JPH0489411A - Herbicide composition - Google Patents

Abstract

PURPOSE:To provide a herbicide composition selectively and remarkably reduced in the chemical damages of paddy rice without substantially lowering the excellent herbicidal activity of each ingredient by combining a specific known pyridine dicarbothioate compound with daimuron as herbicide ingredients. CONSTITUTION:A herbicide composition contains (A) a 5,5'-dimethyl-2- difluoromethyl-4-isobutyl-6-trifluoromethylpyridine-3,5-dicarbothioate and (B) 1-(alpha,alpha-dimethylbenzyl)-3-(p-tolyl)urea (daimuron) in an A:B wt. ratio of 1:1 to 1:10. The composition is applied to paddy fields before the germination of paddy field weeds or at the early growth phase of the weeds after the germination of the weeds, exhibits an excellent herbicidal activity against annual and perennial paddy weeds, especially against gramineous weeds and effectively applied to the surface of water in a period ranging from five days before the transplantation of rice seedlings into a paddy field to 15 days after the transplantation, preferably in a period ranging from 3 days before the transplantation to 10 days after the transplantation.

Description

DETAILED DESCRIPTION OF THE INVENTION (Industrial Field of Application) The present invention relates to a herbicidal composition. Specifically, - a compound of formula (I) below, which has a wide herbicidal spectrum including annual paddy weeds and perennial paddy weeds, exhibits an outstanding herbicidal effect on paddy weeds, and is one of the components of the herbicide of the present invention; The present invention relates to a herbicide composition which has significantly reduced phytotoxicity to paddy rice. More specifically, the present invention exhibits excellent herbicidal effects against annual and perennial paddy weeds, especially weeds of the grass family, when applied before the germination of paddy field weeds or during the early stages of growth after germination. The invention relates to a herbicidal composition that does not cause substantial phytotoxicity.

(Prior art) s represented by the following formula (I) used in the present invention,
s'-dimethyl-2-difluoromethyl-4-isobutyl-6-dolifluoromethylpyridine-3,5-dicarbothioate is a known herbicidally active compound described in JP-A-60-78965, In addition, the formula (I
1-(α,α-dimethylbenzyl)- represented by I)
3-(p-tolyl)urea is also known as Daimur
It is a known herbicidal active compound called onl.

JP-A-60-78965 describes that the pyridine dicarboxylic acid compound represented by the general formula, which includes many of the compounds described therein, can be used in combination with other herbicides. However, in the present invention, particularly selected compounds of formula (I) below and formula (■) below
There is no specific description regarding the combination use with other compounds.

In addition, there is no suggestion whatsoever regarding the effect of the present invention in reducing drug damage.

(Problem to be solved by the invention) Although there are differences depending on the nature of rice field soil, soil condition, air temperature, water temperature, weather conditions, region, etc., in field tests under natural conditions, the compound of formula (1) shown below is 12 g
It exhibits practical herbicidal activity when applied at an application rate of about 1 Oa, but on the other hand, it cannot be put to practical use under adverse conditions, such as when mechanically transplanted paddy rice is planted at shallow depths, as is often the case in daily life. Causes chemical damage to paddy rice.

(Means for Solving the Problems) Based on the above knowledge, the present inventors conducted various studies on a method for avoiding chemical damage to paddy rice while maintaining the excellent herbicidal effect of the compound of formula (1). It has been found that by using the compound II) in combination, the chemical damage to paddy rice can be reduced to a practically negligible level.

The present invention is a herbicidal composition characterized by containing a compound represented by the following and a compound represented by the following formula (II) as active ingredients.

That is, according to the research of the present inventors, by combining the compound of formula (1) and the compound of formula (11), the compound of formula (I)
When the compound is applied alone, it can exhibit excellent herbicidal effects, but even if it is used at an application rate that does not cause phytotoxicity to paddy rice, there is no substantial decrease in its herbicidal effect, and it does not cause only phytotoxicity to paddy rice. The present invention was completed based on the discovery of an unexpected and surprising selective effect of reducing drug damage, which can selectively and significantly reduce the

For example, as shown in Table 1 below, formula (I
) Compound alone: 6g/10a and 12g/10a
However, at the same application rate, formula (n
) By further combining the compounds, the phytotoxicity of paddy rice can be reduced to a point where it can be ignored in practical terms. On the other hand, regarding the herbicidal activity, as shown in Table 2 below, the compound of formula (I) exhibits excellent herbicidal activity against Japanese millet at an application rate of 6 g/10a, but at the same application rate, the compound of formula (II) ) Even when the compounds are combined, their excellent herbicidal activity is maintained without decreasing.

