Herbicidal Compositions

The present invention relates to herbicides containing compositions with benzothiadiazinone dioxides.

It is known that sulfonylglycolic acid amides (German Laid-Open Applications DOS No. 2,201,432; DOS No. 2,334,715; and DOS No. 2,219,923), azetidine carbothiolates (German Laid-Open Application DOS No. 2,312,045), hexahydroazepine carbothiolates (German Laid-Open Application DOS No. 1,300,947), benzofuranyl sulfonates (German Laid-Open Application DOS No. 1,926,139), butynyl carbamates (German Laid-Open Application DOS No. 2,364,876), carboxylic acid derivatives (German No. 959,066), phosphonomethyl glycines (German Laid-Open Application DOS No. 2,152,826), phthalamides (British No. 671,153), anilides (British No. 903,766), pyrazolium compounds (German Laid-Open Application DOS No. 2,260,485) and nitrophenol derivatives (British No. 425,295) have a herbicidal action. However, the action of these compounds when used individually is not always satisfactory.

I have now found that compositions consiting of one or more of these active ingredients and benzothiadiazinone derivatives, which are known to be effective herbicidal active ingredients (German Laid-Open Application DOS No. 1,542,836), have, surprisingly, a herbicidal action superior to that of their individual components.

The compositions consist of

A. a benzothiadiazinone dioxide of the formula ##STR1## where R.sup.1 denotes lower alkyl and R.sup.2 denotes alkoxyalkyl, hydrogen or a cation, and

B. a carboxylic acid derivative of the formula ##STR2## where R.sup.1 denotes halogen, alkyl, haloalkyl, benzyl, phenylchloromethyl or benzamidooxy, X denotes hydrogen or halogen and R.sup.2 denotes unsubstituted or halogen-substituted alkyl or benzyl, hydrogen or cations, or an ester or amido group.

The active ingredients listed in the following tables are examples of components:

The amount of any one component in the active ingredient compositions as such may vary from 5 to 95 wt%, preferably from 20 to 80 wt%, based on the composition.

The amount used of the agents according to the invention may vary and depends in essence on the type of effect to be achieved; it is generally from 0.1 to 15 (and more), preferably from 0.2 to 6, kg per hectare of active ingredient. The agents according to the invention may be used once or several times before or after planting, before sowing, and before, during or after emergence of the crop plants and unwanted plants.

Application may be effected for instance in the form of directly sprayable solutions, powders, suspensions, dispersions, emulsions, oil dispersions pastes, dusts, broadcasting agents, or granules by spraying, atomizing, dusting, broadcasting or watering. The forms of application depend entirely on the purpose for which the agent are being used; in any case they should ensure a fine distribution of the active ingredient.

For the preparation of solutions, emulsions, pastes and oil dispersions to be sprayed direct, mineral oil fractions of medium to high boiling point, such as kerosene or diesel oil, further coal-tar oils, etc. and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons such as benzene, toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes and their derivatives such as methanol, ethanol, propanol, butanol, chloroform, carbon tetrachloride, cyclohexanol, cyclohexanone, chlorobenzene, isophorone, etc., and strongly polar solvents such as dimethylformamide, dimethyl sulfoxide, N-methylpyrrolidone, water, etc. are suitable.

Aqueous formulations may be prepared from emulsion concentrates, pastes, oil dispersions or wettable powders by adding water. To prepare emulsions, pastes and oil dispersions the ingredients as such or dissolved in an oil or solvent may be homogenized in water by means of wetting or dispersing agents, adherents or emulsifiers. Concentrates which are suitable for dilution with water may be prepared from active ingredient, wetting agent, adherent, emulsifying or dispersing agent and possibly solvent or oil.

