Patents by Inventor Julien Jouanneau

Julien Jouanneau 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).

  • Patent number: 10807933
    Abstract: A method for manufacturing 1,4-bis(4-phenoxybenzoyl)benzene, including: providing terephthaloyl chloride, diphenyl ether, a solvent and a Lewis acid, wherein the terephthaloyl chloride is of a purity grade such that, 10 minutes after introducing it at a reference concentration of 6.5 wt. % into said solvent, at a temperature of 20° C., a solution is obtained having a turbidity of less than 500 NTU; mixing the terephthaloyl chloride, the diphenyl ether and the solvent so as to make a reactant mixture; adding the Lewis acid to the reactant mixture so as to effect the reaction of the terephthaloyl chloride with the diphenyl ether; recovering a product mixture comprising a 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex.
    Type: Grant
    Filed: May 16, 2018
    Date of Patent: October 20, 2020
    Assignee: ARKEMA FRANCE
    Inventors: Guillaume Le, Julien Jouanneau
  • Patent number: 10793669
    Abstract: A method for the manufacture of polyether ketone ketone (PEKK), including: (i) providing a 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex; (ii) purifying said 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex; (iii) reacting said 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex with at least one difunctional aromatic acyl chloride in a reaction solvent and optional additional Lewis acid to obtain a product mixture including a PEKK-Lewis acid complex; and (iv) decomplexing the PEKK-Lewis acid complex to obtain a PEKK polymer. Further, a composition including at least 40 wt. % of 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex and an anhydrous aprotic solvent or solvent mixture, characterized in that it includes less than 1 wt. %, preferably less than 0.5 wt. % and in particular less than 0.1 wt. % of molecules including xanthydrol groups and its use for the manufacture of polyether ketone ketone.
    Type: Grant
    Filed: August 3, 2018
    Date of Patent: October 6, 2020
    Assignee: ARKEMA FRANCE
    Inventors: Guillaume Le, Julien Jouanneau
  • Patent number: 10793500
    Abstract: A method for manufacturing 1,4-bis(4-phenoxybenzoyl)benzene, including: reacting terephthaloyl chloride with diphenyl ether in the presence of a Lewis acid, so as to obtain a product mixture including 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex, wherein the 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex is, at least partly, in the form of a precipitate; carrying out a solid/liquid separation of the product mixture to obtain a cake comprising the 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex precipitate; putting the cake in contact with a decomplexing solvent, wherein the decomplexing solvent is a protic solvent, so as to dissociate the 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex into 1,4-bis(4-phenoxybenzoyl)benzene; and, recovering the 1,4-bis(4-phenoxybenzoyl)benzene. Also, a method for manufacturing a polyaryletherketone polymer starting from 1,4-bis(4-phenoxybenzoyl)benzene manufactured by the above method.
    Type: Grant
    Filed: November 9, 2018
    Date of Patent: October 6, 2020
    Assignee: ARKEMA FRANCE
    Inventors: Julien Jouanneau, Guillaume Le, Steven Schon, John Richardson, Guillaume Vincent, Jér{hacek over (o)}me Amstutz
  • Publication number: 20200276760
    Abstract: The present invention is directed to material extrusion additive manufacturing processes, including fused filament fabrication, used to manufacture improved parts, devices, and prototypes using polyetherketoneketones (“PEKK”) and polyetheretherketones (“PEEK”). Using the improved processes of the invention, PEKK or PEEK polymer readily is 3D printed by FFF such that it crystallizes slowly enough during deposition for the resulting part to remain mostly or substantially amorphous during printing and thus have low percentage and/or more uniform shrinkage per layer and little to no warping from the base during print, and yet fast enough so that the resulting part crystallizes in post-print processing without substantial or any loss of its printed structure.
    Type: Application
    Filed: September 14, 2018
    Publication date: September 3, 2020
    Inventors: Timothy A. SPAHR, Bruce CLAY, David S. LIU, Julien JOUANNEAU
  • Patent number: 10731001
    Abstract: A method for treating a shear-thinning residue composition deriving from the synthesis of an aryl ether ketone, the residue composition including a liquid fraction and solid residues, the method including the steps of: passing said shear-thinning residue composition through a shear-generating evaporating device, between a rotating part and a stationary part; and recovering a condensed liquid fraction and separately recover concentrated solid residues.
