WO2000014814A1 - Ensembles electroluminescents comportant des complexes metalliques auxquels sont lies des colorants fluorescents - Google Patents

Ensembles electroluminescents comportant des complexes metalliques auxquels sont lies des colorants fluorescents Download PDF

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Publication number
WO2000014814A1
WO2000014814A1 PCT/EP1999/006150 EP9906150W WO0014814A1 WO 2000014814 A1 WO2000014814 A1 WO 2000014814A1 EP 9906150 W EP9906150 W EP 9906150W WO 0014814 A1 WO0014814 A1 WO 0014814A1
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WO
WIPO (PCT)
Prior art keywords
electroluminescent
alkyl
hole
zone
arrangement according
Prior art date
Application number
PCT/EP1999/006150
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German (de)
English (en)
Inventor
Helmut-Werner Heuer
Rolf Wehrmann
Andreas Elschner
Original Assignee
Bayer Aktiengesellschaft
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 Bayer Aktiengesellschaft filed Critical Bayer Aktiengesellschaft
Priority to KR1020017002619A priority Critical patent/KR20010073071A/ko
Priority to JP2000569457A priority patent/JP2002524829A/ja
Priority to AU57385/99A priority patent/AU5738599A/en
Priority to EP99944469A priority patent/EP1133802A1/fr
Publication of WO2000014814A1 publication Critical patent/WO2000014814A1/fr

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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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00—Electroluminescent light sources
    • H05B33/12—Light sources with substantially two-dimensional radiating surfaces
    • H05B33/14—Light sources with substantially two-dimensional radiating surfaces characterised by the chemical or physical composition or the arrangement of the electroluminescent material, or by the simultaneous addition of the electroluminescent material in or onto the light source
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
    • C08G2261/322—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain non-condensed
    • C08G2261/3223—Monomer 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
    • 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
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/18—Metal complexes

