HU196879B - Herbicidal suspension concentrate comprising one uracil derivative and one acid anilide and/or one, if appropriate, two thiolcarbamates as active ingredient - Google Patents

Abstract

The present invention relates to an anionic nonionic surfactant and optionally an anti-anionic nonionic surfactant containing an uracil derivative and an acid anilide and / or optionally two thiol carbamates, characterized in that the amount of wettable powder concentrate and dispersion medium of the uracil derivative is 10 to 40% by weight dispersed. 30-70% by weight and optionally 1: (I -4) by weight of a) an acid anilide and, optionally, 5 to 15% by weight of an acid anilide, and / or b) two thiol carbamates, if desired, and thiol carbamate, if desired. 5% to 15% by weight of an antidote c) 0 to 10% by weight of alkylbenzene, 10 to 20% by weight of anionic nonionic surfactant mixture, and an alkylbenzenesulfonic acid in a weight ratio of 1: (1.5 to 3.5) salt or alkyl aryl polyethylene glycol) ether - fos / torsoic ester and a propoxylated and / or ethoxylic acid ester it contains alkylphenol, optionally 0.1 to 0.5% by weight of ethyl cellulose or polyvinyl acetate. -1-

Description

The invention comprises a compound (I) uracils of the formula: - wherein R, 3-4 alkyl, preferably square - butyl - group or cyclohexyl, R _2, halogen, preferably chlorine, R ₃ is methyl or R ₂ and R ₃ together a trimethylene group, a savilide of formula II, wherein R 1 to C 4 alkyl, R ₂ and R ' ₆ are the same or different C 1 to C 2 alkyl, and / or an optionally (0.75- 1): Concentrate of an anionic-nonionic surfactant and, if desired, an anti-ionic surfactant concentrate containing two percent thiolcarbamates of formula III, wherein R, R ₂ and R ₃ are the same or different and represent C 2 -C 4 alkyl.

Most of the non-polar dispersion medium suspension concentrates are suspensions consisting of a biologically active solid active ingredient which has been milled to a particle size of 1 to 3 micrometers in a wet mill and an oily liquid phase which is generally inhaled for biological activity. The liquid phase may be a light petroleum distillate (spindle oil, dynamo oil, etc.), vegetable oil or organic solvent.

It is well known that the agricultural suitability of a herbicidal (but other pesticide) formulation, however effective as such, depends on the form of formulation and the excipients, e.g. the so-called adjuvants - the right choice can increase the effectiveness of the active ingredient.

This realization explains why pesticide formulations have been a major concern of the manufacturing companies for the last two decades, and more specifically in the last decade. G1FAP (Groupcmcnt / International des Association Nationales de / Abricants des Pesticides) no. his monograph (1978) now describes about 50 different formulations (Liste de Types de Formulations Pesticides et Systems de Code International), one of which is suspension concentrate (SC), formerly known as FW (flowable concentrate) or Kol formulation (colloidal formulation). .

No. 185,436. The liquid stabilized formulations of the Hungarian Patent No. 5,198,125 contain a polar wax emulsion as a stabilizing agent. The invention is described as being based on a "matrix effect" which is "a specific physical and chemical effect which means that the concentration of the major constituents of a multi-component system varies over time in a relatively narrow range. The matrix effect upon which the invention is based can be formulated into aqueous emulsions with volatile substances, waxes, the release of which can be arbitrarily controlled. Although the description refers to emulsions, it also describes in its examples combinations of liquid acetochlor and solids which can form emulsions and suspensions. Of these liquid stabilized formulations, those which also contain a solid active ingredient (e.g., atrazine, solid acid anilides, etc.) may also be prepared by two-stage milling. First, the solid active ingredient or mixture of active ingredients in an aqueous "emulsion" (e.g., suspension), e.g. is ground in a corundum-disk mill and then, in a second step, the ground mixture is ground to a size of less than 5 micrometer in a pearl mill.

DE-AS 23 54 467; US Patent No. 5,102,015 discloses an oily dispersion composition comprising 5-30% by weight of active ingredient, 60-85% by weight of aliphatic and / or alicyclic mineral oils (flash point 65-180 ° C, viscosity 1.5-30 ° C / 20 ° C), 6 - 15% by weight of a dispersant mixture: monoalkyl phenol-polyglycyl ether, C 8 -C 9 alkyl, 8-12 EO units (such as Sapogenat ^R types) (Hoechst AG) and 0.1 to 3.0% by weight ( They contain a Ca salt of Cg - Cn) - monoalkylbenzene - sulfonic acid. The oily dispersion is also produced by two-stage milling. The pre-milling is carried out in a ball mill up to a particle size of 1 to 2 mm, after which particles smaller than 5 micrometer are produced in a pearl mill. The preparation significantly enhances the fungicidal action of BCM (2 - benzimidazole - methyl carbamate) compared to the previous ones.

