WO2010149274A2

WO2010149274A2 - Use of active ingredient combinations having insecticidal properties for controlling pests from the family of stink bugs

Info

Publication number: WO2010149274A2
Application number: PCT/EP2010/003498
Authority: WO
Inventors: Reiner Fischer; Konrad Kemper; Agostino Michael KLÜKEN; Leonardo Pitta; Francisco Leonel Junior Lozano
Original assignee: Bayer Cropscience Aktiengesellschaft
Priority date: 2009-06-23
Filing date: 2010-06-10
Publication date: 2010-12-29
Also published as: AR077069A1; WO2010149274A3

Abstract

The invention relates to the use of active ingredient combinations comprising known cyclic keto-enols and other known insecticidal agents for controlling pests from the family of stink bugs (pentatomidae).

Description

Use of active ingredient combinations having insecticidal properties for combating animal pests of the family of spotted bugs

The present invention relates to the use of active compound combinations which consist of known cocaine ketoenols on the one hand and other known insecticidal active compounds on the other hand, for controlling pests of the family ueπschen

Stinkbugs (Pentatomidae).

It is already known that certain cyclic ketoenols possess herbicidal, insecticidal and acaricidal properties. The effectiveness of these substances is good, but can be desired at low application rates in some cases.

Known to have insecticidal and / or acaricidal activity in this case are lH-3-arylpyrrolidine

2,4-dione derivatives from WO 06/089633.

The use of dinotefuran, clothianidin, thiacloprid and thiamethoxam against stink bug in rice is described in JP 2005 213270, JP 2008 243809 and JP 2008 088058. Also known are mixtures of compounds from WO 06/089633 with other insecticides and / or acaricides (WO 2009/039951) and mixtures of spirotetramat and

Chloronicotinylen (WO 01/89300, WO 2008/006516) and their action against stink bugs (WO 2009/000443). The use of the spirotetramat-imidaclopπd drug combination against the brown spotted bug (Euschistus heros) in a field trial is described in Journal of Economic Entomology, vol. 102, no. 3, 2009, 1209-1216.

It has now been found that active substance combinations containing at least one compound of the formula (I)

in which

Y C _r C ₄ alkyl, halogen or C _r C ₄ alkoxy; A, B and the carbon atom to which they are attached are C 3 -C 9 -cycloalkyl which is optionally substituted by C 1 -C ₄ -alkyl or Q -C ₄ optionally containing one or two oxygen and / or sulfur atoms which are not directly adjacent to one another -Alkoxy-Ci-C ₂ - alkyl-substituted alkylenediyl or is substituted by an alkylenedioxy group which forms a further five- to six-membered ring with the carbon atom to which it is attached,

(known from WO 06/089633)

and at least one agonist or antagonist of acetylcholine receptors,

in particular a compound of the following formulas

.

Imidacloprid (Al) is known from EP-A-OO 192060

and or

^N CN

Acetamiprid (A2) known from WO 91/04965

and or

Thiamethoxam (A3) is known from EP-A-00580553 and or

Nitenpyram (A4) is known from EP-A-00302389

and or

Thiacloprid (A5) is known from EP-A-00235725

and or

Dinotefiαran (A6) known from EP-A-00649845 and / or

Clothianidin (A7) is known from EP-A-00376279

and or

Imidaclothiz (A8) known from EP A 00192060

Particularly suitable for controlling insects of the family of the Stink bug (Pentatomidae) in crops such as soybean, cotton, corn, rice and cereals.

Surprisingly, the insecticidal activity of the active compound combinations according to the invention against stink bugs from the family of Pentatomidae with significantly lower application rates is equal to or higher than the commercial standard Movento plus. There is an unpredictable true synergistic effect and not just an effect supplement. In addition, the mixture is characterized by more favorable toxicological and ecological properties compared to commercially available standards.

Preference is given to active compound combinations comprising the compounds of the formula (I) in which the radicals have the following meanings:

Y is preferably chlorine, bromine, iodine, methyl, ethyl or methoxy,

A, B and the carbon atom to which they are attached are preferably C5-C6-

Cycloalkyl which is substituted by an optionally containing an oxygen atom optionally substituted by methyl, ethyl or methoxymethyl alkylene or by an alkylenedioxy group which forms a further five- or six-membered ring with the carbon atom to which it is attached.

Particularly preferred are combinations of active substances containing compounds of the formula (I) in which the radicals have the following meanings:

Y is particularly preferably chlorine, bromine, methyl, ethyl or methoxy,

A, B and the carbon atom to which they are attached are particularly preferably C 3 -C 6 -cycloalkyl which is substituted by a C 4 -C 5 -alkylenedioxy group which is optionally monounsaturated with the carbon atom to which it is attached form double substituted by methyl 5-ring or 6-ring ketal. Very particular preference is given to active compound combinations comprising compounds of the formula (I) in which the radicals have the following meaning:

Y very particularly preferably represents chlorine, bromine or methyl,

A, B and the carbon atom to which they are attached particularly preferably represent saturated Cg-cycloalkyl, which is substituted with a C ₄ -C ₅ -Alkylendioxyl-group with the carbon atom to which it is attached, a 5 Ring or 6-ring ketal forms.

