JPH0655650B2 - Herbicide composition - Google Patents

Description

The present invention relates to a herbicidal composition, and in particular, has a broad herbicidal spectrum including both annual paddy weeds and perennial paddy weeds, and exhibits excellent herbicidal effect on paddy weeds. The present invention relates to a herbicidal composition, which has one of the components of the herbicide of the present invention, a compound of the following formula (1), in which plant phytotoxicity to paddy rice is significantly reduced. More specifically, the present invention is applied to pre-emergence or post-emergence early growth of paddy weeds, including perennial paddy weeds that have been difficult to achieve conventionally satisfactory herbicidal effects, including annual paddy weeds and perennial paddy weeds. The present invention relates to a unique herbicidal composition which exerts a remarkably excellent herbicidal effect on paddy field weeds including both of the above and does not cause substantial phytotoxicity on paddy rice.

That is, the present invention is represented by the following formula (1) And a compound represented by the following formula (2) And a compound represented by as an active ingredient.

2 represented by the above formula (1) used in the present invention
[(4,6-Dimethoxypyrimidin-2-yl) aminocarbonyl-aminosulfonylmethyl] benzoic acid methyl ester is a known herbicidally active compound described in JP-A-57-112379, and also has the above formula ( 1- (α, α-dimethylbenzyl) -3- (p-tolyl) urea represented by 2) is also a known herbicidally active compound called dimuron.

The above-mentioned JP-A-57-112379 describes that the sulfonamide compound represented by the general formula including a large number of compounds described therein can be used in combination with other commercially available herbicides. Some known herbicidally active compounds are exemplified, including the compound of formula (2). However, there is no specific description about the combined use of the compound of the formula (1) and the compound of the formula (2) which are particularly selected in the present invention. In addition, the combination disclosed in JP-A No. 57-112379 described above merely describes the possibility as an ordinary admixture for the purpose of labor saving, etc. I do not suggest anything.

According to the findings obtained by the present inventors, the nature of the paddy field soil, the state of the soil, temperature, water temperature, weather conditions, there are differences depending on the region, in the field test under natural conditions,
The compound of formula (1) exerts excellent herbicidal activity even at a low application rate of 7.5 g / 10a, but on the other hand, it causes phytotoxicity to paddy rice that cannot be put to practical use under bad conditions.

Based on the above findings, while maintaining the excellent herbicidal effect of the compound (1), the present inventors have conducted various studies on a method of avoiding phytotoxicity against paddy rice, and used this in combination with the compound of the formula (2). By doing so, it was discovered that the phytotoxicity to paddy rice can be reduced to a practically negligible level.
That is, according to the study of the present inventors, by selecting the combination of the formula (1) compound and the formula (2) compound specified in the present invention, when the compound of the formula (1) is applied alone , Its excellent herbicidal effect can be exerted, but even if it is used at an application rate that is difficult to avoid phytotoxicity to paddy rice, only the phytotoxicity to paddy rice is selectively and significantly reduced without substantially reducing the herbicidal effect. It has been discovered that a totally unexpected and surprising selective phytotoxicity effect that can be achieved can be achieved.

For example, as shown in Tables 1 and 2 below, the compound of formula (1) at the application rates of 15g / 10a and 30g / 10a has the same application rate even though it causes phytotoxicity that impairs practical use on paddy rice. In, the chemical damage to paddy rice was reduced to a practically negligible amount only by further combining the compound of formula (2). On the other hand, as for the herbicidal activity, as shown in Tables 3 and 4, the compound of formula (1) was slightly unsatisfactory to the northern grass fly at the low application rate of 7.5g / 10a, but was superior to the main perennial weeds. It was confirmed that the excellent herbicidal activity was maintained without lowering even when the compound of the formula (2) was combined at the same application rate.

In order to most effectively exert the excellent herbicidal action against weeds in the paddy field of the herbicidal composition of the present invention, about 3 days to 15 days after transplanting the rice seedlings into the paddy field, preferably about 2 to about 14 days after the transplantation.
This is achieved by applying the compound of the formula (1) and the compound of the formula (2) in combination during the period of the day.

This confirmed that the herbicidal effect was exhibited conveniently and surely in a field under natural conditions, and that the herbicidal composition of the present invention had extremely high practical value.

