CS209938B2 - Herbicide means - Google Patents

Abstract

1. Herbicidal composition containing as active ingredient a combination of a compound of the formula A see diagramm : EP0009716,P7,F1 with a compound of the formula B see diagramm : EP0009716,P7,F2

Description

CZECHOSLOVAK SOCIALISTIC

(19)

DESCRIPTION OF THE INVENTION

PATENT 209938 (11) (M)

(22} Registered 28 09 79 (21) (PV 6591-79) (32) (31) (33) Priority from 28 09 78 (P 28 42 142.3) Federal Republic of Germany (51) Int Gl.3A 01 N 37 / 30A 01 N 33 / 18A 01 N 33/06 (40) Published 31 03 81

ORAD FOR INVENTIONS (45)

Published 15 06 84 (72)

Author of the Invention (73)

Patent proprietor SCHGMACHER HANS dr., FLORSHEIM / M, ALBRECHT KONRÁD dr., KELKHEIM (TAUNUS j, LANGELÍDDEKE PETER dr., HOFHEIM / TS. (NSR) HOECHST AKTIENGESELLSCHAFT, FRANKFURT / M. (NSR) (54) The subject of the invention is a herbicidal composition which is characterized in that it contains

2,6-dinitro-N, N-dipropyl-4-trifluoromethylaniline (commercial name Trifluralin) of formula A

Trifluralin NO, ø V-®- ". (A) NO,

in combination with 3- (4-isopropylphenyl) -1,1-dimethylamine (commercial name Isoprotu-ronj of formula B

Isoproturon is also known, for example from A. J. Kovacs and C. Mallegni: Why. lOth BritishWeed Control Conf. 1970, pp. 56-62, and by J.Rognon, A. Thizy and D. Pillon: 23e.mSymip. de Phytopharmacie Gent 1972, p.663—669.

It has now been found that the combination of components A and B is characterized by a synergistic action against weeds, in crop plants, especially in wheat, barley and rye. This effect is surprising and could not be predicted from the published publication data.

Components A and B can be combined with each other within wide limits. However, mixing ratios (A: B) in the range of from 10: 1 to 1: 10, especially from 4: 1 to 1: 4, are preferred.

Numerous weeds can be effectively controlled by means of the present invention in crop-growing plants, in particular in wheat, rye and barley crops. As examples, either the following weed species are listed: iso NH-CO-N (B) grass (Gramineae) Composite flower (Compositae) field foxtail Downy mildew meadow foxglove

Both active substances are known, for example, from H. Martin and C. R. Worthing " Pesticide Manual ", 5th Edition, 1977, British Flrop Protection Council, p. 317.

The use of both of these compounds in cereals is 209938 poppy poppy lupine (Papaveraceae) crossbreed shepherd (Cruciferae) capricorn mullein stained bedstraw (Rubiaceae) mole-leaved speedwell (Scrophulariaceae) Polygonaceae

The active compound combinations according to the invention can be applied either as reservoir mixtures in which the individual active substances are mixed together only immediately after the pre-application or as ready-made formulations. In particular, the formulations may be formulated as wettable powders but also in the form of emulsifiable concentrates or granules and contain, in addition to the active compound combinations, customary auxiliaries such as wetting agents, adhesives, dispersing agents, and the like. solid or liquid inert substances, milling aids, solvents and emulsifiers.

For example, sprays of active compound combinations according to the invention can be prepared by first melting Compound A (Trifluralin) in a thermal chamber at 80 ° C and then spraying the hot melt of the active ingredient in a fast-spinning mixer For example, for a finely dispersed synthetic silicic acid or other absorbent inert powder, such as diatomaceous earth, clay, a bentonite on which it is adsorbed, a free-flowing, dry powder is formed. The silicic acid (e.g., Wessalon S or Neosyl) is preferably used to obtain as high a percentage of the active ingredient as possible.

In parallel to the above-described preparation, Compound B (Isoproturon) is prepared by mixing and grinding with conventional auxiliary and grinding aids such as high speed high performance mill such as a bar mill, blower mill, or air ejector mill, powder concentrate having a preferably a mesh size of 325 mesh. This means that this powder, which has been sieved to nets with a mesh size of 44 μτη, must have a particle size of less than 44 μΐη, up to 1 wt. The desired dispersing and spreading agents, anti-foaming agents and inert substances are added to the powder concentrate before the milling is effected.

