Patents by Inventor Francois-Genes Tournilhac
Francois-Genes Tournilhac 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).
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Patent number: 10155842Abstract: The present invention relates to a composition containing, besides a thermosetting resin of epoxy type and a hardener of anhydride type, at least one catalyst comprising an organometallic titanium complex. This composition enables the manufacture of vitrimer resins, that is to say resins that can be deformed in the thermoset state. It also relates to a kit for manufacturing this composition, an object obtained from this composition and a kit for manufacturing this object. Another subject of the invention relates to an organometallic titanium complex corresponding to the structure titanium bis(3-phenoxy-1,2-propane dioxide) (Ti(PPD)2), and the use thereof as vitrimer effect catalyst in systems based on epoxy resin and on hardener of anhydride type.Type: GrantFiled: April 23, 2015Date of Patent: December 18, 2018Assignees: ARKEMA FRANCE, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, ECOLE SUPERIEURE DE PHYSIQUE ET DE CHIMIE INDUSTRIELLES DE LA VILLE DE PARISInventors: Christophe Duquenne, Sebastien-Jun Mougnier, Francois-Genes Tournilhac, Ludwik Leibler
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Patent number: 10093770Abstract: A mixture may include at least one polymerizable species and at least one thermoresponsive supramolecular initiator complex involving a host-guest interaction. Processes for making resins may include mixing at least one polymerizable species with at least one thermoresponsive supramolecular initiator complex involving a host-guest interaction; subjecting the mixture to a temperature above about 30° C. thereby promoting the dissociation of the at least one thermoresponsive supramolecular initiator; and allowing the mixture to cure at the temperature for a period of time.Type: GrantFiled: August 12, 2013Date of Patent: October 9, 2018Assignees: SCHLUMBERGER TECHNOLOGY CORPORATION, FONDS DE L'ESPCI GEORGE CHARPAKInventors: Thomas Vidil, Francois-Genes Tournilhac, Ludwik Leibler
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Publication number: 20170044307Abstract: The present invention relates to a composition containing, besides a thermosetting resin of epoxy type and a hardener of anhydride type, at least one catalyst comprising an organometallic titanium complex. This composition enables the manufacture of vitrimer resins, that is to say resins that can be deformed in the thermoset state. It also relates to a kit for manufacturing this composition, an object obtained from this composition and a kit for manufacturing this object. Another subject of the invention relates to an organometallic titanium complex corresponding to the structure titanium bis(3-phenoxy-1,2-propane dioxide) (Ti(PPD)2), and the use thereof as vitrimer effect catalyst in systems based on epoxy resin and on hardener of anhydride type.Type: ApplicationFiled: April 23, 2015Publication date: February 16, 2017Applicants: ARKEMA FRANCE, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, ECOLE SUPERIEURE DE PHYSIQUE ET DE CHIMIE INDUSTRIELLES DE LA VILLE DE PARISInventors: Christophe Duquenne, Sebastien-Jun Mougnier, Francois-Genes Tournilhac, Ludwik Leibler
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Patent number: 9359467Abstract: Thermoset/supramolecular hybrid composites and resins, resulting from bringing at least one thermosetting resin precursor, this thermosetting resin precursor including hydroxyl functions and/or epoxy groups, and optionally ester functions, into contact with at least one hardener chosen from carboxylic acids and acid anhydrides, and with at least one compound including, on the one hand, at least one associative group, and on the other hand at least one function enabling the grafting thereof to the thermosetting resin precursor, to the hardener or to the product resulting from the reaction of the thermosetting resin precursor and the hardener, in the presence of at least one transesterification catalyst. Process for manufacturing these materials, process for transforming and process for recycling these materials. Novel solid forms of hybrid composites and resins which can be used in the implementation of these processes.Type: GrantFiled: May 10, 2012Date of Patent: June 7, 2016Assignees: ARKEMA FRANCE, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUEInventors: Ludwik Leibler, Damien Montarnal, François-Genes Tournilhac, Mathieu Capelot
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Patent number: 9301912Abstract: The present invention relates to a material comprising dendritic molecules each constituted of fragments that are at least bifunctional and of fragments that are at least trifunctional joined together by ester or thioester bridges, alone or in combination with amide or urea bridges, said bridges being formed from two functions carried by different fragments, said molecules containing, on the fragments located at the ends of the dendritic branches, associative end groups capable of forming associations with one another by hydrogen bonds and joined covalently to the functions that are not involved in said bridges. It also relates to the method of production thereof, as well as to its uses and to compositions, notably cosmetic, containing this material.Type: GrantFiled: January 8, 2015Date of Patent: April 5, 2016Assignees: Arkema France, Centre National De La Recherche Scientifique CNRSInventors: François-Genes Tournilhac, Manuel Hidalgo, Ludwik Leibler