The combination ratio of the formula (1) compound and the formula (2) compound of the present invention is appropriately within a range that does not substantially impair the excellent paddy field weed control effect and phytotoxicity-reducing effect of the herbicide composition of the present invention. You can choose. For example, compound of formula (1): compound of formula (2) = 1: about 0.1 to 50 (weight ratio), preferably 1: 1 to 3
A combination ratio of 0, more preferably 1: 2 to 15, can be exemplified. Further, the herbicidal composition of the present invention may further contain various auxiliaries, various agricultural chemicals and the like in addition to the compound of the formula (1) and the compound of the formula (2), and also itself. For example, powders, granules, fine granules, tablets, suspensions, emulsions, wettable powders, concentrated emulsions, aerosols, and any other desired dosage forms, preferably granules, can be prepared by known methods. it can. Furthermore, it can be used in combination with other herbicides.

Examples of the above-mentioned auxiliaries include kaolinite, attabargit, montmorillonite, diatomaceous earth, bentonite, talc, pyrophyllite, calcined hirucite, 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 and methyl cellosolve; alkylallyl sulfonates,
Alkyl sulphate, polyoxyethylene alkyl phosphate, polyoxyethylene lauryl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene sorbitan monolaurate, polyethylene glycol alkyl ether, polyoxyethylene alkyl phenyl ether, alkylbenzene sulfonate,
Examples thereof include emulsifiers such as lignin sulfonate and the like, dispersants, wetting agents: other auxiliary agents.

The herbicide of the present invention preferably contains another herbicide in order to broaden the herbicidal spectrum, and in some cases, a synergistic effect can be expected. Examples of such other herbicides include, for example, 2-methylthio-4,6-
Bisethylamino-1,3,5-triazine; 2-chloro-4,6-bisethylamino-1,3,5-triazine; 2-methoxy-4-ethylamino-6-isopropylamino-1,3 5-triazine; 2-chloro-4-
Ethylamino-6-isopropylamino-S-triazine; 2-Methyltao-4,6-bis (isopropylamino) -S-triazine; 2-Methylthio-4-ethylamino-6-isopropylamino-S-triazine; 2-
Methylthio-4- (1,2-dimethylpropylamino)
Triazine herbicides such as -6-ethylamino-S-triazine, 2,4-dichlorophenoxyacetic acid and its ethyl, propyl or butyl ester; 4-chloro-2
-Phenoxy herbicides such as methylphenoxyacetic acid and ethyl 2-methyl-4-chlorophenoxybutyrate;
4,6-Trichlorophenyl-4'-nitrophenyl ether; 2,4-Dichlorophenyl-4'-nitrophenyl ether; 3,5-Dimethylphenyl-4'-nitrophenyl ether; 2,4- Dichlorophenyl-3 '
-Methoxycarbonyl-4'-nitrophenyl ether; 2,4-dichlorophenyl-4'-nitro-3'-
Diphenyl ether herbicides such as methoxyphenyl ether, 3- (3,4-dichlorophenyl) -1-methoxy-1-methylurea; 3- (3,4-dichlorophenyl) -1,1-dimethylurea; 3- Urea-based herbicides such as (4-chlorophenyl) -1,1-dimethylurea, 3
-Methoxycarbonylaminophenyl-N- (3-methylphenyl) carbamate; Isopropyl-N- (3-
Chlorphenyl) carbamate; Methyl N- (3,4-
Carbamate herbicides such as dichlorophenyl) carbamate, 5-bromo-3-sec-butyl-6-methyluracil; Uracil herbicides such as 1-cyclohexyl-3,5-propyleneuracil, S- (4-chloro) Benzyl)
N, N-diethyl thiol carbamate; S-ethyl N
-Cyclohexyl-N-ethylthiol carbamate;
S-ethyl-hexahydro-1H-azebin-1-carbothioate; thiolcarbamate herbicides such as S-ethyl-N, N-dinormalpropylthiocarbamate, 1,1′-dimethyl-4,4′-bis Pyridinium salt type herbicides such as pyridinium dichloride, phosphorus type herbicides such as N- (phosphonomethyl) glycine, α, α, α-
Trifluoro-2,6-dinitro-N, N-dipropyl-p-toluidine; 4- (methylsulfonyl) 2,6-
Aniline herbicides such as dinitro-N, N-dipropylaniline, benzothiazol-2-yloxy-acetic acid N-
Methylanilide; 2-benzothiazol-2-yloxy-N-methylacetanilide; 2-chloro-2 ',
6'-diethyl N- (butoxymethyl) acetanilide; 2-chloro-2 ', 6'-diethyl-N- (methoxymethyl) acetanilide; 3,4-dichloropropionanilide; 2-chloro-2', 6'- Diethyl-N-
Acid anilide herbicides such as (propoxyethyl) acetanilide, 4- (2,4-dichlorobenzoyl) -1,3
-Dimethyl-5-pyrazolyl-P-toluenesulfonate; 2- [4- (2,4-dichlorobenzoyl) -1,
3-Dimethylpyrazol-5-yloxy] acetophenone; 4- (2,4-dichloro-3-methylbenzoyl) -1,3-dimethyl-5-phenacyloxypyrazole and other pyrazole herbicides, 5-tert-butyl -3-
(2,4-dichloro-5-isopropoxyphenyl)
1,3,4-oxadiazolin-2-one; 2- [N-
Isopropyl, N- (4-chlorophenyl) carbamoyl] -4-chloro-5-methyl-4-isoxazolin-3-one; 3-isopropyl-1H-2,1,3-benzothiadiazin- (4)- 3H-one-2,2-dioxide; 3- (2-methylphenoxy) pyridazine; N-
(O, O-dipropyl-dithiophosphorylacetyl)-
2-Methyl-piperidine; N- (α, α-dimethylbenzyl) -α-bromo-α-tert-butylacetamide; O, O, O-diisopropyl S- (2-benzenesulfonylaminoethyl) phosphorodithioate; O
-Ethyl-O- (2-nitro-5-methylphenyl)-
N-sec-butyl phosphoroaminothioate; 3,3 '
-Dimethyl-4-methoxy benzophenone: S- (1
Examples include, but are not limited to, -methyl-1-phenethyl) -piperidine-1-carbothioate and the like.

