Aminobenzene compositions and related devices and methods
View Patent ↗Oligomers and/or polymers comprising a backbone comprising arylamine and fluorinated alkyleneoxy moieties which may be crosslinked. Ink formulations and devices can be formed from the oligomers or polymers, or corresponding monomers. Doped compositions can be formed. Charge injection and transport layers can be formed. Improved stability can be achieved in organic electronic devices such as OLEDs and OPVs.
1. A device comprising a layer comprising an oligomer or polymer comprising repeat units represented by
O—Ar 1 and (I)
O—R 1 —O—Ar 2 —O—R 2 (II)
wherein,
Ar 1 is an arylamine,
Ar 2 comprises an aryl, and
R 1 and R 2 are independently selected from C 1 -C 10 fluorinated alkylene, wherein said layer is a hole injection layer.
2. The device of claim 1 , wherein said device is an organic light-emitting diode, polymer light emitting diode, phosphorescent organic light-emitting diode or organic photovoltaic device.
3. The device of claim 1 , wherein said oligomer or polymer is doped.
4. The device of claim 1 , wherein the repeat units (I) and (II) are alternating.
5. The device of claim 1 , wherein Ar 1 is represented by
wherein,
J 1 , J 2 and J 3 are independently selected from hydrogen, C 1 -C 10 alkyl, perfluoroalkyl, thioalkyl, alkoxy, alkylaryl, arylalkyl, aryloxy, heteroaryl, cyano, halo and alkylthio groups,
k is an integer from 1 to 4,
m is an integer from 1 to 5, and
n is an integer from 1 to 5;
or wherein Ar 1 is represented by
6. The device of claim 1 , wherein Ar 2 is represented by
wherein z is an integer from 1 to 5;
or wherein Ar 2 is represented by:
wherein,
J 1 , J 2 and J 3 are independently selected from hydrogen, C 1 -C 10 alkyl, perfluoroalkyl, thioalkyl, alkoxy, alkylaryl, arylalkyl, aryloxy, heteroaryl, cyano, halo and alkylthio groups,
k is an integer from 1 to 4,
m is an integer from 1 to 5, and
n is an integer from 1 to 5;
or wherein Ar 2 is represented by
wherein,
R 3 is an optionally fluorinated C 1 -C 10 alkyl, and
Z is an integer from 1 to 5;
or wherein Ar 2 is represented by
7. The device of claim 1 , wherein the oligomer or polymer is insoluble and crosslinked.
8. The device of claim 1 , wherein the oligomer or polymer is soluble.
9. A device comprising a layer comprising an oligomer or polymer comprising repeat units represented by
O—Ar 1 and (I)
O—R 1 —O—Ar 2 —O—R 2 (II)
wherein,
Ar 1 is an arylamine,
Ar 2 comprises an aryl, and
R 1 and R 2 are independently selected from C 1 -C 10 fluorinated alkylene, wherein said layer is an electron blocking layer.
10. The device of claim 9 , wherein said device is an organic light-emitting diode, polymer light emitting diode, phosphorescent organic light-emitting diode or organic photovoltaic device.
11. The device of claim 9 , wherein said oligomer or polymer is doped.
12. The device of claim 9 , wherein the repeat units (I) and (II) are alternating.
13. The device of claim 9 , wherein Ar 1 is represented by
wherein,
J 1 , J 2 and J 3 are independently selected from hydrogen, C 1 -C 10 alkyl, perfluoroalkyl, thioalkyl, alkoxy, alkylaryl, arylalkyl, aryloxy, heteroaryl, cyano, halo and alkylthio groups,
k is an integer from 1 to 4,
m is an integer from 1 to 5, and
n is an integer from 1 to 5;
or wherein Ar 1 is represented by
14. The device of claim 9 , wherein Ar 2 is represented by
wherein z is an integer from 1 to 5;
or wherein Ar 2 is represented by:
wherein,
J 1 , J 2 and J 3 are independently selected from hydrogen, C 1 -C 10 alkyl, perfluoroalkyl, thioalkyl, alkoxy, alkylaryl, arylalkyl, aryloxy, heteroaryl, cyano, halo and alkylthio groups,
k is an integer from 1 to 4,
m is an integer from 1 to 5, and
n is an integer from 1 to 5;
or wherein Ar 2 is represented by
wherein,
R 3 is an optionally fluorinated C 1 -C 10 alkyl, and
Z is an integer from 1 to 5;
or wherein Ar 2 is represented by
15. The device of claim 9 , wherein the oligomer or polymer is insoluble and crosslinked.
16. The device of claim 9 , wherein the oligomer or polymer is soluble.
17. A device comprising a layer comprising an oligomer or polymer comprising repeat units represented by
O—Ar 1 and (I)
O—R 1 —O—Ar 2 —O—R 2 (II)
wherein,
Ar 1 is an arylamine,
Ar 2 comprises an aryl, and
R 1 and R 2 are independently selected from C 1 -C 10 fluorinated alkylene, wherein said oligomer or polymer is doped.
18. The device of claim 17 , wherein said device is an organic light-emitting diode, polymer light emitting diode, phosphorescent organic light-emitting diode or organic photovoltaic device.
19. The device of claim 17 , wherein said layer is a hole transport layer.
20. The device of claim 17 , wherein the repeat units (I) and (II) are alternating.
21. The device of claim 17 , wherein Ar 1 is represented by
wherein,
J 1 , J 2 and J 3 are independently selected from hydrogen, C 1 -C 10 alkyl, perfluoroalkyl, thioalkyl, alkoxy, alkylaryl, arylalkyl, aryloxy, heteroaryl, cyano, halo and alkylthio groups,
k is an integer from 1 to 4,
m is an integer from 1 to 5, and
n is an integer from 1 to 5;
or wherein Ar 1 is represented by
22. The device of claim 17 , wherein Ar 2 is represented by
wherein z is an integer from 1 to 5;
or wherein Ar 2 is represented by:
wherein,
J 1 , J 2 and J 3 are independently selected from hydrogen, C 1 -C 10 alkyl, perfluoroalkyl, thioalkyl, alkoxy, alkylaryl, arylalkyl, aryloxy, heteroaryl, cyano, halo and alkylthio groups,
k is an integer from 1 to 4,
m is an integer from 1 to 5, and
n is an integer from 1 to 5;
or wherein Ar 2 is represented by
wherein,
R 3 is an optionally fluorinated C 1 -C 10 alkyl, and
Z is an integer from 1 to 5;
or wherein Ar 2 is represented by
23. The device of claim 17 , wherein the oligomer or polymer is insoluble and crosslinked.
24. The device of claim 17 , wherein the oligomer or polymer is soluble.