Light-emitting element, light-emitting device, electronic device, and lighting device
A novel light-emitting element is provided. A light-emitting element with a long lifetime is provided. A light-emitting element with high emission efficiency is provided. A novel organic compound is provided. A novel organic compound having a hole-transport property is provided. A novel hole-transport material is provided. A hole-transport material including an organic compound having a substituted or unsubstituted benzonaphthofuran skeleton and a substituted or unsubstituted amine skeleton is provided. A light-emitting element using the hole-transport material is provided. An organic compound in which an amine skeleton including two aromatic hydrocarbon groups having 6 to 60 carbon atoms is bonded to the 6- or 8-position of the benzonaphthofuran skeleton is provided.
1. A light-emitting element comprising:
an anode;
a cathode;
a hole-injection layer;
a hole-transport layer having a first hole-transport layer in contact with the hole-injection layer and a second hole-transport layer; and
a light-emitting layer,
wherein the hole-injection layer has an organic compound having an acceptor property,
wherein the first hole transport layer has a first hole-transport material,
wherein the second hole-transport layer has an organic compound represented by General Formula (G1),
wherein R 1 to R 8 independently represent any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein one of A and B represents a group represented by General Formula (g3) and the other represents any one of hydrogen, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, a hydrocarbon group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein Ar 5 and Ar 6 independently represent a substituted or unsubstituted divalent aromatic hydrocarbon group having 6 to 54 carbon atoms,
wherein n and m independently represent 0 to 2,
wherein the sum of carbon atoms of Ar 3 and Ar 5 is less than or equal to 60,
wherein the sum of carbon atoms of Ar 4 and Ar 6 is less than or equal to 60,
wherein Ar 3 and Ar 4 independently represent any one of an unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms, a substituted or unsubstituted benzonaphthofuranyl group, a substituted or unsubstituted dinaphthofuranyl group, and a group represented by General Formula (g2),
wherein R 11 to R 18 independently represent any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein one of Z 1 and Z 2 is bonded to a nitrogen atom in General Formula (g3) and the other represents any one of hydrogen, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, a hydrocarbon group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms, and
wherein the organic compound does not have two or more substituted or unsubstituted amine skeletons,
wherein a difference between a LUMO level of the organic compound having the acceptor property and a HOMO level of the first hole-transport material is less than or equal to 1 eV,
wherein a HOMO level of the organic compound is deeper than the HOMO level of the first hole-transport material, and
wherein a difference between the HOMO level of the first hole-transport material and the HOMO level of the organic compound is less than or equal to 0.3 eV.
2. The light-emitting element according to claim 1 ,
wherein the HOMO level of the first hole-transport material is greater than or equal to −5.4 eV.
3. The light-emitting element according to claim 1 ,
wherein the HOMO level of the first hole-transport material is less than or equal to −5.0 eV.
4. The light-emitting element according to claim 1 ,
wherein the difference between the HOMO level of the first hole-transport material and the HOMO level of the organic compound is less than or equal to 0.2 eV.
5. The light-emitting element according to claim 1 ,
wherein the hole-transport layer has a third hole-transport layer between the second hole-transport layer and the light-emitting layer,
wherein the third hole-transport layer has a third hole-transport material, and
wherein a difference between the HOMO level of the organic compound and a HOMO level of the third hole-transport material is less than or equal to 0.3 eV.
6. The light-emitting element according to claim 1 ,
wherein the light-emitting layer has a host material and a light-emitting material, and
wherein a HOMO level of the host material is deeper than or equal to the HOMO level of the organic compound.
7. A light-emitting device comprising:
the light-emitting element according to claim 1 ; and
a transistor or a substrate.
8. A light-emitting element comprising:
an anode;
a cathode;
a hole-injection layer;
a hole-transport layer having a first hole-transport layer in contact with the hole-injection layer and a second hole-transport layer; and
a light-emitting layer,
wherein the hole-injection layer has an organic compound having an acceptor property,
wherein the first hole transport layer has a first hole-transport material,
wherein the hole-transport layer includes an organic compound represented by General Formula (G1),
wherein R 1 to R 8 independently represent any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein one of A and B represents a group represented by General Formula (g3) and the other represents any one of hydrogen, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, a hydrocarbon group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein Ar 5 and Ar 6 independently represent a substituted or unsubstituted divalent aromatic hydrocarbon group having 6 to 54 carbon atoms,
wherein n represents 0 or 1,
wherein m represents 1,
wherein the sum of carbon atoms of Ar 3 and Ar 5 is less than or equal to 60,
wherein the sum of carbon atoms of Ar 4 and Ar 6 is less than or equal to 60,
wherein Ar 3 and Ar 4 independently represent any one of an unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms, a substituted or unsubstituted benzonaphthofuranyl group, a substituted or unsubstituted dinaphthofuranyl group, and a group represented by General Formula (g2),
wherein R 11 to R 18 independently represent any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein one of Z 1 and Z 2 is bonded to a nitrogen atom in General Formula (g3) and the other represents any one of hydrogen, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, a hydrocarbon group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein the organic compound does not have two or more substituted or unsubstituted amine skeletons,
wherein a difference between a LUMO level of the organic compound having the acceptor property and a HOMO level of the first hole-transport material is less than or equal to 1 eV,
wherein a HOMO level of the organic compound is deeper than or equal to the HOMO level of the first hole-transport material, and
wherein a difference between the HOMO level of the first hole-transport material and the HOMO level of the organic compound is less than or equal to 0.3 eV.
9. The light-emitting element according to claim 8 ,
wherein the HOMO level of the first hole-transport material is greater than or equal to −5.4 eV.
10. The light-emitting element according to claim 8 ,
wherein the HOMO level of the first hole-transport material is less than or equal to −5.0 eV.
11. The light-emitting element according to claim 8 ,
wherein the difference between the HOMO level of the first hole-transport material and the HOMO level of the organic compound is less than or equal to 0.2 eV.
12. The light-emitting element according to claim 8 ,
wherein the hole-transport layer has a third hole-transport layer between the second hole-transport layer and the light-emitting layer,
wherein the third hole-transport layer has a third hole-transport material, and
wherein a difference between the HOMO level of the organic compound and a HOMO level of the third hole-transport material is less than or equal to 0.3 eV.
13. The light-emitting element according to claim 8 ,
wherein the light-emitting layer has a host material and a light-emitting material, and
wherein a HOMO level of the host material is deeper than equal to the HOMO level of the organic compound.
14. A light-emitting device comprising:
the light-emitting element according to claim 8 ; and
a transistor or a substrate.