JP2008502641A - Herbicidal composition - Google Patents

Abstract

  A) pretilachlor + prosulfocarb, B) pretilachlor + mesotrione + prosulfocarb, C) pretilachlor + pyriphthalide + bensulfuron, D) pretilachlor + mesotrione + pyriphthalide + bensulfuron, E) pretilachlor + mesotrione + pyriphthalide + imazosulfuron A herbicidal synergistic composition for the selective control of weeds, characterized in that it comprises a combination of herbicidal compounds selected from the group consisting of pretilachlor + mesotrione + pyriftalide + pyrazosulfuron.

Description

  The present invention preferably provides herbicidal activity suitable for the selective control of weeds in useful crops (Poaceae, broadleaf weeds and sedges), particularly useful crops such as ALS-resistant weeds in rice crops. It relates to a novel herbicidal synergistic composition comprising a combination of ingredients.

  The present invention also relates to a method for controlling weeds defined as unwanted vegetation in useful crops and to the use of novel compositions to act on places where control is desired, such as undesired vegetation or that place. Related.

  For example, as described in The The-Pesticide Manual (version 3.0, 13th Edition, Ed. CDC Tomlin, British Crop Protection Council, 2003-2004), the compound, bensulfuron (64), imazosulfuron (456) Mesotrione (515), Pretilachlor (656), Prosulfocarb (683), Pyrazosulfuron-ethyl (694), Pyriphthalide (704) and their agriculturally acceptable salts exhibit herbicidal action.

  Surprisingly, the combination of variable amounts of defined active ingredients has prevented most weeds (pre-emergence and post-emergence) occurring in particularly useful crops without damaging appreciably useful plants. It was found to show a synergistic effect that can control both). In particular, a specific problem to be solved is the selective control of ALS-resistant weeds in useful crops such as rice crops.

Therefore, according to the present invention,
A) Pretilachlor + Prosulfocarb B) Pretilachlor + Mesotrione + Prosulfocarb C) Pretilachlor + Pyriphthalide + Bensulfuron D) Pretilachlor + Mesotrione + Pyriphthalide + Bensulfuron E) Pretilachlor + Mesotrione + Pyriphthalide + Imazosulfilolone + F A novel herbicidal synergistic composition for the selective control of weeds is provided, characterized in that it comprises a combination of herbicidal compounds selected from the group consisting of pyriftalide + pyrazosulfuron.

  The combination of these active ingredients exceeds in principle the additive effects on the weeds to be controlled, which are in principle two aspects (firstly maintaining an excellent level of action and at the same time individual compounds The composition of the invention achieves a high level of weed control even when the individual substances in the low coverage ratio are useless from an agricultural point of view) It is very surprising to expand the range of action of both active ingredients. The result is a considerable increase in the range of weeds and an additional increase in selectivity for useful crops, which is necessary and desirable in case of unintentional overdose of the active ingredient. The compositions of the present invention also allow greater flexibility in subsequent crops while retaining excellent control of weeds in useful crops.

  The compositions of the invention comprise the active ingredient in any mixing ratio mentioned, but usually one component is in excess of the other.

  In principle, the compounds pretilachlor and prosulfocarb are applied in the binary mixture pretilachlor + prosulfocarb in g / ha ratios of 300 to 600 and 2000 to 4000, respectively, and the compounds pretilachlor, mesotrione, prosulfocarb, pyriftalide and benz Ruflon is applied in ternary mixtures pretilachlor + mesotrione + prosulfocarb and pretilachlor + pyriphthalide + bensulfuron at g / ha ratios of 300-600, 50-100, 2000-4000, 50-75 and 100-200 respectively. , Compound pretilachlor, mesotrione, pyriftalide, bensulfuron, imazosulfuron and pyrazosulfuron are 300-600, 50-100, 100-200, 50-75, respectively. In 50-75 and g / ha ratio of 50 to 75, applied in 4's mixture Purechirakuroru + mesotrione + pyriftalid + bensulfuron, Purechirakuroru + mesotrione + pyriftalid + imazosulfuron and Purechirakuroru + mesotrione + pyriftalid + pyrazosulfuron.

