JPS6042305A - Agricultural fungicidal composition - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to improved antimicrobial compositions for agricultural use that can treat plants and foliage, as well as soil and seeds, including any stage of crop growth.

The general object of the present invention is to have a high degree of effectiveness against a variety of fungi and bacteria that are harmful in agriculture and, despite this high activity, to have a substantial degree of antimicrobial activity within the effective range of antimicrobial activity. The purpose is to provide an antimicrobial active proboscis characterized by the absence of phytotoxicity, and the composition of the present invention is particularly useful in the treatment of plants and soils infected with or susceptible to injection by various harmful fungi. At the same time, its use provides a significant growth-stimulating effect that not only develops the root system but also promotes good growth of the above-ground parts.

This is accompanied by a substantial increase in crop yield per square foot compared to untreated plants and soil as well as other widely used foliar and soil fungicides.

It is therefore an object of the present invention to provide a foliar and soil fungicide which is also characterized by a high degree of effectiveness, so that the required application rate per unit area is relatively small and at the same time Damage to the various types of foliage, seeds or root systems is not encouraged and growth is promoted which produces high yields both below ground and above ground.

OBJECT OF THE INVENTION It is an object of the present invention to provide a foliar and soil fungicide which can be marketed in highly concentrated form and which can be easily diluted with large amounts of water and which can be applied uniformly over large areas by spraying or other methods. It is to be.

Furthermore, the purpose of the present invention is not only to sterilize soil, but also to
Fungicides (and fungistatic agents) that can be used to protect seeds during storage and storage, and to promote high rates of germination and normal and adequate growth of leaves and fruit or vegetable crops themselves. agents) and bactericides (and antibacterial agents)
1) to provide a microbial agent) formulation.

Other objects and advantages of the invention will become apparent from the more detailed description below.

According to the invention, compounds of the formula: in which Xl and X2 are halo, in particular chloro or bromo, are used as active substances in soils, seeds and plants (including crops).
Fungicides and killicides for use? Used as a miraculous agent (this term shall also mean fungistatic and bacteriostatic agents).

The compounds used in the compositions of the invention include fungi and
] Useful in the eradication and control of fungi, and at the same time virtually non-toxic within the active range, and is useful against the spread and attack of fungi and bacteria in the soil, plant seeds, roots and leaves and their crops. It is used for the protection of

Further advantages that distinguish the formulations of the invention from many known and commercially used fungicides are that the compounds of the invention are easy to handle, odorless, non-lachrygenic and do not have high vapor pressures. It is.

Still further, an advantage of the compounds used in the present invention lies in the fact that these compounds do not contain toxic metals such as mercury and copper and therefore do not accumulate metals in the soil even after repeated applications.

Compounds within the scope of this invention that have been found to be active against a variety of harmful fungi and bacteria include:

3-amino-5,6-cyclopyracine-2-carbonitrile, 3-amino-5,6-dibromopyracine-2-carbonitrile, 3-amino-5-bromo-6-chloropyrazine-2-carbo Microbicidal compositions containing nitrile and 3-amino-5-chloro-6-bromopyracin-2-carbonitrile, and suitable for application to the dull surfaces of growing plants or crops, containing the fungicidal compounds of the invention. The products can be formulated in a variety of customary formulations. However, such formulations must take into account the solubility characteristics of the 3-amino-5,6-cyhalopyracine-2-carbonitrile fungicidal compound utilized in this invention. For example, dihalopyrazines are soluble in hydrocarbon oils such as xylene to an extent of less than 2%, whereas a solubility of about 20-40% is required for use of such oils as formulation vehicles. On the other hand, oils with the required solubility for dihalopilacy are not useful for preparing agricultural formulations due to price, toxicity, etc.

