JP2009502826A - Microemulsions and concentrates containing fipronil - Google Patents

Abstract

  The present invention comprises (a) fipronil and fipronil, optionally one or more insecticidal active ingredients, (b) one or more non-alcoholic organic solvents, (c) one or more anionic surfactants, and (D) It relates to a microemulsion or a concentrate thereof containing one or more kinds of nonionic surfactants. The microemulsion or concentrate thereof is suitable in the field of crop protection.

Description

  The present invention relates to the field of crop protection agent formulations. In particular, the present invention relates to a liquid formulation in the form of a microemulsion or a concentrate thereof containing an agrochemical active ingredient.

  Active ingredients for crop protection are generally not used in their pure form. Such active ingredients can be combined with conventional adjuvants and additives as solid or liquid active ingredient formulations, depending on the field and type of application and on the physical, chemical and biological parameters. Used as a mixture.

  Liquid formulations are for example EP-A 0261492, EP-A 0394847, WO 2004/054360, WO 95/17822, WO 98/31223, WO 89/03176, EP-A 0357149, WO 02/45507, GB 2267825A, WO 94/23578, EP-A 0330904, EP-A 0533057, DE-A 3624910, WO 01/74785, EP-A 0400557, EP-A 0118579, and the like.

  The object of the present invention was to provide improved crop protection agent formulations having excellent chemical and physical stability and excellent agrochemical activity.

  Surprisingly, it has been found that this object is achieved by the specific microemulsions (ME) or concentrates (MC) according to the invention.

Therefore, the present invention
(A) fipronil {5-amino-1- [2,6-dichloro-4- (trifluoromethyl) -phenyl] -4-[(trifluoromethyl) -sulfinyl] -1H-pyrazole-3-carbonitrile ( CAS-RN 120068-37-3)} and fipronil, optionally one or more insecticidal active ingredients,
(B) Etonal,
(C) one or more anionic surfactants, and
(D) It relates to a microemulsion containing one or more kinds of nonionic surfactants and a concentrate thereof.

  Furthermore, the microemulsions and concentrates according to the invention can additionally contain customary adjuvants and additives as further components, if appropriate.

  The term “microemulsion concentrate (MC)” is understood to mean a composition that is diluted with water to form a microemulsion (eg, an oil-in-water microemulsion or a water-in-oil microemulsion). Microemulsions are understood to be emulsions that are thermodynamically stable and the emulsion phase droplet diameter is generally in the range of 10 to 400 nm (preferably in the range of 50 to 250 nm).

In general, the microemulsion concentrate of the present invention comprises the following amounts of component (a), component (b), component (c) and component (d) (where “wt%” In the description and in all descriptions, unless otherwise defined, represents the relative weight of the component based on the total weight of the formulation):
Component (a): 0.001 to 50% by weight, preferably 0.1 to 40% by weight, particularly preferably 5 to 40% by weight;
Component (b): 0.1 to 5% by weight, preferably 0.5 to 2% by weight, particularly preferably 1 to 2% by weight;
Component (c): 0.1 to 25% by weight, preferably 1 to 20% by weight, particularly preferably 2 to 15% by weight;
Component (d): 0.1 to 40% by weight, preferably 1 to 30% by weight, particularly preferably 2 to 15% by weight.

Suitable insecticidal active ingredients (a) which can be used when used in addition to fipronil are, for example, compounds selected from the group consisting of:
Acephate, acequinosyl, acetamiprid, acetoprole, acrinatrin, alanic carb, aldicarb, aldoxicarb, aresulin (d-cis-trans, d-trans), elixir carb, aluminum phosphide, amidoflumet, aminocarb, amitraz, avermectin, azadirachtin, Azamethiphos, azinephos (-methyl / -ethyl), azocyclotin, bencrothiaz, bendiocarb, benfuracarb, bensultap, benzoximate, beta-cyfluthrin, bifenazate, bifenthrin, vinapacryl, bioareslin, bioareslin-S-cyclopentyl isomer, bioethanometry Bioethanomethrin, biopermethrin, bioresmethrin, bistrifluron, bromfenvinphos (- Methyl), bromophos-ethyl, bromopropyrate, bufencarb, buprofezin, butacarb, butathiophos, butcarboxyme, butoxycarboxyme, kazusafos, camfechlor, carbaryl, carbofuran, carbophenothione, carbosulfan, cartap, quinomethionate, chlorfluaz Chlofluazuron, chlordan, chlordimeform, chlorethoxyphos, chlorfenapyr, chlorfenbinphos, chlormefos, chlorbenzilate, chloropicrin, chlorpyrifos (-methyl / -ethyl), clovavaporthrin, chromafenozide, cis-si Permethrin, cis-permethrin, cis-resmethrin, clocythrin, cloetocarb, clofentezin, clothianidin, Clothiazoben, codlemone, coumalem, cryolite, cyanophenphos, cyanophos, cycloprene, cycloprotorin, cyflumethofen, cyfluthrin, cyhalothrin, cyhexatin, cypermethrin (alpha-, beta-, theta, zeta) -), Ciphenothrin, cyromazine, DDT, deltamethrin, dimeton-S-methyl, dimeton-S-methylsulfone, difenthiuron, diariphos, diazinon, diclofenthion, dichlorvos / DDVP, dicophore, dicrotophos, dicyclanil, diflubenzuron, dimethoate, Dimethylvinphos, dimethylane, dinobutone, dinocup, dinotefuran, diophenolane, dioxabenzophos, disulfotone, DNOC, emamec Chin, emamectin benzoate, empentrin (1R isomer), endosulfan, EPN, epofenonane, esfenvalerate, etiophencarb, etion, ethiprole, ethoprophos, etofenprox, etoxazole, etrimphos, famfur, fenamifos, fenazafen, fenbutafen oxide, fenbutafen oxide Flutrin, fenitrothion, fenobucarb, phenothiocarb, phenoxacrime, phenoxycarb, fenpropatoline, fenpyrithrine, fenpyroximate, fensulfothion, fenthion, fentriphanyl, fenvalerate, flonicamid, fluacrylpyrim, fluazuron, flubenzilamide, flubendimine, flubromine Citrate (flubrocythrinate), full cycloxuro , Flucitrinate, flufenelim, flufenoxuron, flufenprox, flumethrin, flupyrazophos, flutenzin, fluvalinate, honofos, formethanate, formotethione, phosmethylan, phostiazete, fubfenprox, furoficarb, gamma- Cyhalothrin, gamma-HCH, gossyplure, halofenozide, HCH, heptachlor, heptenophos, hexaflumuron, hexythiazox, hydramethylnon, hydramethylnone (hydramethylnone), hydroprene, imidacloprid, imiprotorin, indoxacarb, Iodofenphos, iprobenphos, isazophos, isofenphos, isoprocarb, isopropyl O-salicylate, isoxathione, ibe Mectin, japonilure, cadetrin, quinoprene, lambda-cyhalothrin, lindane, rufenuron, malathion, mecarbam, metam-sodium, methalyphos, methamidophos, methidathion, methiocarb, mesomil, methoprene, methoxychlor, methoxyphenozide, methyl bromide, metofurto bromide , Methoxadiazone, mevinphos, milbemycin, monocrotophos, nared, nicotine, nitenpyram, nithiazine, novallon, nobiflumuron, ometoate, oxamyl, oxydimethone-methyl, parathion (-methyl / -ethyl), penfluron, permethrin (cis-, Trans-), petroleum, phenothrin (1R-trans isomer), phentoate, folate, hosalon, pho Met, phosphamidone, phosphocarb, phoxime, piperonyl butoxide, pyrimicarb, pyrimiphos (-methyl / -ethyl), potassium oleate, praletrin, propenophos, profluthrin, promecarb, propaphos, propargite, propetamphos, propoxur, prothiophos, protoate, protoate protrifenbute), pymetrozine, pyracrofos, pyrafluprolol, pyrethmethrin, pyrethrin (pyretorum), pyridaben, pyridalyl, pyridafenthione, pyridathion, pyrimidifen, pyriprole, pyriproxyfen, quinalphos, resmethrin, rotenone, RU 15525, cebuphos , Silafluophene, spinosad, spirodiclofen, spiromesifen, Rotetoramato (CAS-reg. No. : 203313-25-1), 3- (2,5-dimethylphenyl) -8-methoxy-2-oxo-1-azaspiro [4.5] dec-3-en-4-ylethyl carbonate (also known as: Carbonic acid 3- (2,5-dimethylphenyl) -8-methoxy-2-oxo-1-azaspiro [4.5] dec-3-en-4-ylethyl ester; CAS-reg.No.:382608-10 -8), sulfuramide, sulfotep, sulfuryl fluoride, sulprophos, tau-fulvalinate, tebufenozide, tebufenpyrad, tebupyrimifos, teflubenzuron, tefluthrin, temefos, teraretrin, terbufos, tetrachlorobinphos, tetradiphone, tetramethrin (1R isomer), tetrasulfine , Thiacloprid, thiamethoxam, thiocycla Thiocyclam hydrogen oxalate, thiodicarb, thiophanox, thiomethone, thiosultap-sodium, tolfenpyrad, tralomethrin, transfluthrin, triaracene, triazamate, triazophos, trichlorfone, triflucarburon, trimetacarb, triprene, Bamidthione, vaniliprole, verbutin, XMC, xylylcarb, ZXI-8901. Furthermore, among the insecticidal active ingredients (a) which can be present in the microemulsion or concentrate thereof in addition to fipronil, cypermethrin, deltamethrin, imidacloprid, amitraz, triazophos and their salts (for example Sodium salt) is preferred, and triazophos is more preferred.

