PL108852B1 - Pesticide - Google Patents

Description

The subject of the invention is a pesticide containing as active substances new, ring-substituted N- (2,2-difluoroalkanoyl) -o-phenylenediamines. This agent exhibits herbicidal, insecticidal, parasitic and anthelmintic activity. The control of animal parasites is one of the oldest and most serious problems in industrial animal husbandry. Many species of feed are in fact harmful to all species of animals. Most animals are harmed by free-flying parasites such as flies, ectoparasites such as lice and mites, irritating parasites such as boletus and brood larvae, and microscopic endoparasites such as cocci, as well as larger endoparasites such as worms. . The control of parasites, even in the case of individual species of animals, is therefore a complex and branchy problem. Insects and parasitic mites are particularly harmful, as they eat up the living tissues of animals. Parasites of all farm animals are included in this group, including chewing animals, silversmiths, and poultry, as well as animals such as dogs. Many methods have been tried to combat such parasites. Cochliomyia hominivorax was practically eradicated in Florida by the release of a large number of sterile male stable flies (Calliphoridae). This method can of course only be applied to easily isolated areas. Free-flying insects are usually controlled by conventional methods, such as the use of air-dispersed, insect-contact insecticides and the setting of "fly traps. Skin parasites are usually controlled by immersion, drenching or spraying the animals. Some progress has been made in the systemic control of certain parasites, especially those that drill or pass through the animal Systemic control of animal parasites is achieved by absorbing the parasiticide in the blood stream or other tissues of the animal Parasites that eat or come into contact with tissue die due to ingestion or contact. Few insecticides and acaricides of the phosphate, phosphoramidate and phosphorothioate type have been discovered which are sufficiently non-toxic in the systemic control of parasites in animals. -— In the United States patent No. 3,557,211 discloses N, N-bis (acetyl) -phenylenediamines useful in the control of plants, insects and fungi. The invention relates to a novel pesticide having herbicidal, insecticidal, antimicrobial and parasitic activity, and is effective in controlling plants. systemic control of parasites. 108 852 • 108 852 The agent, according to the invention, contains an auxiliary ingredient and as active substances new, substituted in the N- (2,2-difluoroalkanoyl) -o-phenylenediamine ring with the formula shown in the figure, in which R ° is a 2,2-difluoroalkanoyl group of the formula —C (= O) CF2 — Y, where Y is a chlorine atom, a fluorine atom, a di-fluoromethyl group or a perfluoroalkyl group of 1-6 carbon atoms, R1 is a hydrogen atom , methoxycarbonyl, 3,6-dichloro-2-methoxybenzoyl, benzoyl, p-nitrobenzoyl, pn-butoxybenzoyl, 3,4'-dichlorobenzoyl or naphthoyl group, R2 is nitro, Rs is trifluororphietyl with the proviso that R2 and R8 are positioned meta to each other, and in the case where R1 is hydrogen the ortho position in the ring to the group -NH-R1 is substituted by one of the groups marked with the symbol R2 or RS. The agent according to the invention preferably comprises the following compounds as active ingredients: N -trifluoroacetyl-N-nitro-N-trifluoromethyl-o-phenylenediamine; N1- &lt; 2,2R3,3-tetrifluoropropionyl) -3,1-nitro-5'-trifluoromethyl-o-phenylenediamine; 25 N, trifluoroacetyl-N-trifluoromethyl-N-nitro-phenylenediamine; N1-chlorodifluoroacetyl-3, -nitro-5'-trifluoromethyl-o-phenylenediamine; N'-trifluoroacetyl-N'-benzoyl-[beta] -nitro N'-30-trifluoromethyl-o-phenylenediamine; N1-trifluoroacetyl-N2-naphthoyl-6, -nitro-4'-trifluoromethyl-o-phenylenediamine; N * -trifluoroacetyl-N1- (p-n-butoxybenzoyl) -4, -trifluoromethyl-6'-nitro-o-phenylenediamine; N * -trifluoroacetyl-N8- (p-nitrobenzoyl) -4'-trifluoromethyl- ^ nitro-o-phenylenediamine; N'-seventhiofluorobutyryl'-nitro-S'-trifluoromethyl-o-phenylenediamine; N1-fivefluoropropionyl * 3'-nitro-5'-trifluoromethyl-o-phenylenediamine; N1-trifluoroacetyl-N2-methoxycarbonyl-4'-trifluoromethyl-6'-nitro-o-phenylenediamine; N - fifteen-fluorooctanoyl-S - nitro-S'-trifluoromethyl-o-phenylenediamine; 45 N1- (2,2,3,3-tetrafluoropropionyl) -N2-methothycarbonyl-6, 'nitro-4, -trifluoromethane, -o-phenylenediamine; Nx-pi-10O (fluororropionyl-3'-nitro-5, - -trifluoromethyl-o-phenylenediamine; 50 The agent according to the invention has a broad spectrum of herbicidal action. The agent contains one of the basic N- (2.2- - bifluoroalkanoyl) -o-phenylenediamine in a growth-inhibiting amount, can be used on such plant parts 55 stem, leaves, flowers, roots, seeds and fruit and other reproductive parts of plants. Selective herbicidal action can also be used. contains more than one active compound, in which case the amount of individual compounds should be appropriately reduced in order to obtain only the desired effect. In weed control it is not necessary to completely destroy the undesirable plants and only to inhibit In the case of selective action, it is preferable to inhibit development than to completely destroy them, especially in combination with natural conditions such as limited humidity, which has a stronger effect on the selective inhibition of weed vegetation than in cultivated plants. The agent containing the novel compounds has a broad and varied herbicidal action. The agent containing these compounds at doses that produce a selective action, which is exactly the length of time below, may be used for the selective control of weeds in such crops as, for example, cotton, corn, sorghum and soybean. with the emergence of both crops and weeds, or more preferably, it can be sprayed directly after the emergence of the crops, but both before and before the emergence of the weeds. The remedy containing the new compounds can also be used in non-cultivated areas, including periodically uncultivated areas of land. Nat called fallow land can be spread in spring to eliminate vegetative development until autumn or until the next spring sowing, or in autumn to inhibit the development of until spring or autumn sowing. In addition, the agent of the invention may be used to control weeds in tree crops such as citrus. It is also advantageous in all applications that the agent does not need to be incorporated into the soil, but suffices when it