Organic light emitting element

Patent metadata

Field	Value
Publication number	US-9818957-B2
Application number	US-201514784333-A
Country	US
Kind code	B2
Filing date	Feb 2, 2015
Priority date	Feb 3, 2014
Publication date	Nov 14, 2017
Grant date	Nov 14, 2017

Abstract

Provided is an organic light emitting element having stable performance in the air. The organic light emitting element includes: an anode; a cathode; and a first organic compound layer placed between the anode and the cathode, in which: the organic light emitting element further includes a first organic compound layer placed between the cathode and the emission layer, and a second organic compound layer placed between the emission layer and the first organic compound layer, and brought into contact with the first organic compound layer; the first organic compound layer contains a first organic compound; the second organic compound layer contains a second organic compound; and the first organic compound includes an organic compound represented by the following general formula [1], and the second organic compound includes an organic compound different from the first organic compound

First claim

The invention claimed is:

1. An organic light emitting element comprising:
an anode;
a cathode; and
an emission layer placed between the anode and the cathode,

wherein the organic light emitting element further comprises:
a first organic compound layer placed between the cathode and the emission layer, and
a second organic compound layer placed between the emission layer and the first organic compound layer, and brought into contact with the first organic compound layer;

wherein the first organic compound layer comprises a first organic compound;
wherein the second organic compound layer comprises a second organic compound;
wherein the first organic compound comprises an organic compound represented by the following general formula [1]; and
wherein the second organic compound comprises an organic compound different from the first organic compound,

in the formula [1], R 1 to R 6 each represent a hydrogen atom or a substituent selected from a fluorine atom, an alkyl group, an alkoxy group, an aryl group and a heteroaryl group; when any one of R 1 to R 6 represents an alkyl group or an alkoxy group, the alkyl group or the alkoxy group may further have a fluorine atom; and when any one of R 1 to R 6 represents an aryl group or a heteroaryl group, the aryl group or the heteroaryl group may further have a fluorine atom, an alkyl group, an alkoxy group, or an amino group.

2. The organic light emitting element according to claim 1 , wherein the first organic compound layer comprises a layer brought into contact with the cathode.

3. An organic light emitting element comprising:
an anode;
a cathode; and
an emission layer placed between the anode and the cathode,
wherein the organic light emitting element further comprises an organic compound layer placed between the emission layer and the cathode;
wherein the organic compound layer contains a first organic compound and a second organic compound;
wherein the first organic compound comprises an organic compound represented by the following general formula [1]; and
wherein the second organic compound comprises an organic compound different from the first organic compound,

in the formula [1], R 1 to R 6 each represent a hydrogen atom or a substituent selected from a fluorine atom, an alkyl group, an alkoxy group, an aryl group and a heteroaryl group; when any one of R 1 to R 6 represents an alkyl group or an alkoxy group, the alkyl group or the alkoxy group may further have a fluorine atom; and when any one of R 1 to R 6 represents an aryl group or a heteroaryl group, the aryl group or the heteroaryl group may further have a fluorine atom, an alkyl group, an alkoxy group, or an amino group.

4. The organic light emitting element according to claim 3 , wherein the organic compound layer comprises a layer brought into contact with the cathode.

5. The organic light emitting element according to claim 3 , wherein a content of the second organic compound is more than 0 wt % and 80 wt % or less with respect to a total of the first organic compound and the second organic compound.

6. The organic light emitting element according to claim 1 , wherein the first organic compound and the second organic compound satisfy the following formula [2]:
| V red −V ox |≦1.0 V  [2]

in the formula [2], V red represents a first reduction potential value of the second organic compound and V ox represents a first oxidation potential value of the first organic compound.

7. The organic light emitting element according to claim 6 , wherein the first organic compound and the second organic compound satisfy the following formula [5]:
| V red −V ox |≦0.5 V  [5]

in the formula [5], V red represents a first reduction potential value of the second organic compound and V ox represents a first oxidation potential value of the first organic compound.

8. The organic light emitting element according to claim 1 , wherein the second organic compound comprises a compound represented by any one of the following general formulae [3-1] to [3-21], [4-1], and [4-2]:

in the formulae [3-1] to [3-21], [4-1], and [4-2], R 21 to R 99 and R 103 to R 159 each represent a hydrogen atom or a substituent selected from a fluorine atom, an alkyl group, an alkoxy group, an aryl group and a heteroaryl group, and when any one of R 21 to R 99 and R 103 to R 159 represents an aryl group or a heteroaryl group, the aryl group or the heteroaryl group may further have an alkyl group, an alkoxy group, an aryl group, a heteroaryl group, or a fluorine atom;
in the formula [4-1], a unit Q represents a basic structure represented by any one of the formulae [3-1] to [3-21] or a partial structure including an aromatic ring having 6 to 30 carbon atoms, m represents an integer of from 0 to 6, and a unit P represents any one of the following substituents:

in the formulae, R 100 and R 101 each represent a hydrogen atom or a substituent selected from an alkyl group, an alkoxy group, an aryl group, a heteroaryl group and a fluorine atom, and when any one of R 100 and R 101 represents an aryl group or a heteroaryl group, the aryl group or the heteroaryl group may further have an alkyl group, an alkoxy group, an aryl group, a heteroaryl group, or a fluorine atom, and * represents a bonding hand with the unit Q; and
in the formula [4-2], a unit T represents a partial structure including an aromatic ring having 6 to 30 carbon atoms or a partial structure including a five- or six-membered heterocyclic structure formed of a carbon atom and an oxygen atom, n represents an integer of from 0 to 6, and a unit Z represents any one of the following substituents:

in the formulae, R 102 represents a substituent selected from a hydrogen atom, an alkyl group, an alkoxy group, an aryl group, a heteroaryl group and a fluorine atom, and when R 102 represents an aryl group or a heteroaryl group, the aryl group or the heteroaryl group may further have an alkyl group, an alkoxy group, an aryl group, a heteroaryl group, or a fluorine atom, and ★ represents a bonding hand with the unit T.

9. The organic light emitting element according to claim 1 , wherein the first organic compound comprises an organic compound represented by the following general formula [6]:

in the general formula [6], Ar 1 and Ar 2 each represent an aryl group that may have a fluorine atom, an alkyl group, an alkoxy group, or an amino group.

10. The organic light emitting element according to claim 1 , wherein the first organic compound comprises an organic compound represented by the following general formula [8]:

in the general formula [8], all of R 203 to R 206 represent aryl groups, and R 211 to R 220 each represent a hydrogen atom or a substituent

Assignees

• Canon Kk

Inventors

• Nishide Yosuke
• Kamatani Jun
• Ohrui Hiroki
• Matsuda Yojiro
• Muratsubaki Masanori
• Shiobara Satoru
• Takahashi Tetsuo
• Iida Haruna

Classifications

• C07D213/64

  attached in position 2 or 6 · CPC title

• C07D471/06

  Peri-condensed systems · CPC title

• C07D251/24

  to three ring carbon atoms · CPC title

• C07D213/22

  containing two or more pyridine rings directly linked together, e.g. bipyridyl · CPC title

• C07D333/76

  Dibenzothiophenes · CPC title