CN101522028A - Herbicidal compositions with reduced phytotoxicity - Google Patents
Herbicidal compositions with reduced phytotoxicity Download PDFInfo
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- CN101522028A CN101522028A CNA2007800383384A CN200780038338A CN101522028A CN 101522028 A CN101522028 A CN 101522028A CN A2007800383384 A CNA2007800383384 A CN A2007800383384A CN 200780038338 A CN200780038338 A CN 200780038338A CN 101522028 A CN101522028 A CN 101522028A
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- 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
- A01N43/06—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 five-membered rings
- A01N43/08—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 five-membered rings with oxygen as the ring hetero atom
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- 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/04—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aldehyde or keto groups, or thio analogues thereof, directly attached to an aromatic ring system, e.g. acetophenone; Derivatives thereof, e.g. acetals
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- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
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- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
A herbicidal composition with reduced phytotoxicity, containing, as a combination, (a) 2-{2-chloro-4-mesyl-3- [(tetrahydrofuran-2-ylmethoxy)methyl] benzoyl}- cyclohexan-1, 3-dione; and (b) at least one phytotoxicity-reducing substance selected from the group consisting of benzoisothiazolinone derivatives, benzamide derivatives, benzothiazole derivatives, benzoxazolinone derivatives, benzoxazine derivatives, thiazinyl, isoprothiolane, hexamethylenetetramine, potassium oxalate and vanillin derivatives.
Description
Technical field
The present invention relates to have the phytotoxic Herbicidal combinations of reduction.More specifically, the present invention relates to have the phytotoxic Herbicidal combinations of reduction, it comprises the compound with activity of weeding and has the specific compound that reduces phytotoxic effect.
Background technology
The benzoyl cyclohexyl diketone of weeding is known in the several pieces of documents (for example, WO98/29406, WO 00/21924, WO 01/07422 and WO 2004/063187).
In addition; 2-{2-chloro-4-mesyl-3-[(oxolane-2-ylmethoxy)-and methyl] benzoyl }-hexamethylene-1; 3-diketone (common name: be abbreviated as special furan sulphur humulone (tefuryltrion)) is a kind of in the benzoyl cyclohexyl diketone; has superior activity of weeding; but depend on service condition, application stages, amount of application, target crop plant etc., have crop plants is relatively caused phytotoxic problem.Therefore, wish research and find to have the compound that reduces phytotoxic effect, be used for suppressing above-mentioned phytotoxicity.
Summary of the invention
The present inventor finds that combination as follows reduces the herbicidal effect of the phytotoxicity effect of making deposits yields and performance being wished by weeding active compound, finishes the present invention thus.The phytotoxic Herbicidal combinations with reduction according to therefore the present invention provides comprises, as what make up,
(a) methyl 2-{2-chloro-4-mesyl-3-[(oxolane-2-ylmethoxy)] benzoyl }-hexamethylene-1, the 3-diketone; With
(b) at least a compound that is selected from down group: benzisothiazole ketone derivatives, heterocyclic carbamate derivatives, benzothiazole derivant, benzoxazolinone derivative, benzo-oxazine derivative, thiazinyl, Isoprothiolane, hexa, potassium oxalate and vanillin derivative.
Surprisingly, according to the present invention, when the above-mentioned herbicides compounds of mentioning (a) and compound (b) when being used in combination, described compound (b) can reduce the phytotoxicity effect of herbicides compounds (a), therefore this herbicides compounds can be used to, be difficult to use the crop genetics zone of herbicides compounds, this is extremely beneficial effect.In addition, the phytotoxic effect of this reduction of finding compound (b) be novelty and be unknown so far exceedingly useful effect.
In compound (b), the example of benzisothiazole ketone derivatives comprises
1,2-benzisothiazole-3-ketone and its sodium salt, probenazole and asccharin.
The example of heterocyclic carbamate derivatives comprises phthalimide and benzamide.
The example of benzothiazole derivant comprises the 2-hydroxybenzothiazole.
The example of benzoxazolinone derivative comprises the 2-benzoxazolinone.