DE-AS No. 23 53 468 Oily Dispersion Formulations described in US Patent No. 5,305, by weight, 5 to 30% by weight of active ingredient, 2 to 10% by weight of emulsifier (C 8 -C 12 monoalkylphenol polyglycol ether), 0.1 to 5.0% by weight of dispersant (C ₈ -C _8). Contains ( _I5 ) - monoalkylbenzene sulphonate and contains from 60 to 85% by weight of a liquid organic carrier (esters of C 1 -C 12 alkanols with 2 to 10 carbon atoms of each divalent carboxylic acid). The oily dispersion is also prepared using a two-stage milling process: pre-milling and pearl milling. The preparation also significantly improves the fungicidal action of BCM (2 - benzidazol - methylcarbamate).

DE-AS 23 01 922 U.S. Patent No. 5,198,123 to Olaine discloses an oily dispersion composition comprising from 5 to 50% by weight of an active ingredient, a mineral oil, or a liquid ester of (C 1 -C ₁₂ ) monoalkanols or a liquid triglyceride, 0.2-5.0% aluminum chelate stabilizer, emulsifier, containing a dispersing agent, a wetting agent, and a tackifier. The dispersion is prepared by conventional wet milling in a pearl mill. The stabilizer used reduces the tendency of the crystalline growth of the active ingredient 2 - methyl - 5,6 - dihydroc pyran - 3 - carboxylic acid anilide.

SUMMARY OF THE INVENTION It is an object of the present invention to provide a suspension concentrate containing two or three active ingredients which do not require separate wet milling and which meet all the quality requirements for suspension concentrates (e.g., various stability, etc.) and their herbicidal efficacy same.

In our experiments, it has been found that by selecting the excipient system used for the preparation of suspension concentrates from liquid active ingredients as dispersion medium and wettable powder formulations without wetting, only suspensions of at least equivalent efficacy can be obtained by simple mixing operation. all other, e.g. they also meet the stability requirement.

196,879

The present invention provides as an active ingredient a uracil derivative of formula (I)

- in the formula

R is a C 3 -C 4 alkyl, preferably a moiety thereof

- butyl or cyclohexyl,

R _{2 is} halogen, preferably chlorine,

Or R _{3 is} methyl

R 1 and R ₃ together represent a trimethylene group - a savilide of formula II

- in the formula

R is C 1-4 alkyl,

R 1 and R 6 are the same or different and represent a C 1 -C 2 alkyl group and / or an optionally two thiolcarbamates of formula III

- in the formula

R 1 'R 1 and R 1' are the same or different as herbicidal suspension concentrates containing from 2 to 4 carbon atoms with an anionic-nonionic surfactant and optionally an antidote, characterized in that they are dispersed in an amount of - 40% by weight, preferably 20-30% by weight containing a wettable powder concentrate comprising 75 to 85% by weight of a uracil derivative of the formula (I), wherein R 1, R ₂ and R ₃ are as defined above, and 15 to 25% by weight of a solid carrier, preferably synthetic silica and surfactant. (s), preferably sulphite alkali powder and / or fatty alcohol poly (glycol ether), and as a dispersion medium in an amount of 70% by weight, preferably 40-65% by weight.

a) a known antidote for reducing the phytotoxicity of a savilide of formula II, wherein R, R'j and Ré are as defined above, and optionally 5-15% by weight of the savilide of formula II, preferably N - (dichloroacetyl) - 1 - oxa - 4 - aza - spiro - (4,5) - decane -1 and / or

b) an optionally substituted (0.75 l): 1 weight ratio of two (III) thiolcarbamate of the formula - wherein R, R and R ₃ are as defined above and, if desired, the weight of the thiolcarbamate formula (s) (III) 5 to 15% by weight of a known antidote for reducing the phytotoxicity of thiol carbamates, preferably N - (2,2-dichloro) acetylhexamethylene imine-1, when the dispersion medium also contains the savilide of formula II and Also comprising thiol carbamate (s) of formula (III), the weight ratio of the acid anilide (II) to the thiol carbamate (s) (III) is 1: 1-4.

and

c) 0-10% by weight of alkylbenzene, preferably xylene, as an anion-nonionic surfactant mixture

In an amount of from 10 to 20% by weight and an alkyl anionic benzylsulfonic acid salt or alkylaryl polyethylene glycol) ether phosphoric acid ester as anionic surfactant in an amount of 1: (1.5 to 3.5), preferably 1: (2-3) and the nonionic surfactant contains a propoxylated and / or ethoxylated alkyl phenol, if desired

0.1-0.5% by weight of ethyl cellulose or polyvinyl acetate.

