JPS58128306A - Sterilizer composition and method of preventing growth of germ - 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 fungicidal compositions and methods for inhibiting fungal growth.

That certain pyridyliminomethylbenzene derivatives are useful fungicides is disclosed in European Patent Application No. 1 O,200,272.
It is already known as described in No.

Certain dithiocarbamate conductors are also known as fungicides.

It has now been discovered by the present inventors that a mixture of a certain pyridyliminomethylbenzene derivative and a certain dithiocarbamate derivative exhibits an unexpectedly significant synergistic effect. Therefore, the present invention relates to the general formula (where X represents an alkoxy group or an alkylthio group, Y represents a halogen atom or an alkyl group, and n represents an alkyl group).
A compound having the Meijen formula (where M represents /equivalent metal, R1 represents a hydrogen atom or an alkyl group, R2 represents an alkyl group), or the general formula % formula % M2 represents /equivalent of metal, (3-) R3 represents a hydrogen atom or an alkyl group) or a compound (U) which is a metal ion complex thereof. It is about things.

Preferably, X represents an alkoxy group or an alkylthio group having /-≠ carbon atoms (in %/-≠ carbon atoms).

n! In this case, the two substituents Y may be the same or different from each other. Preferably n is / or especially n.

Preferably, each Y independently represents a chlorine or bromine atom (most preferably a chlorine atom)'f: or an alkyl group of carbon atoms/-2, such as a methyl group or an ethyl group.

The most favorable compound of formula (1) [i.e. compound (■)
] is 2,4t-diglolo-(3'-pyridyl)imino-
C-(tert-butylthio)methylbenzene and 2. II
--dichloro-(3'-pyridyl)imino-C-(secondary
butoxy)methylbenzene.

A dithiocarbamate of formula (IT) [i.e. compound f
l \ (■)], M in the formula preferably represents an equivalent of zinc, iron, copper, manganese or sodium:
R1 represents a hydrogen atom, or an alkyl group having /-2 (especially /-4) carbon atoms, such as a methyl group;
R2 represents an alkyl group having /-2 (in particular /-4) carbon atoms, such as a methyl group, or more preferably represents a group of general formula (1); M2 represents /equivalents of zinc, iron, copper, manganese; or sodium; R is a hydrogen atom or an alkyl group of /-6 (in particular /-4) carbon atoms, such as a methyl group; When both M 1 and M 2 are present, they may be the same or different metals, but are preferably of the same type.

Compound (II) may be a metal ion complex.

Examples of suitable metals include zinc, iron, copper, manganese and sodium. This metal is Ml and/or M
It may be the same as or different from 2.

Dithiocarpame) I! represented by the empirical formula C11) Some of the conductors are monomeric and others are polymeric. The exact molecular structure of this compound and some of its complexes is not yet known [see, for example, the publication: "The Pesticide,
"Manual" 2nd edition, published by British, Crop, Protection, Caranthill (1977)].

Examples of polymeric compounds (n) include: polymeric manganese panoethane, known under the name "Maneb" and having the general formula (wherein X is an integer): 1 diirbis (carbamodithiony):
Combined zinc/2-ethanediylbis(carbamodithiony) (rzineb); zinc ion and polymerized manganese panoethanoyl bis(carbamodithioate)
A complex formed from copper ions and a polymeric form of manganese panoethanoyl bis(carbamodithioate) ('mankappa').
): polymeric zinc/-methyl-/2,2-ethanediylbis(carmodithiony)) (rpropineb).

Typical examples of monomeric compounds having the formula (II) 'e include the following: Nidisodium/1,2-ethanediylbis(carbamodithiony) (r Napam J)
: Iron tris(trimethyldithiocarbamate) (``Fapam''); Zinc somethylsothiocarpamate (``grams''): Sodium methyldithiocarbamate (``metamu sodium'').

