Organic metal compound, organic light-emitting devices employing the same

Patent metadata

Field	Value
Publication number	US-10340466-B2
Application number	US-201615361239-A
Country	US
Kind code	B2
Filing date	Nov 25, 2016
Priority date	Nov 26, 2015
Publication date	Jul 2, 2019
Grant date	Jul 2, 2019

Abstract

Organic metal compounds, and organic light-emitting devices employing the same are provided. The organic metal compound has a chemical structure represented by Formula (I) or Formula (II):

wherein, R 1 is hydrogen, C 1-12 alkyl, C 1-12 alkoxy, amine, C 2-6 alkenyl, C 2-6 alkynyl, C 5-10 cycloalkyl, C 3-12 heteroaryl, or C 6-12 aryl; R 2 , R 3 , R 4 , and R 5 can be hydrogen, halogen, C 1-12 alkyl, C 1-12 alkoxy, C 1-12 fluoroalkyl; R 6 and R 7 are independent and can be C 1-6 alkyl, or phenyl; R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , and R 15 can be hydrogen, halogen, C 1-12 alkyl, C 1-12 fluoroalkyl, or two adjacent groups of R 2 , R 3 , R 4 , R 5 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 and R 15 are optionally combined with the carbon atoms which they are attached to, to form a cycloalkyl group, or aryl; m is 1 or 2; and, n is 0 or 1.

First claim

What is claimed is:

1. An organic metal compound, having a structure of Formula (I) or Formula (II):

wherein, R 1 is independently hydrogen, C 1-12 alkyl group, C 1-12 alkoxy group, amine, C 2-6 alkenyl group, C 2-6 alkynyl group, C 5-10 cycloalkyl group, C 3-12 heteroaryl group, or C 6-12 aryl group; R 2 , R 3 , R 4 , and R 5 are independently hydrogen, halogen, C 1-12 alkyl group, C 1-12 alkoxy group, C 1-12 fluoroalkyl group, or two adjacent groups of R 2 , R 3 , R 4 , and R 5 are optionally combined with the carbon atoms which they are attached to, to form a cycloalkyl group, or aryl group; R 6 and R 7 are independent C 1-6 alkyl group, or phenyl group; R 8 , R 9 , R 10 , and R 11 are independently hydrogen, halogen, C 1-12 alkyl group, C 1-12 fluoroalkyl group, or two adjacent groups of R 8 , R 9 , R 10 , and R 11 are optionally combined with the carbon atoms which they are attached to, to form a cycloalkyl group, or aryl group; R 12 , R 13 , R 14 , and R 15 are independently hydrogen, halogen, C 1-12 alkyl group, C 1-12 fluoroalkyl group, or two adjacent groups of R 12 , R 13 , R 14 , and R 15 are optionally combined with the carbon atoms which they are attached to, to form a cycloalkyl group, or aryl group; m is 1 or 2; and, n is 0 or 1.

2. The organic metal compound as claimed in claim 1 , wherein each R 1 is independently hydrogen, methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, tert-butyl group, pentyl group, hexyl group, cyclohexyl group, phenyl group, biphenyl group, or naphthyl group.

3. The organic metal compound as claimed in claim 1 , wherein R 2 , R 3 , R 4 , and R 5 are independently hydrogen, fluorine, methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, tert-butyl group, pentyl group, hexyl group, fluoromethyl, fluoroethyl, methoxy, ethoxy, propoxy, or isopropoxy, or R 3 and R 4 are combined with the carbon atoms which they are attached to, to form a phenyl group.

4. The organic metal compound as claimed in claim 1 , wherein at least one of R 1 , R 2 , R 3 , R 4 , and R 5 is not hydrogen.

5. The organic metal compound as claimed in claim 1 , wherein R 6 and R 7 are independently methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, tert-butyl group, pentyl group, hexyl group, or phenyl group.

6. The organic metal compound as claimed in claim 1 , wherein R 8 , R 9 , R 10 , and R 11 are independently hydrogen, fluorine, methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, tert-butyl group, pentyl group, hexyl group, fluoromethyl, or fluoroethyl, or R 9 and R 10 are combined with the carbon atoms which they are attached to, to form a phenyl group, and/or R 10 and R 11 are combined with the carbon atoms which they are attached to, to form a phenyl group.

7. The organic metal compound as claimed in claim 1 , wherein R 12 , R 13 , R 14 , and R 15 are independently hydrogen, fluorine, methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, tert-butyl group, pentyl group, hexyl group, fluoromethyl, or fluoroethyl, or R 12 and R 13 are combined with the carbon atoms which they are attached to, to form a phenyl group, and/or R 13 and R 14 are combined with the carbon atoms which they are attached to, to form a phenyl group.

