DE2950682A1 - HERBICIDAL AGENT, METHOD FOR THE PRODUCTION THEREOF AND THE USE THEREOF FOR CONTROLLING WEEDS IN CEREAL GROWING - Google Patents

Description

T 52 069

Applicant: Lilly Industries Limited

Henrietta House, Henrietta Place London W.I / England

Herbicidal agent, process for its preparation and use the same for combating weeds in cereal cultivation

The invention relates to a herbicidal agent which is used in particular to control weeds in cereal cultivation can, a process for its production and its use to control weeds in cereal cultivation.

To control a wide range of weeds in crops, such as cereal crops, it is often necessary to use more than one herbicide. Despite the use of such mixtures, weeds are still resistant to herbicide treatment and are harmful to both winter and winter crops

030029/0 5 85

also spring cereal crops such as wheat, barley, oats and rye.

The aim of the present invention is to provide a method for combating weeds in cultivated plants, in particular cereal crops, to create better effective herbicidal agents.

The invention is based on the object of finding a new herbicidal agent which is useful for the effective control of weeds in crops, especially cereal crops.

It has now been found that specific combinations of herbicides not only enable the control of a wide range of weeds, but are also unexpectedly effective against weeds, especially broad-leaved weeds in cereal crops.

The invention relates to a new herbicidal composition which is in the form of a concentrate or a tank mix and which is characterized is in that it contains or consists of bifenox, which is a compound of the general formula

(D

and one or more other active ingredients consisting of r be chosen from (i) a benzoic acid herbicide that sows

030029/0585

around dicamba or 2,3,6-TBA or a salt or an ester thereof (2) a phenoxy acid herbicide which is dichlorprop or 2,4-DB or a salt or ester thereof (3) a dinitrophenol herbicide which is DNOC, Dinoterb, or Dinoseb, or a salt or ester thereof (4) a benzonitrile herbicide which is ioxynil or bromoxynil or a salt or an ester thereof, (5) benazolin or a salt or an ester thereof, (ό) Bentazonß and (7) 3,6-DCP or a salt or an ester thereof, optionally in association with one or more non-phytotoxic diluents or carriers.

The invention also relates to a process for the preparation of the herbicidal composition specified above, which is characterized is characterized in that one bifenox, which is a compound of the formula I given above, and one or more others active components which are selected from the compounds given above under (1) to (7), and optionally one or mixes several non-phytotoxic diluents or carriers together.

The invention also relates to the use of the above herbicidal agent for controlling weeds in crops, especially cereal crops.

The invention also relates to a method of controlling of weeds in crops, especially cereal crops, which is characterized in that Bifenox is applied to the cultivated plant area after the cultivated plant has emerged, which is a compound of the formula I given above,

03CC29 / 0585

- ^γ ~

acts, and one or more other active components which are selected from the compounds specified above under (l) to (7), optionally in association with one or more non-phytotoxic diluents or carriers.

It should be noted that more than one of the active components (1) to (7) can also be used in the process according to the invention and that in fact further or additional herbicidally active compounds are used together with components (i) to (7) can. When the active component is acidic or phenolic, derivatives such as salts and esters can be used, provided of course, that they are not phytotoxic to the crops are, i.e. not significantly more phytotoxic than the free acid or the free phenol, The nature of these salts and esters is known per se.

The manufacture of Bifenox, i.e. methyl 5- (2,4-dichlorophenoxy) -2-nitrobenzoate, is described in British Patent 1,232,368 and its use as a herbicide is known from "Proc. N.E. Weed Sci. Conf.", 1973, 27, 31. It is accordingly Benzoic acid herbicide dicamba, i.e. 3,6-dichloro-2-methoxybenzoic acid, in U.S. Patent 3,013,054 and 2,3,6-TBA, i.e., 2,3,6-trichlorobenzoic acid, is in U.S. Patents 2,848,470 and 3,081,162. The phenoxy acid herbicides represent a well-known group of compounds and already exist has been available on a large scale for quite some time. Dichlorprop is a common name for 2- (2,4-dichlorophenoxy) propionic acid, also known as 2,4-DP; 2,4-DB is the