The preferred mixing weight ratio is:
In the case of a two-component mixture pretilachlor + prosulfocarb, 5-7: 30-50,
A three-part mixture pretilachlor: mesotrione: prosulfocarb for each of 5-7: 0.1-3: 30-30,
A three-part mixture pretilachlor: mesotrione: bensulfuron for each of 5-7: 0.1-3: 1-3,
The four-component mixture pretilachlor: mesotrione: bensulfuron, pretilachlor: mesotrione :: imazosulfuron and pretilachlor: mesotrione: pyriphthalide: pyrazosulfuron, 5-7: 0.1-3: 1-4: 1-3, respectively.

The most preferred mixing weight ratio is:
A binary mixture pretilachlor: prosulfocarb for each 6:40,
The mixture pretilachlor: mesotrione: prosulfocarb for each 6: 1: 40,
The mixture pretilachlor: mesotrione: bensulfuron for each 6: 1: 1,
The four-component mixture pretilachlor: mesotrione: pyriftalide: bensulfuron, pretilachlor + mesotrione + pyriphthalide + imazosulfuron and pretilachlor + mesotrione + pyriphthalide + pyrazosulfuron 6: 1: 2: 1 respectively.

  Application rates can vary within wide limits, including soil properties, method of application (pre-emergence or post-emergence; seed dressing; application to seed ridges; no-till application, etc.), crops, weeds or rice to be controlled Depends on the plant, general climatic conditions, and other factors determined by the method of application, time of application and target crop. The active ingredient mixture according to the invention is generally in a proportion of 0.05 to 7 kg of active ingredient mixture per hectare, preferably in the case of a bipartite mixture of 0.5 to 6 kg. In some cases, it can be applied at a ratio of 2-6 kg of active ingredient mixture per hectare, and at a ratio of 0.5-2 kg in the case of a quadruple mixture.

  The present invention selectively controls gramineous plants and weeds in useful plants comprising treating useful plants or cultivated areas or locations thereof simultaneously or at different times with the composition of the present invention. Also relates to a method for The crops of useful plants that can be used with the composition of the present invention include rice.

  The term “crop” refers to a crop that has become resistant to herbicides or several herbicides (eg, ALS, GS, EPSPS, PPO and HPPD inhibitors) as a result of conventional methods for breeding or genetic modification. Should also be understood to include. An example of a crop that has been rendered tolerant to imidazolinones, such as imazamox, by conventional methods of breeding is Clearfield® summer rape (Canola). Examples of crops that have been rendered resistant to herbicides by genetic recombination methods include, for example, glyphosate- and glufosinate-tolerant corn varieties that are commercially available under the trade names of RoundupReady (R) and LibertyLink (R) Is mentioned. The weeds to be controlled are monocotyledonous and dicotyledonous weeds, such as the genus Hakobe, the Dutch genus, the genus Nukabo, the genus Amaranthus, the genus Oatus, the genus Setaria, the genus Shiragashi, the genus Anemone, the genus Solanum, the genus Hyra, With the genus Ogi, Omodaka, Vulgaris, Vulpes, Sorghum, Ushisippei, Cyperus, Ichibichi, Swordfish, Onamomi, Ayumu, Akaza, Ipomia, Chrysanthemum, Yamgra It can be of the genus Stag beetle.

