CS253726B2 - Fluid herbicide - Google Patents

Abstract

1. A flowable herbicidal composition in the form of an aqueous suspension which consists of at least one solid disperse phase and a continuous aqueous phase, and which contains as active component at least one herbicidally active urea derivative, which composition comprises : 45 - 66% by weight of one or more urea derivatives of the formula I see diagramm : EP0163598,P12,F1 in which R1 is benzothiazol-2-yl, 5-trifluoromethyl-1,3,4-thiadiazol-2-yl or a phenyl group of the formula see diagramm : EP0163598,P12,F2 in which R5 is hydrogen, chlorine, bromine or C1 -C4 -alkyl, R6 is hydrogen, chlorine, trifluoromethyl or C1 -C4 -alkylaminocarbonyloxy, wherein however R5 and R6 cannot simultaneously be hydrogen, R2 is hydrogen or, when R1 is benzothiazol-2-yl or 5-trifluoromethyl-1,3,4-thiadiazol-2-yl, R2 is methyl ; R3 is methyl, and R4 is methyl or methoxy, or, when R1 is benzothiazol-2-yl or 5-trifluoromethyl-1,3,4-thiadiazol-2-yl, R4 is hydrogen, or of a mixture of one or more urea derivatives of the formula I and a further solid herbicidal active substance difficultly soluble in water ; 2 - 10% by weight of at least one mono- or di-(phenolpolyglycol ether)-phosphoric acid ester, or of a salt thereof, of the formula III see diagramm : EP0163598,P12,F3 in which R7 is a radical of the formula see diagramm : EP0163598,P12,F4 R8 has the same meaning as R7 or is hydrogen, and M is a proton, or a sodium, potassium, diethylammonium, triethylammonium, diethanolammonium or triethanolammonium cation, R9 being hydrogen, C3 -C10 -alkyl or styryl, m an integer from 1 - 4, and n an integer from 4 - 40 ; 0.1 - 5% by weight of at least one polyglycol ether of the formula III R10 -O-(-CH2 -CH2 -O-)-p -H wherein R10 is C12 -C18 -alkyl, C12 -C22 -alkanoyl, C12 -C22 -alkenoyl, C12 -C22 -alkadienonyl, C12 -C22 -alkatrienonyl, or phenyl mono- to trisubstituted by C3 -C10 -alkyl, C5 -C8 -cycloalkyl or styryl, and p is an integer from 1 - 6 ; 0 - 3% by weight of an auxiliary dispersing agent ; 0 - 10% by weight of an anti-freezing agent ; and 20 - 40% by weight of water.

Description

The present invention relates to liquid herbicidal compositions in the form of aqueous suspensions which consist of at least one solid dispersion phase and one continuous aqueous phase and which contain as active ingredient at least one herbicidally active urea derivative.

The herbicidal compositions according to the invention are the active ingredient concentrates for the transport and storage of the herbicidal compositions. These active ingredient concentrates are converted into active substances which are suitable for the intended purpose prior to use by dilution with water.

It is already known to prepare aqueous suspension concentrates from herbicidally active derivatives alone or in combination with other herbicidally active substances, for example triazine derivatives. It has also been possible, by means of special combinations of anionic surfactants, to prepare suspension concentrates which are stable during transport and storage and which contain a maximum of 500 g of active ingredient per liter. The production of stable aqueous suspensions with a higher active substance content, which would be desirable from an economic and technical point of view, was not possible with the previously known combinations.

SUMMARY OF THE INVENTION It was therefore an object of the present invention to provide liquid herbicides in the form of aqueous suspensions which, even with an active substance content of more than 500 g / liter, are stable during transport and storage.

Accordingly, the present invention provides a liquid herbicidal suspension-based herbicidal composition which comprises from about 35% to about 66% of the at least one urea derivative of formula (I).

