Stock material or miscellaneous articles – Composite – Of inorganic material
Reexamination Certificate
1999-04-27
2001-05-15
Shaver, Paul F. (Department: 1621)
Stock material or miscellaneous articles
Composite
Of inorganic material
C428S212000, C428S917000, C556S431000, C556S432000, C313S504000, C313S506000
Reexamination Certificate
active
06232001
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to a vinylsilane compound and an organic luminous element containing the same, and a method for producing a vinylsilane compound.
BACKGROUND OF THE INVENTION
At present, the research and development of various display elements using organic luminous materials (organic luminous elements) have been actively made, and particularly, organic EL (electroluminescence) elements have received attention as promising display elements because high-intensity luminescence can be obtained at low voltage. For example, EL elements have been known in which organic thin layers are formed by vapor deposition of organic compounds (
Applied Physics Letters
, 51, 913 (1987)). The organic EL elements described therein have the laminated structure of electron-transporting materials and hole-transporting materials, and the luminescence characteristics thereof are significantly improved, compared with conventional monolayer type elements.
With this report as a turning point, the research and development of organic EL elements have become active, and the development of electron-transporting materials and hole-transporting materials for improving the efficiency have been variously studied. However, in the development of electron-transporting materials, no compound having a performance exceeding that of Alq (tris(8-hydroxyquinolinato)aluminum) has been discovered yet, so that the improvement thereof has been desired. Further, Alq is unsuitable for electron-transporting materials for blue luminous elements because of its green fluorescence. In this respect, therefore, development has also been desired.
On the other hand, recently, applications of organic EL elements to full-color displays have been actively studied. For developing high performance full-color displays, it is necessary to heighten the luminous color purity of each of the blue, green and red colors. However, it is difficult to obtain luminescence of high color purity. For example, distyrylarylene compounds (DPVBi) described in
Organic EL Elements and Forefront of Industrialization Thereof
, page 38 (N. T. S. Co.) and benzo cyclocondensed nitrogen-containing heterocyclic compounds (Zn(OXZ)
2
) described in
Organic EL Elements and Forefront of Industrialization Thereof
, page 40 (N. T. S. Co.) and JP-A-7-133483 (the term “JP-A” as used herein means an “unexamined published Japanese patent application”) are blue luminous materials widely studied. However, only blue luminescence of low color purity is obtained, so that the improvement thereof has been desired.
SUMMARY OF THE INVENTION
It is, therefore, an object of the present invention to provide a material for a high-efficiency organic luminous element, and particularly, an electron-transporting material or a luminous material, by which blue luminescence with high luminance and high color purity becomes possible.
Another object of the present invention is to provide a luminous element.
Other objects and effects of the present invention will become apparent form the following description.
The present invention relates to an organic luminous element containing at least one compound represented by general formula (A):
wherein R
a
, R
b
, R
c
and R
d
each represents a hydrogen atom or a substituent group, with the proviso that at least one substituent group of R
a
, R
b
, R
c
and R
d
is a group represented by general formula (B):
wherein R
e
and R
f
each represents a hydrogen atom or a substituent group, and Ar
a
represents an aryl group, a heteroaryl group or an alkenyl group; and when at least two substituent groups of R
a
, R
b
, R
c
and R
d
are groups represented by general formula (B), the groups represented by general formula (B) may be the same or different.
In particular, the present invention relates to the following embodiments.
(1) An organic luminous element material comprising a compound having. a partial structure represented by general formula (1):
wherein R
1
, R
2
and R
3
each represents a hydrogen atom or a substituent group, with the proviso that R
1
, R
2
and R
3
are not alkenyl groups; R
4
and R
5
each represents a hydrogen atom or a substituent group; and Ar
1
represents an aryl group, a heteroaryl group or an alkenyl group.
(2) An organic luminous element comprising at least one compound having the partial structure represented by general formula (1) as described in the above (1).
(3) An organic luminous element material comprising a compound having only one partial structure represented by general formula (2):
wherein R
21
and R
22
each represents a hydrogen atom or a substituent group; R
23
, R
24
, R
25
and R
26
each represents a hydrogen atom or a substituent group; and Ar
21
and Ar
22
each represents an aryl group, a heteroaryl group or an alkenyl group.
(4) An organic luminous element comprising at least one compound having only one partial structure represented by general formula (2) as described in the above (3).
(5) An organic luminous element material comprising a compound having at least two partial structures represented by general formula (3):
wherein R
31
represents an aryl group, a heteroaryl group, an alkenyl group or an alkynyl group; R
32
represents a hydrogen atom or a substituent group; R
33
, R
34
, R
35
and R
36
each represents a hydrogen atom or a substituent group; and Ar
31
represents an arylene group, a heteroarylene group or an alkenylene group.
(6) An organic luminous element comprising at least one compound having at least two partial structures represented by general formula (3) as described in the above (5).
(7) A compound represented by general formula (4):
wherein R
40
, R
41
, R
42
, R
43
and R
44
each represents a hydrogen atom or a substituent group; Ar
41
represents an arylene group, a heteroarylene group or an alkenylene group; L
1
represents a divalent connecting group; A represents a connecting group; n
1
represents an integer of 2 or more; when n
1
is 2, A may be connected through single bonds; a plurality of substituent groups (groups each having a vinylsilyl structure) connected to A may be the same or different; n
2
represents 0 or 1, with the proviso that only when A is an aryl connecting group, a heteroaryl connecting group or an alkenyl connecting group and n
3
is 0, n
2
can be 0; and n
3
represents an integer of 0 or more.
(8) A compound comprising at least two partial structures represented by general formula (5):
wherein R
51
and R
53
each represents a hydrogen atom or a substituent group; R
52
represents a divalent connecting group; R
54
and R
55
each represents a hydrogen atom or a substituent group; Ar
51
represents an arylene group, a heteroarylene group or an alkenylene group; L
2
represents a divalent connecting group; and n
4
represents an integer of 0 or more.
(9) A compound containing:
at least one partial structure represented by general formula (1):
wherein R
1
, R
2
and R
3
each represents a hydrogen atom or a substituent group, with the proviso that R
1
, R
2
and R
3
are not alkenyl groups; R
4
and R
5
each represents a hydrogen atom or a substituent group; and Ar
1
represents an aryl group, a heteroaryl group or an alkenyl group; and
at lease one partial structure represented by general formula (6):
wherein R
61
, R
62
, R
63
, R
64
, R
65
, R
66
, R
67
and R
68
each represents a hydrogen atom or a substituent group.
(10) A method for producing a vinylsilane compound, which comprises:
reacting a vinylsilane derivative with an aryl halide derivative, a heteroaryl halide derivative, a trifluoromethanesulfonylaryl derivative or a trifluoromethanesulfonylheteroaryl derivative in the presence of a palladium catalyst to form a carbon-carbon bond, to thereby obtain a compound represented by general formula (A):
wherein R
a
, R
b
, R
c
and R
d
each represents a hydrogen atom or a substituent group, with the proviso that at least one substituent group of R
a
, R
b
, R
c
and R
d
is a group represented by general formula (B):
wherein R
e
and R
f
each represents a hydrogen atom or a substituent group,
Fuji Photo Film Co. , Ltd.
Shaver Paul F.
Sughrue Mion Zinn Macpeak & Seas, PLLC
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