JPH02164802A - Herbicide for upland field - Google Patents

Abstract

PURPOSE:To provide an upland field herbicide containing 1-[7-fluoro-4- propargyl-2-H-1,4-benzoxyzine-3(4H)-on-6-yl]-3,4-dimethyl-2,5-dioxo-2,5- dihydropyrrole as an active ingredient, especially effective for treating soil before the germination of weed seeds. CONSTITUTION:A herbicide for upland fields contains a compound of the formula as an active ingredient. The compound of the formula causes no chemical injury against cultivated plants, has excellent selectivity as a herbicide and exhibits an excellent active effect especially when used as a soil-treating agent before the germination of weed seeds. The herbicide can be applied to afforested fields, fruit fields, tea-cultivated fields, etc., and also to factories, rail reads, reads, etc., preferably in an application amount of 1-2000g as the active compound per ha of the field.

Description

Detailed Description of the Invention The present invention provides l-C1-fluoro-4-propargyl-, -1-H-C4-bennzoxazon-3(4H)-one represented by the following formula (1). -6-yl] JP-A-6114782, which was known before the filing of the present application, describes novel dialkylmaleimides and their use as herbicides.

The present inventors have discovered that 1 expressed by the above formula (1)
-[7-fluoro-4-propargyl 2-H-1,4-
Hendioxazin-3(4H)-one-6-yl)-3
, 4-dimethyl-2,5-dioxo-2,5-dihydropyrrole has been found to have extremely excellent activity as a herbicide for upland fields. The compound of the present invention can be obtained from the above-mentioned JP-A-63-
Although it is included in the claims of No. 14782, it has a marked difference in action and effect compared to the compounds specifically disclosed in the specification of "2," and has no effect on cultivated plants. It does not cause any phytotoxicity and has excellent selectivity as a herbicide. In particular, its excellent effects are shown when used as a soil treatment agent before germination.

1-[7-fluoro-4-propargyl-2-H-14-penduoxazin-3(4H)-one-6-yl]-3,4-dimethyl 2,5-dioxo-2 according to the present invention
,5-dihydropyrrole exhibits a melting point of 240-241°C.

The excellent effects of the present invention will be concretely demonstrated by the Examples described below.

A weed is broadly defined as any plant that grows in an undesirable location.

The compounds of the invention act as non-selective or selective herbicides depending on the concentration used.

The active compounds according to the invention can be used, for example, with the following plants:

Genus of dicotyledonous weeds: Sinapis, Lepidium, Galium, Stel 1ar
ia), Chenopodium
), Urtica, Senecio, Senecio (
Amaranthus), Portulaca, Xantium
) Morning glory (Ipomoea), Michyanagi (Poly)
gonum), Ambrosia, Noya thistle/Fuji thistle ((:irsium), So.
nchus), eggplant/potato (Solanum),
Rorippa, Lam
ium), stag beetle and dogfish (Veron
tea), Datura, Viola, Ga
Ieopsis), poppy (Papaver), cornflower (Cen taurea), leafminer (Ga
linsoga), rotala, azalea, lindernia, etc.

Genus of dicotyledonous plants: Gosypium, Glycine, Swiss chard, Sugar beet (
Beta), carrot (Daucus), kidney bean/Phaseolus, pea (
Pisum), eggplant/potato (Solanum),
Linum, sweet potato, morning glory (Ipom)
oe), field bean (Vicia), tobacco (lli (Otiana), tomato (Lycope)
rsicon), bean (Arachis)
, Brassica, Chinese cabbage, Turnip cabbage (Brass)
ica), Lactuca, Cucumber melon (Cucumis), Kapochi+ (Cucur
bita) etc.

Genus of monocot weeds: Echinochloa, Setaria, Panicu
m), Digi taria, Phleum, Poa, Poa, Fe
stuca), Finger Millet (Eleusin)
e), Lolium, Bromus, Oat and Oat (
Avena, Cyperus, Papyrus, Cyperus, Sorghum, Avena
), Monochoria, Tentsuki (F
embristylis), Omodaka kwai (Sa
gittaria), Harry Kurogwai (Eleo
charis), Hotarui Ukyagura Futoi (Sc
irpus), Paspalum,
Platypus (Ischaemum), Nukapo (Agro)
stis), Sparrownote
s), Cynodon, etc.

