JP3405764B2 - Antagonistic inhibitor for herbicide, herbicide composition and herbicidal method - Google Patents

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a herbicide anti-antagonist which prevents the herbicides for fine-leaf weeds and the herbicide for broad-leaf weeds from being used together, and an anti-antagonist for the herbicide, The present invention relates to a herbicide for fine-leaf weeds and a herbicide composition containing a herbicide for broad-leaf weeds, and a herbicidal method using these three agents.

Fine leaf weeds are used for simultaneously killing and weeding thin leaf weeds and broad leaf weeds that occur in the natural world including agricultural land such as fields and paddy fields, gardens, non-arable land such as railroads and riverbeds. it is preferable from the labor point of view of applying the use herbicide and broadleaf weeds for herbicides simultaneously, when applied to the both at the same time, the interaction between them, fine
It is widely known that so-called antagonism, which reduces the herbicidal action or herbicidal action (hereinafter sometimes collectively referred to as herbicidal action) of a herbicide for leaf weeds , is caused.

As a first measure for solving such a problem, each of the herbicide for fine-leaf weeds and the herbicide for broad-leaf weeds is applied individually at least twice with an interval of several days, and the fine leaves are applied. Weeds and broadleaf weeds are separately weeded. As a second measure, when the both are mixed and the mixture is applied once, the herbicide application rate which compensates for the herbicidal action reduced by antagonism-especially the application rate of the herbicide for fine-leaf weeds- The method of increasing the amount is adopted.

[0004]

However, among these countermeasures, the former requires at least two applications, and therefore the labor, auxiliary agents such as spreader and The disadvantage is that the amount of carrier such as water has to be increased. On the other hand, in the latter case, it is possible to save labor because the application is required only once, but on the other hand, the application amount of the herbicide-particularly the herbicide for fine-leaf weeds-is increased by compensating for the herbicidal action which is reduced by antagonism. There is a drawback that this increase in application rate increases the risk of causing phytotoxicity to useful crops. Therefore, if a drug capable of preventing antagonism caused by using a herbicide for fine-leaf weeds and a herbicide for broad-leaf weeds is developed, it overcomes the drawbacks in the above-mentioned conventional application methods, and It is not necessary to increase the amounts of auxiliary agents, carriers, and herbicides with a small amount of labor, and the risk of phytotoxicity is reduced, allowing efficient weeding and increasing the dose of herbicides. Since it is not necessary, the risk of adversely affecting the environment can be reduced.

The present inventors have earnestly studied to develop a drug capable of preventing the antagonism caused by the combined use of a herbicide for fine-leaf weeds and a herbicide for broad-leaf weeds. Based on this finding, the inventors arrived at the present invention by discovering that the antagonist can be prevented by using a hydrophilic polymer compound containing a specific quaternary ammonium salt from a substance.

[0006]

[Means for Solving the Problems] That is, the present invention uses a hydrophilic polymer compound containing a quaternary ammonium salt represented by the following general formula as an active ingredient, and a herbicide for broadleaf weeds and broad leaves. a herbicide antagonism inhibitor characterized by preventing antagonism in combination with weed herbicide, also antagonize in the combination of the two herbicides together and acinar weeds for herbicides and broadleaf weeds herbicide active ingredient a hydrophilic high molecular compound containing a quaternary ammonium salt to prevent
A herbicidal composition comprising the above-mentioned anti-antagonistic agent for herbicide, which further comprises a herbicide for fine-leaf weeds and a broad-leaved hybrid.
Along with the herbicide for herbs, the above-mentioned anti-antagonist for herbicide coexists.
It is a herbicide how to.

