Polymer, film including the polymer, and display device including the film

Patent metadata

Field	Value
Publication number	US-11261297-B2
Application number	US-201916283207-A
Country	US
Kind code	B2
Filing date	Feb 22, 2019
Priority date	Feb 22, 2018
Publication date	Mar 1, 2022
Grant date	Mar 1, 2022

Abstract

A polymer is disclosed, represented by Chemical Formula 1 or Chemical Formula 2:wherein, in Chemical Formula 1 and Chemical Formula 2,Ar1, Ar2, R3, s, x, and y are defined in the detailed description.

First claim

What is claimed is:

1. A polymer represented by Chemical Formula 1 or Chemical Formula 2:

wherein, in Chemical Formula 1 and Chemical Formula 2,
Ar 1 of Chemical Formula 1 or Chemical Formula 2 comprises a combination of a group represented by Chemical Formula 3 and a group represented by Chemical Formula 4 and optionally, a substituted or unsubstituted C6 to C30 aromatic organic group:

wherein, in Chemical Formula 3,
R 10 is a single bond, —O—, —S—, —C(═O)—, —CH(OH)—, —C(═O)NH—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CH 2 ) p —, —(CF 2 ) q —, —C(C n H 2n+1 ) 2 —, —C(C n F 2n+1 ) 2 —, —(CH 2 ) p —C(C n H 2n+1 ) 2 —(CH 2 ) q —, —(CH 2 ) p —C(C n F 2n+1 ) 2 —(CH 2 ) q — (wherein 1≤n≤10, 1≤p≤10, and 1≤q≤10), or a combination thereof,
R 12 and R 13 are independently a halogen, a hydroxy group, a substituted or unsubstituted C1 to C10 aliphatic organic group, a substituted or unsubstituted C6 to C20 aromatic organic group, a —OR 201 group (wherein R 201 is a C1 to C10 aliphatic organic group), or a —SiR 210 R 211 R 212 (wherein R 210 , R 211 , and R 212 are independently hydrogen or a C1 to C10 aliphatic organic group) group, and
n7 and n8 are independently one of integers of 0 to 3;

wherein, in Chemical Formula 4,
R 1 and R 2 are independently a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 acyl group, a hydroxy group, a halogen, a nitro group, —NR′R″ (wherein R′ and R″ are independently hydrogen, a C1 to C30 alkyl group, or a C6 to C30 aryl group), —SiR′R″R′″ (wherein R′, R″, and R′″ are independently hydrogen, a C1 to C30 alkyl group, or a C6 to C30 aryl group), or a combination thereof,
L 1 is O,
A 1 is a phenyl or phenylene group,
R a is hydrogen, a C1 to C30 alkyl group, a C6 to C30 aryl group, a C7 to C30 arylalkyl group, —F, —Cl, —NR′R″, —CONR′R″ (wherein R′ and R″ are independently hydrogen, a C1 to C30 alkyl group, a C6 to C30 aryl group, or a C7 to C30 arylalkyl group), or a group represented by Chemical Formula 5:
* L 2 - A 2 q L 3 - A 3 ) r ]  Chemical Formula 5

wherein, in Chemical Formula 5,
L 2 and L 3 are independently O, CO, COO, C≡C, or CONR b (wherein R b is hydrogen or a C1 to C30 alkyl group),
A 2 and A 3 are independently a substituted or unsubstituted C6 to C30 aromatic ring, a substituted or unsubstituted fluorene ring, or a substituted or unsubstituted C7 to C30 arylalkylene or arylalkyl group,
q and r are independently an integer ranging from 0 to 3,
k is an integer of 1,
m is an integer ranging from 0 to 2,
n is an integer ranging from 1 to 3, and
o and p are independently an integer ranging from 0 to 3;
Ar 2 is a substituted or unsubstituted C6 to C30 aromatic organic group, wherein the substituted or unsubstituted C6 to C30 aromatic organic group is present as a substituted or unsubstituted single aromatic ring; a fused ring comprising two or more substituted or unsubstituted aromatic rings; or a ring system comprising two or more of the substituted or unsubstituted single aromatic ring and/or the fused ring that are linked by a single bond, or a fluorenylene group, a substituted or unsubstituted C3 to C10 cycloalkylene group, a substituted or unsubstituted C6 to C15 arylene group, —O—, —S—, —C(═O)—, —CH(OH)—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CH 2 ) p — (wherein, 1≤p≤10), —(CF 2 ) q — (wherein, 1≤q≤10), —C(CH 3 ) 2 —, —C(CF 3 ) 2 —, —C(═O)NH—, or a combination thereof;
R 3 is hydrogen, a halogen, a vinyl group, an ethynyl group, an isopropyl group, a sec-butyl group, a tert-butyl group, a C3 to C20 cycloalkyl group, a C6 to C20 aryl group, or a combination thereof;
s is an integer ranging from 1 to 30, and
x and y are independently an integer greater than or equal to 1.

