DD227037A1 - HERBICIDE MEDIUM - Google Patents

Abstract

The invention relates to novel herbicide combinations for the selective control of monocotyledonous and dicotyledonous weed in crops of rueben, potatoes, cereals and vegetables. As active ingredients, in addition to salts of substituted formamidinothioureas, they also contain substituted chloral derivatives as an additional component.

Description

The invention relates to novel herbicide combinations for the selective control of monocotyledonous and dicotyledonous weeds in arable crops, in particular in sugar and feed beets, potatoes, maize, cereals, carrots, onions, beans and tomatoes.

Characteristic of the known technical solution

It has been found that a number of aromatic-substituted formamidinothioureas possess herbicidal properties. These agents show tolerant behavior against a variety of crops high herbicidal activity against monocotyledonous and dicotyledonous weeds that are common in such crops (DE-OS 3101121, FR-PS 2459230). However, the compounds have the disadvantage in single application that they no longer act selectively enough at higher application rates and are insufficiently effective against weed grasses in postemergence. In another patent formamidinothioureas are described alone or in the form of their salts of mineral or carboxylic acids, which reveal similar disadvantages. Furthermore, it is known that chloral and its addition products with water, alcohols or carboxylic acid amides, in particular urea, for controlling annealing weed grasses in some cases unsatisfactory

17.3.34-0192458

- 2 - 2411

gender effect against dicot species in large-seeded crops and root crops can be applied in high application rates (DD-PS 105113, DD-PS 109979 and DD-PS 143198). The control success of these agents can not be sufficiently limited selectivity, too small a range of action against certain weed species, but especially a too high dependence on weathering. Other disadvantages are often too high dosages and related toxicity problems. Other active ingredients, such as 2-methyl-4-chloro-phenoxy-acetic acid, which are used in postemerative agricultural practice in potatoes, have at application rates that are tolerated by the crop, significant gaps in effectiveness inadequate impairment of weed growth.

Goal _.d_er_JErf ' i ndung

The aim of the invention is to overcome by the combination of herbicidal agents, the disadvantages of the known technical solutions to allow for low application rates improved weed control. The new combinations are to be tolerated by the crop plants, have a broad spectrum of activity, in particular grass weeds and dicotyledical problem weeds capture and do not harm offspring.

For the sake of the nature of the E r_f in._du, ng

The object of the invention is an improved weed control at low application rates, the new herbicide combinations should meet the economic requirements of the economy.

- 3 - 2411

This object is achieved in that the herbicidal compositions based on salts of substituted formamidinothioureas of the general formula I.

-N = O-H

R ^{1 X} R

R ²

³ _o * ^HX '(formula I)

0> -N-C-N

R ¹ "^ Il ^X R ³

in the R = hydrogen and halogen,

R ² , R ³ = hydrogen or alkyl

and X is a mineral or carboxylic acid radical, in addition to customary excipients and carriers as an additional active ingredient chloral derivatives of the general formula II

CCl-, - CH, (formula II) ^{3 X}

12

in which R and R = hydroxy, alkoxy, alkylcarbonyloxy,

Haloalkylcarbonyloxy, alkylcarbonylamino, chloroalkylcarbonylamino, ureido , (1,1,1-trichloro-2-hydroxy-ethyl) -ureido,

suitable for combined use in selective herbicidal compositions for combating undesirable plant growth in arable crops, especially in sugar and fodder beets, potatoes, maize, cereals, carrots, onions, beans and tomatoes.

The fact that the herbicidal combinations according to the invention, in contrast to the individual active compounds, show significantly better herbicidal potencies than would have been expected on the basis of the addition of the individual action of the components was surprising and unforeseeable in the prior art.

_ 4 - 2411

This is expressed once in the almost complete complement of the effect spectra; In addition, important, sometimes difficult to control weeds have synergistic effects, which are due to different mechanisms of action of the components.

A particularly valuable feature of the combinations according to the invention is that the increase in activity is limited to certain weed species and the crop plant tolerance of sugar and feed beets, potatoes, corn, cereals, carrots, onions, beans and tomatoes is not impaired.

