Fast-curing modified siloxane compositions

Abstract

Fast-curing modified siloxane compositions comprise; (1) an alkoxy- or silanol-functional silicone intermediate, (2) at least one amine reactive ingredient selected from the group consisting of acetoacetate-functional ingredients, acrylate-functional ingredients, and mixtures thereof, (3) an epoxy-functional ingredient, (4) a curing agent selected from the group consisting of amines, aminosilanes, ketimines, aldimines and mixtures thereof, and (5) water. Other ingredients useful in forming fast-curing modified siloxane compositions of this invention include silanes, organometallic catalysts, solvents, pigments, fillers and modifying agents. The above-identified ingredients are combined and reacted to form a fully cured protective film comprising a cross-linked enamine polysiloxane and/or acrylate polysiloxane chemical structure in a reduced amount of time when compared to conventional epoxy siloxane compositions.

1 . A fast-curing modified siloxane composition comprising:
 an alkoxy- or silanol-functional silicone intermediate;   an acrylate-functional amine reactive ingredient;   a saturated epoxy-functional ingredient having more than one 1,2-epoxy group per mole;   a curing agent selected from the group consisting of amines, aminosilanes, ketimines, aldimines, and mixtures thereof; and   water.   
   
   
       2 . The composition as recited in  claim 1 , wherein the acrylate-functional amine reactive ingredient comprises a compound having the general chemical formula:
   R 22 [OCOCHCHR 23 ] b ,   where R 22  is selected from the group consisting of acrylic, polyester, polyether, and urethane polymers and diluents, and a hydroxy-functional polymer that is capable of being functionalized with [OCOCHCHR 23 ], where “b” is from 1 to 10, and where R 23  is selected from the group consisting of hydrogen, and a carbon-containing group having up to 6 carbon atoms.   
   
   
       3 . The composition as recited in  claim 1 , wherein the acrylate-functional amine reactive ingredient is selected from the group consisting of acrylate-functional diluents, acrylate-functional oligomers, acrylate-functional polymers, and combinations thereof. 
   
   
       4 . The composition as recited in  claim 3 , wherein the acrylate-functional polymers are selected from the group consisting of acrylic, polyester, polyether, and urethane polymers. 
   
   
       5 . The composition as recited in  claim 3 , wherein the combined ingredients react to form a fully cross-linked acrylate polysiloxane structure suitable for forming a protective film coating. 
   
   
       6 . The composition as recited in  claim 5 , wherein the combined ingredients react at ambient temperature to form the fully cross-linked acrylate polysiloxane structure. 
   
   
       7 . The composition as recited in  claim 1  further comprising an acetoacetate-functional ingredient. 
   
   
       8 . A fast-curing modified siloxane composition prepared by combining in the presence of water:
 an alkoxy- or silanol-functional silicone intermediate;   an acrylate-functional ingredient;   a saturated epoxy-functional ingredient having more than one 1,2-epoxy group per mole;   and a curing agent selected from the group consisting of amines, aminosilanes, ketimines, aldimines and mixtures thereof;   wherein upon combining the ingredients, the acrylate-functional ingredient and the saturated epoxy-functional ingredient having more than one 1,2-epoxy group per mole react with the curing agent to form a fully cured protective film having a fully cross-linked acrylate polysiloxane chemical structure.   
   
   
       9 . The composition as recited in  claim 8 , further comprising an organometallic catalyst. 
   
   
       10 . The composition as recited in  claim 9 , wherein the acrylate-functional ingredient and the saturated epoxy-functional ingredient having more than one 1,2-epoxy group per mole react with the curing agent at ambient temperature to form the fully cross-linked acrylate polysiloxane chemical structure. 
   
   
       11 . The composition as recited in claim X, wherein the acrylate-functional ingredient comprises a compound having the general chemical formula:
   R 22 [OCOCHCHR 23 ] b ,   where R 22  is selected from the group consisting of acrylic, polyester, polyether, urethane polymers and diluents, and a hydroxy-functional polymer that is capable of being functionalized with [OCOCHCHR 23 ], where “b” is from 1 to 10, and where R 23  is selected from the group consisting of hydrogen, and a carbon-containing group having up to 6 carbon atoms.   
   
   
       12 . The composition as recited in  claim 8 , wherein the acrylate-functional ingredient is selected from the group consisting of acrylate-functional diluents, acrylate-functional oligomers, acrylate-functional polymers, and combinations thereof. 
   
   
       13 . The composition as recited in  claim 12 , wherein the acrylate-functional polymers are selected from the group consisting of acrylic, polyester, polyether, and urethane polymers. 
   
