Patents by Inventor Jean-Luc Dubois

Jean-Luc Dubois has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Publication number: 20140323684
    Abstract: A method for synthesizing a ?-amino acid compound having formula HOOC—R?—CH2NH2, where R is an alkyl radical including between 6 and 15 carbon atoms or an alkylene radical including between 6 and 15 carbon atoms and between 0 and 2 unsaturations. The method including the following steps: 1) hydroformylation of an unsaturated fatty nitrile selected from compounds having formula R1—CH?CH—[(CH2)q—CH?CH]m—(CH2)r—CN, said step consisting in reacting the nitrile with the carbon monoxide and dihydrogen such as to obtain at least one fatty nitrile aldehyde having formula HOC—R?—CN; 2) dioxygen oxidation, wherein the nitrile aldehyde obtained in step 1) is converted into fatty nitrile acid having formula HOOC—R?—CN; and 3) reduction, in which the nitrile acid obtained in step 2) is converted into co-amino acid having formula HOOC—R?—CH2NH2.
    Type: Application
    Filed: December 3, 2012
    Publication date: October 30, 2014
    Inventors: Jean-Luc Dubois, Jean-Luc Couturier, Jean-François Carpentier, Jérémy Ternel
  • Patent number: 8835661
    Abstract: A process for the synthesis of C11 and C12 ?-amino-alkanoic acid esters including a step of continuous nitrilation in the gas phase or in a mixed gas-liquid phase, a step of metathesis and a step of reduction by hydrogenation, using, as raw material, C10 and C11 ?-alkenoic acid esters.
    Type: Grant
    Filed: July 26, 2012
    Date of Patent: September 16, 2014
    Assignee: Arkema France
    Inventors: Jean-Luc Couturier, Jean-Luc Dubois
  • Publication number: 20140255713
    Abstract: A method for manufacturing a propylene polymer, including: a) fermenting and optionally purifying first renewable materials to produce an alcohol or an alcohol mixture, the alcohol or alcohol mixture including at least isopropanol and/or at least a mixture of ethanol and 1-butanol; b) dehydrating the resulting alcohol or the alcohol mixture to produce an alkene or alkene mixture in a first series of reactors, the alkene or alkene mixture containing at least propylene; c) polymerizing the propylene in a second reactor, optionally in the presence of a comonomer, so as to produce a propylene polymer; d) isolating the propylene polymer obtained in step c); and e) grafting the propylene polymer obtained from step d). A grafted propylene polymer capable of being obtained by the method, to the compositions containing the polymer, as well as to the uses of the polymer.
    Type: Application
    Filed: May 21, 2014
    Publication date: September 11, 2014
    Applicant: ARKEMA FRANCE
    Inventors: Samuel DEVISME, Fabrice CHOPINEZ, Jean-Laurent PRADEL, Guillaume LE, Thomas ROUSSEL, Jean-Luc DUBOIS
  • Patent number: 8829223
    Abstract: The invention relates to a novel way to synthesize acrylonitrile from a renewable raw material and more particularly relates to a method for producing acrylonitrile by the ammoxidation of glycerol in gaseous phase. The method can be implemented in a single step, or the glycerol can be previously submitted to a dehydration step. The acrylonitrile thus obtained meets the requirements of green chemistry.
    Type: Grant
    Filed: February 18, 2008
    Date of Patent: September 9, 2014
    Assignee: Arkema France
    Inventor: Jean-Luc Dubois
  • Patent number: 8829246
    Abstract: The subject of the present invention is a process for preparing acrolein by dehydration of glycerol in the presence of a catalyst system based on iron phosphorous oxide containing, in addition, one or more elements chosen from alkali metals, alkaline-earth metals, AI, Si, B, Co, Cr, Ni, V, Zn, Zr, Sn, Sb, Ag, Cu, Nb, Mo, Y, Mn, Pt, Rh and the rare earths La, Ce, Sm. The process is preferably carried out in the gas phase in the presence of oxygen starting from aqueous solutions of glycerol. The process according to the invention makes it possible of obtain high acrolein selectivities.
