EA017661B1 - Emulsifiable concentrate - Google Patents

Abstract

The present application relates to an emulsifiable concentrate (EC) formulation, comprising: a) a fungicidal triazole or an agriculturally acceptable salt or adduct thereof; b) a solvent system, comprising: b1) a substituted phenole; b2) one or more organic solvents; c) one or more emulsifiers; d) optionally, further formulation additives, a process for their preparation and a use for controlling harmful fungi.

Description

The invention relates to emulsifiable concentrates (EC), including fungicidal triazoles, to a method for their preparation and use of such EC for controlling harmful fungi.

EP-A 0357559 discloses an aqueous composition of a water-insoluble plant protection agent, in particular furatiocarb, and substituted phenol, which inhibits the crystallization of furatiocarb or stabilizes the emulsion.

EP-A 0505053 discloses an aqueous composition that includes prochlorase, a nonionic surfactant, and substituted phenol.

With triazoles, such as epoxiconazole, compositions in the form of suspension concentrates (CS) were formulated in particular. EP-A 0707445 discloses an aqueous, multiphase, stable composition of an active compound for plant protection, comprising a block polymer, an anionic dispersant, a wetting agent and a thickening agent.

These CS preparations are difficult to prepare, for example, by grinding to obtain a homogeneous distribution of the active component to avoid sedimentation.

The drug KS needs to be stabilized, especially in the presence of adjuvants or a dispersion phase because the active component tends to crystallize due to solubility in the dispersion phase.

Thus, the objective of the invention is to provide a composition of the compounds defined above that is stable during storage and use and which has high biological activity.

It has now been found that this task can be achieved by using the EC preparation of the invention.

Accordingly, in one aspect of the invention, an emulsifiable concentrate (EC) preparation is provided, including:

a) the fungicidal triazole or its agriculturally acceptable salt or product of accession;

b) a solvent system comprising:

B) substituted phenol;

B2) one or more organic solvents;

c) one or more emulsifiers;

b) optionally, additional additives for drugs.

The EC preparation according to the invention shows excellent storage stability and biological activity.

A suitable fungicidal triazole or its agriculturally acceptable salt or adduct is azaconazole, bitertanol, bromukonazole, ciproconazole, cicenoconazole, diniconazole, diniconazole-M, epoxiconazole, fenbuconazole, imukonazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazolazonazole paclobutrazole, penconazole, propiconazole, prothioconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, uniconazole, 1- (4-chlorophenyl) -2 - ([1,2,4] triazol-1-yl) cycloheptanol.

These triazoles are known and described in \ y \ y \ u.a1ap \ uob.ps1 / pc8bs1bs8 / tbsh_sp_Ggats.1it1.

Preferred triazoles are epoxiconazole, fluquinconazole, ipconazole, metconazole, propiconazole, prothioconazole, tebuconazole and triticonazole.

Most preferred is epoxiconazole.

Compound I, due to the basic properties of its nitrogen atoms, is capable of forming salts or addition products with inorganic or organic acids and with metal ions.

Examples of inorganic acids are hydrohalic acids such as hydrofluoric acid, hydrochloric acid, hydrobromic acid and hydroiodic acid, carbonic acid, sulfuric acid, phosphoric acid and nitric acid.

Suitable organic acids are, for example, formic acid and alkanoic acids such as acetic acid, trifluoroacetic acid, trichloroacetic acid and propionic acid, as well as glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, alkyl sulfonic acids (sulfonic acids with unbranched or branched alkyl radicals having from 1 to 20 carbon atoms), arylsulfonic acids or aryldisulfo new acids (aromatic radicals such as phenyl and naphthyl that carry one or two sulfonic acid groups), alkylphosphonic acids (phosphonic acids with straight or branched alkyl radicals having from 1 to 20 carbon atoms), arylphosphonic acids or aryl diphosphonic acids (aromatic radicals such as phenyl and naphthyl, which carry one or two phosphoric acid groups), where the alkyl or aryl radicals may carry additional substituents, for example p-toluenesulfonic acid, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid, 2-acetoxybenzoic acid, etc.

Suitable metal ions are, in particular, ions of elements of the second main group, in particular calcium and magnesium, of the third and fourth main groups, in particular aluminum, tin and lead, as well as ions of elements of transition groups 1-8, in particular chromium, manganese, iron, cobalt, nickel,

- 1 017661 copper, zinc and others. Particular preference is given to metal ions - elements of transition groups of the fourth period. Metals can be in any valencies characteristic of them.

The EC preparation according to the invention mainly comprises from 0.1 to 30 wt.%, Preferably from 3 to 20 wt.%, In particular from 5 to 15 wt.% Of the fungicidal triazole component a).

The EC preparation according to the present invention generally comprises from 6 to 97 wt.%, Preferably from 10 to 90 wt.%, In particular from 15 to 80 wt.%, Of the solvent system (b).

Component b1) is a substituted phenol of the formula

P ¹ —O — X, in which K. ¹ is phenyl substituted with one to three C1 – C1 ₂ -alkyls, and X is hydrogen, an alkali metal, alkaline earth metal, or ΝΚ ₃ , in which each K is the same or different and means hydrogen or C1-C8 alkyl optionally substituted with hydroxy.

C1-C1 ₂ -Lalkyl means a linear or branched alkyl group having from 1 to 12 carbon atoms. Examples are methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,1dimethylpropyl, 1,2-dimethylpropyl, hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2trimethylpropyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl, heptyl, octyl, 2- ethylhexyl, nonyl, decyl, undecyl, dodecyl and their positional isomes Era.

Examples of suitable substituted phenols are 2,3,6-trimethylphenol, p-tert-butylphenol, o-sec-butylphenol, 2-tert-butylphenol, p-tert-amylphenol, heptyl derivatives (p-heptylphenol), p-tert-octylphenol, p -octylphenol, 2,4-di-tert-butylphenol, 2,6-di-tert-butylphenol, p- (a, adimethylbenzyl) phenol, p-nonylphenol, 2,4-di-tert-pentylphenol, p-dodecylphenol, 4-sec-butyl-2,6-ditret-butylphenol, 2,4,6-tri-tert-butylphenol and 2,4-bis- (a, a-dimethylbenzyl) phenol.

Preferred substituted phenols are p-tert-butylphenol, o-sec-butylphenol, 2tert-butylphenol, 2,4-di-tert-butylphenol, 2,6-di-tert-butylphenol, 4-sec-butyl-2,6- di-tert-butylphenol; and 2,4,6-tri-tert-butylphenol.

Most preferred is o-sec-butylphenol.

The solvent system includes organic solvents as component (b2). Mixtures of alkyl aromatic hydrocarbons, in particular alkyl benzenes and alkyl naphthalenes, whose alkyl groups have from 1 to 20 carbon atoms, are preferably used. Such mixtures are commercially available, for example, as δοϊνβδδο® products, for example 8O1us55O 200 (Exhob MoB, RL), Agotabs, for example Agotabs 200 (Exhob MoB), or Ze118o1® (Esi15sys 8ye11 Syepp STN, Segtapu). Other suitable organic solvents as component (L2) are paraffins, alcohols, pyrrolidones, acetates, glycols, fatty acids, dimethylamides, fatty acid dimethylamides, fatty acid esters and mixtures thereof.

Examples of suitable solvents (b2) are methanol, ethanol, isopropanol, butanol, pentanol, 2-ethylhexanol, 1,3-dimethyl-2-imidazolinone, 2-methyl-2,4-pentanediol, acetone, acetophenone, propionic acid, 2- hydroxy-2-ethylhexyl ether, di-n-octyl carbonate, benzyl acetate, benzyl alcohol, benzyl benzoate, cyclohexane, cyclohexanol, cyclohexanone, butyl lactate, 2-ethyl hexyl lactate, ethyl lactate, methyl lactyl dimethyl dimethyl dimethyl dimethyl dimethyl dimethyldrofluoride , dipropylene glycol, 5-methyl-3-heptane N, ethylene glycol, γbutirolakton, glycerol, hexanol, isopropanol, butylene carbonate, propylene carbonate, methyl benzoate, methyl ethyl ketone, methyl isobutyl ketone, n-ethyl-2pirrolidon, N-methylcaprolactam, N-octyl-2pirrolidon, propionic acid and mixtures thereof.

Particularly preferred as component (L2) are ZoKekko 200, ZoKekko 200 ΝΌ, ZoKekko 150 ΝΏ, Sagotakh 28 Аг, Agotabs 200 and Nubgo 1 A 230/270 ΝΌ.

The amounts of organic solvents of component (L2) are generally from 1 to 35% by weight, preferably from 1 to 30% by weight, in particular from 5 to 25% by weight, based on the weight of the preparation.

The EC preparation of the invention also contains at least one emulsifier. The emulsifier serves to reduce the surface tension between the continuous and dispersed phase, thereby stabilizing the droplets of the dispersed phase. The emulsifier is also involved in the solubilization of triazole. Suitable emulsifiers are well known in the art, for example, from McC ' ' Oyegdepb apb Eti181yeg8, 1p1. Eb., Ktbdeteoob, Note Wogk. Suitable emulsifiers include nonionic, anionic, cationogenic and zwitterionic emulsifiers and mixtures thereof. Emulsifiers may be polymeric emulsifiers or non-polymer emulsifiers. Non-polymer emulsifiers, unlike polymer emulsifiers, will generally have a molecular weight below 2000 (average value), in particular from 150 to 2000, preferably from 200 to 1500.

The emulsifiers contained in the EC according to the invention can be nonionic or ionic, or a combination of both. It is preferable to use at least two, preferably from three to five emulsifiers, preferably with different HLB values to achieve

- 2 017661 good physico-chemical behavior of EC at various temperatures.

HLB (hydrophilic-lipophilic balance) - an empirical scale defined by \ U.S. SpGPp (1. 8os. Sokteys С11С1Ш515. 1, 311 (1949)), which expresses the amphiphilic nature of emulsifying agents (in particular, nonionic emulsifiers). The least hydrophilic emulsifiers are assigned the lowest HLB values.

Suitable non-ionic emulsifiers are, for example, alkoxylated fats or oils of animal or vegetable origin, such as maize oil ethoxylates, castor oil ethoxylates, tall oil ethoxylates, glycerol esters such as glycerol monostearate, fatty alcohol alkoxylates, alkoxylated oxo alcohols, such as oleic acid ethoxylate, alkyl phenyl alkoxylates such as isononyl, isooctyl, tributyl and tristearyl phenyl ethoxylates, fatty amine alkoxylates, alkoxy fatty acid amide latches, sugar-based emulsifiers such as sorbitan fatty acid esters (sorbitan monooleate, sorbitan tristearate), polyoxyethylene sorbitan fatty acid esters, alkyl polyglycosides, г-alkyl gluconamides, alkyl methyl ether sulfides, tetra-dimethyl dimethyl phosphides, and mixtures of such nonionic emulsifiers.

