Classifications

• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
  • A01N25/002—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing a foodstuff as carrier or diluent, i.e. baits
  • A01N25/006—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing a foodstuff as carrier or diluent, i.e. baits insecticidal
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
  • A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
  • A01N41/04—Sulfonic acids; Derivatives thereof
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
  • A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
  • A01N41/04—Sulfonic acids; Derivatives thereof
  • A01N41/06—Sulfonic acid amides
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
  • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
  • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
  • A01N43/20—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom three- or four-membered rings
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
  • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
  • A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
  • A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
  • A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
  • A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
  • A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic radicals

Definitions

• the treated bait must be transferable either by carrying it back to the nest or by trophallaxis , and the toxicity must be delayed because foraging ants constitute only a small percentage of the total colony and must survive long enough to pass the toxicant onto the main colony population, especially the queen. It is preferable that the formulations exhibit delayed toxicity over a wide range of pesticide concentration because the active ingredient becomes diluted during trophallaxis (Banks et al, ARS-S-169, Oct. 1977). Presently only one commercially available pesticide (Amdro U.S. Patent No. 4,152,436) is registered as a bait for outdoor control of fire ants such as Solenopsis invicta, S . xyloni, S.
• the method comprises treating the pests with an effective amount of a toxicant substance or mixture of substances of the formula
• compositions in accordance with the invention comprise the above toxicant substance or mixture of substances and a bait component.
• the fluoroaliphatic radical, R f is a fluorinated, monovalent moiety which is straight chain, branched chain, and if sufficiently large, cyclic, or combinations thereof, such as alkylcycloaliphatic radicals.
• the skeletal chain can include catenary oxygen and/or trivalent nitrogen hetero atoms bonded only to carbon atoms, such hetero atoms providing stable linkages between fluorocarbon groups and not interferring with the chemically inert character of the R f radical. While R f can have a large number of carbon atoms, compounds where R f is not more than 20 carbon atoms will be adequate and preferred since large radicals usually represent a less efficient utilization of fluorine than is possible with smaller R f radicals.
• R f will have up to 20 carbon atoms, preferably 5 to about 12.
• the terminal portion of the R f group has preferably at least three fully fluorinated carbon atoms, e.g., CF 3 CF 2 CF 2 -, and the preferred compounds are those in which the R f group is fully or substantially completely fluorinated, as in the case where R f is perfluoroalkyl, C n F 2n+1 .
• A is a structurally compatible residue (i.e., capable of being linked to the SO 2 radical) which includes the radicals NR 1 R 2 and OR 4 wherein R 1 and R 2 are selected from the group consisting of H, alkyl, alkenyl, alkynyl, aryl, aralkyl, aroyl, acyl, cycloalkyl, cycloalkenyl, cycloalkynyl, a heterocyclic ring containing atoms selected from the group consisting of C, N, S or O, hydroxyalkyl, haloalkyl, aminoalkyl, carboxyalkyl salts, esters and amides, or a group of the structure
• R 3 is selected from the same group as R 1 and R 2 ; and wherein R 4 is H, aryl, a heterocyclic ring or an alkaline earth, alkali metal, organic amine or ammonium cation.
• the formula NR 1 R 2 also includes radicals in which N, R 1 and R 2 are taken together to form a ring the atoms of which are selected from the group consisting of C, N, S or O.
• the salts of the invention are generally metal, ammonium or organic amine and quaternary amine salts and can be prepared by treating the acid-form compound with an appropriate base under mild conditions.
• the metal salts of the invention are alkali metal (e.g. , lithium, sodium and potassium), alkaline earth metal (e.g. , barium, calcium and magnesium) and heavy metal (e.g. , zinc and iron) salts as well as other metal salts such as aluminum.
• Appropriate bases for use in preparing the metal salts include metal oxides, hydroxides, carbonates, bicarbonates and alkoxides.
• Some salts are also prepared by cation exchange reaction (by reacting a salt of the invention with an organic or inorganic salt in a cation exchange reaction).
• the organic amine salts include the salts of aliphatic (e.g., alkyl), aromatic and heterocyclic amines, as well as those having a mixture of these types of structures.
• the amines useful in preparing the salts of the invention can be primary, secondary or tertiary and preferably contain not more than 20 carbon atoms. Such amines include, for example, morpholine, methyl cyclohexylamine, glucosamine, amines derived from fatty acids, etc.
• the amine and ammonium salts can be prepared by reacting the acid form with the appropriate organic base or ammonium hydroxide.
