JPH0482809A - Herbicide composition - Google Patents

Abstract

PURPOSE:To obtain a herbicide composition having an extended application width of treatment, long duration of effects and high safety by combining a thiocarbamate-based compound with a specific well-known antimicrobial agent to give an active ingredient. CONSTITUTION:A herbicide composition comprising (A) S-(1-methyl-1-phenylethyl) piperidine-1-carbothioate and (B) S,S-(6-methylquinoxaline)-2,3-diyl) dithiocarbamate and/or (C) at least one compound selected from a group consisting of manganese ethylenebisdithiocarbamate, zinc ethylenebisdithiocarbamate and diammonium ethylenebisdithiocarbamate as active ingredients. The blending ratio of the components is generally 0.05-1 pt.wt., preferably 0.1-0.5 pt.wt. component B and/or component C based on 1 pt.wt. component A.

Description

[Detailed description of the invention] [Industrial application field] The present invention relates to a herbicidal composition for paddy fields.

[Conventional technology]

Until now, it has been used as a herbicide for grass weeds that occur in rice fields.
Various compounds such as thiol carbamate type and acetamide type compounds have been developed. These compounds are widely used as herbicides for paddy fields, either alone or as a mixture, and play an important role in saving labor in agricultural work and improving productivity.

For example, 5 known as a thiol carbamate compound
-(1-methyl-1-phenylethylpiperidine-1-
Carbothioate) [see Japanese Patent Publication No. 5,636,167] has excellent selectivity between rice and barnyard grass, and is widely used as a single agent or as a mixture as a highly safe herbicide for peripheral field crops and fish and shellfish. . However, due to the recent diversification of paddy field farming and consideration to the impact on the environment, it is desired to improve herbicidal performance by reducing the amount of chemicals applied as much as possible, expanding the range of appropriate periods for paddy treatment, and extending the duration of the effect. ing.

[Problem to be solved by the invention]

Therefore, the present inventors aimed to reduce the dosage of the above-mentioned thiol carbamate compound, which is an active ingredient for killing grass weeds.
As a result of intensive studies aimed at extending the duration of the grass weed killing effect and expanding the range of appropriate treatment periods, we have found that the above objectives can be achieved by combining such thiol carbamate compounds with known antimicrobial agents of the following species. We have seen what can be achieved and have completed the present invention.

[Means to solve the problem]

Thus, according to the invention, (A) S-(1-methyl-1
-phenylethyl) piperidine-1-carbothioate (hereinafter referred to as "compound ThA, +"),
(B) To S,S-(6-methylquinoxaline-2,3-diyl)dithiocarbon-1 (hereinafter referred to as "Compound B")
ethylenebisdithiocarbamate) and/or (C) at least one compound selected from the group consisting of ethylenebisdithiocarbamate mankane, ethylenebisdithiocarbamate zinc, and ethylenebisdithiocarbamate diammonium. There is provided a herbicidal composition containing as an active ingredient.

The "Compound B" used in the herbicidal compositions of the present invention is a known and widely used antimicrobial agent (see Herkey Patent No. 580,478). 1 Compound C used in the herbicide composition of the present invention
All of the compounds in this group are known and widely used as antimicrobial agents, and are represented by the following structural formulas.

Ethylenebisdithiocarbamate mancan (-Ship name: Maneb) (See U.S. Pat. No. 2,504,404) Zinc ethylenebisdithiocarbamate (Ship name: Zinef) [I (U.S. Pat. No. 2, 457; see specification s74)・Diammonium ethylenebisdithiocarbamate (-Ship name:
Ambam) CH2~NHC3-NH4 CH2-NHC3-NH.

(Refer to "Pesticide Handbook" published by the Japan Plant Protection Association, p. 152 (1989 edition)) The proportions of "compound A", "compound B" and "compound C group" in the composition of the present invention are not necessarily strictly limited. the location of application of the final herbicide composition;
It can be varied widely depending on the target crops, target weeds, application period, etc., but in general, the former [Compound A
, 0.05 to 1 part by weight, preferably 0.1 to 1 part by weight of "Compound B" and/or "Compound 0 group" per 1 part by weight of J.
It is appropriate to mix it in a proportion of 0.5 parts by weight.

When the composition of the present invention is used especially in combination with other herbicides, it is possible to further expand the species of grass to be controlled, expand the range of appropriate treatment periods, and increase the amount of raw materials for the drug.

