MXPA06001753A - Herbicidal composition - Google Patents

Abstract

An herbicidal composition comprising i) 5 to 40%by weight of clethodim, ii) 0.1 to 10%by weight of sulfonate surfactant, iii) 0.1 to 30%by weight of at least one nonionic surfactant selected from the group consisting of polyoxyalkylene fatty alcohol ether and polyoxyalkylene alkylphenyl ether, and iv) 50 to 94.8%by weight of aromatic hydrocarbon gives good stability of the emulsion after it is diluted with water.

Description

HERBICIDE COMPOSITION FIELD OF THE INVENTION The present invention relates to a herbicidal composition.

BACKGROUND OF THE INVENTION Some compositions containing a herbicidal cyclohexanedione compound are known from USP-4,626,276, USP-4, 741, 768, USP-5, 084, 087 and USP-5, 554, 576. In the USP document -5, 084, 087, a ready-to-dilute herbicidal composition comprises a cyclohexanone herbicide, a nonionic polyoxyethylene surfactant having a HLB from 10 to 14, dialkyl sulfosuccinate anionic surfactant or metal alkylaromatic sulfonate, a non-ionic surfactant is disclosed of polyoxyalkylene having an HLB of less than 10 and fatty acid alkanol ester.

SUMMARY OF THE INVENTION The present invention provides a herbicidal composition comprising i) 5 to 40% by weight of cletodin, ii) 0.1 to 10% by weight of sulfonate surfactant, iii) 0.1 to 30% by weight of at least one surfactant nonionic selected from the group consisting of fatty alcohol ether REF .: 168601 of polyoxyalkylene and polyoxyalkylene alkylphenyl ether and iv) to 94.8% by weight of aromatic hydrocarbon. In accordance with the present invention, the composition containing cletodin can provide a stable emulsion when diluted with hard water as well as with normal water.

DETAILED DESCRIPTION OF THE INVENTION In the present invention, cletodin is a herbicide ingredient, and the chemical name of cletodin is (±) -2- [(E) -1- [(E) -3-chloroalyloxyimino] propyl] - 5- [2- (ethylthio) propyl] -3-hydroxycyclohex-2-enone of the formula: It can be obtained in the market, for example, it is provided by Valent U.S.A. Corporation, Tomen Agro, Inc. or Arvesta Corporation. The content of cletodin in the herbicidal composition of the present invention is 5 to 40% by weight, preferably 10 to 30% by weight. The sulfonate surfactant means an anionic surfactant having at least one sulfonic acid salt group in the molecule. Examples of surfactant of sulfonate include alkylbenzenesulfonic acid salts (for example, benzenesulfonate (C 8 -C 15 alkyl)), alkylnaphthalenesulfonic acid salts, alkylsulfonic acid salts, alkylether sulfonic acid salts, fatty alcohol alcohoxysulfonic acid salts, and polyoxyalkylenetriethrylphenylether sulfonic acid salts. Typical examples of the salt are calcium, sodium and potassium salts. Typical examples of the sulfonate are dodecylbenzenesulfonate, diisopropylnaphthalenesulfonate, diisobutylnaphthalene sulfonate, α-olefinsulfonate and dialkylsulfosuccinate. Among this, calcium dodecylbenzenesulfonate, sodium dodecylbenzenesulfonate and potassium dodecylbenzenesulfonate are preferably used. The content of the sulfonate surfactant in the herbicidal composition of the present invention is 0.1 to 10% by weight, preferably 0.1 to 5.0% by weight. The polyoxyalkylene fatty alcohol ether is a nonionic surfactant which is polyoxyalkylated fatty alcohol. It is also known as polyoxyalkylene alkyl ether and is typically given by the formula: R-0- (A0) nH, wherein R is a higher alkyl which may contain one or more carbon * carbon double bonds, in other words, R may be alkenyl, (AO) n is block copolymer of polyoxyethylene, polyoxypropylene or polyoxyethylene polyoxypropylene and n is 2 to 30. It can be produced by an addition of alkylene oxide to fatty alcohol. Typical examples of polyoxyalkylene fatty alcohol ether include polyoxyethylene lauryl ether, polyoxyethylene octyl ether, polyoxyethylene myristyl ether, polyoxyethylene stearyl ether and polyoxyethylene oleyl ether. It is prepared by the addition of alkylene oxide (eg, ethylene oxide, propylene oxide) of fatty alcohol, called C10-C22 aliphatic alcohol. The HLB of the polyoxyalkylene fatty alcohol ether is preferably 9 to 17. The HLB stands for Hydrophilic-Lipoxyl Balance which is well known in the field of surfactants. The polyoxyalkylene alkylphenyl ether is also known as polyoxyalkylene alkylphenol and means a nonionic surfactant which is polyoxyalkylated alkylphenol. It can be produced by an addition of alkylene oxide to alkylphenol. It is typically given by the formula: R-C6H4-0- (AO) nHwherein R is an alkyl, (A0) n is polyoxyethylene, polyoxypropylene or polyoxyethylene polyoxypropylene block copolymer and n is 2 to 50. Typical examples of polyoxyalkylene alkyl phenyl ether include polyoxyethylene nonyl phenyl ether and polyoxyethylene octyl phenyl ether. The polyoxyalkylene alkylphenyl ether HLB is generally 10 to 16, preferably 11 to 14. The content of fatty alcohol ether of polyoxyalkylene and / or polyoxyalkylene alkylphenyl ether in the The herbicidal composition of the present invention is 0.1 to 30% by weight, preferably 0.1 to 20% by weight. The aromatic hydrocarbon is generally a solvent that can dissolve the cletodin. That is, the aromatic hydrocarbon is usually used in the amount that can dissolve the clethodin contained in the herbicidal composition. Examples of the aromatic hydrocarbon include xylene, phenylxylylethane, Hisol SAS-296 (a mixture of 1-phenyl-1-xylylethane and 1-phenyl-1-ethylphenylethane, commercially named Nippon Petroleum Company), Cactus Solvent HP-DMN (containing 80% dimethylnaphthalene, commercially named from Nikko Petrochemical Company), Cactus Solvent P-100 (alkyl benzene having 9 to 10 carbon numbers, commercially named from Nikko Petrochemical Company), Aromatic 150 (aromatic hydrocarbon, commercially named from ExxonMobil Chemical) and Aromatic 200 (aromatic hydrocarbon, commercially named Exxon Mobil Chemical). The content of the aromatic hydrocarbon in the herbicidal composition of the present invention is 50 to 94.8% by weight, preferably 65 to 89.8% by weight. In addition, the herbicidal composition optionally comprises the other solvent, auxiliaries such as fatty acid esters, antioxidant (e.g., propylgalate), fungicide, perfume, coloring material and so on.