The hydrophilic polymer compound containing a quaternary ammonium salt (hereinafter sometimes referred to as a quaternary ammonium salt-containing polymer compound), which is an active ingredient of the herbicidal antagonistic inhibitor of the present invention, is Average molecular weight 1,000 to 1,0
And is composed of a quaternary ammonium salt group-containing monomer and a quaternary ammonium salt group-free monomer, and a quaternary ammonium salt group-containing monomer: a quaternary ammonium salt group-free monomer; Is a polymer compound having a ratio of 5:95 to 100: 0. The number average molecular weight of the quaternary ammonium salt-containing polymer compound is a value measured by aqueous gel permeation chromatography using polyethylene glycol as a standard substance. The number-average molecular weight of the quaternary ammonium salt-containing polymer compound is determined based on the types of active ingredients (compounds that are active substances) of the herbicides for fine-leaf weeds and the herbicides for broad-leaved weeds, the types and properties of auxiliary agents. It depends on the concentration and is appropriately selected from the above range.

The quaternary ammonium salt-containing polymer compound must be hydrophilic, but the greater the hydrophilicity, the more preferable . And however, the hydrophilic quaternary ammonium salt-containing polymer compound is displayed as a distribution coefficient measured by a method using a water / octanol (LogPOW). Therefore, the degree of hydrophilicity of the quaternary ammonium salt-containing polymer compound in the present invention is, as a partition coefficient, practically usually −2 or more, preferably −2 to +2, and particularly preferably −. It is 1.7 to +1.5.
Further, the quaternary ammonium salt-containing polymer compound, so-called polymer compound containing a water-soluble quaternary ammonium salts are also naturally included.

The active ingredient of the anti-antagonistic agent for herbicides of the present invention
There quaternary ammonium salt-containing polymer compound is a compound represented by the general formula below.

[0010]

[Chemical 2]

[Wherein A represents a group having an anion or a halogen atom, X represents a hydrogen atom or a methyl group, Y represents a hydroxyl group, -NH ₂ , -NHCH ₂ NH ₂ ,-,
_{NHCH 2 CH 2 NH 2, -NHCH} 2 CH 2 CH 2 NH 2,
_{-OCH 2 NH 2, -OCH 2 CH2NH} 2, -OCH 2 CH
_{2 CH 2 NH 2, -N (} CH 3) 2, -NHCH 2 N (CH 3) 2,
_{-NHCH 2 CH 2 N (CH 3} ) 2, -NHCH 2 CH 2 CH 2
_{N (CH 3) 2, -OCH} 2 N (CH 3) 2, -OCH 2 CH 2 N
(CH _{3) 2} or _{-OCH 2 CH 2 CH 2 N (} CH 3) shows a _2. The L: M ratio is 5:95 to 100-0, and preferably 70:30 to 30:70. ]

This quaternary ammonium salt-containing polymer compound is a quaternary ammonium compound as shown in the above general formula.
Containing a quaternary ammonium base
Is configured to not part with the monomer of the portion not containing the monomer and a quaternary ammonium salt moiety containing quaternary ammonium bases are, for example, quaternary ammonium salt-containing indicated by general formula of the It is appropriately selected according to the polymer compound. Typical examples of the monomer containing the quaternary ammonium salt group are 1,1-
Dimethyl-3,4-dimethylene-pyrrolidinium and 1,1-dimethyl-3,4-dimethylene-pyrrolidinium having fluorine, chlorine and bromine as counterions, and the like, preferably 1,1-dimethyl having chlorine as counterion Dimethyl
It is a 3,4-dimethylene-pyrrolidinium monomer.
This part of the monomer containing no quaternary ammonium salt group
Are acrylic acid and methacrylic acid and derivatives of these acids. Among them, acrylic acid amide is preferable.
Good When the ratio of L: M is out of the range of 5:95 to 100 to 0, the antagonistic action is reduced, and this quaternary ammonium salt-containing polymer compound is suitable for practical use as an antagonistic agent for herbicides. It may disappear.

