JPS63303903A - Herbicide for paddy-rice plant - Google Patents

Abstract

PURPOSE:To obtain a herbicide for paddy-rice plant, having high herbicidal effects and low phytotoxicity, by adding 1-alpha,alpha-dimethyl-p-methylbenzyl-3-p'- tolylurea to an N-(pyrimidylaminocarbonyl)pyrazolesulfonamide derivative. CONSTITUTION:A herbicide for paddy-rice plant which is obtained by adding a compound shown by formula II to N-[(4,6-dimethoxypyrimidin-2-yl)aminocar bonyl]-1-methyl-4-ethoxyc arbonyl-5-pyrazolsulfonamide, enhances barnyard grass destroying power of the compound shown by formula I, has high herbicidal effects not on only other annual weeds but also on perennial weeds and extreme ly reduces phytotoxicity of the compound shown by formula I to paddy-rice plant. The amount of the herbicide used is small, the herbicide has no bad influence on environment and has safety.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a herbicide for paddy rice. More specifically, by adding the following formula (1) compound to the following formula (2) compound, the insecticidal ability of the formula (2) compound is enhanced, and
The present invention relates to a herbicide for paddy rice that exhibits a high herbicidal effect on not only other annual weeds but also perennial weeds, and in which the chemical damage to paddy rice caused by the compound of formula (2) below, which is one of the active ingredients of the compound of the present invention, is significantly reduced. be.

Therefore, the present invention can be effectively used in the chemical industry and agricultural fields.

Formula (1) Compound l-α,α-dimethyl-P-methylbenzyl-3-P'
-Tolylurea Formula (2) Compound co:l N-((4,6-dimethoxypyrimicin-2-yl)aminocarbonyl]-1-methyl-4-ethoxycarbonyl-5-virazolesulfonamide differential velocity J Writ Responsibility Formula (1) which is one of the active ingredients of the herbicide for paddy rice of the present invention
The compound exhibits herbicidal activity against wild grasses and grasshoppers,
It is described in Japanese Patent Publication No. 49-4938 that it can be used in combination with other herbicides. According to it, this compound requires 500 Sh per 1O are even in pot tests. However, there is no suggestion as to the combination of the active ingredients of the herbicide for paddy rice of the present invention and their effects.

In addition, the compound of formula (2), which is the other active ingredient of the herbicide for paddy rice of the present invention, is a compound corresponding to the compound of formula (2) in the originally filed specification of JP-A-59-122488. Active ingredient Jim, 16k per hectare
At 0.08 kg and 0.08 kg, it exhibits a herbicidal rate of 90% or more against wild grasses, crabgrass, cyperus, cyperus japonica, purslane, staghorn grass, and dog grass, and also shows the same level of almost complete blighting effect on rice, as well as others. herbicides, such as Farm Chemicals Handbook (Fa
rm chemicals handbook) 68
It is described that it can be used in combination with the herbicide described in Han (1982). However, there is no description of specific compounds to be used in combination with the compound of formula (2) and the effects brought about by the combination.
Publication No. 80406 describes a combination of l-α,α-dimethylbenzyl-3-tolylurea (hereinafter referred to as “Daimeron”) having a chemical structure similar to the compound of formula (1) and the compound of formula (2), and a special Kaisho 61-112003
In the publication, 2-
Combinations of ((4,6-cymethoxypyrimidin-2-yl)aminocarbonyl-aminosulfonylmethyl)benzoic acid methyl ester (hereinafter referred to as "Compound A") and Daimeron are described. represents Daimeron as a compound of formula (2) or a compound￥
Xi indoor pot tests and outdoor concrete pot tests have shown that when used in combination with IIIA, it exhibits excellent herbicidal effects against paddy field weeds and can reduce phytotoxicity.

Questions to be Solved by the Invention 1ala In recent years, mechanization of wet rice cultivation and earlier transplantation have rapidly spread, providing a more suitable place for weeds to grow than ever before. Furthermore, since there are many types of weeds ranging from annuals to perennials, complete weed control cannot be expected with one application of herbicides.

