Stock material or miscellaneous articles – Composite – Of inorganic material
Reexamination Certificate
2000-10-26
2003-10-21
Yamnitzky, Marie (Department: 1774)
Stock material or miscellaneous articles
Composite
Of inorganic material
C428S917000, C313S504000, C252S301160
Reexamination Certificate
active
06635364
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to an aromatic condensed-ring compound, a material used for light emitting devices capable of luminescing through conversion of electric energy into light, and a light emitting device using such a material. In particular, the invention is concerned with a light emitting device suitably used in the areas of indicators, displays, backlight, electrophotography, illumination sources, recording light sources, exposure illuminants, reading light sources, beacons, signboards and interiors.
BACKGROUND OF THE INVENTION
Nowadays, lively researches and developments in various display devices are being made. Of such devices, the organic electric-field luminescent (EL) devices are receiving particular attention as promising display devices because they can emit light of high intensity under low voltage. For instance, the Light emitting devices having organic thin films formed by vapor deposition of organic compounds are known (
Applied Physics Letters
, 51, p.913 (1987)). The organic Light emitting devices described in the literature cited above employ tris (8-hydroxyquinolinato)aluminum complex (Alq) as an electron transporting material and is structured to superimpose a layer of positive hole transporting material (an amine compound) on the layer of electron transporting material, and thereby show substantial improvements in their luminescent (light emitting) characteristics over conventional single-layer devices.
In recent years, the application of organic EL devices to full-color display has been examined actively. In order to develop high-performance full-color display, it is necessary to improve on the characteristics of conventional blue, green and red light emitting devices respectively. As to the blue light emitting devices, for instance, the distyrylarylene compounds (DPVBi) described in a book entitled “Organic EL devices and Forefront of Industrialization thereof”, at page 38 (published by NTS Co.) have been studied extensively, but they have problems with color purity, durability, luminous intensity and efficiency, and so further improvements in these characteristics have been expected.
Although the organic light emitting devices comprising organic materials laminated by vacuum evaporation have really succeeded in luminescence (light emitting) of high luminance, the use of coating methods for manufacturing devices have advantages over that of vacuum evaporation methods from the viewpoints of simplicity of the manufacturing process, workability and ease in achievement of large-area luminescence. However, the devices, especially blue light emitting devices, manufactured according to conventional coating methods are inferior to those manufactured using vapor deposition methods in luminous intensity and luminous efficiency. Therefore, the development of novel blue luminescent materials has been awaited.
SUMMARY OF THE INVENTION
An object of the invention is to provide a light emitting device having satisfactory luminescence (light emitting) characteristics and durability, and a material enabling a light emitting device to have such characteristics.
The object is attained with the following means.
1. A light emitting device material comprising a compound represented by the following formula (1):
wherein Ar
11
, Ar
21
and Ar
31
each represent an arylene group, Ar
12
, Ar
22
and Ar
32
each represent a substituent group or a hydrogen atom, provided that at least one of Ar
11
, Ar
21
, Ar
31
, Ar
12
, Ar
22
and Ar
32
has a phenanthrene structure or a condensed-ring aryl structure having at least four rings, and Ar represents a trivalent arene or heteroarene group.
2. A light emitting device material comprising a compound represented by the following formula (2):
wherein Ar
11
, Ar
21
and Ar
31
each represents an arylene group, Ar
12
, Ar
22
and Ar
32
each represents a substituent group or a hydrogen atom, provided that at least one of Ar
11
, Ar
21
, Ar
31
, Ar
12
, Ar
22
and Ar
32
has a phenanthrene structure or a condensed-ring aryl structure having at least four rings, and R
1
, R
2
and R
3
each represents a hydrogen or a substituent.
3. A light emitting device material as described in item 1 or 2, wherein at least one of Ar
11
, Ar
21
, Ar
31
, Ar
12
, Ar
22
and Ar
32
has a condensed-ring aryl structure having at least four rings.
4. A light emitting device material as described in item 1, 2 or 3, wherein Ar
11
, Ar
21
and Ar
31
each represents a phenanthrenylene group or a condensed-ring arylene group having at least four rings.
5. A light emitting device material comprising a compound represented by formula (1a):
wherein Ar
11
, Ar
21
and Ar
31
each represents an arylene group, Ar
12a
, Ar
22a
and Ar
32a
each represents a condensed-ring aryl group, and Ar represents a trivalent arene or heteroarene group.
6. A light emitting device material as described in item 5, wherein Ar
12a
Ar
22a
and Ar
32a
each represents a condensed-ring aryl group having at least three rings.
7. A light emitting device material comprising a compound represented by formula (2a):
wherein Ar
11
, Ar
21
and Ar
31
each represents an arylene group, Ar
12a
, Ar
22a
and Ar
32a
each represents a condensed-ring aryl group, and R
1
, R
2
and R
3
each represents a hydrogen or a substituent.
8. A light emitting device material as described in item 1, 2, 3 or 4, wherein Ar
12
, Ar
22
and Ar
32
each represents a phenathrene group or a condensed ring aryl group having at least four rings.
9. A light emitting device material as described in item 1, 2, 3, 4, 5, 6, 7 or 8, wherein the compound represented by formula (1) consists of carbon atoms and hydrogen atoms.
10. A compound represented by the following formula (3):
wherein R
11
, R
12
and R
13
each represents a substituent group, R
14
, R
15
and R
16
each represents a hydrogen atom or a substituent, and q
11
, q
12
and q
13
each represents an integer of 0 to 9.
11. A light emitting device material comprising a compound of formula (3) defined in claim 10.
12. A compound represented by the following formula (4):
wherein R
41
, R
42
and R
43
each represents a substituent group, R
44
, R
45
and R
46
each represents a hydrogen atoms or a substituent group, and q
41
, q
42
and q
43
each represents an integer of 0 to 9.
13. A light emitting device material comprising a compound of formula (4) defined in item 12.
14. A compound represented by the following formula (5):
wherein R
51
represents a substituent, R
54
, R
55
and R
56
each represents a hydrogen atoms or a substituent group, Ar
51
represents an anthryl group, a phenanthryl group or a pyrenyl group, Ar
52
represents a phenanthryl group or a pyrenyl group, and q
51
each represents an integer of 0 to 9.
15. A light emitting device material comprising a compound of formula (5) defined in item 14.
16. A compound represented by the following formula (6):
wherein R
61
and R
62
represents a substituent, and Ar
61
, Ar
62
, Ar
63
and Ar
64
each represents a condensed-ring aryl group.
17. A compound represented by the following formula (7):
wherein R
71
, R
72
, R
73
and R
74
represents a substituent, R
75
and R
76
each represents a hydrogen atom or a substituent, and q
71
, q
72
, q
73
and q
74
each represents an integer of 0 to 9.
18. A light emitting device material comprising a compound of formula (7) defined in item 17.
19. A compound represented by the following formula (8):
wherein R
81
, R
82
, R
83
and R
84
represents a substituent, R
85
and R
86
each represents a hydrogen atom or a substituent, and q
81
, q
82
, q
83
and q
84
each represents an integer of 0 to 9.
20. A light emitting device material comprising a compound of formula (8) defined in item 19.
21. A light emitting device comprising a pair of electrodes and one of a luminescent layer and a plurality of thin organic compound layers including a luminescent layer, wherein at least one layer is a layer comprising at least one light emitting device material as described in item 1, 2, 3, 4, 5, 6, 7, 8, 11, 13, 15, 18 or 20.
22. An org
Fuji Photo Film Co. , Ltd.
Sughrue & Mion, PLLC
Yamnitzky Marie
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