MXPA98001128A - Selective herbicides for the caza de azu cultivation - Google Patents

Abstract

The invention relates to the use of 4-amino-5-isopropyl-2- (tert-butyl-aminocarbonyl) -2,4, dihydro-3H-1,2,4-triazol-3-one alone, as well as of synergistic combinations of active ingredients for the cultivation of sugarcane, characterized by an active content of a combination of active compounds constituted by 4-amino-5-isopropyl-2- (tert-butyl-aminocarbonyl) - 2,4 -dihydro-3H-1,2,4-triazol-3-one and one or more compounds of a second group of herbicides, containing the active compounds listed below: Ametryna, Tebuthiuron, Hexazinone, Isoxaflutole, Metribuzin, Sulfentrazone, Diur

Description

SELECTIVE HERBICIDES FOR AZ CARE CROP CULTIVATION FIELD OF THE INVENTION The invention relates to the use of 4-ami-no-5-isopropyl-2- (tere. -bu il-aminocarbonyl) -2,4-dihydro- 3H-1, 2,4-triazol-3-one alone in the culture of sugar cane as well as synergistic combinations of active products, which contain 4-amino-5-isopropyl-2- (tere. -bu il -aminocarbonyl) -2,4-dihydro-3H-1,2,4-triazol-3 -one and compounds with herbicidal activity, known, on the other hand, and which can be used with a particularly good success for the selective fight against the bad herbs in sugarcane crops. DESCRIPTION OF THE PREVIOUS TECHNIQUE The carbamoyltriazolinones are already the object, as herbicides of broad activity, of a series of patent applications (see EP-294 666, EP-370 293, EP-391 187, EP-398 096, EP- 399 294, EP-415 196, EP-477 646). The known carbamoyltriazolinones have, however, a series of activity failures for the application in sugarcane crops. SUMMARY OF THE INVENTION Surprisingly it has now been found that acanthane 4-amino-5-isopropyl-2- (tere.-butyl-aminocarbo-thiyl) -2,4-dihydro-3H-1, 2,4-triazole- 3 -one alone as well as in the case of the joint application with compounds with herbicidal activity, known, of different kinds of products has excellent synergistic effects REF: 26758 tes as regards the effect against weeds and which can be used as a combination of active products in a particularly advantageous way for the selective fight against weeds in sugarcane crops. DETAILED DESCRIPTION OF THE INVENTION The object of the invention is the use of 4-amino-5-isopropyl-2- (tere. -butyl-aminocarbonyl) -2,4-dihydro-3H-1, 2, 4- triazole-3 -one of the formula (A) 3 in the cultivation of sugar cane as well as selective synergistic herbicidal agents for the cultivation of sugarcane based on this compound. The latter are characterized by an active content of an active product combination consisting of the active product (A) and one or more compounds of a second group of herbicides, which contain the active compounds mentioned below: N -ethyl-N '- (1-methylethyl) -6- (methylthio) -1,3,5-triazin-2, 4-diamine (Ametryne), N- [5- (1,1-dimethylethyl) -1, 3,4-thiadiazol-2-yl] -N, N'-dimethylurea (Tebuthiuron), 3-cyclohexyl-6- (dimethylamino) -1-methyl-1,3,5-triazine-2, (1H, 3H) -dione (Hexazinone), (5-cyclopropyl-isoxazol-4-yl) - (2-methylsulfonyl) -4-tri-fluomethylphenyl) -methanone (Isoxaflutole, RPA-201 772), 4-amino-6-tere, - butyl-3-methylthio-l, 2,4-triazin-5 (4H) -one (Metribuzin), 2- (2,4-dichloro-5-methyl-sulfonylamino-phenyl) -4-difluoromethyl-5- methyl-2,4-dihydro-3H-1, 2,4-triazol-3-one (Sulfentrazone, F-6285), 3- (3,4-dichlorophenyl) -1, 1-dimethylurea (Diuron), - ( "Active product of group 1"). According to the invention, selective herbicidal agents are of particular interest, characterized in that they have a content in a combination of active products constituted by the active compound (A) and one to three compounds of group 1 of the aforementioned active compounds constituted by Ametryne, Tebuthiuron, Hexazinone, Isoxaflutole, Metribuzin, Sulfentrazone and Diuron. Of particular interest are the selective herbicidal agents according to the invention characterized in that they have a content in a combination of active compounds constituted by the active product (A) and one or two compounds of group 1 of the above-mentioned active compounds constituted by Ametryne, Tebuthiuron, Hexazinone, Isoxaflutole, Metribuzin, Sulfentrazone and Diuron.

