DE1567032A1 - Weedkillers - Google Patents

Description

Weed control with 1 el

The invention relates to methods of destroying weeds with substituted phenylurea compounds.

The weed control agent according to the invention is characterized by a content of 3 - »(o» Pluorpiienyl) -1-mathylharnatoff.

The gemäes the invention compound used is much more water soluble than known Herbioide of ₀ You must act

The compound used according to the invention is used in conventional Forms of preparation for weed control agents

009626/2031

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Usually these contain the 3- (o-eluophenyl) -1 ~ methylurea and one or more surfactants »

The surfactant for the purpose of the invention can be a wetting agent, dispersing agent or emulsifying agent, which the Dispersion of the compound assists. To. these surface-active Agents include anionic, cationic, and niohtioniache Means of the type generally used so far for plant regulators of a similar type »

In general, the surface-active agent in the weed control compositions according to the invention is used in an amount of less than 10% by weight. Usually 1 to Ii fo will be used , but amounts below 1 * can also be used.

To increase the weight ratio of the surface-active By means of the active ingredient to high values, such as 5: 1, one can use the add further surface-active agents to the above preparation. The addition of larger amounts of surface-active agent Usually awakens the herbicidal effects of the active ingredient strengthen. If larger amounts are used, daa becomes surface-active Agent preferably in an amount of V ^ to 5 Parts per part 3- (o-fluorophenyl) -1-methylharnetoff

The weed control agents according to the invention can over the surface-active agent also contains finely divided thinners

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containing agents, such as talc, natural clay, including Attapulgite and kaolinite clay, pyrophyllite, kieselguhr, synthetic, fine silicon dioxide, aluminum silicate, carbonates, Calcium phosphates, sulfur, lime and caves such as walnut ohale, Wheat, wood *, soybean * and cotton seed flour.

The finely divided, inert solids diluent can be used in very different amounts, but will generally work with 10 to 98 fo of the weight of the pollution control agent6 Work 50 Miicron in ö.ex finished preparation

The preparations containing 3 ~ (o ~ fluorophenyl) -1-methyl urea can in preferred we ^ lee the farm of netable Powders have * These contain in addition to the active ingredient or multiple surfactants and one or more f one-part * inert solids diluents of those described above Type ο If desired, other components can also be used aotzt like corrosion inhibitors, #ttftini | tei (Stickera), Anti-foaming agents / pigments and the like * · ..

These wettable powders are _available} iniofi to 4i · Ingredients mixed up and then the preparation of a hammer mill, air attrition mill or grinding device ähnliohen "Such wettable powders contain 10 to 90 $> dee active substance, 1 bie 5 $>'

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surface-active agent, the remainder being finely divided, inert solids diluent, optionally together with one or more other additives. The particle size of the preparation is preferably below 50 microns

The active ingredient according to the invention can also be used in other, for weed control common preparations find application, such as emulsifiable oil solutions, granules, pellets and aqueous suspension concentrates "

The 3- (o ~ fluorophenyl) -iHmethylharnatoff can 'also with other herbicides to form a mixture of extraordinary mix wide herbicide activity. The following compounds are suggested for mixing in each mentioned proportions used *

Substituted ureas

3-- '? _f 4-Dichloropheyiyl) -1 _f 1 ™ dimt: thylharnstcff 3- (4-Cllorophenyl) "1,1-dimethylharns ^ off 3" Phenyl-1,1-di.methylharnatof f 3- (3 j 4-dichlorophenyl) - 1 -n-'uutyl ~ 1 -m & thylurea f 3- (3,4-dichlorophenyl) "1 -inethoxy-1-methyl urea f 3" (4-chlorophenyl) -1-methoxy-1-methyl urea S 3- ( 3,4-dichlorophenyl) -1,1,3 ~ trimethyl urea 3- (p-chlorophenoxyphenyl) -1,1-dimethyl urea 1- (2-methylcyoldhexyl) -3-phenyl urea. ,

009826/2031.

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These ureas can be mixed with the 3- (o-pluophenyl) -1-methylurea used according to the invention in proportions of 1: 4 to 4: 1, with a ratio of 1: 2 to: 1 being preferred p

Su / batituated triazines

2-Chl or -4 _f 6-bis- (äthy laminö) -st riajzin 2-Chlor-4 "äthylämino-6-isopropylamino-» s - triazine 2 ~ Chlor-4 ₁ 6-bis- (methoxypropylamino) - s-triazine 2-methoxy-4,6 ~ bis (isopropylamino) -g-tria2in 2 "methyl mercapto-4» 6-bis ^ (isopropylamino) -B-triazine 2-methylmergapto ~ 4,6-bie- (ethylamino) -8-triazine 2-methylmercapto-4-ethylamino-6-isopropylaiaino-s-triazine