Suitable dispersing agents are, for example, the disodium salt of dinaphthylmethanedisulphonic acid, lignin sulphonates, condensation products of alkylnaphthalenesulphonic acids with cresols, sodium sulphite and formaldehyde (SS dispersants), oleoyl N-methyl taurides, polyvinyl alcohols. polyvinylpyrrolidones, such as wetting agents, for example alkylnaphthalenesulfonates, esters of alkylsulfosuccinates, alkylbenzenesulfonates, alkyl sulfates. Sodium or potassium salts of fatty acids and sulfonates are suitable as anti-foaming agents, if any.

The separately produced Trifluralin and Isoproturon powder concentrates are then mixed together to match the desired level of active ingredients. Thereafter, the spray powders containing Trifluralin and Iso-proturon are again milled in a single-jet mill or in a high-performance mill at a reduced mill speed. The wettable powders obtained are in water-dispersible formulations which, in addition to the active ingredient and in addition to the diluent or inert substance, may also contain wetting agents, for example polyoxyethylated alkylphenols, polyoxyethylated oleyl or stearylamines, alkyl- or alkylphenylsulfonates. coatings, as well as dispersing agents, for example the sodium salt of ligninsulfonic acid, the disodium salt of 2,2'-dinaphthylmethane-6'-disulfonic acid, the sodium salt of dibutyl-naphthalenesulfonic acid or even the sodium salt of oleoylmethyltaurine, and optionally the adhesive, such as polyvinyl alcohols as well as grinding aids.

Emulsifiable concentrates can be obtained by dissolving! active ingredients in an organic solvent such as butanol, cyclohexanone, dimethylformamide, xylene, or higher boiling aromatics, and the addition of, for example, a non-ionic emulsifier and wetting agent, for example, polyoxyethylated alkylphenol or " polyoxyethylated oleyl-nebostearylamine.

Dusts can be prepared by grinding the active substance with finely divided solids, for example talc, natural clays such as kaolin, bentonite, pyrofillite or diatomaceous earth.

The granules can be produced by spraying the active substance onto the adsorption-capable granular inert material, or by applying the active compound concentrates by means of adhesives, for example polyvinyl alcohol, sodium polyacrylic acid or even mineral oil on the surface of the carriers, for example sand, kaolin or It is also possible to produce suitable granules by a method customary for the production of fertilizer granules, optionally in admixture with fertilizer. . In the combined herbicidal compositions, the concentration of the active ingredients in the commercial formulations may vary. For example, in wettable powders, the concentration of the active agent may vary from about 10 to about 80 mM. %, the remainder to 100 wt. 209938 percent consists of the above formulation additives. For emulsifiable concentrates, the concentration of active ingredients is, for example, 10 to 70 wt. %. Typically, the powder compositions contain from about 5 to about 20 weight percent active ingredient, for example about 0.05 to about 20 weight percent active ingredient. % active substance. In the case of granules, the active substance content depends in part on whether the active compound is a liquid or solid, and on which auxiliary granulating agents, fillers, etc. are used. In general, for example, from 10 to 80 wt. ° / o.

For use, the commercial concentrates are optionally diluted in conventional manner, for example with water-wettable powders and emulsifiable concentrates. As a rule, the granular compositions are no longer diluted with further inert substances prior to use. The amount of active ingredient required varies depending on external conditions, such as temperature, humidity, etc. The amount may vary within wide limits, for example from 0.1 to 10.0 kg / ha of active ingredient, but preferably is in the range from 0.5 to 5%. kg / ha. Formulation Examples Example 1 Production of a Wettable Powder Containing, Trifluralin-Isoproturonaj Ttrifluralin Concentrate of Isoproturon Concentrate (produced by the process of bjj above and blended in an impact mill at an external peripheral velocity of about 80 m / s and sieved through a 0.5 mesh screen). The resulting wettable powder has a fineness such that a maximum of 1% by weight is retained on a sieve having a mesh size of 44 [mu] m, characterized by a suspendability of 80% after 30 minutes in water of 30 [deg.] C. and a hardness of 342 ppm.

