JPH09136804A - Herbicidal composition for rice paddy - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a herbicidal composition for rice paddy by combining a herbicide effective against broad leaf weed and another herbicide effective against annual weeds in rice paddy and showing herbicidal effect with a lessened amount of active ingredients for a prolonged period of time from the pre- emergence of weeds before rice seedling transplantation to the vegetation period. SOLUTION: This composition comprises α-(β-naphthoxy)propionanilide (compound A) and 3-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)-5-isopropylidene-1,3- oxazolidin-2,4-dione (compound B). The mixing ratio of the compounds A/B is (0.5-1,000)/1, preferably (1-100)/1 by weight. The whole application amount of the compounds A and B is 0.1-10kg/ha, usually 1-5kg/ha. This composition can control annual and perennial weeds and can be applied at any time from the pre-transplantation to the vegetation period and its residual period is prolonged, too. Thus, this composition can be used as a single treatment agent.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to α- (β-naphthoxy) propionanilide and 3- (2-fluoro-4-chloro-5-cyclopentyloxyphenyl) -5-isopropylidene-1,3-oxazolidine-2. The present invention relates to a herbicide composition for paddy fields, which comprises 4,4-dione as an active ingredient.

[0002]

2. Description of the Related Art Various herbicides for paddy fields and mixtures thereof have been known. More recently, admixtures capable of controlling various weeds in a single treatment, referred to as single treatment agents, have been developed. However, these herbicides have problems that they require a relatively large amount of active ingredient, they cannot be properly controlled with a single treatment even though they are one-shot agents, and that the duration of their effects is short. There are a lot of cases. Therefore, it is desired to develop paddy field herbicides that can control important weeds accurately and for a long time with a smaller amount of active ingredients.

The α- (β-naphthoxy) propionanilide (hereinafter referred to as compound A) according to the present invention is a known compound and is disclosed in JP-B-46-14077. The compound A is known as a herbicide effective against broad-leaved weeds such as Urikawa, and is commercially available under the general name naproanilide and put into practical use. However, this herbicide is significantly inferior to grass weeds. Similarly, 3- (2-fluoro-4-chloro-) according to the present invention
5-Cyclopentyloxyphenyl) -5-isopropylidene-1,3-oxazolidine-2,4-dione (hereinafter referred to as compound B) is a known compound described in JP-A No. 62-167713. Compound B is an effective herbicide for paddy annual weeds such as millet, but has a low effect on perennial weeds.

[0004]

DISCLOSURE OF THE INVENTION The present invention can be used at any time from before the emergence of weeds before rice transplantation to the growing season with a smaller amount of the active ingredient, and can remove important weeds in paddy fields by one treatment. It is an object to provide a paddy field herbicide that can be controlled for a long period of time.

[0005]

Means for Solving the Problems As a result of intensive studies to solve the above problems, the present inventors have found that α- (β-naphthoxy) propionanilide and 3- (2-fluoro-4-)
By mixing chloro-5-cyclopentyloxyphenyl) -5-isopropylidene-1,3-oxazolidine-2,4-dione, a synergistic effect unexpected from the effects of each of them is exhibited, and use of less active ingredient is used. Then, it was found that a herbicide for paddy fields, which can control important weeds in paddy fields, was obtained, and the present invention was completed. That is, the present invention provides α- (β-naphthoxy) propionanilide (hereinafter referred to as compound A) and 3- (2-fluoro-4-chloro-5-cyclopentyloxyphenyl) -5-isopropylidene-1,3-oxazolidine. A herbicide composition for paddy fields, which comprises -2,4-dione (hereinafter referred to as compound B) as an active ingredient.

[0006]

BEST MODE FOR CARRYING OUT THE INVENTION The herbicidal composition according to the present invention comprises:
The drug substance may be used as it is for the plant to be treated, but it is generally mixed with an inert liquid or solid to prepare a commonly used formulation form such as powder, granules, wettable powder, emulsion, flowable formulation, etc. It is used after adjusting to. If necessary for the preparation, an auxiliary agent can be added. The carrier used in the present invention may be either solid or liquid as long as it is usually used for agricultural and horticultural chemicals, and is not limited to a particular one. Examples of the solid carrier include mineral powders such as clay, talc, bentonite, calcium carbonate, diatomaceous earth and white carbon, soybean powder, vegetable powders such as starch, petroleum resin, polyvinyl alcohol, polyalkylene glycol and the like. Such polymer compounds, urea, waxes and the like can be mentioned. Examples of the liquid carrier include various oils, various organic solvents, water and the like.