is spread over the ground. If indicated or convenient, the disc harrow can be plowed into the soil or mixed with it by any mechanical means. In addition to the above-mentioned uses in outdoor crops, the agent can be used to control aquatic weeds. In some cases, the agent may contain only the active ingredient, but for good results it is generally necessary that the active ingredient be in a modified form, that is, as one of the ingredients of the measure. The active ingredient can, for example, be mixed with water or other liquid or liquids, preferably with the addition of a surfactant. It can also be combined with finely divided solids such as surfactants to form a wetted powder which can then be dispersed in water or some other liquid. The composition may also be formulated as a dust for direct spraying. Other methods of producing the agent are known and may also be used. The exact amount of active ingredient is not critical and will vary depending on the type of inhibitory activity desired, on the nature of the plant, type, active ingredient and climatic conditions. Extensive inhibitions of growth are usually achieved with 0.55 ^ 22 kg or more of active ingredient per hectare. Such doses are appropriate and effective for destroying vegetative development in fallow conditions. 108 Good results in inhibiting growth in selectively destroying weeds in areas containing crops such as corn, soybean and cotton are obtained by with a dose of 0.55-1 kg / ha. If the agent contains other ingredients, the exact concentration of the active ingredient in the formulation is not critical, but the concentration and total amount of the agent must ensure an appropriate dose of active ingredient per hectare. Good results are usually achieved with a composition of 0.5-10% or more in the case of liquids and 1.0 to 5.0% or more in the case of dust, powder, granules or other dry preparations. It is also possible to prepare the fruit in the form of more concentrated preparations, which are often more advantageous because, depending on the specific application and the given concentration, they are suitable as concentrates, both for transport and storage, as well as for direct use. Such a preparation preferably contains surfactants and active ingredients in an amount of 0.5-99.5% by weight or a neutral, finely divided carrier and active ingredient in an amount of 1.0-99% by weight. These preparations, as mentioned, may in some cases be used directly, but may be diluted beforehand. * A liquid form containing the appropriate amount of the active ingredient is prepared by dissolving the ingredient in an organic liquid or dispersing it in water with or without the addition of a dispersing surfactant such as an ionic or non-ionic emulsifier. also add modifiers that serve to spread or stick this agent on the foliage of plants. Suitable liquid organic carriers are agricultural spray oils and petroleum distillates such as diesel fuel, kerosene, fuel oils and Stoddard solvent. Petroleum distillates are most preferred. The aqueous mixture may contain one or more water-immiscible solvents of the toxic compound. The carrier in such a medium is an aqueous emulsion, for example a mixture of water, an emulsifier and a water-immiscible solvent. The choice and amount of dispersing and emulsifying agents depends on the nature of the environment and its ability to disperse the active ingredient in the carrier. Condensation products of alkylene oxides with phenols and organic acids, alkyl arylsulfonates, polyoxyalkylene derivatives or sorbitol esters and alcohol-ether mixtures can be used as dispersants and emulsifiers. 55 * Examples of surfactants which may be included in the present invention are those described in US Pat. Nos. 3,095,299, column 2, lines 25-36; 2655447, columns 5 and 2412510, 6 columns 4 and 5. The dust is prepared by finely dispersing the active ingredient in a finely divided solid support such as clay, talc, kireda, gypsum, limestone, vemiculite or 656. perlite. One method of obtaining such dispersions is to mechanically mix or grind the finely divided carrier with the active ingredient. The toxic dust can be prepared with various surface active dispersants such as bentonite, Fuller earth. , attapulgite and other clays. Depending on the amount of ingredients, the agent can be used in the form of a concentrate and then diluted with more dispersants or chalk, talc or plaster. The desired amount of active ingredient is then obtained in a plant growth-inhibiting agent. The dusts can also be dispersed in water, possibly with the addition of a dispersant, to obtain spray mixtures. Preferably, the agent according to the invention is additionally modified by introducing an effective amount of surfactant, which facilitates the dispersion and spreading of the agent. on the surface of the plant leaves and into the plant. The agent may be dispersed in the soil or other growth environment in any convenient way. It can be mixed with the soil by applying to the soil surface and then harrowing or digging into the soil to the desired depth or by introducing a liquid carrier to facilitate penetration and saturation of the soil. Spraying or dusting the surface of the soil or parts of plants either. Aboveground plant surfaces can be carried out by conventional methods, for example using dusters, belt or hand-held sprayers and sprays, both on the surface and from the air. These conventional spraying methods can be used, but are not required. that it is active and effective in controlling weeds even when placed on the surface of the soil without additional incorporation into the soil. It is essentially just as active when applied to surfaces as when incorporated into the soil. The active ingredient can also be distributed in the soil by adding it to the irrigation water. In such cases, the amount of water varies according to the porosity and the water-storing capacity of the soil in order to apply the measure to the desired depth. The compound of the formula shown in the figure shows low toxicity to mammals, in in comparison with agents containing the corresponding benzimidazoles. In addition, the agent may be dispersed as an aerosol containing one or more active compounds. In this case, the composition is prepared by conventional methods whereby the active substance is dispersed in a solvent and the resulting suspension is mixed with a liquid propellant. The need for the use of a solvent and an active ingredient is determined by parameters such as the nature of the compound and the vegetation that is susceptible to the action of the agent. Examples of suitable solvents are water, acetone, isopropanol and 2-ethoxyethanol. 