The amount of the quaternary ammonium salt-containing polymer compound used as the anti-antagonistic agent for herbicides of the present invention varies depending on the type of each herbicide and the type of weed. Generally, the herbicide for fine-leaf weeds is used. And 0.01 to 5% by weight, preferably 0.05 to 0.5% by weight, based on the application liquid which is a diluted liquid of the herbicide for broadleaf weeds. However, when the above-mentioned ratios are used with respect to the amounts of both herbicides, the application rate of the anti-antagonistic agent for herbicides of the present invention varies depending on the dilution ratio of the herbicide.
25-1500g per 0a, preferably 50-50
It is about 0g.

The herbicidal antagonistic inhibitor of the present invention is mixed in advance with a herbicide for fine leaf weeds and a herbicide for broadleaf weeds, and if desired, an auxiliary agent (adjuvant) such as a surfactant or a spreading agent, It is formulated as a herbicide and used as a thickener. The dosage form at this time is a usual dosage form in which the herbicide is formulated, for example, emulsion, flowable, wettable powder, granule, powder, granular wettable powder (WDG), solution, EW and microemulsion. It can be either an agent or the like. Many of these preparations are generally diluted with water before use.

As the adjuvant, anionic surfactants, cationic surfactants, nonionic surfactants and amphoteric surfactants, fatty acids and their derivatives, animal oils, vegetable oils, mineral oils and liquid fertilizers are preferably used and practically used. Up,
More preferably, nonionic and amphoteric surfactants, fatty acids and their derivatives, mineral oils and liquid fertilizers are used. The adjuvant, as described above,
In addition to the anti-antagonistic agent for herbicides of the present invention and the fine-leaf herbicide and the broad-leaved herbicide, which can be used by formulating as a thickener like a normal herbicide, in addition to the above,
The adjuvant can be used by mixing it immediately before the application of the herbicide and the anti-antagonist for the herbicide without containing it in the preparation in advance, or it can be used without premixing the herbicide and the antagonist for the herbicide. It can also be applied separately when applying the inhibitor.

By using the above-mentioned adjuvant together with the herbicidal antagonistic inhibitor of the present invention, it is possible to further improve the antagonistic action against the antagonistic action in the combined use of the fine-leaf herbicide and the broad-leaved herbicide. The amount of the adjuvant used in combination with the anti-antagonistic agent for herbicides is 0.01 to 5% by weight, preferably 0.5 to 3% by weight, based on the applied solution.

In the present invention, the anionic surfactant, cationic surfactant, nonionic surfactant and amphoteric surfactant used as an adjuvant are preferably water-soluble. In addition, these surfactants alone or
It can be used as a mixture with one another. In the present invention, the anionic surfactant used as an adjuvant is, for example, a compound represented by the general formula —COOX, —OSO ₃ X, —SO ₃ X,
-OPO ₃ X ₂ and (-O) ₂ PO ₂ X (where wherein X
Represents a sodium group, potassium group, ammonium group, monoethanolamine group, diethanolamine group or triethanolamine group).

The cationic surfactant used as an adjuvant in the present invention is, for example, a primary fatty amine salt,
Secondary fatty amine salt and tertiary fatty amine salt, quaternary ammonium salt, trialkylbenzylammonium salt, alkylpyridinium salt, 2-alkyl-1-alkyl-
1-Hydroxyethylimidazolinium salt, N, N-dialkylmorpholinium salt, polyethylene polyamino fatty acid amide salt, salt of polyethylene polyamino fatty acid amide urea condensate, and quaternary ammonium salt of polyethylene polyamino fatty acid amide urea condensate and so on.
In addition, chlorine and bromine as well as CH ₃ COO-, C ₂ H ₅ COO- and C ₃ H ₇ as atoms or groups constituting the salt.
COO- and the like are mentioned, and chlorine is most preferable.