The dihalopyrazine fungicidal compounds utilized in the present invention can be formulated as oil- or water-based suspension concentrates or fluid formulations. or emulsifying agents, and preferably also stabilizers, extenders and fixing agents. Known techniques and materials are used for the preparation of these formulations. Suitable emulsifying or suspending agents include alkyl Sodium sulfate (“preft”), alkyl and alkyl-aryl sulfonates (“Nacconal N, M,” and DuPont “MP-ts9”), alkyl-aryl polyester alcohols (“spans”) and both cationic and nonionic compounds such as ethylene oxide addition products ('Twins'). The nonionic compound is a suitable surfactant, such as isooctylphenol polyethylene oxide condensate ("'Triton (Tr
alkylphenol-ethylene oxide condensation products such as sorbitan monopalmitate, stearate or oleate), various "spans" (sorbitan monopalmitate, stearate or oleate) and "twins" (e.g. sorbitan monolaurate-1 nowin) 20 (Tween 2
0)''. These materials contain 0.0% of the active agent.
Comprises 05-10chi.

It is desirable to include a "sticking agent or adhesive" in the composition in the range of about 1/2 to 5% of the active material. These adhesives can be in the form of resins that are soluble or dispersible in water; Includes cellulose ethers, waxes, polyvinylpyrrolidine, and powdered polyethylene. Binding agents can also be included at low levels (approximately 1/2 to 5% of active material), and binding agents include chrycerin and non-volatile polyethylene glycols. Included.

For agricultural use, these formulations can be diluted with water and applied to the leaves or the soil. The adjuvant can be mixed with the active ingredients before use, but may also be sold in a dry state mixed with the active ingredients. The mixture can then be added to water immediately before use.

All emulsifying or suspending agents, either alone or in combination, serve the purpose of uniformly dispersing active ingredients, which are commercially available in concentrate form, in aqueous or organic emulsions or suspensions. and when mixed with water by the applicator produces a homogeneous mixture suitable for application to soil, seeds, or plants.

The dihalopyrazines utilized in the present invention can also be formulated as wettable powders.

Soap and Chemical
Special Nice (5oap and Chemical
5 specialties) Volume 31, 7th page 61 et seq., 11G, 8th page 48-61, 9th page 52-5
Various adjuvants and suspending agents may be used, such as those listed in P. 7 and A10, pp. 38-67 (1955) and Washington, D.C., Department of Agriculture, Insect and Plant Quarantine Service Bulletin Ji 607. can. Suspending agents include various detergents.

In the form of liquid concentrates or wettable powders as described above, the active ingredient makes up 5 to 90 parts of the composition, with the balance being the liquid carrier which can include any of the agents discussed above. It is.

Dihalopyrazines can also be formulated as powders or granules.

For use in the form of a powder or granular formulation, the dihalopyrazine may be combined with any suitable excipients including diluents, suspending and extending agents and other adjuvants in powder form (preferably 50μ particle size or less). can be mixed in a suitable proportion. Usually one bottle of inert carrier ranges from about 1 to 80% of the total composition;
It contains about 1 to 5 parts of dispersant per 100 parts of active compound.

Suitable dilutions 11 include natural clays such as china clay, talc, hentonite, attapulgite and other similar inert materials, as well as pyrophyllite, diatomaceous earth, fuller's earth, chalk, phosphate rock, as well as acid-washed hentonite. Examples include chemically modified minerals, precipitated calcium phosphate and carbonate, colloidal silica, mica, pumice, vermiculite, wood flour and grain flour. Inert metal oxides and hydroxides such as titanium dioxide, aluminum oxide and bauxite can also be used. Diluents such as clay, talc, hentonite, and other mineral powders can be treated with oil to increase stickiness, whether the oil is a hydrocarbon mineral oil, vegetable oil, or animal fat oil. But that's fine.

The dihalopyrazines utilized in the present invention can also be formulated as solutions in γ-phthyrolactone or N-methylpyrrolidinone.

These solutions can be used on their own or can further include additives of the type described in detail above. These solutions can serve as bases for other types of formulations such as those described in detail above.

The composition can include various insecticides that do not react with the fungicide.

Representative formulations are shown below, but it is understood that they are illustrative and not indicative of the scope of the invention.

