Organic electroluminescence element
AssigneeIdemitsu Kosan Co., Ltd.
InventorsMasahide Matsuura, Chishio Hosokawa
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Abstract
In an organic electroluminescence device having a pair of electrodes and an organic medium which has a light emitting layer or a plurality of layers including the light emitting layer, contains a light emitting material formed with an organometallic complex compound having a heavy metal and is disposed between the pair of electrodes, the organic medium contains an amine derivative having a specific structure. The organic electroluminescence device exhibits a high efficiency of light emission even at a high luminance of several thousand cd/m2 or greater and a small consumption of electricity.
Claims30
1:
- An organic electroluminescence device which comprises a pair of electrodes and an organic medium which comprises a light emitting layer or a plurality of layers comprising the light emitting layer and is disposed between the pair of electrodes, the organic medium comprising a light emitting material comprising an organometallic complex compound having a heavy metal, wherein the organic medium comprises:
- an amine derivative represented by following general formula (I):
- wherein B represents a substituted or unsubstituted triarylamino group, a substituted or unsubstituted diaminoaryl group, a substituted or unsubstituted aromatic ring group, a substituted or unsubstituted polyphenyl group or a substituted or unsubstituted carbazolyl group, A and C each independently represent a single bond or an arylene group having 6 to 40 carbon atoms, Ar1, Ar2, Ar3 and Ar4 each independently represent a substituted or unsubstituted aryl group, at least two of Ar1, Ar2, Ar3 and Ar4 each represent a group having at least one of diarylamino groups and polyphenyl groups, and phenyl groups in the polyphenyl group may be bonded to each other through a single bond or a connecting group and form a ring structure;
- an amine derivative represented by following general formula (I′):
- wherein B is as defined above, A′ and C′ each independently represent an arylene group having 6 to 40 carbon atoms, Ar1, Ar2, Ar3 and Ar4 each independently represent a substituted or unsubstituted aryl group, and at least two of Ar1, Ar2, Ar3 and Ar4 each represent a group having at least one of diarylamino groups and naphthyl group;
- or
- an amine derivative represented by following general formula (I″):
- wherein X represents a substituted or unsubstituted arylene group having 6 to 40 carbon atoms, Ar1, Ar2, Ar3 and Ar4 each independently represent a substituted or unsubstituted aryl group, at least two of Ar1, Ar2, Ar3 and Ar4 each represent a group having a polyphenyl group, and phenyl groups in the polyphenyl group may be bonded to each other through a single bond or a connecting group and form a ring structure.
2:
- An organic electroluminescence device according to claim 1, wherein, in general formulae (I) and (I′) representing the amine derivatives, at least two of Ar1, Ar2, Ar3 and Ar4 each represent a group having a structure in which 2 to 4 substituted or unsubstituted phenyl groups are connected to each other.
3:
- An organic electroluminescence device according to claim 1, wherein, in general formulae (I), (I′) and (I″) representing the amine derivatives, at least two of Ar1, Ar2, Ar3 and Ar4 each represent a group having a substituted or unsubstituted biphenyl group.
4:
- An organic electroluminescence device which comprises a pair of electrodes and an organic medium which comprises a light emitting layer or a plurality of layers comprising the light emitting layer and is disposed between the pair of electrodes, the organic medium comprising a light emitting material comprising an organometallic complex compound having a heavy metal, wherein the organic medium comprises a p-phenylenediamine derivative represented by following general formula (II):
- wherein R1 to R9 each independently represent hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxyl group having 1 to 6 carbon atoms or a phenyl group, the atoms or the groups represented by R1 to R9 may be a same with or different from each other, and combinations of groups represented by R1 and R2, R2 and R4, R3 and R4, R5 and R6, R6 and R8, R7 and R8, R2 and R9, R4 and R9, R6 and R9, and R8 and R9 may be bonded to each other and form a ring.
5:
- An organic electroluminescence device which comprises a pair of electrodes and an organic medium which comprises a light emitting layer or a plurality of layers comprising the light emitting layer and is disposed between the pair of electrodes, the organic medium comprising a light emitting material comprising an organometallic complex compound having a heavy metal, wherein the organic medium comprises a 4,4′-biphenylenediamine derivative represented by following general formula (III):
- wherein R10 to R19 each independently represent hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxyl group having 1 to 6 carbon atoms or a phenyl group, the atoms or the groups represented by R10 to R19 may be a same with or different from each other, and combinations of groups represented by R10 and R11, R11 and R13, R12 and R13, R14 and R15, R15 and R17, R16 and R17, R11 and R19, R11 and R18, R17 and R19, R13 and R18, and R15 and R19 may be bonded to each other and form a ring.