The synergistic effect is particularly strong in certain combination ratios. However, the mixing ratio of the active ingredients may vary within certain limits depending on the prevailing weed flora as well as the environmental and site conditions. In general, one part by weight of active compounds of the general formula I accounts for 0.5 to 20 parts by weight of active compounds of the general formula II. Preferably, combinations are used which in addition to the customary auxiliaries and carriers per hectare amount to 0.5 to 5.0 kg Active ingredient of the general formula. I and 3.0 to 10.0 kg of active ingredient of the formula II.

The herbicide combinations are used in the preparation or application forms customary for herbicides.

The application forms depend on the intended use. In any case, they have to ensure a fine distribution of the active substances. The preparation of the preparations is carried out in a conventional manner by mixing and milling.

These herbicidal compositions of the invention may be used in combinations with other crop protection and pest control agents, fertilizers or agrochemicals.

The following examples illustrate the invention without, however, limiting it.

- 5 - 2411

Aus_f_ührungsb e i sp i e 1 e

To demonstrate the herbicidal activity of the grain combinations according to the invention, a large number of experiments were carried out on arable land in arable crops. In potato cultures, application was made until three weeks before planting and in carrots up to 10 days before sowing.

Cultures of sugar and fodder beet, potatoes, corn, cereals, carrots, onions and beans were treated pre-emergence, that is, before emergence of crops and before emergence of monocotyledonous and dicotyledonous weeds.

A postemergence treatment was carried out in potatoes and a replanting in tomatoes. This means that at the time of application, the potatoes had reached a stature height of up to 20 cm, the tomatoes had grown and the weeds were in the developmental stage up to three leaves.

The evaluation of the control success and the compatibility was made according to the following certification key:

Boniturnote injury in %

1 100-96

2 95-86

3 85-71

4 70-56

5 55-46

6 45-31

7 30-16 8. 15-6 9 5-0

- 6 - 2411

The results of the numerous experiments are summarized in Tables 1 to 3 summarized

 In this mean:

A = 1,1-dimethyl-3- (N ¹ , N ¹ -dimethyl-N ² -phenyl-formamidino) -3-phenyl-thiourea hydrochloride

B = 1,1-dimethyl-3- (N ¹ , N ¹ -dimethyl-N ² -phenyl-formamidino) -3-phenyl-thiourea hydrobromide

C = 1,1-dimethyl-3- (N ¹ , N ¹ -dimethyl-N ² -phenyl-formamidino) -3-phenyl-thiourea-chioracate

D = 1 ₅ 1-dimethyl-3- (N, N-dimethyl-N-phenyl-formamidino) -3-phenyl-thiourea trichloroacetate

E = 1- (3-Chloro-phenyl) -1- (N ² -3-chloro-phenyl-N ¹ , N ¹ -dimethyl-formamidino) -3,3-di-ethyl-thiourea hydrobromide

P = 1,1-Dimethy1-3- (N, N -dimethyl-N-phenyl-formamidino) -3-phenylthiourea

G = N, N-bis (2,2,2-trichloro-1-hydroxyethyl) urea H = N- (2,2,2-trichloro-1-hydroxy-ethyl) -chloroacetamide I = N- ( 2,2,2-trichloro-1-hydroxy-ethyl) -formamide K = trichloro-acetaldehyde hydrate

L = 2-methyl-4-chloro-phenoxy-acetic acid

M = N, N'-bis (1-methyl-ethyl) -6- (methylthio) -1,3 ₃ 5-triazine-2,4-diamine

2411

The crops, weeds and grass weeds listed below were used to evaluate the control success and the compatibility:

I sugar beets II fodder beet III potatoes IV barley V rye VI wheat VII Corn VIII Moors IX onions X field beans XI bush beans XII barnyardgrass XIII Blood-red crabgrass XIV Gray-green bristle-millet XV Windhalm XVI White goosefoot XVII Shepherd's Purse XVIII charlock XIX Stems surrounding deadnettle XX chickweed XXI Real chamomile XXII field pansy XXIII Windknöterich XXIV Small stinging nettle XXV Common couch grass XXVI tomato

Beta vulgaris L. var. Altissima Beta vulgaris L. var. Crassa Solanum tuberosum Hordeum vulgaris Seeale cereale Triticum aestivum Zea mays

Daucus carota Allium cepa Vicia faba

Phaseolus vulgaris Echinochloa crus-galli Digitaria sanguinalis Setaria glauca Apera spica-venti Chenopodium album Capsella bursa-pastoris Sinapis arvensis Lamium amplexicaule

Stellaria media Matricaria chamomilla Viola tricolor arvensis Polygonum convolvulus Urtica urens Agropyron repens Lycopersicon esculentum

They are indicated in Tables 1-2 by the Roman numerals.

