IP Library Granted Patent US 9,431,621
Granted Patent B2
US 9,431,621 · App. 13/418,875 · Granted Aug 30, 2016

Metal oxide charge transport material doped with organic molecules

Inventors: Stephen R. Forrest (Ann Arbor, MI); Brian E. Lassiter (Ypsilanti, MI)
Assignee: The Regents of the University of Michigan
H01L51/4253H01L51/0072H01L51/0078Y02E10/549
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,431,621
App. No.
13/418,875
Granted
Aug 30, 2016
Kind
B2
Abstract

Doping metal oxide charge transport material with an organic molecule lowers electrical resistance while maintaining transparency and thus is optimal for use as charge transport materials in various organic optoelectronic devices such as organic photovoltaic devices and organic light emitting devices.

Claims (57)

1. A transparent metal oxide charge transport material for use in an optoelectronic device, the charge transport material comprising:

a metal oxide material doped with an organic dopant material, wherein the organic dopant material is selected from the group consisting of acridine orange base (AOB), and chloroboron subphthalocyanine (SubPc),

wherein the metal oxide material is doped with 1 to 20 vol. % of the organic dopant material, whereby electrical resistivity of the metal oxide material is reduced while maintaining transparency of the metal oxide charge transport material.

2. The metal oxide charge transport material of claim 1 , wherein the metal oxide material is selected from the group consisting of MoO 3 , CrO 3 , V 2 O 5 , WO 3 , NiO, Cr 3 O 4 , Cr 2 O 3 , CuO, RuO 2 , TiO 2 , Ta 2 O 5 , SnO 2 , and Cu 2 O.

3. The metal oxide charge transport material of claim 1 , wherein the HOMO of the organic dopant is similar to or smaller than the LUMO of the metal oxide material.

4. The metal oxide charge transport material of claim 1 , wherein the LUMO of the organic dopant is similar to or larger than the HOMO of the metal oxide material.

5. The metal oxide charge transport material of claim 1 , wherein the metal oxide material is doped with 10 vol. % of the organic dopant material.

6. An organic photosensitive device comprising:

a first electrode;

a second electrode;

a photoactive region disposed between the first electrode and the second electrode; and

a transparent charge transport layer disposed between the photoactive region and at least one of the first and second electrodes, wherein the charge transport layer comprises a metal oxide material doped with an organic dopant material,

wherein the organic dopant material is selected from the group consisting of acridine orange base (AOB), and chloroboron subphthalocyanine (SubPc),

wherein the metal oxide material is doped with 1 to 20 vol. % of the organic dopant material, whereby electrical resistivity of the metal oxide material is reduced while maintaining transparency of the metal oxide charge transport material.

7. The device of claim 6 , wherein the metal oxide material is selected from the group consisting of MoO 3 , CrO 3 , V 2 O 5 , WO 3 , NiO, Cr 3 O 4 , Cr 2 O 3 , CuO, RuO 2 , TiO 2 , Ta 2 O 5 , SnO 2 , and Cu 2 O.

8. The device of claim 6 , wherein the HOMO of the organic dopant is similar to or smaller than the LUMO of the metal oxide material.

9. The device of claim 6 , wherein the LUMO of the organic dopant is similar to or larger than the HOMO of the metal oxide material.

10. The device of claim 6 , wherein the metal oxide material is doped with 10 vol. % of the organic dopant material.

11. The device of claim 6 , wherein the photoactive region comprises an organic donor material and an organic acceptor material forming a donor-acceptor heterojunction.

12. An organic photosensitive device comprising:

an anode;

multiple subcells in series, each subcell comprising:

an electron donor layer, and an electron acceptor layer in contact with the electron donor layer forming a donor-acceptor heterojunction, an electron-hole recombination zone separating the subcells; and

a cathode,

wherein the electron-hole recombination zone comprises a transparent metal oxide material doped with an organic dopant material, wherein the organic dopant material is selected from the group consisting of acridine orange base (AOB), and chloroboron subphthalocyanine (SubPc),

wherein the metal oxide material is doped with 1 to 20 vol. % of the organic dopant material, whereby electrical resistivity of the metal oxide material is reduced while maintaining transparency of the metal oxide material.

13. The device of claim 12 , wherein the metal oxide material is selected from the group consisting of MoO 3 , CrO 3 , V 2 O 5 , WO 3 , NiO, Cr 3 O 4 , Cr 2 O 3 , CuO, RuO 2 , TiO 2 , Ta 2 O 5 , SnO 2 , and Cu 2 O.

14. The device of claim 12 , wherein the HOMO of the organic dopant is similar to or smaller than the LUMO of the metal oxide material.

15. The device of claim 12 , wherein the LUMO of the organic dopant is similar to or larger than the HOMO of the metal oxide material.