Examples of surfactants are: alkali metal, alkaline earth metal and ammonium salts of ligninsulfonic acid, naphthalenesulfonic acids, phenolsulfonic acids, alkylaryl sulfonates, alkyl sulfates, and alkyl sulfonates, alkali metal and alkaline earth metal salts of dibutylnaphthalenesulfonic acid, lauryl ether sulfate, fatty alcohol sulfates, alkali metal and alkaline earth metal salts of fatty acids, salts of sulfated hexadecanols, heptadecanols, and octadecanols, salts of sulfated fatty alcohol glycol ether, condensation products of sulfonated naphthalene and naphtalene derivatives with formaldehyde, condensation products of naphthalene or naphthalenesulfonic acids with phenol and formaldehyde, polyoxyethylene octylphenol ethers, ethoxylated isooctylphenol, ethoxylated octylphenol and ethoxylated nonylphenol, alkylphenol polyglycol ethers, tributylphenyl polyglycol ethers, alkylaryl polyether alcohols, isotridecyl alcohol, fatty alcohol ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, lauryl alcohol polyglycol ether acetal, sorbitol esters, lignin, sulfite waste liquors and methylcellulose.

Powders, dusts and boradcasting agents may be prepared by mixing or grinding the active ingredients with a solid carrier.

Granules, e.g., coated, impregnated or homogeneous granules, may be prepared by bonding the active ingredients to solid carriers. Examples of solid carriers are mineral earths such as silica gel, silicic acid, silica gels, silicates, talc, kaolin, Attaclay, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground plastics, fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, and ureas, and vegetable products such as grain flours, bark meal, wood meal, and nutshell meal, cellulosic powders, etc.

The formulations contain from 1 to 99, and preferably 1 to 90% by weight of active ingredient composition.

There may be added to the compositions or individual active ingredients (if desired, immediately before use (tank-mix) ) oils of various types, herbicides, fungicides, nematocides, insecticides, bactericides, trace elements, fertilizers, antifoams (e.g., silicones), growth regulators, antidotes and other herbicidally effective compounds such as