Herbicides that can be used in combination with the composition of the present invention include:
For example, N-(1,
1-dimethylbenzyl)-2-pro-tert-butylacetamito (-ship name: bromobutito), 2-benzothiazol-2-yloxy-N-methylacet-anilide (-product name.

mefenacet), 3,4-dichloropropionaniso1~(-ship name, propanil), 2-chlor-2゜6-diezyru-N-(phthoxymethyl)acetanilide (-ship name, butachlor), 2-chlor-2゜6-Diedyl-N-(n-propoxyethyl)ace1-anisoF (
-Ship name: Brezilachlor): selected from the group of urea compounds]-(α,α-dimethylhensyl)-3-(
4-methylphenyl) urea (-model name, Daimron),
1-(α,α-dimethylhensyl)-3-(2-chlorobenzyl)urea (code number: JC-940); 2,4- selected from the group of diphenyl ether compounds
Cyclo-1-(42(・lophenoxy)benzene(-)
Ship name: Chlorni 1-Lofen), 2.4.6- ) Cyclo-1-(4-nitrophenoxy)benzene (- Ship name: Chlor-1-Lofen), 24-dichloro-1-(3-methoxy-4- 2 selected from the group of triazine compounds
, 4-his(ethylamine)-6-methylthio 1.3
5-triazine (-ship name, cymetrine), 24-bis (
isopro and ruamino)-6-methylthio135-1-riazine (-ship name: prome1-phosphorus), 2-methylthio-
4-ethylamino-6-(1,,2 dimethylpropylamine)-1,3,5-triazine (-ship name: dimethamethrine): 〇-ethyl○-(2 -2l-rho 5-methylphenylsphoramidodioe-1- (-Product name: Ftamitsuos), 0,0-diisopropyl-S-(2-henzensulfonylaminoethyl)phosphorodithioe-1.<
-Model name/S A. P), S-(2-methylpiperidin-1-yl)carbonylmethyl-O,O dipropylphosfluorodithioate (-Ship name: Piperophos), methyl selected from the group of sulfonyl urea compounds.
2-C3-<4.6 dimethoxypyrimicin-2-yl) nyreidosulfonylmethyl] benzonyh (-product name hensulfuron methyl), S-(4-chlorobenzyl selected from the group of carpamay 1-based compounds) )-N,
N-diethylthiol carbamate (-ship name: bentiocalf), S-ethyl hexahydro-]H azepine-1
-Carbo'dioe 1 (-i name: Morine-1-), S
-hensyl-N-ethyl-N-<1. .

2-(2-dimethylpropyl)thiol carbamate (-Ship name: Nisprocarb), 2-(2,4-dichloro-3-methylphenoxy)propionanilide selected from the phenoxy compound group (-Ship name: Clomeprop), S- Ethyl-4-chloro-2methylphenoxythioacetate (-ship name: Phenothiol), 2-2-naphthoxy) propionanilide (-ship name: Naproanilide), l- selected from the group of diazine compounds. (2.
4-dichlorobenzoyl)-1,3-dimethylpyrazol-5yl-p-toluenesulfonate; 1,3-dimethyl-4-(2,4-dichloro-3- methylhendiyl)-5-(4-methylphenacyloxy)pyrazole (-product name: penzofenap), 1,3-dimethyl-1-(2.4-dichlorobenzoyl)-5-phenacyloxypyrazole(-
Ship name, virazoxifene), etc.

The blending ratio of these herbicides and the composition of the present invention is not necessarily strictly limited, and may vary depending on the final application location of the herbicide composition, target crops, target weeds, application time, etc. can be varied widely.

When the composition of the present invention is actually used as a herbicide, the above-mentioned active ingredients are mixed with known solid or liquid carriers or diluents, surfactants and other formulation auxiliaries by methods known per se. It can be prepared into formulations commonly used as agricultural chemicals, such as granules, emulsions, wettable powders, flowables, etc.

Solid carriers used in the production of herbicides include clays represented by the kaolinae group, montmorinae group, illite group, and polygloskite group, specifically, pyrophyllae 1-, attapulgite, sepiolie I-, Kaolinite, bentonite 1~, sabonite, vermiculite l-, mica, etc., talc and gypsum, calcium carbonate, 1~lomite, diatomaceous earth, calcite, magnesium lime, apatite, theolite, silicic anhydride, synthetic silicic acid Inorganic substances such as calcium; Vegetable organic substances such as soybean powder, tobacco powder, walnut powder, wheat flour, wood flour, starch, and crystalline cellulose: coumaron resin, petroleum resin,
Examples include synthetic or natural polymeric compounds such as alkyd resins, polyvinyl chloride, polyalkylene glycols, ketone resins, ester gums, copal gums, and damarcum; waxes such as carnauba wax and beeswax; and urea.

