Monomer and polymer, compensation film, optical film, and display device

Patent metadata

Field	Value
Publication number	US-12037304-B2
Application number	US-202218062340-A
Country	US
Kind code	B2
Filing date	Dec 6, 2022
Priority date	Aug 2, 2017
Publication date	Jul 16, 2024
Grant date	Jul 16, 2024

Abstract

A monomer represented by Chemical Formula 1:wherein, in Chemical Formula 1, R1, R2, A1, A2, L1, L2, o, p, q, and r are the same as defined in the detailed description.

First claim

What is claimed is:

1. A polymer being a product of reactants comprising a dianhydride and a monomer represented by Chemical Formula 1:

wherein, in Chemical Formula 1,
L 1 and L 2 are O,
A 1 and A 2 are independently a benzene ring or a C3 to C30 hetero aromatic ring,
p and q are independently an integer ranging from 1 to 20,
o and r are independently an integer ranging from 0 to 3, and
R 1 and R 2 are independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C3 to C30 cycloalkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, a substituted or unsubstituted C7 to C30 arylalkyl group, a hydroxy group, a halogen, a nitro group, —NR′R″, —CO—NR′R″, —SiR′R″R′″ (wherein R′, 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 2:

wherein, in Chemical Formula 2,
L 3 and L 4 are independently O, CO, COO, C≡C, or CONR b (wherein, R b is hydrogen or a C1 to C30 alkyl group),
A 3 and A 4 are independently a substituted or unsubstituted C6 to C30 aromatic ring, a substituted or unsubstituted fluorene ring, a substituted or unsubstituted C7 to C30 arylalkyl group, or a substituted or unsubstituted C3 to C30 hetero aromatic ring group, and
s and t are independently an integer ranging from 0 to 3.

2. The polymer of claim 1 , wherein
A 1 and A 2 are independently a benzene ring, or a C3 to C20 hetero aromatic ring with at least one carbon is replaced by at least one of nitrogen or sulfur,
p and q are independently an integer ranging from 1 to 6,
o and r are independently an integer ranging from 0 to 2, and
R 1 and R 2 are independently hydrogen, a C1 to C20 alkyl group, a C1 to C10 alkoxy group, a C6 to C20 aryl group, a C2 to C20 heteroaryl group, a C7 to C20 arylalkyl group, a halogen, a nitro group, —CO—NR′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 2:

wherein, in Chemical Formula 2,
L 3 and L 4 are independently O, CO, COO, C≡C, or CONH,
A 3 and A 4 are independently a substituted or unsubstituted C6 to C20 aromatic ring group, or a substituted or unsubstituted C3 to C20 heteroaromatic ring group wherein at least one carbon is replaced by at least one of nitrogen and sulfur, and
s and t are independently an integer ranging from 0 to 2, provided that 1≤s+t≤2.

3. The polymer of claim 1 , wherein
A 1 and A 2 are independently selected from benzene, pyrazole, imidazole, thiazole, triazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, indazole, indolizine, benzimidazole, benzothiazole, benzothiophene, benzopurine, isoquinoline, or purine,
p and q are independently 1 or 2,
o and r are independently 0 or 1, and
R 1 and R 2 are independently hydrogen, a C1 to C10 alkyl group, a C1 to C10 alkoxy group, a C6 to C10 aryl group, a halogen, a nitro group, —CO—NR′R″ (wherein, R′ and R″ are independently hydrogen, a C1 to C20 alkyl group, a C6 to C20 aryl group, or a C7 to C20 arylalkyl group), or a group represented by Chemical Formula 2:

wherein, in Chemical Formula 2,
L 3 and L 4 are independently COO, C≡C, or CONH,
A 3 and A 4 are a substituted or unsubstituted benzene ring, and
s and t are independently an integer ranging from 0 to 2, provided that 1≤s+t≤2.

4. The polymer of claim 1 , wherein the monomer represented by Chemical Formula 1 is represented by Chemical Formula 3:

wherein, in Chemical Formula 3,
L 1 , L 2 , A 1 , A 2 , R 1 , R 2 , o, p, q, and r are the same as defined in Chemical Formula 1.

5. The polymer of claim 4 , wherein in Chemical Formula 3,
A 1 and A 2 are independently a benzene ring, or a C3 to C20 hetero aromatic ring with at least one carbon is replaced by at least one of nitrogen of sulfur,
p and q are independently an integer ranging from 1 to 6,
o and r are independently an integer ranging from 0 to 2, and
R 1 and R 2 are independently a C1 to C10 alkyl group, a C6 to C10 aryl group, a C1 to C10 alkoxy group, a hydroxyl group, a halogen, or a group represented by Chemical Formula 2:

wherein, in Chemical Formula 2,
L 3 and L 4 are independently O, CO, COO, C≡C, or CONH,
A 3 and A 4 are independently a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C3 to C20 heteroaryl group wherein at least one carbon is replaced by at least one of nitrogen and sulfur, and
s and t are independently an integer ranging from 0 to 2, provided that 1≤s+t≤2.

6. The polymer of claim 4 , wherein in Chemical Formula 3,
A 1 and A 2 are independently selected from benzene, pyrazole, imidazole, thiazole, triazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, indazole, indolizine, benzimidazole, benzothiazole, benzothiophene, benzopurine, isoquinoline, or purine,
p and q are independently 1 or 2,
o and r are independently 0 or 1, and
R 1 and R 2 are independently hydrogen, a C1 to C10 alkyl group, a C1 to C10 alkoxy group, a C6 to C10 aryl group, a halogen, a nitro group, —CO—NR′R″ (wherein, R′ and R″ are independently hydrogen, a C1 to C20 alkyl group, a C6 to C20 aryl group, or a C7 to C20 arylalkyl group), or a group represented by Chemical Formula 2:

wherein, in Chemical Formula 2,
L 3 and L 4 are independently COO, C≡C, or CONH,
A 3 and A 4 are a substituted or unsubstituted benzene ring, and
s and t are independently an integer ranging from 0 to 2, provided that 1≤s+t≤2.

7. The of claim 4 , wherein in Chemical Formula 3,
A 1 and A 2 are independently selected from benzene or benzothiazole,
p and q are independently 1 or 2,
o and r are independently 0 or 1, and
R 1 and R 2 are independently hydrogen, an iso-propyl group, a t-butyl group, a fluorine group, a nitro group, a methoxy group, an ethoxy group, —CO—NR′R″ (wherein, R′ and R″ are independently hydrogen, a C1 to C10 alkyl group, or a C6 to C10 aryl group), or a group represented by Chemical Formula 2:

wherein in Chemical Formula 2,
L 3 and L 4 are independently COO, C≡C, or CONH,
A 3 and A 4 are a substituted or unsubstituted benzene ring, and
s and t are independently an integer ranging from 0 to 2, provided that 1≤s+t≤2.

8. The polymer of claim 1 , wherein the dianhydride is represented by Chemical Formula 4-1 or Chemical Formula 4-2:

Assignees

• Samsung Electronics Co Ltd

Inventors

• Androsov Dmitry
• Choi Hyunseok
• Fedosya Kalinina

Classifications

• G02B5/3083

  Birefringent or phase retarding elements (G02B5/3008, G02B5/3016 take precedence; systems for polarisation control G02B27/286; manufacturing phase modulating patterns by lithographic processes G03F7/001) · CPC title

• G02B5/3025

  Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state (G02B5/3008, G02B5/3016 take precedence) · CPC title

• G02B1/04

  made of organic materials, e.g. plastics (G02B1/08 takes precedence) · CPC title

• C09D179/08

  Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors · CPC title

• C08G73/16

  Polyester-imides · CPC title