    Type: Grant
    Filed: September 11, 2008
    Date of Patent: September 9, 2014
    Assignee: Arkema France
    Inventor: Jean-Luc Dubois
  • Patent number: 8821804
    Abstract: The invention relates to the use of monoliths as particle filters for limiting the deactivation of catalysts during catalytic reactions in multi-tubular reactors. The invention is particularly well-suited for catalytic oxidation reactions in the gaseous phase. The invention also relates to multi-tubular reactors including monoliths as particle filters.
    Type: Grant
    Filed: July 23, 2008
    Date of Patent: September 2, 2014
    Assignee: Arkema France
    Inventor: Jean-Luc Dubois
  • Publication number: 20140242252
    Abstract: A method for extraction from Lesquerella seeds having an acid value of less than 6 mg KOH/g, said method including the following steps: a seed-processing step i) that includes a single operation of flattening the seeds and at least one operation of drying the seeds; and a step ii) of placing the processed seeds into contact with a mixture of light anhydrous alcohol and co-solvent under temperature and time conditions that are sufficient for extracting a raw oil including phospholipids and gums, as well as obtaining a de-oiled cake.
    Type: Application
    Filed: September 24, 2012
    Publication date: August 28, 2014
    Inventors: Jean-Luc Dubois, Antoine Piccirilli, Julien Magne
  • Patent number: 8816108
    Abstract: The present invention relates to a process for the selective extraction of monoglycerides present in a fraction of fatty acid alkyl esters (FAAEs), comprising at least one stage of liquid-liquid extraction by means of a polar solvent (PS) comprising a light alcohol and optionally of a nonpolar solvent (NS) comprising a solvent which is immiscible with the light alcohol. The present invention relates in particular to a fraction of fatty acid alkyl esters (FAAEs) of vegetable or animal origin, used in particular in biodiesels, capable of being obtained according to the process of the invention, so that its content of monoglycerides is less than 0.6%.
    Type: Grant
    Filed: June 24, 2011
    Date of Patent: August 26, 2014
    Assignee: Arkema France
    Inventors: Jean Luc Dubois, Antoine Piccirilli, Julien Magne
  • Patent number: 8814959
    Abstract: The invention relates to a diesel biofuel consisting of a mixture of naturally occurring fatty acid esters and containing an ester of ?-unsaturated acids having a chain with 11 or 13 carbon atoms or corresponding saturated acids. The invention also relates to a method for producing such a biofuel.
    Type: Grant
    Filed: April 20, 2010
    Date of Patent: August 26, 2014
    Assignee: Arkema France
    Inventor: Jean-Luc Dubois
  • Publication number: 20140213811
    Abstract: The present invention relates to the production of acrolein, acrylic acid or methacrylic acid by dehydration reaction of renewable raw material such as glycerin or hydroxycarboxylic acids, in the presence of a novel catalyst system supported on a carrier having a bimodal structure and a high pore volume and distribution. The dehydration reactions can be carried out for longer operation duration, so that acrolein, acrylic acid or methacrylic acid can be produced at higher productivity and for longer running time.
    Type: Application
    Filed: July 27, 2012
    Publication date: July 31, 2014
    Inventors: Jean-Luc Dubois, Kimito Okumura, Yasushi Kobayashi, Ryota Hiraoka
  • Publication number: 20140206527
    Abstract: An object of the present invention is to provide a catalyst for glycerin dehydration reaction for producing unsaturated aldehyde and unsaturated carboxylic acid at higher yield by a dehydration reaction of glycerin, and that can reduce a decrease in time of the conversion ratio of glycerin and the yields of unsaturated aldehyde and of unsaturated carboxylic acid. Another object of the present invention is to provide a catalyst for glycerin dehydration reaction that can produce acrolein and acrylic acid at higher yield by the dehydration reaction of glycerin, and the catalyst has a longer life. Still another object of the present invention is to provide a method for preparing the catalysts above.