Wettable powder composition: 21.00 wt. % technical Trifluralin purification 95% = 20 wt. % pure Triflu ralin, 20.25 wt. % Isoproturon technical grade 99% pure = 20 wt. % pure iso-proton, 40.70 wt. % Of fine silicic acid (Wessalon S), 11.35 wt. % condensation product of alkylnaphthalenesulphonic acid with cresols, sodium sulphite and formaldehyde (SSi dispersant, 5.21 wt% sodium alkylnaphthalenesulphonic acid salt (Leonil DB), 0.14 wt. kg of technical Trifluralin with a purity of 95% is melted in a thermal chamber at 80 ° C and sprayed onto 340 kg of dispersive synthetic acid with a volume of 3 m 3 with a rake burner for operation. (Wessalon Sj. The mixture is then stirred for 15 minutes to give a finely powdered adsorbate. b) Isoproturon Concentrate

202.50 kg of Isoprotrone technical grade 99%, 67.00 kg of synthetic silicic acid (Wessa-lon S), 113.50 kg of condensation product of alkylnaphthalenesulfonic acid with cresols, sodium sulfite and formaldehyde are mixed. (dispersing agent SS), 52.10 kg of sodium alkylnaphthalenesulfonic acid salt (Leonil DB) 1.40 kg of soap flakes 13.50 kg of sodium carbonate and the resulting mixture is milled once in a particle size blower 44 [mu] m, which are sorted on a 0.5 mm tri-mesh. c) Wettable Powder Containing Isoprotron and Trifluralin 20: 20 To produce a wettable powder, 5 kg is blended. Thiifilane (prepared according to the procedure described above with 450 kg of 1.35 wt% sodium carbonate. Example 2 A tank mix is obtained by commercially mixing a commercial wettable powder containing 75 wt% Isoproturon (B), a commercial emulsion a concentrate containing 48% by weight of Trifluralin (A) in a 1: 1 ratio with water, and the resulting mixture was diluted to give a spray rate of between 100 and 600 liters per hectare.

Similarly, sprays are prepared with other active ingredient ratios used in the application rate. Preferred ratios of active ingredients (B: A) are in the range of 4: 1 to 1: 4.

BIOLOGICAL EXAMPLES In the example below, greenhouse experiments are described.

In all cases, the combinations described distinguish the calculated degree of efficacy of the observed, and the calculated degree of efficiency is always given in parentheses by the pre-determined degree of efficiency. The calculated degree of efficacy is determined according to the formula SR Gol-by: Calculation of synergistic and anthroponistic respiration of herbicidal combinations, Weeds 15 (calculation of synergistic and antigonistic activity of herbicidal combinations) Weeds 15, p. 20-22, (1967) this formula reads: E = X + X ————————————————————————————————————————————————————————————————————————————— kg kg kg means damage that can be expected from herbicides A + B at an application rate of x - | - y kg / ha.

However, if the actual damage is greater than the one that could be expected by the calculation, the effect investigated is greater than additive, i.e., a synergistic effect. EXAMPLE 1 Various weeds are sucked into the pots in a greenhouse experiment, then the seeds are covered with a thin layer of soil and sprayed with the A and B compounds on the same day, both with the compounds themselves and with their combinations. After 4 weeks after treatment, the experiment is evaluated. The results are shown in Table I. It is clear from the above that for active compound combinations the effect on some weed species is greater than would be expected according to the above formula, i.e. it is a synergistic effect. nek.

Table I Effect (=% damage) of Compounds Aa B on the one hand and in combination with each other at the indicated doses (mg. U.l./l pot) in the weeds used in paragraphs 1) to 3). U. 1. = effective. The values given in parentheses in percent indicate the damage calculated by the Colby formula from the effects of the individual components themselves. 1) Effect on chickweed mg ú.l./l pot damage in% compound B (mg ú.l./l pot) 15 30 60 compound 0 0 30 65 80 7.5 0 (30) 40 (65) 75 (80) 90 A 15 0 (30) 60 (65) 80 (80) 95 30 0 (30) 80 (65) 95 (80) 100 2) Effect on white scale mg mg. compound B (mg ú.l./l pot) 0 15 30 compound 0 0 30 75 A 7.5 20 (40) 55 (80) 85 15 40 (58) 75 (85) 95 30 60 (72) 85 ( 90) 99 3) Effect on arthroplasty mg mg ll / l root damage compound% B (mg ll / l pot) 0 125 250 500 compound 0 0 0 0 20 A 62,0 40 (40) 45 (40) 60 (52) 65 125 60 (60) 70 (60) 75 (68) 80 250 85 (85) 90 (85) 95 (88) 99

Claims (1)

209938 1B OBJECT OF THE INVENTION A herbicidal composition comprising, in combination with a compound of the formula B, a compound of the formula A NO, s - (CH 2 OH, NO 2, iso-H 2) NH-CO-n 's, CH, CH, wherein the mixing ratio of components A and B ranges from 10: 1 to 1: 10. (B) in the distribution, n. P., Plant 7, Most