Common name for 4- (2,4-dichlorophenoxy) butyric acid. The dinitro

0 3 0 C 2 9/0 5 8 5

2950602

phenolic herbicide DNOC (chemical name 2-methyl-4,6-dinitrophenol) was introduced under the protection of British Patent 425,295; Dinoseb is the common name for 2-sec-butyl-4,6-dinitrophenol described in U.S. Patent 2,192,197; and Dinoterb, ie 2-tert-butyl-4 _/ 6-dinitrophenol _/ is described, for example, in British Patent 1,126,658. The benzonitrile herbicides ioxynil (4-hydroxy-3,5-di-iodobenzonitrile) and bromoxynil (3,5-dibromo-4-hydroxybenzonitrile) are both described in British Patent 977,755, for example. Benazolin with the chemical structure 4-chloro-2-oxo-3-benzothiazoline acetic acid is described in British patent specification 862 226 and Bentazone, which is the common name for 3-isopropyl- (1H) -benzo-2,1,3-thiadiazine -4-on-2,? - dioxide is described in U.S. Patent 3,708,277. 3,6-DCP, ie 3,6-dichloropicolinic acid, is described in US Pat. No. 3,317,549.

The grain crop can, for example, wheat, barley, oats or rye and the method according to the invention finds its greatest application in the treatment of wheat and barley, in particular Winter wheat and spring and winter barley. The sensitivity of the crop and also the size of the weed problem determine the amount of active components or ingredients applied. In general, however, the Bifenox is made at a rate from 0.25 to 3.0 kg per hectare, preferably from 0.5 to 1.5 kg per Hectare and in particular from 0.5 to 0.75 kg per hectare applied.

The preferred application rates for the further active components or constituents (1) to (7) are given below. if a component is derived from an acid or a phenol,

are the amounts based on the free acid equivalent or the phenol equivalent based.

0 3 G 0 2 9/0 5 8 5

When a benzoic acid herbicide that is dicamba or 2,3,6-TBA is used, it is preferably applied at a rate of 0.05 to 0.2 kg per hectare, the ' Weight ratio between the Bifenox and the benzoic acid herbicide suitably within the range of 60: 1 to 1: 1, preferably from 30: 1 to 4: 1. The benzoic acid herbicide can be in the form of a salt thereof, in particular in the form of an alkali metal salt, such as a sodium or potassium salt, or in the form of an ester thereof, for example in the form of a C 1 -Co alkyl ester, be used.

When a phenoxy acid herbicide that is dichlorprop or 2,4-DB is used, it is preferably applied at a rate of 0.1 to 3.5 kg per hectare, the weight ratio being between the Bifenox and the phenoxy acid herbicide expediently within the range from 30: 1 to 1:15, preferably from 8: 1 to 1: 6. In a particularly preferred embodiment, the Bifenox is applied at a rate of 0.5 to 0.75 kg per hectare is applied and the phenoxy acid herbicide is applied at a rate of 1.5 to 3.0 kg per hectare. The phenoxy acid herbicide is expediently the same in the form of a salt, for example in the form of an alkali metal salt, in particular the sodium or potassium salt, or used in the form of an amine or ammonium salt. Examples of ester forms of the phenoxy acid herbicide are those containing 1 to 8 carbon atoms in the ester group, e.g. the ethyl, isopropyl and butyl esters.

When a dinitrophenol herbicide that is DNOC, Dinoterb or Dinoseb is used, this is preferred

at a rate of 0.5 to 5.0 kg per hectare, especially, especially in the case of Dinoterb or Dinoseb, at a rate of 0.5 to 2.0 kg

033029/058 5

applied per hectare. The weight ratio between Bifenox and the dinitrophenol herbicide is preferably 6: 1 to 1:20, in particular 3: 1 to 1: 6. Examples of suitable salt forms of the dinitrophenol herbicide are those with both inorganic as well as organic bases are formed, especially the amine and ammonium salts. Examples of esters are those formed with organic acids such as carboxylic acids, such as Dinoseb acetate.

When a benzonitrile herbicide which is ioxynil or bromoxynil is used, it is preferably used in at a rate of 0.05 to 0.5 kg per hectare, especially at a rate of 0.1 to 0.35 kg per hectare. The weight ratio between Bifenox and the benzonitrile herbicide is preferably 60: 1 to 1: 2, in particular 15: 1 to 2: 1. With a preferred In the embodiment, ioxynil and bromoxynil are both used in conjunction with the bifenox, in which case the preferred Application rates and weight ratios, as indicated above, based on the total weight of ioxynil and bromoxynil are. Preferred salt forms of ioxynil and bromoxynil are the alkali metal, for example sodium and potassium salt forms. Preferred esters include ioxynil octanoate and bromoxynil octanoate.

