JPS6263503A - Herbicide composition - Google Patents

Abstract

PURPOSE:The titled composition controlling completely various weeds with a small amount of herbicide without causing pytotoxicity on cultivated plants such as maize, etc., containing a specific compound and 2-chloro-4-ethylamino-6- isoporpylamino-1,3,5-triazine, etc. CONSTITUTION:The titled composition containing a compound shown by the formula (X is halogen, nitro, etc.; Y is H or halogen; Z is halogen or methanesulfonyl; R is H, organic acid residue, lower alkynyl, etc.,) and 2- chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine, 2-(4-chloro-6-ethylamino-1,3,5- triazin-2-yl)amino-2-methylpropionitrile, 2-chloro-2',6'-diethyl-N(methoxymethyl)- acetanilide, 2-chloro-2'-ethyl-N-(2-methoxy-1-methylethyl)-6'-methylacetanilide, etc., as active ingredients.

Description

Detailed Description of the Invention The present invention is based on the general formula (I): CI+3 [wherein X represents a halogen atom, a nitro group or a methanesulfonyl group, Y represents a hydrogen atom or a halogen atom, and Z represents a halogen atom or Indicates a methanesulfonyl group. R is a hydrogen atom, an organic acid residue, a lower alkynyl group, an optionally substituted lower alkyl group (where the substituent is selected from a halogen atom, a hydroxyl group, an alkoxycarbonyl group), a lower alkenyl group, or a substituted represents a benzyl group (here, the substituent is selected from a halogen atom, a nitro group, and a lower alkyl group), which may be substituted. ] The compound represented by and 2-chloro-4-ethylamino-6
-isopropylamino-1,3,5-triazine (A1
-radin), 2-(4-chloro-6-ethylamino-1
,3,5-triazin-2-yl)amino-2-methylpropionitrile (cyanazine), 2-chloro-2',
6'-diethyl-N-(methoxymethyl)-acetanilide (alachlor), 2-chloro-2I-ethyl-N-(2-methoxy-1-methylethyl)-6°
-Methylacetanilide (metolachlor) as an active ingredient.

Through many years of research and development into herbicides, a wide variety of herbicides have been put into practical use, and these herbicides have contributed to saving labor in weed control work and improving the viability of agricultural and horticultural crops. Even today, there is a demand for the development of new chemicals with better herbicidal properties, and in particular, as herbicides for agriculture and horticulture, they are used to selectively control only target weeds at low doses without causing harm to cultivated crops. However, existing drugs do not necessarily meet this requirement.

The compound represented by the general formula (1) has an excellent herbicidal effect at a lower dose than conventional herbicides, and has high safety against corn. Moreover, it is highly effective not only against -year-old grass weeds and -year-old broad-leaved weeds, but also against perennial weeds, making it highly useful.

In addition, conventionally known atrazine, cyanazine,
Alachlor and metolachlor have been used in higher dosages than the compound represented by general formula (1) against annual grass-like weeds and annual broad-leaved weeds such as grasshoppers, foxtail grass, and grasshoppers; This has led to an increase in resistant broad-leaved weeds and perennial weeds that are difficult to control with these chemicals, and improvement is desired.

The present inventor conducted research to increase the herbicidal effect of the compound represented by the general formula (I), and found that the compound represented by the general formula (1)
Atrazine, which is conventionally used in the compound represented by
The present invention was completed by discovering that when cyanazine, alachlor, and metolachlor are blended, not only can each herbicidal effect be obtained additively with the flower, but also a synergistic herbicidal effect appears. This synergistic effect is great, and the composition of the present invention can completely control from annual to perennial weeds with a low dosage without causing any phytotoxicity to corn, making the present invention extremely useful. In addition, the synergistic effect of the herbicidal effect on broad-leaved weeds and grass weeds is remarkable, and by the above-mentioned mixed application, the atrazine contained in the composition of the present invention,
It also makes it possible to reduce the dosage of cyanazine, alachlor, and metolachlor, making it extremely useful.

Furthermore, the herbicidal composition of the present invention is effective even when treated before and after weed germination, and is highly effective when treated with soil or with both foliage and soil. It is also useful for various grains other than corn, and can also be used to control various weeds in agricultural and horticultural fields such as fields and orchards, as well as non-agricultural lands such as playgrounds, vacant lots, forest lands, tank yards, and railway edges. It can be applied and shows great economic effect in weed control.

Compositions according to the invention generally include atrazine, cyanazine, alachlor,
The compound represented by formula (1) is contained in the amount of 0.05 to 10 parts by weight, preferably 0.1 to 5 parts by weight, per part of metolachlor.