[0019] In the present invention, nonionic surfactants used as an adjuvant is the parent water resistant material, for example,
Ethylene oxide, polyethylene glycol, glycerine, pentaerythritol, Seo Le bits, sorbitan,
It uses sugar and sucrose, for example,
Polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene polystyryl phenyl ether, polyoxyethylene-polyoxypropylene glycol, polyoxyethylene-
Examples include polyoxypropylene alkyl ether, polyhydric alcohol fatty acid partial ester, polyoxyethylene polyhydric alcohol fatty acid partial ester, polyoxyethylene fatty acid ester, polyglycerin fatty acid ester, polyoxyethylenated castor oil and fatty acid diethanolamide. Further, its hydrophilicity, that is, the value of HLB is about 3 to
Twenty, preferably about 7 to 15, are used.

The amphoteric surfactant used as an adjuvant in the present invention is, for example, N, N-dimethyl-N-.
Alkyl -N- carboxymethyl A Nmo betaine, N, N-dialkylaminoalkylene carboxylates, N, N, N- trialkyl -N- sulfoalkylene <br/> en Moni Umubetain, N, N-dialkyl -N , N-
Bispolyoxyethylene ammonium sulfate betaine and 2-alkyl-1-carboxymethyl-1-
For example, hydroxyethyl imidazolinium betaine.

In the present invention , typical examples of the surfactant used as an adjuvant include polyoxyethylene glycol, polyoxyethylene polyoxypropylene glycol, polyoxyethylene 2-butylhexyl ether, polyoxyethylene dodecyl ether and polyoxy. Ethylene tridecyl ether, polyoxyethylene oleyl ether, polyoxyethylene octyl phenyl ether, polyoxyethylene nonyl phenyl ether,
Polyethylene glycol palmitate, polyethylene glycol oleate, polyethylene glycol resin,
Lauryl dimethylamino acetic acid betaine, 2-alkyl-
N-carboxymethyl-N-hydroxyethyl imidazolinium betaine, undecyl-N-hydroxyethyl-N-carboxymethyl imidazolinium betaine, N
-Dodecyl betaine and lauric acid amidopropyl betaine can be mentioned.

In the present invention, the fatty acid and its derivative used as an adjuvant are represented by the general formula R ¹ COOR ² (wherein R ¹ has 6 to 28 carbon atoms, preferably 12 to 12 carbon atoms).
18 hydrocarbon group, R ² is 1 hydrogen or carbon atoms
12 hydrocarbon groups, preferably hydrogen atoms or 1-8
Represents a hydrocarbon group). Incidentally, R ¹ and R ² may be either saturated and unsaturated groups, Luca Oh a group to have a side chain, groups of linear or <br/> other may be either a cyclic group . Moreover, as the derivative, for example, an ester is preferable.

In the present invention , as representative examples of fatty acids and their derivatives used as adjuvants , lauric acid,
Myristic acid, palmitic acid, stearic acid and oleic acid, and lauric acid methyl ester, methyl myristate, Pas palmitic acid methyl ester, methyl stearate, methyl oleate,
Linoleic acid methyl ester, lauric acid ethyl ester, myristic acid ethyl ester, palmitic acid ethyl ester, stearic acid ethyl ester, oleic acid ethyl ester, lauric acid 2-ethylhexyl ester, myristic acid 2-ethylhexyl ester, palmitic acid 2-ethylhexyl ester , Stearic acid 2-
Ethylhexyl ester, oleic acid 2-ethylhexyl ester, lauric acid octyl ester, myristic acid octyl ester, palmitic acid octyl ester,
Examples thereof include stearic acid octyl ester and oleic acid octyl ester.

Animal oils used as adjuvants in the present invention include, for example, pupa oil and beef tallow, and hydrogenated oils obtained by hydrogenating these oils.

As the vegetable oil used as an adjuvant in the present invention, for example, flaxseed oil, sunflower oil, castor oil, cottonseed oil, coconut oil, peanut oil, soybean oil, olive oil, rapeseed oil, resin oil, etc. Hardened oil to which is added.

