WO2008148178A1

WO2008148178A1 - Fungicide composition and process for treating agronomical cultures

Info

Publication number: WO2008148178A1
Application number: PCT/BR2008/000164
Authority: WO
Inventors: Helio Massatoshi Tukamoto; Vitorio Giovanni Zanetti Ferraz
Original assignee: Iharabras S/A Industrias Quimicas
Priority date: 2007-06-04
Filing date: 2008-06-03
Publication date: 2008-12-11
Also published as: BRPI0701542A

Abstract

Fungicide composition and process for treating agronomical cultures, specifically treats of fungicide composition to fight fungus in farmings and agronomical culture treatment, containing 3-chloro-N-(3-chloro-5-trifluoromethyl-2-pyridyl)-α,α,α-trifluoro-2,6-dinitro-p-toluidine, its derivatives or salts associated to dimethyl 4,4'-(o-phenylene)bis(3-thioallophanate) or methyl benzimidazol-2-ylcarbamate, its derivatives or salts.

Description

FUNGICIDE COMPOSITION AND PROCESS FOR TREATING AGRONOMICAL CULTURES. Invention Field.

Mostly, this invention relates to a liquid fungicide composition associated with polymers, for the fight of fungi in agronomic culture, and their use in the seeds treatment. Technique Status.

The thiophanate-methyl, systemic product, shows no efficiency for some of the Oomicetos fungi group as Phytophthora and Pythium. So, it is necessary to complement with an active ingredient of another group of contact fungicides that complement these targets. Broadening the spectrum of action you can take the mixture with Fluazinam, fungicide with broad spectrum of contact action. For the seeds treatment, it is recommended that the product presents a systemic action and contact for greater force and protection to the seeds and plantules. Invention Objectives.

The mixture also provides better management to prevent the emergence of resistant breeds of fungus.

The proposed product provides a greater security to the producer (ready mixture) and extends the action spectrum, controlling different pathogens (transmitted through seed) in different cultures, through the seed treatment, resulting in a better cost benefit. The product provides a better management of the fungi resistance.

One of these invention objectives is proposing a new fungicide composition, useful for these problems.

Another objective is to propose a treatment process, designed to fight or prevent the fungal attacks to agronomic cultures. This process is characterized by the application, in the plants aerial parts through the seed treatment, of an effective dose and non phytotoxic fungicide composition of this invention.

The seed treatment has as main objectives, eradicate or reduce at low index, the fungi present in the seed and protect them and the plantules of pathogens in the soil. The combined action of the systemic fungicide with the contact ones represents an effective strategy for controlling pathogens associated to seeds or present in the soil due to an action increased spectrum. The seeds chemical treatment is fundamental to reducing the incidence of tumbling and transmission of other diseases of economic importance in addition to presenting considerable advantages such as: easy implementation, low cost, localized application and in low doses; protection of seeds and plantules against soil fungi; best seeds germination; best rooting; protection in the farming initial establishment; best start in the growth and more vigor of plants, providing maximum productivity of farming; assurance of adequate plant population avoiding the replanting and safety to human being and the environment. One of the common problems found in the seeds treatment with agrochemicals is its loss by seed detachment, caused by the transport, handling and storage before planting and even at the time of planting.

Thus the present invention has another goal as the association of fungicide composition with the polymers use. Such polymers are part of the composition to increase the effectiveness in the seeds treatment. The benefits of this association are: pellicle coating of seeds, enabling the improvement in its plantability, significant reduction of agrochemicals losses, distribution and adhesion of the active ingredients on the seeds surface, reducing risks to operators, in addition to a faster emergence and uniform of plantules.

The polymers do not affect the seeds physiological quality and promote better adherence and distribution of fungicides, without changing their effects. Also, due to good adherence of the product to seed, improves the efficiency of fungicide, including avoiding that these products will contaminate the soil and environment.