II 0 CHq u (3 R _x - N - C - N - R ₄ in which ^R 1 represents a phenyl group of the general formula

(AND)

Wherein R znamená is hydrogen, chlorine, bromine or (C až-C alky) alkyl, is hydrogen, chlorine, trifluoromethyl or (C až-C alky) alkylaminocarbonyloxy wherein: and

R 8 is both a hydrogen atom, a methyl or methoxy group, or a mixture of one or more urea derivatives of formula (I) and one water-soluble solid herbicidally active substance selected from benzamide, diphenyl ethers, triazine, haloacetanilides and splphonylureas, up to 10% by weight of at least one mono- or β-phthulpulyglycooether ester of phosphoric acid or a salt of formula II

JK- y Lz ⁷ r _q - Τ 'м® (II) wherein

R? represents a group of the formula

O --- _{f-CH-0-CH-CH about} -0H _{O O} CH 2 n 2 2

Rg stands for R _? or is hydrogen and

M is a proton or is sodium, potassium, diethylammonium, triethylammonium, diethanolammonium or triethanolammonium cation, wherein:

R 8 is hydrogen, C 3 -C 10 alkyl or styryl, m is an integer from 1 to 4 and n is an integer from 4 to 40,

0.1 to 5% by weight of at least one polyglycol ether of the general formula III ^R 10 - ^O ----- ^(--CH 2 ^--CH 2 ^OH - ---- - ^{H (III)} in which:

R 12 is C 12 -C 18 alkyl, alkanoyl. C 12 -C 22 alkenoyl, C 12 -C 22 alkenoyl, C 12 -C 22 alkadienonyl or C 3 -C 10 alkyl, C 5 -C 8 cycloacyl, or C 1 -C 3 -substituted phenyl and ap represents an integer from 1 to 6, up to 3% by weight of the co-dispersant, up to 10% by weight of the antifreeze agent and up to 55% by weight of water.

The herbicidal compositions according to the invention are suspension concentrates which contain as active ingredient 35 to 66% by weight of one or more urea derivatives of the formula I or a mixture of one or more urea derivatives of the formula I with one other water-soluble solid herbicide. Preferably, the suspension concentrates of the present invention contain up to 60% by weight of one or more urea derivatives of formula I or mixtures of one or more urea derivatives of formula I with another water-soluble solid herbicide, 2 to 5% by weight of at least one mono- or di (phenol polyglycol ether) ) a phosphoric acid ester or its tcoi of formula II,

0.1 to 2% by weight of at least one polyglycol ether of the formula III, up to 3% by weight of an auxiliary dispersant, up to 10% by weight of freezing agents and up to 40% by weight of water.

Among the compounds of formula I, those in which R is 1-chloro-4-ethylphenyl, 3-trifluoromethyl-phenyl-4-t-propylene-phenyl, 3,4- (dichloro-phenyl), 3,4-tert-butylamato-coctlytlyxynthyl, 4-bromo-3 are preferred. a chlorofroyl group or a 4-bromophenyl group, and R @ 1 is an ethyl group or a methoxy group.

Particularly particularly preferred representatives of the formula I are:

N- (3-chloro-4-methylphenyl) -N *, N '- dihydroxy (Chlottolurtn),

N- (3-trilltoroethylphenyl) -N ', N'-dihydroethyl (Flutoeeuron),

N- (4-isopropylphenyl) -N ', ,'-diorthylocin (Isoproturon),

N- (3,4-dichloro-phenyl) -N ', Ν-dimethylurea (Diuron),

N- (3- tert -butylaointcarotolotherol) “N”, N'-dioethylurea (Carbutylate,

N- (Z ^^^ k ^^ ту!) - N-oeetOoyy-R-ще ^ ут ^^^^ (Linu ^ n),

N- (4-bromo-chloro (trroyl) -N ' -ethoxy) -4- (ethyl) (C1-6) -methoxy (1H),

N- (4-bromophenyl) -N ' -methyloxy-N < 4 >

Preferred derivatives of the oxoins of formula I are:

N '- (3-chloro-4-orthylrenyl) -N, N -dimethylmethvioa,

N- H -bromophenylH-N-methyl-N-methylurea

N- (3-Trifluoroorthylrenin) -N, N-diorthylmurea or

N- (4-isopropyl) -NR-dimethylurea.

As further herbicidally active compounds which, together with one or more derivatives of the formula I, can form the active ingredients of the herbicidal suspension ends of the invention, in principle any solid, water-insoluble herbicidal active substance, if any, can be used. For this reason, their combination with a urea derivative of the formula I is desirable, for example because of the broadening of the spectrum of action or because of synergism. Such other herbicidal active ingredients, which may form together with one or more of the derivatives of the formula (I) an active ingredient of the suspension concentrates according to the invention, may be increased and exemplified from the following groups of active substances:

diphenyl ether derivatives, halgenactaailides, triazines, benzamide derivatives and sulfonylureas.

