DE19901945A1 - Long-acting agrochemical composition comprises fungicide, bactericide, herbicide and/or plant growth regulator in admixture with biodegradable natural lignin- or lignocellulose-based material - Google Patents

Abstract

Agrochemical composition comprises at least one active ingredient selected from fungicides, bactericides, herbicides and plant growth regulators in admixture with a biodegradable natural lignin- or lignocellulose-based material (I).

Description

The present invention relates to new agrochemicals that certain agro contain chemical agents and have a long-lasting effect. The invention also relates to a method for producing the new agents and their use for the application of the agrochemical active ingredients contained.

It has already become known that the duration of action of agrochemical Active ingredients can be extended by using formulations in which the Active substances are chemically bound to wood derivatives containing hydroxyl groups, such as Sawdust or lignin (see Tappi, Vol. 54, 1293-1294 (1971) and FR-PS 1 544 406). It is disadvantageous, however, that the preparation of these preparations is quite difficult is agile. In addition, the speed and the amount at which the Agro chemicals are released, to be desired in some cases.

Furthermore, it is already known that the effect of insecticides is prolonged Period can be extended if you take the active components shortly after fertilization with organic fertilizers such as manure, compost, etc. into the soil (see Archives of Environmental Contamination and Toxicology 31, 98-106 (1996)). The effectiveness is also when using the active ingredients according to this method but not always sufficient.

Finally, it has been described that the decomposition of agrochemical activity substances that are sensitive to ultraviolet light by adding lignin can be at least partially prevented (cf. WO 97-15 187). Here too However, the duration of action does not always meet the practical requirements.

New agrochemicals have now been found, consisting of

• a) at least one agrochemical active ingredient from the group of the fungicides, Bactericides, herbicides and / or plant growth regulators,
• b) in a mixture with at least one biodegradable, organic Natural substance based on lignin and / or lignocellulose as carrier material such as
• c) optionally additives

consist.

It has also been found that the agrochemical compositions according to the invention can be prepared by

• At least one agrochemical active ingredient from the group of the fungicides, Bactericides, herbicides and / or plant growth regulators
• - with at least one biodegradable, organic natural substance Lignin and / or lignocellulose-based as well
• - optionally with additives

mixed.

Finally, it was found that the agrochemical compositions according to the invention are very good for applying the contained agrochemical active ingredients to plants and / or their habitat are suitable.

It is extremely surprising to note that the agro chemical agents have a better long-term effect than those in their combination the most similar, known preparations. Above all, it is unexpected that the  a new agent for the agrochemical active ingredients contained have more favorable release kinetics than corresponding formulations on the Basis of wood as a carrier material.

The agents according to the invention are characterized by a number of advantages. So they are able to keep the active components in the system for a longer period of time to release the required amount. It is also favorable that the Carrier materials are inexpensive and biodegradable products. Forth It should also be emphasized that the application of the form according to the invention requirements for the operating personnel, even without special safety precautions is unproblematic.

The agents according to the invention contain one or more agrochemical effects substances from the group of fungicides, bactericides, herbicides and / or plants growth regulators.