108! Satisfactory results are obtained when the agent according to the invention is combined with other agents used in agriculture and intended for application to plants, parts of plants or their environment. These are fertilizers, fungicides, insecticides, other herbicides and soil conditioners. As mentioned, the agent may also contain other known herbicides. The mutual ratio of the individual components in such a measure is not essential and at all values of these proportions the agent has favorable properties for altering plant growth. In general, the composition preferably comprises each component in a significant amount such that the ratio of these components is 1: 10-10: 1, especially 1: 5 → 5: 1. The preferred known herbicides which can be combined with the composition according to the invention are : N, N-di-n-propyIo-2,6-dinitro-4-methylaniline, N, N-di-n-propyl-2,6-dinitro- (4-trifluoromethyl) aniline, 20 N-ethyl -N-butyl-2,6-dinitro-4- (trifluoromethyl) aniline, N, N-di-n-propyl-2,6-dinitro-4- (methylsulfonyl) aniline, N, N-di- n-propyl-2,6-di-nitro-4-sulfamoylaniline, N, N-di-n-propyl-2,6-dinitro-4-isopropylaniline, N, N-di-n-propyl-25-2 , "6-dinitro-4-tert-butylaniline and N, N-bis (2-chloroethyl) -2,6-dinitro-4-methylaniline. The agent according to the invention also has an insecticidal and anticarcinic effect. Such an agent. is used to combat parasitic insects and arachnids, and when used in the right doses to avoid phytotoxicity, it can be used to combat these parasitic insects and spiders molluscs that are located on the roots or on the above-ground parts of plants. The agent containing the new compounds is active in the control of arachnids such as red arachnids, citrus tree mites, hops riffle, ffetranyus pacificus, gooseberry ruby (Bryobia praetiosa), Ornithony & sus sylviarum, rosé. ticks and various species of spiders. According to the invention, the apple is also active against insects of various orders, such as mexican ladybirds, cotton moth, Diabrotica species, corn horsetail, fleas, Buprestaczanae species, Colorado beetle, cereal beetles, Hypera postica, red moth, trichome to succumb, wood-destroying beetles, larvae of spring beetles, rhizomes, fruit tree beetles (Conotrachelus nenuphar), black beetle, cucumber aphids, cucumber aphids white fly, corn aphids, corn aphids, pea aphids, scarlet aphids, scots, jumper, citrus aphids, projection aphids bugs on alfalfa and peas, Myzus persicae, beetroot aphids, insects on an antigna, potato substitute, Leptocoris trivittatus, house bugs, Anasa tritis, bedbugs, house flies, Aedes aegypti, stable flies, Haitema, sobs kapusciana, carrot polysnica. Prodenia Gridania, apple fruit flies, zippers, moths, Plodia interpunctella, species from the family Torticidae, orezów sunflower- 65 8 ka, pig moth, Trichoplusis ni, Hetio- this zea, Thyridopteryx ephemeraeformis, Wachla- fruiperella, Wachla- rzykka germanica and Periplaneta americana. In addition to its use in combating plant pests, the inventive agent may also be added to inks, binders, soaps, polymeric substances, cooling lubricants, or oil or latex paints. It can also be spread in textile, cellulosic or cereal materials and used to saturate wood and building materials and seeds, it can also be evaporated, sprayed or spread as aerosols in the air or on surfaces in contact with air. In such applications, the agent according to the invention exhibits the above-described useful properties. The method of applying an agent containing compounds having an insecticidal and acaricidal effect consists in contacting an insect or an arachnid with an agent containing an inactivating amount of one of the new compounds. The agent is added to the habitat of insects or arachnids. Examples of such an environment are soil, air, water, food, vegetation, inert objects, - storage materials such as grains and animal organisms. Parasite inactivation can be immediate or delayed killing or dormancy, during which inactivated insects or arachnids are unable to perform one or more of their normal life functions! Among the known insecticides, this second type of action predominates, in which the body system, often the nervous system, is severely damaged. The exact mechanism of action of these agents is not known, and the effectiveness of the insecticidal and anthelmintic action is not limited to any particular mode of application. The use of an active ingredient inactivating agent is essential for the effectiveness of an insecticidal and antacidicidal effect. The pesticide may sometimes contain the active ingredient in an unmodified form and in an amount that inactivates the pests; however, the desired insecticidal and herbicidal action is often achieved only when - as is the case with weed control, for example - one or more The active compounds will be mixed with one or more excipients such as those described above. If the agent is used to combat insects and arachnids attacking plants, the excipients of the agent should not be toxic to the plants. one or more active compounds in admixture with one or more accessory ingredients may vary. It is only necessary that the agent contains an amount of one or more of these compounds that will inactivate insects or arachnids. In many cases, the agent is effective as long as it contains 0.000001% active ingredient, and it may also contain greater amounts such as 0.000001-0.5%. In other applications, it is convenient to use an agent containing 0.5 -98% by weight of one compound or 0.5- ^ 98% of several compounds in total. Such a preparation is suitable for direct application to insects and arachnids or their environment. The agent can also be prepared in the form of a concentrate, which, after dilution with an additional excipient, gives a preparation suitable for immediate use. An agent containing one or more active compounds or a mixture of one or more of these compounds is used directly for combating the damage. or introduced into their environment. For this purpose, any convenient method is used, for example, by using sprays or hand-sprayers, or by mixing the agent with the food consumed by the organisms. Spreading the agent on the foliage of the plants is conveniently carried out with the use of dust sprays, belt-type sprays and mist sprayers. When applied to foliage, the agent must not contain