Nonionic emulsifiers include, in particular, polyoxy-C ₂ -C ₃ -alkylene C ₈ -C ₂₂ -alkyl esters, in particular polyethoxylates and polyethoxylates-co-propoxylates of linear or branched C ₈ C ₂₂ -alkanols, more preferably polyethoxylated fatty alcohols and polyethoxylated oxoalcohols, such as polyethoxylated lauryl alcohol, polyethoxylated isotridecanol, polyethoxylated cetyl alcohol, polyethoxylated stearyl alcohol, and esters thereof, such as acetates;

polyoxy-C ₂ -C ₃ -alkylene aryl ethers and polyoxy-C ₂ -C ₃ -alkylene C 1 -C ₆ -alkylaryl ethers such as polyoxy-C ₂ -C ₃ -alkylene C ₈ -C ₂₂ -alkylbenzene esters, in especially polyethoxylates of C ₄ -C ₄₆ alkylphenols, such as the polyethoxylates of nonylphenol, decylphenol, isodecylphenol, dodecylphenol or isotridecylphenol;

polyoxy-C ₂ -C ₃ alkylene mono-, di- or tristyryl phenyl ethers, in particular polyethoxylates of mono-, di- and tristyrylphenols, their condensation products with formaldehyde and their esters, for example acetates;

C6-C22 alkyl glucosides and C6-C22 alkyl polyglucosides;

polyethoxylates of C6-C22 alkyl glucosides and polyethoxylates of C6-C22 alkyl polyglucosides;

fatty amine polyethoxylates;

fatty acid polyethoxylates and hydroxy fatty acid polyethoxylates;

partial esters of polyols with C6-C22 alkanoic acids, especially glycerol mono- and diesters and sorbitan mono-, di- and triesters, such as glycerol monostearate, sorbitan monooleate, sorbitan tristearate;

polyethoxylates of partial esters of polyols with C ₆ -C ₂₂ alkanoic acids, in particular polyethoxylates of mono- and diesters of glycerol and polyethoxylates of sorbitan mono-, di- and triesters, such as polyethoxylates of glycerol monostearate, sorbitan monoolearate polyethoxylates, polyethoxylate polyethoxylates;

polyethoxylates of vegetable oils or animal fats, such as corn oil ethoxylate, castor oil ethoxylate, tall oil ethoxylate;

acetylene glycols such as 2,4,7,9-tetramethyl-4,7-bis- (hydroxy) -5-decin; polyoxyethylene-polyoxypropylene-block copolymers and polyethoxylates of fatty amines, fatty amides or fatty acid diethanolamides.

The term polyoxy-C ₂ -C ₃ alkylene ether refers to polyester radicals derived from ethylene oxide or propylene oxide. The term polyethoxylate refers to a polyester radical derived from ethylene oxide. Similarly, the term polyoxyethylene-co-polyoxypropylene refers to a polyester radical derived from a mixture of ethylene oxide and propylene oxide. The number of repeating sites in the polyester radicals will generally vary from 4 to 100, in particular from 5 to 50.

Preferred non-ionic emulsifiers are, for example, sorbitan fatty acid esters, especially partial sorbitol esters and their anhydrides, for example sorbitan monooleate, polyoxyethylene sorbitan fatty acid esters, such as polyethoxylated (preferably with about 20 mol ethylene oxide) sorbitan monolaurate and sorbitan monolaurate and sorbitan monolaurate castor oil ethoxylates (preferably with about 40 mol ethylene oxide) and ethylene oxide / propylene oxide copolymers such as alkylethylene copolymers seed / propylene oxide, preferably having a molecular weight in the range 2000-5000.

The ionic emulsifiers can be anionic emulsifiers or cationogenic emulsifiers or mixtures of anionic and cationogenic emulsifiers.

Examples of anionic emulsifiers are phosphates and sulfates of poly (preferably 2 to 30) ethoxylated (preferably C ₆ -C ₂₂ ) fatty alcohols, such as ethoxylated 2EO

- 3 017661 (ЕО stands for ethylene oxide site), oleyl alcohol phosphates (for example, ηιηρίρΐιοκ® Θ3Ό, А1Ьгщ1И & ^ бкоп, ИК), ethoxylated phosphates of oleyl alcohol (for example, StobaEok® N кее, Соба О1ееее2е, (1, Оеее1еее2е) -10 EO) ceto / stearyl alcohol (e.g. StobaEok® C8 keb, Soba O1eosyetua1k, IR), ethoxylated (4-6 EO) phosphides of tridecyl alcohol (e.g. Etrook® P8 kebb, SK ^ yso, I8A), ethoxylated phosphates alcohols (for example, Staeo® AR kebe, Nepke1 1ebse, 8%), ethoxylated (3-6 EO) fatty alcohol phosphates (e.g. RnobaGas® kebe, Viobia Syt1e, Egapse), free acids of complex organic phosphates (e.g. Veusok1a1® kebe, Sesa 8.A, Egapse), phosphates of polyethoxylated (8-25 ЕO) aryl phenols (such as polyethoxylated di- and tristyrylphenols) (for example, Zortoryot 3Ό33, K1ob1a СЫt1е, Egapse), sulfates of polyethoxylated arylphenols (such as polyethoxylated di- and tristyrylphenols) (for example, Zortoryot Όδδ / 7, Zortoryot 4Ό384, P1е1а1.

Anionic emulsifiers include, in particular, sodium, potassium, calcium or ammonium salts.

C ₆ -C ₂₂ alkylsulfonates, such as lauryl sulfonate, isotridecyl sulfonate;

C6-C22 alkyl sulfates such as lauryl sulfate, isotridecyl sulfate, cetyl sulfate and stearyl sulfate;

aryl and sulfonates, especially C ₁ -C ₁₆ alkylbenzenesulfonates such as cumyl sulfonate, octylbenzenesulfonate, nonylbenzenesulfonate and dodecylbenzenesulfonate, naphthyl sulfonate, mono- and di-C ₁ -C ₁₆ -alkylnaphthyl naphthyl;

(di) sulfonates of mono- and di-C ₁ -C ₁₆ alkyl diphenyl ether, such as dodecyl diphenyl ether disulfonate;

sulfates and sulfonates of fatty acids and esters of fatty acids;

sulfates polyoxy-C2-C3-alkylene C8-C22-alkyl ester, in particular sulfates of ethoxylated C ₈ -C ₂₂ alkanols such as sulfates of ethoxylated lauryl alcohol;

sulfates of polyoxy-C ₂ -C ₃ -alkylene C ₁ -C ₁₆ -alkylbenzene ether, in particular sulfates of ethoxylated C ₁ -C ₁₆ -alkylphenols;

di C ₄ -C ₁₈ alkyl esters of sulfosuccinic acid (C ₄ -C ₁₈ dialkyl sulfosuccinates) such as dioctyl sulfosuccinate;

condensation products of naphthalenesulfonic acid, C ₁ -C ₁₆ alkyl naphthalenesulfonic acid or phenolsulfonic acid with formaldehyde (C ₁ -C ₁₆ alkyl) naphthalene sulfonate formaldehyde condensation products and phenolsulfonate formaldehyde condensation products;

polyoxy-C2-C3 alkylene mono- or tristyryl phenyl ether sulfates, in particular polyethoxylates of mono-, di- or tristyrylphenol;

mono- and di-C ₈ -C ₂₂ alkyl sulfates;

phosphates of a polyoxy-C2-C3 alkylene of a C8-C22 alkyl ester;

phosphates of polyoxy-C ₂ -C ₃ -alkylene C ₁ -C ₁₆ -alkylbenzene ether;

phosphates of polyoxy-C2-C3 alkylene mono-, di- or tristyryl phenyl ether;

polyoxyethylene polycarboxylates, in particular homo- and copolymers of monoethylene unsaturated mono- or dicarboxylic acids having 3-8 carbon atoms, the copolymers also have polyethylene oxide side chains;

fatty acid salts such as stearates; and polyphosphates, such as hexametaphosphates and triphosphates (tripolyphosphate).

Examples of cationic emulsifiers include alkyl trimethyl ammonium halides or alkyl trimethyl ammonium alkyl sulfates, alkyl pyridinium halides or dialkyl dimethyl ammonium halides and dialkyl dimethyl ammonium alkyl sulfates.

Among ionic emulsifiers, anionic emulsifiers are preferred.

In a preferred embodiment, the emulsifier component comprises at least one emulsifier from the group of sorbitan fatty monoesters, in particular sorbitan monooleate, and one or more, preferably two emulsifiers from the group of polyoxyethylene sorbitan fatty esters, in particular sorbitan monooleate and sorbitan monolaurate, each is ethoxylated using approximately 20 mol ethylene oxide.

In a particularly preferred embodiment, the emulsifier component comprises an emulsifier from the group of sorbitan fatty monoesters, one or more emulsifiers, preferably two, from the group of polyethoxylated sorbitan fatty esters and one or more emulsifiers from the group of castor oil ethoxylates and ethylene oxide / propylene oxide copolymers.

Said nonionic emulsifiers are all commercially available. For example, sorbitan fatty acids are available as series 8-ΜΑΖ® (BA8E, Segtapu) or 8rap® (υΝΙΟΕΜΑ, ϋδ), polyoxyethylene sorbitan fatty esters as series Τ-ΜΑΖ® (BA8E, Segtapu) or Tteep® (IMOEMA, ϋδ), castor oil ethoxylates like Thu1oh 5909 (Sodshk, Segtapu) and ethylene oxide / propylene oxide copolymers as Tetdyo1 series, such as Tetdyo®® (Eote, i8A) or 8shEoshs® LRP series.

Emulsifiers in EC generally comprise from 2 to 20 wt.%, Preferably from 5 to 15 wt.%

- 4 017661 calculated on the weight of the drug.

In preferred and particularly preferred embodiments, sorbitan fatty monoesters are generally from 0.1 to 15% by weight, preferably from 1 to 5% by weight, based on the weight of the preparation; polyethoxylated sorbitan fatty esters generally comprise from 1 to 5 wt.%, preferably from 1 to 5 wt.%, based on the weight of the preparation, polyethoxylated castor oil is generally from 0 to 15 wt.%, preferably from 0 to 5 wt. % based on the weight of the preparation, and the ethylene oxide / propylene oxide copolymer is generally from 0 to 15% by weight, preferably from 0 to 5% by weight, based on the weight of the preparation.

In another embodiment, nonionic and anionic emulsifiers are selected from polymer emulsifiers. Polymeric emulsifiers include random (randomized) polymers and copolymers, block copolymers, grafted polymers and copolymers.

Nonionic block copolymer emulsifiers include at least one poly (ethylene oxide) fragment of PEO and at least one hydrophobic polyester fragment of PAO. The RAO fragment typically includes at least 3, preferably at least 5, in particular from 10 to 100 repeating sites (average value), which are derived from C ₃ -C _{1 0} alkylene oxides such as propylene oxide, 1,2-butylene oxide, cis or trans-2,3-butylene oxide or isobutylene oxide, 1,2-pentenoxide, 1,2-hexene oxide, 1,2-decene oxide and styrene oxide, among which C ₃ -C ₄ alkylene oxides are preferred. Preferably, the PAO fragments comprise 10-60% by weight of repeating portions derived from propylene oxide. The REO fragments typically include 2-6, preferably 3-5, and more preferably 3 or 4 repeating sites derived from ethylene oxide (average value). Preferred emulsifiers p.12 are those having an average molecular weight Μ _Ν in the range of from more than 600 to 8000 Da, preferably from 1000 to 6000 Da, and in particular from 1500 to 5000 Da.

