DD235553A5 - SYNERGETIC ACTIVE COMPOUNDS CONTAINING HERBICIDES - Google Patents

Abstract

The invention relates to herbicidal compositions having a content of 1-90 wt .-% of an active ingredient combination of N- (2-ethyl-6-methyl-phenyl) -N-ethoxy-methyl-2-chloroacetamide and 2-nitro-1 - (4-nitro-phenoxy) -4-trifluoromethylbenzene having a weight ratio of 1: 4 to 2.3: 1. In addition, the agents having a synergistic effect contain conventional auxiliaries and tracer substances. The funds allow effective control of monocotyledonous weeds such as Panicum miliaceum in maize crops. DD # AP

Description

For this 1 page drawing

Field of application of the invention

The application relates to herbicidal compositions containing a synergistic active ingredient combination of N- (2'-ethyl-6'-methyl-phenyl) -N-ethoxy-methyl-2-chloro-acetamide (ACETOCHLOR) and 2-nitro-1- (4 nitro-phenoxy) -4-trifluoromethyl-benzene (FUJORODIPHEN) and a method of destroying weeds.

Characteristic of the known technical solutions

The individual active ingredients of the active ingredient combination according to the invention are known per se / the ACETOCHLOR and its preparation is described in US Pat. No. 3,442,945 and the FLUORODIPHEN and its preparation in GB-PS 1033163. For weed control in maize crops, the use of chlorotriazine is known. The known active compounds have the disadvantage that they are detoxziert from the weeds, as well as from corn, and therefore can not be used for controlling monocotyledonous weeds.

This detoxy cation is described by Jensen, K.I.N.-Stephenson, G.R.-Hunt, L.A .: in the article "Detoxification of atrazine in three Graminaese subfamilies" Weed Rope, Champaign, III., 1977., p.25, pages 212-220).

In addition to maize, Panicum miliaceum is most capable of rendering inactive the atrazine derivatives. This ability explains the prevalence of the above weed. The other corn herbicides such as thiocarbamates, urea derivatives, acetanilides, etc. are also quite ineffective against Panicum miliaceum.

Numerous agents and biological methods have been used to control this weed but success has only been achieved in post-intervention treatments.

Object of the invention

With the invention, the described deficiency of the prior art should be eliminated.

Explanation of the essence of the invention

It has been found that combinations of acetochlor and fluorodiphene at certain proportions show a greater effect than the sum of the action of the individual active substances which show combinations as a true synergistic effect.

The invention accordingly provides herbicidal compositions which are obtained by containing 1-90% by weight of an active ingredient combination of N- (2'-ethyl-6'-methylphenyl) -N-ethoxy-methyl-2-chloroacetarhid and 2- nitro-1- (4-nitro-fenoxy) -4-trifluoromethylbenzene with

in a quantitative ratio of 1: 4-2.3: 1 are characterized. ·.

The agents according to the invention also contain the usual carriers and excipients in addition to the active ingredient combinations. As liquid carriers it is possible to use aliphatic and / or aromatic hydrocarbons, alcohols, ketones, esters, preferably xylene, cyclohexanone. As solid carriers, natural minerals, in particular diatomaceous earth, kaolin, limestone flour and / or synthetic silicates are advantageously usable.

The compositions of the invention may also contain other adjuvants such as crosslinking agents, dispersants and other anionic and / or nonionic surfactants, e.g. As lignosulfonic acid derivatives, and adhesives and selectivity enhancing agents.

The agents according to the invention can be converted into the customary formulations, preferably into emulsifiable concentrates, scattering powders

or granules are transferred. ., - -.-- - -

-ζ- / oat /

The emulsifiable concentrates and litter powders can be used after their dilution with water, the granules can be applied directly to the soil and used preemergent. The optimum amount of use, according to laboratory tests, is about one kilo of total active substance per hectare.

The active compound combinations according to the invention can be used successfully for controlling monocotyledonous weeds without damaging the crop plants. Noteworthy are their selective effects in maize cultures against panicum

miliaceum.

The effectiveness of the active compound combinations according to the invention was tested by the methods customary in biological research (B-anki, L: "Bioassay of pesticides in the laboratory", Akademiai Kiado, Budapest, 1978., pages 292-302, Horsfall, JG [1945]. Scardari, A. [1962]: "Sindergismo di efficacia antricritlogamica tra Maneb e zolfo o polisulfuro di bario o Thiram." Note Malatt., Plante 61., 3- "Fungicides and their action", Walthem, Mass. 35,37-48,53-69). The methods used are particularly suitable for determining the synergetic additive or antagonistic effect with the simultaneous use of two bioactive agents.

