US-12619019-B2 - Composition for forming polarizer, polarizer, laminate, and image display device

US12619019B2US 12619019 B2US12619019 B2US 12619019B2US-12619019-B2

Abstract

Provided is a composition for forming a polarizer from which a polarizer with an excellent surface state can be formed, a polarizer, a laminate, and an image display device. The composition for forming a polarizer includes a polymerizable liquid crystal compound which has two or more rings selected from the group consisting of an aromatic ring and an alicyclic ring and two polymerizable groups and exhibits a liquid crystal state of a smectic phase, a monofunctional polymerizable compound which has two or more rings selected from the group consisting of an aromatic ring and an alicyclic ring and one polymerizable group, and a dichroic material, in which the number of atoms NA of the polymerizable liquid crystal compound and the number of atoms NB of the monofunctional polymerizable compound satisfy Expression (1), 0.35≤NB/NA≤0.65 (1).

Inventors

Wataru HOSHINO
Atsuro NOMOTO

Assignees

FUJIFILM CORPORATION

Dates

Publication Date: 20260505
Application Date: 20220323
Priority Date: 20190927

Claims (8)

1 . A composition for forming a polarizer comprising: a polymerizable liquid crystal compound represented by formula (A-1) which exhibits a liquid crystal state of a smectic phase; a monofunctional polymerizable compound represented by Formula (B-1) which has one polymerizable group; and a dichroic material, wherein the number of atoms NA of the polymerizable liquid crystal compound represented by formula (A-1) and the number of atoms NB of the monofunctional polymerizable compound represented by Formula (B-1) satisfy Expression (2), wherein the content of the monofunctional polymerizable compound is in a range of 1 to 30 parts by mass in a case where the total mass of the solid content of the composition is set to 100 parts by mass, 0 . 4 ⁢ 0 ≤ N ⁢ B / N ⁢ A ≤ 0 .55 ; ( 2 ) wherein the monofunctional polymerizable compound represented by Formula (B-1) is: Q 3 -V 3 -SP 3 -X 3 -(Mb-Lb) nb -Tb (B-1) wherein in Formula (B-1), Q 3 represents a polymerizable group, V 3 and X 3 each independently represent a single bond or a divalent linking group, SP 3 represents a divalent spacer group, Mb represents an aromatic ring or an alicyclic ring which may have a substituent, where a plurality of Mbs may be the same as or different from each other, Lb represents a divalent linking group selected from the group consisting of —O—, —(CF 2 ) g —, —Si(CH 3 ) 2 —, —(Si(CH 3 ) 2 O) g —, —(OSi(CH 3 ) 2 ) g — (g represents an integer of 1 to 10), —N(Z)—, —C(Z)═C(Z′)—, —C(Z)═N—, —N═C(Z)—, —C(Z) 2 —C(Z′) 2 —, —C(O)—, —OC(O)—, —C(O)O—, —O—C(O)O—, —N(Z)C(O)—, —C(O)N(Z)—, —C(Z)═C(Z′)—C(O)O—, —O—C(O)—C(Z)═C(Z′)—, —C(Z)═N—, —N═C(Z)—, —C(Z)═C(Z′)—C(O)N(Z″)—, —N(Z″)—C(O)—C(Z)═C(Z′)—, —C(Z)═C(Z′)—C(O)—S—, —S—C(O)—C(Z)═C(Z′)—, —C(Z)═N—N═C(Z′)— (Z, Z′, and Z″ each independently represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a cycloalkyl group, an aryl group, a cyano group, or a halogen atom), —C≡C—, —N═N—, —S—, —S(O)—, —S(O)(O)—, —(O)S(O)O—, —O(O)S(O)O—, —SC(O)—, —C(O)S—, and a group obtained by combining two or more of these groups, where a plurality of Lbs may be the same as or different from each other, nb represents an integer of 2 to 5, and Tb represents a hydrogen atom or a monovalent substituent; wherein the monofunctional polymerizable compound represented by Formula (B-1) has a terminal atom located at a terminal end of Q 3 ; wherein the monofunctional polymerizable compound represented by Formula (B-1) has a terminal atom located at a terminal end of Tb; wherein the terminal atom of Q 3 is connected to the terminal atom of Tb by atoms bonded together between the terminal atom of Q 3 and the terminal atom of Tb; wherein NB is a numerical value determined for the monofunctional polymerizable compound represented by Formula (B-1) is equal to the number of atoms bonded together between the terminal atom of Q 3 and the terminal atom of Tb of the monofunctional polymerizable compound, including the terminal atom of Q 3 and the terminal atom of Tb; wherein the polymerizable liquid crystal compound represented by Formula (A-1) is: Q 1 -V 1 -SP 1 -X 1 -(Ma-La) na -X 2 -SP 2 -V 2 -Q 2 (A-1) wherein: Q 1 and Q 2 each independently represent a polymerizable group, V 1 , V 2 , X 1 , and X 2 each independently represent a single bond or a divalent linking group, SP 1 and SP 2 each independently represent a divalent spacer group, Ma represents an aromatic ring or an alicyclic ring which may have a substituent, where a plurality of Mas may be the same as or different from each other, La represents a single bond or a divalent linking group, where a plurality of La may be the same as or different from each other, and na represents an integer of 2 to 10; wherein the polymerizable liquid crystal compound represented by Formula (A-1) has a terminal atom located at a terminal end of Q 1 ; wherein the polymerizable liquid crystal compound represented by Formula (A-1) has a terminal atom located at a terminal end of Q 2 ; wherein the terminal atom of Q 1 is connected to the terminal atom of Q 2 by atoms bonded together between the terminal atom of Q 1 and the terminal atom of Q 2 ; and wherein NA is a numerical value determined for the polymerizable liquid crystal compound represented by Formula (A-1) is equal to the number of atoms bonded together between the terminal atom of Q 1 and the terminal atom of Q 2 of the polymerizable liquid crystal compound represented by Formula (A-1), including the terminal atom of Q 1 and the terminal atom of Q 2 .
2 . A polarizer which is formed of the composition for forming a polarizer according to claim 1 .
3 . A laminate comprising: a base material; an alignment film provided on the base material; and the polarizer according to claim 2 , provided on the alignment film.
4 . An image display device comprising: the polarizer according to claim 2 .
5 . An image display device comprising: the laminate according to claim 3 .
6 . A polarizer which is formed of the composition for forming a polarizer according to claim 1 .
7 . A laminate comprising: a base material; an alignment film provided on the base material; and the polarizer according to claim 6 , provided on the alignment film.
8 . An image display device comprising: the polarizer according to claim 6 .