In order to effectively exert the excellent weed-killing action of the herbicide composition of the present invention, it is necessary to use the rice seedlings from about 5 days before transplanting to paddy fields to about 15 days after transplanting, preferably from about 3 days before transplanting to about 15 days after transplanting. This is achieved by surface application of a combination of formula (I) and formula (II) compounds over a period of 10 days.

As a result, even in fields under natural conditions, the herbicidal effect is conveniently and reliably exerted without causing chemical damage, and the herbicidal composition of the present invention has extremely high utility value.

The combined ratio of the formula (I) compound and the formula (IF) compound should be appropriately selected within a range that does not substantially impair the excellent paddy weed herbicidal effect and phytotoxicity reducing effect of the herbicide 1 composition of the present invention. I can do it.

For example, formula (I) compound: formula (II) compound = l: about 1
-20 (weight ratio), preferably 1:2-10, more preferably 1:5-10. Further, the herbicide composition of the present invention may further contain various auxiliary agents, various agricultural chemicals, etc. in addition to the above formula (I) compound and formula (1'I) compound, and also, For example, powders, granules, microgranules, single tablets, suspensions, emulsions, wettable powders, concentrated emulsions, aerosols, or any other dosage form, preferably granules, can be prepared according to methods known per se. I can do it.

Furthermore, it can also be used in combination with one or more other herbicides.

Examples of the above-mentioned auxiliary agents include kaolinite, attapulgite, montmorillonite, diatomaceous earth, bentonite, talc, phyllite, calcined vermiculite, silica, magnesium silicate, ammonium sulfate, magnesium sulfate, calcium sulfate, disodium phosphate, starch, water, aliphatic hydrocarbons,
Aromatic hydrocarbons, alcohols, ethylene glycol,
Solid or liquid carriers or diluents such as cellosolve, methyl cellosolve, etc.: alkylaryl sulfonates, alkyl sulfates, polyoxyethylene alkyl phosphates, polyoxyethylene lauryl ether, polyoxyethylene alkylphenyl ether, polyoxyethylene sorbitan monolaurate, Emulsifiers, dispersants, wetting agents such as polyethylene glycol alkyl ether, polyoxyethylene alkylphenyl ether, alkylbenzene sulfonate, lignin sulfonate, etc.; and other auxiliary agents can be exemplified.

The herbicidal composition of the present invention preferably contains other herbicides, so that the herbicidal spectrum can be broadened, and a synergistic effect can be expected in some cases.