The polymers should be soluble in water and usually are used organic polymers, starches, natural resins, sugar, animal origin glues and plant mucilages, which in combination with the fungicide composition will provide the best efficacy in the seeds treatment.

This polymer combination with fungicide composition should be increased by additives and adjuvants agents, for the formulation stability and allow the dispersion in water or in other vehicles, producing a fluid appropriate for the seeds treatment.

The composition according to this invention is advantageous because the spectrum of activity and low doses of substances used for the best profit of the active ingredients and, therefore, important for the preservation reasons of the environment and human health.

The fungicide composition of this invention is characterized by understanding the association of compounds A and B, where A is fluazinam, its derivatives or salts, and B can be chosen from thiophanate methyl or carbendazim, derivatives or salts.

The compound A (Fluazinan) is the 3-chloro-N-(3-chloro- 5-trifluoromethyl-2-pyridyl)-α,α,α-trifluoro-2,6-dinitro-p-toluidine, described in the document US 4331670, with other piridilanilines, and displays the structural formula (I):

Formula (I)

The Thiophanate Methyl is the dimethyl 4,4'-(o- phenylene)bis(3-thioallophanate), described in the document US 4020095.

The Carbendazim is the methyl benzimidazol-2-ylcarbamate, described in the document US 2933504. The compounds

Thiophanate Methyl and Carbendazim are also described in the work: The pesticide manual. 13^th edition, published by British Crop

Protection Council.

The fungicide composition of this invention contains between 0.5 and 100% of the compounds mixture A and B, and preferably between 5 and 70%. The ponderal compound A / compound B relation in the composition of this invention is usually between 0.05 and 10, and preferably, between 0.08 and 3.

The compositions according to this invention are advantageous because the spectrum of activity and low doses of substances used being, therefore, important for reasons of ecological preservation.

The fungicide composition according to this invention usually contains 0.5 to 95% of the mixture A and compound B.

This may be concentrated composition, that is, the commercial product associated with the two active substances. It may also dilute the composition ready to be sprayed on the culture to be treated. In the latter case, the dilution with water can be done in two ways, being from a commercial concentrated composition, containing the two active substances ("Ready mix"), or through extemporaneous mixture ("tank mix") of two commercial concentrated compositions, each one containing an active substance.

The composition according to this invention may include any additional additives or standard phytosanitary composition adjuvants, notably the support, the tensoactives, adherence and the fluency agents. The term "support", in this description, means an organic or mineral, natural or synthetic substance, with which the active substances are associated to facilitate its application on the plant. Therefore, this support is usually inert and should be acceptable in agriculture, especially on the treated plant. The support may be solid (clay, natural or synthetic silicates, silica, resins, waxes, solid fertilizers, etc.) or liquid (water, alcohols, ketenes, oil fractions, paraffin or aromatic hydrocarbons, chlorate hydrocarbons, liquefied gases, etc.).

The tensoactive agent can be an emulsifying, dispersant or wetting agent, the ionic or not ionic type. It can be mentioned, for example, the polyacrilyc acid salts, the lignosulfonate acid salts, the fenolsulfonate or naftalenosulfonate acid salts, the polycondensates ethylene oxide on fatty alcohols or about fatty acids or grease amines, replaced phenols (notably the alkylphenols or arilfenols), the sulfosuccinic acid ester salts, the derivatives of taurine (notably the alquiltaurates) and phosphoric esters of alcohol or polyoxietilenate phenol. The presence of at least one tensoactive agent is desirable to facilitate the dispersion of active substances in the water and their proper application on plants. This composition may also contain any kind of other ingredients, such as, for example, the protector colloids, adhesives, the thickeners, thixotropic agents, penetration agents, the stabilizers, the sequestrants, pigments, dyes and polymers.

Usually, the composition according to this invention can include any solid or liquid additives, corresponding to the technical standard formulation of phytosanitary products.

