JP3283074B2 - Herbicide composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to phenoxypyrimidine derivatives and N- (2-chloroimidazo [1,2-a] pyridin-3- ylsulfonyl ) -N '-(4,6- dimethoxy).
The present invention relates to a herbicidal composition containing ( cypyrimidin-2-yl ) urea as an active ingredient.

[0002]

2. Description of the Related Art A phenoxypyrimidine derivative, which is one of the active ingredients of the herbicidal composition of the present invention, is a known compound which is known as a herbicide having an extremely low dose and excellent effects on rice bran, etc. No. 134073). N- (2-chloroimidazo [1,2-a] pyridin-3-ylsulfonyl) -N ′ which is the other active ingredient
-(4,6- Dimethoxypyrimidin-2-yl ) urea is also a known herbicide and is known to be effective against annual and perennial broadleaf weeds and Cyperaceae weeds (JP-A-1-38091). Gazette specification).

[0003]

A large number of paddy field herbicides are used in the cultivation of rice crops. However,
Since various types of weeds are mixed in paddy fields, and the amount, timing, and growth rate of each weed vary greatly depending on the type and weather conditions of the weeds, herbicides remove various kinds of weeds at different growth stages. It is difficult to kill all weeds in a single application. General formula [I] which is one of the active ingredients of the present invention

[0004]

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The phenoxypyrimidine derivative represented by the formula (1) exhibits a remarkable effect on small rice plants and the like at a low dose, but the durability of the effect at a low dose cannot be expected much. Also, annual and perennial broadleaf weeds and cyperaceae weeds have low herbicidal effects, and high doses are required to achieve sufficient effects. is there. On the other hand, N- (2-chloroimidazo [1,2-a]
Pyridin-3-ylsulfonyl) -N '-(4,6- di
Methoxypyrimidin-2-yl ) urea is highly effective at low doses on annual and perennial broadleaf weeds and cyperaceae weeds, but does not show sufficient effects on sand millet,
When both active ingredients are used alone, the herbicidal effect is not always sufficiently satisfactory. Therefore, the emergence of a synergist having a broad herbicidal spectrum and a stable effect is desired for both agents.

[0006]

Means for Solving the Problems The inventors of the present invention have conducted intensive studies to solve the above problems, and as a result, have found that phenoxypyrimidine derivative urea (hereinafter referred to as active ingredient A) and N- (2
-Chloroimidazo [1,2-a] pyridin-3-ylsulfonyl) -N '-(4,6- dimethoxypyrimidine-
The herbicidal composition of the present invention comprising 2-yl ) urea (hereinafter referred to as active ingredient B) as an active ingredient cannot completely control weeds which are difficult to control by each application alone. The present invention has been found to exhibit a synergistic herbicidal effect at a low dose, exhibit a remarkable control effect, and have high safety for paddy rice. That is, the present invention provides a compound represented by the general formula [I]:

[0007]

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A phenoxypyrimidine derivative represented by the following formula and N- (2-chloroimidazo [1,2-a] pyridine-3
-Ylsulfonyl) -N '-(4,6- dimethoxypyri
An object of the present invention is to provide a herbicidal composition comprising ( Midin-2-yl ) urea as an active ingredient. Table 1 shows typical examples of the phenoxypyrimidine derivative which is one of the active ingredients of the herbicidal composition of the present invention. The compound numbers are referred to in the following description.

[0009]

[Table 1]

The structural formula of active ingredient B, which is another active ingredient of the herbicidal composition of the present invention, is as follows.

[0011]

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The mixing ratio of the active ingredient in the herbicidal composition of the present invention is such that the active ingredient B is 0.1 to 10, preferably 0.5 to 5, and more preferably 1 to 1 part by weight of the phenoxypyrimidine derivative. ３3 parts. The herbicidal composition of the present invention may contain other herbicides, insecticides, fungicides, growth regulators, fertilizers, and the like in addition to the above two components.

