Pyrazoline derivatives as insecticidal compounds
US-2015353532-A1 · Dec 10, 2015 · US
US9826739B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9826739-B2 |
| Application number | US-37632007-A |
| Country | US |
| Kind code | B2 |
| Filing date | Aug 3, 2007 |
| Priority date | Aug 4, 2006 |
| Publication date | Nov 28, 2017 |
| Grant date | Nov 28, 2017 |
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The present invention relates to active compound concentrates having herbicidal action, comprising a) from 10 to 100 g/l of at least one 4-benzoyl-substituted pyrazole compound of the formula I in which R 1 , R 3 independently of one another are hydrogen, halogen, methyl, halomethyl, methoxy, halomethoxy, methylthio, methylsulfinyl or methylsulfonyl; R 2 is a 5-membered heterocyclic radical which is unsubstituted or carries 1, 2, 3 or 4 substituents selected from the group consisting of halogen, C 1 -C 6 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkyl, C 1 -C 4 -haloalkoxy and C 1 -C 4 -alkylthio; R 4 is hydrogen, halogen or methyl; R 5 is C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl or C 3 -C 6 -cycloalkylmethyl; and R 6 is hydrogen or C 1 -C 4 -alkyl; or one of its agriculturally useful salts, b) from 200 to 700 g/l of 2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)acetamide, and c) from 10 to 200 g/l of at least one surfactant S selected from a mixture of at least one anionic surfactant and at least one nonionic surfactant, where the components a), b) and c) are present dissolved in a mixture of organic solvents consisting to at least 95% by weight, based on the solvent mixture, of d1) at least one aprotic polar organic solvent having a miscibility with water at 25° C. and 1 bar of at least 50 g/l, and d2) at least one organic solvent having a solubility in water at 25° C. and 1 bar of less than 5 g/l.
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The invention claimed is: 1. A non-aqueous active compound concentrate comprising a) from 10 to 100 g/l of at least one 4-benzoyl-substituted pyrazole compound of the formula I or one of its salts in which R 1 and R 5 are each methyl; R 3 is methylsulfonyl; R 2 is 4,5-dihydroisoxazol-3-yl; and R 4 and R 6 are hydrogen, b) from 400 to 700 g/l of 2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethy)acetamide, and c) from 10 to 200 g/l of at least one surfactant S selected from a mixture of at least one anionic surfactant and at least one nonionic surfactant, where the components a), b) and c) are present dissolved in a mixture of organic solvents containing at least 95% by weight, based on the solvent mixture, of d1) at least one aprotic polar organic solvent having a miscibility with water at 25° C. and 1 bar of at least 50 g/l, which is selected from the group consisting of dimethyl sulfoxide, N-methylpyrrolidone, N-ethylpyrrolidone, and mixtures thereof, and d2) at least one organic solvent having a solubility in water at 25° C. and 1 bar of less than 5 g/l, which is a hydrocarbon solvent; in which the anionic surfactant is selected from the group consisting of compounds comprising at least one SO 3 group or one PO 4 group and at least one aliphatic hydrocarbon radical having 8 to 22 carbon atoms or an araliphatic hydrocarbon radical having 10 to 24 carbon atoms and in which the nonionic surfactant comprises, as main component, at least one poly-C 2 -C 3 -alkylene glycol ether compound, where the weight ratio of apolar protic solvent to hydrocarbon solvent is from 1:10 to 10:1, and where the total amount of organic solvent is from 300 to 600 g/l. 2. The active compound concentrate according to claim 1 , wherein the organic solvent has a solubility in water at 25° C. and 1 bar of less than 5 g/l is a hydrocarbon solvent and in which the weight ratio of aprotic polar solvent to hydrocarbon solvent is in the range of from 5:1 to 1:5. 3. The non-aqueous active compound concentrate of claim 1 in which the concentration of the at least one 4-benzoyl-substituted pyrazole compound of the formula I or its salt is from 20 to 100 g/l. 4. The non-aqueous active compound concentrate of claim 1 in which the concentration of the at least one 4-benzoyl-substituted pyrazole compound of the formula I or its salt is from 20 to 50 g/l. 5. The non-aqueous active compound concentrate of claim 1 in which the concentration of the 2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)acetamide is from 400 to 600 g/l. 6. The non-aqueous active compound concentrate of claim 4 in which the concentration of the 2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)acetamide is from 400 to 600 g/l. 7. The non-aqueous active compound concentrate of claim 1 wherein the aprotic polar organic solvent is N-methylpyrrolidone. 8. The non-aqueous active compound concentrate of claim 4 wherein the aprotic polar organic solvent is N-methylpyrrolidone. 9. A method for controlling unwanted vegetation which comprises preparing an aqueous spray liquor by diluting an active compound concentrate according to claim 1 and applying the spray liquor to act on plants, their seeds and/or their habitat and allowing the spray liquor to act on plants, their seeds and/or their habitat. 10. The method according to claim 9 which comprises treating the leaves of the unwanted plants with the aqueous spray liquor.
characterised by the surfactants · CPC title
with sulfur as the ring hetero atom · CPC title
1,2-Diazoles; Hydrogenated 1,2-diazoles · CPC title
five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2 · CPC title
containing liquids as carriers, diluents or solvents · CPC title
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