The star of the mixture to be applied depends on a number of factors, such as the specific target to be inhibited (such as the type of material), but in general, a star of 0.5 to 10 kg a, i, /ha is usually used. Those skilled in the art can easily determine the appropriate usage rate without conducting a particularly large number of experiments by using standard tests.

The compositions of the invention are preferably used in the form of a composition in which the active ingredient is mixed with a carrier consisting of a solid or liquid diluent. Preferably, the composition further comprises a surfactant.

Next, Table 1 shows representative examples of compounds represented by the general formula (r) in the present invention. Although the following compounds are included in the compounds represented by the general formula (1),
) The compounds represented by these are not limited to these.

In many cases, individual active compounds exhibit drawbacks in their herbicidal activity, but in such cases, the herbicidal activity of the combination of two types of active compounds differs from that of each of the two types of compounds. When the activity is greater than the simple sum of the activities (expected activity), this is called synergism. The expected activity of a particular combination of two herbicides can be calculated as follows.

(Colby S, R, Calculation of synergistic and antagonistic responses of herbicide combinations rWeedJ vol. 15, pp. 20-22, 1
967) α: Inhibition rate when herbicide A is treated at a Kg/ha amount β: Suppression rate when herbicide B is treated at bKg/ha amount E: Herbicide A is aKg/ha , herbicide B bKg/ha
If the expected inhibition rate, that is, the actual inhibition rate when treated with the above amount, is greater than the above calculation, it can be said that the combined activity exhibits a synergistic effect.

Hereinafter, the present invention will be explained in more detail with reference to Examples.
The compounds, dosage amounts, dosage forms, etc. in the present invention are not limited to the examples.

In addition, all "parts" mean parts by weight.

Formulation example 1 Wettable powder Compound of the present invention 1 -------...-m------...-
−−−30 parts Atrazine ・−・・・・・・・・・・
−・・・・−・・−・・15th part Sieglite A
-----=----- --2 parts (mixture of nonionic surfactant and anionic surfactant: Toho Chemical (■Product name) Carplex (anti-caking agent) ---2 parts (white carbon: Shiono Gi Seiyaku ■Product name) Mix and grind the above ingredients uniformly to make a wettable powder.

Formulation example 2 Wettable powder Compound of the present invention Level 4 -----------2
5-part cyanazine −−−−−−−−−−・・−・
・−・・−10th part Sieglite A −・・・−・−・
・・・・・・・・・・・・・・・・59 parts (kaolin clay:
Sieglite Industries■Product name) Tsurupol 5039-...
・−・−・・−・−・ 2 parts (Mixture of nonionic surfactant and anionic surfactant: Toho Chemical ■Product name) Carplex (anticaking agent) −・−・... 2 parts (white carbon: Shionogi & Co., Ltd. product name) or more are mixed and pulverized uniformly to make a wettable powder.

Formulation Example 3 Wettable powder Compound of the present invention Sou 3-・-11--
---30 parts alachlor ----1------
---・---------・-10 parts Sieglite A
・−・・・−・−−−− --・-2 parts (mixture of nonionic surfactant and anionic surfactant: Toho Chemical (■Product name) Carplex (anti-caking agent)) ---4 parts (white carbon: Shionogi & Co., Ltd. (■Product name) Mix and grind the above ingredients uniformly to make a wettable powder.

Formulation example 4 Wettable powder Compound of the present invention 9 ・−・・−−−−−−−m−−−
40 parts metolachlor ・−・−−−−m−−−・−
・−・−45 part Sieglite A −・・−1−−−
−−−−・・−−−1−・−39 parts (Kaolin clay: Zikrite Industries (■Product Tsurupol 5039,
−・・−・・−・−・−2 parts (Mixture of nonionic surfactant and anionic surfactant: Toho Chemical 0ZERO trade name) Carplex (anticaking agent) −・−・・4 parts (white carbon: Shionogi & Co., Ltd. (trade name)) or more are mixed and pulverized uniformly to make a wettable powder.

Hydrating agent Compound of the present invention 19-・-・・−−−−−・−・・−
------- 40 parts atrazine -------
--------・・---40 parts Sieglite A
-・--1-- -2 parts (mixture of nonionic surfactant and anionic surfactant: Toho Chemical (■Product name) Carplex (anti-caking agent) -2 parts (white carbon: Shionogi & Co., Ltd.) Product name) Mix and grind the above ingredients uniformly to make a wettable powder.