The content of the active ingredient in the herbicidal composition of the present invention can be appropriately selected, for example, based on the weight of the herbicide, the total amount of the compound of the formula (1) and the compound (2) is about 0.01 to about 80%, preferably About 0.1 to about 50%, more preferably about 1 to about 25%
Is.

According to the present invention, as described above, the compound of the formula (1) and the compound of the formula (2) are used in combination, about 3 days before transplantation of rice seedlings to about 1 day after transplantation.
By applying water to flooded paddy fields for 5 days, more preferably about 2 to about 14 days after transplantation, a particularly excellent paddy field weeding effect is shown, while at the same time selective phytotoxicity reducing effect is shown. Therefore, the chemical damage to the paddy rice can be substantially avoided. The above period can be appropriately selected according to the area of paddy rice cultivation, the variety of paddy rice, the type and growth of paddy field weeds, the weather, and other conditions that can change, and it can be shortened or extended slightly, but immediately before or immediately after transplanting. It is particularly preferable to apply the above-mentioned suitable period, since the application of the above-mentioned can cause an adverse effect on the paddy rice seedlings, and the application too late reduces the herbicidal effect on the paddy weeds.

When applying the paddy fields, it may be applied to the flooded paddy fields where the rice seedlings have been transplanted, it is not necessary to prevent them from adhering to the leaves of the rice seedlings to some extent, and in the above-mentioned period from the viewpoint of ease of surface application. It is preferably applied. The combined application on the surface of water is usually applied in combination in the form of a pre-prepared complex herbicide, but in some cases, a single agent of the compound of formula (1) and the compound of formula (2) is applied in situ. They may be mixed and applied together, or they may be applied almost simultaneously in combination. That is,
Unless the selective phytotoxicity-reducing effect which is the object of the present invention is not impaired, it is not necessary to use the simultaneous simultaneous application.

Furthermore, upon application, the herbicide of the present invention shows an excellent selective herbicidal effect at a significantly low application rate compared to the conventional application rate of conventional paddy herbicides, and annual and perennial weeds. It has an excellent characteristic that it has a broad herbicidal spectrum, acts effectively, and exerts a selective phytotoxicity reducing effect. Conventional paddy herbicides are generally applied in an amount of, for example, about 200 to about 400 g / 10a in order to achieve a desired effect, but the herbicide of the present invention has the formula (1 ) Compound about 6.5 to about 12 g / 10a, preferably about 7.0 to
An excellent herbicidal effect is exhibited at a markedly reduced application amount of the compound of formula (1) such as about 11 g / 10a, particularly about 7.5 to about 10 g / 10a. Of course, the nature and condition of the paddy soil, natural conditions, regions,
The application rate can be appropriately increased or decreased depending on the variety of paddy rice and other conditions.

According to the present invention, it is possible to effectively weed annual and perennial paddy weeds over a wide weeding spectrum. Moreover, it has the benefit of not causing any chemical damage to paddy rice.