If benazolin is used, it is preferably applied at a rate of 0.05 to 0.25 kg per hectare. The weight ratio between Bifenox and Benazolin is preferably. 60: 1 to 1: 1, in particular 15: 1 to 5: 2. To suitable forms of salt of benazoline include the alkali metal, especially the sodium and potassium salt forms. Preferred esters are those which are 1 to 4 Containing carbon atoms in the ester group, especially the

03C0 29/0585

./13.

Ethyl ester.

If Bentazone is used, this is preferably used at a rate of 0.1 to 1.5, especially 0.2 to 1.5, especially 0.5 to 1.5 kg applied per hectare. A preferred weight ratio between Bifenox and Bentazone is 6: 1 to 1: 6, in particular 3: 1 to 1: 2.

If 3,6-DCP is used, it is preferably used at a rate of 0.025 to 0.15 kg per hectare, especially at a rate applied from 0.05 to 0.1 kg per hectare. A preferred weight ratio between Bifenox and 3,6-DCP is 30: 1 to 3: 1, in particular 15: 1 to 5: 1. Examples of salt forms of 3,6-DCP are the alkali metal, for example the sodium and potassium salt forms, and the amine and ammonium salt forms, e.g. Monoethanolamine salt form. Examples of esters are those which 1 contain up to 8 carbon atoms in the ester group.

The inventive method is preferably carried out when the cereal crop is in a growth stage between the 1-leaf growth stage and the appearance of the second node is located.

If the Bifenox is used together with the benzoic acid herbicide, Stellaria is a particularly good control against the weed species media, Polygonum spp, Spergula arvensis, Tripleurospermum maritimum, Observe Viola spp and Veronica spp.

When the Bifenox is used together with the phenoxy acid herbicide, Galium is a particularly good control against the weed species aparine, Stellaria media and Veronica spp.

Ü3CG29 / 0585

/ lit- ■

When dos Bifenox used together with the dinitrophenol herbicide is particularly effective in combating the weed species Galeopsis tetrahit, Fumaria officinalis, Polygonum convolvulus and Galium aparine to watch.

When the Bifenox is used together with the benzonitrile herbicide, Matricaria is particularly good at combating the weed species spp, Polygonum spp and Galium aparine.

If the Bifenox is used together with Benazolin, it is a particularly good control against the weed species Stellaria media, Galium to watch aparine and Viola spp.

If the Bifenox is used together with Bentazone, a particularly good control of the weed species Viola spp, Veronica spp and Matricaria spp.

When the Bifenox is used along with 3,6-DCP, one is special good control of the weed species Veronica spp and Matricaria spp can be observed.

As examples of further or additional herbicidally active compounds, which can be used together with the Biphenox and the components (1) to (7) given above can be mentioned become MCPA, MCPB and Mecoprop, all of which are known herbicides, which are described in the literature and in the "Pesticide Manual", 5th edition, published by the British Crop Protection Council, are enumerated.

The Bifenox and the above active components (i) to (7) can be used together with any other or additional

03 ^: 29/058 5

additional herbicidally active compound can be applied either simultaneously or separately to the cultivated plant area. If they are applied separately, the period of time between applications is preferably short, for example 1 day or less. However, it is far preferred that the compounds be applied in a single formulation at the same time. For ease of manufacture, storage and transportation, herbicidal compositions or preparations are usually made in the form of a concentrate which is intended to be diluted with water to the extent necessary to enable the above application rates to be achieved, the dilution is generally such that the be applied to the crop area of the cultivated plant composition 0.05 to 3.0 wt -% of the active herbicide containing components.. The concentrate preparations generally contain 1 to 90 %, preferably 15 to 85 % of the active components, optionally associated with one or more non-phytotoxic carriers or diluents.