The suspension concentrates of the invention are prepared by:

i) in admixture with the liquid active ingredient or a mixture thereof containing xylene as the dispersion medium, ii) 10 to 20% by weight of the active ingredient (s) and (1: 1.5 to 3.5) by weight of anionic nonionic surfactant adding a wettable powder formulation of the solid, followed by iv) optionally adding 0.1-0.5% by weight of ethyl cellulose or polyvinyl acetate dissolved in xylenes, and

) stirring is continued until homogeneity is achieved.

The order of addition of the components affects the quality of the suspension concentrates. The order of dosing given here ensures the most favorable product quality.

Thus, the composition of the present invention is similar to oily suspension concentrates, but differs in that its dispersion medium is not an oil, but is essentially the liquid active ingredient itself and the dispersed portion is a wettable powder concentrate of the solid active ingredient which does not require separate wet grinding. It is also advantageous that they contain a reduced amount of organic solvent in the dispersion medium and therefore are less polluting to the environment.

The suspension concentrates of the present invention preferably have a dispersion medium of N - (2 '- ethyl - 6' - methyl).

- phenyl) - N - (ethoxymethyl) - 2 - chloroacetamide (acetochlor), N - (2 ', 6' - diethylphenyl) - N - (butoxymethyl) - 2 - chloroacetamide (butachlor) , N - (2,6 - diethyl)

- phenyl) - N - (methoxymethyl) - chloroacetamide (formate), S - ethyl - N, N - diisopropylthiolcarbamate (EPTC), S - ethyl - N, N - diisobutylthiolcarbamate (butylate), S. - n-propyl-N, N-di-n-propyl-thiolcarbamate (vernolate), preferably dispersed in 3

- cyclohexyl - 5,6 - trimethylene - uracil (lenacil), 3 - (t

butyl) - 5 - chloro - 6 - methyluracil (terbacil).

An important requirement for the selection of the excipient system is that the excipient stabilizes the concentrated oily suspension (suspension concentrate) of the wettable powder formulation of the solid active ingredient and the dilute aqueous suspension (pellet) thereof. Thus, a stable suspension should be obtained in two dispersion media of very different polarities. In addition, the excipient system must ensure that the oily liquid phase of the formulation (the liquid active ingredient) is spontaneously emulsified when preparing the spray. These contradictory conditions can only be fulfilled with a defined mixture of anionic and nonionic surfactants.

Suitable anionic surfactants are, for example, salts of alkylbenzenesulfonic acids, preferably CaNcionic surfactants, ethylene oxide and addition products of ethylene oxide and propylene oxide, preferably ethylene oxide and propylene oxide block polymers of alkyl phenols. calculated ethylene oxide (EO) content is 40-60% by weight.

The weight ratio (N / A ratio) of the nonionic to anionic surfactant in the surfactant mixture may range from 1.5 to 3.5, preferably from 2.0 to 3.0.

196,879

Experiments have also been carried out to investigate the role of polyvinyl acetate and ethylcellulose soluble additives in the dispersion medium of the formulations and have been found to increase the viscosity of the dispersion medium and thereby improve the stability of the suspension concentrate (Table 1). 0.1 to 0.5% by weight.

/, spreadsheet

Effect of viscosity enhancers

thickener excipient example number drain time (sec) Ford glasses Arrow 3 poly (vinyl acetate) - 0.3% by weight 8th 102 ethylcellulose - 0.2% by weight 12th '98 - - 7th 82

The acid anilides and especially thiol carbamates have been used in the last two decades in an amount of preferably 5-20% by weight with an antidole. For example, 2- (dichloromethyl) -2-methyl-1,3 is preferred for the antidotation of acid anilides.