Description

CROSS-REFERENCE TO RELATED APPLICATIONS This application is a Continuation of PCT International Application No. PCT/JP2020/031762 filed on Aug. 24, 2020, which was published under PCT Article 21(2) in Japanese, and which claims priority under 35 U.S.C. § 119(a) to Japanese Patent Application No. 2019-177710 filed on Sep. 27, 2019. The above applications are hereby expressly incorporated by reference, in their entirety, into the present application. BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a composition for forming a polarizer, a polarizer, a laminate, and an image display device. 2. Description of the Related Art In the related art, in a case where an attenuation function, a polarization function, a scattering function, a light-shielding function of irradiation light including laser light or natural light is required, a device that is operated according to principles different for each function is used. Therefore, products having the corresponding functions described above are also produced by production processes different for each function. For example, a linear polarizer or a circular polarizer is used in an image display device (for example, a liquid crystal display device) to control optical rotation or birefringence in display. Further, a circular polarizer is used in an organic light emitting diode (OLED) to prevent reflection of external light. In the related art, iodine has been widely used as a dichroic material in these polarizers, but a polarizer that uses an organic dye in place of iodine as a dichroic material has also been examined. For example, WO2017/195833A discloses a composition for forming a polarizer which contains a polymer liquid crystal compound and a dichroic material. SUMMARY OF THE INVENTION As a result of preparation of a polarizer based on WO2017/195833A, the present inventors found that there is room for improvement in the surface state of the polarizer. Therefore, an object of the present invention is to provide a composition for forming a polarizer from which a polarizer with an excellent surface state can be formed, a polarizer, a laminate, and an image display device. As a result of intensive research conducted by the present inventors in order to achieve the above-described object, it was found that the surface state of a polarizer to be formed is excellent in a case where a composition for forming a polarizer which contains a polymerizable liquid crystal compound exhibiting a liquid crystal state of a smectic phase, a monofunctional polymerizable compound, and a dichroic material satisfies Expression (1) described below, thereby completing the present invention. That is, the present inventors found that the above-described problems can be solved by employing the following configurations. [1] A composition for forming a polarizer comprising: a polymerizable liquid crystal compound which has two or more rings selected from the group consisting of an aromatic ring and an alicyclic ring and two polymerizable groups and exhibits a liquid crystal state of a smectic phase; a monofunctional polymerizable compound which has two or more rings selected from the group consisting of an aromatic ring and an alicyclic ring and one polymerizable group; and a dichroic material, in which the number of atoms NA of the polymerizable liquid crystal compound and the number of atoms NB of the monofunctional polymerizable compound satisfy Expression (1).[2] The composition for forming a polarizer according to [1], in which the number of atoms NA of the polymerizable liquid crystal compound and the number of atoms NB of the monofunctional polymerizable compound satisfy Expression (2).[3] The composition for forming a polarizer according to [1] or [2], in which the polymerizable liquid crystal compound is a compound represented by Formula (A-1).[4] The composition for forming a polarizer according to any one of [1] to [3], in which the monofunctional polymerizable compound is a compound represented by Formula (B-1).[5] The composition for forming a polarizer according to [3], in which the monofunctional polymerizable compound is a compound represented by Formula (B-1), arrangement of rings represented by Mb in Formula (B-1) and arranged between X3 and Tb is the same as arrangement of rings represented by Ma in Formula (A-1) and arranged between X1 and X2.[6] A polarizer which is formed of the composition for forming a polarizer according to any one of [1] to [5].[7] A laminate comprising: a base material; an alignment film provided on the base material; and the polarizer according to [6], provided on the alignment film.[8] An image display device comprising: the polarizer according to claim 6 or the laminate according to [7]. As described below, according to the present invention, it is possible to provide a composition for forming a polarizer capable of forming a polarizer with an excellent surface state. Further, according to the present invention,