Table 1: Effect of the combinations according to the invention against the specified grass weeds and

Weeds at pre-emergence application weeds XIII XIV -JLL-- weeds ^ JCVII XVIII XIX XX XXI XXII XXIII XXIV I more expenditure XII 9 9 8th _XVI 7 8th 6 7 7 6 7 8th 00 material amount 9 8th 9 7 7 4 6 4 5 5 4 5 7 I kg / ha 9 7 8th 5 5 2 4 2 3 4 3 4 5 A 1.0 8th 6 6 3 3 1 2 1 2 3 2 2 3 1.5 7 9 8th 8th 1 7 8th 7 7 7 7 6 8th 2.0 9 8th 8th 6 8th 5 7 5 5 6 5 5 6 3.0 8th . 7 7 4 6 3 5 3 4 4 4 3 5 B 1.0 8th 7 6 3 4 1 3 2 2 3 2 2 3 1.5 7 9 9 9 2 6 7. 6 6 7 6 7 8th 2.0 9 8th 8th 8th 7 5 6 4 5 6 4 5 6 3.0 9 7 8th 6 5 4 4 3 4 5 3 4 4 C 1.0 7 6 7 4 3 2 2 1 2 4 2 2 3 1.5 7 9 9 8th 2 7 8th 6 7 8th 7 6 8th , 2.0 8th 8th 8th 7 6 4 6 4 5 6 5 4 7 3.0 8th 7 7 5 ul 3 5 2 3 5 4 3 5 ro _t- D 1.0 7 7 6 3 3 2 3 1 2 3 2 2 3 1.5 6 ' 9 8th 8th 1 7 8th 7 6 7 7 6 7 2.0 9 8th 8th 6 8th 5 7 5 4 5 5 4 6 3.0 8th 7 7 4 6 3 6 3 3 4 3 3 4 e 1.0 7 6 6 3 4 2 3 1 2 3 2 2 3 1.5 7 9 9 8th 2 y 8th 7 7 8th 7 7 8th 2.0 9 8th 8th 7 8th 5 7 5 5 6 5 5 6 3.0 8th 7 8th 5 6 3 6 3 4 4 4 3 5 F 1.0 8th 6 6 4 5 2 3 2 2 3 2 2 3 1.5 7 2 2.0 3.0

Porting Table 1:

Expenditure- 8th weeds XIII XIV 6 XV 7 weeds : XVIi XVIII XIX 8th XX 8th XXI XXII XXIII XXIV ι more amount 0 XII 5 4 5 _ .. Ill 8th 8th 7 6 9 8th 8th 9 VO material kg / ha 2 6 4 3 4 8th 8th 7 6 5 8th 6 7 8th I G 4.8 8th 5 2 2 3 7 6 7 4 4 7 5 6 7 6.0 0 3 1 5 6 6 5th 6 8th 9 5 4 4 6 7.2 2 2 5 4 5 5 8th 8th 7 7 8th 8th 8th 9 8.0 8th 6 4 3 4 9 7 7 7 5 7 7 8th 8th H 4.8 8th 5 2 2 3 7 6 6 5 4 6 5 6 7 6.0 0 4 1 5 6 6 5 5 8th 9 5 4 4 6 7.2 2 2 5 4 4 4 8th 8th 7 6 8th 8th 8th 9 8.0 8th 7 3 3 4 8th 8th 7 6 5 7 6 7 9 I 4.8 0 5 2 2 3 7 6 7 5 4 5 5 6 7 6.0 2 3 1 5 5 6 5 5 3 4 4 4 5 6 7.2 8th 2 4 2 3 4 3 3 2 3 5 3 4 5 8.0 5 2 1 1 4 3 2 2 2 4 2 3 4 A + G 1.0 + 4, 2 1 3 4 3 2 2 2 2 3 2 2 3 1.0 + 6, 1 3 1 2 2 2 2, 1 1 3 2 2 2 ro -ρ- 1.0 + 7, 4 1 1 1 2 1 1 1 1 2 1 2 1 1.5 + 4, 1 1 2 2 2 1 1 1 1 2 1 2 1 1.5 + 6, 1 1 5 4 1 1 1 3 3 2 1 1 1 1.5 + 7, 2 5 2 2 1 3 3 3 3 5 2 3 4 2,0 + 4, 4 3 1 1 4 2 3 2 2 3 2 3 2 A + H 1.0 + 4, 2 1 3 4 3 2 2 3 3 3 2 2 2 1.0 + 6, 1 2 1 2 2 2 2 2 2 2 2 3 3 1.0 + 7, 3 1 1 1 2 1 1 1 1 2 1 2 2 1,5 + 4, 1 1 1 2 1 1 1 1 1 1 1 1 2 1.5 + 6, 1 2 1 1 1 1 1 1 1 1.5 + 7, 1 1 2,0 + 4,