The example of benzo-oxazine derivative comprises 2H-1,4-benzoxazine-3 (4H)-ketone and isatin anhydride.
The example of vanillin derivative comprises vanillin, vanillic acid, vanillyl alcohol and Ethylvanillin.
Compound (b) is those that know in organic chemistry filed.
Compound (b) itself has the phytotoxic effect of reduction, in the phytotoxic Herbicidal combinations with reduction of the present invention, the classification that depends on herbicides compounds, and the application stages of described composition, use zone and application process etc., the mixing ratio of herbicides compounds (a) and compound (b) can change in relative wide scope.Usually, compound (b) can use with the ratio of the herbicides compounds (a) of 0.001 to 5 weight portion, preferred 0.004 to the 3 every weight portion of weight portion.
Most preferably, the phytotoxic Herbicidal combinations with reduction of the present invention is characterised in that it can show optionally herbicide effect between crop plants and weeds.This optionally herbicide effect makes above-claimed cpd useful in following plant.
Broadleaf weed belongs to such as sinapsis alba and belongs to (Sinapis), separate row Vegetable spp (Lepidium), Bedstraw (Galium), Stellaria (Stellaria), Chenopodium (Chenopodium), Urtica (Urtica), Senecio (Senecio), Amaranthus (Amaranthus), Portulaca (Portulaca), Xanthium (Xanthium), Ipomoea (Ipomoea), Polygonum (Polygonum), Ambrosia (Ambrosia), Cirsium (Cirsium), sonchus (Sonchus) Han Lepidium (Rorippa), lamium (Lamium), Veronica (Veronica), Datura (Datura), Viola (Viola), the weasel hemp nettle belongs to (Galeopsis), papaver (Papaver), bachelor's-button (Centaurea), ox Teng Chrysanthemum (Galinsoga), mexicana (Rotalaindica), Vandellia (Lindernia) etc.;
Cultivating thing in dicotyledonous year belongs to such as Gossypium (Gossypium), Glycine (Glycine), Beta (Beta), Daucus (Daucus), Phaseolus (Phaseolus), Pisum (Pisum), Solanum (Solanum), linum (Linum), Ipomoea (Ipomoea), Vetch (Vicia), Nicotiana (Nicotiana), tomato belongs to (Lycopersicon), Arachis (Arachis), Brassicas (Brassica), Lactuca (Lactuca), Cucumis (Cucumis) and Cucurbita (Cucurbita);
Monocotyledon weed belongs to such as Echinochloa (Echinochloa), setaria (Setaria), millet belongs to (Panicum), knotgrass (Digitaria), ladder forage spp (Phleum), annual bluegrass belongs to (Poa), Festuca (Festuca) belongs to (Eleusine), Lolium (Lolium), Brome (Bromus), Avena (Avena), Cyperus (Cyperus), Sorghum (Sorghum), Agropyron (Agropyron), Monochoria (Monochoria), genus fimbristylis (Fimbristylis), arrowhead belongs to (Sagittaria), Eleocharis (Eleocharis) Scirpus (Scirpus), Paspalum (Paspalum), ischaemum (Ischaemum), Agrostis (Agrostis), amur foxtail belongs to (Alopecurus) and Cynodon (Cynodon); With
Unifacial leaf cultivated plant such as paddy rice (Oryza (Oryza)), corn/quick-fried grain is planted corn (Zea (Zea)), wheat (Triticum (Triticum)), barley (Hordeum (Hordeum)), oat (Avena (Avena)), rye (Secale (Secale)), Chinese sorghum (Sorghum (Sorghum)), broomcorn millet (millet belongs to (Panicum)), sugarcane (saccharum (Saccharum)), pineapple (Ananas (Ananas)), asparagus (Asparagus (Asparagus)) and onion (allium (Allium)).
In addition, composition of the present invention does not limit the use of in these plants, but contains other plant in the same manner.
