Patents by Inventor Julien Thuilliez

Julien Thuilliez 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: 11136422
    Abstract: A process for the synthesis of an ethylene/butadiene copolymer is provided. The process is continuous and comprises: a. feeding at least one stirred polymerization reactor with a mixture of ethylene, butadiene, hydrocarbon-based solvent and catalytic system allowing the formation of cyclic trans-1,2-cyclohexane units in the polymer chain with a mole ratio of ethylene to the sum of the ethylene and butadiene monomers ranging from 0.5 to 0.99; the concentration of ethylene and butadiene monomers in the polymerization reaction medium being at least 10% by weight relative to the total weight; the operating pressure of the reactor is greater than or equal to the saturated vapour pressure of the polymerization reaction medium; b. recovering the ethylene/butadiene copolymer, this copolymer comprising, statistically distributed, ethylene units, butadiene units and trans-1,2-cyclohexane units, the molar fraction of ethylene units in the copolymer being greater than or equal to 50%.
    Type: Grant
    Filed: April 16, 2018
    Date of Patent: October 5, 2021
    Assignee: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Julien Thuilliez, Nuno Pacheco
  • Patent number: 11130826
    Abstract: A catalytic system based at least on a preformation monomer selected from the group consisting of 1,3-dienes, ethylene, ?-olefins and their mixtures, on a metallocene of formula {P(Cp)(Flu)LnG} and on an organometallic compound as cocatalyst is provided. In the formula, Ln denotes a metal atom which is a rare earth metal, G denotes a group comprising the borohydride BH4 unit or denotes a halogen atom X selected from the group consisting of chlorine, fluorine, bromine and iodine, Cp denotes a cyclopentadienyl group of formula C5H4, Flu denotes a fluorenyl group of formula C13H8, P being a group bridging the two Cp and Flu groups and comprising a silicon or carbon atom. Such a catalytic system exhibits an improved stability of the catalytic activity over time, in particular on storage.
    Type: Grant
    Filed: November 28, 2017
    Date of Patent: September 28, 2021
    Assignee: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Vincent Lafaquiere, Julien Thuilliez
  • Patent number: 11104755
    Abstract: A copolymer of a 1,3-diene and of an olefin selected from the group consisting of ?-monoolefins, ethylene and mixtures thereof is provided. The copolymer bears, at one of its chain ends, an alkoxysilyl or silanol function, functional group F1, and the copolymer is different from a copolymer of a 1,3-diene and a vinylaromatic monomer.
    Type: Grant
    Filed: June 6, 2018
    Date of Patent: August 31, 2021
    Assignee: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Julien Thuilliez, Vincent Lafaquiere, Leyla Pehlivan, Benoît Macqueron, Christophe Boisson, Franck D'Agosto
  • Publication number: 20210230325
    Abstract: A copolymer of ethylene and of isoprene, which comprises from 10 to 35 mol % of isoprene units, at least 70% of which are in the 3,4 configuration and a portion of which is in the 1,2 configuration is provided. A copolymer of this type with a reduced crystallinity is synthesized with a much higher productivity than its homologues of ethylene and of butadiene, and also confers improved curing properties on rubber compositions.
    Type: Application
    Filed: May 27, 2019
    Publication date: July 29, 2021
    Applicant: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: José-Carlos ARAUJO DA SILVA, Vincent LAFAQUIERE, Emma MORESO, Julien THUILLIEZ, Aurélie TRIGUEL
  • Publication number: 20210079135
    Abstract: A rubber composition which comprises at least one reinforcing inorganic filler and a highly saturated elastomer comprising 1,3-diene units and ethylene units and bearing, at the chain end, a functional group F1 which is a silanol or alkoxysilane function is provided. The ethylene units represent more than 50 mol % of all the monomer units of the elastomer. The rubber composition has an improved hysteresis/stiffness compromise.