Porting Table 1:

I expenditure 4.8 weeds XIII XIV XV weeds XVII XVIII XIX XX XXI XXII XXIII , ^XX amount 6.0 XII 4 5 5 XVI 3 3 3 4 4 3 4 5 more kg / ha 7.2 5 2 3 3 4 2 3 3 3 3 2 3 3 material 1,0 + 4.8 2 1 1 1 3 2 2 2 2 3 2 2 2 A + 1,0 + 6.0 1 2 3 3 2 2 2 3 3 2 2 3 3 1,0 + 7.2 3 1 2 2. 2 1 2 1 2 2 1 2 2 1.5 + 4.8 1 1 1 1 2 1. 1 1 1 2 1 1 1 G 1.5 + 6.0 1 1 1 2 1 1 1 1 1 1 1 1 1 1.5 + 7.2 1 3 2 3 1 2 2 3 2 3 2 3 2 2,0 + 4.8 2 2 1 2 3 2 1 2 2 2 2 2 2 1,0 + 6.0 1 2 1 3 2 1 1 2 1 2 1 1 2 B + H 1,0 + 6.0 2 1 1 1 2 1 1 1 1 1 1 1 1 1.5 + 7.2 1 3 3 3 1 2 2 3 2 3 2 3 3 1.5 + 4.8 3 1 2 2 3 2 1 2 2 2 1 2 2 1,0 + 6.0 2 2 3 3 2 1 1 1 1 2 1 2 1 B + I 1,0 + 6.0 2 2 1 2 1 1 1 1 1 1 1 1 1 1.5 + 7.2 1 3 3 3 1 2 2 3 2 2 3 2 3 1.5 + 4.8 3 2 2 2 3 2 2 2 1 2 2 2 2 1,0 + 6.0 2 2 3 2 2 2 1 1 1 1 1 2 2 B + G 1,0 + 6.0 2 1 2 1 1 1 1 1 1 1 1 1 1 1.5 + 7.2 1 2 3 3 1 2 2 2 3 4 2 2 3 1.5 + 4.8 2 1 2 2 2 2 1 2 2 2 2 2 2 1,0 + 6.0 2 2 2 2 2 1 1 1 1 2 1 1 1 C + H 1,0 + 6.0 2 1 2 1 1 1 1 1 1 1 1 1 1 1.5 + 7.2 1 3 2 3 1 2 2 2 2 3 3 2 3 1.5 + 4.8 2 1 1 2 3 1 2 2 2 2 2 1 2 1,0 + 6.0 1 2 1 3 2 1 1 2 1 2 1 1 2 C + 1,0 + 2 2 1 2 2 1 1 1 1 1 1 1 1 1.5 + 1 1 1.5 +

Continuation Table 1:

