CS195737B2 - Herbicide - Google Patents

Description

The invention relates to novel herbicidal compositions and to their use. These compositions are particularly useful for application to eels, total vegetation destruction, soil fertilization where herbicides are applied to grown undesirable vegetation, weed control in crop plants and utility tree cultures, and woody and water weed control.

Pyridone and pyridinethion derivatives which are the first component (component A) of the herbicidal compositions described below are known (see, for example, Belgian Patent Specification No. 832,702). The herbicides constituting the second component of the compositions (component B) according to the invention are known in the field of agrochemistry.

The present invention provides a herbicidal composition comprising at least two herbicidally active compounds A and B. Component A is either 1-methyl-3-phenyl-5- (3-trifluoromethylphenyl) -4 (1H) pyridone or 3-ethylthio-1-methyl-5. - (3-trifluoromethylphenyl) -4- (1H) pyridone. Component B of the herbicidal compositions of the invention is selected from the group consisting of compounds of the general formula

ROR ¹ \ II /

N — C — N / \

Ή R ² where

R represents a phenyl group optionally substituted by one or two 'substituents independently selected from the group consisting of halogen atoms' and a trifluoromethyl group,

R ¹ represents an alkyl group having 1 to 4 carbon atoms and

R ² represents a hydrogen atom or a C 1 -C 3 alkyl group of a compound of the general formula ^Λ

, 195737 in which

R ³ represents an alkyl group having 1 to 6 carbon atoms,

R ⁴ represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms and

R ⁶ represents a C 1 -C 3 alkyl group of a compound of formula

in which

R ⁷ and R ⁸ , which may be the same or different, each represent an alkyl group having 2 to 7 carbon atoms or an alkenyl group having 3 to 5 carbon atoms,

R ⁹ represents a hydrogen atom or an amino group and

R ¹⁰ is trifluoromethyl, sulfamoyl or C 1 -C 3 alkylsulfamoyl, a compound of formula

in which

R ^u represents a halogen atom or an alkylthio group having 1 to 3 carbon atoms and each of R ¹² and R ^13, which may be the same or different represents an alkyl group having 1 to 4 carbon atoms, a compound of formula

in which

R ¹⁴ is C 1 -C 4 alkyl,

R ¹⁵ represents a halogen atom and R ¹⁷ represents a C 1 -C ⁶ alkyl group of a compound of the formula

R ¹⁷ represents a halogen atom or a C 1 -C 3 alkyl group of a compound of the formula

in which

R ¹⁸ is C 1 -C 3 alkylthio;

R ¹⁹ is C 1 -C 4 alkyl, and compounds of formula

R “sCH.OR ** ·

N

wherein each of R ²⁰ , R ²¹ and R ^{22 is} independently C 1 -C 3 alkyl, in a ratio of 0.1 to 10 parts by weight of component B per 1 part by weight of component A.

In the above formulas, the term "halogen atom" includes fluorine, chlorine, bromine and iodine atoms. (C1-C3) -alkyl, (C1-C4) -alkyl, (C1-C6) -alkyl, (C1-C6) -alkyl, (C2-C6) -alkyl, (C1-C6) -alkyl, (C1-C6) -alkyl; C 3 -C 5 alkyl and C 1 -C 3 alkylthio groups include methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, tert-butyl, pentyl, neopentyl, hexyl, allyl, 2-methylallyl, 3-heptyl, 2-hexyl, 3-pentenyl, 2-ethylallyl, methylthio, ethylthio and isopropylthio.

Alkylalkyls having 1 to 3 carbon atoms are, for example, methylsulfamoyl and propylsulfamoyl.

Specific preferred compounds which are particularly desirable as second components of the compositions of the invention include the following:

2-ethylamino-4-isopropylamino-6-methylthio-s-triazine,

2-chloro-4-ethylamino-6-isopropylamino-s-triazine,

N-butyl-N-ethyl-2,6-dinitro-4-trifluoromethylaniline,

N ³ , N ³ -diethyl-2,4-dinitro-6-trifluoromethyl-m-phenylenediamine,

2-ethylthio-4,6-bis (isopropylamino) -s-triazine,

3- (3,4-dichlorophenyl) -1,1-dimethylurea, 1,1-dimethyl-3-phenylurea trichloroacetate, 1,1-dimethyl-3- (3-trifluoromethylphenyl) urea;

3- (4-chlorophenyl) -1,1-dimethylurea, 3- (4-chlorophenyl) -1,1-dimethylurea trichloroacetate,

3,5-dinltro-N ⁴ , N ⁴ -diphenylsulfanilamide,

2,4-bis (isopropylamino) -6-methylthio-s-triazine,

2-chloro-4,6-bis (isopropylamino) -s-triazine,

2-chloro-4,6-bis (ethylamino) -s-triazine,

3- (tert-butyl) -5-chloro-6-methyluracil,

2- (tert-butylamino) -4-chloro-O-ethylatino-s-triazine,

2- (t-butylamino) -4-ethylamino-B-methylthio-s-triazine,

2,6-dinitro-N, N-dipropyl-4-trifluoromethylaniline,

1- [5- (tert-butyl) -1,3,4-thladiazol-2-yl] -1,3-dimethylurea,

(B)

N- (2-methylallyl) -2,6-dinitro-N-propyl-4-trifluoromethylaniline,

N-ethyl-1- (2-methylallyl) -2,6-nitro-4-trifluoromethylaniline,

Accordingly, the most preferred embodiment of the invention consists in combining the above-mentioned pyridone derivatives A with the preferred compounds forming components B.

