Material for luminescence element and luminescence element...

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Reexamination Certificate

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C428S704000, C428S917000, C428S323000, C428S328000, C428S213000, C313S504000, C313S506000, C252S301160, C252S301260, C546S112000, C546S152000, C546S171000

Reexamination Certificate

active

06528187

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to materials for a luminescence element which can emit light by converting electric energy to light (e.g., an organic electroluminescence (EL) element) and relates to the luminescence element, and in particular, the present invention relates to a luminescence element which can be suitably used in various fields such as display elements, displays, back lights, electrophotography, illumination light sources, recording light sources, reading light sources, indicators, signboards, interior design, etc.
BACKGROUND OF THE INVENTION
In recent years, various display elements have been researched and developed actively. Above all, organic EL elements can give high luminance at low voltage and have attracted public attention as promising display elements. For example, an EL element in which an organic thin film is formed by vapor deposition of an organic compound is known (
Applied Physics Letters
, Vol. 51, p. 913 (1987)). As compared with conventionally used single layer type elements, luminous characteristics of the organic EL element described in the above literature have been drastically improved by laminating tris (8-hydroxyquinolinate)aluminum complex (Alq) as an electron-transporting material with a hole-transporting material (an amine compound).
A method of doping a fluorescent dye is known as a means for further improving luminous efficiency of the above laminate type EL element. For example, the luminous efficiency of the organic EL element doped with a coumarin dye as described in
Journal of Applied Physics
, Vol. 65, p. 3610 (1989) has been widely improved as compared with elements which are not doped. In this case, light having a desired wavelength can be taken out by varying the kind of the fluorescent compound to be used. However, in the case where Alq is used as an electron-transporting material, if driving voltage is increased to obtain high luminance, green emission of Alq comes to be observed in addition to the emission of the doped fluorescent compound, as a result, there arises such a problem as color purity in the case of blue or red emission is reduced. Therefore, the development of host materials which do not generate color purity reduction has been desired.
Although organic EL elements which so far have been developed are certainly improved in light emission intensity and durability by the improvement of the constitution of elements and materials, they do not have sufficient performances yet considering various developments of applications. For example, conventional metal complexes, such as Alq, are chemically labile at electroluminescence, and inferior in adhesion to the cathode, and the problem of deterioration of elements has not yet been solved. Moreover, in the case of Alq, as it is a complex having oxine as a ligand, there is some fear in the safety of the material. Therefore, development of the electron-transporting materials of organic EL elements which are environmentally benign has been required.
On the other hand, it is a laminated element that has realized high luminance emission in an organic EL element byvacuum deposition of organic materials, but the production of elements by a coating system is preferred from the viewpoint of simplification of producing step, processability and realization of large area elements. However, elements which so far have been produced by a coating system are inferior to those produced by a vacuum deposition system in luminance and luminous efficiency, therefore, high luminance and luminescence with high efficiency have been left as problems to be solved.
SUMMARY OF THE INVENTION
A first object of the present invention is to provide a material for a luminescence element which shows good luminous characteristics and is excellent in stability by repeating use and a luminescence element.
A second object of the present invention is to provide a luminescence element which is excellent in color purity and a material for the luminescence element which makes it possible.
These objects of the present invention have been achieved the following means.
(1) A material for a luminescence element, which is a compound represented by the following formula (K-Ic), (K-Id) or K-Ie):
wherein R
a1
represent an aliphatic hydrocarbon group having 6 or less carbon atoms, an arly group, or a heterocyclic group; M represents a metal ion; n represents an integer of from 1 to 4; and R
a1
, R
a2
, R
a3
, R
a4
, R
a5
and R
a6
each represents a hydrogen atom or a substituent;
wherein R
a1
represents an aliphatic hydrocarbon group having from 9 to 30 carbon atoms, an aryl group, or a heterocyclic group; M represents a metal ion; n represents an integer of from 1 to 4; and R
a1
, R
a2
, R
a
3
, R
a4
, R
a5
and R
a6
each represents a hydrogen atom or a substituent; or
wherein R
a1
represents an aliphatic hydrocarbon group, an aryl group, or a heterocyclic group, each of which has a halogen atom, an alkoxyl group, an aryloxy group or a heterocyclic oxy group as a substituent; M represents a metal ion; n represents an integer of from 1 to 4; and R
a1
, R
a2
, R
a3
, R
a4
, R
a5
and R
a6
each represents a hydrogen atom or a substituent.
(2) The material for a luminescence element as in the above item (1), wherein said compound contains a divalent, trivalent, or tetravalent metal ion.
(3) The material for a luminescence element as in the above item (1), wherein said compound contains a zinc ion.
(4) A material for a luminescence element which is a compound having a partial structure represented by the following formula (I):
wherein Q
1
represents an atomic group necessary to form a 5- or 6-membered nitrogen-containing aromatic heterocyclic ring; Q
2
represents an atomic group necessary to form a 5- or 6-membered aromatic ring; X and Y each represents a carbon atom or a nitrogen atom; and Z represents SO
1
R
1
, COR
2
or POR
3
(R
4
), wherein R
1
, R
2
, R
3
and R
4
each represents an aliphatic hydrocarbon group, an aryl group, a heterocyclic group, an amino group, an alkoxyl group, an aryloxy group or a heterocyclic oxy group, wherein said compound is negative in “Reverse-Mutation Assay in Bacteria” provided by “Law Concerning the Examination and Regulation of Manufacture, etc., of Chemical Substances”.
(5) A material for a luminescence element which is a compound having a partial structure represented by the following formula (I):
wherein Q
1
represents an atomic group necessary to form a 5- or 6-membered nitrogen-containing aromatic heterocyclic ring; Q
2
represents an atomic group necessary to form a 5- or 6-membered aromatic ring; X and Y each represents a carbon atom or a nitrogen atom; and Z represents SO
2
R
1
, COR
2
or POR
3
(R
4
), wherein R
1
, R
2
, R
3
and R
4
each represents an aliphatic hydrocarbon group, an aryl group, a heterocyclic group, an amino group, an alkoxyl group, an aryloxy group or a heterocyclic oxy group, wherein said compound has a glass transition temperature of 130° C. or more.
(6) A luminescence element comprising a pair of electrodes having formed therebetween a luminescence layer or a plurality of organic compound thin film layers comprising a luminescence layer, wherein at least one layer is a layer containing the material for a luminescence element described in the above item (1), (2), (3), (4) or (5).
(7) A luminescence element comprising a pair of electrodes having formed therebetween a luminescence layer or a plurality of organic compound thin film layers comprising a luminescence layer, wherein at least one layer is a layer formed by coating a compound having a partial structure represented by the following formula (I):
wherein Q
1
represents an atomic group necessary to form a 5- or 6-membered nitrogen-containing aromatic heterocyclic ring; Q
2
represents an atomic group necessary to form a 5- or 6-membered aromatic ring; X and Y each represents a carbon atom or a nitrogen atom; and Z represents SO
2
R
1
, COR
2
or POR
3
(R
4
), wherein R
1
, R
2
, R
3
and R
4
each represents an aliphatic hydrocarbon group, an aryl group, a heteroc

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