Examples of fungicides are:
2-aminobutane; 2-anilino-4-methyl-6-cyclopropyl-pyrimidine; 2 ', 6'-dibromo-2-methyl-4'-trifluoromethoxy-4'-trifluoromethyl-1,3-thiazole-5-carboxanilide; 2,6-dichloro-N- (4-trifluoromethylbenzyl) benzamide; (E) -2-methoximino-N-methyl-2- (2-phenoxyphenyl) acetamide; 8-hydroxyquinoline sulfate; Methyl- (E) -2- {2- [6- (2-cyanophenoxy) pyrimidin-4-yloxy] phenyl} -3-methoxyacrylate; Methyl (E) methoximino [alpha- (o-tolyloxy) -o-tolyl] acetate; 2-phenylphenol (OPP),
Aldimorph, ampropylfos, anilazine, azaconazole,
Benalaxyl, Benodanil, Benomyl, Binapacryl, Biphenyl, Bitertanol, Blasticidin-S. Bromuconazole, Bupirimate, Buthiobate,
Calcium polysulfide, captafol, captan, carbendazim, carboxin, quinomethionate (quinomethionate), chloroneb, chloropicrin, chlorothalonil, chlozolinate, cufraneb, cymoxanil, cyproconazole, cyprofuram,
Dichlorophen, diclobutrazole, dichlofluanid, diclomezin, dicloran, diethofencarb, difenoconazole, dimethirimol, dimethomorph, diniconazole, dinocap, diphenylamine, dipyrithione, ditalimfos, dithianon, dodine, drazoxolone,
Edifenphos, epoxyconazole, ethirimol, etridiazole,
Fenarimol, fenbuconazole, fenfuram, fenitropan, fenpiclonil, fenpropidin, fenpro pimorph, fentin acetate, fentin hydroxide, ferbam, ferimzone, fluazinam, fludioxonil, fluoromide, fluquinconazole, flusilazole, flusulfamide, flutolanyl, futolafil, fuberri , Furmecyclox,
Guazatine,
Hexachlorobenzene, hexaconazole, hymexazole,
Imazalil, Imibenconazol, Iminoctadin, Iprobefos (IBP), Iprodione, Isoprothiolan,
Kasugamycin, Mancozeb, Maneb, Mepanipyrim, Mepronil, Metalaxyl, Metconazol,
Methasulfocarb, metrifuroxam, metiram, metsulfovax, myclobutanil,
Nickel dimethyldithiocarbamate, nitrothal isopropyl, Nuarimol,
Ofurace, oxadixyl, oxamocarb, oxycarboxin,
Pefurazoate, penconazole, pencycuron, phosdiphen, pimaricin, piperalin, polyoxin, probenazole, prochloraz, procymidon, propamocarb, propiconazole, propineb, pyrazophos, pyrifenox, pyrimethanil, pyroquilon,
Quintozen (PCNB),
Tebuconazole, tecloftalam, tecazen, tetraconazole, thiabendazole, thicyofen, thio phanat-methyl, thiram, tolclophos-methyl, tolylfluanid, triadimefon, triadimenol, triazoxid, trichlamid, tricyclazole, tridemorph, triflumiticonazole, triflumiziconol
Validamycin A, vinclozolin,
Zineb, Ziram,
8-tert-butyl-2- (N-ethyl-Nn-propyl-amino) methyl-1,4-dioxa-spiro- [4,5] decane, N- (R) - [1- (4- Chlorophenyl) ethyl] -2,2-dichloro-1-ethyl-3t-methyl-1r-cyclopropanecarboxamide (mixture of diastereomers or individual isomers),
[2-methyl-1 - [[[1- (4-methylphenyl) ethyl] amino] carbonyl] propyl] carbamic acid 1-methylethyl ester,
1-methyl-cyclohexyl-1-carboxylic acid- (2,3-dichloro-4-hydroxy) -anilide,
2- [2- (1-chloro-cyclopropyl) -3- (2-chlorophenyl) -2-hydroxypropyl] -2,4-dihydro- [1,2,4] - triazol-3-thione and
1- (3,5-dimethyl-isoxazole-4-sulfonyl) -2-chloro-6,6-difluoro- [1,3] dioxolo- [4,5-f] benzimidazole.

Examples of bactericides are:
Bronopol, dichlorophene, nitrapyrin, nickel dimethyldithiocarbamate, kasugamycin, octhilinone, furan carboxylic acid, oxytetracycline, probenazole, streptomycin, teclofta lam, copper sulfate and other copper preparations.

