# US 2023/0057785 A1 · Aqueous capsule suspension concentrates based on polyurea shell material containing polyfunctional aminocarboxylic esters > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2023/0057785 A1 - Document ID: US20230057785A1 - Status: Published application - Kind: A1 - Application number: 17/790,375 - Filed: 2020-12-28 - Published: 2023-02-23 - Earliest claimed: 2019-12-30 - Assignees: Bayer Aktiengesellschaft - Applicants: Bayer Aktiengesellschaft - Inventors: Jens KRAUSE; Holger EGGER - Web page: https://patentgrep.com/patent/US20230057785A1 ## CPC - B01J 13/14: Polymerisation; cross-linking - A01N 25/28: Microcapsules {or nanocapsules} - B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS - A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS ## Abstract The present invention relates to aqueous capsule suspension concentrates based on polyurea shell material containing polyfunctional aminocarboxylic esters, the production thereof and the use thereof as an agrochemical formulation that provide better biodegradability. ## Claims ### Claim 1 A microcapsule comprising a polymeric shell, wherein the polymeric shell comprises a polymer with at least one monomer comprising an amine-functional ester of Formula IV, wherein k is a value of 1 to 3, and wherein each R independently is is hydrogen or a C1-C4 alkyl group, or CH2CH2COOH, or CH2COOH, or (CH2)4HN2, and wherein A is a carbon chain with 2 to 36 carbon atoms that can be aliphatic (linear or branched, saturated or unsaturated) or aromatic, or CH2CH(OH)CH2, CH2C(CH2OH)2 CH2, CH2C(CH2 H)(CH3)CH2, CH2C(CH2OH)(CH2CH3)CH2, p-tetrahydrofuran, erythritol or an ester of di- or tricarboxylic acids with ethylene or propylene glycol, and wherein A can optionally be alkoxylated with one or more alkylene oxide units or reacted with one or more hydroxy carboxylic acids as defined above, and wherein each m is m is an integer of 1-8, and X is an anion derivable from deprotonating a Brønsted-­­­Lowry acid. ### Claim 2 (depends on 1) The microcapsule according to claim 1 adapted for an agrochemical formulation. ### Claim 3 (depends on 1) The microcapsule according to claim 1, wherein the polymeric shell comprises in polymerized form monomers a) and b,) wherein a) is at least one polyisocyanate containing at least 2 isocyanate groups, and b) is at least an ester group containing compound of Formula IV. ### Claim 4 (depends on 1) The microcapsule according to claim 1, wherein the polymeric shell comprises in polymerized form monomers a) and b), wherein a) is at least one polyisocyanate containing at least 2 isocyanate groups, and b) is at least an ester group containing compound of Formula IV and optionally further isocyanate reactive compounds b) different from IV. ### Claim 5 (depends on 1) The microcapsule according to claim 1 comprising a polymeric shell and a core, wherein the core comprises at least on active ingredient. ### Claim 6 (depends on 1) The microcapsule claim 1 wherein the polymeric shell is biodegradable under environmental conditions. ### Claim 7 (depends on 1) A microcapsule formulation comprising a microcapsule according to claim 1, comprising as components a): at least one isocyanate b): at least one compound of Formula IV wherein k is a value of 1 to 3, and wherein each R independently is is hydrogen or a C1-C4 alkyl group, or CH2CH2COOH, or CH2COOH, or (CH2)4HN2, and wherein A is is a carbon chain with 2 to 36 carbon atoms that can be aliphatic (linear or branched, saturated or unsaturated) or aromatic, or CH2CH(OH)CH2, CH2C(CH2OH)2 CH2, CH2C(CH2 H)(CH3)CH2, CH2C(CH2OH)(CH2CH3)CH2, p-tetrahydrofuran, erythritol or an ester of di- or tricarboxylic acids with ethylene or propylene glycol, and wherein A can optionally be alkoxylated with one or more alkylene oxide units or reacted with one or more hydroxy carboxylic acids as defined above, and wherein each m is m is an integer of 1-8, and