discernible amounts of any phytotoxic diluents. For large scale operations, small volume dusts or sprays may be sprayed with It is also possible to use an agent containing them one or more active compounds, an excipient and one or more biologically active substances such as other insecticides, fungicides, acaricides, bactericides and nematodes. The agent according to the invention also finds application in the systemic control of insects and mites which eat on living tissues of animals. The agent has the ability to penetrate through animal tissues. Parasitic insects and mites that eat into the blood and other living tissues of animals consume the substance passed through the tissue and are thus killed. It is almost similar to the fact that blood is the agent which distributes the active ingredient in the animal's body. However, such parasites as Cochliomyia hominivorax, which do not feed on blood, are also destroyed by the agent of the invention, which indicates that the active ingredient penetrates tissue as well as through the blood. Some parasites, such as ticks, kill on living tissues of animals during most of their parasitic life. Other parasites, such as Cochliomyia hominivorax, nullify animals only during the larval period. A third group of parasites, such as blood-sucking flies, only eat at the mature stage of the animal. The agent containing novel compounds It destroys parasites that eat on living tissues of animals, no matter what stage the parasite is in. - All species of parasitic insects and nests on living tissues of animals are killed by the agent according to the invention. Parasites that suck the blood of animals, endoparasites that destroy the tissues of animals and those that, like the larvae of species of the Gasterophilidae family, pass through the natural openings of the animal and at the ends of the mucous membranes and break on them, they are all equally efficiently destroyed. Below are listed a number of specific parasites of various animals which can be controlled with the agent according to the invention. For each parasite, the stage of its development and the manner in which it is forbidden is given. Horse parasites horse flies (family Tabenidae), mature blood-sucking stage, Stomoxys calcitrans, mature blood-sucking stage, family Simuliidae, mature blood-sucking stages, Haematopinus asini , immature stage, stage 1 mature, blood-sucking, Sarcoptes scabisi, nymph, mature stage, penetrating the skin, Acarina, mature, feeding skin, species of the family Gasterophilidae, larva, migrating in the gastrointestinal tract, horse nose , larva, traveling in the digestive tract, Gasterophilus haemorrhoidalis, larva, traveling in the digestive tract Parasites of bovine Haematobia irritans, mature, blood-sucking, Bovicola bovis, mature, nourishing skin, 30 lice sucking blood of bovine, nymph, mature, blood-sucking, tsetse fly, mature, blood-sucking, Stomyxis calcitrans, - mature, blood-sucking, horse fly, mature, blood-sucking (family Ta-banidae), 35 Demo dex bovis, mature, drilling into the skin, Boophilus annulatus, larva, nymph, mature blood-sucking, Otobius megnini, nymph, blood-sucking, Amblyomma maculatum mature, blood-sucking, 40 Dermacentor variabilis, mature, blood-sucking, Amblyomm americanum, mature blood-sucking, Oestriadae (heel fly) species, larva, moving through the body, bovine twine, larva, passing through the body, Calliphoridae species, larva, infecting wounds, Reduviidae species, blood-sucking, 50 Parasites pig Haematopinus suis, nymph, blood-sucking adult, sand flea, mature, blood-sucking, Parasites of sheep and goats 55 'blood-sucking body louse, blood-sucking mature, blood-sucking louse, mature, sucking Melophagus ovinus, mature, sucking blood, Psoroptes ovis, nymph, mature, feeding on 60 skin, nasal fly, larva, wandering, Phaenicia sericata, larva, infecting wounds, Phormia regina, larva, infecting wounds, 65 Cochlionyia macellaria, larva, infect he will hurt the wounds. * 108 8 11 Poultry Parasites Cimex lectularius, nymph, adult, blood-sucking, southern chicken flea, 'mature, blood-sucking, Argas persicus, nymph, mature, blood-sucking, 5 Knemidokoptes mutans, mature, drilling into skin, Knemidokoptes gallinae, ripe, drilling into the skin. 10 Canine Parasites and Cling Fly, Mature, Blood-sucking, Stomoxys calcitrans, Mature, Blood-sucking, Sarcoptes scabiei, Nymph, Adult, Drilling, Demodex canis, Adult, Hairline, Flea, Mature, Sucking blood. ^ The test is obvious that the parasites mentioned above do not only occur in the animals with which they are listed. Most parasites are found on various animals, although the parasite has a "favorite" animal. Scabies (Sarcoptes scabiei), for example, attack at least horses, pigs, mules, humans, dogs, cats, foxes, rabbits, sheep and cattle. Horse fly attacks horses , mule, cattle, pigs, dogs and most other animals. The agent of the invention destroys the parasites of the types described above that develop in the body of these animals, as well as in other animals. in cats, goats, camels and animals in the wild. It is used primarily for the control of ticks, fleas, flies or Cohlimyia homini-vorax and animals such as dogs, cattle, sheep or horses. , the insecticide and parasiticidal agent according to the invention also has an antimicrobial effect.Example I. An agent containing various compounds of the formula shown in the figure as active ingredients, was subjected to pre-use evaluation Eight different kinds of plants. In order to carry out such an assessment, a soil is prepared consisting of one part Mutar sand and one part ground surface earth. These components are mixed in a cement mixer. 