I expenditure 6.0 weeds XIII XIV XV weeds XVII XVIII XIX XX XXI XXII XXIII XXIV ι amount 7.2 XII 2 3 3 XVI 3 2 2 3 4 2 2 3 more kg / ha 4.8 2 2 2 2 2 1 1 2 2 2 2 1 2 I material 1,0 + 6.0 1 2 2 3 2 1 1 1 1 1 1 1 1 C + G 1,0 + 6.0 2 1 2 1 1 1 1 1 1 1 1 1 1 1.5 + 7.2 1 3 3 3 1 2 2 2 3 3 2 2 3 1.5 + 4.8 3 1 2 2 3 2 1 2 2 2 2 2 2 1,0 + 6.0 1 2 2 3 2 1 1 1 1 1 1 1 1 D + H 1,0 + 6.0 2 2 1 1 1 1 1 1 1 1 1 1 1 1.5 + 7.2 1 3 2 3 1 3 2 3 2 3 2 2 2 1.5 + 4.8 2 2 1 1 2 2 2 2 2 2 2 1 2 1,0 + 6.0 1 2 2 2 2 1 1 1 1 2 1 1 1 D + I 1,0 + 6.0 3 1 1 1 1 1 1 1 1 1 1 1 1 1.5 + 7.2 1 3 2 3 1 3 2 2 3 3 2 2 2 1.5 + 4.8 2 2 1 2 2 2 2 2 2 2 2 2 1 1,0 + 6.0 1 2 2 2 2 1 2 1 1 1 2 1 1 ro D + G 1,0 + 6.0 2 1 1 1 1 1 1 1 1 1 1 1· 1 1.5 + 7.2 1 3 3 3 1 2 2 2 3 3 2 2 3 1.5 + 4.8 2 2 1 2 3 2 1 2 2 2 2 1 2 1,0 + 6.0 1 2 2 2 2 1 1 2 1 1 1 1 1 E + H 1,0 + 6.0 2 1 2 1 2 1 1 1 1 1 1 1 1 1.5 + 7.2 1 3 2 3 1 3 2 2 2 3 2 2 2 1.5 + 4.8 3 2 1 2 2 2 2 2 1 2 1 2 2 1,0 + 6.0 2 3 2 3 2 1 1 2 1 2 1 1 2 E + 1,0 + 2 2 1 1 1 1 1 1 1 1 1 1 1 I 1.5 + 6.0 1 1 7.2 3 2 3 3 2 2 3 2 2 2 3 4.8 3 2 1 2 2 2 2 2 2 2 2 • 2 2 1,0 + 6.0 2 3 2 3 2 1 1 1 1 1 2 • 1 1 E + 1,0 + 1 1 1 1 2 1 1 1 1 1 1 1 1 1.5 + 1 1 1.5 +

Continuation Table 1:

expenditure weeds JLL ³ LL JLIL.- XV • weeds XVII XVIII XIX XX XXI XXII XXIII XXIV ι more amount XII 5 4 5 XVI 7 7 6 5 7 5 6 7 ^ material. __j £ gy_ha ^ _____ ^ __ 5 2 3 4 7- 5 7 5 4 7 4 5 7 ro I F + G 1.0 + 6.0 3 5 4 6 5 5 7 5 5 5 5 5 6 1.0 + 7.2 5 4 3 4 5 4 6 4 3  5 4 4 4 1.5 + 4.8 4 5 5 5 5 7 7 6 5 7 6 7 7 1.5 + 6.0 5 3 3 4 6 5 5 4 3 5 4 5 5 F + H 1.0 + 6.0 4 5 4 5 4 6 5 5 4 5 5 5 6 1.0 + 7.2 5 4 3 4 5 ' 4 4 4 3 5 4 4 4 1.5 + 4.8 4 5 4 4 4 7 6 7 6 7 7 6 7 1.5 + 6.0 5 4 3 4 6  4 4 5 3 5 4 4 5 F + I 1.0 + 6.0 3 5 4 5 3 5 5 6 5 5 5 5 5 1.0 + 7.2 6 5 3 3 5 4 5 4 3 4 4 4 4 1.5 + 4.8 5 4 1.5 + 6.0

The known compound G combats monocotyledonous weeds well at high application rates, dicotyledonous weeds insufficient. Same results are achieved by the compounds H and I. The combinations according to the invention A + G, A + H, A + I, B + G, B + H, B + I, G + G, C + H, C + I, D + G, D + H, D + I , E + G, E + H and E + I cause simultaneous control of monocotyledonous and dicotyledonous weeds at lower application rates. The compound F in combination with the compound G or H or I is significantly less effective than the combinations according to the invention at comparable application rates.

