Heterocyclic compound and organic solar cell comprising the same

Patent metadata

Field	Value
Publication number	US-10355221-B2
Application number	US-201514771056-A
Country	US
Kind code	B2
Filing date	Apr 10, 2015
Priority date	Apr 21, 2014
Publication date	Jul 16, 2019
Grant date	Jul 16, 2019

Abstract

The present specification relates to a heterocyclic compound and an organic solar cell including the same.

First claim

The invention claimed is:

1. An organic solar cell comprising:
a first electrode;
a second electrode provided to face the first electrode; and
one or more organic material layers provided between the first electrode and the second electrode and comprising a photoactive layer,
wherein the one or more organic material layers comprise a heterocyclic compound of Formula 1-1 or 1-2:

wherein:
n1 and n4 each independently is 2 or 3;
n2 and n3 each is 1;
X1 to X4 are S;
X10 and X13 of Formula 1-2 are S;
X10 of Formula 1-1 is NRa;
X11 and X12 of Formula 1-2 are SiRaRb;
Y1 to Y4 are N;
R1 to R8 are hydrogen;
Ra, Rb and R10 to R13 are the same as or different from each other, and each independently is an alkyl group;
Ar1 and Ar2 are the same as or different from each other, and each independently is:

wherein:
R14 is an alkyl group; and

R100 to R103 are the same as or different from each other, and each independently is 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, or a substituted or unsubstituted heterocyclic group.

2. The organic solar cell of claim 1 , wherein R10 to R13 are the same as or different from each other, and are each independently a straight-chained or branched alkyl group having 4 to 30 carbon atoms.

3. The organic solar cell of claim 1 , wherein R10 to R13 are the same as or different from each other, and are each independently a straight-chained or branched alkyl group having 6 to 16 carbon atoms, and
R14 is an alkyl group having 1 to 16 carbon atoms.

4. The organic solar cell of claim 1 , wherein the heterocyclic compound of Formula 1-1 or 1-2 is a compound of Formula 1-1-1 or 1-1-2, respectively:

5. The organic solar cell of claim 1 , wherein the one or more organic material layers comprise a hole transport layer, a hole injection layer, or a layer which simultaneously transports and injects holes, and
the hole transport layer, the hole injection layer, or the layer which simultaneously transports and injects holes comprises the heterocyclic compound.

6. The organic solar cell of claim 1 , wherein the one or more organic material layers comprise an electron injection layer, an electron transport layer, or a layer which simultaneously injects and transports electrons, and
the electron injection layer, the electron transport layer, or the layer which simultaneously injects and transports electrons comprises the heterocyclic compound.

7. The organic solar cell of claim 1 , wherein the photoactive layer comprises one or two or more selected from the group consisting of an electron donor and an electron acceptor, and
the electron donor comprises the heterocyclic compound.

8. The organic solar cell of claim 7 , wherein the electron donor and the electron acceptor constitute a bulk heterojunction (BHJ).

9. The organic solar cell of claim 1 , wherein the photoactive layer has a bilayer thin film structure comprising an n-type organic material layer and a p-type organic material layer, and
the p-type organic material layer comprises the heterocyclic compound.

10. The organic solar cell of claim 1 , wherein the one or more layers of the organic material layers comprise the heterocyclic compound of Formula 1-1.

11. The organic solar cell of claim 10 , wherein the heterocyclic compound of Formula 1-1 is a compound of Formula 1-1-1:

12. The organic solar cell of claim 1 , wherein the one or more organic material layers comprise the heterocyclic compound of Formula 1-2.

13. The organic solar cell of claim 12 , wherein the heterocyclic compound of Formula 1-2 is a compound of Formula 1-1-2:

Assignees

• Lg Chemical Ltd

Inventors

• Lim Bogyu
• Choi Doowhan
• Lee Jaechol
• Cho Keun

Classifications

• H01L51/0074

  Electricity · mapped topic

• H01L2251/308

  Electricity · mapped topic

• C07D519/00

  Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00 · CPC title

• H01L51/4253

  Electricity · mapped topic

• H01L51/0072 Primary

  Electricity · mapped topic