  The active ingredients listed above are known, for example, from “The Pesticide Manual, 13th edition (2003), British Crop Protection Council”.

  Component (b) etanol is a mixture of ethanol and benzene and is well known to those skilled in the art.

  Suitable as anionic surfactants (c) are, for example, hydrocarbon sulfates, sulfonates, phosphates and phosphonates which may optionally contain alkylene oxide units. The sulfates, sulfonates, phosphates and phosphonates can exist in acid form or as salts. A preferred anionic surfactant (c) is an anionic surfactant represented by the following formula (I):

［式中、
Ｑは、−Ｏ−ＳＯ_３Ｍ、−ＳＯ_３Ｍ、−Ｏ−ＰＯ_３ＨＭ又は−ＰＯ_３ＨＭ（ここで、Ｍは、Ｈであるか、又は、カチオン、特に、金属カチオン（例えば、アルカリ金属イオン又はアルカリ土類金属イオン）若しくはアンモニウムイオンである）であり；
Ｒは、置換されていないか若しくは置換されているＣ_１−Ｃ_３０−炭化水素基（ここで、該炭化水素基は、場合により、アルキレンオキシド単位を介して結合していてもよい）であるか、又は、Ｒは、アルキレンオキシド単位である］。

[Where:
Q is —O—SO ₃ M, —SO ₃ M, —O—PO ₃ HM, or —PO ₃ HM (where M is H, or a cation, in particular a metal cation (eg, alkali Metal ions or alkaline earth metal ions) or ammonium ions);
R is an unsubstituted or substituted C ₁ -C ₃₀ -hydrocarbon group, wherein the hydrocarbon group may optionally be bonded via an alkylene oxide unit. Or R is an alkylene oxide unit].

The term “alkylene oxide units” is understood to mean in particular units of C ₂ -C ₁₀ -alkylene oxide, such as ethylene oxide, propylene oxide or butylene oxide. Here, the units in the surfactant can be the same or different from one another and can be arranged as a random mixture or in block form.

R is preferably a C ₁ -C ₂₀ -alkyl group (eg methyl, ethyl, propyl, butyl) or a C ₆ -C ₂₄ -aryl group (eg phenyl, biphenyl, naphthyl) [where the group is , Eg, a C ₁ -C ₂₀ -alkyl group (eg, a straight or branched C ₁ -C ₂₀ -alkyl, eg, s-butyl or dodecyl) attached thereto, wherein the alkyl group Can have one or more groups cal such as C ₆ -C ₂₀ -aryl groups attached to it (eg phenyl, biphenyl, naphthyl) and C ₆ -C ₂₀ -aryl (eg phenyl, biphenyl or naphthyl) (wherein the aryl, _C 1 _{-C 10} alkyl (e.g. attached thereto, methyl, ethyl, propyl, butyl) one or more such It is may have optionally one or more groups selected from may have optionally a group)], or,
R is a group R ² O— (AO) _W where w is an integer from 1 to 100 and AO is an alkylene oxide unit, for example (EO) _x (PO) _y (BO) _z (where EO is an ethylene oxide unit, PO is a propylene oxide unit, BO is a butylene oxide unit, x is an integer from 0 to 100, y is an integer from 0 to 100, and z is from 0 to 100 And the sum of x + y + z is at least 1), and the alkylene oxide units such as (EO) _x (PO) _y (BO) _z can be randomly arranged, Or can be arranged in a block fashion], and
R ² is H, or a C ₁ -C ₂₀ -alkyl group (eg, methyl, ethyl, propyl, butyl) or a C ₆ -C ₂₄ -aryl group (eg, phenyl, biphenyl, naphthyl) [here Wherein the group is attached to it, for example, a C ₁ -C ₂₀ -alkyl group (eg, a linear or branched C ₁ -C ₂₀ -alkyl, eg, s-butyl or dodecyl) (here The alkyl group may have one or more groups cal such as C ₆ -C ₂₀ -aryl groups (eg, phenyl, biphenyl, naphthyl) attached thereto and C ₆ -C ₂₀ -aryl (Eg phenyl, biphenyl or naphthyl) (wherein the aryl is a C ₁ -C ₁₀ alkyl attached to it (eg methyl, ethyl, propyl, butyl) Optionally having one or more groups selected from), or R ² is —O—SO ₃ M, —SO ₃ M , _-O-PO 3 HM or _-PO 3 HM, _{preferably, -PO} 3 HM (here, M is either H, or a cation, in particular, a metal cation (e.g., alkali metal ions or alkaline earth Metal ion) or ammonium ion).