To control weeds in rice fields, it is customary to use herbicides two to three times during the rice cultivation period. However, the use of such herbicides not only requires a great deal of labor, but also may cause undesirable problems such as chemical damage to rice plants and environmental pollution due to the use of large amounts. For these reasons, there is a strong desire for the emergence of a herbicide that exhibits excellent herbicidal effects in small doses and can be used safely without causing any phytotoxicity to paddy rice.

On the other hand, as mentioned above, the compound of formula (2) is highly effective against various weeds except barnyard grass at low doses in the field under natural conditions, but the nature, condition, temperature, water temperature, sunlight, etc. of the soil in paddy fields are poor. Under certain conditions, it causes phytotoxicity to paddy rice that cannot be put to practical use. Attempts have been made to add Daimeron to the compound of formula (2) in order to maintain the excellent herbicidal effect of the compound of formula (2) and reduce the chemical damage to paddy rice. However, as shown in the test examples below, in order to reduce the chemical damage of the compound of formula (2) in actual fields, 200 to 400 g of Daimeron per 10 ares is practically required. This amount corresponds to 40 to 100 times the usual amount of 2 to 5 g per 1O are of the compound of formula (2), which is undesirable from a safety point of view. Since the herbicidal effect on barnyard grass is not improved, barnyardgrass seeds are mixed in during rice milling, causing a decrease in the commercial value of rice, and therefore cannot be used as a comprehensive herbicide for paddy fields.

The same can be said of the combination of Compound A and Daimeron mixture similar to the present invention.

That is, as shown in the test examples below, in order to reduce the chemical damage of Compound A in the actual field, Daimeron was added at 20 to 40 times the usual amount of Compound A, 5 to 10 g.
0-400g must also be added. Moreover, the barnyard killing effect of Compound A is not improved.

The object of the present invention is to provide a highly safe herbicide for paddy rice that does not cause chemical damage to paddy rice and has an excellent herbicidal effect when treated in a small amount as an alternative to these conventional herbicides.

In order to achieve the above object, the present inventors have intensively investigated the usefulness of a number of compounds as herbicides for paddy rice. As a result, the chemical structure was similar to that of Daimeron, and the formula (1
) compound to the compound of formula (2), the achievement of the desired purpose can be further reduced, and moreover, the compound of formula (1) can be added to the compound of formula (2) Even when added to the compound of formula (2), the barnyard killing effect of the compound of formula (2) is enhanced. I have come to obtain new knowledge.

Therefore, the gist of the present invention resides in a herbicide for paddy rice characterized by containing a compound represented by the formula (1) and a compound represented by the following formula (2) as active ingredients. .

In addition, the compound of formula (1) and formula (2) used in the present invention
All of the compounds are known compounds, and can be manufactured by methods described in the above-mentioned known documents.

1'' When used alone or in combination with a herbicide other than the compound of formula (2), the compound of formula (1) only exhibits its inherent herbicide action. However, when the compound of formula (1) in the present invention is used in combination with the compound of formula (2), the chemical damage caused by the compound of formula (2) to paddy rice is reduced or completely eliminated. In this way, equation (1)
In addition to its action as a herbicide, the compound has an action as a phytotoxicity reducer of the compound of formula (2) or a herbicidal effect enhancer of the compound of formula (2).