    Type: Grant
    Filed: November 9, 2018
    Date of Patent: August 4, 2020
    Assignee: ARKEMA FRANCE
    Inventors: Steven Gabriel Schon, Andrew Richard Goddard, Julien Jouanneau
  • Publication number: 20200239631
    Abstract: A method for the manufacture of polyether ketone ketone (PEKK), including: providing a 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex; purifying said 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex; reacting said 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex with at least one difunctional aromatic acyl chloride in a reaction solvent and optional additional Lewis acid to obtain a product mixture including a PEKK-Lewis acid complex; and decomplexing the PEKK-Lewis acid complex to obtain a PEKK polymer. Also, a composition including at least 40 wt. % of 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex and an anhydrous aprotic solvent or solvent mixture, wherein the composition includes less than 1 wt. %, preferably less than 0.5 wt. % and in particular less than 0.1 wt. % of molecules comprising xanthydrol groups. And, the use of the composition for the manufacture of polyether ketone ketone.
    Type: Application
    Filed: August 3, 2018
    Publication date: July 30, 2020
    Applicant: Arkema France
    Inventors: Guillaume LE, Julien JOUANNEAU, Nicolas CLAIR
  • Patent number: 10689475
    Abstract: The invention relates to polyaryl ether ketones with low contents of residual materials, whether they are residual monomers or solvents of the synthetic process.
    Type: Grant
    Filed: January 24, 2019
    Date of Patent: June 23, 2020
    Assignee: Arkema France
    Inventors: Guillaume Le, Julien Jouanneau, Jérome Amstutz
  • Publication number: 20200148822
    Abstract: A method for treating a shear-thinning residue composition deriving from the synthesis of an aryl ether ketone, the residue composition including a liquid fraction and solid residues, the method including the steps of: passing said shear-thinning residue composition through a shear-generating evaporating device, between a rotating part and a stationary part; and recovering a condensed liquid fraction and separately recover concentrated solid residues.
    Type: Application
    Filed: November 9, 2018
    Publication date: May 14, 2020
    Applicant: Arkema France
    Inventors: Julien JOUANNEAU, Steven Gabriel SCHON, Andrew Richard GODDARD
  • Patent number: 10618863
    Abstract: A method for manufacturing 1,4-bis 4-phenoxybenzoyl) benzene, including: providing a reactant mixture including terephthaloyl chloride and diphenyl ether in a solvent; adding a Lewis acid to the reactant mixture, so as to obtain a product mixture; wherein the temperature of the reactant mixture is greater than 5° C. during at least part of the step of adding the Lewis acid to the reactant mixture.
    Type: Grant
    Filed: May 16, 2018
    Date of Patent: April 14, 2020
    Assignee: ARKEMA FRANCE
    Inventors: Julien Jouanneau, Guillaume Le, Jérome Amstutz
  • Publication number: 20200109100
    Abstract: A method for manufacturing 1,4-bis(4-phenoxybenzoyl)benzene, including: reacting terephthaloyl chloride with diphenyl ether in a reaction solvent and in the presence of a Lewis acid, so as to obtain a product mixture comprising a 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex; putting the product mixture in contact with an aqueous solution, so as to obtain an aqueous phase containing the Lewis acid and an organic phase containing 1,4-bis(4-phenoxybenzoyl)benzene.
    Type: Application
    Filed: May 17, 2018
    Publication date: April 9, 2020
    Applicant: Arkema France
    Inventors: Julien JOUANNEAU, Guillaume LE
  • Patent number: 10611715
    Abstract: A method for manufacturing 1,4-bis(4-phenoxybenzoyl)benzene, including: providing terephthaloyl chloride, diphenyl ether, a solvent and a Lewis acid, wherein the terephthaloyl chloride is of a purity grade such that, 10 minutes after introducing it at a reference concentration of 6.5 wt. % into said solvent, at a temperature of 20° C., a solution is obtained having a turbidity of less than 500 NTU; mixing the terephthaloyl chloride, the diphenyl ether and the solvent so as to make a reactant mixture; adding the Lewis acid to the reactant mixture so as to effect the reaction of the terephthaloyl chloride with the diphenyl ether; recovering a product mixture comprising a 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex.