Suitable liquid carriers include, for example, paraffinic or naphthenic hydrocarbons such as kerosene, mineral oil, spindle oil, white oil; aromatic hydrocarbons such as xylene, ethylhensen, cumene, methylnaphthalene; monochlorobenzene, O-chloro Chlorinated hydrocarbons such as toluene; ethers such as dioxane and tel-hydrofuran;
Ketones such as methyl ethyl ketone, cyisophthyl ketone, cyclohexanone, acetophenone, and isopolone.

Esters such as ethyl acetate, amyl acetate, ethylene glycol acetate, diethylene glycol acetate-1-, dibutyl maleate, diethyl succinate, n-hexanol, ethylene glycol, diethylene glycol,
Alcohols such as cyclohexanone and hensyl alcohol; Ether alcohols such as ethylene glycol ethyl ether, ethylene glycol phenyl ether, diethylene glycol ethyl ether, and diethylene glycol butyl ether; polar solvents such as dimethylpolamide and dimethyl sulfoxide, or water, etc. It will be done.

In addition, emulsification, dispersion, wetting, spreading, binding of active ingredients,
Surfactants and other auxiliary agents may also be used for the purpose of controlling disintegration, stabilizing active ingredients, improving fluidity, preventing rust, and the like. Examples of surfactants used include nonionic, anionic, cationic and zwitterionic compounds, but typically nonionic and/or anionic compounds are used. compound is used. Suitable nonionic surfactants include, for example, compounds obtained by polymerizing and adding ethylene oxide to higher alcohols such as lauryl alcohol, stearyl alcohol, and oleyl alcohol; compounds obtained by polymerizing and adding ethylene oxide to alkylphenols such as isooctylphenol and nonylphenol; Compounds obtained by polymerizing and adding ethylene oxide to alkylnaphthols such as oleic acid and ocdylnaphthol; compounds obtained by polymerizing and adding ethylene oxide to higher fatty acids such as palmitic acid, stearic acid, and oleic acid.

Compounds in which ethylene oxide is polymerized and added to amines such as dotecylamine and stearic acid amide; compounds in which higher fatty acid esters of polyhydric alcohols such as sorbitan and ethylene oxide are polymerized and added; compounds in which ethylene oxide and propion oxide are polymerized and added, etc. Can be mentioned. Suitable anionic surfactants include, for example, sodium lauryl sulfate, alkyl sulfate salts such as oleic alcohol sulfate amine salts, sodium sulfosuccinate dioctyl ester, 2-
Alkyl sulfonates such as sodium ethylhexene sulfonate: aryl sulfonates such as sodium isoprobylnaphthalene sulfonate, sodium methylene bisnaphthalene sulfonate, sodium likunin sulfonate, and lithium dodecylbensene sulfonate. I get kicked.

Furthermore, the composition of the present invention contains casein, gelatin, albumin, etc., for the purpose of improving the performance of the preparation and increasing the herbicidal effect.
Polymer compounds such as glue, lignin sulfonate, alginate, gum arabic, carboxymethylcellulose, methylcellulose, hydroxyethylcellulose, polyvinyl alcohol, polyvinylpyrrolidone, polysaccharide, and other adjuvants can also be used in combination.

The above-mentioned carriers and various auxiliary agents can be used individually or in combination as appropriate depending on the purpose, taking into account the dosage form of the preparation, the application situation, etc.

The active ingredient content in the composition of the present invention in the various formulations thus obtained varies depending on the formulation, but is, for example, 1 to 90% by weight, preferably 7 to 4% by weight.
It can be 0% by weight.

In the case of wettable powders, for example, the active ingredient is usually contained in an amount of 25 to 90% by weight, with the remainder being a solid carrier, a dispersing wetting agent, and, if necessary, a protective colloid agent, an antifoaming agent, etc. being added.

In the case of granules, for example, they usually contain 1 to 35% by weight of the active ingredient, with the remainder being solid carriers, surfactants, and the like. The active ingredient is uniformly mixed with the solid carrier, or is uniformly fixed or adsorbed on the surface of the solid carrier, and the particle size is about 0.2 to 1.51.