Definitions

  • Electroluminescent devices with metal complexes with attached fluorescent dyes are Electroluminescent devices with metal complexes with attached fluorescent dyes
  • An electroluminescent (EL) arrangement is characterized in that it emits light when an electrical voltage is applied under current flow.
  • LEDs light emitting diodes
  • the emission of light occurs because positive charges ("holes”, holes) and negative charges (“electrons”, electrons) recombine while emitting light.
  • inorganic semiconductors such as gallium arsenide are used today.
  • Point-like display elements can be produced on the basis of such substances. Large-scale arrangements are not possible.
  • electroluminescent arrangements based on evaporated low-molecular organic compounds are known (US Pat. Nos. 4,539,507, 4,769,262, 5,077,142, EP 0 406 762, EP 0 278 758, EP) -A 0 278 757).
  • Polymers such as poly (p-phenylene) and poly (p-phenylene vinylene (PPV)) are also described as electroluminescent polymers: G. Leising et al., Adv. Mater. 4 (1992) No. 1; Friend et al., J. Chem. Soc, Chem. Commun. 32 (1992); Saito et al., Polymer, 1990, Vol. 31, 1137; Friend et al., Physical Review B, Vol. 42, No.
  • EP-A 0 294 061 presents an optical modulator based on polyacetylene.
  • Soluble conjugated PPV derivatives proposed (WO-A 92/16023).
  • the organic EL devices typically contain one or more layers of organic charge transport compounds.
  • the basic structure in the order of the layers is as follows:
  • Layers 3 to 7 represent the electroluminescent element.
  • an EL arrangement consists of two electrodes, between which there is an organic layer that fulfills all functions - including the emission of light.
  • Such systems are e.g. in the registration
  • the object of the present invention is to provide electroluminescent arrangements with high luminance, novel metal complexes with improved solubility in common solvents being used as emitters and / or electron conductors. These new types of metal complexes should also be able to be applied by vapor deposition from the gas phase.
  • the present invention therefore relates to an electroluminescent arrangement composed of a substrate, an anode and an electroluminescent device
  • the electroluminescent element contains one or more zones from the group of the hole-injecting zone, hole-transporting zone, electroluminescent zone, electron-transporting zone and electron-injecting zone in the order mentioned, wherein each of the existing zones can also take on tasks of the other zones mentioned, characterized in that the electroluminescent element contains a metal complex to which a fluorescent dye is chemically bound.
  • the hole-injecting zone preferably contains a neutral or cationic polythiophene of the formula (I) in which
  • Ql and Q ⁇ independently of one another are hydrogen, optionally substituted (C ⁇ -C2 ⁇ ) -Al, CH2OH or (Cg-Ci ⁇ aryl or
  • the electroluminescent element may further contain one or more transparent polymeric binders.
  • the transparent binder is preferably selected from the group consisting of polycarbonates, polyester carbonates, copolymers of styrene such as SAN or styrene acrylates, polysulfones, polymers based on monomers containing vinyl groups, polyolefins, cyclic olefin copolymers and phenoxy resins.
  • the optionally substituted tris-1,3,5- (aminophenyl) benzene compound preferably represents an aromatic tertiary amino compound of the general formula (II)
  • R 2 represents hydrogen, optionally substituted alkyl or halogen
  • R3 and R ⁇ independently of one another are optionally substituted (CJ -CJO) alkyl, alkoxycarbonyl-substituted (C] -C ⁇ o) alkyl, each optionally substituted aryl, aralkyl or cycloalkyl.
  • R-> and R ⁇ are particularly preferably independently of one another unsubstituted phenyl or naphthyl or in each case one to three times by methyl, ethyl, n-, iso- Propyl, methoxy, ethoxy, n- and / or iso-propoxy substituted phenyl or naphthyl.
  • R 2 preferably represents hydrogen, (-C -Cg) alkyl, such as methyl, ethyl, n- or iso-propyl, n-, iso-, sec- or tert-butyl, or chlorine.
  • the tris-nitrophenyl compound can, for example, be converted into the tris-aminophenyl compound by generally known catalytic hydrogenation, for example in the presence of Raney nickel (Houben-Weyl 4/1 C, 14-102, Ulimann (4) L3, 135-148).
  • the amino compound is reacted in a generally known manner with substituted halogenobenzenes.
  • further hole conductors e.g. in the form of a mixture with the tertiary amino compound, used to build up the electroluminescent element.
  • this can be one or more compounds of the formula (II).
  • Mixtures of isomers are also included, on the other hand also mixtures of hole-transporting compounds with compounds of tertiary amino compounds - with the general formula (II) - with different structures.
  • the compounds can be used in any ratio.
  • Examples include:
  • X 1 to X 6 independently of one another are H, halogen, alkyl, aryl, alkoxy, aryloxy.
  • X 1 to X 6 independently of one another preferably represent hydrogen, fluorine, chlorine, bromine, (C, -C ] 0 ) -, in particular (C r C 4 ) - alkyl or alkoxy, phenyl, naphthyl, phenoxy and / or naphthyloxy .
  • the aromatic rings can be substituted one, two, three or four times, identically or differently, by at least one radical X 1 to X 6 .
  • the polythiophenes of the recurring structural formula (I) are known (cf. EP-A 0 440 958 and 0 339 340). The preparation of the dispersions or solutions according to the invention is described in EP-A 0 440 957 and DE-A 42 1 1 459.
  • the polythiophenes in the dispersion or solution are preferably in cationic form, as described e.g. can be obtained by treating the neutral thiophenes with oxidizing agents.
  • oxidizing agents such as potassium peroxodisulfate are used for the oxidation.
  • the oxidation gives the polythiophenes positive charges, which are not shown in the formulas, since their number and their position cannot be determined properly. According to the information in EP-A 0 339 340, they can be produced directly on supports.
  • Preferred cationic or neutral polydioxythiophenes are composed of structural units of the formula (Ia) or (Ib)
  • Q 3 and Q 4 independently of one another for hydrogen, optionally substituted (C j -C ] 8 ) alkyl, preferably (C 1 -C 10 ) -, in particular (Ci-Cg) - alkyl, (C 2 - C 12 ) alkenyl , preferably (C 2 -C 8 ) alkenyl, (C 3 -C 7 ) cycloalkyl, preferably cyclopentyl, cyclohexyl, (C 7 -C 5 ) aralkyl, preferably phenyl (C 1 -C) alkyl, (C 6 -C ] 0 ) aryl, preferably phenyl, naphthyl, (C j -C 18 ) alkoxy, preferably (Cj-C 10 ) alkoxy, for example methoxy, ethoxy, n- or iso-propoxy or (C 2 - C ] 8 ) alkyloxy ester and
  • Q 5 and Q 6 independently of one another for hydrogen, each with at least one sulfonate group substituted (C] -C 18 ) alkyl, preferably (CC j o) -, in particular (C ] -C 6 ) -alkyl, (C 2 -C 12 ) alkenyl, preferably (C 2 -C 8 ) alkenyl, (C 3 -C 7 ) cycloalkyl, preferably cyclopentyl, cyclohexyl, (C 7 -C 5 ) aralkyl, preferably (C 6 -C ⁇ 0 ) aryl, preferably
  • the cationic form of the polythiophenes contains anions, preferably polyanions.
  • polymeric carboxylic acids such as polyacrylic acids, polymethacrylic acid or polymaleic acids and polymeric sulfonic acids such as polystyrene sulfonic acids and polyvinyl sulfonic acids are preferably used as polyanions.
  • polycarbonic and sulfonic acids can also be copolymers of vinylcarbonic and vinylsulfonic acids with other polymerizable monomers, such as acrylic acid esters and styrene.
  • the anion of the polystyrene sulfonic acid is particularly preferred as the counter ion.
  • the molecular weight of the polyacids providing the polyanions is preferably 1,000 to 2,000,000, particularly preferably 2,000 to 500,000.
  • the polyacids or their alkali metal salts are commercially available. e.g. Polystyrene sulfonic acids and
  • the polydioxythiophenes carry positive and negative charges in the monomer unit itself.
  • the arrangements according to the invention optionally contain polymers and / or copolymers such as e.g. Polycarbonates, polyester carbonates, copolymers of styrene such as SAN or styrene acrylates, polysulfones, polymers based on
  • Monomers containing vinyl groups e.g. Poly (meth) acrylates, polyvinylpyrrolidone, polyvinylcarbazole, vinyl acetate and vinyl alcohol polymers and copolymers, polyolefins, cyclic olefin copolymers, phenoxy resins, etc. Mixtures of different polymers can also be used.
  • the polymeric binders have molecular weights of 10,000 to 2,000,000 g / mol, are soluble and film-forming and are transparent in the visible spectral range. They are e.g. described in Encyclopedia of Polymer Science and Engineering, 2 TM Ed., an I. Wiley Interscience publication. They are usually used in an amount of up to 95, preferably up to 80,% by weight, based on the total weight of the electroluminescent elements.
  • Trivalent metals which are known to form chelates can generally be used.
  • the metal can be, for example, aluminum, gallium, indium or a lanthanoid.
  • Z completes a heterocyclic part of the molecule, which consists of at least two fused rings, one of which is an azole or azine ring, and further additional aliphatic or aromatic rings can be attached to the two amieled rings.
  • the component is particularly preferably a compound of the general formulas (III) c and (I ⁇ I) d
  • R j is particularly preferred
  • R 2 , R 3 , R4, R 5 , R independently of one another for hydrogen optionally substituted (Ci-Cig) - alkyl or acyl or halogen or optionally substituted aryl or cyano or sulfonamide or an optionally substituted amino group
  • a compound of the general formulas (IIIc) and (IIld) very particularly preferably stands for the metal complex.
  • R ] very particularly preferably represents methyl