Suitable diphenyl ether derivatives are, in particular, compounds of the type described in U.S. Pat. No. 3,652,645, in particular 5- (2,4-dichlorophenoxy) -2-nitrobenzoic acid methyl ester (Bifenox) and compounds of the type described in German Published Document 2. No. 831,262, in particular - chloro-6-nitro-3-phenylcyanilium (Aconophen), and of the type described in U.S. Pat. No. 4,322,375, in particular dimethhyester - (- chloro-4-trifluoromethylthio). And compounds of the type described in European patent application ^no . 69 O ^55, particularly to ^Star (3-tri- ^{t u} lnormmhhyl inoy ^{y) f} I ^YJ] -3-IR ⁱⁿ mhhoy ^yS on ^IL - ⁴ -oyy- nth ^{hl -5} -5, ⁶ n

-dihydropyran.

As halngeeicctanilidy přicházzfí account preferably compounds of the type described in DE-OS 2,305,495, especially N- (У ^rTth-yl --- rethonyyttyl) -N-chloracctyl - 6-direthhlanilii.

The triazines which can be used are preferably compounds of the type described in Bris. bis-isopropylliminin-lettyllhion-1 H -triazine (Prommeryn) and -, 4-bis-isopropylpyrimidin-6-ethylthionine _from 3,5-triazine (Diproppereryl).

Suitable benzamide derivatives are compounds of the type disclosed in European Patent Application ^y in ^{the Y} cut ^{no. 49 07} l, zejnréna ^(y tt ^hyy - ^-. MTT-oil ^{hyУp y} - ⁵ -isoyaiz ^{y-- N-yl,} 6- Iret ^{d y Yb} enzimid Oy (BeniamizoO).

Suitable sulfoiylrnčnviny be noted type compounds described in European řihlášce ^{p y} in finding no. ^{44 80} 8, especially ^E on N- ^[2 - ^{(- hl} c ^h nrtt NYY) ftiy sf ^{y y} FNI ^yy] -N ^- U-methyl ¹ - ^6- nitrhl-1,3,5-triazin-1- ^yl ) urea, and compounds of the type described in U.S. Patent No. 4,127,405, in particular N - (- chlorophthylsuffinil) -Ν- ( ^4- freehonyl-) nrmethyl-, 3,5-n-thienyl-pyrrole (Chlorosulfuron) and compounds of the type described in U.S. Patent 4,383,113, in particular N - (- Rethnyloxycarbonyl) sulfonil) -N '- ( ^4- methyl-6-methyl-1,3,5-triazolyl) urea (Metsuffuron).

Preferred herbicidal active ingredients which, together with one or more of the mononium derivatives of the formula I, may form the active ingredient of the suspension surfactants according to the invention are: 5 - (-, ^4- dichlorophenoyl) nitrenoic acid,

N- (1-mm-2-methyl-2-oxoethyl) -Ν-οΗ1ογ3β-1,2,6-direthyllarii,

2-tertylirin-1-yl-tert-butylirin-6-refhonylthin-1,3,5-trichloro-1-ol,

2,4-Uis-isopropylpyrimin-2-ethyl-3,5-triazine,

2,4-Uis-isopropylpyrimidine-eththio-1 ^; · 5-triazine

N-2- ^{(2 h} on -chlortt ^{s) -} ft ^il SSF foo ^ J-N ^{'- (4-yn yl} mmthyn -nrt ^{the y} - ^- 3Y triizii- ^5-2-yl) -urea,

N- (4-chloro-4'-oxy-6-methyl-1,3,5-η 2 -O, 4'-oxo) -urea;

N- (--rethynyУarbonniletylssfУonil) -Ν-- ⁽⁴ -rethhnyl - nett У ^{y y} n, 3,5-triazol-l --- ^yl) močnviii.

H ^ ei ^ u ^ i ^ íidní 'compositions herein obseam ^ one or mono- or někkořk 01 (^ 01polyglySoltthtr) tsttrů phosphoric ^y Ξetiiy or jejcch -> divided formula II.

The mono- and di (thiolpolyglycol) salts of phosphoric acid of formula (II) are preferably used in the form of salts, in particular in the form of the trihinoquinoline salts, whereby pure mono- or diso or mixtures may be used. mono- and disul.