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Patent number: 9266292Abstract: Resins and thermoset composites comprising them, these materials being able to be hot-fashioned. These compositions resulting from placing at least one thermosetting resin precursor, this thermosetting resin precursor comprising hydroxyl functions and/or epoxy groups, and optionally ester functions, in contact with at least one hardener chosen from carboxylic acids, in the presence of at least one transesterification catalyst whose total molar amount is between 5% and 25% of the total molar amount of hydroxyl and epoxy contained in the thermosetting resin precursor. Process for manufacturing these materials, process for transforming and process for recycling these materials. New solid forms of resins and of thermoset composites that may be used in the implementation of these processes.Type: GrantFiled: May 30, 2011Date of Patent: February 23, 2016Assignees: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, ARKEMA FRANCEInventors: Ludwik Leibler, Damien Montarnal, François-Genes Tournilhac, Mathieu Capelot
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Publication number: 20150132239Abstract: The present invention relates to a material comprising dendritic molecules each constituted of fragments that are at least bifunctional and of fragments that are of least trifunctional joined together by ester or thioester bridges, alone or in combination with amide or urea bridges, said bridges being formed from two functions carried by different fragments, said molecules containing, on the fragments located at the ends of the dendritic branches, associative end groups capable of forming associations with one another by hydrogen bonds and joined covalently to the functions that are not involved in said bridges. It also relates to the method of production thereof, as well as to its uses and to compositions, notably cosmetic, containing this material.Type: ApplicationFiled: January 8, 2015Publication date: May 14, 2015Applicants: CENTRE NATIONAL DE LA RECHERCHE SCIENTIGIQUE CNRS, ARKEMA FRANCEInventors: François-Genes TOURNILHAC, Manuel HIDALGO, Ludwik LEIBLER
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Patent number: 8916142Abstract: The invention relates to a supramolecular polymer obtained from the reaction of (i) an amine bearing a nitrogen-containing heterocyclic group: imidazolidone, trimethyleneurea or triazine, which is capable of associating by means of hydrogen bonds and (ii) at least one fatty acid monomer comprising at least one reactive function, a dimer of identical or different fatty acids and/or a trimer of identical or different fatty acids, or a derivative of said fatty acid(s) which is selected from a fatty acid ester, and a fatty acid chloride.Type: GrantFiled: September 7, 2007Date of Patent: December 23, 2014Assignees: Arkema France, Centre National de la Recherche Scientifique (CNRS)Inventors: Sandra Grimaldi, Jean-Philippe Gillet, Manuel Hidalgo, Francois-Genes Tournilhac, Philippe Cordier, Ludwik Leibler
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Publication number: 20140088223Abstract: Thermoset/supramolecular hybrid composites and resins, resulting from bringing at least one thermosetting resin precursor, this thermosetting resin precursor comprising hydroxyl functions and/or epoxy groups, and optionally ester functions, into contact with at least one hardener chosen from carboxylic acids and acid anhydrides, and with at least one compound comprising, on the one hand, at least one associative group, and on the other hand at least one function enabling the grafting thereof to the thermosetting resin precursor, to the hardener or to the product resulting from the reaction of the thermosetting resin precursor and the hardener, in the presence of at least one transesterification catalyst. Process for manufacturing these materials, process for transforming and process for recycling these materials. Novel solid forms of hybrid composites and resins which can be used in the implementation of these processes.Type: ApplicationFiled: May 10, 2012Publication date: March 27, 2014Applicants: Centre National De La Recherche Scientifique (CNRS), Arkema FranceInventors: Ludwik Leibler, Damien Montarnal, François-Genes Tournilhac, Mathieu Capelot
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Publication number: 20140088282Abstract: A mixture may include at least one polymerizable species and at least one thermoresponsive supramolecular initiator complex involving a host-guest interaction. Processes for making resins may include mixing at least one polymerizable species with at least one thermoresponsive supramolecular initiator complex involving a host-guest interaction; subjecting the mixture to a temperature above about 30° C. thereby promoting the dissociation of the at least one thermoresponsive supramolecular initiator; and allowing the mixture to cure at the temperature for a period of time.Type: ApplicationFiled: August 12, 2013Publication date: March 27, 2014Inventors: THOMAS VIDIL, FRANCOIS-GENES TOURNILHAC, LUDWIK LEIBLER
