Organic electroluminescence device and organic light emitting medium

Patent metadata

Field	Value
Publication number	US-9960358-B2
Application number	US-201715638805-A
Country	US
Kind code	B2
Filing date	Jun 30, 2017
Priority date	Jul 19, 2002
Publication date	May 1, 2018
Grant date	May 1, 2018

Abstract

An organic electroluminescence device having a layer of an organic light emitting medium which comprises (A) a specific arylamine compound and (B) at least one compound selected from specific anthracene derivatives, spirofluorene derivatives, compounds having condensed rings and metal complex compounds and is disposed between a pair of electrodes and an organic light emitting medium comprising the above components (A) and (B) are provided. The organic electroluminescence device exhibits a high purity of color, has excellent heat resistance and a long life and efficiently emits bluish to yellowish light. The organic light emitting medium can be advantageously used for the organic electroluminescence device.

First claim

The invention claimed is:

1. An electroluminescence device, comprising:
a pair of electrodes; and
a layer of an organic light emitting medium disposed between the pair of electrodes;
wherein:
the layer of the organic light emitting medium comprises:
(A) an arylamine compound represented by formula (V-a):

where:
X 3 is an unsubstituted pyrene;
each of A 15 to A 18 is independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms or a substituted or unsubstituted aryl group having 5 to 50 carbon atoms;
g, h, i, and j are each an integer of 0 to 5, provided that at least one of g, h, i, and j is at least one and at least one of A 15 to A 18 is a substituted or unsubstituted secondary or tertiary alkyl group having 3 to 10 carbon atoms;
n is 1; and
when any of g, h, i, and j is an integer of 2 or greater, two or more of A 15 to A 18 may be the same or different and may be bonded to each other to form a saturated or unsaturated ring; and
(B) an anthracene derivative represented by formula (II):
A 3 -An-A 4   (II)

where:
An is an unsubstituted divalent anthracene residue;
each of A 3 and A 4 is independently a substituted or unsubstituted aryl group having 6 to 40 carbon atoms; and
at least one of A 3 and A 4 is a substituted or unsubstituted monovalent condensed aromatic ring group or a substituted or unsubstituted aryl group having 10 or more carbon atoms;
a weight ratio of component (A) to component (B) in the the organic light emitting medium is 1:99 to 20:80; and
the organic light emitting medium does not include a styryl aryl compound.

2. The electroluminescence device according to claim 1 , wherein each of A 15 to A 18 is independently a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms.

3. The electroluminescence device according to claim 1 , wherein each of A 15 to A 18 is independently an unsubstituted alkyl group having 1 to 50 carbon atoms.

4. The electroluminescence device according to claim 2 , wherein the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, and a stearyl group.

5. The electroluminescence device according to claim 2 , wherein the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, and an isopropyl group.

6. The electroluminescence device according to claim 3 , wherein the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, and a stearyl group.

7. The electroluminescence device according to claim 3 , wherein the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, and an isopropyl group.

8. The electroluminescence device according to claim 1 , wherein each substituent of each substituted group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkoxyl group having 1 to 6 carbon atoms, an aryloxyl group having 5 to 18 carbon atoms, an aralkyloxyl group having 7 to 18 carbon atoms, an arylamino group having 5 to 16 carbon atoms, a nitro group, a cyano group, an ester group having 1 to 6 carbon atoms, and a halogen atom.

9. The electroluminescence device according to claim 2 , wherein each substituent of each substituted group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkoxyl group having 1 to 6 carbon atoms, an aryloxyl group having 5 to 18 carbon atoms, an aralkyloxyl group having 7 to 18 carbon atoms, an arylamino group having 5 to 16 carbon atoms, a nitro group, a cyano group, an ester group having 1 to 6 carbon atoms, and a halogen atom.

10. The electroluminescence device according to claim 1 , wherein:
when any of A 15 to A 18 is an alkyl group, the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, and a stearyl group; and
when any of A 15 to A 18 is an aryl group, the aryl group is selected from the group consisting of a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, an anthryl group, and a pyrenyl group.

11. The electroluminescence device according to claim 1 , wherein:
when any of A 15 to A 18 is an alkyl group, the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, and an isopropyl group; and
when any of A 15 to A 18 is an aryl group, the aryl group is a phenyl group.

12. The electroluminescence device according to claim 1 , wherein:
when any of A 15 to A 18 is an alkyl group, the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, and a stearyl group;
when any of A 15 to A 18 is an aryl group, the aryl group is selected from the group consisting of a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, an anthryl group, and a pyrenyl group; and
each substituent of each substituted group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkoxyl group having 1 to 6 carbon atoms, an aryloxyl group having 5 to 18 carbon atoms, an aralkyloxyl group having 7 to 18 carbon atoms, an arylamino group having 5 to 16 carbon atoms, a nitro group, a cyano group, an ester group having 1 to 6 carbon atoms, and a halogen atom.

13. The electroluminescence device according to claim 1 , wherein:
when any of A 15 to A 18 is an alkyl group, the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, and an isopropyl group;
when any of A 15 to A 18 is an aryl group, the aryl group is a phenyl group; and
each substituent of each substituted group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkoxyl group having 1 to 6 carbon atoms, an aryloxyl group having 5 to 18 carbon atoms, an aralkyloxyl group having 7 to 18 carbon atoms, an arylamino group having 5 to 16 carbon atoms, a nitro group, a cyano group, an ester group having 1 to 6 carbon atoms, and a halogen atom.

14. The electroluminescence device according to claim 1 , wherein each of A 15 to A 18 is independently an unsubstituted alkyl group having 1 to 50 carbon atoms or an unsubstituted aryl group having 5 to 50 carbon atoms.

15. The electroluminescence device according to claim 14 , wherein:
the alkyl group is selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, and a stearyl group; and
the aryl group is selected from the group consisting of a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, an anthryl group, and a pyrenyl group.

Assignees

• Idemitsu Kosan Co

Inventors

• Matsuura Masahide
• Funahashi Masakazu
• Fukuoka Kenichi
• Hosokawa Chishio

Classifications

• H01L51/0056

  Electricity · mapped topic

• C09K2211/1018

  Heterocyclic compounds · CPC title

• H01L51/0058 Primary

  Electricity · mapped topic

• H01L51/0072

  Electricity · mapped topic

• C09K2211/1007

  Non-condensed systems · CPC title