The radical Rθ attached to the phenyl group of radical R? as a (C až-C alkyl) alkyl group is in particular a straight-chain alkyl group such as n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl or but also includes branched isomers of these groups, such as tert-butyl, dimethylpentyl, dimethylhexyl, dimethyloctyl and diethylpropyl.

Preferred meanings of the radical R 8 are n-nonyl and styryl. A preferred value for m is 1 to 3 and a preferred value for n is 6 to 26.

Examples of substituted phenyl groups which may be present in the radical ^R _7, are 4-n-nonylphenyl, 2,4,6-tri-n-butylphenyl, 2,4,6-tri-styrylfenylovou, 2, 4-di-n-nonylphenyl, 2,4,6-tri-n-pentylphenyl,

2,4-distyrylphenyl, 4-styrylphenyl, 2,3,4, β-tetrastyrylphenyl, 4-n-decylphenyl, 4-n-heptylphenyl, 4-n-pentylphenyl,

2,4-di-n-hexylphenyl, 2,4-di-n-octylphenyl, 4-n-octylphenyl, 4-n-hexylphenyl, 2,4-di-n-pentylphenyl and 2,4,6 -tri-n-pentylphenyl.

Preferred phenyl groups in the meaning of R? or _^R7 and _Rg is 4-n-nonylphenyl group and a trisubstituted / phenyl groups, particularly 2,4,6-tristyrylphenyl.

In the mono- and di (phenol polyglycol ether) phosphoric acid esters or salts thereof of formula II, n is the case where R? optionally R? and R _g represent a 4-n-nonylphenyl group, preferably a number from 6 to 9 and in the event that R? optionally R ₇ and R 8 represent a 2,4,6-triphenylstyryl group, preferably a number of 16 to 26.

Typical representatives of the mono- and di (phenol polyglycol ether) phosphoric acid esters of formula II useful in the present invention include the following compounds:

phosphoric acid mono- and di (tristyrylphenolhexadecaglycolether) phosphoric acid ester, mono- and di (tristyrylphenoloctadecaglycolether) phosphoric acid ester, mono- and di (tristyrylphenoloneadecaglycol ether) phosphoric acid ester, mono- and di (tristyrylphenolicosaglycol ether) phosphoric acid ester, mono- and diocistlyl phosphoric acid ester, phosphoric acid mono- and di (nonylphenolhexaglycol ether), phosphoric acid mono- and di (nonylphenoloctaglycol ether) and phosphoric acid mono- and di (nonylphenolonaglycol ether) ester.

The commercially available phenol polyglycol ether esters of the phosphoric acid of the formula II are generally present in a mixture of the corresponding mono- and diesters or as salts of the mixtures of mono- and diesters. Also with regard to the substitution in the phenyl radical, the products on the market are represented by mixtures with different degrees of substitution (m = 1 to 4). Such mixtures can advantageously be used for the production of the herbicidal compositions according to the invention.

Suitable derivatives of mono- and di (phenol polyglycol ether) phosphoric acid esters of the formula

II which can be obtained on the market are for example

НОЕ with 3475 triethanolammonium salt of a mixture of mono- and di (2,4,6-tristyrylphenol polyglycol ether) ester phosphate, the polyglycol ether moiety consisting on average of 20 ethylene glycol units (n = 20);

Soprophor F1 triethanolammonium salt of a mixture of mono- and di (2,4,6-tristyrylphenol polyglycol ether) ester phosphate in which the polyglycol ether moiety contains 16 to 20 ethylene glycol units (n = 16 to 20);

Soitem 8 FL / N triethanolammonium salt of a mixture of mono- and di (2,4,6-tristyrylphenol polyglycol ether) ester phosphate in which the polyglycol ether moiety contains an average of 18 ethylene glycol units (n = 18);

Celanol PS-17 potassium salt of a mixture of mono- and di (nonylphenol polyglycol ether) ester phosphate with an average of 6 units of ethylene glycol (n = 6);

Célanol PS-19 potassium salt of a mixture of mono- and di (nonylphenol polyglycol ether) ester phosphate with an average of 9 units of ethylene glycol (n = 9);

The polyglycol ethers of formula III preferably contain from 1 to 3 units of glycol ether (p = 1 to 3).

