Fluorescent material, organic electroluminescent element and organic electroluminescent display
View Patent ↗An organic electroluminescent element having an organic light-emitting layer between an anode and a cathode is provided, wherein the organic light-emitting layer comprises, as an organic light-emitting layer forming material, a fluorescent material comprising either one or both of a perylene compound having a specific chemical structure and an anthanthrene compound having a specific chemical structure. A fluorescent material that emits red light with a high color purity and a high luminous efficiency-when used singly or as a guest, an organic EL element having a high luminous efficiency, and a high-performance organic EL display having a high luminous efficiency are realized.
1. A fluorescent material comprising a perylene compound represented by formula (1) below:
(in formula (1), two or more of R 1-12 , each, have a structure represented by formula (2) below, with the rest being hydrogen),
(in formula (2), R 13 and R 14 are, independently from each other, an aromatic group that may be substituted, or an aliphatic group that may be substituted, wherein R 13 and R 14 may be bonded with each other, directly or via a bonding group).
2. A fluorescent material according to claim 1 , wherein two of said R 1-12 has a structure represented by formula (2), with the rest being hydrogen.
3. A fluorescent material according to claim 2 , wherein said R 13 and R 14 are, independently from each other, a phenyl or naphthyl group that may be substituted.
4. A fluorescent material according to claim 3 , wherein said phenyl group or naphthyl group, of R 13 and R 14 , has a substituent group selected from the class consisting of an alkyl group, an aryl group, an alkoxy group, an aryloxy group, a dialkylamino group and a diarylamino group, and the substituent group may also be substituted.
5. A fluorescent material according to claim 3 comprising organic light-emitting layer forming material for an organic electroluminescent element.
6. A fluorescent material according to claim 5 comprising an organic light-emitting layer forming material in the capacity of a host or a guest for an organic electroluminescent element.
7. An organic electroluminescent element having an organic light-emitting layer between an anode and a cathode, said organic light-emitting layer comprising a fluorescent material as in any one of claims 1 , 2 , 3 and 4 .
8. An organic electroluminescent element having an organic light-emitting layer between an anode and a cathode, said organic light-emitting layer using a perylene compound represented by formula (1) below as a fluorescent material:
(in formula (1), two of R 1-12 , each, have a structure represented by formula (2) below, with the rest being hydrogen),
(in formula (2), R 13 and R 14 are, independently from each other, an aromatic group that may be substituted, or an aliphatic group that may be substituted, wherein R 13 and R 14 may be bonded with each other, directly or via a bonding group).
9. An organic electroluminescent element according to claim 8 , wherein said R 13 and R 14 are, independently from each other, a phenyl or naphthyl group that may be substituted.
10. An organic electroluminescent element according to claim 9 , wherein, said phenyl group or naphthyl group has a substituent group selected from the class consisting of an alkyl group, an aryl group, an alkoxy group, an aryloxy group, a dialkylamino group and a diarylamino group, and the substituent group may also be substituted.
11. An organic electroluminescent element according to claim 7 , wherein said fluorescent material is an organic light-emitting layer forming material in the capacity of a host or a guest.
12. An organic electroluminescent element as in any one of claims 8 to 10 , wherein said fluorescent material is an organic light-emitting layer forming material in the capacity of a host or a guest.
13. An organic electroluminescent element according to claim 7 , wherein said organic light-emitting layer comprises a mixture of said fluorescent material and an aromatic amine compound represented by formula (3) below as an organic light-emitting layer forming material:
wherein Ar 1 is an aromatic group with a bonding valency of 2, 3 or 4 that may be substituted; R 17 and R 18 are, independently from each other, a monovalent aromatic group that maybe substituted; and m is an integer of 2-4).
14. An organic electroluminescent element as in any one of claims 8 to 10 , wherein said organic light-emitting layer comprises a mixture of said fluorescent material and an aromatic amine compound represented by formula (3) below as an organic light-emitting layer forming material:
(wherein Ar 1 is an aromatic group with a bonding valency of 2, 3 or 4 that may be substituted; R 17 and R 18 are, independently from each other, a monovalent aromatic group that may be substituted; and m is an integer of 2-4).
15. An organic electroluminescent element according to claim 13 , wherein said aromatic amine compound represented by formula (3) is a tetra(diarylamino)-substituted pyrene represented by formula (4) below:
(wherein R 21 and R 22 are, independently from each other, a monovalent aromatic group).
16. An organic electroluminescent element according to claim 14 , wherein said aromatic amine compound represented by formula (3) is a tetra(diarylamino)-substituted pyrene represented by formula (4) below:
(wherein R 21 and R 22 are, independently from each other, a monovalent aromatic group).
17. An organic electroluminescent element according to claim 7 , wherein said organic light-emitting layer comprises, as an organic light-emitting layer forming material, a mixture of said fluorescent material and a hydroxyquinoline complex represented by formula (5) below:
(wherein R 23 is hydrogen or an alkyl group that may be substituted; and M is a metal having a valency of 3).
18. An organic electroluminescent element as in any to one of claims 8 to 10 , wherein said organic light-emitting layer comprises, as an organic light-emitting layer forming material, a mixture of said fluorescent material and a hydroxyquinoline complex represented by formula (5) below:
(wherein R 23 is hydrogen or an alkyl group that may be substituted; and M is a metal having a valency of 3).
19. An organic electroluminescent element according to claim 17 , wherein said hydroxyquinoline complex is an aluminum hydroxyquinoline complex represented by formula (6) below:
20. An organic electroluminescent element according to claim 18 , wherein said hydroxyquinoline complex is an aluminum hydroxyquinoline complex represented by formula (6) below:
21. An organic electroluminescent element according to claim 7 , wherein said organic light-emitting layer consists of a single layer of a fluorescent material.
22. An organic electroluminescent element as in any one of claims 8 to 10 , wherein said organic light-emitting layer consists of a single layer of a fluorescent material.
23. An organic electroluminescent display comprising an organic electroluminescent element of claim 7 .
24. An organic electroluminescent display comprising an organic electroluminescent element as in any one of claims 8 to 10 .
25. An organic electroluminescent display comprising an organic electroluminescent element of claim 12 .
26. An organic electroluminescent display comprising an organic electroluminescent element comprising claim 14 .
27. An organic electroluminescent display comprising an organic electroluminescent element comprising claim 16 .
28. An organic electroluminescent display comprising an organic electroluminescent element comprising claim 18 .
29. An organic electroluminescent display comprising an organic electroluminescent element comprising claim 20 .
30. An organic electroluminescent display comprising an organic electroluminescent element comprising claim 22 .