It has now been found, surprisingly, that both the active product (A) alone, as well as the combinations of active products defined above of the active product (A) with the active products of group 1, indicated above, with a very good compatibility with respect to to useful plants, present a particularly high herbicidal activity and that can be used in sugarcane crops for the selective fight against weeds. Surprisingly, the selectivity in the sugarcane crops and the herbicidal activity of the active compound combinations according to the invention constituted by the active compound (A) and the compounds of group 1 mentioned above is considerably greater than the sum of the effects of the individual active products. Thus, in the active compound combinations, a synergistic, unpredictable effect is presented in terms of the herbicidal activity with a high simultaneous selectivity against sugarcane and not only a complement to the activities. The new combinations of active products are compatible with the sugarcane crops in such a good way that the new combinations of active products also perfectly compare the weeds, which are difficult to attack otherwise. The new combinations of active products represent, therefore, a valuable enrichment of the selective herbicides. The active compound combinations according to the invention can be used, for example, in the following plants: Dicotyledonous bad herbs of the classes: Sinapis, Lepidium, Galium, Stellaria, Matricaria, Antheis, Galinsoga, Chenopodium, Urtica, Senecio, Amaranthus, Portulaca, Xanthiu, Convolvulus, Ipomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduus, Sonchus, Rorippa, Rotala, Lindernia, Lamium, Veronica, Abutilon, Emex, Sida, Datura, Viola, Geleopsis, Papaver, Centaurea, Trifoilum, Ranunculus, Taraxum. Bad monocotyledonous herbs of the following kinds: Echinochloa, Setaria, Panicum, Digitaria, Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus, Oats, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbris-tylis, Sagittaria, Eleocharis, Scirpus , Paspalum, Ischaemum, Sphenoclea, Dactyloctenium, Agrostis, Alopecurus, Apera. Furthermore, the active compounds according to the invention show an excellent effect against weeds such as Acanthospermum hispidum DC. , Ageratum conycoides, Amaranthus chlorostachys, Brachiaria decumbens, Brachiaria plantaginea, Cenchrus echinatus L., Commelina benghalansis L., Desmodium tortuosum, Digitaria horizontalis, Digitaria sanguinalis, Eleusine indica, Euphorbia heterophylla L., Ipomoea L. spec., Ipomoea acuminata, Nicandra physaloides (L.), Panicum maximum, Portulaca oleracea L., Richardia brasiliensis, Rhynchelytrum repens, Sida rhombifolia L., Sonchus oleraceus L., Acanthospermum australe, Alternanthera tenella, Amaranthus viridis L., Arrhe - natherum P .; Bidens pilosa L., Cyperus rotundus L., Glycine max (L.), Sida cordifolia L. The use of the combinations of active compounds according to the invention is not limited, however, in any way to these classes, but rather they spread in the same way also over other plants. The synergistic effect of the active compound combinations according to the invention is especially marked with certain concentration ratios. However, the proportions by weight of the active products in the combinations of active products can vary within a relatively wide range. In general, they correspond, per 1 part by weight of active compound (A), from 0.001 to 1000 parts by weight, preferably from 0.01 to 100 parts by weight, and especially preferably from 0.1 to 10 parts by weight. active product weight of the group 1. Combinations of the active ingredients can be converted into the customary formulations, such as solutions, emulsions, sprayable powders, suspensions, powders, dusting agents, pastes, soluble powders, granules , concentrates in suspension-emulsion, natural and synthetic materials impregnated with the active product, as well as micro-encapsulated in polymeric materials.These formulations are prepared in known manner, for example by mixing the active products with extender materials, , with liquid solvents and / or solid excipients, if appropriate, using surfactants, that is, emulsifiers and / or dispersants and / or foam-generating media. For example, organic solvents can be used as auxiliary solvents for the water as the filler. Particularly suitable liquid solvents are aromatics, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatic hydrocarbons and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane. or paraffins, for example, fractions of crude oil, mineral and vegetable oils, alcohols, such as butanol, or glycol, as well as their esters and ethers, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone. , or cyclohexanone, strongly polar solvents, such as dimethylformamide and dimethyl sulfoxide, as well as water. Suitable solid excipients are, for example, ammonium salts and natural molten minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and molten synthetic minerals., such as silicic acid, highly dispersed, aluminum oxide and silicates as solid excipients for granulates are considered: for example, broken and fractionated natural minerals such as calcite, marble, pumice, sepiolite, dolomite, as well as synthetic meal granules. inorganic and organic, as well as granulates of organic materials, such as sawdust, coconut-walnut faces, corn ears and tobacco stems; Examples of emulsifiers and / or foam generators are nonionic and anionic emulsifiers, such as polyoxyethylenated esters of fatty acids, for example, alkylaryl polyglycol ether, alkylsulphonates, alkyl sulfates, arylsulphonates, and albumin hydrolysates; Suitable dispersants are, for example, sulfitic leaching of lignin and methylcellulose. In the formulations, adhesives such as carboxymethylcellulose, natural and synthetic polymers, powdered, granulated or in the form of lactose, such as gum arabic, polyvinyl alcohol, polyvinyl acerate, as well as natural phospholipids, such as cephalon