The mineral oil used as an adjuvant in the present invention contains, for example, paraffinic hydrocarbons, olefinic hydrocarbons, alicyclic hydrocarbons and / or aromatic hydrocarbons, and petroleum is distilled. There is a hydrocarbon composition obtained, and as a typical example thereof, light oil,
Mention may be made of kerosene, spindle oil, machine oil, motor oil, cylinder oil and the like.

The liquid fertilizer used as an adjuvant in the present invention is one in which a nitrogen component, a phosphoric acid component, a potassium component and the like which are usually used as fertilizer components are dissolved in water. The nitrogen component fertilizer may be any of ammonia nitrogen, nitrate nitrogen and urea nitrogen, and representative examples thereof include ammonium sulfate, ammonium nitrate, ammonium phosphate and urea. The phosphoric acid component may be water-soluble or salt-soluble, and examples thereof include phosphates such as potassium phosphate and ammonium phosphate. Examples of the potassium component include potassium salts such as potassium sulfate and potassium chloride.

The herbicide for fine-leaf weeds and the herbicide for broad-leaf weeds used in combination with the anti-antagonistic agent for herbicides of the present invention may be any herbicide capable of inducing antagonism when used in combination with each other, and particularly, There is no limitation, and commonly used ones can be used. When the useful crop is, for example, soybean, typical examples of herbicides for lobular weeds include setoxydim, aloxidim, fluazifop-butyl, quizalofop-ethyl and phenoxaprop-ethyl. Further, typical examples of broad-leaved weeding herbicides that antagonize when used in combination with these thin-leaf weeding herbicides include bentazone, imazaquin, acifluorophene sodium, and chlorimuron ethyl.

The ratio between the amount of the herbicide for fine-leaf weeds and the amount of the herbicide for broad-leaf weeds is appropriately selected depending on the types of these herbicides, the types of crops and the types, amounts and distributions of the weeds.

The herbicidal composition of the present invention may be at least a mixture of at least a herbicide for foliar weeds and a herbicide for broadleaf weeds and an anti-antagonistic agent for herbicides of the present invention at the time of application, at the latest. In addition to using these mixtures as pre-formulated thickeners, the anti-antagonistic agent for herbicides of the present invention and each of these single agents and adjuvants until just before the application. Mixtures or mixtures obtained by mixing with admixtures containing any of these single agents and auxiliaries and other agents-for example,
So-called garden mixes-as well as dilutions of these mixtures are included, and also the separate application of these three agents.

Further, the anti-antagonistic agent for herbicides of the present invention is caused to exist in a location where a herbicide for foliar weeds and a herbicide for broad-leaf weeds coexist, and exerts an action of preventing antagonism between the two agents. . That is, the herbicidal antagonistic inhibitor of the present invention is applied when both agents are applied at the same time, one of the herbicides is applied, and thereafter, the herbicide remains at intervals. It can also be applied while the other herbicide applied in between is coexisting.

In the herbicidal composition of the present invention, a fine leaf weed, a herbicide for broadleaf weeds and a herbicide for broadleaf weeds, and an antagonist for the herbicide of the present invention and, if desired, an auxiliary agent such as a spreading agent. As described above, the auxiliary agent may be any of those normally used, as long as it does not impair the manifestation of the drug effect of each agent and the function of the preparation. However, since one of the constituent components of the quaternary ammonium salt-containing polymer compound which is the active ingredient of the herbicidal antagonistic inhibitor of the present invention is a monomer containing a quaternary ammonium salt, selection of this auxiliary agent In that case, sufficient consideration must be given to the ionic species.

