DD217413A1 - HERBICID COMBINATION FOR OROKHOOD CONTROL IN CEREAL CULTURES (II) - Google Patents

Abstract

The invention relates to a selective combination of herbicides, in particular for weed control in pre-emergence cereal crops. As active ingredients it contains 1- (benzthiazolyl-2) -1,3-dimethyl-urea and 1-phenyl-3-tert-butyl-urea in the weight ratio of preferably 1.0 to 1.4 to 2.0 to 6, 0th

Description

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Herbicide combination for weed control in cereal crops (II) Field of application of the invention

The invention relates to a novel combination of herbicides for the selective control of monocotyledonous and dicotyledonous weeds of cereal crops.

Characteristic of the known technical solutions

It is known that the 1- (benzothiazolyl-2) -1,3-dimethylurea can be used as a selective herbicide in cereal crops (BE-PS 687019, GB-PS 1085430, DE-AS 1542789). The application of this urea extends, with very good compatibility in winter and summer wheat, to the control of germinating and young annual weeds and weeds. To emphasize here is the good effect of this urea postemergence against field foxtail (Alopecurtis myosuroides) and against wind whale (Apera spica-venti).

Despite the good control successes against the most common occurring in cereals Samenunkräuter and weed grasses turns out in the application of 1- (benzothiazolyl-2) -1,3-dimethyl-urea as a disadvantage that hard bekämpf bare dikotyle weeds, such as Klettenlabkraut (Galium aparine) and the seed flower (Chrysanthemum segetum), both pre-emergence and postemergence are not adequately controlled (H. Hack, Journal of Plant Diseases and Plant Protection, Special Issue IV, p.251 [1968]).

Furthermore, it is known that combinations of 1- (benzothiazolyl-2) -1,3-dimethy) urea with 3- (3-chloro-4-methyl-phenyl) -1,1-dimethylurea (GB-PS 1385643) or with 2 , 6-dichloro-4-trifluoromethyl-4'-cyano-diphenyl-ether (US Pat. No. 4,093,442, DE-OS 2527394). Thus, for example, in GB-PS 1385643 no information about a herbicidal activity of said combination against hard-to-control dicotyledonous weeds, such as Galium aparine and Chrysanthemum segetum, available. The combination of 1- (benzthiazolyl-2) -1,3-dimethylurea with 2,6-dichloro-4-trifluoromethyl-4'-cyano-diphenyl ether listed in US Pat. No. 4,093,442 and German Offenlegungsschrift No. 2,527,394 can be used for selective weed control in Cereals, especially in wheat, are used against Galium aparine pre-emergence. However, it is apparent from the information given there that the hard-to-control barbelweed (Galium aparine) is not adequately controlled so that there is still the possibility that burbot can develop into great competition for the crop for the best living conditions.

The control of Klettenlabkraut in pre-emergence cereal crops is still a major problem in crop protection today.

From GB-PS 916569 shows that substituted i-phenyl-3-tert-butyl-ureas, such as 1- (4-chlorophenyl) -3-tert-butyl-urea, 1- (3-nitro-4 -methylphenyl) -3-tert.butylurea and 1- (J-trifluoromethyl-4-chlorophenyl) -3-tert.butylurea, can be used as herbicides against dicotyledonous weeds. However, no details are given in this patent specification about the herbicidal activity of the 1-phenyl-3-tert-butylurea unsubstituted in the phenyl nucleus. All of the compounds mentioned show good compatibility with cereals, but have the disadvantage that they do not sufficiently combat all of the variety of weeds occurring in cereals as selective herbicides. In order to achieve sufficient control success against monocotyledonous and dicotyledonous weeds and especially against the difficult-to-control weeds with the active ingredients in sole use, but in the majority doses are required, which move relative to the crops in the phytotoxic area. Therefore, the hard-to-control weeds can spread as they grow without further weed competition and can challenge the initial success of herbicide treatment.

