Cationic microcapsule particles
View Patent ↗The present invention teaches a cationically charged or neutral microcapsule particle comprising an oil soluble or dispersible core material and a wall material at least partially surrounding the core material, the microcapsule wall material comprising the reaction product of a first composition in the presence of a second composition comprising an emulsifier which is cationic or nonionic, the first composition comprising a reaction product of i) an oil soluble or dispersible amine with ii) a multifunctional acrylate or methacrylate monomer or oligomer, an oil soluble acid and an initiator. The cationic or nonionic emulsifier comprises a water soluble or water dispersible material and optionally a water phase initiator. The first composition initiator and the water phase initiator is an energy-activated initiator. The reaction product of the first composition and second composition results in the formation of a population of microcapsules having a microcapsule wall of low permeance to the core material and having a zeta potential of −5 millivolts or greater. The resulting microcapsules have adherence to anionic surfaces.
1. A population of microcapsule particles comprising an oil soluble or dispersible core material and a non-anionic wall material at least partially surrounding the core material, the microcapsule wall material consisting of:
the reaction product of a first composition in the presence of a second composition consisting of an emulsifier which is non-anionic, the first composition consisting of a reaction product of i) an oil soluble or dispersible amine acrylate or methacrylate with ii) a multifunctional acrylate or methacrylate monomer or oligomer, and iii) a soluble acid and an initiator,
wherein the ratio of amine acrylate or methacrylate to multifunctional acrylate or methacrylate is from 0.1:99.9 to 10:90 by weight,
wherein the soluble acid and the amine acrylate are in a molar proportion from 3:1 to 1:3 and together have a percent by weight as compared to the weight of the wall material of from 0.1 to 20%,
the non-anionic emulsifier comprising a water soluble or dispersible material at a pH from 4 to 12, and optionally a water phase initiator,
whereby the reaction product of the first composition and second composition results in the formation of a population of microcapsules having a non-anionic microcapsule wall material of low permeance to the core material and having a zeta potential of −5 millivolts or greater, the resulting microcapsules having adherence to anionic surfaces.
2. The population of microcapsule particles according to claim 1 wherein the emulsifier is cationic.
3. The population of microcapsules according to claim 2 wherein the cationic emulsifier is selected from palmitamidopropyltrimonium chloride, distearyl dimonium chloride, cetyltrimethylammonium chloride, quaternary ammonium compounds, fatty amines, aliphatic ammonium halides, alkyldimethylbenzylammonium halides, alkyldimethylethylammonium halides, polyethyleneimine, poly(2-dimethylamino)ethyl methacrylate)methyl chloride quaternary salt, poly(1-vinylpyrrolidone-co-2-dimethylaminoethyl methacrylate), poly(acrylamide-co -diallyldimethylammonium chloride), poly(allylamine), poly[bis(2-chloroethyl)ether-alt-1,3-bis[3-(dimethylamino)propyl]urea] quaternized, poly(dimethylamine-co-epichlorohydrin-co-ethylenediamine) and condensation products of aliphatic amines with alkylene oxide.
4. The population of microcapsules according to claim 3 wherein the soluble acid and amine acrylate have a percent by weight as compared to the weight of the wall material of from 1 to 5 percent.
5. The population of microcapsules according to claim 3 wherein the soluble acid and amine acrylate have a molar proportion of from 1.25/1 to 1/1.25.
6. The population of microcapsules according to claim 1 wherein the non-anionic emulsifier comprises a water soluble or dispersible material at a pH of from 8-10.
7. The population of microcapsule particles according to claim 1 wherein the emulsifier is nonionic.
8. The population of microcapsules according to claim 7 wherein the nonionic emulsifier is selected from polyalkylene glycol ether, condensation products of alkyl phenols, aliphatic alcohols, or fatty acids with alkylene oxide, ethoxylated alkyl phenols, ethoxylated arylphenols, ethoxylated polyaryl phenols, carboxylic esters solubilized with a polyol, polyvinyl alcohol, partially hydrolyzed polyvinyl alcohol, polyvinyl acetate, copolymers of polyvinyl alcohol, copolymers of polyvinyl acetate, polyacrylamide, poly(N-isopropylacrylamide), poly(2-hydroxypropyl methacrylate), poly(2-ethyl-2-oxazoline), poly(2-isopropenyl-2-oxazoline-co-methyl methacrylate), poly(methyl vinyl ether), and polyvinyl alcohol-co-ethylene).
9. The population of microcapsules according to claim 8 wherein the soluble acid and amine acrylate have a percent by weight as compared to the weight of the wall material of from 1 to 5 percent.
10. The population of microcapsules according to claim 8 wherein the soluble acid and amine acrylate have a molar proportion of from 1.25/1 to 1/1.25.