  Crops should also be understood as having been rendered resistant to pests by genetically modified methods, such as Bt corn (resistant to European corn borer), Bt cotton (resistant to cotton weevil) and Bt potato (resistant to Colorado potato beetle). An example of Bt corn is the Bt-176 corn hybrid of NK® (Syngenta Seeds). Bt toxin is a protein naturally formed by Bacillus thuringiensis bacteria. Examples of toxins and transgenic plants capable of synthesizing such toxins are EP-A-451 878, EP-A-374 753, WO 93/07278, WO 95/34656, WO 03/052073 and EP-A-427. 529. Examples of genetically modified plants that code for pesticide resistance and contain one or more genes that express one or more toxins are KnockOut® (corn), Yield Gard® (corn), NuCOTIN33B® ) (Cotton), Bollgard (R) (cotton), NewLeaf (R) (potato), NatureGard (R) and Protexcta (R). Crop and their seed material can be resistant to herbicides and at the same time to insect feeding ("stacked" genetic recombination events). Seeds can have, for example, the ability to express an insecticidal active Cry3 protein and can be resistant to glyphosate at the same time. The term “crop” is understood to also include crops obtained as a result of conventional methods of breeding or genetic modification, including so-called output traits (eg improved flavor, storage stability, nutrient content). It should be.

  It should be understood that the cultivated area includes the land where the crops are already growing and the land intended for the cultivation of those crops.

  The composition of the present invention can be used in an unchanged form. However, the compositions of the invention can generally be formulated in a variety of ways using formulation adjuvants such as carriers, solvents and surfactants. Formulations come in various physical forms such as sprays, gels, wettable powders, water-dispersible granules, water-dispersible tablets, effervescent compressed tablets, emulsifiable concentrates, microemulsifiable concentrates, oil-in-water emulsions Oil flowables, water dispersions, oil dispersions, suspoemulsions, capsule suspensions, emulsifiable granules, soluble liquids, water-soluble concentrates (as carriers, water or water miscible organic solvents) Used), in the form of impregnated polymer films, or other forms known, for example, from “Manual on Development and Use of FAO Specifications for Plant Protection Products” (5th Edition, 1999). Such formulations can be used directly or diluted prior to use. Diluted formulations can be prepared using, for example, water, liquid fertilizers, micronutrients, biological organisms, oils or solvents.

  Formulations can be prepared, for example, by mixing the active ingredient with a formulation adjuvant to obtain a composition in the form of a finely divided solid, granule, solution, suspension or emulsion. The active ingredient can also be formulated with other adjuvants, such as finely divided solids, mineral oils, vegetable oils, modified vegetable oils, organic solvents, water, surfactants or combinations thereof. The active ingredient can also be contained in very fine microcapsules made of polymers. Microcapsules contain an active ingredient in a porous carrier. This allows the active ingredients to be released around them in controlled amounts (eg sustained release). Microcapsules usually have a diameter of 0.1 to 500 microns. They contain the active ingredient in an amount of about 25 to 95% by weight of the capsule. The active ingredient can be present in the form of a monolithic solid, in the form of microparticles in a solid or liquid dispersion, or in the form of a suitable solution. The encapsulated membrane can be, for example, natural and synthetic rubber, cellulose, styrene-butadiene copolymer, polyacrylonitrile, polyacrylate, polyester, polyamide, polyurea, polyurethane or chemically modified polymer and starch xanthate, or It comprises other polymers known to the relevant person skilled in the art. Alternatively, very fine microcapsules can be formed to exist in the form of finely divided particles in a solid matrix of the basic material, in which case the microcapsules are not encapsulated.