- dioxolane (MG - 191); N- (dichloroacetyl) -1-oxa

- 4 - aza - spiro - (4,5) - decane (AD - 67); N - (2.2

dichloro) acetyl hexamethylene imine. For example, thiol carbamates are preferably antidotated with N, N-diallyl 2,2-dichloroacetamide; 3-dichloromethyl-2,2-dimethyl-oxazolidine; With N - (2,2-dichloroacetyl) hexamethyleneimine (TI 35), the combined antidotes of the acid anilides and thiolcarbamates include 2-dichloromethyl-2-methyl-1,3-dioxalane, 3-dichloro

- acetyl - 2,2 - dimethyl - oxazolidine. (U.S. Patent Nos. 4,137,070; 165,736; 168,977; 176,784; 187,284); Aurél Kádár: Weed Control, Chemical Crop Control (Agricultural Publication, 1983,519); Pesticides, Fertilizers (Agricultural Publisher, 1987, p. 437; F. Dutka: Journal of the Hungarian Chemists, Vol. XLII, Vol. 3, pp. 81-86; Antidotes (Scientific Day of Plant Protection, 1987); Pestic. Sci. 1983, 14 , 40-48; Weed Research, 1982, Vol. 22, 27-33.)

The invention is illustrated by the following non-limiting examples.

The herbicidal active ingredients, excipients and antidotes in the examples are all known compounds or commercially available herbicidal compositions.

ADOL 80 WP and GEONTER 80 WP are herbicidal formulations of the Kőbánya Pharmaceutical Plant and 80% by weight of lenacil or terbacil, 10% by weight of solid support, preferably silica and 10% by weight of surfactant, preferably sulphite alkaline powder and / or fatty alcohol poly ( glycol ether).

The acid anilides and thiol carbamates, as well as the anti-4 subsidized variants of the Nitrochemical Industry, respectively? Commercially available formulations of chemical plants in Northern Hungary (Pesticides, Fertilizers, Agricultural Publisher, Budapest, 1987).

For excipients, see, for example, Tensid-Taschenbuch (H. Stacke), Cari Hanser Verlag, Munich-Wien 2. Ausgabe, 1981; Juhász É.-Lelkesné Erős M.! Surfactants Pocket Book, Technical Publisher, Budapest, 1979.

a.i. = active ingredient = active ingredient

Example 1

Λ lol * 80 WP (a.i. 80% lcnacil) weight% 20.0 Λ Elochlorine (a.i.) 60.0 Ca-salt of alkylbenzenesulfonic acid (a.i. 70%) (1) 8.0 Alkyl-phenol-poly (propylene glycol) -fol (ethylene glycol) ether (2) 12.0 (LO content 40% by weight)

Of the components, the surfactants are dissolved in acetochlor and mixed with Ado 80 WP with stirring. Homogenization is continued for another 30-45 minutes.

(1) Phenylsulfonat CA (Hoechst) (2) 1MBENTIN-NAP (Chcmische Fabrik Dr. W. Kolb A.G.)

Example 2% by weight

Taxes 80 WP 30.0 Acetochlor (a.i.) . 40.0 Ca-salt of alkylbenzenesulfonic acid 4.4 Alkylphenol poly (propylene glycol) - ool (ethylene glycol) ether 15.6 xylene 10.0

The formulation was prepared according to Example 1, except that the surfactants were dissolved in a mixture of acetochlor and xylene.

Example 3

Taxes * 80 WP weight% 25.0 Acetochlor (a.i.) 50.0 Ca-salt of alkylbenzenesulfonic acid 4.3 Alkylphenol-poly (propylene glycol) • poly (i.e., Icnglycol) -ter 10.7 xylene 10.0

The formulation was prepared as in Example 2.

In this example, formulations may also be prepared which, in place of the Ca-salt of alkylbenzenesulfonic acid, contain the Na salt (Phenylsulfonat HSR, Hoechst); K salt tGBcYC; Cyclo Chemicals Ltd., London); ammonium salt (GBeYC; Cyclo Chemicals Ltd., London);

They contain 196 879 triethanolamine salts (DWFRK; Ferak, Berlin, Germany).

Example 4

Taxes 80 WP weight% 25.0 Acetochlor (a.i.) 50.0 Mg-salt of alkylbenzenesulfonic acid (1) 6.0 Alkylphenol-poly (ethylene glycol) -clcr (2) 11.0 xylene 8.0

The formulation was prepared according to Example 2. _; (1) GBcYC; Cyclo Chemicals, Ltd, London | (2) SAPOGENAT-T (Hoechst)

Example 5

Taxes * 80 WP crowd% 25.0 Acetochlor (a.i.) 50.0 Antidotum (1) 5.0 Ca-salt of alkylbenzenesulfonic acid 4.2 Alkylphenol poly (ethylene glycol) - ether 7.8 xylene 8.0 (1) N - (dichloroacetyl) - 1 - oxa - 4 - aza - spiro -

(4,5) - Dean

The formulation was prepared according to Example 2, except that the antidote was dissolved in xylene and then mixed with acetochlor.

