Optical anisotropic layer and manufacturing method therefor, optical anisotropic laminate, and circularly polarizing plate

Patent metadata

Field	Value
Publication number	US-2018370184-A1
Application number	US-201616062215-A
Country	US
Kind code	A1
Filing date	Dec 14, 2016
Priority date	Dec 25, 2015
Publication date	Dec 27, 2018
Grant date	—

Abstract

An optically anisotropic layer obtained by curing a liquid crystal composition containing a photopolymerizable liquid crystal compound, wherein a ratio of the photopolymerizable liquid crystal compound in the optically anisotropic layer is 25% by weight or less, and absorption values of the optically anisotropic layer satisfy specific relationship, the values being at local maximum absorption wavelengths for polarized light parallel to an orientation direction of the optically anisotropic layer and at local maximum absorption wavelengths for polarized light perpendicular to the orientation direction of the optically anisotropic layer within each of a first wavelength range of 230 nm or more and less than 300 nm and a second wavelength range of 300 nm or more and 400 nm or less.

First claim

1 . An optically anisotropic layer obtained by curing a liquid crystal composition containing a photopolymerizable liquid crystal compound, wherein
a ratio of the photopolymerizable liquid crystal compound in the optically anisotropic layer is 25% by weight or less, the optically anisotropic layer has a local maximum absorption wavelength for polarized light parallel to an orientation direction of the optically anisotropic layer and a local maximum absorption wavelength for polarized light perpendicular to the orientation direction of the optically anisotropic layer within each of a first wavelength range of 230 nm or more and less than 300 nm and a second wavelength range of 300 nm or more and 400 nm or less, and an absorbance ε 1m that is an absorbance of the optically anisotropic layer at the local maximum absorption wavelength for the polarized light parallel to the orientation direction of the optically anisotropic layer within the first wavelength range, an absorbance ε 1s that is an absorbance of the optically anisotropic layer at the local maximum absorption wavelength for the polarized light perpendicular to the orientation direction of the optically anisotropic layer within the first wavelength range, an absorbance ε 2m that is an absorbance of the optically anisotropic layer at the local maximum absorption wavelength for the polarized light parallel to the orientation direction of the optically anisotropic layer within the second wavelength range, and an absorbance ε 2s that is an absorbance of the optically anisotropic layer at the local maximum absorption wavelength for the polarized light perpendicular to the orientation direction of the optically anisotropic layer within the second wavelength range satisfy the following expressions (1) and (2):
1.30<ε 1m /ε 1s <1.70  (1), and

0.25<ε 2m /ε 2s <0.70  (2).

2 . The optically anisotropic layer according to claim 1 , wherein
an in-plane retardation Re(A450) of the optically anisotropic layer at a wavelength of 450 nm, an in-plane retardation Re(A550) of the optically anisotropic layer at a wavelength of 550 nm, and an in-plane retardation Re(A650) of the optically anisotropic layer at a wavelength of 650 nm satisfy the following expressions (3) and (4):
0.70<Re(A450)/Re(A550)<1.00  (3), and

1.00<Re(A650)/Re(A550)<1.20  (4).

3 . The optically anisotropic layer according to claim 1 , wherein
the photopolymerizable liquid crystal compound has a side chain mesogen represented by the following formula (A):

(in the Formula (A),
A x is an organic group of 2 to 30 carbon atoms having at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring and an aromatic heterocyclic ring,
A y is a hydrogen atom, an alkyl group of 1 to 20 carbon atoms optionally having a substituent, an alkenyl group of 2 to 20 carbon atoms optionally having a substituent, a cycloalkyl group of 3 to 12 carbon atoms optionally having a substituent, an alkynyl group of 2 to 20 carbon atoms optionally having a substituent, —C(═O)—R 3 , —SO 2 —R 4 , —C(═S)NH—R 9 , or an organic group of 2 to 30 carbon atoms having at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring and an aromatic heterocyclic ring, wherein R 3 is an alkyl group of 1 to 20 carbon atoms optionally having a substituent, an alkenyl group of 2 to 20 carbon atoms optionally having a substituent, a cycloalkyl group of 3 to 12 carbon atoms optionally having a substituent, or an aromatic hydrocarbon ring group of 5 to 12 carbon atoms; R 4 is an alkyl group of 1 to 20 carbon atoms, an alkenyl group of 2 to 20 carbon atoms, a phenyl group or a 4-methylphenyl group; R 9 is an alkyl group of 1 to 20 carbon atoms optionally having a substituent, an alkenyl group of 2 to 20 carbon atoms optionally having a substituent, a cycloalkyl group of 3 to 12 carbon atoms optionally having a substituent, or an aromatic group of 5 to 20 carbon atoms optionally having a substituent; the aromatic ring that A x and A y have may have a substituent; and A x and A y may form a ring together,
A 1 is a trivalent aromatic group optionally having a substituent, and
Q 1 is a hydrogen atom or an alkyl group of 1 to 6 carbon atoms optionally having a substituent).

