Radiation-curable acrylate-capped polycaprolactone compositions

Abstract

Unsaturated acrylate-capped polycaprolactone polyol derivatives are produced having terminal acrylyl groups and at least one polycaprolactone polyol chain residue in the molecule. In one of its simplest forms the final product can be the reaction product of a polycaprolactone diol an organic isocyanate and hydroxyethyl acrylate. These novel derivatives can be used to produce novel coating compositions that are readily cured to solid protective films.

What is claimed is: 
     
       1. Acrylate-capped polycaprolactones comprising compositions from the group consisting of:   ______________________________________                                    
 ##STR72##                                                                
 ##STR73##                                                                
 ##STR74##                                                                
 ##STR75##                                                                
 ##STR76##                                                                
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     wherein   Z is hydrogen or methyl;   Q is the residue remaining after reaction of the caprolactone polyol with the carboxylic, isocyanato and acrylyl compound;   G is the monovalent residue remaining after reaction of a substituted or unsubstituted monocarboxylic acid or monoisocyanate with the caprolactone polyol and acrylyl compound and is alkyl, aryl, .[.alkenyl,.]. aralkyl, alkaryl or cycloalkyl having up to about 12 carbon atoms;   G' is the polyvalent residue remaining after reaction of a substituted or unsubstituted polycarboxylic acid or polyisocyanate with the caprolactone polyol and acrylyl compound and can be a linkage linear or branched alkylene having from 1 to about 10 carbon atoms, or  arylene, alkarylene and aralkylene having from 6 to  about 12 carbon atoms, cycloalkylene having from 5 to about 10 carbon atoms, and bicycloalkylene having from 7 to about 15 carbon atoms;   R is a linear or branched divalent alkylene having from 2 to about 5 carbon atoms;   X is alkyl having from 1 to about 3 carbon atoms or phenyl;   x is an integer having a value of from 1 to 4;   y is an integer having a value of 1 to 3;   y' is an integer having a value of 1 to 3;   the sum of y plus y' is from 2 to 4;   w is an integer equal to the valence of G' and can be from 2 to about 4;   n is an integer having a value of from 1 to about 10; and   z is an integer having a value of one.   
     
     
       2. Acrylate-capped polycaprolactone esters as claimed in claim 1 comprising compositions from the group consisting of: ##STR77## wherein Z, Q, G, G', x, y, y' and w have the same meanings as defined in claim 1. 
     
     
       3. Acrylate-capped polycaprolactone urethanes as claimed in claim 1, comprising compositions from the group consisting of: ##STR78## wherein Z, Q, G, G', R, y, y', w and x have the same meanings as defined in claim 1. 
     
     
       4. Acrylate-capped polycaprolactone as claimed in in claim 1, comprising compositions of the formula: ##STR79## 
     
     
       5. Acrylate-capped polycaprolactone as claimed in claim 1, comprising compositions in claim 1, comprising compositions of the formula: ##STR80## 
     
     
       6. Acrylate-capped polycaprolactone as claimed in claim 1, comprising compositions of the formula: ##STR81## 
     
     
       7. Acrylate-capped polycaprolactone as claimed in claim 1, comprising compositions of the formula: ##STR82## 
     
     
       8. Acrylate-capped polycaprolactone as claimed in claim 1, comprising compositions of the formula: ##STR83## 
     
     
       9. Acrylate-capped polycaprolactone as claimed in claim 1, comprising compositions of the formula: ##STR84##