JPH03197406A - Herbicide composition for paddy field - Google Patents

Abstract

PURPOSE:To obtain a herbicides exhibiting remarkable effect at a low rate of application and having safety by combining O-3- or O-4-tert-butylphenyl N-(6-methoxy-2-pyridyl)-N-methylthiocarbamate with a specific thiadiazole derivative. CONSTITUTION:The subject composition effective in completely exterminating weeds of from pre-sprouting stage to a somewhat grown stage at a low rate of application, maintaining the effect over a long period and safe to paddy rice plant can be produced by combining (A) O-3-tert-butylphenyl N-(6-methoxy-2- pyridyl)-N-methylthiocarbamate and/or O-4-tert-butylphenyl N-(6-methoxy-2- pyridyl)-N-methylthiocarbamate with (B) one or more kinds of thiadiazole derivatives of formula [X is H or halogen; Y is halogen; A is H, COR<1> (R<1> is alkyl, cycloalkyl or phenyl), COOR<2> (R<2> is alkyl, alkenyl, phenyl, etc.), etc.].

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a herbicide composition, and more specifically, O,-3ter
t-Butylphenyl N-(6-methoxy2-pyridyl)-N-methylthiocarbamate or 0-4-ter
One or two types of t-butylphenyl N-(6-methoxy-2-pyridyl)-N-methylthiocarbamate,
The present invention relates to a herbicidal composition having an excellent herbicidal effect and containing one or more specific thiadiazole derivatives as an active ingredient.

[Conventional technology]

Although a large number of herbicides for rice cultivation have already been developed, there is still a strong market demand for improved performance, safety, and reduction of chemical damage.

In addition, the characteristics of rice field weeds are that many of them do not occur at the same time and occur over a long period of time, and the growth state of the weeds at the time of herbicide application is at various stages of development, from pre-emergence to somewhat advanced growth. There is always a mix of things. For this reason, it is not possible to obtain satisfactory results with just one application of the herbicide, and the herbicide must be applied several times.

[Problem that the invention seeks to solve]

The present inventors have achieved almost complete control of pre-germinated to some-grown miscellaneous litter by spraying a low dose of the chemical, maintaining the effect for a long period of time, and demonstrating safety for paddy rice. As a result of intensive research to develop a high quality herbicide, we found that 0-3-1erL butylphenyl N-(6-methoxy-2-pyridyl)-N-methylthiocarbamate or C)-4tert-butylphenyl N-( 6-methoxy2-pyridyl)-N-methylthiocarbamate 1
species or two species, and the general formula (I) [wherein, represents a phenyl group which may be substituted with an alkyl group or a halogen atom), -COOR
group (here, R2 is a lower alkyl group, a lower alkenyl group,
lower alkoxy lower alkyl group, halogenated lower alkyl group phenyl group, benzyl group or tetrahydrofurfuryl group), -CONR3R' group (where R3, R
4 are the same or different from each other, and represent a hydrogen atom lower alkyl group, a lower alkoxy group, or an alkylene group in which R3 and R4 are connected to each other and may contain an oxygen atom in the middle)
or -502R group (wherein R5 represents a lower alkyl group optionally substituted with a halogen atom)], by mixing and applying one or more thiadiazole derivatives represented by the following in an appropriate ratio, The present invention was completed based on the discovery that a synergistic effect far exceeding expectations can be obtained.

[Means for solving problems]

The herbicidal composition of the present invention has an excellent herbicidal effect and is highly safe for paddy rice, and has an excellent synergistic effect that cannot be expected from the herbicidal effects of each active ingredient alone.

That is, the present invention provides 0-3-tert-butylphenyl N-(6-methoxy-2-pyridyl)-N methylthiocarbamate (hereinafter referred to as compound A) or O-4-
tert-butylphenyl N(6-methoxy-2-pyridyl)-N-methylthiocarbamate (hereinafter referred to as compound B) or 2 fi! and the general formula (I
) (hereinafter referred to as TDA compound) as an active ingredient.

Specific examples of TDA compounds are shown in Table 1 along with compound numbers. It goes without saying that the TDA compounds according to the present invention are not limited to the compounds of this specific example. This compound NO is used in the following description.

