US5317169A
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Organic electroluminescence device
Assignee: Sumitomo Chemical Co Ltd
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Filing: 1992-04-01
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Granted: 1994-05-31
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Expires: 2012-04-01
Abstract
Abstract Disclosed is an organic electroluminescence device having a light emitting layer or a light emitting layer and a charge transport layer disposed between a pair of electrodes at least one of which is transparent or semi-transparent, the light emitting layer comprising a conjugated polymer having a repeating unit represented by the general formula (1): -Ar1-CH=CH-(1) where Ar1 represents an aromatic hydrocarbon group having 6 to 14 carbon atoms or a nuclear-substituted group in which the aromatic hydrocarbon group is substituted by one or two selected from the group consisting of hydrocarbon groups having 1 to 22 carbon atoms and alkoxy groups having 1 to 22 carbon atoms. According to the present invention, the use of a polymer intermediate of the conjugated polymer or the conjugated polymer soluble to a solvent as a light emitting material, a charge transport material or a buffer layer to an electrode enables an EL device having a large area to be easily made.
Inventors
- 👤 Tsuyoshi Nakano
- 👤 Shuji Doi
- 👤 Takanobu Noguchi
- 👤 Toshihiro Ohnishi
- 👤 Yasushi Iyechika
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 22:41
CPC Classifications
H; H05; H05B; H05B33/00; H05B33/12; H05B33/14; C; C08; C08G; C08G61/00; C09; C09K; C09K11/00; C09K11/06; H10; H10K; H10K50/00; H10K50/10; H10K50/11; H10K85/00; H10K85/10; H10K85/111; H10K85/114; H10K50/14; H10K50/17; H10K85/60; H10K85/615; H10K85/621; H10K85/631; H10K85/649; H10K85/656; H10K85/6565
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
142 words
An organic electroluminescence device having a light emitting layer and a charge transport layer disposed between a pair of electrodes at least one of which is transparent or semi-transparent, said charge transport layer comprising a conducting polymer having a repeating unit represented by the general formula (2): --Ar.sub.2 --B-- (2) where Ar 2 represents an aromatic hydrocarbon group having 6 to 14 carbon atoms, a heterocyclic aromatic hydrocarbon group having 4 to 6 carbon atoms and containing nitrogen, sulfur or oxygen, or its nuclear-substituted groups in which the aromatic hydrocarbon group is substituted by one or two selected from the group consisting of hydrocarbon groups having 1 to 22 carbon atoms or alkoxy groups having 1 to 22 carbon atoms, and B represents a --CH═CH-- group or an --NH-- group, said conducting polymer having an electrical conductivity of 0.1 S/cm or less.
Claim 2
Dependent Claim
142 words
An organic electroluminescence device having a light emitting layer and a charge transport layer disposed between a pair of electrodes at least one of which is transparent or semi-transparent, said charge transport layer comprising a conducting polymer having a repeating unit represented by the general formula (2): --Ar.sub.2 --B-- (2) where Ar 2 represents an aromatic hydrocarbon group having 6 to 14 carbon atoms, a heterocyclic aromatic hydrocarbon group having 4 to 6 carbon atoms and containing nitrogen, sulfur or oxygen, or its nuclear-substituted groups in which the aromatic hydrocarbon group is substituted by one or two selected from the group consisting of hydrocarbon groups having 1 to 22 carbon atoms or alkoxy groups having 1 to 22 carbon atoms, and B represents a --CH═CH-- group or an --NH-- group, said conducting polymer having an electrical conductivity of 0.1 S/cm or less.
Claim 3
Dependent Claim
155 words
An organic electroluminescence device having a light emitting layer and a charge transport layer disposed between a pair of electrodes at least one of which is transparent or semi-transparent, comprising a conducting polymer layer as a buffer layer disposed between said charge transport layer and said electrode, said conducting polymer having a repeating unit represented by the general formula (2): --Ar.sub.2 --B-- (2) where Ar 2 represents an aromatic hydrocarbon group having 6 to 14 carbon atoms, a heterocyclic aromatic hydrocarbon group having 4 to 6 carbon atoms and containing nitrogen, sulfur or oxygen, or its nuclear-substituted group in which the aromatic hydrocarbon group is substituted by one or two selected from the group consisting of hydrocarbon groups having 1 to 22 carbon atoms or alkoxy groups having 1 to 22 carbon atoms, and B represents a --CH═CH-- group or an --NH-- group, said conducting polymer having an electrical conductivity of 0.1 S/cm or less.
Claim 4
Dependent Claim
155 words
An organic electroluminescence device having a light emitting layer and a charge transport layer disposed between a pair of electrodes at least one of which is transparent or semi-transparent, comprising a conducting polymer layer as a buffer layer disposed between said charge transport layer and said electrode, said conducting polymer having a repeating unit represented by the general formula (2): --Ar.sub.2 --B-- (2) where Ar 2 represents an aromatic hydrocarbon group having 6 to 14 carbon atoms, a heterocyclic aromatic hydrocarbon group having 4 to 6 carbon atoms and containing nitrogen, sulfur or oxygen, or its nuclear-substituted group in which the aromatic hydrocarbon group is substituted by one or two selected from the group consisting of hydrocarbon groups having 1 to 22 carbon atoms or alkoxy groups having 1 to 22 carbon atoms, and B represents a --CH═CH-- group or an --NH-- group, said conducting polymer having an electrical conductivity of 0.1 S/cm or less.