   
       14 . The composition as recited in  claim 8  comprising in the range of from 5 to 50 percent by weight of the alkoxy- or silanol-functional silicone intermediate, 5 to 30 percent by weight of the acrylate-functional ingredient, 1 to 50 percent by weight of the saturated epoxy-functional ingredient having more than one 1,2-epoxy group per mole, and 1 to 30 percent by weight of the curing agent based on the total weight of the composition. 
   
   
       15 . The composition as recited in  claim 8 , further comprising ingredients selected from the group consisting of pigments, fillers, solvents, rheological modifiers, plasticizers, antifoam agents, thixotropic agents, wetting agents, antisettling agents, light stabilizers, air release agents, dispensing aids, and combinations thereof. 
   
   
       16 . A fast-curing modified siloxane composition prepared by combining in the presence of water:
 an alkoxy- or silanol-functional silicone intermediate;   an acetoacetate-functional ingredient;   an acrylate-functional ingredient;   a saturated epoxy-functional ingredient having more than one 1,2-epoxy group per mole;   and a curing agent selected from the group consisting of amines, aminosilanes, ketimines, aldimines and mixtures thereof,   wherein upon combining the ingredients, the acetoacetate-functional ingredient, acrylate-functional ingredient, and the saturated epoxy-functional ingredient having more than one 1,2-epoxy group per mole react with the curing agent and the alkoxy- or silanol-functional silicone intermediate to form fully cured protective film having a chemical structure comprising a fully cross-linked enamine polysiloxane.   
   
   
       17 . The composition as recited in  claim 16 , further comprising an organometallic catalyst. 
   
   
       18 . The composition as recited in  claim 17 , wherein the acetoacetate-functional ingredient, acrylate-functional ingredient, and the saturated epoxy-functional ingredient having more than one 1,2-epoxy group per mole react with the curing agent at ambient temperature to form the chemical structure comprising a fully cross-linked enamine polysiloxane. 
   
   
       19 . The composition as recited in  claim 17  comprising in the range of from 5 to 50 percent by weight of the alkoxy- or silanol-functional silicone intermediate, 5 to 30 percent by weight of the combined acetoacetate-functional ingredient and acrylate-functional ingredient, 1 to 50 percent by weight of the saturated epoxy-functional ingredient having more than one 1,2-epoxy group per mole, and 1 to 30 percent by weight of the curing agent based on the total weight of the composition. 
   
   
       20 . The composition as recited in  claim 16  further comprising ingredients selected from the group consisting of pigments, fillers, solvents, rheological modifiers, plasticizers, antifoam agents, thixotropic agents, wetting agents, antisettling agents, light stabilizers, air release agents, dispensing aids, and combinations thereof. 
   
   
       21 . The composition as recited in  claim 16 , wherein the acetoacetate-functional ingredient comprises a compound having the general chemical formula:
   R 20 [OCOCH 2 COCH 2 R 21 ] a      where R 20  is selected from the group consisting of acrylic, polyester, polyether, and urethane polymers and diluents, and a hydroxy-functional oligomer or polymer capable of being functionalized with [OCOCH 2 COCH 2 R 21 ], where “a” is from 1 to 10, and where R 2 , is selected from the group consisting of hydrogen, and a carbon-containing group having up to 6 carbon atoms.   
   
   
       22 . The composition as recited in  claim 16 , wherein the acrylate-functional ingredient comprises a compound having the general chemical formula:
   R 22 [OCOCHCHR 23 ] b      where R 22  is selected from the group consisting of acrylic, polyester, polyether, urethane polymers and diluents, and a hydroxy-functional polymer that is capable of being functionalized with [OCOCHCHR 23 ], where “b” is from 1 to 10, and where R 23  is selected from the group consisting of hydrogen, and a carbon-containing group having up to 6 carbon atoms.   
   
   
       23 . The composition as recited in  claim 16 , wherein the acrylate-functional ingredient is selected from the group consisting of acrylate-functional diluents, acrylate-functional oligomers, acrylate-functional polymers, and combinations thereof. 
   
   
       24 . The composition as recited in  claim 23 , wherein the acrylate-functional polymers are selected from the group consisting of acrylic, polyester, polyether, and urethane polymers. 
   
   
       25 . A method of making a fully crosslinked modified epoxy acrylate polysiloxane comprising the steps of:
 combining an alkoxy- or silanol-functional silicone intermediate; with an acrylate-functional amine reactive ingredient; and a saturated epoxy-functional ingredient having more than one 1,2-epoxy group per mole; and curing the combined ingredients in the presence of water by adding to them: a curing agent selected from the group consisting of amines, aminosilanes, ketimines, aldimines, and mixtures thereof; wherein during the curing step, the acrylate-functional amine reactive ingredient and the saturated epoxy-functional ingredient having more than one 1,2-epoxy group per mole each react with the curing agent, and the silicone intermediate reacts with the amine reactive ingredient reaction product to provide the fully cross-linked modified epoxy acrylate polysiloxane.