FR3059671B1 - ELECTRICALLY CONDUCTIVE AND TRANSPARENT POLYMER COMPOSITION BASED ON POLY (3,4-ETHYLENEDIOXYTHIOPHENE) AND POLYELECTROLYTE - Google Patents

ELECTRICALLY CONDUCTIVE AND TRANSPARENT POLYMER COMPOSITION BASED ON POLY (3,4-ETHYLENEDIOXYTHIOPHENE) AND POLYELECTROLYTE Download PDF

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Publication number
FR3059671B1
FR3059671B1 FR1661778A FR1661778A FR3059671B1 FR 3059671 B1 FR3059671 B1 FR 3059671B1 FR 1661778 A FR1661778 A FR 1661778A FR 1661778 A FR1661778 A FR 1661778A FR 3059671 B1 FR3059671 B1 FR 3059671B1
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FR
France
Prior art keywords
polyelectrolyte
electrically conductive
polymer composition
ethylenedioxythiophene
poly
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
FR1661778A
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French (fr)
Other versions
FR3059671A1 (en
Inventor
Christophe Navarro
Anna Hofmann
Eric Cloutet
Georges Hadziioannou
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Centre National de la Recherche Scientifique CNRS
Arkema France SA
Universite de Bordeaux
Institut Polytechnique de Bordeaux
Original Assignee
Centre National de la Recherche Scientifique CNRS
Arkema France SA
Universite de Bordeaux
Institut Polytechnique de Bordeaux
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Centre National de la Recherche Scientifique CNRS, Arkema France SA, Universite de Bordeaux, Institut Polytechnique de Bordeaux filed Critical Centre National de la Recherche Scientifique CNRS
Priority to FR1661778A priority Critical patent/FR3059671B1/en
Priority to PCT/FR2017/053322 priority patent/WO2018100314A1/en
Priority to EP17816954.6A priority patent/EP3548536A1/en
Publication of FR3059671A1 publication Critical patent/FR3059671A1/en
Application granted granted Critical
Publication of FR3059671B1 publication Critical patent/FR3059671B1/en
Expired - Fee Related legal-status Critical Current
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G61/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/12Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
    • C08G61/122Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
    • C08G61/123Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds
    • C08G61/126Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one sulfur atom in the ring
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D125/00Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
    • C09D125/18Homopolymers or copolymers of aromatic monomers containing elements other than carbon and hydrogen
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01BCABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B1/00Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
    • H01B1/06Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
    • H01B1/12Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
    • H01B1/124Intrinsically conductive polymers
    • H01B1/127Intrinsically conductive polymers comprising five-membered aromatic rings in the main chain, e.g. polypyrroles, polythiophenes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F12/00Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F12/02Monomers containing only one unsaturated aliphatic radical
    • C08F12/04Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F12/14Monomers containing only one unsaturated aliphatic radical containing one ring substituted by hetero atoms or groups containing heteroatoms
    • C08F12/22Oxygen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F12/00Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F12/02Monomers containing only one unsaturated aliphatic radical
    • C08F12/04Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F12/14Monomers containing only one unsaturated aliphatic radical containing one ring substituted by hetero atoms or groups containing heteroatoms
    • C08F12/26Nitrogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F12/00Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F12/02Monomers containing only one unsaturated aliphatic radical
    • C08F12/04Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F12/14Monomers containing only one unsaturated aliphatic radical containing one ring substituted by hetero atoms or groups containing heteroatoms
    • C08F12/30Sulfur
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/10Definition of the polymer structure
    • C08G2261/14Side-groups
    • C08G2261/142Side-chains containing oxygen
    • C08G2261/1424Side-chains containing oxygen containing ether groups, including alkoxy
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/32Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
    • C08G2261/322Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain non-condensed
    • C08G2261/3223Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain non-condensed containing one or more sulfur atoms as the only heteroatom, e.g. thiophene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/50Physical properties
    • C08G2261/51Charge transport
    • C08G2261/512Hole transport
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/70Post-treatment
    • C08G2261/79Post-treatment doping
    • C08G2261/794Post-treatment doping with polymeric dopants
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00Polymer mixtures characterised by other features
    • C08L2205/02Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention porte sur une composition polymère électriquement conductrice à base d'un complexe PEDOT:polyélectrolyte, ladite composition étant caractérisée en ce qu'elle comprend en outre, en tant qu'additif, un sel de polyélectrolyte.The invention relates to an electrically conductive polymer composition based on a PEDOT: polyelectrolyte complex, said composition being characterized in that it further comprises, as an additive, a polyelectrolyte salt.

