US8067089B2
Active / In Force
US
⏱️ 2.4 years remaining
Cationic microcapsule particles
Assignee: Ips Adhesives LLC
•
Filing: 2009-03-27
•
Granted: 2011-11-29
•
Expires: 2029-03-27
Abstract
Abstract 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.
Inventors
- 👤 Todd Arlin Schwantes
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 12:40
CPC Classifications
A; A61; A61Q; A61Q19/00; A61K; A61K8/00; A61K8/02; A61K8/11; A61K8/18; A61K8/72; A61K8/81; A61K8/817; A61K2800/00; A61K2800/40; A61K2800/41; A61K2800/412; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2982; Y10T428/2984; Y10T428/2985; Y10T428/2987
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
221 words
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.
Claim 2
Dependent Claim
221 words
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.
Claim 3
Dependent Claim
14 words
The population of microcapsule particles according to claim 1 wherein the emulsifier is cationic.
Claim 4
Dependent Claim
58 words
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.
Claim 5
Dependent Claim
35 words
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.
Claim 6
Dependent Claim
24 words
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.
Claim 7
Dependent Claim
25 words
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.
Claim 8
Dependent Claim
14 words
The population of microcapsule particles according to claim 1 wherein the emulsifier is nonionic.
Claim 9
Dependent Claim
74 words
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).
Claim 10
Dependent Claim
35 words
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.
Claim 11
Dependent Claim
24 words
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.
Claim 12
Dependent Claim
31 words
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.
Claim 13
Dependent Claim
31 words
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.
Claim 14
Dependent Claim
220 words
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.
Claim 15
Dependent Claim
220 words
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.
Claim 16
Dependent Claim
14 words
The population of microcapsule particles according to claim 13 wherein the emulsifier is cationic.
Claim 17
Dependent Claim
57 words
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.
Claim 18
Dependent Claim
35 words
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.
Claim 19
Dependent Claim
24 words
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.
Claim 20
Dependent Claim
25 words
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.
Claim 21
Dependent Claim
14 words
The population of microcapsule particles according to claim 13 wherein the emulsifier is nonionic.
Claim 22
Dependent Claim
70 words
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).
Claim 23
Dependent Claim
35 words
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.
Claim 24
Dependent Claim
24 words
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.
Claim 25
Dependent Claim
31 words
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.
Claim 26
Dependent Claim
31 words
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.
Claim 27
Dependent Claim
26 words
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.
References Cited (Backward Citations)
US2800457A
Cited
US2800458A
Cited
US2730456A
Cited
US3516941A
Cited
US3660304A
Cited
US4075134A
Cited
US3965033A
Cited
US3886085A
Cited
US4285720A
Cited
US4089802A
Cited
US4087376A
Cited
US4001140A
Cited
US4093556A
Cited
US4105823A
Cited
US4100103A
Cited
US4356109A
Cited
US4251386A
Cited
US4166152B1
Cited
US4166152A
Cited
US4221710A
Cited
US4197346A
Cited
US4444699A
Cited
US4708924A
Cited
US4552811A
Cited
US4610927A
Cited
US4588639A
Cited
US4547429A
Cited
US4622267A
Cited
US4601863A
Cited
EP0198089A1
Cited
US4908271A
Cited
US5126061A
Cited
US5407609A
Cited
US5105823A
Cited
US5292835A
Cited
US6375872B1
Cited
US5596051A
Cited
US6531156B1
Cited
JPH10294293A
Cited
WO2001041915A1
Cited
FR2801811B1
Cited
US20020068805A1
Cited
US6592990B2
Cited
JP2002235483A
Cited
EP1637188A1
Cited
WO2006127453A2
Cited
US20080317795A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 2014-11-28 | 2015-05-30 | 2015-11-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2018-11-28 | 2019-05-30 | 2019-11-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2022-11-28 | 2023-05-30 | 2023-11-29 | $7700.00 | Window Closed / Lapsed |