In this example, formulations may be prepared which contain the acid anilide and the antidote in the form of a preparation instead of the antidote acctochlor, e.g. .

Example 6

Taxes * 80 WP weight% 20.0 Acetochlor (a.i.) 60.0 Ca-salt of alkylbenzenesulfonic acid 2.2 Alkylphenol poly (propylene glycol) - -poly (ethylene glycol) ether 7.8 Xilol. 10.0

The formulation was prepared according to Example 2.

Example 7% by weight

Taxes 80 WP 30.0

Alachlor 40.0

1 by weight Ca-salt of alkylbenzenesulfonic acid 4.4 Alkylphenol poly (propylene glycol) - -poly (ethylene glycol) ether 15.3 xylene 10.3

Among the components, the surfactants are dissolved in a mixture of alachlor and xylene, and Taxi 80 WP is added with stirring. Homogenization was continued for another 30 to 45 minutes.

Example 8

Adol ^R 80 WP crowd% 30.0 acetochlor 40.0 Ca-salt of alkylbenzenesulfonic acid 4.4 Alkylphenol poly (propylene glycol) - poly (ethylene glycol) ether 15.3 Poly (vinyl acetate) (1) 0.3 xylene 10.0

(1) Moxilith (Hoechst)

Of the components, the surfactants are dissolved in acetochlor and added with stirring to the Tax * 80 WP 1. To this mixture is added polyvinyl acetate dissolved in xylene. Homogenization is continued for 30-45 minutes.

By comparing the viscosity and suspension stability of the suspension concentrates prepared according to Examples 7 and 8, it was found that the concentrate of Example 8 had a better use value, i.e., increased storage stability due to its increased viscosity.

Example 9

Adol ^R 80 WP crowd% 20.0 Butylate (a.i.) 60.0 Ca-salt of alkylbenzenesulfonic acid 4.0 Alkylphenol poly (propylene glycol) - -poly (ethylene glycol) ether 6.0 xylene 10.0

The formulation was prepared according to Example 2.

Example 10

Taxes 80 WP weight% 12.0 butyl 65.0 Antidotum (1) 6.0 Ca-salt of alkylbenzenesulfonic acid 3.6 Alkylphenol poly (propylene glycol) - -poly (ethylene glycol) ether 5.4 xylene 8.0

(1) N - (2,2-Dichloroacetyl) hexamethyleneimine The preparation was prepared according to Example 2, except that the antidote was dissolved in xylene and mixed with butylate.

196,879

In this example, preparations containing thiolcarbamate and an antidote instead of the antidote butylate can be prepared, for example Anelda plus 80 EC (composition: 72.5% butylate, 7.5% TI 35; manufactured by the Hungarian Chemicals ); Niptan 80 EC (Composition: 75% EPTC, 7.5% AD-67; manufactured by Nitrochemical Industry); Savirox 82 EC (Composition: 75% vemolate, 7.5% NKI-5684, manufactured by Chemicals in Hungary).

Example 11

Taxes * 80 WP weight% 10.0 butyl 40.0 acetochlor 20.0 Ca-salt of alkylbenzenesulfonic acid 8.0 Alkylphenol poly (propylene glycol) - -poly (ctilcnglikol) -étcr 12.0 xylene 10.0

Of the components, the two surfactants are dissolved in a mixture of butylate, acetochlor and xylene and added with Taxi 80 WP while stirring. Homogenization was continued for another 30-45 minutes.

In this example, a formulation containing the savilide and thiolcarbamate in the form of a formulation can be prepared, e.g. industrial facilities.

Example 12

Adol ^R 80 WP weight% 20.0 butyl 60.0 Ca-salt of alkylbenzenesulfonic acid 4.0 Alkylphenol poly (propylene glycol) - adducts (ethylene glycol) ether 6.0 Ethyl cellulose (1) 0.2 xylene 9.8

(1) Ethocel (Dow Chemicals Ltd)

Example 13

Taxes 80 WP weight% 20.0 EPTC 60.0 Ca-salt of alkylbenzenesulfonic acid 5.7 Alkylphenol poly (propylene glycol) - -poly (ethylene glycol) ether 14.3

The composition was prepared according to the procedure of Example 1.