Examples of herbicides are:
Anilides such as B. Diflufenican and Propanil; Arylcarboxylic acids, such as. B. dichloropicolinic acid, dicamba and picloram; Aryloxyalkanoic acids, such as. B. 2,4-D, 2,4-DB, 2,4-DP, fluroxypyr, MCPA, MCPP and triclopyr; Aryloxy-phenoxy-alkane acid esters, such as. B. diclofop-methyl, fenoxaprop-ethyl, fluazifop-butyl, haloxyfop-methyl and quizalofop-ethyl; Azinones, such as B. Chloridazon and Norflurazon; Carbamates, e.g. B. Chlorpropham, Desmedipham, Phenmedipham and Propham; Chloroacetanilides such as e.g. B. alachlor, acetochlor, butachlor, metazachlor, metola chlorine, pretilachlor and propachlor; Dinitroanilines such as e.g. B. Oryzalin, Pendimethalin and Trifluralin; Diphenyl ether, such as. B. acifluorfen, bifenox, fluoroglycofen, fomesafen, halosafen, lactofen and oxyfluorfen; Ureas, such as B. chlorotoluron, diuron, fluometuron, isoproturon, linuron and methabenzthiazuron; Hydroxyl amines, such as. B. Alloxydim, Clethodim, Cycloxydim, Sethoxydim and Tralkoxydim; Imidazolinones, e.g. B. Imazethapyr, Imazamethabenz, Imazapyr and Imazaquin; Nitriles such as B. bromoxynil, dichlobenil and ioxynil; Oxyacetamides such as e.g. B. Mefenacet; Sulfonylureas, such as. B. amidosulirone, bensulfuron-methyl, chlorimuron-ethyl, chlorosulfuron, cinosulfuron, metsulfuron-methyl, nicosulfuron, primisulfuron, pyrazosulfuron-ethyl, thifensulfuron-methyl, triasulfuron and tribenuron-methyl; Thiol carbamates such as e.g. B. butylates, cycloates, dialallates, EPTC, esprocarb, molinates, prosulfocarb, thiobencarb and triallates; Triazines, e.g. B. Atrazin, Cyanazin, Simazin, Simetryne, Terbutryne and Terbutylazin; Triazinones such as e.g. B. hexazinone, metamitron and metribuzin; Others, such as B. aminotriazole, 4-amino-N- (1,1-dimethylethyl) -4,5-dihydro-3- (1-methylethyl) -5-oxo-1H-1,2,4-triazole-1-carboxamide, Benfuresate, Bentazone, Cinmethylin, Clomazone, Clopyralid, Difenzoquat, Dithiopyr, Ethofumesate, Fluorochloridone, Glufosinate, Glyphosate, Isoxaben, Pyridate, Quinchlorac, Quinmerac, Sulphosate and Tri diphane.

Chlorcholine chloride and ethephon are examples of plant growth regulators called.

As carrier materials which are present in the agents according to the invention, there are biodegradable, organic natural substances on lignin and / or Lignocellulose-based, which have a high adsorption capacity. Bark flours, coconut flour and coconut fibers, as well as lignin and peat are preferred in finely shredded form. Bark flour from conifers is particularly preferred, like spruce, pine and fir.

As additives that can be contained in the agents according to the invention, usual formulation aids come into question, such as. B. organic solvents, Emulsifiers, preservatives, plasticizers, binders, dyes and also Water.

All conventional organic solvents are suitable as organic solvents Consideration that are on the one hand not very miscible with water, but on the other hand that set agrochemical active ingredients well. Alipha should preferably be mentioned table and aromatic, optionally halogenated hydrocarbons, such as toluene, Xylene, Solvesso®, Borresperse NA®, Indulin AT®, mineral oils such as white spirit, Petroleum, alkylbenzenes and spindle oil, also carbon tetrachloride, chloroform, Methylene chloride and dichloroethane, also esters, such as ethyl acetate, lactones, such as Butyrolactone, also lactams, and N-methylpyrrolidone, N-octylpyrrolidone and  N-methylcaprolactam, and also alkane carboxamides, such as decane carboxylic acid dimethylamide and octane carboxylic acid dimethylamide, as well as dimethylformamide.

The usual emulsifiers come in agrochemical formulations existing surface-active substances in question. Named as an example be ethoxylated nonylphenols, polyethylene glycol ethers of linear alcohols, Reaction products of alkylphenols with ethylene oxide and / or propylene oxide, furthermore fatty acid esters, alkyl sulfonates, alkyl sulfates, aryl sulfates and carboxylic acid amides, such as decanecarboxylic acid dimethyl amide.

As a preservative, all of them are usually found in plants for this purpose substances present in treatment agents. May be mentioned as examples Preventol® and Proxel®.

The usual plasticizers are agrochemical formulations substances of this type that can be used in substances. May be mentioned as an example Phthalic acid esters, such as dibutyl, dioctyl or benzyl butyl phthalate, phosphoric acid esters, tri-n-butyl phosphate, also adipic acid esters, such as di (ethylhexyl) adipate, Stearates such as butyl stearate or amyl stearate, oleates such as butyl oleate, and also Glycerin ether, higher molecular weight glycol ether and glycerol ester as well as p-toluenesul fonic acid ester.

All binders usually come in agrochemical formulations Active agents existing glue into consideration. Examples include acrylic resin, Vinyl resin such as polyvinyl acetate, polyester resin, polycondensation resin, polyadditions resin, polyurethane resin, alkyd resin, modified alkyd resin, phenolic resin, coal water Resin resin such as inden-coumarone resin, silicone resin, drying oils and physika Lish-drying adhesive based on natural and / or synthetic resin.