  Formulation adjuvants suitable for the preparation of the compositions according to the invention are known per se. The following can be used as the liquid carrier: water, toluene, xylene, petroleum ether, vegetable oil, acetone, methyl ethyl ketone, cyclohexanone, acid anhydride, acetonitrile, acetophenone, amyl acetate, 2-butanone, butylene carbonate, chlorobenzene, Cyclohexane, cyclohexanol, alkyl ester of acetic acid, diacetone alcohol, 1,2-dichloropropane, diethanolamine, p-diethylbenzene, diethylene glycol, diethylene glycol abietic acid salt, diethylene glycol butyl ether, diethylene glycol ethyl ether, diethylene glycol methyl ether, N, N-dimethyl Formamide, dimethyl sulfoxide, 1,4-dioxane, dipropylene glycol, dipropylene glycol Cole methyl ether, dipropylene glycol dibenzoate, diproxitol, alkylpyrrolidone, ethyl acetate, 2-ethylhexanol, ethylene carbonate, 1,1,1-trichloroethane, 2-heptanone, alpha-pinene, d-limonene, ethyl lactate , Ethylene glycol, ethylene glycol butyl ether, ethylene glycol methyl ether, gamma-gutyrolactone, glycerol, glycerol acetate, glycerol diacetate, glycerol triacetate, hexadecane, hexylene glycol, isoamyl acetate, isobornyl acetate, isooctane, isophorone, isopropyl Benzene, isopropyl myristate, lactic acid, laurylamine, mesityl oxide, methoxypropanol, methyl isoamyl ketone, methyl iso Tyl ketone, methyl laurate, methyl octoate, methyl oleate, methylene chloride, m-xylene, n-hexane, n-octylamine, octadecanoic acid, octylamine acetate, oleic acid, oleylamine, o-xylene, phenol, Polyethylene glycol (PEG 400), propionic acid, propyl lactate, propylene carbonate, propylene glycol, propylene glycol methyl ether, p-xylene, toluene, triethyl phosphate, triethylene glycol, xylene sulfonic acid, paraffin, mineral oil, trichlorethylene, per Chloroethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol methyl ether, diethylene glycol methyl ether, methanol, ethanol, isopropanol, and high Molecular weight alcohols, e.g. amyl alcohol, tetrahydrofurfuryl alcohol, hexanol, octanol, ethylene glycol, propylene glycol, glycerol, N- methyl-2-pyrrolidone. Water is a commonly preferred carrier for dilution of the concentrate. Suitable solid carriers are for example CFR 180.1001. As described in (c) & (d), for example, talc, titanium dioxide, calcite clay, silica, attapulgite clay, diatomaceous earth, limestone, calcium carbonate, bentonite, calcium montmorillonite, cottonseed Skin, wheat flour, soy flour, pumice, wood flour, powdered walnut shells, lignin and similar substances.

  Many surfactants can be advantageously used in solid and liquid formulations, particularly those formulations that can be diluted with a carrier prior to use. Surfactants can be anionic, cationic, nonionic or polymeric, and they can be used as emulsifying, wetting or suspending materials or for other purposes. Typical surfactants include, for example, alkyl sulfates such as diethanol ammonium lauryl sulfate; alkyl aryl sulfonates such as calcium dodecylbenzene sulfonate; addition products of alkyl phenol-alkylene oxides such as nonyl phenol ethoxylates; alcohols Addition products of alkylene oxides such as tridecyl alcohol ethoxylate; soaps such as sodium stearate; alkyl naphthalene sulfonates such as sodium dibutyl naphthalene sulfonate; dialkyl esters of sulfosuccinates such as di (2-ethylhexyl) Sodium sulfosuccinate; sorbitol esters such as sorbitol oleate; quaternary amines such as lauryltrimethylammonium chloride Polyethylene glycol esters of fatty acids, such as polyethylene glycol stearate; block copolymers of ethylene oxide and propylene oxide; and mono- and dialkyl phosphate esters; and, for example, “McCutcheon's Detergents and Emulsifiers Annual” (MC Publishing Corp., Ridgewood, New Jersey, 1981).

  Additional adjuvants that can normally be used in agrochemical formulations include crystallization inhibitors, substances that change viscosity, suspended substances, dyes, antioxidants, foaming agents, light absorbers, confusion aids, antifoaming agents. , Complexing agents, neutralizing or pH-changing substances and buffers, corrosion inhibitors, fragrances, wetting agents, absorption modifiers, micronutrients, plasticizers, glidants, lubricants, dispersants, thickeners, Freezing agents, microbiocides, and liquid and solid fertilizers.

  The formulation can also comprise additional active substances such as further herbicides, herbicide safeners, plant growth regulators, fungicides or insecticides.