Nonionic block copolymer emulsifiers are commercially available, for example, under the trade names P1igoshs®, such as P1igoshs® P 65, P 84, P 103, P 105, P 123 and P1igosh® L 31, L 43, L 62, L 62 L, B 64, b 81, b 92 and b 121, P1igaPo®, such as P1aPa® b 860, b 1030 and b 1060; Te1goshs®, such as Te1goshs® 704, 709, 1104, 1304, 702, 1102, 1302, 701, 901, 1101, 1301 (VAZE AkDepdezEzZsAi), AdGPai® AEC 167 and Adgyai® AEC 178 (Aksgok Syetokh) and / 848 (KeoFa), Bego1® 370 and Bego1® 374 (Ak / o LiOe1 Ziyase SyetjDgu), PoiSax® 50 C15, 63 N10, 63 N30, 64 N40 and 81 N10 (Poi Yehore), Oeiaro1® PE (C1apap1), Mopo1ap®, such as Mopo1ap® PB, Mopo1ap® RS, Mopo1ap® RK (Lksgok Syetkak), Rapokh® PE (Rap Ayap Syet1sa1 Sogrogayop), Zutregoshs®, such as Zutregoshs® PE / L, Zutregoshs® PE / E RE / R, Zutregoshs® RE / T (1C1 ZiyasGapGk), Tegdyo®®, Tegdyo® XN and Tegsh (o1® XI (isop SagYbe), Thyop® CE-32 (isop SagY b), Teps RE Zepek (Nip1ktai), Tox1ti1® 8320 (81 therapist.) and \ Uisopo1®. such as ^ icopo1® AREB, ^ icopo1® N3 500 K, etc.

In another embodiment, the non-ionic polymer emulsifier is an ethylene oxide propylene oxide block copolymer comprising alkyl or alkyl phenol ether such as butyl ether, methyl ether, propyl ether, ethyl ether, or mixtures thereof. As an example of such an emulsifier, the commercially available Tox1ti1® 8320 product (81Pera Co.), For example, an ethylene oxide-propylene oxide block copolymer butyl ether derivative, can be mentioned. The amount of the above block copolymer is usually from 2 to 20 wt.%, In particular from 5 to 17 wt.% And more preferably from 5 to 12 wt.% In terms of the total weight of the drug.

In another embodiment, the non-ionic polymer emulsifier is a dimethylpolysiloxane-modified polyalkylene oxide, such as an organosilicon emulsifier sold under the trademark 8ι1 \\ ό (®, especially 8ι1 \\ ό (® Ь-77 (ОЕ ЗШсопек). These emulsifiers are disclosed in IZ 2970150. The amount of organosilicon emulsifier is usually from 0 to 6 wt.%, In particular from 0.5 to 5 wt.% And more preferably from 1 to 4 wt.% In terms of the total weight of the drug.

In another embodiment, the non-ionic polymeric emulsifier is a water-soluble polymer selected from the class polymers such as polyvinylpyrrolidone, vinilpirrolidonvinilatsetatnye copolymers, polyvinylcaprolactam, polyvinylformamide, polivinilatsetamid, polyacrylate, polymethacrylate, polyacrylamide, polyethyleneimine, polyvinylamine, hydroxyalkylcellulose, alkilgidroksialkiltsellyuloza, carboxyalkyl, alkilgidroksialkiltsellyulozaatsetatsuktsinat, alkilgidroksialkiltsellyulozaatsetatftalat, alkilgidroksialkiltsel yulozaftalat, cellulose acetate phthalate, starch, hydroxyalkyl, karboksialkilkrahmaly modified starches oktenilsuktsinatkrahmaly, dextrans, polyoxyethylene polyoxypropylene block copolymers, polyethylene oxides, polypropylene oxides, polyamino acids.

In another embodiment, the anionic polymer emulsifier is a randomized radical copolymer comprising at least one olefinic unsaturated sulfonic acid of the formula I as monomers

- 5 017661

in which X is oxygen or ΝΚ ⁵ , K ¹ is hydrogen or methyl, η can range from 0 to 10, K ² and K ^{3 are} independently C ₁ -C ₆ -alkyl and K ^{5 are} hydrogen, alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, aryloxyalkyl, alkoxyaryl, hydroxyalkyl, (di) alkylaminoalkyl, (di) alkylaminoaryl, (di) arylaminoalkyl, alkylarylaminoalkyl or alkylarylaminoaryl, aryl radicals may be substituted, where olefinic acid or in salt form or as a mixture of acid and Eve forms, and at least one olefinically unsaturated monomer of the formula II

in which Υ is oxygen or ΝΚ ⁵ , K ⁴ is hydrogen or methyl, and K ⁵ and K ^{6 are} independently hydrogen, alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, aryloxyalkyl, alkoxyaryl, hydroxyalkyl, (di) alkylaminoalkyl, (di) alkylaminoaryl, (di) arylaminoalkyl, alkylarylaminoalkyl or alkylarylaminoaryl and optionally additional monomers.

The sulfonic acid salts of formula I are preferably alkali metal or ammonium salts.

C ₁ -C ₂₀ -alkyls are suitable as alkyl radicals, alone or in the above combinations. In particular, mention may be made of C ₁ -C ₆ alkyls such as methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, pentyl, 1methylbutyl, 2-methylbutyl , 3-methylbutyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, 1-ethylpropyl, hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1 ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1 ethyl-1-methylpropyl and 1-ethyl-2-methylpropyl, cyclohexyl, n-heptyl, n-o Teal, 2-ethylhexyl, decyl, isodecyl, undecyl, lauryl, tridecyl, myristyl, pentadecyl, cetyl, heptadecyl or stearyl.

Aryl radicals must be understood in the meaning of mono- or polycyclic, optionally substituted, aromatic hydrocarbon radicals. Mention may be made by way of examples of phenyl, naphthyl or phenyl substituted with a halogen such as fluorine or chlorine.

An alkoxy group is an alkyl radical bonded through an oxygen atom (—O—) to the main chain.

An aryloxy group is an aryl radical linked through an oxygen atom (—O—) to the main chain.

Additional monomers may include, for example, vinyl aromatic monomers such as styrene and styrene derivatives such as α-methyl styrene, vinyl toluene, ortho-, meta- and para-methyl styrene, ethyl vinyl benzene, vinyl naphthalene, vinyl xylene and the corresponding halogenated vinyl aromatic monomers, or bearing a nitro group, alkoxy group, haloalkyl, alkoxycarbonyl, carboxyl, amino and alkylamino groups, α-olefins such as ethene, propene, 1-butene, 1-pentene, 1-hexene, isobutene, or α-olefins including a long chain (C ₁₀ -C ₂₀ ) alkyls, dienes such as butadiene and isoprene, vinyl alcohol esters such as vinyl acetate, vinyl halides such as vinyl chloride, vinyl bromide or vinyl fluoride, vinylidene chloride, vinylidene fluoride, vinylidene bromide, vinyl nitrile, vinyl carboxy vinyl amides such as 1-vinylpyrrolidone, 1 vinylpiperidone, 1-vinylcaprolactam, 1-vinylformamide, 1-vinylacetamide or 1-methyl-1 vinylacetamide, Ν-vinylimidazole, C ₁ -C ₂₄ -alkyl esters and mono- and disubstituted and unsubstituted C ₁ C ₂₄ -alkyl monoethylenically unsaturated monomial s, such as acrylic acid, methacrylic acid, fumaric acid, maleic acid and itaconic acid, vinyl sulfonic acid, anhydrides such as maleic anhydride, unsaturated aldehydes such as acrolein, or unsaturated esters such as 1,4-cyclohexane dimethanol divinyl ether, 1,4 cyclohexanedimethanol monovinyl ether, butanediol divinyl ether, butanediol monovinyl ether, cyclohexyl vinyl ether, diethylene glycol divinyl ether, ethylene glycol monovinyl ether, ethyl vinyl ether, methyl vinyl ether ir, n-butyl vinyl ether, octadecyl vinyl ether, triethylene glycol vinyl methyl ether, vinyl isobutyl ether, vinyl (2-ethylhexyl) ether, vinyl propyl ether, vinyl isopropyl ether, vinyl dodecyl ether, vinyl tert-butyl ether, hexanediol divine monovinyl ether, diethylene glycol

- 6 017661 monovinyl ether, diethylaminoethyl vinyl ether, polytetrahydrofuran-290 divinyl ether, tetraethylene glycol divinyl ether, ethylene glycol butyl vinyl ether, ethylene glycol divinyl ether, triethylene glycol divinyl ether, trimethylolpropyl aminopropyl ether.

The polymer described with the definition of radical, you must understand the meaning of the polymer obtained by radical polymerization.

The copolymer described with the definition of randomization should be understood in the meaning of a copolymer in which the sequence of monomers is determined by the copolymerization parameters of the monomers. This also applies accordingly for copolymers containing more than two types of monomers.

Polymers of this type are also described as random copolymers.

In a further preferred embodiment, the randomized radical copolymer is formed from monomers of the above formula I, in particular 2-acrylamide-2-methyl-1-propanesulfonic acid, and at least one olefinic unsaturated monomer of the formula II

H ₂ C = CB ⁴

II in which Υ is oxygen or ΝΚ ⁵ , B ⁴ is hydrogen or methyl, and B ⁵ and B ^{6 are} hydrogen, alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, aryloxyalkyl, alkoxyaryl, hydroxyalkyl, (di) alkylaminoalkyl, (di) alkylaminoaryl , (di) arylaminoalkyl, alkylarylaminoalkyl or alkylarylaminoaryl, where alkyl and aryl have the above meanings, and optionally additional monomers.

In a further particularly preferred embodiment, the randomized radical copolymer comprises, as monomers, 2-acrylamide-2-methyl-1-propanesulfonic acid and at least one olefinic unsaturated monomer of formula II in which Υ is oxygen, B ⁴ is hydrogen and B ⁶ is hydrogen or alkyl.

Accordingly, a randomized radical radical copolymer comprises, in this particularly preferred embodiment, 2-acrylamide-2-methyl-1-propanesulfonic acid and at least one acrylic acid ester as monomers.

Such acrylic acid esters are, for example, methyl acrylate, ethyl acrylate, propyl acrylate, isopropyl acrylate, butyl acrylate, 2-methyl propyl acrylate, tert-butyl acrylate, hexyl acrylate, cyclohexyl acrylate, n-octyl acrylate acrylate triacetate, 2-ethyl hexyl acrylate acrylate pentadecyl acrylate, cetyl acrylate, heptadecyl acrylate or stearyl acrylate.

These copolymers and methods for their preparation are disclosed in UO 05/046328.

In a preferred embodiment, component c) comprises at least one polymeric emulsifier.

In another preferred embodiment, component c) comprises at least one water soluble polymer emulsifier.

In another preferred embodiment, component c) comprises at least one anionic polymeric emulsifier.

In another preferred embodiment, component c) comprises at least two emulsifiers, preferably from three to five emulsifiers.

In yet another preferred embodiment, component c) comprises one polymer and one non-polymer emulsifier.

In another preferred embodiment, component c) includes one water-soluble polymeric emulsifier and at least one non-polymeric emulsifier.

In another preferred embodiment, component c) comprises one anionic polymer emulsifier and at least one non-polymer emulsifier.

In a further preferred embodiment, component c) comprises one water-soluble polymeric emulsifier, one non-ionic non-polymeric emulsifier and one anionic non-polymeric emulsifier.

In another preferred embodiment, component c) comprises one anionic polymeric emulsifier, one nonionic non-polymeric emulsifier and one anionic non-polymer emulsifier.

The combination of several different emulsifiers increases the stability of the EC preparation.

In addition, EC according to the invention may include other conventional additives for drugs, such as cosolvents, antifoams, antifreezes, preservatives, colorants and wetting agents.