Example 14

Taxes * 80 WP crowd% 30.0 vernolate 50.0 Ca-salt of alkylbenzenesulfonic acid 2.2 Zvlkil phenol poly (propilcnglikol) - -poly (ethylene glycol) -élcr 7.8 xylene 10.0

The formulation was prepared as in Example 2.

Example 15

Taxes * 80 WP crowd% 25.0 Lutaklór 50.0 Ca-salt of alkylbenzenesulfonic acid 5.0 /.lk!Í-fcnol-poli(clilcnglikol)- -poly (propylene glycol) -élcr 10.0 xylene 10.0

The formulation was prepared as in Example 2.

Example 16

Geonter (a.i.: 80% terbacil) weight% 22.0 silly Chlorine 55.0 Ca-salt of alkylbenzenesulfonic acid 8.0 Alkylphenol poly (clilcnglikol) - -poly (propylene glycol) -cter 12.0 xylene 3.0

The formulation was prepared as in Example 2.

Example 17

Adol ^R 80 WP weight% 30.0 Acetochlor (a.i.) 40.0 Alkylphenol poly (ethylene glycol) - ether phosphoric ester (1) 4.4 Alkylphenol poly (propylene glycol) - -poly (ethylene glycol) ether 15.6 xylene 10.0

(1) Gafac (GAF Co.)

The formulation was prepared according to Example 2.

Example 18% by weight

Tax ”80 WP 30.0

Anclirox (I) 45.0

-611

196,879

Alkylbenzenesulfonic acid Ca salt 4.3

Alkylphenol poly (ethylene glycol) poly (propylene glycol) ether 10.7

Xylene 10.0 (1) Active Composition: 36% EPTC, 36% Butylate, 8% AD-67; manufactured by Chemical plants in Northern Hungary

The formulation was prepared as in Example 2.

Example 19

Adol ^R 80 WP weight% 25.0 Anelirox (1) 50.0 Ca-salt of alkylbenzenesulfonic acid 4.3 Alkylphenol poly (propylene glycol) - -poly (ethylene glycol) ether 10.7 xylene 10.0

(1) drug composition: 36% EPTC, 36% butylate, 8% AD-67; manufactured by Chemical plants in Northern Hungary

The formulation was prepared as in Example 2.

Example 20

Comparative weed control experiments in maize culture.

The purpose of the experiment is to examine the suspension concentrate of the lenacil + acetochlor combination according to the invention (Example 3) from two points of view, firstly, whether the composition has the same herbicidal efficacy as the tank mix and secondly, whether the phytotoxicity is worse than the tank mix. As a control, a combination of a commercially available tank mix of Adol ^R 80 WP and Acenit ^R 50 EC (manufactured by Nitrochemical Industry) was used in addition to the untreated control experiment.

The experiments were carried out on plots of 10 m ^{2 in} 4 replicates.

The soil is meadow chernozem, containing 4.04% organic matter. The precursor was corn. At the time of treatment, the surface of the soil was dry and moist under it.

On the board IV. On 26th, Pioneer 3901 maize was sown with 77,000 p.ha ^-1 stock. Corn treatment began on V. 6.

Soil IV. On the 29th we applied preemergent (pre) treatment, spraying with a Van Der Weij type parcel sprayer. With TeeJet 11 003 spray nozzle at 3.5 bar and 500 l.ha ^-1 water.

Treatments and drug doses for weeds 2 in the experimental area are shown in Table 3. The herbicide and phytotoxicity evaluation were performed twice, V. 16 (1) and VIII. 02 (2). The results are summarized in Table 4 as the mean of the four replicates on the EWRC scale.

Table 2

Treatments and drug doses

treatments dose kg / ai / .ha ^-1 Icnaci 1 acetochlor 1. SC according to the invention (Example 3) 0.72 1.8 2. SC according to the invention (Example 3) 0.9 2.25 3. SC according to the invention (Example 3) 1.1 2.7 Control 4 (tank mix) 0.64 1.0 Control 5 (tank mix) 0.8 1.25 Control 6 (tank mix) 0.96 1.5 7. untreated control - -

Table 3 Weed species occurring in the experimental area Name of the weeds code Echinochloa crus-galli ECHCR Hibiscus trionum HIBTR Chenopodium hybridum CHEHY Amarantus retroflexus AMARE Xanthium strumarium ECHCG Datura stramonium DATS Abulilon theophrasti ABUTH Sinapis arvensis SINAR Chenopodium album CHEAL Amaranthus blitoides Amable

From the data in Table 4, we determined the following:

The experimental treatments were almost identical to the tank mix, and even higher (provocative) active ingredient was not harmful to the maize.