Particularly preferred are combinations of active substances containing compounds of the formula (I) in which the substituents Y, A and B have the definitions given in the table:

Of particular interest are the following active substance combinations:

0-1) + (Al), 0-1) + (A2), 0-1) + (A3), 0-1) + (A4), 0-1) + (A5), 0-1) + (A6), 0-1) + (A7), 0-1) + (A8), (1-2) + (Al), (1-2) + (A2), (1-2) + (A3 ), (1-2) + (A4), (1-2) + (A5), (1-2) + (A6), (1-2) + (A7), (1-2) + (A8 ), (1-3) + (Al), (1-3) + (A2), (1-3) + (A3), (1-3) + (A4), (1-3) + (A5 ), (1-3) + (A6), (1-3) + (A7), 0-3) + (A8), (1-4) + (Al), (1-4) + (A2) , (1-4) + (A3), 0-4) + (A4), (1-4) + (A5), (1-4) + (A6), (1-4) + (A7), (1-4) + (A8), (1-5) + (Al), (1-5) + (A2), (1-5) + (A3), (1-5) + (A4), (1-5) + (A5), (1-5) + (A6), (1-5) + (A7), (1-5) + (A8), (1-6) + (Al), (1-6) + (A2), (1-6) + (A3), (1-6) + (A4), (1-6) + (A5), (1-6) + (A6), (1-6) + (A7), (1-6) + (A8).

In addition, the active ingredient combinations may also contain other fungicidal, acaricidal or insecticidal components.

If the active ingredients in the erfϊndungsgemäßen drug combinations in certain weight ratios are present, the improved effect is particularly clear. However, the weight ratios of the active ingredients in the drug combinations can be varied within a relatively wide range. In general, the combinations according to the invention contain active compounds of the formula (I) and the mixing partner in the preferred and particularly preferred mixing ratios given in the table below:

* the mixing ratios are based on weight ratios. The ratio is to be understood as active substance of the formula (I): Mixture partner:

The active ingredient combinations are suitable for good plant tolerance and favorable toxicity to warm-blooded creatures for combating stink bugs (family Pentatomidae) in soy, corn, rice, cereals (wheat, barley, rye, oats, triticale), cotton, fruit, citrus and vegetables

Particularly preferred is the control of Stink bug (Pentatomidae) in soybean.

Preference is given from the family of the Stink Bug (Pentatomidae): Antestiopsis spp., Dichelops spp., Eurygaster spp., Euschistus spp., Nezara spp., Oebalus spp., Piezodorus spp. and Scothinophora spp. in cultures such as e.g. Cereals, rice, corn, cotton and soya, as well as fruits, citrus and vegetables.

Particularly preferred are from the family of Stink bug (Pentatomidae): Antestiopsis spp., Dichelops spp., Euschistus spp., Nezara spp., Oebalus spp., Piezodorus spp. and Scothinophora spp. in cultures such as e.g. Cereals, rice, corn, cotton and soya, as well as fruits, citrus and vegetables.

Very particularly preferred are from the family of Stink bug (Pentatomidae): Dichelops spp., Euschistus spp. and Piezodorus spp ..

According to the invention, all plants and parts of plants can be treated. In this context, plants are understood as meaning all plants and plant populations, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants). Crop plants can be plants produced by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or

Combinations of these methods can be obtained, including transgenic plants and including those protected by plant breeders' rights or non-protectable plant varieties. The term "plant parts" is intended to mean all aboveground and subterranean parts and organs of the plants, such as shoot, leaf, flower and root, examples of which include leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, and roots, tubers and

Rhizomes are listed. The plant parts also include crops and vegetative and generative propagation material, such as cuttings, tubers, rhizomes, offshoots and seeds. The treatment according to the invention of the plants and plant parts with the active ingredient takes place directly or by acting on their environment, habitat or storage space according to the usual treatment methods, eg by dipping, spraying, evaporating, atomizing, spreading, spreading, injecting and in propagation material, in particular in seeds, furthermore by single or multi-layer wrapping.

As already mentioned above, according to the invention all plants and their parts can be treated. In a preferred embodiment, wild-type or plant species obtained by conventional biological breeding methods, such as crossing or protoplast fusion, and plant cultivars and their parts are treated.

The treatment method according to the invention is preferably based on genetically modified

Organisms such as plants or plant parts used.