Composition of the present invention can be used for preventing and treating the weeds in the perennial plant cultivation, described perennial plant such as plantation, ornamental plants, fruit farm, grape farm, oranges and tangerines farm, nut farm, banana cultivation field, coffee cultivation field, tea cultivation field, rubber cultivation field, Guinea's oil palm cultivation field, cocoa cultivation field, fruitlet farm and hop growing field.In addition, the present composition can be used for optionally controlling weeds in the therophytes cultivation.
Described composition can be formulated as conventional formulation and is used to control weeds.The example of dosage form comprises pulvis, granule, wetting powder, water-dispersible granules, missible oil, runny preparaton or aqueous suspension agent, emulsion, large size preparaton-packing, floatability granule etc.
These preparations can for example, mix herbicides compounds (a) and compound (b) with known method preparation itself with the liquid or solid diluent or carrier, randomly be mixed together with surfactant or formulation aid, prepare preparaton thus.
Can be used in the solid carrier of the preparation present composition and/or the example of solid diluent comprises:
The inorganic substances that mineral such as clay, kaolin, talcum, calcium carbonate, diatomite, zeolite, bentonite, acid clay, activated clay, attapulgite clay, leech soil, perlite, float stone, silica sand, silica etc. constitute;
Sintetics is such as hydrophilic silica, hydrophobic silex, hard charcoal such as calcium silicates etc., synthetic zeolite, titanium dioxide etc.;
Plant organic matter matter such as soybean meal, tobacco powder, maize cob meal, English walnut powder, wheat flour, wood powder, starch, crystal fibre element etc.;
Synthetic or natural polymeric compounds such as coumarone resin, Petropols, alkyd resins, poly alkylene glycol, ketone resin, ester gum etc.;
Wax such as Brazil wax, beeswax etc.; With
Water-soluble substances such as urea, lactose, sucrose, ammonium sulfate, potassium chloride etc.
The suitable liquid-carrier and/or the example of liquid diluent comprise:
Fat and oils are such as palm oil, rapeseed oil, corn oil, soybean oil, rice bran wet goods;
Based on the solvent of alkane or cycloalkane, such as kerosene, mineral oil, bobbin oil, white oil, normal paraffin hydrocarbons, isoparaffin, cycloalkane etc.;
Based on the solvent of aromatic hydrocarbon, such as dimethylbenzene, alkylbenzene, Fluhyzon etc.;
Alcohols is such as ethanol, phenmethylol, isopropyl alcohol, cyclohexanol etc.;
Polyalcohols is such as ethylene glycol, diethylene glycol, propane diols, polyethylene glycol etc.;
The ether alcohol class is such as ethylene glycol ethyl ether, ethylene glycol phenyl ether, diethylene glycol ether, diethylene glycol butyl ether etc.;
Ketone is such as methyl ethyl ketone, diisobutyl ketone, cyclohexanone, acetophenone, isophorone, gamma-butyrolacton etc.;
The ester class comprises fatty acid methyl ester such as palm oil fatty acid methyl esters etc., binary acid methyl esters such as dimethyl succinate, glutamic acid dimethyl ester, dimethyl adipate etc., and ethyl acetate, pentyl acetate, ethylene glycol ethyl ethers acid esters, diethylene glycol acetic acid esters etc.;
Ethers is such as dioxane, oxolane etc.;
Polar solvent, such as dimethyl formamide, dimethylacetylamide, methyl-sulfoxide, N-alkyl pyrrolidone etc., perhaps water etc.
In addition, for the emulsification of active component, dispersion, wetting, scatter, purposes such as prevention decomposition, effect reinforcement, and/or, can use surfactant, binding agent and other auxiliary agent for the purpose of the physical property of improving preparation (disintegrative control, mobilely improve, pre-anti-freeze, give anti-rain etc.).As surfactant, can use compound such as nonionic, anion, cation and the amphoteric compound of any type, can use nonionic and/or anionic compound usually.Mention as suitable non-ionic surface active agent, for example sorbitan fatty ester, polyoxyalkylene sorbitan fatty ester, sucrose fatty ester; Polyoxyalkylene fatty acid ester, polyoxyalkylene resinate, polyoxyalkylene aliphatic diester; Polyoxyalkylene castor oil, polyoxyalkylene hardened castor oil; Polyoxyalkylene alkyl; Polyoxyalkylene alkyl phenyl ether, polyoxyalkylene dialkyl phenyl organic ether, polyoxyalkylene alkyl phenyl ether formaldehyde condensation products; Polyoxyethylene/polyoxypropylene block polymer, alkyl polyoxyethylene/polyoxypropylene block polymer ether, alkyl phenyl polyoxyethylene/polyoxypropylene block polymer ether; Polyoxyalkylene alkylamine, polyoxyalkylene fatty acid amide; Polyoxyalkylene benzyl phenyl (or phenyl) ether, polyoxyalkylene styryl phenyl (or phenyl) ether; Polyoxyalkylene ether and ester class based on silicon or based on surfactant of fluorine etc.