The concentrate preparations also form an object of the present invention. The invention thus also relates to a concentrated herbicidal preparation which can be used in particular, although by no means exclusively, in the process according to the invention, which contains or consists of Bifenox, one or more other active components selected from group (l) a benzoic acid Herbicide which is dicamba or 2,3,6- TBA or a salt or ester thereof; (2) a phenoxy acid herbicide which is dichlorprop or 2,4-DB or a salt or an Esters thereof, (3) a dinitrophenol herbicide which is DNOC, Dinoterb or Dinoseb or a salt or ester thereof, (4) a benzoni, tril herbicide which is ioxynil or bromoxynil or a

0 3 C C 2 9/0 5 8 5

- / Ib-

Salt or an ester thereof, (5) benazolin or a salt or an ester thereof, (6) bentazone and (7) 3,6-DCP or a salt or an ester thereof, optionally in association with one or more non-phytotoxic carriers or diluents.

In such a preparation the weight ratios are between Bifenox and each of components (1) to (7) preferably as they have been given above in connection with the method according to the invention.

The concentrate preparations according to the invention are generally in the form of a wettable powder, an emulsifiable concentrate or an aqueous suspension. Aqueous suspension and wettable powder preparations are for use in the invention Process preferred because they have a significantly lower phytotoxicity to the cereal crop than the emulsifiable concentrate.

Wettable powders contain or consist of an intimate mixture from the active components, one or more inert carriers and suitable surfactants. The inert carrier can are selected, for example, from the attapulgite clays, the montmorillonite clays, the diatomaceous earths, kaolins, mica, and talc and purified silicates. Effective surfactants are to be found under the sulfonated lignins, the naphthalene sulfonates and condensed naphthalene sulfonates, the alkyl succinates, the alkyl benzene sulfonates, the alkyl sulfates and non-ionic ones surfactants such as the ethylene oxide adducts of phenol.

Emulsifiable concentrates contain or consist of the active components dissolved in one or more suitable solvents,

D 3:: 2 9 / Ό 5 8 5

together with a surfactant. Suitable surfactants Agents can, for example, be selected from those specified above in connection with wettable powders are. Suitable solvents include alkyl substituted benzenes, o-chlorotoluene, heavy aromatic naphthalenes, glycol cither and cyclic ketones.

Aqueous suspensions and solutions contain or consist of the active components, suspended or dissolved in water or suitable Solvents, along with any surface active agents desired Agents, thickeners, anti-freezing agents, or preservatives. Suitable surfactants can be selected are made from those mentioned above in connection with wettable powders. Thickeners will be used, though they are used, normally selected from suitable cellulosic materials and natural gums, while glycols are generally used when an anti-freezing agent is required. Preservatives can be selected from a wide range of materials, such as the various paraben antibacterial agents, Phenol, o-chlorocresol, phenyl mercury (II) nitrate and Formaldehyde.

Alternatively, herbicidal preparations can be prepared by Mix two or more active components with water in a spray tank immediately prior to use, with the water in the process acts as a non-phytotoxic carrier. Such preparations are called "tank mixes" and they constitute another Aspect of the present invention. In such tank mixes

are the weight ratios between Bifenox and the others

D 3 0 0 2 9/0 5 8 5

Components (i) to (7) again preferably those as above have been specified for the method according to the invention.

The following exemplary embodiments explain the invention concentrated herbicide preparations. Where a herbicidal component is a derivative of an acid or a phenol, the amount is based on the acid or phenol equivalent.

Examples 1 - TO

The wettable powders listed below were used in each Trap made with the components listed below.

1.) Bifenox Bentazone sodium alkyl ether sulfate sulfonated lignin precipitated silica talc

2.) Bifenox Ioxynil sodium salt of condensed Naphthalenesulfonic acids ethoxylated alkylphenol fumed silica montmorillonite

3.) Bifenox bromoxynil

0 3 U Ü 2 9/0 5 8 Γ,

25th Wt% Weight % 25th Il Il 3 Il Il 2 Il Il 6th Il Il ad 100 " I ·· 50 Gew.-jS 5 2 4th 5 ad 10C 42

-M-

Sodium Lauryl Sulphate Sodium Lignosulphonate precipitated silica kaolin

5 wt, 3 "8" to 100 »

4.) Bifenox

Benazolin (ethyl ester) oethoxylated nonylphenol suIfitlaυgenpulver fumed silica attapulgite