Genetically modified plants, so-called transgenic plants, are plants in which a heterologous gene has been stably integrated into the genome.

The term "heterologous gene" essentially means a gene that is provided or assembled outside the plant and that when introduced into the nuclear genome, the

Chloroplast genome or the hypochondrial genome of the transformed plant by conferring new or improved agronomic or other properties by expressing a protein or polypeptide of interest or by downregulating another gene present in the plant or other genes present in the plant switches off (for example by means of antisense technology, cosuppression technology or RNAi technology [RNA Interference]).

A heterologous gene present in the genome is also referred to as a transgene. A transgene defined by its specific presence in the plant genome is referred to as a transformation or transgenic event.

Depending on the plant species or plant cultivars, their location and their growth conditions (soils, climate, vegetation period, diet), the treatment according to the invention can also lead to superadditive ("synergistic") effects. Thus, for example, the following effects are possible, which go beyond the expected effects: reduced application rates and / or extended spectrum of action and / or increased efficacy of the active ingredients and compositions that can be used according to the invention, better plant growth, increased tolerance to high or low

Temperatures, increased tolerance to dryness or water or soil salt content, increased flowering, crop relief, maturing, higher yields, larger fruits, greater plant height, intense green color of the leaf, earlier flowering, higher quality and / or higher nutritional value of the harvested products, higher sugar concentration in the fruits, better shelf life and / or processability of the harvested products.

At certain application rates, the active compound combinations according to the invention can also exert a strengthening effect on plants. They are therefore suitable for mobilizing the plant defense system against attack by undesirable phytopathogenic fungi and / or

Microorganisms and / or viruses. This may optionally be one of the reasons for the increased effectiveness of the combinations according to the invention, for example against fungi. Plant-strengthening (resistance-inducing) substances in the present context should also mean those substances or combinations of substances which are able to stimulate the plant defense system such that the treated plants, when subsequently inoculated with undesirable phytopathogenic fungi and / or microorganisms and / or viruses a considerable degree of resistance to these unwanted phytopathogenic fungi and / or microorganisms and / or viruses. In the present case, phytopathogenic fungi, bacteria and viruses are understood to be undesirable phytopathogenic fungi and / or microorganisms and / or viruses. The substances according to the invention can therefore be employed for the protection of plants against attack by the mentioned pathogens within a certain period of time after the treatment. The period of time over which a protective effect is achieved generally extends from 1 to 10 days, preferably 1 to 7 days, after the treatment of the plants with the active substances.

Plants which are further preferably treated according to the invention are resistant to one or more biotic stress factors, i. H. These plants have an improved defense against animal and microbial pests such as nematodes, insects, mites, phytopathogenic fungi, bacteria, viruses and / or viroids.

In addition to the aforementioned plants and plant varieties, those which are resistant to one or more abiotic stress factors may also be treated according to the invention.

Abiotic stress conditions may include, for example, drought, cold and heat conditions, osmotic stress, waterlogging, increased soil salinity, increased exposure to minerals, ozone conditions, high light conditions, limited availability of nitrogen nutrients, limited availability of phosphorous nutrients, or avoidance of shade.

Plants and plant varieties which can also be treated according to the invention are those

Plants that are characterized by increased yield properties. An increased yield can in these plants z. Improved plant physiology, improved plant growth, and improved plant development, such as water utilization efficiency, water retention efficiency, improved nitrogen utilization, increased carbon assimilation, improved photosynthesis, based on increased germination power and accelerated Abreife. The yield may be further influenced by improved plant architecture (under stress and non-stress conditions), including early flowering, flowering control for hybrid seed production, seedling vigor, plant size, internode count and spacing, root growth, seed size, fruit size, Pod size, pod or ear number, number of seeds per pod or ear, seed mass, increased seed filling, reduced seed drop, reduced pod popping and stability. Other yield-related traits include seed composition such as carbohydrate content, protein content, oil content and composition, nutritional value, reduction of nontoxic compounds, improved processability, and improved shelf life.

Plants which can be treated according to the invention are hybrid plants which already express the properties of heterosis or hybrid effect, which generally leads to higher yield, higher vigor, better health and better resistance to biotic and abiotic stress factors. Such plants are typically produced by crossing an inbred male sterile parental line (the female crossover partner) with another inbred male fertile parent line (the male crossbred partner). The hybrid seed is typically harvested from the male sterile plants and sold to propagators. Pollen sterile plants can sometimes be produced (eg in maize) by delaving (i.e., mechanically removing male genitalia or male flowers); however, it is more common for male sterility to be due to genetic determinants in the plant genome. In this case, especially when the desired product, as one wants to harvest from the hybrid plants, is the seeds, it is usually beneficial to ensure that the pollen fertility in hybrid plants containing the genetic determinants responsible for male sterility , completely restored. This can be achieved by ensuring that the male crossing partners have appropriate

