IP Library › Granted Patent US 9,954,189
Granted Patent B2
US 9,954,189 · App. 14/833,976 · Granted Apr 24, 2018

Organic metal compound and organic light-emitting device employing the same

Inventors: Teng-Chih Chao (Hsinchu, TW); Ching-Hui Chou (New Taipei, TW); Han-Cheng Yeh (Taipei, TW); Meng-Hao Chang (New Taipei, TW)
Assignee: INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE
H01L51/0085C07F15/0033C09K11/025C09K11/06C09K2211/1007C09K2211/1037C09K2211/185H01L51/5016
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Quick Facts
Patent No.
US 9,954,189
App. No.
14/833,976
Granted
Apr 24, 2018
Kind
B2
Abstract

Organic metal compounds and organic electroluminescence devices employing the same are provided. The organic metal compound has a chemical structure represented below: wherein R 1 , R 2 , R 3 , R 4 , and R 5 are independent and can be hydrogen, halogen, C 1-8 alkyl or C 1-8 alkoxy; L can be acetylacetone ligand, picolinic acid ligand, N, N′-diisopropylbenzamidinate, or N, N′-diisopropyl-diisopropyl-guanidinate.

Claims (33)

1. An organic metal compound, having a structure as defined by Formula (I):

wherein, R 1 , R 2 , R 3 , R 4 , and R 5 are independently hydrogen, halogen, C 1-8 alkyl group, or C 1-8 alkoxy group; L is acetylacetone ligand, picolinic acid ligand, N, N′-diisopropylbenzamidinate ligand, or N, N′-diisopropyl-diisopropyl-guanidinate ligand.

2. The organic metal compound as claimed in claim 1 , wherein the halogen is fluorine.

3. The organic metal compound as claimed in claim 1 , wherein the C 1-8 alkyl group is tert-butyl group.

4. The organic metal compound as claimed in claim 1 , wherein the organic metal compound has a structure as defined by Formula (II):

wherein, R 1 and R 5 are independently hydrogen, halogen, C 1-8 alkyl group, or C 1-8 alkoxy group, R 3 is halogen, C 1-8 alkyl group, or C 1-8 alkoxy group; L is acetylacetone ligand, picolinic acid ligand, N, N′-diisopropylbenzamidinate ligand, or N, N′-diisopropyl-diisopropyl-guanidinate ligand.

5. The organic metal compound as claimed in claim 4 , wherein the halogen is fluorine.

6. The organic metal compound as claimed in claim 4 , wherein the C 1-8 alkyl group is tert-butyl group.

7. The organic metal compound as claimed in claim 1 , wherein the organic metal compound has a structure as defined by Formula (III):

wherein, R 1 is hydrogen, halogen, C 1-8 alkyl group, or C 1-8 alkoxy group, R 3 is halogen, C 1-8 alkyl group, or C 1-8 alkoxy group; L is acetylacetone ligand, picolinic acid ligand, N, N′-diisopropylbenzamidinate ligand, or N, N′-diisopropyl-diisopropyl-guanidinate ligand.

8. The organic metal compound as claimed in claim 7 , wherein the halogen is fluorine.

9. The organic metal compound as claimed in claim 7 , wherein the C 1-8 alkyl group is tert-butyl group.

10. An organic light-emitting device, comprising:

a pair of electrodes; and

an organic light-emitting element disposed between the electrodes, wherein the organic light-emitting element comprises an organic metal compound having a structure as defined by Formula (I):

wherein, R 1 , R 2 , R 3 , R 4 , and R 5 are independently hydrogen, halogen, C 1-8 alkyl group, or C 1-8 alkoxy group; L is acetylacetone ligand, picolinic acid ligand, N, N′-diisopropylbenzamidinate ligand, or N, N′-diisopropyl-diisopropyl-guanidinate ligand.

11. The organic light-emitting device as claimed in claim 10 , wherein the organic metal compound has a structure as defined by Formula (II):

wherein, R 1 and R 5 are independently hydrogen, halogen, C 1-8 alkyl group, or C 1-8 alkoxy group, R 3 is halogen, C 1-8 alkyl group, or C 1-8 alkoxy group; L is acetylacetone ligand, picolinic acid ligand, N, N′-diisopropylbenzamidinate ligand, or N, N′-diisopropyl-diisopropyl-guanidinate ligand.

12. The organic light-emitting device as claimed in claim 10 , wherein the organic metal compound has a structure as defined by Formula (III):

wherein, R 1 is hydrogen, halogen, C 1-8 alkyl group, or C 1-8 alkoxy group; R 3 is halogen, C 1-8 alkyl group, or C 1-8 alkoxy group; L is acetylacetone ligand, picolinic acid ligand, N, N′-diisopropylbenzamidinate ligand, or N, N′-diisopropyl-diisopropyl-guanidinate ligand.

13. The organic light-emitting device as claimed in claim 10 , wherein the halogen is fluorine.

14. The organic light-emitting device as claimed in claim 10 , wherein the C 1-8 alkyl group is tert-butyl group.

15. An organic light-emitting device, comprising:

a pair of electrodes; and

an organic light-emitting element disposed between the electrodes, wherein the organic light-emitting element comprises a light-emitting layer, and the light-emitting layer comprises a host material and a dopant material, and wherein the dopant material has a structure as defined by Formula (I):

wherein, R 1 , R 2 , R 3 , R 4 , and R 5 are independently hydrogen, halogen, C 1-8 alkyl group, or C 1-8 alkoxy group; L is acetylacetone ligand, picolinic acid ligand, N, N′-diisopropylbenzamidinate ligand, or N, N′-diisopropyl-diisopropyl-guanidinate ligand.

16. The organic light-emitting device as claimed in claim 15 , wherein the dopant material has a structure as defined by Formula (II):

wherein, R 1 and R 5 are independently hydrogen, halogen, C 1-8 alkyl group, or C 1-8 alkoxy group, R 3 is halogen, C 1-8 alkyl group, or C 1-8 alkoxy group; L is acetylacetone ligand, picolinic acid ligand, N, N′-diisopropylbenzamidinate ligand, or N, N′-diisopropyl-diisopropyl-guanidinate ligand.

17. The organic light-emitting device as claimed in claim 15 , wherein the dopant material has a structure as defined by Formula

wherein, R 1 is hydrogen, halogen, C 1-8 alkyl group, or C 1-8 alkoxy group, R 3 is halogen, C 1-8 alkyl group, or C 1-8 alkoxy group; L is acetylacetone ligand, picolinic acid ligand, N, N′-diisopropylbenzamidinate ligand, or N, N′-diisopropyl-diisopropyl-guanidinate ligand.

18. The organic light-emitting device as claimed in claim 15 , wherein the halogen is fluorine.

19. The organic light-emitting device as claimed in claim 15 , wherein the C 1-8 alkyl group is tort-butyl group.

20. The organic light-emitting device as claimed in claim 15 , wherein the organic light-emitting element emits red light or orange light under a bias voltage.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 25, 2015
From: CHAO, TENG-CHIH; CHOU, CHING-HUI; YEH, HAN-CHENG; CHANG, MENG-HAO
To: INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE
Reel/Frame 036415/0939 →
Priority Claims (2)
TW 103141946 A · Dec 3, 2014 · national
TW 104106786 A · Mar 4, 2015 · national
Continuity (1)
Related Publication 20160164006A1 · Jun 9, 2016