IP Library Granted Patent US 12679858
Granted Patent B2
US 12679858 · App. 17/928,908 · Granted Jul 14, 2026

Metal iridium complex and use thereof

Inventors: Liangliang Yan (Foshan, CN); Lei Dai (Foshan, CN); Lifei Cai (Foshan, CN)
Assignee: GUANGDONG AGLAIA OPTOELECTRONIC MATERIALS CO., LTD
C07F15/0033H10K50/11H10K85/00H10K85/342H10K50/17
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12679858
App. No.
17/928,908
Granted
Jul 14, 2026
Kind
B2
Abstract

The present invention relates to a metal iridium complex and application thereof. The metal iridium complex has a structure as shown in the following formula (I). The compound provided in the present invention has the advantages of low sublimation temperature, great optical and electrical stability, high luminescence efficiency, long service life, and high color saturation, and can be used in organic light-emitting devices. In particular, the complex has the potential for application in the AMOLED industry as a red light-emitting phosphorescent material.

Claims (38)

1 . A metal iridium complex, having a structure formula as shown in the following formula (I):

wherein:

A is CR 0 ;

the number of R 1 , R 2 , and R 3 ranges from a single substitution number to a maximum possible substitution number;

R 1 is independently selected from substituted or unsubstituted C 1 -C 10 alkyl, substituted or unsubstituted C 3 -C 20 cycloalkyl, substituted or unsubstituted C 1 -C 10 heteroalkyl, substituted or unsubstituted C 6 -C 30 aralkyl, substituted or unsubstituted C 6 -C 30 aryl, or substituted or unsubstituted C 1 -C 8 heteroaryl;

R 4 is substituted or unsubstituted C 3 -C 6 branched alkyl, substituted C 3 -C 6 linear alkyl, or substituted or unsubstituted C 3 -C 6 cycloalkyl; substituted or unsubstituted C 1 -C 10 heteroalkyl, substituted or unsubstituted C 6 -C 30 aralkyl, substituted or unsubstituted C 6 -C 30 aryl, or substituted or unsubstituted C 1 -C 8 heteroaryl;

R 0 , R 2 , and R 3 are independently selected from hydrogen, deuterium, halogen, substituted or unsubstituted C 1 -C 10 alkyl, substituted or unsubstituted C 3 -C 20 cycloalkyl, substituted or unsubstituted C 2 -C 10 -alkenyl, substituted or unsubstituted C 1 -C 10 heteroalkyl, substituted or unsubstituted C 6 -C 30 aralkyl, substituted or unsubstituted C 6 -C 30 aryl, or substituted or unsubstituted C 1 -C 8 heteroaryl;

when the R 3 exists and is located adjacent to the A, the R 3 is not F;

Rx-Rz are independently selected from hydrogen, deuterium, substituted or unsubstituted C 1 -C 10 alkyl, substituted or unsubstituted C 3 -C 20 cycloalkyl, or substituted or unsubstituted C 1 -C 10 heteroalkyl;

the Z is independently selected from O, S, C(R) 2 , or NR;

the R is independently selected from substituted or unsubstituted C 1 -C 10 alkyl or alkoxy, substituted or unsubstituted C 2 -C 30 cycloalkyl, substituted or unsubstituted C 6 -C 30 aryl, or substituted or unsubstituted C 1 -C 18 heteroaryl;

the “substituted” refers to substitution with deuterium, F, Cl, Br, C 1 -C 5 alkyl, or C 3 -C 6 cycloalkyl; and

a heteroatom in the heteroalkyl or heteroaryl comprises one or more of N, S, and O.

2 . The metal iridium complex according to claim 1 , wherein:

the number of the R 1 , the R 2 , and the R 3 is a single substitution number;

the R 1 is substituted or unsubstituted C 1 -C 6 alkyl or substituted or unsubstituted C 3 -C 6 cycloalkyl;

R 4 is substituted or unsubstituted C 3 -C 6 branched alkyl, substituted C 3 -C 6 linear alkyl, or substituted or unsubstituted C 3 -C 6 cycloalkyl, and

the R 0 , the R 2 , and the R 3 are independently selected from hydrogen, deuterium, halogen, substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted C 3 -C 6 cycloalkyl.

3 . The metal iridium complex according to claim 2 , having a structural formula as shown in the following formula (II):

wherein:

R 1 is substituted or unsubstituted C 3 -C 6 branched alkyl, substituted C 3 -C 6 linear alkyl, or substituted or unsubstituted C 3 -C 6 cycloalkyl;

R 0 , R 2 , and R 3 are independently selected from hydrogen, deuterium, substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted C 3 -C 6 cycloalkyl; and

the “substituted” refers to substitution with deuterium, F, C 1 -C 5 alkyl, or C 3 -C 6 cycloalkyl.

4 . The metal iridium complex according to claim 3 , wherein the “substituted” refers to substitution with D, F, C 1 -C 5 alkyl partially or completely substituted with D or F, or C 3 -C 6 cycloalkyl partially or completely substituted with D or F.

5 . The metal iridium complex according to claim 4 , wherein A is CH.

6 . The metal iridium complex according to claim 1 , wherein a structure of

in the right side of the formula I is one of the following structures, or corresponding parts or complete deuterides thereof, or corresponding parts or complete fluorides thereof, and a dotted line refers to a metal connection position,

7 . A metal iridium complex, having one of the following structural formulas, or corresponding parts or complete deuterides thereof, or corresponding parts or complete fluorides thereof,

8 . An electroluminescent device, comprising a cathode, an anode, and an organic layer arranged between the cathode and the anode, wherein the organic layer comprises the metal iridium complex according to claim 1 .

9 . The electroluminescent device according to claim 8 , wherein:

the organic layer comprises a light-emitting layer, and the metal iridium complex is used as a red light-emitting doping material for the light-emitting layer; or

the organic layer comprises a hole injection layer, and the metal iridium complex is used as a hole injection material for the hole injection layer.

10 . An electroluminescent device, comprising a cathode, an anode, and an organic layer arranged between the cathode and the anode, wherein the organic layer comprises the metal iridium complex according to claim 2 .

11 . An electroluminescent device, comprising a cathode, an anode, and an organic layer arranged between the cathode and the anode, wherein the organic layer comprises the metal iridium complex according to claim 3 .

12 . An electroluminescent device, comprising a cathode, an anode, and an organic layer arranged between the cathode and the anode, wherein the organic layer comprises the metal iridium complex according to claim 4 .

13 . An electroluminescent device, comprising a cathode, an anode, and an organic layer arranged between the cathode and the anode, wherein the organic layer comprises the metal iridium complex according to claim 5 .

14 . An electroluminescent device, comprising a cathode, an anode, and an organic layer arranged between the cathode and the anode, wherein the organic layer comprises the metal iridium complex according to claim 6 .

15 . An electroluminescent device, comprising a cathode, an anode, and an organic layer arranged between the cathode and the anode, wherein the organic layer comprises the metal iridium complex according to claim 7 .