Examples (method of formulation) The herbicide for paddy rice of the present invention can be formulated into emulsions, wettable powders, liquids, sol formulations, powders, driftless (DL) powders, granules, and fine granules according to conventional formulations. , tablets, and other appropriate forms. The carrier used here is not limited to any particular carrier, and may be any solid or liquid carrier that is commonly used for agricultural and horticultural chemicals. For example, solid carriers include mineral powders (kaolin,
Bentonite, clay, montmorillonite, talc, diatomaceous earth, mica, vermiculite, gypsum, calcium carbonate, apatite, white carbon, slaked lime, silica sand, ammonium sulfate,
urea, etc.), vegetable powders (soybean flour, wheat flour, wood flour, tobacco powder, starch, crystalline cellulose, etc.), polymer compounds (petroleum resin, polyvinyl chloride, ketone resin, dammargum, etc.), alumina, silicates, Examples include sugar aggregates, highly dispersed silicic acid, and waxes. Examples of liquid carriers include water, alcohols (methyl alcohol, ethyl alcohol, n-propyl alcohol, 1so-propyl alcohol, butanol, ethylene glycol, benzyl alcohol, etc.), aromatic hydrocarbons (toluene,
benzene, xylene, ethylbenzene, methylnaphthalene, etc.), halogenated hydrocarbons (chloroform, carbon tetrachloride, dichloromethane, chloroethylene, monochlorobenzene, trichlorofluoromethane, dichlorodifluoromethane, etc.), ethers (ethyl ether, (ethylene oxide, dioxane, tetrahydrofuran, etc.)
, ketones (acetone, methyl ethyl ketone, cyclohexanone, methyl isobutyl ketone, isophorone, etc.)
, esters (ethyl acetate, butyl acetate, ethylene glycol acetate, amyl acetate, etc.), acid amides (dimethylformamide, dimethylacetamide, etc.), nitriles (acetonitrile, propionitrile, acrylonitrile, etc.), sulfoxides (dimethyl sulfoxide, etc.) ), alcohol ethers (ethylene glycol 7-methyl ether, ethylene glycol monoethyl ether, etc.), aliphatic or alicyclic hydrocarbons (n-
(hexane, cyclohexane, etc.), industrial gasoline (petroleum ether, solvent naphtha, etc.), 1 petroleum fraction (paraffins, kerosene, light oil, etc.).

Furthermore, various surfactants (or emulsifiers) are used for the purposes of emulsification, dispersion, solubilization, wet foaming, lubrication, and spreading when preparing formulations such as emulsions, wettable powders, and flowable preparations. Such surfactants include nonionic types (polyoxyethylene alkyl ethers, polyoxyethylene alkyl esters, polyoxyethylene sorbitan alkyl esters, sorbitan alkyl esters, etc.) and anionic types (alkylbenzene sulfonates, alkyl sulfosuccinates, alkyl sulfates, polyoxyethylene alkyl sulfates, arylsulfonates, etc.), cationic types (alkylamines (laurylamine,
Stearyltrimethylammonium chloride, alkyldimethylbenzylammonium chloride, etc.), polyoxyethylene alkylamines), amphoteric type (carbon a (betaine type), sulfuric acid ester salts, etc.), but are of course limited to these examples only. In addition to these, polyvinyl alcohol, carboxymethyl cellulose, gum arabic, polyvinyl acetate, gelatin, casein, sodium alginate,
Various adjuvants such as gum tragacanth can be used.

In the present invention, when producing the various preparations described above, the preparations contain a compound of formula (1) and a compound of formula (2) as active ingredients.
For example, a powder may be formulated to contain a total of 0.001% to 95% (by weight, the same hereinafter), preferably 0.01% to 75% of the compound.
0.01% to 5% for L powders and fine granules (F), 0.01% to 20% for granules, 1% to 75% for wettable powders, emulsions, and liquids. It can be contained within a range. For example, in the case of the most commonly used granules, the active ingredient amount of the formula (1) compound is 10 to 200 g per 10 ares in the case of the formula (1) compound, and the formula (2)
In the case of compounds, it is sufficient to spray in the range of 1 to 10 g per 10 are. In the case of other preparations, according to the conventional method, either as is or diluted with water or a suitable solvent, the amount of active ingredient can be expressed as the formula (1).
) compound: 10 to 200 g per 10 ares, formula (2
) In the case of a compound, it is sufficient to spray in a range of 1 to 10 g.