The weight ratio between the compound of formula (1) and compound (If) can be varied within a wide range depending on the purpose of application. This ratio can be, for example, /:30 to 30:/, in particular /:j to evening:/. The application rate of each compound was 0.05-<
zkg/ha is generally preferred. For example, compound (■) 0.05-/, Q kg/ha (especially 0.05-/, Q kg/ha)
/ -0,sky/ha), compound cy)o, or
-4t kg/ba (especially 0./-j, Okg/ha
) can be applied together.

The present invention also provides a method (9) for controlling bacteria in a habitat, which comprises treating a locus of bacteria with a compound of formula (I) defined above and a compound (II). It also provides. The present invention has a very wide range of applications for protecting crops from fungi, and the compositions of the present invention can be used for therapeutic or prophylactic purposes. The present invention is particularly useful for protecting grains that are susceptible to infestation.

The fungicide composition of the invention preferably also contains a carrier.

The carrier blended into the composition of the present invention is a carrier that is used in areas where bacteria inhabit (
Any substance that makes it easier to apply the active ingredient to plants, seeds or soil, for example, or that makes it easier to store, transport or handle the active ingredient. could be. The carrier may be solid or liquid, or it may be a substance that becomes liquid when compressed but is normally gaseous, and may be any carrier currently commonly used in the manufacture of disinfectant compositions. It can also be used in the case of the present invention. The compositions of the invention preferably contain the total active ingredients fO,! j;-9! Contains an amount of rN.

Examples of suitable mercury-containing substances include: natural minerals, such as diatomaceous earth: magnesilla silicate (10), talc, magnesium aluminum silicate, such as ethane (rusoyite and vermiculite; aluminum silicates, such as kaolinite, montmorillonite, mica; charcoal and calcium; calcium sulfate; synthetic silicic oxide prehydrate; synthetic calcium or aluminum silicates; elemental substances such as carbon, sulfur; natural and synthetic resins such as coumaron resins, polyvinyl chloride, styrene monomers and copolymers; solid polyesters; Chlorophenols; Bitumen: Waxes such as beeswax, paraffin wax, chlorinated mineral waxes; Solid fertilizers such as superphosphates.

Examples of suitable liquid carriers include: water; alcohols such as isozologinol, glycols; ketones such as acetone, methyl ethyl lactone, methyl isobutyl ketone, cyclohexanone: ethers; aromatic and araliphatic hydrocarbons. For example benzene, toluene, xylene; petroleum fractions such as kerosene, light mineral oils; chlorinated hydrocarbons such as carbon tetrachloride, 9-chloroethylene, trichloroethane. Mixtures of various liquids are also often suitable.

Fungicide compositions are often prepared and transported in the form of concentrates, which are subsequently diluted by the applicator prior to application. The presence of small wrinkles in the carrier, which is a surfactant, facilitates the above dilution. Therefore, it is preferred that at least the carrier/glaze in the composition of the invention is a surfactant. For example, the composition may contain at least two carriers, at least seven of which are surfactants.

The surfactant can be an emulsifier, a dispersant, or a wetting agent. It can be nonionic or ionic. Examples of suitable surfactants include sodium or calcium salts of polyacrylic acids or ligninsulfonic acids; fatty acids containing at least 72 carbon atoms in the molecule; aliphatic amines or amides; fatty acid esters of glycerol, sorbitan, sucrose or pentaerythritol; condensates of these with ethylene oxide and/or propylene oxide; fatty alcohols or alkylphenols, such as p- Condensates of octylphenol or p-octylcresol and ethylene oxide and/or propylene oxide; sulfates or sulfonate compounds of these condensates; alkaline or alkaline earth sulfates or sulfonic esters containing at least 10 carbon atoms in the molecule metal salts, preferably sodium salts, such as sodium lauryl sulfate;
Sodium alkyl sulfates; sodium salts of sulfonated castor oil; sodium alkylaryl sulfonates such as sodium dodecylbenzenesulfonate; polymers of ethylene oxide; copolymers of ethylene oxide and zolopyrene oxide.