• Any of the salts of the types set out above are agriculturally acceptable, the one chosen depending upon the particular use and upon the economics of the situation. Of particular utility are the alkali metal, alkaline earth, ammonium and amines salts.
• the salts of the invention are frequently formed by reacting the precursors in aqueous solution.
• This solution can be evaporated to obtain the salt of the compound, usually as a dry powder.
• a non-aqueous solvent such as alcohols, acetones, etc.
• the resulting solution is then utilized in formulations which are treated to remove the solvent, for example, by evaporation under reduced pressure.
• pesticides which are suitable for use in the invention fulfill the above mentioned requirements for fire ant control and in addition, possess very little mammalian toxicity. They are also effective against other arthropods.
• Arthropod pests are suitably treated in accordance with the invention in any manner known to the prior art which is compatible with the above described toxicant compounds and mixtures. Suitable treatments include applying the toxicants as sprays in solutions, emulsions and dispersions; in traps with or without pheromone attractants and the like; and in bait formulations scattered in the vicinity of nests or in crop lands.
• Substances suitable for use in this invention must be effective for at least one species of arthropod. However, there are several factors which may affect the effectiveness of specific substances with specific insects and with specific treatment techniques. These factors include:
• bait formulations into which the toxicants can be incorporated.
• the term "bait" is understood by those skilled in the art to be any substance that will entice the insect to ingest the toxicant.
• Suitable baits include edible oils and fats, vegetable seed meals, meat by-products such as blood, fish meal, syrups, honey, sucrose and other sugars, peanut butter, cereals and the like (see U.S. Patent No. 3,220,921).
• Preferred baits for fire ants are mixtures of edible oils (as solvents for the toxicant compounds) with granular carriers such as corncob grits, pregel defatted corn grits and the like. These impregnated granular bait formulations readily fall to the ground when dispersed by areal or ground applicator where the ants forage. When found by the ants they are carried into the nest where the toxicants are ingested and distributed to workers and queen.
• any compound showing % mortality which is significantly greater than the bait without the toxicant is considered to be effective for the purposes of this invention.
• the use of preferred toxicants should result in less than 15% mortality at 24 hours and more than 50% and most preferably more than 85% mortality by the end of the test.
• the preferred compounds also should have at least a 10-fold difference between maximum and minimum dosages exhibiting delayed toxicity.
• Cotton swabs saturated with soybean oil containing 1.0% of a test compound were offered to the ants in the cups for a 24 hour period. The swabs were removed and the ants remained without food for 24 hours. Cotton swabs saturated with SBO only were then placed in the cups and left there for the remainder of the testing period. Mortality counts were recorded for the test compounds and for a standard fire ant toxicant, Table 1.
• Example 2 Some of the compounds tested in Example 1 were retested as in Example 1 at concentrations of 0.01%, 0.10% and 1.0%, Table 2.
• Example 2 Some of the preferred compounds from Example 2 were tested against duplicate laboratory colonies of fire ants. The colonies consisted of a queen, eggs, larvae, pupae and greater than 40,000 workers. The test compounds were dissolved in SBO at 1.0% concentration and impregnated on pregel defatted corn grits so that the corn grits contained 30% SBO mixture. The test compound, therefore, was 0.30% of the total bait weight.
• Treated baits were scattered by tractor on field plots containing a number of active fire ant mounds at a concentration of one pound per acre. Other plots containing fire ant mounds were treated in the same manner with untreated pregel defatted corn grits and with grits treated with a standard fire ant toxicant as control. Results were evaluated as described by D. P. Harlan, W. H. Banks and C. E. Stringer, Sothwest Entomologist, Vol. 6, pp. 150-157, 1981, Table 6.
• tests were replicated for at at least 1 concn. and a standard larvicide, methoprene, was used as a control with each test series.

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• Life Sciences & Earth Sciences (AREA)
• Health & Medical Sciences (AREA)
• Pest Control & Pesticides (AREA)
• General Health & Medical Sciences (AREA)
• Wood Science & Technology (AREA)
• Engineering & Computer Science (AREA)
• Dentistry (AREA)
• Plant Pathology (AREA)
• Agronomy & Crop Science (AREA)
• Zoology (AREA)
• Environmental Sciences (AREA)
• Insects & Arthropods (AREA)
• Food Science & Technology (AREA)
• Toxicology (AREA)
• Agricultural Chemicals And Associated Chemicals (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

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• 1984
  • 1984-01-04 JP JP59500822A patent/JPH0635365B2/ja not_active Expired - Lifetime
  • 1984-01-04 WO PCT/US1984/000028 patent/WO1984002650A1/en unknown
  • 1984-01-09 AU AU24923/84A patent/AU582533B2/en not_active Expired
• 1993
  • 1993-10-06 JP JP5250772A patent/JP2780913B2/ja not_active Expired - Lifetime

Patent Citations (25)

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