Table 1 9 0 [Effect] When Compound A or Compound B is used alone as a herbicide for water 1:I, it is highly effective against weeds such as Cyperus japonica, Aspera spp. It is also effective for Especially for Nobie,
A major feature of this drug is that it has a herbicidal effect even on plants that have grown to a certain extent after germination, and that it does not cause any practical damage to transplanted paddy rice. However, it is not effective against some perennial weeds, especially during the weed growing season.

On the other hand, when a TDA compound is used alone as a herbicide for paddy fields, it is effective not only against annual weeds such as Kikashiguza and Kumagayari, but also against perennial weeds such as Firefly cyperus and Urikawa. Moreover, it is highly safe for transplanted paddy rice and has great utility as a water H1 herbicide. However, the herbicidal effect against grasshoppers, grasshoppers, etc. is not perfect, especially during the weed growth season.

The herbicidal composition of the present invention, which contains one or two of Compound A or Compound B and one or more TDA compounds, not only compensates for the disadvantages of each drug, but also
It was completely unexpected that iJ had such a significant synergistic effect.

There is no particular restriction on the blending ratio of each active ingredient in the herbicidal composition of the present invention. part, one or two TDA compounds
The amount of seeds or more is approximately 0.1 to 10 parts by weight or appropriate.

When the herbicide composition of the present invention is actually used, one or two of Compound A or Compound B and 1 fJi or two or more of TDA compounds are mixed with an inert carrier ( 7. It can be used in various forms such as granules, fine granules, wettable powders, emulsion 1 powders, and flowable preparations, which are the usual forms of use of agricultural chemicals.

Solids 11 and 17 are carunium carbonate and apatite.

Gypsum, silica gel, vermiculite, diatomite, talc, pyroferrite, 1 piece of acidic white] 2 Earth, clay, kaolinite, montmorillonite hentonite physical powder, crystalline cellulose, starch, corn cob powder, walnut shell powder, etc. Examples include vegetable powders, polyvinyl chloride, polymeric compounds such as petroleum resins, and fine powders or granules such as ammonium urea sulfate.

Examples of acid carriers include methanol, ethanol, cyclohexanol, amyl alcohol, alcohols such as ethylene glycol, benzene, toluene, aromatic carbons such as xylene and methylnaphthalene, acetone,
'r l-ones such as isophorone and cyclohequinanone, halogenated hydrocarbons such as chlorobenzene and trichloroethylene, ethyls such as ethyl cellosolve butyl cellosolve dioxane, esters such as isopropyl acetate and benzyl acetate, dimethylpolamide, dimethyl sulfonate, etc. Examples include polar solvents such as KIND, vegetable oils such as soybean oil and cottonseed oil, kerosene, mineral oil, and water.

Furthermore, if necessary, add a surfactant to the formulation. JjB adhesive.

The reliability of the herbicidal effect can be increased by adding adjuvants used in agricultural chemicals such as binders or stabilizers.

As a surfactant, argylaryl sulfonate,
Sialgyl sulfosuccinate, polyoxyethylene alkylaryl ether phosphate ester salt, alkyl ester salt
Acid ester salt, naphthalene sulfonic acid formalin condensate': fi anionic surfactant, polyoxyethylene argyl ether, polyoxyethylene polyoxyb [gopylene brosox copolymer, sorbitan fatty acid ester, etc. nonionic surfactant, etc. can be mentioned.

Formulation aids include lignin sulfonate, alginic acid,
Polyvinyl alcohol Gum arabic gic acid, Polyvinyl alcohol Gum arabic CMC (carboxylic methylcellulose) PAP (isopropyl acid phosphate)
etc. can be mentioned.

Furthermore, the herbicide composition of the present invention may contain 3 4 insecticides, fungicides, plant growth regulators, fertilizers, or other herbicides as necessary, and may also be used in combination with these. can.

