Compound, display panel, and display apparatus
The present disclosure provides a boron-heterocyclic compound having a structure represented by Chemical Formula 1, in which L 1 and L 2 are each independently selected from a single bond, C6-C30 aryl, C6-C30 fused aryl, C4-C30 heteroaryl, or C4-C30 fused heteroaryl; and R 1 and R 2 are each independently selected from carbazolyl and derivative groups thereof, acridinyl and derivative groups thereof, and diarylamino and derivative groups thereof. In an embodiment, the boron-heterocyclic structure is suitable for use not only as an electron acceptor group but also as a linking group. By linking a group having a large steric hindrance to the boron atom of the boron-heterocyclic ring, the compound molecules are prevented or limited from aggregating, and thus a π-aggregation or excimer formed by direct accumulation of conjugate planes is avoided or reduced, thereby improving luminous efficiency. The present disclosure further provides a display panel and a display apparatus containing the compound.
1. A compound, having a structure according to Chemical Formula (1):
wherein
L 1 and L 2 are each independently selected from the group consisting of a single bond, C6-C30 aryl, C6-C30 fused aryl, C4-C30 heteroaryl, and C4-C30 fused heteroaryl;
R 1 and R 2 are each independently selected from the group consisting of C1-C20 alkyl, C3-C20 cycloalkyl, C1-C20 alkoxy, a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted anthracyl, a substituted or unsubstituted phenanthryl, a substituted or unsubstituted acenaphthylenyl, a substituted or unsubstituted pyrenyl, a substituted or unsubstituted perylenyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted spirodifluorenyl, a substituted or unsubstituted chrysenyl, a substituted or unsubstituted benzophenanthryl, a substituted or unsubstituted benzoanthracyl, a substituted or unsubstituted fluoranthenyl, a substituted or unsubstituted picenyl, a substituted or unsubstituted furyl, a substituted or unsubstituted benzofuryl, a substituted or unsubstituted dibenzofuryl, a substituted or unsubstituted thienyl, a substituted or unsubstituted benzothienyl, a substituted or unsubstituted dibenzothienyl, a substituted or unsubstituted phenoxazinyl, a substituted or unsubstituted phenazinyl, a substituted or unsubstituted phenothiazinyl, a substituted or unsubstituted thianthrenyl, carbazolyl, acridinyl, and diphenylamino.
2. The compound according to claim 1 , wherein L 1 and L 2 are each independently selected from the group consisting of phenylene, naphthylene, anthrylene, phenanthrylene, pyridylidene, furylidene, pyrimidinylidene, benzofurylidene, thienylene, benzothienylene, pyrrolylene, indolylidene, carbazolylene, oxazolylene, benzoxazolylene, thiazolylene, benzothiazolylene, imidazolylene, benzimidazolylene, indazolylene, quinolinylene, and isoquinolinylene.
3. The compound according to claim 1 , wherein L 1 and L 2 are identical.
4. The compound according to claim 1 , wherein R 1 and R 2 are identical.
5. The compound according to claim 1 , wherein R 1 and R 2 are each independently selected from the following formulas:
wherein
Z is selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom;
U 1 , U 2 and U 3 are each independently selected from the group consisting of a hydrogen atom, C1-C6 alkyl, and C1-C6 alkoxy;
m, n and q are each an integer independently selected from 0, 1 and 2;
when Z is an oxygen atom or a sulfur atom, q is 0; and
# represents a bonding position.
6. The compound according to claim 5 , wherein R 1 and R 2 are each independently selected from the following groups:
wherein # represents a bonding position.
7. The compound according to claim 1 , wherein R 1 and R 2 are each independently selected from the following formulas:
wherein
Z is selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, a sulfur atom, and a silicon atom;
X is selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom;
U 1 , U 2 , U 3 and U 4 are each independently selected from the group consisting of a hydrogen atom, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, and C6-C12 aryl;
m, n, p and q are each an integer independently selected from 0, 1 and 2;
when Z is an oxygen atom or a sulfur atom, p is 0, and when X is an oxygen atom or a sulfur atom, q is 0; and
# represents a bonding position.
8. The compound according to claim 7 , wherein R 1 and R 2 are each independently selected from the following formulas:
wherein
R and R′ are each independently selected from the group consisting of a hydrogen atom, C1-C3 alkyl, and phenyl; and
# represents a bonding position.
9. The compound according to claim 1 , wherein R 1 and R 2 are each independently selected from the following formulas:
wherein
U 1 and U 2 are each independently selected from the group consisting of a hydrogen atom, C1-C6 alkyl, and C1-C6 alkoxy;
m and n are each an integer independently selected from 0, 1, and 2; and
# represents a bonding position.
10. The compound according to claim 9 , wherein R 1 and R 2 are each independently selected from the following groups:
wherein # represents a bonding position.
11. The compound according to claim 1 , wherein R 1 and R 2 are each independently selected from the following formulas:
wherein
X is an oxygen atom or a sulfur atom;
U 1 and U 2 are each independently selected from the group consisting of a hydrogen atom, C1-C6 alkyl, C3-C6 cycloalkyl, and C1-C6 alkoxy;
m and n are each an integer independently selected from 0, 1, and 2; and
# represents a bonding position.
12. The compound according to claim 11 , wherein R 1 and R 2 are each independently selected from the following groups:
wherein # represents a bonding position.
13. The compound according to claim 1 , wherein
L 1 and L 2 are each independently selected from the following groups:
R 1 and R 2 are each independently selected from the following formulas:
wherein
U 1 , U 2 , and U 3 are each independently selected from the group consisting of C1-C3 alkyl, and C6-C12 aryl;
m and n are 0, and p is an integer selected from 0, 1, and 2;
Z is selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom;
when Z is an oxygen atom or a sulfur atom, p is 0; and
# represents a position bonding to the Chemical Formula 1.
14. The compound according to claim 1 , wherein
L 1 and L 2 are each independently selected from the following groups:
R 1 and R 2 are each independently selected from the following groups:
and
# represents a position bonding to the Chemical Formula 1.
15. The compound according to claim 1 , wherein the compound is selected from the following compounds:
16. The compound according to claim 1 , wherein an energy level difference, ΔE st , between a lowest singlet energy level, S1, of the compound and a lowest triplet energy level, T1, of the compound satisfies an equation ΔE st =E S1 −E T1 ≤0.25 eV.
17. A display panel, comprising an organic light-emitting device, wherein the organic light-emitting device comprises an anode, a cathode, and a light-emitting layer disposed between the anode and the cathode, wherein a host material or a guest material of the light-emitting layer is one or more compounds according to claim 1 .
18. The display panel according to claim 17 , further comprising one or more layers of a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer or an electron injection layer.
19. A display apparatus, comprising the display panel according to claim 17 .
20. A display apparatus, comprising the display panel according to claim 18 .