Suitable antifoams are, for example, aliphatic or aromatic monoalcohols having 4-14, preferably 6-10 carbon atoms, such as n-octanol or n-decanol, or

- 7 017661 silicon emulsifiers. Anti-foaming agents generally comprise from 0 to 10% by weight, preferably from 0.01 to 1% by weight of the preparation.

Common antifreezes are, for example, ethylene glycol, propylene glycol and glycerin.

Common preservatives are, for example, vitamin E acetate, benzoic acid, sorbic acid, formaldehyde and trace amounts of microbicidal compounds. Preservatives generally comprise from 0 to 10% by weight, preferably from 0 to 1% by weight, based on the weight of the preparation.

Common coloring agents include oil-soluble dyes such as Uyazui® Ra (ei (Liu <Cl1a1ai (. Oegtaiu).

Common wetting agents are, for example, polyethoxylated alkyl phenols (containing 1-30 mol of ethylene oxide), polyethoxylated fatty alcohols (containing 1-30 mol of ethylene oxide), tridecyl alcohol polyglycol ethers and alkyl or alkyl phenyl sulfonates. Wetting agents generally comprise from 0 to 50% by weight, preferably from 0 to 10% by weight, based on the weight of the preparation.

The total content of additional additives for drugs is generally from 0 to 52 wt.%, Preferably from 0 to 30 wt.%, More preferably from 5 to 25 wt.% In terms of the weight of the drug.

The EC preparation according to the invention is prepared in a manner known per se by mixing the components, optionally with stirring and / or heating. The products thus obtained are normally homogenized emulsion concentrates.

The containers that are suitable for the preparations are all containers traditionally used for plant protection products, mainly bottles, cans and bags made from chemically resistant polymers. It is advantageous to use water-soluble containers, mainly water-soluble film bags, in particular based on polyvinyl alcohol.

For use against fungi, the EC preparation is usually diluted with a suitable diluent, mainly water, preferably with at least 10-400, preferably 10-150 fold excess of diluent.

The sprayed liquids thus obtained can be used in a generally accepted way for controlling fungi on cultivated plants, in their environment, seeds or propagating material, in home and garden applications, disease vector control and for public hygiene.

The preparations according to the invention are suitable as fungicides. They are notable for their effectiveness against a wide range of phytopathogenic fungi, including fungi that are transmitted through soil, which come especially from the classes P1a8tobyurhyogotus (e8, Regioiogroteus (e8 (syn. Ootus (ez)), Cb (pbutus (e8, 2uotus (ez, Azsotus ( , Ba81butus (e8 and Oeotus (e8 (syn. Eidid1), some are systematic and can be used to protect plants as non-root fungicides, fungicides for seed disinfection and soil fungicides. In addition, they are suitable for controlling harmful mushrooms that, among other things, appear in wood or plant roots.

The preparations according to the invention are especially important for controlling a variety of phytopathogenic fungi on various cultivated plants, such as cereals, for example wheat, rye, barley, triticale, oats or rice, beets, for example sugar beets or fodder beets; fruits, such as pome fruits, pits or berries, for example apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries, currants or gooseberries; legumes such as lentils, peas, alfalfa or soy; oil plants such as rapeseed, mustard, olives, sunflower, coconut, cocoa beans, castor oil plants, oil palm, peanuts or soy; pumpkin seeds such as zucchini, cucumbers or melons; fibrous plants such as cotton, flax, hemp or jute; citrus fruits such as oranges, lemons, grapefruits or tangerines; vegetables such as spinach, lettuce, asparagus, cabbage, carrots, onions, tomatoes, potatoes, pumpkin or paprika; plants of the laurel family, such as avocados, cinnamon or camphor; plants are sources of raw materials and energy, such as soy, canola, sugarcane or oil palm; corn; tobacco; nuts coffee; tea; bananas grapes (table and wine varieties of vines); hop; lawn grass; rubber plants or ornamental and forestry plants such as flowers, shrubs, deciduous trees or evergreens, such as conifers; and plant propagation material, such as seeds, and crop material of these plants.

Preferably, the preparations are used to control a variety of mushrooms in field crops such as potatoes, sugar beets, tobacco, wheat, rye, barley, oats, rice, corn, cotton, soy, canola, legumes, sunflowers, coffee or sugarcane; fruits; grapes; ornamental plants; or vegetables, such as cucumbers, tomatoes, beans or zucchini.

The term plant propagation material must be understood to mean all reproductive parts of a plant, such as seeds, and vegetative plant material, such as cuttings and tubers (e.g., potatoes), that can be used to propagate plants. It includes seeds, roots, fruits, tubers, bulbs, rhizomes, shoots, seedlings and other parts of plants. So

- 8 017661 seedlings and young plants that were replanted after seed germination or after emergence from the soil can be noted. These young plants may also be protected after transplantation by general or partial dipping or watering treatment.

Preferably, the treatment of plant propagation material with compounds I and their compositions is used to control many fungi on cereals such as wheat, rye, barley and oats; rice, corn, cotton and soy.

The term cultivated plants should be understood as such that includes plants that have been modified by crossbreeding, mutagenesis, or genetic engineering. Genetically modified plants are plants in which the genetic material has been so modified by the use of recombinant DNA technologies that under natural conditions it cannot be obtained by crossbreeding, mutations or natural recombination. Typically, one or more genes can be combined in the genetic material of a genetically modified plant in order to improve certain plant properties.

The term cultivated plants should also be understood, including plants that have become tolerant of certain classes of herbicides, such as hydroxyphenylpyruvate dioxygenase inhibitors (ΗΡΡΌ); acetolactate synthase inhibitors (AB8) such as sulfonylureas (see, for example, I8 6222100, AO 01/82685, AO 00/26390, AO 97/41218, AO 98/02526, AO 98/02527, AO 04/106529, AO 05 / 20673, AO 03/14357, AO 03/13225, AO 03/14356, AO 04/16073) or imidazolinones (see, for example, I8 6222100, AO 01/82685, AO 00/26390, AO 97/41218, AO 98/02526, AO 98/02527, AO 04/106529, AO 05/20673, AO 03/14357, AO 03/13225, AO 03/14356, AO 04/16073); enolpyruvyl shikimate-3-phosphate synthase inhibitors (ΕΡ8Ρ8), such as glyphosate (see, for example, AO 92/00377); glutamine synthetase inhibitors (C8), such as glufosinate (see, for example, ΕΡ-Α-0242236, ΕΡ-Α-242246) or oxynil herbicides (see, for example, ϋδ 5559024) as a result of conventional selection or genetic engineering methods. Some cultivated plants have become tolerant to herbicides through well-known breeding methods (mutagenesis), for example, ClaregPe16® rape (Sapo1a) tolerant of imidazolinones, for example imazamox. Genetic engineering methods have been used to give cultivated plants, such as soybeans, cotton, corn, beets and rapeseed, tolerance to herbicides such as glyphosate and glufosinate, some of which are commercially available under the trade names K.oip6irKea6u® (glyphosate) and Liuyuyik (glufosinate).

The term cultivated plants should also be understood as including plants that, by applying recombinant DNA technologies, are capable of synthesizing one or more insecticidal proteins, especially those known from the bacterial genus VasShik, in particular from VasShik Shigshd1ey818, such as β-endotoxins, for example, Сг1А (b), Сг1А (c) Cg1P, Cg1P (a2), Cg11A (b), Cg111A, Cg111B (b1) or Cg9c; vegetative insecticidal proteins (νΐΡ), for example, νΐΡ1, νΐΡ2, νΐΡ3 or νΐΡ3Α; insecticidal proteins of bacteria that colonize nematodes, for example ΡΗοΐοτ ^ άπκ crr. or Heyogybik krr .; animal toxins, such as scorpion toxins, spider toxins, wasp toxins, or other insect-specific neurotoxins; toxins produced by the fungus, such as toxins 81gerus leucosa, plant lectins, such as lectins of peas or barley; agglutinins; proteinase inhibitors such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin or papain inhibitors, ribosome inactivating proteins (ΡΙΡ). such as ricin, corn ΡΙΡ. abrin, lupine, saporin, or bryodin; steroid metabolism enzymes such as 3-hydroxysteroid oxidase, ecdysteroid-I ^ Ρ-glycosyltransferase, cholesterol oxidase, ecdysone inhibitors or ΗΜΟ-CoA reductase (3-hydroxy-3-methylglutaryl coenzyme A reductase); ion channel blockers, such as sodium or calcium channel blockers; juvenile hormone esterase; diuretic hormone receptors (helicokinin receptors); stilbene synthase, bibenzyl synthase, chitinase or glucanase. In the context of the invention, these insecticidal proteins or toxins should be understood in the same way as pretoxins, fusion proteins, truncated or other modified proteins. Hybrid proteins are characterized by a new combination of protein regions (see, for example, AO 02/015701). Additional examples of such toxins or genetically modified plants capable of synthesizing such toxins are disclosed, for example, in EP-A 374753, AO 93/007278, AO 95/34656, ΕΡ-A 427529, ΕΡ-A 451878, AO 03/018810 and AO 03/052073. Methods for the production of such genetically modified plants are generally known to those skilled in the art and are described, for example, in the publications mentioned above. These insecticidal proteins contained in genetically modified plants give the plants that produce these proteins tolerance to harmful insects from all taxonomic groups of insects, especially beetles (Coeloridae), diptera insects (Epilopea), and butterflies (Epreporaea).

Genetically modified plants capable of synthesizing one or more insecticidal proteins, for example, are described in the publications noted above, and some of them are commercially available, such as U1e16Cag6® (varieties of corn producing the toxin Cr1Ab), U1e16Cag6® Ρ1Π8 (varieties of corn, producing toxins Cg1Ab and Cg3B1), 81ag11ik® (varieties of corn producing toxin Cg9c), Necsiex® KA (varieties of corn producing Cg34Al, Cg35Al1 and the phosphinotricin-β-acetyl transferase enzyme | ΡΛмент |); Νιιί'ΌΤΝ® 33B (toxin-producing cotton varieties

- 9 017661

CGU1Ac), BO11DAGB® I (cotton varieties producing the toxin CG1Ac), BO11DAGB® II (cotton varieties producing the toxins Cg1Ac and Cg2Ab2); U1RSOT® (cotton varieties producing νΐΡ-toxin); No. \\ TeaG® (potato varieties producing toxin SGU3A); B1-X1ga®, No. 1ige6agb®, KioskOi! ®, Viebagbag®, Rgo! Es! A®, B! 11 (e.g. Adpkige® SV) and B! 176 from 8 uidei1a seeds 8A8, Rgais, (toxin producing maize varieties CguAl and the enzyme PAT), ΜΙΡ604 from 8uidea1a seeds 8A8, Rgais (corn varieties producing a modified type of toxin CGUZA, for example, \ ¥ О 03/018810), ΜΟΝ 863 from MoicaLo Eigore 8.A., B1dshsh (corn varieties producing toxin CGU3B1), 1RS 531 from MoikaSho Eigore 8.A., Be1dsh (cotton varieties producing a modified type of toxin CGU1Ac) and 1507 from Ryueyeg Ouegkeak Sogrogaboi, Be1dsh (corn varieties producing t oxine SGU1R and the enzyme PAT).

