ORGANIC LIGHT-EMITTING DEVICE
Provided is an organic light-emitting device having high efficiency and improved driving durability performance. The organic light-emitting device includes a pair of electrodes and an organic compound layer placed between the pair of electrodes, in which the organic compound layer includes an iridium complex having a specific skeleton and a heterocycle-containing compound as a host.
1 . An organic light-emitting device comprising:
a pair of electrodes; and
an organic compound layer placed between the pair of electrodes,
wherein the organic compound layer comprises an iridium complex represented by the following general formula [1] and a heterocycle-containing compound as a host:
Ir(L) m (L′) n [1]
in the formula [1], Ir represents iridium, L and L′ represent bidentate ligands different from each other, provided that L and L′ each represent a ligand containing at least one alkyl group, m represents 2, n represents 1, and a partial structure Ir(L) m comprises a partial structure represented by the following general formula [2]:
in the formula [2], R 11 to R 14 each represent a hydrogen atom, a fluorine atom, a substituted or unsubstituted alkyl group, an alkoxy group, a substituted amino group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, and may be identical to or different from one another, and R 15 to R 24 each represent a hydrogen atom, a fluorine atom, a substituted or unsubstituted alkyl group, an alkoxy group, or a substituted amino group, and may be identical to or different from one another; and
a partial structure Ir(L′) n comprises a partial structure containing a monovalent bidentate ligand.
2 . The organic light-emitting device according to claim 1 , wherein the partial structure Ir(L′) n comprises a partial structure represented by any one of the following general formulae [3] to [5]:
in the formulae [3] to [5], R 25 to R 39 each represent a hydrogen atom, an alkyl group, an alkoxy group, a substituted amino group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, and may be identical to or different from one another.
3 . The organic light-emitting device according to claim 2 , wherein R 11 to R 24 in the general formula [2] each represent a substituent selected from a hydrogen atom, a fluorine atom, and an alkyl group having 1 to 10 carbon atoms;
R 25 to R 39 in the general formulae [3] to [5] each represent a substituent selected from a hydrogen atom and an alkyl group having 1 to 10 carbon atoms; and
at least one of the R 11 to R 39 represents an alkyl group having 1 to 10 carbon atoms.
4 . The organic light-emitting device according to claim 2 , wherein R 11 to R 24 in the general formula [2] each represent a substituent selected from a hydrogen atom, a fluorine atom, a methyl group, and a tert-butyl group;
R 25 to R 39 in the general formulae [3] to [5] each represent a substituent selected from a hydrogen atom, a methyl group, and a tert-butyl group; and
at least one of the R 11 to R 39 represents a structure that comprises a methyl group or a tert-butyl group.
5 . The organic light-emitting device according to claim 2 , wherein the partial structure Ir(L′) n in the general formula [1] comprises a partial structure represented by the general formula [3].
6 . The organic light-emitting device according to claim 1 , wherein the heterocycle-containing compound comprises a compound represented by the following general formula [6] or [7]:
in the formula [6] and the formula [7], a ring B 1 and a ring B 2 each represent an aromatic ring selected from a benzene ring, a naphthalene ring, a phenanthrene ring, a triphenylene ring, and a chrysene ring, and the ring B 1 and the ring B 2 may each further have a substituent, Y 1 and Y 2 each represent an alkyl group, or a substituted or unsubstituted aryl group, a and b each represent an integer of 0 to 4, when a represents 2 or more, multiple Y 1 's may be identical to or different from each other, and when b represents 2 or more, multiple Y 2 's may be identical to or different from each other, Ar 1 represents a divalent aryl group that may have a substituent or a divalent heterocyclic group that may have a substituent, Ar 2 represents a monovalent aryl group that may have a substituent or a heterocyclic group that may have a substituent, and p represents an integer of 0 to 4, and when p represents 2 or more, multiple Ar 1 's may be identical to or different from each other,
in the formula [6], W represents a nitrogen atom, and
in the formula [7], Z represents an oxygen atom or a sulfur atom.
7 . The organic light-emitting device according to claim 6 , wherein a heterocycle formed of the W, the ring B 1 , and the ring B 2 comprises any one of heterocycles represented in the following group A1; and
a heterocycle formed of the Z, the ring B 1 , and the ring B 2 comprises any one of heterocycles represented in the following group A2:
in the formulae, Q represents a nitrogen atom;
in the formulae, Q represents an oxygen atom or a sulfur atom.
