UA78230C2 - Fungicidal mixture - Google Patents

Abstract

Fungicidal mixtures, comprising A) at least one strobilurin agent, selected from al) carbamates of formula (I), in which T=CH or N, n=0, 1 or 2 and R=halogen, alkyl or haloalkyi, whereby the group R can be different when n=2 and/or a2) the phenylacetic acid derivatives of formula (IIa) to (IIf) and B) compounds of formula (III), in synergistically effective amounts and a method for combatting fungal pests with such a mixture. , IIa , IIb , IIc , IId , IIe ,

Description

tops, materials or premises that are subject to 6. The method according to item 4, which differs in that phyto-protection against them, is treated with a combination of the formulas | pathogenic fungi, the space for their growth, seeds, and/or Pa - e and the compound of the formula HER according to item 1. soil, surfaces, materials and premises are treated 5. The method according to item 4, which differs in that pathogenic fungi, the space for their growth, seeds, seeds soil, surfaces, materials and rooms are treated 7. Application of compounds of formulas I! and/or Pa-e are used with the help of 5 - 500 g/ha of at least one item 1 to obtain the mixture according to item 1. compounds of formula I and/or Ia - e according to item 1. 8. Use of the compound of formula PI according to item 1 to obtain the mixture according to item 1.

The present invention relates to fungicidal mixtures containing A) at least one active ingredient of strobilurin, selected from the group that includes all a1) carbamates of the formula | 4 Sh. o in a synergistically effective amount. In addition, the invention relates to the method of bo-osn Tu in production with phytopathogenic fungi with mixtures of sp-osn "I luk I and/or Tsa-y and Shy to the use of compounds 3" . . . - where t is CH or Mn is equal to OST or 2 or 2 and AK is halogen, С1-Са4-alkyl or С1- phytopathorenous and іv іvіvіvі її litе ау and Тдів

Са4-halogenoalkyl, and the residues A can be i.

I: international applications UUO-A 96/01256 and 96/012581. different if n equals 2 and/or Formula I! represents, in particular, carbamates, in a?) phenylacetic acid derivatives of formulas Ia-Ii, the combination of substituents of which corresponds to one row of the table below:

WITH

(0)

Table 1 o. - "Osn,

Y Pi TE PI POLYA PO x MOH ev, , Pa n

With Fr

Ole IOSN, y

Mnen, St

That's enough. zugosv, osn, 2-СНеСН3 in Pe 3-СНоСН in 4-СНоСН3 2-СН(СН3)» o З-СН(СН3)»

Ou in Osn, 748. 17777 А-СН(СНВ)» by Him | 77777772 p

INN " "

AJ 22 | m HER (F: 2yb' o o | 7123 | m 9 | 2,A-Si

Ohi zhi Osn, sk | 124 | m | 3,4-Sie lav | 8 2-С1, SN on Pe 76. 17711m Z-SI, SN act and ortho

But. yo u x t u to shu : : where X represents CH or M. y and 2 are the same or different and represent hydrogen or halogen; and

B) compound of formula I! ) to form 2-СНеСН3

C-SNeCH3 or 7-isomers or as E/2-isomeric mixtures. It is preferable to use E/27-isomer mixtures or the 2-isomer, and the 2-isomer is especially preferred.

The C-M double bond of oxyether groups in the side chain of compound c can be either pure

E- or 7-isomer or as an E/27-isomer mixture. Compounds Pa can be used in mixtures according to the invention as isomeric mixtures and as pure isomers.

Compounds I and Pa-i due to their basic nature can form with inorganic or organic

Compounds of the formulas PIa-i, their preparation and their action with ganic acids or with ions of metal salts or against phytopathogenic fungi are also known from the literature. tours Examples of inorganic acids at the same time

Formula II represents, in particular, compounds that are hydrohalic acids, such as fluoro, whose combination of substituents X, M, and 7 corresponds to the hydrogen chloride, hydrogen chloride, and hydrogen bromide rows of the table below: va and hydroiodic acid, sulfuric acid, phosphoric acid , carbonic and nitric acid

Table 2 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 and branched alkyl residues with

Compounds of formula II are known, in particular, with carbon atoms from 1 to 20), arylsulfonic acids of their sources: or aryldisulfonic acids (aromatic residues, such as phenyl and naphthyl, having one or two mesalno-accepted name source sulfonic acid groups), alkylphosphonic acids

And Tkrezoximsmetiya 7 TEV ABU U (phosphonic acids with unbranched or branched alkyl residues with carbon atoms from 1 to 20), alkylphosphonic acids or

MPa | methominostrobin | ER-A398692ю5 KE | aryldiphosphonic acids (aromatic residues, such as phenyl and naphthyl, having one or two phosphonic acid residues), and alkyl, . . accordingly, aryl residues can have other