  Particularly preferred anionic surfactants (c) are: alkylaryl sulfonates such as dodecyl benzene sulfonates such as alkaline earth metal dodecyl benzene sulfonates such as calcium dodecyl benzene sulfonates such as Phenylsulfonat® Ca100 from Clariant), alkylaryl polyglycol ether sulfates and sulfonates, in particular arylalkylaryl polyglycol ether sulfates, such as tristyrylphenyl polyglycol ether sulfates, in particular alkali Metal salt or ammonium salt or triethanolamine salt (for example, Soprophor® series from Rhodia) Alkyl ether sulfates and their salts (eg, Genapol® LRO from Clariant), alkyl sulfates and alkyl sulfonates (eg, Hostapur® series from Clariant), alkyl polyglycol ether phosphates , Especially alkali metal salts (eg Rhodafac® series from Rhodia), alkylaryl polyglycol ether phosphates, especially those in the form of alkali metal salts. In general, the salt is preferably a metal salt, such as an alkali metal salt or alkaline earth metal salt, or an ammonium salt or a trialkylamine salt.

Suitable nonionic surfactants (d) are, for example, alkoxylates such as ethoxylates, propoxylates or butoxylates and combinations thereof. The term “alkoxylates” is understood to mean compounds containing alkylene oxide units, in particular C ₂ -C ₁₀ -alkylene oxide units such as ethylene oxide, propylene oxide or butylene oxide, where The units in the surfactant can be the same or different from each other and can be arranged randomly or in blocks. Examples of alkoxylates (d) are compounds represented by the following formula (II):

［式中、
Ｒ^１は、基Ｈ、ＨＯ、Ｃ_１−Ｃ_３０−アルキル（ここで、該アルキルは、直鎖又は分枝鎖であり得る；例えば、メチル、エチル、プロピル、ブチル、ペンチル、ヘキシル）、Ｃ_１−Ｃ_３０−アルコキシ、好ましくは、Ｃ_１−Ｃ_１０−アルコキシ（ここで、該アルコキシは、直鎖又は分枝鎖であり得る；例えば、メトキシ、エトキシ、プロポキシ、ブトキシ、ペントキシ、ヘキソキシ）、Ｃ_６−Ｃ_２４−アリール（例えば、フェニル）（ここで、該アリールは、それに結合しているＣ_１−Ｃ_３０−アリールアルキル（例えば、スチリルフェニル）又はＣ_１−Ｃ_３０−アルキル（ここで、該アルキル基は、直鎖又は分枝鎖であり得る；例えば、ブチル又はドデシル）などの１以上の基を場合により有していてもよい）、Ｃ_６−Ｃ_２４−アリールオキシ（例えば、フェノキシ）（ここで、該アリールオキシは、それに結合しているＣ_１−Ｃ_３０−アリールアルキル（例えば、スチリルフェニル）又はＣ_１−Ｃ_３０−アルキル（ここで、該アルキル基は、直鎖又は分枝鎖であり得る；例えば、ブチル又はドデシル）などの１以上の基を場合により有していてもよい）から選択され、又は、
Ｒ^１は、ソルビタンエステル残基、グリセロールエステル残基若しくはＣ_１−Ｃ_３０−アルキル−ＮＲ^４、好ましくは、Ｃ_１０−Ｃ_２０−アルキル−ＮＲ^４（ここで、該Ｃ_１−Ｃ_２０−アルキル基は、直鎖又は分枝鎖であることができ（例えば、ドデシル、ヘキサデシル、オクタデシル）、また、Ｒ^４は、Ｈ又はＣ_１−Ｃ_１０−アルキル（例えば、メチル、エチル、プロピル、ブチル）である）であり、
Ｒ^２は、Ｈ又はＣ_１−Ｃ_６−アルキル（ここで、該アルキルは、直鎖又は分枝鎖であり得る；例えば、メチル、エチル、プロピル、ブチル、ペンチル又はヘキシル）であり、
ｗは、１から１００の整数であり、
ＡＯは、アルキレンオキシド単位、例えば、（ＥＯ）_ｘ（ＰＯ）_ｙ（ＢＯ）_ｚ（ここで、ＥＯはエチレンオキシド単位であり、ＰＯはプロピレンオキシド単位であり、ＢＯはブチレンオキシド単位であり、ｘは０から１００の整数であり、ｙは０から１００の整数であり、ｚは０から１００の整数であり、ｘ＋ｙ＋ｚの合計は少なくとも１である）であり、また、アルキレンオキシド単位、例えば（ＥＯ）_ｘ（ＰＯ）_ｙ（ＢＯ）_ｚは、ランダム構造を有し得るか又はブロック式構造を有し得る］。

[Where:
R ¹ is a group H, HO, C ₁ -C ₃₀ -alkyl, where the alkyl can be straight or branched; for example, methyl, ethyl, propyl, butyl, pentyl, hexyl), C ₁ -C ₃₀ - alkoxy, _preferably, C 1 _{-C 10} - alkoxy (wherein the alkoxy can be a straight-chain or branched; e.g., methoxy, ethoxy, propoxy, butoxy, pentoxy, hexoxy), C ₆ -C ₂₄ -aryl (eg, phenyl) (wherein the aryl is C ₁ -C ₃₀ -arylalkyl (eg, styrylphenyl) or C ₁ -C ₃₀ -alkyl attached thereto) , the alkyl group may be a straight or branched chain; for example, may optionally bear one or more groups such as butyl or dodecyl)), C ₆ - ₂₄ - aryloxy (e.g., phenoxy) (wherein the aryloxy is attached thereto are _C 1 _{-C 30} - aryl alkyl (e.g., styryl phenyl) or _C 1 _{-C 30} - alkyl (wherein the The alkyl group may be linear or branched; optionally selected from one or more groups such as, for example, butyl or dodecyl), or
R ¹ is a sorbitan ester residue, a glycerol ester residue or C ₁ -C ₃₀ -alkyl-NR ⁴ , preferably C ₁₀ -C ₂₀ -alkyl-NR ⁴ (wherein the C ₁ -C ₂₀ -alkyl The group can be linear or branched (eg, dodecyl, hexadecyl, octadecyl) and R ⁴ is H or C ₁ -C ₁₀ -alkyl (eg, methyl, ethyl, propyl, butyl) Is)
R ² is H or C ₁ -C ₆ -alkyl, where the alkyl can be straight or branched; for example, methyl, ethyl, propyl, butyl, pentyl or hexyl;
w is an integer from 1 to 100;
AO is an alkylene oxide unit such as (EO) _x (PO) _y (BO) _z (where EO is an ethylene oxide unit, PO is a propylene oxide unit, BO is a butylene oxide unit, and x is An integer from 0 to 100, y is an integer from 0 to 100, z is an integer from 0 to 100, and the sum of x + y + z is at least 1), and alkylene oxide units, such as (EO) _x (PO) _y (BO) _z may have a random structure or a block structure].