In the case of flowable agents, the active ingredient is usually 5 to 50%.
This includes 3 to 10% by weight of a dispersion wetting agent, and the remainder is water, with protective colloids, preservatives, antifoaming agents, etc. being added as necessary.

The appropriate amount to be applied of the composition of the present invention prepared as described above cannot be absolutely defined due to differences in weather conditions, soil conditions, drug formulation, target crops, target weeds, application timing, application method, etc., but usually, 0.1 to 10 & preferably 0.2 to 4 kg per hectare based on the total amount of active ingredients
range is appropriate.

Furthermore, the composition of the present invention can also be made into a labor-saving pest control agent by further adding an insecticide, a fungicide, a plant growth regulator, etc. as appropriate.

Next, a more detailed explanation will be given using Examples and Comparative Examples.

Example 1 Production of formulation No. 1 (granules) Compound A 8% by weight Compound B
2% by weight hentonite
35% by weight talc
51% by weight lignin sulfonic acid 3% by weight polycarboxylic acid type surfactant 1% by weight or more After mixing each component, add an appropriate amount of water and knead, using a normal extrusion granulator. The mixture was granulated to obtain granules.

Thereafter, in the same manner, the blending ratio of "Compound A" and "1 Compound B" was variously changed, and the total amount was adjusted by increasing/decreasing the blending amount of talc to obtain granules of formulation No. 2 to 10. Table 1 shows the blending ratio of each component in those formulations.

Table 1 In the above table, BN is bentonite, TC is talc,
R3 represents ligninsulfonic acid, and PC represents a polycarboxylic acid type surfactant.

Example 2 No. 11 Compound A 8% by weight Compound C
(Maneb) 2% by weight bentonite
35% by weight talc
51% by weight] 6 Lignosulfonic acid 3% by weight Polycarphonic acid type surfactant After mixing each component at a blending ratio of 1% by weight or more, add an appropriate amount of water, knead, and use a normal extrusion granulator. ) to obtain granules.

Thereafter, in the same manner, the blending ratio of "Compound A" and "Compound elJC" was variously changed, and the total amount was adjusted by increasing/decreasing the blending amount of talc to obtain granules of formulation Nos. 12 to 20. Table 2 shows the blending ratio of each component in those formulations.

Table 2 In the above table, BN is bentonite, TC is talc,
R8 represents ligninsulfonic acid, and PC represents a polycarboxylic acid type surfactant.

Comparative Example 1 Production of Formulation No. 21 (granules) Compound A 10% by weight bentonite 35% by weight talc
51% by weight lignin sulfonic acid
3% by weight polycarboxylic acid type surfactant
After mixing each component at a blending ratio of 1% by weight or more, an appropriate amount of water was added and kneaded, and the mixture was granulated using an ordinary extrusion granulator to obtain granules.

Following the same method, [Combination! t11! The blending ratio of "lA" was variously changed and the total amount was adjusted by increasing/decreasing the blending amount of talc to obtain granules of formulation t4o, 22-26. In addition, in the same manner, a preparation (No. 27) containing "Compound B" instead of "Compound A" and a preparation (No. 28) containing Compound CJ (Mannef) were also obtained. Table 3 does not show the blending ratio of each component in those formulations.

Table 3 In the above table, BN is bentonite, TC is talc,
R3 represents lignin sulfonic acid, PC represents a polycarboxylic acid type surfactant 6 Example 3 "肚No4J" 1 肚 11 Compound A 8% by weight Compound C (
Mannef) 2% by weight Hensulfuron methyl 0.2% by weight Hentonite
35% by weight talc 50
．． 8% by weight lignin sulfonic acid 3% by weight polycarphonic acid type surfactant After mixing each component at a blending ratio of 1% by weight or more, add an appropriate amount of water, knead, and granulate using an ordinary extrusion granulator. Granules were obtained.

Comparative Example 2 Production of Formulation No. 30 (granules) Compound A 10% by weight Bensulfuron-methyl 0.2% by weight Hentoni 1~
35% by weight talc
50.8% by weight lignin sulfonic acid
3% by weight polycarboxylic acid type surfactant 1
After mixing each component at a compounding ratio of 10% by weight or less, an appropriate amount of water is added and kneaded, followed by granulation using an ordinary extrusion granulator to obtain granules.

[Action and effect of the invention]

When "Compound A", which is the active ingredient of the composition of the present invention, is applied to rice fields, the thiol ester moiety is hydrolyzed by soil microorganisms, and the grass weed killing effect gradually disappears.