3.75 liters of this soil are placed in a 25x35 cm galvanized box and compacted to the desired level with a hard brush. About 2/5 of the box is made with a 3-groove marker 12 2.5 cm deep. In these furrows, seeds of arable crops are placed, containing 4 corn seeds, 5 cotton seeds and 5 soybeans. A four-row template is placed in the rest of the soil and the following plants are sown in each section, using the indicated number of seeds: 80-100 trichinella seeds, 40-50 mucus seeds (Abutilon incanum), 150-250 seeds of forest and 100-150 blood burner seeds. Sufficient soil is added to cover the entire box. In this way, the weed seeds are covered to a depth of about 6 mm, and the seeds of the cultivated plants are covered about 3 cm. In order to test the effects of the pre-emergence agent - the crates prepared as above are placed on the day of sowing or the next day in a chamber equipped with a turntable and an air extractor. The composition in the form of a spray emulsion or a wetted powder is applied with a modified De Vilbise sprayer suspended in the air flow line. For each box, 12.5 ml of the test agent is applied on the day of planting or the following day. After 11 to 12 days of spreading the agent, the damage is counted and the nature of the damage is monitored. The following damage rating scales are used: 0 - missing damage, 1 - slight damage, 2 - moderate damage, 3 - acute damage, and 4 - destruction. * / When more than one damage count is carried out, the average value is calculated. The middle is prepared as a sparging preparation using one of the following methods. In one experiment, a test compound is moistened by grinding in a mortar with one part of polyoxyethylene sorbitan monolaurate. 5/100 parts of water are slowly added to the cream paste obtained to obtain an aqueous suspension with a surface-active substance concentration of 0.2%. This suspension is suitable for spraying. In a second method, the active compound is dissolved in one volume of acetone and the acetone solution is diluted with 19 volumes of water containing 0.1% polyoxyethylene sorbitan monolaurate. Table 1 shows the results of the damage assessment. Column 1 gives the name of the active ingredient. column 2 - dose of active substance in kg / ha and in the other columns - damage to individual seeds or sprouts of plants, determined according to the above-mentioned scale S108 852. 13 14 Table 1 Damage of treated plants before emergence Active substance 1 N1- trifluoroacetyl-3'-nitro-5'-trifluoromethyl-o-phenylenediamine N1- (2,2,3,3-tetrafluoropropionyl) -3 '-' nitro-5'-trifluoromethyl-o-phenylenediamine N1 -trifluoroacetyl-N * - - (pn-butoxybenzoyl) -4'- - trifluoromethyl-e-nitro-o-phenylenediamine N1-trifluoroacetyl-N * - - (p-nitrobenzoyl) -4'- -trifluoromethyl-6'- nitro-o-phenylenediamine N1-trifluoroacetyl-N2-methoxycarboxyl-4'- trifluoro methyl-6'-nitro-o-phenylenediamine NM trifluoroacetyl-N * - * - (3,6-dichloro-2-methoxybenzoyl) -6, ~ '-riitro-4'-trifluoromethyl-o-phenylenediamine kg / ha • 2 8.8 8.8 4.4 2.2 8.8 8.8 8.8 8.8 cd NU 3 0 1 0 0 0 1 2 2 1 cotton 4 0 1 0 v 1 1 2 1 - soybeans 5 2 1 0 0 1 2 3 - bloody finger 6 4 3 2 3 2 3 3 4 1 hairbrush 7 4 4 4 4 3 3 4 3 3 hair shaft 8 3 3 3 3 2 2 3 5 1 1 «o 'slaz 3 4 - 4 4 3 2 2 - 2 ¦ ^ r The agent was also tested after the emergence of the plants, but the test solutions were applied after the elapse of maize and several species of weeds. 9-12 days from the preparation and sowing of plants. The evaluation was carried out in boxes as described above. The results are given in Table 2. Table 2 Post-emergence damage to the treated plants Active substance 1 N1-Trifluoroacetyl-3 * -nitro-5'-trifluoromethyl-enylene diamine N1- (2,2,3,3-tetrafluoropropionyl) -3 <- -nitro-S ^ -trifluoromethyl-o-phenylenediamine N1-trifluoroacetyl-N * - (pn-butoxybenzoyl) -4'-trifluoromethyl-6'-nitro-o-phenylenediamine N1-trifluoroacetyl-N2- (p-nitrobenzoyl) - -4'-trifluoromethyl-6'-nitro-o-phenylenediamine kg / ha 2 8.8 8.8 4.4 2.2 1.1 8.8 8.8 maize 3 1 2 3 3 1 1 1 blood fingerstick 4 4 4 4 4 4 2 _ 3 cont. 1 5 4 4 4 4 4 2 .3 hairpiece 6 4 4 4 4 4 1 2 slaz 7 1 4 4 4 4 * 4 | 1 115 16 1 1 N1-trifluoroacetyl-NS-methoxycarbonyl-trifluoromethyl-6'-nitro-o-phenylenediamine N1-trifluoroacetyl-N2- (3,6-dichloro-N-2-methoxybenzoyl (-6'-nitro) 4'- -trifluoromethyl-o-phenylenediamine NM ^ S ^ -fluoropropionyl J-N2-methoxycarbonyl-6'-nitro-4'- ^ tri-fluoromethyl-o-phenylenediamine 2 1 3 8.8 1 5 1.1 | 3 8, 8 8.8 2.2 4 3 4! 5 1 6 5 5 2 ^ 3 5 5 5 4 4 "5 5 5 2 4 5 7 1 - 2 T 3 Example II. N2- (2.2.3 Post-emergence, 3-tetrafluoropropionyl) -N1-methoxycarbonyl-3 * -nitro-5'-trifluoromethyl-o-phenylenediamine was tested. The above-described method was assessed but with a higher dose, i.e. 16.5 kg / ha, in relation to various plant species such as tomato, palm tree and lebioda, the agent causes the complete destruction of each of the species mentioned. Example III. The agent contains a mixture of N1- (five-fluoropropionyl) -3'-nitro-5'- - (trifluoromethyl ) -o-phenylenediamine and N, N-di-n-propyl-2,6-dinitro-4- (trifluoro oromethyl) aniline. The effect of this agent is tested after emergence using different species of plants. The soil consisting of one part of masonry sand and a crushed top layer of earth is mixed together in a cement mixer. 3.785 liters of this soil are placed in a galvanized slat measuring 21.5 X 311.5 cm and compacted to the desired level with a hard brush. The furrows are marked and the seeds are sown therein, one type of seed is introduced into one furrow, except when the seed mixture is used and it is introduced into one furrow. The following plant species were investigated: cotton (two separate furrows), bindweed (Ipomea purpuren), trichinella, woodworm, haw (Abutiilon incanum) and a mixture of legume species, lebiode species of the morning glory family (Ipomea auamoclitaria) and * Crotolita. The topsoil is then prepared. A suspension of each act is prepared - Table 3 Active substance and. rates in kg / ha A, 0.227 kg; B, 0.13 kg A, 0.55 k; B, 0.13 kg; A, 1.1 kg; B, 0.13 kg A, 2.2. kg; B, 0.13 kg of A, 0.27 kg; B, 0.27 kg of A, 0.55 kg; B, 0.27 kg of A, 1.1 kg; B, 0.27 kg | A, 2.2 kg; B, 0.27 kg cotton 0 0 2S 3RS 0 0 0 0 bindweed 2B 2B 9BRS lON 2BS 6BS 5BS lON hairbrush lON 9RS lON lON lON lON lON LON saplings 0 0 8BS 9.5BRS 2S 4BS * 9BRS 8BS cotton 0 0 0 4BS 2BS 2S 0 3S mixture of slaz 8RS 7RS 4RS 8RS 9,5RS 8BRS lON 9RS 0. 0 0 28 3S 0 0 4S A = N1- (pentifluoropropyl) -3'-nitro-5 <- (trifluoromethyl) -o-phenylenediamine B = N, N-di-n-propyl-2,6-dinitro 4- (trifluoromethyl) aniline - ** other compounds separately in an equilibrium solution of acetone and ethanol containing a small amount of a mixture of two sulfonate nonionic surfactants. From each suspension a series of diluted solutions with the same mixture of surfactants are prepared. in the water. Many aqueous solutions containing the active compounds at various concentrations are obtained. The total concentration of surfactants is the same and amounts to 0.55%. The concentrations of acetone and ethanol are also the same, amounting to 4.15% each. The solution containing each of the compounds is sprayed onto a portion of the soil of the type described above while it is mixed in the cement mixer. The mixing time is 5-7 minutes. Each part of the treated soil is then spread into boxes to a depth of 9.6 mm. The same boxes are prepared and the plants are sown in them in the same way, but the topsoil is not sprayed with the agent. are control boxes. All crates are kept for 13 days under normal greenhouse conditions, after which the damage is calculated and the nature of the crate observed. The following damage scales are used: 0 - no damage, 1-3 - slight damage, 4-6 - moderate damage, 7-9 - acute damage, 10 - destruction; B - combustion, N - no germination, R - reduced germination, S - inhibition of growth. The results of these experiments are given in Table 3. The control boxes contain healthy specimens of all tested species. 