4 . The optically anisotropic layer according to claim 1 , wherein the photopolymerizable liquid crystal compound is represented by the following Formula (I):

(in the Formula (I),
Y 1 to Y 8 are each independently a chemical single bond, —O—, —S—, —O—C(═O)—, —C(═O)—O—, —O—C(═O)—O—, —NR 1 —C(═O)—, —C(═O)—NR 1 —, —O—C(═O)—NR 1 —, —NR 1 —C(═O)—O—, —NR 1 —C(═O)—NR 1 —, —O—NR 1 —, or —NR 1 —O—, wherein R 1 is a hydrogen atom or an alkyl group of 1 to 6 carbon atoms;
G 1 and G 2 are each independently a divalent aliphatic group of 1 to 20 carbon atoms optionally having a substituent; the aliphatic groups may have one or more per one aliphatic group of —O—, —S—, —O—C(═O)—, —C(═O)—O—, —O—C(═O)—O—, —NR 2 —C(═O)—, —C(═O)—NR 2 —, —NR 2 —, or —C(═O)— inserted therein; provided that a case where two or more —O— or —S— groups are each adjacently inserted are excluded, wherein R 2 is a hydrogen atom or an alkyl group of 1 to 6 carbon atoms;
Z 1 and Z 2 are each independently an alkenyl group of 2 to 10 carbon atoms optionally being substituted by a halogen atom;
A x is an organic group of 2 to 30 carbon atoms having at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring and an aromatic heterocyclic ring;
A y is a hydrogen atom, an alkyl group of 1 to 20 carbon atoms optionally having a substituent, an alkenyl group of 2 to 20 carbon atoms optionally having a substituent, a cycloalkyl group of 3 to 12 carbon atoms optionally having a substituent, an alkynyl group of 2 to 20 carbon atoms optionally having a substituent, —C(═O)—R 3 , —SO 2 —R 4 , —C(═S)NH—R 9 , or an organic group of 2 to 30 carbon atoms having at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring and an aromatic heterocyclic ring, wherein R 3 is an alkyl group of 1 to 20 carbon atoms optionally having a substituent, an alkenyl group of 2 to 20 carbon atoms optionally having a substituent, a cycloalkyl group of 3 to 12 carbon atoms optionally having a substituent, or an aromatic hydrocarbon ring group of 5 to 12 carbon atoms; R 4 is an alkyl group of 1 to 20 carbon atoms, an alkenyl group of 2 to 20 carbon atoms, a phenyl group, or a 4-methylphenyl group; R 9 is an alkyl group of 1 to 20 carbon atoms optionally having a substituent, an alkenyl group of 2 to 20 carbon atoms optionally having a substituent, a cycloalkyl group of 3 to 12 carbon atoms optionally having a substituent, or an aromatic group of 5 to 20 carbon atoms optionally having a substituent; the aromatic ring that A x and A y have may have a substituent; and A x and A y may form a ring together;
A 1 is a trivalent aromatic group optionally having a substituent;
A 2 and A 3 are each independently a divalent alicyclic hydrocarbon group of 3 to 30 carbon atoms optionally having a substituent;
A 4 and A 5 are each independently a divalent aromatic group of 6 to 30 carbon atoms optionally having a substituent;
Q 1 is a hydrogen atom or an alkyl group of 1 to 6 carbon atoms optionally having a substituent; and
m is 0 or 1).

5 . The optically anisotropic layer according to claim 1 , wherein the photopolymerizable liquid crystal compound has a CN point of 25° C. or higher and 120° C. or lower.

6 . The optically anisotropic layer according to cla

Assignees

• Zeon Corp

Inventors

• Ito Manabu
• Osato Kazuhiro

Classifications

• G02B5/305

  including organic materials, e.g. polymeric layers · CPC title

• G02F1/13363

  Birefringent elements, e.g. for optical compensation · CPC title

• C09K19/3852

  Poly(meth)acrylate derivatives · CPC title

• G02B5/30

  Polarising elements (light-modulating devices with active elements G02F1/00) · CPC title

• C09K19/3833

  with mesogenic groups in the side chain · CPC title