  • R, R 3 , R 4 , R 5 , R, 5 independently of one another very particularly preferably represent hydrogen, optionally substituted (C j -C j o) alkyl or acyl or sulfonamide
  • Me very particularly preferably stands for Al, Ga.
  • Examples include:
  • One or more compounds of the formulas B1 to B8 can be used.
  • Some of the 8-hydroxyquinoline ligands are commercially available or can be prepared by known organic chemical processes (RGW Hallingshead, Vol.l, Chap. 6, Butterworths, London (1954)).
  • the metal complexes can also be produced by known processes (cf., for example, US Pat. No. 4,769,292).
  • Fluorescent dyes are generally known and some are commercially available.
  • the metal complex and, if appropriate, the tertiary amino compound and the binder are dissolved in a suitable solvent and applied to a suitable base by casting, knife coating or spin coating.
  • the metal complex can optionally also be applied separately as a layer by means of a vapor deposition process.
  • the underlay can e.g. are glass or a plastic material that is provided with a transparent electrode.
  • a plastic material e.g. a
  • polyester such as polyethylene terephthalate or polyethylene naphthalate, polysulfone or polyimide can be used.
  • conductive polymer films such as polyanilines, polythiophenes, etc.
  • the metal oxide and semi-transparent metal film electrodes are applied in a thin layer using techniques such as vapor deposition, sputtering, platinum plating, etc.
  • the conductive polymer films are made by techniques such as spin coating,
  • the thickness of the transparent electrode is 3 nm to approximately several ⁇ m, preferably 10 nm to 500 nm.
  • the electroluminescent layer is applied directly to the transparent electrode or to a charge-transporting layer which may be present as a thin film.
  • the thickness of the film is 10 to 500 nm, preferably 20 to 400 nm, particularly preferably 50 to 250 nm.
  • Another charge-transporting layer can be applied to the electroluminescent layer
  • EP-A 0 532 798 A compilation of suitable charge-transporting intermediate layers, which can be hole- and / or electron-conducting materials, which can optionally be present as a blend in polymeric or low molecular weight form, is listed in EP-A 0 532 798. Specially substituted polythiophenes which have hole-transporting properties are particularly suitable. They are described, for example, in EP-A 0 686 662.
  • the content of low molecular hole conductor in a polymeric binder is in
  • the hole-injecting or hole-conducting zones can be deposited using various methods.
  • Film-forming hole conductors can also be used in pure form (100%).
  • the hole-injecting or hole-conducting zone can also contain portions of an electroluminescent substance.
  • Blends that consist exclusively of low molecular weight compounds can be evaporated; soluble and film-forming blends, which in addition to low molecular weight Compounds which can also contain a binder can be deposited from a solution, for example by means of spin coating, casting, or knife coating.
  • emitting and / or electron-conducting substances can be applied to the hole-conducting layer in a separate layer.
  • An emitting substance can also be doped into the layer containing the compound (II) (“dopant”) and an electron-conducting substance can also be applied.
  • An electroluminescent substance can also be added to the electron-injecting or electron-conducting layer.
  • the content of low molecular weight electron conductors in the polymeric binder can be varied in the range from 2 to 95% by weight; the content is preferably 5 to 90% by weight, particularly preferably 10 to 85% by weight.
  • Film-forming electron conductors can also be used in pure form (100%).
  • the counter electrode consists of a conductive substance that can be transparent.
  • Metals are preferably suitable, e.g. AI, Au. Ag, Mg, In, etc. or alloys and oxides thereof, which can be applied by techniques such as vapor deposition, sputtering, platinum plating.
  • the arrangements When a DC voltage is applied in the range from 0.1 to 100 volts, the arrangements emit light of the wavelength from 200 to 2000 nm. They show in the range from
  • the arrangements according to the invention are suitable for producing units for lighting and for displaying information. Examples
  • a metal electrode is vaporized onto the organic layer system.
  • the substrate is placed with the organic layer system down on a shadow mask (hole diameter 5 mm).
  • the elements Mg and Ag are evaporated in parallel from two evaporation boats at a pressure of 10 -3 Pa.
  • the evaporation rates for Mg are: 28 ⁇ sec.
  • the thickness of the evaporated metal contacts is 500 nm.
  • the two electrodes of the organic LED are connected to a voltage source via electrical leads.
  • the positive pole is connected to the ITO electrode, the negative pole is connected to the MgAg electrode.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Electroluminescent Light Sources (AREA)