- 13 - 2411

Tabell_e_2: Influence of the components and combinations of the invention on the compatibility of sugar and feed beet, potatoes, barley, rye, wheat, corn, carrots, onions, field beans and bush beans in pre-emergence application

more expenditure I II Jiui τ Urpi lances .XL · VII VIII IX X XI material quantity kg / ha 9 9 III IV V 9 9 9 9 9 9 A 1.0 9 9 9 9 9 ' 9 9 9 9 9 9 1.5 9 9 9 9 9 9 9 9 9 9 9 2.0 9 9 9 9 9 9 8th 9 9 9 9 3.0 9 9 9 9 9 9 9 9 9 9 9 B 1.0 9 9 9 9 9 9 9 9 9 9 9 1.5 9 9 9 9 9 9 9 9 9 9 9 2.0 9 9 " 9 9 9 8th 9 9 9 9 8th 3.0 9 9 9 9 9 9 9 9 9 9 9 C 1.0 9 9 9 9 9 9 9 9 9 9 9 1.5 9 9 9 9 9 9 9 9 9 9 9 2.0 9 9 9 9 9 8th 9 8th 9 9 9 3.0 9 9 9 8th 9 9 9 9 9 9 9 D 1.0 9 9 9 9 9 9 9 9 9 9 9 1.5 9 9 9 .9 9 9 9 9. 9 9 9 2.0 9 9 9 9 9 9 8th 9 9 8th  9 3.0 9 9 9 9 9 9 9 9 9 9 9 e 1.0 9 9 9 9 9 9 9 9 9 9 9 1.5 9 9 9 9 9 9 9 9 9 9 9 2.0 9 9 9 9 9 8th 9 9 9 9 8th 3.0 9 9 9 8th 9 9 9 9 9 9 9 G 4.8 9 9 9 9 9 9 9 9 9 9 9 6.0 9 9 9 9 9 8th 9 9 9 8th 9 7.2 9 9 9 8th 8th 7 8th 9 8th 8th 8th 8.0 9 9 9 6 7 9 9 9 9th 9 9 H 4.8 9 9 9 9 9 9 9 9 9 9 9 6.0 9 9 9 9 9 8th 8th 9 8th 8th 9 7.2 9 9 9 8th 8th 7 7 9 8th 7 8th 8.0 9 9 9 6 6 9 9 9 9 9 9 I 4.8 9 9 9 9 9 9 9 9 9 9 9 6.0 9 9 9 9 9 8th 8th 9 8th 9 9 7.2 9 9 9 8th 8th 6 6 '9 7 7 8th 8.0 9 7 6

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CD P)

0 * 3

tr

ο hi H

w φ cf-

1-3 & Cf CD

ro

M M

M X

ro

ih

- 15 - 2411

Porting Table 2:

more H expenditure kg / ha · , 0 I II crops IV V VI VII VIII IX 9 X material amount 6 2 9 9 III 9 9 9 9 9 9 8th 9 C + 1,0 + 7 ,8th 9 9 9 8th 8th 8th 8th 9 8th 9 9 1,0 + 4 , 0 9 9 9 9 9 9 9 9 9 9 9 I 1.5 + 6 , 0 9 9 9 9 9 9 9 9 9 9 9 1.5 + 6 2 9 9 9 9 9 9 9 9 9 8th 9 C + 1,0 + 7 ,8th 9 9 9 8th 8th 8th 8th 9 8th 9 9 1,0 + 4 , 0 9 9 9 9 9 9 9 9 9 9th 9 G 1.5 + 6 , 0 9 9 9 9 9 9 9 9 9 9 9 1.5 + 6 2 9 9 9 9 9 9 9 9 9 8th • 9 D + 1,0 + 7 ,8th 9 9 9 8th 8th 8th 8th 9 8th 9 9 1,0 + 4 , 0 9 9 9 9 9 9 9 9 9 9 9 H 1.5 + 6 , 0 9 9 9 9 9 9 9 9 9 9 9 1.5 + 6 2 9 9 9 " 9 9 9 9 9 9 8th 9 D + 1,0 + 7 ,8th 9 9 9 8th 8th 8th 8th 9 8th 9 9 1,0 + 4 9 9 9 9 9 9 9 9 9 9 9 I 1.5 + 6th , 0 9 9th 9 9 9 9 9 9 9 9 9 1.5 + 6 2 9 9 9 9 9 9 9 9 9 8th 9 D + 1,0 + 7 ,8th 9 9 9 8th 8th 8th 8th 9 8th 9 9 1,0 + 4 , 0 9 9 9 .9 9 9 9 9 9 9 9 1.5 + 6 9 9 9 9 9 9 9 9 9 9 1.5 + 9

The combinations according to the invention are in the required for weed control application rates 1.0 + 4.8; 1.0 + 6.0; 1.5 + 4.8; 1.5 + 6.0 and 2.0 + 4.8 kg / ha selective.

