MXPA99002869A - Solid mixtures of 3-isopropyl1-2,1,3-benzothiadiazin-4-on-2,2-dioxide or its salts - Google Patents

Abstract

A solid mixture contains (A) 3-isopropyl-2,1,3-benzothiadiazin-4-on-2,2-dioxide or one of its salts;and (B) at least one non-ionic surfactant. Also disclosed is a process for producing this mixture and its use for controlling unwanted plant growth.

Description

SOLID MIXTURES OF 2,2-DIOXIDE OF 3-ISOPROPIL-2, 1, 3- BENZOTIADIZINA-4-ONA OR SALTS FROM THE SAME The present invention relates to a solid mixture comprising: A) 2,2-dioxide 3-isopropyl-2,3,1-benzothiadizin-4-one or salts thereof and B) at least one non-ionic surfactant. The present invention also relates to a process for the preparation of this solid mixture, the use of the solid mixture and undesirable vegetation control methods.

Liquid formulations are established in the field of agriculture, and surfactants are added under practical conditions when controlling harmful plants to increase the herbicidal activity of the ingredient and to ensure control of the weed. The disadvantage of liquid formulations is that large quantities of storage materials, such as buttons made of metal and hand-made materials, are accumulated and must be disposed of in a safe manner, as well as the safe storage of products in liquid form. It is complicated, low storage temperatures can also result in undesirable crystallization.The benzothiadizine-4-one 2,2-dioxide and salts thereof are described in the temperature as protective substances of hervicidal active cultures (DE-A 14 42 386, DE-A 21 64 459, DE-A 22 17 722) The earlier German patent application under registration number 196 13 395.5 discloses granules of water-soluble hygroscopic products, for example, the sodium salt of 2, 3-isopropyl-2, 1, 3-benzothiadiazin-4-one 2-dioxide These granules are preferably used without auxiliaries and additives DE-A 43 15 878 describes the solid, non-hydroxyl magnesium salt of 2,2- 3-isopropyl-2, 1,3-benzothiadiazin-4-one dioxide. This publication also teaches a solid mixture of this salt and sodium lignosulfonate which is solid per se and acts as a dispersant. An object of the present invention is to provide more solid mixtures which are based on 3-isopropyl-2,2,3-benzothiadiazin-4-one 2,2-dioxide or salts thereof and which additionally have a good biological activity . We have found that this objective is carried out by a solid mixture comprising A) 2,2-dioxido-3-isopropyl-2, 1,3-benzothiadizin-4-one or the salt thereof, and B) at least one nonionic surfactant. The present invention also relates to a process for the preparation of this solid mixture, and also the use of the solid mixture and undesirable vegetation control methods.

Liquid formulations are established in the field of agriculture, and surfactants are added under practical conditions when controlling harmful plants to increase the herbicidal activity of the active ingredient and to ensure control of the weed. The disadvantage of liquid formulations is the large amount of packaging material such as baskets made of metal and synthetic materials, they accumulate and have to be disposed in a safe manner. In addition, the safe storage of products in liquid form is complicated. Low storage temperatures can also result in undesirable crystallization. The benzothiadiazin-4-one 2,2-dioxide and the salts thereof are described in the literature as protective substances of crops with herbicidal action (DE-A 15 42 836, DE-A 21 64 459 and DE-A 22 17 722). The application of the above German patent with file number 196 13 395.5 discloses granules of hygroscopic, water-soluble products, for example, the sodium salt of 3-isopropyl-2,3,2-benzothiadiazine 2,2-dioxide. 4-one. These granules are preferably used without auxiliaries and additives. DE-A 43 15 878 discloses the magnesium salt of non-hygroscopic 2,2-dioxide of 3-isopropyl-2, 1, 3-benzothiadiazin-4-one. This publication also teaches a solid mixture of this salt and sodium lignosulfonate which is solid per se and acts as a dispersant. An object of the present invention is to provide other solid mixtures which are based on, 3-isopropyl-2, 1, 3-benzothiadiazin-4-one 2-dioxide or the salt thereof and which also has a good biological activity. We have found that this object is carried out by means of a solid mixture containing A) 2,2-dioxido of 3-isopropil-2, 1, 3-benzotiadiazin-4-one or a salt thereof and B) at least a non-ionic surfactant In addition, we have found a process for the preparation of this solid mixture, and also the use of the solid mixture and an undesirable vegetation control method. Suitable salts of 3-isopropyl-2,2,3-benzothiadiazin-4-one 2,2-dioxide are alkali metal salts, especially the sodium and potassium salt, the alkaline earth metal salt, especially the salt of Calcium, magnesium and barium salt, transition metal salts, especially manganese, copper, zinc and iron salts, ammonium salts, in which up to 4 carbon atoms can be replaced by alkyl. C? -C or hydroxy C1-C4 alkyl and / or a phenyl or benzyl, especially the ammonium, diisopropylammonium and tetramethylammonium salt.