The composition according to this invention may be in solid, jellied or liquid form and in the case of the latter in the form of solutions or suspensions or emulsions or concentrated emulsion. The liquid compositions are preferred, both because of its ease of use, as a result of its simplicity of manufacturing.

As solid composition forms, it can be mentioned the powder for flouring or dispersion (contenting active compounds that may be up to 100%), the wetting powder and the pellets to dry spread, as the soluble or dispersible granules.

The wetting powders (or powders for spraying) and the dispersible granules, usually contains 20 to 95% of active substances and in addition to the solid support of 0 to 5% of a wetting agent, from 3 to 10% of a dispersant agent, and, when necessary, from 0 to 10% of one or more stabilizers and / or other additives such as pigments, dyes, the penetration agents, the adhesives, or the anti- agglomerative agents, dyes, etc. It is understood that some of these compositions, such as wetting powders or dispersible granules, are designated to liquid compounds at the application moment. As liquid composition forms, it can be mentioned the solutions, particularly those concentrated soluble in water, the concentrated emulsions, the emulsions, concentrated suspensions, aerosols and pastes, rather the form of concentrated suspension.

The concentrated or soluble emulsion often comprise 10 to 80% of active substances, the emulsions or ready solutions containing the application of 0.01 to 20% of active substances. Besides the solvent, the concentrated emulsion may contain, when necessary, from 2 to 20% of appropriate additives such as stabilizers, tensoactive agents, penetration agents, the corrosion inhibitors, the dyes or the adhesive aforementioned. From these concentrates, it can be obtained by dilution with water, emulsions of any desired concentration, which particularly suit the application on the parts of the plant to be treated or seed treatment. As already mentioned the dispersions and aqueous emulsions, for example the compositions obtained diluting themselves with water, a wettable powder or an emulsifiable concentrate, according to this invention, are shown in the general table of this invention. The emulsions may be water-in-oil or oil-in-water, it can present a thick consistency, as a "mayonnaise."

The concentrated suspensions, also applied by spraying, are a stable fluid product, giving no opportunity to a thickening or the formation of a sediment after storage, and that such suspensions usually contain 10 to 75% of active substances, from 0.5 to 15% of tensoactive agents, from 0.1 to 10% of thixotropic agents, from 0 to 10% of appropriate additives such as pigments, dye, antifoams, corrosion inhibitors, stabilizers, penetration agents and adhesives, and as support, water or an organic liquid in which the active substances are little soluble or insoluble: some solid organic materials or minerals can be dissolved in the support to help preventing the sedimentation or as antigels to water. The composition according to this invention is prepared according to procedures known in it.

So to get to spraying powders or wetting powders mix up closely to the active substance, in appropriate mixers, with additional substances and whether using mills or other grinders. Getting, thus, spraying powders, whose "wetbility" and placement in suspension are beneficial; it can be put on suspension with water in any desired concentration and these suspensions are usable, very advantageous, particularly for the application on the aerial plant parties or for seed treatment. Instead of wetting powders, it can be prepared pastes or concentrated suspensions. The conditions and modalities of implementation and use of these pastes are similar to those of wetting powders or after spraying, being necessary a part of the operation of grinding simply held in liquid media. The dispersible granules are usually prepared by agglomeration or extrusion or compaction, in appropriate granulation systems, of the wettable powder type compositions. The dry spreading pellets are usually obtained by impregnation of a granule support with a solution or emulsion of active substances. The invention is also about the treatment process of agronomical cultures using the fungicide composition previously described.

The next example is given to better characterize the invention, should not, however, be taken for the purpose of the invention limiting effects, as well as figures from 1 to 7 reproduce digital images of plates (gerbox) - method of filter paper ("blotter test) in soy seeds submitted to the different chemical treatments.

