IP Library Granted Patent US 9,768,402
Granted Patent B2
US 9,768,402 · App. 13/080,759 · Granted Sep 19, 2017

Enhanced bulk heterojunction devices prepared by thermal and solvent vapor annealing processes

Inventors: Stephen R. Forrest (Ann Arbor, MI); Mark E. Thompson (Anaheim, CA); Guodan Wei (San Jose, CA); Siyi Wang (Los Angeles, CA)
Assignees: University of Southern California; The Regents of the University of Michigan
H01L51/4253H01L51/0028H01L51/4273Y02E10/549
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Quick Facts
Patent No.
US 9,768,402
App. No.
13/080,759
Granted
Sep 19, 2017
Kind
B2
Abstract

A method of preparing a bulk heterojunction organic photovoltaic cell through combinations of thermal and solvent vapor annealing are described. Bulk heterojunction films may prepared by known methods such as spin coating, and then exposed to one or more vaporized solvents and thermally annealed in an effort to enhance the crystalline nature of the photoactive materials.

Claims (36)

1. A method of preparing a photosensitive device, comprising:

providing a structure having at least one first electrode and a bulk heterojunction, wherein said bulk heterojunction comprises at least one first organic photoactive material and at least one second organic photoactive material, wherein said first and second organic photoactive materials are small-molecule materials, and at least one of the first and second organic photoactive materials is a squaraine;

providing at least one solvent;

vaporizing at least a portion of the solvent; and

exposing at least a portion of the bulk heterojunction to the vaporized solvent, wherein said exposure to the vaporized solvent increases the crystallinity of at least one of the first and second organic photoactive materials.

2. The method of claim 1 , further comprising thermally annealing said structure.

3. The method of claim 2 , wherein the thermal annealing takes place after exposing the bulk heterojunction to the vaporized solvent.

4. The method of claim 2 , wherein the thermal annealing takes place at a temperature of about 50° C. or greater.

5. The method of claim 1 , wherein the structure is prepared by depositing the at least one first and the at least one second small molecule organic photoactive materials over the at least one first electrode.

6. The method of claim 5 , wherein the deposition is performed by spin-casting.

7. The method of claim 6 , wherein the at least one first and the at least one second small molecule organic photoactive materials are cast from a casting solvent having a boiling point no greater than about 70° C. at 1 atm.

8. The method of claim 7 , wherein the casting solvent is chloroform.

9. The method of claim 6 , wherein the at least one first and the at least one second small molecule organic photoactive materials are cast from a casting solvent having a boiling point greater than about 175° C. at 1 atm.

10. The method of claim 9 , wherein the casting solvent is 1,2-dichlorobenzene.

11. The method of claim 5 , further comprising positioning an interfacial layer between the at least one first electrode and the bulk heterojunction.

12. The method of claim 1 , further comprising patterning at least one second electrode over the bulk heterojunction.

13. The method of claim 12 , further comprising positioning at least one blocking layer between the bulk heterojunction and the at least one second electrode.

14. The method of claim 1 , wherein the at least one blocking layer comprises BCP.

15. The method of claim 1 , wherein the bulk heterojunction is exposed to the vaporized solvent in a closed container.

16. The method of claim 1 , wherein the bulk heterojunction is exposed to the vaporized solvent for a period of about 5 minutes to about 30 minutes.

17. The method of claim 1 , wherein the at least one solvent is dichloromethane.

18. The method of claim 1 , wherein the squaraine is 2,4-bis[4-(N,N-diisobutylamino)-2,6-dihydroxyphenyl] squaraine.

19. The method of claim 1 , wherein one of the first and second organic photoactive materials is PC 70 BM.

20. A method of enhancing the crystallinity of a bulk heterojunction in a photosensitive device, said bulk heterojunction comprising at least one first organic photoactive material and at least one second organic photoactive material, wherein said first and second organic photoactive materials are small-molecule materials, and at least one of the first and second organic photoactive materials is a squaraine, comprising:

exposing at least a portion of the bulk heterojunction to a vaporized solvent, wherein the photosensitive device exhibits one or more of the following characteristics when compared to said device before exposure to the vaporized solvent:

increased fill factor (FF);

increased external quantum efficiency (EQE); and

increased current density versus voltage (J-V).

21. The method of claim 20 , further comprising thermally annealing the bulk heterojunction.

22. The method of claim 21 , wherein the thermal annealing takes place after exposing the bulk heterojunction to the vaporized solvent.

23. The method of claim 21 , wherein the thermal annealing takes place at a temperature of about 50° C. or greater.

24. The method of claim 20 , wherein the bulk heterojunction is exposed to the vaporized solvent in a closed container.

25. The method of claim 24 , wherein the bulk heterojunction is exposed to the vaporized solvent for a period of about 5 minutes to about 30 minutes.

26. The method of claim 20 , wherein the at least one solvent is dichloromethane.

27. The method of claim 20 , wherein the squaraine is 2,4-bis[4-(N,N-diisobutylamino)-2,6-dihydroxyphenyl] squaraine.

28. The method of claim 20 , wherein one of the first and second organic photoactive materials is PC 70 BM.

Assignments (4)
CONFIRMATORY LICENSE Recorded Sep 26, 2018
From: UNIVERSITY OF MICHIGAN
To: UNITED STATES DEPARTMENT OF ENERGY
Reel/Frame 047637/0360 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 27, 2017
From: FORREST, STEPHEN R.; WEI, GUODAN
To: THE REGENTS OF THE UNIVERSITY OF MICHIGAN
Reel/Frame 041747/0196 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 27, 2017
From: THOMPSON, MARK E.; WANG, SIYI
To: UNIVERSITY OF SOUTHERN CALIFORNIA
Reel/Frame 041747/0203 →
CONFIRMATORY LICENSE Recorded Apr 7, 2014
From: UNIVERSITY OF MICHIGAN
To: ENERGY, UNITED STATES DEPARTMENT OF
Reel/Frame 032612/0724 →
Continuity (3)
Provisional Application 61322039 · Apr 8, 2010
Provisional Application 61393646 · Oct 15, 2010
Related Publication 20130210189A1 · Aug 15, 2013