In particular, in order to further improve the effectiveness as a herbicide, it may be appropriate to add and mix other herbicides. As a herbicide that can be added, 2,4bis(ethylamino)-
6-Ethylthio-135-triazine [-Ship name=Simetrin], 2.4bis(isopropylamino)-6-methylthio 1.3.5-triazine [-Ship name; Promethrin], 2-(I,2-dimethyl propylamino) 4-ethylamino-6-methylthio-1,3゜5-triazine [
- Ship name: triazine herbicides such as dimethamethrin, 5
-4-Chlorobenzyl-N,N-diethylthiocarbamate [-Ship name: Benthiocarb], S-α,α-dimethylbenzyl-N N-Pentamethylenethiocarbamate [-Ship name, Dimepiverate], S-Benzyl-N -Ethyl-N-(I,2-dimethylpropyl)thiocabamate [-ship name, Nisprocarb], S-ethylhexahydro-IH-azepine-1-carbothioate [-ship name:
Carbamate herbicides such as [molinate]; 2,4-D,
MCPB, 2-(2naphthyloxy)propionanilide [-Ship name: Naproanilide], 2-(2,4-dichloro-3methylphenoxy)propionanilide [-
Phenoxy herbicides such as Kuromeprop; 2.
4.6-Dolichlorophenyl-4-nitrophenyl ether [-ship name: chlornitrophen], 2.4-dichlorophenyl-3-methoxy-4-nitrophenyl ether [-ship name: chlormethoxynil], 2.4-dichlorophenyl- 3-Methoxycarbonyl-4-nitrophenyl ether [-ship name: Bifenox], 2-chloro-4-
Trifluoromethylphenyl-4-nitro-3-(tetrahydrobilan-3-yloxy)phenyl ether [
Test name: Diphenyl ether herbicide such as MT-124); N-butoxymethyl-2-chloro-2'', 6゛-
Diethylacetanilide [-Ship name: Butachlor], N
-Propoxyethyl-25 6 monochloro 2°, 6° -diethylacetanilide [-
Ship name: Pretilachlor], N-methyl-2(2-benzothiazolyloxy)acetanilide [-Ship name: Mefenacet], 2',3°-dichloro-4-ethoxymethoxybenzanilide [Test name: HW-523 , N-
(α,α-dimethylbenzyl)-2-bromo-3,3-
Dimethylbutyramide [-ship name; bromobutide], 3°
, amide herbicides such as 4゛-dichloropropionanilide [-ship name: Propanil]; 1-(α,α-dimethylbenzyl)-3-(4-methylphenyl)urea [-ship name: Daimron), 1 -(2-chlorobenzyl)-3-
(α,α-dimethylbenzyl)I>Rare [Test name: JC
Urea herbicides such as 940); Quinone herbicides such as 2-amino-3-chloro-1,4-naphthoquinone [-ship name: ACN); 4(2,4-dichlorobenzoyl)-1,
3-dimethyl-5-pyrazolynyl-toluenesulfonate [-ship name: pyrazolate), 4-(2,4-dichlorobenzoyl)-1,3-dimethyl-5-phenacyloxypyrazole (ship name = virazoxifene), 4-(
2,4-dichloro,rho-3-methylbenzoyl)-1,3
-dimethyl-5-(4-methylphenacyloxy)pyrazole [-ship name: Benzofenap], 5-pendyluoquine-4(2,4-dichlorobenzoyl)-1-methylpyrazole [test name: NC-3103, 5-tert
Butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazole-2-(3H
)-one [-ship name: oxacyacin) 1.3.7-dichloro-8-quinolinecarboxylic acid [-ship name: quinclorac], 3-chloro-2 [2-fluoro-4-chloro-
5-(I-propynyloxy)phenyl)-4,5,6
, 7-tetrahydro-2H-indazole [Test name:
8275], 3-isopropyl-2,1,3-benzothiadiazinone-4)-2,2-dioxide [-Ship name: Pentacine), 4-(3-methylphenyl)-5-phenyl-IH-1 , 2,4-triazole-3-carboxamide [test name: KNW 7 8-242]; 0. Organophosphorus herbicides such as O-diisopropyl-2-(benzenesulfonamide) ethylene dithiophosphate [-ship name: 5AP]; 2-[(4,6-cymethoxypyrimidin-2-yl)aminocarbonylaminosulfonylmethyl ] Benzoic acid methyl ester [-ship name: bensulfuron methyl], N
-((46dimethoxypyrimidin-2-yl)aminocarbonyl]-4-ethoxycarbonyl-1-methyl5-
Examples include sulfonylurea herbicides such as pyrazole sulfonamide [-ship name: virazosulfuronethyl].