The term cultivated plants should also be understood, including plants that, by applying recombinant DNA technologies, are capable of synthesizing one or more proteins to increase the resistance or tolerance of such plants to bacterial, viral, or fungal pathogens. Examples of such proteins are the so-called pathogenesis-related proteins (PP proteins, see, for example, EP-A 0392225), resistance genes to plant diseases (e.g., potato varieties that express resistance genes that act against the pathogens of Papilioides, derived from Mexican wild potatoes 8a1aiit b1losac1aiit) or T4-1 yukhut (for example, potato varieties capable of synthesizing such proteins with increased resistance against bacteria, such as tuberculosis). Methods for producing such genetically modified plants are generally known to those skilled in the art and are described, for example, in the publications noted above.

The term cultivated plants should be understood, also including plants that, by using recombinant DNA technologies, are capable of synthesizing one or more proteins to increase productivity (for example, biomass productivity, grain yield, starch content, oil content or protein content), drought tolerance, soil salinity or other growth-limiting environmental factors or tolerance to pests and fungi, bacterial or viral pathogens of such plants.

The term crop plants must be understood, also including plants that contain, using recombinant DNA technologies, a modified amount of substances or a new substance content, in particular to improve human or animal nutrition, for example oilseeds that produce health-promoting long chain omega-3 fatty acids or unsaturated omega-9 fatty acids (e.g. rapeseed No.hega®).

The term cultivated plants should be understood, also including plants that contain, using recombinant DNA technologies, a modified amount of substances contained or a new substance content, in particular to improve the production of the initial product, for example, potato, which produces increased amounts of amylopectin (e.g., AtG1oga® potato).

The preparations are especially suitable for controlling the following plant diseases:

A1BIDO CRR. (linen) on ornamental plants, vegetables (for example, A. Saib1ba) and sunflowers (for example, A. yadorodoshk),

AIEGiapa krr. (spotting of Abetaba leaves) on vegetables, rapeseed (A. bakk1co1a or bakbakai), sugar beets (A.! eishk), fruits, rice, soybeans, potatoes (for example A. ko1ash or A. a11egia1a), tomatoes (for example A ko1ash or A. a11eta) and wheat,

Arbayotusek krr. on sugar beets and vegetables, Aksosyu1a species on cereals and vegetables, for example A. ΙπΙία (anthracnose) on wheat and A. 1yugbe1 on barley,

B1ro1apk and Oges11k1ega krr. (1eotogry: Sosyuyuoik krr.) On corn (for example, V. taubk), cereals (for example, V. cohocbiaia: helminthosporious rot of grain roots), rice (for example, V. oguhae) and lawn grasses,

B1iteg1a (formerly Egubrbe) scatbik (powdery mildew) on cereals (for example, wheat or barley),

Whole sponge shchehea (1e1otogrN: Wobuobsha GiskePaia: gray mold) on fruits and berries (e.g. strawberries), vegetables (e.g. lettuce, carrots, celery and cabbage), rape, flowers, grapes, forestry plants and wheat,

Veshesh 1a! Isaaye (peronosporosis) on lettuce,

Sega! Osukbk (syn. Orbyukbesh) crr. (rot or wilt) on broad-leaved trees and evergreens, for example, S. u1t1 (Dutch elm disease) on elms,

Segsokrog krr. (spotting of leaves of the church) on corn, rice, sugar beets (e.g. S. Lebso1a), sugarcane, vegetables, coffee, soybeans (e.g. S. coDia or S. k1kis1) and rice,

S1abokrogshsh krr. on tomatoes (for example, S. plumish, mold of foliage) and cereals, for example, S. spleen (blackening of an ear) on wheat,

S1augserk rigriguea (ergot) on cereals,

- 10 017661

PineSum (apatr.: Ne1mt1Nocropit oG ВίροΙαΓίδ) cr. (leaf spot) on maize (S. sagoyoit), cereals (e.g. S. kaNuik, apatogrnN: V. cohokpiapa) and rice (e.g. S. t1uyapik, apatrnN: N. otu / ae),

Co11e1o1ps1pc (1e1eotogrN: S1otehe11a) cr. (anthracnose) on cotton (e.g. S. Doccuri), corn (e.g. S. dtat1shco1a), berries, potatoes (e.g. S. sossobek: anthracnose of potatoes and tomatoes), beans (e.g. S. cpDetiOiapit) and soy (e.g. , S. Ripsa)

Soghysht crr., For example S. kakakp (withering of the shell) in rice,

Sakupekroga saccpso1a (leaf spot) on soybean and ornamental plants,

Sus1 extinguishes crr, for example S. o1adshit on olive trees,

SuNpbgosatrop krr. (for example, an ulcer of fruit trees or the fall of young grapes, 1е1еотогрН: Ns! pa or №епес1п кр.) on fruit trees, grapes (e.g. С. 11Г1обепбг1. 1е1еотогрН: №пес1п Нпобепбп: blackleg disease) and ornamental plants,

EETAJURNOGA (1E1EOTOGRN: VOKESHSHA) Pesargh (root and stem rot) on soybeans,

0 | arog111e crr., For example, Ό. pHakeoogit (black leg) on soy,

EgesNk1ega (syn. He1tt1Nokrogsht, 1e1eotogrN: RugeporNoga) crr. on corn, cereals such as barley (e.g. Ό. 1 netec, net spotting) and wheat (e.g. Ό. 1g111s1-hep (1k: yellowish brown spotting), rice and lawn grasses,

Exa (withering away, apoplexy) on grapes caused by Echocropidae (synonym RnEspic) rips1a1a, E. teretioptea, RNeotothera nyatubocroga (formerly Rnaeocetotus cialatocrocite), Rnaeocereperisoptera

E1kt crr. on pome fruits (E. rup), berries (E. uepe1a: anthracnose) and grapes (E. ashreNpa: anthracnose),

Ep1u1ota oguhae (smut of cereals) in rice,

Yerkossit krr. (black mold) on wheat,

Eguk1rNot crr. (powdery mildew) on sugar beets (E. b1ee), vegetables (e.g. E. rh), such as pumpkins (e.g. E. asNogaseatit), cabbage, rapeseed (e.g. E. sgiahegagit),

Yeshura 1a1a (ulcer of eutiposis or dying off, Apatity N: S'yUkroppa 1a1a, synonym LybEp11a L1ernag1k) on fruit trees, grapes and decorative trees,

EhketoNyit (syn. Ne1tt1Nokrotsht) crr. on corn (e.g. E. Shgasit),

Eikagst (1e1eotogrN: C1bege11a) crr. (withering, root or stem rot) on various plants, such as E. dtattheatite or E. siogit (root rot, scab or withering tops) on cereals (e.g. wheat or barley), E. ochukrogite on tomatoes, E. koat on soybeans and E. uterus RsShyukek on corn,

Sayitappotusek dgatpyk (ripening) on cereals (for example, wheat or barley) and corn, Clibbergea crr. on cereals (for example, S. heae) and rice (for example, S. Guy) 1kig1: Bakanai disease), C1otethe11a stdi1a! and on grapes, pome fruits and other plants and S. dokkurp on cotton, Sgatkashtd sotr1ekh on rice,

Сшдпагб1а Ηίά \\ Ό11η (black rot) on grapes,

Sutpokrogapdsht crr. on rosaceous plants and junipers, for example, S. katae (rust) on pears,

Ne1tt1Nokrotsht crr. (syn. PtcNk1eg, 1e1eototrN: СосН1юЬо1ик) on corn, grain and rice,

Netye1a crr., For example Netye1a uakRRpkh (leaf rust of coffee) for coffee,

1kag1ork1k s1a \ zkrog (syn. S1abokrotsht u1Rk) on grapes,

MasgorNotta pHakeoip (syn. PHakeoN) (root and stem rot) on soy and cotton,

MktobosNsht (syn. Eikagst) shua1e (pink snow mold) on cereals (for example, wheat or barley),

McGokrNaega Rygika (powdery mildew) in soybeans,

Mopshsha krr., For example M. 1akha, M. GtisRso1a and M. GtisRdepa (death of flowers and branches in woody plants, brown rot) on stone fruits and other rosaceous plants,

Musocr Naaeg 11a crr. on cereals, bananas, berries and peanuts, such as, for example, M. dtat1shco1a (apatogrH: 8er1op 1pPst spotting septoria) on wheat or M. P) kpk1k (black sigatoka disease) on bananas,

Regopokrog Krr. (peronosporosis) on cabbage (for example, R. chuck), rape (for example, R. chickens), onions (for example R. Reckis), tobacco (R. 1aasta) and soy (for example, R. slipper),

SHORT SHORT! and R. te1bot1ae (soy rust) on soy,

RN1a1orNega cr., For example, on grapes (for example, R. RasNeRnPa and R. 1e1gakrog) and soy (for example, R. dteda! A: stem rot),

Rosh 1shdat (root and stem rot) on rapeseed and cabbage and R. Le1ae (root rot, leaf spot and black leg) on sugar beet,

RNotork1k crr. on sunflowers, grapes (for example, R. uyko1a: spotting of fruits and leaves) and soya (for example, stem rot: R. pHakeoN, 1e1ototrN: P1arot1Ne pHakeoogit),

RNukogta tauLk (brown spotting of leaves or fruits) on corn,

- 11 017661

R11u1or1111yuga crr. (withering, root, deciduous, fruit and stem rot) on various plants, such as peppers and pumpkins (for example, R. sark1C1), soy (for example, R. tedakregta, syn. R. to) as). potatoes and tomatoes (for example, R. shGek1apk: solanaceous late blight) and broad-leaved trees (for example, R. gatogit: sudden death of oak),

R1actobloryoga bacciae (keel) on cabbage, rape, radish and other plants,

R1actoraga cr., For example, R. uShco1a (peronosporosis of vines) on grapes and R. 11a1k1ebi on sunflowers,

Robokryaega krr. (powdery mildew) on rosaceous plants, hops, pome fruits and berries, for example R. 1eiso1ps11a on apples,

Roach carr., For example, on cereals, such as barley and wheat (R. dgat1shk), and sugar beets (R. Lebae), and thus transmitted viral diseases,

Rkeibosegococci11a 11egro1ps1u1bek (eye spotting, 1e1eotogrN: Tarecha aa11ipbae) on cereals, for example wheat or barley,

Rkeiborecocci (peronosporosis) on various plants, for example R. siieik1k on pumpkins or R. yiitr on hops,

Rkeibore / 1si1a 1gasNe1rY1a (rubella of grape leaves or gooseberry, apatrice: R1i1or1yuga) on grapes,

Risasha krr. (rust) on various plants, for example R. 1g111s1pa (brown or leaf rust), R. ChgiGopshk (striped or yellow rust), R. 1yugbe1 (dwarf rust), R. dgatyik (stem or black rust) or R. gesopbya ( brown or leaf rust) on cereals, such as, for example, wheat, barley or rye, and asparagus (e.g. R. acragad1),

Rugeporyoga (apatogry: Oges11k1ega) ytisygereyyk (tan spotting) on wheat or R. (egek (net spotting) on barley,

Ruysiapa krr., For example, R. oguhae (1eotogrk: Madiaroge dpkea, rice pyriculariosis) in rice and R. dpkaa on lawn grasses and grains,

Rubyit crr. (black leg) on lawn grasses, rice, corn, wheat, cotton, rapeseed, sunflowers, sugar beets, vegetables and various other plants (for example, R. u1itit or R. ar1ashbegt Sht),

Vatiapa crr., For example, V. soyo-sudsh (leaf spot of the ramularia, physiological leaf spot) in barley and B. bie11co1a in sugar beet,

