DE2413298A1 - Means for selective weed control in turnips - Google Patents

Description

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Bi / As ^! 509 Leverkusen. Bayerwerk

in ■

Preparations for selective weed control in beets

The present invention relates to new herbicidal active ingredient combinations, those from a known 3-alkyl-1,2,4-triazin-5-one on the one hand and known carboxylic acid derivatives on the other hand exist, and have a particularly good herbicidal effect for selective weed control in beets.

It has already become known that 3-alkyl-1,2,4-triazin-5-ones, e.g. 3-methyl-4-'amino-6-phenyl-1 ^^ - triazin-S-one, can use as selective herbicides in beets (cf. German Offenlegungsschrift 2 224 161). It is also known that Carbamic acid esters, e.g. N-phenyl isopropyl carbamate (cf. German patent specification 833 274) or carbamic acid thiol ester, e.g. Ν, Ν-dipropyl thiol ethyl carbamate (see Deutsche Auslegeschrift 1 031 571), N-ethyl-N-cyclohexyl-thiolethyl carbamate (cf. US Pat. No. 3,175,897) or H, N-di-isopropyl-thiol-2,3-dichloro (or. 2,3,3-trichloro) allylcarbamate (see U.S. Patents 3,330,821 and 3,330,643) as selective herbicides can be applied, it is also known that halogenated monocarboxylic acids, e.g. trichloroacetic acid, can be used as herbicides (see Japanese patent application 15838/66). However, the selective herbicidal action for weed control in beets is all herbicidal mentioned here Medium at low application rates and concentrations not always entirely satisfactory.

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It has been found that the new active ingredient combinations of (1) 3-methyl-4-amino-6-phenyl-1,2,4-triazin-5-one of the formula

/ ⁰ N

N-NH ₉

"ι

NC
N GH ₃

(2) a garbamic acid (thiol) ester of the formula

R ₁ ff
"NIi-GY-IU (II)

in which

R ₁ for alkyl with 1-4 carbon atoms, cycloalkyl,

Phenyl or substituted by halogen

Phenyl stands,

Rp for hydrogen and alkyl with 1-4 carbon atoms stands,

R-z for alkyl, alkenyl or alkynyl with each up to 4 carbon atoms and

Y represents oxygen or sulfur, or an acid of the formula

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R ₄ -C -GOO-R ₇ (III)

in which

R. for chlorine, methyl, difluoromethyl or ethyl stands,

R, - and Rg. stand for chlorine or fluorine and R ₇ stand for hydrogen or sodium,

have a particularly broad and selective herbicidal activity in beet crops.

The active ingredient combinations according to the invention show a very good action against weeds and grass weeds without closing the beets damage. They can therefore be used for selective weed control in beet crops. Especially to be emphasized is the good effect against hard-to-control weeds, e.g. burdock (Galium aparine), and hard-to-control weeds Weed grasses, e.g. wild oats (Avena fatua). With the active ingredient combinations according to the invention, it is in contrast to the Ν, Ν-di-isopropylthiol-2,3-dichloro-ällylcarbonat known from the prior art possible to fight Galium aparine and Avena fatua at the same time.

The active ingredient combinations according to the invention thus represent a valuable enrichment for beet herbicides.

The weight ratios of the active ingredients in the active ingredient combinations can fluctuate in relatively large areas. In general, 1 part by weight of active ingredient of the formula

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mel (I) 0.1 to 10 parts by weight of active ingredient of the active ingredient group (II) or (III), preferably 0.1 to 5 parts by weight.

The combinations of:

1. 3-Methyl-4-amino-6-phenyl-1,2,4-triazin-5-one (A) and N-phenyl isopropyl carbamate

(B) in a ratio of 1 t 1 to 1: 5,

2. 3-methyl-4-amino-6-phenyl-1, 2,4-triazin-5-one (A) and Ή, N-dipropyl-thiolethyl carbamate

(C) in the ratio 1 f 0.5 to 1: 3,

3. 3-Methyl-4-amino-6-phenyl-1,2,4-triazin-5-one (A) and N-Ethy1-H-cyclohexyl-thiolethyl carbamate (D) in the ratio 1 i 0.3 to 1: 3,

4. 3-Methyl-4-amino-6-phenyl-1, 2,4-triazin-5-one (A) and N, M-di-isopropyl-thiol-2,3-dichloro (or 2,3,3-trichloro) ally1-carbamate (E) im Ratio 1: 0.1 to 1: 2,

5. 3-Methyl-4-amino-6-phenyl-1,2,4-triazin-5-one (A) and trichloroacetic acid (F) in a ratio of 1: 1 to 1: 5.

Particularly suitable weeds are: dicots such as mustard (Sinapis), cress (Lepidium), burdock (Galium), chickweed (Stellaria), chamomile (Matricaria), French herb (Galinsoga), goose foot (Ghenopodium), nettle (Urtica), Knotweed (Polygonum), ragwort (Senecio), wire-haired amaranth (Amaranthus retroflexus); Monocots like timothy grass

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(Phleum), bluegrass (Poa), fescue (Festuca), Eleusine (Eleusine), Fennich (Setaria), Raygras (Lolium), Trespe (Bromus), Chicken millet (Üchinochloa), Wind oats (Avena fatua), Foxtail grass (Alopecurus), sorghum (Sorghum halepense).