Particularly preferred nonionic surfactants (d) are: alkylaryl polyalkoxylates such as ethoxylates, propoxylates and / or butoxylates, arylalkylaryl polyalkoxylates such as , Tristyrylphenyl polyalkoxylates (eg, Soprophor® series from Rhodia) and alkylphenyl polyalkoxylates, eg tributylphenyl polyalkoxylates (eg, Sopanatat® series from Clariant) Alkylene oxide block copolymers, such as ethylene oxide (EO) / propylene oxide (PO) block copolymers or ethylene oxide (EO) / butylene oxide ( O) block copolymers (eg Pluronic® series from BASF), polyalkylene oxides, eg polyethylene oxides, polypropylene oxides or polybutylene oxides (which are at one of the two terminal oxygen atoms) A C ₁ -C ₂₂ -hydrocarbon group (preferably a C ₁₀ -C ₂₂ -hydrocarbon group, such as a linear or branched C ₁₀ -C ₂₂ -alkyl group; for example, decyl, dodecyl, tetradecyl, hexadecyl; ) Optionally substituted), for example polyglycol ethers (which can be substituted with isotridecyl) (eg Genapol® series from Clariant), alkoxylation (eg ethoxylation) ) Oil (eg vegetable oil), eg Rukokishiru reduction (e.g., ethoxylated) castor oil (Clariant manufactured Emulsogen (R) series), alkoxylated (e.g., _ethoxylated) (C 10 _{-C 22)} - aliphatic amines (e.g., Clariant made Genamin (registered Trademark) series).

  Where reference is made herein to carbon-containing groups (eg, alkyl, alkoxy, haloalkyl, haloalkoxy, alkylamino and alkylthio, and the corresponding unsaturated and / or substituted groups), those In any case, the carbon skeleton can be linear or branched. Unless otherwise indicated, these groups generally have from 1 to 30 carbon atoms. A lower carbon skeleton (eg, a carbon skeleton having 1 to 6 carbon atoms or, in the case of an unsaturated group, a carbon skeleton having 2 to 6 carbon atoms) is preferred. Alkyl groups (even in the combined sense such as alkoxy and haloalkyl) are, for example, methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, t-butyl, s-butyl, pentyls, Hexyls such as n-hexyl, i-hexyl and 1,3-dimethylbutyl, heptyls such as n-heptyl, 1-methylhexyl and 1,4-dimethylpentyl. Alkenyl and alkynyl groups refer to possible unsaturated groups corresponding to the above alkyl groups. For example, alkenyl is allyl, 1-methylprop-2-en-1-yl, 2-methylprop-2-en-1-yl, but-2-en-1-yl, but-3-en-1-yl 1-methylbut-3-en-1-yl and 1-methylbut-2-en-1-yl. Alkynyl is, for example, propargyl, but-2-yn-1-yl, but-3-in-1-yl, 1-methylbut-3-in-1-yl.

_(C 3 -C _{4) alkenyl, (C} 3 -C _{5) alkenyl, (C} 3 -C _{6) alkenyl,} alkenyl in _(C 3 -C ₈₎ alkenyl or _(C 3 _{-C 12)} alkenyl mode An alkenyl group having 3 to 4, 3 to 5, 3 to 6, 3 to 8 or 3 to 12 carbon atoms, wherein the double bond is represented by formula (I) Carbon atom (not located at the “yl” position) bonded to the rest of the compound to be formed). The above applies to (C ₃ -C ₄ ) alkynyl and the like, (C ₃ -C ₄ ) alkenyloxy, and (C ₃ -C ₄ ) alkynyloxy as well.

  The hydrocarbon group means a linear, branched or cyclic saturated or unsaturated aliphatic hydrocarbon group or an aromatic hydrocarbon group such as alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or aryl.

  The hydrocarbon group preferably has 1 to 40 carbon atoms, preferably 1 to 30 carbon atoms. The hydrocarbon radical is particularly preferably an alkyl, alkenyl or alkynyl having up to 12 carbon atoms or a cyclohexane having 3, 4, 5, 6 or 7 ring atoms. It is alkyl or phenyl.

  Aryl means a monocyclic, bicyclic or polycyclic aromatic ring system such as phenyl, naphthyl, tetrahydronaphthyl, indenyl, indanyl, pentalenyl and fluorenyl, preferably phenyl.

  The heterocyclic group or heterocyclic ring (heterocyclyl) can be saturated, unsaturated or heteroaromatic and can be unsubstituted or substituted. It preferably contains one or more heteroatoms in the ring, preferably one or more heteroatoms selected from the group consisting of N, O and S. It is preferably an aliphatic heterocyclyl group having 3 to 7 ring atoms or a heteroaromatic group having 5 or 6 ring atoms, comprising 1, 2 or 3 heteroatoms. Yes. Heterocyclic groups are, for example, heteroaromatic groups or heteroaromatic rings, such as monocyclic, bicyclic or polycyclic, wherein at least one ring contains one or more heteroatoms It can be an aromatic ring system such as pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, thienyl, thiazolyl, oxazolyl, furyl, pyrrolyl, pyrazolyl and imidazolyl, or it can be a partially or fully hydrogenated group, For example, oxiranyl, oxetanyl, pyrrolidyl, piperidyl, piperazinyl, dioxolanyl, morpholinyl, tetrahydrofuryl and the like. Suitable substituents for substituted heterocyclic groups are those further described below, and in addition, oxo is also a suitable substituent. Oxo groups can also be present on heterocyclic atoms that can exist at various levels of oxidation states (eg, in the case of N and S, etc.).

Halogen is, for example, fluorine, chlorine, bromine or iodine. Haloalkyl, haloalkenyl and haloalkynyl are halogen, preferably alkyl, alkenyl or alkynyl partially or fully substituted with fluorine, chlorine and / or bromine, in particular fluorine or chlorine, for example CF _{3, CHF 2, CH 2 F} , CF 3 CF 2, CH 2 FCHCl, is _{CCl 3, CHCl 2, CH 2} CH 2 Cl. Haloalkoxyl is, for example, OCF ₃ , OCHF ₂ , OCH ₂ F, CF ₃ CF ₂ O, OCH ₂ CF ₃ and OCH ₂ CH ₂ Cl. The same applies to other groups substituted with haloalkenyl and halogen as well.

