# US 5,700,472 A · Oil-in-water emulsions > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 5,700,472 A - Document ID: US5700472A - Status: Granted - Kind: A - Application number: 08/436,246 - Filed: 1995-05-17 - Granted: 1997-12-23 - Earliest claimed: 1992-11-18 - Assignees: Hoechst Aktiengesellschaft - Inventors: Gerhard Frisch; Zoltan Damo - Web page: https://patentgrep.com/patent/US5700472A ## CPC - A01N 25/04: Dispersions, {emulsions, suspoemulsions, suspension concentrates} or gels (foams A01N25/16) - 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 oil-in-water emulsions comprising 0.001-70% by weight, preferably from 0.5 to 45% by weight, of at least one active substance from the class of the phosphates and/or carbamates, from 0.001-20% by weight, preferably from 0.1-10% by weight, of at least one salt of an aryl polyglycol ether phosphate of the formula I ##STR1## in which each R.sup.1, independently of the others, is hydrogen, C.sub.1 -C.sub.24 -alkyl, C.sub.5 -C.sub.15 -cycloalkyl, C.sub.8 -C.sub.24 -aryl or C.sub.6 -C.sub.24 -alkaryl, R.sup.2 is hydrogen, --O--C.sub.1 -C.sub.24 -alkyl, --O--C.sub.5 --C.sub.15 -cycloalkyl, --O--C.sub.6 -C.sub.18 -aryl or A, M is an alkali metal ion, alkaline earth metal ion or ammonium ion of the formula HN(R.sup.3).sub.3, where each R.sup.3, independently of the others, is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.5 -C.sub.15 -cycloalkyl, C.sub.6 -C.sub.18 -aryl or a group of the formula --(CH.sub.2).sub.z --OH in which z is a number from 1 to 10, x is a number from 0 to 80 and y is a number from 0 to 50, the sum of x and y not being zero, and, to make up to 100% by weight, water and, if desired, solvents and/or additives. These oil-in-water emulsions are preferably employed in agriculture and in horticulture, in the domestic and hygiene sectors and/or in the medical sector. ## Claims ### Claim 1 An oil-in-water emulsion comprising 0.001-70% by weight of at least one liquid active substance, said active substance being a phosphate or carbamate or mixture thereof; from 0.001-20% by weight, of emulsifier consisting essentially of at least one salt of an aryl polyglycol ether phosphate of the formula I ##STR4## in which each R.sup.1, independently of the others, is an unsubstituted or substituted C.sub.1 -C.sub.24 -alkyl, C.sub.5 -C.sub.15 -cycloalkyl, C.sub.8 -C.sub.24 -aryl or C.sub.6 -C.sub.24 -alkaryl group; R.sup.2 is hydrogen or is an unsubstituted or substituted --O--C.sub.1 -C.sub.24 -alkyl, --O--C.sub.5 -C.sub.15 -cycloalkyl, --O--C.sub.6 -C.sub.18 -aryl or A group, where A is the A group of said formula I, M is an alkali metal ion, alkaline earth metal ion or ammonium ion of the formula HN(R.sup.3).sub.3, where each R.sup.3, independently of the others, is hydrogen or is an unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl, C.sub.5 -C.sub.15 -cycloalkyl, C.sub.6 -C.sub.18 -aryl, or --(CH.sub.2).sub.z --OH group, in which z is a number from 1 to 10; x is a number from 0 to 80 and y is a number from 0 to 50, the sum of x and y not being zero, and sufficient water to provide an oil-in-water emulsion with an aqueous phase as the continuous phase. ### Claim 2 (depends on 1) An emulsion as claimed in claim 1, wherein said emulsion comprises, to make up 100% by weight, water and optionally at least one solvent and at least one additive. ### Claim 3 (depends on 1) An emulsion as claimed in claim 1, wherein said emulsion further comprises at least one additional active substance which is agrochemically active or is active for controlling pests. ### Claim 4 (depends on 1) An emulsion as claimed in claim 1, wherein said active substance