The compositions according to the invention can additionally comprise additives comprising oils of vegetable or animal origin, mineral oils, alkyl esters of such oils or mixtures of such oils and oil derivatives. The amount of oil additive used in the composition of the present invention is generally 0.01 to 10% based on the spray mixture. For example, the oil additive can be added to the spray tank at the desired concentration after preparing the spray mixture. Preferred oil additives are mineral or vegetable oils such as rapeseed oil, olive oil or sunflower oil, emulsified vegetable oils such as AMIGO® (Rhone-Poulenc Canada Inc.), alkyl esters of vegetable oils such as methyl Derivatives or oils of animal origin, such as fish oil or beef tallow. Preferred additives include, for example, as active ingredients essentially 80% by weight of an alkyl ester of fish oil and 15% by weight of methylated rapeseed oil, and 5% by weight of conventional emulsifiers and pH adjusters. Basically preferred oil additives comprise alkyl esters of C ₈ -C ₂₂ fatty acids, basically methyl derivatives of C ₁₂ -C ₁₈ fatty acids such as methyl esters of lauric acid, palmitic acid and oleic acid are important. The esters are known as methyl laurate (CAS-111-82-0), methyl palmitate (CAS-112-39-0) and methyl oleate (CAS-112-62-9), respectively. Yes. A preferred fatty acid methyl ester derivative is Emery® 2230 or 2231 (Cognis GmbH). These and other oil derivatives are also known from Compendium of Herbide Adjuvants (5th Edition, Southern Illinois University, 2000).

The application and action of oil additives can be further improved by mixing them with surfactants (eg, nonionic, anionic or cationic surfactants). Examples of suitable anionic, nonionic and cationic surfactants are described on pages 7 and 8 of WO 97/34485. Preferred surfactants are anionic surfactants of the dodecyl benzyl sulfonate type, in particular their calcium salts, and nonionic surfactants of the fatty alcohol ethoxylate type. Particularly preferred ethoxylated C ₁₂ -C ₂₂ fatty alcohols having ethoxylated degree of 5-40. An example of a commercially available surfactant is the Genapol type (Clariant AG). Silicone surfactants, especially polyalkyloxide modified heptamethyltrisiloxane (eg commercially available as Silwet L-77®), and perfluorinated surfactants. The concentration of surfactant compared to all additives is generally 1-30% by weight. Examples of oil additives consisting of a mixture of oil or mineral oil or their derivatives and surfactants are Edenor ME SU®, Turbocharge® (Syngenta AG, CH) and Actipron® (BPOil). UK Limited, GB).

  The surfactant can also be used alone (ie, without oil additives) in the formulation.

  Furthermore, the addition of organic solvents to the oil additive / surfactant mixture can contribute to further enhancement of action. Suitable solvents are, for example, Solvesso® (ESSO) and Aromatic Solvent® (Exxon Corporation). The concentration of such a solvent can be 10-80% by weight of the total weight. Such oil additives (which can be used in mixing with solvents) are described, for example, in US-A-4 834 908. The commercially available oil additive disclosed therein is known by the name MERGE® (BASF Corporation). A preferred further oil additive of the present invention is SCORE® (Syngenta Crop Protection Canada).

  In addition to the oil additives described above, formulations of alkyl pyrrolidone (eg, Agrimax®) can also be added to the spray mixture to enhance the activity of the compositions of the present invention. Synthetic latex formulations, such as polyacrylamide, polyvinyl compounds or poly-1-p-menthenes (eg, Bond®, Curier® or Emerald®) can also be used. A solution containing propionic acid, for example Eurogchem Pen-e-rate (R), can also be mixed into the spray mixture as an active enhancer.

  Herbicidal formulations are generally 0.1-99% by weight, in particular 0.1-95% by weight of the active ingredient mixture of the composition of the invention, and 1-99.9% by weight of formulation adjuvant (preferably 0 Containing ˜25 wt% surfactant). Commercial products are preferably formulated as concentrates, while consumers will usually use diluted formulations. Preferred formulations have in particular the following composition: (% = weight percent; “active ingredient mixture” means a mixture of compounds of the composition of the invention):

Emulsifiable concentrate:
Active ingredient mixture: 1 to 95%, preferably 60 to 90%
Surfactant: 1-30%, preferably 5-20%
Liquid carrier: balance