The ratio of the amount of component A to component B is not critical and the invention encompasses compositions comprising the aforementioned components in any ratio. However, it is preferred to combine these components in a ratio ranging from about 1:10 to 10: 1, most preferably from about 1: 5 to 5: 1.

The compositions of the invention may be prepared and applied by any method useful in agrochemistry. In general, two main methods of preparation are used. The first method involves mixing the components of the composition to form a combined preparation, which is then applied to the soil or vegetation. In accordance with another method, the individual components are separately prepared into suitable formulations, which are then mixed at the time of application, or alternatively can be applied separately, but within a short period of time.

Of course, the herbicides can also be applied in a pure state without any modification, but this is not expedient and is rarely used in practice.

Whether the active compounds are formulated as individual formulations or in combination formulations, these formulations comprise the active agent (s) and an inert carrier. Said compositions are generally prepared by methods customary in agrochemistry.

Very often, the active ingredients are formulated into concentrates, which are then applied either to the soil or to the leaf in the form of aqueous dispersions or emulsions containing about 0.1 to 5% of the active ingredient. The water dispersible or emulsifiable compositions are either solid formulations, usually known as wettable powders, or liquid formulations, usually known as emulsifiable concentrates.

Wettable powders consist of a perfectly mixed, finely divided mixture of the active ingredient, an inert carrier and surfactants. The concentration of active ingredient is usually about 10 to 90%. The inert carrier is usually material from the group of attapulgite clays, montmorillonite clays, kaolins, diatomaceous earths and purified silicates. Active surfactants which are present in the wettable powder in an amount of about 0.5 to 10% are usually sulfonated lignins, condensed naphthalenesulfonates, naphthalenesulfonates, alkylbenzenesulfonates, alkyl sulfonates and nonionic surfactants such as phenol ethylene oxide adducts.

Typical emulsifiable concentrates contain the active ingredients in a suitable concentration, for example in an amount of about 100 to 500 g per liter of liquid dissolved in an inert carrier, which is a mixture of a water-immiscible solvent and emulsifiers. Suitable organic solvents include aromatic hydrocarbons, in particular xylenes, and petroleum fractions, in particular higher boiling naphthalenic and olefinic petroleum fractions. However, many other organic solvents such as terpenic solvents and more complex alcohols such as 2-ethoxyethanol can also be used. Emulsifiers suitable for the preparation of emulsifiable concentrates are selected from the same types of surfactants as wettable powders.

Granular compositions are expediently used for soil application, such as for pre-emergence application of the active ingredients. These. the granules usually contain the active ingredient deposited on a granulated inert carrier such as coarse ground clay. The particle size of the granules usually ranges from about 0.1 to 3 mm. A conventional method for preparing granules is to dissolve the active ingredient in a cheap solvent and to apply the solution in a suitable mixer to a carrier. With somewhat lower economic efficiency, the active ingredient is dispersed in a paste of wet clay or other inert carrier, then the mixture is dried and coarsely ground to the desired granular composition.

The compositions of the invention have an extremely broad spectrum of herbicidal activity. The combination compositions of the invention expediently control both grassy and broadleaf weeds. In addition, these means kill even perennial weeds such as Sorghum halepense, Agropyron repensj, Convolvulus isp., Cynodon dactylon and Cyperus sp. The compositions of the invention are also useful for controlling algae and aquatic weeds such as Ceratophyllum sp. and hydrilla.

Most unexpectedly, the compositions of the invention kill woody plants and trees, such as mesquite trees, which are extremely harmful weeds in dry climates. Thus, the compositions of the invention can be used to combat undesirable woody plants growing where they are undesirable. It is clear that the compositions of the invention are effective against all types of weeds.

The compositions of the invention are herbicidally effective in both pre-and post-emergence application. Said compositions can be applied to the soil to control weeds by contacting the germinated seeds and emerging weed plants with the treated soil, and can also be used to control weeds by direct contact with the aerial parts of the weed plants. If the active substances are applied pre-emergence, weeds are killed either during their germination or shortly after emergence. The herbicidal compositions according to the invention can therefore be applied to areas contaminated by undesirable vegetation, while at the same time destroying existing vegetation and, on the other hand, preventing germination and emergence of new vegetation for a considerable period of time. Preemergence of the compositions of the invention is a preferred embodiment.