Particular preference is given to the sodium, magnesium and ammonium salts. The preparation of 3-isopropyl-2,2,3-benzothiadiazin-4-one 2,2-dioxide and the salts thereof is generally known (cf. DE-A 15 42 836, DE-A 43 15 878 and DE -A 195 05 036). The nonionic surfactants are alkoxylated alcohols, alkylated EO / PO block polymers, ethoxylated alkylphenols, polyols, EO / PO block polymer, organosiliconic compounds [sic], alkyl glucosides, alkyl polyglucosides, alkoxylated fatty amines, dialkyladipates and dialkyl phthalates. Especially preferred nonionic surfactants are alkoxylated alcohols, alkylated EO / PO block copolymers, EO / PO block polymers, organosilicon compounds, alkyl glycosides, alkyl polyglucosides, alkoxylated fatty amines, dialkyladipates and dialkyl phthalates. Particularly preferred are alkoxylated alcohols, alkylated EO / PO block polymers, EO / PO block copolymers, alkyl glucosides, alkyl polyglucosides, alkoxylated fatty amines, dialkyladipates and dialkyl phthalates. Among the especially preferred nonionic surfactants are also alkyl glucosides and alkyl polyglucosides, especially alkyl polyglucosides. Suitable substances may be preferred are alkyl polyglucosides with an average degree of polymerization of 1.0 to 1.7. Additionally, alkyl polyglucosides with an alkyl chain of Cß-Cis are preferred. Examples of alkoxylated alcohols are among others, Lutensol® ON, Lutensol® TO, Lutensol® AO, Lutensol® AT (BASF); Genapol® trademarks (Hoechst AG) and Synperionic® trademarks (ICI); Lutensol® ON 30 is preferably used. Examples of alkylated EO / PO block polymers are, inter alia, trademarks: Antarox® BO (Rhone-Poulenc); Emulsogen® V 2436 (Hoechst AG), Plurafac LF 700 (BASF AG); Dehypon® LS, Dehypon® LT (Henkel); and Synperionic® LF (ICI). Examples of EO / PO block polymers are, among others, the registration marks: Pluronic® PE (BASF); Genapok® PF (Hoechst AG) and Synperionic® PE (ICI). Examples of organosilicon compounds are, among others, the trademarks: Silwet® L-77 (Witco) and Tegopren® (Goldschmidt). Examples of alkyl glycosides and alkyl polyglucosides are, among others: AG 6202 (Akzo Nobel); Lutensol® GD 70 (BASF AG); Atplus® 258, Atplus® 264, Atplus® 430, Atplus® 460, Atplus® 469, Atplus® 450 (ICI Surfactants); Agrimul® PG 2067, Agrimul® PG 2069", v Agrimul® PG 600", Agrimul® PG 215"(Henkel) Examples of alkoxylated fatty amines are, among others, registration marks: Ethomeen®, Armoblem® (Akzo-Nobel ) and Genamin® (Hoechst) Examples of dialkyl adipates are dioctyl adipate and diisotridecyl adipate.An example of dialkyl phthalate which may be mentioned is diisotridecyl phthalate.The registration marks (trademarks) which are given in the The aforementioned examples do not represent any restriction, they are merely representative of the particular classes of substances.Other registration marks (registered trademark) are given in the following publications: McCutheon's Emulsifiers and Detergents, volume 1: Emulsfiers and Detergents 1994, Edition Noteramericana, McCutheon Division, Glen Rock NJ, USA, McCutheon's Emulsifiers and Detergents, Volume 2: Emulsfiers and Detergents 1994, International Edition, McCutheon Division, Glen Rock NJ, USA; Surfac tants in Europe, A Directory of active surface agents available in Europe, 2nd Ed. 1989, Terg Data, Darlington, England; Ash, Michael, Handbook of cosmetics and personal care additives, 1994, Gower Publishing Ltd, Aldershot, England; Ash, Michael, Handbook of Industrial Surfactants, 1993, Gower Publishing Ltd, Aldershot, England. The mixture according to the invention may further comprise at least one inorganic salt soluble in water, among others the groups consisting of ammonium salts, alkali metal salts and alkaline earth metal salts. Inorganic ammonium salts, water-soluble, suitable, are ammonium compounds, or also urea and thiourea. Examples of water-soluble inorganic alkali metal salts which may be employed are sodium and potassium salts. Suitable water-soluble inorganic alkaline earth metal salts are calcium and magnesium salts, especially magnesium salts. Particularly preferred water-soluble inorganic ammonium salts are, among others, ammonium sulfate, ammonium acid sulfate, ammonium chloride, ammonium acetate, ammonium formate, ammonium oxalate, ammonium carbonate, ammonium acid carbonate. , ammonium nitrate, ammonium thiosulfate, ammonium phosphate, ammonium acid diphosphate, ammonium acid monophosphonate, ammonium acid phosphate and ammonium thiocyanate is very especially preferable to use ammonium sulfate.