Hydrocarbon groups such as alkyl, alkenyl, alkynyl, aryl, phenyl and benzyl, or heterocyclyl or heteroaryl can be substituted. Here, the substituent is, for example, halogen, alkoxy, haloalkoxy, alkylthio, hydroxyl, amino, nitro, carboxyl, cyano, azide, alkoxycarbonyl, alkylcarbonyl, formyl, carbamoyl, monoalkylaminocarbonyl, dialkylaminocarbonyl, substituted Means one or more (preferably 1, 2 or 3) groups selected from the group consisting of amino (eg acylamino, monoalkylamino and dialkylamino), alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl and haloalkylsulfonyl To do. In the case of a cyclic group, the substituent is selected from the group consisting of alkyl and haloalkyl, and unsaturated aliphatic groups corresponding to the saturated hydrocarbon-containing group, such as alkenyl, alkynyl, alkenyloxy and alkynyloxy. One or more (preferably 1, 2 or 3) groups. In the case of a group having a carbon atom, a group having 1 to 4 carbon atoms is preferred, and a group having 1 or 2 carbon atoms is particularly preferred. Preferred substituents are generally halogens such as fluorine and chlorine, (C ₁ -C ₄ ) alkyl, preferably methyl or ethyl, (C ₁ -C ₄ ) haloalkyl, preferably trifluoromethyl, (C ₁ -C ₄₎ alkoxy, preferably, methoxy or _{ethoxy, (C} 1 -C ₄₎ haloalkoxy, substituents selected from the group consisting of nitro and cyano. Particularly preferred substituents in connection with the present invention are methyl, methoxy and chlorine.

The optionally substituted phenyl is preferably unsubstituted phenyl or is halogen, (C ₁ -C ₄ ) alkyl, (C ₁ -C ₄ ) alkoxy, (C ₁ -C ₄₎ halogenoalkyl, are (C 1 _{-C 4)} halogenoalkoxy and mono- or polysubstituted by identical is or different and are groups selected from the group consisting of nitro (preferably, 3 substituted with up) Phenyl, for example, o-tolyl, m-tolyl, p-tolyl, dimethylphenyls, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2,3,4-trifluorophenyl, 2,3,4-trichlorophenyl 2,4-dichlorophenyl, 3,5-dichlorophenyl, 2,5-dichlorophenyl, 2,3-dichlorophenyl, o-me Toxiphenyl, m-methoxyphenyl, p-methoxyphenyl and the like.

  Acyl groups are organic acid groups formed by formally removing OH groups from organic acids, such as carboxylic acid groups, and acids derived therefrom, such as thiocarboxylic acids, optionally N substituted. It means an iminocarboxylic acid group which may be substituted, or a carbonic acid monoester, a group of carbamic acid, sulfonic acid, sulfinic acid, phosphonic acid and phosphinic acid which may optionally be substituted with N.

The acyl group is preferably formyl or is CO-R ^X , CS-R ^X , CO-OR ^X , CS-OR ^X , CS-SR ^X , SOR ^Y or SO ₂ R ^Y (wherein R ^X and R ^Y in each case represent an unsubstituted or substituted C ₁ -C ₃₀ -hydrocarbon group, or aminocarbonyl or aminosulfonyl (the last two listed The group is an aliphatic acyl selected from the group consisting of: (unsubstituted, N-1 substituted or N, N-2 substituted).

Acyl is, for example, formyl, halogenoalkylcarbonyl, alkylcarbonyl, such as (C ₁ -C ₄ ) alkylcarbonyl or phenylcarbonyl, where the phenyl ring is substituted as described above for example with phenyl. Or alkyloxycarbonyl, phenyloxycarbonyl, benzyloxycarbonyl, alkylsulfonyl, alkylsulfinyl, N-alkyl-1-iminoalkyl and other groups of organic acids, and the like.

  Formula (I) and other compounds described herein also include all stereoisomers and mixtures thereof. Such compounds contain one or more asymmetric carbon atoms or double bonds, which are not specifically mentioned in the general formula. All possible stereoisomers defined by a particular spatial shape such as enantiomers, diastereomers and Z- and E-isomers are all encompassed in the respective formula and also from mixtures of the stereoisomers. It can be obtained by conventional methods or can be prepared by stereoselective reactions combined with the use of stereochemically pure starting materials.

  The microemulsion concentrates according to the invention can be prepared in a customary manner, for example at room temperature, preferably by mixing or mixing the individual components by dissolving or emulsifying them. If further auxiliaries or additives are present, they are likewise preferably introduced at room temperature. In general, the individual ingredients. They can be added in any order desired.

  The preparation method is known in principle and is described, for example, in the following literature: Winnacker-Kuichler, “Chemische Technologie” [Chemical Technology], volume 7, C. Hauser Verlag Munich, 4th Ed. 1986, Wade van Valkenburg, "Pesticide Formulations", Marcel Dekker, New York, 1973; K. Martens, "Spray Drying" Handbook, 3rd Ed. 1979, G. Goodwin Ltd. London; H. Mollet, A. Grubenmann, "Formulierungstechnik" [Formulation Technology], Wiley-VCH, Weinheim 2000.

  Formulation aids and further additives such as inert substances are known as well and are described, for example, in the following literature: Watkins, "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed., Darland Books, Caldwell NJ, Hv Olphen, "Introduction to Clay Colloid Chemistry"; 2nd Ed., J. Wiley & Sons, New York; C. Marsden, "Solvents Guide"; 2nd Ed., Interscience, New York 1963; McCutcheon's "Detergents and Emulsifiers Annual ", MC Publ. Corp., Ridgewood NJ; Sisley and Wood," Encyclopedia of Surface Active Agents ", Chem. Publ. Co. Inc., New York 1964; Schonfeldt," Grenzflachenaktive Athylenoxidaddukte "[Surface-active ethylene oxide adducts], Wiss. Verlagsgesell., Stuttgart 1976; Winnacker-Kuichler, "Chemische Technologie", volume 7, C. Hauser Verlag Munich, 4th Ed. 1986.

  Based on the above formulation, combinations with agrochemical active ingredients other than ingredient (a) such as herbicides, fungicides, insecticides, safeners, fertilizers and / or growth regulators, for example, ready mix or tank mix forms It is also possible to prepare combinations in

  The microemulsion concentrate of the present invention can be diluted with water to form a microemulsion, which is likewise the subject of the present invention. The weight ratio of “microemulsion concentrate: water” can be, for example, 1: 0.1 to 1: 100, preferably 1: 1 to 1: 100, so that it is itself storage stable. A thick microemulsion having For application, they may be further diluted with water to form a spray mixture that generally exists in the form of an emulsion (eg, microemulsion), aqueous solution, suspension, or suspoemulsion. it can.

  The component (a), component (b), component (c) and component (d) of the microemulsion concentrate and microemulsion of the present invention can be present together in a ready mix, such a ready The mix can be applied in a conventional manner, for example in the form of a spraying mixture.

  The microemulsion concentrates and microemulsions of the present invention (including spraying mixtures obtainable therefrom) (hereinafter all referred to as the agrochemical composition of the present invention) include component (a), component ( b) In addition to component (c) and component (d), conventional auxiliaries and additives such as formulation auxiliaries such as anti-drift agents, wetting agents, fertilizers such as Ammonium sulfate, urea or complex fertilizers such as phosphorus, potassium and nitrogen based complex fertilizers such as NPK fertilizer or commercially available surfactants different from components (c) and (d) such as betaine Betaic or polymeric surfactants, stabilizers such as pH stabilizers, biocides, UV stabilizers, antifoaming agents, synthetic or natural polymers, solvents such as Polar solvents such as water, or nonpolar solvents such as saturated or unsaturated aliphatic solvents that can be branched or unbranched, or aromatic solvents such as Solvesso® 100 or Solvesso ( (Registered trademark) 150 or Solvesso (registered trademark) 200 or xylene can be additionally contained as a further component. These agrochemical compositions and their preparation and use are likewise novel and subject of the present invention.