The composition of the present invention includes "Compound A" which is an antimicrobial agent "
By combining "Compound B" and "Compound C Group J," the microbial decomposition of "Compound A" in rice fields can be reduced.
"Compound B" and "Compound C group" are strongly inhibited, and as a result, the elimination half-life of "Compound A" is extended, thereby reducing the amount of applied drug, and further prolonging the duration of grass weed killing and treatment. This has made it possible to expand the range of appropriate periods.

The composition of the present invention has no phytotoxicity to rice, can reliably control grass weeds such as Novie, which occur in rice fields, at a low dosage and over a wide range of suitable treatment periods, and is an excellent product that does not allow later outbreaks. It is a herbicide for controlling grass weeds.

Furthermore, by further combining the composition of the present invention with other herbicides, it is possible to obtain a labor-saving herbicide that can reliably control a wide variety of weeds in one treatment.

Hereinafter, the effects of the present invention will be explained with reference to test examples.

In addition, in the following tests, the results of using maneb as compound C are shown.

Test Example 1 (Test by Age of Treated Leaves) Paddy soil and chemical fertilizer were placed in a 115,000a Wagner pot, an appropriate amount of water was added, and the pots were thoroughly stirred and water was added to form a 3 cm thick ice cube.

Next, two paddy rice seedlings at the two-leaf stage that had been grown in advance in a greenhouse were transplanted as two plants, and a certain amount of wildflower seeds were sown. After sowing, the granules obtained in Example 1.2 and Comparative Example] were added to 3 at the 1st, 2nd, and 25th leaf stages of wildflowers!
? /10a, respectively. Chemical treatment 2
After 0 days, the herbicidal effect and the degree of chemical damage to paddy rice were investigated. The results are shown in Tables 4 and 5.

80-99 60-79 40-59 20-39 0-19 80-99 60-79 40-59 20-39 0-19 Example 2 (residual effect test) Fill a 170cm2 plastic pot with paddy soil,
After lightly scraping, the granules obtained in Examples 1 and 2 and Comparative Example 1 were submerged in water to a depth of 3 cm and allowed to stand for 3 days.
kl? /10a. In addition, 10 germinated seeds of wild grass were sown in each pot. Sowing was done in wheat on 5, 10 and 15 days after chemical treatment, and on 20 days after chemical treatment.
The test was carried out at 6 times: 1 day, 25 days and 30 days later. The investigation was conducted 15 days after the sowing of each wild field germination seed, and the herbicidal effect and the degree of paddy rice damage were determined according to the evaluation criteria of Test Example 1. The results are shown in Tables 6 and 7.

Test Example 3 (Field Test) A paddy field (location: Ami Town, Ibaraki Prefecture) where rice was planted according to customary practices was planted using a ridge sheet, with one section of 10m2 (4,
At the 1.5-leaf stage, 2-leaf stage and 2.5-leaf stage of wildflowers, the granules obtained in Examples 1 and 2 and Comparative Example 1 were divided so that the area was 3 ky/10 a. were processed respectively. After that, normal management was performed and each drug treatment 40
After a day, the herbicidal effect and paddy rice damage were evaluated according to the evaluation criteria of Test Example 1. The results are shown in Table 8.9.

Test Example 4 (Field Test) A paddy field (location: Ami Town, Ibaraki Prefecture) where rice was planted according to customary practices was divided into 1010m2 plots (4:2) using ridge sheets.
．． Seeds of Nobie, Firefly, Konagi, and Azena and tubers of Omodaka, Urikawa, and Miskaya were sown.

The granules obtained in Example 3 and Comparative Example 2 were treated at the 2-leaf stage and the 25-leaf stage of wild grasses at a rate of 3 kg/10a, respectively. After that, normal management was performed and each drug treatment 40
After a day, the medicinal herb effect and the degree of paddy rice damage were determined according to the evaluation criteria of Test Example 1.

The results are shown in Table 10.

Claims (1)

[Claims] 1. (A) S-(1-methyl-1-phenylethyl)piperidine-1-carbothioate and (B) S,S-(6-methylquinoxaline-2,3-diyl) ) dithiocarbonate and/or (C) at least one compound selected from the group consisting of manganese ethylenebisdithiocarbamate, zinc ethylenebisdithiocarbamate and diammonium ethylenebisdithiocarbamate as an active ingredient. Herbicide composition.