The mixture according to the invention may further comprise at least one other customary formulation aid. Suitable customary formulation aids are, inter alia, dispersants, wetting agents, binders, anti-foaming agents, chelating agents and lubricants. The dispersants and wetting agents that may be suitable are anionic, cationic, amphoteric or non-ionic. Preferred wetting agents are anionic, such as fused sulphonic acids of aromatic and formaldehyde, lignosulfonates and their sodium, potassium and ammonium salts, alkyl sulfonates and esters of polyoxyethylene fatty acids, polyoxyethylene fatty alcohol ethers, EO / block polymers PO and similar. Suitable binders (adhesives are, in particular, polyvinylpyrrolidone, polyvinyl alcohol, polyvinyl acetate, vinylpyrrolidone / vinyl acetate copolymers, carboxymethylcellulose, starch and dextrins Examples of suitable anti-foaming agents are: silicone oils or silicone oil emulsions, long chain alcohols, fatty acids and salts thereof, organo fluorinated compounds, acetylene alcohols and mixtures thereof The substances which are preferably employed are silicone oils, silicone oil emulsions and long chain alcohols.

Examples of suitable chelating agents are salts of ethylenediaminetetraacetic acid, salts of nitrilotriacetic acid, salts of polyphosphoric acids and mixtures thereof. Suitable lubricants are, among others, magnesium stearate, sodium stearate, talc, polyethylene glycols and mixtures thereof. The following embodiments of the solid mixture according to the invention are preferred: 1) in a preferred embodiment, the mixture according to the invention comprises, as component A, the sodium salt, the magnesium or ammonium salt of 2.2 3-isopropyl-2, 1, 3-benzothiadiazin-4-one dioxide and, as component B, at least one nonionic surfactant or mixtures thereof. Mixtures comprising, as component B, an alkyl glycoside or alkyl polyglucoside are especially preferred in this context. Substances that are particularly suitable are alkyl polyglucosides with a degree of polymerization of 1.0 to 1.7. Alkyl polyglucosides having alkyl chains of Cß-Ciß are also preferred. Examples of suitable alkyl polyglucosides are AG 6206 (Akzo Nobel), Lutensol® GD 70 (BASF AG), Atplus® 258, Atplus® 264, Atplus® 430, Atplus® 460, Atplus® 469, Atplus® 450 (ICI Surfactants). , Agrimul® PG 2067, Agrimul® PG 2069", Agrimul® PG 600", Agrimul® PG 215"(Henkel) In another preferred embodiment, the mixture according to the invention comprises, as component A, the sodium salt, magnesium or ammonium of 3-isopropyl-2,3,1-benzothiadiazin-4'-one 2,2-dioxide, as component B at least one surfactant or mixtures thereof and furthermore at least one water-soluble inorganic ammonium salt not ionic, alkali metal or alkaline earth metal or mixtures thereof The mixture according to the invention preferably comprises, water-soluble inorganic ammonium salt, alkali metal or alkaline earth metal, an ammonium salt [sic]. Especially preferred in this context are mixtures comprising, as component B, at least one alkyl glucoside or alkyl polyglu cosido, or mixtures of these. Very especially preferably, suitable as the ammonium salt is ammonium sulfate. More preferred in this context are mixtures which comprise, as component B, an alkyl polyglucoside or mixtures thereof.