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Patent number: 8609765Abstract: A polymeric material from the styrene family comprises macromolecular chains grafted by nitrogen-containing heterocyclic groups; wherein the macromolecular chains comprise a polymeric backbone to which a grafted agent is attached by at least one covalent bond, the grafting agent comprises, in a single molecule, one or more associative groups capable of being bound by hydrogen bonds, and one or more reactive groups capable of forming covalent bonds with the polymeric backbone, at least one of the associative groups of the modifier is an imidazolidone heterocyclic ring. The mean number of imidazolidone groups to be inserted into the macromolecular chains is dependent both on the mean mass of said chains and on the final properties to be imparted to the material. Objects such as tubes, films, plates, stiffeners, bottles and containers can be made.Type: GrantFiled: July 3, 2012Date of Patent: December 17, 2013Assignees: Arkema France, Centre National de la Recherche Scientifique (CNRS)Inventors: Nicolas Dufaure, Sandra Grimaldi, Manuel Hidalgo, Ludwik Leibler, Francois-Genes Tournilhac
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Patent number: 8586672Abstract: The invention relates to a method for increasing the compatibility between at least two polymers, which comprises: (a) selecting at least two immiscible polymers (A) and (B), at least one of which does not bear a nitrogenous heterocycle-based associative group, and (b) modifying the polymer (A) and/or the polymer (B) so as to obtain a blend of polymers (Pi) which are derived from the polymers (A) and (B) and which each bear nitrogenous heterocycle-based associative groups, said associative groups being present in sufficient amount for the polymers (Pi) to be more compatible with one another than the polymers (A) and (B). It also relates to the polymer composition that can be obtained according to this method.Type: GrantFiled: September 17, 2009Date of Patent: November 19, 2013Assignees: Arkema France, CNRSInventors: Nicolas Dufaure, Francois Genes Tournilhac, Manuel Hidalgo, Ludwik Leibler
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Patent number: 8536281Abstract: The present invention relates to a method for synthesizing a supramolecular material comprising: 1—the reaction of at least one carboxylic diacid, or ester or chloride of such a diacid, with, on the one hand, at least one modifier compound bearing both reactive functional groups capable of reacting with the carboxylic acid, ester or acid chloride functional groups and associative groups capable of associating with one another by hydrogen bonds, in a molar ratio of the reactive functional groups to the carboxylic acid, ester or acid chloride functional groups of between 0.10 and 0.50, and, on the other hand, at least one polyamine, said reactions being carried out successively or simultaneously, and 2—the reaction of the polyamide obtained at the end of step 1 with urea. The present invention also relates to the resulting material, and also to the uses thereof.Type: GrantFiled: May 5, 2009Date of Patent: September 17, 2013Assignees: Arkema France, Centre National de la Recherche Scientifique CNRSInventors: Damien Montarnal, Ludwick Leibler, Francois-Genes Tournilhac, Manuel Hidalgo
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Patent number: 8530671Abstract: The present invention relates to a method of preparing a material formed from arborescent-branched molecules comprising associative groups that includes the following successive steps: (a) the reaction of at least one at least trifunctional compound (A) bearing first and second functional groups with at least one bifunctional compound (B), the functional groups of which are capable of reacting with the first functional groups of the compound (A); and (b) the reaction of the compound(s) obtained in step (a) with at least one compound (C) bearing, on the one hand, at least one reactive group capable of reacting with the second functional groups of (A) and, on the other hand, at least one given associative group.Type: GrantFiled: December 19, 2008Date of Patent: September 10, 2013Assignees: Arkema France, Centre National de la Recherche Scientifique CNRSInventors: François-Genes Tournilhac, Manuel Hidalgo, Ludwik Leibler
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Publication number: 20130005914Abstract: A polymeric material from the styrene family comprises macromolecular chains grafted by nitrogen-containing heterocyclic groups; wherein the macromolecular chains comprise a polymeric backbone to which a grafted agent is attached by at least one covalent bond, the grafting agent comprises, in a single molecule, one or more associative groups capable of being bound by hydrogen bonds, and one or more reactive groups capable of forming covalent bonds with the polymeric backbone, at least one of the associative groups of the modifier is an imidazolidone heterocyclic ring. The mean number of imidazolidone groups to be inserted into the macromolecular chains is dependent both on the mean mass of said chains and on the final properties to be imparted to the material. Objects such as tubes, films, plates, stiffenerss, bottles and containers can be made.Type: ApplicationFiled: July 3, 2012Publication date: January 3, 2013Applicants: Centre National De La Recherche Scientifique (CNRS), Arkema FranceInventors: Nicolas DUFAURE, Sandra GRIMALDI, Manuel HIDALGO, Ludwik LEIBLER, Francois-Genes TOURNILHAC