The example of suitable anion surfactant comprises alkyl sulfate, polyoxyalkylene alkyl sulphate, polyoxyalkylene alkyl phenyl ether sulfate, polyoxyalkylene benzyl (styryl) phenyl (or phenyl) ether sulfate, polyoxyethylene/polyoxypropylene block polymer sulphate; Alkane (alkane) sulfonate, alpha-alkene sulfonate, dialkyl sulfosuccinates, alkylbenzenesulfonate, list or dialkyl group naphthalene sulfonate, naphthalene sulfonic acids-formaldehyde condensation products salt, alkyl diphenyl base ether disulfonate, lignosulfonates, polyoxyalkylene alkyl phenyl ether sulfonate, polyoxyalkylene ether sulfosuccinic acid half ester salt; Soap, N-methyl fat sarcosinate, resinate; Polyoxyalkylene alkyl phosphate, polyoxyalkylene list or dialkyl phenyl organic ether phosphate, polyoxyalkylene benzylization (or styrylization) phenyl (or phenyl) ether phosphate, polyoxyethylene/polyoxypropylene block polymer phosphate; Polyacrylate, multi-carboxylate etc.
Cationic surfactant comprises the ammonium class, as alkyl trimethylammonium chloride, methyl chloride-polyoxyethylene-alkylammonium, bromination alkyl-N-picoline, chlorination list or dialkyl methyl ammonium, dichloride alkyl pentamethyl propane diamine etc.; The benzalkonium class is such as chlorination alkyl dimethyl benzene first hydrocarbon ammonium, Benzethonium Chloride etc.
Amphoteric surfactant comprises betaines such as dialkyl group diamino ethyl betain, alkyl dimethyl benzyl betain etc.
What give an example as binding agent is bentonite, casein, gelatin, starch, dextrin, lignosulfonates, alginates, gum Arabic, xanthans, carboxymethyl cellulose, methylcellulose, polyvinyl alcohol, polyvinylpyrrolidone etc.
Mention disintegration controlling agent, antifreezing agent, preservative, fluidity improver, defoamer, wetting agent, spreading agent, anti-rain imparting agent etc. as other auxiliary agent.
Above-mentioned carrier of mentioning and surfactant, adhesive and various auxiliary agent can be used alone or in combination suitably, depend on purpose, application stages of relevant preparation type etc.
Preparation can comprise herbicides compounds (a) and compound (b) usually, and total concentration is 0.1 to 95 weight %, preferred 0.5 to 90 weight %.
The present composition can directly use or use with its dosage form, is used for prevention and control weeds, and alternately, all right bucket mixes and uses.In addition, described composition can mix with other known reactive compound, particularly with reactive compound commonly used, for example fungicide, insecticide, plant growth regulator, plant nutrition replenishers, soil improver, fertilizer etc.
The present composition can directly use or use with the form of its preparation, perhaps uses with the form of the administration form that makes by further dilution preparation, for example with the form of ready to use solution, emulsion, suspension, pulvis, wetting powder or granule.These forms can for example be irrigated in a usual manner, sprayed, spraying, dusting, sprinkling granule etc. are administered to the rice field.
The present composition uses after can and sprouting before plant sprouts.According to the present invention, can also reduce phytotoxicity by administered compound (b) before or after using herbicides compounds (a).