    Type: Application
    Filed: June 6, 2018
    Publication date: March 18, 2021
    Applicant: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Julien THUILLIEZ, Emma MORESO, Vincent LAFAQUIERE
  • Patent number: 10934377
    Abstract: A catalytic system based at least on a preformation monomer which is ethylene or a mixture of ethylene and of a conjugated diene, on a metallocene of formula {P(Cp1)(Cp2)Y} or Cp3Cp4Y and on an organometallic compound as cocatalyst, Y denoting a group comprising a metal atom which is a rare earth metal, the Cp1, Cp2, Cp3 and Cp4 groups, which are identical or different, being selected from the group consisting of fluorenyl groups, cyclopentadienyl groups and indenyl groups, the groups being substituted or unsubstituted, and P being a group bridging the two Cp1 and Cp2 groups and comprising a silicon or carbon atom, is provided. Such a catalytic system exhibits an improved stability of the catalytic activity over time, in particular on storage.
    Type: Grant
    Filed: July 24, 2017
    Date of Patent: March 2, 2021
    Assignee: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Vincent Lafaquiere, Julien Thuilliez
  • Patent number: 10844149
    Abstract: An ethylene/butadiene copolymer comprising statistically distributed ethylene units and butadiene unit is provided. The molar fraction of the ethylene units in the copolymer is greater than or equal to 50%, relative to the total number of moles of ethylene and butadiene units. The microstructure of the copolymer is homogeneous. A process for preparing such a copolymer and also the uses of this copolymer, in particular in rubber compositions for tires is also provided.
    Type: Grant
    Filed: December 16, 2016
    Date of Patent: November 24, 2020
    Assignee: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Nuno Pacheco, Julien Thuilliez
  • Patent number: 10822475
    Abstract: An ethylene/butadiene copolymer comprising statistically distributed ethylene units butadiene units, and trans-1,2-cyclohexane units is provided. The molar fraction of ethylene units in the copolymer is greater than or equal to 50%, relative to the total number of moles of ethylene, butadiene and trans-1,2-cyclohexane units. The microstructure of the copolymer is homogeneous. A process for preparing such a copolymer and also to the uses of this copolymer, in particular in rubber compositions for tires, is also provided.
    Type: Grant
    Filed: December 16, 2016
    Date of Patent: November 3, 2020
    Assignee: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN CLERMONT-FERRAND
    Inventors: Julien Thuilliez, Nuno Pacheco
  • Publication number: 20200339716
    Abstract: An ethylene/butadiene copolymer comprising statistically distributed ethylene units and butadiene units is provided. The molar fraction of the ethylene units in the copolymer is greater than or equal to 50%, relative to the total number of moles of ethylene and butadiene units. The microstructure of the copolymer is homogeneous. A process for preparing such a copolymer and also the uses of this copolymer, in particular in rubber compositions for tires is also provided.
    Type: Application
    Filed: July 10, 2020
    Publication date: October 29, 2020
    Applicant: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Nuno PACHECO, Julien THUILLIEZ
  • Patent number: 10752712
    Abstract: A catalytic system based at least on a preformation conjugated diene monomer, on an organometallic compound as cocatalyst and on a metallocene of formula {P(Cp1)(Cp2)Y} is provided. In the formula, Y denotes a group comprising a metal atom which is a rare earth metal, Cp1 and Cp2, which are identical or different, are selected from the group consisting of fluorenyl groups, cyclopentadienyl groups and indenyl groups, the groups being substituted or unsubstituted, and P is a group bridging the two Cp1 and Cp2 groups and comprising a silicon or carbon atom. Such a catalytic system exhibits an improved stability of the catalytic activity over time, in particular on storage.
    Type: Grant
    Filed: November 30, 2016
    Date of Patent: August 25, 2020
    Assignee: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Vincent Lafaquiere, Julien Thuilliez
  • Patent number: 10752713
    Abstract: A copolymer comprising a copolymer chain A bearing a function B selected from the group consisting of the functions B1 and B2, the copolymer chain A being a copolymer chain comprising monomer units M1 and monomer units M2, M1 being a conjugated diene and M2 being a monomer selected from the group consisting of ?-monoolefins, ethylene and mixtures thereof, B1 being selected from the group consisting of N(SiMe3)2; N(SiMe2CH2CH2SiMe2); para-C6H4(NMe2); para-C6H4(OMe); para-C6H4(N(SiMe3)2); ortho-CH2-C6H4NMe2; ortho-CH2-C6H4OMe; C6F5; C3F7; C6F13; CH(OCH2CH2O); B2 being a function that is derived from B1, is provided. Such a copolymer is synthesized by using a transfer agent bearing the function B1 and a carbon-metal bond, the metal being an alkaline-earth metal, zinc or aluminium.