In order to most effectively exert the herbicidal and chemical damage reducing effects of the herbicide for paddy rice of the present invention, it is best to apply it to the surface of the water within 1 to 15 days after transplanting the paddy rice, or in the case of direct-seeded paddy rice, from the time of germination to the fourth leaf stage. good.

In addition, when using the herbicide for paddy rice of the present invention, known herbicides for paddy rice, insecticides, fungicides, or plant ripening agents may be used.
It can be used in combination with other agents to expand its applicability, and in some cases, a synergistic effect can be expected. In particular, the following herbicides may be used in combination:

Triazine-based grass N, N'-diisopropyl-6-methylthio-1,3,
5-triazine-2,4-diyldiamine N, N=-diethyl-6-methylthio-1°3.5-)
-Ryazine-2,4-diyldiamine N-(1,2-dimethylpropyl)N'-ethyl-6-methylthio-1,
3,5-)-Ryazine-2,4-diyldiamineamide herbicide N-butoxymethyl-2-chloro-2',6'-diethylacetanilide 2-chloro-2',6'-diethyl-N-( 2-propoxyethyl)acetanilide 3',4'-dichloropropionanilide N-(α,α
-dimethylbenzyl)-2-bromo-3,3-dimethylbutamide N-methyl-2-(benzthiazol-2-yloxy)acetanilide N-carboethoxymethyl-2-chloro-2',6'-
Diethylacetanilide N-(3-methoxychenylmethyl)-2-chloro-2
",6"-dimethylacetanilide carbamate herbicide 5-4-chlorobenzylethyl (thiocarbamate) "S-ethylazepane-1-carbothioate methyl
3.4-dichlorophenylate S-α, α-dimethylbenzyl biveridine-1-carbothioate toluidine herbicide α, α, α-trifluoro 2,6-sinitro N, N
-dipropyl-bala-toluidine 4-methylsulfonyl-2,6-sinitro N,N-dipropylanilindiazine herbicide 5-tert-butyl-3-(2,4-dichloro-5
-isopropoxyphenyl)-1,3゜4-oxadiazol-2(3H)-one 3-isopropyl-(IH)
-2,1,3-benzothiadiazine-4(3H) 2
．． 2-dioxide 4-(2,4-dichlorobenzoyl')1,3-dimethylpyrazol-5-yl-balatoluenesulfonate 1,3-dimethyl-4-(2,4-dichlorobenzoyl)-5-phenacyloxy -pyrazole 2- (4-(
2,4-dichloro-3-methylbenzoyl)-1,3-
dimethyl and ran-5-yloxy]-4'-methylacetophenone 2-methyl-3-benzyloxy-4-
(2゜4-dichlorobenzoyl)-pyrazole Oy enyl ether herbicide 2.4-dichlorophenyl-3'-methoxy-4'-nitrophenyl ether 2.4.6-drichlorophenyl-4'-nitrophenyl ether 5-(2,4-dichlorophenoxy)-2-nitrobenzoic acid Methylphenoxy herbicide 2-methyl-4-chlorophenoxyacetic acid or its salt, ester or amide derivative.

2.4-dichlorophenoxyacetic acid or its salt, ester or amide derivative.

2-Methyl-4-chlorophenoxybutyric acid or its salt, ester or amide derivative.

S-Ethyl 4-Chloro-o-tolyloxythioacetate Organophosphorus herbicide〇-Ethyl 0-6-nitro-methatoryl Secondary-butylphosphoroamidothioate 5-2-Methylpiperidinocarbonylmethyl 0.0- Dipropylphosphorodithioate 5-2-benzenesulfonamidoethyl 0
゜0-Diisopropylphosphorodithioniton 3,7-dichloro-8-carboxy-quinoline Example 1- Regarding the method for formulating the herbicide for paddy rice of the present invention
4 will be explained. However, the present invention is not limited to these examples, and can be mixed with various other additives in any proportion, and as mentioned above, other herbicides etc. can be mixed in any proportion to form a formulation. It can also be converted into

In addition, all parts in Examples indicate parts by weight.

