EP1513902A1 - Matiere servant a produire une couche fonctionnelle organique conductrice et utilisation de cette matiere a cet effet - Google Patents
Matiere servant a produire une couche fonctionnelle organique conductrice et utilisation de cette matiere a cet effetInfo
- Publication number
- EP1513902A1 EP1513902A1 EP03759849A EP03759849A EP1513902A1 EP 1513902 A1 EP1513902 A1 EP 1513902A1 EP 03759849 A EP03759849 A EP 03759849A EP 03759849 A EP03759849 A EP 03759849A EP 1513902 A1 EP1513902 A1 EP 1513902A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- solvent
- printing
- pedot
- mixtures
- functional layer
- 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.)
- Withdrawn
Links
Classifications
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/10—Organic polymers or oligomers
- H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
- H10K85/113—Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
- H10K85/1135—Polyethylene dioxythiophene [PEDOT]; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
- C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
- C08G61/123—Macromolecular 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
- C08G61/126—Macromolecular 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING 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
- C09D165/00—Coating compositions based on macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain; Coating compositions based on derivatives of such polymers
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
- H01B1/06—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
- H01B1/12—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
- H01B1/124—Intrinsically conductive polymers
- H01B1/127—Intrinsically conductive polymers comprising five-membered aromatic rings in the main chain, e.g. polypyrroles, polythiophenes
Definitions
- the invention relates to a material for a conductive organic functional layer, in particular one based on PEDOT-PSS [poly (3, 4-ethylenedioxythiophene) -poly (styrene-sulfonate)].
- PEDOT-PSS poly (3, 4-ethylenedioxythiophene) -poly (styrene-sulfonate)
- PEDOT-PSS with various solvents, including glycol are known, for example from DE 197 57 542.
- a disadvantage of these materials containing PEDOT-PSS is that the conductivity has been modified by adding solvent additives or other additives. This results in adverse effects on the printability of the polymer layers, with the conductivity still not being optimized.
- a highly conductive functional polymer is required for organic solar cells, detectors or transistors as well as for organic light-emitting diodes on flexible substrates.
- this polymer serves as an anode.
- this PEDOT can be used as a material for the source-drain electrodes.
- ITO indium tin oxide
- flexible plastic substrates can be used.
- the conductive properties of the polymer used for this should come very close to that of the ITO in order to achieve the same performance properties of the components.
- ITO has a conductivity in the range of 10 4 S / cm and achieves a surface resistance of 20 Ohm / square with a layer thickness of 120 nm.
- Commercially available PEDOT currently reaches 8 from Bayer or now HC Starck) up to 10 S / cm and from Agfa (Orgacon Folie) 120 S / cm.
- the PEDOT / PSS dispersions used are currently water-based.
- the object of the present invention is therefore to provide a material which has an optimized conductivity based on PEDOT-PSS.
- the invention relates to a material for producing an organic functional layer based on PEDOT-PSS, in which the conductivity is optimized by replacing the solvent, that is to say substituting the first solvent with a second solvent.
- water or another strongly polar solvent is used as the "first solvent" to be replaced.
- the “first solvent *” is the solvent in which the functional polymer, PEDOT-PSS, is produced. Accordingly, the “second solvent” is the solvent that is ultimately present in the material in which the functional polymer shows the optimized conductivity.
- a glycol-containing compound such as ethylene glycol or another alcohol is used as the second solvent, in particular also mixtures of several alcohols and / or alcohols with a carbon content of C4 to C10, branched and unbranched, including polyvalent ones Alcohols, or mixtures thereof, and mixtures with water, particularly preferably glycol and glycerol.
- organic material or “functional material” or * functional polymer ”here encompasses all types of organic, organometallic and / or organic-inorganic plastics (hybrids), in particular those which are referred to in English, for example, as“ plastics ” all types of substances with the exception of the semiconductors that form the classic diodes (germanium, silicon) and the typical metallic conductors. Accordingly, a restriction in the dogmatic sense to organic material as carbon-containing material is not intended, but rather is The term is not intended to be subject to any restriction with regard to the molecular size, in particular to polymeric and / or oligomeric materials, but the use of "small molecules” is also entirely possible. polymer "in the functional polymer is due to historical reasons and therefore contains no information about the previous are an actually polymeric compound and no statement as to whether it is a polymer mixture or a copolymer or not.
- the main advantage of the conductive polymer (PEDOT) in ethylene glycol described here is that replacing the water with ethylene glycol significantly increases the conductivity. The reason for this increase has not yet been clarified. On the one hand it can lead to the formation of agglomerates during the replacement of the solvent, on the other hand the addition of ethylene glycol to the PEDOT / PSS chains can lead to improved electricity transport through the formation of hydrogen bonds.
- PEDOT conductive polymer
- PEDOT is used as an anode (replacement for ITO) in the field of OLEDs and solar cells on flexible Substrates used.
- the anode can be applied in a structured manner using an existing printing process, the required conductivity being as close as possible to that of the ITO.
- the new material can be used very well:
- PEDOT In the area of organic transistors, highly conductive PEDOT is required in order to implement electrical leads or the source drain electrodes on a polymer basis. - In the field of organic solar cells or detectors, PEDOT is used as an electrode, supply line and as a recombination layer for tandem cells. - In the field of electronic components in general for diodes, resistors for IC + boards
- Highly conductive PEDOT can also be used for both electrodes in a sandwich device (also for inverted construction).
