Photoactive layer and organic solar cell including same

Patent metadata

Field	Value
Publication number	US-11239437-B2
Application number	US-201816478364-A
Country	US
Kind code	B2
Filing date	Apr 13, 2018
Priority date	May 11, 2017
Publication date	Feb 1, 2022
Grant date	Feb 1, 2022

Abstract

The present specification provides a photoactive layer including: an electron donor; and an electron acceptor, in which the electron donor includes: a single molecular material; and a polymer material, a content of the electron donor is higher than a content of the electron acceptor, and in the electron donor, a content of the single molecular material is higher than a content of the polymer material, and an organic solar cell including the same.

First claim

What is claimed is:

1. A photoactive layer comprising:
an electron donor; and
an electron acceptor,
wherein the electron donor comprises: a single molecular material and a polymer material,
a content of the electron donor is higher than a content of the electron acceptor, and
in the electron donor, a content of the single molecular material is higher than a content of the polymer material,
wherein the polymer material is a copolymer comprising a unit of Formula 2:

wherein:
L is a molar fraction, and a real number of 0<L<1;
m is a molar fraction, and a real number of 0<m<1;
L+m=1;
h is an integer from 1 to 3,
i is an integer from 1 to 3,
n is an integer from 1 to 10,000;
a and b are each an integer from 1 to 5;
X11 to X14 are the same as or different from each other, and are each independently CRR′, NR, O, SiRR′, PR, S, GeRR′, Se, or Te; and
R11 to R18, R, and R′ are the same as or different from each other, and are each independently hydrogen, deuterium, a halogen group, a nitrile group, a nitro group, an imide group, an amide group, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted alkylthioxy group, a substituted or unsubstituted arylthioxy group, a substituted or unsubstituted alkylsulfoxy group, a substituted or unsubstituted arylsulfoxy group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkylamine group, a substituted or unsubstituted aralkylamine group, a substituted or unsubstituted arylamine group, a substituted or unsubstituted heteroarylamine group, a substituted or unsubstituted aryl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazole group, or a substituted or unsubstituted heterocyclic group.

2. The photoactive layer of claim 1 , wherein a weight ratio of the electron donor to the electron acceptor is 10:1 to 1.1:1.

3. The photoactive layer of claim 1 , wherein a weight ratio of the single molecular material to the polymer material in the electron donor is 30:1 to 2:1.

4. The photoactive layer of claim 1 , wherein the electron acceptor comprises a fullerene derivative.

5. The photoactive layer of claim 1 , wherein the single molecular material is a compound of Formula 1:

wherein:
n1 is an integer from 1 to 3,
n2 is an integer from 1 to 3,
X1 to X7 are the same as or different from each other, and are each independently CRR′, NR, O, SiRR′, PR, S, GeRR′, Se, or Te; and
R1 to R8, R, and R′ are the same as or different from each other, and are each independently hydrogen, deuterium, a halogen group, a nitrile group, a nitro group, a hydroxyl group, a carbonyl group, an ester group, an imide group, an amide group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted alkylthioxy group, a substituted or unsubstituted arylthioxy group, a substituted or unsubstituted alkylsulfoxy group, a substituted or unsubstituted arylsulfoxy group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted amine group, a substituted or unsubstituted arylphosphine group, a substituted or unsubstituted phosphine oxide group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group.

6. An organic solar cell comprising:
a first electrode;
a second electrode facing the first electrode; and
an organic material layer comprising one or more layers provided between the first electrode and the second electrode,
wherein the one or more layers comprise the photoactive layer according to claim 1 .

7. The organic solar cell of claim 6 , wherein the organic material layer further comprises a hole transport layer, a hole injection layer, or a layer which simultaneously transports and injects holes.

8. The organic solar cell of claim 6 , wherein the organic material layer further comprises an electron injection layer, an electron transport layer, or a layer which simultaneously injects and transports electrons.

9. The photoactive layer of claim 1 , wherein the polymer material has a number average molecular weight of 2,000 g/mol to 30,000,000 g/mol.

10. The photoactive layer of claim 1 , wherein the single molecular material has a molecular weight of 1,000 g/mol to 10,000,000 g/mol.

11. The photoactive layer of claim 1 , wherein the copolymer has a number average molecular weight of 10,000 g/mol to 100,000 g/mol.

12. The photoactive layer of claim 1 , wherein the copolymer has a molecular weight distribution of 1 to 3.

13. The photoactive layer of claim 1 , wherein R11 to R18 are the same as or different from each other, and are each independently hydrogen, a halogen group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group.

14. The photoactive layer of claim 1 , wherein R11 to R14 are each hydrogen, and wherein X11, X13, and X14 are each S.

15. The photoactive layer of claim 1 , wherein R15 and R16 are the same as or different from each other, and are each independently a halogen group.

16. The photoactive layer of claim 1 , wherein R17 and R18 are the same as or different from each other, and are each independently a substituted or unsubstituted alkoxy group.

17. The photoactive layer of claim 1 , wherein X12 is NR, and R is a substituted or unsubstituted alkyl group.

Assignees

• Lg Chemical Ltd

Inventors

• Jang Songrim
• Kim Kyungkon
• Kim Jinseck
• Choi Doowhan
• Lim Bogyu
• Cho Kyuwan

Classifications

• H10K30/451

  comprising a metal-semiconductor-metal [m-s-m] structure · CPC title

• H10K30/50

  Photovoltaic [PV] devices · CPC title

• H10K30/20 Primary

  comprising organic-organic junctions, e.g. donor-acceptor junctions · CPC title

• H10K85/113 Primary

  Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene · CPC title

• C08G2261/3241

  containing one or more nitrogen atoms as the only heteroatom, e.g. carbazole · CPC title