Composition curable with actinic energy ray and use thereof

Abstract

In a cured product having a thickness of 60 μm obtained from an actinic energy ray-curable composition of the present invention, when a scratch mark is made at a vertical load of 235 mN using a diamond indenter with a tip diameter of 15 μm, the scratch mark is repaired by a self-repairing ability under an atmosphere at 25° C. and at a relative humidity of 50%. Therefore, the actinic energy ray-curable composition is useful as coating agents or paints for products where scratch resistance is required.

1 . An actinic energy ray-curable composition, wherein in a cured product having a thickness of 60 μm obtained from said composition, when a scratch mark is made at a vertical load of 235 mN using a diamond indenter with a tip diameter of 15 μm, the scratch mark is repaired by a self-repairing ability under an atmosphere at 25° C. and at a relative humidity of 50%. 
     
     
         2 . An actinic energy ray-curable composition, wherein in a cured product having a thickness of 60 μm obtained from said composition, when a scratch mark is made at a vertical load of 390 mN using a diamond indenter with a tip diameter of 15 μm, the scratch mark is repaired by a self-repairing ability under an atmosphere at 25° C. and at a relative humidity of 50%. 
     
     
         3 . An actinic energy ray-curable composition comprising a urethane(meth)acrylate obtained by reacting an organic isocyanate having a plurality of isocyanate groups in one molecule with a polycaprolactone-modified alkyl(meth)acrylate, wherein said urethane(meth)acrylate contains two or more kinds of urethane(meth)acrylates different from one another in the number of repetitions of a caprolactone unit per one residue of the polycaprolactone-modified alkyl-(meth)acrylate. 
     
     
         4 . An actinic energy ray-curable composition comprising a urethane(meth)acrylate obtained by reacting an organic isocyanate having a plurality of isocyanate groups in one molecule with a polycaprolactone-modified alkyl(meth)acrylate and a long-chain alcohol, wherein said urethane(meth)acrylate contains two or more kinds of urethane(meth)acrylates different from one another in the number of repetitions of a caprolactone unit per one residue of the polycaprolactone-modified alkyl(meth)acrylate. 
     
     
         5 . The actinic energy ray-curable composition according to  claim 3  or  4 , wherein the average number of repetitions per one molecule of said urethane(meth)acrylate relative to the number of repetitions of the caprolactone unit per one residue of said polycaprolactone-modified alkyl(meth)acrylate is from 1 to 5. 
     
     
         6 . The actinic energy ray-curable composition according to  claim 5 , wherein the average number of repetitions per one molecule of said urethane(meth)acrylate relative to the number of repetitions of the caprolactone unit per one residue of said polycaprolactone-modified alkyl(meth)acrylate is from 1 to 2.5. 
     
     
         7 . The actinic energy ray-curable composition according to any one of  claims 3  to  6 , wherein the maximum difference in the number of repetitions of the caprolactone unit per one residue of said polycaprolactone-modified alkyl(meth)acrylate between two kinds of the urethane(meth)acrylates is 9 or less. 
     
     
         8 . The actinic energy ray-curable composition according to  claim 7 , wherein the maximum difference in the number of repetitions of the caprolactone unit per one residue of said polycaprolactone-modified alkyl(meth)acrylate between two kinds of the urethane(meth)acrylates is 4 to 9. 
     
     
         9 . An actinic energy ray-curable composition comprising a urethane(meth)acrylate obtained by reacting an organic isocyanate having a plurality of isocyanate groups in one molecule with two or more kinds of polycaprolactone-modified alkyl(meth)acrylates different from one another in a number of repetitions of a caprolactone unit per one molecule. 
     
     
         10 . The actinic energy ray-curable composition according to  claim 9 , further comprising a urethane(meth)acrylate obtained by reacting an organic isocyanate having a plurality of isocyanate groups in one molecule with a polycaprolactone-modified alkyl(meth)acrylate and a long-chain alcohol. 
     
     
         11 . An actinic energy ray-curable composition comprising a urethane(meth)acrylate obtained by reacting an organic isocyanate having a plurality of isocyanate groups in one molecule with two or more kinds of polycaprolactone-modified alkyl(meth)acrylates different from one another in the number of repetitions of a caprolactone unit per one molecule and a long-chain alcohol. 
     