    Type: Grant
    Filed: May 16, 2018
    Date of Patent: April 7, 2020
    Assignee: ARKEMA FRANCE
    Inventors: Julien Jouanneau, Guillaume Le
  • Publication number: 20200087456
    Abstract: The invention relates to a method for manufacturing 1,4-bis(4-phenoxybenzoylbenzene), comprising: providing a reactant mixture comprising terephthaloyl chloride, diphenyl ether and a Lewis acid in a solvent; reacting terephthaloyl chloride with diphenyl ether, so as to obtain a product mixture comprising a 1,4-bis(4-phenoxybenzoylbenzene)-Lewis acid complex; wherein the 1,4-bis(4-phenoxybenzoylbenzene)-Lewis acid complex is dissolved in the solvent at a 1,4-bis(4-phenoxybenzoylbenzene) weight concentration in the solvent which is higher than the saturation limit of the 1,4-bis(4-phenoxybenzoylbenzene)-Lewis acid complex during at least part of the step of reacting terephthaloyl chloride with diphenyl ether.
    Type: Application
    Filed: May 16, 2018
    Publication date: March 19, 2020
    Applicant: Arkema France
    Inventors: Guillaume LE, Guillaume VINCENT, Julien JOUANNEAU
  • Publication number: 20200079717
    Abstract: A method for manufacturing 1,4-bis(4-phenoxybenzoyl)benzene, including: providing terephthaloyl chloride, diphenyl ether, a solvent and a Lewis acid, wherein the terephthaloyl chloride is of a purity grade such that, 10 minutes after introducing it at a reference concentration of 6.5 wt. % into said solvent, at a temperature of 20° C., a solution is obtained having a turbidity of less than 500 NTU; mixing the terephthaloyl chloride, the diphenyl ether and the solvent so as to make a reactant mixture; adding the Lewis acid to the reactant mixture so as to effect the reaction of the terephthaloyl chloride with the diphenyl ether; recovering a product mixture comprising a 1,4-bis(4-phenoxybenzoyl)benzene-Lewis acid complex.
    Type: Application
    Filed: May 16, 2018
    Publication date: March 12, 2020
    Applicant: Arkema France
    Inventors: Guillaume LE, Julien JOUANNEAU
  • Publication number: 20200062683
    Abstract: The invention relates to a method for manufacturing 1,4-bis(4-phenoxybenzoylbenzene), comprising: providing a reactant mixture comprising terephthaloyl chloride and diphenyl ether in a solvent; adding a Lewis acid to the reactant mixture, so as to obtain a product mixture; wherein the temperature of the reactant mixture is greater than 5° C. during at least part of the step of adding the Lewis acid to the reactant mixture.
    Type: Application
    Filed: May 16, 2018
    Publication date: February 27, 2020
    Applicant: Arkema France
    Inventors: Julien JOUANNEAU, Guillaume LE, Jérome AMSTUTZ
  • Publication number: 20190345643
    Abstract: A process for manufacturing a fiber including polyetherketoneketone including the steps of: mixing polyetherketoneketone and sulfuric acid having a concentration of at least 90 wt % to obtain a spin dope and passing the spin dope through a spinneret into a coagulation bath, wherein the polyetherketoneketone is dissolved in the sulfuric acid to a concentration of 12 to 22 wt %. Also disclosed are fibers obtainable by the process and polyetherketoneketone fibers having a sulfur content of 0.001 to 5 wt %, based on the weight of the fiber, in particular such fibers having low or high crystallinity, as well as, hybrid yarns and composite materials.
