Novel compound, dye and colored photosensitive composition

Abstract

Disclosed are a dye that is excellent in solubility and heat-resistance, and a novel compound that is suitable for the dye, and specifically provides a yellow dye having a maximum absorption wavelength in the region of 420 to 470 nm. Also disclosed are a colored (alkali-developable) photosensitive composition and an optical filter using the dye, and specifically provides a color filter that does not decrease luminance and thus is preferable for an image display device such as a liquid crystal display panel. Specifically, disclosed are a novel compound represented by the following general formula (1), a dye using the compound, and a colored (alkali-developable) photosensitive composition and a color filter. The content of the above-mentioned general formula (1) is as described in the description.

1 . A compound represented by the following general formula (1): 
       
         
           
           
               
               
           
         
         wherein 
         R 1  represents a hydrogen atom, a methyl group, a phenyl group or a cyano group, 
         R 2  to R 5  each independently represents a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a nitro group, an alkyl group having 1 to 8 carbon atom(s), an alkoxy group having 1 to 8 carbon atom(s), a halogenated alkyl group having 1 to 8 carbon atom(s) or a halogenated alkoxy group having 1 to 8 carbon atom(s), wherein R 2  and R 3 , and R 4  and R 5  may be respectively connected to each other to form a ring structure, 
         R 6  represents a hydrogen atom, an alkyl group having 1 to 8 carbon atom(s) or an aromatic hydrocarbongroup optionally having substituent(s) having 6 to 35 carbon atoms, wherein the alkyl group may be interrupted by —COO—, —O—, —OCO—, —NHCO—, —NH— or —CONH—, 
         n represents an integer of 2 to 6, 
         X represents a nitrogen atom, —NR 10 —, an oxygen atom, a sulfur atom, —SO—, —SO 2 —, a phosphorus atom, —PR 10 —, or a substituent having 1 to 35 carbon atom(s) having a similar valency number to that of n, 
         R 10  represents a hydrogen atom, an alkyl group having 1 to 8 carbon atom(s), an aryl group having 6 to 20 carbon atoms or an arylalkyl group having 7 to 20 carbon atoms, wherein the alkyl group, aryl group and arylalkyl group may be substituted with a halogen atom, a hydroxyl group, a nitro group or a cyano group, the alkyl group may be interrupted by —COO—, —O—, —OCO—, —NHCO—, —NH— or —CONH—, and R 3  and X, and R 5  and X may be respectively connected to each other to form a ring structure. 
       
     
     
         2 . A dye containing at least one kind of compound represented by the following general formula (1): 
       
         
           
           
               
               
           
         
         wherein 
         R 4  represents a hydrogen atom, a methyl group, a phenyl group or a cyano group, 
         R 2  to R 5  each independently represents a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a nitro group, an alkyl group having 1 to 8 carbon atom(s), an alkoxy group having 1 to 8 carbon atom(s), a halogenated alkyl group having 1 to 8 carbon atom(s) or a halogenated alkoxy group having 1 to 8 carbon atom(s), wherein R 2  and R 3 , and R 4  and R 5  may be respectively connected to each other to form a ring structure, 
         R 6  represents a hydrogen atom, an alkyl group having 1 to 8 carbon atom(s) or an aromatic hydrocarbongroup optionally having substituent(s) having 6 to 35 carbon atoms, wherein the alkyl group may be interrupted by —COO—, —O—, —OCO—, —NHCO—, —NH— or —CONH—, 
         n represents an integer of 2 to 6, 
         X represents a nitrogen atom, —NR 10 —, an oxygen atom, a sulfur atom, —SO—, —SO 2 —, a phosphorus atom, —PR 10 —, or a substituent having 1 to 35 carbon atom(s) having a similar valency number to that of n, 
         R 10  represents a hydrogen atom, an alkyl group having 1 to 8 carbon atom(s), an aryl group having 6 to 20 carbon atoms or an arylalkyl group having 7 to 20 carbon atoms, wherein the alkyl group, aryl group and arylalkyl group may be substituted with a halogen atom, a hydroxyl group, a nitro group or a cyano group, the alkyl group may be interrupted by —COO—, —O—, —OCO—, —NHCO—, —NH— or —CONH—, and R 3  and X, and R 5  and X may be respectively connected to each other to form a ring structure. 
       
