Curing resin composition and sealants and end-sealing materials for displays

Abstract

It is an object of the invention to provide a curing resin composition that scarcely causes pollution of a liquid crystal owing to elution of its components to the liquid crystal material and therefore, causes little unevenness of color in liquid crystal display in the case of using it as a sealant for a liquid crystal display element or an end-sealing material for a liquid crystal display element in fabrication of a liquid crystal display element and that is excellent in the storage stability and therefore, optimum for fabrication of a display apparatus especially by one drop fill process and to provide a sealant for a display element and an end-sealing material for a display element using the composition. The invention provides a curing resin composition to be used for a sealant or an end-sealing material for a display element, which comprises a curing resin together with a photopolymerization initiator and/or a curing agent and, has a carbonyl group derived from a (meth)acryl group together with an epoxy group and/or a hydroxyl group derived from an epoxy group and, a cured product of which has nitrogen atoms at a ratio of 3 to 10% by atom in the total of carbon atoms, hydrogen atoms and nitrogen atoms in the composition; a volume resistance of 1×10 13 Ω·cm or higher; a dielectric constant of 3 or higher at 100 kHz; and a glass transition temperature of 80 to 150° C.

1 . A sealant for a display element, 
 which comprises a curing resin composition,    the curing resin comprising, as a main component, a compound having at least one (meth) acryl group and epoxy group each in one molecule together with a photopolymerization initiator or a curing agent or both.    
   
   
       2 . The sealant for a display element according to  claim 1 , 
 group and epoxy group each in one molecule has a hydroxyl group or an urethane bond or both.    
   
   
       3 . The sealant for a display element according to  claim 1 , 
 wherein the curing resin comprising the compound having at least one (meth) acryl group and epoxy group each in one molecule has at least one molecular skeleton structure selected from the group consisting of biphenyl skeleton, naphthalene skeleton, bisphenol skeleton and novolak skeleton.    
   
   
       4 . The sealant for a display element according to  claim 1 , 
 wherein the compound having at least one (meth) acryl group and epoxy group each in one molecule has a number average molecular weight of 300 or higher.    
   
   
       5 . The sealant for a display element according to  claim 4 , 
 wherein the curing resin comprising the compound having at least one (meth) acryl group and epoxy group each in one molecule has at least one molecular skeleton structure selected from a group consisting of biphenyl skeleton, naphthalene skeleton, bisphenol skeleton and novolak skeleton.    
   
   
       6 . The sealant for a display element according to  claim 1 , 
 wherein the photopolymerization initiator has a reactive double bond and a photoreaction initiating part.    
   
   
       7 . The sealant for a display element according to  claim 6 , 
 wherein the photopolymerization initiator is a benzoin (ether) compound having a reactive double bond together with a hydroxyl group or an urethane bond or both.    
   
   
       8 . The sealant for a display element according to  claim 7 , 
 wherein the reactive double bond is a (meth) acrylic acid residue.    
   
   
       9 . The sealant for a display element according to  claim 7 , 
 wherein the benzoin (ether) compound has the molecular skeleton defined by the following general formula (4),                        in the formula, R represents hydrogen or an aliphatic hydrocarbon residue with 4 or less carbon atoms.      
   
   
       10 . The sealant for a display element according to  claim 1 , 
 wherein the curing agent has a melting point of 100° C. or higher.    
   
   
       11 . The sealant for a display element according to  claim 1 , 
 wherein the surface of a solid curing agent particle is coated with microparticles.    
   
   
       12 . The sealant for a display element according to  claim 10 , 
 wherein a weight ratio between the solid curing agent particles and the microparticles is 3:1 to 50:1    
   
   
       13 . The sealant for a display element according to  claim 10 , 
 wherein a particle diameter of the microparticle is not larger than 10% of a particle diameter of the solid curing agent particle.    
   
   
       14 . The sealant for a display element according to  claim 10 , 
 wherein the solid curing agent particle is made of an amine compound.    
   
   
       15 . The sealant for a display element according to  claim 1 , 
 which further comprises a silane coupling agent comprising an imidazole silane compound having a bound structure between imidazole skeleton and alkoxysilyl group via a spacer group.    
   
   
       16 . The sealant for a display element according to  claim 1 , 
 which further comprises a filler surface-treated with at least one compound selected from a group consisting of an imidazole silane compound having a bound structure between an imidazole skeleton and an alkoxysilyl group via a spacer group, an epoxysilane compound, and an aminosilane compound.    
   
   
       17 . The sealant for a display element according to  claim 1 , 
 which has an ion conductivity of extracted water of 50 μS/cm or lower.    
   
   
       18 . The sealant for a display element according to  claim 1 , 
 which has a specific resistance of 1.0×10 6  to 1.0×10 10  Ω·cm.    
   
   
       19 . The sealant for a display element according to  claim 1 , 
 which has a hydrogen-bonding functional group value of 3×10 −3  to 5×10 −3  mol/g.    
   
   
       20 . An end-sealing material for a display element, 
 which comprises a curing resin composition 
 the curing resin comprising, as a main component a compound having at least one (meth) acryl group and epoxy group each in one molecule together with a photopolymerization initiator or a curing agent or both.  
   
   
   
       21 . The end-sealing material for a display element according to  claim 20 , 
 wherein the curing resin comprising the compound having at least one (meth) acryl group and epoxy group each in one molecule has at least one molecular skeleton structure selected from a group consisting of biphenyl skeleton, naphthalene skeleton, bisphenol skeleton and novolak skeleton.    
   
   
       22 . The end-sealing material for a display element according to  claim 20 , 
 which has a hydrogen-bonding functional group value of 3×10 −3  to  5×10-   3  mol/g.