The pre-emergence application of the compositions of the invention is effective whether applied to the soil surface or incorporated into the soil. It is known to those skilled in the art of agrochemistry that the various compounds constituting the second component of the compositions of the invention are particularly effective or acceptably safe sometimes when applied to the soil surface and sometimes when incorporated into the soil, and will proceed accordingly. Many of the compositions of the invention are also particularly useful when one of the components is incorporated into the soil and the other component is then applied to the soil surface.

Despite the strong herbicidal effect of the combination compositions of the invention, many of these compositions are acceptable to many crop crops to an acceptable extent. For example, cotton, sugar cane, grapevine, soybean, rape, rice, wheat, barley and crop trees can be safely treated with the compositions of the invention, provided they are applied at appropriate doses and at the appropriate time. It will be understood that the compound or compounds constituting the second components of the compositions of the invention should be suitably selected depending on the crop being treated.

The compositions according to the invention can also be used in total application rates for total control of vegetation. Such total destruction is often desirable, such as when agricultural land is to remain fallow for some time, in industrial installations and on track bodies. The high effectiveness of the compositions of the invention in controlling perennial weeds and woody plants makes these compositions particularly valuable for total vegetation control.

In view of the extraordinary efficacy of the disclosed compositions, an important aspect of the invention is a method of using them for controlling or controlling weed growth. The method comprises contacting the weeds with a herbicidally effective amount of a composition as described above. In accordance with the invention, weeds are also considered to be weed seeds which come into contact with the compositions according to the invention applied pre-emergence.

When the composition of the invention is applied postemergence, it is contacted with mature vegetation by applying it evenly to the leaves of the plants at the desired dosage. Pre-emergence application is accomplished by uniformly applying the composition to the soil to eradicate or suppress the growth of pleve19737 l. Such a pre-emergence application is effective whether the composition is applied only to the soil surface or is incorporated into the soil. Combined post-emergence and pre-emergence applications can be achieved by applying the composition to mature vegetation and exerting its post-emergence effect, and the pre-emergence effect exhibiting a herbicide that has passed through the leaf iris to reach the soil and washed with the herbicide. with leaves treated with rain and soaked soil.

The proportion of weed control exterminated in the application of any of the compositions according to the invention depends on the type of weed and the type and amount of herbicide applied. Of course, in many cases the entire weed population is eradicated, in other cases some of the weeds are destroyed and some are damaged. It will be appreciated that the composition is effective and advantageous even if only a part of the weed population is destroyed and other individual weeds are harmed. Even weed damage alone is beneficial because damaged weeds have less competitive ability than a crop to access sunlight, nutrients and moisture. In the case of application to total vegetation destruction in the absence of crops, damaged weeds are much more susceptible to adverse environmental influences such as drought, heat and cold, and easily die as a result of these effects. Furthermore, damaged weeds necessarily consume less water and nutrients in the soil than they would normally consume.

Of course, the best application rate of the respective weed control composition depends on the method of application, the climate, the weed species, the soil type, the water and organic matter content of the soil, and other factors known to those skilled in the art. in virtually all cases, the optimum application rate is about 0.01 to 5 kg / ha. The preferred optimum dose range is generally about 0.01 to 2 kg / ha. The dosages given herein relate to the total application rates of both the pyridone and the second component-forming compound.

The compositions of the invention can be applied to the soil or vegetation at virtually any time of the year as they are effective both pre-emergence and post-emergence. The application of the active substances at any time when weeds are growing or germinating always results in at least partial weed control. Of course, the compositions of the present invention, like all herbicides, are more effective when the weeds are small and grow rapidly than when applied at dry or resting times to a partial weed plant. The compositions of the invention can also be applied to the soil during plant rest periods to control weeds germinating in the subsequent growth period.

The compositions according to the invention are applied to the soil or vegetation by conventional methods used in agriculture. Aqueous dispersion formulations are applied using any of a variety of spray types that are widely used worldwide to evenly apply agrochemicals to soil or emerging vegetation. The granular compositions can likewise be applied using any of the conventional granulate delivery devices. If the applied agent is to be incorporated into the soil, any of the conventional agrochemical incorporation devices such as disc harrows, rotary cultivators and the like can be used for this purpose.

The tests below demonstrate the herbicidal activity of the compositions of the invention. The first series of these tests were carried out in a greenhouse.

The medium texture soil is treated with dispersions of the tested herbicides by spraying the soil with the dispersions and then blending in a rotating drum. The treated soil is placed in flat metal trays and the seeds of the plants listed in the following tables are sewn therein.

The herbicide dispersions are prepared by mixing the active ingredients in the form of suitable compositions, such as wettable powders or emulsifiable concentrates, with a suitable amount of water, so that the consumption (application rates) shown in the following tables is achieved when the final formulation is mixed with the soil.

After sowing the seeds, the trays are transferred to a greenhouse where they are maintained for 3 weeks under adequate lighting and irrigation. After this time, the experiment is evaluated and the results recorded. The condition of the test plants is evaluated using a scale of 0 to 10, where 0 represents the desired effect of the treatment and 10 means complete destruction or non-emergence of the plants.

