# US 10,765,112 B2 · Pesticidal microcapsules with a shell made of tetramethylxylylene diisocyanate, cycloaliphatic diisocyanate, and aliphatic diamine > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,765,112 B2 - Document ID: US10765112B2 - Status: Granted - Kind: B2 - Application number: 15/737,020 - Filed: 2016-05-10 - Published: 2018-06-21 - Granted: 2020-09-08 - Earliest claimed: 2015-06-19 - Assignees: BASF SE - Applicants: BASF SE - Inventors: Klaus Kolb; Wolfgang Gregori; Ulrich Steinbrenner; Liliana Parra Rapado - Web page: https://patentgrep.com/patent/US10765112B2 ## CPC - A01N 25/28: Microcapsules {or nanocapsules} - A01N 33/18: Nitro compounds - A01N 37/18: containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof - C08G 18/3234: {cycloaliphatic} - C08G 18/755: {and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate} - C08G 18/7642: {containing at least two isocyanate or isothiocyanate groups linked to the aromatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate groups, e.g. xylylene diisocyanate or homologues substituted on the aromatic ring} - 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 - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS ## Abstract The present invention relates to a composition comprising microcapsules, which comprise a polyurea shell and a core, wherein the core comprises a water-insoluble pesticide and the shell comprises a polymerization product of a tetramethylxylylene diisocyanate, an cycloaliphatic diisocyanate, and an aliphatic diamine; to a method for preparing the composition comprising the steps of contacting water, the pesticide, the tetramethylxylylene diisocyanate, the cycloaliphatic diisocyanate, and the aliphatic diamine; and to a method of controlling phytopathogenic fungi and/or undesired plant growth and/or undesired insect or mite attack and/or for regulating the growth of plants, wherein the composition is allowed to act on the respective pests, or the crop plants to be protected from the respective pest, on the soil and/or on undesired plants and/or on the crop plants and/or on their environment. ## Claims ### Claim 1 A composition comprising microcapsules, which comprise a polyurea shell and a core, wherein the core comprises a pesticide and the shell comprises a polymerization product of a) a tetramethylxylylene diisocyanate, b) an cycloaliphatic diisocyanate, and c) an aliphatic diamine, wherein: the composition is the product of a method comprising reacting the tetramethylxylylene diisocyanate and the cycloaliphatic diisocyanate with the aliphatic diamine in the presence of water and the pesticide, and wherein the pesticide has a solubility in water of up to 10 g/1 at 20° C.; the composition is an aqueous composition comprising an aqueous phase, and the aqueous phase comprises a lignosulfonate; and the core is free from acetamide herbicides. ### Claim 2 (depends on 1) The composition according to claim 1 where the cycloaliphatic diisocyanate is the compound of formula (I) ### Claim 3 (depends on 1) The composition according to claim 1 where the tetramethylxylylene diisocyanate is the compound of formula (II) ### Claim 4 (depends on 1) The composition according to claim 1 where the aliphatic di amine is of the formula H2N—(CH2)n—NH2, wherein n is an integer from 2 to 8. ### Claim 5 (depends on 1) The composition according to claim 1 where the weight ratio of the core to the polyurea shell is in the range from 50:1 to 5:1. ### Claim 6 (depends on 1) The composition according to claim 1 where the weight ratio of the tetramethylxylylene diisocyanate to the cycloaliphatic diisocyanate is in the range from 25:1 to 2:1. ### Claim 7 (depends on 1) The composition according to claim 1 where the polyurea shell comprises at least 45 wt % of the tetramethylxylylene diisocyanate. ### Claim 8 (depends on 1) The composition according to claim 1 where the polyurea shell comprises up to 20 wt % of the cycloaliphatic diisocyanate. ### Claim 9 (depends on 1) The composition according to claim 1 where the polyurea shell comprises up to 10 wt % of further polyisocyanates, which have at least two isocyanate groups and which are different from the tetramethylxylylene diisocyanate and from the cycloaliphatic diisocyanate. ### Claim 10 (depends on 1) The composition according to claim 1 where the polyurea shell comprises up to 10 wt % of further polyamines, which have at least two amine groups and which are different from the aliphatic diamine. ### Claim 11 (depends on 1) The composition according to claim 1 where the composition comprises 0.3 to 3.0 wt % of the lignosulfonate. ### Claim 12 (depends on 1) The composition according to claim 1 where the core comprises a water immiscible organic solvent. ### Claim 13 (depends on 1) A method of controlling phytopathogenic fungi and/or undesired plant growth and/or undesired insect or mite attack and/or for regulating the growth of plants, the method comprising applying the composition of claim 1 to one or more of pests, a crop plant to be protected from the pests, soil, undesired plants, and an environment of the crop plants. ### Claim 14 (depends on 1) The composition according to claim 1, where the weight ratio of the core to the polyurea shell is in the range from 40:1 to 10:1. ### Claim 15 (depends on 1) The composition according to claim 1, where the weight ratio of the core to the polyurea shell is in the range from 30:1 to 15:1. ### Claim 16 (depends on 1) The composition according to claim 1, wherein: the polyurea shell comprises at least 45 wt % of the tetramethylxylylene diisocyanate; the polyurea shell comprises up to 20 wt % of the cycloaliphatic diisocyanate; the weight ratio of the tetramethylxylylene diisocyanate to the cycloaliphatic diisocyanate is in the range from 12:1 to 7:1; the weight ratio of the core to the polyurea shell is in the range from 30:1 to 15:1; and the composition comprises 0.3 to 3.0 wt % of the lignosulfonate. ### Claim 17 (depends on 16) The composition according to claim 16, wherein: the cycloaliphatic diisocyanate is the compound of formula (I) and the tetramethylxylylene diisocyanate is the compound of formula (II)