Preferred examples of conventional adjuvants and additives are as follows:
• Wetting agents such as Genapol® LRO (0 to 20% by weight), dispersants such as Tamol® (0 to 15% by weight), or additional surfactants (nonionic surfactants) , Cationic surfactant, anionic surfactant, polymer surfactant) (0 to 30% by weight);
Inorganic salts such as NaCl, Na ₂ SO ₄ , MgCl ₂ (0 to 50% by weight), (oligo-, poly-) phosphates; carbonates such as potassium carbonate;
Fertilizers such as ammonium sulfate, ammonium nitrate, urea, phosphorus-containing and potassium-containing components, if appropriate, further trace elements (0 to 60% by weight);
An antifoaming agent, for example Fluowet® PP (0 to 2% by weight);
Binders such as suitable natural and synthetic substances such as polyamino acids, polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acid derivatives (0 to 15% by weight); or
A solvent, for example water or an organic solvent (0 to 15% by weight).

  The agrochemical composition of the present invention can be used, for example, by applying to a pest or a place where they live, for example, by spraying. The agrochemical composition of the present invention is generally applied in the form of a spraying mixture, wherein the spraying mixture contains effective amounts of components (a), (b), (c) and (d). And, where appropriate, customary further auxiliaries and additives such as auxiliaries and additives for formulation or use. In general, the spray mixture is prepared on a water basis, but customary auxiliaries and additives such as oils, such as vegetable oils, or high-boiling hydrocarbons such as kerosene or paraffin are added. It is also possible.

The concentration of the pesticidal active ingredient (a) at the time of application is generally 10 in a composition applied at a spray rate of 1 to 5000 L / ha (preferably 50 to 1000 L / ha) (eg spray mixture). ^-6 to 10% by weight, preferably 10 ^-5 to 4% by weight.

  For use, concentrated formulations present in the form of commercial products are diluted, if appropriate, in conventional manner, for example with water. Adding further amounts of components (b), (c) and (d) and / or other customary auxiliaries and additives customary for use (especially self-emulsifying oils or paraffin oils) to the spraying mixture It can be advantageous to do so. Additional components (a) or other agrochemical active components other than component (a) can also be added.

  The required application rate of the pesticidal active ingredient (a) can vary depending on external conditions such as temperature, humidity and the type of herbicide used. It can vary over a wide range, for example in the range of 0.001 to 10 kg / ha or more active substance. A range of 0.005 to 5 kg / ha is preferred.

  The agrochemical composition of the present invention is preferably an insecticide composition. They have significant insecticidal activity against a wide range of economically important insects.

  The active compounds are suitable for protecting plants and plant organs, suitable for increasing yields, suitable for improving the quality of crops, and in agriculture, in forests. Control pests, especially insects, arachnids and nematodes, encountered in gardens and leisure facilities, in the protection of stored products and materials and in the field of hygiene Suitable for The active compounds are also well tolerated by plants, have a desirable toxicity to warm-blooded animals, and are well tolerated by the environment. They can preferably be used as plant protection agents. They are effective against normal sensitive and resistant species and are active against all or some developmental stages. Examples of the pest include the following.

  From the order of the Anoplura (Phthiraptera), for example, Damarinia spp., Haematopinus spp., Linognathus spp., Pediculus spp., Trichodectus Species (Trichodectes spp.).

  From the order of the Arachnida, for example, Acarus siro, Aceria sheldoni, Aculops spp., Aculus spp., Amblyomma spp. ), Argas spp., Boophilus spp., Brevipalpus spp., Bryobia praetiosa, Choriooptes spp., Delmanius gallinae ( Dermanyssus gallinae), Eotetranychus spp., Epitrimerus pyri, Eutetranychus spp., Eriophyes spp., Hemitarsonemus sp. ), Hyalomma spp., Ixodes spp., Latrodectus mactans, Metatetranychus spp., Oligonychus spp., Ornithodoros spp., Panonychus spp., Phyllocoptruta oleivora, Polyphagotarso Polyphagotarsonemus latus, Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp. Ma, Scorpio scorpio ), Stenotarsonemus spp., Tarsonemus spp., Tetranychus spp., Vasates lycopersici.

  From the order of the Bivalva, for example, Dreissena spp.

  From the order of the Chilopoda, for example, Geophilus spp., Scutigera spp.

  From the order of the Coleoptera, for example, Acanthoscelides obtectus, Adoretus spp., Agelastica alni, Agriotes spp., Amphimaron Solstiti Alice (Amphimallon solstitialis), Anobium punctatum (Anoplophora spp.), Anthonomus spp., Anthrenus spp., Apogonia sp. Atomaria spp., Atagegenus spp., Bruchidius obtectus, Buruchus spp., Ceutorhynchus spp., Cleonus mendicus), Conoderus spp., Cosmopolites s pp.), Costelytra zealandica, Curculio spp., Cryptorhynchus lapathi, Dermestes spp., Diabrotica spp., Epilacina Species (Epilachna spp.), Faustinus cubae, Gibbium psylloides, Heteronychus arator, Hylamorpha elegans, Hirotopes b rups (Hypera postica), Hypothenemus spp., Lachnosterna consanguinea, Leptinotarsa decemlineata, Lissorhoptrus L. sp. , Lyctus spp., Meligethes aeneus, Melolontha melolontha, Migdolus spp., Monochamus spp., Naupactus xanthograph Naupactus xanthographus, Niptus hololeucus, Oryctes rhinoceros, Oryzaephilus surinamensis, Otiorrhynchus sulcatus, Otiorrhynchus sulcatus Phaedon cochleariae), Phyllophaga spp., Polya japonica, Premnotrypes spp., Psylliodes chrysocephala, Ptinus sp. , Rhizobius ventralis, Rhizopertha dominica, Sitophilus spp., Sphenophorus spp., Sternechus spp., Sphymeth phys .), Tenebrio molitor, Tribolium spp., Trogoderma spp., Tychius spp., Xylotrechus spp., Zabrus (Zabrus spp.).

  From the order of the Collembola, for example, Onychiurus armatus.

  From the order of the Dermaptera, for example, Forficula auricularia.

  From the order of the Diplopoda, for example, Blaniulus guttulatus.

  From the order of the Diptera, for example, Aedes spp., Anopheles spp., Bibio hortulanus, Calliphora erythrocephala, Ceratitis capitata , Chrysomyia spp., Cochliomyia spp., Cordylobia anthropophaga, Culex spp., Cuterebra spp., Dacus oleae oleae), Dermatobia hominis, Drosophila spp., Fannia spp., Gastrophilus spp., Hylemyia spp., Hipobosca Species (Hyppobosca spp.), Hypoderma spp., Liriomyza spp., Rushi Lucilia spp., Musca spp., Nezara spp., Oestrus spp., Oscinella frit, Pegomyia hyoscyami ), Horbia spp., Stomoxys spp., Tabanus spp., Tannia spp., Tipula paludosa, Wallfarcia Species (Wohlfahrtia spp.).