As the C 12 -C 18 alkyl group, the radical R _1q includes in particular straight-chain alkyl groups such as n-dodecyl group, n-tridecyl group, n-tetradecyl group, npentadecyl group, n-hexadecyl group, n-heptadecyl group and n-octadecyl group but also branched chain isomers thereof, such as trimethylnonyl, tetramethylnonyl, dimethylundecyl and dipropylhexyl.

As a C 5 -C 8 cycloalkyl group, R ₁₀ includes cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl.

C 12 -C 10 alkanoyl, alkenoyl, alkadienoyl and alkatrienoyl groups mean acyl groups corresponding to one, two or three times unsaturated carboxylic acids.

Saturated carboxylic acids from which alkanoyl groups are derived include lauric acid, myristic acid, palmitic acid or stearic acid. The unsaturated carboxylic acids from which the alkenoyl radicals derived from R < _{10 &gt}; are derived are lauroleic acid, myristoolic acid, palmitoolic acid, petroselinic acid, oleic acid, elaidic acid, vaccine acid, ricinoleic acid and erucic acid.

As examples of two or three times unsaturated carboxylic acids from which the alkadienoyl and alkatrienoyl groups deriving ^{from the} meaning of the symbol ^{ze from} ^ · ³ ^

Linoleic acid, linolenic acid, fatty acid of dehydrated castor oil and alpha-eleostearic acid.

One to three-substituted phenyl groups include, for example, 4-nonylphenyl, 2,4,6-tri-n-butylphenyl, 2,4,6-tristyrylphenyl, 1,4-di-n-nonylphenyl, 2,4,6-tri-n-pentylphenyl, 2,4-distyrylphenyl, 4-styrylphenyl, 4-n-decylphenyl, 4-n-heptylphenyl, 1n-pentylphenyl, 2,4-di- n-hexylphenyl, 2,4-di-n-octylphenyl, 4-n-octylphenyl, 4-n-hexylphenyl, 2,4-di-n-pentylphenyl, 4,6-triene -pentylphenyl, 4-cyclohexylphenyl, 4-cyclopentylphenyl and 2,4-dicyclohexylphenyl.

Polyglycol ethers of the formula III which can be obtained on the market include, for example

Ν 030 4-nonylphenol polyglycol ether with an average of 3 ethylene glycol units (p = 3);

Arkopal N 040 ^4-yl yonyyfeno0po0 glykc) 0ether with an average of 4 ethylene glycol units (p = 4);

. /

NP 3-non-phenol polyglycol ether dispersion with an average of 3 ethylene glycol units (p = 3);

Antarox CO 210 4-non-phenol polyglycol ether with 1 to 2 ethylene glycol units (p = 1 to 2;

Brij 92 olylpolyglycol ether with an average of 2 ethylene glycol units (p = 2); ‘.

Genapol 0-020 lleylpllyglyColether with an average of 2 ethylene glycol units (p = 2).

Suitable auxiliary dispersants which may be included in the herbicidal compositions according to the invention are both substances which influence the degree of viscosity in the favorable direction and substances which additionally stabilize the suspension. Thus, water-soluble or water-swellable thickeners or synthetic or semisynthetic macromolecules can be added as auxiliary dispersants.

Suitable dispersing aids which can be added to the herbicidal compositions according to the invention are polysaccharides, in particular xanthan, alginate, guar or cellulose-type polysaccharides, or synthetic wetolocycles, such as polyethylglycols, polyvinylylpyrrolidides, polyols, polyolsyl polyols, polyolsyl polyols, polyolsyl polyols, polyolsyl polyols, polyolsyl polyols, polyolsyl polyols, polyolsyl polyols, polyolsyl polyols, polyolsyl polyols, or alkali-neutralized copolymers of acrylic acid and acrylic acid esters, or swellable, structuring silicates, such as pyrogenic or precipitated silicas, bentonites, o-tattoo, hectonites, attapulgites or organic derivatives of aluminum silicates.

Other additives, such as ethylene glycol, propylene glycol, glycerine, di-, tri- and tetraethylene glycol and urea, are suitable as antifreeze agents which can be added to the herbicidal compositions of the invention to maintain fluidity at low temperatures and to prevent water freezing.