is pharmacologically active. ### Claim 5 (depends on 1) An emulsion as claimed in claim 1, wherein the salt of an aryl polyglycol ether phosphate is a mono- or diphosphate of a phenol polyglycol ether or a mixture thereof. ### Claim 6 (depends on 1) An emulsion as claimed in claim 1, which contains from 0-50% by weight, based on the emulsion, of an organic solvent. ### Claim 7 (depends on 6) An emulsion as claimed in claim 6, wherein said organic solvent is an aromatic, aliphatic or cycloaliphatic hydrocarbon or an alcohol or ketone. ### Claim 8 (depends on 6) An emulsion as claimed in claim 6, wherein the amount of organic solvent does not exceed 20% by weight, based on the emulsion. ### Claim 9 (depends on 1) An emulsion as claimed in claim 1, wherein said emulsion is essentially free of organic solvent. ### Claim 10 (depends on 1) An emulsion as claimed in claim 1, which emulsion further comprises at least one additive, said additive being a preservative, an antifreeze, an odor-improver or an acid. ### Claim 11 (depends on 1) An emulsion as claimed in claim 1, wherein the oil phase of the oil-in-water emulsion is distributed in said aqueous phase in the form of drops having an average particle diameter of between 0.01 and 10 .mu.m. ### Claim 12 (depends on 11) An emulsion as claimed in claim 11, wherein said average particle diameter is in the range of 0.2 to 0.5 .mu.m. ### Claim 13 (depends on 1) An emulsion as claimed in claim 1, wherein the emulsion consists essentially of: 0.5 to 45% by weight of a said active substance, 0.1-10% by weight of at least one said salt of an aryl polyglycol ether phosphate, and to make up 100% by weight, water and, optionally, at least one additive or solvent; said emulsion being essentially free of any thickener, stabilizer, or buffer. ### Claim 14 (depends on 1) A method for treating plants comprising the step of applying to said plants an emulsion as claimed in claim 1. ### Claim 15 (depends on 1) A method for controlling pests comprising the step of treating the pests with an emulsion as claimed in claim 1. ### Claim 16 An oil-in-water emulsion comprising 0.001-70% by weight of at least one liquid active substance, said active substance being a phosphate or a carbamate or a mixture thereof, sufficient water to form said oil-in-water emulsion, from 0.001-20% by weight, of at least one salt of an aryl polyglycol ether phosphate of the formula I ##STR5## in which A represents the radical set forth within the brackets in the foregoing formula I, each R.sup.1, independently of the others, is C.sub.1 -C.sub.24 -alkyl, C.sub.5 -C.sub.15 -cycloalkyl, C.sub.8 -C.sub.24 -aryl or C.sub.6 -C.sub.24 -alkaryl, R.sup.2 is hydrogen, --O--C.sub.1 -C.sub.24 -alkyl, --O--C.sub.5 -C.sub.15 -cycloalkyl, --O--C.sub.6 -C.sub.18 -aryl or A, M is an alkali metal ion, alkaline earth metal ion or ammonium ion of the formula HN(R.sup.3).sub.3, where each R.sup.3, independently of the others, is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.5 -C.sub.15 -cycloalkyl, C.sub.6 -C.sub.18 -aryl, or a group of the formula --(CH.sub.2).sub.z --OH in which z is a number from 1 to 10; x is a number from 0 to 80, and y is a number from 0 to 50, the sum of x and y not being zero. ### Claim 17 (depends on 16) An emulsion as claimed in claim 16, wherein said emulsion comprises, to make up 100% by weight, water and optionally at least one solvent and at least one additive. ### Claim 18 (depends on 1) An emulsion as claimed in claim 1, wherein said emulsion further comprises at least one additional active substance which is agrochemically or pharmacologically active or is active for controlling pests.