CN-116635466-B - Light-absorbing anisotropic film, laminate, image display device, and liquid crystal composition

CN116635466BCN 116635466 BCN116635466 BCN 116635466BCN-116635466-B

Abstract

The invention provides a light absorbing anisotropic film, a laminate, an image display device and a liquid crystal composition, which have excellent adhesion and high orientation degree. The light absorbing anisotropic film of the present invention is formed of a liquid crystal composition containing a liquid crystalline compound, a dichroic substance, and a boric acid compound having a polymerizable group, the liquid crystalline compound being horizontally aligned.

Inventors

MATSUYAMA HIROSHI
HOSHINO TAKASHI
Koito and straight
YOSHIDA AIKO

Assignees

富士胶片株式会社

Dates

Publication Date: 20260508
Application Date: 20211222
Priority Date: 20201225

Claims (13)

1. A light-absorbing anisotropic film is formed from a liquid crystal composition containing a liquid crystalline compound, a dichroic substance, and a boric acid compound having a polymerizable group, The liquid crystalline compound is oriented horizontally, The boric acid compound having a polymerizable group includes at least one of a compound represented by the formula (B-1) and a compound represented by the formula (BX-1), In the formula (B-1), R B11 represents a hydrogen atom or a methyl group, L B1 represents a single bond, a 2-valent aliphatic hydrocarbon group, or a 2-valent group in which at least 1 of-CH 2 -groups constituting the 2-valent aliphatic hydrocarbon group is substituted with at least 1 group selected from the group consisting of-O-, -C (=O) -and-N (R B14 ) -and R B14 represents a hydrogen atom or an alkyl group, A B1 represents an arylene group having or not having a substituent or a heteroarylene group having or not having a substituent, R B12 and R B13 each independently represent a hydrogen atom, an alkyl group having or not having a substituent, an aryl group having or not having a substituent, or a heteroaryl group having or not having a substituent, R B12 and R B13 each represent a group bonded to each other to form a ring or are not bonded to each other, In the formula (BX-1), R BX11 represents a hydrogen atom or a methyl group, and a plurality of R BX11 are the same or different, L BX1 represents a single bond, a 2-valent aliphatic hydrocarbon group, or a 2-valent group in which at least 1 of-CH 2 -groups constituting the 2-valent aliphatic hydrocarbon group is substituted with at least 1 group selected from the group consisting of-O-, -C (=O) -and-N (R BX14 ) -, R BX14 represents a hydrogen atom or an alkyl group, and in the case where a plurality of R BX14 are present, a plurality of R BX14 are each the same or different, A BX1 represents an arylene group having or not having a substituent or a heteroarylene group having or not having a substituent, and a plurality of A BX1 are the same or different, respectively.
2. The light-absorbing anisotropic film of claim 1, wherein, The boric acid compound having a polymerizable group includes at least one of a compound represented by the formula (B-2) and a compound represented by the formula (BX-2), In the formula (B-2), R B21 represents a hydrogen atom or a methyl group, L B2 represents a single bond, a 2-valent aliphatic hydrocarbon group, or a 2-valent group in which at least 1 of-CH 2 -groups constituting the 2-valent aliphatic hydrocarbon group is substituted with at least 1 group selected from the group consisting of-O-, -C (=O) -and-N (R B25 ) -and R B25 represents a hydrogen atom or an alkyl group, R B22 and R B23 each independently represent a hydrogen atom, an alkyl group having or not having a substituent, an aryl group having or not having a substituent, or a heteroaryl group having or not having a substituent, R B22 and R B23 each represent a group bonded to each other to form a ring or are not bonded to each other, R B24 represents a substituent having a valence of 1, Nb represents an integer of 0 to 4, and when nb is 2 or more, a plurality of R B24 are the same or different, In the formula (BX-2), R BX21 represents a hydrogen atom or a methyl group, and a plurality of R BX21 are the same or different, L BX2 represents a single bond, a 2-valent aliphatic hydrocarbon group, or a 2-valent group in which at least 1 of-CH 2 -groups constituting the 2-valent aliphatic hydrocarbon group is substituted with at least 1 group selected from the group consisting of-O-, -C (=O) -and-N (R BX25 ) -, R BX25 represents a hydrogen atom or an alkyl group, and in the case where a plurality of R BX25 are present, a plurality of R BX25 are each the same or different, R BX24 represents a substituent having a valence of 1, in the case where a plurality of R BX24 are present, a plurality of R BX24 are the same or different, respectively, Nc represents an integer of 0 to 4, and a plurality of nc are the same or different from each other.
3. The light absorbing anisotropic film according to claim 1 or 2, wherein, The content of the boric acid compound having a polymerizable group is 0.1 to 10 mass% relative to the total solid content mass of the liquid crystal composition.
