# US 10,499,639 B2 · Herbicidal composition, a method for its preparation and the use thereof > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,499,639 B2 - Document ID: US10499639B2 - Status: Granted - Kind: B2 - Application number: 15/126,258 - Filed: 2015-03-06 - Published: 2017-03-23 - Granted: 2019-12-10 - Earliest claimed: 2014-03-26 - Assignees: Jiangsu Rotam Chemistry Co., Ltd - Applicants: Jiangsu Rotam Chemistry Co., Ltd. - Inventors: James Timothy Bristow; Yifan Wu - Web page: https://patentgrep.com/patent/US10499639B2 ## CPC - A01N 43/80: five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2 - 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 A herbicidal composition comprising an aqueous suspension of microcapsules is provided. The microcapsules have a capsule wall of a porous condensate polymer, wherein the microcapsules contain a solution of clomazone in a solvent system comprising one or more non-edible oils. A method for preparing the composition comprises providing a water immiscible phase comprising clomazone, an isocyanate and optionally an ACD cross-linker, dissolved in a solvent system comprising a non-edible oil; providing an aqueous phase comprising one or more surfactants; combining the water immiscible phase and the aqueous phase to form a dispersion of the water immiscible phase in the aqueous phase; thereby forming microcapsules of polyurea containing droplets of the water immiscible phase; and curing the microcapsules. ## Claims ### Claim 1 A herbicidal composition comprising an aqueous suspension of microcapsules, the microcapsules having a capsule wall of a porous condensate polymer, wherein the microcapsules contain a solution of clomazone in a solvent system comprising one or more oils, wherein the oil is selected from the group consisting of Neem oil, Pyrethrum oil, Sesame oil, and Clove oil, and wherein the walls of the microcapsules are formed from a polyurea formed by the interfacial polymerization of an isocyanate and optionally an ACD cross-linking agent. ### Claim 2 (depends on 1) The composition according to claim 1, wherein clomazone is present in the composition in an amount of at least 20% by weight. ### Claim 3 (depends on 2) The composition according to claim 2, wherein clomazone is present in the composition in an amount of at least 50% by weight. ### Claim 4 (depends on 1) The composition according to claim 1, wherein the solvent system consists essentially of one or more oils. ### Claim 5 (depends on 1) The composition according to claim 1, wherein the microcapsules further contain one or more surfactants, stabilizers or a mixture thereof. ### Claim 6 (depends on 1) The composition according to claim 1, wherein the weight ratio of clomazone to the oil is from 1:12 to 12:1. ### Claim 7 (depends on 6) The composition according to claim 6, wherein the weight ratio of clomazone to the oil is from 1:10 to 10:1. ### Claim 8 (depends on 7) The composition according to claim 7, wherein the weight ratio of clomazone to the oil is from 1:7.5 to 7.5:1. ### Claim 9 (depends on 1) The composition according to claim 1, wherein the solution of clomazone in a solvent system within the microcapsules contains at least 20% by weight clomazone. ### Claim 10 (depends on 1) The composition according to claim 1, wherein the solution of clomazone in a solvent system within the microcapsules contains at least 30% by weight clomazone. ### Claim 11 (depends on 1) The composition according to claim 1, wherein the solution of clomazone in a solvent system within the microcapsules contains at least 50% by weight clomazone. ### Claim 12 (depends on 1) The composition according to claim 1, wherein clomazone is present in the encapsulated solution of clomazone in a solvent system in an amount of from 1% to 95% by weight. ### Claim 13 (depends on 1) The composition according to claim 1, wherein clomazone is present in the encapsulated solution of clomazone in a solvent system in an amount of from 5% to 90% by weight. ### Claim 14 (depends on 1) The composition according to claim 1, wherein the oil is present in the solution of clomazone in a solvent system within the microcapsules in an amount of at least 5% by weight. ### Claim 15 (depends on 14) The composition according to claim 14, wherein the oil is present in the solution of clomazone in a solvent system within the microcapsules in an amount of at least 10% by weight. ### Claim 16 (depends on 1) The composition according to claim 1, wherein the isocyanate is selected from the group consisting of alpha-, alpha-, alpha-, alpha-tetramethyl xylene diisocyanate (TMXDI), hexamethylene diisocyanate (HDI), isophorone diisocyanate (IPDI), polymethylene polyphenyl isocyanates (PMPPI), methylene diphenyl isocyanate (MDI), polyaryl polyisocyanate (PAPI), and toluene diisocyanate (TDI). ### Claim 17 (depends on 1) The composition according to claim 1, wherein the ACD crosslinker is selected from the group consisting of tetrakis (methyoxymethyl) glycoluril and an alkylated glycoluril resin. ### Claim 18 (depends on 1) The composition according to claim 1, wherein the microcapsules have a particle size in the range of from 0.5 to 60 microns. ### Claim 19 (depends on 18) The composition according to claim 18, wherein the microcapsules have a particle size in the range of from 1 to 50 microns. ### Claim 20 (depends on 19) The composition according to claim 19, wherein the microcapsules have a particle size in the range of from 1 to 30 microns. ### Claim 21 (depends on 1) The composition according to claim 1, wherein the polymer is present in the microcapsules in an amount from 2% to 25% by weight of the microcapsules. ### Claim 22 (depends on 21) The composition according to claim 21, wherein the polymer is present in the microcapsules in an amount of from 5 to 15% by weight. ### Claim 23 (depends on 1) The composition according to claim 1, wherein the aqueous phase comprises one or more surfactants, stabilizers, viscosity modifiers, or protective colloids. ### Claim 24 (depends on 1) The composition according to claim 1, wherein the aqueous phase comprises from 15 to 50% by weight of the formulation. ### Claim 25 (depends on 1) The composition according to claim 1, wherein the oil is selected from the group consisting of Sesame oil and Clove oil. ### Claim 26 (depends on 1) A method of controlling plant growth at a locus, the method comprising applying to the locus a composition according to claim 1. ### Claim 27 A herbicidal composition comprising microcapsules, the microcapsules having a capsule wall of a porous condensate polymer, wherein the microcapsules contain clomazone and a solvent comprising an oil, wherein the oil is selected from the group consisting of Neem oil, Pyrethrum oil, Sesame oil, and Clove oil, and wherein the walls of the microcapsules are formed from a polyurea formed by the interfacial polymerization of an isocyanate and optionally an ACD cross-linking agent. ### Claim 28 A method for preparing a herbicidal composition, the method comprising the steps of: providing a water immiscible phase comprising clomazone, an isocyanate and optionally an ACD cross-linker, dissolved in a solvent system comprising an oil, wherein the oil is selected from the group consisting of Neem oil, Pyrethrum oil, Sesame oil, and Clove oil; providing an aqueous phase comprising one or more surfactants; combining the water immiscible phase and the aqueous phase to form a dispersion of the water immiscible phase in the aqueous phase; thereby forming microcapsules of polyurea formed by the interfacial polymerization of an isocyanate and optionally an ACD cross-linking agent and containing droplets of the water immiscible phase; and curing the microcapsules. ### Claim 29 (depends on 28) The method according to claim 28, further comprising drying the resulting composition to remove the aqueous phase.