For each herbicidal composition, positive control experiments are performed in which only the individual active ingredients of the composition are applied individually so that the effect of the composition can be compared with that of each individual active ingredient. Further, a control experiment is carried out in which the dishes are not treated with any active substance.

The following ‘compounds are used in this test series:

A =.

1-Methyl-1-3-phenyl-5- (3-trifluoromethyl-phenyl) -4 (1H) -pyridone,

B =

2,6-dinitro-N, N-dipropyl-4-trifluoromethylaniline,

C =

3,5-dinitro-N ⁴ , N ⁴ -dipropylsulfanilamide,

D =

2-chloro-4-ethylamino-6-isopropylamino-s-triazine,

Ε = Η · =

4-amino-6- (tert-butyl) -3-methylthio-1,1-dimethyl-3- (3-trifluoromethylphenyl) -1,2,4-triazin-5 (4H) -one, urea,

F = I =

3- (3,4-dichlorophenyl) -1,1-dimethyl-5-bromo-3- (sec-butyl) -6-methyluracil, urea,

I =

G = 1- [5- (tert-butyl) -1,3,4-thiadiazol-2-yl] -acetic acid (2,4-dichlorophenoxy) acetic acid ammonium salt.

-1,3-dimethylurea

Degree of damage

Effective substance Consumption (kg / ha) Cotton Maize Soya Hedgehog corns the leg Ber vlašský Povíjnice 1 2 3 4 5 6 7 8 AND 0.07 0 9 4 8 9.9 5 0 9 4 8 9 4 0.14 0 9 7 9 9.5 6 0 9 7 9 9.9 7 0.28 0 10 9 9.5 10 9.5 0 10 10 9.5 10 9 (B) 0.14 0 0 0 7 10 4 0.28 0 0 0 10 10 4 0.56 1 2 0 10 10 5 A + B 0.07 + 0.14 0 10 10 9 10 10. 0.07 + 0.28 0 6 3 7 10 2 0.07 + 0.56 0 6 3 9.5 10 5 0.14 + 0.14 0 9 7 9 9.5 5 0.14 + 0.28 0 9 9 10 10 7 0.14 + 0.56 0 9 8 10 10 7 0.28 + 0.14 0 10 10 9 10 10 0.28 + 0.28 0 9.5 10 9.5 10 9 0.28 + 0.56 1 9 9 10 10 8 C 0.14 0 0 0 7 3 4 0.28 2 2 0 8 5 5 0.56 4 6 0 9 8 7 A + C 0.07 + 0.14 0 9 5 8 9 2 0.07 + 0.28 3 8 2 8 8 4 0.07 + 0.56 5 7 1 , 9 9 7 0.14 + 0.14 0 9 8 9 9.5 6 0.14 + 0.28 2 9 8 9 9.5 6 0.14 + 0.56 4 9 6 9 10 8 0.28 + 0.14 0 9 8 9 10 8 0.28 + 0.28 1 9 8 9 10 8 0.28 + 0.56 3 9 8 9 10 9 D 0.28 0 1 10 7 4 9.5 0.56 2 0 9 7 5 9.8 1.1 10 0 10 8 7 10 A + D 0.07 + 0.28 0 9 10 9.5 8 9.5 0.07 + 0.56 3 9 10 9.5 9.5 9,5 ' 0.07 + 1.1 10 9 10 9.5 9.5 10 0.14 + 0.28 0 9 10 8 10 9.5 0.14 + 0.56 3 10 10 9 10 10 0.14 + 1.1 10 10 10 9.5 10 , 9.5 0.28 + 0.28 0 9 10 9.8 10 8 0.28 + 0.56 5 9.5 10 9.8 9.9 9.5 0.28 + 1.1 7 10 10 9.5 10 10 E 0.14 10 1 0 8 9 5 0.28 10 4 5 8 9 7 0.56 10 5 9 8 10 7 A + E 0.07 + 0.14 10 9 8 9 10 8 0.07 + 0.28 10 9 9 9 10 9 0.07 + 0.56 10 10 10 9 10 9 0.14 + 0.14 10 10 9.5 9 9.9 9.5

