Photo-alignment polymer, binder composition, binder layer, optical laminate, optical laminate manufacturing method, and image display device

Patent metadata

Field	Value
Publication number	US-11827727-B2
Application number	US-202218055660-A
Country	US
Kind code	B2
Filing date	Nov 15, 2022
Priority date	Nov 29, 2021
Publication date	Nov 28, 2023
Grant date	Nov 28, 2023

Abstract

A photo-alignment polymer has a repeating unit represented by Formula (1), in Formula (1), R1 represents a hydrogen atom or a substituent, X represents —O—, —S—, or —NR2—, in which R2 represents a hydrogen atom or a substituent, L1 represents a single bond or a divalent linking group, P represents a photo-aligned group, and A represents an acid-cleavage group which is decomposed by an action of acid to produce a polar group

First claim

What is claimed is:

1. A photo-alignment polymer comprising a repeating unit represented by Formula (1),

in Formula (1),
R 1 represents a hydrogen atom or a substituent,
X represents —O—, —S—, or —NR 2 —, in which R 2 represents a hydrogen atom or a substituent,
L 1 represents a single bond or a divalent linking group,
P represents a photo-aligned group, and
A represents an acid-cleavage group represented by Formula (B1) or (B2), which is decomposed by an action of acid to produce a polar group,

in Formulae (B1) and (B2),
* represents a bonding position,
L b1 and L b2 each independently represent a single bond or a divalent linking group,
Y represents a group containing a fluorine atom or a silicon atom, where two Y's in Formula (B1) may be the same or different from each other, and
R b1 and R b2 each independently represent a hydrogen atom or a substituent, where two R b2 's in Formula (B2) may be the same or different from each other, and may be bonded to each other to form a ring.

2. The photo-alignment polymer according to claim 1 ,
wherein the repeating unit represented by Formula (1) is a repeating unit represented by Formula (2),

in Formula (2),
R 1 represents a hydrogen atom or a substituent,
X represents —O—, —S—, or —NR 2 —, in which R 2 represents a hydrogen atom or a substituent,
L 1 represents a single bond or a divalent linking group, and
R A1 , R A2 , R A3 , R A4 , and R A5 each independently represent an acid-cleavage group represented by Formula (B1) or (B2), a hydrogen atom, or a substituent, where at least one of R A1 , R A2 , R A3 , R A4 , or R A5 represents the acid-cleavage group represented by Formula (B1) or (B2).

3. The photo-alignment polymer according to claim 1 , further comprising a repeating unit having a crosslinkable group.

4. The photo-alignment polymer according to claim 3 ,
wherein the repeating unit having a crosslinkable group is a repeating unit represented by Formula (C),

in Formula (C),
R C1 represents a hydrogen atom or a substituent,
L C1 represents a single bond or a divalent linking group,
L C2 represents an (m+1)-valent linking group,
Z represents a crosslinkable group, and
m represents an integer of 1 or more, in which in a case of being an integer of 2 or more, a plurality of Z's may be the same or different from each other.

5. The photo-alignment polymer according to claim 3 ,
wherein the crosslinkable group represents a group represented by any one of Formula (C1), . . . or Formula (C4),

in Formulae (C1) to (C4), * represents a bonding position,
in Formula (C3), R C2 represents a hydrogen atom, a methyl group, or an ethyl group, and
in Formula (C4), R C3 represents a hydrogen atom or a methyl group.

6. The photo-alignment polymer according to claim 3 ,
wherein a content a of the repeating unit represented by Formula (1) and a content b of the repeating unit having a crosslinkable group satisfy Expression (D1) in terms of mass ratio,
0.03≤a/(a+b)≤0.8  (D1).

7. The photo-alignment polymer according to claim 1 ,
wherein a weight-average molecular weight is 10000 to 500000.

8. A binder composition comprising:
the photo-alignment polymer according to claim 1 ;
a binder; and
a photo-acid generator.

9. A binder layer formed of the binder composition according to claim 8 ,
wherein a surface has an alignment controllability.

10. An optical laminate comprising:
the binder layer according to claim 9 ; and
an optically anisotropic layer disposed on the binder layer.

11. An optical laminate manufacturing method comprising:
generating an acid from the photo-acid generator in a coating film formed of the binder composition according to claim 8 , performing a photo-alignment treatment, and then forming a binder layer; and
performing coating on the binder layer with a polymerizable liquid crystal composition including a polymerizable liquid crystal compound, and then forming an optically anisotropic layer.

12. An image display device comprising:
the binder layer according to claim 9 .

13. An image display device comprising:
the optical laminate according to claim 10 .

Assignees

• Fujifilm Corp

Inventors

• Watanabe Soichiro
• Nozoe Yutaka
• Iizumi Takashi
• Tamura Akio
• Yokota Tomoaki
• Yoshimasa Keisuke
• Matsumoto Ayako

Classifications

• C08F220/585 Primary

  and containing other heteroatoms, e.g. 2-acrylamido-2-methylpropane sulfonic acid [AMPS] · CPC title

• C08L33/24

  Homopolymers or copolymers of amides or imides · CPC title

• C09K19/542

  Macromolecular compounds · CPC title

• G02B5/3016

  involving passive liquid crystal elements (optical properties of liquid crystals G02F1/0063; polarising elements associated with active liquid crystal devices G02F1/133528) · CPC title

• B32B27/30

  comprising vinyl {(co)polymers; comprising acrylic (co)polymers} · CPC title