According to the present invention, the amount of application of composition can significantly change in the scope.Amount of application can be that for example, 0.01 to 10kg/ha, preferred 0.5 to 5kg/ha, by the total amount of herbicides compounds (a) and compound (b).
The outstanding advantageous effects of the present composition will further specify by following embodiment.Yet the present invention should not be only limited to these embodiment.
Embodiment
Biological test embodiment and example of formulations (test compound)
(a): special furan sulphur humulone
(b-1): 1, the sodium salt of 2-[4-morpholinodithio quinoline-3-ketone
(b-2): probenazole
(b-3): phthalimide
(b-4): benzamide
(b-5): the 2-hydroxybenzothiazole
(b-6): the 2-benzoxazolinone
(b-7): 2H-1,4-benzoxazine-3 (4H)-ketone
(b-8): isatin anhydride
(b-9): hexa
(b-10): potassium oxalate
(b-11): vanillin
(b-12): vanillic acid
(b-13): Ethylvanillin
Experimental example 1
Reduce phytotoxic effect test (I)
Test method:
30m l is comprised each drug solution that 1ppm compound (a) and 20ppm belong to the test compound of compound (b) to add in the standard jar of 50ml.
After the root of the rice strains of 2.0 to 2.2 leaf phases is cut into 1cm, it immersed drug solution and be statically placed in the growth cabinet (under the bright-dark cycle of the quantity of illumination of 25 ℃ temperature, 80% humidity, 6KLx and 12 hours) 3 days.Replenishing the water that evaporates during leaving standstill makes the volume of water remain on 30ml.Take out rice strain and water flushing after 3 days attached to behind the drug solution in the rice strain, it is transferred in the water culture medium (30ml) that comprises fertilizer, and in growth cabinet (under the bright-dark cycle the quantity of illumination of 25 ℃ temperature, 80% humidity, 6KLx and 12 hours), grows.
In order to assess, the leaf portion and the root of the rice strain of compound (b) the class mark that bore hole is handled in observing during the reason throughout after 12 days in immersing drug solution, comprise in by drug solution.
Assessment is undertaken by following evaluation criteria.
+++; Be equal to un-added growth.Root take root and the growth of leaf portion and root is all accelerated.
++; Compare the single agents of compound (a), root take root and the growth of leaf portion and root is all accelerated.
+; Level is similar to the single agents of compound (a).
-; Single agents than compound (a) suppresses more.
Result of the test is shown in table 1.
[table 1]
Experimental example 2
Reduce the test (II) of phytotoxic effect
Test method:
The 1/5000a wagner's pot of having filled paddy soils is provided in KOITOTRON (artificial climate machine) and the greenhouse.The temperature of KOITOTRON is set to, and after being transplanted to 14 days, every day 13 ℃ (12 hours) is to 15 ℃ (12 hours), the scope of every day 20 ℃ (12 hours) to 25 ℃ (12 hours) after 14 days.Water in the experimental bench that cooling provides jar makes that the temperature the greenhouse is average 12.5 ℃ after 14 days from being transplanted to.Stop cooling after 14 days, temperature-averaging is 21.8 ℃.
The transplanting degree of depth with 2cm is transplanted three strain rice plant (trade marks in each jar; NIHONBARE, 2.2 to 2.6 leaf phases).After the transplanting, above-mentioned jar is under the irrigation state of 3cm, and keeps water level at duration of test.
Transplant after 5 days, the granule that the granule that respectively contains 3% compound (a) of fixed amount and the compound (a) that contains fixed concentration are added compound (b) is applied to the irrigation water surface in each jar.
From above-mentioned processing one day after, during 7 days, carry out 0.5cm/ days the processing of leaking.
In order to assess, carrying out after 5 weeks with described compound treatment stem number, root weight and the heavy measurement of leaf.
Assess according to following evaluation criteria.
Be described as contrasting %, reference uses the single agents of compound (a) processing as 100%.
Greater than 100%; The processing phytotoxicity of comparing with the single agents of compound (a) is lowered.
100 to 90%; Although compare with the processing of the single agents of compound (a) and observe influence, expection will recover and influence hardly output etc.