Object of the invention

The aim of the invention is to develop new herbicidal compositions with selective action, which are especially useful in cereal crops and allow in harmless quantities for the crops a good control of monocotyledonous and dicotyledonous weeds, including difficult to control.

Explanation of the essence of the invention

This object is achieved in that the new herbicidal agents in addition to the usual excipients and carriers as active ingredient a combination of the compounds 1- (benzothiazolyl-2) -1,3-dimethyl-urea and i-phenyl-3-tert. -butyl-urea included.

This new combination of active substances according to the invention has "ine hosondarn broad and" active herbicidal efficacy <monocots and dicotyledonous weeds in cereal cultures in the Vuraullaufvorfahre; dio циіч herbicidal action of the active compound combination according to the invention against hard-to-control weeds, such as Klettenlabkraut (Galium aparine) and Sutura (Chrysanthemum segetum), as well as against hard-fought weeds, such as Windhalm (Apera spica-venti). It is of particular advantage that such difficult-to-control weeds and grass weeds can be controlled simultaneously with the novel combination of active substances according to the invention. Surprisingly, the effectiveness of the combination of active substances according to the invention is significantly higher than the sum of the individual components, which is not only an effect supplement, but their cause is due to a proven by the method of COLBY true synergistic effect. This synergistic effect is particularly strong in certain combination ratios. However, the mixing ratio of the active ingredients may vary widely depending on the prevalent weed flora, environmental and site conditions. In general, to one part by weight of active ingredient 1- (benzothiazolyl-2) -1,3-dimethylurea 0.1 to 20 parts by weight of active ingredient i-phenyl-3-tert-butyl-urea. Preferably, herbicide combinations are used, which in addition to conventional excipients and carriers per hectare 1.0 to 1.4 kg of active ingredient 1- (benzriazolyl-2) -1,3-dimethylurea and 2.0 to 6.0 kg active ingredient 1-phenyl-3-tert. butyl urea included

The i-phenyl-3-tert-butyl-urea differs in particular from the structurally related compounds disclosed in British Pat. No. 916569 by a remarkable selectivity towards cereal cultures for controlling dicotyledonous weeds.

The 1-ftienyl-3-tert-butyl-2- ymethylamine , which has been known in the art, has been found to be effective in the synthesis process. for example, by reaction v ^^ innttftft * Vutylisaeyanat о <^ Ѵ ^^ аШ »0і # І

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in inert solvents, such as benzene, toluene, dioxane and tetrahydrofuran, in the presence of triethylamine <il's catalyst.

The application of the herbicide combination is expediently carried out in the preparation or application forms customary for herbicides, such as solutions, emulsions, suspensions which, with the addition of liquid and / or solid carriers or diluents, are generally prepared with the addition of surfactants and other formulation auxiliaries and diluted with water for use can.

The application forms depend on the intended use. You have to ensure a fine distribution of wiι ks.u ι icn substances in each case. The preparation of the preparations is carried out in a conventional manner by mixing or dialing.

EXAMPLES To demonstrate the herbicidal action of the combination according to the invention, a large number of experiments were carried out. These experiments were carried out on arable areas in arable crops (barley, rye, wheat) pre-emergence, i. before emergence of the crops and before emergence of the monocotyledonous and dicotyledonous weeds.

The evaluation of the control success and the compatibility was made after the notes 1 to 9. Where:

Boniturnote injury in%

1 95-100

2 85-95

3 70-85

4 55-70

5 45-55

6 30-45

7 15-30

8 5-15

9 0-5

The following crops and weeds were used to evaluate the control success and the tolerance:

A - Barley (Hordeum vulgare) B - Wheat (Triticum aestivum) C = --- Rye (Seeale cereale) D - Annual bluegrass (Poaannua) E = Common foxtail grass (Alopecurusmyosuroides) F - Windstalk (Aperaspica venti) G = Klettenlabkraut ( Galiumaparine) H - Ivy-leaved Honorary Award (Veronica hederifolia)