FR1661778A 2016-12-01 2016-12-01 ELECTRICALLY CONDUCTIVE AND TRANSPARENT POLYMER COMPOSITION BASED ON POLY (3,4-ETHYLENEDIOXYTHIOPHENE) AND POLYELECTROLYTE Expired - Fee Related FR3059671B1 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
FR1661778A FR3059671B1 (en) 2016-12-01 2016-12-01 ELECTRICALLY CONDUCTIVE AND TRANSPARENT POLYMER COMPOSITION BASED ON POLY (3,4-ETHYLENEDIOXYTHIOPHENE) AND POLYELECTROLYTE
PCT/FR2017/053322 WO2018100314A1 (en) 2016-12-01 2017-11-30 Electrically conductive and transparent polymer composition on the basis of poly(3,4-ethylenedioxythiophene) and polyelectroltye
EP17816954.6A EP3548536A1 (en) 2016-12-01 2017-11-30 Electrically conductive and transparent polymer composition on the basis of poly(3,4-ethylenedioxythiophene) and polyelectroltye

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1661778A FR3059671B1 (en) 2016-12-01 2016-12-01 ELECTRICALLY CONDUCTIVE AND TRANSPARENT POLYMER COMPOSITION BASED ON POLY (3,4-ETHYLENEDIOXYTHIOPHENE) AND POLYELECTROLYTE
FR1661778 2016-12-01

Publications (2)

Publication Number Publication Date
FR3059671A1 FR3059671A1 (en) 2018-06-08
FR3059671B1 true FR3059671B1 (en) 2020-10-30

Family

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FR1661778A Expired - Fee Related FR3059671B1 (en) 2016-12-01 2016-12-01 ELECTRICALLY CONDUCTIVE AND TRANSPARENT POLYMER COMPOSITION BASED ON POLY (3,4-ETHYLENEDIOXYTHIOPHENE) AND POLYELECTROLYTE

Country Status (3)

Country Link
EP (1) EP3548536A1 (en)
FR (1) FR3059671B1 (en)
WO (1) WO2018100314A1 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPWO2021221039A1 (en) 2020-05-01 2021-11-04
FR3116280A1 (en) * 2020-11-17 2022-05-20 Commissariat A L'energie Atomique Et Aux Energies Alternatives TRANSPARENT, STRETCHABLE AND ELECTRICALLY CONDUCTIVE MATERIAL BASED ON POLYMER AND IONIC LIQUID, METHOD FOR PREPARING IT AND ITS USES
CN114574040A (en) * 2022-03-08 2022-06-03 清华大学深圳国际研究生院 PEDOT: PSS/EG/LiTFSI conductive ink, super-flexible electrode and electrophysiological signal monitoring method

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2482003A1 (en) * 2004-10-12 2006-04-12 Hydro-Quebec Polymer-fused salt-solvent mixture, process for its manufacture and use of the mixture in electrochemical systems
EP2143768A1 (en) * 2008-07-11 2010-01-13 Acreo AB Waterbased casting or printing composition
US20100307791A1 (en) * 2009-06-09 2010-12-09 The Government Of The United States Of America, As Represented By The Secretary Of The Navy Electrically Conductive Polymers
TWI644463B (en) * 2012-10-26 2018-12-11 黑拉耶烏斯貴金屬公司 Transparent layers of high conductivity and high efficiency in oleds and process for their rpoduction
FR3001579B1 (en) * 2013-01-31 2015-02-20 Commissariat Energie Atomique ELABORATION OF OPTOELECTRONIC DEVICES, IN PARTICULAR OPV CELLS OF REVERSE TYPE
FR3012462B1 (en) * 2013-10-31 2016-01-01 Arkema France STABLE COMPOSITIONS OF POLY (3,4-ETHYLENEDIOXYTHIOPHENE) AND LIMITED-ACIDITY ANIONIC STABILIZERS
US20160312006A1 (en) * 2013-12-11 2016-10-27 Rhodia Operations Polymer compositions, films, gels, and foams containing sulfonylimide salts, and electronic devices containing such films, gels, and foams

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Publication number Publication date
FR3059671A1 (en) 2018-06-08
WO2018100314A1 (en) 2018-06-07
EP3548536A1 (en) 2019-10-09

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