The herbicidal action of acetochlor (A), or of fluorodiphene (F), and the calculated, and the measured effect of their combination are shown in the attached FIG. It can be seen from the graph that the measured effect at optimal drug ratio is 30% higher than the calculated one. This clearly shows the true synergistic effect.

The active compound combinations according to the invention show the unexpected advantage that they allow the successful control of Panicum miliaceum in maize crops by pre-eminent treatment, without the damage of the

Crops.

embodiments

The invention will be explained in more detail with reference to the following examples without thereby limiting them to the examples.

Example 1 Greenhouse tests

Pots measuring 30 x 30 χ 30cm are filled with 9kg of soil and sand in a ratio of 1: 1. In the pots are sown at 4cm depth each corn seed MVSC 1295 (FAO 200) and at 2cm depth per 100 seeds of Panicum miliaceum. The investigated emulsifiable concentrates containing 40% by weight of active compound are given in Table I. The emulsifiable concentrates were applied to the surface of the soil after dilution with water. The usage levels and the measured efficiencies are given in Tables 2-4. The indicated measured values refer to the untreated control experiments. The pots were poured daily with 200 ml of water, and kept at a temperature of 15-25 ° C, with illumination of 24 klux, and an intensity of 7OW · m ² , and a relative humidity of 80%.

The evaluation took place 15 days after germination. The damage to the plants was assessed on the basis of the following rating scale:

0 = no damage

1 = maximum 25% damage

2 = maximum 50% damage, or growth prevention

3 = maximum 75% damage or prevention of growth

4 = complete annihilation.

Table 1

Preparations Composition (% by weight)

1 2 3 4 5 6 7 8 9 10 11

ACETOCHLOR (100%) FLUORIDE (100%) surfactants (ATLOX 4853) surfactants (ATLOX4851) N- (dichloroacetyl) -1-oxo-4-azaspiro-bicyclo-4,5-decane (selectivity enhancing agent) cyclohexanone (solvent )

Xylene (solvent) 100 100 100 100 100 100 100 100 100 100 100

40 2 4 - 4 8th 12 16 20 24 28 32 36 - 30 40 36 32 28 24 20 16 12 8th 4 8th 8th 8th 8th 8th 8th 8th 8th 8th"'"" 8th 8th 2 2 2 2 2 2 2 2 2 2 0.4 0.8 1.2 1.6 2.0 2.4 2.8 3.2 3.6 30 30 30 30 30 30 30 30 30 30

-3- 785

Table 2

Effect of acetochlor (preparation 1)

acetochlor Damage to Panicum '35 1 2 3 4 total damage 1 0 2 0 total 0 drug dose miliaceum 27 20 18 12 15 damage of corn 5 0 damage 1.25 (Kg / ha) 0 21 24 20 14 15 0 8th 0 2.0 0.2 2 28 18 16 17 38.0 100 10 0 2.5 0.4 0 28 22 24 24 41.5 95 12 4 5.0 0.6 0 10 24 34 32 45.0 92 12 6 6.0 0.8 0 0 24 36 40 62.5 90 24 6 9.0 1.0 0 0 8th 32 60 72.0 82 28 16 15.0 1.2 100 0 0 8th 92 79.0 80 0 0 0 1.4 0 V 0 0 0 88.0 70 1.6 98.0 56 control 0 100

Table 3

Effect of fluorodiphene (preparation 2)

FLUORODIPHEN Damage to Panicum 16 0 1 2 - 2 0 2 0 Total- damage 1 0 2 total drug dose miliaceum 2 0 60 " 24 0 0 - damage of corn 0 0 damage (Kg / ha) (%) 0 0 64 34 16 0 (%) (%) 0 0 (%) 0 0 0 32 52 28 0 0 0 0 0.2 16 60 52 0 27.0 100 0 0 0 0.4 0 48 68 10 33.0, 100 0 0 0 0.6 0 22 76 16 46.0 100 5 0 0 0.8 0 8th 60 40 55.0 100 10 0 0 1.0 0 0 63.0 100 0 0 1.2 72.0 100 0 1.4 77.0 95 1.25 1.6 85.0 90 2.5

control

100

100

Table 4

Effect of the combinations according to the invention (preparations 3 to 11)

acce ACETOCHLOR + Damage to Panicum total damage total reitung FLUORODIPHEN miliaceum beschädi of corn damage drug dose (%) supply (%) (%) (%) (Kg / ha) 0 1 2 3 4 0 12

0.1 + 0.9 0.2 + 0.8 0.3 + 0.7 0.4 + 0.6 0.5 + 0.5 0.6 + 0.4 0.7 + 0.3 0 , 8 + 0.2 0.9 + 0.1

0 0 0 0 0 0 0 0 0

20 0 0 0 0 0

24 30 25

68

68

12

24 36 40 46

100

100

73.0

83.0

97.0

100.0

100.0

94.0

79.0

75.0

68.5

100 100 100

95 92

88

10

12

1.25

1.25

2.0

2.0

2.5

3.0

control

100 0

100

Tables 2 to 4 clearly show that the simultaneous use of acetochlor and fluorodiphene at a ratio of 1: 4 to 2.3: 1, in particular from 1: 2 to 1: 1 leads to a synergistic effect.