195737 f

Degree of damage

Effective substance Consumption (kg / ha) Cotton Maize Soya Hedgehog corns the leg Ber vlašský Povíjnice 1 2 3 4 5 6 7 8 0.14 + 0.28 10 10 10 9 10 9 0.14 + 0.56 10 10 10 9.5 10 10 0.28 + 0.14 10 10 10 9 10 9.9 0.28 + 0.28 10 10 10 9 10 9.9 0.28 + 0.56 10 10 10 9 10 9.9 F 0.28 0 0 1 2 9.5 1 0.56 0 0 4 2 6 5 1.1 0 3 10 8 9.8 9.5 A + F 0.07 + 0.28 0 9 . 7 9 10 10 0.07 + 0.56 0 10 10 9 9 10 0.07 + 1.1 0 10 10 10 9.5 10 0.14 + 0.28 0 10 10 9 10 ' 10 0.14 + 0.56 0 10 10 9 10 10 0.14 +1.1 0 10 10 9 10 10 0.28 + 0.28 0 10 10 9 10 10 0.28 + 0.56 0 10 10 9.5 10 10 0.28 + 1.1 0 10 10 9 10 10 G 0.14 9.5 1 5 7 5 8 0.28 10 2 9 8 9 10 0.56 10 5 10 9.5 9.5 10 A + G 0.07 +0.14 10 10 10 9.5 9 10 0.07 + 0.28 10 10 10 9.5 10 10 0.07 + 0.56 10 10 10 10 10 10 0.14 -j “0.14 10 10 10 9 10 9 0.14 + 0.28 10 10 10 9 10 10 0.14 + 0.56 10 10 10 9.5 10 10 0.28 + 0.14 10 10 10 9 9.5 9 0.28 + 0.28 10 10 '10 9 10 10 0.28 + 0.56 10 10 10 9.5 10 10 H 0.28 1 0 3 3 4 0 0.56 0 0 6 5 9 5 1.1 0 3 9 8 10 .9,5 A + H 0.07 + 0.28 0 10 9 8 10 8 0.07 + 0.56 0 9 10 9 9 9 0.07 + 1.1 0 10 10 10 0.5 10 0.14 + 0.28 0 10 10 9 9.5 9.5 0.14 + 0.56 0 10 10 9 9.9 9.5 0.14 + 1.1 0 10 10 9 10 9.5 0.28 + 0.28 1 10 10 9 10 10 0.28 + 0.56 0 10 10 9 10 10 0.28 + 1.1 0 10 10 9 10 10 AND 0.14 8 1 2 3 5 6 0.28 10 9 9.5 9 9 9.5 0.56 10 7 10 '10 10 10 A + I 0.07 + 0.14 10 10 10 9 9.9 9 0.07 + 0.28 10 10 10 9 9.5 10 0.07 + 0.56 10 10 10 9 10 10 0.14 + 0.14 10 10 10 9.5 10 10 0.14 + 0.28 10 10 10 9.5 10 9.8 0.14 + 0.56 10 10 10 9.5 10 9.8 0.28 + 0.14 9.5 10 9.5 9 10 10 0.28 + 0.28 10 10 10 9 10 9.8 0.28 + 0.56 10 10 10 9 10 9.8 J 0.28 2 2 2 0 9 8 0.56 3, 1 2 0 9 9.5 14 3 2 2 3 8 5

Í95737

1S 14, Degree of damage

Effective substance Consumption (kg / ha) Cotton Maize Soya Hedgehog corns the leg Ber vlašský Povíjnice 1 2 3 4 5 6 7 8 A + J 0.07 + 0.28 0 9 2 8 9 2 0.07 4 0.56 0 9 1 8 9.5 2 0.07 + 1.1 2 9 2 9 19 Dec , 10 0.14 + 0.28 1 9.5 6 9 10 10 0.14 + 0.56 2 9.5 6 9 10 9.9 0.14 + 1.1 10 9 5 9 10 10 0.28 + 0.28 2 10 8 9 10 10 0.28 + 0.56 2 10 8 9 10 10 0.28 + 1.1 2 10 9 9 1Ό 10 In practically the same way as above se G = = 2,4-bis (isopropylamino) -6- performed i second group tests whose yý- -methylthio-s-triazine,

The results are summarized in the following table.

The following α-H = 4-amino-6- (tert-butyl) -3-urea compound is used in these tests: thylthio-1,2,4-triazine-5 (4K) -Oi,

A = 1-methyl-3-phenyl-5- (3-trifluoromethylphenyl) -4 (1H) pyridone,

B = 2,6-dinitro-N, N-dipropyl-4-trifluoromethylaniline,

I = 3- (3,4-dichlorophenyl) -1,1-dimethylurea,

J = 1- [5- (tert-butyl) -1,3,4-thiadlezol-2-yl) -1,3-dimethylurea,

C = N-ethyl-N- (2-methylallyl) -2,6-dinitro-4-trifluoromethylaniline,

D = 3,5, -dinitro-N ^4, N ⁴ -dipropy lsulf anilamid,

D = N ³ , N ³ -diethyl-2,4-dinltro-6-trifluoromethyl-m-phenylenediamine,

F = 5 2-chloro-4-ethylamino-6-isopropylamino-s-triazine

K = 1,1-dimethyl-3- (3-trifluoromethylphenyl) urea,

L = 5-bromo-3- (sec-butyl) -6-methyluracil,

M = (2,4-dichlorophenoxy) acetic acid ammonium salt.

