JP2007027587A5

JP2007027587A5 -

Info

Publication number: JP2007027587A5
Application number: JP2005210638A
Authority: JP
Filing date: 2005-07-20
Publication date: 2010-09-09
Anticipated expiration: 2025-07-20

Claims

The compound represented by the following general formula (I).
(Where
R ¹¹ and R ¹² are each independently at least one of a hydrogen atom, an alkyl group, an optionally substituted aryl group, a substituted silyl group, an optionally substituted nitrogen-containing heterocyclic group, or a cyano group. And
R ^{13 to} R ¹⁶ are each independently an optionally substituted alkyl group or an optionally substituted aryl group;
X is an optionally substituted arylene group,
Y is an optionally substituted aryl group having 16 or less carbon atoms, a substituted boryl group, or an optionally substituted carbazole group; and
n is an integer of 0-3 each independently. )

The compound according to claim 1, which is represented by the following general formula (II).
(Where
R ¹¹ and R ¹² are each independently at least one of a hydrogen atom, an alkyl group, an optionally substituted aryl group, a substituted silyl group, an optionally substituted nitrogen-containing heterocyclic group, or a cyano group. And
R ^{13 to} R ¹⁶ are each independently an optionally substituted alkyl group or an optionally substituted aryl group;
R ²¹ and R ²² are each independently a hydrogen atom, an alkyl group, an optionally substituted aryl group, a substituted silyl group, an optionally substituted nitrogen-containing heterocyclic group, or cyano. At least one of the groups,
X ¹ is an optionally substituted arylene group having 20 or less carbon atoms,
each n is independently an integer from 0 to 3, and
m is an integer of 0-4 each independently. )

The compound according to claim 1, which is represented by the following general formula (III).
(Where
R ¹¹ and R ¹² are each independently at least one of a hydrogen atom, an alkyl group, an optionally substituted aryl group, a substituted silyl group, an optionally substituted nitrogen-containing heterocyclic group, or a cyano group. And
R ^{13 to} R ¹⁶ are each independently an optionally substituted alkyl group or an optionally substituted aryl group;
X ¹ is an optionally substituted arylene group having 20 or less carbon atoms, and
n is an integer of 0-3 each independently. )

The compound according to claim 1, which is represented by the following general formula (IV).
(Where
R ¹¹ and R ¹² are each independently at least one of a hydrogen atom, an alkyl group, an optionally substituted aryl group, a substituted silyl group, an optionally substituted nitrogen-containing heterocyclic group, or a cyano group. And
R ^{13 to} R ¹⁶ are each independently an optionally substituted alkyl group or an optionally substituted aryl group;
X ¹ is an optionally substituted arylene group having 10 or less carbon atoms,
Y ¹ is an optionally substituted aryl group having 14 or less carbon atoms, and
n is an integer of 0-3 each independently. )

Among the optionally substituted arylene groups represented by X ¹ and having 20 or less carbon atoms, the arylene moiety is independently any one of the following formulas (X-1) to (X-9): The compound according to claim 2 or 3 .
(Where
R ^a is each independently an alkyl group or an optionally substituted phenyl group. )

Of the optionally substituted arylene group having 10 or less carbon atoms represented by X ¹ , the aryl moiety is a phenylene group or a naphthylene group, and
Represented by Y ¹ are, among substituted optionally aryl group which may having 14 or less carbon atoms, the aryl moiety is any one of the following formulas (Y-1) ~ (Y -3), in claim 4 The described compound .

The compound of Claim 2 represented by a following formula (II-1).
(Where
R ^{31 to} R ³⁴ are each independently any of a methyl group, an isopropyl group, or a phenyl group, and
R ³⁵ and R ³⁶ are each independently any one of a hydrogen atom, a methyl group, an isopropyl group, and a phenyl group. )

The compound of Claim 2 represented by a following formula (II-2).
(Where
R ^{31 to} R ³⁴ are each independently any of a methyl group, an isopropyl group, or a phenyl group, and
R ³⁵ and R ³⁶ are each independently any one of a hydrogen atom, a methyl group, an isopropyl group, and a phenyl group. )

The compound of Claim 2 represented by a following formula (II-3).
(Where
R ^{31 to} R ³⁴ are each independently any of a methyl group, an isopropyl group, or a phenyl group, and
R ³⁵ and R ³⁶ are each independently any one of a hydrogen atom, a methyl group, an isopropyl group, and a phenyl group. )