The compositions of the invention can be prepared, for example, in the form of wettable powders, dusts, granules, solutions, emulsifying concentrates, emulsions, suspension concentrates and aerosols.

(/3) Wettable powders generally contain the active ingredient in 2 or 5'θ
′=! In addition to the solid inert carrier, it also contains 3 to 10 weight fl:% of a dispersant, and if necessary, stabilizers and/or other additives. [
For example, penetrants or adhesives (4tlckers)
Contains 0-10% more by weight. Dusts are generally prepared in the form of dust concentrates having a similar composition to wettable powders, except that they do not contain a dispersant.

Dust agent concentrates can be diluted with solid carriers in the field;
This gives a dusting agent which generally contains 1112 to /θ weight Ji % of the active ingredient. Granules generally contain 1
0 to 10 OBS mesh (/, Otsu7 Otsu-0,7!i
'2■) particle size is prepared. Granules can be manufactured using agglomeration or impregnation techniques.

Granules generally contain between 25% and 25% by weight of the active ingredient and 0-70% of additives such as stabilizers, release delay modifiers and binders. Emulsifying thickener (concentrated liquid)
In addition to the solvent, they generally contain co-solvents if necessary, and include active ingredients 1o-so% W/V, no emulsifiers, 20% W/V and other additives (e.g. stabilizers, penetrants and corrosion inhibitors). agent) 0-. 20%W/Vfr: Contains. Suspension thickeners are generally formulated to provide stable, non-sedimentable, flowable products, which generally contain 10-73% active ingredient and 0.0% dispersant. tar/ jii
li%, suspending agents (e.g. protective colloids and thixotropic agents) 0. /-70 tbsp and other additives (
0-70% by weight (eg antifoaming agents, corrosion inhibitors, stabilizers, penetrants and adhesives) and water or organic liquids (which do not substantially dissolve the active ingredient). Certain organic solids or inorganic salts may also be present in solution in the formulation, for example to improve the anti-settling ability, or as water antifreeze agents.

The compositions according to the invention may also contain other active ingredients, examples of which include other pesticides, especially compounds with insecticidal, acaricidal, herbicidal or fungicidal properties.

Aqueous dispersions and emulsions, such as compositions obtained by diluting the wettable powders or thickeners of the present invention, also fall within the scope of the present invention. Such emulsions may be water-in-oil or oil-in-water, and may have a consistency as high as that of mayonnaise.

Next, examples of the present invention will be shown. The following abbreviations were used in these examples:

Compound A:2. ≠-dichloro-(37-kyridyl)imino-C-(th, 2-butoxy)methylbenzene compound B:
Zinc-containing complex of manganese/1,2-ethanediyl bis(cal gumodithioate) (commercial fungicide ``Mancozeb'' contained in a formulation marketed under the trade name ``Cymen 9'l-YJ'') Example: 7 days old sown and grown at a rate of 70 seeds per pot
V. Leptosphaeria nodorum (Leptosphaeria nodorum) on 0-day-old wheat (Madra variety) seedlings.
orum) was inoculated with fungal spores. ≠The plants were sprayed with an aqueous spray solution containing the test compound in white areas. Spray # (volume) was an amount corresponding to 1 l-oo i/ha. Each test was conducted using V plants of wheat. An untreated pot was used as a control sample.

The degree of disease control was determined visually 77 days after spraying by comparison with untreated control plants and graded using a linear rating scale of 0-7. O means that the disease was not controlled at all, and RI means that the disease was completely controlled.

The results of these tests are shown in Table 1.

