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US 5,420,288 AGranted
Electroluminescent device comprising oxadiazole compounds luminescent material, oxadiazole compounds for the device, and method of producing oxadiazole compounds
AssigneeRicoh Company, Ltd.
InventorsMasafumi Ohta, Yohta Sakon, Toshihiko Takahashi, Chihaya Adachi, Kazukiyo Nagai
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Abstract
An electroluminescent device is composed of a negative electrode, a positive electrode, and an organic compound layer which is interposed between the negative electrode and the positive electrode and includes at least one oxadiazole compound with a plurality of aryl oxadiazole structures. Novel oxadiazole compounds for use in the electroluminescent device and a method of producing the oxadiazole compounds are disclosed.
Claims41
An oxadiazole derivative represented by formula (VII):
- ##STR293## wherein Ar.sup.11 and Ar.sup.12 each represent an alkyl group having 1 to 20 carbon atoms, an aromatic hydrocarbon ring, or an aromatic heterocyclic ring, wherein said aromatic hydrocarbon ring is selected from the group consisting of styryl group, phenyl group, biphenyl group, terphenyl group, naphthyl group, anthryl group, acenaphthenyl group, fluorenyl group, phenanthryl group, indenyl group, and pyrenyl group,
- wherein said aromatic heterocyclic ring is selected from the group consisting of pyridyl group, pyrimidyl group, furanyl group, pyronyl group, thiophenyl group, quinolyl group, benzofuranyl group, benzothiophenyl group, indolyl group, carbazolyl group, benzoxazolyl group, quinoxalyl group, benzimidazolyl group, pyrazolyl group, dibenzofuranyl group, dibenzothiophenyl group, pyrazinyl group, triazinyl group, pyrrolyl group, coumarinyl group, imidazolyl group, oxazolyl group, isooxazolyl group, thiazolyl group, indazolyl group, benzothiazolyl group, pyridazinyl group, cinnolyl group, and quinazolyl group, and
- wherein said alkyl group, said aromatic hydrocarbon ring or said aromatic heterocyclic ring has a substituent selected from the group consisting of a halogen, hydroxyl group, trifluoromethyl group, cyano group, nitro group, an alkyl group having 1 to 6 carbon atoms, an aryl group, an alkoxyl group having 1 to 6 carbon atoms, an aryloxy group, an alkylthio group, an amino group, an alkoxylcarbonyl group, an acyl group, a sulfonyl group, a carbamoyl group, a sulfamoyl group, an alkylene dioxy group, an alkylene dithio group and a styryl group.
An electroluminescent device comprising:
- a negative electrode,
- a positive electrode, and
- an organic compound layer which is interposed between said negative electrode and said positive electrode and comprises an oxadiazole compound having a plurality of aryl oxadiazole structures represented by formula (VII):
- ##STR297## wherein Ar.sup.11 and Ar.sup.12 each represent an alkyl group having 1 to 20 carbon atoms, an aromatic hydrocarbon ring, or an aromatic heterocyclic ring.
1 more element
The electroluminescent device as claimed in claim 36, wherein said sulfonyl group is represented by formula (12):
- --SO.sub.2 R.sup.10 ( 12)
- wherein R.sup.10 represents an alkyl group having 1 to 6 carbon atoms, or an aryl group selected from the group consisting of an aromatic hydrocarbon ring and an aromatic heterocyclic ring.
An electroluminescent device comprising:
- a negative electrode,
- a positive electrode, and
- an organic compound layer which is interposed between said negative electrode and said positive electrode and comprises an oxadiazole compound having a plurality of aryl oxadiazole structures represented by formula (VII):
- ##STR301## wherein Ar.sup.11 and Ar.sup.12 each represent an alkyl group having 1 to 20 carbon atoms, an aromatic hydrocarbon ring, or an aromatic heterocyclic ring,
- wherein said aromatic hydrocarbon ring is selected from the group consisting of styryl group, phenyl group, biphenyl group, terphenyl group, naphthyl group, anthryl group, acenaphthenyl group, fluorenyl group, phenanthryl group, indenyl group, and pyrenyl group,
- wherein said aromatic heterocyclic ring is selected from the group consisting of pyridyl group, pyrimidyl group, furanyl group, pyronyl group, thiophenyl group, quinolyl group, benzofuranyl group, benzothiophenyl group, indolyl group, carbazolyl group, benzoxazolyl group, quinoxalyl group, benzimidazolyl group, pyrazolyl group, dibenzofuranyl group, dibenzothiophenyl group, pyrazinyl group, triazinyl group, pyrrolyl group, coumarinyl group, imidazolyl group, oxazolyl group, isooxazolyl group, thiazolyl group, indazolyl group, benzothiazolyl group, pyridazinyl group, cinnolyl group, and quinazolyl group, and
- wherein said alkyl group, said aromatic hydrocarbon ring or said aromatic heterocyclic ring has a substituent selected from the group consisting of a halogen, hydroxyl group, trifluoromethyl group, cyano group, nitro group, an alkyl group having 1 to 6 carbon atoms, an aryl group, an alkoxyl group having 1 to 6 carbon atoms, an aryloxy group, an alkylthio group, an amino group, an alkoxylcarbonyl group, an acyl group, a sulfonyl group, a carbamoyl group, a sulfamoyl group, an alkylene dioxy group, an alkylene dithio group and a styryl group.
4 more elements
Dependencies are inferred from the claim text.