The active ingredient combinations according to the invention can be used in the Conventional formulations are converted, such as solutions, emulsions, suspensions, powders, pastes and granules. These are produced in a known manner, e.g. by mixing the active ingredients with extenders, i.e. liquid solvents, liquefied gases under pressure and / or solid carriers, optionally with the use of surface-active substances Agents, that is to say emulsifiers and / or dispersants. In the case of using water as an extender For example, organic solvents can also be used as auxiliary solvents be used. The main liquid solvents that can be used are: aromatics, such as xylene, toluene, Benzene or alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzenes, Chlorethylene or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, e.g. petroleum fractions, Alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, as well as water} with liquefied gaseous extenders or carriers are liquids which are meant which at normal temperature and are gaseous under normal pressure, e.g., aerosol propellants such as halogenated hydrocarbons, e.g., freon; as solid carriers: natural rock flour, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite, or Diatomaceous earth, and synthetic powdered rock, such as highly dispersed

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se silica, alumina and silicates; as emulsifiers: nonionogenic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, ίolyoxyethylene fatty alcohol ethers, e.g. alkylaryl-polyglycol ethers, alkylsulphonates, alkylsulphates and arylsulphonatesj as dispersants: e.g. Lignin, sulphite waste liquors and methylcellulose.

The active ingredient combinations according to the invention can be used in the Formulations with other known active ingredients are available. The formulations generally contain between 0.1 and 95 percent by weight of the active ingredient combination, preferably between 0.5 and 90 percent by weight.

The active ingredient combinations can be used as such, in the form of their formulations or the use form prepared therefrom, such as ready-to-use solutions, emulsions, suspensions, powders, pastes and granulates. The application happens in the usual way, e.g. by dusting, atomizing, sprinkling, pouring and scattering.

The application rates of the active compound combinations according to the invention can be varied within a certain range. In general, the application rates are between 1 and 15 kg / ha, preferably between 2 and 15 kg / ha.

The active compound combinations according to the invention is preferably carried out before the emergence of the plants, but it can also be carried out after emergence of the plants.

The good herbicidal action of the active compound combinations according to the invention and their good compatibility with strokes can be seen from the following example:

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Example A.
Pre-emergence test solvent: 5 parts by weight acetone

Emulsifier: 1 weight steep alkylaryl polyglycol ethers

To produce an appropriate preparation of active ingredient, 1 part by weight of active ingredient is mixed with the stated amount Solvent, add the specified amount of emulsifier and dilute the concentrate with water to the desired concentration.

Seeds of the test plants are sown in normal soil and, after 24 hours, watered with the preparation of the active compound. Included the amount of water per unit area is expediently kept constant. The concentration of active ingredients in the preparation plays a role Doesn't matter, only the amount of active ingredient applied per unit area is decisive. The degree of damage increases after three weeks the plants are rated in $ damage in comparison with the development of the untreated control. It means:

0 $> = untreated control 100 ^ = total destruction

Active ingredients, application rates and results are based on the following Table stands out

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VJl
VJI

Table A pre-emergence test / greenhouse

Combination of active ingredients

Effort- Turnips Avena fatua Poa annua Galium amount aparine

kg / ha

Stellaria media

_ (A) + (B) 2.1 + 8

Ο R + fi

° (according to the invention) '

(A) + (C)
(req.)

o (A) + (D)
(req.)

2.1 + 1.4
2.1 + 2.1

10
0

0
0

2.8 + 1.4 O

2.1 + 2.1 O

100 100

90 100

100 90

100 100

100 100

100 100

100 100

80 100

100 90

(A) + (E)
(req.)

2.1 + 1.5 O

2.8 + 1 O

100 90

100 100

75 100

(A) + (F)
(req.)

2.8 + 6
2.1 + 9

0
10

80 80

100 100

100 100

(E)
(known)

1.5

90

90

see list of active ingredients on p. 9

30th

(A)

List of active ingredients

N C-OH *

(D

(B)

₃ ) ₂

CH-0-00-EH-

(C)

(E)

HC = C-CH ₂ -S-CO-N
AlAl

"respectively.

ClC = C-CH ₀ -S-CO-N

I I

Cl Cl

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Claims (5)

Claims 1. Means for selective weed control in beets, marked by a content of an active ingredient combination consisting of (1) 3-Methyl-4-amino-6-phenyl-1,2,4-triazin-5-one of the formula if ι, 2 _(Ι) H /! - GH. (2) a carbamic acid (thiol) ester of the formula Υ-β (II) in which R ₁ for alkyl with 1-4 carbon atoms, cycloalkyl, Phenyl or halogen-substituted phenyl stands, Rp for hydrogen or alkyl with 1-4 carbon atoms stands, R- for alkyl, alkenyl or alkynyl with each up to 4 carbon atoms and Y stands for oxygen or sulfur, Le A 15 598 - 10 - 509839/0970 or an acid of the formula f 5 RO- COO-R ₇ (III) ^R e in which R. for chlorine, methyl, difluoromethyl or ityl, Rp. And Rg stand for chlorine or fluorine and R _{7 stands} for hydrogen or sodium. 2. Means according to claim 1, characterized in that the weight ratio of active ingredient in the active ingredient combinations (I) to an active ingredient of group (II) or (III) is between 1: 0.1 and 1:10, preferably between 1: 0.1 and 1: 5. 5 »Method for the selective control of weeds in beets, characterized in that an active ingredient combination according to claim 1 or 2 is applied to the weeds or their habitat lets act » 4. Use of an active ingredient combination according to claim 1 or 2 for selective weed control in beets. 5. Process for the manufacture of compositions for selective weed control in beets, characterized in that one an active ingredient combination according to claim 1 or 2 mixed with extenders and / or surface-active agents. Le A 15 598 - 11 - 609839/0970