JPH05255022A - Herbicidal composition of three kinds blended therein - Google Patents

Abstract

PURPOSE:To obtain a herbicidal composition capable of extending a weeding width and proper timing width for application without deteriorating the safety for paddy rice and capable of sufficiently exhibiting its effects by mutually mixing agents in much smaller amouns than those of the singly used agents, respectively. CONSTITUTION:The objective herbicidal composition comprises three kinds of a pyrazole derivative such as 1,3-dimethyl-4-(2,4-dichlorobenzoyl)-5-pyrazolyl-p- toluenesulfonate, 3N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)-5- isopropylidene-1,3-oxazolidin-2,4-dione and 1-(2-chlorobenzyl)-3-(alpha,alpha-dimethylbenzyl) urea therein.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a novel compounding composition having excellent herbicidal activity.

[0002]

2. Description of the Related Art 1,3 --- one of the constituent elements of the present invention
Dimethyl-4- (2,4-dichlorobenzoyl) -5-
Pyrazolyl-paratoluene sulfonate [hereinafter (A-
1) is abbreviated] in Japanese Patent Laid-Open No. 50-126830.
1,3-Dimethyl-4- (2,4-dichlorobenzoyl) -5-phenacyloxypyrazole [hereinafter (A-
2) is abbreviated] in JP-A-55-33454.
3-Dimethyl-4- (2,4-dichloro-3-methylbenzoyl) -5- (4-methylphenacyloxy) pyrazole [abbreviated as (A-3) below] is disclosed in JP-A-57-729.
No. 03 publication, 3N- (2-fluoro-4-chloro-5
-Cyclopentyloxyphenyl) -5-isopropylidene-1,3-oxazolidine-2,4-dione [abbreviated as (B) below] is disclosed in JP-A-62-167713.
1- (2-chlorobenzyl) -3- (α, α-dimethylbenzyl) urea [hereinafter abbreviated as (C)] is disclosed in JP-A-60-
These are known compounds described in JP-A-172910.

Compounds (A-1), (A-2) and (A-
3), in paddy fields, annual weeds, broadleaf weeds and Urikawa, Homodaka, without damaging rice,
It has an effect on perennial weeds such as cypress. However, when weeds are treated when they grow to some extent,
The effect is reduced, and especially the effect on Novier, Firefly, and Cyperus japonicus becomes insufficient.

On the other hand, the compound (B) has an effect on Nobie and broad-leaved weeds in the paddy field without causing any chemical damage to the paddy field. However, if the weeds are treated with a drug at a time when the weeds have grown to a certain extent, the effect of the drug is reduced, and the effect on Nobie is particularly insufficient. In addition, although it is active against firefly and Urikawa, it causes phytotoxicity to paddy rice at a dose that completely kills it.

Further, the other component, compound (C), is effective against annual weeds Cyperaceae weeds and perennial weeds such as firefly and Pondia cylindrica without causing phytotoxicity on paddy rice. However, if the drug is treated when the weed grows to a certain extent, its effect will be reduced.

The admixture shown in the present invention is a novel combination which has not been described in the literature, and of course, there is no literature which mentions its specific potentiation.

[0007]

At present, many herbicides have been put to practical use as paddy herbicides and widely used as single agents and mixed agents.

However, there are many kinds of paddy weeds, and the germination and growth time of each weed is not uniform, and especially the development of perennial weeds is long-term. Therefore, it is very difficult to control all weeds with one application of herbicide. Therefore, as a herbicide, many kinds of weeds including annual weeds and perennial weeds can be killed, that is, the weeding spectrum is wide, it is also effective for advanced weeds, and the weeding effect can be maintained for a certain period. The emergence of highly safe drugs for paddy rice is most desired.

In order to improve the above problems of conventional herbicides, the present inventors completely control all weeds with one application and have a high degree of safety against paddy rice, As a result of continuing the search for safe herbicides with extremely low toxicity, it was found that an excellent herbicide with these problems improved can be obtained by blending three kinds of active ingredients, and the present invention was completed.

[0010]

The present invention provides 1,3-dimethyl-4- (2,4-dichlorobenzoyl) -5-pyrazolyl-paratoluene sulfonate, 1,3-dimethyl-4- (2,4). -Dichlorobenzoyl) -5-phenacyloxypyrazole and 1,3-dimethyl-4- (2,2
At least one pyrazole derivative selected from 4-dichloro-3-methylbenzoyl) -5- (4-methylphenacyloxy) pyrazole and 3N- (2-fluoro-4-chloro-5-cyclopentyloxyphenyl)-
5-isopropylidene-1,3-oxazolidine-2,
4-dione and 1- (2-chlorobenzyl) -3
-(Α, α-Dimethylbenzyl) urea is contained as an active ingredient.