Have fertility restorer genes capable of restoring pollen fertility in hybrid plants containing the genetic determinants responsible for male sterility. Genetic determinants of pollen sterility may be localized in the cytoplasm. Examples of cytoplasmic male sterility (CMS) have been described, for example, for Brassica species. However, genetic determinants of pollen sterility may also be localized in the nuclear genome. Pollen sterile plants can also be obtained using plant biotechnology methods such as genetic engineering. A particularly convenient means of producing male-sterile plants is described in WO 89/10396, wherein, for example, a ribonuclease such as a barnase is selectively expressed in the tapetum cells in the stamens. The fertility can then be restorated by expression of a ribonuclease inhibitor such as barstar in the tapetum cells. Plants or plant varieties (obtained by methods of plant biotechnology, such as genetic engineering) which can be treated according to the invention are herbicidally tolerant plants, ie plants that have been tolerated to one or more given herbicides. Such plants can be obtained either by genetic transformation or by selection of plants containing a mutation conferring such herbicide tolerance.

Herbicide-tolerant plants are, for example, glyphosate-tolerant plants, i. H. Plants tolerant to the herbicide glyphosate or its salts. Thus, for example, glyphosate-tolerant plants can be obtained by transforming the plant with a gene encoding the enzyme 5-enolpyruvylshikimate-3-phosphate synthase (EPSPS).

Examples of such EPSPS genes are the AroA gene (mutant CT7) of the bacterium Salmonella typhimurium, the CP4 gene of the bacterium Agrobacterium sp., The genes for a EPSPS from the petunia, for a EPSPS from the tomato or for a Encoding EPSPS from Eleusine. It can also be a mutated EPSPS. Glyphosate-tolerant plants can also be obtained by expressing a gene encoding a glyphosate oxidoreductase enzyme. Glyphosate-tolerant plants can also be obtained by expressing a gene encoding a glyphosate acetyltransferase enzyme. Glyphosate-tolerant plants can also be obtained by selecting plants which select for naturally occurring mutations of the above mentioned genes.

Other herbicide-resistant plants are, for example, plants which have been tolerated to herbicides which inhibit the enzyme glutamine synthase, such as bialaphos, phosphinotricin or glufosinate. Such plants can be obtained by expressing an enzyme which detoxifies the herbicide or a mutant of the enzyme glutamine synthase, which is resistant to inhibition. Such an effective detoxifying enzyme is, for example, an enzyme encoding a phosphinotricin acetyltransferase (such as the bar or pat

Protein from Streptomyces species). Plants expressing an exogenous phosphinotricin acetyltransferase have been described.

Further herbicide-tolerant plants are also plants tolerant to the herbicides which inhibit the enzyme hydroxyphenylpyruvate dioxygenase (HPPD). The hydroxyphenylpyruvate dioxygenases are enzymes that catalyze the reaction in which para-hydroxyphenylpyruvate (HPP) is converted to homogentisate. Plants tolerant to HPPD inhibitors can be transformed with a gene encoding a naturally occurring resistant HPPD enzyme or a gene encoding a mutant HPPD enzyme. Tolerance to HPPD inhibitors can also be achieved by transforming plants with genes encoding certain enzymes that inhibit the formation of homogentisate despite inhibition of the native HPPD enzyme by the Enable HPPD inhibitors. The tolerance of plants to HPPD inhibitors can also be improved by transforming plants with a gene coding for a prephenate dehydrogenase enzyme in addition to a gene coding for an HPPD-tolerant enzyme.

Further herbicide-resistant plants are plants which are resistant to acetolactate synthase (ALS) -

Inhibitors have been tolerant. Examples of known ALS inhibitors include sulfonylurea, imidazolinone, triazolopyrimidines, pyrimidinyloxy (thio) benzoates and / or sulfonylaminocarbonyltriazolinone herbicides. It is known that various mutations in the enzyme ALS (also known as acetohydroxy acid synthase, AHAS) confer tolerance to different herbicides or groups of herbicides. The preparation of sulfonylurea tolerant plants and imidazolinone tolerant plants is described in International Publication WO 1996/033270. Other sulfonylurea and imidazolinone tolerant plants are also disclosed in e.g. WO 2007/024782 described.

Other plants that are tolerant to imidazolinone and / or sulfonylurea, by induced mutagenesis, selection in cell cultures in the presence of the herbicide or by

Mutation breeding can be obtained.

Plants or plant varieties (obtained by plant biotechnology methods such as genetic engineering) which can also be treated according to the invention are insect-resistant transgenic plants, i. Plants that have been made resistant to attack by certain target insects. Such plants can be through genetic transformation or through

Selection of plants containing a mutation that confers such an insect resistance can be obtained.