108 852 17 18 These results are obtained with the combined use of N1- i (pentafluoropropionyl) -3, -nitro-5'- - (trifluoromethyl) -o-phenylenediamines or other novel compounds with the other dinitroaniline derivatives mentioned above. Usually good results are obtained with the use of an agent in which the dose of N- (2,2-difluoroalkanoyl) -o-phenylenediamine is 0.55-8.8 kg / ha and the dose of dinitroaniline is 0.27-2. 76 kg / ha. Practically the same results as described in the previous tests are obtained when evaluating the following representative compounds: NMtrifluoroacetyl-N2-naphthoyl-3'-nitro-5'-trifluoromethyl-o-phenylenediamine, N-trifluoroacetyl-N-Cp-n -butoxybenzoyl) - -4'-triflucromethyl-8'-nitro-o-phenylenediamine, N1-trifluoroacetyl-N2- (p-nitrobenzoyl) -4, - -trifluoromethyl-6'-nitrc-o-phenylenediamine, N, 3-7-fluorobutyryl -nitro-S'- -trifluoromethyl-o-phenylenediamine, N1-fiveofluQroprc | pdonyl-3'-nitro-5, - - trimethyl-enylene diamine, N1-trifluoroacetyl-N2-methoxycarbonyl-4'-trifluoromethyl-6'-trifluoromethyl-6'-trifluoromethyl nitro-o-phenylenediamine, N1-pietastefluorooctanoyl-3 <.- nitro-5'-trifluoromethyl-o-phenylenediamine, N4-trifluoroacetyl-N-benzoyl-3'-trifluoromethyl-5'-nitro-o-phenylenediamine, N1-trifluoroacetyl-N2-naphthoyl-44-trifluoromethyl-6'-nitro-o-phenylenediamine. Example IV. The insecticidal and antimicrobial activity of the agent prepared as follows was assessed. 55 g of a mixture of two non-ionic sulphonate emulsifiers are mixed with 1 liter of cyclohexanone. To 0.9 ml of this mixture is then added 90 mg of the test compound and diluted with distilled water to a volume of 90 ml giving a test compound concentration of 1000 ppm. In experiments at lower concentrations, the mixture is then diluted with a mixture of 4 liters of distilled water and a total of 1.8 ml of the same two non-ionic sulfonate emulsifiers. The insecticidal and anticarcinogenic effects of the agent are reflected in the following tests with representative insects and arachnids. Mexican ladybug (beetle) - Epilodniachna varivestis (Coleoponowe 4 six) in the water and green beans with two leaves, an area of about 32.25 cm8. The leaves are moistened by spraying about 5-10 ml of the agent containing a predetermined amount of the test compound. Half of the agent is sprayed on the top and half on the bottom surface of the leaf using a De Vilbiss spray operated at a pressure of 0.7 atm. and kept at a distance of about 45 cm from the leaf. After drying, the leaves are cut from the stem and and placed separately in petri dishes. Each leaf is placed 10 larvae of the Mexican drone in the third stage of brooding and developing on string beans. The control sample consists of two leaves sprayed with 5 ml of an agent containing -500 ppm of 0.0-dimethylphospho- 20 25 30 45 50 55 60 S- (1,2-dicarboethoxyethyl rhodvutionate (standard), with two leaves being sprayed with the preparation without active substance and two the leaves are left as a control (without spraying). After 48 hours, the mortality is calculated and the amount of food consumed is recorded. Dying larvae are assumed dead. The following ratio of mortality is used:% mortality grading scale 0-10 0 11— 20 1 21-30 2 31-40 3 41-50 4 51-60 5 61-70 6 71-80 7 81-90 8 91-100 9 Table 4 lists the active ingredient, doses and evaluation results. more than one determination was performed on a given dose, the given result * is the average value of several results. Table 4 Active substance [1 N1-trifluoroacetyl-3'-nitro-5'-trifluoromethyl-o-phenylenediamine N ^ difluorochloro acetyl-3'-nitro -5'-trifluoromethyl-o-phenylenediamine N1-trifluorine oacetyl-N2-benzoyl--5'-nitro-4'-trifluoromethyl-o-phenylenediamine N1-1-trifluoroacetyl-N2- (p-nitrobenzoyl) -4'-trifluoromethyl-6 '- -nitro »-o-phenylene diamine N1-trifluoroacetyl-N2-methoxycarbonyl-4'-trifluoromethyl-6'-nitro-o-phenylene diamine N1- (2,2,3, 3-four-fluoropropionyl) - -N2-methoxycarbonyl-6'-nitro-4'-trifluoromethyl-o-phenylenediamine Dose in ppm 2 1000 500 250 100 50 1000 500 250 100 50 1000 500 250 1000 500 1000 500 250 100 50 1000 500 250 100 Toxic effect of Mexican worms * 3 ± 8 9.0 9.0 9.0 9.0 9.0 9.0 8.0 9.0 7.0 9.0 7.5 9.0 9.0 9.0 9.0 9.0 9.0 9.0 9.0 9.0 9.0 9.019 Example V. Prodenia eridania (Lepidoptera) 10 homogeneous larvae of the species mentioned 1–1.5 cm long, developing on beans (Henderson lima) are placed on petri dishes, on cut bean leaves. Bean leaves are sprayed with insecticide in the same way as green bean leaves in the Ladybug test. In this case, leaves are sprayed with 5 ml of a solution containing DDT "at 100 ppm" as the standard. After 48 hours, the mortality is counted, and similarly dying larvae are assumed to be dead. Missing larvae are assumed to be alive. Same applies. The scale is as in the Mexican ladybug test. Active ingredient, doses and evaluation results are given in Table 5. When more than one evaluation is performed for one dose, the result refers to the average of several results. Table 5 Active ingredient 1 N1 -diifluorochloro acetyl-3'-nitro -5'-trifluoromethyl-o * phenylenediamine NM trifluoroacetyl-Nl- (p-nitrobenzoyl) M'-trifluoromethyl-6'-nitro-o- phenylenediamine Dose in ppm 2 1000 1000 Toxic effect 1 against Prodenia eridania 3 8.5 9.0 Example VI Cucumber aphid Aphis gossypii (Hemiptera) In a container filled with vermiculite, place 4 seeds of a blue gourd and these containers are supplied with water from the bottom 6 days, the two weakest plants are cut off, and the leaves and the first leaves are cut from the other two plants. The remaining leaf becomes infected with 100 cucumber-buckthorn aphids from the colony by pinning this leaf to a pumpkin leaf infested with aphids in the colony, which allows the aphids to pass. The leaf from the culture is then removed. After 48 hours, the contaminated leaves are sprayed to moisten