Curable composition and polymer

Abstract

An object of the invention is to provide a curable composition having a HALS skeleton and capable of producing polymers having excellent weather resistance and outer appearance. The present invention provides a curable composition including at least a monomer component that contains a monomer (A) represented by a certain formula and a monomer (B) polymerizable with the monomer (A). In the curable composition, the content of the monomer (A) is 0.01 to 35 mol % in the monomer component, and the content of the monomer (B) is 65 to 99.99 mol % in the monomer component.

1 . A resin sheet produced by polymerizing an active energy ray curable composition, the curable composition comprising:
 a monomer component comprising a monomer (A) of formula (1) and a monomer (B) polymerizable with the monomer (A),   wherein   a content of the monomer (A) is 0.01 to 35 mol % in the monomer component, and   a content of the monomer (B) is 65 to 99.99 mol % in the monomer component,   
       
         
           
           
               
               
           
         
         wherein 
         R 1  is a hydrogen atom or a methyl group; 
         X is an imino group, a compound of formula (2) or a compound of formula (3); and 
         R 2 , R 3  and R 4  each independently are a hydrogen atom, a linear alkyl group comprising from 1 to 8 carbon atoms, a branched linear alkyl group comprising from 1 to 8 carbon atoms, a substituted or unsubstituted cycloalkyl group comprising from 6 to 8 carbon atoms, or a substituted or unsubstituted aryl group comprising 6 to 12 carbon atoms; and 
         a combination of R 2  and R 3 , R 2  and R 4 , R 3  and R 4 , or R 2 , R 3  and R 4  optionally form a ring structure and the ring structure optionally has a substituted group, 
       
       
         
           
           
               
               
           
         
         wherein 
         n is an integer of 1 to 10; 
         R 5  and R 6  each are a hydrogen atom or a methyl group; and 
         at least one of R 5  and R 6  represents a hydrogen atom, 
       
       
         
           
           
               
               
           
         
         wherein n is an integer of 1 to 10. 
       
     
     
         2 . The resin sheet according to  claim 1 , wherein the curable composition further comprises a polymer comprising a monomer (C) polymerizable with the monomer (A). 
     
     
         3 . The resin sheet according to  claim 1 , wherein the monomer (B) contains methyl methacrylate at content of 50 mol % or more. 
     
     
         4 . The resin sheet according to  claim 1 , wherein the curable composition further comprises at least one polymerization initiator (D) selected from the group consisting of benzoin, benzoin monomethyl ether, benzoin isopropyl ether, acetoin, benzophenone, p-methoxybenzophenone, diethoxyacetophenone, benzyl dimethyl ketal, 1-hydroxycyclohexyl phenyl ketone, methyl phenyl glyoxylate, 2-hydroxy-2-methyl-1-phenylpropane-1-on, tetramethyl thiuram monosulphide, tetramethyl thiuram disulphide, 2,4,6-trimethylbenzoyl diphenylphosphine oxide, 2,4,6-trimethylbenzoyl phenylethoxy phosphine oxide, bis(2,4,6-trimethylbenzoyl)-phenyl phosphine oxide, bis(2,6-dimethoxybenzoyl)-2,4,4-trimethyl-pentylphosphine oxide, 2-benzyl-2-dimethylamino-1-(4-morpholino phenyl) butanone-1 and camphorquinone. 
     
     
         5 . The resin sheet according to  claim 1 , wherein the curable composition further comprises at least one ultraviolet absorber (E) selected from the group consisting of 2-hydroxy-4-octoxybenzophenone, 2,4-dihydroxybenzophenone, 2-(2-hydroxy-tert-butylphenyl) benzotriazole, and 2-[4-(octyl-2-methylethanoate)oxy-2-hydroxyphenyl]-4,6-[bis(2,4-dimethylphenyl)]-1,3,5-triazine. 
     
     
         6 . The resin sheet according to  claim 1 , wherein a total light transmittance is from 85 to 100%, and a haze value is less than 5%. 
     
     
         7 . The resin sheet according to  claim 2 , wherein a total light transmittance is from 85 to 100%, and a haze value is less than 5%. 
     
     
         8 . The resin sheet according to  claim 3 , wherein a total light transmittance is from 85 to 100%, and a haze value is less than 5%. 
     
     
         9 . The resin sheet according to  claim 4 , wherein a total light transmittance is from 85 to 100%, and a haze value is less than 5%. 
     