Genus of monocotyledonous plants: rice (Oryza), corn/popcorn (Zea), wheat (Triticu)
m), barley (Hordeum), oat/oat (Avena), rye (Sec.
ale), sorghum, millet (Pa.
nicum), Sugarcane and Waseobana (Saccha)
rum), pineapple (Ananas), asparagus (Asparagus), green onion/leek (Allium)
and so on.

The use of the compounds of the present invention is not limited to the above-mentioned plants, but can be applied to other plants as well. Also,
Depending on the concentration used, the active compounds can control weeds non-selectively and can be used, for example, on industrial sites such as factories, railway tracks, roads and on plantations as well as non-plantation areas.

Furthermore, the active compounds can be used for weed control in perennial plant cultivation, for example in afforestation, ornamental plantations, orchards, vineyards, citrus orchards, nut orchards, banana cultivation bases,
Applicable to coffee cultivation base, tea cultivation base, rubber cultivation base, Guinea oil palm cultivation base, cocoa cultivation base, small orchard and hop cultivation base, and for selective weed control in annual plant cultivation. can.

The active compounds according to the invention can be put into customary pharmaceutical forms. Such forms include solutions, wettable powders, emulsions, suspensions, powders, foams, granules, aerosols, active compound infiltration - natural and synthetic, microcapsules, seed coatings, combustion devices. (e.g. combustion equipment such as fumigation and fume cartridges, cans and coils), and ULV [cold mist]
st), warm mist (warm m1st)).

These formulations can be manufactured by known methods.

Such methods include, for example, combining the active compound with a vehicle, i.e. a liquid diluent; a liquefied gas diluent; a solid diluent or a carrier, optionally a surfactant, i.e. an emulsifier and/or a dispersant and/or a foam. This is done by using a forming agent and mixing.

When using water as a developing agent, for example, organic solvents can also be used as co-solvents.

Liquid diluents or carriers generally include aromatic hydrocarbons (e.g. xylene, toluene, alkylnaphthalenes, etc.), chlorinated aromatic or chlorinated aliphatic hydrocarbons (
Examples include chlorobenzenes, ethylene chlorides, methylene chloride, etc.), aliphatic hydrocarbons (e.g., cyclohexane, etc., paraffins (e.g., mineral oil fractions, etc.)), alcohols (e.g., butanol, glycols, and their ethers and esters). ), ketones (eg acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexane, etc.), strongly polar solvents (eg dimethylformamide, dimethyl sulfoxide, etc.) and water.

The liquefied gas diluent or carrier is a gas at normal temperature and pressure, and examples thereof include butane, propane, nitrogen gas,
Mention may be made of aerosol propellants such as carbon dioxide and halogenated hydrocarbons.

Solid diluents include soil natural minerals (e.g. kaolin, clay, talc, chalk, quartz, attapulgite,
montmorillonite or diatomaceous earth), soil synthetic minerals (for example, highly dispersed silicic acid, alumina, silicates, etc.).

Solid carriers for granules include crushed and fractionated rocks (e.g. calcite, marble, pumice, sepiolite, dolomite, etc.), synthetic piles of inorganic and organic powders, and organic substances (e.g. Sawdust, coconut shells, corn cobs, tobacco stalks, etc.) can be mentioned.

Emulsifiers and/or foaming agents include nonionic and anionic emulsifiers [e.g., polyoxyethylene fatty acid esters, polyoxyethylene fatty acid alcohol ethers (e.g., alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfones); salts, etc.)] and albumin hydrolysis products.

Examples of dispersants include lignin sulfide waste liquid,
and includes methylcellulose.

Fixing agents can also be used in the formulations (powders, granules, emulsions), such fixing agents include carboxymethylcellulose and natural and synthetic polymers such as gum arabic, polyvinyl alcohol and polyvinyl acetate. Can be done.

Coloring agents may also be used, including inorganic pigments such as iron oxide, titanium oxide and Prussian blue, and organic dyes such as alizarin dyes, azo dyes or metal phthalocyanine dyes, and also iron, Mention may be made of trace elements such as manganese, boron, copper, cobalt, molybdenum, their salts of zinc.

The formulations may generally contain from 0.1 to 95% by weight, preferably from 0.5 to 90% by weight of said active ingredient.