In these figures, we have:

Fig. 1 - thiophanate-methyl + fluazinam; Fig. 2 - thiophanate-methyl + fluazinam;

Fig. 3 - thiophanate-methyl + fluazinam;

Fig. 4 - thiophanate-methyl + fluazinam;

Fig. 5 - fluazinam;

Fig. 6- thiophanate-methyl; and Fig. 7 - witness. EXAMPLE 1 : Agronomic workability and effectiveness test of the mixture of thiophanate-methyl and fluazinam isolated and in combination with the control of soybean pathogens as well as analysis of the symptoms of phytotoxity in the seeds germination and plantule formation.

The experiment consisted of two phases, being the first in the laboratory, where it was assessed the effectiveness of fungicides to control the pathogens contained in the seed using the sanity test by the method of filter paper ("blotter test"). Thus, after the assembly of plates (gerbox), containing 25 seeds each, they were transferred to a growth chamber with temperature of 22+ 2⁰C and shifts of 12 hours dark for a period of 7 days. The experimental plan was completely randomized in 4 repetitions. Each treatment was made up of 400 seeds, and 100 seeds per repetition. The evaluation was performed with the help of a microscope and biological esterioscopic, identifying and quantifying the pathogens present in each seed. Then it was determined the percentage of pathogens present in each seed and then it was determined the percentage of pathogens in each treatment. In the second stage, it was rated the germination of seeds which were sown in beds containing washed sand. The experimental plan used was a block at random on 4 repetitions of 100 seeds. At this stage, 3 ratings were made with an interval of 7 days, evaluating the germination, number of killed and fallen plantules. The fungicides evaluated in the treatment of seeds were fluazinam in dosage of 20 ml p.c. / 100 kg of seeds, thiophanate methyl 100 ml of p.c. / 100 kg of seeds and (fluazinam + thiophanate methyl) at doses 75, 100, 125; 150 ml pc / 100 kg of seed. In addition to these treatments, the untreated seeds were kept as a witness. The Table 1 below shows the results of the percentage of pathogens present in soy beans depending on the chemical treatment (Blotter test), where: ASP: Aspergillus sp.; PEN: Penicillium sp.; RHY: Rhyzopus sp.; BOT: Botrytis sp.; CER: Cercospora kikuchii; CLA: Cladosporium sp.; NIG: Nigrospora sp.; PHO: Phoma sp.

Table 2, below, represent the percentage results of emerged plantules, evaluated at 7, 17 and 21 days after sowing of soybeans in flowerbeds, and "Damping-off" after emergence of soybean plantules from seeds treated or not with various fungicides.

Claims

1 ) FUNGICIDE COMPOSITION, liquid and associated with polymers, for the fight of fungi in agronomic cultures and seed treatments; characterized by the fact of understanding the association of compounds A and B, where A is fluazinam, derivatives or salts, and B can be chosen from thiophanate methyl or carbendazim, derivatives or salts.

2) FUNGICIDE COMPOSITION according to claim 1 characterized by the fact of fluazinam is 3-chloro-N-(3-chloro-5-trifluoromethyl-2- pyridyl)-α,α,α-trifluoro-2,6-dinitro-p-toluidine.

3) FUNGICIDE COMPOSITION according to claim 1 characterized by the fact of thiophanate methyl is dimethyl 4,4'-(o-phenylene)bis(3- thioallophanate).

4) FUNGICIDE COMPOSITION according to claim 1 characterized by the fact of carbendazim is methyl benzimidazol-2-ylcarbamate.

5) FUNGICIDE COMPOSITION according to claim 1 characterized by comprising between 0.5 and 100% of the mixture of compounds A and B.

6) FUNGICIDE COMPOSITION according to claim 5 characterized by the fact of comprising between 5 and 70% of the mixture of compounds A and B.

7) FUNGICIDE COMPOSITION according to claim 1 characterized by the fact of the proportion between A and B is comprised between 0.05 and 10. 8) FUNGICIDE COMPOSITION according to claim 8 characterized by the fact of the proportion between A and B is comprised between 0.08 and 3.