Hcebicidní compositions of the invention may, besides the above _(mentioned components also contain conventional additives such as defoamers, such as sildonový Hey, Al

preservatives such as formaldehyde.

The pharmaceutical compositions of the present invention are liquid and have good stability in transportation and storage. By combining the particular anionic and cationic surfactants of the invention, it is possible to produce herbicidal suspension concentrates which, per unit volume, may contain a significantly higher proportion of active ingredient than the known suspension concentrates.

The herbicidal compositions of the present invention may be prepared as follows:

In a cauldron equipped with a stirrer, a usable amount of water and surfactants of formulas II and III and optionally a co-dispersant of the aforementioned type of synthetic polymers, antifreeze and anti-foaming agent are introduced and mixed until a homogeneous mixture is obtained.

The herbicidally active compound or the mixture of herbicidally active compounds is then added and the mixture is homogeneous for 10 to 30 minutes and then finely divided. For fine οΧο ^ ϊ, for example, bead mills with glass beads are used.

In addition to the suspension concentrate thus obtained, a further polysaccharide type rotary dispersant (thickener) and optionally a preservative may be added to influence the viscosity. For this purpose, the polysaccharide is mixed in a separate water-mixing column to prepare a 2.5% gel and the presumed addition is then added. a preservative, for example a 37% solution of foroaldehyde in water.

The baby is rinsed for 10 minutes and allowed to swell for at least 2 hours. The thus obtained hornet can be added to the jeon by means of a suspension which is concen- trated as prepared by the above-described water solution in the required amount, and the amount of water supplied must also be taken into account in the calculation.

The liquid herbicidal compositions thus obtained, depending on the type and concentration of the active compounds used, have the following properties:

Viscosity (20 ° C):

600 to systéo

200 oPa.s (measured in Brookfield IV viscosirnetter, measuring

III) pH value:

6,5 až

8,5 density (20 ° C):

1.08 to 1.3.

In the following examples, typical herbicidal compositions are presented to illustrate the present invention. The preparation of these herbicidal compositions can be carried out as described above.

Example 1

Suspension concentrate

Chlortoluron

58.9 hours

Chlortoluron technical grade, (99%)

3,1 treetannolmmonium salts of glycol ether ester phosphate with 16 to 20 salts of mono-a di (2,4,6-tristyryffensylpsilicyl ethylene glycol)

0.75 Smoothness of SnoOtriglycoletter

6.25 mmol of ethylene glycol

0.40% of a silicone oil

0.12 of the press-type polysaccharide K ^

0.40 wt% polyacrylic acid

0.12% of formaldehyde

29.96 ml of water of active ingredient per liter: 700 g

Content

Huutota [20 ° C]: 1.19 to 1.21 g / ø!

Example 2

Chlortoluron suspension concentrate

66,15% darkness of Chlortoluron (technical, 99%)

3.10% by weight of the triethanolammonium salt of a mixture of mono- and di- (2,4,6-tristyrylphenol polyglycol ether) ester phosphate with 16 to 20 units of ithylinglycol

0.80% w / w Non-phenolntriglyknlethir

6.25% by weight of ethylene glycol

0.40% by weight of silicone oil

0.04% by weight of the polysactiride xhithhamine type.

0.04% by weight of OOH

23.22% by weight of water

Active ingredient content per liter: 800 g

Huutoto (20 ° C: 1 ^, 21 to 1.23 ^g / cm ³⁾

Example 3

Suspension concentrate of CCtolsol and Benzamozole

57.7% of Chtorttlurnium, technical (99%)

2.4% by weight of benzamosole, technical (91.7%)

3.0% moieties of the triethylenethanine salt of a mixture of mono- and ii- (2,4,6-tristyrylphenyl polyglycol ether) ester phosphate with 16-20 units of ethylene glycol

0.8% by weight of anilinefinintriglycol ether

6.0% of the weight of ittylene glycol

0.5% by weight of silicone

0.12% by weight of lysaccharide iride of the hethamite type

0.12% monohydrate)

29.36% w / w

Active ingredient content per liter: 700 g

Density (20 ° C): 1 ^, 18-1 ^, 20 ^g / cm ³

Example 4

CCmortolsrone and Bifonox suspension filtrate

43.5% by weight (Chlorttlsrn), technical (99%)

17.3% by weight of Bifenox, technical (99.8%.)