Examples of fatty acid esters include methyl oleate, methyl palmitate, methyl laurate, isopropyl myristate, isopropyl palmitate, octyl laurate, octyl palmitate and butyl stearate. The herbicidal composition of the present invention can be prepared by mixing i) cletodin, ii) sulfonate surfactant, iii) polyoxyalkylene / polyoxyalkylene alkylphenyl ether fatty alcohol ether and iv) aromatic hydrocarbon, and optionally other solvent, auxiliaries and so on. The herbicidal composition of the present invention is used as an emulsifiable concentrate in general, that is, it is diluted with water to give an emulsion and applied to weeds, especially to grass weeds such as Agropyron tsukushiense, water grass (Echinocloa crus) -galli), green fox tailed grass (Setaria viridis), giant foxtail grass (Setaria faberi), large crabgrass (Digi taria sanguinalis) grass, annual bluegrass (Poa annual), field alopecuro (Alopecurus myosuroídes) , oats (Avena sativa), mad oats (Avena fatua), Johnson grass (Sorghum halepense), northern grass (Agropyron repens), downy brome (Bromus tectorum) and bermudagrass (Cynodon dactylo) in broad-leaved fields ( for example, soybean, cotton, sugar beet, peanut). The dosage of application is generally 10 g up to 1000 g per hectare in the amount of Cletodin, although it may vary with the classes of bad grasses, climatic conditions and so on. The dilution of the herbicide composition can also be used for aerial application by helicopter, aircraft or helicopter controlled by radio. The herbicidal composition of the present invention can be diluted with water containing propagation agent. Examples of the spreading agent include Agridex (trade name of Helena Chemical Corporation), Dynamic (trade name of Helena Chemical Corporation), Induce (trade name of Helena Chemical Corporation) and Sil et L-77 (manufactured by Nihon Unicar).

EXAMPLES Subsequently, the present invention is explained in more detail by referring to examples, but the present invention should not be limited in the following examples.