The active compounds according to the invention can be used on their own or in their formulation form for weed control, and can also be used as a mixture with known herbicides; such mixtures can be used in the final formulation form or in the tank. It allows for both sides of the mix.

Possible combinations as a mixture include, for example, the following known herbicides. 4-amino-6(1,1-dimethylethyl)-3-methylthio 1.2.4-1 riazine-5(4
H)-one, 1-amino-6-ethylthio 1-(2,
2-dimethylpropyl)-1,3,5-1-riazine-
2,4(IH,3H) dione, or N-(2-benzothiazolyl N N'-dimethylurea, etc.; 4-amino-
3-methyl-6-phenyl-1,2,4-triazine-
5(4H)-one, etc.; 4-amino 6-(
1,1-dimethylethyl)-3-methylthio-1,2,
4-) riazin-5(4H)-one, etc.

Surprisingly, some mixtures of the compounds of the invention also exhibit synergistic effects.

When using the active compounds of the invention, they can be used directly as such, or in the form of formulations such as spray preparations, emulsions, suspensions, powders and granules, or they can be prepared further diluted. It can be used in different usage forms.

The active compounds can be used in watering, spraying atomizing, dusting, etc.

The active compounds of the invention can be used both before and after germination of plants. They can also be incorporated into the soil before sowing.

The concentration of active compound can vary within a substantial range. It differs fundamentally depending on the nature of the desired effect. When used as a herbicide, the concentration used is e.g.
- about 3,000 g, preferably about 1 - about 2,000 g.

Next, the production and use of the compound of the present invention will be carried out as follows.
Although specifically shown, the present invention should not be limited to this only.

Biological test: Comparative compound (E-1) (Compound described in JP-A-63-14782) Preparation of active compound: 5 parts by weight of carrier: Niacetone Emulsifier: 1 part by weight of benzyloxypolyglycol ether Preparation of active compound: 1 part by weight The active compound is mixed with the above-mentioned amounts of carrier and emulsifier to obtain an emulsion. A predetermined dose of the preparation is prepared by diluting it with water.

Test method example 1 Pre-germination soil treatment test for field weeds In a greenhouse, soybean seeds were sown in 500 d bottles filled with field soil, and on top of that, soil mixed with seeds of goldenrod, goldenrod, and pigweed were added. It was covered with soil to a depth of 1 cm.

One day after sowing, a predetermined amount of the chemical solution prepared according to the above-mentioned preparation method was uniformly sprayed on the soil surface layer of each test pot.

Four weeks after spraying, the herbicidal effect and the degree of phytotoxicity on the crops were evaluated on a scale of 0 to 5 according to the following criteria.

Evaluation of effectiveness: 5: Weed killing rate 95% or more (withering) compared to untreated area 4:
80% or more and less than 95χ3:
50% or more and less than 80χ2: 3
0% or more and less than 50χ1: 10%
More than 30χ O: Less than 10χ (no effect) Evaluation of chemical damage to soybeans when compared to untreated area: 5: Phytotoxicity rate of 90% or more compared to untreated area (fatal damage)
4: 50% or more and less than 90χ3
: 30% or more, less than 50χ 1: 0: 10% or more, less than 30χ, greater than 0, less than 10χ, 0χ (no drug damage).

The results are shown in Table 1.

Table 1 Example 2 Stalk and foliage treatment test against upland weeds In a greenhouse, wheat was sown in a 500 cffl bottle filled with field soil, and then soil mixed with seeds of Japanese commonweed, Japanese commonweed, and pigweed was sown. It was covered with soil to a depth of 1 cm.

The plants were grown for 14 days after sowing, and a predetermined amount of a chemical solution prepared in the same manner as in Example 1 was uniformly sprayed on the test plants in each test pot.

Four weeks after spraying, the herbicidal effect and the degree of phytotoxicity on crops were investigated using the same criteria as in Example 1 above. The results are shown in Table 2.

Table 2

Claims (2)

[Claims] (1) Formula: ▲There are mathematical formulas, chemical formulas, tables, etc.▼ 1-[7-fluoro-4-propargyl-
2-H-1,4-benzoxazin-3(4H)-one-6-yl]-3,4-dimethyl-2,5-dioxo-
A herbicide for use in upland fields, characterized by containing 2,5-dihydropyrrole as an active ingredient. (2) Claim (1) which is a pre-emergence treatment agent for field weeds.
) listed herbicides.