3.1% by weight of the triethylammonium salt of a mixture of mono- and di (R) -tristyrylphenyl (1-polyglycolitter) istersulfate with 16-20 diethyl ether glycols

0.8% by weight of triphenylfinitriglycofethirs

5.0 wt% ethylene glycol

0.4% by weight of polyacrylic acid

0.15% by weight of a xanthamic type polysaccharide

0.15% formaldehyde by weight

29.1% by weight of water

Active ingredient content per liter: 700 g

Density (20 ° C): 1.15 to 1.17 g / cm ³

Example 5

Chlortoluron and Terbutryn suspension concentrate

18.4% by weight of Chlortoluron, technical (99%)

36.5% Terbutryn, technical (99.6%)

2.5% by weight of potassium salt of a mixture of mono- and di (nonylphenol polyglycol ether) ester phosphate with 6 to 9 units of ethylene glycol

1.1% by weight of a mixture of nonylphenol mono- and diglycol ether

2.7% by weight of ethylene glycol

0.5% silicone oil

0.12% by weight of a xantham-type polysaccharide

0.12% formaldehyde by weight

38.06% water by weight

Active ingredient content per liter: 600 g

Density (20 ° C): 1.08 to 1.10 g / cm ³

Example 6

Suspension concentrate of Chlortoluron and Dipropetryn

32.5% by weight of Chlortoluron, technical (99%)

21,8% Dipropetryn, technical (98%)

2.8% by weight of the potassium salt of a mixture of mono- and di (nonylphenol polyglycol ether) ester phosphate with 6 to 9 units of ethylene glycol

0.7

5.6

0.4% by weight of a mixture of nonylphenol mono- and -diglycol ether% by weight of ethylene glycol% by weight of a silicone oil

0.12% by weight of a xantham-type polysaccharide

0.12% by weight of formaldehyde

35.96% by weight of water

Active ingredient content per liter: 600 g

Huutota ⁽²⁰ ° C): ^1.11 to ^1.13 g / co ¹

Example 7

Suspension konccetr ^á t CClortioluronu and N- ^[2- (2-chlttethtx ^yl) phenyl ^sulfonyl lf o ^ lj N ^ -C ^ MIH ⁰ -O-meehhl-l, 3,5- ^ 2 ^ 18 -2 - ^ Dmooooins

58,35% CClorttlurst, technical (99%)

Sixth hmotoootnteo ^{1% L} _ N ² - ⁽² -c lttft ^{l l} tx ^-) H n ^t su ° fo ^{u t} J-N '- (4-oeehlo mteyl ^χ ^ -L 6 -, 3 , 5-

-triaztn2-- ^yl) urea, technical (96%) + 3.1% by weight of 1: 6 ^ (^ 00100 ^ ^ 1 ° ° and with a mixture of mono- and di-ttistyryffθ JJs ^ ^ Ιpolyglykolether) -ester phosphate is 16 to 20 ethylene glycol units

0.75% of the tott-fent triglyceride

6.25% by weight of ethyl glyphyl glycol

0.4% by weight of the reduction sleeve

0.4% by weight of a mixture of polyacrylic acid and polyacrylic acid ester

0.12% by weight of a xantham-type polysaccharide

0.12% by weight of formladehyde

24.41% by weight of water

Active ingredient content per liter: 700 g

Dense ^and t ° (20 ° ^{C): 1,} 19 to 1 ^{21 g} / c ^o1

Example ^ d 8

Fluometuron suspension concentrate

59.9% Fluormeturon, technical (97.3%)

3.1% by weight of the triethtool-ammonium salt of a mixture of mono- and di- (2,4,6-tetra-1-methylpolyglycol ether) ester with 16 to 20 units of ethylene glycol

0.8% by weight of tsnylphtoltrig-kofelfer

5.0% by weight of ethylene glycol

0.5% by weight of the drawbar.

0.4% by weight of a mixture of polyacrylic acid and polyacrylic acid ester neutralized with triethylamine

0.15% by weight of a xanthamic type polysaccharide

0.15 wt% formaldehyde

30.0 wt% water.