    Type: Application
    Filed: November 8, 2017
    Publication date: November 14, 2019
    Applicants: TEIJIN ARAMID B.V., ARKEMA FRANCE
    Inventors: Hanneke BOERSTOEL, Bert GEBBEN, Wido NIJENHUIS, Julien JOUANNEAU, Philippe BUSSI
  • Patent number: 10428002
    Abstract: A method for manufacturing 1,4-bis(4-phenoxybenzoylbenzene), including: providing a reactant mixture including terephthaloyl chloride, diphenyl ether and a Lewis acid in a solvent; reacting terephthaloyl chloride with diphenyl ether, so as to obtain a product mixture including a 1,4-bis(4-phenoxybenzoylbenzene)-Lewis acid complex; wherein the 1,4-bis(4-phenoxybenzoylbenzene)-Lewis acid complex is dissolved in the solvent at a 1,4-bis(4-phenoxybenzoylbenzene) weight concentration in the solvent which is higher than the saturation limit of the 1,4-bis(4-phenoxybenzoylbenzene)-Lewis acid complex during at least part of the step of reacting terephthaloyl chloride with diphenyl ether.
    Type: Grant
    Filed: May 16, 2018
    Date of Patent: October 1, 2019
    Assignee: ARKEMA FRANCE
    Inventors: Julien Jouanneau, Guillaume Le, Guillaume Vincent
  • Publication number: 20190264045
    Abstract: Provided is a composition suitable for a process of building a three-dimensional object layer-by-layer by electromagnetic radiation-generated sintering, including at least one poly(aryl-ether-ketone) (PAEK), where the composition has an aromatic ether content of from 0 and 0.4% by mass, based on the total mass of the composition, and an aluminium mass content of lower than 1000 ppm. The composition may be used in process for building an object comprising sintering the composition with electromagnetic radiation. The present invention also includes a three-dimensional object obtained by such a process. A process for preparing the composition is also provided.
    Type: Application
    Filed: May 2, 2017
    Publication date: August 29, 2019
    Applicant: Arkema France
    Inventors: Benoît BRULE, Jérôme Amstutz, Guillaume Le, Julien Jouanneau
  • Patent number: 10344125
    Abstract: A method for manufacturing 1,4-bis(4-phenoxybenzoylbenzene), including: reacting terephthaloyl chloride with diphenyl ether in a reaction solvent and in the presence of a Lewis acid, so as to obtain a product mixture including a 1,4-bis(4-phenoxybenzoylbenzene)-Lewis acid complex; contacting the product mixture with a protic solvent, so as to obtain a first phase containing the Lewis acid and a second phase containing 1,4-bis(4-phenoxybenzoylbenzene); subjecting at least the second phase to a solid/liquid separation step by centrifugal filtration, so as to recover solid 1,4-bis(4-phenoxybenzoylbenzene).
    Type: Grant
    Filed: May 17, 2018
    Date of Patent: July 9, 2019
    Assignee: ARKEMA FRANCE
    Inventors: Guillaume Le, Julien Jouanneau, Jérôme Amstutz
  • Publication number: 20190152886
    Abstract: A method for manufacturing 1,4-bis(4-phenoxybenzoylbenzene), including: reacting terephthaloyl chloride with diphenyl ether in a reaction solvent and in the presence of a Lewis acid, so as to obtain a product mixture including a 1,4-bis(4-phenoxybenzoylbenzene)-Lewis acid complex; contacting the product mixture with a protic solvent, so as to obtain a first phase containing the Lewis acid and a second phase containing 1,4-bis(4-phenoxybenzoylbenzene); heating at least the second phase up to a maximum temperature, followed by cooling the second phase down to a separation temperature; subjecting at least the second phase to a solid/liquid separation step at the separation temperature, so as to recover solid 1,4-bis(4-phenoxybenzoylbenzene).
    Type: Application
    Filed: May 17, 2018
    Publication date: May 23, 2019
    Applicant: ARKEMA FRANCE
    Inventors: Julien JOUANNEAU, Jérôme AMSTUTZ, Guillaume VINCENT
  • Publication number: 20190153143
    Abstract: The invention relates to polyaryl ether ketones with low contents of residual materials, whether they are residual monomers or solvents of the synthetic process.
    Type: Application
    Filed: January 24, 2019
    Publication date: May 23, 2019
    Applicant: Arkema France
    Inventors: Guillaume Le, Julien Jouanneau, Jérome Amstutz