A preference is given in this context to mixtures comprising, as component A, the sodium salt of 2,2-dioxide 3-isopropyl-2,3,1-benzothiadiazin-4-one. In another preferred embodiment, the mixture according to the invention comprises, as component A, the sodium, magnesium or ammonium salt of 2,2-dioxide 3-isopropyl-2,3,1-benzothiadiazin-4-one, as component B at least one nonionic surfactant or mixtures thereof and in addition at least one additional customary formulation aid as mentioned above, or mixtures of these. The mixtures, according to the invention, preferably comprise, as additional formulation aids, one or more antifoaming agents. Especially preferred mixtures according to the invention comprise, as component B, at least one alkyl glucoside or alkyl polyglucoside or mixtures thereof. Particularly preferred substances used as antifoam agents are silicone oils, silicone oil emulsions, long chain alcohols and mixtures thereof. In this more preferred context are mixtures comprising, as component B, an alkyl polyglucoside or mixtures thereof.

In another embodiment, the mixture according to the invention comprises, as component A, the sodium, magnesium or ammonium salt of 3-isopropyl-2,2,3-benzothiadiazin-4-one 2,2-dioxide, as a component B at least one nonionic surfactant or mixtures thereof and in addition at least one ammonium, alkali metal or alkaline earth metal, inorganic, water soluble salt and an additional formulation aid or mixtures thereof. In this context mixtures are preferred which contain, as a water-soluble ammonium salt, alkali metal or alkaline earth metal, an ammonium salt or mixtures thereof. The additional formulation aids which are especially preferred employed in such mixtures are antifoaming agents. Substances which are also particularly suitable as B components are alkyl polyglucosides, such as the ammonium salt, ammonium sulfate and as antifoaming agents, for example, silicone oil, silicone oil emulsions or long chain alcohols. Very especially preferred in this context are the mixtures comprising, as component A, the sodium salt of 2,2-dioxide of 3-isopropyl-2,3,1-benzothiadiazin-4-one.

The aforementioned preferred embodiments of the mixtures according to the invention very additionally comprise colors, preservatives and other active ingredients used in crop protection. Substances that are particularly suitable as other active ingredients used in crop protection are herbicidal active compounds and growth regulators, for example. 1, 2, 4-thiadiazoles, 1,3,4-thiadiazoles, amides, amino phosphoric acid and its derivatives, glyphosate, glyphosate, aminotriazoles, anuides, aryloxyalkane (het) acid and its derivatives, benzoic acid and its derivatives, benzothiadiazinones, tricetones, aryl hetaryl, ketones, becylisoxazolidones, meta-CF3-phenylpyridines, carbamates, quinoline acid [sic] and its derivatives, chloroacetanilides, cyclohexanedione oxime ethers, diazines, dichloropropionic acid and its derivatives, dibenzofurans, dihydrofuran-3-ones, dinitroanilines, dinitrophenols, diphenyl ethers, dipyridyls, halocarboxylic acids and their derivatives, ureas, N-phenyluracils, imidazoles, imidazolinones, isoindolediones, oxidazoles, oxidases, phenols, aryloxy- or hetaryloxyphenoxypropionic esters, phenylacetic acid and its derivatives, phenylpropionic acid and its derivatives, pyrazoles, phenylpyrazoles, pyridazines, pyridinecarboxylic acid and its derivatives, pyridyl idyl ethers, sulfonamides, sulfulnil ureas, triazines, tria zinones, triazolinones, traizolcarboxamides, tricetones, 4H1,3-benzoxazines, N-phenylcarbamates and thiocarbamates. The following are preferably suitable as additional active ingredients used in crop protection: glyphosate (het) aryloxyalkanoic acid and its derivatives, benzoic acid and its derivatives, tricetones, hetaryl aryl ketones, quinoline acid [sic] and its derivatives, cyclohexanedione oxime ethers , dichloropropionic acid and its derivatives, dinitroanilines, diphenyl ethers, dipyridyls, halocarboxylic acids and their derivatives, ureas, imidazolinones, phenols, aryloxy- or hetaryloxyphenoxypropionic esters, phenylacetic acid and its derivatives, phenyl propionic acid and its derivatives, pyridazines, pyridinecarboxylic acid and its derivatives, sulfonamides and sulfonyl ureas. As a rule, the constituents of the mixture according to the invention are used in the form of the technical grade product in question. As a rule, the component A represents 0.5 to 90, preferably 10 to 85 and particularly 40 to 85% by weight of the mixture according to the invention, based on the finished mixture. . Component B usually represents from 3 to 40, preferably 3 to 25% by weight, based on the finished mixture.

