WO2000007447A1

WO2000007447A1 - Herbicidal composition

Info

Publication number: WO2000007447A1
Application number: PCT/JP1998/003526
Authority: WO
Inventors: Hisayuki Hoshi
Original assignee: Sumitomo Chemical Company, Limited
Priority date: 1998-08-07
Filing date: 1998-08-07
Publication date: 2000-02-17
Also published as: AU8561398A

Abstract

A herbicidal composition containing as the active ingredient 2-chloro-4-fluoro-5-(4-methyl-5-trifluoromethyl-3-pyridazinon-2-yl)phenyl C1-C5 noncyclic hydrocarbyl ether and 4'-fluoro-N-isopropyl-2-(5-trifluoromethyl-1,3,4-thiadiazol-2-yloxy)-acetanilide, and a method for killing weeds with the above composition. The composition, when applied to soil or weeds, can effectively kill various weeds grown in agricultural soil or non-agricultural soil, has synergistically increased herbicidal activity as compared with the single use of each of the ingredients, can be applied at a low dose, can broaden a weed-killing spectrum, and can kill a wide spectrum of weeds without such a harmful effect as will poses problems in crops particularly in wheat fields, barley fields, oat fields, rye fields, and corn fields.

Description

Description Herbicide composition

Technical field

The present invention relates to a herbicidal composition and a herbicidal method using the herbicidal composition. Background art

At present, many herbicides are marketed and used.However, since weeds to be controlled are of many types and their outbreaks are long-term, they have a higher herbicidal effect and a broader herbicidal spectrum. In addition, safe herbicides are required for crops. Disclosure of the invention

The present inventors have conducted intensive studies to find an excellent herbicide, and as a result, have found that 2-chloro-4-fluoro-5- (4-methyl-5-trifluoromethyl-1-pyridazinone-2-pyr) phenyl C 1— C 5 acyclic hydric carbyl ether and 4, —fluoro-N-isoprobiyl-2- (5-trifluoromethyl-1,3,4-thiadiazoyl-2-yloxy) acetanilide (generic name flufenaset; By treating Enasset with soil or weeds, weeds can be effectively removed from agricultural and non-agricultural lands, and their herbicidal efficacy can be compared to when they are used alone. It can be applied synergistically, can be applied at low doses, and further broadens the herbicidal spectrum, especially in wheat fields (wheat field / barley field Ioat field / rye field) and corn fields. The Te was Heading to be able to selectively herbicidal extensive weeds without causing phytotoxicity in question to crops, have completed the present invention. That is, the present invention relates to 2-chloro-4-fluoro-5- (4-methyl-15-trifluoromethyl-3-biridazinone-2-yl) phenyl CI-C5 acyclic carbyl ether (hereinafter referred to as an ether compound). The present invention provides a herbicidal composition (hereinafter, referred to as the composition of the present invention), comprising:

In the ether compound which is one of the active ingredients of the composition of the present invention, C 1 -C 5 acyclic carboxy is, for example, 2-propynyl, 1-methyl-2-provinyl, aryl, 1-methylaryl, It means isopropyl or ethyl, and these compounds can be produced by the method described in WO97 / 07104.

Hereinafter, specific examples of the ether compound are shown together with the compound symbols. table 1

Flufenacet is a compound described in Dow's published patent application DE 32 18 84 82 A1.

The present invention relates to a herbicidal composition which is effective for selectively controlling a wide range of weeds without causing phytotoxicity to crops and for applying to new cultivation methods such as no-tillage cultivation. The composition of the present invention is particularly useful in wheat fields (wheat field I barley field / oat field / rye field) and corn fields. Weeds, for example, Hakobe, Yaemdara, Ooinoufuguri, Frasavaso, Sumire, Himeodorikoso, Photokenosa, Nazna, Nogeshi, Inukamitsure, Nohara Garashi, Pesrenagusa, Evening De, Shiroza, Hahawagisa, Hahawagisa, Hahabite Sanae Yude, Suberihyu, Agaei Toh, Americanok Sanem, Ebisugusa, Ichibi, American Kings Deer, American Asagao, Mal Baasagao, Malva American Asagao, Yoshchosen Asagao, Inuho Ozuki, Onagami, Sayudai And dicotyledonous plants such as mosquitoes and moss, linubie, enocologza, tin menoka villa, suzumenotepo, ryemugi, chiyaki, oat (Avena fat) ua), Aquinoenokorogosa, Kinnoenoko mouth, Meishishiba, Ohishiba, Seibanmokoshi, Shibagimugi, Shutter cane, etc. It does not cause phytotoxicity, which is a problem for koshi and for soybean, which is a crop of corn.

