Red light emitting materials
View Patent ↗This invention features a compound having the formula: X is O or NR 1 ; and each of Y and Z, independently, is in which each of R 1 , R 2 , R 3 , and R 4 , independently, is alkyl, cyclyl, heterocyclyl, aralkyl, aryl, or heteroaryl; Ar 1 is aralkyl, aryl, or heteroaryl; and Ar 2 is cyclyl, heterocyclyl, aralkyl, aryl, or heteroaryl; or Ar 1 and Ar 2 taken together is heterocyclyl, aralkyl, or heteroaryl. This compound can be used as a red light emitting material in an electro-luminescence device.
1. A compound of formula (I):
wherein
X is O or NR 1 ; and
Each of Y and Z, independently, is
in which each of R 1 , R 2 , R 3 , independently, is alkyl, cyclyl, heterocyclyl, aralkyl, aryl, or heteroaryl, where R 2 is different from R 3 ; Ar 1 is aralkyl, aryl or heteroaryl; Ar 1 and Ar 2 taken together is pyrido-quinolinyl.
2. The compound of claim 1 , wherein X is NR 1 .
3. The compound of claim 2 , wherein each of Y and Z, independently, is
4. The compound of claim 3 , wherein Ar 1 is phenyl.
5. The compound of claim 3 , wherein Ar 1 is furyl.
6. The compound of claim 3 , wherein Ar 1 is thienyl.
7. The compound of claim 3 , wherein Ar 1 is fluorenyl.
8. The compound of claim 3 , wherein Ar 1 is 9,9′-R,R-substituted fluorenyl, in which R is aryl or C 1 ˜C 6 alkyl.
9. The compound of claim 3 , wherein Ar 1 is [9,9′]spirobifluorenyl.
10. The compound of claim 4 , wherein one of R 2 and R 3 is phenyl.
11. The compound of claim 10 , wherein the other of R 2 and R 3 is naphthyl, and R 1 is CH 3 .
12. The compound of claim 2 , wherein each of Y and Z, independently, is
13. The compound of claim 1 , wherein X is O.
14. The compound of claim 13 , wherein each of Y and Z, independently, is
15. The compound of claim 14 , wherein Ar 1 is phenyl.
16. The compound of claim 14 , wherein Ar 1 is furyl.
17. The compound of claim 14 , wherein Ar 1 is thienyl.
18. The compound of claim 14 , wherein Ar 1 is fluorenyl.
19. The compound of claim 14 , wherein Ar 1 is 9,9′-R,R-substituted fluorenyl, in which R is aryl or C 1 ˜C 6 alkyl.
20. The compound of claim 14 , wherein Ar 1 is [9,9′]spirobifluorenyl.
21. The compound of claim 15 , wherein one of R 2 and R 3 is phenyl.
22. The compound of claim 21 , wherein the other of R 2 and R 3 is naphthyl.
23. The compound of claim 13 , wherein each of Y and Z, independently, is
24. A red light emitting electro-luminescence device, comprising:
an anode layer,
a hole transporting layer,
a light emitting layer,
an electron transporting layer, and
a cathode layer,
wherein the anode layer, the hole transporting layer, the light emitting layer, the electron transporting layer, and the cathode layer are disposed in the above order; and the light emitting layer includes a compound of formula (I):
wherein
X is O or NR 1 ; and
Each of Y and Z, independently, is
in which each of R 1 , R 2 , R 3 , independently, is alkyl, cyclyl, heterocyclyl, aralkyl, aryl, or heteroaryl, where R 2 is different from R 3 ; Ar 1 is aralkyl, aryl or heteroaryl; Ar 1 and Ar 2 taken together is pyrido-quinolinyl.
25. The device of claim 24 , wherein X is NR 1 .
26. The device of claim 25 , wherein each of Y and Z, independently, is
27. The device of claim 26 , wherein Ar 1 is phenyl.
28. The device of claim 26 , wherein Ar 1 is furyl.
29. The device of claim 26 , wherein Ar 1 is thienyl.
30. The device of claim 26 , wherein Ar 1 is fluorenyl.
31. The device of claim 26 , wherein Ar 1 is 9,9′-R,R-substituted fluorenyl, in which R is aryl or C 1 ˜C 6 alkyl.
32. The device of claim 26 , wherein Ar 1 is [9,9′]spirobifluorenyl.
33. The device of claim 27 , wherein one of R 2 and R 3 is phenyl.
34. The device of claim 33 , wherein the other of R 2 and R 3 is naphthyl, and R 1 is CH 3 .
35. The device of claim 25 , wherein each of Y and Z, independently, is
36. The device of claim 24 , wherein X is O.
37. The device of claim 36 , wherein each of Y and Z, independently, is
38. The device of claim 37 , wherein Ar 1 is phenyl.
39. The device of claim 37 , wherein Ar 1 is furyl.
40. The device of claim 37 , wherein Ar 1 is thienyl.
41. The device of claim 37 , wherein Ar 1 is fluorenyl.
42. The device of claim 37 , wherein Ar 1 is 9,9′-R,R-substituted fluorenyl, in which R is aryl or C 1 ˜C 6 alkyl.
43. The device claim 37 , wherein Ar 1 is [9,9′]spirobifluorenyl.
44. The device of claim 38 , wherein one of R 2 and R 3 is phenyl.
45. The device of claim 44 , wherein the other of R 2 and R 3 is naphthyl.
46. The device of claim 36 , wherein each of Y and Z, independently, is