Section/Table Treatment Average disease control compound A Compound B (scale O-0-
9) (pp (ppnl) 0 g000 /, 7 j
o 2000 /, 00
Otsu, 2! ; 0 3. ．．
2 evening 3/3 0 3. ．． 2!
; Otsu 2 ≠000 g, Ivy Otsu 2
Ta, 2ooo Otsu, jO373
≠000, 2j373. 20
00 yo00 As is clear from these results, when compound B is used alone, the disease control effect (bactericidal effect) (/7) is very low, but when compound B is added to compound A and used, The disease control effect is significantly improved.

Example 2 / 10-day-old wheat (Hobbit variety) sown at 70 seeds per pot to increase the tr length was treated with various test compounds. The compositions with added emulsifiers and surfactants were applied in the form of an aqueous spray solution.

The application area was equivalent to 41,001 mice per hectare. Non-sprayed plants were used as control samples. Each test was repeated ≠ times.

Five days after spraying, plants were treated with Erysiphe gramnia f, sp.
The cells were inoculated with spores of B. tritlci. Seventy-three days after inoculation, the state of mildew droplet formation on the sprayed leaves was examined, and the disease control rate (chi) by chemical application was calculated.

The results of these tests are shown in Table 2. The values in Table 2 are:
Disease control rate (%) (this control rate is a value calculated based on comparison with an untreated control sample).

(7g) 2nd table treatment Disease control heavy compound A Compound B (ch) (p
pm) (PPT1) o rooo
Otsu, 33/3 0/
/, 3/j7 0 7. Evening 3/
3 2000 9/, ♂3/3
1000g //! ;7. 200
0 90. Otsu/! ;7 1000
As is clear from the data in Table 2,
When Compound A and Compound B are used together to prevent downy mildew in wheat, the disease control rate is significantly improved.

Agent's name: Kawahara 1) - Ho (/9) 38-

Claims (9)

[Claims] (1) General formula (where X represents an alkoxy group or an alkylthio group, Y represents a halogen atom or an alkyl group, and n is 0.
A compound having the empirical formula (where Ml represents /equivalent of metal, R1 represents a hydrogen atom and represents an alkyl group, R2 represents an alkyl group, or the empirical formula % formula % () M2 represents /equivalent of metal, R5 represents a hydrogen atom or an alkyl group) or a compound (If) which is a metal ion complex thereof. The composition according to claim (1), wherein X in the formula (2) is an alkoxy group or an alkylthio group having /-≠ carbon atoms. The composition according to claim (1) or (2), wherein each Y in formula (3) is each independently a chlorine or bromine atom, or a methyl group or an ethyl group. (4) Claim (1) in which n is 2 -
The composition according to any of paragraph (3). (5) The compound of general formula (I) is 2. ≠−Socrolow (3
The composition according to claim 1, which is C-(sec-butoxy)methylbenzene. (6) M in the formula is /equivalent of zinc, iron, copper, manganese or sodium, R1 is a hydrogen atom or a methyl group, R is a methyl group or a group of formula (III), and M
The composition according to any one of claims (1) to (5), wherein R is /equivalent of zinc, iron, copper, manganese, or sodium, and R is a hydrogen atom or a methyl group. (7) The composition according to claim (6), wherein the compound (n) is any one of the commercially available fungicides maneb, zineb, mancozeb, mankappa, flohineb, and mapam. (8) The composition according to claim (6), wherein the compound (II) is any one of the commercially available fungicides Solam, Ferpam, and Metamu sodium. (9) The composition according to any one of claims (1) to (8), which also contains seven or more types of carriers. 01 The compound of the general formula (1) according to any one of claims (1) to (5) is used in claims (1), (6), and (7). A method for inhibiting the growth of bacteria in a place where bacteria inhabit, the method comprising applying the compound (It) according to any one of items () and (8) to the place where bacteria live. αη Claims 0 and 9 are characterized in that the compounds (1) and (II) are applied in the form of a composition according to any one of claims 1 to 9. The method described in section. α■ The method according to claim α0 or αυ, wherein the habitat to be treated is a crop area. α→ The method according to claim 1, wherein the crop area is an area having grains.