In the composition of the present invention, the mixing ratio of the ether compound as an active ingredient and flufenasset can vary depending on the target weed species, application scenes, application conditions, and the like, but is usually 1: 1 to 500 by weight. 0, preferably 1: 3 to 700: The composition of the present invention is usually mixed with a solid carrier, a liquid carrier and the like, and if necessary, added with a surfactant and other formulation auxiliaries. It is formulated into emulsions, wettable powders, suspensions, granules and the like. In these preparations, the total amount of the ether compound and flufenacet is generally 0.5 to 90% by weight, preferably 1 to 80% by weight. The solid carrier used in the preparation includes: For example, clays (potassium orite, diatomaceous earth, synthetic hydrated silicon oxide, fubasami clay, bentonite, acid clay, etc.), talc, and other inorganic minerals (cericite, quartz powder, sulfur powder, activated carbon, calcium carbonate, etc.) Chemical fertilizers ( Fine powders such as ammonium sulfate, phosphorous ammonium, ammonium nitrate, salt ammonium, urea, etc.) Examples of the liquid carrier include water, alcohols (methanol, ethanol, etc.), ketones (acetone, methylethylketone, cyclohexanone, etc.), and aromatic hydrocarbons (toluene, xylene, etc.). Ethylbenzene, methylnaphthalene, etc.), non-aromatic hydrocarbons (hexane, cyclohexane, kerosene, etc.), esters (ethyl acetate, butyl acetate, etc.), nitriles (acetonitrile, isobutyronitrile, etc.), ethers ( Dioxane, diisopropyl ether, etc.), acid amides (dimethylformamide, dimethylacetamide, etc.), halogenated hydrocarbons (dichloroethane, trichloroethylene, etc.). Examples of the surfactant include alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and polyoxyethylenates thereof, polyethylene glycol ethers, polyhydric alcohol esters, and sugars. Alcohol derivatives and the like.

Other pharmaceutical adjuvants include, for example, casein, gelatin, polysaccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, synthetic water-soluble polymers (polyvinyl alcohol, polyvinyl pyrrolidone, poly Fixing agents and dispersants such as acrylic acid), PAP (isopropyl phosphate), BHT (2, 6-tert-butyl-4-methylphenol), BHA (2-3 / 3-tert-butyl-4-methoxy) Phenol), vegetable oils, mineral oils, fatty acids, and fatty acid esters.

The composition of the present invention can also be prepared by formulating each active ingredient by the above-mentioned formulation technique, and then mixing those formulations.

The composition of the present invention thus formulated is applied to soil or a plant as it is or after being diluted with water or the like. The composition of the present invention can be expected to enhance herbicidal efficacy when used in combination with other herbicides, and can be used in combination with insecticides, fungicides, plant growth regulators, fertilizers, soil conditioners, etc. Can also.

The application rate of the composition of the present invention is a herbicidally effective amount, which is a mixing ratio of an ether compound which is an active ingredient compound and flufenaset, a weather condition, a preparation form, and a time of application. Although it may vary depending on the season, method of application, place of application, weeds to be controlled and target crops, the total amount of the active ingredient compound per octal is usually 5 to 200 g, preferably 20 to 100 g. It is. Emulsions, wettable powders, suspending agents, etc. are applied by diluting the specified amount with 100 to 100 liters of water per volume, and granules are usually diluted at all. Apply without any treatment.

Hereinafter, formulation examples are shown. In the following examples, parts represent parts by weight.

Formulation Example 1

1 part of Compound A, Compound B, Compound C, Compound D, Compound E or Compound F, 25 parts of Flufenasset, 3 parts of calcium ligninsulfonate, 2 parts of sodium lauryl sulfate and 69 parts of synthetic hydrous silicon oxide Mix to obtain each wettable powder.

Formulation Example 2

0.5 parts of compound A, compound B, compound C, compound D, compound E or compound F, 50 parts of flufenacetate, 3 parts of calcium ligninsulfonate, 2 parts of sodium lauryl sulfate and 44.5 parts of synthetic hydrous silicon oxide Pulverize and mix well to obtain each wettable powder.

Formulation Example 3

Compound A, Compound B, Compound (0.1 part of Compound D, Compound E or Compound F, 50 parts of Flufenasset, 3 parts of calcium ligninsulfonate, 2 parts of sodium lauryl sulfate, and 44.9 parts of synthetic hydrous silicon oxide Parts are crushed and mixed well to obtain each wettable powder.