Example 1 The following ingredients were thoroughly mixed to give a herbicidal composition of the present invention. Cletodin (purity: 93%) 13.50% by weight Calcium dodecylbenzenesulfonate (60% calcium dodecylbenzenesulfonate in 2-ethylhexane, Agnique ABS 60C provided by Cognis) 1.67% by weight Polyoxyethylene lauryl ether (HLB 9.2, average molecular weight: approximately 200, product name: BRIJ 30 provided by Uniqema) 9.00% by weight Aromatic 150 (aromatic hydrocarbon, trade name of ExxonMobil Chemical) 75.83% by weight Example 2 The following ingredients were thoroughly mixed to give a herbicidal composition of the present invention. Cletodin (purity: 93%) 13.50% by weight Calcium dodecylbenzenesulfonate (60% calcium dodecylbenzenesulfonate in 2-ethylhexanol, Agnique ABS 60 provided by Cognis) 1.67% by weight Polyoxyethylene alkyl ether (HLB 9. 6, Pegnol 0-6A provided by Toho Chemical Industry) 9.00% by weight Aromatic 150 (aromatic hydrocarbon, trade name of ExxonMobil Chemical) 75.83% by weight Example 3 The following ingredients were thoroughly mixed to give a herbicidal composition of the present invention. Cletodin (purity: 93%) 13.50% by weight Calcium dodecylbenzenesulfonate (60% calcium dodecylbenzenesulfonate in 2-ethylhexanol, Agnique ABS 60C provided by Cognis) 3.34% by weight Polyoxyethylene lauryl ether (HLB 16.9, average molecular weight: approximately 1030, product name: BRIJ 35 Liq / Gel provided by Uniquema) 9.00% by weight Aromatic 150 (aromatic hydrocarbon, trade name of ExxonMobil Chemical) 75.83% by weight Example 4 The following ingredients were thoroughly mixed to give a herbicidal composition of the present invention Cletodin (purity: 93%) 13.50% by weight Calcium dodecylbenzenesulfonate (60% calcium dodecylbenzenesulfonate) in 2-ethylhexanol, Agnique ABS 60C provided by Cognis 3.34% by weight Polyoxyethylene alkyl ether (HLB 12.9, Pegnol L-4 provided by Toho Chemical Industry) 2.00% by weight Aromatic 150 (aromatic hydrocarbon, trade name of ExxonMobil Chemical) 81.16% by weight Example 5 The following ingredients were thoroughly mixed to give a herbicidal composition of the present invention. Cletodin (purity: 93%) 13.50% by weight Calcium dodecylbenzenesulfonate (60% calcium dodecylbenzenesulfonate) in 2-ethylhexanol, Agnique ABS 60C provided by Cognis) 3.34% by weight Polyoxyethylene alkyl ether (HLB 14.5, Sorpol ST-12 provided by Toho Chemical Industry) 2.00% by weight Aromatic 150 (aromatic hydrocarbon, trade name of ExxonMobil Chemical) 81.16% by weight Example 6 The following ingredients were thoroughly mixed to give a herbicidal composition of the present invention. Cletodin (purity: 93%) 13.50% by weight Calcium dodecylbenzenesulfonate (60% calcium dodecylbenzenesulfonate) in 2-ethylhexanol, Agnique ABS 60C provided by Cognis) 1.67% by weight Polyoxyethylene nonylphenyl ether (HLB 12, Markon 8 provided by Stepan) 9.00% by weight Aromatic 150 (aromatic hydrocarbon, trade name of ExxonMobil Chemical) 75.83% by weight Example 7 The following ingredients were mixed completely to give a herbicidal composition of the present invention. Cletodin (purity: 93%) 13.50% by weight Calcium dodecylbenzenesulfonate (60% calcium dodecylbenzenesulfonate) in 2-ethylhexanol, Agnique ABS 60C provided by Cognis) 1.67% by weight Polyoxyethylene nonylphenyl ether (HLB 13, Markon 10 provided by Stepan) 9.00% by weight Aromatic 150 (aromatic hydrocarbon, Trade name of ExxonMobil Chemical) 75.83% by weight Example 8 The following ingredients were thoroughly mixed to give a herbicidal composition of the present invention. Cletodin (purity: 93%) 13.50% by weight Calcium dodecylbenzenesulfonate (60% calcium dodecylbenzenesulfonate) in 2-ethylhexanol, Agnique ABS 60C provided by Cognis) 3.34% by weight Polyoxyethylene nonylphenyl ether (HLB 14, Markon 12 provided by Stepan) 2.00% by weight Aromatic 150 (aromatic hydrocarbon, name Trademark of ExxonMobil Chemical) 81.16% by weight Reference Example 1 The following ingredients were thoroughly mixed to give a herbicidal composition for reference. Cletodin (purity: 93%) 13.50% by weight Calcium dodecylbenzenesulfonate (60% calcium dodecylbenzenesulfonate) in 2-ethylhexanol, Agnique ABS 60C provided by Cognis) 1.67% by weight Polyoxyethylene alkyl ether (HLB 9.6, Pegnol 0-6A provided by Toho Chemical Industry) 9.00% by weight Methyl oleate (Agnique ME 181-U provided by Cognis) 40.00% by weight Aromatic 150 (aromatic hydrocarbon, Trade name of ExxonMobil Chemical) 35.83% by weight Reference Example 2 The following ingredients were thoroughly mixed to give a herbicidal composition for reference. Cletodin (purity: 93%) 13.50% by weight Calcium dodecylbenzenesulfonate (60% calcium dodecylbenzenesulfonate) in 2-ethylhexanol, Agnique ABS 60C provided by Cognis) 1.67% by weight Polyoxyethylene alkyl ether (HLB 14.1, Pegnol TE-10A provided by Toho Chemical Industry) 9.00% by weight Methyl oleate (Agnique ME 181-U provided by Cognis) 40.00% by weight Aromatic 150 (aromatic hydrocarbon, Trade name of ExxonMobil Chemical) 35.83% by weight Test Example 1 342 ppm hard water (obtained by dissolving 3.04 g of anhydrous calcium chloride and 0.139 g of magnesium chloride hexahydrate in distilled water and prepared up to 1 liter), were loaded in a 95 ml cylinder with lid, and they were kept at room temperature. Then, 5 ml of each of the compositions obtained in the Examples were added. 1 to 8 and Reference Examples 1 to 2. The cylinders were inverted 10 times in 20 seconds. After maintaining the cylinders for two hours at room temperature, the separation of the top layer was observed as emulsion stability. Example No. Stability of emulsion 1 excellent 2 excellent 3 good 4 excellent 5 excellent 6 excellent 7 good 8 excellent The compositions obtained in Examples 1 to 8 give good results as shown above; on the other hand, some separation of the top layer was observed in the compositions obtained in Reference Examples 1 to 2, which contains a large amount of a fatty acid alkanol ester as given in USP-5,084,087 and from this Thus, it contains a smaller amount of aromatic hydrocarbon than of the herbicidal composition of the present invention.