The term "insect-resistant transgenic plant" as used herein includes any plant containing at least one transgene comprising a coding sequence encoding:

1) an insecticidal crystal protein from Bacillus thuringiensis or an insecticidal part thereof, such as the insecticidal crystal proteins described online at: http://www.lifesci.sussex.ac.uk/Home/Neil Crickmore / Bt /, or insecticidal parts thereof, eg Proteins of the cry protein classes CrylAb, CrylAc, CrylF, Cry2Ab, Cry3Ae or Cry3Bb or insecticides

Parts of it; or

2) a crystal protein from Bacillus thuringiensis or a part thereof, in the presence of a second, different crystal protein as Bacillus thuringiensis or a part thereof insecticide acts like the binary toxin consisting of the crystal proteins Cy34 and Cy35; or

3) an insecticidal hybrid protein comprising parts of two different Bacillus thuringiensis insecticidal crystal proteins, such as a hybrid of the proteins of 1) above or a hybrid of the proteins of 2) above, e.g. The protein

CrylA.105 produced by the corn event MON98034 (WO 2007/027777); or

4) a protein according to any of items 1) to 3) above, in which some, in particular 1 to 10, amino acids have been replaced by another amino acid in order to achieve a higher insecticidal activity against a target insect species and / or the spectrum of the corresponding To expand target insect species and / or due to changes induced in the coding DNA during cloning or transformation, such as the protein Cry3Bbl in maize events MON863 or MON88017 or the protein Cry3A in the maize event MIR 604;

5) an insecticidal secreted protein from Bacillus thuringiensis or Bacillus cereus or an insecticidal part thereof, such as the vegetative insecticidal proteins (VIPs) available at http://www.lifesci.sussex.ac.uk/home/ Neil_Crickmore / Bt / vip.html are cited, e.g. B. Proteins of protein class VIP3Aa; or

6) a secreted protein from Bacillus thuringiensis or Bacillus cereus which is insecticidal in the presence of a second secreted protein from Bacillus thuringiensis or B. cereus, such as the binary toxin consisting of the proteins VIPlA and VIP2A.

7) a hybrid insecticidal protein comprising parts of various secreted proteins of Bacillus thuringiensis or Bacillus cereus, such as a hybrid of the proteins of 1) or a hybrid of the proteins of 2) above; or

8) a protein according to any one of items 1) to 3) above, in which some, in particular 1 to 10, amino acids have been replaced by another amino acid in order to achieve a higher insecticidal activity against a target insect species and / or the spectrum of the corresponding Target species and / or due to changes induced in the coding DNA during cloning or transformation (the

Coding for an insecticidal protein), such as the protein VIP3Aa in the cotton event COT 102. Of course, insect-resistant transgenic plants in the present context also include any plant comprising a combination of genes encoding the proteins of any of the above classes 1 to 8. In one embodiment, an insect-resistant plant contains more than one transgene encoding a protein of any one of the above 1 to 8 in order to extend the spectrum of the corresponding target insect species or to delay the development of resistance of the insects to the plants by use different proteins which are insecticidal for the same target insect species, but have a different mode of action, such as binding to different receptor binding sites in the insect.

Plants or plant varieties (obtained by methods of plant biotechnology, such as genetic engineering), which can also be treated according to the invention, are tolerant of abiotic stressors. Such plants can be obtained by genetic transformation or by selection of plants containing a mutation conferring such stress resistance. Particularly useful plants with stress tolerance include the following:

a. Plants containing a transgene capable of reducing the expression and / or activity of the poly (ADP-ribose) polymerase (PARP) gene in the plant cells or plants.

b. Plants containing a stress tolerance-enhancing transgene capable of reducing the expression and / or activity of the PARG-encoding genes of the plants or plant cells;

c. Plants containing a stress tolerance enhancing transgene encoding a plant functional enzyme of the nicotinamide adenine dinucleotide salvage biosynthetic pathway, including nicotinamidase, nicotinate phosphoribosyltransferase, nicotinic acid mononucleotide adenyltransferase, nicotinamide adenine dinucleotide synthetase or nicotinamide phosphoribosyltransferase.

Plants or plant varieties (obtained by plant biotechnology methods such as genetic engineering) which can also be treated according to the invention have a changed amount, quality and / or storability of the harvested product and / or altered characteristics of certain components of the harvested product, such as:

1) Transgenic plants that synthesize a modified starch, with respect to their physicochemical properties, in particular the amylose content or the amylose / amylopectin ratio, the degree of branching, the average chain length, the distribution of side chains, the viscosity behavior, the gel strength, the starch grain size and / or starch grain morphology in comparison with the synthesized Strength is changed in wild-type plant cells or plants, so that this modified starch is better suited for certain applications.

