Biodegradable, controlled release microcapsules
US-11952492-B2 · Apr 9, 2024 · US
US2016145459A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2016145459-A1 |
| Application number | US-201414897986-A |
| Country | US |
| Kind code | A1 |
| Filing date | May 27, 2014 |
| Priority date | Jun 14, 2013 |
| Publication date | May 26, 2016 |
| Grant date | — |
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The present invention relates to a process for producing a microcapsule dispersion comprising microcapsules comprising a hydrophilic capsule core and a capsule wall polymer, wherein a water-in-oil emulsion comprising a hydrophobic diluent as continuous phase, and the hydrophilic capsule core material, a monomer composition and an amphiphilic polymer is produced and then the monomers are free-radically polymerized, where the monomer composition comprises 30 to 100% by weight of one or more monomers selected from C 1 -C 24 -alkyl esters of acrylic acid and/or methacrylic acid (monomers I), 0 to 70% by weight of one or more monomers selected from acrylic acid, methacrylic acid, maleic acid, acrylic acid esters and/or methacrylic acid esters which carry hydroxy and/or carboxy groups (monomers II), 0 to 50% by weight of one or more monomers which has two or more ethylenically unsaturated radicals, (monomers III) and 0 to 30% by weight of one or more other monomers (monomers IV) in each case based on the total weight of the monomers, and the amphiphilic polymer is obtainable by free-radical polymerization of a monomer composition comprising at least one ethylenically unsaturated hydrophilic monomer and at least one ethylenically unsaturated hydrophobic monomer, to the microcapsules obtainable thereby, and to their use for the delayed release of active ingredients for construction, cosmetics, detergents and cleaners or crop protection applications.
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1 - 17 . (canceled) 18 . A process for producing a microcapsule dispersion comprising microcapsules comprising a hydrophilic capsule core and a capsule wall polymer, wherein a water-in-oil emulsion comprising a hydrophobic diluent as continuous phase, and the hydrophilic capsule core material, a monomer composition and an amphiphilic polymer is produced and then the monomers are free-radically polymerized, where the monomer composition comprises 30 to 100% by weight of one or more monomers selected from C 1 -C 24 -alkyl esters of acrylic acid and/or methacrylic acid, 0 to 70% by weight of one or more monomers selected from acrylic acid, methacrylic acid, maleic acid, acrylic acid esters and/or methacrylic acid esters which carry hydroxy and/or carboxy groups, 0 to 50% by weight of one or more monomers which has two or more ethylenically unsaturated radicals, and 0 to 30% by weight of one or more other monomers in each case based on the total weight of the monomers, and the amphiphilic polymer is obtainable by free-radical polymerization of a monomer composition comprising at least one ethylenically unsaturated hydrophilic monomer and at least one ethylenically unsaturated hydrophobic monomer. 19 . The process according to claim 18 , wherein the hydrophilic capsule core of the microcapsules is selected from water and aqueous solutions of organic acids, and salts thereof, inorganic acids, and inorganic salts and sodium silicate. 20 . The process according to claim 18 , wherein the monomer composition comprises methyl methacrylate. 21 . The process according to claim 18 , wherein the monomer composition comprises 30 to 90% by weight of one or more monomers selected from C 1 -C 24 -alkyl esters of acrylic acid and/or methacrylic acid, 10 to 50% by weight of one or more monomers selected from acrylic acid, methacrylic acid, maleic acid, acrylic acid esters and/or methacrylic acid esters which carry hydroxy and/or carboxy groups, 0 to 20% by weight of one or more monomers which has two or more ethylenically unsaturated radicals, 0 to 10% by weight of one or more other monomers in each case based on the total weight of the monomers. 