6:
- An organic electroluminescence device which comprises a pair of electrodes and an organic medium which comprises at least a hole transporting layer comprising a hole transporting material and a light emitting layer comprising a light emitting material comprising an organometallic complex compound having a heavy metal and is disposed between the pair of electrodes, wherein the hole transporting material comprises an arylamine derivative having no polyacene-based condensed aromatic structures or a polyarylamine derivative having no polyacene-based condensed aromatic structures.
7:
- An organic electroluminescence device according to claim 1, wherein the amine derivative represented by general formula (I), (I′), (I″), (II) or (III) is used as the hole transporting material.
8:
- An organic electroluminescence device according to claim 1, wherein the light emitting material comprising an organometallic complex compound having a heavy metal is a phosphorescent light emitting material.
9:
- An organic electroluminescence device according to claim 1, wherein a main material constituting the light emitting material has an energy of a triplet level greater than an energy of a triplet level of the organometallic complex compound having a heavy metal.
10:
- An organic electroluminescence device according to claim 1, wherein the heavy metal is at least one metal selected from Ir, Pt, Pd, Ru, Rh, Mo and Re.
11:
- An organic electroluminescence device according to claim 1, wherein a ligand in the organometallic complex compound having a heavy metal comprises at least one ligand selected from following ligands:
- and derivatives thereof.
12:
- An organic electroluminescence device according to claim 11, wherein the organometallic complex compound has 2 to 4 said ligands coordinating the heavy metal.
13:
- An organic electroluminescence device according to claim 4, wherein the amine derivative represented by general formula (I), (I′), (I″), (II) or (III) is used as the hole transporting material.
14:
- An organic electroluminescence device according to claim 4, wherein the light emitting material comprising an organometallic complex compound having a heavy metal is a phosphorescent light emitting material.
15:
- An organic electroluminescence device according to claim 4, wherein a main material constituting the light emitting material has an energy of a triplet level greater than an energy of a triplet level of the organometallic complex compound having a heavy metal.
16:
- An organic electroluminescence device according to claim 4, wherein the heavy metal is at least one metal selected from Ir, Pt, Pd, Ru, Rh, Mo and Re.
17:
- An organic electroluminescence device according to claim 4, wherein a ligand in the organometallic complex compound having a heavy metal comprises at least one ligand selected from following ligands:
- and derivatives thereof.
18:
- An organic electroluminescence device according to claim 17, wherein the organometallic complex compound has 2 to 4 said ligands coordinating the heavy metal.
19:
- An organic electroluminescence device according to claim 5, wherein the amine derivative represented by general formula (I), (I′), (I″), (II) or (III) is used as the hole transporting material.
20:
- An organic electroluminescence device according to claim 5, wherein the light emitting material comprising an organometallic complex compound having a heavy metal is a phosphorescent light emitting material.
21:
- An organic electroluminescence device according to claim 5, wherein a main material constituting the light emitting material has an energy of a triplet level greater than an energy of a triplet level of the organometallic complex compound having a heavy metal.
22:
- An organic electroluminescence device according to claim 5, wherein the heavy metal is at least one metal selected from Ir, Pt, Pd, Ru, Rh, Mo and Re.
23:
- An organic electroluminescence device according to claim 5, wherein a ligand in the organometallic complex compound having a heavy metal comprises at least one ligand selected from following ligands:
- and derivatives thereof.
24:
- An organic electroluminescence device according to claim 23, wherein the organometallic complex compound has 2 to 4 said ligands coordinating the heavy metal.
25:
- An organic electroluminescence device according to claim 6, wherein the amine derivative represented by general formula (I), (I′), (I″), (II) or (III) is used as the hole transporting material.
26:
- An organic electroluminescence device according to claim 6, wherein the light emitting material comprising an organometallic complex compound having a heavy metal is a phosphorescent light emitting material.
27:
- An organic electroluminescence device according to claim 6, wherein a main material constituting the light emitting material has an energy of a triplet level greater than an energy of a triplet level of the organometallic complex compound having a heavy metal.
28:
- An organic electroluminescence device according to claim 6, wherein the heavy metal is at least one metal selected from Ir, Pt, Pd, Ru, Rh, Mo and Re.
29:
- An organic electroluminescence device according to claim 6, wherein a ligand in the organometallic complex compound having a heavy metal comprises at least one ligand selected from following ligands:
- and derivatives thereof.
30:
- An organic electroluminescence device according to claim 29, wherein the organometallic complex compound has 2 to 4 said ligands coordinating the heavy metal.