Fluorene derivative, light-emitting element, light-emitting device, electronic device, and lighting device
An object is to provide a new fluorene derivative as a good light-emitting material for organic EL elements. A fluorene derivative represented by General Formula (G1) is provided. In the formula, R 1 to R 8 separately represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenyl group. Further, α 1 to α 4 separately represent a substituted or unsubstituted phenylene group. Ar 1 represents a substituted or unsubstituted condensed aromatic hydrocarbon having 14 to 18 carbon atoms forming a ring. Ar 2 represents a substituted or unsubstituted aryl group having 6 to 13 carbon atoms forming a ring. Ar 3 represents an alkyl group having 1 to 6 carbon atoms or a substituted or unsubstituted aryl group having 6 to 12 carbon atoms. Further, j, m, and n separately represent 0 or 1, and p represents 1 or 2.
1. A fluorene derivative represented by General Formula (G1),
wherein R 1 to R 8 separately represent any one of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a phenyl group, and a biphenyl group,
wherein α 1 to α 4 separately represent a substituted or unsubstituted phenylene group,
wherein Ar 1 represents a substituted or unsubstituted condensed aromatic hydrocarbon having 14 to 18 carbon atoms forming a ring,
wherein Ar 2 is represented by any one of Structural Formulas (Ar2-1) to (Ar2-4),
wherein Ar 3 is represented by any one of Structural Formulas (Ar3-1) to (Ar3-8)
wherein j, m, and n separately represent 0 or 1, and
wherein p represents 1 or 2.
2. The fluorene derivative according to claim 1 , wherein Ar 1 is any one of a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted chrysenyl group, a substituted or unsubstituted anthryl group, and a substituted or unsubstituted tetracenyl group.
3. The fluorene derivative according to claim 1 ,
wherein Ar 1 is represented by any one of General Formulas (Ar1-1) to (Ar1-4),
wherein R 11 to R 17 and R 21 to R 23 separately represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and
wherein p is 1 when Ar 1 is represented by General Formula (Ar1-1) or (Ar1-3), and p is 2 when Ar 1 is represented by General Formula (Ar1-2) or (Ar1-4).
4. The fluorene derivative according to claim 1 , wherein α 1 to α 4 are separately represented by any one of Structural Formulas (α-1) to (α-3)
5. The fluorene derivative according to claim 1 , wherein R 1 to R 8 are separately represented by any one of Structural Formulas (R-1) to (R-9)
6. The fluorene derivative according to claim 1 , wherein the fluorene derivative is represented by Structural Formula (124)
7. A light-emitting element comprising:
a pair of electrodes; and
a light-emitting layer including the fluorene derivative according to claim 1 between the pair of electrodes.
8. A light-emitting device comprising the light-emitting element according to claim 7 .
9. An electronic device comprising the light-emitting device according to claim 8 .
10. A lighting device comprising the light-emitting device according to claim 8 .
11. A fluorene derivative represented by General Formula (G4),
wherein R 1 to R 8 and R 31 to R 34 separately represent any one of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a phenyl group, and a biphenyl group,
wherein R 41 to R 45 separately represent any one of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group,
wherein α 1 to α 3 separately represent a substituted or unsubstituted phenylene group,
wherein Ar 1 represents a substituted or unsubstituted condensed aromatic hydrocarbon having 14 to 18 carbon atoms forming a ring,
wherein Ar 2 is represented by any one of Structural Formulas (Ar2-1) to (Ar2-4),
wherein j, m, and n separately represent 0 or 1, and
wherein p represents 1 or 2.
12. The fluorene derivative according to claim 11 , wherein Ar 1 is any one of a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted chrysenyl group, a substituted or unsubstituted anthryl group, and a substituted or unsubstituted tetracenyl group.
13. The fluorene derivative according to claim 11 ,
wherein Ar 1 is represented by any one of General Formulas (Ar1-1) to (Ar1-4),
wherein R 11 to R 17 and R 21 to R 23 separately represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and
wherein p is 1 when Ar 1 is represented by General Formula (Ar1-1) or (Ar1-3), and p is 2 when Ar 1 is represented by General Formula (Ar1-2) or (Ar1-4).
14. The fluorene derivative according to claim 11 , wherein α 1 to α 3 are separately represented by any one of Structural Formulas (α-1) to (α-3)
15. The fluorene derivative according to claim 11 , wherein R 1 to R 8 are separately represented by any one of Structural Formulas (R-1) to (R-9)
16. A light-emitting element comprising:
a pair of electrodes; and
a light-emitting layer including the fluorene derivative according to claim 11 between the pair of electrodes.
17. A light-emitting device comprising the light-emitting element according to claim 16 .
18. An electronic device comprising the light-emitting device according to claim 17 .
19. A lighting device comprising the light-emitting device according to claim 17 .
20. A fluorene derivative represented by General Formula (G2),
wherein R 1 to R 8 separately represent any one of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group,
wherein R 21 and R 23 separately represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,
wherein α 2 to α 4 separately represent a substituted or unsubstituted phenylene group,
wherein Ar 2 represents a substituted or unsubstituted aryl group having 6 to 13 carbon atoms forming a ring,
wherein Ar 3 represents an alkyl group having 1 to 6 carbon atoms or a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, and
wherein j and n separately represent 0 or 1.
21. The fluorene derivative according to claim 20 , wherein α 2 to α 4 are separately represented by any one of Structural Formulas (α-1) to (α-3)
22. The fluorene derivative according to claim 20 , wherein Ar 2 is represented by any one of Structural Formulas (Ar2-1) to (Ar2-6)
23. The fluorene derivative according to claim 20 , wherein Ar 3 is represented by any one of Structural Formulas (Ar3-1) to (Ar3-8)
24. The fluorene derivative according to claim 20 , wherein R 1 to R 8 are separately represented by any one of Structural Formulas (R-1) to (R-9)
25. A light-emitting element comprising:
a pair of electrodes; and
a light-emitting layer including the fluorene derivative according to claim 20 between the pair of electrodes.
26. A light-emitting device comprising the light-emitting element according to claim 25 .
27. An electronic device comprising the light-emitting device according to claim 26 .
28. A lighting device comprising the light-emitting device according to claim 26 .
29. The fluorene derivative according to claim 1 , wherein the fluorene derivative is represented by any one of Structural Formulas (100), (109), (200), and (251)
30. The fluorene derivative according to claim 11 , wherein the fluorene derivative is represented by any one of Structural Formulas (200), (215), and (216)
31. The fluorene derivative according to claim 20 , wherein the fluorene derivative is represented by any one of Structural Formulas (100), (102), (103), (109), (117), (200), (201), (215), (216), (219), (234), (235), and (251)