Compound, light-emitting element containing the same, display device, and lighting device

1. A compound represented by a general formula (1) shown below:

wherein Ar 1 is a group represented by a general formula (2) shown below, Ar 2 is a group represented by a general formula (3) shown below, n is an integer of 1 or 2, p is an integer of 1 or 2, where n+p=3, and when n is 2, the groups Ar 1 may be identical or different, when p is 2, the groups Ar 2 may be identical or different, and Ar 1 and Ar 2 are not an identical group;

wherein H represents a hydrogen atom, Ar 3 represents a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, L represents a linking group, and represents an unsubstituted arylene group or a heteroarylene group, R 1 to R 3 may be identical or different, and are each a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group, and substituents when the groups R 1 - to R 3 are substituted are each an alkyl group or an alkoxy group;

wherein H represents a hydrogen atom, R 4 to R 6 may be identical or different, and are each a hydrogen atom, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, or a substituted or unsubstituted quaterphenyl group, and substituents when the groups R 4 to R 6 are substituted are each an alkyl group or an alkoxy group; and

wherein, in the general formula (1), at least one of Ar 2 is a substituted or unsubstituted p-terphenyl group.

2. The compound according to claim 1 , wherein, in the general formula (1), at least one of Ar 2 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, or a substituted or unsubstituted quaterphenyl group excluding a group shown below:

3. The compound according to claim 1 , wherein, in the general formula (2), L is a 1,4-phenylene group.

4. The compound according to claim 1 , wherein, in the general formula (2), Ar 3 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group.

5. A light-emitting element that emits light by electric energy, the light-emitting element comprising a positive electrode, a negative electrode, and an organic layer present between the positive electrode and the negative electrode, and comprising a compound represented by a general formula (1) in at least one organic layer between the positive electrode and the negative electrode,

wherein, in the organic layer, at least a hole transport layer and a light-emitting layer are present, and the hole transport layer contains the compound represented by the general formula (1); and

wherein a hole blocking layer is present between the light-emitting layer and the negative electrode, and the hole blocking layer contains a triazine derivative, a quinazoline derivative, or a pyrimidine derivative;

wherein the compound represented by the general formula (1) is shown below:

wherein Ar 1 is a group represented by a general formula (2) shown below, Ar 2 is a group represented by a general formula (3) shown below, n is an integer of 1 or 2, p is an integer of 1 or 2, where n+p=3, and when n is 2, the groups Ar 1 may be identical or different, when p is 2, the groups Ar 2 may be identical or different, and Ar 1 and Ar 2 are not an identical group;

wherein H represents a hydrogen atom, Ar 3 represents a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, L represents a linking group, and represents an unsubstituted arylene group or a heteroarylene group R 1 to R 3 may be identical or different, and are each a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group, and substituents when the groups R 1 to R 3 are substituted are each an alkyl group or an alkoxy group;

wherein H represents a hydrogen atom, R 4 to R 6 may be identical or different, and are each a hydrogen atom, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, or a substituted or unsubstituted quaterphenyl group, and substituents when the groups R 4 to R 6 are substituted are each an alkyl group or an alkoxy group; and

wherein, in the general formula (1), at least one of Ar 2 is a substituted or unsubstituted p-biphenyl group or a substituted or unsubstituted p-terphenyl group.

6. The light-emitting element according to claim 5 , wherein the hole transport layer comprises a plurality of layers, and a hole transport layer containing the compound represented by the general formula (1) is in direct contact with the light-emitting layer.

7. The light-emitting element according to claim 5 , wherein the light-emitting layer contains an anthracene compound.

8. The light-emitting element according to claim 5 , wherein the light-emitting layer contains a triplet light-emitting material.

9. The light-emitting element according to claim 5 , wherein the light-emitting layer contains a thermally activated delayed fluorescent compound.

10. A light-emitting element that emits light by electric energy, the light-emitting element comprising a positive electrode, a negative electrode, and an organic layer present between the positive electrode and the negative electrode, and comprising a compound represented by a general formula (1) in at least one organic layer between the positive electrode and the negative electrode,

wherein, in the organic layer, at least a hole transport layer and a light-emitting layer are present, and the hole transport layer contains the compound represented by the general formula (1);

wherein the light-emitting layer contains a thermally activated delayed fluorescent compound;

wherein the light-emitting layer further contains a fluorescent dopant;

wherein the compound represented by the general formula (1) is shown below:

wherein Ar 1 is a group represented by a general formula (2) shown below, Ar 2 is a group represented by a general formula (3) shown below, n is an integer of 1 or 2, p is an integer of 1 or 2, where n+p=3, and when n is 2, the groups Ar 1 may be identical or different, when p is 2, the groups Ar 2 may be identical or different, and Ar 1 and Ar 2 are not an identical group;

wherein H represents a hydrogen atom, Ar 3 represents a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, L represents a linking group, and represents an unsubstituted arylene group or a heteroarylene group, R 1 to R 3 may be identical or different, and are each a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group, and substituents when the groups R 1 to R 3 are substituted are each an alkyl group or an alkoxy group; and

wherein H represents a hydrogen atom, R 4 to R 6 may be identical or different, and are each a hydrogen atom, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, or a substituted or unsubstituted quaterphenyl group, and substituents when the groups R 4 to R 6 are substituted are each an alkyl group or an alkoxy group.

11. The light-emitting element according to claim 10 , wherein the fluorescent dopant contained in the light-emitting layer is represented by a general formula (5) shown below:

wherein X represents C—R 57 or N, R 51 to R 59 may be identical or different, and are each selected from a hydrogen atom, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxyl group, a thiol group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, an aryl group, a heteroaryl group, a halogen, a cyano group, an aldehyde group, a carbonyl group, a carboxyl group, an ester group, a carbamoyl group, an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, —P(═O)R 60 R 61 , and a fused ring and an aliphatic ring formed between the group and an adjacent substituent, and R 60 and R 61 are each an aryl group or a heteroaryl group.

12. A display device comprising the light-emitting element according to claim 5 .

13. A lighting device comprising the light-emitting element according to claim 5 .

14. The light-emitting element according to claim 7 , wherein, in the general formula (1), at least one of Ar 2 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, or a substituted or unsubstituted quaterphenyl group excluding a group shown below:

15. The light-emitting element according to claim 5 , wherein, in the general formula (1), at least one of Ar 2 is a substituted or unsubstituted p-terphenyl group.

16. The light-emitting element according to claim 5 , wherein, in the general formula (2), L is a 1,4-phenylene group.

17. The light-emitting element according to claim 5 , wherein, in the general formula (2), Ar 3 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group.

18. A display device comprising the light-emitting element according to claim 10 .

19. A lighting device comprising the light-emitting element according to claim 10 .