-4- 785 47

Example 2 ^l Field tests

For the investigations, a soil containing 2.44% organic matter with a surface area of 250 m ^{2 was} prepared. At the beginning of May, 800,000 corn kernels / hectare (Pioneer type maize 3978) were sown into this soil at a depth of 5-6 cm. The active substances investigated were used in the form of scattering powder (WP) with an active ingredient content of 84% by weight after dilution with water or in the form of granules (G) with an active ingredient content of 4% by weight. The composition of the preparations are given in Table 5. The soil was treated one day after sowing. For evaluation, panicles of Panicum miliaceum were counted on a surface of 4 x 1 m ² in early October and entered in Table 6 together with the untreated control.

Table 5

preparations

WP 84%

12

Composition (% by weight) 14 15

.G, 4% 16

acetochlor 84 - 36 4 2 FLUORODIPHEN - 84 48 Hoe S 1494 0.5 (Kresolformaldehid) Köndensationssalz 3.5 3.5 3.5 100 Cab-0-SilM5add. (synthetic silica) 100 100 100 Solvesso 200 - - - N-fDichlor-acetylM-oxo - ^ - azaspirobi-cyclo 4.5-dean 10.5 - 4.5 Diatomaceous earth (Diaperl S1) - - -

100

Table 6 active substance Flock of Panicum miliaceum panicles 42.0 (St / m ² ) 48.2 3 41.2 ,,. 4 53.4 average (%) damage dose kg / ha) parallel 18.3 2 26.3 - 28.7 32.3 (St / m ² ) 19.5 of corn active substance 1 46.2 11.1 1.8 33.3 72.4 67.5 44.6 26.4 no damage acetochlor 3.6 29.6 34.8 36.3 41.7 23.5 about 25% wax 84WP 55.7 15.4 tumsverhinderung 2.4 35.6 no damage FLUORODIPHEN 4.8 low sheet 84WP (Zub.13) 0 0 0.5 3.5 discoloration 0,004 ACETCHLOR + 1.0 FLUORODIPHEN 1.8 + 2.4 0.5 0.5 1.5 1.5 none 84WP (accessory 14) 196.5 205.3 248.2 296.4 0,004 ACETOCHLOR + 1.0 100 FLUORODIPHEN 1.8 + 2.4 236.6 none 4G (accessory 17) - of weeds control completely damaged

From the results it can be seen that after the treatment with the active compound combinations according to the invention maize cultures remain completely free from Panicum miliaceum until the end of the growth period. The treatment with the individual drugs, however, is ineffective. A doubling of the amount of the individual active ingredients leads to a small increase in the control of Panicum miliaceum, but at the same time to a strong damage to the maize culture. The different formulations show an equivalent biological effect in different concentrations.

Claims (5)

1. A herbicidal composition, characterized in that it has a content of 1-90 wt .-% of an active ingredient combination of N- (2'-ethyl-6'-methyl-phenyl) -N-ethoxy-methyl-2-chloroacetamide and 2 Nitro-1- (4-nitro-phenoxy) -4-trifluoromethylbenzene having a weight ratio of 1: 4-2.3: 1, in addition to the usual liquid or solid carriers and excipients included. -1- 785 47 claims: 2. A herbicidal composition according to claim 1, characterized in that they as liquid carrier aliphatic and / or aromatic hydrocarbons, alcohols, ketones, esters, preferably xylene or cyclohexanone in an amount of 40-90Gew .-% or as solid active ingredients natural minerals , preferably diatomaceous earth, kaolin, limestone flour and / or synthetic silicates in an amount of 40-90 wt .-% contain ^ 3. A herbicidal composition according to claim 1, characterized in that they contain as further auxiliaries crosslinking agents, dispersants, anionic and / or non-ionic surfactants, adhesives or selectivity increasing agents in an amount of 0.5-15Gew .-%. 4. A method for weed killing, characterized in that a combination of n- (2'-ethyl-6'-methyl-phenyl) -N-ethoxy-methyl-2-chloroacetamide and 2-nitro-1- (4-nitro- phenoxy) -4-trifluoromethylbenzene is applied to the weeds or the habitat thereof. 5. Use of combinations of N- (2'-ethyl-6'-methyl-phenyl) -N-ethoxy-methyl-2-chloroacetamide and 2-nitro-1- (4-nitrophenoxy) -4-trifluoromethylbenzene to combat weeds.