Dust:
Active ingredient mixture: 0.1 to 10%, preferably 0.1 to 5%
Solid carrier: 99.9-90%, preferably 99.9-99%

Suspension concentrate:
Active ingredient mixture: 5-75%, preferably 10-50%
Surfactant: 1-40%, preferably 2-30%
Water: Balance

Wettable powder:
Active ingredient mixture: 0.5 to 90%, preferably 1 to 80%
Surfactant: 0.5-20%, preferably 1-15%
Solid carrier: Balance

Granules:
Active ingredient mixture: 0.1-30%, preferably 0.5-15%
Solid carrier: 99.9-70%, preferably 99.5-85%

  The following examples further illustrate the invention but are not intended to limit it.

  Any desired concentration of emulsion can be prepared by diluting such concentrate with water.

  The solution is suitable for application in the form of a microdrop.

  The active ingredient is thoroughly mixed with the adjuvant, and the mixture is thoroughly milled in a suitable mill to obtain a wettable powder that can be diluted with water to obtain a suspension of any desired concentration.

  The active ingredient is dissolved in methylene chloride, the solution is sprayed onto the carrier and the solvent is then evaporated under reduced pressure.

  The finely ground active ingredient is uniformly applied in a mixer to a carrier moistened with polyethylene glycol. In this way, non-powder granules are obtained.

  The active ingredient is mixed and milled with adjuvant, and the mixture is moistened with water. The resulting mixture is extruded and dried in an air stream.

  A ready-to-use powder is obtained by mixing the active ingredient with a carrier and milling the mixture in a suitable mill.

  The finely ground active ingredient is homogeneously mixed with an adjuvant to obtain a suspension concentrate that can be prepared as a suspension of concentrate of any concentration by dilution with water.

  It is often more practical to formulate the compounds present in the composition of the invention separately and then mix in the applicator at the desired mixing ratio in the form of a “tank mixture” in water just prior to application. is there.

Biological Examples For example, if the action of the active ingredient combination of the compounds of the composition of the invention is greater than the sum of the actions of the separately applied active ingredients, a synergistic effect exists.

｛式中：
Ｘ＝未処理コントロール（＝０％）と比較した、１ヘクタールあたりｐｋｇの適用比率の化合物（Ａ）を用いた処理における除草作用のパーセンテージ。
Ｙ＝未処理コントロール（＝０％）と比較した、１ヘクタールあたりｑｋｇの適用比率の化合物（Ｂ）を用いた処理における除草作用のパーセンテージ。｝ The expected herbicidal action We for a given combination of two herbicides (A) and (B) can be calculated as follows (COLBY, SR, “Calculating synergistic and antagonistic response of” herbicide combinations "(see Weeds 15, pages 20-22, 1967):

{In the formula:
X = percentage of herbicidal effect on treatment with compound (A) at an application rate of pkg per hectare compared to untreated control (= 0%).
Y = percentage of herbicidal action in treatment with compound (B) at an application rate of qkg per hectare compared to untreated control (= 0%). }

  Thus, if the observed activity is greater than that expected from the Colby equation, synergy exists.

Ｘ＝未処理コントロール（＝０％）と比較した、１ヘクタールあたりｐｋｇの適用比率の化合物（Ａ）を用いた処理における除草作用のパーセンテージ。
Ｙ＝未処理コントロール（＝０％）と比較した、１ヘクタールあたりｑｋｇの適用比率の化合物（Ｂ）を用いた処理における除草作用のパーセンテージ。
Ｚ＝未処理コントロール（＝０％）と比較した、１ヘクタールあたりｑｋｇの適用比率の化合物（Ｃ）を用いた処理における除草作用のパーセンテージ。 The expected herbicidal action We for a given combination of three herbicides (A), (B) and (C) can be calculated as follows (COLBY, SR, “Calculating synergistic” and antagonistic responses of herbicide combinations "(see Weeds 15, pages 20-22, 1967):

X = percentage of herbicidal effect on treatment with compound (A) at an application rate of pkg per hectare compared to untreated control (= 0%).
Y = percentage of herbicidal action in treatment with compound (B) at an application rate of qkg per hectare compared to untreated control (= 0%).
Z = percentage of herbicidal action in treatment with compound (C) at an application rate of qkg per hectare compared to untreated control (= 0%).