Abstract

L'invention concerne un ensemble électroluminescent constitué d'un substrat, d'une anode, d'un élément électroluminescent et d'une cathode, au moins une des deux électrodes étant transparente le domaine spectral visible et l'élément électroluminescent comportant une ou plusieurs zones, dans l'ordre suivant, faisant partie du groupe comportant une zone d'injection de trous, une zone de transport de trous, une zone électroluminescente, une zone de transport d'électrons et une zone d'injection d'électrons. Chacune des zones présentes peut prendre en charge les fonctions des autres zones. L'ensemble électroluminescent présenté se caractérise en ce que l'élément électroluminescent contient un complexe métallique auquel est lié chimiquement un colorant fluorescent.
PCT/EP1999/006150 1998-09-02 1999-08-23 Ensembles electroluminescents comportant des complexes metalliques auxquels sont lies des colorants fluorescents WO2000014814A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
KR1020017002619A KR20010073071A (ko) 1998-09-02 1999-08-23 형광 염료에 결합된 금속 착화합물을 함유하는 전기장발광 장치
JP2000569457A JP2002524829A (ja) 1998-09-02 1999-08-23 蛍光染料に結合している金属錯体を有するエレクトロルミネセント配置
AU57385/99A AU5738599A (en) 1998-09-02 1999-08-23 Electro-luminescent arrangements with metal complexes that are bonded to fluorescent dyes
EP99944469A EP1133802A1 (fr) 1998-09-02 1999-08-23 Ensembles electroluminescents comportant des complexes metalliques auxquels sont lies des colorants fluorescents

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19839948.0 1998-09-02
DE19839948A DE19839948A1 (de) 1998-09-02 1998-09-02 Elektrolumineszierende Anordnungen mit Metallkomplexen mit angeknüpften Fluoreszenzfarbstoffen

Publications (1)

Publication Number Publication Date
WO2000014814A1 true WO2000014814A1 (fr) 2000-03-16

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PCT/EP1999/006150 WO2000014814A1 (fr) 1998-09-02 1999-08-23 Ensembles electroluminescents comportant des complexes metalliques auxquels sont lies des colorants fluorescents

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EP (1) EP1133802A1 (fr)
JP (1) JP2002524829A (fr)
KR (1) KR20010073071A (fr)
AU (1) AU5738599A (fr)
DE (1) DE19839948A1 (fr)
WO (1) WO2000014814A1 (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4796685B2 (ja) * 2000-05-12 2011-10-19 ケミプロ化成株式会社 新規高分子緩衝剤およびそれを用いたエレクトロルミネッセント素子
JP4558153B2 (ja) * 2000-07-27 2010-10-06 三星モバイルディスプレイ株式會社 有機エレクトロルミネッセンス素子
WO2004019347A1 (fr) * 2002-08-23 2004-03-04 Agfa-Gevaert Configuration de couches comprenant un element bloquant les electrons
US6977390B2 (en) 2002-08-23 2005-12-20 Agfa Gevaert Layer configuration comprising an electron-blocking element
US7307276B2 (en) 2002-08-23 2007-12-11 Agfa-Gevaert Layer configuration comprising an electron-blocking element
JP5057633B2 (ja) * 2003-08-25 2012-10-24 三菱化学株式会社 芳香族６員環がｍ−連結している有機化合物

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0686662A2 (fr) * 1994-05-06 1995-12-13 Bayer Ag Revêtements conducteurs
EP0726304A2 (fr) * 1995-02-13 1996-08-14 Motorola, Inc. Complexes organométalliques avec des colorants incorporés pour l'utilisation dans des dispositifs émetteurs de lumière
DE19627070A1 (de) * 1996-07-05 1998-01-08 Bayer Ag Elektrolumineszierende Anordnungen unter Verwendung von Blendsystemen
DE19627071A1 (de) * 1996-07-05 1998-01-08 Bayer Ag Elektrolumineszierende Anordnungen

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0686662A2 (fr) * 1994-05-06 1995-12-13 Bayer Ag Revêtements conducteurs
EP0726304A2 (fr) * 1995-02-13 1996-08-14 Motorola, Inc. Complexes organométalliques avec des colorants incorporés pour l'utilisation dans des dispositifs émetteurs de lumière
DE19627070A1 (de) * 1996-07-05 1998-01-08 Bayer Ag Elektrolumineszierende Anordnungen unter Verwendung von Blendsystemen
DE19627071A1 (de) * 1996-07-05 1998-01-08 Bayer Ag Elektrolumineszierende Anordnungen

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EP1133802A1 (fr) 2001-09-19
KR20010073071A (ko) 2001-07-31
JP2002524829A (ja) 2002-08-06
AU5738599A (en) 2000-03-27
DE19839948A1 (de) 2000-03-09

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