2) Transgenic plants that synthesize non-starch carbohydrate polymers or non-starch carbohydrate polymers whose properties are altered compared to wild-type plants without genetic modification. Examples are plants that produce polyfructose, particularly of the inulin and levan type, plants that produce alpha-1,4-glucans, plants that produce alpha-1, 6-branched alpha-1,4-glucans, and plants that produce Produce alternan.

3) Transgenic plants that produce hyaluronan.

Plants or plant varieties (which are produced by methods of plant biotechnology, such as

Genetic engineering, were obtained), which can also be treated according to the invention are plants such as cotton plants with altered fiber properties. Such plants can be obtained by genetic transformation or by selection of plants containing a mutation conferring such altered fiber properties; these include:

a) plants such as cotton plants containing an altered form of cellulose synthase genes,

b) plants, such as cotton plants, containing an altered form of rsw2 or rsw3 homologous nucleic acids;

c) plants such as cotton plants having increased expression of sucrose phosphate synthase;

d) plants such as cotton plants with increased expression of sucrose synthase;

e) plants such as cotton plants in which the timing of the passage control of the Plasmodesmen is changed at the base of the fiber cell, z. By down-regulating the fiber-selective β-1,3-glucanase;

f) plants such as cotton plants with modified reactivity fibers, e.g. B. by

Expression of the N-acetylglucosamine transferase gene, including nodC, and chitin synthase genes.

Genetic engineering obtained), which can also be treated according to the invention are plants such as oilseed rape or related Brassica plants with altered properties of the

Oil composition. Such plants can be through genetic transformation or through Selection of plants containing a mutation conferring such altered oil properties; these include:

a) plants, such as oilseed rape plants, which produce oil of high oleic acid content;

b) plants such as oilseed rape plants, which produce oil with a low linolenic acid content.

c) plants such as rape plants that produce oil with a low saturated fatty acid content.

Particularly useful transgenic plants which can be treated according to the invention are plants having one or more genes coding for one or more toxins, the transgenic plants offered under the following commercial names: YIELD GARD® (for example maize, cotton, Soybeans), KnockOut® (for example corn),

BiteGard® (for example corn), BT-Xtra® (for example corn), StarLink® (for example corn), Bollgard® (cotton), Nucotn® (cotton), Nucotn 33B® (cotton), NatureGard® (for example Corn), Protecta® and NewLeaf® (potato). Herbicide-tolerant crops to be mentioned are, for example, corn, cotton and soybean varieties sold under the following tradenames: Roundup Ready® (glyphosate tolerance, for example corn, cotton, soybean), Liberty Link® (phosphinotricin tolerance, for example rapeseed) , IMI® (imidazolinone tolerance) and SCS® (sylphonylurea tolerance), for example corn. Herbicide-resistant plants (plants traditionally grown for herbicide tolerance) to be mentioned include the varieties sold under the name Clearfield® (for example corn).

Particularly useful transgenic plants that can be treated according to the invention are plants that contain transformation events, or a combination of transformation events, and that are listed, for example, in the files of various national or regional authorities (see, for example, http: // /gmoinfo.jrc.it/gmp browse.aspx and http://www.agbios.com/dbase.php).

The active compounds can be converted into the customary formulations, such as solutions, emulsions, wettable powders, water- and oil-based suspensions, powders, dusts, pastes, soluble powders, soluble granules, scattering granules, suspension-emulsion concentrates, active substance-impregnated natural substances, active substance impregnated synthetic materials, fertilizers and micro-encapsulants in polymeric materials.

These formulations are prepared in a known manner, for example by mixing the active compounds with extenders, ie liquid solvents and / or solid carriers, optionally with the use of surface-active agents, ie emulsifiers and / or Dispersants and / or foaming agents. The preparation of the formulations is carried out either in suitable systems or before or during use.

Excipients which can be used are those which are suitable for imparting special properties to the composition itself and / or preparations derived therefrom (for example spray liquor, seed dressing), such as certain technical properties and / or specific biological properties. Typical auxiliaries are: extenders, solvents and carriers.

As extender, e.g. Water, polar and non-polar organic chemical liquids e.g. from the classes of aromatic and non-aromatic hydrocarbons (such as paraffins, alkylbenzenes, alkylnaphthalenes, chlorobenzenes), alcohols and polyols (which may also be substituted, etherified and / or esterified), ketones (such as acetone, cyclohexanone), Esters (including fats and oils) and (poly) ethers, simple and substituted amines, amides, lactams (such as N-alkylpyrrolidones) and lactones, sulfones and sulfoxides (such as dimethyl sulfoxide).

In the case of using water as an extender, e.g. also organic solvents as

Auxiliary solvents can be used. Suitable liquid solvents are essentially: aromatics, such as xylene, toluene, or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, e.g. Petroleum fractions, mineral and vegetable oils, alcohols, such as butanol or glycol, and their ethers and esters,

Ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethyl sulfoxide, and water.