The amount of each active ingredient to be added when preparing the herbicide composition of the present invention varies depending on the application situation, application time, application method target species, etc., but the amount of compound A or compound B is generally 1 to 50 g, preferably 2 to 50 g.
30g, and the TDA compound is generally 1 to 100
g, preferably in the range of 3 to 50 g. In addition, the total amount of active ingredients is -2 to 1.5 per are for boat fishing.
0g.

Preferably, a range of 5 to 80 g is appropriate.

The content of the total active ingredients in the formulation is generally in the range of 1 to 90%, preferably 2 to 80% by weight.

〔Example〕

Next, examples of formulations of the herbicide composition of the present invention will be explained.
The present invention is not limited to these examples. In the examples, "parts" indicate parts by weight.

Example 1 Compound A 10 parts TDA Compound N
o, 2 1. , Part 5
71 parts Neoperex [Product name: Kao Atlas Co., Ltd.] 2 parts Tsurupol 80
0A [Product name: Toho Chemical Industry Co., Ltd.] 2 parts The above components were mixed and ground to obtain a wettable powder.

Example 2 Compound A 4 parts Compound B 1 part 1 0 TDA Compound No. 4 7.5 parts Tulpol 8
00A 10 parts Xylene 77.5 parts The above components were mixed and dissolved to obtain an emulsion.

Example 3 Compound A 4 parts TDA Compound No. 6 6 parts Bentonite 35 parts Talc 52 parts Tulpol 80
0A 3 parts After mixing and pulverizing the above ingredients, an appropriate amount of water was added and kneaded, extruded through a knot hole with a diameter of 0.7 mm, dried and cut into lengths of 1 to 2 mm to obtain granules.

Next, the excellent herbicidal effect of the herbicide composition of the present invention will be explained using Examples and Comparative Examples.

Example 4 and Comparative Examples Paddy soil that had been made into a paddy field by adding water was put into a plastic container with a diameter of 21 cm, seeds of various weeds were sown on the surface layer of the soil, and the germinated tubers of Cyperus japonica and Urikawa were transplanted. Two-leaf rice seedlings (variety 11 Honharu)
1. Two plants were planted at a depth of cm and closed. Then 2C1
1. It was flooded with water and left in a greenhouse. After paddy rice transplantation 3[1 (pre-germination of Novieum) and 101E after paddy rice transplantation (2-leaf Novie stage)
Then, a predetermined amount of granules of the herbicidal composition of the present invention prepared according to the method shown in Example 3 above was sprayed by hand.

The plants were then placed in a greenhouse and watered at appropriate times. Three weeks after the chemical treatment, the herbicidal effect and damage to paddy rice were investigated.

Table 2 shows the results of 30 post-treatments after transplanting paddy rice.
] The results of post-treatment are shown in Table 3.

"Drug amount" in each table indicates the value obtained by converting the amount of active ingredient into the amount per 1 a of paddy field. In addition, in Tables 2 and 3, "active ingredient 1" indicates compound A or compound B,
"Active ingredient 2" refers to a TDA compound. Evaluation of herbicidal effect and phytotoxicity was determined by observation according to the following criteria.

1 2 Herbicidal effect judgment criteria Chemical damage judgment criteria 10; 100%
Pest control -2 No Harm 9: 90% pest control; Minor damage 8. 80% control +: Small Harm 7: 70% control ++: Medium Harm 6: 60% control 10+: Major Harm 5: 50% control X: Blight 4: 40% control 3-30% control 2: 20% control 1: 10% control O: 0% control As a comparative example, each active ingredient compound was treated alone in the same manner as in the above example, and the untreated area The evaluation of herbicidal effect and phytotoxicity was also conducted according to the above criteria and is shown in the table below.

3 5 Table 2 Table 3 The excellent synergistic effect of each active compound brought about by the present invention is already clear from the results of Example 4, but in addition, watering representative grass species with one of the most harmful weeds I will explain in detail about the Japanese cyperus.

As a method for assaying the interaction between two active compounds, Colby's 1 formula, described in Weeds Vol. 15, pp. 20-22, 1967, is commonly used.