There are no particular restrictions on the weeds to which the herbicidal composition of the present invention can be applied, and agricultural fields such as fields and paddy fields, gardens,
It is possible to control weeds in non-agricultural land such as railroad tracks and riverbeds. As a representative example of fine leaf weeds to be controlled,
Barnyardgrass, green squirrel, crabgrass, crabgrass, crabgrass, pearl millet, velvet millet, cedar, sorghum,
Millet, Chinese mustard grass, oats, canary grass, sycamore, Tainubie, canine and Himetanubie. Above all, it is effective in controlling the barnyardgrass, green foxtail, scabbard, crabgrass, crabgrass, velvetgrass, velvet millet, cedar, sorghum, millet and turfgrass. As typical examples of broad-leaved weeds to be controlled, bindweed bindweed, velvetleaf, Ebisugusa, Shiroza,
White-faced fir, purslane, sardine, stag deer, malva morning glory, stag beetle, kosendangsa, radish, white-billed pacific hemlock, commune, euphorbiaceae, chickweed, nocturnal clover, thornweed thistle,
Rurihakobe, Japanese radish, Japanese mustard spinach, apricot, chamomile, halibut, dogwood, Heraomodaka, Himesohagi, Taukogi, Mizuhakobe, Abenome,
Takasaburo, Mizohabe, Azena, Chopsticks, Denjisou, Konagi, Seri, Salix edulis, Scutellaria, Aginashi, Urikawa, Omodaka, Pepper, Hamasuge, Firefly, Hirusumiro, Mizugayatsuri, Tamagaiyatsuri and Kurogwai. Above all, it is effective for the control of the bindweed, scabbard, black-billed scabbard, lobster, white-billed sardine, purslane, purslane, chrysalis, stag beetle, red-billed morning glory, crested hemlock, kosendangsa, radish, white-billed hemlock, communis communis and pearl millet. The crops include wheat, such as wheat and barley, rice, corn, soybean and cotton. Above all, it is effective when applied to soybean cultivation areas.

The application time and application method are the same as those for usual herbicides, and can be, for example, soil treatment and foliage treatment. Practically, the latter is preferable.

[0035]

The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to these examples. Table 1 shows the quaternary ammonium salt-containing polymer compounds which are herbicidal antagonists used in the following examples.

[0036]

[Table 1]

Example 1 A commercially available 20% cetoxidim emulsion was diluted with water so that the application rate of cetoxidim was 15 g / 10a, and a commercially available solution of 40% bentazone was 200 g / 10a. Then, these diluted solutions are mixed, and a quaternary ammonium salt-containing polymer compound, which is an anti-antagonistic agent for herbicides, is added to the mixed solution so as to be 0.5% by weight based on the amount of the applied solution. Was added. 50 liters / 10 this liquid
It was applied (sprayed) at the rate of a. This is setoxim,
The application rates of bentazone and the anti-antagonistic agent for herbicides per 10a are 15 g, 200 g and 250 g, respectively. In addition, the comparison and control section ( control section in Table 2
Is written. The same applies to Tables 3 and 4) , and a mixed treatment section of cetoxidim and bentazone was provided. The tested plants and the growing seasons of these plants at the time of application were the edible millet 4.5 leaf stage to 5 leaf stage Enocologsa 4.5 leaf stage to 5 leaf stage Sorghum 4.5 leaf stage to 5 leaf stage. It was Both edible grass and sorghum are substitutes for fine leaf weeds.
It is for. Application was by spraying. The herbicidal effect was visually determined 20 days after the application of the spray liquid. In the evaluation of the herbicidal effect, 100 was completely weeded (dead), and 0 was completely weeded (untreated). For broadleaf weeds
The herbicidal effect of herbicides decreases even when used in combination with herbicides for lobular weeds
It is not listed in Table 2 because it does not (Tables after Table 3
The same applies to the case except Table 5). The results are shown in Table 2.

[0038]

[Table 2]

Example 2 A herbicidal test was conducted in the same manner as in Example 1 except that a commercially available fluazifop-butyl 35% emulsion was used instead of the 20% setoxidem emulsion. The application rate of each herbicide and anti-antagonistic agent for herbicide per 10a was as follows. That is, fluazifop-butyl 15 g bentazone 200 g herbicide antagonist 250 g Also, as a control group, a mixed treatment group of fluazifop-butyl and bentazone was provided. The results are shown in Table 3.