4. The light absorbing anisotropic film according to claim 1 or 2, wherein, The boric acid compound having a polymerizable group includes the compound represented by the formula (B-1) and the compound represented by the formula (BX-1), The mass ratio of the content of the compound represented by the formula (B-1) to the content of the compound represented by the formula (BX-1) is 5 to 500.
5. The light-absorbing anisotropic film of claim 2, wherein, The boric acid compound having a polymerizable group includes the compound represented by the formula (B-2) and the compound represented by the formula (BX-2), The mass ratio of the content of the compound represented by the formula (B-2) to the content of the compound represented by the formula (BX-2) is 5 to 500.
6. The light absorbing anisotropic film according to claim 1 or 2, wherein, The liquid crystalline compound includes a high molecular liquid crystalline compound.
7. A laminate, comprising: The light-absorbing anisotropic film according to any of claims 1 to 6, and And a layer which is disposed in contact with the light-absorbing anisotropic film and contains a polyvinyl alcohol resin.
8. The laminate according to claim 7, wherein the light absorbing anisotropic film further has a λ/4 plate on a side opposite to the layer containing the polyvinyl alcohol-based resin.
9. An image display device having the light absorbing anisotropic film according to any one of claims 1 to 6 or the laminate according to claim 7 or 8.
10. A liquid crystal composition comprising a liquid crystalline compound, a dichroic material, and a boric acid compound having a polymerizable group, The boric acid compound having a polymerizable group includes at least one of a compound represented by the formula (B-2) and a compound represented by the formula (BX-1), In the formula (B-2), R B21 represents a hydrogen atom or a methyl group, L B2 represents a single bond, a 2-valent aliphatic hydrocarbon group, or a 2-valent group in which at least 1 of-CH 2 -groups constituting the 2-valent aliphatic hydrocarbon group is substituted with at least 1 group selected from the group consisting of-O-, -C (=O) -and-N (R B25 ) -and R B25 represents a hydrogen atom or an alkyl group, R B22 and R B23 each independently represent a hydrogen atom, an alkyl group having or not having a substituent, an aryl group having or not having a substituent, or a heteroaryl group having or not having a substituent, R B22 and R B23 each represent a group bonded to each other to form a ring or are not bonded to each other, R B24 represents a substituent having a valence of 1, Nb represents an integer of 0 to 4, and when nb is 2 or more, a plurality of R B24 are the same or different, In the formula (BX-1), R BX11 represents a hydrogen atom or a methyl group, and a plurality of R BX11 are the same or different, L BX1 represents a single bond, a 2-valent aliphatic hydrocarbon group, or a 2-valent group in which at least 1 of-CH 2 -groups constituting the 2-valent aliphatic hydrocarbon group is substituted with at least 1 group selected from the group consisting of-O-, -C (=O) -and-N (R BX14 ) -, R BX14 represents a hydrogen atom or an alkyl group, and in the case where a plurality of R BX14 are present, a plurality of R BX14 are each the same or different, A BX1 represents an arylene group having or not having a substituent or a heteroarylene group having or not having a substituent, and a plurality of A BX1 are the same or different, respectively.
11. The liquid crystal composition according to claim 10, wherein, The compound represented by the formula (BX-1) is a compound represented by the formula (BX-2), In the formula (BX-2), R BX21 represents a hydrogen atom or a methyl group, and a plurality of R BX21 are the same or different, L BX2 represents a single bond, a 2-valent aliphatic hydrocarbon group, or a 2-valent group in which at least 1 of-CH 2 -groups constituting the 2-valent aliphatic hydrocarbon group is substituted with at least 1 group selected from the group consisting of-O-, -C (=O) -and-N (R BX25 ) -, R BX25 represents a hydrogen atom or an alkyl group, and in the case where a plurality of R BX25 are present, a plurality of R BX25 are each the same or different, R BX24 represents a substituent having a valence of 1, in the case where a plurality of R BX24 are present, a plurality of R BX24 are the same or different, respectively, Nc represents an integer of 0 to 4, and a plurality of nc are the same or different from each other.
12. The liquid crystal composition according to claim 10 or 11, wherein, The content of the boric acid compound having a polymerizable group is 0.1 to 10 mass% relative to the total solid content mass of the liquid crystal composition.
13. The liquid crystal composition according to claim 10 or 11, wherein, The boric acid compound having a polymerizable group includes the compound represented by the formula (B-2) and the compound represented by the formula (BX-1), The mass ratio of the content of the compound represented by the formula (B-2) to the content of the compound represented by the formula (BX-1) is 5 to 500.