That is, Y E = X + Y 100 +, X - Herbicidal effect (%) when using T)g/a of compound A Y
-Herbicidal effect (%) when using compound B at Q g/a
Expected herbicidal effect when E-A and B are used together in qg/a (96) If the value of the herbicidal effect (%) actually determined in 71111 exceeds E, the composition has a synergistic effect. It shows that it exists.

The following is an analysis of the interaction of the herbicide composition of the present invention. The tests and their results are shown in the Examples.

Example 5 In a plastic container with an area of 1836 cm (31 cm x 56 cm), paddy soil was poured into a paddy field from the bottom to a depth of 7 C11, and 10 tubers of Cyperus japonica were transplanted into the container. The next day, the plants were flooded with water to a depth of 3 cm and grown in a greenhouse. Seven days after transplantation, a predetermined amount of granules containing the herbicide composition of the present invention prepared according to Example 3 and each active ingredient compound alone were sprayed by hand.

The plants were then placed in a greenhouse and watered at appropriate times.

Thirty days after the chemical treatment, the remaining stems and leaves of Cyperus japonica were cut and collected, the air dry weight was measured, and the herbicidal effect was calculated using the following formula, and the results are shown in Table 4.

Weeding effect (%) = (Air dry weight of untreated area) - (Air dry weight of chemical treated area) Table 4 1 2 [Effect of the invention] As is clear from Tables 2, 3 and 4, The herbicidal composition of the present invention has significantly enhanced herbicidal power compared to when each active ingredient is applied alone. This is due to the synergistic effect between each active ingredient, and it is recognized that there is a significant synergistic effect.

In other words, the greatest feature of the herbicide composition of the present invention is that a high herbicidal effect on many weeds can be obtained by combining low dosages that could not be expected from the herbicidal effect of each active ingredient alone. I can list things that I can do.

Furthermore, the herbicide composition of the present invention exhibits remarkable herbicidal activity not only against weeds at the early stage of growth but also against weeds at a certain stage of advanced growth. One of its excellent features is that it has a wide range of suitable treatment periods throughout the growing season.

Furthermore, there are many types of weeds that can be controlled, and a remarkable herbicidal effect has been observed on annual weeds such as Japanese wild grass, Japanese cypress, Japanese cypress, and perennial weeds such as Japanese firefly, Japanese cypress, and Japanese cypress. Moreover, it does not cause any chemical damage to transplanted paddy rice, making it highly useful as a highly safe and highly selective herbicide. In addition, the active ingredients have a long residual effect, so they exhibit high herbicidal activity over a long period of time, and can control many weeds.
It greatly contributes to the reduction of spraying labor, that is, the labor saving of agricultural work.

As described above, the herbicidal composition of the present invention has many excellent characteristics and is highly practical.

Claims (1)

[Claims] 0-3-tert-butylphenyl N-(6-methoxy-2-pyridyl)-N-methylthiocarbamate or 0-4-tert-butylphenyl N-(6-methoxy-2-pyridyl) -N-methylthiocarbamate 1
species or two types, and general formula (I)▲Mathematical formula, chemical formula, table, etc.▼(I) [In the formula, X is a hydrogen atom or a halogen atom, Y is a halogen atom, A is a hydrogen atom, -COR ^1 unit (here R^
1 represents a lower alkyl group, a lower cycloalkyl group, or a phenyl group optionally substituted with a halogen atom), -CO
OR^2 group (here, R^2 represents a lower alkyl group, lower alkenyl group, lower alkoxy lower alkyl group, halogenated lower alkyl group, phenyl group, benzyl group or tetrahydrofurfuryl group), -CONR^3R^ 4 units (
Here, R^3 and R^4 are the same or different from each other, and are a hydrogen atom, a lower alkyl group, a lower alkoxy group, or R^
3 and R^4 are connected to each other and represent an alkylene group which may contain an oxygen atom in the middle) or -SO_2R^5 group (here, R^5 represents a lower alkyl group which may be substituted with a halogen atom) A herbicidal composition for paddy fields, characterized in that it contains one or more thiadiazole derivatives represented by the following as an active ingredient.