     
         10 . The resin sheet according to  claim 5 , wherein a total light transmittance is from 85 to 100%, and a haze value is less than 5%. 
     
     
         11 . A cured coating film produced by applying an active energy ray curable composition comprising a monomer component comprising a monomer (A) of formula (1) and a monomer (B) polymerizable with the monomer (A) on a substrate, and subsequently polymerizing the curable composition, thereby obtaining the cured coating film,
 wherein   a content of the monomer (A) is 0.01 to 35 mol % in the monomer component, and   a content of the monomer (B) is 65 to 99.99 mol % in the monomer component,   
       
         
           
           
               
               
           
         
         wherein 
         R 1  is a hydrogen atom or a methyl group; 
         X is an imino group, a compound of formula (2) or a compound of formula (3); and 
         R 2 , R 3  and R 4  each independently are a hydrogen atom, a linear alkyl group comprising from 1 to 8 carbon atoms, a branched linear alkyl group comprising from 1 to 8 carbon atoms, a substituted or unsubstituted cycloalkyl group comprising from 6 to 8 carbon atoms, or a substituted or unsubstituted aryl group comprising 6 to 12 carbon atoms; and 
         a combination of R 2  and R 3 , R 2  and R 4 , R 3  and R 4 , or R 2 , R 3  and R 4  optionally form a ring structure and the ring structure optionally has a substituted group, 
       
       
         
           
           
               
               
           
         
         wherein 
         n is an integer of 1 to 10; 
         R 5  and R 6  each are a hydrogen atom or a methyl group; and 
         at least one of R 5  and R 6  represents a hydrogen atom, 
       
       
         
           
           
               
               
           
         
         wherein n is an integer of 1 to 10. 
       
     
     
         12 . The cured coating film according to  claim 11 , wherein the curable composition further comprises a polymer comprising a monomer (C) polymerizable with the monomer (A). 
     
     
         13 . The cured coating film according to  claim 11 , wherein the monomer (B) comprises methyl methacrylate at content of 50 mol % or more. 
     
     
         14 . The cured coating film according to  claim 11 , wherein the curable composition further comprises at least one polymerization initiator (D) selected from the group consisting of benzoin, benzoin monomethyl ether, benzoin isopropyl ether, acetoin, benzophenone, p-methoxybenzophenone, diethoxyacetophenone, benzyl dimethyl ketal, 1-hydroxycyclohexyl phenyl ketone, methyl phenyl glyoxylate, 2-hydroxy-2-methyl-1-phenylpropane-1-on, tetramethyl thiuram monosulphide, tetramethyl thiuram disulphide, 2,4,6-trimethylbenzoyl diphenylphosphine oxide, 2,4,6-trimethylbenzoyl phenylethoxy phosphine oxide, bis(2,4,6-trimethylbenzoyl)-phenyl phosphine oxide, bis(2,6-dimethoxybenzoyl)-2,4,4-trimethyl-pentylphosphine oxide, 2-benzyl-2-dimethylamino-1-(4-morpholino phenyl) butanone-1 and camphorquinone. [0058] 
     
     
         15 . The cured coating film according to  claim 11 , wherein the curable composition further comprises at least one ultraviolet absorber (E) selected from the group consisting of 2-hydroxy-4-octoxybenzophenone, 2,4-dihydroxybenzophenone, 2-(2-hydroxy-tert-butylphenyl) benzotriazole, and 2-[4-(octyl-2-methylethanoate)oxy-2-hydroxyphenyl]-4,6-[bis(2,4-dimethylphenyl)]-1,3,5-triazine. [0061] 
     
     
         16 . The cured coating film according to  claim 11 , wherein a total light transmittance is from 85 to 100%, and a haze value is less than 5%. 
     
     
         17 . The cured coating film according to  claim 12 , wherein a total light transmittance is from 85 to 100%, and a haze value is less than 5%. 
     
     
         18 . The cured coating film according to  claim 13 , wherein a total light transmittance is from 85 to 100%, and a haze value is less than 5%. 
     
     
         19 . The cured coating film according to  claim 14 , wherein a total light transmittance is from 85 to 100%, and a haze value is less than 5%. 
     
     
         20 . The cured coating film according to  claim 15 , wherein a total light transmittance is from 85 to 100%, and a haze value is less than 5%.