JPS59172403A - Herbicidal composition - Google Patents

Abstract

PURPOSE:A herbicidal composition that is a combination of a specific N-phenyl- tetrahydrophthalimide derivative with an N'-4-(4-methylphenethyloxy)-phenyl-N- methoxy-N-methylurea, thus permitting lower-dose application, because of their synergism. CONSTITUTION:One pt.wt. of N-phenyltetrahydrophthalimide derivative of formula I (R is lower alkyl, cycloalkyl, halo-lower-alkyl) is combined with 1- 20pts.wt. of N'-4-(4-methylphenethyloxy)phenyl-N-methoxy-N-methylurea to give the objective herbicidal composition. The resultant composition enables selective control over a wide range of weeds, especially in soybean fields. USE:The composition can control simultaneously Pharbitis purpurea Voigt or the like as well as Sensitive-joint-vetch.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention provides a compound of the general formula [I] 1 [wherein k represents a lower alkyl group, a cycloalkyl group, or a helo-lower alkyl group]. ] N-phenyltetrahydrophthalimide derivative (hereinafter referred to as compound [■
]. ) and N'-4-(4-methylphenethyloxy) represented by formula [II]
A herbicidal composition (hereinafter referred to as the composition of the present invention) containing phenyl-N-methoxy-N-methylurea (hereinafter referred to as compound [■]) as an active ingredient.
It is related to.

Currently, a large number of herbicides are used as herbicides for upland fields, but since there are many types of weeds to control and their emergence takes a long time, they are more effective and have a wide herbicidal spectrum. There is a need for herbicides that are safe for crops.

As a result of various studies aimed at developing herbicides that meet these objectives, the present inventors discovered the compound ['l] and the compound r■.
] The composition of the present invention containing as an active ingredient can selectively weed a wide range of weeds, especially in soybean fields, and its herbicidal effect is higher than that when used alone. The present invention was completed based on the discovery that the compound can be synergistically increased and can be applied at a low dosage.

The weeds targeted by the composition of the present invention include morning glories such as whiteweed, Japanese apricot, knotweed, chickweed, purslane, Japanese staghorn, Japanese morning glory, Japanese thornweed, and common morning glory, American staghorn, American golden deer,
Dicotyledonous plants such as dogwood, wild sunflower, foxtail grass, black-and-white grass, black-and-white grass, blackberry, and seibanmoro)
There are monocotyledonous plants such as -/.

The composition of the present invention is particularly capable of simultaneously weeding weeds that are extremely difficult to weed, such as morning glories such as Maruba morning glories and American acupuncture.

Compound [■] (Japanese Patent Application No. 56-212896,
No. 7-18845, Japanese Patent Application No. 57-17858) has a herbicidal effect, and the compound [■] (Japanese Patent Application No. 56-884
No. 8) is known to have herbicidal efficacy and selectivity for dive.

Compound [■] and compound U which are active ingredients of the composition of the present invention
The mixing ratio of compound [110.
It is 20 parts by weight. Table 1 shows some of the compounds [■] which are the active ingredients of the composition of the present invention.

Table 1-) Formulation When the composition of the present invention is used as a herbicide, it is usually used in the form of emulsions, wettable powders, suspensions, etc. using solid carriers, liquid carriers, surfactants, and other formulation auxiliaries. These preparations contain 0.5 to 90% by weight of the active ingredient,
Preferably the content is 2 to 80%.

Solid supports include kaolin clay and Ah! tapalgite clay, bentonite, acid clay, pyrophyllite,
There are fine powders or granules such as talc, diatomaceous earth, calcite, walnut powder, urea, ammonium sulfate, and synthetic hydrated silicon oxide, and liquid carriers include aromatic hydrocarbons such as xylene and methylnaphthalene, isopropanol, Examples include alcohols such as ethylene glycol and cellosolve, ketones such as acetone, cyclohexanone, and isophorone, vegetable oils such as soybean oil and cottonseed oil, dimethyl sulfoxide, acetonitrile, and water.

Surfactants used for emulsification, dispersion, wet layer, etc. include alkyl sulfate salts, alkyl (aryl) sulfonate salts, dialkyl sulfosuccinate salts, polyoxyethylene alkylaryl ether phosphate salts, etc. ionic surfactant, polyoxyethylene alkyl ether, polyoxyethylene alkylaryl ether,
Examples include nonionic surfactants such as polyoxyethylene polyoxypropylene bromine copolymer, sorbitan fatty acid ester, and polyoxyethylene sorbitan 81 fatty acid M ester. Formulation M Auxiliary agents include lignin sulfonate, alginate, polyvinyl alcohol, gum arabic, CPvIC (carboxymethylcellulose)
, P, AP (acidic phosphate isoprop≦pill), etc.