Example A Fine particle clay 48 Alkylphenol-based polyethoxyethanol (moisturizing agent)
2. Add 5 to 10 pounds of the above mixture per car to 30 to 9 pounds of water.
Stir it into a bowl and spray it on the leaves.

Performance grid B Dipropylene glycol monomethyl ether 50 Power xylene -10 Furkylphenoxypolyethoxyethanol 5;3-
Emulsify Amino-5,61 pyracin-2-carbonitrile 5 leaves (liquid formulation 50 to 50 per knee for misting), 00 Bond with 30 to 60 gallons of water.

Fruity Village Example C A paste of ``Kujikon'' is prepared by mixing finely powdered 3-amino-5,6-cyclopyracin-2-carbonitrile with methyl cellulose and a small amount of likunin sulfonate.

The resulting powder mixture is then stirred with sufficient water to produce a paste with the desired viscosity.

Part 3-Amino-5,6-lachloropyracin-2-carbonitrile 95 Methylcellulose 2 Sodium ricnin sulfonate 3 A paste prepared by simply mixing the powder and cold water is then diluted to form a dispersion in water. It can be used to The resulting suspension can then be used as an agricultural spray.

It is generally best to apply the composition to the surface of the ground and then dig up the soil. Therefore, 60 gallons of water can contain 5 pounds of active material per knee, which is 5 pp when digging the soil to a depth of 3 inches.
(At a depth of 3 inches, 1 pound of fungicidal material per car is equivalent to approximately ip, p, m.) For cotton trees, if the soil is dug to a depth of 2", If the soil is plowed or dug to a depth of 6", as with potatoes, on the other hand, correspondingly larger amounts are used.

As indicated above, the active material can be applied in the form of a slurry or 1M suspension or as a powder.

As disclosed above, the compounds of the present invention exhibit no toxicity within the effective range of use. Since the concentration at which phytotoxicity occurs to seeds or plants is much higher than the effective range, there is no actual danger considering the wide range between the effective concentration and the phytotoxic concentration.

The compositions of the invention, both in powder and liquid form, can be used to kill fungal spores and bacteria occurring on seeds, increase the rate of germination, as well as protect helper plants and root threads. Furthermore, the roots of young plants can be soaked in such compositions to protect them from fungal attack.

The compositions of the present invention can be applied to various vegetables, fruits and other agricultural products,
For example, especially beans, soybeans, sugar beets, carrots, cucumbers,
It can be used advantageously to sterilize the soil in which cabbage, corn, peanuts, tomatoes, cotton, alfalfa, oats and clover, etc. grow, and can also be applied to seeds and plants to protect against harmful microorganisms. can do.

The composition according to the invention has not only antifungal but also antibacterial activity.

The new compositions are also effective against the fungus infestation of fruit trees. Thus, apple trees can be sprayed with an aqueous suspension obtained by mixing, for example to a concentration of 20 p, p, m, before they bear fruit. With this method, for example, apple rot fungi [
Venturia 1naequalis] can be controlled. Other fruit trees such as peaches and cherries can be treated in a similar manner.

11, Merck End Company, Inc.

Claims (1)

[Claims] 1 Formula. An agricultural composition comprising an antimicrobially effective compound having the formula (XI and Xl are halo) and an agricultural carrier. 2 Xl and Xl are chloro! A composition according to claim 1. 3. Claim 1 in which Xl and Xl are Flomo
The composition described in Section. 4 comprising applying bt an antifungal and antibacterial amount of a composition containing 5 to 95% of an antimicrobially effective compound having the formula: (wherein Xl and Xl are halo) Methods for protecting soil, seeds, plants and crops against harmful fungi and a+ fungi. 5. The method according to claim 4, wherein Xl and Xl are chloro. 6. Claim 4 in which Xl and Xl are furomo
The method described in section. 7. Agricultural compositions containing about 5 to 95% of an emulsifying or suspending agent and a bactericidal and fungicidally effective compound having the formula 2 in which XI and Xl (d halo) .