Optically anisotropic layer, method for producing the optically anisotropic layer, a laminate, polarizing plate, display device, liquid crystal compound, method for producing the liquid crystal compound, and carboxylic acid compound

A liquid crystal compounds represented by General Formula 1 below:

• wherein each of L1 and L2 independently represents a linking group having a carbonyl group;
• each of F1 and F2 independently represents an alkyl group having a carbon number within a range from 1 to 4, an alkoxy group having a carbon number within a range from 1 to 4, or a halogen atom;
• each of n and m independently represents an integer within a range from 0 to 4;
• each of a and b independently represent an integer within a range from 1 to 4;
• T1 and T2 are represented by General Formula 3 below;
• and Ar represents any one of the aromatic rings represented by General Formulae 2-1 to 2-4 below:
• wherein Q1 represents —S—, —O—, or NR11, R11 represents a hydrogen atom or an alkyl group having a carbon number within a range from 1 to 6;
• Y1 represents an alkyl group having a carbon number within a range from 1 to 6, an aromatic hydrocarbon group having a carbon number within a range from 6 to 12, or an aromatic heterocyclic group having a carbon number within a range from 3 to 12;
• each of Z1, Z2, and, Z3 independently represents a hydrogen atom, an aliphatic hydrocarbon or alkoxy group having a carbon number within a range from 1 to 20, an alicyclic hydrocarbon group having a carbon number within a range from 3 to 20, a monovalent aromatic hydrocarbon group having a carbon number within a range from 6 to 20, a halogen atom, a cyano group, a nitro group, —NR12R13 or SR12, Z1 and Z2 may bond together to form an aromatic ring or an aromatic heterocyclic ring;
• each of R12 and R13 independently represents a hydrogen atom or an alkyl group having a carbon number within a range from 1 to 6;
• each of A1 and A2 independently represents a group selected from a group consisting of —O—, —NR21— (R21 represents a hydrogen atom or a substituent), —S— and CO—;
• X is a group 14 to group 16 non metallic atom that may be bound to a hydrogen atom or a substituent group;
• Ax represents an organic group having a carbon number within a range from 2 to 30, having at least one aromatic ring selected from a group consisting of aromatic hydrocarbon rings and aromatic heterocyclic rings;
• Ay is a hydrogen atom, an alkyl group having a carbon number within a range from 1 to 6 which may have a substituent, or an organic group having a carbon number within a range from 2 to 30, having at least one aromatic ring selected from a group consisting of aromatic hydrocarbon rings and aromatic heterocyclic rings, the aromatic rings of Ax and Ay may have substituents, Ax and Ay may be bound to form a ring;
• and Q2 represents a hydrogen atom or an alkyl group having a carbon number of 1 to 6 which may have a substituent, and
• wherein each of Sp1 and Sp2 independently represents a straight chain or branched alkylene group having a carbon number within a range from 2 to 20, in the alkylene group, one or two or more —CH2— not adjacent to each other in the alkylene group may be substituted by —O—, —S—, —C(═O)—, —OC(═O)—, —C(═O)O—, —OC(═O)O—, —NR1C(═O)—, —C(═O)NR2—, —OC(═O)NR3—, —NR4C(═O)O—, —SC(═O)— or —C(═O)S—:
• each of R1, R2, R3 and R4 independently represents a hydrogen atom, a halogen atom or an alkyl group having a carbon number within a range from 1 to 4;
• and each of P1 and P2 independently represents a polymerizable group or a hydrogen atom, wherein at least one is a polymerizable group.

A method for producing a liquid crystal compound represented by General Formula 1 below, comprising:

• causing a compound represented by General Formula 4 below to react with a compound represented by General Formula 5 below,
• wherein each of L1 and L2 independently represents a linking group having a carbonyl group;
• each of F1 and F2 independently represents an alkyl group having a carbon number within a range from 1 to 4, an alkoxy group having a carbon number within a range from 1 to 4, or a halogen atom;
• each of n and m independently represents an integer within a range from 0 to 4;
• each of a and b independently represent an integer within a range from 1 to 4;
• T1 and T2 are represented by General Formula 3 below;
• and Ar represents a divalent group having at least one aromatic ring selected from a group consisting of aromatic hydrocarbon rings and aromatic heterocycles, the number of H electrons contained in the Ar group being 8 or greater;
• wherein L1 represents a linking group having a carbonyl group;
• F1 is an alkyl group having a carbon number within a range from 1 to 4, an alkoxy group having a carbon number within a range from 1 to 4, or a halogen atom;
• n represents an integer within a range from 0 to 4;
• a represents an integer within a range from 1 to 4;
• and T1 is a straight chain or branched alkylene group having a carbon number within a range from 2 to 20;
• HO—Ar—OH General Formula 5
• wherein Ar represents a divalent group having at least one aromatic ring selected from a group consisting of aromatic hydrocarbon rings and aromatic heterocycles, the number of Π electrons contained in the Ar group being 8 or greater;
• and
• wherein each of Sp1 and Sp2 independently represents a straight chain or branched alkylene group having a carbon number within a range from 2 to 20, in the alkylene group, one or two or more —CH2— not adjacent to each other in the alkylene group may be substituted by —O—, —S—, —C(═O)—, —OC(═O)—, —C(═O)O—, —OC(═O)O—, —NR1C(═O)—, —C(═O)NR2—, —OC(═O)NR3—, —NR4C(═O)O—, —SC(═O)— or —C(═O)S—;
• each of R1, R2, R3 and R4 independently represents a hydrogen atom, a halogen atom or an alkyl group having a carbon number within a range from 1 to 4;
• and each of P1 and P2 independently represents a polymerizable group or a hydrogen atom, wherein at least one is a polymerizable group.

A carboxylic acid compound represented by General Formula 7 below:

• wherein L1 represents a linking group having a carbonyl group;
• F1 is an alkyl group having a carbon number within a range from 1 to 4, an alkoxy group having a carbon number within a range from 1 to 4, or a halogen atom;
• n represents an integer within a range from 0 to 4;
• a represents an integer within a range from 1 to 4;
• Sp1 represents a straight chain or branched alkylene group having a carbon number within a range from 2 to 20, one or two or more —CH2— not adjacent to each other in the alkylene group may be substituted by —O—, —S—, —C(═O)—, —OC(═O)—, —C(═O)O—, —OC(═O)O—, —NRC(═O)—, —C(═O)NR2—, —OC(═O)NR3—, —NR4C(═O)O—, —SC(═O)— or —C(═O)S—;
• each of R1, R2, R3 and R4 independently represents a hydrogen atom, a halogen atom or an alkyl group having a carbon number within a range from 1 to 4;
• and P1 represents a polymerizable group.