Degree of damage

Ježatka

Effective Consumption of Chicken Corns

substance (kg / ha) Tomato Balvník Ostálka vlašský leg Merlík nice 1 2 3 4 5 6 7 ‘ 8 9 AND 0.02 6 0 2 4 4 5 2 7 0 0 4 4 5 2 0.04 9.5 0 2 7 6 6 4 10 0 0 7 6 6 3 0.07 10 0 6 9 8 9.5 6 10 0 5 9 8 9 7 (B) 0.07 7 1 0 0 1 0 0 0.14 4 - 0 2 2 4 0 A + B 0.04 + 0.07 10 - 10 9 5 9 3 0.04 + 0.14 10 0 9 8 5 9 2 0.07 + 0.07 10 0 9.5 9.5 7 10 9 0.07 + 0.14 10 2 7 9 7 10 9 C 0.07 3 0 9 3 0 4 0 0.14 5 0 10 5 3 8 0 A + C 0.04 + 0.07 10 0 2 8 5 6 2 0.04 + 0.14 10 0 2 9 9 9 5 0.07 + 0.07 10 0 5 9.5 8 10 7 0.07 + 0.14 10 3 10 9.5 7 10 6

195737.

Degree of damage

Effective substance Consumption (kg / ha) Tomato Balvník Ostálka Ber vlašský Ježatka corns leg Merlík Tell me nice 1 2 3 4 5 6 7 8 9 D 0,07 5 0 0 0 4 4 0 0,14 3 0 0 3 4 6 0 A + D 0.04 + 0.07 10 0 3 8 5 8 2 0.04 + 0.14 10 3 5 8 8 8 5 0.07 + 0.07 10 0 6 9 8 9 7 0.07 + 0.14 10 1 6 9 8 8 5 E 0,07 5 1 0 2 7 3 3 0,14 7 0 0 6 8 7 5 A + E 0.04 + 0.07 10 1 0 6 4 6 0 0.04 + 0.14 9 0 0 8 9 8 5 0.07 + 0.07 10 4 10 9.5 8 8 6 0.07 + 0.14 10 0 4 9.5 9 10 7 F. 0,14 9 0 4 0 0 0 9 0,28 10 0 10 2 3 5 _x 10 A + F 0.04 + 0.14 10 0 8 9 . 7 6 8 0.04 + 0.28 10 · 0 10 9 9 9.5 8 0.07 + 0.14 10 • 0 10 9.5 10 8 9 0.07 + 0.28 10 0 10 9 9 10 9 G 0,14 5 0 0 0 0 0 0 0,28 9 0 0 0 0 . 0 0 ' A + G 0.04 + 0.14 10 0 4 8 8 6 8 0.04 + 0.28 10 0 5 9 7 9 9.5 0.07 + 0.14 10 0 6 10 9 9 9.5 0.07 + 0.28 10 0 6 10 9 9 10 H 0,07 4 8 10 2 2 9.5 3 0,14 4 10 10 '8 8 10 7 A + H 0.04 + 0.07 10 9 10 10 9.5 10 5 0.04 + 0.14 9 10 10 1 10 9.5 10 6 0.07 + 0.07 10 7 10 10 10 10 9 0.07 + 0.14 10 7 10 10 10 10 7 AND 0,14 9 3 3 2 0 0 2 0,28 10 0 7 2 0 0 2 A + I 0.04 + 0.14 10 0 4 8 7 7 9 0.04 + 0.28 10 0 8 8 9 9 8 0.07 + 0.14 10 0 7 10 10 9 10 0.07 + 0.28 10 6 10 10 9.5 9.5 9 J 0,07 8 0 8 0 0 2 2 0,14 10 8 10 5 4 8 7 A + J 0.04 + 0.07 10 2 9 9.5 8, 8 7 0.04 + 0.14 9.5 9 9.5 9.5 9 10 6 0.07 + 0.07 10 0 9.5 9.5 10 9.5 9 0.07 + 0.14 10 9 10 10 9.5 10 10 TO 0,28 8 0 6 2 0 0 1 0,56 10 3 9.5 6 4 6 Ί A + K 0.04 + 0.28 10 0 8 9.5 9 9.5 9 0.04 + 0.56 10 0 9 9.5 9 . 10 7 0.07 + 0.28 10 1 9.5 10 9.5 10 8 0.07 + 0.56 10 0 10 10 9.5 10 10 L 0,07 4 0 2 0 0 0 2 0.14. 10 0 9.5 0 0 0 7 A + L 0.04 + 0.07 10 0 6 8 9 7 6 0.04 + 0.14 10 0 8 9 9 9.5 8 0.07 + 0.07 10 0 7 10 9 9.5 10 0.07 + 0.14 10 0 10 10 9.5 9.5 8 M 0,14 5 0 0 0 0 0 0 0,28 6 2 5 1 0 5 1 A + M 0.04 + 0.14 10 4 0 8 5 9 6 0.04 + 0.28 9 6 5 9 6 9 5 0.07 + 0.14 10 0 5 9 8 10 9.5 0.07 + 0.28 10 0 4 9.5 8 . 9.5 9.5

The following examples show tests of various compositions of the invention against a number of weeds growing in the wild.

He did

The combination of compounds A and B was tested in cotton culture in the southeastern United States. In one of these tests, application of Compound A at a dose of 0.14 kg / ha results in approximately 50% extermination of Cassia obtusifolia. Compound B applied at a rate of 0.43 kg / ha results in approximately 40% weed control and a combination of these results in 75% weed control. In another test application of compound A at 0.21 kg / ha results in approximately 60% kill of Sid spinosa, and compound B applied at 0.56 kg / ha shows no efficacy in this case. However, when the combination of the two active ingredients is applied in the abovementioned amounts, weed control of 85% is achieved.

