JPS5995204A - Herbicidal composition - Google Patents

Abstract

PURPOSE:To prepare a herbicidal composition exhibiting excellent synergistic effect for the selective killing of wide variety of weeds especially in corn field at a low rate of application, by using an N-phenyltetrahydrophthalimide derivative and an S-triazine derivative as active components. CONSTITUTION:(A) 1pt.wt. of an N-phenyltetrahydrophthalimide derivative of formula I [R is lower alkyl, cycloalkyl or halo (lower alkyl)] which is a novel compound having herbicidal effect, is mixed with (B) 0.2-50pts.wt. of atrazine [the S-triazine derivative of formula II (X is H or cyano)] known as a herbicide for corn field, and the mixture used as an active component of the titled composition. The mixture is further incorporated with a carrier or adjuvant, prepared in the form of wettable powder, emulsifiable concentrate, granules, suspension, etc., optionally diluted with water, and applied by foliar treatment or soil treatment at a rate of 1.5-25g of the active component per 1 are.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a compound of the general formula (I) 1 [wherein R represents a lower alkyl group, a cycloalkyl group, or a halo-lower alkyl group]. ] N-phenyltetrahydrophthalimide derivative (hereinafter referred to as compound (Il)
It is written as ) and general formula) [wherein, X represents a hydrogen atom or a cyano group. ] The present invention relates to a herbicidal composition containing an S-triazine derivative (hereinafter referred to as atrazine or cyanazine) as an active ingredient.

Currently, many herbicides are used as herbicides for upland fields, but because there are many types of weeds to control and they occur over a long period of time, they are more effective at killing weeds and have a wider herbicidal spectrum. There is also a need for safe herbicides for crops.

As a result of intensive study to develop a herbicide that meets these objectives, the present inventors discovered that the composition of the present invention containing the above-mentioned compound [I] and atrazine or cyanazine as active ingredients can be used to combat various weeds. They have discovered that they can selectively weed a wide range of weeds in Thai rice fields, and that their herbicidal effects are synergistically increased compared to when they are used alone, and that they can be applied at low dosages, and have developed the present invention. completed.

Compound [1] is a new compound with herbicidal activity that was previously discovered by the present inventors.
No. 2396, No. 57-13845, No. 57-17858), and the compounds shown in Table 1 are representative examples thereof.

Table 1 General Formula On the other hand, adrazine or cyanazine is a compound already known as a herbicide for corn (Her
bicide Handbook of the We
edScience 5ociety of Amer
ica, Fourth Edition P8B (1
979)).

The weeds to which the herbicidal composition of the present invention is applied include morning glories such as whiteweed, blueberry, knotweed, chickweed, purslane, Japanese trumpet, Japanese morning glory, Japanese trumpet, and common morning glory; There are dicotyledonous plants such as wild sunflowers, and monocotyledonous plants such as foxtail grass, sorghum, sorghum, and other plants.

The herbicidal composition of the present invention can simultaneously weed weeds that are particularly difficult to weed, such as morning glories such as Aspergillus vulgare, Japanese trumpet, Japanese fir tree, and wild sunflower.

Compound (I) and 7 which are active ingredients of the herbicidal composition of the present invention
The mixing ratio with thorazine or cyanazine can be varied within a relatively wide range, but usually the compound (I31'
Atrazine or cyanazine 0,2 for Mffi part
~50 parts by weight, preferably 1 to 20 parts by weight.

When the herbicidal composition of the present invention is used as a herbicide, it is usually formulated into emulsions, wettable powders, suspensions, granules, etc. using solid carriers, liquid carriers, surfactants, and other formulation auxiliaries. do.

These preparations contain active ingredients in a proportion of 0.5 to 90% by weight.
, preferably 2 to 80%.

Solid carriers include fine powders or granules such as kaolin clay, acpulgite clay, bentonite, acid clay, pyrophyllite, talc, diatomaceous earth, calcite, walnut powder, urea, ammonium sulfate, and synthetic hydrous silicon oxide; Examples of carriers include aromatic hydrocarbons such as xylene and methylnaphthalene, alcohols such as isopropanol, ethylene glycol, and cello sorso, ketones such as acetone, cyclohexanone, and isophorone, vegetable oils such as soybean oil and cottonseed oil, dimethyl sulfoxide, Examples include acetonitrile and water.

Surfactants used for emulsification, dispersion, wetting, etc. include anionic surfactants such as alkyl sulfate salts, alkyl (aryl) sulfonate salts, dialkyl sulfosuccinate salts, and polyoxyethylene alkylaryl ether phosphate salts. Surfactant, polyoxyethylene alkyl ether, polyoxyethylene alkylaryl ether,
Polyoxyethylene polyoxypropylene block copolymer, Sorbitan Jltl? These include nonionic surfactants such as fatty acid esters and polyoxyethylene sorbitan fatty acid esters. Formulation adjuvants include lignin sulfonate, alginate, borihinyl alcohol, alahiacum, and CMC (carboxydimethyl cellulose). ), P.A.
P (acidic isoropyl phosphate), etc.