16. The device of claim 12 , wherein the metal oxide material is doped with 10 vol. % of the organic dopant material.

17. An organic light emitting device comprising:

an anode;

a cathode; and

at least one emissive layer and at least one transparent charge transport layer disposed between the anode and the cathode, wherein the at least one charge transport layer comprises a metal oxide material doped with an organic dopant material, wherein the organic dopant material is selected from the group consisting of acridine orange base (AOB), and chloroboron subphthalocyanine (SubPc),

wherein the metal oxide material is doped with 1 to 20 vol. % of the organic dopant material, whereby electrical resistivity of the charge transport layer is reduced while maintaining transparency of the charge transport layer.

18. The device of claim 17 , wherein the metal oxide material is selected from the group consisting of MoO 3 , CrO 3 , V 2 O 5 , WO 3 , NiO, Cr 3 O 4 , Cr 2 O 3 , CuO, RuO 2 , TiO 2 , Ta 2 O 5 , SnO 2 , and Cu 2 O.

19. The device of claim 17 , wherein the HOMO of the organic dopant is similar to or smaller than the LUMO of the metal oxide material.

20. The device of claim 17 , wherein the LUMO of the organic dopant is similar to or larger than the HOMO of the metal oxide material.

21. The device of claim 17 , wherein the metal oxide material is doped with 10 vol. % of the organic dopant material.

22. The device of claim 17 , wherein the at least one charge transport layer is an electron transport layer in direct contact with the at least one emissive layer and disposed between the at least one emissive layer and the cathode.

23. The device of claim 17 , wherein the at least one charge transport layer is a hole transport layer in direct contact with the at least one emissive layer and disposed between the at least one emissive layer and the anode.

24. A stacked organic light emitting device comprising:

an anode;

a cathode;

a plurality of emissive regions disposed between the anode and the cathode; and

a transparent charge generation layer disposed between successive emissive regions, wherein the charge generation layer comprises a metal oxide material doped with an organic dopant material, wherein the organic dopant material is selected from the group consisting of, acridine orange base (AOB), and chloroboron subphthalocyanine (SubPc),

wherein the metal oxide material is doped with 1 to 20 vol. % of the organic dopant material, whereby electrical resistivity of the charge generation layer is reduced while maintaining transparency of the charge generation layer.

25. The device of claim 24 , wherein the metal oxide material is selected from the group consisting of MoO 3 , CrO 3 , V 2 O 5 , WO 3 , NiO, Cr 3 O 4 , Cr 2 O 3 , CuO, RuO 2 , TiO 2 , Ta 2 O 5 , SnO 2 , and Cu 2 O.

26. The device of claim 24 , wherein the HOMO of the organic dopant is similar to or smaller than the LUMO of the metal oxide material.

27. The device of claim 24 , wherein the LUMO of the organic dopant is similar to or larger than the HOMO of the metal oxide material.

28. The device of claim 24 , wherein the metal oxide material is doped with 10 vol. % of the organic dopant material.

29. The device of claim 24 , wherein the at least one charge transport layer is an electron transport layer in direct contact with the at least one emissive layer and disposed between the at least one emissive layer and the cathode.

30. The device of claim 24 , wherein the at least one charge transport layer is a hole transport layer in direct contact with the at least one emissive layer and disposed between the at least one emissive layer and the anode.

31. The device of claim 6 , wherein the charge transport layer has a thickness of 150 nm or higher.

32. The device of claim 12 , wherein the metal oxide material has a thickness of 150 nm or higher.

33. The device of claim 24 , wherein the at least one charge transport layer has a thickness of 150 nm or higher.

34. The device of claim 24 , wherein the charge generation layer has a thickness of 150 nm or higher.

Assignments (4)
CONFIRMATORY LICENSE Recorded Sep 17, 2020
From: UNIVERSITY OF MICHIGAN
To: UNITED STATES DEPARTMENT OF ENERGY
Reel/Frame 053800/0148 →
CONFIRMATORY LICENSE Recorded Aug 8, 2014
From: UNIVERSITY OF MICHIGAN
To: ENERGY, UNITED STATES DEPARTMENT OF
Reel/Frame 033503/0273 →
CONFIRMATORY LICENSE Recorded Aug 16, 2013
From: UNIVERSITY OF MICHIGAN
To: ENERGY, UNITED STATES DEPARTMENT OF
Reel/Frame 031170/0557 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 23, 2012
From: FORREST, STEPHEN R.; LASSITER, BRIAN E.
To: THE REGENTS OF THE UNIVERSITY OF MICHIGAN
Reel/Frame 028086/0792 →
Continuity (1)
Related Publication 20130240840A1 · Sep 19, 2013