VYHOSYUSHA KRR. on cotton, rice, potatoes, lawn herbs, corn, canola, potatoes, sugar beets, vegetables and various other plants, for example V. ko1ash (root and stem rot) in soy, V. ko1ash (withering of the shell) in rice or B. segeik (wilting shoots of rhizoctonia) on wheat or barley,

YOU / Orik k1o1op1Geg (black mold, soft rot) on strawberries, carrots, cabbage, grapes and tomatoes,

Vyupsyokrogsht kesayk (scab) on barley, rye and triticale,

8agos1absht oguhaye and 8. ayepiaSht (shell rot) in rice,

8s1egoysha crr. (stem rot or white rot) on vegetables and field crops, such as rapeseed, sunflower (for example, 8. xenogoyogit) and soybean (for example, 8. nigeria),

8er1opa krr. on various plants, for example 8. d1ushes (brown spotting of leaves or fruits) in soybean, 8. £ g11tst (spotting of septoria) on wheat and 8. (syn. 81 antioxidants) riches (spotting of stagonospore) on grain,

Ipsti1a (syn. YeгуuCrye) dog (og (powdery mildew, apatogry: 01шшт Шскеп) on grapes, 8е1rakera crr. (Leaf damage) on corn (for example, 8. Shgsuit, syn. Ne1tsh11yukrogsht Shgsuit) and lawn grasses

8p11ase1o111esa krr. (smut) on corn, (for example, 8. geShaia: wet smut), sorghum and sugarcane,

8p11aego111esa (yidshaa (powdery mildew) on pumpkins,

8drococcus kiyeggapea (powdery scab) on potatoes and thus transmitted viral diseases,

81adoprogrog of the territory of the Kyrgyz Republic on cereals, for example, it will be rich in wheat (spotting of the stagonospore, 1e1eotogrk: Epericides (syn. P11aeocr11aepa) in wheat),

8ups11u1pit eibulitis on potato (potato cancer),

Tarbha crr., For example, T. bogogtapk (leaf curl disease) on peaches and T. rhish (plum pockets) on plums,

YOU1auyurk1k crr. (black root rot) on tobacco, pome fruits, vegetables, soy and cotton, for example T. bakuo1a (syn. S1a1aga e1edapk),

TT11e £ that cr. (ordinary wet smut or smelly smut) on cereals, such as, for example, T. (tttct (syn. T. sapek, wet smut of wheat) and T. sogIiguegka (dwarf wet smut) on wheat,

Tur1sh1a shsagpa1a (gray typhulosis of cereal grasses) on barley or wheat,

Igosukyk crr., For example, and. ossia (smut stalks of cereals and cereal grasses) on rye,

- 12 017661

Itotuses spr. (rust) on vegetables, such as beans (for example, and. arrepb1si1a1iz, syn. and. ryaseoy) and sugar beets (for example,. bе1ее),

From the Shado (smut smut) on cereals (for example, I. piba ipb and. auaepae), corn (for example, and. taub1z: corn smut) and sugarcane,

Uepshchpa spr. (scab) on apples (e.g. V. Shaediise) and pears,

Uetbshsht spr. (withering) on various plants, such as fruits and ornamental plants, grapes, berries, vegetables and field crops, for example V. baaye on strawberries, canola, potatoes and tomatoes.

Preparations are also suitable for controlling harmful fungi in the protection of materials (e.g. wood, paper, dispersions of paints, fiber or fabrics) and in the protection of stored products. Regarding the protection of wooden and building materials, special attention is paid to the following harmful mushrooms: L5sotuse1e5. such as Ophiococcus sp., Seta osobz spr., Ligeobaspectus spr., Spacia, Spacia sp., Spacia sp., Spitus sp., Sp. Vazybyutsez, such as Soshyoryota spr., Sotyuiz spr., Soyeobyuit spr., Lepbiz spr., P1eito1 spr., Rob spr., 8pri1a spr. and Tugotusez sp., Oyegotussez sp., such as Lzretd Schiz spr., Szabozrotsht spr., Reshshsht spr., Tpsbogta spr., Lietaba spr., Raiyotuses spr. and 2dotus1ez, such as Misog spr., and, in addition, in the protection of stored products, the following yeast mushrooms are worth mentioning: Сапб1ba spr. and Zasbagotuses seteulzae.

The drugs are used by treating fungi or plants, plant propagation materials, such as seeds, soils, surfaces, materials or rooms that are protected from attack by fungi, with a fungicidally effective amount of active substances. Application can be carried out both before and after infection of plants, materials for propagation of plants, such as seeds, soils, surfaces, materials or rooms with mushrooms.

The preparations and compositions according to the invention have a strong effect of giving the plants greater strength. They are suitable to mobilize responses of a plant defense reaction against unwanted microorganisms, such as the harmful fungi noted above, as well as against viruses and bacteria. The term plant enhancers (compounds that induce resistance) should be understood as such compounds in preparations that are capable of stimulating the plant's protective reaction system in a way that, upon subsequent inoculation with unwanted microorganisms of the treated plants, develops to a large extent resistance against these microorganisms.

Accordingly, the preparations can be used to protect plants against invasion by undesirable microorganisms for a certain period of time after application. The period of time in which protection is triggered usually lasts from 1 to 28 days, preferably 1-14 days after application of the preparations, or in the case of seed treatment, 9 months after sowing.

The preparations according to the invention are also suitable for increasing yield. In addition, they are less toxic and show good compatibility with plants.

These preparations can be applied to plant propagation materials, in particular seeds, diluted or undiluted. The preparations in question give after twenty-fold dilution of the concentration of the active substance from 0.01 to 60 wt.%, Preferably from 0.1 to 40 wt.% In ready-to-use preparations. Application can be carried out before sowing. Methods of applying or treating agrochemical compounds and their compositions to plant propagation material, in particular seeds, are known in the art and include etching, coating, pelletizing and impregnation methods of using propagation material. In a preferred embodiment, the compounds or their compositions are applied to / in the plant propagation material in a manner that does not induce seed germination, for example, pickling, pelletizing and coating.

The concentration of active substance in ready-to-use products can vary over relatively wide ranges. They generally comprise from 0.0001 to 10%, preferably from 0.001 to 1%.

When used in plant protection, the amounts applied are, depending on the type of desired effect, between 0.01 and 2.0 kg of active substance per 1 ha.

In seed treatment, for example, by coating or wetting the seed, amounts of the active substance are generally required from 0.1 g to 10 kg, often from 1 to 1000 g, preferably from 5 to 100 g per 100 kg of seeds.

When used in the protection of materials or stored products, the amount of active substance applied depends on the type of application area and on the desired effect. The amounts commonly used in the protection of materials are, for example, from 0.001 g to 2 kg, preferably from 0.005 g to 1 kg of active substance per cubic meter of processed material.

Various types of oils, wetting agents, adjuvants, herbicides, bactericides, other fungicides and / or pesticides can be added to the preparations, if necessary only immediately before use (tank mixture). These agents can be mixed with the preparations according to the invention in a mass ratio of from 1: 100 to 100: 1, preferably from 1:10 to 10: 1.

- 13 017661

Adjuvants that can be used are, in particular, organic modified polysiloxanes, such as Vgeak Τΐιπι 8 240®, alcohol alkoxylates, such as A1p1i8 245®, Λΐρΐι.15 MVA 1303®, PligaGas LE 300® and Ll1ep8o1 ΟΝ 30®; EO / PO block polymers, for example P1igosh KPE 2035® and Separo1 B®; ethoxylates of alcohols, such as Li1e8O1 XP 80®; and sodium dioctyl sulfosuccinate, such as Lepep KA®.

The preparations according to the invention can also be present in the form of application as fungicides together with other active substances, for example, herbicides, insecticides, growth regulators, fungicides or fertilizers, in the form of pre-prepared mixtures or, if necessary, only immediately before use (tank mixture )

Mixed preparations in the form of use as fungicides with other fungicides in many cases lead to the expansion of the obtained fungicidal spectrum of action or to prevent the development of resistance to the fungicide. In addition, in many cases, synergistic effects are obtained.

The following list of fungicides that can be added to the preparation according to the invention is intended to illustrate possible combinations and not to limit them:

A) strobilurins selected from the group consisting of azoxystrobin, dimoxystrobin, enestroburin, fluoxastrobin, cresoxime methyl, metominostrobin, oryzastrobin, picoxystrobin, pyraclostrobin, pyribencarb, trifloxystrobin, 2- (2- (2- (2- (2- methylphenoxy) -5-fluoropyrimidin-4yloxy) phenyl) -2-methoxyimino-no. methylacetamide, methyl 3-methoxy-2- (2- (No. (4-methoxyphenyl) cyclopropane-carboxymidoyl-sulfanylmethyl) phenyl) acrylic acid, methyl- (2-chloro-5- [1- (3methylbenzyloxyimino) ethyl] benzyl) carbamate and 2- (2- (3- (2,6-dichlorophenyl) -1-methylallylideneaminooxymethyl) pheni ) -2 methoxyimino -Ν-methylacetamide;

B) carboxamides selected from the group consisting of carboxanilides: benalaxyl, benalaxyl-M, bixafen, boscalide, carboxin, fenfuram, fengeksamid, flutolanil, furametpir, isopirazam, isothianil, chiralaxil, mepronefiloxam, mepronil, metalax, mamexil, metalax, metalax, metalax oxadixyl, hydroxycarboxin, pentiopyrad, teclofthalam, tiflusamide, thiadinyl, 2-amino-4-methylthiazole-5-carboxylic acid anilide, 2-chloro-no. (1,1,3-trimethylindan-4yl) nicotinamide, (2 ', 4' -difluorobiphenyl-2-yl) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid amide, (2 ', 4'-dichlorobiphenyl-2-yl) 3-difluoromethyl- 1-methyl-1H-pyrazol-4-carboxylic acid, (2 ', 5'-difluorobiphenyl-2-yl) amide dichlorobiphenyl-2-yl) amide difluorobiphenyl-2-yl) amide dichlorobiphenyl-2-yl) amide 3-difluoromethyl -1-methyl-1H-pyrazole-4-carboxylic acid, (3'-fluorobiphenyl2-yl) 3-difluoromethyl-1-methyl-1H-pyrazol-4-carboxylic acid amide, (3'-chlorobiphenyl-2-yl) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid amide, (2'-fluorobiphenyl-2-yl) 3-difluoromethyl-1methyl-1H-pyrazole-4-carboxylic acid amide, (2'-chlorobiphenyl-2- il) 3-difluoromethyl-1-methyl-1Npyrazole-4-carboxylic acid amide, (3 ', 4', 5'-trifluorobiphenyl-2-yl) 3-difluoromethyl-1-methyl-1H-amide azole 4-carboxylic acid, (2 ', 4', 5'-trifluorobiphenyl-2-yl) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid amide, [2- (1,1,2,3,3 3-difluoromethyl-1-methyl-1H-pyrazole 4-carboxylic acid, 3-hexafluoropropoxy) phenyl] amide 3-difluoromethyl-1-methyl-1H- [2- (1,1,2,2-tetrafluoroethoxy) phenyl] amide pyrazole-4-carboxylic acid, (4'-trifluoromethylthiobiphenyl-2-yl) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid amide, amide No. (3 ', 4'-dichloro-5-fluorobiphenyl-2-yl) -3-difluoromethyl-1-methyl-1H-pyrazole-4carboxylic acid, amide No. (2- (1,3-dimethylbutyl) phenyl) -1,3,3-trimethyl-5-fluoro-1H-pyrazole-4carboxylic acid, amide (4'-chloro-3 ', 5'-difluorobiphenyl-2-yl) -3-difluoromethyl-1-methyl-1H-pyrazol-4carboxylic acid, amide No. (4'-chloro-3', 5'-difluorobiphenyl- 2-yl) -3-trifluoromethyl-1-methyl-1H-pyrazole-4carboxylic acid, amide No. (3 ', 4'-dichloro-5'-fluorobiphenyl-2-yl) -3-trifluoromethyl-1-methyl-1H -pyrazole-4carboxylic acid, amide No. (3 ', 5'-difluoro-4'-methylbiphenyl-2-yl) -3-difluoromethyl-1-methyl-1H-pyrazole-4carboxylic acid, amide No. (3', 5 ' -difluoro-4'-methylbiphenyl-2-yl) -3-trifluoromethyl-1-methyl-1H-pyrazole4-carboxylic acid, amide No. (2-bicyclopropyl-2-ylphenyl) -3-difluoromethyl-1-methyl-1H- pyrazole-4-carboxylic acid, amide No. (cis-2-bicyclopr pyl-2-yl-phenyl) -3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid, amide No. (trans-2-bicyclopropyl-2-yl-phenyl) -3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid ;

carboxyl morpholides: dimethomorph, flumorph;

benzoic acid amides: flumetover, fluopicolide, fluopyram;

other carboxamides: carpropamide, dicyclomet, mandiproamide, oxytetracycline, silthiopharm and amide No. (6-methoxypyridin-3-yl) cyclopropanecarboxylic acid;