with a compound containing graduated amounts of active ingredient. The used is a DeVilbiss atomiser operating at a pressure of 0.7 atm and kept at a distance of 30-37.5 cm from the dew. The controls consisted of two infected and unsprayed pumpkin plants and two infested plants moistened with 0.0-dimethyl phosphorodithionate S- (1,2-dicarboethoxyethyl) at 100 ppm (as standard). Mortality was assessed after 24 hours. hours after spraying using a 10x magnification microscope, the rating scale given previously is used.852 Table 6 shows the active ingredient, the doses and the results obtained. If more than one determination was carried out at a given dose, then nickel refers to the mean value Table 6 Active substance 1 N Trifluoroacetyl-1-nitro-S'-trifluoromethyl-o-phenylene di-amine N1-diifluorochloro- or E-ethyl-3'-nitro-5'- - trifluoromethyl - -o-phenylenediamine N, trifluoroacetyl-3'-trifluoromethyl-5'-nitro-o-phenylenediamine Dose in ppm 2 - 1000 500 250 100 50 1000 500 250 100 1000 500 250 buckthorn aphid 3 9.0 9.0 9.0 8.0 7.0 9.0 9.0 8.5 -8.0 9.0 9.0 9 , 0 30 Example VII. Front piece Chmielowiec - Tetranyus urticae (Acarina) A piece of hoppy seed is grown on green beans and then transferred to pumpkin plants. These plants survive for 2 days with a good development of infection. The contaminated pumpkin plants are then sprayed with the test compound as described in previous experiments. Mortality is determined after 48 hours continuous spraying. iQ The same grading scale is used as in other experiments. Table 7 shows the active ingredient, doses and evaluation results. Table 7 1 1 1 Active ingredient, and in ppm 1 1 '1 r ^ -trifluoroacetyl-3'-nitro-5'-trifluoromethyl-o-phenylenedium- amine N - pentafluoropropionyl-3'-nitro -5'-trifluoromethyl-o-phenylenediamine r4-difluorochloromethyl-3'-nitro -5'-trifluoromethyl-o-phenylenediamine 2 1000 500 250 100 50 1000 500 250 100 50 1000 500 250 100 50 Toxic effect against hops 3 9.0 9.0 9.0 9.0 8.5 9.0 J 9.0 9, 0 9.0 8.5 9.0 9.0 9.0 8.0 9.0 108 852 21 22 1 1 N1-trifluoroacetyl-4-trifluoromethyl-5 * -nitro-of e-ethylene diamine NM trifluoroacetyl -N2-methoxy-carbohyl-^ - trifluoromethyl-6'-phenylenediamine N1- (2,2,3,3-tetrafluoropropionyl) - -N2-methoxycarbonyl-6'-nitro-4'- -trifluoromethyl-o-phenylenediamine 2! 3 '1 1000 500 250 100 50 1000 500 250 1000 500 9.0 9.0 9.0 9.0 8.0 9.0 9.0 7.5 9.0 6.5 Example VIII. Oncopelitis fasciatus (Hemiptera). * - 10 adult Oncopelitis fasciatus are cooled and placed in a test cage. The cages containing these insects are sprayed with 5 ml of the test agent containing a predetermined amount of the active substance with insecticidal activity. A DeVilbiss atomizer is used. at a pressure of 0.7 atm and kept at a distance of 82.5 cm from the top of the cage. After drying, the cage of insects is fed and given water within 48 hours. An agent containing 500 ppm of S- (1,2-dicarboethoxyethyl) 0,0-diethylphosphorodithionate is used as a standard and the control is two cages not sprayed with the agent. Mortality is determined 48 hours after spraying. Dying specimens are considered to be The same scoring scale as before is used. Active ingredient, doses and evaluation results are given in Table 8. This Active ingredient 1 NM trifluoroacetyl-3'-nitro-5'-trifluoromethyl-o-phenylene di-x amine 1 N1-difluorochloroacetyl-3'-nitro-5'- trifluoromethyl-o-phenylenediamine NM trifluoroacetyl-3'-trifluoromethyl-5'-nitro-o-phenylenediamine N ^ sevenfluoro-butyryl-3 '-nitro -5'-trifluoromethyl-o-phenylenediamine blica 8 Doses in ppm 2 1000 500 250 100 50 1000 500 250 100 1000 500 250 1000 500 250 100 50 Toxic activity against Oncopelitis fasciatus 3 9.0 9.0 9.0 9.0 8.0 9.0 9.0 B 9.0 9.0 9 9.0 9, d 9.0 • 9.0 9.0 9.0 9.0 9, 0 | 10 25 30 35 45 Example IX. ^ Housefly Musca do mestica (Diptera) The breeding cages of 4-day-old adult houseflies are cooled down to 2-4 ° C in about 1 hour. With the aid of a small 1Q0 paddle, the flies are transferred from the breeding cages to the individual test cages. The trapped flies are kept for 1-2 hours at a temperature of 1-27 ° C. The cages are then sprayed in the same manner as described in the case of Oncopelitis fasciatus, 5 ml of test agent. The control sample consists of 2 non-sprayed fly cages, with 2 spraying cages with the agent. with 50 ppm as reference. Mortality is determined 24 hours after spraying. All flies which do not fly or move along the bottom of the cage are considered dying. The rating scale given previously is used. Active ingredient, doses and results are given in Table 9. When more than one rating is used, the result is based on the mean value of several trials. Table 9 Active ingredient 1 1 N1-Trifluoroacetyl-5'-trifluoromethyl-3'-nitro-phenylenedium. Amine N ^ difluorochloacetyl-3'-nitro -5'-trifluoromethyl-o-phenylene diamine N1-trifluoroacetyl-N2- (p-nitro-benzoyl) -4'-trifluoromethyl- 6'-nitro-o-phenylenediamine Ni-trifluoroacetyl-N2-methoxycarbonyl-4'-trifluoromethyl-6'-nitro-phenylenediamine N1- (2,2,3 , 3-tetrafluoropropionyl) -N2-methoxycarbonyl-6'-nitro-4'-trifluoromethyl-o-phenylenediamine Dose in ppm 2 1000 500 250 100 50 500 250 100 50 1000 500 250 1000 500 250 100 1000 500 250 100 50 Toxic action against housefly 3 1 9.0 9.0 9.0 9.0 8.5 9.0 9.0 9.0 9.0 7.5 7.5 7.5 9.0 9.0 9.0 9.0 9.0 9.0 9.0 9.0 7.5 65 Example X.Floral flycatcher Anthomus grandis (Coleoptera) The same test is used as for the ladybug experiment mexican and Prodenia eridania witht It is clear that 10 adult specimens of the flower flea-1081 are placed on cotton leaves and moistened with the agent containing the tested compounds. The same rating scale is used. When more than one evaluation is carried out, the result given is the average of several results. 