     
     
         3 . A colored photosensitive composition, containing (A) a dye containing at least one kind of compound represented by the following general formula (1), (B) a polymerizable compound having an ethylenically unsaturated bond and (C) a photopolymerization initiator: 
       
         
           
           
               
               
           
         
         wherein 
         R 1  represents a hydrogen atom, a methyl group, a phenyl group or a cyano group, 
         R 2  to R 5  each independently represents a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a nitro group, an alkyl group having 1 to 8 carbon atom(s), an alkoxy group having 1 to 8 carbon atom(s), a halogenated alkyl group having 1 to 8 carbon atom(s) or a halogenated alkoxy group having 1 to 8 carbon atom(s), wherein R 2  and R 3 , and R 4  and R 5  may be respectively connected to each other to form a ring structure, 
         R 6  represents a hydrogen atom, an alkyl group having 1 to 8 carbon atom(s) or an aromatic hydrocarbongroup optionally having substituent(s) having 6 to 35 carbon atoms, wherein the alkyl group may be interrupted by —COO—, —O—, —OCO—, —NHCO—, —NH— or —CONH—, 
         n represents an integer of 2 to 6, 
         X represents a nitrogen atom, —NR 10 —, an oxygen atom, a sulfur atom, —SO—, —SO 2 —, a phosphorus atom, —PR 10 —, or a substituent having 1 to 35 carbon atom(s) having a similar valency number to that of n, 
         R 10  represents a hydrogen atom, an alkyl group having 1 to 8 carbon atom(s), an aryl group having 6 to 20 carbon atoms or an arylalkyl group having 7 to 20 carbon atoms, wherein the alkyl group, aryl group and arylalkyl group may be substituted with a halogen atom, a hydroxyl group, a nitro group or a cyano group, the alkyl group may be interrupted by —COO—, —O—, —OCO—, —NHCO—, —NH— or —CONH—, and R 3  and X, and R 5  and X may be respectively connected to each other to form a ring structure. 
       
     
     
         4 . The colored photosensitive composition according to  claim 3 , which further contains an inorganic pigment and/or an organic pigment (D). 
     
     
         5 . A colored alkali-developable photosensitive composition, containing (A) a dye containing at least one kind of compound represented by the following general formula (1), (B′) a polymerizable compound having an ethylenically unsaturated bond, which has an alkali-developability and (C) a photopolymerization initiator: 
       
         
           
           
               
               
           
         
         wherein 
         R 4  represents a hydrogen atom, a methyl group, a phenyl group or a cyano group, 
         R 2  to R 5  each independently represents a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a nitro group, an alkyl group having 1 to 8 carbon atom(s), an alkoxy group having 1 to 8 carbon atom(s), a halogenated alkyl group having 1 to 8 carbon atom(s) or a halogenated alkoxy group having 1 to 8 carbon atom(s), wherein R 2  and R 3 , and R 4  and R 5  may be respectively connected to each other to form a ring structure, 
         R 6  represents a hydrogen atom, an alkyl group having 1 to 8 carbon atom(s) or an aromatic hydrocarbongroup optionally having substituent(s) having 6 to 35 carbon atoms, wherein the alkyl group may be interrupted by —COO—, —O—, —OCO—, —NHCO—, —NH— or —CONH—, 
         n represents an integer of 2 to 6, 
         X represents a nitrogen atom, —NR 10 —, an oxygen atom, a sulfur atom, —SO—, —SO 2 —, a phosphorus atom, —PR 10 —, or a substituent having 1 to 35 carbon atom(s) having a similar valency number to that of n, 
         R 10  represents a hydrogen atom, an alkyl group having 1 to 8 carbon atom(s), an aryl group having 6 to 20 carbon atoms or an arylalkyl group having 7 to 20 carbon atoms, wherein the alkyl group, aryl group and arylalkyl group may be substituted with a halogen atom, a hydroxyl group, a nitro group or a cyano group, the alkyl group may be interrupted by —COO—, —O—, —OCO—, —NHCO—, —NH— or —CONH—, and R 3  and X, and R 5  and X may be respectively connected to each other to form a ring structure. 
       
     
     
         6 . The colored alkali-developable photosensitive composition according to  claim 5 , which further contains an inorganic pigment and/or an organic compound (d). 
     
     
         7 . A cured product of the colored photosensitive composition according to  claim 3 . 
     
     
         8 . A color filter for a display device, which is formed by using the cured product according to  claim 7 . 
     
     
         9 . A liquid crystal display panel, which is formed by using the color filter for a display device according to  claim 8 . 
     
     
         10 . A cured product of the colored photosensitive composition according to  claim 4 . 
     
     
         11 . A cured product of the colored alkali-developable photosensitive composition according to  claim 5 . 
     
     
         12 . A cured product of the colored alkali-developable photosensitive composition according to  claim 6 .