The mixture of the present invention may be sprayed on the drug substance itself, or may be mixed with a carrier and, if necessary, other auxiliary agents to prepare a formulation form usually used as a herbicide, for example, powder, coarse powder, It is prepared and used as fine granules, granules, wettable powders, emulsions, wettable granules, aqueous suspensions, oil suspensions and the like.

Further, since the mixture of the present invention has no phytotoxicity to paddy rice, it is possible to put the granulated preparation in a water-soluble paper bag and treat it without entering the rice field from the ridge of the rice field. Further, the wettable powder can be suspended in a predetermined water and directly treated on the rice field.

Suitable solid carriers used for preparing the herbicide of the present invention include clays represented by kaolinite group, montmorillonite group or attapulgite group,
Inorganic substances such as talc, mica, pyrophyllite, pumice, vermiculite, gypsum, calcium carbonate, dolomite, diatomaceous earth, magnesium lime, apatite, zeolite, anhydrous silicic acid, synthetic calcium silicate, soybean powder, tobacco powder ,
Synthetic or natural products such as walnut flour, wheat flour, wood flour, starch, vegetable organic substances such as crystalline cellulose, coumarone resin, petroleum resin, alkyd resin, polyvinyl chloride, polyalkylene glycol, ketone resin, ester gum, cobal gum, dammal gum, etc. Examples thereof include waxes such as carnauba wax and beeswax, and urea.

Suitable liquid carriers include paraffinic or naphthenic hydrocarbons such as kerosene, mineral oil, spindle oil and white oil, aromatic hydrocarbons such as benzene, toluene, xylene, ethylbenzene, cumene and methylnaphthalene, and tetrachloride. Chlorinated hydrocarbons such as carbon, chloroform, trichloroethylene, monochlorobenzene, O-chlorotoluene, ethers such as dioxane and tetrahydrofuran, acetone, methyl ethyl ketone, diisobutyl ketone, cyclohexanone, acetophenone, isophorone and other ketones, ethyl acetate, Amyl acetate, ethylene glycol acetate, diethylene glycol acetate, dibutyl maleate, diethyl succinate, etc. esters, methanol, n-hexanol, ethylene glycol, diethyl ether Glycol, cyclohexanol, alcohols such as benzyl alcohol, ethylene glycol ethyl ether, ethylene glycol phenyl ether, diethylene glycol ethyl ether,
Examples thereof include ether alcohols such as diethylene glycol butyl ether, polar solvents such as dimethylformamide and dimethylsulfoxide, and water.

Surfactants used for the purposes of emulsification, dispersion, wetting, spreading, binding, disintegration control, active ingredient stabilization, fluidity improvement, rust prevention and the like are nonionic, anionic and cationic. Either ionic and / or zwitterionic may be used, but usually nonionic and / or anionic ones are used. Suitable nonionic surfactants include:
For example, lauryl alcohol, stearyl alcohol, those obtained by polymerizing addition of ethylene oxide to higher alcohols such as oleyl alcohol, isooctylphenol, those obtained by polymerizing addition of ethylene oxide to alkylphenols such as nonylphenol, butylnaphthol,
Those obtained by polymerizing addition of ethylene oxide to alkylnaphthol such as octylnaphthol, those obtained by polymerizing addition of ethylene oxide to higher fatty acids such as palmitic acid, stearic acid and oleic acid, and phosphoric acid esters or sulfuric acid esters of these nonionic surfactants. Or their salts,
Those obtained by polymerizing addition of ethylene oxide to amines such as dodecylamine and stearic acid amide, higher fatty acid esters of polyhydric alcohols such as sorbitan or those obtained by polymerizing addition of ethylene oxide, those obtained by polymerizing addition of ethylene oxide and propylene oxide, etc. can give. Suitable anionic surfactants include, for example:
Alkyl sulfate salts such as sodium lauryl sulfate, oleyl alcohol sulfate amine salt, etc., Aryl such as sodium sulfosuccinate dioctyl ester, sodium isopropylnaphthalenesulfonate, sodium methylenebisnaphthalenesulfonate, sodium ligninsulfonate, sodium dodecylbenzenesulfonate Examples thereof include sulfonates.

