Polymer and organic solar cell comprising same

Patent metadata

Field	Value
Publication number	US-11711966-B2
Application number	US-201916500871-A
Country	US
Kind code	B2
Filing date	Feb 26, 2019
Priority date	Mar 12, 2018
Publication date	Jul 25, 2023
Grant date	Jul 25, 2023

Abstract

The present specification relates to a polymer including a first unit of Chemical Formula 1; a second unit of Chemical Formula 2; and a third unit of Chemical Formula 3 or 4, and an organic solar cell including the same.

First claim

What is claimed is:

1. A polymer comprising:
a first unit of Chemical Formula 1;
a second unit of Chemical Formula 2; and
a third unit of Chemical Formulae 3-6 or 3-7:

wherein:
X1 to X4 are the same as or different from each other, and each independently is CRR′, NR, O, SiRR′, PR, S, GeRR′, Se or Te;
A1 to A4 are the same as or different from each other, and each independently is a halogen group;
Cy1 and Cy2 are the same as or different from each other, and each independently is a substituted or unsubstituted heterocyclic group;
R, R′, and R1 to R8 are the same as or different from each other, and each independently is hydrogen, deuterium, a halogen 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 alkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted alkylsulfoxy group, a substituted or unsubstituted arylsulfoxy group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted amine group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group; and
R11 and R12 are the same as or different from each other, and each independently is a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, or a substituted or unsubstituted alkylthio group and
R9 and R10 are the same as or different from each other, and each independently is hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group.

2. The polymer of claim 1 , wherein the first unit is Chemical Formula 1-1:

wherein:
R, R′, R1, R2, R11, R12, X1, X2, A1 and A2 have the same definitions as in Chemical Formula 1; and
X7 and X8 are the same as or different from each other, and each independently is NR, O, SiRR′, PR, S, GeRR′, Se or Te.

3. The polymer of claim 1 , wherein the first unit is Chemical Formula 1-2:

wherein:
R11, R12, A1 and A2 have the same definitions as in Chemical Formula 1.

4. The polymer of claim 1 , wherein the second unit is Chemical Formula 2-1:

wherein:
R3 to R6, A3 and A4 have the same definitions as in Chemical Formula 2.

5. The polymer of claim 1 , comprising a unit of Chemical Formula 5:

wherein:
1 is a mole fraction and is a real number of 0<1<1;
m is a mole fraction and is a real number of 0<m<1;
l+m=1;
A is the first unit of Chemical Formula 1;
B is the second unit of Chemical Formula 2;
C and C′ are the same as or different from each other, and each independently is the third unit of Chemical Formulae 3-6 or 3 to 7; and
n is a repetition number of the unit and is an integer of 1 to 10,000.

6. A polymer of Chemical Formulae 5-5, 5-7, 5-8, or 5-9:

wherein:
A1, A2, R11 and R12 have the same definitions as in Chemical Formula 1;
R107 and R108 are the same as or different from each other and each independently is hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group or a halogen group;
R109, R110 and R119 are the same as or different from each other and each independently is hydrogen or a substituted or unsubstituted alkyl group;
l is a mole fraction and is a real number of 0<l<1;
m is a mole fraction and is a real number of 0<m<1;
l+m=1; and
n is a repetition number of the unit and is an integer of 1 to 10,000.

7. A polymer of Chemical Formulae 6-5, 6-6, 6-8, 6-9, 6-10, 6-11, 6-12, 6-20, 6-21, 6-23, 6-24, 6-25, 6-26, or 6-27:

wherein:
l is a mole fraction and is a real number of 0<l<1;
m is a mole fraction and is a real number of 0<m<1;
l+m=1; and
n is a repetition number of the unit and is an integer of 1 to 10,000.

8. An organic solar cell comprising:
a first electrode;
a second electrode on the first electrode; and
one or more organic material layers that are between the first electrode and the second electrode, and the one or more organic material layers including a photoactive layer,
wherein the photoactive layer includes the polymer of claim 1 .

9. The organic solar cell of claim 8 , wherein the photoactive layer includes an electron donor and an electron acceptor, and the electron donor includes the polymer.

10. The organic solar cell of claim 9 , wherein the electron acceptor includes a non-fullerene-based compound.

11. The organic solar cell of claim 10 , wherein the non-fullerene-based compound is a compound of Chemical Formula A:

wherein:
Ra to Rf are the same as or different from each other, and each independently is hydrogen or a substituted or unsubstituted alkyl group;
La to Ld are the same as or different from each other, and each independently is a substituted or unsubstituted arylene group or a substituted or unsubstituted divalent heterocyclic group;
Ma and Mb are the same as or different from each other, and each independently is a halogen group or a substituted or unsubstituted alkyl group;
p and q are the same as or different from each other, and each independently is an integer of 0 to 2; and
when p or q is 2, structures in the parentheses are the same as each other.

12. The organic solar cell of claim 9 , wherein the electron acceptor is any one of Chemical Formulae A-1 to A-6:

13. The organic solar cell of claim 9 , wherein the electron donor and the electron acceptor have a mass ratio of 2:1 to 1:5.

14. The polymer of claim 1 , wherein the third unit includes a structure of Chemical Formula 3-6.

15. The polymer of claim 1 , wherein the third unit includes a structure of C

Assignees

• Lg Chemical Ltd

Inventors

• Lee Jiyoung
• Choi Doowhan
• Lim Bogyu
• Kim Ji Hoon

Classifications

• H10K30/50

  Photovoltaic [PV] devices · CPC title

• H10K30/30

  comprising bulk heterojunctions, e.g. interpenetrating networks of donor and acceptor material domains · CPC title

• H10K85/151

  Copolymers · CPC title

• H10K85/111

  comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene · CPC title

• H10K30/20

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