  For example, Arion spp., Biomphalaria spp., Bulinus spp., Deroceras spp., Galba species of Gastropoda spp.), Limnaea spp., Oncomelania spp., Succinea spp.

  From the order of the Helminths, for example, Ancylostoma duodenale, Ancylostoma ceylanicum, Acylostoma braziliensis, Acylostoma sp. ), Ascaris spp., Brugia malayi, Brugia timori, Bunostomum spp., Chabertia spp., Clonorchis spp.), Cooperia spp., Dicrocoelium spp, Dictyocaulus filaria, Diphyllobothrium latum, Dracunculus medinensis, Dracunculus medinensis Ranulosus (Echinococcus granulosus), Echinococcus multilocularis, Enterobius vermicularis, Faciola spp., Haemonchus spp., Heterakis sp. (Eter) , Hymenolepis nana, Hyostronulus spp., Loa Loa, Nematodirus spp., Oesophagostomum spp., Opistrokiss Genus species (Opisthorchis spp.), Onchocerca volvulus, Ostertagia spp., Paragonimus spp., Schistosomen spp., Strongyloides fuelleborni), Strongiroides stercorari (Strongyloides stercoralis), Stronyloides spp., Taenia saginata, Taenia solium, Trichinella spiralis, Trichinella nativa, Trichinella nativa, Trichinella nativa Trichinella britovi, Trichinella nelsoni, Trichinella pseudopsiralis, Trichostrongulus spp., Trichuris trichuria, Wuchereria bancrofti.

  Furthermore, protozoa such as Eimeria can also be controlled.

  From the order of the Heteroptera, for example, Anasa tristis, Antestiopsis spp., Blissus spp., Calocoris spp., Campylonma libida ( Campylomma livida, Cavelerius spp., Cimex spp., Creontiades dilutus, Dasynus piperis, Dichelops furcatus, Dichelops furcatus Hewechi (Diconocoris hewetti), Dysdercus spp., Euschistus spp., Eurygaster spp., Heliopeltis spp., Horcias nobilell, us Leptocorisa spp., Leptoglossus phyllopus , Lygus spp., Macropes excavatus, Miridae, Nezara spp., Oebalus spp., Pentomidae, Piesma quadrata ( Piesma quadrata, Piezodorus spp., Psallus seriatus, Pseudacysta persea, Rhodnius spp., Sahlbergella sularular, ishlbergella singular (Scotinophora spp.), Stephanitis nashi, Tibraca spp., Triatoma spp.

  From the order of the Homoptera, for example, Acyrthosipon spp., Aeneolamia spp., Agonoscena spp., Alleurodes spp. barodensis), Aleurothrixus spp., Amrasca spp., Anuraphis cardui, Aonidiella spp., Aphanostigma piri, Aphanostigma piri, Aphanostigma piri, Aphanostigma piri Genus species (Aphis spp.), Arboridia apicalis, Aspidiella spp., Aspidiotus spp., Atanus spp., Aulacorthum solani , Bemisia spp., Brachycaudus helichrysii, Brachycolus spp., Brevicoryne brassicae, Calligypona marginata, Carneocephala fulgida, Ceratovacuna lanige, copter, Ceratovacuna lanigera Ceroplastes spp., Chaetosiphon fragaefolii, Chionaspis tegalensis, Chlorita onukii, Chromaphis juglandics, phalus fry・ Cicadulina mbila, Coccomytilus halli, Coccus spp., Cryptomyzus ribis, Dalbulus spp., Diareurode Species (Dialeurodes spp.), Diaphorina spp., Diaspis spp., Doralis spp., Drosicha spp., Dysaphis spp.), Dysmicoccus spp., Empoasca spp., Eriosoma spp., Erythroneura spp., Eucelis bilobatus, Gecox Geophaccus coffeae, Homalodisca coagulata, Hyalopterus arundinis, Icerya spp., Idiocerus spp., Idiocerus spp. Delofax striatellus, Lecanium spp., Lepidosaphes spp. Lipaphis erysimi, Macrosiphum spp., Mahanarva fimbriolata, Melanaphis sacchari, Metcalfiella spp. Monellia costalis, Monelliopsis pecanis, Myzus spp., Nasonovia ribisnigri, Nepototix spp., Nephotettix sp, Nilaparbata pargen s Oncometopia spp., Orthezia praelonga, Parabemisia myricae, Paratrioza spp., Parlatria spp., Pemphig spp. us spp.), Peregrinus maidis, Phenacoccus spp., Phlooeomyzus passerinii, Phorodon humuli, Phyloxera spp. Phylloxera sp. (Pinnaspis aspidistrae), Planococcus spp., Protopulvinaria pyriformis, Pseudaulacaspis pentagona, Pseudococcus spp., Pseudococcus spp. Psylla spp., Pteromalus spp., Pyrilla spp., Quadraspidiotus spp., Quesada gigas, Rastrococcus spp. ), Rhopalosiphum spp., Saissetia spp.), Scaphoides titanus, Schizaphis graminum, Selenaspidus articulatus, Sogata spp., Sogatala ogdes (Sogatella furcdes) spp.), Stictocephala festina, Tenalaphara malayensis, Tinocallis caryaefoliae, Tomaspis spp., Toxoptera sp. Toxoptera sp・ Vapolariorum (Trialeurodes vaporariorum), Trioza spp., Typhlocyba spp., Unaspis spp., Viteus vitifolii.

  From the order of the Hymenoptera, for example, Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Vespa spp .).

  From the order of the Isopoda, for example, Armadillidium vulgare, Oniscus asellus, Porcellio scaber.

  From the order of the Isoptera, for example, Reticulitermes spp., Odontotermes spp.

  From the order of the Lepidoptera, for example, Acronicta major, Aedia leucomelas, Agrotis spp., Alabama argillacea, Anticarsia spp. ), Barathra brassicae, Bucculatrix thurberiella, Bupalus piniarius, Cacoecia podana, Capua reticulana, Capua reticulana, capocasa Cheimatobia brumata, Chilo spp., Choristoneura fumiferana, Clysia ambiguella, Cnaphalocerus spp., Arias insana (E ulana), Ephestia kuehniella, Euproctis chrysorrhoea, Euxoa spp., Feltia spp., Galleria Helipa (Galleria elipa) spp.), Heliothis spp., Hofmannophila pseudospretella, Homona magnanima, Hyponomeuta padella, Laphygma spp., Laphygma spp. Blanchardella (Lithocolletis blancardella), Lithophane antennata, Loxagrotis albicosta, Lymantria spp., Malacosoma neustria, Mamestra brassicae ), Mocis repanda, Mythimna separata, Oria spp., Oulema oryzae, Panolis flammea, Pectinophora gosypiera , Phyllocnistis citrella, Pieris spp., Plutella xylostella, Prodenia spp., Pseudaletia spp., Pseudaletia inculden Pseudoplusia includens, Pyrausta nubilalis, Spodoptera spp., Thermesia gemmatalis, Tinea pellionella, Tineola bisselli, Tineola bisselli viridana), Toriko Lucia species (Trichoplusia spp.).

