| US 7,510,781 B2 | ||
| Spiro compound and organic luminescence device using the same | ||
| Koichi Suzuki, Yokohama (Japan); Mizuho Hiraoki, Kawasaki (Japan); Akihiro Senoo, Kawasaki (Japan); Naoki Yamada, Komae (Japan); Chika Negishi, Kawasaki (Japan); and Akihito Saito, Yokohama (Japan) | ||
| Assigned to Canon Kabushiki Kaisha, Tokyo (Japan) | ||
| Appl. No. 10/525,327 PCT Filed Aug. 12, 2003, PCT No. PCT/JP03/10258 § 371(c)(1), (2), (4) Date Feb. 22, 2005, PCT Pub. No. WO2004/020373, PCT Pub. Date Mar. 11, 2004. |
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| Claims priority of application No. 2002-246601 (JP), filed on Aug. 27, 2002. | ||
| Prior Publication US 2006/0134425 A1, Jun. 22, 2006 | ||
| Int. Cl. H01L 51/54 (2006.01); H05B 33/14 (2006.01); C07F 7/08 (2006.01) | ||
| U.S. Cl. 428—690 [428/917; 313/504; 313/506; 546/16; 556/406] | 2 Claims |
1. An organic luminescence device comprising at least a pair of electrodes including an anode and a cathode and one or a plurality
of layers containing an organic compound sandwiched between the pair of electrodes, wherein at least one of the layers containing
the organic compound contains at least one spiro compound represented by the following general formula [II]:
 wherein R5, R6, R7, and R8 represent a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted
or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted amino group, cyano group, or
a halogen atom, and R5, R6, R7, and R8, may be identical or different from each other; and Ar3 and Ar4 represent a substituted or unsubstituted condensed polycyclic aromatic group or a substituted or unsubstituted condensed polycyclic
heterocyclic group, which may be identical or different from each other and wherein at least one of Ar3 and Ar4 is a condensed polycyclic aromatic group represented by one of the following general formula [III] to [VIII]:
 wherein R9 represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted
or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted amino group, a cyano group,
or a halogen atom; and R10 and R11 represent a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted
or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, which may be identical or different from
each other;
 wherein R12 represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted
or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted amino group, a cyano group,
or a halogen atom; and R13 and R14 represent a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted
or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, which may be identical or different from
each other; and
 wherein R15 to R18 represent a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted
or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted amino group, a cyano group,
or a halogen atom; and
wherein at least a luminescent layer among the layers containing the organic compound contains at least one of the spiro compounds
and a fluorene compound represented by the following general formula [X]:
 wherein R21 and R22 represent a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted
or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, R21 themselves or R22 themselves, which are bonded to different fluorene groups, may be identical or different from each other, and R21 and R22 that are bonded to the same fluorene group may be identical or different from each other; R23 and R24 represent a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted
or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a cyano group, or a halogen atom, and R23 themselves or R24 themselves, which are bonded to different fluorene groups, may be identical or different from each other, and R23 and R24 that are bonded to the same fluorene group may be identical or different from each other; Ar5, Ar6, Ar7, and Ar8 represent a substituted or unsubstituted aromatic group, a substituted or unsubstituted heterocyclic group, a substituted
or unsubstituted condensed polycyclic aromatic group, or a substituted or unsubstituted condensed polycyclic heterocyclic
group, which may be identical or different from each other, and Ar5 and Ar6 as well as Ar7 and Ar8 may be bonded with each other to form rings, respectively; and n represents an integral number of 1 to 10.
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