Broad spectrum antimicrobial coatings comprising combinations of organosilanes

Abstract

An aqueous antimicrobial coating composition capable of forming an antimicrobial coating on a surface comprises at least two organosilanes, each of the at least two organosilanes having a structure, R—Si(OR′) 3 wherein R=—(CH 2 ) 3 —Y; Y= + —N(CH 3 ) 2 (C 18 H 37 )X − ; + —N(CH 3 ) 2 (C 14 H 29 )X − ; + —N(C 10 H 21 ) 2 (CH 3 )X − ; —Cl or —NH 2 ; X − =halide, sulfate, nitrate, phosphate, carbonate, organic sulfonate, organic carbonate, BF 4 − , or ClO 4 − ; and R′=H, methyl or ethyl, or a C 3 -C 6 straight-chained, branched or cyclic alkyl group, with the proviso that the organosilane R—Si(OR′) 3 having the C 3 -C 6 straight-chained, branched or cyclic alkyl group hydrolyzes in the aqueous antimicrobial coating composition to R—Si(OH) 3 .

1 . An aqueous antimicrobial coating composition comprising:
 (a) a mixture of dimethyltetradecyl[3-(trihydroxysilyl)propyl]ammonium chloride, 3-chloropropyltrimethoxysilane and 3-aminopropyltriethoxysilane in water; and   (b) optionally, at least one organic amine having a structure R 9 R 10 R 11 N, wherein R 9 , R 10 , and R 11  are independently H, alkyl, substituted alkyl, aryl, substituted aryl or cyclic, having a molecular weight of less than about 200 g/mole and a pKa of from about 7 to about 12,   wherein the aqueous antimicrobial coating composition exhibits an absorbance at 600 nm of less than about 0.2 after 4-weeks of ambient storage.   
     
     
         2 . The aqueous antimicrobial coating composition of  claim 1 , wherein the at least one organic amine is present at from about 0.01 wt. % to about 1.0 wt. %, based on the total weight of the aqueous antimicrobial coating composition. 
     
     
         3 . The aqueous antimicrobial coating composition of  claim 1 , wherein the at least one organic amine comprises triethanolamine. 
     
     
         4 . The aqueous antimicrobial coating composition of  claim 1 , comprising from about 0.01 wt. % to about 1.0 wt. % triethanolamine, based on the total weight of the aqueous antimicrobial coating composition. 
     
     
         5 . The aqueous antimicrobial coating composition of  claim 1 , comprising from about 0.01 wt. % to about 0.5 wt. % 3-chloropropyltrimethoxysilane, based on the total weight of the aqueous antimicrobial coating composition. 
     
     
         6 . The aqueous antimicrobial coating composition of  claim 1 , comprising about 0.5 wt. % dimethyltetradecyl[3-(trihydroxysilyl)propyl]ammonium chloride, based on the total weight of the aqueous antimicrobial coating composition. 
     
     
         7 . The aqueous antimicrobial coating composition of  claim 1 , comprising about 0.75 wt. % dimethyltetradecyl[3-(trihydroxysilyl)propyl]ammonium chloride, based on the total weight of the aqueous antimicrobial coating composition. 
     
     
         8 . The aqueous antimicrobial coating composition of  claim 1 , consisting essentially of 0.75 wt. % dimethyltetradecyl[3-(trihydroxysilyl)propyl]ammonium chloride; 0.12 wt. % 3-chloropropyltrimethoxysilane; 7.31 wt. % 3-aminopropyltriethoxysilane; 0.045 wt. % triethanolamine; remainder water. 
     
     
         9 . The aqueous antimicrobial coating composition of  claim 1 , consisting essentially of 0.75 wt. % dimethyltetradecyl[3-(trihydroxysilyl)propyl]ammonium chloride; 0.15 wt. % 3-chloropropyltrimethoxysilane; 7.31 wt. % 3-aminopropyltriethoxysilane; and 0.045 wt. % triethanolamine; remainder water. 
     