and lecithin, and synthetic phospholipids. Other additives can be mineral and vegetable oils. Dyes, such as inorganic pigments, for example, iron oxide, titanium oxide, ferrocyanic blue and organic dyes, such as alizarin dyes, metallic azo and phthalocyanine dyes and trace nutrients, such as iron salts, can be employed. manganese, boron, copper, cobalt, molybdenum and zinc. The formulations generally contain between 0.1 to 95%, preferably between 0.5 and 90% of the active compound (A) alone or as a combination of active ingredients together with one or more active products. of group 1 previously mentioned. The active product (A) alone as well as also the active compound combinations according to the invention are preferably mixed in individual formulations, ready in their application, that is to say that they will be used in the form of tank mixtures. However, they can also be used in the form of formulations ready for use. The active product (A) alone as well as also the new combinations of active products can find application as such or in their formulations in addition also in mixture with other known herbicides, being possible in turn formulations ready for use or tank mixtures. . A mixture with other known active substances is also possible, such as fungicides, insecticides, acaricides, nematicides, protective substances against ingestion by birds, growth substances, nutrient substances of the plants and means for improving the structure of the ground. For certain purposes of application, especially in the post-sprouting process, it can also be advantageous to incorporate in the formulations, in the form of other additional products, mineral or vegetable oils compatible with the plants (for example the commercial product "Oleo Dupont HE ") or ammonium salts, such as, for example, ammonium sulfate or ammonium rodanide. The individual active product (A), as well as the active compound combinations according to the invention, can be used as such, in the form of their formulations or the forms of application prepared therefrom by further dilutions, such as ready-to-use solutions. its use, suspensions, emulsions, powders, pastes and granules. The use is carried out in the usual way, for example by watering, spraying, spraying, sprinkling or spreading. The active product (A) alone, as well as also the active compound combinations according to the invention can be applied both before and after the outbreak of the plants, ie in the pre-emergence and post-emergence procedures. They can also be incorporated into the soil before sowing. The application rates of the active product (A) alone, as well as also of the active compound combinations according to the invention, can vary within a certain range; These depend, among other things, on the climate and soil factors, in general the amounts used are between 10 g and 10 kg per hectare, preferably between 50 g and 5 kg per hectare, particularly preferably between 100 g and 2 kg. per hectare The good herbicidal effect of the active product (A) only, as well as the new combinations can be deduced from the following examples. While the individual active products show weakening in their herbicidal effect, the combinations clearly present a very good weed effect, which goes beyond the simple sum of the effects. A synergistic effect is presented in the herbicides provided that the herbicidal effect of the combination of the active products is greater than that of the active products applied individually. The expected effect for a given combination of two herbicides can be calculated as follows (See Colby, SR, "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds 15, pages 20-22, 1967): If X =% damage caused by herbicide A "? (active product of formula I) 1) with an application quantity p kg / ha and Y =% damage caused by herbicide B (active product of formula II) with an application amount q kg / ha and E = expected damage caused by herbicides A and B with application quantities p and q kg / ha, then E = X + Y (XY / 100) If the actual damages are greater than calculated, then the combination will be over-additive in its effect, that is to say it shows a synergistic effect. It is clear from the following examples that the herbicidal effect found with the combinations of the active compounds according to the invention is greater on weeds than the calculated one, that is to say that the new combinations of active products have a synergistic effect. Application examples: Example A Pre-shoot / open field test. Solvent: 5 parts by weight of acetone. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a convenient combination of active ingredients, 1 part by weight of the active compound is mixed with the indicated amount of solvent, the indicated amount of emulsifier is added and the concentrate is diluted with water to the desired concentration. Shortly after sowing the seeds of the test plants in the open field, the individual plots are irrigated with a quantity of preparation of the active ingredients that is sufficient for the homogenous humidification of the surface of the soil. preparation does not play any role, the decisive factor is only the amount used of the active products per unit area.After 5 weeks the degree of deterioration of the test plants is evaluated in% of deterioration compared to the development of untreated controls, meaning: 0% = no effect, 100% = total destruction. n of the active compounds (A) with Ametryne and Tebuthiuron shows an activity on-additive, i.e. synergistic, against bad typical weeds in the cultivation of sugar cane. Result of the tests: Mixture A: 0.56 Kg / ha of active product (A) + 1.5 kg of Ametryne. Mixture B: 0.56 Kg / ha of active product (A) + 0.75 kg / ha of Tebuthiuron. Pattern A: Ametryne 2.5 kg / ha Pattern B: Tebuthiuron 1 kg / ha It is noted that, with regard to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention. Having described the invention as above, the content of the following is claimed as property:

Claims (9)

1. CLAIMS 1.- Use of 4-amino-5-isopropyl-2- (tere. -bu il -aminocarbonyl) -2, -dihydro-3H-l, 2,4-triazol-3 -one for the fight against undesirable plants in the cultivation of sugarcane.
2. 2. - Process for obtaining herbicidal agents for the cultivation of sugar cane, characterized in that 4-amino-5-isopropyl-2- (tere. - butyl-aminocarbonyl) -2,4-dihydro-3H is mixed -l, 2, -triazol-3-one with extenders and / or surfactant substances.
3. 3. - Herbicidal agents for the cultivation of sugarcane, characterized in that they have an active content of a combination of active products constituted by 4-amino-5-isopropyl-2- (tere.-butyl-aminocarbonyl) - 2,4-dihydro-3H-1,2,4-triazol-3-one and one or more compounds from the group consisting of Ametryne, Tebuthiuron, Hexazinone, Isoxaflutole, Metribuzin, Sulfentrazone and Diuron.
4. 4. - Procedure for the fight against unwanted plants in the cultivation of sugar cane, characterized in that 4-amino-5- * • \ "\" is left to act on the undesirable plants and / or on their environment. isopropyl-2- (tere, -butyl-aminocarbonyl) -2,4-dihydro-3H-1,2,4-triazol-3-one alone or in combination with one or more compounds from the group consisting of Ametryne, Tebuthiuron , Hexazinone, Isoxaflutole, Metribuzin, Sulfentrazone and Diuron.
5. 5. - Use of herbicidal agents, consisting of 4-amino-5-isopropyl-2- (tere. -butyl-aminocarbonyl) -2,4-dihydro-3H-1, 2,4-triazol-3-one and one or several compounds of the group formed by Ametryne, Tebuthiuron, Hexazinone, Isoxaflutole, Metribuzin, Sulfentrazone and Diuron for the fight against undesirable plants in the cultivation of sugarcane.
6. 6. - Process for obtaining herbicidal agents for the cultivation of sugarcane, characterized in that the herbicidal agent according to claim 3 is mixed with extenders and / or surfactant substances.
7. 7.- Selective herbicidal agents for the cultivation of sugarcane, characterized in that they have an active content of 4-amino-5-isopropyl-2- (tere.-butyl-aminocarbonyl) -2,4-dihydro-3H-1 , 2,4-triazol-3-one and Ametryne.
8. 8. - Selective herbicidal agents for the cultivation of sugarcane, characterized in that they have an active content of 4-amino-5-isopropyl-2- (tere. -butyl-aminocarbonyl) -2, -dihydro-3H-1, 2,4-triazole-3 -one and Tebuthiuron. ,
9. 9.- Selective herbicidal agents for the cultivation of sugarcane, characterized in that they have an active content of 4-amino-5-isopropyl-2- (tere.-butyl-aminocarbonyl) -2,4-dihydro-3H- 1,2,4-triazol-3-one.