Formulation Example 4

Mix 1 part of compound A, compound B, compound C, compound D, compound E or compound F, 50 parts of fullenaset, 3 parts of polyoxyethylene sorbitan monooleate, 3 parts of CMC (carboxymethylcellulose), and 3 parts of water. Grind until the particle size is less than 5 microns to obtain each suspension.

Formulation Example 5 Compound A, Compound B, Compound C, Compound D, Compound E or Compound F 0.1 part, Flufenasset 30 parts, polyoxyethylene sorbitan monooleate 3 parts, CMC (carboxymethylcellulose) 3 parts and water 6 Mix 3.9 parts and grind to a particle size of 5 microns or less to obtain each suspension.

Formulation Example 6

Compound A, Compound B, Compound C, Compound D, Compound E or Compound F (1 part), Flufenacetate (20 parts), Polyoxyethylene Sorbene Monoester (3 parts), CMC (carboxymethylcellulose) 3 parts and water 73 parts Mix and grind to a particle size of 5 microns or less to obtain each suspension.

Formulation Example 7

1 part of Compound A, Compound B, Compound C, Compound D, Compound E or Compound F, 50 parts of Flufenasset, 3 parts of calcium ligninsulfonate, 2 parts of sodium lauryl sulfate and 44 parts of synthetic hydrous silicon oxide Mix to obtain each wettable powder.

Formulation Example 8

Compound A, Compound B, Compound C, Compound D, Compound E or Compound F 13 parts, Flufenacet 65 parts, calcium lignin sulfonate 3 parts, sodium lauryl sulfate 2 parts and synthetic hydrous silicon oxide 17 parts Mix to obtain each wettable powder.

Formulation Example 9

Mix 10 parts of Compound A, Compound B, Compound C, Compound D, Compound E or Compound F, 70 parts of flufenacetate, 3 parts of polyoxyethylene sorbitan monooleate, 3 parts of CMC (carboxymethyl cellulose) and 14 parts of water. Each suspension is obtained by grinding until the particle size is less than 5 microns.

Formulation Example 10

Compound A, Compound B, Compound (, Compound D, Compound E or Compound F 0.2 parts, Flufenasset 9.8 parts, polyoxyethylene styrylphenyl ether 1 4 parts, 6 parts of calcium dodecylbenzenesulfonate, 35 parts of xylene and 35 parts of cyclohexanone are mixed well to obtain each emulsion.

Formulation Example 1 1

Compound A, Compound B, Compound C, Compound D, Compound E or Compound F 0.1 parts, Flufenacet 5.9 parts, synthetic hydrous silicon oxide 2 parts, lignin sulfonate calcium 2 parts, bentonite 30 parts Then, 60 parts of kaolin crepe are thoroughly pulverized and mixed, water is added and kneaded well, and the mixture is granulated and dried to obtain each granule.

Formulation Example 1 2

To 49 parts of a 10% aqueous solution of polyvinyl alcohol, add 0.1 part of compound A, compound B, compound C, compound D, compound E or compound F and 4.9 parts of flufenacet, and use a homogenizer to reduce the average particle size. It is emulsified and dispersed until it becomes 10 micrometers or less, and then 55 parts of water is added to obtain a concentrated emulsion.

Hereinafter, test examples are shown.

The evaluation of herbicidal efficacy and phytotoxicity was performed by setting the test plants (weeds and crops) at the time of the survey to have no or little difference in budding or growth status from those of untreated plants, and set them to 0. Are completely withered or whose budding or growth is completely suppressed is classified as `` 10 '' and classified into 11 stages from 0 to 10, and 0, 1, 2, 3, 4, 5, 6, 7 , 8, 9, 10 are shown. Evaluation of herbicidal efficacy "7", "8", "9" and "10" mean excellent herbicidal efficacy, and a rating of "6" or less means insufficient herbicidal efficacy. Evaluation of phytotoxicity `` 0 '' `` 1 '' `` 2 '' and `` 3 '' means that phytotoxicity is not a practical problem, and a rating of `` 4 '' or more means that phytotoxicity is unacceptable .

