Film Coatings Based on Polyalkylimine Condensation Polymers

Abstract

Provided is a composition, preferably VOC-free, comprising the condensation product of a polyalkylimine and one or more amine-reactive molecules, and films coated with the condensation product. The coatings are applied to the films to provide a dried coating weight of less than 0.30 g/m 2 . Preferred amine-reactive molecules include acetylacetonate, methyl acetonate, ethyl acetoacetonate, glycidyl methacrylate, methyl methacrylate, and mixtures thereof.

1 . A film comprising at least one polymer layer having a first and second side, further comprising a coating on at least the first side, wherein the coating is the condensation product of a polyalkylimine and one or more amine-reactive molecules comprising at least one of:
   R c ═C(R a )—(CX 2 ) j —C(O)—(CX 2 ) k —(O—[CR d   2 ] q ) p -A-C(O)—C(R b )═CX 2  
   
       and
   Y—(CX 2 ) m —(O—[CR d   2 ] q ) p -A-C(O)—C(R b )═CX 2  
 
 
       where Y is halogen or a three-membered oxirane ring; R a  and R b  are the same or different and are H or a C 1  to C 6  alkyl; R c  is O or CX 2 ; each X can be the same or different and is H, hydroxyl, halogen, or any organic radical containing at least one carbon atom, wherein each R d  can be the same or different; A is O or NR d ; CR d  and CR d   2  can each be a separate moiety or a portion of a cyclic structure; j, k, and m are integers ranging from 0 to 6, inclusive; q is an integer ranging from 1 to 6, inclusive; and p is an integer ranging from 0 to 30, inclusive. 
     
     
         2 . The film of  claim 1 , wherein the first and second sides of the film are coated with the polyalkylimine condensation product. 
     
     
         3 . The film of  claim 1 , wherein the film is a multi-layered film having outside surfaces on both sides of the film, wherein both of the outside surfaces are coated with the polyalkylimine condensation product. 
     
     
         4 . The film of  claim 1 , wherein anti-blocking agents are substantially absent from the coating. 
     
     
         5 . The film of  claim 1 , wherein the first side of the film has ink printed thereon, and the second side has adhesive adhered thereto. 
     
     
         6 . The film of  claim 1 , wherein the polymer is at least one of polyethylene, polypropylene, ethylene vinyl acrylate, nylon, polyester, or mixtures thereof. 
     
     
         7 . The film of  claim 6 , wherein the film comprises at least three layers, wherein a core layer comprises polypropylene, and at least one skin layer is adhered to the first and second sides of the core layer. 
     
     
         8 . The film of  claim 6 , wherein the polyalkylimine condensation product is coated on at least one skin layer. 
     
     
         9 . The film of  claim 6 , wherein the coating weight is less than 0.30 g/m 2 . 
     
     
         10 . The film of  claim 1 , wherein the coating has a solids content within the range of from 0.1% to 60%, by weight of the coating. 
     
     
         11 . The film of  claim 1 , wherein the coating comprises from 1% to 50 wt % anti-block by weight of the coating composition. 
     
     
         12 . The film of  claim 1 , wherein the polyalkylimine has a weight average molecular weight of from 3,000 to 2,000,000 amu. 
     
     
         13 . The film of  claim 11 , wherein the anti-block is oxidation treatment of the skin surface. 
     
     
         14 . The film of  claim 1 , wherein styrenic moieties are absent from the polyalkylimine. 
     
     
         15 . The film of  claim 1 , further comprising a primer layer between the film and the coating, the primer layer comprising a polyalkylamine having a weight average molecular weight of from 20,000 to 80,000 or 100,000 or 150,000 or 200,000 or 500,000 amu and also comprising from 2 to 20 parts of a non-ionic surfactant. 
     
     
         16 . The film of  claim 1 , wherein from 0.1 or 0.2 to 0.6 or 0.8 or 1.0 or 1.1 or 1.2 or 2.0 or 2.5 or 3.0 amine-reactive equivalents (“ARE”) of amine-reactive molecules are combined with the polyalkylimine. 
     
     
         17 . The film of  claim 1 , wherein the condensation product is isolated from an aqueous diluent in solution at a pH of at least 8 prior to coating the film. 
     
     
         18 . The film of  claim 1 , wherein the amine-reactive molecule is selected from the group consisting of acetoacetoxyethyl methacrylate, methyl acetoacetonate, ethyl acetoacetonate, glycidyl methacrylate, methyl acrylate, acrylamide, acrylonitrile, 1,6-hexanediol diacrylate, 2-hydroxyethyl acrylate, trimethylpropane triacrylate, pentaerythritol triacrylate, and mixtures thereof. 
     
     
         19 . A label comprising the film of  claim 1 .