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Patent number: 8252872Abstract: The invention concerns a polymer material consisting of macromolecular chains bound by hydrogen bonds, wherein: the macromolecular chains consist of a polymer skeleton whereon is fixed by at least one covalent bond a modifying agent, the modifying agent comprising, assembled in a common molecule, one or more associative groups capable of being bound by hydrogen bonds and one or more reactive groups capable of forming covalent bonds with the polymer skeleton, at least one of the associative groups of the modifying agent is an imidazolidone heterocycle, the macromolecular chains bear on average, 1 to 10 imidazolidone groups per chain. The average number of imidazolidone groups to be introduced into the macromolecular chains depends both on the average mass of said chains and the final properties desired for the material.Type: GrantFiled: September 9, 2010Date of Patent: August 28, 2012Assignees: Arkema France, Centre National de la Recherche ScientifiqueInventors: Francois-Genes Tournilhac, Ludwik Leibler, Philippe Cordier, Corinne Soulie-Ziakovic, Annett Linemann, Manuel Hidalgo
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Patent number: 8242207Abstract: A polymeric material from the styrene family, consisting of macromolecular chains grafted by nitrogen-containing heterocyclic groups; wherein the macromolecular chains consist of a polymeric backbone to which a grafted agent is attached by at least one covalent bond, the grafting agent comprises, in a single molecule, one or more associative groups capable of being bound by hydrogen bonds, and one or more reactive groups capable of forming covalent bonds with the polymeric backbone, at least one of the associative groups of the modifier is an imidazolidone heterocyclic ring. The polymeric material of the invention can also be blended with other materials such as other polymers, and can thus be modified by elastomeric phases that enhance the impact strength thereof.Type: GrantFiled: February 1, 2008Date of Patent: August 14, 2012Assignees: Arkema France, Centre National de la Recherche ScientifiqueInventors: Nicolas Dufaure, Sandra Grimaldi, Manuel Hidalgo, Ludwik Leibler, Francois-Genes Tournilhac
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Patent number: 8188293Abstract: The present invention relates to materials exhibiting the property of rubbery elasticity, consisting of molecules with a mass of between 9 and 9000 g/mol, all or some of the molecules having at least three groups (also referred to as “associative groups”) capable of associating via non-covalent interactions. Although consisting of small non-polymerized molecules that are not chemically crosslinked, this material exhibits properties of rubbery elasticity. According to an embodiment of the invention, this material exhibits rubbery elasticity at ambient temperature. Above a certain temperature, the material flows like a simple liquid. The material is thermoreversible, i.e. after cooling, the material again exhibits the property of rubbery elasticity. This material is self-repairing and potentially recyclable, which is never the case with a chemically crosslinked elastomer.Type: GrantFiled: February 14, 2006Date of Patent: May 29, 2012Assignees: Arkema France, C.N.R.S.Inventors: Francois-Genes Tournilhac, Ludwik Leibler, Philippe Cordier, Corinne Soulie-Ziakovic
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Publication number: 20120029139Abstract: The present invention relates to a hot-melt adhesive that comprises a block copolymer having associative groups containing a nitrogen heterocyclic compound.Type: ApplicationFiled: January 29, 2010Publication date: February 2, 2012Applicants: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS, ARKEMA FRANCEInventors: Nicolas Dufaure, Manuel Hidalgo, Aurelie Grange, Francois-Genes Tournilhac, Ludwik Leibler
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Publication number: 20110319524Abstract: Resins and thermoset composites comprising them, these materials being able to be hot-fashioned. These compositions resulting from placing at least one thermosetting resin precursor, this thermosetting resin precursor comprising hydroxyl functions and/or epoxy groups, and optionally ester functions, in contact with at least one hardener chosen from carboxylic acids, in the presence of at least one transesterification catalyst whose total molar amount is between 5% and 25% of the total molar amount of hydroxyl and epoxy contained in the thermosetting resin precursor. Process for manufacturing these materials, process for transforming and process for recycling these materials. New solid forms of resins and of thermoset composites that may be used in the implementation of these processes.Type: ApplicationFiled: May 30, 2011Publication date: December 29, 2011Applicants: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, ARKEMA FRANCEInventors: Ludwik Leibler, Damien Montarnal, Francois-Genes Tournilhac, Mathieu Capelot