Test example 1

Field soil was packed into a plastic pot with an area of 24.6 cm ² and a depth of 14 cm, and seeds of wheat, oak chamomile, and oinou nofuguri were sown. After that, wheat was grown in a greenhouse for 15 days and Inukami-pure and Ooinu-nofuguri were grown for 22 days. Fluphena set 20 parts, polyoxyethylene styryl phenyl ether 3 parts, Flufenaset emulsion obtained by thoroughly mixing 2 parts of calcium dodecylbenzenesulfonate and 75 parts of xylene, 5 parts of compound A, 2 parts of alkyl aryl ether, 1 part of xanthan gum, 10 parts of propylene glycol, silicon-based emma 1 part of water and 81 parts of water, and wet-milled to a particle size of 2 μm or less. A suspension of Compound A, a mixture of the Flufenaset emulsion and the Compound A suspension A predetermined amount of each was diluted with water and sprayed evenly from above the plant with a small sprayer. After the treatment, they were grown in a greenhouse for 18 days, and their herbicidal efficacy and phytotoxicity were investigated. Table 2 shows the results. The symbols in the table have the following meanings.

I: Inokamitsure, 0: Oinuinofuguri Table 2

Test example 2

Area 2 4 6 cm ^2, filled with upland soil in a plastic pot of depth 1 4 cm, were seeded co wheat, oats, Roh downy Tetsu Bow seeds. After that, wheat and oats were grown in the greenhouse for 15 days, and horned lancelets were raised for 22 days. 20 parts of flufenaset, 3 parts of polyoxyethylene styryl phenyl ether, 2 parts of calcium dodecylbenzenesulfonate and 75 parts of xylene A well-mixed emulsion of flufenaset, 5 parts of compound A, alkyla Mix 2 parts of reel ether, 1 part of xanthan gum, 10 parts of propylene glycol, 1 part of silicon-based emulsion and 81 parts of water, and wet until the particle size is 2 microns or less A predetermined amount of the compound A suspension obtained by pulverization and a predetermined amount of the mixture of the flufenasset emulsion and the compound A suspension were each diluted with water, and the mixture was evenly sprayed from above the plant with a small sprayer. . After the treatment, they were grown in a greenhouse for 18 days, and their herbicidal efficacy and phytotoxicity were investigated. Table 3 shows the results. The symbols in the table have the following meanings.

K: oats, N: scallops Table 3

By using the composition of the present invention, it is possible to remove a wide range of weeds in field weeds, especially wheat fields (barley field Ioat field / rye field) and corn fields. barley / oat / rye), does not cause harmful corn corn.

Claims

The scope of the claims

2 1-chloro-4-fluoro-5- (4-methyl-5-trifluoromethyl-1 3-biridazinone-2-yl) phenyl CI—C5 acyclic carbyl carbyl ether and 4,1-fluoro-N-isopropyl-1 A herbicidal composition containing (5—trifluoromethyl-1,3,4—thiadiazol-2-yloxy) acetanilide as an active ingredient.

2—Cross mono 4-fluoro-5- (4-methyl-1-5-trifluoromethyl-3—pyridazinone-2—yl) phenyl CI—C 5 acyclic hydric carbyl ether and 4, —fluoro-N-isopropyl The herbicide according to claim 1, wherein the weight ratio with respect to 1 2— (5—trifluoromethyl-1,3,4—thiadiazole-12—yloxy) acetanilide is in the range of 1: 1 to 500,000. Composition.

3. The herbicidal composition according to claim 1 or 2, for controlling weeds in a wheat field (wheat field I barley field / oat field Irye field).

3. The herbicidal composition according to claim 1, for controlling weeds in a corn field.

2 —Chloro 1 4 —Fluoro 5— (4-Methyl-5—Trifluoromethyl 3 —Bridazinone—2 —yl) Phenyl C 1 — C 5 Acyclic Hydrate Carbyl ether and 4, —Fluoro N-isopropyl 1 A herbicidal method using a herbicidal composition containing 2- (5-trifluoromethyl-1,3,4-thiadiazole-2-yloxy) acetanilide as an active ingredient.

The herbicidal method according to claim 5, wherein the total amount of the active ingredient per hectare is 5 to 2000 g.

7. The herbicidal method according to claim 5, wherein the herbicidal composition is applied to a wheat field (wheat field / barley field / oat field / rye field).

The corn field according to claim 5 or 6, wherein the herbicide composition is treated. Weeding method.

9.2_Chloro-4 monofluoro-5— (4-methyl-1-5-trifluoromethyl-3-pyridazinone-1-yl) phenyl CI—C5 acyclic carbyl ether and 4,1-fluoro-N— ^ T Use of a composition containing soprovir-1- (5-trifluoromethyl-1,3,4-thiadiazol-12-yloxy) acetanilide as a herbicide.

10. Use according to claim 9, for wheat fields / barley fields / oat field Iry field.

11. Use according to claim 9 for corn fields.