5.) Bifenox

3 , 5-DCP (monoethanolamine salt) sodium lauryl sulfate sodium lignosulfonate precipitated silicon dioxide kaolin

6.) Bifenox

2,4-DB (potassium salt) ethoxylated alkylphenol sulphite liquor powder fumed silica attapulgite

7.) Bifenox

Dichlorprop (potassium salt) sodium dialkyl sulfosuccinate Lignosulfonate

(in a jet mill) very finely ground silicon dioxide O _3502970585

Gew.-J

4th Il Il Il Il 4th ■ 1 Il Il Il 4th Il Il Il Il 5 Il Il Il ad 100 M. Il Il 40 wt. 20 wt. 20 wt. 4th 30th 40 4th 2 3 3 4th 2 8th 5 ad 100 ad 100

- vr- • 50 ·

Diatomaceous earth

8.) Bifenox
Ioxynil
Bromoxynil
Sodium Lauryl Sulphite Sodium Lignosulphonate Precipitated Silica Montmorillonite

9.) Bifenox

2,3,6-TBA (sodium salt) sodium lauryl sulfate Sodium lignosulfonate precipitated silica kaolin

10.) Bifenox

Dicamba (sodium salt) ethoxylated alkylphenol Lignosulfonate fumed silicon dioxide sodium aluminosilicate

In each example, the active components (ingredients) were carefully combined with the indicated excipients in a conventional Mixing device mixed. The mixture was then further milled in a jet mill until it reached a particle size range from 1 to 10 μm.

2950682 Ge \ i .-% Il Il ad 100 45 wt -.% Il Il 2.5 Il Il 3 Il Il 2 Il Il 3 Il 5 100 Il ad 40 G Il 5 Il 3 Il 3 ti 4th 40 wt .- # 100 4th ad 4th 2 3 100 ad

0 3 C G 2 9/0 5 8

Examples 11-22

The emulsifiable concentrates specified below were produced, which contained the components specified below:

11.) Bifenox 25 wt .- #

Ioxynil (octanoate) 3 "

Calcium dodecylbenzenesulfonate 4 "

Alkylphenoxypolyoxyethylene ethanols 2 "

Cyclohexanone 35 "

Xylene ad 100 "

12.) Bifenox 20 wt .- #

Bromoxynil (Octanoate) 4 "

Amine salt of dodecylbenzenesulfonic acid 3 "

Polyoxyethylene triglyceride 3 "

Cyclohexanone 30 "

o-chlorotoluene ad 100 '

13.) Bifenox 20 wt

Benazolin (ethyl ester) 2 "

Calcium dodecylbenzenesulfonate 2 "

ethoxylated alkylphenol 4 "

Isophorone 35 "

heavy aromatic naphtha ad 100 «»

14.) Bifenox 6 wt

DNOC 20 "

Calcium dodecylbenzenesulfonate 3 "

ethoxylated alkylphenol 3 "

03 CC 29/0585

.A3. Cyclohexanone ad 2950682 heavy aromatic naphtha ) Bifenox 25 Gevi .-% Dinoterb 100 ·. 15th Alkyl aryl sulfonate 20 wt. ~ # Alkylphenoxy polyoxyethylene ethanols 10 " Isophorone ad 2 " o-chlorotoluene 4 " ) Bifenox 30 " Dinoseb 100 · ι 16 .; Amine salt of dodecylbenzenesulfonic acid 15 wt -.% Polyoxyethylene triglyceride 15 " Isophorone ad 4 " heavy aromatic naphtha 3 " ) Bifenox 20 " 3,6-DCP 100 « 17 .; ! Calcium dodecylbenzenesulfonate 20 wt .- # ethoxylated alkylphenol 4 " Isophorone ad 4 " heavy aromatic naphtha 4 " ) Bifenox 30 " 2,4-DB (isopropyl ester) 100 · » 18 .: Alkyl aryl sulfonate 15 wt .- # Polyoxyethylene triglyceride 30 " Cyclohexanone ad 4 " Xylene 2 " 25 " 100 "

