# US 5,352,674 A · Chemically stable granules containing insecticidal phosphoroamidothioates > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 5,352,674 A - Document ID: US5352674A - Status: Granted - Kind: A - Application number: 07/856,485 - Filed: 1992-03-24 - Granted: 1994-10-04 - Earliest claimed: 1991-03-25 - Assignees: Valent U.S.A., LLC - Inventors: Gary Cummings - Web page: https://patentgrep.com/patent/US5352674A ## CPC - A01N 57/28: containing acyclic or cycloaliphatic radicals - 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 Chemically stable granular insecticidal compositions of phosphoroamidothioates and phosphoroamidodithioates are provided. These compositions comprise at least 75 weight percent of ammonium sulfate effective for granulating the insecticidal components. Insecticidal methods employing these granules are also disclosed. ## Claims ### Claim 1 A granular insecticidal composition comprising: at least about 2 weight percent of an insecticidal compound or mixture of compounds of the formula: ##STR6## where R and R.sup.1 individually are alkyl, alkenyl or alkynyl containing up to 6 carbons, R.sup.2 is hydrogen, alkyl containing 1 to 18 carbon atoms, cycloalkyl containing 3 to 8 carbon atoms, alkenyl containing 2 to 18 carbon atoms or alkynyl containing 3 to 18 carbon atoms, R.sup.3 is hydrogen or alkyl containing 1 to 6 carbon atoms, and Y is oxygen or sulfur; at least about 75 weight percent of ammonium sulfate; and one or more processing aids selected from the group consisting of: (a) from about 0.5 to about 5 weight percent of one or more flowability agents; (b) from about 0.5 to about 5 weight percent of one or more lubricants; (c) from about 1 to about 6 weight percent of one or more binders, with the proviso that the total weight percent of additives (a), (b) and (c) in said granular composition ranges from at least 1 weight percent to less than about 6 weight percent. ### Claim 2 (depends on 1) The composition according to claim 1 wherein R and R.sup.1 are independently methyl, ethyl, allyl or alkenyl; R.sup.2 is H or alkyl; R.sup.3 is hydrogen; and Y is oxygen. ### Claim 3 (depends on 1) The composition according to claim 1 wherein R, R.sup.1 and R.sup.2 are methyl, R.sup.3 is hydrogen and Y is oxygen. ### Claim 4 A granular insecticidal composition comprising: from about 2 to about 24 weight percent of an insecticidal compound or mixture of compounds of the formula: ##STR7## where R and R.sup.1 individually are alkyl, alkenyl or alkynyl containing up to 6 carbons, R.sup.2 is hydrogen, alkyl containing 1 to 18 carbon atoms, cycloalkyl containing 3 to 8 carbon atoms, alkenyl containing 2 to 18 carbon atoms or alkynyl containing 3 to 18 carbon atoms, R.sup.3 is hydrogen or alkyl containing 1 to 6 carbon atoms, and Y is oxygen or sulfur; from about 75 to about 97 weight percent of ammonium sulfate; and one or more processing aids selected from the group consisting of: (a) from about 0.5 to about 5 weight percent of one or more flowability agents; (b) from about 0.5 to about 5 weight percent of one or more lubricants; (c) from about 1 to about 6 weight percent of one or more binders, with the proviso that the total weight percent of additives (a), (b) and (c) in said granular composition ranges from at least 1 weight percent to less than about 6 weight percent. ### Claim 5 (depends on 4) The composition according to claim 4 wherein the granular composition comprises at least about 83 weight percent ammonium sulfate. ### Claim 6 (depends on 5) The composition according to claim 5 wherein the granular composition comprises about 15 weight percent of the insecticidal compound or mixture of compounds. ### Claim 7 (depends on 4) The composition according to claim 4 wherein R and R.sup.1 are independently methyl, ethyl, allyl or alkenyl; R.sup.2 is H or alkyl; R.sup.3 is hydrogen; and Y is oxygen. ### Claim 8 (depends on 4) The composition according to claim 4 wherein R, R.sup.1 and R.sup.2 are methyl, R.sup.3 is hydrogen and Y is oxygen. ### Claim 9 (depends on 1) The composition according to claim 1 wherein the granular composition is prepared by compression. ### Claim 10 A method for killing insects which comprises contacting insects or their growth habitats with an insecticidally effective amount of granules comprising: at least about 2 weight percent of a compound of the formula: ##STR8## where R