     
         12 . The actinic energy ray-curable composition according to any one of  claims 9  to  11 , wherein the average of the number of repetitions of the caprolactone unit per one molecule of said polycaprolactone-modified alkyl(meth)acrylate is from 1 to 5. 
     
     
         13 . The actinic energy ray-curable composition according to  claim 12 , wherein the average of the number of repetitions of the caprolactone unit per one molecule of said polycaprolactone-modified alkyl(meth)acrylate is from 1 to 2.5. 
     
     
         14 . The actinic energy ray-curable composition according to any one of  claims 9  to  11 , wherein the maximum difference in the number of repetitions of the caprolactone unit between two kinds of the polycaprolactone-modified alkyl (meth)acrylates is 9 or less. 
     
     
         15 . The actinic energy ray-curable composition according to  claim 14 , wherein the maximum difference in the number of repetitions of the caprolactone unit between two kinds of the polycaprolactone-modified alkyl(meth)acrylates is 4 to 9. 
     
     
         16 . An actinic energy ray-curable composition comprising:
 a urethane(meth)acrylate obtained by reacting an organic isocyanate having a plurality of isocyanate groups in one molecule with a polycaprolactone-modified alkyl(meth)acrylate, and   a urethane(meth)acrylate obtained by reacting an organic isocyanate having a plurality of isocyanate groups in one molecule with a hydroxyalkyl(meth)acrylate.   
     
     
         17 . An actinic energy ray-curable composition comprising:
 a urethane(meth)acrylate obtained by reacting an organic isocyanate having a plurality of isocyanate groups in one molecule with a polycaprolactone-modified alkyl(meth)acrylate and a long-chain alcohol, and   a urethane(meth)acrylate obtained by reacting an organic isocyanate having a plurality of isocyanate groups in one molecule with a hydroxyalkyl(meth)acrylate.   
     
     
         18 . An actinic energy ray-curable composition comprising:
 a urethane(meth)acrylate obtained by reacting an organic isocyanate having a plurality of isocyanate groups in one molecule with a polycaprolactone-modified alkyl(meth)acrylate, and   a urethane(meth)acrylate obtained by reacting an organic isocyanate having a plurality of isocyanate groups in one molecule with a hydroxyalkyl(meth)acrylate and a long-chain alcohol.   
     
     
         19 . An actinic energy ray-curable composition comprising:
 a urethane(meth)acrylate obtained by reacting an organic isocyanate having a plurality of isocyanate groups in one molecule with a polycaprolactone-modified alkyl(meth)acrylate and a long-chain alcohol, and   a urethane(meth)acrylate obtained by reacting an organic isocyanate having a plurality of isocyanate groups in one molecule with a hydroxyalkyl(meth)acrylate and a long-chain alcohol.   
     
     
         20 . The actinic energy ray-curable composition according to any one of  claims 16  to  19 , wherein when said polycaprolactone-modified alkyl(meth)acrylate and said hydroxyalkyl(meth)acrylate are generically named as a (meth)acrylate monomer, the average number of repetitions per one molecule of said urethane(meth)acrylate relative to the number of repetitions of a caprolactone unit per one residue of the (meth)acrylate monomer is from 1 to 5. 
     
     
         21 . The actinic energy ray-curable composition according to  claim 20 , wherein the average number of repetitions per one molecule of said urethane(meth)acrylate relative to the number of repetitions of the caprolactone unit per one residue of the (meth)acrylate monomer is from 1 to 2.5. 
     
     
         22 . The actinic energy ray-curable composition according to any one of  claims 16  to  19 , wherein when said polycaprolactone-modified alkyl(meth)acrylate and said hydroxyalkyl(meth)acrylate are generically named as a (meth)acrylate monomer, the maximum difference in the number of repetitions of a caprolactone unit per one residue of the (meth)acrylate monomer between two kinds of the urethane (meth)acrylates is 9 or less. 
     
     
         23 . The actinic energy ray-curable composition according to  claim 22 , wherein the maximum difference in the number of repetitions of a caprolactone unit per one residue of the (meth)acrylate monomer between two kinds of the urethane(meth)acrylates is 4 to 9. 
     