2 «Methoxy-4,6-bis- (ethylamino) -e-t * iazine 2-methoxy ~ 4-ethylamino-6-leopropylaniliio-B-trlaain 2-chloro-4 "6-bis- (i8opropylamino) -s-tria" in

These triazines can by used according to the invention 3 ~ (o-fluorophenyl) -1-methyl-urea in Anteilen- of 1 t 4 bie t 1 are mixed to give a ratio of · Λ ι 2 to 2: is preferable *

Phenols

üinitro-o ~ sec »~ butylphenol and its salts Pentachlorophenol and its salts

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These phenols can be mixed with that used according to the invention 3 ~ (o ~ fluorophenyl) ~ 1-methyl urea in proportions from 1 s 10 to : 1, with a ratio of 1: 5 to: 1 preferred *

Carboxylic acids and their derivatives

With the 3- (o-fluorophenyl) -1-methylurate used according to the invention the following carboxylic acids and derivatives thereof can be mixed in the proportions given below will:

A) 2,3,6-trichlorobenzoic acid and its salts ² »3» 5,6 ~ tetraobenzoic acid and its salts 2 ~ methoxy-3,5 »6-triohlorbensoic acid and its salts 2-methoxy-3,6 ~ dichlorobenzoic acid and its Salts 3-Amino-2,5-dichlorobenzoic acid and its salts 3-nitro-2,5-dichlorobenzoic acid and its salts 2-methyl-3-6-dichlorobenzoic acid and its salts 2,4-dichlorophenoxyacetic acid and its salts and esters 2,4 , 5-Trichlorophenoxy acetic acid and its salts and esters

(2-methyl-4-chlorophenoxy) acetic acid and its salts and

Sster

2 ~ (2,4,5-Trichlorophenoxy) propionic acid and its salts and esters

2- (2,4,5 ~ trichlorophenoxy) -ethyl-2,2-diohlorpropionate 4- (2,4-dichlorophenoxy) -butyric acid and its salts ^% and

Ester

001128/2031 * '

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4- (2-methyl-.4-chlorophenoxy) butyric acid and its salts and esters

2,3,6-trichlorobenzyloxypropanol

Mix in the ratio of 1: 16, the 8: 1, previously 1: 4 up to 4: 1..

B) 2,6-dichlorobenzonitrile ...

Mixing in the ratio of 1: 4 to 4: 1 # preferably 1: 3 up to 3 s 1,

C) Trichloroacetic acid. And its salts Mixture in a ratio of 1: 2 to 25 «1» pre-sighted .1: 1

up to 8: 1, -,

D) 2,2-Diehlorpropionic acid and its Salae

• -., ■ ι

Mixing in a ratio of 1: 4 to 8 t 1, preferably 1: 2

up to 4: 1.. -

E) N, N-di- (n-propyl) -thiolcarbamic acid ·, ethyl «eter

NN-üi-Cn-propylJ-thioloarbamlneic acid, H-Propyleater H-Ethyl-R- (n-butyl) -thioloarba «in1iÄur4, Ithyleeter ⁴ ft-Xthyl-H- (n-butyl) -thloloaxbatttineHure, n-Propyleeter.

Mixture in a ratio of 1: 2 to 24: 1 # preferably «1 ι 1

Ue 12: 1.; ".

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F) N-phenylcarbamic acid, 2-methyloyolohexyl ester, N-phenylcarbamic acid, Ieopropyleeter
N "-. (M-Chlorophenyl) carbamic acid, Ieopropyleeter

N- (m-Chlorophenyl) carbamic acid, 4-chloro-2-butynyl ester

Mixture in a ratio of 1 ι 2 to 24 : 1 , preferably 1 : 1 to 12: 1.

G) 2,3,6-trichlorophenyl acetic acid and its salts

Mixture in the ratio of 1: 12 bie 8: 1, preferably 1: 4 to 4: 1 "

H) 2 chloro-NjN-diallylaoetamide
Maleic acid ehydrazide

Mixture in the ratio of 1 s 2 bie 10 ι 1, preferably 1: 1 to 5: 1 "

Inorganic and mixed inorganic, organic and organic lettuce

* ■ '

The following salts can be mixed with the 3- (o ~ fluorophenyl) -1-methyl urea used according to the invention in the proportions mentioned below:

A) Calcium propylar sonate Disodium monomethyl arsonate

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Octyl dodecylammonium methyl arsonate Dimethylarsinic acid