In the first evaluation, the phytotoxicity value 2 observed in both experimental treatments and treated controls was due to the formation of anthocyanin with reduced dispersion of the crop on cold, temporarily airless soil due to rainfall falling from the emergence of maize. However, the discoloration did not affect the growth of the maize, which disappeared within a few weeks.

It was found that 2 (2.25 kg.ha ^-1 acetochlor + 0.9 kg.ha ^-1 lenacil) and 3 (2.7 kg.ha ^-1 acetochlor + 1.1 kg.ha ^{- 1} dose of lenacil) at twice the dose and more than twice the dose of 4 tank mix control (1.0 kg.ha ^-1 acetochlor + 0.6 kg.ha ^-1 lenacil) did not cause any damage. The suspension concentrate according to the invention can be used safely in maize, and any overlap (overdose on connecting rows) will not cause phytotoxicity.

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196,879

At the time of the first evaluation, all three doses of the suspension concentrate of the invention inhibited the emergence of ten weed species present in the area well. There was no significant difference in the herbicidal effect of each dose. The Acenit ^R 50 EC + Adol ^R 80 WP tank mixes used as controls had similarly good herbicidal activity.

By the time of the second evaluation, Echinochloa crusgalli (ECHCR), Hibiscus trionum (HIBTR) and Chenopodium album (CHEAL) were present in all treatments, but their occupation remained at an acceptable level until the end of the growing season. There was no significant difference between weeds in each treatment.

Claims (7)