If the mixture according to the invention additionally contains a water-soluble inorganic ammonium salt or mixtures of these salts, they represent, as a rule,, from 5 to 60, in particular 5 to 50, weight percent based on the finished mixture. When preparing the mixture according to the invention, the starting material used is, as a rule, 2,2-dioxide 3-isopropyl-2,3-benzothiadiazin-4-one or a salt thereof. In the case of the salts of 2,2-dioxide of 3-isopropyl-2,3,8-benzothiadiazin-4-one, the active ingredient of technical grade is intimately mixed with the non-ionic surfactant, with the ammonium salts, of alkali metal or alkaline earth metal that can be added, with additional auxiliaries of the formulation that may be present and, if appropriate, with water. All components can be mixed together in one step; however, it is also possible to mix the components one after the other. If appropriate, the resulting crude mixture is treated with more water so that an extrudable material is formed. This is subsequently extruded. For this process, basket extruders, radial extruders, or vault extruders in which the granule undergoes a small compaction are preferably used. The granules which have been obtained in this way by means of extruder granulation, are dried and, if appropriate, sieved. The 2,2-dioxide of 3-isopropyl-2, 1, 3-benzothiadiazin-4-one as such is mixed with the surfactant, with the ammonium, alkali metal or alkaline earth metal salts that can be added, with the Additional formulation aids that may be present and, if appropriate, water and a proton acceptor such as sodium hydroxide, potassium hydroxide, sodium hydrogen carbonate, potassium hydrogen carbonate, calcium carbonate, magnesium oxide, phosphate sodium, potassium phosphate, sodium silicate or alkali metal salts of di-, tri- or polyphosphoric acids, or mixtures thereof. All components can be mixed together in one step; however, it is also possible to mix the components one after the other. If appropriate, the resulting crude mixture is treated with more water so much that an extrudable material is formed and this is subsequently extruded. Basket extruders, radial extruders or vault extruders in which the granule undergoes a slight compaction are preferably used for the extrusion. The resulting granules are dried and, if appropriate, sieved. The proton acceptor is conveniently employed in an equimolar ratio based on the active ingredient technical grade. However, it may be advantageous to employ an excess or sub-stoichiometric amount of a proton acceptor. Likewise, it is also possible to carry out a fluidized bed granulation. For this purpose, an aqueous solution, emulsion or suspension of the mixture according to the invention is sprayed and agglomerated in a fluidized bed granulation apparatus. However, it is also possible to introduce solid constituents of the mixture according to the invention into the apparatus and to spray them with a solution, emulsion or suspension of the remaining constituents of the mixture according to the invention, agglomerating them in this way. Furthermore, in order to prepare the suitable mixtures, according to the invention, they are spray-dried, granulation by mixer and disc granulation. The resulting mixtures according to the invention are distinguished by good dissolution in water. The mixtures according to the invention are suitable for control of undesirable vegetation for treatment of seeds, plants or their environment with an active herbicide amount of the mixture according to the invention. The purpose of the surfactants is to assist the biological activity of 3-isopropyl-2,2,3-benzothiadiazin-4-one 2,2-dioxide or salts thereof by promoting wetting and / or transport of the active ingredient on the surface and inside the plant. To apply the mixture according to the invention, a process is usually followed in which generally the amount of water is first mixed with 25 to 100 times, preferably 50 to 200 times. The spray mixture is then applied to the target plants and / or their environment. In particular before or after the emergency. As an alternative or in addition to these, the seeds of these target plants can also be treated in an appropriate manner prior to seeding. If mixtures of active ingredients, which can be obtained by dilution with water, are less tolerated by certain plant crops, application techniques can be used in which the spray mixtures are spread, with the help of spray equipment, in so that the leaves of sensitive crop plants come in as little contact as possible, and if there are, with the active ingredients, while the active ingredients reach the leaves of the undesirable plants that grow below or the flat soil (post-directed application, or by resting). The application rate of 2,2-dioxide of 3-isopropyl-2,3,1-benzothiadiazin-4-one or salts thereof in the form of the mixture, according to the invention, is from 0.5 to 7, preference 0.5 to 5, in particular 1 to 3, kg / ha of cultivated areas, depending on the purpose of the control measure, the station, the target plant and its growth state.

