NO750812L - - Google Patents

Description

The present invention relates to a herbicide based on 1-phenyl-4-amino-5-chloro-ethyl(ether i-5-bromo)-pyridazoh-(6) in form

an aqueous suspension.

It is known to use pyridazones, particularly 1-phenyl-4-amino-5-chloropyridazone-(6), to combat unwanted plant growth. The active substance is mostly used in the form of a sprayable liquid, as a spray on the plants, and which is produced by dispersing the dry finely divided powder in water. This method of application has the disadvantage that the herbicidal effect, especially in a dry climate, only occurs slowly and is often unsatisfactory. These disadvantages are due to..

partly poor quality of the spray liquid or dispersion, non-uniform, partly coarse spray powder particles* uneven distribution of the herbicide on the plants and the soil, as well as poor penetration for . the active substance, as this must penetrate through the unwanted plan-;

ters leaf surface, which.undergoes changes during persistent drought;

These disadvantages are particularly apparent when fighting important weeds, for example Alopecurus spp., Anagallis årvensis, Anthemis spp., Amaranthus spp., Avena spp.; Capsella bursa pastoris, Centaurea cyanus, Chenopodium spp.; Digitaria sanguinalis, Échinochloa crus-galli, Euphorbia spp., Furnaria spp.VGaleopsis spp., Galium aparine, Galinsoga parviflora, Lamium spp., Matricaria spp., Mercurialis annua, Polygonum spp.,<*>Rap&anus raphanistrum, Sehecio vulgaris, Setaria spp., Sinapis arvensis,. Sonchus spp., Stellaria media, Thlaspi arvense, Veronica spp., Vicia spp.

It was now found that these disadvantages are eliminated when a herbicide based on l-phenyl-4-amino-5-chloro-pyridazone-(6) is used or;

1-phenyl-4-amino-5-bromopyridazone-(6), where the active ingredient is in the form of an aqueous suspension with an active ingredient content of 10-75% by weight. These are highly concentrated aqueous suspensions which, before use, are diluted with water to the concentration for use. In addition to the better effect, the herbicides according to the invention are distinguished by the following additional advantages: They can be easily mixed with other pesticides by dilution.

When producing ready-to-use spray liquids, there are no dust problems.

To further improve the herbicidal effect, adhesives or wetting agents, water-emulsifiable oils or other herbicidal agents can be added. This addition can be made either to the herbicide itself or to the aqueous spray liquid produced from it.

The aqueous suspension can be diluted with water in any desired ratio. The concentration of active substance in the finished spray liquid is, for example, 0.1-10% by weight.

The particle size distribution of the active substance in known sprayed powders is, for example, as follows: 20% by weight less than 5 µm, 40% by weight less than 10 µm, 70% by weight less than 20 µm. According to the invention, the grain size of the active substance in the suspension is, for example: at least 80% by weight less than 2 µm.

The quantity used of the active substance in a single application is, for example, 0.1-15 kg/active substance per hectare, preferably 0.2-6 kg per hectare. hectares. For example, 10-2000 liters of spray liquid are used per hectares.

The suspension's content of protective colloids is, for example, 0-10% by weight, preferably 4-5% by weight. The content of antifreeze is, for example, 0-10% by weight, preferably 5-9% by weight.

The production of the herbicides according to the invention with an active substance content of 10 and 75% by weight takes place by finely grinding the suspended active substances in mills (for example sand or pearl mills) with the addition of surfactants and possibly protective colloids and antifreeze agents. The latter serve to lower the freezing point of the water in the herbicide when stored in areas with low temperatures.

The following can be used as protective colloids: cellulose derivatives, polyvinyl pyrrolidones, polyvinyl alcohols.

Antifreeze agents are, for example, ethyl glycol, glycerol, urea.

The herbicides are applied in the form of suspensions or dispersions by spraying, atomizing or pouring. In terms of use, the forms are completely adapted to the purpose of use; however, one always aims to achieve the best possible distribution of them

active substances according to the invention.

Aqueous forms of use can be prepared from pastes by adding water. Concentrates consisting of active substance, wetting->gluing, dispersing or emulsifying agent and water can be prepared, which concentrates are suitable for dilution with water.

Among surfactants can be mentioned: alkali, alkaline earth, ammonium salts of ligninsulfonic acid, naphthainsulfonic acids, phenolsulfonic acids, alkylarylsulfonates > alkyl sulfates, alkylsulfonates, alkali and earth alkali salts of dibutyl naphthalene sulfonic acid and lauryl ether sulfate, fatty alcohol sulfates, fatty acid alkali and alkaline earth salts, salts of sulfated hexadecaiols heptadecanols, octadecanols, salts of sulfated fatty alcohol glycol ether, condensation products of sulfonated naphthalene and naphthalene derivatives with formaldehyde, condensation products of naphthalene or naphthaine sulfonic acids with phenol and formaldehyde, polyoxyethylene octyl phenol, ethoxylated isooctylphenol, -octylphenol, -nonylphenol, alkylphenol polyglycol ether, tributylphenyl polyglycol ether, alkylaryl polyether alcohols, isotridecyl alcohol, fatty alcohol ethylene- oxide conderisates, ethoxylated castor oil, polyoxyethylene alkyl ether, ethoxylated polyoxypropylene, lauryl alcohol polyglycol ether acetal, sorbitol ester, lignin, sulfite liquors and methyl cellulose e.

Oils of various types, fungicides, nematicides, insecticides, bactericides, trace elements, fertilisers, anti-foaming agents (for example silicones), growth regulators, antidotes or other herbicidally active compounds can be added to the mixtures, possibly only immediately before use (tank mixture).

substituted anilines

substituted aryloxycarboxylic acids and their salts, esters and amides, substituted ethers

substituted arsonic acids and their salts, esters and amides substituted benzimidazoles

substituted benzisothiazoles

substituted benzthiadiazine dioxides

substituted benzoxazines

substituted benzoxazinones

substituted benzthiadiazoles

substituted biurets

substituted quinolines

substituted carbamates

substituted aliphatic carboxylic acids and their salts, esters and

amides

substituted aromatic carboxylic acids and their salts, esters and

amides substituted carbamoylalkyl thiols or dithiophosphates substituted quinazolines

substituted cycloalkylamidocarbonthiolic acids and their salts, esters

amides

substituted cycloalkylcarbonaraidothiazoles

substituted dicarboxylic acids and their salts, esters and amides substituted dihydrobenzofuranyl sulphonates

substituted disulfides substituted dipyridylium salts

substituted dithiocarbamates

substituted dithiophosphoric acids and their salts, esters and amides substituted ureas

substituted hexahydro-1H-carbothioates

substituted hydantoins

substituted hydrazides

substituted hydrazonium salts

substituted isoxazolepyrimidones

substituted imidazoles

substituted isothiazolepyrimidones

substituted ketones

substituted naphthoquinones

substituted aliphatic nitriles

substituted aromatic nitriles

substituted oxadiazoles

substituted oxadiazinones

substituted oxadiazolidinediones

substituted oxadiazinediones

substituted phenols and their salts and esters

substituted phosphonic acids and their salts, esters and amides substituted phosphonium chlorides

substituted phosphonalkylglycines

substituted phosphites

substituted phosphoric acids and their salts, esters and amides substituted piperidines

substituted pyrazoles

substituted pyrazolealkylcarboxylic acids and their salts, esters and amides

substituted pyrazolium salts

substituted pyrazolium alkyl sulfates

substituted pyridazenes

substituted pyridazones

substituted pyridine carboxylic acids and their salts, esters and

amides

substituted pyridines

substituted pyridine carboxylates

substituted pyridine groups

substituted pyrimidines

substituted pyrimidones

substituted pyrrolidine carboxylic acid and its salts, esters and

amides

substituted pyrrolidines

substituted pyrrolidones

substituted arylsulfonic acids and their salts, esters and amides substituted styrenes

substituted tetrahydro-oxadiazine diones substituted tetrahydro-oxadiazole diones

substituted:tetrahydromethanoindenes

substituted tetrahydrodiazole ions

substituted tetrahydro-thiadiazine ions

substituted tetrahydro-thiadiazole diones

substituted aromatic thiocarboxylic acid amides

substituted thiocarboxylic acids and their salts, esters and amides substituted thiol carbamates

substituted thioureas

substituted thiophosphoric acids and their salts, esters and amides substituted triazines

substituted triazoles

substituted uracils substituted uretidine diones.

The latter herbicidal compounds can also be used before or after the herbicides according to the invention.

The addition of these agents to the herbicides according to the invention can take place in a weight ratio of 1:10 to 10:1. The same applies to oils, fungicides, nematocides, insecticides, bactericides, antidotes and growth regulators.

The herbicides according to the invention can be used in cultures of dicotyledonous plants, such as

Hordeum spp. Panicum miliaceum Secale spp. Oryza spp.

Saccharum officinarum.

The herbicides according to the invention serve to combat unwanted plant growth.

By weeds or unwanted plant growth is meant all monocots and dicots that grow in places where they are not wanted. Thus, the herbicides according to the invention can, for example, combat plants of the grass family, such as

, The amount used in the herbicides according to the invention can vary. The amount used depends mainly on the nature of the desired effect.

rThe amount used is, as a rule, between 0.1 and 15 or more; preferably 0.2<p>g 6. kg of active substance per hectares.

It is known that by grinding suspensions of active substances, for example in bead mills, a very high grinding fineness can be obtained, that is, little particle shrinkage (up to 100% by weight less than 2µm, depending on the grinding time).

Furthermore, it is known that the biological effect of various active substances is affected by the substance's grain size. It was

therefore all the more surprising when it was found that differences in the biological effect of the same grain size occur. spray liquid depends on whether these spray liquids are produced from a spray powder (pattern A) or a herbicide according to the invention (pattern B)

The following examples will show the advantageous properties of the herbicides according to the invention.

Example 1

50 parts by weight of 1-phenyl-4-amino-5-chloropyridazone-(6), 2 parts dodecylbenzenesulfonic acid diethanolamine salt, 4 parts of a sodium salt of a condensation product of sulfonated naphthalene and formaldehyde,

as well as 44 parts of water are ground in the form of a suspension in a bead mill until at least 80% by weight of the particles are smaller than 2 µm. This suspension is shared; one half (pattern A) constitutes a herbicide according to the invention and is diluted with water to the concentration for use (3 kg effective, substance in 500 liters of water). The arid half is dried in a laboratory spray dryer and dry ground in a pin mill for fine division of agglomerates. This spray powder (pattern B) is dispersed in water and diluted to the same use concentration as pattern A. The spray liquid from pattern A was applied to different plants at a growth height of 2-10 cm and compared with the spray liquid from sample B. Although the two spray liquids contains particles with the same grain size distribution, it was established 2-3 weeks after the treatment that pattern A showed a better herbicidal effect than pattern B. The test result will appear in the following table.

The same result is found when, instead of 2 parts of dbdecylbenzenesulfonic acid-diethanolamine salt, 2 parts of an ethylene oxide adduct of 6-7 mol of ethyl ethoxide and one mol of isooctylphenol are used.

Example 2

In one greenhouse, different plants at a growth height of 4-12 cm were treated with the following active substance

I 1-Pheriyl-4-amino-5-chloropyridazone-(6)

as 40%'s (wt%) highly concentrated aqueous suspension (preparation I)

in comparison with the active substance

II 1-phenyl-4-amino-5-chloroeyridazone-(6) as 80% (wt%) spray powder (preparation II),

in each case dispersed in 500 liters of water per hectares. The quantities used were in each case 2, 2.5 and 3 kg of active substance per hectares. During the experiment, the plants were kept relatively dry.

After 14-20 days, it was established that preparation I showed a better herbicidal effect at the same compatibility with the cultivated plant than preparation II.

The test result will appear in the following table.