As the auxiliary agent used in the herbicidal composition according to the present invention, surfactants, binders, stabilizers and the like which are usually used in agricultural and horticultural chemicals can be used alone or in combination as required. As the surfactant, nonionic, anionic, cationic and amphoteric surfactants can be appropriately used. Preferred examples include alkylphenols,
Polymers of ethylene oxide and propylene oxide in higher alcohols, alkyl naphthols, higher fatty acids, fatty acid esters, dialkyl phosphate amines, etc., alkyl sulfate ester salts such as sodium lauryl sulfate, 2
-Alkyl sulfonates such as sodium ethylhexene sulfonate, aryl sulfonates such as sodium lignin sulfonate and sodium dodecylbenzene sulfonate.

An excellent herbicidal effect can be expected in a wide range of the mixing ratio of the compound A and the compound B, which are the components contained in the herbicidal composition according to the present invention. However, the mixing ratio of both is usually 0.5 to 100 parts of compound A to 1 part by weight of compound B.
0 parts by weight, preferably 1 to 100 parts by weight of compound A relative to 1 part by weight of compound B. More preferably, it is 5 to 30 parts by weight of compound A relative to 1 part by weight of compound B.
The total amount of compound A and compound B used is 0.1-10.
Although it is kg / ha, it is usually 1 to 5 kg / ha.
The herbicidal composition according to the present invention is effective in all treatment methods such as flooded soil treatment, soil treatment, soil mixed layer treatment, and foliage spray treatment, but it is preferably used in flooded soil treatment.
The dosage applied as a formulation is 0.5 kg to 500 kg / h.
Although it can be used in a wide range of a, the standard is 1 kg.
Use in the range of up to 50 kg / ha is preferred.

The herbicidal composition according to the present invention can be used in combination with one or more kinds of other herbicides, pesticides such as insecticides and plant growth regulators, soil conditioners or fertilizers. Of course, it is also possible to prepare a mixed preparation with these, and in some cases, a synergistic effect can be expected. Further, in some cases, an industrial bactericidal agent or an antibacterial / antifungal agent may be added for antibacterial / antifungal purposes. The herbicidal composition according to the present invention shows a synergistic effect which cannot be predicted at first by using the compound A and the compound B in combination, and as a result, it is possible to use paddy rice in a much smaller amount than the use alone. It can control important weeds in paddy fields accurately without damaging the plants. Further, the herbicidal composition is compound A
Alternatively, it is possible to control a wide range of grass species that could not be achieved by using Compound B alone, that is, to control annual and perennial weeds. In addition, since this herbicide composition can be used at any time from before weeding before rice planting to the growing season, and the residual effect period is extended, it is now used as a one-shot treatment agent that is the mainstream of paddy field herbicides. Is possible. All of these performances are due to the excellent synergistic effect of Compound A and Compound B.

[0010]

EXAMPLES The present invention will be described in more detail with reference to Examples and Test Examples. Example 1 (Wettable powder) Compound A: 40 parts by weight, Compound B: 10 parts by weight, Neoperex (trade name, manufactured by Kao; sodium dodecylbenzenesulfonate): 2 parts by weight, Neugen EA80 (trade name, first) Industrial pharmaceuticals; polyoxyethylene nonyl phenyl ether): 2 parts by weight, white carbon: 5 parts by weight and 41 parts by weight of diatomaceous earth were well pulverized and mixed to obtain a wettable powder.

Example 2 (Flowable Agent) Compound A: 20 parts by weight, Compound B: 2 parts by weight, sodium ligninsulfonate: 2 parts by weight, and polyoxyethylene alkylaryl ether: 1 part by weight, water: 7 parts.
After adding 4.7 parts by weight and mixing and finely pulverizing with a sand grinder, 0.3 parts by weight of xanthan gum was added to obtain a flowable agent.

Example 3 (flowable agent) 30 parts by weight of compound A, 5 parts by weight of compound B, and 10 parts by weight of sun extract P252 (trade name, the same as above) dissolved in 40 parts by weight of water are wet-ground and mixed. Then water 14.6
Kerzan S (trade name, manufactured by Kerco; xanthan gum) dissolved in parts by weight: 0.2 parts by weight and Deltop (trade name, manufactured by Takeda Pharmaceutical Co., Ltd .: organic iodine-based fungicide): 0.2 parts by weight The mixture was mixed to obtain a flowable agent.

Example 4 (Dust) Compound A: 10 parts by weight, Compound B: 1 part by weight, Emulgen 910 (trade name, manufactured by Kao; polyoxyethylene nonylphenyl ether): 0.5 parts by weight and kaolin clay: 88 The powder was obtained by thoroughly pulverizing and mixing 5 parts by weight.

Example 5 (Granule) Compound A: 20 parts by weight, Compound B: 3 parts by weight, Neoperex (trade name, the same as above): 2 parts by weight, Sun Extract P252 (trade name, manufactured by Sanyo Kokusaku Pulp Co., Ltd.) Sodium lignin sulfonate): 2 parts by weight, bentonite: 55 parts by weight and talc: 18 parts by weight were well mixed, then an appropriate amount of water was added to moisten the mixture, and then the mixture was extruded and granulated by a horizontal extrusion granulator. . After air-drying and crushing this at 30-60 ° C,
The granules were sized by a sizing machine to 0.3 to 2 mm.