Further, the herbicide of the present invention contains casein, gelatin, for the purpose of improving the properties of the preparation and enhancing the biological effect.
High molecular compounds such as albumin, glue, sodium alginate, carboxymethyl cellulose, methyl cellulose, hydroxyethyl cellulose, polyvinyl alcohol and the like and other auxiliary agents can be used together.

The above-mentioned carrier and various auxiliary agents are appropriately used singly or in combination depending on the purpose, taking into consideration the dosage form of the preparation, the application scene and the like.

The powder agent usually contains, for example, 1 to 25 parts by weight of the active ingredient compound based on 100 parts by weight in total, and the balance is a solid carrier.

The wettable powder usually contains, for example, 25 to 90 parts by weight of the active ingredient compound based on 100 parts by weight in total, and the balance is a solid carrier and a dispersion wetting agent, and if necessary, a protective colloid agent, A thixotropic agent, an antifoaming agent, etc. are added.

The granules usually contain, for example, 1 to 35 parts by weight of the active ingredient compound with respect to the total amount of 100 parts by weight, and the balance is mostly a solid carrier. The active ingredient compound 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
It is about 1.5 mm.

The emulsion usually contains, for example, 5 to 30 parts by weight of the active ingredient compound based on 100 parts by weight in total, which contains about 5 to 20 parts by weight of an emulsifier, and the balance is a liquid carrier. If necessary, a rust preventive agent is added.

[0022]

[Examples] Formulation examples of the present herbicide composition are shown below as Examples. In the examples, "part" means part by weight and "%" means% by weight.

[0023]

Example 1 (Granule) 4.0 parts of compound (A-1), 1.5 parts of compound (B), 4.0 parts of compound (C), calcium carbonate powder (manufactured by Adachi Lime Co., Ltd.) 8 0.0 parts, 1.0 part of granular calcium carbonate K-3 (manufactured by Sankyo Seiko Co., Ltd.) and 1.5 parts of AMICOL No. 1 (dextrin manufactured by Nichitan Chemical Co., Ltd.) were mixed, and then Jet O Air pressure 6.5kg / c using Mizer 0101 type (jet mill manufactured by Seishin Enterprise Co., Ltd.)
It was pulverized under the conditions of m ² and a feed rate of 1.5 kg / hr. 20 parts of the obtained pulverized product, 58.8 parts of calcium carbonate powder, and 20.0 parts of bentonite powder (Hosatsu Mark manufactured by Toyoshun Mining Co., Ltd.) were charged into a Nauta mixer (conical mixer manufactured by Hosokawa Micron Co., Ltd.) and mixed with Toxanone GR31A. (Sanyo Chemical Co., Ltd. dispersant, 40% aqueous solution of active ingredient) 2.50 parts, Neocor SWCE (Daiichi Kogyo Seiyaku Co., Ltd. wetting agent) 0.20
Part and a mixed solution of 12.5 parts of water were added and kneaded. The kneaded product was extruded and granulated through a screen having an opening diameter of 0.7 mm using an Eck-Peretta-EX-1 type (extrusion granulator manufactured by Fuji Paudal Co., Ltd.). After drying at 60 ° C. using a blower shelf dryer, the particles were sized using a sieve having an opening diameter of 1.000 mm and 0.500 mm to obtain 4.0% of compound (A-1) and 1.
Granules containing 5% each of compound (C) and 4.0% were obtained. An excellent herbicidal effect could be obtained by uniformly spraying this granule at a rate of 3 kg per 10 a of paddy field.

[0024]

Example 2 (Throwing-in formulation) 24.0 parts of compound (A-1), 6.0 parts of compound (B),
24.0 parts of compound (C), vanillex N (sodium lignin sulfonate manufactured by Sanyo Kokusaku Park Co., Ltd.) 36.0
Parts, 9.5 parts of granular calcium carbonate K-3 and 0.5 part of Neogen Powder (wetting dispersant manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) were mixed, and the same conditions as in Example 1 were used by using Jet Ohmizer 0101 type. Crushed in. The obtained pulverized product was placed in a flow coater FL mini type (fluidized bed granulator manufactured by Freund Sangyo Co., Ltd.), water was added to the granulated product, and the product was dried.
The particles were sized using a 2.000 mm and 0.105 mm sieve and the compound (A-
1) 24%, compound (B) 6%, compound (C) 2
A wettable granule containing 4% was obtained.