C) azoles selected from the group consisting of triazoles: azaconazole, bitertanol, bromukonazole, ciproconazole, cicenoconazole, diniconazole, diniconazole-M, epoxiconazole, fenbuconazole, fluquinconazole, flusilazole, microfinazolazonazole azonazoleazole, , penconazole, propiconazole, prothioconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, tritium

difluoromethyl-1-methyl-1H-pyrazole-4-carbon

difluoromethyl-1-methyl-1H-pyrazole-4-carbon

3-difluoromethyl-1-methyl-1H-pyrazole-4-carbon

acids (2 ', 5'- acids (3 ', 5'- acids (3 ', 5'-

- 14 017661 conazole, uniconazole, 1- (4-chlorophenyl) -2 - ([1,2,4] triazol-1-yl) cycloheptanol;

imidazoles: cyazofamide, imazalil, pefurazoate, prochlorase, trilumisole;

benzimidazoles: benomyl, carbendazim, fuberidazole, thiabendazole;

others: ethaboxam, etlidiazole and gimexazole;

Ό) heterocyclic compounds selected from the group consisting of pyridines: fluzinam, pyrifenox, 3- [5- (4-chlorophenyl) -2,3-dimethylisoxazolidin-3-yl] pyridine, 3 [5- (4-methylphenyl) -2 , 3-dimethylisoxazolidin-3-yl] pyridine, 2,3,5,6-tetra-chloro-4-methanesulfonylpyridine, 3,4,5-trichloropyridin-2,6-dicarbonitrile, Ν- (1- (5-bromo -3-chloropyridin-2-yl) ethyl) -2,4-dichloro-nicotinamide, No. [(5-bromo-3-chloropyridin-2-yl) methyl] -2,4-dichloro-nicotinamide;

pyrimidines: bupirimat, cyprodinil, diflumetorim, fenarimol, ferimzon, mepanipyrim, nitrapyrin, naurimol, pyrimethanil;

piperazines: triforin;

pyrroles: fenpiclonil, fludioxonil;

morpholines: aldimorph, dodeomorph acetate, fenpropimorph, tridemorph;

piperidines: fenpropidin;

dicarboximides: fluorimide, iprodione, pricimidone, vinclozolin;

non-aromatic 5-membered heterocycles: famoxadone, phenamidone, octilinone, probenazole, 5-amino-2-isopropyl-3-oxo-4-orthotolyl-2,3-dihydropyrazole-1-carboxylic acid 8-allyl;

others: acibenzolar-8-methyl, amisulbrom, anilazine, blasticidin-8, captafol, captan, quinamethionate, dazomet, debacarb, diclomesine, diphenazoquate, diphenzquat methyl sulfate, phenoxanil, folpet, oxolinic acid, piperazinquin, proquinazine, proquinazine, proquinazine, proquinazine, proquinazine, proquinazene, proquinazine, proquinazine, proquinazine, proquinazine, , tricyclazole, 2butoxy-6-iodo-3-propylchromen-4-one, 5-chloro-1 - (4,6-dimethoxypyrimidin-2-yl) -2-methyl-1H-benzoimidazole, No. (4- (3- methoxy-1- (5-methyl- [1,2,3] thiadiazol-4-yl) naphthalen-2-yl) thiazol-2-yl) butyramide, 5-chloro-7 (4-methylpiperidin-1-yl) -6- (2,4,6-trifluorophenyl) - [1,2,4] triazolo [1,5-a] pyrimidine, 6- (3,4-dichlorophenyl) 5-meth yl- [1,2,4] triazolo [1,5-a] pyrimidin-7-ylamine, 6- (4-tert-butylphenyl) -5-methyl- [1,2,4] triazolo [1,5a] pyrimidin-7-ylamine, 5-methyl-6- (3,5,5-trimethylhexyl) - [1,2,4] triazolo [1,5-a] pyrimidin-7-ylamine, 5methyl-6-octyl- [ 1,2,4] triazolo [1,5-a] pyrimidin-7-ylamine, 6-methyl-5-octyl- [1,2,4] triazolo- [1,5a] pyrimidin-7-ylamine, 6- ethyl 5-octyl- [1,2,4] triazolo [1,5-a] pyrimidin-7-ylamine, 5-ethyl-6-octyl [1,2,4] triazolo [1,5-a] pyrimidine -7-ylamine, 5-ethyl-6- (3,5,5-trimethylhexyl) - [1,2,4] triazolo [1,5a] pyrimidin-7-ylamine, 6-octyl-5-propyl- [1 , 2,4] triazolo [1,5-a] pyrimidin-7-ylamine, 5-methoxymethyl-6 octyl- [1,2,4] triazolo [1,5-a] pyrimidin-7-ylamine, 6-octyl- 5- rifluoromethyl- [1,2,4] triazolo [1,5-a] pyrimidin-7-ylamine and 5-trifluoromethyl-6- (3,5,5-trimethylhexyl) - [1,2,4] triazolo [1, 5-a] pyrimidin-7-ylamine;

E) carbamates selected from the group consisting of thio- and dithiocarbamates: ferbam, mancozeb, maneb, metam, metasulfocarb, metram, propineb, thiram, zineb, ziram;

carbamates: bentiavalicarb, diethofencarb, flubentiavalicarb, iprovalicarb, propamocarb, propamocarb hydrochloride, valifenal and 4-fluorophenyl ether No. (1- (1- (4-cyanophenyl) ethanesulfonyl) -but2-yl) carbamic acid;

E) other active substances selected from the group consisting of guanidines: guanidine, dodin, dodin free base, guazatin, guazatin acetate, iminoctadine, iminoctadine triacetate, iminoctadine tris- (albesilate);

antibiotics: kasugamycin, kasugamycin hydrochloride hydrate, streptomycin, polyoxin, validamycin A;

nitrophenyl derivatives: binapacryl, dinobutone, dinocap, nitrotal isopropyl, technazene, organometallic compounds: fentin salts such as fentin acetate, fentin chloride or fentin hydroxide;

sulfur-containing heterocyclic compounds: dithianone, isoprothiolan;

organophosphorus compounds: edifenfos, fosetil, fosetil-aluminum, iprobenfos, phosphorous acid and its salts, pyrazofos, tolclofos-methyl;

organochlorine compounds: chlorothalonil, dichlorofluanide, dichlorophene, flusulfamide, hexachlorobenzene, pencicuron, pentachlorophenol and its salts, phthalide, quintozene, thiophanate-methyl, tolylfluanide, No. (4-chloro-2-nitrophenyl) -no-ethyl-4-ethyl;

inorganic active substances: Bordeaux mixture, copper acetate, copper hydroxide, copper oxychloride, basic copper sulfate, sulfur;

others: biphenyl, bronopol, cyflufenamide, cymoxanil, diphenylamine, metraphenone, mildiomycin, oxine-copper, calcium prohexadione, spiroxamine, tolylfluanide, No. (cyclopropylmethoxyimino (6 difluoromethoxy-2,3-difluorophenyl) methyl) -2-phenyl acetamide, (4- (4-chloro-3-trifluoromethylphenoxy) -2,5dimethylphenyl) -oethyl-nomethyl formamidine, N- (4- (4-fluoro-3-trifluoromethylphenoxy) -2,5dimethylphenyl) -Ν-ethyl-Ν -methyl formamidine, Ν '- (2-methyl-5-trifluoromethyl-4- (3-trimethylsilanylproxy) phenyl) -ethyl-nomethylformamidine and No. (5-difluoromethyl-2-methyl-4- (3-trimethylsilanylpropoxy ) phenyl) -oethyl-nometi l formamidine.

- 15 017661

The following list of growth regulators that can be added to the preparation according to the invention is intended to illustrate possible combinations and not to limit them:

C) abscisic acid, amidochlor, antimidol, 6-benzylaminopurin, brassinolide, butralin, chloromequate (chloromequate chloride), choline chloride, cyclanilide, daminoside, dicegulac, dimethipine, 2,6dimethylpuridin, flumetralinfetulinolum, flumethrelinolin, flumetra-ethelinefin, flupimerinoliphenoliphenoliphenoliphenoliphenoliphenoliphenoliphenoliphenoliphenoliphenoliphenoliphenoliphenoliphenoliphenoliphenoliphenoliphenoliphenoliphenolipellin, flupimerinellin, flupimerin flulenidelliphenol perinoliphenolipellin, flupimethrenolin, flupimerin-fluen-ethelinephin, , inabenfide, indole-3-acetic acid, maleic acid hydrazide, mefludide, mepiquat (mepiquat chloride), naphthalene acetic acid, Ν-6-benzyladenine, paclobutrazole, prohexadione (calcium prohexadione), prohydrogasmon, triadiazothirophene, triadiazothirophene, triadiazenothuron, ioat, 2,3,5-triyodbenzoynaya acid, trinexapac-ethyl and uniconazole.

The following list of herbicides that can be added to the preparation according to the invention is intended to illustrate possible combinations and not to limit them:

H) herbicides such as glyphosate, sulfosate, glufosinate, teflutrin, terboufos, chlorpyrifos, chloroethoxyphos, tebupirimifos, phenoxycarb, diophenolane, pimetrosine, imazetapir, imazamox, imazapyr, imazapic or dimethenamide;

The following list of insecticides that can be added to the preparation according to the invention is intended to illustrate possible combinations and not to limit them:

I) insecticides such as fipronil, imidacloprid, acetamipride, nitenpyram, carbofuran, carbosulfan, benfuracarb, dinotefuran, thiacloprid, thiamethoxam, clothianidin, diflusenzuron, flufenoxuron, meflubenzuron and.