substituted anilines

substituted aryloxycarboxylic acids and salts, esters and

amides thereof,

substituted ethers

substituted arsonic acids and their salts, esters and amides

substituted benzimidazoles

substituted benzisothiazoles

substituted benzothiadiazinone dioxides

substituted benzoxazines

substituted benzoxazinones

substituted benzothiadiazoles

substituted biurets

substituted quinolines

substituted carbamates

substituted aliphatic carboxylic acids and their salts, esters

and amides

substituted aromatic carboxylic acids and their salts, esters

and amides

substituted carbamoylalkylthiol- or -dithiophosphates

substituted quinazolines

substituted cycloalkylamidocarbothiolic acids and their salts,

esters and amides

substituted cycloalkylcarbonamidothiazoles

substituted dicarboxylic acids and their salts, esters and

amides

substituted dihydrobenzofuranyl sulfonates

substituted disulfides

substituted dipyridylium salts

substituted dithiocarbamates

substituted dithiophosphoric acids and their salts, esters and amides

substituted ureas

substituted hexahydro-1H-carbothioates

substituted hydantoins

substituted hydrazides

substituted hydrazonium salts

substituted isoxazole pyrimidones

substituted imidazoles

substituted isothiazole pyrimidones

substituted ketones

substituted naphthoquinones

substituted aliphatic nitriles

substituted aromatic nitriles

substituted oxadiazoles

substituted oxadiazinones

substituted oxadiazolidine diones

substituted oxadiazine diones

substituted phenols and their salts and esters

substituted phosphonic acids and their salts, esters and amides

substituted phosphonium chlorides

substituted phosphonalkyl glycines

substituted phosphites

substituted phosphoric acids and their salts, esters and amides

substituted piperidines

substituted pyrazoles

substituted pyrazole alkylcarboxylic acids and their salts, esters and amides

substituted pyrazolium salts

substituted pyrazolium alkyl sulfates

substituted pyridazines

substituted pyridazones

substituted pyridine carboxylic acids and their salts, esters and amides

substituted pyridines

substituted pyridine carboxylates

substituted pyridinones

substituted pyrimidines

substituted pyrimidones

substituted pyrrolidine carboxylic acid and its salts, esters and amides

substituted pyrrolidines

substituted pyrrolidones

substituted arylsulfonic acids and their salts, esters and amides

substituted styrenes

substituted tetrahydrooxadiazine diones

substituted tetrahydroxadiazole diones

substituted tetrahydromethanoindenes

substituted tetrahydroxadiazole thiones

substituted tetrahydrothiadiazine thiones

substituted tetrahydrothiadiazole diones

substituted aromatic thiocarbonylamides

substituted thiocarboxylic acids and their salts, esters and amides

substituted thiol carbamates

substituted thioureas

substituted thiophosphoric acids and their salts, esters and amides

substituted triazines

substituted triazoles

substituted uracils, and

substituted uretidine diones.

The last-mentioned herbicidal compounds may also be applied before or after the individual active ingredients or compositions thereof according to the invention.

These agents may be added to the herbicides according to the invention in a ratio by weight of from 1:10 to 10:1. The same applies to oils, fungicides, nematocides, insecticides, bactericides, antidotes and growth regulators.

The new compositions have strong herbicidal action and may therefore be used as weedkillers or for controlling the growth of unwanted plants. Whether the new active ingredients are used as total or selective agents depends in essence on the amount of ingredient used per unit area.

By weeds and unwanted plant growth are meant all monocotyledonous and dicotyledonous plants which grow in loci where they are not desired.

The agents according to the invention may therefore be used for controlling for instance Gramineae, such as

The compositions may also be used as total herbicides on ditches, aquatic areas, railway track, barren and waste land, etc.

The compositions were examined in the greenhouse and in the open on the above plants. Their action corresponds to that of the compositions in the following Examples.

In the greenhouse, various plants were treated at a growth height of from 3 to 20 cm with the following amounts of the following individual active ingredients and compositions thereof as emulsions, dispersions or aqueous solutions:

I 3-isopropyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide,

Ii 3-isopropyl-2,1,3-benzothiadiazinone-(4-2,2-dioxide, sodium salt,

Iii 3-isopropyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide, dimethylammonium salt,

Iv 3-isopropyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide, diethanolammonium salt, each of these compounds at rates of 0.5, 1, 2, 3 and 4 kg/ha;

Xxxv amminium-.alpha.,.beta.-dichloro-.beta.-phenylpropionate

Xlii 4-0-(methylaminosulfonyl)-butyn-2-yl-1N-m-chlorophenylcarbamate

each of these compounds at rates of 2, 2.5, 3 and 4 kg/ha;

each of these compositions at rates of 0.5+2.5, 1+2, 1+3 and 2+2 kg/ha.

After 2 to 3 weeks it was ascertained that the compositions had a better herbicidal action than their components, combined with the same crop plant compatibility.

The results are given below:

In the greenhouse, various plants were treated at a growth height of from 2 to 18 cm with the following amounts of the following individual active ingredients and compositions thereof as dispersions, oil dispersions or aqueous solutions:

I 3-isopropyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide,

Ii 3-isopropyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide, sodium salt

Iii 3-isopropyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide, dimethylammonium salt,

Iv 3-isopropyl-2,1,3-benzothiadiazinone-(4)-2,2-dioxide, diethanolammonium salt,

Xxvii trichloroacetic acid, sodium salt

Xxviii 2,2-dichloropropionic acid, sodium salt, each of these compounds at rates of 0.25, 0.5, 0.75, 1, 1.5, 2, 3 and 4 kg/ha;

each composition at rates of 0.25+0.25, 0.5+0.5, 0.75+0.25, 0.25+0.75, 1+0.5, 0.5+1, 0.75+0.75, 1+1, 0.5+1.5, 1.5+0.5, 1.5+1.5, 2+1, 1+2, 3+1, 1+3 and 2+2 kg/ha.

During the experiment the plants were kept fairly dry.

After 2 to 3 weeks it was ascertained that at the lower application rates the compostions had a better herbicidal action than their components, combined with the same crop plant compatibility. Even at the higher rates the compatibility with Linum usitatissimum is still good.

The results are given below: