Polymer and stretchable polymer thin film and electronic device

Patent metadata

Field	Value
Publication number	US-12329023-B2
Application number	US-202117519998-A
Country	US
Kind code	B2
Filing date	Nov 5, 2021
Priority date	Mar 4, 2021
Publication date	Jun 10, 2025
Grant date	Jun 10, 2025

Abstract

A polymer may include a first structural unit including a first electron accepting moiety and a first electron donating moiety, a second structural unit including a second electron accepting moiety and a second electron donating moiety. The second electron accepting moiety is different from the first electron accepting moiety. The second electron donating moiety is the same as or different from the first electron donating moiety. The first structural unit is represented by Chemical Formula 1. Chemical Formula 1 is described in the detailed description.

First claim

What is claimed is:

1. A polymer, comprising
a first structural unit including a first electron accepting moiety and a first electron donating moiety, and
a second structural unit including a second electron accepting moiety and a second electron donating moiety, the second electron accepting moiety being different from the first electron accepting moiety, and the second electron donating moiety being the same as or different from the first electron donating moiety,
wherein the first structural unit is represented by Chemical Formula 1,

wherein, in Chemical Formula 1,
D 1 is the first electron donating moiety,
L 1 and L 2 are each independently a single bond, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted divalent C3 to C30 heterocyclic group, a fused ring thereof, or a combination thereof,
A 1 is the first electron accepting moiety and is represented by Chemical Formula 2,

wherein, in Chemical Formula 2,
Z 1 and Z 2 are each independently N or CR a ,
at least one of Z 1 and Z 2 is N,
R 1 is a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C2 to C30 alkoxyalkyl group, a substituted or unsubstituted C6 to C30 aryl group, —COR b , —COOR c , a halogen, a cyano group, or a combination thereof,
R 2 , R 3 , and R a are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C2 to C30 alkoxyalkyl group, a substituted or unsubstituted C6 to C30 aryl group, —COR d , —OCOR e , —COOR f , —OCOOR g , a halogen, a cyano group, or a combination thereof,
R b to R g are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C2 to C30 alkoxyalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a halogen, a cyano group, or a combination thereof, and
* is a linking point with Chemical Formula 1,
wherein the first structural unit and the second structural unit are included in a mole ratio of about 1:9 to about 9:1.

2. The polymer of claim 1 , wherein D 1 is a substituted or unsubstituted C6 to C30 arylene group; a substituted or unsubstituted divalent C3 to C30 heterocyclic group including at least one of N, O, S, Se, Te, and Si; a fused ring thereof; or a combination thereof.

3. The polymer of claim 2 , wherein D 1 is one or more substituted or unsubstituted phenylene group; one or more substituted or unsubstituted naphthylene group; one or more substituted or unsubstituted anthracenylene group; one or more substituted or unsubstituted phenanthrenylene group; one or more substituted or unsubstituted five-membered ring including at least one of N, O, S, Se, Te, and Si; a fused ring of two or more of the substituted or unsubstituted five-membered rings; a fused ring of one or more substituted or unsubstituted five-membered rings and one or more substituted or unsubstituted phenylene group; a fused ring of one or more substituted or unsubstituted five-membered ring and one or more substituted or unsubstituted naphthylene group; a fused ring of one or more substituted or unsubstituted five-membered ring and one or more substituted or unsubstituted anthracenylene group; a fused ring of one or more substituted or unsubstituted five-membered ring and one or more substituted or unsubstituted phenanthrenylene group; or a combination thereof.

4. The polymer of claim 1 , wherein
L 1 and L 2 are each independently a substituted or unsubstituted C6 to C30 arylene group; a substituted or unsubstituted divalent C3 to C30 heterocyclic group including at least one of N, O, S, Se, Te, and Si; a fused ring thereof; or a combination thereof, and
each of L 1 and L 2 is different from D 1 .

5. The polymer of claim 1 , wherein the first structural unit is represented by Chemical Formula 3:

wherein, in Chemical Formula 3,
D 1 is a substituted or unsubstituted C6 to C30 arylene group; a substituted or unsubstituted divalent C3 to C30 heterocyclic group including at least one of N, O, S, Se, Te, and Si; a fused ring thereof; or a combination thereof,
L 1 and L 2 are each independently a single bond, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted divalent C3 to C30 heterocyclic group, a fused ring thereof, or a combination thereof,
R 1 is a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C2 to C30 alkoxyalkyl group, a substituted or unsubstituted C6 to C30 aryl group, —COR b , —COOR c , a halogen, a cyano group, or a combination thereof,
R 2 , R 3 , and R a are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C 2 to C30 alkoxyalkyl group, a substituted or unsubstituted C6 to C30 aryl group, —COR d , —OCOR e , —COOR f , —OCOOR g , a halogen, a cyano group, or a combination thereof, and
R b to R g are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C2 to C30 alkoxyalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a halogen, a cyano group or a combination thereof.

6. The polymer of claim 5 , wherein R 1 and R 2 are each independently a substituted or unsubstituted C6 to C30 linear alkyl group or a substituted or unsubstituted C6 to C30 branched alkyl group.

7. The polymer of claim 1 , wherein the second structural unit is represented by Chemical Formula 4:

wherein, in Chemical Formula 4,
D 2 is the second electron donating moiety, and
L 3 and L 4 are each independently a single bond, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted divalent C3 to C30 heterocyclic group, a fused ring thereof, or a combination thereof,
A 2 is the second electron accepting moiety and is represented by Chemical Formula 5,

wherein, in Chemical Formula 5,
R 4 and R 5 are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C2 to C30 alkoxyalkyl group, a substituted or unsubstituted C6 to C30 aryl group, —COR d , —OCOR e , —COOR f , —OCOOR g , a halogen, a cyano group, or a combination thereof,
R d to R g are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C2 to C30 alkoxyalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a halogen, a cyano group, or a combination thereof, and
* is a linking point with Chemical Formula 4.

8. The polymer of claim 7 , wherein D 2 is a substituted or unsubstituted C6 to C30 arylene group; a substituted or unsubstituted divalent C3 to C30 heterocyclic group including at least one of N, O, S, Se, Te, an

Assignees

• Samsung Electronics Co Ltd

Inventors

• Chung Jong Won
• Gam Sangah
• LEE Yeongjun
• Yun Youngjun
• Lee Gae Hwang

Classifications

• C08J2365/00

  Characterised by the use of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain (C08J2307/00 - C08J2357/00, C08J2361/00 take precedence); Derivatives of such polymers · CPC title

• C08G2261/95

  Use in organic luminescent diodes · CPC title

• C08J5/18

  Manufacture of films or sheets · CPC title

• H10K10/488

  the channel region comprising a layer of composite material having interpenetrating or embedded materials, e.g. a mixture of donor and acceptor moieties, that form a bulk heterojunction · CPC title

• H10K85/113

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