I - chickweed (Stellaria media)

K = Field pansy (Viola tricolor arvensis) L = Polygonum convolvulus M - Knotweed (Polygonum persicaria) N = Stem-encompassing DaubnesseHlamiumamplexicaule) O = · Purple deadnettle (Lamiumpurpureum) P = Fumaria off icinalis Q = CroppurpleUAnagallis arvensis) R = Fieldhell weed (Thlaspiarvense) S = Shepherd's purse (Capsellabursa-pastoris) T = Real chamomile (Matricariachamomiila) U = Common ragwort (Seneciovulgaris)

V - Field Mustard (Sinopis arvensis)

W = White Goosefoot (Chenopodium album) X = Piercing Hollow Tooth (Galeopsistentrahit)

Y = seedwort flower (Chrysanthemum segetum)

They are indicated in Table 1 by the given letters. In Table 1: I - 1 (benzthiazolyl-2) -1,3-dimethyl-urea

II = i-phenyl-3-tert-butyl-urea

III - 2,6-dichloro-4-trifluoromethyl-4'-cyano-diphenyl ether The results of the herbicidal action of the active compound combination according to the invention are shown in Table 1 hu

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Table 1: Herbicidal action of the combination according to the invention against the indicated weeds and grass weeds in pre-emergence cereal crops

1. active substance or active substance combination

Application rate kg / ha

Grain

weeds

5 1.00 4 2.00 1.00 + 4.00 1.00 + 6.00 1.40 + 2.00 1.40 + 4.00 1.4OH 6.00 1.75 + 2.00 1 , 75 + 4,00 2,10-1-2,00 2,10 + 4,00

4 1 1 3 1 1 3 1 1 1

6 5 4 3 3 2 3 2 2 1

5 4 4 3 2 2 3 2 1 1

5 3 2 5 3 2 3 2 2 1

7 5 4 6 4 3 3 2 1 1

8 5 4 5 3 3 3 2 1 1

3 2 2 3 2 1 2 2 1 1

4 3 3 2 2 1 1 1 1 1

8 3 3 6 Э 2 5 2 3 2

8 5 2 7 3 3 4 3 2 1

4 2 2 3 2 1? 1 1 1

8 5 3 5 3 2 3 3 2 2

7 3 2 5 2 2 3

2 2

untreated - 9 9 9 9 9 9 3 (I) 1.00 9 9 9 8th 7 7 (known) 1.40 9 9 9 5 5 4 1.75 9 9 9 3 3 2 2.10 9 9 8th 2 2 1 4 (II) 2.00 9 9 9 9 9 9 (known) 4.00 9 9 9 9 9 9 6.00 8th 9 9 9 9 9

b. (!) -t (II) 1.00 + 2.00 9 9 9 5 5 5 {Invention) 1.00 + 4.00 9 9 9 5 4 4 1.00 + 6.00 8th 9 7 4 4 4 1.40 + 2.00 9 9 9 4 3 2 1.40 + 4.00 9 9 9 3 2 1 1.40 + 6.00 8th 8th 8th 2 2 1 1.75 + 2.00 9 9 9 2 2 1 1.75 + 4.00 8th 8th 8th 1 2 1 2.10 + 2.00 8th 9 8th 2 2 1 2.10 + 4.00 7 8th 7 1 1 1

6. (I) + (III) 1 H I 1.50 + 0.25 L M N O - P 9 R S T - U V - - Y (known) 9 9 1.50 + 0.50 9 9 9 9 - 9 9 9 9 9 - 9 9 - - 9 Continued table 9 8th 9 8th 8th 9 9 7 7 9 8th 9 9 1. expenditure 9 6 9 8th 6 5 8th 4 5 7 4 7 9 amount weeds 7 4 4 5 3 3 7 2 3 4 2 4 8th kg / ha 5 1 K 2 2 1 1 4 Q 1 1 2 1 3 W X 6 2 G 7 8th 9 8th 8th 4 3 8th 9 7 8th 9 7 8th 9 9 6 3. 1,00 9 7 5 8th 7 8th 3 2 4 9 3 3 5 3 5 9 9 4 1.40 9 5 4 7 5 5 2 1 3 9 1 1 3 2 3 9 9 3 1.75 9 5 5 5 7 2.10 9 3 3 3 5 4. 2,00 7 6 7 7 9 4.00 6 4 4 4 7 6.00 3 3 3 2 5 3

