A crosslinking material and uses thereof

Abstract

A crosslinking material, the crosslinking material comprising the reaction product of a reaction mixture comprising: (ii) ≥70% by weight of a cyclic unsaturated acid anhydride and/or diacid derivative thereof by total solid weight of the monomers from which the crosslinking material is formed; (ii) optionally, an ethylenically unsaturated monomer; and (iii) optionally, an alcohol, amine, thiol and/or water, wherein at least a portion of the cyclic unsaturated acid anhydride and/or diacid derivative thereof is reacted with the alcohol, amine, thiol and/or water, when present; and wherein the crosslinking material has an acid number of at least 100 mg KOH/g.

1 - 52 . (canceled) 
     
     
         53 . A crosslinking material, the crosslinking material comprising the reaction product of a reaction mixture comprising:
 (i) ≥70% by weight of a cyclic unsaturated acid anhydride and/or diacid derivative thereof by total solid weight of the monomers from which the crosslinking material is formed;   (ii) optionally, an ethylenically unsaturated monomer; and   (iii) optionally, an alcohol, amine, thiol and/or water, wherein at least a portion of the cyclic unsaturated acid anhydride and/or diacid derivative thereof is reacted with the alcohol, amine, thiol and/or water, when present;   
       and wherein the crosslinking material has an acid number of at least 100 mg KOH/g. 
     
     
         54 . The crosslinking material according to  claim 53 , wherein the cyclic unsaturated acid anhydride comprises maleic anhydride. 
     
     
         55 . The crosslinking material according to  claim 53 , wherein the reaction mixture comprises an ethylenically unsaturated monomer (ii) and wherein the ethylenically unsaturated monomer comprises a hydroxyl functional monomer. 
     
     
         56 . The crosslinking material according to  claim 55 , wherein the crosslinking material comprises ≥2.5% hydroxyl functional ethylenically unsaturated monomer based on the total solid weight of the monomers from which the crosslinking material is formed. 
     
     
         57 . The crosslinking material according to  claim 53 , wherein the crosslinking material comprises an ethylenically unsaturated monomer, and wherein the ethylenically unsaturated monomer comprises styrene, a vinyl ether monomer, vinyl acetate or combinations thereof. 
     
     
         58 . The crosslinking material according to  claim 55 , wherein the unsaturated acid anhydride and/or diacid derivative thereof comprises maleic anhydride and the ethylenically unsaturated monomer(s) comprises a hydroxyl functional monomer with styrene, isobutyl vinyl ether and/or vinyl acetate. 
     
     
         59 . The crosslinking material according to  claim 53 , wherein the crosslinking material has a Tg of at least 50° C. 
     
     
         60 . The crosslinking material according to  claim 53 , wherein the reaction mixture comprises an alcohol, amine, thiol and/or water (iii), wherein at least a portion of the cyclic unsaturated acid anhydride and/or diacid derivative thereof is reacted with the alcohol, amine, thiol and/or water. 
     
     
         61 . The crosslinking material according to  claim 60 , wherein the amine and/or thiol is hydroxy functional. 
     
     
         62 . The crosslinking material according to  claim 60 , wherein the crosslinking material comprises the reaction product of a reaction mixture wherein ≥10% of the cyclic unsaturated acid anhydride and/or diacid derivative thereof is reacted with an amine and/or thiol comprising one or more hydroxy groups, and/or an alcohol comprising two or more hydroxy groups. 
     
     
         63 . The crosslinking material according to  claim 53 , wherein the crosslinking material comprises at least 75 wt % of cyclic unsaturated acid anhydride and/or diacid derivative thereof based on the total solid weight of the monomers from which the crosslinking material is formed. 
     
     
         64 . The crosslinking material according to  claim 53 , wherein the crosslinking material has an acid number of at least 200 mg KOH/g. 
     
     
         65 . The crosslinking material according to  claim 53 , wherein the crosslinking material has a hydroxyl number of ≥2 mg KOH/g. 
     
     
         66 . The crosslinking material according to  claim 53 , wherein crosslinking material has an Mn of at least 300 Da. 
     
     
         67 . The crosslinking material according to  claim 53 , wherein the crosslinking material is substantially free of formaldehyde. 
     
     
         68 . A coating composition, the coating composition comprising:
 (a) a film-forming resin having a functional group having an active hydrogen atom; and   (b) a crosslinking material comprising the reaction product of a reaction mixture comprising:
 (i) ≥70% by weight of a cyclic unsaturated acid anhydride and/or diacid derivative thereof by total solid weight of the monomers from which the crosslinking material is formed; 
 (ii) optionally, an ethylenically unsaturated monomer; and 
 (iii) optionally, an alcohol, amine, thiol and/or water, wherein at least a portion of the cyclic unsaturated acid anhydride and/or diacid derivative thereof is reacted with the alcohol, amine, thiol and/or water, when present;
 and wherein the crosslinking material has an acid number of at least 100 mg KOH/g. 
 
   
     
     
         69 . The coating composition according to  claim 68 , wherein the film-forming resin comprises an acrylic material. 
     
     
         70 . The coating composition according to  claim 69 , wherein the acrylic material is formed from ≥10% hydroxyl functional acrylic monomer by total solid weight of the monomers from which the acrylic material is formed. 
     
     
         71 . The coating composition according to  claim 69 , wherein the acrylic material is formed from ≥20% (meth)acrylic acid by total solid weight of the monomers from which the acrylic material is formed. 
     
     
         72 . A substrate coated on at least a portion thereof with a coating, the coating being derived from a coating composition comprising
 (a) a film-forming resin having a functional group having an active hydrogen atom; and   (b) a crosslinking material comprising the reaction product of a reaction mixture comprising:
 (i) ≥70% by weight of a cyclic unsaturated acid anhydride and/or diacid derivative thereof by total solid weight of the monomers from which the crosslinking material is formed; 
 (ii) optionally, an ethylenically unsaturated monomer; and 
 (iii) optionally, an alcohol, amine, thiol and/or water, wherein at least a portion of the cyclic unsaturated acid anhydride and/or diacid derivative thereof is reacted with the alcohol, amine, thiol and/or water, when present;
 and wherein the crosslinking material has an acid number of at least 100 mg KOH/g. 
 
   
     
     
         73 . A package coated on at least a portion thereof with a coating, the coating being derived from a coating composition comprising
 (a) a film-forming resin having a functional group having an active hydrogen atom; and   (b) a crosslinking material comprising the reaction product of a reaction mixture comprising:
 (i) ≥70% by weight of a cyclic unsaturated acid anhydride and/or diacid derivative thereof by total solid weight of the monomers from which the crosslinking material is formed; 
 (ii) optionally, an ethylenically unsaturated monomer; and 
 (iii) optionally, an alcohol, amine, thiol and/or water, wherein at least a portion of the cyclic unsaturated acid anhydride and/or diacid derivative thereof is reacted with the alcohol, amine, thiol and/or water, when present; 
 and wherein the crosslinking material has an acid number of at least 100 mg KOH/g. 
   
     
     
         74 . The package according to  claim 73 , wherein the package is a metal food and/or beverage can, and/or a monobloc aerosol can and/or tube.