Stock material or miscellaneous articles – Composite – Of inorganic material
Reexamination Certificate
1999-06-15
2001-12-11
Yamnitzky, Marie (Department: 1774)
Stock material or miscellaneous articles
Composite
Of inorganic material
C428S917000, C313S504000, C313S506000, C564S426000, C564S429000, C252S301160
Reexamination Certificate
active
06329084
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to a compound for an organic electroluminescence (to be referred to as “EL” hereinafter) device for use in a flat panel or display, and a light-emitting device having a high brightness.
PRIOR ART OF THE INVENTION
An EL device using an organic substance is expected to be promising as a solid light-emitting inexpensive large-screen, full-color display device, and developments thereof are being made in many ways. Generally, an EL device is composed of a light-emitting layer and a pair of facing electrodes sandwiching the light-emitting layer. The light emission of an EL device is the following phenomenon. When an electric field is applied between the two electrodes, the cathode injects electrons into the light-emitting layer, and the anode injects holes into the light-emitting layer. The injected electrons recombine with the holes in the light-emitting layer, and their energy level shifts from a conduction band back to a valence bond band to release energy as light.
As compared with inorganic EL devices, conventional organic EL devices require high driving voltage, and their light emission brightness and light emission efficiency are low. Further, conventional organic EL devices deteriorate in properties to a great extent, and no organic EL device has been put to practical use.
In recent years, there has been proposed an organic EL device which is produced by laminating a thin film containing an organic compound having a fluorescent quantum effect of emitting light at a low voltage as low as less than 10 V, and it attracts attention (Appl. Phy. Lett., Vol. 51, page 913, 1987).
The above organic EL device has a light-emitting layer containing a metal chelate complex and a hole-injecting layer containing an amine-based compound, and emits green light having a high brightness. The above organic EL device achieves nearly practically usable performance, since it accomplishes a brightness of 1,000 cd/m
2
and a maximum light emission efficiency of 1.5 lm/W at a DC voltage of 6 to 10 V.
However, conventional organic EL devices including the above organic EL device are not yet satisfactory in brightness although these organic EL devices are improved in brightness to some extent. Further, they have a serious problem that their stability is poor in their continuous operation for a long period of time. That is because, for example, a metal chelate complex such as a tris(8-hydroxyquinolinate)-aluminum complex, or the like, is chemically unstable when an electric field is applied for light emission, is poor in adhesion to a cathode and extremely deteriorates in a short period of emission. For the above reasons, it is desired to develop a light-emitting material having an excellent light emission capacity and durability for developing an organic EL device which has a high light emission brightness and a high light emission efficiency and can perform a light emission in its continuous operation.
SUMMARY OF THE INVENTION
It is an object of the present invention to provide a compound for an organic EL device which shows red light emission colors, has a high light emission brightness and has a long lifetime of light emission, and organic EL device using the above compound.
According to the present invention, the above object of the present invention is achieved by any one of the following constitutions.
(1) A compound for an organic electroluminescence device, which comprises a compound of the formula [1],
wherein each of Ar
3
to Ar
10
is independently a substituted or non-substituted aromatic monocyclic group, a substituted or non-substituted fused polycyclic group or a substituted or non-substituted aromatic heterocyclic group, provided that Ar
3
and Ar
4
may integrally bond to each other, that Ar
5
and Ar
6
may integrally bond to each other, that Ar
7
and Ar
8
may integrally bond to each other, and that Ar
9
and Ar
10
may integrally bond to each other.
(2) A light-emitting material for an organic electroluminescence device, which comprises the compound of the formula [1] recited in the above (1).
(3) A light-emitting material according to the above (2), which contains the compound of the formula [1] and a host material, the content of the compound of the formula [1] being 0.001 to 50% by weight based on the host material.
(4) A light-emitting material according to the above (3), wherein the host material is at least one material selected from the group consisting of an electron-injecting material, a hole-injecting material and an electrically conductive polymer.
(5) A light-emitting material according to the above (2), which contains at least two compounds selected from the compound of the formula [1] and a compound of the formula [2] respectively.
wherein Pe is a perylene residue, each of Ar
1
and Ar
2
is independently a substituted or non-substituted aryl group, a substituted or non-substituted fused polycyclic group, a substituted or non-substituted aromatic heterocyclic group, provided that Ar
1
and Ar
2
may integrally bond to each other, and a is an integer of 2 to 12, provided that the compound of the formula [2] does not include the compound of the formula [1].
(6) An organic electroluminescence device comprising a pair of electrodes composed of an anode and a cathode and an organic layer including at least one light-emitting layer, the organic layer being formed between a pair of the electrodes, the light-emitting layer containing the light-emitting material recited in the above (2).
(7) An organic electroluminescence device according to the above (6), wherein at least one electron-injecting layer is formed between the light-emitting layer and the cathode.
(8) An organic electroluminescence device according to the above (7), wherein the light-emitting layer or the electron-injecting layer contains a compound of the formula [3],
wherein each of Q
1
and Q
2
is independently a substituted or non-substituted hydroxyquinoline derivative or a substituted or non-substituted hydroxybenzoquinoline derivative, L is a halogen atom, a substituted or non-substituted alkyl group, a substituted or non-substituted cycloalkyl group, a substituted or non-substituted aryl group, a substituted or non-substituted aromatic heterocyclic group, or a ligand of —OR in which R is a hydrogen atom, a substituted or non-substituted alkyl group, a substituted or non-substituted cycloalkyl group, a substituted or non-substituted aryl group or a substituted or non-substituted aromatic heterocyclic group or —O—Ga—Q
3
(Q
4
) in which Q
3
and Q
4
have the same meanings as those of Q
1
and Q
2
.
REFERENCES:
patent: 4618694 (1986-10-01), Iden et al.
patent: 6013383 (2000-01-01), Shi et al.
patent: 0 757 088 (1997-02-01), None
Grant & Hackh's Chemical Dictionary, 5th ed., McGraw-Hill, Inc., p. 146, 1987.*
Patent Abstracts of Japan,14(475) (C-0770) (Oct. 1990) (abstract of JP 2-196885).
Patent Abstracts of Japan,16(249) (C-0948) (Jun. 1992) (abstract of JP 4-055493).
Maki Shinichiro
Tamano Michiko
Toyo Ink Mfg. Co. Ltd.
Wenderoth Lind & Ponack LLP
Yamnitzky Marie
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