6 1.50 + 0.25, 1.50 + 0.50

From Table 1, the very good herbicidal activity of the active ingredient combination according to the invention is especially against the hard-fought Baren weeds and grass weeds, such as Klettenlabkraut (Galium aparine), Seeds (Chrysanthemum segetum) and Windhalm (Apera spica-venti), forth. While the individual active ingredients in the herbicides

Have weaknesses, the combination has a very broad effect.

A true synergistic effect is always present in herbicides when the herbicidal action of the drug combination

großi is as the individual applied active ingredients.

To determine the synergistic effect, the expected effect for a given combination of two herbicides according to Colby, S.R. in "Calculating synergistic and antagonistic responses of herbicidal combinations in Weels" 15 (1),

S.20 to 22 (1967) calculated as follows: X =% damage by herbicide A at ρ kg / ha application rate Y -% SchedigtineA! №chMWWzidB'beiqkg / ha Expenditure of effort

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E _R = the expected damage to herbicides A and B at ρ and q kg / ha application rates then the expected damage E _R

jä _r = X + I - X »100

At the same time, in experiments, the actual damage to the Klettenlabkraut (Galium aparine) and the Windhalm (Apera

spica-venti).

If the actual damage E _{1 is} greater than the calculated E _R , then the combination is over-additive in its effect, ie

there is a real synergism (E ₁ > E _ft ).

If R ₁ = E _R , then the effect is additive.

If E ₁ <E _R , then there is an antagonistic effect.

It is clear from Table 2 that the herbicidal activity of the herbicide combination of the present invention in the weeds, for example, bracteerywort (Galium aparine), and grass weeds, for example, whorlum (Apera spica-venti), is greater than that calculated, i. there is a real synergistic effect.

In Table 2, furthermore:

I = 1- (benzthiazolyl-2) -1,3-dimethyl-urea

II = i-phenyl-3-tert.butyl-urea

Table 2: Determination of the synergistic effect in Klettlabkraut (Galium aparine) and Windhalm (Apera spica-venti) in pre-emergence

Active substance or

 drug combination

O) HH) (according to the invention)

Application rate kg / ha

Damage in%

wheat

1.00 + 2.00 1.00 + 4.00 1.00 + 6.00 1.40 + 2.00 1.40 + 4.00 1.40 + 6.00 1.75 + 2.00 1 , 75 + 4.00 2.10 + 4.00 2.10 + 2.00

0 0 0 0 0 8 0 8 10 0

Galium aparine gef. ¹¹ above ²⁾

40 72 75 40 72 75 42 73 78 52

Apera spica-venti gef. ¹¹ over

(I) 1.00 0 0 20 (known) 1.40 0 0 60 1.75 0 3 88 2.10 0 20 98 (II) 2.00 0 40 0 (known) 4.00 0 72 0 6.00 0 75 3

50

58

65

86

96

97

98

100

100

100

20 20 22 60 60 61 88 88 98 98

1) gef. = damage found

2) calc. = The injury calculated according to the formula given by COLBY

Claims (1)

-5- 253 975 8 Invention claim: Herbicide combination for combating weeds in cereal crops for the control of monocotyledonous and dicotyledonous weeds in the pre-emergence process, characterized in that, in addition to the customary auxiliaries and excipients, they are active substances 1- (benzthiazolyl-2) -1,3-dimethylurea and 1-phenylbenzene Contains 3-tert-butyl-urea in a weight ratio of preferably 1.0 to 1.4 to 2.0 to 6.0.