9) FUNGICIDE COMPOSITION according to claim 1 characterized by the fact of comprising the association of polymers, soluble in water, that can be organic polymers, starches, natural resins, sugars, animal origin glues and plant mucilages.

10) FUNGICIDE COMPOSITION according to claim 1 characterized by the fact of it can still comprise additives, adjuvants, supports, tensoactives, adherence agents, fluency agents, protector colloids, adhesives, thickeners, thixotropic agents, penetration agents, anti- agglomerative agents, corrosion inhibitors , antifoam, stabilizers, sequestrants, pigments, dyes and polymers.

11) FUNGICIDE COMPOSITION according to claim 10 characterized by the fact of that the support can be an organic or mineral, natural or synthetic, solid or liquid substance.

12) FUNGICIDE COMPOSITION according to claim 11 characterized by the fact of the support can be chosen from clay, natural or synthetic silicates, silica, resins, waxes, solid fertilizers, water, alcohols, ketones, oil fractions, paraffin or aromatic hydrocarbons, chlorinated hydrocarbons, liquefied gases and / or any other support known by the man's technique.

13) FUNGICIDE COMPOSITION according to claim 10 characterized by the fact of that the tensoactive can be an emulsifying agent, dispersant or wetting, the ionic or not ionic type. 14) FUNGICIDE COMPOSITION according to claim 13 characterized by the fact of the tensoactive can be chosen from polyacrilyc acid salts, the lignosulfonate acid salts, the fenolsulfonate or naftalenosulfonate acid salts polycondensates ethylene oxide on fatty alcohols or on fatty acids or on grease amines, replaced phenols, sulfosuccinic acid ester salts, taurine derived, alcohol phosphoric esters or polyoxietilenate phenols and / or any tensoactive known by the man's technique.

15) FUNGICIDE COMPOSITION according to claim 1 characterized by the fact of the composition is in the solid, liquid or jellied form. 16) FUNGICIDE COMPOSITION according to claim 15 characterized by the fact of the composition in solid form can be powders for spraying or dispersing, wetting powders or pellets to dry spread, soluble or dispersible granules.

17) FUNGICIDE COMPOSITION according to claim 16 characterized by the fact of wetting powders and / or dispersible granules present 20 to 95% of active substances.

18) FUNGICIDE COMPOSITION according to claim 17 characterized by the fact of comprising, optionally, from 0 to 5% of a wetting agent, or 3 to 10% of an dispersant agent, or 0 to 10% of one or more stabilizers and / or other additives.

19) FUNGICIDE COMPOSITION according to claim 15 characterized by the fact of the composition in liquid form can be solutions, soluble concentrated in water, concentrated emulsion, emulsions, concentrated suspensions, aerosols or pastes. 20) FUNGICIDE COMPOSITION according to claim 19 characterized by the fact of concentrated emulsion and / or soluble comprise of 5 and 70% of active substances.

21 ) FUNGICIDE COMPOSITION according to claim 20 characterized by the fact of comprising, optionally, from 2 to 20% of appropriate additives.

22) FUNGICIDE COMPOSITION according to claim 19 characterized by the fact of the emulsions and / or solutions ready to application comprise of 0.01 to 20% of active substances.

23) FUNGICIDE COMPOSITION according to claim 19 characterized by the fact of emulsions can be of water-in-oil or oil-in-water.

24) FUNGICIDE COMPOSITION according to claim 19 characterized by the fact of the suspensions comprising of 10 to 75% of active substances.

25) FUNGICIDE COMPOSITION according to claim 24 characterized by the fact of comprising, optionally, from 0.5 to 15% of the tensoactive agents, from 0.1 to 10% of thixotropic agents, from 0 to 10% of appropriate additives.

26) PROCESS FOR TREATING AGRONOMICAL CULTURES characterized by the fact of using the fungicide composition according to claims 1 to 25.