Claims What is claimed is: 1. An active ingredient of the uracil derivative represented by the formula (I) - in the formula R is a C 3 -C 4 alkyl, preferably a moiety thereof - butyl or cyclobexyl, R _{2 is} halogen, preferably chlorine, Or R _{3 is} methyl R ₂ and R ₃ together represent a trimethylene group - a savilide of formula II - in the formula R is C 1-4 alkyl, R ' ₂ and R j are the same or different and represent a C 1 -C 2 alkyl group and / or an optionally two thiolcarbamates of formula III - in the formula Rj ', Rj and Rj are the same or different and are an anionic-nonionic surfactant suspension concentrate containing a C2-C4 alkyl group and optionally containing an antidote, characterized in that they are dispersed 10 to 40% by weight, preferably 20 to 30% by weight, of a wettable powder concentrate comprising 75 to 85% by weight of a uracil derivative of the Formula I wherein R is _J; R ₂ and R ₃ are as defined in the present invention, and are in the range of from 15 to 25% by weight of a solid carrier, preferably synthetic silica and surfactant (s), preferably sulfite alkali powder and / or fatty alcohol poly (glycol ether) and as a dispersion medium 30-70% by weight, preferably 40-65% by weight a) a savilide of formula II wherein R, Rj and Rj have the meanings given above and, if desired, a known antidote, preferably N - (dichloroacetyl) -1-oxa-4, in an amount of 5 to 15% by weight, based on the weight of the acid anilide of formula II, which reduces the phytotoxicity of the acid anilide. aza - spiro - (4,5) - decane -1 and / or b) two optional thiolcarbamates of the formula (III), optionally (0.75-1): in which R 1, R 1 and R 3 are as defined in the present specification. - and, if desired, a known antidote, preferably N - (2,2-dichloro) -acetylhexamethyleneimine, in an amount of 5 to 15% by weight, based on the weight of the thiol carbamate (s) of formula (III), which reduces the phytotoxicity of the thiol carbamates, in the case where the dispersion medium contains thiol carbamate (s) of formula (II), the weight ratio of savalide (II) to thiol carbamate (s) (III) is 1: 1 to 4 and c) 0-10% by weight of alkylbenzene, preferably xylene, as anionic nonionic surfactant mixture In an amount of from 10 to 20% by weight and an alkyl anionic salt or an alkyl aryl as anionic subject in an amount of I: (1.5 to 3.5), preferably 1: (2 to 3). - polyethylene glycol) - ether - phosphoric acid ester and a propoxylated and / or ethoxylated alkylphenol as nonionic surfactant, if desired 0.1-0.5% by weight of ethyl cellulose or polyvinyl acetate. (Priority of Amendment: 09/09/1988) 2. The active ingredient is a uracil derivative of the formula (I) - wherein R 1, R ₂ , R ₃ are as defined in the preamble of claim 1, a savilide of formula II - where R, Rj, Rj are as defined in the scope of claim 1 and / or a thiolcarbamate of general formula (III) - wherein Rj, Rj, Rj are herbicidal suspension concentrates containing anionic nonionic surfactant and antidote as defined in claim 1, characterized in that they are dispersed 10 to 40% by weight, preferably 20 to 30% by weight, of a wettable powder concentrate comprising 75 to 85% by weight of a uracil derivative of the formula (I) in which R _1f R ₂ and R ₃ are as defined in claim 1. and 15-25% by weight of a solid carrier, preferably synthetic silica and surfactant (s), preferably sulphite alkaline powder and / or fatty alcohol polyglycol ether, and as a dispersion medium 30-70% by weight, preferably 40-65% by weight a) an acid anilide of formula II, wherein R, R 1 and R j are as defined in claim 1, and 5-10% by weight of the acid anilide of formula II, which reduces the phytotoxicity of the acid anilides. repeated antidote, preferably N - (dichloroacetyl) -1 oxa - 4 - aza - spiro - (4,5) - decane -1 and / or b) a thiolcarbamate of formula (III) wherein R 1, R 1 and R j are as defined in the preamble of claim I and 5-10% by weight of the thiocarbamate of formula (III) to reduce the phytotoxicity of the thiol carbamates; , known antidote, preferably N - (2,2-dichloro) - acetylhexamethylene imine, in the case where the dispersion medium contains both an acid anilide of formula II and a thiolcarbamate of formula III 9 -915 196 879, the weight ratio of the acid anilide (II) to the thiolcarbamate (III) is 1: 1-4 and c) 0-10% by weight of alkylbenzene, preferably xylene, in g of anionic nonionic surfactant mixture In an amount of 10 to 20% by weight and an alkyl anionic salt or an alkyl aryl polyethylene glycol ether ether phosphoric acid as anionic surfactant in an amount of 1: (1.5 to 3.5), preferably 1: (2-3). ester and as a nonionic surfactant a propoxylated and / or ethoxylated alkyl phenol, optionally 0.1-0.5% by weight of ethyl cellulose or polyvinyl acetate). (Priority of amendment: 11.08.1988) 3. An active ingredient of the uracil derivative represented by the formula (I) - where R _b R ₂ , R ₃ are as defined in the preamble of claim 1 - and a savilide of formula II wherein R, R ' ₂ , R' ₆ are thiol carbamates of the formula I as claimed in claim 1 or a compound of formula (III) wherein R, R ₂ , R ₃ are an herbicidal suspension concentrate containing an anionic-non-ionic surfactant content as claimed in claim 1, characterized in that it is a dispersed substance. 20-30% by weight of a wettable powder concentrate comprising 75-85% by weight of the uracil derivative of the formula I in which R _1, R ₂ and R ₃ are as defined in claim 1, and 15-25% by weight It consists of 35 solid carriers, preferably synthetic silica and surfactant (s), preferably sulphite dust, and / or fatty alcohol poly (glycol ether) and 40 as dispersion media. 40-60% by weight a) a savilide of formula II, wherein R, R 1 and R 9 are as defined in claim 1, or b) a thiolcarbamate of formula (III): wherein R ₁ , R ₂ and R ₃ are as defined in claim 1; c) 0-10% by weight of alkylbenzene, preferably xylene, as anionic nonionic surfactant mixture Containing from 10 to 20% by weight of an alkylbenzenesulfonic acid salt as an anionic surfactant and a propoxylated and / or ethoxylated alkylphenol as a nonionic surfactant in an amount of 1: (1.5 to 3.5), preferably I: (2-3). 0.1-0.5% by weight of ethyl cellulose or polyvinyl; (Priority: March 3, 1987) Suspension concentrate according to claim 3, characterized in that the uracil derivative of the formula (I) is 3-cyclohexyl-5,6-trimethylene-vacyl or 3-tert-butyl-5-chloro-6-methyl-uracil. contain. (Priority: March 3, 1987) Suspension concentrate according to claim 3, characterized in that N - (2'-ethyl-6'-methylphenyl) -N- (ethoxymethyl) -2-chloroacetamide is an acid anilide of formula (II). contain. (Priority: March 3, 1987) 6. A 3; Suspension concentrate according to claim 1, characterized in that it contains N - (2 ', 6' - diethylphenyl) - N - (butoxymethyl) -2-chloroacetamide as an acid anide of formula (II). (Priority: March 3, 1987) Suspension concentrate according to claim 3, characterized in that the anionic-nonionic surfactant mixture comprises an alkyl benzene sulfonic acid calcium salt and an alkyl phenol-polypropylene glycol-polyethylene glycol ether.