5 Table 10 Active substance 1 N, 7-fluoro-butyryl-5'-nitro -5'-trifluoromethyl-o-phenylenediamine N-pentafluoropropionyl-3'-nitro -5'-trifluoromethyl-o -phenylenediaminine I ^ -perfluorooctanoyl-3l-nitro-5'-trifluoromethyl-o-phenylenedibine r ^ -trifluoroacetyl-N ^ -mctoxycarbonyl-4 * -trifluoromethyl-6 ' -nitro-o-phenylenediamine N1- (2,2,3,3-tetrafluoropropionyl) - N2-methoxycarbonyl-6'-nitro-4'-trifluoromethyl-o-phenylenediamine, amine Dose in ppm 2 1000 500 250 100 50 25 1000 500 250 100 50 25 10 1000 500 250 100 50 25 1000 500 250 100 1000 500 250 Toxic action against buffalo husk 3 9.0 9.0 9.0 1.9.0 9, 0 '9.0 9.0 9, Q 9.0 9.0 9.0 8.5 8.5 9.0 9.0 9.0 9.0 9.0 9.0 9.0 9.0 % 0.0 9.0 8.0 7.0 7.0 Generally, the same results as given in the tables above were obtained when evaluating the agent containing the compounds listed below. The same test methods were used. N1-trifluoroacetyl-N2-naphthoyl-3'-nitro-5'-trifluoromethyl-o-phenylenediamine, N1-trifluoroacetyl-N2- (p-butoxybenzoyl) -4'-50-trifluoromethyl- 6'-nitro-o-phenylenediamine, N1-trifluoroacetyl-N2- (p-nitrobenzoyl) -4'-trifluoromethyl-6'-nitro-o-phenylenediamine, N ^ sevenfluorobutyryl-S ^ nitro-S'- -trifluoromethyl- o-phenylenediamine, 55 N1-phefluoropropionyl-3'-nitro-5'-trifluoromethyl-oenylenediamine, N1-trifluoroacetyl-N2-methoxycarbonyl-4'-trifluoromethyl-6'-nitro-o-phenylenediamine and Ni-phenylenediamine -nitro-S'- 60 -trifluoromethyl-o-phenylenediamine. Patent claims 1. A pesticide containing an excipient and an active substance, characterized by the fact that, as an active substance, a compound of the formula shown in the figure, in which R ° is a 2,2-difluoroalkanoyl group of the formula —C (= O) CF2Y, where Y is chloro, fluoro, difluoromethyl or perfluo roalkyl with 1-6 carbon atoms, R1 is hydrogen, methoxycarbonyl, 3,6-dichloro-2-methoxybenzoyl, benzoyl, p-nitrobenzoyl, pn-butoxybenzoyl, 3,4-dichlorobenzoyl or naphthoyl, R2 represents a nitro group and R8 represents a trifluoromethyl group, with R2 and R3 positioned meta relative to each other, and in the case where R1 is hydrogen, the ortho position in the ring to the group - NH-R1 is substituted with one of the groups R2 or R *. 2. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is 1'-trifluoroacetyl-3'-nitro 5'-trifluorcmethyl-o-phenylenediamine. 3. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is N - (2,2,3,3-tetryluoropropionfo) -3'-nitro-5'-trifluoromethyl-o-phenylenediamine. 4. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is NM trifluoroacetyl-3'-trifluoromethyl-5'-nitro-o-phenylenediamine. % 5. Measures according to claims 2. A process as claimed in claim 1, characterized in that the active ingredient is N- chlorodifluoroacetyl-3'-nitro-5'-trifluoromethyl-o-phenylenediamine. 6. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is N- trifluoroacetyl-N2-benzoyl-6'-nitro-4'-trifluoromethyl-o-phenylenediamine. 7. The measure according to claim 7. A preparation according to claim 1, characterized in that the active substance is NMtrifluoroacetyl-N2-naphthoyl-6'-nitro-4'-trifluoromethyl-o-phenylenediamine. A process as claimed in claim 1, characterized in that the active ingredient is N2- (p-n-butoxybenzoyl) -4'-trifluoroacetyl-6'-nitro-o-phenylenediamine. 9. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is N- trifluoroacetyl-N2- (p-nitrobenzoyl) -4'-trifluoromethyl-6'-nitro-o-phenylenediamine. 10. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is N, 7-fluoro-butyryl-3'-nitro-5'-trifluoromethyl-o-phenylenediamine. 11. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is N- 5'-5'-nitro-5'-trifluoromethyl-o-phenylenediamine. 12. The measure according to claim 12. A composition according to claim 1, characterized in that the active ingredient comprises N2-trifluoroacetyl-N2-methoxycarbonyl- 4'-trifluoromethyl- (5'-nitro-o-phenylenediamine). that the active ingredient is N, 15-fluoro-octanoyl-3'-nitro-5'-trifluoromethyl-o-phenylenediamine. 108 852 25 26 14. The agent according to claim 1, characterized in that the active ingredient is , 2,3,3-tetrafluorcpropio: nyl) -N2-methoxycarbonyio-6'-nitro-4'-trifluoromethyl-o-phenylenediamine. 14. An agent according to claim 1, characterized in that the active ingredient is N ^ Fiveofluoropropionyl-3'-nitro-5'-trifluoromethyl-o-phenylenediamine.NH-R ° NH-R1 PL

Claims (15)

Claims 1. A pesticide containing an excipient and an active ingredient characterized in that the active ingredient is a compound of the formula shown in the figure, in which R ° represents a 2,2-difluoroalkanoyl group of the formula -C (= 0 ) CF2Y, where Y is a chlorine atom, a fluorine atom, a difluoromethyl or a perfluoroalkyl group with 1-6 carbon atoms, R1 is a hydrogen atom, a methoxycarbonyl group, 3,6-dichloro-2-methoxybenzoyl, benzoyl, p- nitrobenzoyl, pn-butoxybenzoyl, 3,4-dichlorobenzoyl or naphthoyl, R2 is nitrous and R8 is trifluoromethyl, with R2 and R3 being meta and in relation to each other. in the case where R1 is hydrogen then the ortho position in the ring to the group —NH-R1 is substituted with one of the groups R2 or R *. 2. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is 1'-trifluoroacetyl-3'-nitro 5'-trifluorcmethyl-o-phenylenediamine. 3. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is N - (2,2,3,3-tetryluoropropionfo) -3'-nitro-5'-trifluoromethyl-o-phenylenediamine. 4. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is NM trifluoroacetyl-3'-trifluoromethyl-5'-nitro-o-phenylenediamine. 5.% 5. Means according to claims 2. A process as claimed in claim 1, characterized in that the active ingredient is N- chlorodifluoroacetyl-3'-nitro-5'-trifluoromethyl-o-phenylenediamine. 6. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is N- trifluoroacetyl-N2-benzoyl-6'-nitro-4'-trifluoromethyl-o-phenylenediamine. 7. The measure according to claim A process as claimed in claim 1, characterized in that the active substance is NMtrifluoroacetyl-N2-naphthoyl-6'-nitro-4'-trifluoromethyl-o-phenylenediamine. 8. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is N2- (p-n-butoxybenzoyl) -4'-trifluoroacetyl-6'-nitro-o-phenylenediamine. 9. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is N- trifluoroacetyl-N2- (p-nitrobenzoyl) -4'-trifluoromethyl-6'-nitro-o-phenylenediamine. 10. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is N, 7-fluoro-butyryl-3'-nitro-5'-trifluoromethyl-o-phenylenediamine. 11. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is N- 5'-5'-nitro-5'-trifluoromethyl-o-phenylenediamine. 12. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient comprises N-trifluoroacetyl-N 2 -methoxycarbonyl- 4'-trifluoromethyl- (5'-nitro-o-phenylenediamine. 13. The measure according to claim 8. A process as claimed in claim 1, characterized in that the active ingredient is N, 15-fluoro-octanoyl-3'-nitro-5'-trifluoromethyl-o-phenylenediamine. 108 852 25 26 14. The measure according to claim 2. A process as claimed in claim 1, characterized in that the active ingredient is N - (2,2,3,3-tetrafluorpropion: nyl) -N2-methoxycarbonyio-6'-nitro-4'-trifluoromethyl-o-phenylenediamine. 15. The measure according to claim A process as claimed in claim 1, characterized in that the active ingredient is N- 5'-5'-nitro-5'-trifluoromethyl-o-phenylenediamine. NH-R ° NH-R1 PL