Iridium complex and nitrogen-containing tridentate ligand

Patent metadata

Field	Value
Publication number	US-10008680-B2
Application number	US-201615234498-A
Country	US
Kind code	B2
Filing date	Aug 11, 2016
Priority date	May 17, 2016
Publication date	Jun 26, 2018
Grant date	Jun 26, 2018

Abstract

An iridium complex and a nitrogen-containing tridentate ligand are provided. The iridium complex is represented by below formula:

wherein R 1 and R 1′ are each independently substituted or unsubstituted C 1 -C 12 alkyl, substituted or unsubstituted C 6 -C 12 aryl, or —C m F 2m+1 , m is an integer of 0 to 3; R 2 and R 2′ are each independently hydrogen, substituted or unsubstituted C 1 -C 12 alkyl, or substituted or unsubstituted C 6 -C 12 aryl; p and p′ are each independently 0 or 1; R 3 , R 3′ , R 4 and R 4′ are each independently hydrogen, fluorine, substituted or unsubstituted C 1 -C 12 alkyl, substituted or unsubstituted C 1 -C 6 alkoxyl, or substituted or unsubstituted C 6 -C 12 aryl; q and q′ are each independently an integer of 0 to 3; r and r′ are each independently an integer of 0 to 4; X 1 to X 7 are each independently carbon or nitrogen; A is —O—, —CH 2 —, or —CR 2 —, R is methyl, ethyl, or propyl; and a is 0 or 1.

First claim

What is claimed is:

1. An iridium complex represented by general formula (I):

wherein
R 1 and R 1′ are each independently substituted or unsubstituted C 1 -C 12 alkyl, substituted or unsubstituted C 6 -C 12 aryl, or —C m F 2m+1 , and m is an integer of 0to 3;
R 2 and R 2′ are each independently hydrogen, substituted or unsubstituted C 1 -C 12 alkyl, or substituted or unsubstituted C 6 -C 12 aryl;
p and p′ are each independently 0 or 1;
R 3 , R 3′ , R 4 , and R 4′ are each independently hydrogen, fluorine, substituted or unsubstituted C 1 -C 12 alkyl, substituted or unsubstituted C 1 -C 6 alkoxyl, or substituted or unsubstituted C 6 -C 12 aryl;
q and q′ are each independently an integer of 0 to 3;
r and r′ are each independently an integer of 0 to 4;
X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , and X 7 are each independently carbon or nitrogen;
A is —O—, —CH 2 —, or —CR 2 —, and R is methyl, ethyl, or propyl;
a is 0 or 1;
when q is equal to or greater than 2, each R 3 can be the same or different, and two or more R 3 's can joint to form a C 3 -C 8 aromatic ring;
when q′ is equal to or greater than 2, each R 3′ can be the same or different, and two or more R 3′ 's can joint to form a C 3 -C 8 aromatic ring;
when r is equal to or greater than 2, each R 4 can be the same or different, and two or more R 4 's can joint to form a C 3 -C 8 aromatic ring; and
when r′ is equal to or greater than 2, each R 4′ can be the same or different, and two or more R 4′ 's can joint to form a C 3 -C 8 aromatic ring.

2. The iridium complex of claim 1 , wherein
a bonding site of R 1′ of a left ligand is the same as a bonding site of R 1 of a right ligand, and R 1′ and R 1 have the same structure,
a bonding site of R 3′ of the left ligand is the same as a bonding site of R 3 of the right ligand, and R 3′ and R 3 have the same structure, and
a bonding site of R 4′ of the left ligand is the same as a bonding site of R 4 of the right ligand, and R 4′ and R 4 have the same structure.

3. The iridium complex of claim 1 , wherein a is 0.

4. The iridium complex of claim 1 , wherein the iridium complex is electrically neutral.

5. The iridium complex of claim 4 , wherein one of p and p′ is 1, and the other of p and p′ is 0.

6. The iridium complex of claim 5 , having a structure selected from one of formula (I-1) to formula (I-32) and formula (I-32-a) to formula (I-32-b):

7. The iridium complex of claim 1 , wherein the iridium complex is negatively charged.

8. The iridium complex of claim 7 , wherein p and p′ are 0.

9. The iridium complex of claim 8 , having a structure selected from one of formula (I-33) to formula (I-42):

10. The iridium complex of claim 1 , wherein the iridium complex is positively charged.

11. The iridium complex of claim 10 , wherein p and p′ are 1.

12. The iridium complex of claim 11 , having a structure selected from one of formula (I-43) to formula (I-56):

13. The iridium complex of claim 1 , wherein a is 1.

14. The iridium complex of claim 13 , wherein one of p and p′ is 1, and the other of p and p′ is 0.

15. The iridium complex of claim 14 , having a structure selected from one of formula (I-57) to formula (I-64):

Assignees

• Univ Nat Tsing Hua

Inventors

• Chi Yun
• Lin Jun
• Chen Pi-Yu

Classifications

• C09K11/06

  containing organic luminescent materials · CPC title

• H01L51/5016

  Electricity · mapped topic

• C09K2211/1044

  containing two nitrogen atoms as heteroatoms · CPC title

• H01L51/0085 Primary

  Electricity · mapped topic

• C09K2211/185

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