Mixing in a ratio of 1 s 4 to 4 ί 1, preferably 1 t 2 bia 2: U

B) Sodium Arsenite ■

■ · ■

Mixing in a ratio of 1 s 5 to 40 s 1 », preferably 1: 4 up to 25: 1 «

C) Slei arsenate

OaIciumareenate. -

Mixture in a ratio of 150 ι 1 to 6OD i'1 _f preferably 100: 1 to 400 s U -

■ - ■ ■

D) Sodium tetraborate, hydrated »granulated Sodium metaborate

Sodium pentaborate

Polyboron chlorate

unrefined borate rock, such as Borasou

Mixture in the ratio of 5 * 1 to 1500 ι 1, preferably 6 j 1 to 1000 ι Ί-

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E) ammonium thiocyanate

Mixing in a ratio of 1:10 to 20: 1, preferably 1 : 5

up to 5: 1-

P) sodium chlorate

Mixture in the ratio of 1 ι 1 bie 40: t, preferably 2: 1

up to 20: 1 _e

G) ammonium sulfamate

Mixture in the ratio of 1 t 1 bie 100: 1, preferably 1: 1 to 50: 1,

Other organic herbioids ...

These organic herbioids can be mixed with the 3- (o-fluorophenyl) -1-methylurea used according to the invention in the following amounts:

A) 5,6-dihydro- (4A, 6A) -dipyrido- (1 _f 2-A _f 2 ', 1 »~ C) ~

pyrazinium dibromide

Mixture in a ratio of 1:20 to 16: 1, preferably 1 ι 5 to 5: 1.

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B) 3-amino-1,2,4-triazole Mixing in the ratio of 1 s 20 to 20: 1, preferably 1 t

Wb 5 J- 1st. ■ -

C) 3 _v 6- £ ndooxohexahydrophthalic acid Mixing in a ratio of 1 s 3, i.e. 20: 1, preferably 1: 2

10: 1,

D) hexaohloroacetone Mixing in the ratio of t: 2 to 16: I ₉ vorsugewei ·· 1: 1

up to 8: 1 «,

E) diphenylacetonitrile

N, H-JDi-n-propyl-2,6-4initro-4-trifluorophylaniline K, N-Bi-n-propyl-2,6-dinitro-4-ethylaniline

Mixture in the proportion of t »10 here 30 ι ^> pre-widened 1 t 5

called 20 t 1. ■ -'... ·

F) 0- (2,4-Dichlorophenyl) -0-methyl-ieopropylphosphoramidothiate

2 »3f5» 6-Tetrachloroterephthalic Acid Dimethyleater

Measurement in the ratio of 1 s 4 »here 20: 1, to be provided · 1 t 3 here 51 ι 1.00 * 126/2031

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G) 2,4-dichloro-4 »nitrodiphenyl ether

Mixing in a ratio of 1 ί 10 to 30: 1, preferably 1: 5 to 20: 1 *

Substituted uracils

The 3- (o-fluorophenyl) -1-methylurea can be substituted with Uracilen to be mixed in the following proportions.

A) 3 ~ Cyclohexyl-6-methyluracil 3-CjiClohexyl-6-ethyluracil 3-cyelohexyl-6-sec-butyluracil 3-norbornyl-6-methyluracil 3 ~ cyclopentyl-6-methyluracil

5-bromo-3-selCo-butyl-6-methyluraoil 5-chloro-2-sec-butyl-6-methyr: .raoil 5-bromo-3-tert. -butyl-6Hoaethyluraoil 5-chloro-3-tert.-butyl-6-methyluraoil 5-bromo-3- (1-ethylpropyl) -6- «ethylur * c41 5rChlor-3- (1-ethylpropyl) -6-methyluraoil 5 -Bromo-3-i8opropyl-6-methyluracil 5-chloro-3-isopropyl-6-methyluraoil 5-chloro-3-cyclohexylmethyl-6-methyluracil 5-methoxy-3-cyolohexyl-6-methyluracil 3-eek.-butyl- 5 _f 6-dimethyluracil

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5-bromo-3-norbornylmethyl-6-methyluracil 5 ~ nitro-3-sec, -l) utyl-6-methyluracil 3-cyclohexyl-5,6-dimethyluracil 5-bromo-3-cyclohexyl-6-methyluracll 5-chloro-3-phenyl-6-methyluraoil

Mixture in the ratio of 1: 4 to 4 ι 1 »preferably T:

up to 2: 1o. · "

B) J.

3-selc <»=> butyl-5,6-trimethyleneuracil 3-isopropyl-5 »ö -trimetylylenuraoil 3-isopropyl-5f6-tetramethyleneuraoil 3-13opropyl-5ι6-pentamethyleneuraoil

Mixture in a ratio of 1: 6 to 6: 1, preferably 1 ι up to 4: 1.,

C) 3-Cyclohexyl-5-b: romuraeil 3-cyclohexyl- * 5-chloruraoil

3-sec-butyl-S-bromouracil 3-aelCp-butyl-5-chlorouracil

Mixture in the ratio of 1: 6 to 6: 1, preferably 1 to 2 ι ι t.