[0040]

[Table 3]

Example 3 A herbicidal test was conducted in the same manner as in Example 1 except that a commercially available imazaquin 20% liquid agent was used in place of bentazone. The application rate of each herbicide and anti-antagonistic agent for herbicide per 10a was as follows. That is, setoxydim 15 g Imazaquin 50 g Herbicide antagonist 250 g In addition, a mixed treatment group of setoxydim and imazaquin was provided as a comparative control group. The results are shown in Table 4.

[0042]

[Table 4]

Example 4 A commercially available 20% cetoxidime emulsion was treated with water so that the application rate of cetoxime was 30 g / 10a, and a commercially available 40% solution of bentazone was 100 g / 10a. Dilute and mix these dilutions. 0.2% by weight of the quaternary ammonium salt-containing polymer compound, which is an anti-antagonist for herbicides, and the fatty acid or its derivative shown in Table 5 were added to this mixed solution.
And 1 wt% were added, and this solution was added to 20 liters / 10a
Was applied (sprayed). This is
Ntazone, anti-antagonist for herbicide and fatty acid or its
The amount of derivative per 10a is 30g, 1
Equivalent to 00g, 40g and 200g. The test method is
As a control plot, the same procedure as in Example 1 was carried out except that a mixed treatment plot of cetoxidim, bentazone and the above-mentioned P-1 was provided and a plant having a 4-leaf stage in the growing season was used. The results are shown in Tables 6 and 7.
And shown in Table 8.

[0044]

[Table 5]

[0045]

[Table 6]

[0046]

[Table 7]

[0047]

[Table 8]

Example 5 Example 4 was repeated except that a commercially available fluazifop-butyl 35% emulsion was used in place of the cetoxydim 20% emulsion. The amount of each herbicide, anti-antagonistic agent for herbicide and fatty acid or its derivative per 10a was as follows. That is, fluazifop-butyl 30 g bentazone 100 g herbicide antagonist 40 g fatty acid or its derivative 200 g The results are shown in Tables 9, 10 and 11.

[0049]

[Table 9]

[0050]

[Table 10]

[0051]

[Table 11]

Example 6 The procedure of Example 4 was repeated, except that mineral oil was used instead of the fatty acid and its derivative. As an emulsifying agent for mineral oil, 0.2% by weight of Sorpol SORPOL 8283 (manufactured by Toho Chemical Industry Co., Ltd.) was added to the spray application liquid. In addition, this emulsifier has no adverse effect on the antagonistic action and herbicidal action of the herbicidal antagonist and the herbicidal composition of the present invention and on the growth of crops. The results are shown in Table 12.

[0053]

[Table 12]

Example 7 Example 6 was repeated except that a commercially available fluazifop-butyl 35% emulsion was used in place of the setoxim 20% emulsion. The amount of each herbicide, anti-antagonist for herbicide and mineral oil applied per 10a was as follows. In other words, Table 13 shows the results of fluazifop-butyl 30 g bentazone 100 g herbicide anti-antagonist 40 g mineral oil 200 g.

[0055]

[Table 13]

Example 8 Example 8 was carried out in the same manner as in Example 4 except that liquid fertilizer was added in place of fatty acid and its derivative in an amount of 2.5% by weight based on the amount of the applied liquid. The amount of liquid fertilizer applied per 10a is 5
It is 00g. The results are shown in Tables 14 and 15.

[0057]

[Table 14]

[0058]

[Table 15]

Example 9 Example 9 was repeated except that a commercially available fluazifop-butyl 35% emulsion was used instead of the 20% cetoxidim emulsion. The application rates of each herbicide, herbicide anti-antagonist and liquid fertilizer per 10a were as follows. That is, fluazifop-butyl 30 g bentazone 100 g herbicide anti-antagonist 40 g liquid fertilizer 500 g The results are shown in Tables 16 and 17.