Preparation examples Example 1 58.8 g of the Na + salt of 3-isopropyl-2, 1,3-benzothiadiazin-4-one 2,2-dioxide (Na + -bentazone) and 5.8 g of Lutensol® GD 70 (BASF AG) were mixed intimately in a Moulinette kitchen mixer. The result was extruded by means of an extruder (KAR-75, Fitzpatrick, opening size 0.8 mm) and then dried in a drying oven at 60 ° C.

Example 2 52.5 g of NH4-bentazone and 10.9 g of Lutensol® GD 70 (BASF AG) were intimately mixed by a Moulinette kitchen mixer. The resulting material was extruded as described in Example 1.

Example 3 52.5 g of NH + -bentazone and 8.2 g of AG 6202 (ethylhexyl glucoside, Akzo) were intimately mixed by a Moulinette kitchen mixer. The resultant was extruded as described in Example 1.

Example 4 169.2 g of dry Na + -bentazone, 36.0 g of Lutensol® GD 70, 88.8 g of ammonium sulfate and 6.0 g of SRE antifoam were homogenized in a food processor (Kenwood Chef) while 36.0 g of water were added, The resulting mixture was subsequently extruded in a dome extruder (DGL-1, Fitzpatrick, aperture diameter 0.5 mm).

Example 5 169.2 g of dry Na + -bentazone, 36.0 g of Lutensol® GD 70, 88.8 g of ammonium sulfate and 6.0 g of SLE silicone emulsion (Wacker) were homogenized in a food processor (Kenwood Chef) while adding 36.0. g of water, the resulting mixture was subsequently extruded in a dome extruder (DEL-1, Fitzpatrick, opening diameter 0.5 mm).

Example 6 '59.0 g of Na + "bentazone, 10.0 g of Lutensol® GD 70, 27.0 g of ammonium sulfate and 2.0 g of isotridecanol were intimately mixed in a food processor (Kenwood Chef), and the resulting mixture was subsequently extruded. ' Example 7 A spray mixture was prepared from 410.5 g of a 50% by weight solution of aqueous Na + bentazone and 28.85 g of Silwet® L77 (silicone polyester copolymer, OSI). 65.7 g of crystalline ammonium sulfate, with a particle size of less than 0.5 mm, were introduced in a laboratory-treated, fluidized bed granulator (MPI, Niro-Aeromatic). A two-substance nozzle was placed on top of the fluidized bed. The granules that had been introduced were fluidized using air at an inlet temperature of 120 ° C. The spray pressure was set at 2.1 bar. The spray mixture was sprayed into the fluidized bed, and the water evaporated. At the end of the granulation process, granules containing 60% by weight of bentazone and 5.7% by weight of Silwet® L77 were obtained.

Example 8 1724.0 g of dry bentazone-Na + were dissolved in 1350.0 g of distilled water. 300.0 g of AG® 6202 (alkyl polyglucoside, Akzo) in the form of an aqueous solution of 65% by weight were then incorporated, and the mixture was used as a spray solution. 465.0 g of crystalline ammonium sulphate with a particle size smaller than 0.5 mm were introduced in a fluidized bed granulator, laboratory (MP1, Niro-Aeromatic). A nozzle of two substances was located on the fluidized bed. The granules that had been introduced were fluidized using air at a starting temperature of 120 ° C. The pressure of the spray of the nozzle of two substances was set at 3 bar. The spray solution was sprayed into the fluidized bed, and the water evaporated. Granules containing 61.5% bentazone Na +, 8% by weight alkali polyglycosides and 1% residual moisture were obtained.