2. The polymer of claim 1 , wherein R 10 of Chemical Formula 3 is a single bond, —O—, —S—, —C(═O)—, —CH(OH)—, —C(═O)NH—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CH 2 ) p —, —(CF 2 ) q —, —C(C n H 2n+1 ) 2 —, —C(C n F 2n+1 ) 2 —, —(CH 2 ) p —C(C n H 2n+1 ) 2 —(CH 2 ) q —, —(CH 2 ) p —C(C n F 2n+1 ) 2 —(CH 2 ) q — (wherein 1≤n≤10, 1≤p≤3, and 1≤q≤3), or a combination thereof.

3. The polymer of claim 1 , wherein R 10 of Chemical Formula 3 is a single bond, —O—, —S—, —C(═O)—, —S(═O) 2 —, —C(CF 3 ) 2 —, or a combination thereof.

4. The polymer of claim 1 , wherein
L 2 and L 3 of Chemical Formula 5 are independently COO, C≡C, or CONR b (wherein R b is hydrogen or a C1 to C20 alkyl group),
A 2 and A 3 are independently a substituted or unsubstituted C6 to C20 aromatic ring, a substituted or unsubstituted fluorene ring, or a substituted or unsubstituted C7 to C20 arylalkylene or arylalkyl group, and
q and r are independently an integer ranging from 0 to 2, provided that 1≤q+r≤2.

5. The polymer of claim 1 , wherein Ar 2 of Chemical Formula 1 or Chemical Formula 2 is a ring system that comprises two substituted or unsubstituted C6 to C30 aromatic rings linked by a single bond, or a fluorenylene group, a substituted or unsubstituted C3 to C10 cycloalkylene group, a substituted or unsubstituted C6 to C15 arylene group, —O—, —S—, —C(═O)—, —CH(OH)—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CH 2 ) p — (wherein, 1≤p≤10), —(CF 2 ) q — (wherein, 1≤q≤10), —C(CH 3 ) 2 —, —C(CF 3 ) 2 —, —C(═O)NH—, or a combination thereof.

6. The polymer of claim 1 , wherein Ar 2 of Chemical Formula 1 or Chemical Formula 2 is a ring system that comprises two substituted or unsubstituted C6 to C30 aromatic rings linked by a single bond.

7. The polymer of claim 1 , wherein R 3 of Chemical Formula 1 or Chemical Formula 2 is a hydrogen, a halogen, a vinyl group, an ethynyl group, an isopropyl group, a sec-butyl group, a tert-butyl group, a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclononyl group, a cyclodecyl group, a phenyl group, or a combination thereof.

8. The polymer of claim 1 , wherein the group represented by Chemical Formula 3 and the group represented by Chemical Formula 4 in the combination are present in a mole ratio of about 1:99 to about 99:1.

9. The polymer of claim 1 ,
wherein in Chemical Formula 3, R 10 comprises a single bond, —C(CF 3 ) 2 —, or a combination thereof.

10. The polymer of claim 1 , which is a reaction product of reactants comprising a tetracarboxylic dianhydride represented by Chemical Formula 7, a tetracarboxylic dianhydride represented by Chemical Formula 8, a diamine represented by Chemical Formula 9, and a monoamine represented by Chemical Formula 10, and optionally a tetracarboxylic dianhydride having a substituted or unsubstituted C6 to C30 aromatic ring group:

wherein, in Chemical Formula 7,
R 10 , R 12 , R 13 , n7 and n8 are independently the same as defined in Chemical Formula 3;

wherein, in Chemical Formula 8,
R 1 , R 2 , R a , A 1 , L 1 , k, m, n, o, and p are indep

Assignees

• Samsung Electronics Co Ltd
• Samsung Display Co Ltd

Inventors

• Kalinina Fedosya
• Androsov Dmitry
• Choi Hyunseok

Classifications

• H10K59/8793

  Arrangements for polarized light emission (H10K59/8791 takes precedence) · CPC title

• C08G73/1007

  from tetracarboxylic acids or derivatives and diamines · CPC title

• C08G73/16 Primary

  Polyester-imides · CPC title

• C08G73/1017 Primary

  in the form of (mono)amine · CPC title

• C08G85/004

  Modification of polymers by chemical after-treatment · CPC title