Method for producing optically anisotropic layer, method for producing laminate, method for producing optically anisotropic layer with polarizer, method for producing laminate with polarizer, composition, and optically anisotropic layer

Patent metadata

Field	Value
Publication number	US-12391881-B2
Application number	US-202217670878-A
Country	US
Kind code	B2
Filing date	Feb 14, 2022
Priority date	Aug 16, 2019
Publication date	Aug 19, 2025
Grant date	Aug 19, 2025

Abstract

Provided is a method for producing an optically anisotropic layer, with a polarizer, which has a plurality of regions in which alignment states of a liquid crystal compound are fixed and different from one another; laminate, with a polarizer; and a composition. The method includes: 1) forming a composition layer containing a chiral agent containing at least a photosensitive chiral agent and a polymerizable liquid crystal compound on a substrate, 2) subjecting the composition layer to a heat treatment, 3) subjecting the composition layer to light irradiation under oxygen concentration of 1% by volume or more, after step 2), and 4) subjecting the composition layer to a curing treatment to form an optically anisotropic layer, and 5) carrying out step 3) under heating conditions, or subjecting the composition layer to a heat treatment between step 3) and step 4), with a predetermined amount of chiral agent.

First claim

What is claimed is:

1. A method for producing an optically anisotropic layer, comprising:
a step 1 of forming a composition layer containing a chiral agent containing at least a photosensitive chiral agent whose helical twisting power changes upon irradiation with light and a liquid crystal compound having a polymerizable group on a substrate;
a step 2 of subjecting the composition layer to a heat treatment to align the liquid crystal compound in the composition layer;
a step 3 of subjecting the composition layer to light irradiation under a condition of an oxygen concentration of 1% by volume or more, after the step 2; and
a step 4 of subjecting the light-irradiated composition layer to a curing treatment to fix an alignment state of the liquid crystal compound to form an optically anisotropic layer having a plurality of regions having different alignment states of the liquid crystal compound along a thickness direction,
wherein a step 5 of carrying out the step 3 under heating conditions, or subjecting the composition layer to a heat treatment between the step 3 and the step 4 is further provided,
a total content of the chiral agent with respect to a total mass of the liquid crystal compound is 5.0% by mass or less, and
wherein the composition layer contains two or more chiral agents, and
an absolute value of a weighted average helical twisting power of the two or more chiral agents in the composition layer in the step 1 is 0.0 to 1.9 μm −1 .

2. The method for producing an optically anisotropic layer according to claim 1 ,
wherein the total content of the chiral agent with respect to the total mass of the liquid crystal compound is 1.0% by mass or less.

3. The method for producing an optically anisotropic layer according to claim 2 ,
wherein the absolute value of a weighted average helical twisting power of the two or more chiral agents in the composition layer in the step 1 is 0.0 to 0.5 μm −1 .

4. The method for producing an optically anisotropic layer according to claim 3 ,
wherein the optically anisotropic layer has, along a thickness direction, a first region in which the alignment state of the liquid crystal compound twist-aligned along a helical axis extending along a thickness direction is fixed, and a second region in which the alignment state of a homogeneously aligned liquid crystal compound is fixed.

5. The method for producing an optically anisotropic layer according to claim 2 ,
wherein an irradiation amount of light irradiation in the step 3 is 300 mJ/cm 2 or less.

6. The method for producing an optically anisotropic layer according to claim 2 ,
wherein the photosensitive chiral agent whose helical twisting power changes upon irradiation with light has a partial structure of any one of a binaphthyl partial structure, an isosorbide partial structure, or an isomannide partial structure.

7. The method for producing an optically anisotropic layer according to claim 2 ,
wherein the photosensitive chiral agent whose helical twisting power changes upon irradiation with light has a photoisomerizable double bond.

8. A method for producing a laminate, comprising laminating an optically anisotropic layer obtained by the production method according to claim 2 and a C-plate to obtain a laminate.

