Light-emitting element containing organic iridium exhibits blue-green to blue light emission

Patent metadata

Field	Value
Publication number	US-9741946-B2
Application number	US-201314134644-A
Country	US
Kind code	B2
Filing date	Dec 19, 2013
Priority date	Dec 20, 2012
Publication date	Aug 22, 2017
Grant date	Aug 22, 2017

Abstract

An organometallic complex which can be provided at low cost and which emits blue phosphorescence is provided. An organometallic complex in which nitrogen at the 1-position of a 5-aryl-4H-1,2,4-triazole derivative is coordinated to a Group 9 metal or a Group 10 metal, the aryl group is bonded to the Group 9 metal or the Group 10 metal, and the 5-aryl-4H-1,2,4-triazole derivative is a 3-aryl-5,6,7,8-tetrahydro-4H-[1,2,4]triazolo[4,3-a]pyridine derivative is provided. The organometallic complex emits green to blue phosphorescence and is also advantageous in terms of cost.

First claim

What is claimed is:

1. A light-emitting element comprising a layer containing an organic compound between a pair of electrodes,
wherein the light-emitting element exhibits blue-green to blue light emission,
wherein the organic compound contains iridium,
wherein the organic compound contains a ligand,
wherein the ligand contains 4H-triazole skeleton,
wherein by ToF-SIMS, the 4H-triazole skeleton gives signals around m/z=41, m/z=55, and the ligand gives signals around m/z=200 at least at a depth of the layer containing the organic compound.

2. The light-emitting element according to claim 1 , wherein the ligand further gives a signal around m/z=104 at least at the depth.

3. The light-emitting element according to claim 1 , wherein, in a range of m/z=250 to 380, the organic compound further gives at least 10 signals having similar shapes at intervals of around m/z=12 to 14 at least at the depth.

4. The light-emitting element according to claim 1 , wherein the organic compound further gives a signal at m/z=388 at least at the depth.

5. The light-emitting element according to claim 1 ,
wherein the layer containing the organic compound is analyzed by the ToF-SIMS using Bi 3 ++ as a primary ion with an irradiation, and
wherein the irradiation amount of the primary ion in the ToF-SIMS-is greater than or equal to 8×10 10 ions/cm 2 and less than or equal to 1.0×10 12 ions/cm 3 .

6. The light-emitting element according to claim 1 , wherein the light emission is phosphorescence.

7. A light-emitting element comprising a layer containing an organic compound between a pair of electrodes,
wherein the light-emitting element exhibits blue light emission,
wherein the organic compound contains iridium,
wherein, by ToF-SIMS, the organic compound gives a signal around m/z=589 at least at a depth of the layer containing the organic compound, and
wherein the organic compound comprises a ligand represented by the following structure:

8. The light-emitting element according to claim 7 , wherein the organic compound further gives a signal around m/z=200 at least at the depth.

9. The light-emitting element according to claim 7 , wherein the organic compound further gives signals around m/z=41, m/z=55, and m/z=104 at least at the depth.

10. The light-emitting element according to claim 7 , wherein, in a range of m/z=250 to 380, the organic compound further gives at least 10 signals having similar shapes at intervals of around m/z=12 to 14 at least at the depth.

11. The light-emitting element according to claim 7 , wherein the organic compound further gives a signal at m/z=388 at least at the depth.

12. The light-emitting element according to claim 7 , wherein the organic compound further gives a signal at m/z=787 at least at the depth.

13. The light-emitting element according to claim 7 ,
wherein the layer containing the organic compound is analyzed by the ToF-SIMS using Bi 3 ++ as a primary ion with an irradiation, and
wherein the irradiation amount of the primary ion in the ToF-SIMS is greater than or equal to 8×10 10 ions/cm 2 and less than or equal to 1.0×10 12 ions/cm 3 .

14. An electronic device comprising:
a housing; and
a display portion comprising the light-emitting element according to claim 1 ,
wherein the electronic device is selected from the group consisting of a television set, a computer, a portable game machine, and a mobile phone.

15. An electronic device comprising:
a housing; and
a display portion comprising the light-emitting element according to claim 7 ,
wherein the electronic device is selected from the group consisting of a television set, a computer, a portable game machine, and a mobile phone.

16. The light-emitting element according to claim 1 , wherein the ligand comprises the following structure:

17. The light-emitting element according to claim 7 , wherein the organic compound is represented by the following structure:

18. The light-emitting element according to claim 1 , wherein the signals around m/z=41 and m/z=55 m/z=104, and m/z=200 are detected from one kind of molecules.

19. The light-emitting element according to claim 1 , wherein the ligand further gives a signal around m/z=589 at least at the depth.

20. A light-emitting element comprising a layer containing an organic compound between a pair of electrodes,
wherein the light-emitting element exhibits blue-green to blue light emission,
wherein the organic compound contains iridium,
wherein the organic compound contains a ligand,
wherein the ligand contains 4H-triazole skeleton,
wherein the 4H-triazole skeleton is identified by values at m/z=41 and m/z=55, and the ligand is identified by a value at m/z=200.

21. The light-emitting element according to claim 20 , wherein a value m/z=104 is obtained from the ligand.

22. The light-emitting element according to claim 20 , wherein a value m/z=388 is obtained from the organic compound.

23. The light-emitting element according to claim 20 ,
wherein the layer containing the organic compound is analyzed by the ToF-SIMS using Bi 3 ++ as a primary ion with an irradiation, and
wherein the irradiation amount of the primary ion in the ToF-SIMS-is greater than or equal to 8×10 10 ions/cm 2 and less than or equal to 1.0×10 12 ions/cm 3 .

24. An electronic device comprising:
a housing; and
a display portion comprising the light-emitting element according to claim 20 ,
wherein the electronic device is selected from the group consisting of a television set, a computer, a portable game machine, and a mobile phone.

25. The light-emitting element according to claim 20 , wherein the ligand comprises the following structure:

Assignees

• Semiconductor Energy Lab

Inventors

• Inoue Hideko
• Yamada Yui
• Ohsawa Nobuharu
• Seo Satoshi

Classifications

• H01L51/0072

  Electricity · mapped topic

• H01J1/63

  characterised by the luminescent material · CPC title

• C09K2211/1011

  Condensed systems · CPC title

• H01L51/5016

  Electricity · mapped topic

• C09K2211/1059

  containing three nitrogen atoms as heteroatoms · CPC title