    Type: Application
    Filed: July 30, 2012
    Publication date: July 24, 2014
    Applicant: NIPPON KAYAKU KABUSHIKI KAISHA
    Inventors: Kimito Okumura, Yasushi Kobayashi, Ryota Hiraoka, Jean-Luc Dubois
  • Patent number: 8785645
    Abstract: The present invention relates to a method for synthesizing bio-based pyridine and picolines, said method including at least the following steps: a first step involving subjecting a glycerol filler, created from the methanolysis of vegetable oils or animal fats, to a dehydration reaction leading to acrolein; a second step involving partial condensation of the effluent from the first step so as to separate a water-rich flow as well as an acrolein-rich flow; and a third step involving reacting the acrolein from the preceding step with acetaldehyde in the presence of ammonia so as to obtain, by means of a condensation reaction, the bio-based pyridine and picolines.
    Type: Grant
    Filed: October 22, 2010
    Date of Patent: July 22, 2014
    Assignee: Arkema France
    Inventors: Jean-Luc Dubois, Jean-Francois Devaux
  • Publication number: 20140200358
    Abstract: A process for the synthesis of C11 and C12 ?-amino-alkanoic acid esters including a step of continuous nitrilation in the gas phase or in a mixed gas-liquid phase, a step of metathesis and a step of reduction by hydrogenation, using, as raw material, C10 and C11 ?-alkenoic acid esters.
    Type: Application
    Filed: July 26, 2012
    Publication date: July 17, 2014
    Applicant: ARKEMA FRANCE
    Inventors: Jean-Luc Couturier, Jean-Luc Dubois
  • Patent number: 8779213
    Abstract: The present invention relates to a bio-based glutaraldehyde compound and to the different non-fossil, natural raw material manufacture methods thereof. To prepare said compound, glycerol created by the methanolysis of vegetable oil or animal fat is used, leading after dehydration to acrolein that is caused to react with a vinyl/alkyl/ether as per a Diels-Alder cyclization reaction, followed by hydrolysis so as to obtain the bio-based glutaraldehyde of the invention. Sugars containing five carbon atoms, that is, pentoses created from for example hemicellulose, may also be used, leading after dehydration to furfural, which leads, after complete hydrogenation followed by selective oxidation, to the bio-based glutaraldehyde of the invention.
    Type: Grant
    Filed: October 19, 2010
    Date of Patent: July 15, 2014
    Assignee: Arkema France
    Inventors: Jean Luc Couturier, Jean Luc Dubois
  • Publication number: 20140194584
    Abstract: The invention relates to a process for the synthesis of a monounsaturated nitrile-ester (acid) by cross metathesis starting from an unsaturated compound I comprising at least one trivalent nitrile, acid or ester functional group, characterized in that it comprises a stage in which two types of cross metathesis are alternated consecutively: a first type of cross metathesis cm1 with an acrylic compound II chosen from acrylonitrile, acrylic acid or an acrylic ester, one of the compounds I or II comprising a nitrile functional group and the other of these compounds II or I comprising an acid or ester functional group, and a second type of cross metathesis cm2 with a light C2 to C4 alkene compound III, preferably with ethylene. The invention also relates to a process for the synthesis of an ?,?-amino ester (acid) obtained by a process comprising a stage in which the two types of cross metathesis defined above are alternated consecutively, followed by a hydrogenation stage.
    Type: Application
    Filed: January 7, 2013
    Publication date: July 10, 2014
    Inventors: Jean-Luc Dubois, Jean-Luc Couturier
  • Publication number: 20140187808
    Abstract: A method for synthesizing ?-amino-alkanoic acids or the esters thereof from natural unsaturated fatty acids passing through an intermediate ?-unsaturated nitrile compound. The method is simple to implement and, relative to known methods, avoids the environmental constraints and economic disadvantages resulting from the reaction by-products. The method includes synthesizing an ?-amino acid (ester) of formula R3OOC—(CH2)q—CH2NH2, in which R3 is H or an n-butyl radical and q is an integral index of between 2 and 13, from a monounsaturated fatty acid (ester) of formula (R1-CH?CH—(CH2)p-COO) xR2, in which x represents 1, 2 or 3, R1 is H or a hydrocarbon radical comprising from 4 to 11 carbon atoms and, where appropriate, a hydroxyl function, R2 is H or an alkyl radical comprising from 2 to 4 carbon atoms, and may contain one or more heteroatoms, and p is an integral index of between 2 and 11, including a reaction step of ammoniation.
