IP Library › Granted Patent US 11,611,047
Granted Patent B2
US 11,611,047 · App. 15/931,293 · Granted Mar 21, 2023

Thermally activated delayed fluorescent material and application thereof

Inventors: Xin Ke (Wuhan, CN); Kui Wang (Wuhan, CN)
Assignee: Wuhan Tianma Micro-Electronics Co., Ltd.
H01L51/0072C07F5/027C09K11/06H01L51/0059H01L51/0071H01L51/0073C09K2211/1007C09K2211/1018H01L51/5016H01L51/5056H01L51/5072H01L51/5088H01L51/5092H01L51/5096
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Quick Facts
Patent No.
US 11,611,047
App. No.
15/931,293
Granted
Mar 21, 2023
Kind
B2
Abstract

The present disclosure provides a thermally activated delayed fluorescent material and application thereof, the thermally activated delayed fluorescent material is a compound having a structure represented by Formula I and can be used as a light-emitting layer material of an organic electroluminescent device. The thermally activated delayed fluorescent material is applied to an organic electroluminescent device comprising an anode, a cathode, and at least one organic thin film layer between the anode and the cathode, the light-emitting layer in the organic thin film layer comprises any one or a combination of at least two of the thermally activated delayed fluorescent materials. An energy level difference between the triplet state and the singlet state of the thermally activated delayed fluorescent material provided by the present disclosure can be reduced to below 0.25 eV, and when used as a light-emitting layer material in an organic electroluminescent device, it can improve carrier balance, increase luminous efficiency, and reduce the device's voltage.

Claims (17)

1. A thermally activated delayed fluorescent material, wherein the thermally activated delayed fluorescent material is a compound comprising a structure represented by Formula I, wherein the compound comprising a structure represented by Formula I is selected from. a compound comprising a structure represented by Formula III, Formula IV or Formula V:

wherein Z is S, O, N-Rv or Rs-C-Rt; Rv, Rs and Rt each is independently selected from any one of a group consisting of hydrogen, fluorine, chlorine, a C1-C10 linear or branched alkyl group, a C6-C20 aryl group, and a C3-C20 heteroaryl group;

wherein R1 is selected from any one of a group consisting of the following groups and the following groups substituted by a substituent:

wherein a dotted line represents a linkage site;

wherein R 3 -R 10 each is independently selected from any one of a group consisting of hydrogen, fluorine, chlorine, a. substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C3-C20 heterocycloalkyl group, a substituted or unsubstituted C6-C60 aryl group, and a substituted or unsubstituted C3-C60 heteroaryl group; R 3 -R 10 are not linked to each other or at least two of them adjacent to each other are linked to form a ring or fused with each other; and

wherein when a substituent exists in the above groups, the substituent is selected from at least one of a group consisting of fluorine, chlorine, a C 1 -C 10 linear or branched alkyl group, a C6-C20 aryl group, a C1-C10 alkoxyl group, a C6-C20 arylamino group, and a C3-C20 cycloalkyl group.

2. The thermally activated delayed fluorescent material according to claim 1 , wherein R 1 and R 2 are the same.

3. The thermally activated delayed fluorescent material according to claim 1 , wherein R 3 -R 10 each is independently selected from any one of a group consisting of hydrogen, fluorine, chlorine, a substituted or unsubstituted C1-C10 linear or branched alkyl group, a substituted or unsubstituted C6-C12 aryl group, and a substituted or unsubstituted C3-C12 heteroaiyl group; and

when a substituent exists in the above groups, the substituent is selected from. at least one of a group consisting of fluorine, chlorine, a C1-C10 alkoxyl group, a hydroxyl group, a carboxyl group, a C1-C10 linear or branched alkyl. group, and a C6-C20 arylamino group.

4. The thermally activated delayed. fluorescent material according to claim 1 , wherein R 3 -R 10 are all hydrogen.

5. The thermally activated delayed fluorescent material according to claim 1 , wherein any two adjacent groups among R 3 -R 10 are linked to form a ring or fused with each other.

6. The thermally activated delayed fluorescent material according to claim 1 , wherein the thermally activated delayed fluorescent material has an energy level difference between the lowest singlet state S 1 and the lowest triplet state T 1 of ΔE t =E S1 −E T1 ≤0.25 eV.

7. The thermally activated delayed fluorescent material according to claim I, wherein the thermally activated delayed fluorescent material comprises any one or a combination of at least two of the following compounds:

8. A display panel comprising an OLED device, the OLED device comprises an anode, a cathode, and at least one organic thin film layer between the anode and the cathode, the organic thin film layer comprises a light-emitting layer, and any one or a combination of at least two of a hole transport layer, a hole injection layer, an electron blocking layer, a hole blocking layer, an electron transport layer, and an electron injection layer;

the light-emitting layer comprises the thermally activated delayed fluorescent material according to any one of claims 1 and 2 to 7 , and the thermally activated delayed fluorescent material is used as any one of a guest material, a host material and a co-doped material.

9. The display panel according to claim 8 , wherein the light-emitting layer comprises a host material and a guest material, and the guest material according to any one of claims 1 and 2 to 7 .

10. An electronic device, wherein it comprises the display panel according to claim 8 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 13, 2020
From: KE, XIN; WANG, KUI
To: WUHAN TIANMA MICRO-ELECTRONICS CO., LTD.
Reel/Frame 052653/0373 →
Priority Claims (1)
CN 201910580869.0 · Jun 29, 2019 · national
Continuity (1)
Related Publication 20200411768A1 · Dec 31, 2020