11. The population of microcapsules according to claim 1 wherein the emulsifier has a molecular weight greater than about 100, and is selected from polymers with primary, secondary or tertiary amine functionality.
12. The population of microcapsules according to claim 1 wherein the emulsifier has a molecular weight greater than 100 and is selected from polymers with hydroxyl, ether, ester, ketone or amide functionality.
13. A population of microcapsule particles comprising an oil soluble or dispersible core material and a non-anionic wall material at least partially surrounding the core material, the microcapsule wall material consisting of:
the reaction product of a first composition in the presence of a second composition consisting of an emulsifier which is non-anionic, the first composition consisting of a reaction product of i) an oil soluble or dispersible acid acrylate or methacrylate with ii) a multifunctional acrylate or methacrylate monomer or oligomer, and iii) a soluble base and an initiator,
wherein the ratio of amine acrylate or methacrylate to multifunctional acrylate or methacrylate is from 0.1:99.9 to 10:90 by weight,
wherein the soluble base and the acid acrylate are in a molar proportion from 3:1 to 1:3 and together have a percent by weight as compared to the weight of the wall material of from 0.1 to 20%,
the non-anionic emulsifier comprising a water soluble or dispersible material at a pH from 4 to 12, and optionally a water phase initiator,
whereby the reaction product of the first composition and second composition results in the formation of a population of microcapsules having a non-anionic microcapsule wall of low permeance to the core material and having a zeta potential of −5 millivolts or greater, the resulting microcapsules having adherence to anionic surfaces.
14. The population of microcapsule particles according to claim 13 wherein the emulsifier is cationic.
15. The population of microcapsules according to claim 14 wherein the cationic emulsifier is selected from palmitamidopropyltrimonium chloride, distearyl dimonium chloride, cetyltrimethylammonium chloride, quaternary ammonium compounds, fatty amines, aliphatic ammonium halides, alkyldimethylbenzylammonium halides, alkyldimethylethylammonium halides, polyethyleneimine, poly(2-dimethylamino)ethyl methacrylate)methyl chloride quaternary salt, poly(1-vinylpyrrolidone-co-2-dimethylaminoethyl methacrylate), poly(acrylamide-co-diallyldimethylammonium chloride), poly(allylamine), poly[bis(2-chloroethyl)ether-alt-1,3-bis[3-(dimethylamino)propyl]urea] quaternized, poly(dimethylamine-co-epichlorohydrin-co-ethylenediamine) and condensation products of aliphatic amines with alkylene oxide.
16. The population of microcapsules according to claim 15 wherein the soluble acid and amine acrylate have a percent by weight as compared to the weight of the wall material of from 1 to 5 percent.
17. The population of microcapsules according to claim 15 wherein the soluble acid and amine acrylate have a molar proportion of from 1.25/1 to 1/1.25.
18. The population of microcapsules according to claim 15 wherein the non-anionic emulsifier comprises a water soluble or dispersible material at a pH of from 8-10.
19. The population of microcapsule particles according to claim 13 wherein the emulsifier is nonionic.
20. The population of microcapsules according to claim 19 wherein the nonionic emulsifier is selected from polyalkylene glycol ether, condensation products of alkyl phenols, aliphatic alcohols, or fatty acids with alkylene oxide, ethoxylated alkyl phenols, ethoxylated arylphenols, ethoxylated polyaryl phenols, carboxylic esters solubilized with a polyol, polyvinyl alcohol, polyvinyl acetate, copolymers of polyvinyl alcohol, copolymers of polyvinyl acetate, polyacrylamide, poly(N-isopropylacrylamide), poly(2-hydroxypropyl methacrylate), poly(2-ethyl-2-oxazoline), poly(2-isopropenyl-2-oxazoline-co-methyl methacrylate), poly(methyl vinyl ether), and polyvinyl alcohol-co-ethylene).
21. The population of microcapsules according to claim 20 wherein the soluble acid and amine acrylate have a percent by weight as compared to the weight of the wall material of from 1 to 5 percent.
22. The population of microcapsules according to claim 20 wherein the soluble acid and amine acrylate have a molar proportion of from 1.25/1 to 1/1.25.
23. The population of microcapsules according to claim 13 wherein the emulsifier has a molecular weight greater than about 100, and is selected from polymers with primary, secondary or tertiary amine functionality.
24. The population of microcapsules according to claim 13 wherein the emulsifier has a molecular weight greater than 100 and is selected from polymers with hydroxyl, ether, ester, ketone or amide functionality.
25. The population of microcapsules according to claim 20 wherein the nonionic emulsifier is partially hydrolyzed polyvinyl alcohol in the range of from 85 to 95% hydrolyzed.