Description

Light-absorbing anisotropic film, laminate, image display device, and liquid crystal composition Technical Field The invention relates to a light absorbing anisotropic film, a laminate, an image display device, and a liquid crystal composition. Background Conventionally, when it is necessary to include a function of attenuating irradiation light of a laser beam or natural light, a polarization function, a scattering function, a light shielding function, or the like, devices that operate on different principles are used for various functions. Therefore, products corresponding to the above functions are also manufactured by different manufacturing processes for various functions. For example, in an image display device (e.g., a liquid crystal display device), a linear polarizer or a circular polarizer is used to control optical rotation or birefringence in display. In addition, in an Organic LIGHT EMITTING Diode (OLED), a circular polarizer is used for preventing reflection of external light. Conventionally, iodine has been widely used as a dichroic material in these polarizers, but research has been conducted on a polarizer in which an organic dye is used as a dichroic material instead of iodine. For example, patent document 1 discloses that a light absorbing anisotropic film is formed using a liquid crystal composition (coloring composition) containing a dichroic material (dichroic dye compound) having a predetermined structure (claim 1, claim 14, and the like). Technical literature of the prior art Patent literature Patent document 1 International publication No. 2017/195833 Disclosure of Invention Technical problem to be solved by the invention In recent years, a light absorbing anisotropic film formed using a liquid crystal composition is required to have further improved performance, and specifically, a light absorbing anisotropic film having excellent alignment degree and excellent adhesion to other members is required. The present inventors have studied the light absorbing anisotropic film described in patent document 1, and as a result, have found that there is room for improvement in adhesion between the light absorbing anisotropic film and other members depending on the type of liquid crystal composition used for forming the light absorbing anisotropic film, although the light absorbing anisotropic film exhibits a high degree of orientation. Accordingly, an object of the present invention is to provide a light absorbing anisotropic film, a laminate, an image display device, and a liquid crystal composition, which have excellent adhesion and a high degree of orientation. Means for solving the technical problems As a result of intensive studies to solve the above problems, the present inventors have found that a light-absorbing anisotropic film which is formed from a liquid crystal composition containing a liquid crystal compound, a dichroic material and a boric acid compound having a polymerizable group and in which the liquid crystal compound is horizontally oriented has excellent adhesion to other layers and exhibits a high degree of orientation, and completed the present invention. That is, the present inventors have found that the above problems can be solved by the following configuration. [1] A light-absorbing anisotropic film is formed from a liquid crystal composition containing a liquid crystalline compound, a dichroic substance, and a boric acid compound having a polymerizable group, The liquid crystalline compound is horizontally aligned. [2] The light absorbing anisotropic film according to [1], wherein, The boric acid compound having a polymerizable group includes at least one compound represented by the following formula (B-1) and at least one compound represented by the following formula (BX-1), In the formula (B-1), R B11 represents a hydrogen atom or a methyl group, L B1 represents a single bond, a 2-valent aliphatic hydrocarbon group, or a 2-valent group in which at least 1 group selected from the group consisting of-O-, -C (=O) -and-N (R B14) -is substituted by-CH 2 -, R B14 represents a hydrogen atom or an alkyl group, A B1 represents an arylene group which may have a substituent or a heteroarylene group which may have a substituent, R B12 and R B13 each independently represent a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent, and R B12 and R B13 each represent a group which may be bonded to each other to form a ring. In the formula (BX-1), R BX11 represents a hydrogen atom or a methyl group, and a plurality of R BX11 may be the same or different, L BX1 represents a single bond, a 2-valent aliphatic hydrocarbon group, or at least 1-CH 2 -groups constituting a 2-valent aliphatic hydrocarbon group, selected from the group consisting of-O-; -C (=o) -and-N (R BX14) -a group of 2-valent groups substituted with at least 1 group, the plurality of L BX1 may be the same or different