X is an anion derivable from deprotonating a Brønsted-Lowry acid, c): at least one active ingredient, d): optionally a water immiscible solvent, e): optionally at least one emulsifier and/or dispersant, f): at least one protective colloid, g): optionally one or more further additives, i) water to volume wherein components a) and b) form a shell of the microcapsule. ### Claim 8 (depends on 7) The microcapsule formulation according to claim 7 wherein the microcapsules have a median particle size d50 between 1 and 50 µm. ### Claim 9 (depends on 7) The microcapsule formulation according to claim 7 wherein at least one component selected from d), e) and g) is mandatory. ### Claim 10 (depends on 7) The microcapsule formulation according to claim 7 wherein the active ingredient is selected from the group of herbicides, safeners, fungicides, insecticides and biologics. ### Claim 11 (depends on 7) The microcapsule formulation according to claim 7 wherein the proportion of a) and b) is between 0.1% and 8% by weight, the proportion of active agrochemical ingredient c) is between 1% and 50% by weight, the proportion of organic solvent d) is between 0% and 60% by weight, the proportion of protective colloids f) is between 0.1% and 5% by weight, and and the proportion of additives g) is between 0.1% and 15% by weight. ### Claim 12 (depends on 7) The microcapsule formulation according to claim 7 wherein the proportion of a) and b) is between 0.3% and 2.5% by weight, the proportion of active agrochemical ingredient c) is between 10% and 20% by weight, the proportion of organic solvent d) is between 0% and 40% by weight, the proportion of protective colloids f) is between 0.3% and 1.5% by weight, and the proportion of additives g) is between 0.4% and 3% by weight. ### Claim 13 (depends on 7) A product comprising a microcapsule formulation of claim 7 for application of one or more agrochemical active ingredients to one or more plants, one or more parts of plants, seed and/or a habitat thereof. ### Claim 14 A process for production of a microcaspsule, comprising reacting at least one monomer comprising an amine-functional ester of Formula IV, wherein k is a value of 1 to 3, and wherein each R independently is is hydrogen or a C1-C4 alkyl group, or CH2CH2COOH, or CH2COOH, or (CH2)4HN2, and wherein A is a carbon chain with 2 to 36 carbon atoms that can be aliphatic (linear or branched, saturated or unsaturated) or aromatic, or CH2CH(OH)CH2, CH2C(CH2OH)2 CH2, CH2C(CH2 H)(CH3)CH2, CH2C(CH2OH)(CH2CH3)CH2, p-tetrahydrofuran, erythritol or an ester of di- or tricarboxylic acids with ethylene or propylene glycol, and wherein A can optionally be alkoxylated with one or more alkylene oxide units or reacted with one or more hydroxy carboxylic acids as defined above, and wherein each m is m is an integer of 1-8, and X is an anion derivable from deprotonating a Brønsted-Lowry acid, with at least one polyisocyanate comprising at least 2 isocyanate groups. ### Claim 15 A microcaspsule produced by a process, comprising reacting at least one monomer comprising an amine-functional ester of Formula IV, wherein k is a value of 1 to 3, and wherein each R independently is is hydrogen or a C1-C4 alkyl group, or CH2CH2COOH, or CH2COOH, or (CH2)4HN2, and wherein A is a carbon chain with 2 to 36 carbon atoms that can be aliphatic (linear or branched, saturated or unsaturated) or aromatic, or CH2CH(OH)CH2, CH2C(CH2OH)2 CH2, CH2C(CH2 H)(CH3)CH2, CH2C(CH2OH)(CH2CH3)CH2, p-tetrahydrofuran, erythritol or an ester of di- or tricarboxylic acids with ethylene or propylene glycol, and wherein A can optionally be alkoxylated with one or more alkylene oxide units or reacted with one or more hydroxy carboxylic acids as defined above, and wherein each m is m is an integer of 1-8, and X is an anion derivable from deprotonating a Brønsted-Lowry acid, with at least one polyisocyanate comprising at least 2 isocyanate groups.