Examples of such other herbicides include, for example, 2-methylthio-4,6-pisnitylamino-1,3,5-triazine:2-chloro-4,6-pisethylamino-1,
3.5 = triazine: 2-methoxy-4-ditylamino 6-itubrobylamino 1,3.5-triazine: 2
-Chlor-4-ethylamino-6-isopropylamino-S-triazine: 2-methylthio-4,6-bis(isopropylamino)-5-triazine; 2-methylthio-4-ethylamino-6-isopropylamino- S-triazine: Triazine herbicides such as 2-methylthio-4-(1,2-dimethylpropylamino)-6-ethylamino-S-triazine, 2,4-dichlorophenoxyacetic acid and its ethyl, propyl or butyl esters. , 4
- Phenoxy herbicides such as ethyl chloro-2-methylphenoxyacetate, 2-methyl-4-chlorophenoxybutyrate, 2.4.6-dolychlorophenyl-4'-nitrophenyl ether = 2.4-dichlor Phenyl 4°
-Nitrophenyl ether; 3.5-'2methylphenyl-4°-nitrophenyl ether: 2.4-dichlorophenyl-3°-methoxycarbonyl-4°-nitrophenyl ether, 2.4-dichlorophenyl-4°-nitro- Diphenyl ether herbicides such as 3°-methoxycanyl ether, 3-(3,4-dichlorophenyl)
-1=methoxy-1-methylurea; 3-(3,4 dichlorophenyl)-1,1-dimethylurea: 3-(4
-chlorophenyl)-1,1-dimethylurea; N-[
(4,6-Simethoxypyrimidin-2-yl)carbonyl]-4-ethoxycarbonyl-1-methyl-4-pyrazole sulfonamide, 3-(4,6-Simethoxy 1,
Urea herbicides such as 3.5-triazin-2-yl)-1-[2-(2-methoxyethoxy)-phenylsulfonyl]-urea, 3-methoxycarbonylaminophenyl-N-(3-methylphenyl) Carbamate: Isoprobyl-N=(3-chlorophenyl) carbamate: Carbamate herbicides such as methyl-N-(3,4-dichlorophenyl) carbamate, 5-bromo-3-sec
-Butyl-6-methyluracil: 1-cyclohexyl-
Uracil herbicides such as 3,4-propylene uracil,
5-(4-chlorobenzyl)-N,N'-diethylthiol carbamate; S-ethyl-N-cyclohexyl-N-ethylthiol carbamate: S-ethyl hexahydro-IH-azepine-1-carbothioate; S-
Ethyl-N,N'-dinormalpropylthiocarbamate; 5-1-methyl-1-phenylethyl-piperidine-1-carbothioate: S-benzyl-N-ethyl-N-(1,2-dimethylpropyl) Thiol carbamate herbicides such as thiol carbamate, pyridinium salt herbicides such as 1,1゛dimethyl-4,4°-bispyridinium dichloride, phosphorus herbicides such as N-(phosphonomethyl)glycine, α, α, α-trifluoro2
．． 6-sinitro N, N-dipropyl-p-toluidine: 4-(methylsulfonyl)-2,6-sinitro N,
Aniline herbicides such as N-dipropylaniline, benzothiazol-2-yloxy-acetic acid-N-methylanilide: 2-chloro'-2',6'-diethyl-N-(
butoxymethyl)acetanilide; 2-chloro-2°,
6°-Diethyl-N-(methoxymethyl)acetanilide: 3,4-dichloropropionanilide: Acid anilide herbicides such as 2-chloro-2°, 6°-diethyl-N-(propoxyethyl)acetanilide, 4- (2,4
-dichlorobenzoyl)-1,3-dimethyl-5-pyrazolyl-p-toluenesulfonate, 2-[4-(2,
4-dichlorobenzoyl) = 1,3-dimethylpyrazol-5-yloxycoacetophenone, 4-(2,4
Pyrazole herbicides such as -dichloro-3-methylbenzoyl)-1,3-dimethyl-5-phenacyloxybirapur, 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl) -1,3,5-year-old xadiazolin-2-one 3-isopropyl-IH2
,1,3-benzothiadiazine-(4)-3H-one-
2,2-dioxide; 3-(2-methylphenoxy)pyridazine; N-(0,0-dipropyl-dithiophosphorylacetyl)-2-methyl-piperidine: (■)-2
-bromo-N(α,α-dimethylbenzyl)-3,3-
Dimethylbutyramide=0.0-diisopropyl=S(
2-benzenesulfonylaminoethyl) phosphorodithioate: 0-ethyl-〇-(2-nitro-5-methylphenyl)-N-sec-butylphosphoraminothioate; 3,3'-dimethyl-4-methoxy Examples include, but are not limited to, benzophenone.

The content of the active ingredient in the herbicide composition of the present invention can be selected as appropriate; for example, in the amount of M of the herbicide, formula CI)
and CI+) compound is about 1% to about 50%, preferably about 1.5% to about 30%, more preferably about 2% to about 10% of the total weight.

According to the present invention, as described above, a compound of formula (I) and a compound of formula (
II) In combination with a compound, it is applied to the surface of the paddy field in a submerged state, preferably from about 5 days before transplanting to 15 days after transplanting the rice seedlings, more preferably from about 3 days before transplanting to about 10 days after transplanting. As a result, it exhibits a particularly excellent herbicidal effect on paddy field weeds, and at the same time exhibits a selective phytotoxicity reducing effect, making it possible to substantially avoid phytotoxicity to paddy rice. The above period can be selected as appropriate depending on the area of paddy rice cultivation, the variety of paddy rice, the type and growth of paddy weeds, the weather, and the conditions that can change in the area. Spraying may have an adverse effect on paddy rice seedlings, and spraying too late will reduce the herbicidal effect on paddy field weeds, so it is preferable to apply at the above-mentioned suitable period.

When applying to the surface of water, it is best to spray it on submerged paddy fields where rice seedlings have been transplanted (there is no need to avoid adhering to the leaves of rice seedlings to some extent, and from the viewpoint of ease of application to the surface of water, it is best to apply it during the above period). For combined water surface application, it is common to apply in combination in the form of a composite herbicide prepared in advance, but in some cases, a herbicide containing a compound of formula (I) and a compound of formula (II) may be used. They may be mixed on the spot and used in combination, or they may be used in combination at approximately the same time.In other words, as long as the selective chemical damage reduction effect, which is the objective of the present invention, is not impaired, the There is no problem even if they are not used simultaneously.