Particularly preferred are compounds 1.12, 1.23, 1.32 and substitutes, for example, petoluopsul fokyelota, sali- 1.38. In particular, mixtures containing spolucylic acid, p-aminosalicylic acid, 2-ku 1.32 (common name: pyraclo-phenoxybenzoic acid, 2-acetoxybenzoic strobin) are preferred. With another form of execution of mixtures from acid, etc. ! according to the invention, a preferred compound of the formula As metal ions are suitable, in particular,

Ma. . . ments of the second main group, in particular, calcium or

The compound of its formula (generally accepted magnesium, of the third and fourth groups, in particular, aluminization: dithianone), as well as the method of obtaining it with niium, tin and lead, as well as from the first to the eighth are known from |СВ-А 857 3831, and and side groups, in particular, chromium, manganese, iron,

Taking into account the decrease in consumption norms of polycobalt, nickel, copper, zinc, etc. especially changing the spectrum of action of known compounds, the task of this important metal ions of elements of the side groups of the fourth- invention is the development of mixtures that with a reduced oral period. At the same time, metals can be different from the total amount of active substances used, due to their inherent valence. provide improved action against phytopathogenic fungi (synergistic action). б b , are pure substances I and/or Ia-i and III, to which other active substances against F"'' topathogenic fungi or other pests can be mixed with ZDO to the given Vinand Kon to OST", it was established that when simultaneous or separate use of, for example, insects, arachnids or nematodes, partial application of compounds I, and/or Pa-ii and I or herbicidal and growth-regulating active substances, or when applying compounds I and/or Ia-ii and II followed by fertilizers. but it is better to fight phytopathogenic fungi Mixtures of compounds ! and/or Pa- and I, respectively, than with separate compounds. And compounds I! and/or Ia-i and I, used simultaneously,

Compounds of the Pa-yi formula relative to Sen. either but or separately, are characterized by excellent action

C-M-double bonds can be in the configuration against a wide range of phytopathogenic fungi,

E- or 2 (relative to the carboxylic acid function). In particular, from the class of ascomycetes, basidiomycetes, phyco- accordingly, they can be used in mycetes and deuteromycetes. They have partial system-mixtures according to the invention or as pure E-dark activity and therefore can be used also as foliar and soil fungicides. for powdering or granulates and can prevent

They are of particular importance in the fight against smut by spraying, small droplets - a multitude of fungi on various cultivated plants, linseed spraying, dusting, dusting of such as cotton, vegetable crops (for example, or watering. Processing technology and used cucumber, leguminous and pumpkin crops) , barley, der- forms depend on the purpose of application, but in all cases, rice, rye, soybean, wheat, grape vines, decora- thin and uniform distribution of the mixtures should be ensured in all cases tive plants, sugar cane, as well as many before the invention. seed. Preparative forms are obtained by known or

In particular, they are suitable for combating the development of, for example, the addition of solvents and/or the stress phytopathogenic fungi: Eguzirpe dgatipiv fillers. (true powdery mildew) is added to the preparation forms on grain culture - usually additional inert agents, such as emulrah, Eguzirpe sispogaseagit and Zrpaegoipesa Shiidipea gators or dispersants. on pumpkin crops, Rhodozrpayega Ieisoiiisna As surface-active substances are suitable apple luna, Opsipsha pesaig on the grape bed, alkaline earth, ammonium salts of aromatic z, species of Rissipia on grain crops, species of Vpi- sulfonic acids, for example, ligninsulfonic acids, 27osiopia on cotton , rice and turf, О5zShado-Apep phenolsulfonic acids, naphthalene sulfonic acids, on cereals and sugar cane, Mepishga ipaedptsaiyiv dibutylnaphthalene sulfonic acids, as well as acids (scab) on apple trees, types of Ne!Itipipozrogisht on fat row, alkylsulfonates and alkylarylsul- on cereals, Zeriopa podogyt on wheat, Voiguii5 phonates, alkyl sulfates, lauryl ether sulfates and sipegea (gray rot) on strawberries, vegetables, decora- sulfates of fatty alcohols, as well as salts of sutivative plants and vines, Segsozroga lphated hexa-, hepta- and octadecanols or agasnidisoia on peanuts, RaeidosegsozrogePa Pegro-glycol ethers of fatty alcohol, products of con-

Shisnoiide5 on wheat and barley, Rugisshaga ogugaye on densation of sulfonated naphthalene or its powder, Rnutorpinoga ipiesiap5 on potatoes and tomatoes, days with formaldehyde, condensation products on

Riaztoraga myisoia on grapevines, types of Rzeits - phthalin, respectively naphthalene sulfonic acids from doregopozrog on hops and pumpkins, types of AKeg - phenol or formaldehyde, polyoxyethylene ok- papa on vegetable and fruit crops, as well as tylphenol ether, ethoxylated isooctyl-, types of Rizagiit and Mepisshiit. octyl- or nonylphenol, alkylphenol- or tribu-