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D) 5-Isopropyl-1-trichloromethylthio ~ 5 "" bromo-6-methyluracil

3-Oyclohexyl-1-trichloromethylthio-5-bromo-6-methyluracil

3-sec _o- butyl-1-acetyl-5-bromo-6-methyluracil i-isopropyl-'i-acetyl-S-broin-o-methyluracil

J-Isopropyl-i-trichloromethylthio-S-cnlqr-emethyluracil

Mixing in a ratio of 1: 4 to 4: 1, preferably 1:

Mb 2 j U>

All of the above ratios are based on weight «

The compound used gemäsa the invention is applied in a herbicidally effective amount AEEN directly on the floor to the treatment before or after emergence or kann'innig mixed with soil "In agricultural soils * is brought to eliminate weeds before emergence or after Kura the emergence of 1/2 to 2 I / 4 kg of active ingredient / ha (1/2 to 2 pounds / acre). For soil sterilization, the herbioid effective amount is 4 to 45 kg / ha (4 to 40 pounds / acre, depending on the type of soil) ) ο

The following additional examples are provided for further explanation of the invention0

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example 1

15 g of o-pluora.niline are mixed with 7.67 g of methyl isocyanate and 150 ml of dioxane, after 3 hours at 25 ° C. the solution is evaporated in vacuo, leaving a mixture of an oil and some white crystals, and the white crystals are filtered from and
washes them with chloroform and then ether. «The remaining solid, the 3- (o-fluorophenyl) -i-methyl urea, melts at 155.7 to 156.7 ° C * ·

Analysis: C H F N 0

Calculated for CgH ₉ I ¹ Ii ₂ O 57.13 5.40 11.30 16.66 9.51 Found 56.97 5.75 16.86

3- (o-Pluophenyl) -1-methyl urea 50 % - ■ ·.

Attapulgite clay 48 Jb
Lioobyl Sodium SulphoQUccinate ¹ ^

Sodium lignosulfonate 1 ^

Diesa composition is applied at a dosage of 1.7 kg / ha e.nf a cotton field that is being ordered "Ilan in Israel obtained for 6 to 8 weeks a good pre-emergence of weeds 3ekämpfung, the young in the form of Digitaria sp _c, Sorghum

halepenae, Richardia ecabra and annual Ipoaoea ο The useful plants »have a normal guardianship,

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Example 2

3 ~ (o-fluorophenyl) -1-methylurea 80 i » alkyl naphthalenesulfonate, sodium salt 2 #

partially desulfonated sodium lignin sulfonate 2 Jt

synthetic, fine silicon dioxide 6 # kaolin clay 8 $>

The preparation is mixed and finely ground (hammer mill of the . Micropulveriser type) and then again on an air abrasion mill ground until the grain size is essentially all of the particles is less than 10 microns <,

Before emergence, the preparation is applied to a freshly tilled potato field by means of a spray device arranged on a tractor at a dosage of 1.7 kg active ingredient / ha. Weeds such as Setaria faberli, Echinochloa cruagalli, Digitaria ep., Abutilon theophrasti medio and Amaranthue ep. germinate normally , but are subject to the effects of the ' chemical * within a few days

Example 3

3- (o-Pluophenyl) -1-methylurea 80 $>

Attapulgite clay ^ 18 56

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Dioctyl Sodium Sulphosuccinate 1 #

Sodium Lignosulfonate 1 #

11.3 kg of this preparation are suspended in 151 l of water and, at the beginning of the tfachetumeperiod, the suspension is applied to an industrial site-like open-air storage area of 0.4 ha in size. A mixed stand of weed-like vegetation, including Digitaria sp ₀ , Setaria lutescens, Potentilla anserina, Brassioa kaber, Hudbeckia, Polygonum and Ipomoea germinate, but dies within ten days "

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Claims (1)

Claims 1., Weedkillers, characterized by a content of 'i ^ Co 2 * method of controlling the growth of weeds, thereby characterized in that a herbicidally effective amount of 3- (o-fluorophenyl) -1-methy! urea is applied to an area overgrown with weeds applies « ο methods of controlling the growth of inter-cotton plants growing weeds, characterized in that mati on the weed area in the cotton field a herbicidally effective amount of 3- (p-pluophenyl) - ^ - methyl ~ applies urea, Α »A method for controlling the growth of weeds growing between potato plants, characterized in that a herbioidally effective amount of 3- (o-pluophenyl> -1-methyluretoff is applied to the weed area la potato field» 0ÖÜ2S / 2031 BATH ORIGINAL