8 . The organic light-emitting device according to claim 6 , wherein the heterocycle-containing compound represented by the formula [6] comprises a carbazole compound represented by the following general formula [8]:
in the formula [8], E 1 and E 2 each represent a hydrogen atom, an alkyl group, or a substituted or unsubstituted aryl group.
9 . The organic light-emitting device according to claim 6 , wherein the heterocycle-containing compound represented by the formula [7] comprises a dibenzothiophene compound represented by the following general formula [9]:
in the formula [9], E 3 to E 5 each represent a hydrogen atom, an alkyl group, or a substituted or unsubstituted aryl group.
10 . The organic light-emitting device according to claim 6 , wherein the heterocycle-containing compound represented by the formula [7] comprises a benzonaphtothiophene compound represented by the following general formula [10]:
in the formula [10], E 6 to E 9 each represent a hydrogen atom, an alkyl group, or a substituted or unsubstituted aryl group.
11 . The organic light-emitting device according to claim 6 , wherein the heterocycle-containing compound represented by the formula [7] comprises a benzophenanthrothiophene compound represented by the following general formula [11]:
in the formula [11], E 10 to E 12 each represent a hydrogen atom, an alkyl group, or a substituted or unsubstituted aryl group.
12 . The organic light-emitting device according to claim 6 , wherein the heterocycle-containing compound represented by the formula [7] comprises a dibenzoxanthene compound represented by the following general formula [12]:
in the formula [12], E 13 to E 18 each represent a hydrogen atom, an alkyl group, or a substituted or unsubstituted aryl group.
13 . The organic light-emitting device according to claim 6 , wherein the heterocycle-containing compound represented by the formula [7] comprises a dibenzoxanthene compound represented by the following general formula [13]:
in the formula [13], E 19 to E 24 each represent a hydrogen atom, an alkyl group, or a substituted or unsubstituted aryl group.
14 . The organic light-emitting device according to claim 8 , wherein in the heterocycle-containing compounds represented by the formulae [8] to [13], all of the E 1 to E 24 each represent a hydrogen atom.
15 . The organic light-emitting device according to claim 1 , wherein the organic compound layer comprises an emission layer;
the guest in the emission layer comprises the iridium complex represented by the formula [1]; and
the host comprises a heterocycle-containing compound.
16 . The organic light-emitting device according to claim 15 , wherein the organic compound layer further includes an assist material different from the host and the guest.
17 . The organic light-emitting device according to claim 16 , wherein the assist material comprises an iridium complex.
18 . The organic light-emitting device according to claim 1 , wherein the organic light-emitting device emits red light.
19 . A display apparatus comprising multiple pixels, wherein the pixels each include the organic light-emitting device according to claim 1 and an active device connected to the organic light-emitting device.
20 . An information processing apparatus comprising:
a display portion for displaying an image; and
an input portion for inputting image information,
wherein the display portion comprises the display apparatus according to claim 19 .
21 . A lighting apparatus comprising:
the organic light-emitting device according to claim 1 ; and
an inverter circuit connected to the organic light-emitting device.
22 . An image-forming apparatus comprising:
a photosensitive member;
charging unit for charging a surface of the photosensitive member;
exposing unit for exposing the photosensitive member to form an electrostatic latent image; and
developing unit for developing the electrostatic latent image formed on the surface of the photosensitive member,
wherein the exposing unit includes the organic light-emitting device according to claim 1 .
23 . An exposing apparatus for exposing a photosensitive member comprising a plurality of the organic light-emitting devices according to claim 1 , wherein the organic light-emitting devices are placed to form a line.
24 . The organic light-emitting device according to claim 9 , wherein in the heterocycle-containing compounds represented by the formulae [8] to [13], all of the E 1 to E 24 each represent a hydrogen atom.
25 . The organic light-emitting device according to claim 10 , wherein in the heterocycle-containing compounds represented by the formulae [8] to [13], all of the E 1 to E 24 each represent a hydrogen atom.
26 . The organic light-emitting device according to claim 11 , wherein in the heterocycle-containing compounds represented by the formulae [8] to [13], all of the E 1 to E 24 each represent a hydrogen atom.
27 . The organic light-emitting device according to claim 12 , wherein in the heterocycle-containing compounds represented by the formulae [8] to [13], all of the E 1 to E 24 each represent a hydrogen atom.
28 . The organic light-emitting device according to claim 13 , wherein in the heterocycle-containing compounds represented by the formulae [8] to [13], all of the E 1 to E 24 each represent a hydrogen atom.