    Type: Application
    Filed: July 26, 2012
    Publication date: July 3, 2014
    Applicant: ARKEMA FRANCE
    Inventors: Jean-Luc Couturier, Jean-Luc Dubois
  • Patent number: 8759556
    Abstract: The invention relates to a method for the selective extraction of functionalised fatty acid esters from seeds of oleaginous plants, wherein said method includes: a) at least one step of extracting fatty acid esters that comprises simultaneously feeding into a reactor containing said seeds a light anhydrous alcohol, a basic catalyst and an extraction solvent non-miscible with said light alcohol and in which said functionalised fatty ester is not soluble in order to obtain a mixture of esters and glycerol; b) and at least one step of selectively extracting hydroxylated fatty acid esters by feeding into the reactor said extraction solvent in a backflush direction relative to the light alcohol in order to obtain an alcohol phase enriched with fatty acid esters, a glycerol phase and a cake.
    Type: Grant
    Filed: January 13, 2010
    Date of Patent: June 24, 2014
    Assignee: Arkema France
    Inventors: Antoine Piccirilli, Jacques Barbier, Julien Magne, Jean-Luc Dubois
  • Publication number: 20140171685
    Abstract: A catalytic reactor including a chamber (1) and separation means (2) arranged inside the chamber (1), said separation means defining at least one reaction area (3) and at least one regeneration area (4), the reaction area (3) being supplied with a reaction flow (15, 16) and connected, at the outlet thereof, to a first gas tapping device (13), the regeneration area (4) being supplied with a regeneration flow (17) and connected, at the outlet thereof, to a second gas tapping device (10), the reactor being suitable for including a fluidized bed of catalyst particles (5) in the reaction area (3), the separation means (2) enabling the catalyst particles to pass from the reaction area (3) to the regeneration area (4), and the reactor making it possible to move catalyst particles into the regeneration area (4) so as to enable the return thereof to the reaction area (3).
    Type: Application
    Filed: July 9, 2012
    Publication date: June 19, 2014
    Applicant: ARKEMA FRANCE
    Inventors: Jean-Luc Dubois, Grégory Patience
  • Publication number: 20140163196
    Abstract: A process for synthesizing a long-chain saturated ?,?-amino ester (acid) including from 6 to 17 carbon atoms, said process including a first step of cross metathesis between a first acrylic compound chosen from acrylonitrile, acrylic acid or an acrylic ester and a second monounsaturated compound including at least one nitrile, acid or ester trivalent function, one of these compounds including a nitrile function and the other an acid or ester function, in the presence of a ruthenium carbene metathesis catalyst, and a second step of hydrogenation of the monounsaturated nitrile-ester (acid) obtained, wherein said monounsaturated compound including at least one nitrile, acid or ester trivalent function has previously been subjected to a purification by thermal and/or chemical treatment.
    Type: Application
    Filed: July 27, 2012
    Publication date: June 12, 2014
    Applicant: ARKEMA FRANCE
    Inventors: Jean-Luc Couturier, Jean-Luc Dubois
  • Patent number: 8748651
    Abstract: The invention relates to a method for the synthesis of ?-amino alkanoic acids or esters thereof starting from unsaturated natural fatty acids passing through an ?-unsaturated nitrile intermediate compound.
    Type: Grant
    Filed: November 17, 2009
    Date of Patent: June 10, 2014
    Assignee: Arkema France
    Inventor: Jean-Luc Dubois