Example 9 50.7 g of bentazone Na +, 8.8 g of Lutensol® GD 70, 8.5 g of sodium hydroxide and 2.8 g of distilled water were introduced into a laboratory IKA® mill and mixed intimately. A reaction began, during which bentazone Na + was formed. The resulting viscous bulk was treated with 29.2 g of ammonium sulfate, and another 13.2 ml of water were added little by little. This resulted in a wet bulk that was extruded by means of an extruder (KAR-75, Fitzpatrick, opening size 0.8 mm). The resulting granules were dried in a drying oven at 60 ° C.

Example 10 25.4 g of bentazone Na +, 4.2 of sodium hydroxide and 1.8 g of Pluronic® PE 6400 (BASF) and 1.4 g of water were intimately mixed in a laboratory IKA® mill until it was observed, a perceptible hot tone [sic] ] 17.2 g of ammonium sulfate and another 13.5 ml of water were then added. The resulting material was extruded and dried as in Example 8.

Example 11 In a kneader (Werner &Pfleiderer, LUK 0.75 Vak) 303. 0 g of bentazone, 72.0 g of Lutenson® GD 70, 60.0 g of sodium hydroxide, 150.0 g of ammonium sulfate, 6.0 g of anti-foam SER, 8.4 ml of water were premixed, homogenized and extruded as described in Example 8 .

The mixture, according to the invention, obtained in Examples I s 3 and 7 s 9 was dissolved or dispersed in water in the course of 2 minutes to give a clear dispersion or solution.

Example of use The improved activity of the active ingredients as herbicides used in the protection of the crops, by means of the mixtures according to the invention, was demonstrated by experiments in greenhouses and in the open. When the experiments were carried out in the greenhouse, it was important to keep the treatment and growth conditions defined to tell the differences between the effects. In the greenhouse, the seeds of the test plants were seeded separately for each species in plastic pots of diameter approximately 12 cm using a substrate peat. In the case of pre-emergency treatment, the active ingredients that were suspended or emulsified in water, were applied directly after sowing by means of fine distribution nozzles. The containers were irrigated slightly to favor germination and growth, and these were later covered with transparent plastic hoods until the plants had roots. This cover causes [sic] uniform germination of the test plants, unless this is adversely affected by the active ingredients. For the purpose of post-emergence treatment, the test plants were first grown to a height of 3 to 15 cm, depending on the habitat of the plant, and then treated with a mixture according to the invention that was dissolved, suspended or emulsified in water. For this purpose, the test plants were then seeded directly and grown in the same containers, or they were first allowed to grow separately as seedlings and transplanted into the test vessels a few days prior to treatment. The plants were maintained from 10 to 25 or from 20 to 35 ° C, depending on the species. The trial period lasted from 2 to 4 weeks. During this time, the plants were taken care of, and their response to individual treatment was evaluated. A similar protocol was followed for open experiments or under conditions similar to environmental conditions. Commonly undesirable crop plants and plant species were sown or planted in parallel rows. In some cases, populations of natural plants were also included in the investigations. In certain cases, the plants were also seeded in pots under conditions similar to the bare conditions. The evaluation was carried out using a scale from 0 to 100. '100' means no plant emergency or complete destruction of at least the aerial parts, while * 0"means no damage or normal course of growth.

Claims (7)

1. A solid mixture containing A) a salt of 2,2-dioxide of 3-isopropyl-2, 1, 3-benzothiadiazin-4-one and B) at least one alkyl glucoside or alkyl polyglucoside.

2. The solid mixture, as mentioned in the claim 1, which further comprises at least one inorganic salt soluble in water from the following group: ammonium salt, alkali metal salt or alkaline earth metal salt.

3. The solid mixture, as mentioned in the claim 2, in which the water-soluble inorganic ammonium salt is ammonium sulfate.

The solid mixture, as mentioned in any of claims 1 to 3, containing from 0.5 to 90% by weight of component A.

5. The solid mixture, as mentioned in any of claims 1 to 4, which contains 3 to 40% by weight of component B

6. A process for the preparation of a solid mixture, as mentioned in any of claims 1 to 5, which consists of mixing the components and granulating the resulting mixture.

7. An undesirable vegetation control method, which consists of: treating the seeds, plants or their environment with an herbicidally active amount of the solid mixture, as mentioned in any of claims 1 to 6 [sic].