Suitable solid carriers are:

For example, ammonium salts and ground natural minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic minerals, such as finely divided silica, alumina and silicates, as solid carriers for granules in question: eg broken and fractionated natural rocks such Calcite, marble, pumice, sepiolite, dolomite and synthetic granules of inorganic and organic flours and granules of organic material such as paper, sawdust, coconut shells, corn cobs and tobacco stalks; suitable emulsifiers and / or foam formers are: for example nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkylsulfonates, alkyl sulfates, arylsulfonates and protein hydrolysates; suitable dispersants are nonionic and / or ionic substances, for example from the classes of alcohol POE and / or POP ethers, acid and / or POPPOE Esters, alkyl-aryl and / or POP-POE ethers, fatty and / or POP-POE adducts, POE and / or POP-polyol derivatives, POE and / or POP sorbitol or sugar adducts , Alkyl or aryl sulfates, sulfonates and phosphates or the corresponding PO ether adducts. Further suitable oligo- or polymers, for example starting from vinylic monomers, from acrylic acid, from EO and / or PO alone or in combination with, for example, (poly) alcohols or (poly) amines. Furthermore, find use lignin and its sulfonic acid derivatives, simple and modified celluloses, aromatic and / or aliphatic sulfonic acids and their adducts with formaldehyde.

Adhesives such as carboxymethylcellulose, natural and synthetic powdery, granular or latex-type polymers such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids such as cephalins and lecithins and synthetic phospholipids may be used in the formulations.

Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.

Other additives may be fragrances, mineral or vegetable optionally modified oils, waxes and nutrients (also trace nutrients), such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.

May also contain stabilizers such as cold stabilizers, preservatives,

Antioxidants, light stabilizers or other chemical and / or physical stability-improving agent.

The formulations generally contain between 0.01 and 98% by weight of active ingredient, preferably between 0.5 and 90%.

The active ingredient according to the invention may be present in its commercial formulations as well as in the formulations prepared from these formulations in admixture with other active ingredients such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth regulators, herbicides, safeners, fertilizers or semiochemicals.

The active substance content of the application forms prepared from the commercial formulations can vary within wide ranges. The active ingredient concentration of the use forms may be from 0.0000001 to 95% by weight of active ingredient, preferably between 0.0001 and 1% by weight. The application is done in a custom forms adapted to the application forms.

The good insecticidal activity of the active compound combinations according to the invention is evident from the examples below. While the individual active ingredients have weaknesses in effect, the combinations show an effect that goes beyond a simple action summation.

A synergistic effect is always present in insecticides when the effect of the active ingredient combinations is greater than the sum of the effects of the individually applied active ingredients.

The expected effect for a given combination of two drugs can be calculated according to S.R. Colby, Weeds 15 (1967), 20-22) as follows:

If

X means the degree of killing, expressed in% of the untreated control, when using the active substance A at a rate of m g / ha or in a concentration of m ppm,

Y is the degree of kill, expressed as% of untreated control, using the

Active ingredient B in an application rate of n g / ha or in a concentration of n ppm means and

E the degree of kill, expressed in% of the untreated control, when using the

Active substances A and B in amounts of m and n g / ha or in a concentration of m and n ppm,

then

XY

E = X + Y-100

If the actual insecticidal kill rate is greater than calculated, the combination is over-additive in its kill, i. there is a synergistic effect. In this case, the actually observed kill rate must be greater than the expected kill rate (E) value calculated from the above formula.

After the desired time the kill is determined in%. 100% means that all animals have been killed; 0% means that no animals were killed. Application examples:

Stinkbugs (Pentatomidae)

Very particularly preferred is the control of the following species from the family of Stink bug (Pentatomidae)

Antestiopsis orbitalus in soy

Dichelops furcatus in corn, soy and cereals

Dichelops melacanthus in corn, soy and cereals

Eurygaster intergriceps in cereals

Eurygaster maura in cereals

Euschistus heros in cotton, rice and soy

Euschistus servus in corn, soy, cotton and fruits and vegetables

Nezara hilare in cereals, cotton, soy and rice

Nezara viridula in soy, cotton, vegetables, citrus and fruit

Oebalus mexicana in rice and cereals

Oebalus poecilus in rice

Oebalus pug nose

Piezodorus guildinii in soy, rice and cotton

Scotinophara lurida in rice

Scotinophara coarctata in rice Highlighted is the control of the following species of the family of the Stink bug (Pentatomidae)

Antestiopsis orbitalus in soy

Dichelops furcatus in corn, soy and cereals

Dichelops melacanthus in corn, soy and cereals

Euschistus heros in cotton, rice and soy

Euschistus servus in corn, soy, cotton and fruits and vegetables

Nezara hilare in cereals, cotton, soy and rice

Nezara viridula in soy, cotton, vegetables, citrus and fruit Oebalus mexicana in rice and cereals