Examples of formulations are shown below. In addition, the active ingredient compound [I]
is indicated by the compound number in Table 1. Parts indicate parts by weight.

Formulation Example 1 A wettable powder is obtained by thoroughly grinding and mixing 1110 parts of the compound, 40 parts of atrazine, 3 parts of calcium lignosulfonate, 2 parts of sodium lauryl sulfate, and 45 parts of synthetic hydrous oxide.

Formulation Example 2 4 parts of compound (2), 2 parts of cyanazine, 14 m of polyoxyethylene styryl phenyl ether, 6 parts of calcium tesilbenzenesulfonate, 34 parts of xylene and 40 parts of cyclohexanone are thoroughly mixed to obtain an emulsion.

Formulation Example 3 0.5 parts of compound (4), 15 parts of cyanazine, 1 part of synthetic hydrated silicon oxide, 2 parts of calcium lignosulfonate, 30 parts of hentonite, and 65 parts of kaolin clay are thoroughly ground and mixed, and water may be added to [ 1) After combining, granulation and drying are performed to obtain granules.

Formulation Example 4 5 parts of compound (3), 20 parts of atrazine, 3 parts of polyoxyethylene sorbitan monooleate, 3 parts of 0M0 and 69 parts of water were mixed and wet-pulverized until the hi of the active ingredient became 5 microns or less. Obtain a clouding agent.

These preparations can be used as is or diluted with water, etc., and treated with foliage or soil. For soil treatment, the preparation can be applied to the soil surface (if necessary, mixed with the soil after application) or irrigated into the soil.

In addition, by mixing with other herbicides,
It can be expected to increase herbicidal efficacy. It can also be used in combination with insecticides, miticides, nematicides, fungicides, plant growth regulators, fertilizers, soil conditioners, and the like.

The application amount of the herbicidal composition of the present invention depends on weather conditions, soil conditions,
Although it varies depending on the formulation form of the composition, the mixing ratio of the active ingredients, the target weeds and crops, etc., the amount of compound C
The total amount of I) and atrazine or cyanazine is 1.5
~257.

Emulsions, wettable powders, suspension agents, etc. are 1 liter or more per are.
Dilute with 10 liters of water (if necessary, add a spreading agent such as a spreading agent) and apply. Spreading agents (in addition to the above-mentioned surfactants, polyoxyethylene resin acids (esters), lignin sulfonates, ahietates, dinaphthyl methanodisulfonates, halafin, etc.) are used.

Next, a test example will be given to specifically demonstrate the herbicidal effect of the herbicidal composition of the present invention.

The herbicidal efficacy is expressed as the growth inhibition rate calculated by the following formula by measuring the fresh weight of the above-ground parts of the test plants that remained withered at the time of the survey.

Test Example 1 A cylindrical plastic pot with a diameter of 10C111 and a depth of 10 cm was filled with upland soil, sown with Ichibi or Japanese persimmon, covered with soil, and then grown outdoors for 20 days.

A predetermined amount of the test compound made into a wettable powder according to Formulation Example 1 was diluted with water containing a spreading agent, and sprayed on foliage from above a plastic pot using a small sprayer at a rate of 5 liters per are. . At the time of spraying, Ichibi was in the 4-leaf stage, and Onamia was in the 4-leaf 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 against Japanese grasshopper (growth inhibition rate of 1 animal)
Table 3: Herbicidal efficacy against Japanese fir tree (growth inhibition rate (%))
).

Test Example 2 Field soil stem and leaf treatment test A vat with an area of 38 x 23 crn' and a depth of 11 Q was filled with field soil, and a predetermined amount of the composition was diluted with water containing a spreading agent. , apply 5 liters per are with a small sprayer from above the plant over the entire stem and foliage area.
This was evenly distributed. At this time, the growth of each plant varied depending on the grass species, but was at the 1- to 4-leaf stage. 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 Written amendment to the procedure for herbicidal efficacy against various weeds (voluntary) January 3, 1980 Kazuo Wakasugi, Commissioner of the Patent Office 1 Indication of the case 1982 Patent Application No. 204365 2 Title of the invention Weeding Composition 3 Relationship with the person making the amendment Patent applicant address 5-15 Kitahama, Higashi-ku, Osaka Name (20
9) Hijikata, Representative of Sumitomo Chemical Industries, Ltd.
Take 4, Agent Address: 5-15 Kitahama, Higashi-ku, Osaka, Detailed Description of the Invention in the Specification Subject to the Amendment (6), Lines 12 to 13 on Page 3 of the Specification of Contents of the Amendment) The text ``Tize field'' should be corrected to ``One corn field.''

that's all =1

Claims (1)

[Claims] General formula [wherein R represents a lower alkyl group, a ncroalkyl group, or a halo-lower alkyl group]. N-phenyltetrahydrophthalimide derivatives represented by the general formula [wherein X represents a hydrogen atom or a cyano group]. ] A herbicidal composition comprising an S-1,1 azine derivative represented by the following as an active ingredient.