■Δ1 example” - Permanent agent of the present invention compound 11h20-・・−・−・−・−・・−1
5 parts cyanazine ・−・・−・−1−−−−・−
・---- Part 1.15 Sieglite A ・-・-・・
−・−・−・−66 parts (Kaolin clay: Sieglite Kogyo ■Product Tsurupol 5039 −・−−111−−
---・・-・-2 parts (mixture of nonionic surfactant and anionic surfactant: Toho Chemical's trade name) Carplex (anti-caking agent) --・-2 parts (white carbon: Shionogi & Co., Ltd. (trade name) The above ingredients are mixed and pulverized uniformly to make a wettable powder.

Father M Yu Emulsion Compound of the present invention 2-・・-・−・−・−・−・−25 parts Metolachlor ・−・−・・−・・−・−・−・・
10 parts
・・−111−−・−−−・・−45 parts Dimethylformamide−・−・・−・・−45 parts Tsurupol 2680
−・−・−−−−m−−−−・−5 parts (mixture of nonionic surfactant and anionic surfactant: Toho Chemical ■trade name) It is used as a Japanese medicine.

The above is mixed uniformly to form an emulsion. When used, the above emulsion is diluted 10 to 10,000 times and sprayed at an amount of active ingredient of 0.005 kg to 10 kg per hectare.

Father's plan Flowable compound of the present invention 3 ----------25 parts Cyanazine -1111 10 parts Agelisil S-710--= 10 parts (non-ionic Anionic surfactant - Kao Atlas 0' @ trade name) Lunonx 1000 C-m--0.5 parts (anionic surfactant: Toho Chemical (barrel trade name) 1% Rhodobol water ・
-20 parts (thickener: Lone Boulin Co., Ltd. trade name) -34.5 parts or more of water are uniformly mixed to make a flowable agent.

Formulation Example 9 Emulsion Compound of the Invention 11h8 ・-・・・・・−111・−15 parts Alachlor −・−・−・−111−・−−−−1−・−・-25 parts
・−m−・・−−−・−１１１−−・−−−−
----40 parts dimethylformamide------
---・-1------・-15 parts Tsurupol 268 (1-
・−・・−・・−・・ 5 parts (mixture of nonionic surfactant and anionic surfactant: Toho Chemical company trade name) The above is mixed uniformly to form an emulsion. When used, the above emulsion is diluted 10 to io or oooo times and sprayed so that the amount of active ingredient is 0.005 kg to 10 kg per hectare.

Flowable Compound of the Invention 5 -------・~ 15 parts Atrazine ------- 15 parts Agelisil S-710 --- 10 parts (nonionic surfactant) : Kao Atlas ■Product name) Lunonox I 000
C-・-・・・0.5 part (anionic surfactant: Toho Chemical (bare parts name) 1% rhodobol water −・
・-20 parts (thickener: Lone Boulin product name) water
-39.5 parts or more are mixed uniformly to make a flowable agent.

Formulation Example 11 Emulsion Compound of the Invention 4-・-・-・-・・・・・-10
Metolachlor −・・・−・−1111−−・
−・−・−・・20 copies −・
・−・−m−−−・・−1−・・−−−1・・−50 parts dimethylformamide・−・・−・・−・−・−・−・
Part 15 Crane Paul 268 (1-, -・・−・・−・・
-5 parts (mixture of nonionic surfactant and anionic surfactant: Toho Chemical ■ trade name) The above is mixed uniformly to form an emulsion. When used, the above emulsion is diluted 10 to 10.000 times and spread so that the amount of active ingredient is 0.005 kg to 10 kg per hectare.

Formulation example 12 Flowable compound of the present invention 9 ・・・・−15 parts cyanazine
-------------・ 25 parts Agelisil S-710-・-io part (non-ionic surfactant: Kao Atlas II brand name) Lunosox 1000C-・-・-・・-・・ 0. Part 5 (
Anionic surfactant: Toho Chemical ■Product name) 1% Rhodobol water ・------・ 20 parts (Thickener: Lone Boulin Co., Ltd. product name) Water
--- 29.5 parts or more are mixed uniformly to make a flowable agent.

Ward plan plate U emulsion of the present invention compound Arashi io-・----------------
−−−−10 parts Alachlor ・・・・−・−−−−
-1--・--・-30 parts
・・−・・−・・・−・−−−−１−−・−・−−
4O part dimethylformamide-・-・・-m----・-
...-15 part Tsurupol 2680 -----------
---1 to ---5 parts (mixture of nonionic surfactant and anionic surfactant: Toho Chemical ■ trade name) The above is mixed uniformly to form an emulsion. When used, the above emulsion is diluted 10 to io or oo times and spread so that the amount of active ingredient is 0.005 kg to 10 kg per hectare.