It is noted that with the relationship to this date, the best method known by the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention.

Claims (7)

1. CLAIMS Having described the invention as above, the content of the following claims is claimed as property: 1. Herbicidal composition, characterized in that it comprises from 5 to 40% by weight of cletodin, 0.1% to 10% by weight of sulfonate surfactant, 0.1 to 30% by weight of at least one nonionic surfactant selected from the group consisting of polyoxyalkylene fatty alcohol ether and polyoxyalkylene alkyl phenyl ether, and 50 to 94.8% by weight aromatic hydrocarbon.
2. 2. The herbicidal composition according to claim 1, characterized in that it comprises from 10 to 30% by weight of clethodine, from 0.1 to 5% by weight of a sulphonate surfactant, from 0.1 to 20% by weight of at least one selected nonionic surfactant. of the group consisting of polyoxyalkylene fatty alcohol ether and polyoxyalkylene alkyl phenyl ether, and 65% up to 89.8% by weight of an aromatic hydrocarbon.
3. 3. Herbicidal composition according to claim 1, characterized in that it comprises from 5 to 40% by weight of cletodin, 0.1 to 10% by weight of sulfonate surfactant, 0.1 to 30% by weight of a polyoxyalkylene fatty alcohol ether. and 50 to 94.8% by weight of aromatic hydrocarbon.
4. 4. The herbicidal composition according to claim 3, characterized in that the polyoxyalkylene fatty alcohol ether has a HLB of 9 to 17. The herbicidal composition according to claim 1, characterized in that it comprises 5 to 40% by weight of cletodin. , 0.1 to 10% by weight of sulfonate surfactant, 0.1 to 30% by weight of polyoxyalkylene alkylphenyl ether and 50 to 94.8% by weight of aromatic hydrocarbon. The herbicidal composition according to claim 5, characterized in that the polyoxyalkylene alkyl phenyl ether has an HLB of 10 to 16. The herbicidal composition according to any of claims 1 to 6, characterized in that the sulfonate surfactant is an acid salt. dodecylbenzenesulfonic