An example of such a perennial paddy weed is Urikawa (Sa
gittaria pygmaea), Modada (Sagittaria trifoli)
a), firefly (Scirpus hotarui), cypress (Cy)
perus serotinus), pine nut (Eleocharis aciculari)
s), perennial paddy weeds such as Eleocharis kuroguwai and the like. In addition, as an example of annual paddy weeds, the northern grass fly (Echinochloa crusga)
lli), Cyperus difformis, Cyperus difformis, Monochoria vaginalis, Yellow cypress (Rotala indic)
a), Azena (Lindernia procubens), Abnomome (Dopa)
trium junceum), Mizuhakobe (Elatine triandra), and the like.

Hereinafter, the constitution and effects of the herbicidal composition of the present invention will be more specifically illustrated by formulation examples and test examples.

1. Wettable powder Formula (1) Compound 5 parts by weight Formula (2) Compound 25 Sodium lignin sulphonate 3 Kaolinite 66 Sodium dioctyl sulfosuccinate 1 After mixing each component, make a particle diameter of 5μ or less with a hammer mill A wettable powder which was pulverized into powder and then mixed again was obtained.

2. Granule Formula (1) Compound 0.25 parts by weight Formula (2) Compound 1 Neocor 0.5 Bentonite 35 Talc 63.25 Mix each component, grind with a hammer mill, add about 20% water and knead, then The granules were obtained by extruding with an extrusion granulator to a length of about 3 mm.

Test Example 1. Reducing effect of compound of formula (2) on phytotoxicity of paddy rice by formula (1) compound Reducing effect of compound of formula (2) on phytotoxicity of compound of formula (1) in a greenhouse using polypropylene pot with surface area of 100 cm ² . Considered in. As described below, the treatment methods were two methods: admixture before transplantation and infusion after transplantation.

(A) Mixing treatment before transplantation: After filling the pot with paddy soil and scraping it, 10 cc of a predetermined concentration of the suspension of the reagent to be treated was treated with a wettable powder prepared in accordance with the above formulation, and immediately paddy rice Two seedlings of 2 varieties (variety: Nihonbare) were transplanted (2 strains) to irrigate 2 cm.

(B) Irrigation after transplantation: After filling the pots with paddy field soil and scraping them, 1 strain (2 plants) of 2-leaf stage seedlings of paddy rice (cultivar: Nihonbare) was transplanted to make a submerged water of 2 cm, and then according to the above formulation Using the wettable powder prepared as a trial, a suspension of the test reagent at a predetermined concentration was treated with 10 cc per pot.

Both treatment groups were set to three consecutive systems, and the living weights of the above-ground portion and the underground portion were measured on the 25th day after the treatment, and an index for the non-treated area was obtained to be used as an index for mitigation of chemical damage. The results are shown in Table 1 and Table 2.
It was shown to.

Test example 2. Effect of the compound of formula (2) on the herbicidal effect of the compound of formula (1) The effect of the compound of formula (2) on the herbicidal effect of the compound of formula (1) was examined in a greenhouse using a Wagner pot of 1 / 5000a.

Fill two pots (abbreviated as A and B) with paddy soil,
After scratching, pot A was mixed well with various seeds of Tainubie and Firefly on the soil surface, and pot B was planted with 4 tubers of Urikawa, Mizugaya-tsuri and Kurogwai, 4 each.
Flooding was 3 cm. 2 days after planting (Tainubie 0 leaf stage)
Then, on the 7th day (1 leaf stage of Laminaria), a suspension of the test reagent at a predetermined concentration was treated with a wettable powder prepared according to the above-mentioned formulation at a concentration of 10 cc per pot. The above-ground fresh weight of the weeds remaining 28 days after planting the weeds was measured, and the index for the untreated plot was obtained and used as an index of the herbicidal effect. The results are shown in Tables 3 and 4. The experiment was carried out in two consecutive systems.

As is clear from Test Example 1 above, in the compound single agent group of the formula (1), in both treatment methods, both 15 g / 10a and 30 g / 10a application, significant phytotoxicity was observed in both the above-ground part and the underground part. It was observed that, especially, the 30g / 10a group treated with admixture before transplantation, which was easily affected by the drug, caused serious phytotoxicity. On the other hand, with the compounding agent of the present invention, drug damage could be almost completely prevented in all test sections.

Further, as is clear from Test Example 2, the compounding agent of the present invention exhibited a herbicidal effect comparable to that of the compound of the formula (1) single agent group.

As is clear from both test examples, the herbicidal composition of the present invention can substantially completely prevent phytotoxicity to transplant rice without reducing the excellent herbicidal action of the compound of formula (1). it can.

Claims (1)

[Claims] 1. The following formula (1) And a compound represented by the following formula (2) A herbicidal composition with reduced phytotoxicity, which comprises a compound represented by the formula (1) as an active ingredient.