- 16 - 2411

Table 1 shows the very good herbicidal activity of the active substance combinations according to the invention against hard-to-control weeds (such as, for example, chamomile) and weed grasses (such as, for example, millet and windhair). The good selectivity of these novel combinations over the crop plants is apparent from Table 2. To determine the synergistic effect, the expected effect for a given combination of two herbicides according to Limpel, cited by SR Colby in "Calculating synergistic and antagonistic responses of herbicide cobinations" in Weeds 15, (1), pp. 20-22 (1967 ), calculated as follows:

If X = % damage from herbicide A at ρ kg / ha application rate and Y = % damage from herbicide B at q kg / ha application rate

and E = the expected damage by the herbicides A and B at ρ and q kg / ha application rate,

then E = X + Y -

At the same time, the actual damage was tested in tests. on millet, hawthorn and chamomile. If the actual damage is greater than calculated, the combination is over-additive in its effect, that is, there is a real synergistic effect. It is clear from Table 3 that the herbicidal activity of the combinations according to the invention found is greater than the calculated.

2411

Table 3:

Effect of the combinations according to the invention against the indicated weeds in pre-emergence application

active substance

B + H

D + I

Application rate kg / ha

1)

Damage in%

Chicken millet Windhalm chamomile

gef.

2) above.

3)

1.0 1.5 2.0

3.8 6.0 7.2

1.0 + 4.8 1.0 + 6.0 1.0 + 7.2

1.5 1.5

4.8 6.0

1.5 + 7.2 2.0 + 4.8

1.0 .1 * 5

4.8 6.0 7.2

1.0 + 6.0

1.0 + 7.2

1 , 5 + 4,8

1.5 + 6.0

1.0

1.5

4.8 6.0 7.2

1.0 + 6.0

1.0 + 7.2

1.5 + 4.8

1.5 + .6.0

35 50 75

50

90 100

60 100 100

0 10

40 50 60

100

10 10

20 50 75

90 100

75 100 35 50 75 35 50 75 41.5

50 60 46 55

55 77.5 28 55

gef. ber. gef. calc.

10

50

20 50 60

50

75

100

60

90

100

100

10 40

40 50 60

75 90 75 90

10 20

40 60 60

75 100

90 100

28 55 64 36 60 68 60

55 64 64 70

64 64 52 68

20 50 60

10 35

50 60 75 75 90 90 90

20 40

10 20

40

90

90

100

10 40

10 20 50

75

90

90

100

-60

1) = The damage was scored with values from 1 to 9

and then expressed as a percentage

2) = damage found

3) = calculated according to the formula given by Colby

damage

- 18 - 2411

_Ί? Abe1 l_e Λ; Effect of erfindungsgeraäßen combinations

against common couch grass in potatoes and carrots in pre-emergence application

Expenditure-

Efficiency Crops of common wheat, kg.o. ^ l / ha. Potatoes _: Moors __

A 2,0 9 9 8

3.0 9 9 7

B 2.0 9 9 8

3.0 9 9 7

F 2.0 9 9 8

3.0 9 9 7.

K 10,0 9 -9 7

15.0 9 9 4

20.0 9 9 2

A + K 2.0 + 10.0 9 9 3

2,0 + 15,0 9 9 2

3.0 + 10.0 9 9 2

B + K 2.0 + 10.0 9 9 3

2,0 + 15,0 9 9 2

3.0 + 10.0 9 9 "2

F + K 2.0 + 10.0 9 9 6

2.0 + 15.0 9 9 4

3.0 + 10.0 9 9 6

Through the use of 2.0 to 3.0 kg / ha of the compounds A or B in the combinations according to the invention with the known compound K, the application rate of K can be reduced by half with equally good effectiveness against common couch grass. The combination F + K is not effective against the common couch grass at comparable application rates.