    Type: Grant
    Filed: December 7, 2016
    Date of Patent: August 25, 2020
    Assignee: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Julien Thuilliez, Christophe Boisson, Franck D'Agosto, Sébastien Norsic, Benoît Macqueron
  • Publication number: 20200157268
    Abstract: A copolymer of a 1,3-diene and of an olefin selected from the group consisting of ?-monoolefins, ethylene and mixtures thereof is provided. The copolymer bears, at one of its chain ends, an alkoxysilyl or silanol function, functional group F1, and the copolymer is different from a copolymer of a 1,3-diene and a vinylaromatic monomer.
    Type: Application
    Filed: June 6, 2018
    Publication date: May 21, 2020
    Applicant: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Julien THUILLIEZ, Vincent LAFAQUIERE, Leyla PEHLIVAN, Benoît MACQUERON, Christophe BOISSON, Franck D'AGOSTO
  • Publication number: 20200140587
    Abstract: An ethylene/1,3-butadiene copolymer containing ethylene units, butadiene units and UD units of cyclic, 1,2-cyclohexanediyl structure, and bearing, at one of its chain ends, an alkoxysilyl or silanol function, functional group F1 is provided.
    Type: Application
    Filed: June 6, 2018
    Publication date: May 7, 2020
    Applicant: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Julien THUILLIEZ, Vincent LAFAQUIERE, Leyla PEHLIVAN, Benoît MACQUERON, Christophe BOISSON, Franck D'AGOSTO
  • Publication number: 20200131288
    Abstract: A process for the synthesis of an ethylene/butadiene copolymer is provided. The process is continuous and comprises: a. feeding at least one stirred polymerization reactor with a mixture of ethylene, butadiene, hydrocarbon-based solvent and catalytic system allowing the formation of cyclic trans-1,2-cyclohexane units in the polymer chain with a mole ratio of ethylene to the sum of the ethylene and butadiene monomers ranging from 0.5 to 0.99; the concentration of ethylene and butadiene monomers in the polymerization reaction medium being at least 10% by weight relative to the total weight; the operating pressure of the reactor is greater than or equal to the saturated vapour pressure of the polymerization reaction medium; b. recovering the ethylene/butadiene copolymer, this copolymer comprising, statistically distributed, ethylene units, butadiene units and trans-1,2-cyclohexane units, the molar fraction of ethylene units in the copolymer being greater than or equal to 50%.
    Type: Application
    Filed: April 16, 2018
    Publication date: April 30, 2020
    Applicant: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Julien THUILLIEZ, Nuno PACHECO
  • Patent number: 10513150
    Abstract: The present invention relates to comb block copolymers, combining an elastomeric backbone and rigid pendent blocks and thus having thermoplastic elastomer properties. The invention targets in particular comb block copolymers which may be used as a material as is. According to the invention, the comb block copolymer is a diene/polypropylene thermoplastic elastomer copolymer, characterized in that it consists of a backbone, said backbone being derived from a diene elastomer, and in that it comprises from 5% to 50% by weight, relative to the total weight of the copolymer, of pendent semicrystalline polypropylene groups distributed along the backbone. Another subject of the invention is the process for preparing same, and the compositions comprising same. Finally, a subject of the invention is a tire, one of the constituent elements of which comprises such a composition.