[0060]

[Table 16]

[0061]

[Table 17]

Example 10 The same procedure as in Example 4 was carried out except that a surfactant was added in place of the fatty acid and its derivative in an amount of 0.5% by weight based on the amount of the application liquid. The amount of surfactant applied per 10a
Is 100 g. The results are shown in Tables 18 and 19.

[0063]

[Table 18]

[0064]

[Table 19]

Example 11 Example 11 was repeated except that a commercially available fluazifop-butyl 35% emulsion was used in place of the cetoxydim 20% emulsion. Each herbicides, herbicide antagonism inhibitor and Industry
The amount of surface active agent applied per 10a was as follows. That is, fluazipop butyl 30 g bentazone 100 g herbicide antiantagonist 40 g surfactant 100 g The results are shown in Tables 20 and 21.

[0066]

[Table 20]

[0067]

[Table 21]

By using the herbicidal composition containing the herbicide antagonism inhibitor of the present invention, also, for acini weeds
Herbicides of the present invention together with herbicides and herbicides for broadleaf weeds
By herbicide in combination with use antagonist inhibitor, it is possible to prevent the antagonism in combination with acinar weeds herbicides for the broadleaf weeds herbicide in advance, than Te, with less effort, auxiliary agents, carriers Since it is not necessary to increase the amount of each herbicide and herbicide, the risk of chemical damage is reduced, efficient weeding is possible, and the risk of environmental pollution is reduced.
The contribution of the present invention to the industry is extremely high. The effects of the anti-antagonistic agent for herbicides of the present invention can be further increased by using an auxiliary agent together.

─────────────────────────────────────────────────── ─── Continuation of the front page (58) Fields surveyed (Int.Cl. ⁷ , DB name) A01N 43/36 A01N 33/12 A01N 25/32 A01N 61/00

Claims (4)

(57) [Claims] 1. A hydrophilic polymer compound containing a quaternary ammonium salt represented by the following general formula as an active ingredient :
An anti-antagonist for herbicides, which is characterized by preventing antagonism in the combined use of a herbicide for thin leaf weeds and a herbicide for broadleaf weeds. [Chemical 1] [Wherein A is a group having an anion or halogen]
Represents an atom, X represents a hydrogen atom or a methyl group, and Y represents
_{Hydroxyl, -NH 2, -NHCH 2 NH 2} , -NHCH 2 CH
_{2 NH 2, -NHCH 2 CH 2} CH 2 NH 2, -OCH 2 N
_{H 2, -OCH 2 CH 2 NH} 2, -OCH 2 CH 2 CH 2 N
_{H 2, -N (CH 3)} 2, -NHCH 2 N (CH 3) 2, -NHC
_{H 2 CH 2 N (CH 3} ) 2, -NHCH 2 CH 2 CH 2 N (CH 3)
_{2, -OCH 2 N (CH 3} ) 2, -OCH 2 CH 2 N (CH 3) 2 or
Others _{-OCH 2 CH 2 CH 2 N (} CH 3) shows a _2. Also,
The L: M ratio is from 5:95 to 100-0. ] 2. A hydrophilic polymer compound containing the quaternary ammonium salt is a molecular weight 1,000～1,000,0
00 herbicide antagonism inhibitor of claim 1 wherein Ru der. 3. A herbicide for foliar weeds and a herbicide for broadleaf weeds, and claim 1 or claim for preventing antagonism in the combination of the herbicide for foliage weeds and the herbicide for broadleaf weeds.
Claim 2 quaternary ammonium salt containing a hydrophilic high content <br/> element compound comprising contain a herbicide antagonism inhibitor shall be the effective ingredient herbicidal composition. 4. A herbicidal method of using both the acinar weeds herbicides for the broadleaf weeds for herbicides to elicit antagonistic, the
Acinar with weeds herbicides for the wide-leaf weeds herbicides for the claim 1 or claim 2 shall be the hydrophilic polymeric compound as an active ingredient containing quaternary ammonium salt according herbicide antagonism inhibitor A weeding method characterized by coexistence.