They are also suitable for the protection of materials tylphenylpolyglycol ether, alkylarylpolyether (for example, wood protection), for example, against alcohols, isotridecyl alcohol, condensates of oxy-

Raesiyutusez mapoiii. slu ethylene alcohol fatty series, ethoxylated

Compounds | and/or PCa-i and SHI, castor oil, polyoxyethylene alkyl ether can be introduced either simultaneously, namely together or separately, or pos- polyoxypropylene, polyglycol ether acetate laulide one after the other, and the sequence at ryal alcohols, sorbitol ester, lignin - spent alkalis or methylcellulose generally do not make separate application. impact on processing efficiency. Powder, preparation for spraying and spraying

Compounds And! and/or Pa-i and II, usually the application can be obtained by mixing in a mass ratio from 10:1 to 1:100, grinding or joint grinding of compounds I and/or Pa-i and PI, in particular, from 1:1 to 1:20, preferably from 1:1 to 1:10. or mixtures of compounds I and/or a-y and Iy, with solid (I and/or Pa-y: PP). filler

Consumption norms of mixtures, in accordance with the invention Granulate (for example, coated, impregnated with, make up for compounds I and/or Ia-y, depending on or homogeneous) is usually obtained with the help of the desired effect, from 5 to 500 g/ha, preferably from a combination of active substance or active substances - up to 500 g/ha, in particular from 50 to 200 g/ha. wine with a solid filler.

At the same time, the rates of consumption of III compounds are In the form of fillers, respectively, solid, as a rule, from 5 to 2000 g/ha, preferably from 10 to carriers, for example, mineral earths, such, 1000 g/ha, in particular from 50 to 75O0g/ Ha. as silica gel, silicic acids, silicates, talc,

When processing seed, nokaolin, limestone, lime, chalk, bolus, loess, clay are used in the amount of mixtures from 0.001 to 100 g/kg of seed dolomite, diatomaceous earth, calcium sulfate, sulfur grains, preferably 0.01 to 50 g /kg, in particular 0.01 to fat magnesium, magnesium oxide, ground plastics, and 10g/kg. also such fertilizers as ammonium sulfates, phosphates

In the fight against phytopathogenic fungi, ammonium, ammonium nitrates, urea and plant pro-plants are treated separately or together with compounds | ducts, such as, for example, flour of cereal crops, and/or Ia-y or mixtures of compounds I and/or Ia-y and PI of tree bark flour, tree flour and skaral flour - are carried out by spraying or dusting pi nut , cellulose powder or other solid seeds, plants or soil before or after sowing fillers. plants either before or after plant emergence. Ready preparations contain, in general,

Fungicidal synergistic mixtures, according to the content of 0.1 to 95% by weight, preferably 0.5 to 9% by weight, of the compounds of the invention, respectively, compounds I and/or PIa-ii and NP, can be Y and/or Ma-y and I, accordingly, mixtures of compounds I should be prepared, for example, in the form of solutions that are and/or Ia-i and I. The active substances are used when filled for direct spraying, with a purity from 9095 to 10095, mainly from powders or suspensions or in the form of high concentration - 9595 to 10095 (by NMR spectrum or HPLC). aqueous, oily or any other application of compounds I and/or a-y and Iy, mixtures of suspensions, dispersions, emulsions, oil dispersions or corresponding preparative forms, pastes, preparations for dusting, preparations are carried out in this way, that phytopathogenic fungi, their growth space (biotope) or plants, seeds, soil, that at the time of assessment at the end of the season, almost all surfaces, materials or premises subject to leaves were affected by scab. Lesions are determined by protection against them, treated with a mixture, visually counted in 95. bone, which exhibits an effective fungicidal effect, visually determined percentage values, respectively, compounds | and/or Pa-i and Sh when affected leaves are listed in effective separate application. ness as 9o of untreated control. Efficiency

Processing can be carried out before or after O corresponds to the damage of the untreated control, damage by phytopathogenic fungi. 100 efficiency corresponds to 095 damage. Ochiku-

The synergistic effectiveness of mixtures, correspondingly, the effectiveness for the combination of active substances prior to the invention, can be shown in the following tests: determined by the Colby formula (Soiru, 5.V. |"Са!-

The active substance is prepared separately or together as a sshiaipud zupegdivis apa apiadopivis gezropzev oi 1095-th emulsion in a mixture with 7Omas.9o cyclohexano-Neiside Sotbripayopvg", UUeev, 15, 5.20-22, 1967 and well and 20ms.9o Mesaiiip? I M (I arb, wetting - compared with the established effectiveness. whose agent with emulsifying and dispersing action based on ethoxylated alkylphenol) and 1Omas.9o Table C