Example 6 (Granule) Compound A: 7 parts by weight, Compound B: 1 part by weight, Gohsenol GL-05s (Nippon Gosei Kagaku PVA): 2 parts by weight, Sun Extract P252 (Sanyo Kokusaku Pulp Lignin Sulfone) Acid soda): 2 parts by weight and clay: 88 parts by weight were mixed well, then an appropriate amount of water was added to wet the mixture, and then the mixture was extruded and granulated by a horizontal extrusion granulator. 60 to 9
After air-drying at 0 ° C. and crushing, the granules were granulated with a granulator to 0.3 to 1 mm to obtain granules.

Example 7 (Emulsion) Compound A: 20 parts by weight, Compound B: 5 parts by weight, Solpol 800A (trade name, manufactured by Toho Chemical Co .; mixture of nonionic surfactant and anionic surfactant): An emulsion was obtained by mixing and dissolving 10 parts by weight and 65 parts by weight of o-xylene.

Test Example 1 Flooded Soil Treatment Test (Pre-emergence Treatment) A 1/5000 arengren pot was filled with soil, and seeds or tubers of Tainubie, Firefly, Urikawa were sown to make a flooded state. Two rice seedlings (2 to 3 leaf stage) which had been raised in advance were used as one strain, and the two strains were transplanted and grown in a greenhouse. One day later (before the emergence of weeds), a predetermined amount of the test composition was treated with the granules prepared according to the method described in Formulation Example 5, and after 30 days, the emergence situation of the weeds and the phytotoxicity situation against paddy rice. Was observed and investigated. The results are shown in Table 1 (Table 1).

In the table, the degree of damage to the test plants and the degree of chemical damage to the crops are shown according to the following criteria in comparison with the case where the growth state of the plants is untreated. Growth rate (%) shown by air dry weight ratio to the untreated plot 10 0 to 5 (withered) 9 6 to 10 8 11 to 20 7 21 to 30 6 31 to 40 5 41 to 50 4 51 to 60 3 61 to 70 2 71 to 80 1 81 to 90 0 91 to 100 (harmless)

In order to further clarify the synergistic effect of mixing, the effect expected at each mixing is calculated by the following calculation formula (Equation 1), and the actual measurement values are also shown in Table 1 (Table 1).
It was shown to. If the measured value of the effect by the test exceeds the calculated value, it can be judged that there is a synergistic effect. Calculation formula used for prediction of effect (graded evaluation from 0 to 10) [Equation 1] E = X + Y- (XY / 10) X: Effect of using herbicide A at α kg / ha Y: Herbicide B Effect of using β kg / ha E: Herbicide A is α kg / ha, herbicide B is β kg / ha
Expected effects when used SRColby., "Caluculating Synerigistic and Antagoni
stic Responses of Herbicide Combinations "Weeds 1
5, 20-22 (1973)

[0020]

[Table 1]

Test Example 2 Flooded Soil Treatment Test (Growth Season Treatment) The soil was filled in a 1/5000 arengren pot, and seeds or tubers of rice barley, eel, firefly, and urikawa were sown to make a flooded state. Two rice seedlings (2 to 3 leaf stage) which had been raised in advance were used as one strain, and the two strains were transplanted and grown in a greenhouse. When the fly became 2 leaves, a predetermined amount of the test composition was treated with the granules prepared according to the method described in Formulation Example 5 above, and after 30 days, the occurrence of weeds and the damage to rice plants were observed. Was observed and investigated. The results are shown in Table 2 (Table 2). In the table, the degree of damage to the test plant and the degree of chemical damage to the crop are indicated in the same manner as in Test Example 1. Further, in order to further clarify the synergistic effect due to the mixing, the effect expected at each mixing was calculated by the same method as in Test Example 1, and is also shown in Table 2 (Table 2) together with the actually measured values.

[0022]

[Table 2]

[0023]

The herbicidal composition according to the present invention comprises α-
(Β-naphthoxy) propionanilide and 3- (2-fluoro-4-chloro-5-cyclopentyloxyphenyl) -5-isopropylidene-1,3-oxazolidine-2,4-dione each used alone Compared with the herbicidal effect that can be expected in the above, due to its extremely high synergistic effect, it exerts a high effect on important weeds in paddy fields with a lower dose.
As a result, the herbicidal composition according to the present invention can control important weeds in paddy fields for a long time with a single treatment, and is highly applicable as a paddy field herbicide. Therefore, the present invention provides a very useful herbicide.

Claims (1)

[Claims] 1. α- (β-naphthoxy) propionanilide and 3- (2-fluoro-4-chloro-5-cyclopentyloxyphenyl) -5-isopropylidene-1,
A herbicide composition for paddy fields, which comprises 3-oxazolidine-2,4-dione as an active ingredient.