     
         24 . An actinic energy ray-curable composition comprising a urethane(meth)acrylate obtained by reacting an organic isocyanate having a plurality of isocyanate groups in one molecule with a polycaprolactone-modified alkyl(meth)acrylate and a hydroxyalkyl(meth)acrylate. 
     
     
         25 . An actinic energy ray-curable composition comprising a urethane(meth)acrylate obtained by reacting an organic isocyanate having a plurality of isocyanate groups in one molecule with a polycaprolactone-modified alkyl(meth)acrylate, a hydroxyalkyl(meth)acrylate and a long-chain alcohol. 
     
     
         26 . The actinic energy ray-curable composition according to  claim 24  or  25 , wherein when the polycaprolactone-modified alkyl(meth)acrylate and the hydroxyalkyl(meth)acrylate are generically named as a (meth)acrylate monomer, the average of the number of repetitions of a caprolactone unit per one molecule of the (meth)acrylate monomer is from 1 to 5. 
     
     
         27 . The actinic energy ray-curable composition according to  claim 26 , wherein the average of a number of repetitions of a caprolactone unit per one molecule of the (meth)acrylate monomer is from 1 to 2.5. 
     
     
         28 . The actinic energy ray-curable composition according to  claim 24  or  25 , wherein when the polycaprolactone-modified alkyl(meth)acrylate and the hydroxyalkyl(meth)acrylate are generically named as a (meth)acrylate monomer, the maximum difference in the number of repetitions of a caprolactone unit between two kinds of the (meth)acrylate monomers is 9 or less. 
     
     
         29 . The actinic energy ray-curable composition according to  claim 28 , wherein the maximum difference in the number of repetitions of a caprolactone unit between two kinds of the (meth)acrylate monomers is 4 to 9. 
     
     
         30 . The actinic energy ray-curable composition according to any one of  claims 3  to  29 , wherein said organic isocyanate has three or more isocyanate groups in one molecule. 
     
     
         31 . The actinic energy ray-curable composition according to any one of  claims 3  to  30 , further comprising any one of a long-chain alkyl group-containing compound, a silicone compound, and a fluorine compound. 
     
     
         32 . The actinic energy ray-curable composition according to  claim 31 , wherein said long-chain alkyl group-containing compound, said silicone compound, and said fluorine compound each have an actinic energy ray-curable functional group. 
     
     
         33 . The actinic energy ray-curable composition according to  claim 31  or  32 , wherein the number of carbon atoms of a long-chain alkyl group in said long-chain alkyl group-containing compound is from 13 to 25. 
     
     
         34 . A film comprising a cured product of an actinic energy ray-curable composition, wherein in a cured product having a thickness of 60 μm obtained from said actinic energy ray-curable composition, when a scratch mark is made at a vertical load of 235 mN using a diamond indenter with a tip diameter of 15 μm, the scratch mark is repaired by a self-repairing ability under an atmosphere at 25° C. and at a relative humidity of 50%. 
     
     
         35 . A film comprising:
 a substrate; and   a cured layer made of an actinic energy ray-curable composition, which is provided on a surface of said substrate, wherein in a cured product having a thickness of 60 μm obtained from said actinic energy ray-curable composition, when a scratch mark is made at a vertical load of 235 mN using a diamond indenter with a tip diameter of 15 μm, the scratch mark is repaired by a self-repairing ability under an atmosphere at 25° C. and at a relative humidity of 50%.   
     
     
         36 . An optical film having specific optical characteristics, the film comprising a cured product of an actinic energy ray-curable composition, wherein in a cured product having a thickness of 60 μm obtained from said actinic energy ray-curable composition, when a scratch mark is made at a vertical load of 235 mN using a diamond indenter with a tip diameter of 15 μm, the scratch mark is repaired by a self-repairing ability under an atmosphere at 25° C. and at a relative humidity of 50%. 
     
     
         37 . An optical film having specific optical characteristics, the film comprising:
 a substrate; and   a cured layer made of an actinic energy ray-curable composition, which is provided on a surface of said substrate, wherein in a cured product having a thickness of 60 μm obtained from said actinic energy ray-curable composition, when a scratch mark is made at a vertical load of 235 mN using a diamond indenter with a tip diameter of 15 μm, the scratch mark is repaired by a self-repairing ability under an atmosphere at 25° C. and at a relative humidity of 50%.