Compound and its application
An organic compound has a structure as shown in Formula (I). The compound has a phosphorus-oxygen five-membered ring combined with a five-membered ring as an electron acceptor unit. The compound has a high luminous efficiency and a lower material cost than phosphorescent metal complexes. The compound can be built into a stack structure of organic optoelectronic device, such as OLED. The resultant organic optoelectronic device includes an anode, a cathode, and at least one organic thin film located between the anode and the cathode, the organic thin film contains the compound as shown in Formula (I).
1. A compound, having a structure of Formula (II-1), Formula (II-2) or Formula (II-5):
wherein:
L 1 and L 2 are each independently selected from any one of a single bond, a substituted or unsubstituted C6-C40 arylene group, and a substituted or unsubstituted C3-C40 heteroarylene group; and
D 1 and D 2 are each independently selected from any one of a substituted or unsubstituted C4-C40 carbazole group, a substituted or unsubstituted C4-C40 acridine group, a substituted or unsubstituted C6-C40 arylamine group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted spirofluorenyl group, a substituted or unsubstituted diphenyl ether group, and a substituted or unsubstituted diindolocyclopentadiene group, and the D 1 and D 2 are all electron-donating groups;
wherein when a substituent is present in any one of said groups, the substituent includes any one or a combination of at least two of cyano, halogen, phenoxy, C1-C20 alkyl group, C1-C20 alkoxyl group, C6-C40 aryl group, C4-C40 heteroaryl group, and C6-C40 arylamine group.
2. The compound according to claim 1 , wherein the substituted or unsubstituted C4-C40 carbazole group includes the following groups:
wherein Y is independently selected from any one of a carbon atom, a nitrogen atom, an oxygen atom, a sulfur atom, and a silicon atom;
wherein a is selected from an integer of 0-2;
wherein R 1 is selected from any one of a hydrogen atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C1-C20 alkoxyl group, a substituted or unsubstituted C6-C30 aryl group, and a substituted or unsubstituted C3-C30 heteroaryl group;
wherein when a substituent is present in the substituted C4-C40 carbazole group, the substituent includes any one or a combination of at least two of cyano, halogen, phenoxy, C1-C20 alkyl group, C1-C20 alkoxyl group, C6-C40 aryl group, C4-C40 heteroaryl group, and C6-C40 arylamine group; and
wherein # represents the linking site of the group.
3. The compound according to claim 1 , wherein the substituted or unsubstituted C4-C40 acridine group includes the following groups:
wherein Y and Z are each independently selected from any one of a carbon atom, a nitrogen atom, an oxygen atom, a sulfur atom, and a silicon atom;
wherein a and b are each independently selected from an integer of 0-2;
wherein R 1 and R 2 are each independently selected from any one of a hydrogen atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C1-C20 alkoxyl group, a substituted or unsubstituted C6-C30 aryl group, and a substituted or unsubstituted C3-C30 heteroaryl group;
wherein when a substituent is present in the substituted C4-C40 acridine group, the substituent includes any one or a combination of at least two of cyano, halogen, phenoxy, C1-C20 alkyl group, C1-C20 alkoxyl group, C6-C40 aryl group, C4-C40 heteroaryl group, and C6-C40 arylamine group; and
wherein # represents the linking site of the group.
4. The compound according to claim 1 , wherein the substituted or unsubstituted C6-C40 arylamine group includes the following group:
wherein when a substituent is present in the substituted C6-C40 arylamine group, the substituent includes any one or a combination of at least two of cyano, halogen, phenoxy, C1-C20 alkyl group, C1-C20 alkoxyl group, C6-C40 aryl group, C4-C40 heteroaryl group, and C6-C40 arylamine group; and
wherein # represents the linking site of the group.
5. The compound according to claim 1 , wherein D 1 and D 2 are each further independently selected from any one of the following groups which are substituted or unsubstituted:
wherein Y and Z are each independently selected from any one of a carbon atom, a nitrogen atom, an oxygen atom, a sulfur atom, and a silicon atom;
wherein a and b are each independently selected from an integer of 0-2;
wherein R 1 and R 2 are each independently selected from any one of a hydrogen atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C1-C20 alkoxyl group, a substituted or unsubstituted C6-C30 aryl group, and a substituted or unsubstituted C3-C30 heteroaryl group;
wherein when a substituent is present in the substituted group of D 1 or D 2 , the substituent includes any one or a combination of at least two of cyano, halogen, phenoxy, C1-C20 alkyl group, C1-C20 alkoxyl group, C6-C40 aryl group, C4-C40 heteroaryl group, and C6-C40 arylamine group; and
wherein # represents the linking site of the group.
6. The compound according to claim 1 , wherein the D 1 and D 2 are each independently selected from any one of the following groups:
wherein R 1 is selected from any one of a hydrogen atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C1-C20 alkoxyl group, a substituted or unsubstituted C6-C30 aryl group, and a substituted or unsubstituted C3-C30 heteroaryl group;
when a substituent is present in the substituted group of D 1 or D 2 , the substituent includes any one or a combination of at least two of cyano, halogen, phenoxy, C1-C20 alkyl group, C1-C20 alkoxyl group, C6-C40 aryl group, C4-C40 heteroaryl group, and C6-C40 arylamine group; and
wherein # represents the linking site of the group.
7. The compound according to claim 1 , wherein L 1 and L 2 are each independently selected from any one of a single bond, a phenylene group, a thienylene group, a naphthylene group, an anthrylene group, a phenanthrylene group, or a pyrenylene group.
8. The compound according to claim 1 , wherein L 1 and L 2 are each independently selected from a single bond, or a phenylene group.
9. The compound according to claim 1 , wherein the compound has any one of the following structures:
10. The compound according to claim 1 , an energy level difference between the lowest singlet energy level S1 and the lowest triplet energy level T1 of the compound is ≤0.30 eV, i.e. ΔE st =E S1 −E T1 ≤0.30 eV.
11. A method of manufacturing an organic optoelectronic device, comprising:
forming an organic thin film located between an anode and a cathode of the organic optoelectronic device using the compound according to claim 1 .
12. An organic optoelectronic device, wherein the organic optoelectronic device comprises an anode, a cathode, and at least one organic thin film located between the anode and the cathode, and the organic thin film contains the compound according to claim 1 .
13. The organic optoelectronic device according to claim 12 , wherein the organic thin film further comprises a light emitting layer, and the light emitting layer contains the compound.
14. The organic optoelectronic device according to claim 13 , wherein the compound is used as a host material, a doping material, or a co-doping material of the light emitting layer.
15. The organic optoelectronic device according to claim 12 , wherein the organic thin film further comprises any one or a combination of at least two of a hole transport layer, a hole injection layer, an electron blocking layer, a light emitting layer, a hole blocking layer, an electron transport layer and an electron injection layer.