Safety glazings with improved weatherability

Abstract

Disclosed is a polyester film having at least one surface coated with a poly(vinylidene chloride) layer and upon which an abrasion resistant hardcoat. Further disclosed is a laminated article comprising the hardcoated polyester film.

1 . A hardcoated polyester film, comprising a polyester film which has a surface coated with a layer of a poly(vinylidene chloride) composition, an organic colloid applied on the surface of the poly(vinylidene chloride) composition and an abrasion resistant hardcoat on the surface of the organic colloid. 
     
     
         2 . The hardcoated polyester film of  claim 1 , wherein the organic colloid layer comprises a gelatin. 
     
     
         3 . The hardcoated polyester film of  claim 1 , wherein the polyester film is a poly(ethylene terephthalate) film. 
     
     
         4 . The hardcoated polyester film of  claim 3 , wherein the poly(vinylidene chloride) composition comprises a homopolymer of vinylidene chloride or a copolymer of vinylidene chloride and at least one polymerizable vinyl or vinylidene compound having a formula of 
       
         
           
           
               
               
           
         
       
       wherein, R is selected from the group consisting of —H, —COOR′, —(CH 2 ) n COOR′ (n=1-5 ), an alkyl radical, a halogen and X is selected from the group consisting of a hydrocarbon radical, a halogen, —NO, —NO 2 , —CN, —COOR′, —SO 3 H, —CONH 2 , —CONHR′, —CONR′ 2 , 
       
         
           
           
               
               
           
         
       
       and —OR″,
 and wherein R′ is an alkyl radical and R″ is an alkyl or aryl radical. 
 
     
     
         5 . The hardcoated polyester film of  claim 3 , wherein the poly(vinylidene chloride) composition comprises a vinylidene chloride copolymer, the vinylidene chloride copolymer comprising at least about 35 wt %, based on the total weight of the copolymer, of copolymerized units of a vinylidene chloride and copolymerized units of at least one vinyl or vinylidene compound selected from the group consisting of vinyl acetates; vinyl propionates; vinyl chloroacetates; vinyl chlorides; vinyl bromides; methyl or butyl acrylates; methyl, isobutyl, methoxyethyl, chloroethyl, or 2-nitro-2-methyl-propyl methacrylates; methyl or octyl a-chloroacrylates; methyl vinyl ketones; methyl isopropenyl ketones; itaconic acids; esters of itaconic acids; acrylonitriles; methacrylonitriles; styrenes; isobutylenes; vinyl naphthalenes; ethyl vinyl ethers; butyl vinyl ethers; N-vinyl phthalimides; N-vinyl succinimides; N-vinyl carbazoles; methylene diethyl malonates; and mixtures of two or more thereof. 
     
     
         6 . The hardcoated polyester film of  claim 5 , wherein the vinylidene chloride copolymer is selected from the group consisting of vinylidene chloride/acrylonitrile copolymer, vinylidene chloride/vinylacetate copolymer, vinylidene chloride/styrene copolymer, vinylidene chloride/methyl methacrylate copolymer, vinylidene chloride/metharylonitrile copolymer, vinylidene chloride/vinyl chloride copolymer, vinylidene chloride/isobutylene copolymer, vinylidene chloride/acrylic acid/itaconic acid copolymer, vinylidene chloride/acrylic ester/itaconic acid copolymer, vinylidene chloride/methylacrylate/itaconic acid copolymer, vinylidene chloride/mono methyl ester of itaconic acid copolymer, vinylidene chloride/mono ethyl ester of itaconic acid copolymer, vinylidene chloride/mono butyl ester of itaconic acid copolymer, and vinylidene chloride/acrylic acid/acrylonitrile copolymer. 
     
     
         7 . The hardcoated polyester film of  claim 6 , wherein the abrasion resistant hardcoat is a polysiloxane based hardcoat. 
     
     
         8 . The hardcoated polyester film of  claim 7 , wherein the poly(vinylidene chloride) composition layer has a thickness of about 0.01 to about 5 μm and wherein the organic colloid layer has a thickness of about 0.01 to about 5 μm. 
     
     
         9 . The hardcoated polyester film of  claim 1 , wherein the polyester film has a second layer of a poly(vinylidene chloride) composition applied to the polyester film on the opposite side of the layer of a poly(vinylidene chloride) composition. 
     
     
         10 . The hardcoated polyester film of  claim 1 , wherein gelatin is applied on the surface of the second layer of a poly(vinylidene chloride) composition. 
     
     
         11 . A laminated article comprising the hardcoated polyester film recited in  claim 1 . 
     
     
         12 . The laminated article of  claim 11 , wherein the laminated article further comprises at least one additional film or sheet layer laminated to the surface of the hardcoated polyester film opposite the poly(vinylidene chloride) composition. 
     
     
         13 . The laminate article of  claim 12 , which is a safety laminate, comprising (a) the hardcoated polyester film, (b) at least one polymeric interlayer sheet laminated to the surface of the hardcoated polyester film opposite the abrasion resistant hardcoat, (c) n layers of rigid sheets or additional films, and (d) n−1 layers of additional polymeric interlayer sheets, wherein n is an integer of 1-10 and each pair of the adjacent rigid sheets or additional films are interspaced by one of the additional polymeric interlayer sheets. 
     
     
         14 . A safety laminate comprising in sequence (a) a hardcoated poly(ethylene terephthalate) film comprising a polyester film which has a surface coated with a layer of a poly(vinylidene chloride) composition, an organic colloid applied on the surface of the poly(vinylidene chloride) composition and an abrasion resistant hardcoat on the surface of the organic colloid, (b) a polymeric interlayer sheet laminated on the other side of the of the first hardcoated poly(ethylene terephthalate) film, and (iii) a rigid sheet laminated to the polymeric interlayer sheet and opposite from the first hardcoated poly(ethylene terephthalate) film. 
     
     
         15 . The safety laminate of  claim 14 , wherein the organic colloid layer comprises a gelatin. 
     
     
         16 . The safety laminate of  claim 15  wherein the rigid sheet has a modulus of about 100,000 psi or greater and is formed of glass, polycarbonate, acrylic, polyacrylate, cyclic polyolefin, metallocene-catalyzed polystyrene and combinations of two or more thereof. 
     
     
         17 . The safety laminate of  claim 15 , wherein the rigid sheet is the glass sheet. 
     
     
         18 . The safety laminate of  claim 17 , wherein the polymeric interlayer sheet is formed of a polymeric material selected from the group consisting of a poly(vinyl butyral), polyurethane, poly(ethylene vinyl acetate), acid copolymer of α-olefin and α,β-unsaturated carboxylic acid having from 3 to 8 carbon atoms, and ionomer made by partially or fully neutralizing acid copolymer of α-olefin and α,β-unsaturated carboxylic acid having from 3 to 8 carbon atoms, or combination of two or more thereof. 
     
     
         19 . The safety laminate of  claim 17 , wherein the interlayer sheet is poly(vinyl butyral) interlayer sheet. 
     
     
         20 . The safety laminate of  claim 17 , wherein the interlayer sheet is an ionomer interlayer sheet. 
     
     
         21 . The safety laminate of  claim 17  wherein the polyester film is coated with a second poly(vinylidene chloride) composition on the side facing the polymeric interlayer. 
     
     
         22 . The safety laminate of  claim 17  wherein the polyester film is coated with an infrared energy reflective layer. 
     
     
         23 . The safety laminate of  claim 18 , wherein (a) the polyester film is a poly(ethylene terephthalate) film, (b) wherein the poly(vinylidene chloride) composition comprises a vinylidene chloride copolymer, the vinylidene chloride copolymer comprising at least about 35 wt %, based on the total weight of the copolymer, of copolymerized units of a vinylidene chloride and copolymerized units of at least one vinyl or vinylidene compound selected from the group consisting of vinyl acetates; vinyl propionates; vinyl chloroacetates; vinyl chlorides; vinyl bromides; methyl or butyl acrylates; methyl, isobutyl, methoxyethyl, chloroethyl, or 2-nitro-2-methyl-propyl methacrylates; methyl or octyl α-chloroacrylates; methyl vinyl ketones; methyl isopropenyl ketones; itaconic acids; esters of itaconic acids; acrylonitriles; methacrylonitriles; styrenes; isobutylenes; vinyl naphthalenes; ethyl vinyl ethers; butyl vinyl ethers; N-vinyl phthalimides; N-vinyl succinimides; N-vinyl carbazoles; methylene diethyl malonates; and mixtures of two or more thereof, (c) the abrasion resistant hardcoat is a polysiloxane based hardcoat, (d) the poly(vinylidene chloride) composition layer has a thickness of about 0.01 to about 5 μm; and (e) the organic colloid layer has a thickness of about 0.01 to about 5 μm. 
     
     
         24 . The safety laminate of  claim 19 , wherein the poly(vinylidene chloride) composition comprises a homopolymer of vinylidene chloride or a copolymer of vinylidene chloride and at least one polymerizable vinyl or vinylidene compound having a formula of 
       
         
           
           
               
               
           
         
       
       wherein, R is selected from the group consisting of —H, —COOR′, —(CH 2 ) n COOR′ (n=1-5), an alkyl radical, a halogen and X is selected from the group consisting of a hydrocarbon radical, a halogen, —NO, —NO 2 , —CN, —COOR′, —SO 3 H, —CONH 2 , —CONHR′, —CONR′ 2 , 
       
         
           
           
               
               
           
         
       
       and —OR″,
 and wherein R′ is an alkyl radical and R″ is an alkyl or aryl radical.