90 to 80%; Compare with the processing of the single agents of compound (a) and observe stronger influence.
Less than 80%; Compare with the processing of the single agents of compound (a) and observe obviously stronger influence.
Result of the test is shown in table 2.
Table 2
Example of formulations 1 (extruding granule)
In the mixture of the calcium carbonate of the lignosulfonates of the sodium tripolyphosphate of the sodium bentonite (montmorillonite) of the compound (b-2) of the compound (a) of 3 weight portions, 0.1 weight portion, 30 weight portions, 1 weight portion, 3 weight portions and 61.4 weight portions, add the dialkyl sodium sulfosuccinate salt that comprises 0.5 weight portion of 25 weight portions and 1 weight portion the polycarboxylic acid sodium salt water and fully mediate the gained mixture; be processed as the particle of 500 to 1700 μ m with the extrusion type granulator, and at 80 ℃ of dry down system granules.
Example of formulations 2 (extruding granule)
In the sodium hexametaphosphate of the sodium bentonite (montmorillonite) of the compound (b-2) of the compound (a) of 3 weight portions, 0.1 weight portion, 30 weight portions, 2 weight portions and 60.2 parts by weight of clay, add the polyoxyalkylene triphenylethylene base phenyl ether sodium sulfate salt of the dialkyl sodium sulfosuccinate salt that comprises 0.2 weight portion, 4 weight portions of 22 weight portions and 0.5 weight portion the polycarboxylic acid sodium salt water and fully mediate the gained mixture; be processed as the particle of 500 to 1700 μ m with the extrusion type granulator, and make granule 80 ℃ of following dryings.
Example of formulations 3 (fine grained agent)
The clay mineral grain with size distribution of 0.2 to 0.7mm of 73.2 weight portions is added in the rotary-type agitator of container, and compound (b-2) liquid diluent with 10 weight portions under rotation of the compound (a) of 15 weight portions and 0.3 weight portion sprayed, and add the hard charcoal of 1.5 weight portions, to obtain the fine grained agent.
Example of formulations 4 (preparaton can suspend)
The mixture of the water of the silicone oil emulsion of the xanthans of the polyoxyalkylene triphenylethylene base phenyl ether of the propane diols of the compound (b-2) of the compound (a) of 6 weight portions, 0.1 weight portion, 10 weight portions, 5 weight portions, 1 weight portion, 0.1 weight portion and 77.8 weight portions is fully stirred, use DYNO-MILL (KDL type) to grind then, make suspending concentrate.
Claims (2)
1. have the phytotoxic Herbicidal combinations of reduction, it comprises, as what make up,
(a) methyl 2-{2-chloro-4-mesyl-3-[(oxolane-2-ylmethoxy)] benzoyl }-hexamethylene-1, the 3-diketone; With
(b) at least a compound that is selected from benzisothiazole ketone derivatives, heterocyclic carbamate derivatives, benzothiazole derivant, benzoxazolinone derivative, benzo-oxazine derivative, thiazinyl, Isoprothiolane, hexa, potassium oxalate and vanillin derivative.
2. the phytotoxic Herbicidal combinations with reduction of claim 1, be at least aly to be selected from 1 wherein as the defined compound of claim 1 (b), 2-benzisothiazole-3-ketone and sodium salt thereof, allyl isothiazole, asccharin, phthalimide, benzamide, 2-hydroxybenzothiazole, 2-benzoxazolinone, 2H-1, the compound of 4-benzoxazine-3 (4H)-ketone, isatin anhydride, thiazinyl, Isoprothiolane, hexa, potassium oxalate, vanillin, vanillic acid, vanillyl alcohol and Ethylvanillin.