Soluble or sparingly soluble color pigments are suitable as dyes, as in for example titanium dioxide, carbon black, zinc oxide or blue pigments.  

The content of the individual components can be varied within a substantial range in the agents according to the invention. So the concentrations are

• - Agrochemically active ingredients generally between 0.5 and 90 % By weight, preferably between 2.0 and 85% by weight,
• - On carrier material in general between 10 and 90 wt .-%, preferably between 15 and 80 wt .-% and
• - Additives generally between 0 and 30 wt .-%, preferably between 0 and 15% by weight.

The agrochemical compositions according to the invention are produced in such a way that that the components in the desired ratios with each other mixed. If the agrochemical active ingredient is a solid substance, this is done either in finely ground form or in the form of a solution or suspension in an organic solvent. Is the agrochemical active ingredient liquid at room temperature, there is no need to use an organic solvent solvent. It is also possible to use the agrochemical active ingredient in the form of a Insert melt.

The carrier material is generally used in a finely comminuted form. For Production of solid agents, such as granules, tablets or other shaped articles carrier material is used, which preferably has grain sizes of up to 4 mm. If the production of liquid formulations, such as suspensions, is desired, the backing material is preferably used in grain sizes of up to 0.2 mm.

The temperatures can be when carrying out the process according to the invention can be varied within a certain range. One generally works at Tem temperatures between 0 ° C and 80 ° C, preferably between 10 ° C and 60 ° C.  

The process according to the invention is generally carried out so that the carrier material with one or more agrochemical active substances or with a solution of one or more agrochemical active substances and, if appropriate, mixed intensively with additives while stirring. The The order in which the components are mixed together is arbitrary. The resulting premix can be ge in each case by customary methods desired forms of preparation are transferred. So can be by extruding and optionally drying z. B. granules, tablets or other shaped bodies produce. If the production of powders is intended, this can be the case Product, if necessary after prior drying, are ground. Still is pastes can also be produced by mixing the premix in the suitable consistency pressed. It is also possible to use liquid formulations to produce by mixing the premix in finely divided form in the respective ge desired liquid phase suspended.

Conventional devices are used to carry out the method according to the invention Consideration that are used for the production of agrochemicals.

The agrochemical compositions according to the invention can be prepared in the usual way application forms either as such or after prior dilution become, e.g. B. as granules, tablets, moldings, powders, pastes or suspensions sions. The application is carried out according to conventional methods, e.g. B. by Ver sprinkle, spread, implant, work into the ground, spread, spray or pouring.

The amount of agrochemical compositions according to the invention can be applied internally can be varied within a larger range. It depends on the respective agrochemical active ingredients and their content in the agents.

The invention is illustrated by the following examples.

Manufacturing examples example 1

72 g of spruce bark flour with an average grain size of 0.2 mm, 2 g of ¹⁴ C-labeled triadimenol, 20 g of lignin sulfonate and 6 g of dibutylnaphthalene sulfonic acid sodium (low salt) are mixed at room temperature with stirring. 100 g of a formulation with an active substance content of 2% by weight are obtained in the form of a powder.

Comparative Example 1

72 g of spruce wood flour with an average grain size of 0.2 mm, 2 g of ¹⁴ C-labeled triadimenol, 20 g of lignin sulfonate and 6 g of dibutylnaphthalene sulfonic acid sodium (low salt) are mixed at room temperature with stirring.

100 g of a formulation with an active ingredient content of 2% by weight in are obtained Form of a powder.

Claims (5)

1. Agrochemical composition consisting of

• a) at least one agrochemical active ingredient from the group of the fungicides, bactericides, herbicides and / or plant growth regulators,
• b) in a mixture with at least one biodegradable, organic natural substance based on lignin and / or lignocellulose as a carrier material and
• c) optionally additives.

2. Agrochemical composition according to claim 1, characterized in that the carrier material is lignin, bark flour and / or peat. 3. Agrochemical composition according to claim 1, characterized by a content from 5 to 90% by weight of at least one agrochemical active ingredient. 4. A process for the preparation of agrochemical compositions according to claim 1, characterized in that

• - At least one agrochemical active ingredient from the group of fungicides, bactericides, herbicides and / or plant growth regulators
• - With at least one biodegradable organic natural substance based on lignin and / or lignocellulose and
• - optionally with additives

mixed. 5. Use of agrochemicals according to claim 1 for application of the agrochemical active ingredients contained on plants and / or their Habitat.