US2006063851A1PendingUtilityA1

Radiation curable laminating adhesives based on cycloaliphatic carboxylic acid functional monomers

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Individually held — no corporate assignee on recordPriority: Jan 9, 2004Filed: Nov 2, 2005Published: Mar 23, 2006
Est. expiryJan 9, 2024(expired)· nominal 20-yr term from priority
Inventors:Stephen C. Lapin
C09J 131/02B32B 37/12Y10T428/31797B32B 2310/08Y10T428/264Y10T428/24975C09J 4/00Y10T428/31913Y10T428/31935Y10T428/1462C09J 2400/226C09J 2433/00Y10T428/249959B32B 2310/0887Y10T428/31895Y10T428/31855C09J 5/00C08L 33/00Y10T428/249955B32B 2553/00C09J 2400/283
58
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Claims

Abstract

Provided are radiation-cured, laminated materials, radiation-curable adhesive compositions suitable for use in forming the laminated materials, and methods of making laminated materials. The radiation-curable composition includes the use of a cycloaliphatic carboxylic acid functional monomer

Claims

exact text as granted — not AI-modified
1 - 60 . (canceled)  
   
   
       61 . A radiation-curable laminating adhesive composition comprising 10 to 90% by weight of at least one cycloaliphatic carboxylic acid functional monomer and 10 to 90% by weight of one or more radiation-curable, non-cycloaliphatic carboxylic acid functional monomers based on the total weight of the composition.  
   
   
       62 . The composition of  claim 61 , wherein the at least one cycloaliphatic carboxylic acid functional monomer comprises the half ester of 2-hydroxyethyl acrylate and hexahydrophthalic anhydride.  
   
   
       63 . The composition of  claim 61 , wherein the at least one cycloaliphatic carboxylic acid functional monomer comprises the half ester of 2-hydroxyethyl acrylate and substituted-hexahydrophthalic anhydride.  
   
   
       64 . The composition according to  claim 63 , wherein the substituted-hexahydrophthalic anhydride comprises an alkyl-hexahydrophthalic anhydride.  
   
   
       65 . The composition according to  claim 64 , wherein the alkyl-hexahydrophthalic anhydride comprises methylhexahydrophthalic anhydride.  
   
   
       66 . The composition according to  claim 61 , wherein the non-cycloaliphatic carboxylic acid functional monomer comprises the half ester of 2-hydroxyethyl acrylate and succinic anhydride.  
   
   
       67 . The composition according to  claim 61 , further comprising at least 50% of one or more radiation-curable, carboxylic acid functional monomers.  
   
   
       68 . The composition according to  claim 61 , wherein the composition consists essentially of radiation-curable carboxylic acid functional monomers.  
   
   
       69 . The composition according to  claim 61 , wherein the cycloaliphatic carboxylic acid functional monomer is present in an amount of from about 20 to about 80% by weight of the total composition.  
   
   
       70 . The composition according to  claim 61 , wherein the cycloaliphatic carboxylic acid functional monomer is present in an amount of from about 30 to about 70% by weight of the total composition.  
   
   
       71 . The composition according to  claim 61 , further comprising from about 0.1 to about 10% by weight of at least one photoinitiator.  
   
   
       72 . The composition according to  claim 71 , wherein at least one photoinitiator is a polymeric or a polymerizable compound.  
   
   
       73 . The composition according to  claim 61 , further comprising at least one flow additive, anti-foaming additive, (meth)acrylate oligomer, non-carboxylic acid functional (meth)acrylate monomer, filler, pigment, dye, titanate compound, or resinous material.  
   
   
       74 . The composition according to  claim 61 , wherein the cycloaliphatic carboxylic acid functional monomer is a cycloaliphatic carboxylic acid functional (meth)acrylate monomer.  
   
   
       75 . The composition according to  claim 61 , wherein the composition is formulated for curing by EB radiation.  
   
   
       76 . The composition according to  claim 61 , wherein the composition is formulated for curing by UV radiation.  
   
   
       77 . A radiation-curable laminating adhesive composition comprising: 
 10 to 90% by weight of at least one cycloaliphatic carboxylic acid functional monomer having a number average molecular weight of from about 100 to about 3000; and    10 to 90% by weight of one or more radiation-curable, non-cycloaliphatic carboxylic acid functional monomers by weight, the weight being based on the total weight of the composition, wherein the composition is formulated such that when suitably cured in a laminate migration of uncured monomers through layers of the laminate is substantially avoided.    
   
   
       78 . The composition of  claim 77 , wherein the at least one cycloaliphatic carboxylic acid functional monomer comprises the half ester of 2-hydroxyethyl acrylate and hexahydrophthalic anhydride.  
   
   
       79 . The composition of  claim 77 , wherein the at least one cycloaliphatic carboxylic acid functional monomer comprises the half ester of 2-hydroxyethyl acrylate and substituted-hexahydrophthalic anhydride.  
   
   
       80 . The composition according to  claim 79 , wherein the substituted-hexahydrophthalic anhydride comprises an alkyl-hexahydrophthalic anhydride.  
   
   
       81 . The composition according to  claim 80 , wherein the alkyl-hexahydrophthalic anhydride comprises methylhexahydrophthalic anhydride.  
   
   
       82 . The composition according to  claim 77 , wherein the non-cycloaliphatic carboxylic acid functional monomer comprises the half ester of 2-hydroxyethyl acrylate and succinic anhydride.  
   
   
       83 . The composition according to  claim 77 , further comprising at least 50% of one or more radiation-curable, carboxylic acid functional monomers.  
   
   
       84 . The composition according to  claim 77 , wherein the composition consists essentially of radiation-curable carboxylic acid functional monomers.  
   
   
       85 . The composition according to  claim 77 , wherein the cycloaliphatic carboxylic acid functional monomer is present in an amount of from about 20 to about 80% by weight of the total composition.  
   
   
       86 . The composition according to  claim 77 , wherein the cycloaliphatic carboxylic acid functional monomer is present in an amount of from about 30 to about 70% by weight of the total composition.  
   
   
       87 . The composition according to  claim 77 , further comprising from about 0.1 to about 10% by weight of at least one photoinitiator.  
   
   
       88 . The composition according to  claim 87 , wherein at least one photoinitiator is a polymeric or a polymerizable compound.  
   
   
       89 . The composition according to  claim 77 , further comprising at least one flow additive, anti-foaming additive, (meth)acrylate oligomer, non-carboxylic acid functional (meth)acrylate monomer, filler, pigment, dye, titanate compound, or resinous material.  
   
   
       90 . The composition according to  claim 77 , wherein the cycloaliphatic carboxylic acid functional monomer is a cycloaliphatic carboxylic acid functional (meth)acrylate monomer.  
   
   
       91 . The composition according to  claim 77 , wherein the composition is formulated for curing by EB radiation.  
   
   
       92 . The composition according to  claim 77 , wherein the composition is formulated for curing by UV radiation.  
   
   
       93 . A radiation-curable laminating adhesive composition comprising: 
 from 10 to 100% of at least one cycloaliphatic carboxylic acid functional monomer based on the total weight of the composition, and wherein the cycloaliphatic carboxylic acid functional monomer is the half-ester of 2-hydroxyethylacrylate and a substituted-hexahydrophthalic anhydride.    
   
   
       94 . The composition according to  claim 93 , wherein the substituted hexahydrophthalic anhydride comprises alkyl-hexahydrophthalic anhydride.  
   
   
       95 . The composition according to  claim 94 , wherein the alkyl-hexahydrophthalic anhydride comprises methylhexahydrophthalic anhydride.  
   
   
       96 . The composition according to  claim 93 , comprising 10 to 90% of one or more radiation-curable, non-cycloaliphatic carboxylic acid functional monomers.  
   
   
       97 . The composition according to  claim 96 , wherein the non-cycloaliphatic carboxylic acid functional monomer comprises the half ester of 2-hydroxyethyl acrylate and succinic anhydride.  
   
   
       98 . The composition according to  claim 93 , comprising at least 50% of radiation-curable, carboxylic acid functional monomers.  
   
   
       99 . The composition according to  claim 93 , wherein the composition consists essentially of radiation-curable carboxylic acid functional monomers.  
   
   
       100 . The composition according to  claim 93 , wherein the cycloaliphatic carboxylic acid functional monomer is present in the composition in an amount of from about 20 to about 80% by weight of the total composition.  
   
   
       101 . The composition according to  claim 93 , wherein the cycloaliphatic carboxylic acid functional monomer is present in the composition in an amount of from about 30 to about 70% by weight of the total composition.  
   
   
       102 . The composition according to  claim 93 , further comprising from about 0.1 to about 10% by weight of at least one photoinitiator.  
   
   
       103 . The composition according to  claim 102 , wherein at least one photoinitiator is a polymeric or a polymerizable compound.  
   
   
       104 . The composition according to  claim 93 , further comprising at least one flow additive, anti-foaming additive, (meth)acrylate oligomer, non-carboxylic acid functional (meth)acrylate monomer, filler, pigment, dye, titanate compound, or resinous material.  
   
   
       105 . The composition according to  claim 93 , wherein the cycloaliphatic carboxylic acid functional monomer is a cycloaliphatic carboxylic acid functional (meth)acrylate monomer.  
   
   
       106 . The composition according to  claim 93 , wherein the composition is formulated for curing by EB radiation.  
   
   
       107 . The composition according to  claim 93 , wherein the composition is formulated for curing by UV radiation.

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