0-3 0029/0585

- V8 - ι Bifenox 2950682 19.) Dichloroprop (butyl ester) 15 wt -.% Amine salt of dodecylbenzenesulfonate 45 " Alkylphenoxy polyoxyethylene ethanols 3 " Cyclohexanone 3 " heavy aromatic naphtha 25 " I Bifenox ad 100 «ι 20.] Ioxynil (octanoate) 20 wt .- # Bromoxynil (octanoate) 1.5 " Calcium dodecylbenzenesulfonate 2 " Alkylphenoxy polyoxyethylene ethanols 3 " Isophorone 4 " o-chlorotoluene 30 " ) Bifenox ad 100 μ 21 .; 2,3,6-TBA (ester) 25 wt -.% Calcium dodecylbenzenesulfonate 2 " ethoxylated alkylphenol 3 " Isophorone 3 " o-chlorotoluene 30 " ) Bifenox ad 100 '* 22nd Dicamba 20 wt -.% Alkyl aryl sulfonate 2 " Alkylphenoxy polyoxyethylene ethanols 4 " Cyclohexanone 2 " Xylene 25 " ad 100 »·

The active components were added to the appropriate solvent (s) with stirring and optionally with heating added to the

030029/058 5

To facilitate the solubilization or dissolution of the active materials, The surfactants were then added. After solubilization or dissolution, the solution was filtered to remove insoluble impurities.

Examples 23-26

The following ingredients have become the following aqueous suspensions produced:

23.) Bifenox 20 ( 03C029 / 0585 0.2 3ew./Vol.-# Il Il Bentazone 20th 0.1 Il Il It Alkyl aryl sulfonate 2 0.2 Il Il r
Il Phosphate ester one with triethanolamine ad 100 Il Il neutralized ethoxylated polyarylphenol 2 Il Λ Xanthan gum Il 35 w / v -% Silicone antifoam agents Il 3.5 formaldehyde Il 2.5 water Il 1.7 24.) Bifenox 40 w / v 1- $ 7 0.1 Ioxynil (sodium salt) 4th ad 100 ethoxylated nonylphenol 3 Hydroxyme t hy Ice Hu lose 2 Silicone antifoam agents 0.1 water ad 100 25.) Bifenox Bromoxynil (potassium salt) Oethoxylated nonylphenol Hydroxymethyl cellulose Si licon anti-foaming agent water

■ 35-

26.) Bifenox 48 wt .- / vol. -%

Benazolin (potassium salt) 8 "

Sodium Lauryl Sulphate 3 "

Attapulgite 1.5 "

Silicone antifoam 0.15 "

Water ad 100 "

The herbicidal components were surfactants and mixed with the antifoam, then stirred vigorously in water to form a coarse aqueous suspension. This was then wet ground to reduce the particle size of the active components to 0.5 to 20 μm. For this wet-milled preparation a aqueous suspension dos thickener or suspending agent (hydrated) added.

Example 27 below explains the test method used to determine the effectiveness of the method according to the invention and the preparation according to the invention was used.

Example 27 (test method)

The appropriate amount of the formulated product (for example, a of the concentrate preparations of the above Examples 1 to 26) is added to water in a micro-spray device, which is then added is stirred to achieve dispersion. The spray device is adjusted so that at a pressure of about 2.72 bar (40 psi) it delivers a volume equivalent to 200 liters per hectare. On the A standard nozzle (Allman No. 0) is attached to the spray device, which emits a fan-shaped jet.

It is applied to the crop after it has emerged

0 3: · Ο 2 9/0 5 8 5

'silly'

as well as the weeds, whereby the size of the crop for different jobs varies from the 3-leaf growth stage to the beginning of the stem growth. The size of the weeds when applied can also vary within the range from the cotyledon growth stage to the stage of
small plant.

030029/0585

Claims (13)