22 . The process according to claim 18 , wherein the monomer composition comprises 70 to 95% by weight of one or more monomers selected from C 1 -C 24 -alkyl esters of acrylic acid and/or methacrylic acid, 0 to 20% by weight of one or more monomers selected from acrylic acid, methacrylic acid, maleic acid, acrylic acid esters and/or methacrylic acid esters which carry hydroxy and/or carboxy groups, 5 to 30% by weight of one or more monomers which has two or more ethylenically unsaturated radicals, 0 to 10% by weight of one or more other monomers in each case based on the total weight of the monomers. 23 . The process according to claim 22 , wherein the monomer composition comprises 75 to 90% by weight of one or more monomers selected from C 1 -C 24 -alkyl esters of acrylic acid and/or methacrylic acid, based on the total weight of the monomers. 24 . The process according to claim 18 , wherein the monomer composition comprises 30 to 70% by weight of one or more monomers selected from C 1 -C 24 -alkyl and/or glycidyl esters of acrylic acid and/or methacrylic acid, 15 to 50% by weight of one or more monomers selected from acrylic acid, methacrylic acid, maleic acid, acrylic acid esters and/or methacrylic acid esters which carry hydroxy and/or carboxy groups, 10 to 50% by weight of one or more monomers which has two or more ethylenically unsaturated radicals and 0 to 10% by weight of one or more other monomers in each case based on the total weight of the monomers. 25 . The process according to claim 18 , wherein the amphiphilic polymer is obtainable by free-radical polymerization of a monomer composition comprising 20 to 90% by weight of one or more ethylenically unsaturated hydrophobic monomers (monomers V), 5 to 50% by weight of one or more ethylenically unsaturated hydrophilic monomers (monomers VI), 0 to 45% by weight of one or more other monomers (monomers VII) in each case based on the total weight of the monomers V, VI and VII. 26 . The process according to claim 18 , wherein the amphiphilic polymer is obtainable by free-radical polymerization of a monomer composition comprising 20 to 90% by weight of one or more alkyl esters of C 8 -C 20 -alcohols with ethylenically unsaturated carboxylic acids, 5 to 50% by weight of one or more monomers selected from ethylenically unsaturated monomers with acid groups, and salts thereof, ethylenically unsaturated quaternary compounds, hydroxy (C 1 -C 4 )alkyl esters of ethylenically unsaturated acids, alkylaminoalkyl (meth)acrylates, alkylaminoalkyl(meth)acrylamides, maleic anhydride and acrylamide, 0 to 45% by weight of one or more monomers selected from styrene, C 1 -C 4 -alkylstyrenes, vinyl esters of C 3 -C 6 -carboxylic acids, vinyl halides, acrylonitrile, methacrylonitrile, ethylene, butylenes, butadiene and C 1 -C 4 -alkyl esters of ethylenically unsaturated C 3 -C 6 -carboxylic acids in each case based on the total weight of the monomers. 27 . The process according to claim 18 , wherein the amphiphilic polymer has an average molecular weight M w of from 5000 to 500 000. 28 . The process according to claim 18 , wherein the hydrophobic diluent has a solubility in water <0.5 g/l at 20° C. and atmospheric pressure. 29 . The process according to claim 18 , wherein the microcapsules obtained are isolated by removing the hydrophobic solvent. 30 . A microcapsule dispersion obtainable according to the process of claim 18 . 31 . A microcapsule obtainable according to the process of claim 18 . 32 . As auxiliary for modifying binding construction materials which comprises the microcapsule according to claim 30 , comprising water or inorganic acids 33 . A cosmetic active ingredient as core material as constituent in cosmetic preparations which comprises the microcapsule according to claim 30 . 34 . A crop protection active ingredient as core material as constituent in agrochemical formulation which comprises the microcapsule according to claim 30 . 35 . A water-soluble bleach or enzyme as core material as constituent of a detergent or cleaner which comprises the microcapsule according to claim 30 .
Coated compositions or coated components in the compositions, (micro)capsules · CPC title
Bleaching agents · CPC title
Microcapsules {or nanocapsules} · CPC title
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