According to the present invention, the application of a preparation containing triazole together with at least one additional active substance, as understood, means that at least one triazole and at least one additional active substance are applied simultaneously to the site of action (e.g. harmful fungi, which are fought, or their distribution sites, such as infected plants, plant propagation materials, especially seeds, surfaces, materials or soils as well as plants, materials for I plant propagation, especially seeds, soil, surfaces, materials or rooms to be protected from fungal attack) in a fungicidally effective amount. This can be achieved by applying a composition containing triazole, and at least one additional active substance at the same time, either together (for example, in the form of a tank mixture) or separately, or in turn, where the time interval between individual applications is chosen to ensure that the active substance used firstly still exhibits sufficient activity at the site of action during application of the additional active substance (s). The order of application is not essential for the operation of the invention.

The components can be used individually or already partially or completely mixed with each other to obtain the composition according to the invention. It is also possible for them to be packaged and used further as a combination composition, such as a set of parts.

In one embodiment, the kits may include one or more, including all, components that can be used to produce the claimed agrochemical composition. For example, kits may include one or more fungicidal component (s), and / or an adjuvant component, and / or an insecticidal component, and / or a component of growth regulators, and / or a herbicide. One or more of the components may already be combined together or previously introduced into the composition. In such embodiments, where more than two components are provided in the kit, the components can already be combined together and packaged in a separate container such as a bottle, bottle, can, bag, bag or canister. In other embodiments, two or more kit components may be packaged separately, i.e., not pre-packaged. As such, the kits may include one or more separate containers, such as bottles, cans, bottles, pouches, bags or cans, each container containing a separate component for the agrochemical composition. In both forms, the kit component can be applied separately from or together with additional components or as a component of the composition of the combinations according to the invention to obtain a composition according to the invention.

Formulations comprising triazole and at least one active substance selected from strobilurins of group A) and especially selected from azoxystrobin, dimoxystrobin, fluoxastrobin, kresoxim-methyl, oryzastrobin, picoxystrobin, pyraclostrobin and trifloxystrobin are also preferred.

Preference is also given to formulations comprising triazole and at least one active substance selected from carboxamides of group B) and in particular selected from fenhexamide, metalaxyl, mefenoxam, ofuras, dimethomorph, flumorph, fluopicolide (picobenzamide), zoxamide, carpropamide and mandipramide.

Preference is given to formulations comprising triazole and at least one active substance selected from the azoles of group C) and in particular selected from cyproconazole, diphenoconazole, epoxyconazole, fluquinconazole, flusilazole, flutriafol, metconazole, miclobutanil, penconazole, propiconazole, triconone azole, proticonazole, tri , tebuconazole, tetraconazole, triticonazole,

- 16 017661 prochlorase, cyazofamide, benomyl, carbendazim and etaboxam.

Preference is also given to formulations comprising triazole and at least one active substance selected from heterocyclic compounds of group Ό) and in particular selected from fluazinam, cyprodinil, phenarimol, mepanipyrim, pyrimethanil, triforin, fludioxonil, dodeomorph, fenpropimorf, triprodimorph, triprodimorph, triprodimorf, triprodimorph, trirodiporid, triprodimorph, triprodimorph, trirodiforif, trirodiforif, trirodiforif, trirodiforif, triprodiforf, triprodiforf, triprodiforf, triprodiforf, triprodiforf, triprodiforf, tridropidorf , vinclozolin, famoxadone, phenamidone, probenazole, proquinazide, acibenzolar-8-methyl, captafol, folpet, phenoxanil and quinoxifene.

Preference is also given to formulations comprising triazole and at least one active substance selected from carbamates of group E) and in particular selected from mancozeb, metiram, propineb, thiram, iprovalicarb, flubentiavalicarb and propamocarb.

Preference is also given to formulations comprising triazole and at least one active substance selected from the fungicides listed in group P) and especially selected from dithianone, salts of fentin such as fentin acetate, fosetil, fosetil-aluminum, N ₃ PO ₃ and its salts, chlorothalonil, dichlorofluanide, thiofanate methyl, copper acetate, copper hydroxide, copper oxychloride, copper sulfate, sulfur, cymoxanil, metraphenone, spiroxamine and 5-chloro-7- (4-methylpiperidin-1-yl) -6- (2,4,6 trifluorophenyl) - [1,2,4] triazolo [1,5-a] pyrimidine.

In such compositions according to the invention, including one triazole and one additional active substance, for example one active substance from groups A) -1), the mass ratio of triazole to the second active substance is generally in the range from 1: 100 to 100: 1, usually in a range from 1:50 to 50: 1, preferably in a range from 1:20 to 20: 1, and in particular in a range from 1:10 to 10: 1.

In such compositions according to the invention, comprising one triazole and a first additional active substance (component 2) and a second additional active substance (component 3), for example two active substances from groups A) -1), the weight ratio of triazole to the second active substance is preferably in the range from 1:50 to 50: 1, and in particular in the range from 1:10 to 10: 1, and the mass ratio of triazole to the third active substance is preferably in the range from 1:50 to 50: 1 and in particular in the range from 1 : 10 to 10: 1.

The following examples illustrate the invention, but should not be construed to limit it.

1. Examples of receipt.

Examples P-1-P-3 were obtained by preparing a mixture of solvents and adding technical epoxiconazole with heating and shaking. When epoxiconazole was completely dissolved to form a pure solution, emulsifiers were added and mixed until a pure EC was obtained.

P-0 is a comparative example of the preparation KS (suspension concentrate).

Table 1

Production Examples

P-0 Title Amount% ’W / W Active component Epoxy Conazole fifteen Dispersant 1 P1iogop1s® PE 10500 3 Wetting agent Condensation product naphthalenesulfonic acid and formaldehyde. N3 salt 4 Thickener HapFap Cit 2 Antifreeze agent Propylene glycol 2 Antifoaming agent Conventional antioxidant based on silicon dioxide, as type ZIToagp from UUaskeg) 0.5 Preservative Substituted isothiazolin-3-one 0.2 Solvent Water 73.8 R-1 Title Number %- w / w Active component Epoxiconazole 12.5 Emulsifier 1 Tristyrylphenol ethoxylate 16 EO 8 Emulsifier 2 Sa Dodecyl benzenesulfonate 8 Polymer emulsifier MMA-co-AMP8-co-1 A (45:15:40) 6.5

R-1 Title Amount w / w % - solvent Benzyl alcohol 25 solvent o-sec-butylphenol twenty solvent βοϊνβδδο 200 twenty

- 17 017661

E-2 Title Amount w / w % - Active component Epoxiconazole 6 Emulsifier 1 Tristyrylphenol ethoxylate 16 EO fifteen Emulsifier 2 Νθ, Dodecylbenzenesulfonate 7 Adjuvant P1igaTas 1 E 300® 8 Polymer emulsifier Stat. νΡΛ / ac (60:40) 7 solvent Benzyl benzoate 22 solvent o-sec-butylphenol 25 solvent δοϊνβεδο 200 10

E-3 Title Amount w / w % - Active component Epoxiconazole 8 Emulsifier 1 Tristyrylphenol ethoxylate 16 EO nine Emulsifier 2 Oh, Dodecylbenzenesulfonate 8 Polymer emulsifier 8 (a (. ΝΡΛ / ac (60:40) 7 solvent Benzyl alcohol 22 solvent o-sec-butylphenol 12 solvent δοΙνβδδο 200 41

Application example G-0-G-3. Therapeutic effect against Riss1P1a hesopbya on wheat (brown rust of wheat).

The leaves of seedlings of wheat varieties Kap / Ieg, grown in pots, were pollinated with a suspension of spores of brown rust of wheat (Rsst1a gesopsia). Plants then transferred with high atmospheric humidity (90-95%) in a chamber at 20-22 ^{° C} for 24 hours. During this time, the spores had developed and the germinal tubes in a penetrated the leaf tissue. The next day, the infected plants were sprayed before dripping with a preparation with the active substance concentration indicated below. After drying of the sprayed preparation, the test plants were returned to the greenhouse and grown at temperatures between 20 and 22 ° C and at 65-70% relative atmospheric humidity for another 7 days. The degree of development of rust on the leaves after this was determined visually.

In this test, plants that were treated with EC showed a much lower infection rate than plants that were treated with KS or untreated plants (Table 2).

table 2

Biological Examples

Claims (15)

CLAIM 1. The composition of the emulsifiable concentrate (EC), including: a) a fungicidal triazole or its agriculturally acceptable salt or addition product with inorganic or organic acids or with metal ions; b) a solvent system comprising: B) a substituted phenol selected from the group comprising 2,3,6-trimethylphenol, p-tert-butylphenol, o-sec-butylphenol, 2-tert-butylphenol, p-tert-amylphenol, heptyl derivatives (pgeptilphenol), p-tert- Octylphenol, p-octylphenol, 2,4-di-tert-butylphenol, 2,6-di-tert-butylphenol, p (a, a-dimethylbenzyl) phenol, p-nonylphenol, 2,4-di-tert-pentylphenol, p-dodecylphenol, 4-sec-butyl-2,6-di-tert-butylphenol, 2,4,6-tri-tert-butylphenol and 2,4-bis- (a, a-dimethylbenzyl) phenol; B2) one or more organic solvents; c) one or more emulsifiers comprising at least one polymeric emulsifier; b) optional supplements for drugs. 2. EC according to claim 1, where the triazole is selected from the group consisting of azaconazole, bithertanol, bromuconazole, cyproconazole, cifenoconazole, diniconazole, diniconazole-M, epoxiconazole, fenbuconazole, fluhinqo - the day of the year -2 - ([1,2,4] triazole-1yl) cyclohepanol. 3. The EC of claim 2, wherein the triazole is selected from the group consisting of epoxiconazole, fluhinconazole, ipconazole, metconazole, propiconazole, prothioconazole, tebuconazole and triticonazole. 4. EC according to claim 3, where the triazole is an epoxiconazole. 5. EC according to any one of the preceding paragraphs, which includes one or more additional plant protection agents. 6. EC according to claim 5, where the additional plant protection agents are selected from the group consisting of dimethomorph, fenpropimorph, tridemorph, fenpropidin, prochloraz, kresoxim-methyl, orizastrobin, metconazole, pyraclostrobin, boscalid and metrafenone. 7. EC according to any one of the preceding paragraphs, containing in fact: a) 0.1-30 wt.% triazole, b) 6-97 wt.% solvent system, including: B) substituted phenol; B2) one or more organic solvents; c) 2-20 wt.% one or more emulsifiers and b) 0-52% additional supplements for drugs. 8. The EC according to any one of the preceding paragraphs, where the phenol is o-sec-butylphenol. 9. EC according to any one of the preceding claims, wherein the solvent system includes an aromatic hydrocarbon component as an organic solvent. 10. EC according to any one of the preceding paragraphs, where the component of the emulsifier (s) includes at least one water-soluble polymeric emulsifier. 11. EC according to any one of the preceding paragraphs, where the component of the emulsifier (s) includes at least one anionic polymeric emulsifier. 12. EC according to any one of the preceding paragraphs, where the component of the emulsifier (s) includes at least two emulsifiers. 13. A method of producing EC, comprising the steps of mixing the components a) -c) and optionally b) as defined in any of the preceding paragraphs, with stirring and / or heating, if necessary. 14. The use of EC as defined in any one of claims 1 to 12 to combat harmful fungi. 15. The method of combating harmful fungi, including the stage of dilution of EC, as defined in any of paragraphs 1-12, and applying it directly or indirectly to harmful fungi, their place of spread or plants protected from the attack of fungi, soil or seeds.