Separately, anhydrous citric acid (reagent) was pulverized by using an Eck Sample Mill (a hammer mill manufactured by Fuji Paudal Co., Ltd.) at a screen diameter of 1 mm and a supply rate of 5 kg / hr, and light calcium carbonate (reagent). Are mixed in equal amount and dry-granulated with a roller compactor mini type (manufactured by Freund Sangyo Co., Ltd.) at a pressure of 60 kg / cm ² to obtain an opening diameter of 5 mm and 0.5 m.
The particles were sized with a m 2 sieve to obtain a foaming agent.

Granule wettable powder 50 g and foaming agent 25 g were subdivided into Dissolvo WAP (water-soluble paper manufactured by Mishima Paper Co., Ltd.) and 1
12 g of the compound (A-1) and 3 of the compound (B) in the package.
g, and 12 g of the compound (C), respectively, to obtain a sachet for throwing in. When the sachets were thrown from the ridge at a rate of 10 bags per 10a of paddy field, an excellent weeding effect could be obtained.

[0027]

Example 3 (Wettable powder) 30.0 parts of compound (A-3), 9.0 parts of compound (B),
Compound (C) 30.0 parts, granular calcium carbonate K-3 17.0 parts, Neogen powder 2.0 parts, laberin FAN
(Daiichi Kogyo Seiyaku Co., Ltd. Naphthalene sulfonic acid condensate sodium salt) 10.0 parts and Gohsenol GL-05 (Nippon Gosei Kagaku Kogyo Co., Ltd. polyvinyl alcohol) 2.0 parts were mixed and carried out using a jet ohmizer. The powder was pulverized under the same conditions as in Example 1 to obtain a wettable powder containing 30% of compound (A-3), 9% of compound (B) and 30% of compound (C). Water was added to 333 g of this wettable powder to dilute it to a volume of 1.0 liter, and it was transferred to paddy field 10a, and an excellent herbicidal effect could be obtained.

Hereinafter, test examples will be described in order to more specifically show the usefulness of the present invention. (Test Example 1) Paddy field soil was filled in a Wagner pot of 1/5000 are, and water was put into a paddy field state to grow Novie.
At the 1.5 leaf stage of Nobie, each prescribed amount of the drug prepared in a wettable powder was treated according to the method of Example 3 in a flooded soil. The pots are placed in a greenhouse at 20 to 25 ° C for controlled growth, and after treatment 3
On the 0th day, the above-ground fresh weight of Novier was measured,
The ratio of untreated plots was calculated. The results are shown in Table 1.

[0029]

[Table 1] ─────────────────────────────────── Active ingredient compound Active ingredient amount (g / a) Residual grass rate (%) ─────────────────────────────────── (A-1) 12 65 (A- 2) 12 69 (A-3) 18 77 (B) 445 (C) 12 100 (A-1) + (B) 12 + 4 19 (A-2) + (B) 12 + 4 20 (A-3) + ( B) 18 + 4 25 (A-1) + (C) 12 + 12 62 (A-2) + (C) 12 + 12 60 (A-3) + (C) 18 + 12 70 (B) + (C) 4 + 12 41 (A-1) ) + (B) + (C) 12 + 4 + 12 1 (A-2) + (B) + (C) 12 + 4 + 12 2 (A-3) + (B) + (C) 18 + 4 + 12 5 ────────── ────────────────────────── (Test Example 2) Wagner pots of 1/5000 are are filled with paddy soil and water is added to the paddy In the state, the Cyperus cylindrica was grown, and at the two-leaf stage of Cyperus cylindrica, each predetermined amount of the drug prepared as a wettable powder according to the method of Example 3 was treated with submerged soil. The pot was placed in a greenhouse at 20 to 25 ° C. for management and growth, and on the 30th day after the treatment, the above-ground fresh weight of Cyperus cylindrica remaining was measured to calculate the ratio to the untreated section. The results are shown in Table 2.