    Type: Grant
    Filed: June 16, 2016
    Date of Patent: December 24, 2019
    Assignee: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Séverin Dronet, Julien Thuilliez
  • Publication number: 20190359742
    Abstract: A catalytic system based at least on a preformation monomer selected from the group consisting of 1,3-dienes, ethylene, ?-monoolefins and their mixtures, on a metallocene of formula {P(Cp)(Flu)LnG} and on an organometallic compound as cocatalyst is provided. In the formula, Ln denotes a metal atom which is a rare earth metal, G denotes a group comprising the borohydride BH4 unit or denotes a halogen atom X selected from the group consisting of chlorine, fluorine, bromine and iodine, Cp denotes a cyclopentadienyl group of formula C5H4, Flu denotes a fluorenyl group of formula C13H8, P being a group bridging the two Cp and Flu groups and comprising a silicon or carbon atom. Such a catalytic system exhibits an improved stability of the catalytic activity over time, in particular on storage.
    Type: Application
    Filed: November 28, 2017
    Publication date: November 28, 2019
    Applicant: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Vincent LAFAQUIERE, Julien THUILLIEZ
  • Patent number: 10435485
    Abstract: A polymer comprises randomly distributed units UA, UB, UC and UD and at least one unit bearing a subunit F according to the respective molar percentages m, n, o, p and f F pendant along the chain of the polymer and bearing an associative group comprising at least one nitrogen atom, R1 and R2, which are identical or different, denoting a hydrogen atom, a methyl radical or a phenyl radical which is unsubstituted or substituted in the ortho, meta or para position by a methyl radical, m?50, n?0, o?0, f>0, 0<0+p?25, m, n, o, p and f ranging from 0 to 100, the respective molar percentages of m, n, o, p and f calculated based on the sum of m+n+o+p+f, which is equal to 100.
    Type: Grant
    Filed: July 9, 2015
    Date of Patent: October 8, 2019
    Assignees: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN, MICHELIN RECHERCHE ET TECHNIQUE, S.A.
    Inventors: Etienne Fleury, Julien Thuilliez, Jean-Michel Favrot
  • Publication number: 20190263954
    Abstract: A catalytic system based at least on a preformation monomer which is ethylene or a mixture of ethylene and of a conjugated diene, on a metallocene of formula {P(Cp1)(Cp2)Y} or Cp3Cp4Y and on an organometallic compound as cocatalyst, Y denoting a group comprising a metal atom which is a rare earth metal, the Cp1, Cp2, Cp3 and Cp4 groups, which are identical or different, being selected from the group consisting of fluorenyl groups, cyclopentadienyl groups and indenyl groups, the groups being substituted or unsubstituted, and P being a group bridging the two Cp1 and Cp2 groups and comprising a silicon or carbon atom, is provided. Such a catalytic system exhibits an improved stability of the catalytic activity over time, in particular on storage.
    Type: Application
    Filed: July 24, 2017
    Publication date: August 29, 2019
    Applicant: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Vincent LAFAQUIERE, Julien THUILLIEZ
  • Publication number: 20190248822
    Abstract: A one-pot process for preparing a preformed catalytic system based on a rare-earth metallocene in a hydrocarbon solvent in three performed steps.
    Type: Application
    Filed: July 24, 2017
    Publication date: August 15, 2019
    Applicant: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: François JEAN-BAPTISTE-DIT-DOMINIQUE, Vincent LAFAQUIERE, Julien THUILLIEZ
  • Publication number: 20190233566
    Abstract: A catalytic system based at least on isoprene as preformation monomer, on a metallocene of formula {P(Cp1)(Cp2)Y} and on an organometallic compound as cocatalyst, Y denoting a group comprising a metal atom which is a rare earth metal, Cp1 and Cp2, which are identical or different, being selected from the group consisting of fluorenyl groups, cyclopentadienyl groups and indenyl groups, the groups being substituted or unsubstituted, and P being a group bridging the two Cp1 and Cp2 groups and comprising a silicon or carbon atom, is provided. Such a catalytic system is soluble and exhibits an increased stability of the catalytic activity over time, in particular on storage.
    Type: Application
    Filed: July 24, 2017
    Publication date: August 1, 2019
    Applicant: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Vincent LAFAQUIERE, Julien THUILLIEZ