9. A method for producing an optically anisotropic layer with a polarizer, comprising laminating an optically anisotropic layer obtained by the production method according to claim 2 and a polarizer to obtain an optically anisotropic layer with a polarizer.

10. The method for producing an optically anisotropic layer according to claim 1 ,
wherein the absolute value of a weighted average helical twisting power of the two or more chiral agents in the composition layer in the step 1 is 0.0 to 0.5 μm −1 .

11. The method for producing an optically anisotropic layer according to claim 10 ,
wherein the optically anisotropic layer has, along a thickness direction, a first region in which the alignment state of the liquid crystal compound twist-aligned along a helical axis extending along a thickness direction is fixed, and a second region in which the alignment state of a homogeneously aligned liquid crystal compound is fixed.

12. The method for producing an optically anisotropic layer according to claim 1 ,
wherein an irradiation amount of light irradiation in the step 3 is 300 mJ/cm 2 or less.

13. The method for producing an optically anisotropic layer according to claim 1 ,
wherein the photosensitive chiral agent whose helical twisting power changes upon irradiation with light has a partial structure of any one of a binaphthyl partial structure, an isosorbide partial structure, or an isomannide partial structure.

14. The method for producing an optically anisotropic layer according to claim 1 ,
wherein the photosensitive chiral agent whose helical twisting power changes upon irradiation with light has a photoisomerizable double bond.

15. A method for producing a laminate, comprising laminating an optically anisotropic layer obtained by the production method according to claim 1 and a C-plate to obtain a laminate.

16. A method for producing an optically anisotropic layer with a polarizer, comprising laminating an optically anisotropic layer obtained by the production method according to claim 1 and a polarizer to obtain an optically anisotropic layer with a polarizer.

17. A method for producing a laminate with a polarizer, comprising laminating a laminate obtained by the production method according to claim 15 and a polarizer to obtain a laminate with a polarizer.

18. A composition comprising:
a chiral agent containing at least a photosensitive chiral agent whose helical twisting power changes upon irradiation with light; and
a liquid crystal compound having a polymerizable group,
wherein a total content of the chiral agent with respect to a total mass of the liquid crystal compound is 5.0% by mass or less, and
wherein the composition contains two or more chiral agents, and
an absolute value of a weighted average helical twisting power of the two or more chiral agents is 0.0 to 1.9 μm −1 .

19. The composition according to claim 18 ,
wherein the absolute value of a weighted average helical twisting power of the two or more chiral agents is 0.0 to 0.5 μm −1 .

20. An optically anisotropic layer formed of a liquid crystal compound,
wherein the optically anisotropic layer contains a leveling agent,
in a case where components of the optically anisotropic layer in a depth direction are analyzed by time-of-flight secondary ion mass spectrometry while irradiating the optically anisotropic layer with an ion beam from one surface to the other surface of the optically anisotropic layer, a profile of a secondary ion intensity derived from the leveling agent in a depth direction is obtained, a higher secondary ion intensity derived from the leveling agent, out of a secondary ion intensity derived from the leveling agent on the one surface of the optically anisotropic layer and a secondary ion intensity derived from the leveling agent on the other surface of the optically anisotropic layer, is defined as a first intensity, the secondary ion intensity which is 1/1000 of the first intensity is defined as a second intensity, a depth position closest to the one surface showing the second intensity in the profile is defined as a first position, and a depth position closest to the other surface showing the second intensity in the profile is defined as a second position, no secondary ion intensity derived

Assignees

• Fujifilm Corp

Inventors

• Takahashi Yuta
• Yoshida Shinpei
• YANOKUCHI Satoshi
• Maruyama Akira
• Kodama Keisuke
• Fukushima Yuta
• Katoh Shunya
• Fukushima Yuki
• Hagio Hiroyuki

Classifications

• H10K59/8791

  Arrangements for improving contrast, e.g. preventing reflection of ambient light · CPC title

• 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

• G02B5/305

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

• G02B5/3016 Primary

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

• C09K2019/0448

  the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate · CPC title