Claim 5
Dependent Claim
46 words
An organic electroluminescence device according to claim 1 or 2, wherein Ar 2 is selected from the group consisting of p-phenylene, mono C 1-22 alkyl-p-phenylene, mono C 1-22 alkoxy-p-phenylene, 2,5-di C 1-22 alkyl-p-phenylene, 2,5-di C 1-22 alkoxy-p-phenylene, 2,5-thienylene and 3-C 1-22 alkyl-2,5-thienylene, and B is --CH═CH--.
Claim 6
Dependent Claim
25 words
An organic electroluminescence device according to claim 3, wherein Ar 2 is selected from the group consisting of p-phenylene, 2,5-dimethoxy-p-phenylene, 2,5-diethoxy-phenylene, 2,5-dipropoxy-p-phenylene, 2,5-dibutoxy-p-phenylene and 2,5-thienylene.
Claim 7
Dependent Claim
14 words
An organic electroluminescence device according to claim 1, wherein said conducting polymer is polyaniline.
Claim 8
Dependent Claim
30 words
An organic electroluminescence device according to claim 1, wherein said light emitting layer comprises a monomer selected form the group consisting of tris(8-hydroxyquinoline)aluminum, tetraphenylbutadiene, tetraphenylcyclopentadiene, perylene, 4-dicyanomethylene-6-(p-dimethylaminostyryl)-2-methyl-4H pyran and 1,3-diethyl-5-[2-(3-ethyl-2-benzothiazolinilidene)ethylidene]-2-thiohydantoin.
Claim 9
Dependent Claim
98 words
An organic electroluminescence device according to claim 1, wherein said conducting polymer is one obtained by heat treating a polymer intermediate having a repeating unit represented by the general formula (4): ##STR10## where Ar 2 is the same as defined above, R 1 and R 2 each represent ail alkyl having 1 to 8 carbon atoms, and X - represents a counteranion, or the general formula (5): ##STR11## where Ar 2 is the same as defined above and R 3 represents a hydrocarbon group having 1 to 8 carbon atoms, at a temperature of 2000° to 400° C.
Claim 10
Dependent Claim
72 words
An organic electroluminescence device according to claim 1, wherein said conducting polymer is one obtained by subjecting a dihalogenide compound represented by the general, formula (6): X.sub.2 --CH.sub.2 --Ar.sub.2 --CH.sub.2 --X.sub.2 ( 6) where Ar 2 is the same as defined above and X 2 represents a halogen, to condensation polymerization by an alkali in a solution and then heat treating the resulting product at a temperature of 200° to 400° C.
Claim 11
Dependent Claim
44 words
An organic electroluminescence device according to claim 2, wherein Ar 2 is selected from the group consisting of p-phenylene, mono C 1-22 alkyl-p-phenylene, mono C 1-22 alkoxy-p-phenylene, 2,5-di C 1-22 alkyl-p-phenylene, 2,5-di C 1-22 alkoxy-p-phenylene, 2,5-thienylene and 3-C 1-22 alkyl-2,5-thienylene, and B is --CH═CH--.
Claim 12
Dependent Claim
25 words
An organic electroluminescence device according to claim 9, wherein Ar 2 is selected from the group consisting of p-phenylene, 2,5-dimethoxy-p-phenylene, 2,5-diethoxy-phenylene, 2,5-dipropoxy-p-phenylene, 2,5-dibutoxy-p-phenylene and 2,5-thienylene.
Claim 13
Dependent Claim
14 words
An organic electroluminescence device according to claim 2, wherein said conducting polymer is polyaniline.
Claim 14
Dependent Claim
31 words
An organic electroluminescence device according to claim 2, wherein said light emitting layer comprises a monomer selected form the group consisting of tris(8-hydroxyquinoline) aluminum, tetraphenylbutadiene, tetraphenylcyclopentadiene, perylene, 4-dicyanomethylene-6-(p-dimethylaminostyryl)-2-methyl-4H pyran and 1,3-diethyl-5-[2-(3-ethyl-2-benzothiazolinilidene)ethylidene]-2-thiohydantoin.
Claim 15
Dependent Claim
97 words
An organic electroluminescence device according to claim 2, wherein said conducting polymer is one obtained by heat treating a polymer intermediate having a repeating unit represented by the general formula (4): ##STR12## where Ar 2 is the same as defined above, R 1 and R 2 each represent an alkyl having 1 to 8 carbon atoms, and X represents a counteranion, or the general formula (5): ##STR13## where Ar 2 is the same as defined above and R 3 represents a hydrocarbon group having 1 to 8 carbon atoms, at a temperature of 200° to 400° C.
Claim 16
Dependent Claim
70 words
An organic electroluminescence device according to claim 2, wherein said conducting polymer is one obtained by subjecting a dihalogenide compound represented by the general formula (6): X.sub.2 --CH.sub.2 --Ar.sub.2 --CH.sub.2 --X.sub.2 where Ar 2 is the same as defined above and X 2 represents a halogen, to condensation polymerization by an alkali in a solution and then heat treating the resulting product at a temperature of 200° to 400° C.
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