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Health & Medical Sciences (AREA)
- Physics & Mathematics (AREA)
- Polymers & Plastics (AREA)
- Thin Film Transistor (AREA)
- Conductive Materials (AREA)
- Electrodes Of Semiconductors (AREA)
- Photovoltaic Devices (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Paints Or Removers (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Electroluminescent Light Sources (AREA)
Abstract
L'invention concerne une matière destinée à une couche fonctionnelle organique conductrice, en particulier à base de PEDOT-PSS [poly(3,4-éthylènedioxythiophène)-poly(styrène-sulfonate)]. Selon l'invention, la conductivité de cette matière peut être augmentée de façon significative par remplacement du solvant.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10226617 | 2002-06-14 | ||
DE10226617 | 2002-06-14 | ||
PCT/DE2003/001954 WO2003106571A1 (fr) | 2002-06-14 | 2003-06-12 | Matiere servant a produire une couche fonctionnelle organique conductrice et utilisation de cette matiere a cet effet |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1513902A1 true EP1513902A1 (fr) | 2005-03-16 |
Family
ID=29723170
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP03759849A Withdrawn EP1513902A1 (fr) | 2002-06-14 | 2003-06-12 | Matiere servant a produire une couche fonctionnelle organique conductrice et utilisation de cette matiere a cet effet |
Country Status (5)
Country | Link |
---|---|
US (1) | US20060081816A1 (fr) |
EP (1) | EP1513902A1 (fr) |
JP (1) | JP2005529474A (fr) |
CN (1) | CN1659243A (fr) |
WO (1) | WO2003106571A1 (fr) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1638155A1 (fr) | 2004-09-21 | 2006-03-22 | Samsung SDI Germany GmbH | Amélioration de la conductivité d'une électrode en polymère en utilisant une grille sous-jacente de lignes métalliques |
JP5052760B2 (ja) | 2005-04-27 | 2012-10-17 | 株式会社フジクラ | 導電材料の製造方法 |
GB0510382D0 (en) * | 2005-05-20 | 2005-06-29 | Cambridge Display Tech Ltd | Ink jet printing compositions in opto-electrical devices |
JP5255281B2 (ja) * | 2006-10-24 | 2013-08-07 | 三菱レイヨン株式会社 | 導電性の付与方法、導電性材料の製造方法および導電性材料 |
JP5162941B2 (ja) * | 2007-04-05 | 2013-03-13 | コニカミノルタホールディングス株式会社 | 透明導電性フィルム及びその製造方法 |
JP6426331B2 (ja) * | 2013-03-13 | 2018-11-21 | マクセルホールディングス株式会社 | 透明導電性コーティング組成物、及び透明導電性膜 |
CN104765481B (zh) * | 2014-01-06 | 2019-05-28 | 宸鸿科技(厦门)有限公司 | 触控面板及其制作方法 |
US11145921B2 (en) | 2017-12-12 | 2021-10-12 | The Regents Of The University Of California | Vapor phase photo-electrochemical cell |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1081548A1 (fr) * | 1999-08-30 | 2001-03-07 | Eastman Kodak Company | Composition de revêtement comprenant du polythiophène et un mélange de solvants |
JP5014553B2 (ja) * | 2000-06-26 | 2012-08-29 | アグフア−ゲヴエルト,ナームローゼ・フエンノートシヤツプ | ポリチオフェンを含む再分散可能なラテックス |
US6692662B2 (en) * | 2001-02-16 | 2004-02-17 | Elecon, Inc. | Compositions produced by solvent exchange methods and uses thereof |
DE10111790A1 (de) * | 2001-03-12 | 2002-09-26 | Bayer Ag | Neue Polythiophen-Dispersionen |
US7122130B2 (en) * | 2001-12-04 | 2006-10-17 | Agfa Gevaert | Composition containing a polymer or copolymer of a 3,4-dialkoxythiophene and non-aqueous solvent |
-
2003
- 2003-06-12 CN CN038137933A patent/CN1659243A/zh active Pending
- 2003-06-12 WO PCT/DE2003/001954 patent/WO2003106571A1/fr not_active Application Discontinuation
- 2003-06-12 US US10/518,245 patent/US20060081816A1/en not_active Abandoned
- 2003-06-12 JP JP2004513387A patent/JP2005529474A/ja active Pending
- 2003-06-12 EP EP03759849A patent/EP1513902A1/fr not_active Withdrawn
Non-Patent Citations (1)
Title |
---|
See references of WO03106571A1 * |
Also Published As
Publication number | Publication date |
---|---|
CN1659243A (zh) | 2005-08-24 |
JP2005529474A (ja) | 2005-09-29 |
US20060081816A1 (en) | 2006-04-20 |
WO2003106571A1 (fr) | 2003-12-24 |
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Legal Events
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PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
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17P | Request for examination filed |
Effective date: 20041201 |
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AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LI LU MC NL PT RO SE SI SK TR |
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17Q | First examination report despatched |
Effective date: 20050627 |
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RBV | Designated contracting states (corrected) |
Designated state(s): DE FR GB |
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STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
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18D | Application deemed to be withdrawn |
Effective date: 20060808 |