Etiirnoi? EY (Etshap? EI, an emulsifier based on Comparative tests of ethoxylated fatty alcohols) and in accordance with the desired concentration dilute with water. Add-| substances in solution for Active substance) untreated

The evaluation is carried out by determining the affected areas of spraying in g act; control of leaf surfaces in percentage. The expected effectiveness of mixtures of the active substance is determined according to Table 1 by the Colby formula (V.5. Soiru, Uueevs 15, 20-22 2 | loba | spoluata | (66 Du E. (1967)) and compared with the established efficiency. and

Colby's formula: | ssozhuaneni |to | 0

E-khnu-khul100

E is the expected effectiveness, expressed in 95 Table 4 of the untreated control, when applying the mixture of the mixture according to the invention of active substances A and B with concentrations of a and 6. x is the effectiveness, expressed in Fo of the untreated - Prykum in accordance with | with observed | Calculated control, when applying the active substance of the system (concentration, in efficiency | efficiency"

And with concentration a.

In the efficiency expressed in 95 raw- 6 | soo(anva() 30391007 of control, when using the active substance 7 | l00(phase375(0Ї90177

B with a concentration of 6. I

These percentage values are converted into efficiency according to the Copbitivity formula. Efficiency (MU) is determined according to the Abbott formula: Application example 2 - Efficiency vs.

MU -(1-o/r)100, downy mildew of grapes caused by Riaztoraga

VyayakY miisoya sa corresponds to the defeat by fungi of the treated leaves of plants grown in pots of grape varieties in 95 and B corresponds to the defeat by fungi neob- "Miyeg-Tpygdai" is sprayed before the formation of the infected (control) plants in 75. pel with an aqueous composition of the active substance, which

If the efficiency is equal to 0, the lesion is treated with the basic solution, which corresponds to the effectiveness of untreated plants with 10 95 of the active substance, 8595 of cyclohexanone-treated control plants; with the efficiency of 595 emulsifiers. The following day, the lower side of the leaves is 100, the treated plants have no lesions. inoculate with an aqueous suspension of Riaztoraga spores

Application example 1 - Effectiveness against myisoia. After that, the vine is kept first for 48 apple scab (Mepishta ipaednchayiv on apple trees) hours in a chamber saturated with steam at 242C and then for 5 // Apple leaves of the "Soidep Oeiiisioiv" variety for days in a greenhouse at a temperature between 20 and 302C. After the summer season, eight times between the end of 10 and 16 days, the plants are sprayed with an aqueous suspension, which epizootics of sporangia are once again placed for 16 hours in a humid chamber. Then visually determine from 1095 active substance, 8590 cyclohexanone and lesions on the lower side of the leaves. 576 emulsifier or mixtures of active substances with Visually determined values of the percentages given below, to wetting the affected leaves are counted as effective leaves. According to the natural infectivity as 95 of the untreated control. The effectiveness of the background is periodically carried out by infecting the leaves according to O corresponds to the lesion of the untreated control, with the help of wetting with an aqueous suspension of spores, the efficiency of 100 corresponds to 095 lesions. Ochiku-

Metipa ipaedchaii5. The environmental conditions, the average efficiency for the combination of active substances are higher, support the development of leaf scab to the extent that it is determined by the Colby formula.

Table 5

Comparative tests t t g Y shchi 1 o,

The concentration of the active substance in the solution for spraying; The efficiency is 95 parts per million of raw water. control 4 55

In 2, the compound is C3 1 22 4 15

In 2, compound Ie 25 1 40 40 66 20 44 10 10 compound IE 38 22 pits 77777777 (in 99 disturbance.///////////// | untreated control. // | 0

Table 6

Mixtures according to the invention 4 (Ps)40 (11) mixture 1:10 2 (Psuzh20 (1) mixture 1:10 below tires shi 1 (pet (I) mixture 1:10 4 (Psuzh20 (1) mixture 1:5 2 (Pow ОЙ) mixture 1:5 1 (Ps) (PI) mixture 1:5 ni zhy tires shi 2 (Pow (1) mixture 1:2.5 4 (Pouzh5 (10) mixture 1:1.25 nin tires with nshshshsh 2 (Peuk20 (PI) mixture 1:10 1 (Peukto (11) mixture 1:10 1 (Peuk (1) mixture 1:5 x according to the Colby formula

The test results show that the established efficiency in all cases is higher than that previously calculated by the Kolobi formula. 5.

Computer typesetting by T. Chepelev Signature Circulation 26 approx.

Ministry of Education and Science of Ukraine

State Department of Intellectual Property, str. Urytskogo, 45, Kyiv, MSP, 03680, Ukraine

SE "Ukrainian Institute of Industrial Property", str. Glazunova, 1, Kyiv - 42, 01601