  From the order of the Orthoptera, for example, Acheta domesticus, Bratta orientalis, Blattella germanica, Gryllotalpa spp., Leucophaea maderae Locusta spp., Melanoplus spp., Periplaneta americana, Schistocerca gregaria.

  From the order of the Siphonaptera, for example, Ceratophyllus spp., Xenopsylla cheopis.

  The order of the Symphyla, for example, Scutigerella immaculata.

  From the order of the Thysanoptera, for example, Baliothrips biformis, Enneothrips flavens, Frankliniella spp., Heliothrips spp., Helinotrips femoralis, Kakothrips spp., Ripiphorothrips cruentatus, Scirtothrips spp., Taeniothrips cardamp, Thrips sp.

  From the order of the Thysanura, for example, Lepisma saccharina.

  The pesticide composition of the present invention comprises economically important transgenic and ornamental plants of useful plants, such as gramineous crops such as wheat, barley, rye, oats, sorghum and millet, rice and corn, or , Sugar beet, cotton, soybean, rapeseed, potato, tomato, pea and other vegetable crops. The composition of the present invention is preferably resistant to the phytotoxic effects of the herbicides in useful plant crops that are resistant to the phytotoxic effects of the herbicides or by recombinant methods. It can be used as a herbicide in useful plant crops as indicated.

  When the pesticide composition of the present invention is used in a transgenic crop, in addition to the effects on harmful plants found in other crops, in many cases specific effects for application in the transgenic crop, such as control. Modified or particularly expanded spectrum of possible weeds, modified application rates that can be used for application, preferably good combination properties with herbicides to which the transgenic crop is resistant, as well as the transgenic Effects on crop plant growth and yield are observed.

  Crop plants can also be genetically modified or can be obtained by selection of mutants.

  The pesticidal composition of the invention, in particular the insecticide composition, can be present in the form of a formulation mixed with further pesticidal active ingredients and customary auxiliaries and additives, where appropriate. Such mixed preparations are diluted with water and applied in a conventional manner), or tank mixes by diluting separately formulated components or partially separately formulated components together with water Can be prepared in the form known as

  The insecticide composition of the present invention can be applied in a conventional manner, for example, at a rate of about 5 to 4000 L / ha, using water as a carrier in the spray mixture. In addition, the composition can be applied by methods known as low-volume method and ultra-low-volume method (ULV).

  Further, the pesticide composition of the present invention usually contains one or more pesticidal active ingredients (eg, herbicide, fungicide) other than the pesticide (a) in order to supplement the characteristic profile. A small amount can be contained.

  Thereby, in order to control many possibilities for combining a plurality of pesticidal active ingredients together and harmful organisms (eg harmful plants in crop plants) without departing from the spirit of the present invention There are many possibilities for using them together.

  Surprisingly, the microemulsion concentrate of the present invention provides a stable microemulsion when diluted with water without the use of an alcoholic solvent.

  The microemulsion concentrates and microemulsions of the present invention exhibit advantageous physical behavior in application. During application, the pesticidal active ingredient is present in a spray tank in a homogeneous distribution, thereby enabling a homogeneous application to crops or cultivated land. Even a mixture (tank mix) formed in a spray tank such as an aqueous solution, suspension, emulsion or suspension emulsion is stable.

  The agrochemical composition of the present invention has significant biological activity and preferably acts synergistically. Such effects can, inter alia, reduce application rates, control a wider range of pests, eliminate imbalances in control, more rapid and reliable activity, longer activity, only one application or It enables complete control of pests with a small number of applications and an extended application window for application.

Claims (18)

  (A) In addition to fipronil and fipronil, optionally one or more insecticidal active ingredients, (b) etanol, (c) one or more anionic surfactants, and (d) one or more nonionic surfactants A microemulsion and its concentrate.   The microemulsion and its concentrate according to claim 1, comprising only fipronil as component (a).   The microemulsion and its concentrate according to claim 1, comprising fipronil as component (a) mixed with triazophos.   The microemulsion and concentrate thereof according to claim 1, comprising fipronil as component (a) mixed with one or more insecticidal active ingredients selected from cypermethrin, deltamethrin, imidacloprid and amitraz. .   As component (c), optionally alkoxylated hydrocarbon sulfates, sulfonates, phosphates and phosphonates, preferably alkylaryl sulfonates, alkylaryl polyglycol ether phosphate sulfates, alkylaryls One or more anionic surfactants selected from the group of polyglycol ether phosphate sulfonates, alkyl ether sulfates, alkyl sulfates, alkyl sulfonates, alkyl polyglycol ether phosphates and alkylaryl polyglycol ether phosphates The microemulsion and the concentrate thereof according to claim 1, comprising: As component (d), alkoxylates, preferably alkylaryl polyalkoxylates, alkylene oxide block copolymers, polyalkylene oxides optionally substituted with C ₁₀ -C ₂₂ -hydrocarbon groups, alkoxylated oils s, alkoxylated C _{10 -C} 22 _- includes one or more nonionic surfactants selected from the group of aliphatic amines, microemulsions and according to one or more of claims 1 to 5 Thick thing.   7. Microemulsion and concentrates according to one or more of claims 1 to 6, additionally comprising customary auxiliaries and additives.   8. A method of preparing a microemulsion concentrate according to one or more of claims 1 to 7, wherein the components are mixed.   Use of a microemulsion concentrate according to one or more of claims 1 to 8 for preparing a microemulsion.   (A) in addition to fipronil and fipronil, optionally one or more insecticidal active ingredients, (b) etinal, (c) one or more anionic surfactants, (d) one or more nonionic surfactants, and (E) Agrochemical composition containing water.   11. Agrochemical composition according to claim 10, additionally comprising customary adjuvants and additives.   12. Agrochemical composition according to claim 10 or 11, in the form of a microemulsion or in the form of a spraying mixture obtainable therefrom.   An agrochemical composition obtainable by diluting the microemulsion concentrate according to one or more of claims 1 to 7 with water.   14. A method for preparing an agrochemical composition according to one or more of claims 10 to 13, wherein the ingredients are mixed.   A method for controlling harmful organisms, the method comprising applying an effective amount of the agrochemical composition according to one or more of claims 1 to 7 or 10 to 13 to a pest or a place where they live.   A method for controlling undesired vegetation, wherein an effective amount of the agrochemical composition according to one or more of claims 1 to 7 or 10 to 13 is grown on harmful plants, plant parts, plant seeds or plants. Applying to the area where   Use of the agrochemical composition according to one or more of claims 1 to 7 or 10 to 13 for controlling harmful organisms.   18. Use according to claim 17, wherein the harmful organism is a harmful plant.