Example 2

Compound A was tested in combination with 1- (5- (chloro-tert-butyl) -1,3,4-thiadiazol-2-yl] -1,3-dimethylurea in the southeastern United States for efficacy on emerging weeds The compounds are formulated as wettable powders and sprayed on lush weeds in the spring season, the predominant weed being Cynodon dactylon (troskut).

Compound A alone applied in the data

1.7 kg / ha results in 70% weed control, the urea derivative applied at the same rate results in 40% weed control. The combination of these active ingredients applied in the above amounts results in 83% weed control (as assessed approximately 1 month after herbicide application). Approximately 3 months after application, there is a decrease in efficacy for the individual compounds, but the efficacy of the combination is still 86%.

Example 3

The active compound combination of the invention was tested on the west coast of the United States. The tests were carried out in the autumn and the active substances were applied to the soil surface of infested weeds. Compound A at 0.28 kg / ha kills Salsola sludge (only 7% potassium salt), 1- [5- (tert-butyl) -1,3,4-thiadiazol-2-yl] -1,3-dimethylurea This was evaluated approximately 8 weeks after the application of the active ingredients.

Example 1 a d 4

Compound A was tested in combination with

1B

3,5-dinitr oN ⁴ , N ⁴ -dipropylsulfanilamide against weeds growing in vineyards on the west coast of the United States. In one of these tests, Compound A applied at 0.56 kg / ha showed no efficacy on Amsinckia intermedia and the above-mentioned sulfanilamide at 4.5 kg / ha killed 7% of the weeds. Combination of the above compounds results in 43% weed control (when evaluated approximately two months after drug application). Approximately 4 months after the application of the active ingredients, none of the active ingredients applied individually exhibit any efficacy on Convolvulus arvensis (Bindweed), however, the combination of these active ingredients results in a 60% weed control.

Example 5

Compounds A and B were tested in the Mississippi River Delta in the United States. The application of the active compounds was carried out by first incorporating compound B into the soil prepared for sowing cotton and compound A was then applied to the soil surface before sowing the cotton. About 6 months after sowing, Compound A applied at 0.21 kg / ha showed no effect on Ipomoea purpurea and Compound B applied at 0.56 kg / ha resulted in only 17% weed control. However, the combination of the two compounds at the above doses results in 60% weed control. At the same time, none of the aforementioned compounds, applied individually, exert any effect on Sid spinosa, but the application of a combination of these compounds results in 57% control of the weeds.

Example 6

Compound A was tested in combination with 2-chloro-4-ethylamino-6-lsopropylamino-s-triazine on a corn culture plot in the southwestern region of the United States. Approximately 6 weeks after sowing the crop and after application of the active ingredients to the soil surface, compound A applied at 0.21 kg / ha shows no effect on Panic fasciculatum and the above triazine derivative applied at 1.7 kg / ha results only to 27% weed control. However, the combination of the above compounds results in 78% weed control.

She said d 7

Compounds A and B were tested in soybean and sunflower cultures in Brazil. The active ingredients were applied to the soil surface immediately prior to sowing the crops. Approximately> 3 months after sowing, Compound A applied at 0.2 kg / ha, approximately 30% of Bidens pllosa (diphtheria), and Compound 195737 nina B applied at 0.72 kg / ha showed no effect on this weed. In the same period of time, the combination of the above-mentioned active substances kills the above-mentioned weeds from 60%.

Example 8

In another test conducted in Brazil, compound A was used in combination with 2-chloro-4-ethylamino-6-isopropylamino-s-triazine in a corn field. Approximately 4 months after sowing, application of compound A at a rate of 0.2 kg / ha results in 26% weed control and application of the aforementioned triazine at a rate of 1.5 kg / ha results in a 34% control of these weeds. However, when the combination of these active ingredients is applied at the same doses as above, 84% grass weed control is achieved.

Example 1 9

Compound A was tested in combination with 3,5-dinitro-N ⁴ , N ⁴ -dipropylsulfanilamide in a wheat culture in Spain. Approximately 3 months after sowing of the crop and after application of the active substances to the soil surface, application of compound A at a rate of 0.15 kg / ha results in an 18% killing of Chenopodium murale (gauges) and application of the above sulfanilamide at a rate of 0.3 kg / ha However, at the same time, the combination of the aforementioned active substances results in 65% of the weed control.

Example 10

In another wheat test in Spain, application of compound A at a rate of 0.15 kg / ha results in a 16% killing of Avena ludoviciana (evaluated approximately 6 months after sowing the crop). At the same time, compound B applied at a rate of 1 kg / ha shows no effect, while the application of a combination of these active compounds results in 100% control of the aforementioned weeds.