  Thus, if the observed activity is greater than that expected from the Colby equation, synergy exists.

｛式中：
Ｘ＝例えば、未処理コントロール（＝０％）と比較した、１ヘクタールあたりｐｋｇの適用比率の混合物（Ａ＋Ｂ＋Ｃ）を用いた処理における除草作用のパーセンテージ。
Ｙ＝例えば、未処理コントロール（＝０％）と比較した、１ヘクタールあたりｑｋｇの適用比率の化合物（Ｄ）を用いた処理における除草作用のパーセンテージ。｝ The expected herbicidal action We for a given combination of four herbicides (A), (B), (C) and (D) can be calculated as follows:

{In the formula:
X = For example, the percentage of herbicidal action in treatment with a mixture (A + B + C) at an application rate of pkg per hectare compared to an untreated control (= 0%).
Y = For example, percentage of herbicidal action in treatment with compound (D) at an application rate of qkg per hectare compared to untreated control (= 0%). }

  Thus, if the activity observed for a given combination of four herbicides (A + B + C + D) is greater than that expected from the Colby equation, synergy exists.

  The synergistic effect of the composition of the present invention is demonstrated in the following examples.

Example B1: Pre-emergence test:
Test plants are sown in seed trays under greenhouse conditions. Standard soil is used as the cultivation substrate. In the pre-emergence stage, herbicides (both single and mixed) are applied to the soil surface. The application ratio is determined by the optimum concentration determined under field or greenhouse conditions. The test is evaluated after 2-4 weeks (100% = plants are completely dead; 0% = no phytotoxic effects on the plants).

  The test compound shows excellent results.

Example B2: Post-emergence test:
Test plants are grown to post-adaptation stage in seed trays under greenhouse conditions. Standard soil is used as the cultivation substrate. In the post-emergence stage, herbicides (both single and mixed) are applied to the test plants. The application ratio is determined by the optimum concentration determined under field or greenhouse conditions. The test is evaluated after 8-22 days (100% action = plants wither completely; 0% action = no phytotoxic effects). The mixture used for this test shows excellent results.

Table B1: Post-emergence herbicidal action (8 DAA) of the composition of the invention comprising pretilachlor and prosulfocarb 8 days after application:

Table B2: Postemergence herbicidal action (22 DAA) of the composition of the invention comprising pretilachlor and prosulfocarb 22 days after application:

Table B3: Postemergence herbicidal action (22 DAA) of the composition of the invention comprising pretilachlor and prosulfocarb 22 days after application:

Table B4: Postemergence herbicidal action (22 DAA) of the composition of the invention comprising pretilachlor and prosulfocarb 22 days after application:

Table B5: Postemergence herbicidal action (8 DAA) of the composition of the invention comprising pretilachlor and mesotrione and prosulfocarb 8 days after application:

Table B6: Postemergence herbicidal action (22 DAA) of the composition of the invention comprising pretilachlor and mesotrione and prosulfocarb 22 days after application:

Claims (4)

A) Pretilachlor + Prosulfocarb B) Pretilachlor + Mesotrione + Prosulfocarb C) Pretilachlor + Pyriphthalide + Bensulfuron D) Pretilachlor + Mesotrione + Pyriphthalide + Bensulfuron E) Pretilachlor + Mesotrione + Pyriphthalide + Imazosulfilolone + F A herbicidal synergistic composition for the selective control of weeds, comprising a combination of herbicidal compounds selected from the group consisting of pyriftalide + pyrazosulfuron.   A method of controlling undesired vegetation in a useful crop comprising comprising applying a herbicidally effective amount of the composition of claim 1 where control is desired.   The method of claim 2, wherein the weed is an ALS-resistant weed.   The method according to claim 2 or 3, wherein the crop is rice.