Furthermore, when applied, the herbicide composition of the present invention has a longer residual effect on grasshoppers than conventional paddy herbicides, and
It also exhibits the excellent feature of selectively reducing drug damage. While conventional paddy herbicides are typically applied in amounts of active ingredient on the order of, for example, about 200 to about 400 g/loa to achieve the desired effect, the herbicidal compositions of the present invention have the formula (1) Compound approximately 3-40 g/10
Excellent herbicidal efficacy is shown at reduced application rates of compounds of formula CI), preferably from about 6 to about 20 g/10 a, most preferably from about 8 to about 16 g/lOa. Of course, the amount of application can be increased or decreased as appropriate depending on the nature and condition of the soil of the paddy field, natural conditions, region, type of paddy rice, and other conditions.

(Effects of the Invention) According to the present invention, grass weeds can be effectively weeded during a wide suitable treatment period and with a long residual effect. Moreover, it does not cause any chemical damage to paddy rice.

Hereinafter, the herbicidal composition of the present invention will be explained in more detail using formulation examples and test examples.

(Example) Formulation example 1. Permanent agent Formula (I) compound 5 parts by weight Formula (II) compound 25 〃 Sodium lignin 3 〃 Sulfonate kaolinite 66 〃 Sodium dioctyl 1 〃 Sulfosuccinate After mixing each component, use a hammer mill to reduce the particle diameter to 5μ or less The mixture was ground to give a wettable powder and then remixed to obtain a wettable powder.

Formulation Example 21 Granules Formula (1) Compound 0.4 parts by weight Formula (II) Compound 1,5 // Nemancol
05 〃 Bentonite 33 〃 Talc
64.6// Mix each component, crush with a hammer mill, add about 20% water and knead, then extrude with an extrusion granulator with a diameter of 1 mm and cut into pieces of about 3 mm in length to obtain granules. Ta.

(Test Example) Test Example 1 Effect of formula (II) on the chemical damage of the compound of formula (I) to paddy rice
) The mitigating effects of the compounds were tested in a greenhouse using polypropylene pots with a surface area of "toocrn".

Fill the pot with paddy soil, and after plowing, plant one (3) two-leaf stage seedling of paddy rice (variety *Koganebare) at a depth of Ocm.
After transplanting to a water depth of 3 cm, a predetermined amount of granules sampled according to the previous formulation was treated.

The treated plots were set in triplicate, and the plant height, number of stems, and stem and leaf shape were measured 30 days after the treatment, and an index was determined compared to the untreated plot, which was used as an index for reducing chemical damage. The results are shown in Table 1.

Test Example 2 The effect of the formula (IT) compound on the herbicidal effect of the formula (I) compound was tested in a greenhouse using a 1/5000 a Wagner pot.

A pot was filled with paddy soil, and after plowing, seeds of Japanese millet were thoroughly mixed into the soil surface to make it flooded with water to a depth of 3 cm. Ten days after sowing (second leaf stage of Japanese millet), a predetermined amount of granules prepared according to the above recipe were treated.

The treated plots were tested in triplicate, and 32 days after chemical treatment, the above-ground weight of the remaining weeds was measured, and an index relative to the untreated plot was determined and used as an index of herbicidal effect. The results are shown in Table 2.

As is clear from Test Example 1 above, in the single treatment area of the compound (formula N), both treatment areas of 5 g / 10 a and 12 g / 10 a were applied to paddy rice at a planting depth of 0 cm, which is susceptible to the effects of chemicals. Serious drug damage also occurred. On the other hand, with the combination of the present invention, drug damage was almost completely prevented in all test plots.

Moreover, as is clear from Test Example 2, the herbicidal composition of the present invention exhibited a herbicidal effect comparable to that of the formula (I) compound formulation.

As is clear from both test examples, the herbicidal composition of the present invention has the excellent herbicidal effect on Japanese millet that the compound of formula (I) has. can be prevented.

Table 1 Post-transplant flooding treatment chemical application amount (g/10a) Formula (I) compound Formula (ratio of residual grass amount of the same compound to untreated plot (%) Formula (I) compound Formula (rl) compound untreated plot (stock) per) Number of stems Stem and leaf type >100 91 >100 99 >100 92 17.7 pieces 635g

Claims (1)

[Claims] A compound represented by the following formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼... (I) and the following formula (II) ▲There are mathematical formulas, chemical formulas, tables, etc.▼... ... (II) A herbicide composition characterized by containing the compound represented by the following as an active ingredient.