The same results were obtained when adding 7 parts ethylene glycol or 7 parts urea or 2 parts ethylene glycol + 7 parts urea to preparation I as antifreeze and reducing the amount of water accordingly.

Example 3

In the open field, different plants at a growth height of 3-10 cm were treated with the following active substance I-phenyl-4-amino-5-chloropyridazone-(6) as a 40% highly concentrated aqueous suspension,

in comparison with the active substance II l-phenyl-4-amino-5-chloropyridazone-(6) as 80% spray powder,

in each case dispersed in 500 liters of water per hectares. The an-, ' , was in each case 3 kg of active substance per hectare, turned amount of 3 During the experiment, the plants were kept relatively dry.

After 2-3 weeks, it was established that preparation I showed a • better herbicidal effect at the same compatibility with the cultivated plant than preparation II.

The test result will appear in the following table.

Example 4

Different seeds were sown on a plot of land. Immediately thereafter, the treatment with the active substances l-phenyl-4-amino-5-chloropyridazone-(6) as 40% highly concentrated

aqueous suspension

in comparison with the active substance

II 1-phenyl-4-amino-5-chloropyridazone-(6) as 80% spray powder,

in each case dispersed in 500 liters of water per hectares. The amount used was in each case 3 kg of active substance per hectares. During the experiment, the piece of land! kept fairly dry.

After 4-5 weeks, it was established that the active substance I showed a better herbicidal effect at the same compatibility with the cultivated plant than the active substance II.

The test result will appear in the following table.

Example 5

Different seeds were sown on a plot of land. Treatment with the active substances followed immediately afterwards

In l-phenyl-4-amino-5-chloropyridazone-(6) as 40%'s highly concentrated

aqueous suspension

in comparison with the active substance

II 1-phenyl-4-amine Q-5-chloropyridazone-(6) as.80%'s spray powder,

in each case dispersed in 50 liters of water per hectares. The amount used was in each case 3 kg of active substance per hectares. The active substances were then incorporated into the soil. During the experiment, the plot of land was kept fairly dry. After 4-5 weeks, it was established that the active substance I

showed a better herbicidal effect at the same compatibility with the cultivated plant than the active substance II.

The test result will appear in the following table.

Example 6

A plot of land was treated with the active substances

In l-phenyl-4-amino-5-chloropyridazone-(6) as 40%'s highly concentrated

aqueous suspension

in comparison with the active substance

II 1-phenyl-4-amino-5-chloropyridazone-(6) as .80% spray powder,

in each case dispersed in 500 liters of water per hectares. The quantity used was in each case 3 kg/ha of active substance. The active substances were then incorporated into the soil. Beta spp was now sown. During the experiment, the plot was kept fairly dry.

After 4-5 weeks, it was established that the active substance I showed a better herbicidal effect at the same compatibility with the cultivated plant than the active substance II.

The test result will appear in the following table.

Example 7

In the open field, different plants at a growth height of 2-10 cm were treated with the following active substances

In l-phenyl-4-amino-5-chloropyridazone-(6) as a 40% highly concentrated aqueous suspension

II *1-phenyl-4-amino-5-chloropyridazone-(6) as 80% spray powder

III Addition product of 6-7 mol ethylene oxide and 1 mol isooctylphenol,

I and II: in each case 2.5 kg of active substance per hectares,

III: 2 liters per hectare, I+III: 2.5 kg/ha + 2 litres/ha,

II+III: 2.5 kg/ha + 2 litres/ha,

in each case dispersed in 500 liters of water per hectares.

After 2-3 weeks, it was established that the preparation I+III showed a better herbicidal effect at the same compatibility with the cultivated plant than the preparation II+III and the preparation I. Furthermore, the preparation II+III has a stronger herticidal effect than the preparation II.

The test result will appear in the following table.

Claims (1)

Herbicide based on l-phenyl-4-amino-5-chloropyridazone-(6) or l-phenyl-4-amino-5-bromopyridazone-(6), . characterized by the fact that the active ingredient is in the form of an aqueous suspension with an active ingredient content of 10-75% by weight.