IP Library Granted Patent US 11,605,787
Granted Patent B2
US 11,605,787 · App. 16/761,914 · Granted Mar 14, 2023

Organic photovoltaic cells and non-fullerene acceptors thereof

Inventors: Stephen R. Forrest (Ann Arbor, MI); Yongxi Li (Ann Arbor, MI); Xiao Liu (Ann Arbor, MI)
Assignee: The Regents of the University of Michigan
H01L51/0074C07D495/22H01L51/0053H01L27/302H01L51/4253
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Quick Facts
Patent No.
US 11,605,787
App. No.
16/761,914
Granted
Mar 14, 2023
Kind
B2
Abstract

Organic photovoltaic cells (OPVs) and their compositions are described herein. In one or more embodiments, the acceptor with an active layer of an OPV includes is a non-fullerene acceptor. Such non-fullerene acceptors may provide improved OPV performance characteristics such as improved power conversion efficiency, open circuit voltage, fill factor, short circuit current, and/or external quantum efficiency. One example of a non-fullerene acceptor is (4,4,10,10-tetrakis(4-hexylphenyl)-5,11-(2-ethylhexyloxy)-4,10-dihydro-dithienyl[1,2-b:4,5b′] benzodi-thiophene-2,8-diyl) bis(2-(3-oxo-2,3-dihydroinden-5,6-dichloro-1-ylidene) malononitrile.

Claims (32)

1. An acceptor for a solar cell, the acceptor comprising one of the following structures:

wherein:

A and B are individually selected from the group consisting of:

each Ar 1 is individually selected from the group consisting of:

each Ar 2 is individually selected from the group consisting of:

each Ar 3 is individually selected from the group consisting of:

each Ar 4 is individually selected from the group consisting of:

M 1 -M 4 are individually selected from the group consisting of hydrogen, fluorine, chlorine, bromine, iodine, astatine, and a cyano group, wherein at least one of M 1 -M 4 is a halogen;

each R is individually a C 1 -C 20 hydrocarbon or an aromatic hydrocarbon;

each X is individually selected from the group consisting of oxygen, carbon, hydrogen, sulfur, selenium, and nitrogen;

each Y is individually selected from the group consisting of:

each m is an integer from 0 to 10; and

each n is an integer from 0 to 10.

2. The acceptor of claim 1 , wherein each Ar 1 is:

3. The acceptor of claim 1 , wherein each Ar 3 is:

4. The acceptor of claim 1 , wherein A or B is:

5. The acceptor of claim 1 , wherein Ar 4 is:

6. The acceptor of claim 1 , wherein A or B is:

7. The acceptor of claim 1 , wherein at least one of M 1 -M 4 is chloride.

8. The acceptor of claim 1 , wherein each R is 2-ethylhexyl.

9. The acceptor of claim 1 , wherein each R is selected from the group consisting of:

10. The acceptor of claim 1 , wherein each Y is:

11. The acceptor of claim 1 , wherein the acceptor has one of the following structures C1-C11:

12. The acceptor of claim 11 , wherein Z 1 , Z 2 , and Z 3 are sulfur.

13. The acceptor of claim 1 , wherein the acceptor has one of the following structures:

14. The acceptor of claim 1 , wherein the acceptor has the following structure:

15. The acceptor of claim 1 , wherein the solar cell having the acceptor has a power conversion efficiency of at least 11%.

16. The acceptor of claim 1 , wherein the solar cell having the acceptor has an open circuit voltage of at least 0.7 Volts.

17. The acceptor of claim 1 , wherein the solar cell having the acceptor has a fill factor of at least 70%.

18. The acceptor claim 1 , wherein the solar cell having the acceptor has a short circuit current of between 20-25 mA/cm 2 .

19. The acceptor of claim 1 , wherein the solar cell having the acceptor has an external quantum efficiency of at least 75%, as measured between wavelengths of 650-850 nm and providing a transparency window between wavelengths of 400-650 nm.

20. The acceptor of claim 1 , wherein a length of the acceptor is at least 25 angstroms.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jun 25, 2024
From: UNIVERSITY OF MICHIGAN
To: UNITED STATES DEPARTMENT OF ENERGY
Reel/Frame 067826/0223 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 9, 2020
From: FORREST, STEPHEN R.; LI, YONGXI; LIU, XIAO
To: THE REGENTS OF THE UNIVERSITY OF MICHIGAN
Reel/Frame 052880/0428 →
Continuity (2)
Provisional Application 62582212 · Nov 6, 2017
Related Publication 20200328356A1 · Oct 15, 2020
Cited By (1)
US 12,365,694