Examples of formulations are shown below. In addition, the compound [11
is indicated by the compound number in Table 1, and parts are indicated by weight.

Formulation Example 1 10 parts of compound (1) or (8), compound rlI'1
10 parts of synthetic hydrous silicon oxide, 3 parts of alkyl sulfate, 2 parts of calcium lignin sulfonate, and 65 parts of diatoms are thoroughly ground and mixed to obtain a wettable powder.

Formulation Example 2 1 part of compound (2), 9 parts of compound [■], 14 parts of polyoxyethylene styrylphenyl ether, 6 parts of calcium dodecylbenzenesulfonate, 80 parts of xylene and 40 parts of cyclohexanone are thoroughly mixed to obtain an emulsion.

Formulation Example 8 5 parts of compound (2) or (4), compound rII'120
8 parts of polyoxyethylene sorbitan monooleate, 8 parts of CMC and 69 parts of water are mixed and wet milled until the particle size of the active ingredient is less than 5 microns to obtain a suspension.

These preparations are diluted with water and sprayed on foliage.

Furthermore, by mixing it with other herbicides, it can be expected that the herbicidal efficacy will be enhanced. It can also be used in combination with insecticides, acaricides, nematicides, fungicides, plant growth regulators, fertilizers, soil conditioners, and the like. The application amount of the composition of the present invention varies depending on weather conditions, soil conditions, formulation form of the composition, mixing ratio of active ingredients, target weeds and crops, etc., but usually,
The total amount of compound rD and compound [I[] is 1.5 to 20 g per 1 are. Emulsions, wettable powders, suspensions, etc.
It is diluted with 1 sotol to 10 liters of water per are (if necessary, a spreading agent such as a spreading agent is added) and applied.

Spreading agents include, in addition to the above-mentioned surfactants, polyoxyethylene resins (esters), lignin sulfonate, abietate, sinaftifuremethane disulfonate, paraffin, and the like.

Next, test examples will be given to illustrate specific examples of the herbicidal effect of the composition of the present invention.

The herbicidal efficacy is expressed as the growth inhibition rate (%) calculated from the following formula by measuring the fresh weight of the above-ground parts of the test plants that remained withered during the survey. 1 diameter 10 cIn
A cylindrical plastic bot with a depth of 10 crn was filled with field soil, sown with morning glory or American horned glories, covered with soil, and then grown outdoors for 20 days. Formulation Example - Dilute a predetermined amount of the composition of the present invention made into a wettable powder according to 1 with water containing a spreading agent, and spray at a rate of 5 liters per 1 area. Sprayed on leaves with a sprayer. At the time of spraying, the morning glory was in the two-leaf stage, and the A. americanae was in the two-leaf compound stage.

After spraying, the plants were grown outdoors for 20 days and their herbicidal efficacy was investigated.

The results are shown in Tables 2 and 3.

Table 2 Herbicidal efficacy compound plate 1 against Asagao morning glory
0 Growth inhibition rate (%) I application amount
)”” 0 1 2 4
7 100 0 15 30 5
5 74 80.1 11 89 61
79 90 100 scolding (1) 0.2 8
1 70 90 94 100 1000 application company 0.4 62 87 99 100 100
10θ (g/a). , 784961°.
100 100 □. 01 92 100 10
0 100 100 1009 0 15 80
55 74 880.1 6 80 59
77 90 99 compound (4) 0.2 2
1 60 84 94 100 Application rate of 100 0.4 511 79 96 100 10
0 100 (f/a) 0.7 77 98 100 100 100 1
00 Table 3 Herbicidal efficacy test example 2 against A. americanum. Field soil treatment test. Field soil was packed in a soil with an area of 88 x 28 d and a depth of 11 cr IM. Sow soybeans,
It was grown for 18 days. Thereafter, a predetermined amount of the composition of the present invention made into a wettable powder according to Formulation Example 1 is diluted with water containing a spreading agent,
The mixture was sprayed uniformly over the entire stem and leaves from above the plant using a small sprayer at a rate of 5 liters per are.

At this time, the growth of each plant varied depending on the grass species, but it was in the 1-4 leaf stage and the plant height was 3-15 cm.

The herbicidal efficacy was investigated 20 days after spraying. The results are shown in Table 4. Note that this test was conducted outdoors throughout the entire period.

Table 4: Efficacy against various weeds

Claims (1)

[Scope of Claims] General formula [wherein R represents a lower alkyl group, a cycloalkyl group, or a halo-lower alkyl group]. ] and N'-4-(4
-methylphenethyloxy)phenyl-N-methoxy-
A herbicidal composition comprising N-methylurea as an active ingredient.