To After adding 15 parts of water and mixing in a kneader, the mixture is granulated in a granulator and dried in a fluidized fluid dryer to obtain granules containing 1.2% of the active ingredient.

2 (10 parts of Japanese formula (1) compound, 3 parts of formula (2) compound, 15 parts of white carbon, 3 parts of calcium lignin sulfonate, polyoxyethylene nonylphenyl ether
2 parts of diatom, 5 parts of diatom, and 62 parts of clay are uniformly mixed in a grinding mixer to obtain a wettable powder containing 13% of the active ingredient.

Mix 11 7 parts of the compound of formula (1) 1 part of the compound of formula (2), 20 parts of Tsurpol 7001 (emulsifier (trade name of emulsifier manufactured by Toho Chemical Co., Ltd.)), 40 parts of cyclohexanone, and 32 parts of xylene An emulsion containing 8% of the active ingredient is obtained.

Trap potato J (L engineering 1) 1 0.5 part of formula (1) compound, 0.1 part of formula (2) compound,
Silicic anhydride fine powder 0.5 part, calcium stearate 0
．． 5th part, clay 50? A and 48.4 parts of talc are uniformly mixed and ground to obtain a powder containing 0.6% of the active ingredient.

c) Effects of the Invention As shown in the field test results described below, the herbicide for paddy rice of the present invention has the effect of killing moths of the formula (2) compound by adding the compound of formula (1) to the compound of formula (2). In addition to increasing vines, it shows excellent herbicidal effects against annual weeds in paddy fields, such as Japanese grasshopper and Japanese grasshopper, as well as perennial weeds such as bulrushes, Japanese cypress, Japanese cypress, and black grass.In addition, the compound of formula (2) has a phytotoxic effect that suppresses the growth of rice. Significantly reduces stress and becomes stiff.

The effects of the present invention are extremely effective against and kill almost all paddy weeds, including barnyard grass, even with the use of lower doses than conventional herbicides with similar combinations. Moreover, it causes almost no phytotoxicity to paddy rice compared to the single use of the compound of formula (2), and has no adverse effect on the environment. For these reasons, the herbicide of the present invention is a highly safe herbicide for paddy rice.

Next, the usefulness of the herbicide for paddy rice of the present invention will be explained using test examples.

Test area 1 (Oku LL) Set up a 2m test plot in a paddy field, and each plot contained 3g and 0.3g of seeds of Japanese millet, Konagi, and Firefly seeds, respectively.
g, 0.5 g was seeded. Subsequently, after plowing, 10 tubers of Urikawa, Mizugayatsu, and Kurogwai were planted in each plot, and 42 two-leaf stage seedlings (4 plants/plant) of paddy rice (variety: Nipponbare) were hand-planted. During the test period, the flooding method was 4 cm.
The water reduction method was 0.5 cm per day.

Ten days after transplanting paddy rice (first leaf stage of Japanese millet), granules prepared according to Example 1 were applied to the water surface.

Each treatment was carried out in triplicate, and the growth of paddy rice and herbicidal effect were measured 21 days after the chemical treatment.

The growth of paddy rice was determined by measuring the dry weight of the aboveground and root parts of the rice IO strain in the area, and calculating the ratio to the untreated area, which was defined as the paddy rice growth ratio.

The herbicidal effect was determined by measuring the dry weight of the above-ground parts of weeds remaining in the area, and calculating the ratio to the untreated area, which was taken as the residual weed ratio.

The results are shown in Table 1.

Claims (1)

[Claims] Formula (1) ▲There are mathematical formulas, chemical formulas, tables, etc.▼...(1) A compound represented by formula (2) ▲There are mathematical formulas, chemical formulas, tables, etc.▼...( 2) A herbicide for paddy rice characterized by containing the compound represented by the following as an active ingredient.