They did

Compounds A and B were tested in a wheat culture grown in France. Application of Compound A at a rate of 0.05 kg / ha results in a 26% kill of all weeds (as assessed 14 days after sowing). Compound B, applied at a rate of 1 kg / ha, also kills all weeds by 26%, but the combination results in 91% killing. Example 12

Compounds A and B were tested in South African Republic of Africa on cotton soil. The active ingredients were incorporated into the prepared soil before sowing the cotton. Approximately 14 weeks after sowing, Compound A, applied at 0.2 kg / ha, was found to kill 50% of Convolvulus species, and Compound B, applied at 0.72 kg / ha, 35%. Application of a combination of these compounds results in 92% weed control.

Example 13

In another experiment conducted in South Africa on sugarcane plantations, Compound A was tested in combination with 1- [5- (tert-butyl) -1,3,4-thiadiazol-2-yl] -1,3-dimethylurea. Compound A applied at a rate of 0.3 kg / ha showed no effect on Commelina benghalensis (as assessed 18 weeks after planting the crop), the urea derivative applied at a rate of 0.8 kg / ha, killing the above weeds by 37%. The combination of Compound A at a rate of 0.4 kg / ha and the aforementioned urea derivative at a rate of 0.8 kg / ha then kills the above-mentioned weeds 63%.

Example 1 4

The same compounds as in the previous example were also tested on sugar cane plantations in Nigeria. Assessed approximately 4 months after planting the crop, Compound A applied at 0.25 kg / ha resulted in 18% killing of all weeds, and a urea derivative applied at 1.2 kg / ha yielded 57% eradication of all weeds. However, the combination of the above two compounds results in 90% weed control at this time.

Example 15

In this test, the efficacy of the combination of compounds 1 and 2 = 3-ethylthio-1-methyl-5- (3-trifluoromethylphenyl) -4 (1H) -pyridone, = 1,1-dimethyl-3- (3-trifluoromethylphenyl), was investigated. ) urea against sorghum (Sorghum vulgare). This type of weed is often used to prove herbicidal activity.

The test is carried out as described above and the herbicidal activity is expressed on a scale of 0-10 where 0 represents no effect and 10 means complete destruction of the plants.

The results are summarized as follows:

Applied dose

Test substance (kg / ha) Efficiency

1 0.06 0 0.12 0.2 0.24 1.5 0.48 4.8 2 0.30 1 0.59 2.3 0.89 5 1,2 5.7 1 + 2 0.06 + 0.30 1 0.06 + 0.59 2.8 0.06 + 0.89 4 0.06 + 1.2 6.7 1 + 2 0.12 + 0.30 0.3 0.12 + 0.59 4 0.12 + 0.89 6.7 0.12 + 1.2 8.7 1 + 2 0.24 + 0.30 3.7 0.24 + 0.59 5.8 0.24 + 0.89 7.8 0.24 + 1.2 8.8 1 + 2 0.48 + 0.30 8.3 0.48 + 0.59 9.8 0.48 + 0.89 9.8 0.48 + 1.2 10

SUBJECT YOU

Claims (2)

A herbicidal composition comprising a combination of two herbicidally active components A and B, wherein component A is either 1-methyl-3-phenyl-5- (3-trifluoromethylphenyl) -4 (1H) -pyridone, or 3-ethylthio-1-methyl-5- (3-trifluoromethylphenyl) -4 (1H) -pyridone, and component B is selected from the group consisting of compounds of the formula wherein: R ³ represents an alkyl group having 1 to 6 carbon atoms, R ⁴ represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms and R ⁶ represents a C 1 -C 3 alkyl group of a compound of formula O / II N — CR ¹ -N R ² where R is phenyl optionally substituted with one or two substituents independently selected from the group consisting of halogen atoms and trifluoromethyl, R ¹ represents an alkyl group having 1 to 4 carbon atoms and R ² represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, a compound of formula N, N, 9H N-C-Nn in which R ⁷ and R ⁸ , which may be the same or different, each represent a C 2 -C 7 alkyl group or a C 3 -C 5 alkenyl group, R ⁹ is hydrogen or amino, and R ¹⁰ is trifluoromethyl, sulfamoyl or C 1 -C 3 alkylsulfamoyl, a compound of the formula wherein: R ¹⁷ is halogen or C 1 -C 3 alkyl; R ¹¹ represents a halogen atom or an alkylthio group having 1 to 3 carbon atoms, and each of the symbols R12, _and R13, which may be the same or different, represents an alkyl group having 1 to 4 carbon atoms, compounds of the general formula in which R ¹⁴ is C 1 -C 4 alkyl, R ¹⁵ represents a halogen atom and R ¹⁶ represents a C 1 -C 3 alkyl group of a compound of formula OCHgCOfH in which R ¹⁸ is C 1 -C 3 alkylthio; R ¹⁹ is C 1 -C 4 alkyl, compounds of formula ^xC -CH, C 11 R ' ⁱⁿ O in which the individual symbols R @ ²⁰ , R @ ²¹ and R @ ²² are each independently C1 -C3 alkyl, in a ratio of 0.1 to 10 parts by weight of the second component to 1 part by weight of the first component.