The herbicidal composition of the present invention is prepared by mixing a carrier, a surfactant, a dispersant or an adjuvant with the above-mentioned active ingredient and subjecting it to a conventional method such as granules, wettable powders, emulsions, fine granules, It is preferable to apply it in the form of a powder or flowable. Suitable carriers here include, for example, solid carriers such as talc, bentonite, clay, kaolin, diatomaceous earth, white carbon, vermiculite, slaked lime, silica sand, ammonium sulfate, and urea, and liquids such as isopropyl alcohol, xylene, cyclohexanone, oil, and water And the like. Examples of the surfactant and dispersant include alcohol sulfate, alkyl sulfonate, lignin sulfonate, polyoxyethylene glycol ether, polyoxyethylene alkyl aryl ether, polyoxyethylene sorbitan monoalkylate, and the like. . Examples of the adjuvant include carboxymethyl cellulose, polyethylene glycol, propylene glycol, gum arabic and the like. These preparations are diluted to an appropriate concentration and sprayed or applied directly.

Next, working examples of the herbicidal composition of the present invention will be described. The mixing ratio of the active ingredient and other ingredients can be arbitrarily changed within a range not to impair the gist of the present invention.
All parts in the examples are parts by weight.

Example 1 0.2 part of active ingredient A1, 0.3 part of active ingredient B, 30 parts of bentonite, 61.5 parts of calcium carbonate, 3 parts of sodium tripolyphosphate, 3 parts of sodium ligninsulfonate, dodecylbenzenesulfonic acid 2 parts of soda salt is uniformly mixed and pulverized. 15 parts of water was added to 100 parts of this mixture, kneaded, granulated by an extruder of 0.8 mm, dried, and dried to 14 to 3 parts.
The mixture is sieved with 2 mesh to give granules.

Example 2 0.1 part of active ingredient A2, 0.3 part of active ingredient B, 30 parts of bentonite, 62.5 parts of calcium carbonate, 3 parts of sodium tripolyphosphate, 3 parts of sodium ligninsulfonate, dodecylbenzenesulfonic acid 2 parts of soda salt is uniformly mixed and pulverized. 15 parts of water was added to 100 parts of this mixture, kneaded, granulated by an extruder of 0.8 mm, dried, and dried to 14 to 3 parts.
The mixture is sieved with 2 mesh to give granules.

Example 3 0.1 part of active ingredient A3, 0.2 part of active ingredient B, 20 parts of bentonite, 71.7 parts of talc, 3 parts of carboxymethylcellulose, 3 parts of sodium ligninsulfonate, 3 parts of sodium dodecylbenzenesulfonate Mix and pulverize 2 parts uniformly. 18 parts of water was added to 100 parts of this mixture, kneaded, granulated with an extrusion-type granulator of 0.8 mm, dried, and dried to 14 to 32 parts.
Sieved with a mesh to make granules.

Example 4 0.6 part of active ingredient A4, 0.9 part of active ingredient B, 30 parts of bentonite, 60.5 parts of calcium carbonate, 3 parts of sodium tripolyphosphate, 3 parts of sodium ligninsulfonate, dodecylbenzene Two parts of sodium sulfonate are mixed and ground uniformly. 15 parts of water was added to 100 parts of the mixture, kneaded, granulated with a 1.5 mm extrusion granulator, dried, and dried for 10 to 2 parts.
The mixture is sieved with 0 mesh to give granules.

Example 5 1 part of active ingredient A2, 3 parts of active ingredient B, clay 92
Parts, 2 parts of sodium dinaphthylmethane disulfonate and 2 parts of sodium ligninsulfonate are uniformly mixed and pulverized to obtain a wettable powder.

Example 6 0.6 part of active ingredient A1, 1 part of active ingredient B, 2 parts of sodium dodecylbenzenesulfonate, 3 parts of polyoxyalkylene allylphenyl ether, 3 parts of white carbon 2
Parts and 91.4 parts of higher fatty acid hydrocarbon oil are uniformly mixed and pulverized into a flowable product.

