combination process.
    Type: Grant
    Filed: June 1, 1979
    Date of Patent: February 24, 1981
    Assignee: Mobil Oil Corporation
    Inventors: Werner O. Haag, Tracy J. Huang, James W. Kuo, Reuel Shinnar
  • Patent number: 4233230
    Abstract: A process for preparing esters and halides is disclosed comprising the step of reacting a cyclic olefin having the formula I ##STR1## wherein R.sub.1 and R.sub.4 are the same or different from each other and each represents hydrogen, methyl, or ethyl;R.sub.2 and R.sub.3 are the same or different from each other and each represents hydrogen or alkyl containing 1 to 5 carbon atoms; andn represents a whole number from 2 to 12, with an acyclic olefin having the formula II ##STR2## wherein R.sub.5 represents hydrogen, methyl, ethyl or the group ##STR3## wherein R.sub.12 and R.sub.13 are the same or different from each other and each represents hydrogen or alkyl containing 1 to 5 carbon atoms;Y represents halogen; an acyloxy group R.sub.14 --CO--O wherein R.sub.14 represents alkyl containing 1-12 carbon atoms, phenyl or phenyl alkyl containing 7-12 carbon atoms, or an oxycarbonyl group R.sub.15 --O--CO wherein R.sub.
    Type: Grant
    Filed: May 4, 1978
    Date of Patent: November 11, 1980
    Assignee: Rhone-Poulenc Industries
    Inventor: Jean Otton