T 52 069 Applicant: Lilly Industries Limited Henrietta House, Henrietta Place London W.I / England patent claims 1. Herbicidal agent in the form of a concentrate or a tank mix, characterized in that it contains or consists of Bifenox, a compound of the formula (D and one or more further active components selected from (1) a benzoic acid herbicide which is dicamba or 2,3,6-TBA or a salt or ester thereof, (2) a phenoxy acid herbicide which is dichloroprop or 2,4-DB or a salt or ester thereof, (3) a dinitrophenol herbicide which is DNOC, Dinoterb or Dinose.b or a salt or ester thereof, ( 4) a benzonitrile herbicide which is ioxynil or bromoxynil or a salt or ester thereof, (5) benazolin or a salt or ester thereof, (6) bentazone and (7) 3,6-DCP or a salt or an ester thereof, optionally in association with one or more non-phytotoxic diluents or carriers. 2. Means according to claim / characterized in that the weight ratio between Bifenox and the benzoic acid herbicide 60: 1 up to 1: 1, the weight ratio between Bifenox and 030029/0585 ORIGINAL INSPECTED the phenoxy acid herbicide is 30: 1 to 1:15, the weight ratio between Bifenox and the dinitrophenol herbicide is 6: 1 to 1:20, the weight ratio between Bifenox and the Benzonitrile herbicide is 60: 1 to 1: 2, the weight ratio between Bifenox and Benazolin is 60: 1 to 1: 1, the weight ratio between Bifenox and Bentazone is 6: 1 to 1: 6 and the weight ratio between Bifenox and 3,6-DCp is 30: 1 to 3: 1. 3. Means according to claim. 1 or 2, characterized in that it is a concentrate preparation which contains 15 to 85 % active components. 4. Means according to claim. 3, characterized in that it is is an emulsifiable concentrate, aqueous suspension or wettable powder preparation. 5. Process for the preparation of a herbicidal composition, characterized in that one bifenox, a compound of the formula CH ₃ O - (I) and one or more other active components selected from (1) a benzoic acid herbicide which is dicamba or 2,3,6-TBA or a salt or ester thereof _/ (2) a phenoxy acid herbicide which is dichloroprop or 2,4-DB or a salt or an ester thereof, (3) a dinitro 030029/0585 phenol herbicide which is DNOC, Dinoterb or Dinoseb or a salt or ester thereof, (4) a benzonitrile herbicide which is ioxynil or bromoxynil or a salt or ester thereof, (5) benazolin or a salt or an ester thereof, (6) bentazone and (7) 3,6-DCP or a salt or an ester thereof, and optionally one or more non-phytotoxic diluents or carriers, 6. Use of the herbicidal composition according to Anspr.1 to 5 for controlling weeds in crops, especially cereal crops. 7. A method for combating weeds in crop plants, in particular in crop crops, characterized in that there is Bifenox, a compound of the formula Cl (I) and one or more other active components selected from (1) a benzoic acid herbicide which is dicamba or 2,3,6-TBA or a salt or ester thereof, (2) a phenoxy acid herbicide which is Dichlorporp or 2,4- DB or a salt or an ester thereof, (3) a dinitrophenol herbicide which is DNOC, Dinoterb or Dinoseb or a salt or an ester thereof, (4) a benzonitrile herbicide which is ioxynil or bromoxynil or a salt or ester thereof, (5) benazolin or ei η ^Γ 0 3 C C 2 9/0 5 85 Salt or an ester thereof, (6) Bentazone and (7) 3,6-DCP or a Salt or an ester thereof, optionally in association with one or more non-phytotoxic diluents or Carriers, after the crop has emerged on the cultivated area brings up. 8. The method according to claim 7, characterized in that the Bifenox at a rate of 0.25 to 3.0 kg per hectare of cultivated area brings up. 9. The method according to claim 8, characterized in that the Bifenox applies at a rate of 0.5 to 1.5 kg per hectare. 10. The method according to claim 9, characterized in that the Bifenox applies at a rate of 0.5 to 0.75 kg per hectare. 11. The method according to claims 7 to 10, characterized in that the benzoic acid herbicide at a rate of 0.05 to 0.2 kg per hectare; the phenoxy acid herbicide at a rate of 0.1 to 3.5 kg per hectare, the dinitrophenol herbicide at a rate of 0.5 to 5.0 kg per hectare, the benzonitrile herbicide at a rate from 0.05 to 0.5 kg per hectare, the benazolin at a rate of 0.05 to 0.25 kg per hectare, the bentazone at a rate of 0.1 up to 1.5 kg per hectare and the 3,6-DCP at a rate of 0.025 up to 0.15 kg per hectare can be applied. 12. The method according to claims 7 to 11, characterized in that the Bifenox at a rate of 0.5 to 0.75 kg per hectare and the Phenoxy acid herbicide can be applied at a rate of 1.5 to 3.0 kg per hectare. 030 η 29/0585 13. The method according to claims 7 to 12, characterized in that the Bifenox is applied together with ioxynil and bromoxynil « 030029/058 5