Oebalus poecilus in rice

Oebalus pug nose

Piezodorus guildinii in soy, rice and cotton

Scotinophara lurida in rice Scotinophara coarctata in rice

example 1

Approximately 1.5 m ² caged plots Soybean plants (Glycine max) of the "CD 219 RR" variety (growth stage 64) are replicated in three replications against the brown stink bug (Euschistus heros) and the stink bug (Dichelops forcatus) with a compressed air sprayer (4 bar A mixture of the active ingredient (1-2) (SL 050) and imidacloprid (SL 200 NMP free) compared to the commercial standard Movento plus (SC 480) containing and 360 g / l imidacloprid and 120 g / l Spirotetramat in the indicated application rates with 0.18% Aureo (methylated soybean oil) (EC 720) was applied as a tank mixture.Other commercial standard was also tested Methamidophos (SL 600) The amount of water used is 300 l / ha The evaluation is 1, 3 and 7 days after the treatment, by determining the killing of the adults.

Example 2

Approximately 2.5 m ² Caged Plots Soybean plants (Glycine max) of the cultivar "CD 219 RR" (growth stage 77) are replicated in 4 replications against the small green stink bug (Piezodorus guildinii) and the brown stink bug (Euschistus heros) with a compressed air driven backpack syringe (4 A mixture of the active ingredient (1-2) (SL 050) and imidacloprid (SL 200, NMP-free) compared to the commercial standard Movento plus (SC 480) containing 360 g / l imidacloprid and 120 g / l Spirotetramat was applied as tank mix at the indicated application rates with 0.18% Aureo (methylated soybean oil) (EC 720) as further commercial standard Methamidophos (SL 600) was tested with a water application rate of 300 l / ha and 7 days after the treatment, by determining the killing of the nymphs.

Claims

claims

1. Use of active compound combinations comprising at least one compound of the formula (I)

in which

Y is C ₁ -C ₄ -alkyl, halogen or C ₁ -C ₄ -alkoxy,

A, B and the carbon atom to which they are attached are C ₃ -C 6 -cycloalkyl which is optionally substituted by one or two non-adjacent oxygen and / or sulfur atoms, optionally substituted by C ₁ -C ₄ -alkyl or C ₁ -C ₄ -alkoxy-C ₁ -C ₂ -alkyl-substituted Alkylendiyl- dioxyl- or through an alkylene group is substituted, the stand with the carbon atom to which it is attached, forms a further five- to six-membered ring, and at least an agonist or antagonist of acetylcholine receptors for controlling insects of the family of the Stink bug (Pentatomidae).

2. Use of active compound combinations according to claim 1, in which

Y is chlorine, bromine, iodine, methyl, ethyl or methoxy,

A, B and the carbon atom to which they are attached represent C 5 -C 9 -cycloalkyl which is substituted by an optionally containing an oxygen atom, optionally substituted by methyl, ethyl or methoxymethyl alkylenediyl or by an alkylenedioxy group, which with the Carbon atom to which it is attached forms another five- or six-membered ring.

3. Use of active compound combinations according to claim 1, in which

Y is chlorine, bromine, methyl, ethyl or methoxy, A, B and the carbon atom to which they are attached represent C 9 -cycloalkyl which is substituted by a C 4 -C 5 -alkylenedioxy group which, with the carbon atom to which it is attached, is optionally one to two times Methyl substituted 5-ring or 6-ring ketal forms.

Use of active compound combinations according to claim 1, in which

Y is chlorine, bromine or methyl,

A, B and the carbon atom to which they are attached represent saturated C 9 -cycloalkyl which is substituted by a C 1 -C 6 -alkylenedioxy group which, with the carbon atom to which it is attached, is a 5-membered or 6-membered Ringketal forms.

Use of active compound combinations according to claim 1, in which the substituents Y, A, and B have the definitions given in the table:

6. Use of active compound combinations according to claim 1 comprising at least one compound of the formula (I) and at least one of the following compounds: Imidacloprid Acetamiprid Thiamethoxam Nitenpyram Thiacloprid

Dinotefuran Clothianidin Imidaclothiz

7. Use of active compound combinations according to claim 1 containing at least one compound of formula (I) and imidacloprid.

8. Use of active compound combinations according to claim 1 containing the compound of formula (1-2).

9. Use of active compound combinations according to claim 1 for use in corn, rice, soya, cotton and cereals, fruit, citrus and vegetables.

10. Use of active compound combinations according to claim 9 for use in soybeans.

11. Use of active compound combinations according to claim 9 for use in maize.

12. Use of active compound combinations according to claim 9 for use in rice.

13. Use of active compound combinations according to claim 9 for use in cotton.

14. Use of active compound combinations according to claim 9 for use in cereals.