Applications Claiming Priority (2)
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JP2006247602A JP5213320B2 (en) | 2006-09-13 | 2006-09-13 | Herbicide composition with reduced phytotoxicity |
JP247602/2006 | 2006-09-13 |
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KR (1) | KR101432627B1 (en) |
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WO (1) | WO2008031507A2 (en) |
Cited By (2)
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CN104996425A (en) * | 2015-07-03 | 2015-10-28 | 中国科学院植物研究所 | Method used for inhibiting growth of weed root |
CN112205405A (en) * | 2020-11-11 | 2021-01-12 | 浙江新安化工集团股份有限公司 | Weeding composition containing vanillin and glufosinate-ammonium and herbicide |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5119181B2 (en) * | 2009-02-17 | 2013-01-16 | 北興化学工業株式会社 | Pesticide granules with stabilized active ingredients |
CN105993486B (en) * | 2016-05-26 | 2018-12-18 | 江苏沿江地区农业科学研究所 | Semen viciae fabae-large-leaf fructus lycii healthcare Qi-tender tea leaves lotus-sponge gourd-tomato diversification implantation methods in a kind of greenhouse |
WO2019163946A1 (en) * | 2018-02-23 | 2019-08-29 | 三井化学アグロ株式会社 | Phytotoxicity reducing agent containing bactericidal compound as active ingredient, and phytotoxicity-reduced herbicidal composition containing said phytotoxicity reducing agent and herbicidal compound |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62148407A (en) * | 1985-12-20 | 1987-07-02 | Nippon Tokushu Noyaku Seizo Kk | Herbicide and protection of paddy rice from damage thereof |
AU2977397A (en) * | 1996-05-30 | 1998-01-05 | Hokko Chemical Industry Co. Ltd. | Cyclohexanedione derivatives and herbicidal compositions |
AU6620498A (en) | 1997-02-07 | 1998-08-26 | Novartis Ag | Herbicidal agent |
DE19846792A1 (en) * | 1998-10-10 | 2000-04-13 | Hoechst Schering Agrevo Gmbh | New benzoyl-cycloalkanone and benzoyl-cycloalkanedione derivatives useful as herbicides, especially for selective weed control in crops, and plant growth regulators |
DE60027444T2 (en) | 1999-09-08 | 2007-04-26 | Bayer CropScience Ltd., Hauxton | NEW HERBICIDES COMPOSITIONS |
DE10119721A1 (en) * | 2001-04-21 | 2002-10-31 | Bayer Cropscience Gmbh | Herbicidal compositions containing benzoylcyclohexanediones and safeners |
DE10142333A1 (en) * | 2001-08-30 | 2003-03-20 | Bayer Cropscience Ag | Herbicidal mixtures based on substituted aryl ketones |
AUPR743901A0 (en) | 2001-09-03 | 2001-09-27 | State Of Queensland Through Its Department Of Primary Industries, The | Synthetic fruitpiercing moth attractant |
JP5052052B2 (en) * | 2006-06-20 | 2012-10-17 | バイエル・クロップサイエンス・アーゲー | Herbicide composition with reduced phytotoxicity |
-
2006
- 2006-09-13 JP JP2006247602A patent/JP5213320B2/en active Active
-
2007
- 2007-08-31 KR KR1020097006496A patent/KR101432627B1/en active IP Right Grant
- 2007-08-31 WO PCT/EP2007/007611 patent/WO2008031507A2/en active Application Filing
- 2007-08-31 CN CNA2007800383384A patent/CN101522028A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104996425A (en) * | 2015-07-03 | 2015-10-28 | 中国科学院植物研究所 | Method used for inhibiting growth of weed root |
CN112205405A (en) * | 2020-11-11 | 2021-01-12 | 浙江新安化工集团股份有限公司 | Weeding composition containing vanillin and glufosinate-ammonium and herbicide |
CN112205405B (en) * | 2020-11-11 | 2021-07-20 | 浙江新安化工集团股份有限公司 | Weeding composition containing vanillin and glufosinate-ammonium and herbicide |
Also Published As
Publication number | Publication date |
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KR101432627B1 (en) | 2014-08-21 |
JP2008069091A (en) | 2008-03-27 |
KR20090051237A (en) | 2009-05-21 |
WO2008031507A3 (en) | 2009-04-16 |
WO2008031507A2 (en) | 2008-03-20 |
JP5213320B2 (en) | 2013-06-19 |
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