Saraki Tandan Flowable Compound of the Invention Arashi 11 ------------25 parts Atrazine ---20 parts Agelisil S-710-------io parts (non-ionic Surfactant: Kao Atlas ■Product name) Lunox 1000 C-
−−−−−−−1・・0.5 parts (anionic surfactant: Toho Chemical ■trade name) 1% Rhodobol water −・・
-・-20 parts (thickener: Lone Boulin product name) Water ・------24, 5
Mix uniformly at least 10 parts to make a flowable agent.

Translated by Hoshikin■ Granules Compound of the present invention Point 13--...----...--
・5-part atrazine ・−・−・−−−−−−・・・
・−・−−−−−−−−I part bentonite −・−・−
・−・−・・−49, 1 part talc −−−−−−
−・−・−・−・−−1−−・After uniformly mixing and pulverizing 44.9 parts or more, adding a small amount of water and stirring and kneading,
The granules are enlarged using an extrusion type granulator and dried to form granules.

Formulation Example 16 Granules Compound of the Invention Yoko 4----------
Part 3 Metolachlorooooooooooooooooooooooooooooooooooooooooooooooooooooooong
−−・・−・−5 parts bentonite −−−−−−・
・−・−−m−−・−・−−−−−55, 0 parts talc
−・−−−−−−−・・・−・−−１−−−・
After uniformly mixing and pulverizing 37 parts or more, a small amount of water is added, the mixture is stirred and kneaded, the granules are enlarged using an extrusion type granulator, and the granules are dried to form granules.

■ Inspection Aim U Granules Compound of the Present Invention Magnetism 15 -1---・・-----
−−−10 parts alachlor −・−・−−−−−・
−・・−・−・−・−・−5 parts bentonite −・
・−・・−・・・−・−55,0 parts talc ・−
After uniformly mixing and pulverizing 30 parts or more, adding a small amount of water, stirring and kneading, and using an extrusion type granulator. Enlarge and dry to make granules.

11. Test of herbicidal effect by foliar treatment. Sterilized diluvial soil was placed in a plastic box measuring 15 cm long, 22 cm wide, and 6 cm deep, and seeds of Japanese wild grass, foxtail grass, Japanese grass, Japanese grass, Japanese corn, and corn were sown in spots. The soil was covered with approximately 1.5 cm of soil. The tubers of Japanese perilla were planted at a depth of about 1.5 cm. When each plant reached the 2- to 3-leaf stage, the active ingredient was uniformly sprayed on the foliage so that the amount of the active ingredient was in a predetermined ratio.

The chemical solution used for spraying was the hydrating agent of the formulation example described above diluted with water and sprayed over the entire surface of the stems and leaves of various weeds using a small sprayer. Four weeks after spraying the chemical solution, the herbicidal effect on various weeds was investigated according to the following criteria. The results are shown in Tables 2 and 3.

Rating: Weed killing rate However, the above weed killing rate was determined by measuring the weight of above-ground plants in the chemical-treated area and the weight of above-ground plants in the untreated area using the following formula.

Margin Table 2 Table 2 (Continued) In the margin table below, the calculated values indicate the expected values obtained from the above Co1by.

As is clear from the above table, the composition of the present invention exhibits greater synergistic herbicidal activity than the simple sum of the respective activities of the compound represented by the -S formula (1) and the conventionally known herbicides. Furthermore, target weeds can be selectively and completely controlled with a low dosage.

Claims (1)

[Claims] General formula (I): ▲Mathematical formulas, chemical formulas, tables, etc.▼(I) [In the formula, X represents a halogen atom, a nitro group, or a methanesulfonyl group, and Y represents a hydrogen atom or a halogen atom. and Z represents a halogen atom or a methanesulfonyl group. R is a hydrogen atom, an organic acid residue, a lower alkynyl group, an optionally substituted lower alkyl group (where the substituent is selected from a halogen atom, a hydroxyl group, an alkoxycarbonyl group), a lower alkenyl group, or a substituted represents a benzyl group (here, the substituent is selected from a halogen atom, a nitro group, and a lower alkyl group), which may be substituted. ] The compound represented by and 2-chloro-4-ethylamino-6
-isopropylamino-1,3,5-triazine (atrazine), 2-(4-chloro-6-ethylamino-1,
3,5-triazin-2-yl)amino-2-methylpropionitrile (cyanazine), 2-chloro-2',6
'-Diethyl-N-(methoxymethyl)-acetanilide (alachlor), 2-chloro-2'-ethyl-N-
(2-Methoxy-1-methylethyl)-6'-methylacetanilide (metolachlor) as an active ingredient.