[0030]

[Table 2] ─────────────────────────── Active ingredient compound Active ingredient amount (g / a) Residual grass rate (%) ─── ──────────────────────── (A-1) 12 56 (A-2) 12 52 (A-3) 18 63 (B) 4 68 (C) 12 38 (A-1) + (B) 12 + 4 23 (A-2) + (B) 12 + 4 20 (A-3) + (B) 18 + 4 28 (A-1) + (C) 12 + 12 19 ( A-2) + (C) 12 + 12 18 (A-3) + (C) 18 + 12 21 (B) + (C) 4 + 12 25 (A-1) + (B) + (C) 12 + 4 + 12 1 (A-2) + (B) + (C) 12 + 4 + 12 1 (A-3) + (B) + (C) 18 + 4 + 12 3 ────────────────────────── ── (Test Example 3) A Wagner pot of 1/5000 are was filled with paddy soil and put into a paddy state by adding water to grow firefly, and at the second leaf stage of firefly, a wettable powder was prepared according to the method of Example 3. Each of the prescribed amounts of the agents prepared in 1 above was treated in a flooded soil. The pot was placed in a greenhouse at 20 to 25 ° C. for management and growth, and on the 30th day after the treatment, the above-ground fresh weight of the firefly, which remained, was measured, and the ratio to the untreated section was calculated. The results are shown in Table 3.

[0031]

[Table 3]   ────────────────────────────   Active ingredient compound   Active ingredient amount (g / a) Residual grass rate (%)   ────────────────────────────   (A-1)   12   36   (A-2)   12   35   (A-3)   18   45   (B)   Four   100   (C)   12   32   (A-1) + (B)   12 + 4   20   (A-2) + (B)   12 + 4   21   (A-3) + (B)   18 + 4   25   (A-1) + (C)   12 + 12   11   (A-2) + (C)   12 + 12   11   (A-3) + (C)   18 + 12   14   (B)   + (C)   4 + 12   24   (A-1) + (B) + (C) 12 + 4 + 12   0   (A-2) + (B) + (C) 12 + 4 + 12   0   (A-3) + (B) + (C) 18 + 4 + 12   1   ────────────────────────────

[0032]

The effects of the compounds (A-1), (A-2) and (A)
-3), when at least one selected from the compound, and three kinds of the compound (B) and the compound (C) are mixed and applied, the herbicidal width is expanded beyond the applicable range obtained by each single agent or two kinds of combination, Its weeding width extends to annual grass weeds, cyperaceae weeds, broad-leaved weeds and perennial weeds such as firefly, cyperus cylindrica, Urikawa, Omodaka, etc., and the suitable application time width can be expanded without compromising the safety for paddy rice. .. In addition, this herbicide exerted its effect sufficiently when mixed in a dose much lower than the dose used as a single agent, and the herbicidal effect was sufficiently increased by one treatment, and the efficacy persistence was maintained. Is long-term. Moreover, it is highly safe against paddy rice, and no phytotoxicity occurs in the paddy rice even by treatment before and immediately after transplantation.

The synergistic effect of the herbicidal action according to the present invention is observed in a wide range of mixing ratios, and the compounds (A-1) and (A-2)
And 0.1 to 0.5 parts by weight of the compound (B) and 0.5 to 2 parts by weight of the compound (C) with respect to 1 part by weight of at least one selected from (A-3). , Can make useful herbicides. The thus-prepared herbicide of the present invention is highly effective in soil treatment before and after germination of weeds.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Masahiro Teramura 1041 Yasu-cho, Yasu-cho, Yasu-gun, Shiga In-house (72) Inventor Masahiro Shindo 1041 Yasu-machi Yasu-cho, Yasu-gun, In-house (72) Inventor Kinji Tanisawa 1041 Yasu, Yasu-cho, Yasu-gun, Shiga In-house (72) Inventor Yoshimasa Mashita 1-2-1, Marunouchi, Chiyoda-ku, Tokyo Nihon Carlit Co., Ltd.

Claims (1)

[Claims] 1. 1,3-Dimethyl-4- (2,4-dichlorobenzoyl) -5-pyrazolyl-paratoluenesulfonate, 1,3-dimethyl-4- (2,4-dichlorobenzoyl) -5-phena. Syloxypyrazole and 1,
At least one pyrazole derivative selected from 3-dimethyl-4- (2,4-dichloro-3-methylbenzoyl) -5- (4-methylphenacyloxy) pyrazole and 3N- (2-fluoro-4-chloro) -5-Cyclopentyloxyphenyl) -5-isopropylidene-1,
3-oxazolidine-2,4-dione and 1-
(2-chlorobenzyl) -3- (α, α-dimethylbenzyl) urea is contained as an active ingredient.