Example 7 3 parts of the active ingredient A1, 6 parts of the active ingredient B, 10 parts of calcium dodecylbenzenesulfonate , 20 parts of dimethylsulfoxide and 61 parts of xylene are mixed and dissolved to form an emulsion.

Next, the effects of the herbicidal composition of the present invention will be described with reference to test examples. Test Example 1 (Drug Reduction Test) A 1 / 1500a vat was filled with paddy field soil, flooded after water input, fertilization, and scraping. To this, seeds of the seeds of foxtail, conger and fireflies are sown, and the tubers of urikawa and mizuyayatsuri are transplanted, and rice seedlings (leaf age 2.5 leaves) 2
With one book as a strain, transplant 3 strains per bat to a depth of 3 cm,
The plants were grown in a greenhouse while keeping the depth of flooding at 3 cm. 4 days after transplantation (before weed development) and 15 days after transplantation (Tainubie 2.5-
At the 3 leaf stage), a predetermined amount of the granules prepared according to Example 1 was treated. One month after the chemical treatment, the herbicidal effect and the phytotoxicity were examined according to the criteria in Table 2. The results of the treatment 4 days after transplantation are shown in Table 3, and the results of the treatment 15 days after transplantation are shown in Table 4.

[0023]

[Table 2]

[0024]

[Table 3]

[0025]

[Table 4]

Test Example 2 (Outdoor residual effect imparting test) A 1 / 5000a Wagner pot was filled with paddy field soil, filled with water, fertilized, scraped, and placed in a flooded state and placed outdoors. next day,
After treating a predetermined amount of granules prepared according to Formulation Example l
After 30 days, 40 days and 50 days, seeds of Tainubie on the surface layer
30 days after sowing , the herbicidal effect was investigated on the same basis as in Test Example 1 and the results are shown in Table 5.

[0027]

[Table 5]

[0028]

When the active ingredient compounds used in the herbicidal composition of the present invention are used alone, weeds that can be controlled are limited, and satisfactory effects cannot be expected. The herbicidal composition of the present invention exhibits an excellent herbicidal effect on weeds that are difficult to control with each active ingredient compound alone, at a dose so low as to be conceived when used alone. For example, annual sedges such as nobies, scallops, azaleas, kinkashigusa and other annual broadleaf weeds and stag beetles that frequently occur in common rice fields in Japan, and fireflies, urikawa, serrata, omodaka, heramodaka, koukiyagara, shidomi, swordfish The herbicidal composition of the present invention can effectively control perennial weeds such as seri, kuroguwai and kusanem at a low dose. On the other hand, rice is highly safe and does not cause phytotoxicity. The use time of the herbicide composition of the present invention can be selected from a wide range from the transplantation of paddy rice to the prosperity of weed emergence (about three leaf leaves), and the herbicidal effect lasts for a long time and affects the yield. After weeds can be prevented.

──────────────────────────────────────────────────続 き Continued on the front page (58) Field surveyed (Int. Cl. ⁷ , DB name) A01N 43/54 A01N 47/36 CA (STN) REGISTRY (STN)

Claims (3)

(57) [Claims] 1. A compound of the general formula [I] (In the formula, R represents a hydrogen atom, an alkyl group, a halogen-substituted alkyl group, a cycloalkyl group, an alkenyl group, a halogen-substituted alkenyl group, an alkynyl group, a halogen-substituted alkynyl group or an alkoxyalkyl group.) Derivative and N- (2-chloroimidazo [1,2-a] pyridin-3-ylsulfonyl)-
A herbicidal composition comprising N '-(4,6- dimethoxypyrimidin-2-yl ) urea as an active ingredient. 2. The herbicidal composition according to claim 1, wherein R of the phenoxypyrimidine derivative is a lower alkyl group. 3. A phenoxypyrimidine derivative and N- (2-
Chloroimidazo [1,2-a] pyridin-3-ylsulfonyl) -N '-(4,6- dimethoxypyrimidine-2-
3. The herbicidal composition according to claim 1, wherein the mixing ratio of yl ) urea is in the range of 1: 0.1 to 10 by weight.