2411

Table 5:

Effect of the combinations according to the invention against the specified grass weeds and weeds in potatoes at follow-up to v / endung

more expenditure potatoes weeds XIII weeds XVII XX XXII material quantity kg / ha 9 XII 8th XVI 6 5 6 A 1.0 9 8th 7 5 5 4 5 1.5 9 7 5 4 4 3 4 2.0 9 6 8th 3 6 5 7 B 1.0 9 8th 7 5 5 4 5 1.5 9 6 6 4 4 4 4 2.0 9 5 6 4 7 8th 7 G 4.8 9 6 4 7 7 7 6 6.0 9 4 3 6 6 7 5 7.2 8th 4 3 6 5 5 5 8.0 9 3 3 5 4 4 3 A + G 1.0 + 4.8 9 4 2 3 3 3 2 1.0 + 6.0 9 2 2 2 3 3 2 1.5 + 4.8 9 3 1 2 3 2 2 1.5 + 6.0 9 1 2 2 2 1 1 2,0 + 4,8 9 2 3 1 4 4 4 B + G 1.0 + 4.8 9 4 2 3 3 3 3 1.0 + 6.0 9 2 2 2 3 3 2 1.5 + 4.8 9 2 1 2 3 2 2 1.5 + 6.0 9 1 2 2 2 2 1 2,0 + 4,8 2 2

0.4

Of particular importance is the postemergence application of the combinations A + G and B + G according to the invention in potato crops, since only a few agents are known for this purpose. For example, only insufficient herbicidal action is achieved by the compound L at application rates which are tolerated by the crop plants.

Table 6:

Effect of the combinations according to the invention against the indicated weeds in tomatoes in post-planting application

more Expenditure- tomatoes weeds XVII XVIII JOX. , .II material __ amount jcg / ha ^ XVI 6 5 5 4 A 0.50 9 7 5 4 5 3 0.75 9 6 4 4 4 3 1, 00 9 5 3 2 3 2 1.50 7 3 6 5 6 5 C 0.50 9 6 5 5 5 4 0.75 9 5 5 4 3 4 1, 00 9 4 3 2 2 3 1.50 7 3 7 6 6 5 4.80 9 7 7 6 6 5 6.00 9 7 6 5 5 4 7.20 9 6 5 4 4 Third 8.00 8th 5 3 3 3 2 A + G 0.50 + 4.80 9 4 2 2 2 2 0,50 + 6,00 9 3 1 2 2 1 0.50 + 7.20 9 2 2 2 3 2 0.75 + 4.80 9 2 1 1 2 1 0.75 + 6.00 9 2 1 1 2 1 1.00 + 4.80 9 1 1 1 1 1 1.00 + 6.00 9 1 4 3 3 .2 C + G 0.50 + 4.80 9 4 2 2 2 2 0,50 + 6,00   9 3 1 1 2 1 0.50 + 7.20 9 2 2 2 2 2 0.75 + 4.80 9 3 2 2 2 2 0.75 + 6.00 9 2 1 1 2 2 1.00 + 4.80 9 1 1 1 2 1 1.00 + 6.00 9 1 3 3 4 3 M 1.0 9 ¹ ^ 4 1 2 3 1 1.5 9 2

1) performed with additional technical effort, foliage shielded application

In the application of the inventive combinations A + G and C + G, which are characterized by a very good selectivity, can be dispensed with the high technical complexity, as it is necessary in the foliage shielded application of the known compound M.

Claims (1)

- 21 - 2411 In s ansjprjucji Herbicidal agents for controlling monocotyledonous and dicotyledonous weeds in cultivated plant stands, preferably in sugar and fodder beet, potatoes, barley, rye, wheat, maize, carrots, onions, field beans, bush beans and tomatoes based on salts of substituted formamidinothioureas of the general formula I. ^ O) -N = C-N , HX, ΠΑ, (Formula I) 2 0> -N-C-N where R = hydrogen or halogen, R, R ^ = hydrogen or alkyl
and X is a mineral or carboxylic acid radical, characterized in that they in addition to conventional excipients and carriers as an additional active ingredient chloral derivatives of the general formula II - CH, (formula II) 1 2
in which R and R = hydroxy, alkoxy, alkylcarbonyloxy, Haloalkylcarbonyloxy, alkylcarbonylamino, chloroalkylcarbonylamino, ureido, (1,1,1-trichloro-2-hydroxyethyl) -ureido mean.