     
         10 . The aqueous antimicrobial coating composition of  claim 1 , consisting essentially of 0.75 wt. % dimethyltetradecyl[3-(trihydroxysilyl)propyl]ammonium chloride; 0.27 wt. % 3-chloropropyltrimethoxysilane; 7.31 wt. % 3-aminopropyltriethoxysilane; 0.045 wt. % triethanolamine; remainder water. 
     
     
         11 . A method of forming an antimicrobial coating on a surface, the method comprising:
 (a) applying an aqueous antimicrobial coating composition to the surface, the aqueous antimicrobial coating composition comprising:
 (i) dimethyltetradecyl[3-(trihydroxysilyl)propyl]ammonium chloride, 3-chloropropyltrimethoxysilane and 3-aminopropyltriethoxysilane in water; and 
 (ii) optionally, at least one organic amine having a structure R 9 R 10 R 11 N, wherein R 9 , R 10 , and R 11  are independently H, alkyl, substituted alkyl, aryl, substituted aryl or cyclic, having a molecular weight of less than about 200 g/mole and a pKa of from about 7 to about 12; and 
   (b) allowing the aqueous antimicrobial coating composition to dry on the surface under ambient conditions, or drying the aqueous antimicrobial coating composition on the surface under heated conditions, to form the antimicrobial coating on the surface;   wherein the aqueous antimicrobial coating composition, prior to applying to the surface, exhibits an absorbance at 600 nm of less than about 0.2 after 4-weeks of ambient storage.   
     
     
         12 . The method of  claim 11 , wherein the at least one organic amine is present in the aqueous antimicrobial coating composition at from about 0.01 wt. % to about 1.0 wt. %, based on the total weight of the aqueous antimicrobial coating composition. 
     
     
         13 . The method of  claim 11 , wherein the at least one organic amine comprises triethanolamine. 
     
     
         14 . The method of  claim 11 , wherein the aqueous antimicrobial coating composition comprises 0.01 wt. % to about 1.0 wt. % triethanolamine, based on the total weight of the aqueous antimicrobial coating composition. 
     
     
         15 . The method of  claim 11 , wherein the aqueous antimicrobial coating composition comprises from about 0.01 wt. % to about 0.5 wt. % 3-chloropropyltrimethoxysilane, based on the total weight of the aqueous antimicrobial coating composition. 
     
     
         16 . The method of  claim 11 , wherein the aqueous antimicrobial coating composition comprises 0.5 wt. % dimethyltetradecyl[3-(trihydroxysilyl)propyl]ammonium chloride, based on the total weight of the aqueous antimicrobial coating composition. 
     
     
         17 . The method of  claim 11 , wherein the aqueous antimicrobial coating composition comprises 0.75 wt. % dimethyltetradecyl[3-(trihydroxysilyl)propyl]ammonium chloride, based on the total weight of the aqueous antimicrobial coating composition. 
     
     
         18 . The method of  claim 11 , wherein the applying comprises spray application of the aqueous antimicrobial coating composition to the surface. 
     
     
         19 . The method of  claim 18 , wherein the spray application further comprises electrostatic spraying. 
     
     
         20 . A method of stabilizing an aqueous antimicrobial coating composition comprising from about 0.1 wt. % to about 1.0 wt. % dimethyltetradecyl[3-(trihydroxysilyl)propyl]ammonium chloride; from about 1.0 wt. % to about 15.0 wt. % 3-aminopropyltriethoxysilane; and from about 0.01 wt. % to about 1.0 wt. % triethanolamine in water, the method comprising adding from about 0.01 wt. % to about 0.5 wt. % 3-chloropropyltrimethoxysilane to the aqueous coating composition, wherein the aqueous coating composition resulting therefrom exhibits an absorbance at 600 nm of less than about 0.2 after 4-weeks of ambient storage.