and R.sup.1 individually are alkyl, alkenyl or alkynyl containing up to 6 carbons, R.sup.2 is hydrogen, alkyl containing 1 to 18 carbon atoms, cycloalkyl containing 3 to 8 carbon atoms, alkenyl containing 2 to 18 carbon atoms or alkynyl containing 3 to 18 carbon atoms, R.sup.3 is hydrogen or alkyl containing 1 to 6 carbon atoms, and Y is oxygen or sulfur; at least about 75 weight percent of ammonium sulfate; and one or more processing aids selected from the group consisting of: (a) from about 0.5 to about 5 weight percent of one or more flowability agents; (b) from about 0.5 to about 5 weight percent of one or more lubricants; (c) from about 1 to about 6 weight percent of one or more binders, with the proviso that the total weight percent of additives (a), (b) and (c) in said granular composition ranges from at least 1 weight percent to less than about 6 weight percent. ### Claim 11 (depends on 10) The method according to claim 10 wherein said granules comprise at least about 83 weight percent of ammonium sulfate. ### Claim 12 (depends on 10) The method according to claim 10 wherein R and R.sup.1 are independently methyl, ethyl, allyl or alkenyl; R.sup.2 is H or alkyl; R.sup.3 is hydrogen; and Y is oxygen. ### Claim 13 (depends on 12) The method according to claim 12 wherein R, R.sup.1 and R.sup.2 are methyl, R.sup.3 is hydrogen and Y is oxygen. ### Claim 14 A method for killing insects which comprises contacting insects or their growth habitats with an insecticidally effective amount of granules comprising: from about 2 to about 24 weight percent of a compound of the formula: ##STR9## where R and R.sup.1 individually are alkyl, alkenyl or alkynyl containing up to 6 carbons, R.sup.2 is hydrogen, alkyl containing 1 to 18 carbon atoms, cycloalkyl containing 3 to 8 carbon atoms, alkenyl containing 2 to 18 carbon atoms or alkynyl containing 3 to 18 carbon atoms, R.sup.3 is hydrogen or alkyl containing 1 to 6 carbon atoms, and Y is oxygen or sulfur; from about 75 to about 97 weight percent of ammonium sulfate; and one or more processing aids selected from the group consisting of: (a) from about 0.5 to about 5 weight percent of one or more flowability agents; (b) from about 0.5 to about 5 weight percent of one or more lubricants; (c) from about 1 to about 6 weight percent of one or more binders, with the proviso that the total weight percent of additives (a), (b) and (c) in said granular composition ranges from at least 1 weight percent to less than about 6 weight percent. ### Claim 15 (depends on 14) The method of claim 14 wherein the granular composition comprises about 15 weight percent of the insecticidal compound. ### Claim 16 (depends on 14) The method of claim 14 wherein R and R.sup.1 are independently methyl, ethyl, allyl or alkenyl; R.sup.2 is H or alkyl; R.sup.3 is hydrogen; and Y is oxygen. ### Claim 17 (depends on 14) The method of claim 14 wherein R, R.sup.1 and R.sup.2 are methyl, R.sup.3 is hydrogen and Y is oxygen. ### Claim 18 (depends on 1) The method of claim 1 wherein the granular composition is prepared by compression. ### Claim 19 A method for killing insects which comprises contacting the root zones of plants which are ingested by said insects or the plant's growth medium with a granular composition comprising: at least about 2 weight percent of a compound of the formula: ##STR10## where R and R.sup.1 individually are alkyl, alkenyl or alkynyl containing up to 6 carbons, R.sup.2 is hydrogen, alkyl containing 1 to 18 carbon atoms, cycloalkyl containing 3 to 8 carbon atoms, alkenyl containing 2 to 18 carbon atoms or alkynyl containing 3 to 18 carbon atoms, R.sup.3 is hydrogen or alkyl containing 1 to 6 carbon atoms, and Y is oxygen or sulfur; at least about 75 weight percent of ammonium sulfate; and one or more processing aids selected from the group consisting of: (a) from about 0.5 to about 5 weight percent of one or more flowability agents; (b) from about 0.5 to about 5 weight percent of one or more lubricants; (c) from about 1 to about 6 weight percent of one or more binders, with the proviso that the total weight percent of additives (a), (b) and (c) in said granular composition ranges from at least 1 weight percent to less than about 6 weight percent. ### Claim 20 (depends on 1) A granular insecticidal composition according to claim 1, wherein the composition is prepared by compaction and does not contain any binders.