The compound of Claim 2 represented by a following formula (II-4).
(Where
R ^{31 to} R ³⁴ are each independently any of a methyl group, an isopropyl group, or a phenyl group, and
R ³⁵ and R ³⁶ are each independently any one of a hydrogen atom, a methyl group, an isopropyl group, and a phenyl group. )

The compound of Claim 3 represented by a following formula (III-1).
(Where
R ^{31 to} R ³⁴ are each independently any of a methyl group, an isopropyl group, or a phenyl group, and
R ³⁵ and R ³⁶ are each independently any one of a hydrogen atom, a methyl group, an isopropyl group, and a phenyl group. )

The compound of Claim 4 represented by a following formula (IV-1).
(Where
R ^{31 to} R ³⁴ are each independently any of a methyl group, an isopropyl group, or a phenyl group, and
R ³⁵ and R ³⁶ are each independently any one of a hydrogen atom, a methyl group, an isopropyl group, and a phenyl group. )

The compound of Claim 4 represented by a following formula (IV-2).
(Where
R ^{31 to} R ³⁴ are each independently any of a methyl group, an isopropyl group, or a phenyl group, and
R ³⁵ and R ³⁶ are each independently any one of a hydrogen atom, a methyl group, an isopropyl group, and a phenyl group. )

The buffer layer material containing the compound in any one of Claims 1-13.

A light-emitting layer disposed between the anode and the cathode;
An electron transport layer disposed between the cathode and the light emitting layer;
A hole transport layer disposed between the anode and the light emitting layer;
A buffer layer disposed between the electron transport layer and the light-emitting layer and comprising the buffer layer material according to claim 14;
An organic electroluminescent device comprising:

The organic electroluminescent device according to claim 15, which is an organic electroluminescent device.

The light emitting layer has at least one material including at least one anthracene ring in the molecular structure or at least one material including at least one pyrene ring in the molecular structure, and has a fluorescence having a peak at an emission wavelength of 400 to 500 nm The organic electroluminescent element according to claim 16, comprising a luminescent material.

The organic electroluminescent device according to claim 17, wherein the fluorescent light-emitting material contains at least one substituted amino group, at least one perylene ring, or at least one coumarin skeleton in a molecular structure.

The organic electroluminescent element according to claim 15, wherein the electron transport layer contains at least one quinolinol complex represented by the following formula (V).
(Where
R _１1 ~ R _６6 Is a hydrogen atom, fluorine, an alkyl group, an aralkyl group, an alkenyl group, a cyano group, an alkoxy group, an optionally substituted aryl group, or an optionally substituted aromatic heterocyclic group,
M is Al, Ga, or Zn, and
n is an integer of 2 or 3. )

The organic electroluminescent element according to claim 15, wherein the electron transport layer contains at least one bipyridyl compound represented by the following formula (VI).
(Where
G represents a simple bond or an n-valent linking group,
n is an integer from 2 to 8 and
R _１1 ~ R _８8 Each independently represents a hydrogen atom, a substituent or G.
However, R _１1 ~ R _８8 At least one of them represents G. N, R _１1 ~ R _８8 And 2,2'-bipyridyl residues formed by the 2,2'-bipyridyl nucleus may be the same or different, and R _１1 ~ R _８8 The adjacent substituents may be condensed with each other to form a ring. )

The organic electroluminescent element according to claim 15, wherein the electron transport layer contains at least one phenanthroline compound represented by the following formula (VII).
(Where
G represents a simple bond or an n-valent linking group,
n is an integer from 2 to 8 and
R _１1 ~ R _８8 Each independently represents a hydrogen atom, a substituent or G.
However, R _１1 ~ R _８8 At least one of them represents G. N, R _１1 ~ R _８8 And the phenanthroline residue formed in the phenanthroline nucleus may be the same or different, and R _１1 ~ R _８8 The adjacent substituents may be condensed with each other to form a ring. )

The organic electroluminescent element according to claim 15, wherein the electron transport layer contains at least one imidazole compound represented by the following formula (VIII).
(Where
n is an integer of 2 to 8,
R and R 'are each independently hydrogen, alkyl having 1 to 24 carbon atoms, aryl or heteroatom-substituted aryl, and
L is an aryl group which may be substituted. )

Display device comprising the organic electroluminescent device according to any one of claims 15 to 22.

An illumination device comprising the organic electroluminescent element according to any one of claims 15 to 22 .