Polymerizable compound, polymerizable composition, polymer, and optical anisotropic body

Abstract

The present invention relates to: a polymerizable compound represented by a formula (I), wherein each of Y 1 to Y 8 independently represents —O—, —O—C(═O)—, —C(═O)—O— or the like; each of A 2 , A 3 , G 1 , and G 2 independently represents a divalent linear aliphatic group having 1 to 20 carbon atoms or the like; each of Z 1 and Z 2 independently represents an alkenyl group having 2 to 10 carbon atoms or the like; A x represents an organic group having 2 to 30 carbon atoms that includes at least one aromatic ring; A y represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms or the like; A 1 represents a trivalent aromatic group or the like; each of A 4 and A 5 independently represents a divalent aromatic group having 6 to 30 carbon atoms or the like; and Q 1 represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or the like; and others. According to the present invention, it becomes possible to provide: a polymerizable compound that have a practical low melting point, exhibit excellent solubility in a general-purpose solvent, can be produced inexpensively, can be dried at a lower temperature, has excellent energy efficiency, and can produce an optical film that achieves uniform conversion of polarized light over a wide wavelength band; and others.

1 . A compound represented by a formula (7),
   Z 1 —Y 7 -G 1 -Y 5 -A 4 -Y 3 -A 2 -Y 11 —C(═O)L 1   (7)
   wherein,   Y 11  represents a chemical single bond, —O—, or —NR 1 —   each of Y 3 , Y 5  and Y 7  independently represents 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—, R 1  represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,   each of A 2  and G 1  independently represents a substituted or unsubstituted divalent linear aliphatic group having 1 to 20 carbon atoms that optionally includes —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)— provided that a case where the linear aliphatic group includes two or more contiguous —O— or —S— is excluded, R 2  represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,   Z 1  represents an alkenyl group having 2 to 10 carbon atoms that is substituted with a halogen atom, or unsubstituted,   A 4  represents a substituted or unsubstituted divalent aromatic group having 6 to 30 carbon atoms, and   L 1  represents a leaving group.   
     
     
         2 . The compound according to  claim 1 , wherein the compound is represented by a formula (7′), 
       
         
           
           
               
               
           
         
         wherein, 
         Y 11  represents a chemical single bond, —O—, or —NR 1 — 
         Y 12  represents a chemical single bond, —O—, or —NR 1 — 
         each of Y 5  and Y 7  independently represents 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—, R 1  represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, 
         each of A 2  and G 1  independently represents a substituted or unsubstituted divalent linear aliphatic group having 1 to 20 carbon atoms that optionally includes —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)— provided that a case where the linear aliphatic group includes two or more contiguous —O— or —S— is excluded, R 2  represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, 
         Z 1  represents an alkenyl group having 2 to 10 carbon atoms that is substituted with a halogen atom, or unsubstituted, and 
         A 4  represents a substituted or unsubstituted divalent aromatic group having 6 to 30 carbon atoms. 
       
     
     
         3 . A compound represented by a formula (4), 
       
         
           
           
               
               
           
         
         wherein, 
         each of Y 1  to Y 8  independently represents 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—, R 1  represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, 
         each of A 2 , A 3 , G 1  and G 2  independently represents a substituted or unsubstituted divalent linear aliphatic group having 1 to 20 carbon atoms that optionally includes —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)— provided that a case where the linear aliphatic group includes two or more contiguous —O— or —S— is excluded, R 2  represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, 
         each of Z 1  and Z 2  represents an alkenyl group having 2 to 10 carbon atoms that is substituted with a halogen atom, or unsubstituted, 
         A 1  represents a substituted or unsubstituted trivalent aromatic group, 
         each of A 4  and A 5  independently represents a substituted or unsubstituted divalent aromatic group having 6 to 30 carbon atoms, 
         Q 1  represents a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms. 
       
     
     
         4 . A mixture including the compound according to  claim 1 , and a solvent selected from the group consisting of a chlorine-based solvent, an amide-based solvent, an ether-based solvent, a sulfur-containing solvent, an aromatic hydrocarbon-based solvent, an aliphatic hydrocarbon-based solvent, an alicyclic hydrocarbon-based solvent and a mixed solvent including two or more solvents among these solvents. 
     
     
         5 . A method for producing a polymerizable compound represented by formula (I), comprising:
 reacting a compound represented by a formula (3) with a compound represented by a formula (4),   
       
         
           
           
               
               
           
         
         wherein, 
         each of Y 1  to Y 8  independently represents 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—, R 1  represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, 
         A x  represents an organic group having 2 to 30 carbon atoms that includes at least one aromatic ring selected from a group consisting of an aromatic hydrocarbon ring and a heteroaromatic ring, 
         A y  represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 12 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, —C(═O)—R 3 , —SO 2 —R 4 , —C(═S)NH—R 5 , or an organic group having 2 to 30 carbon atoms that includes at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring and a heteroaromatic ring, R 3  represents a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 12 carbon atoms, R 4  represents an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, a phenyl group, or a 4-methylphenyl group, R 5  represents a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 12 carbon atoms, or a substituted or unsubstituted aromatic group having 5 to 20 carbon atoms, 
         provided that the aromatic ring included in A x  and the aromatic ring optionally included in A y  are either substituted or unsubstituted, and 
         A x  and A y  are optionally bonded to each other to form a ring, 
         each of A 2 , A 3 , G 1  and G 2  independently represents a substituted or unsubstituted divalent linear aliphatic group having 1 to 20 carbon atoms that optionally includes —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)— provided that a case where the linear aliphatic group includes two or more contiguous —O— or —S— is excluded, R 2  represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, 
         each of Z 1  and Z 2  represents an alkenyl group having 2 to 10 carbon atoms that is substituted with a halogen atom, or unsubstituted, 
         A 1  represents a substituted or unsubstituted trivalent aromatic group, 
         each of A 4  and A 5  independently represents a substituted or unsubstituted divalent aromatic group having 6 to 30 carbon atoms, and 
         Q 1  represents a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms. 
       
     
     
         6 . The method for producing a polymerizable compound according to  claim 5 , wherein
 A x  represents a group having any one of following structures,   
       
         
           
           
               
               
           
         
         wherein, 
         X represents NR 8 , an oxygen atom, a sulfur atom, —SO—, or —SO 2 — (provided that a case where oxygen atoms, sulfur atoms, —SO—, or —SO 2 — are situated at adjacent positions is excluded) and R 8  represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, 
         the aromatic ring included in A x  may be substituted with a halogen atom, a cyano group, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an alkyl halide group having 1 to 6 carbon atoms, a substituted amino group, an alkoxy group having 1 to 6 carbon atoms, a nitro group, an aryl group, —C(═O)—R 6 , —C(═O)—OR 6 , —SO 2 R 7 , R 6  represents an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, or a cycloalkyl group having 3 to 12 carbon atoms, and R 7  represents an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, a phenyl group, or a 4-methylphenyl group.