8. The organic metal compound as claimed in claim 1 , wherein the organic metal compound is

R 2 , R 3 , R 4 , and R 5 are independently hydrogen, halogen, C 1-12 alkyl group, C 1-12 alkoxy group, C 1-12 fluoroalkyl group, or two adjacent groups of R 2 , R 3 , R 4 , and R 5 are optionally combined with the carbon atoms which they are attached to, to form a cycloalkyl group, or aryl group; R 6 and R 7 are independent C 1-6 alkyl group, or phenyl group; and, n is 0 or 1.

9. The organic metal compound as claimed in claim 8 , wherein at least one of R 2 , R 3 , R 4 , and R 5 is not hydrogen.

10. The organic metal compound as claimed in claim 1 , wherein the organic metal compound is

R 1 is independently hydrogen, C 1-12 alkyl group, C 1-12 alkoxy group, amine, C 2-6 alkenyl group, C 2-6 alkynyl group, C 5-10 cycloalkyl group, C 3-12 heteroaryl group, or C 6-12 aryl group; and, R 2 , R 3 , R 4 , and R 5 are independently hydrogen, halogen, C 1-12 alkyl group, C 1-12 alkoxy group, C 1-12 fluoroalkyl group, or two adjacent groups of R 2 , R 3 , R 4 , and R 5 are optionally combined with the carbon atoms which they are attached to, to form a cycloalkyl group, or aryl group.

11. The organic metal compound as claimed in claim 1 , wherein the organic metal compound is

R 1 is independently hydrogen, C 1-12 alkyl group, C 1-12 alkoxy group, amine, C 2-6 alkenyl group, C 2-6 alkynyl group, C 5-10 cycloalkyl group, C 3-12 heteroaryl group, or C 6-12 aryl group; and, R 2 , R 3 , R 4 , and R 5 are independently hydrogen, halogen, C 1-12 alkyl group, C 1-12 alkoxy group, C 1-12 fluoroalkyl group, or two adjacent groups of R 2 , R 3 , R 4 , and R 5 are optionally combined with the carbon atoms which they are attached to, to form a cycloalkyl group, or aryl group.

12. The organic metal compound as claimed in claim 1 , wherein R 1 is independently hydrogen, or C 1-12 alkyl group; R 2 , R 3 , R 4 , and R 5 are independently hydrogen, halogen, C 1-12 alkyl group, C 1-12 alkoxy group, or two adjacent groups of R 2 , R 3 , R 4 , and R 5 are optionally combined with the carbon atoms which they are attached to, to form an aryl group; and R 6 and R 7 are independent C 1-6 alkyl group.

13. The organic metal compound as claimed in claim 1 , wherein the organic metal compound is

14. The organic metal compound as claimed in claim 1 , wherein the organic metal compound is

R 1 is independently hydrogen, C 1-12 alkyl group, C 1-12 alkoxy group, amine, C 2-6 alkenyl group, C 2-6 alkynyl group, C 5-10 cycloalkyl group, C 3-12 heteroaryl group, or C 6-12 aryl group; R 2 , R 3 , R 4 , and R 5 are independently hydrogen, halogen, C 1-12 alkyl group, C 1-12 alkoxy group, C 1-12 fluoroalkyl group, or two adjacent groups of R 2 , R 3 , R 4 , and R 5 are optionally combined with the carbon atoms which they are attached to, to form a cycloalkyl group, or aryl group; and, m is 1 or 2.

15. The organic metal compound as claimed in claim 1 , wherein the organic metal compound is

R 1 is independently hydrogen, C 1-12 alkyl group, C 1-12 alkoxy group, amine, C 2-6 alkenyl group, C 2-6 alkynyl group, C 5-10 cycloalkyl group, C 3-12 heteroaryl group, or C 6-12 aryl g

Assignees

• Ind Tech Res Inst

Inventors

• Lin Jin-Sheng
• Cheng Yung-Chen
• Liou Jia-Lun
• Huang Pang-Chi
• Wu Cheng-An
• Chang Meng-Hao
• Jiang Bing-Huang
• Yeh Han-Cheng
• Ku Chun-Neng
• Tseng Mei-Rurng
• Liao Jung-Yu
• Kao Jui-Chih

Classifications

• C09K2211/1011

  Condensed systems · CPC title

• C09K2211/1033

  with oxygen · CPC title

• C09K2211/185

  of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd · CPC title

• H01L51/0071

  Electricity · mapped topic

• H01L51/0085 Primary

  Electricity · mapped topic