Active ingredient content per liter: 700 g

Density ( ²⁰ ° C: ^1.19 to ^1.21 g / cm ^J)

Example 9

Suspension! Fluometuron-N- (1-oetlyl-2-oethoxylthyl) -N-cyclotetyl-2,6-dihydrochloride concenate

42.55% Flstmoturtn hmoOeottníht, technical (97.3%)

10.55% hmoOeottníht N- ^(l-methyl-2 -oethoxyythyl) -N-chloroacetyl ^2, 6-dioethylanilinu (98.1%)

3.1% by weight of the trichlorotoluate salt of a mixture of mono- and di- (2,4,6-trislyrylphentylpolylglyl) ethyl ester with 16 to 20 units of thioglyoglyl

0.8% by weight of 2 to 4 units of ethyl glycol

5.0% mono-mono-ethlyleoglectls

0.5% by weight of a silicon oil

0.1% by weight of a mixture of polyacrylic acid and polyacrylic acid ester unharmated with triethotolamine

0.1% by weight of formaldehyde

37.3% of water

Active ingredient content per liter: 600 g

Hu ^at temperature (20 ° C: 1.15 to 1.17 ^g / cm ³⁾

Example 10. ‘

Suspension concentrate of Melamine

53.0% by weight of Metobromuron, technical (98.65%)

3.5% by weight of the trichloromethane salt of the mixture. mono- and di- (2,4,6-trislyrylphenolpollglycktlehlt) esttrophthats with 16 to 20 units

0.5% by weight of the olonolphefittrigltrltrltrs

9.0% by weight of ethylene glycol

0.3 wt.% Of silkton oil

0.15% of the xaothammoth type polysaccharide type

0.15% by weight of formaldehyde

33.4% by weight of water

Active ingredient content per liter: 670 g

Density (20 ° C): 1.28-1.30 g / cm ³

Example 11

Isoproturon suspension concentrate

54.8% Isoproturon, technical (99%)

2,4% by weight of triethanolammonium salt of a mixture of mono- and di- (2,4,6-tristyrylphenol-polyglycol ether) ester phosphate with 16 to 20 units of ethylene glycol

0.6% by weight of oleyldiglycol ether

4.0 wt% ethylene glycol

0.5% silicone oil

0.1% by weight of a xanthamic type polysaccharide

0.1% formaldehyde by weight

37.5% by weight of water.

Active ingredient content per liter: 600 g

Density (20 ° C): 1.08 g / cm ³ to 1.10 g / cm ³

SUBJECT OF THE INVENTION

Claims (12)

SUBJECT OF THE INVENTION A liquid herbicidal composition in the form of an aqueous suspension, comprising at least one solid dispersion phase and one continuous aqueous phase and comprising as active ingredient at least one herbicidally active urea derivative, characterized in that it comprises: 35 to 66% by weight of at least one urea derivative of the formula I H AND 0 No. F »3 R - N - C - N - R (AND) in which R is a phenyl group of the formula ## STR2 ## wherein R 8 represents a hydrogen, chlorine, bromine atom or a C 1 -C 4 alkyl group, R is hydrogen, chlorine, trifluoromethyl or alkoxycarbonyloxy with 1 to 4 carbon atoms in the alkyl moiety, wherein R e and R _g are not simultaneously hydrogen, R ^ represents a methyl or methoxy group, or a mixture of one or more urea derivatives of the formula I and another water-insoluble solid herbicidal active ingredient selected from the group of benzamide, diphenyl ethers, triazines, haloacetanilides and suitonylureas; 1 to 10% by weight of at least one mono- or di (phenol polyglycol ether) phosphoric acid ester or a salt thereof of the general formula II (II) in which the group of the formula represents the same as the symbol R? or represents a hydrogen atom and represents a proton or represents a sodium, potassium, diethylammonium, triethylammonium, diethanolammonium or triethanolammonium cation, wherein: R 8 is hydrogen, C 3 -C 10 alkyl or styryl, m is an integer from 1 to 4 and n is an integer from 4 to 40, 0.1 to 5% by weight of at least one polyglycol ether of formula III -O ------- (- CH.-CH-OH --- H 10 2 2 p (III) in which R10 is _C12-18 alkyl, C12-18 alkanoyl C 22 -C 12 alkenoyl, C 12 -C 22 alkadienonyl, C 12 -C 22 alkatrienonyl or C 3 -C 10 alkyl, C 1 -C 3 -cycloalkyl substituted by phenyl an integer of from 1 to 6, up to 3% by weight of the co-dispersant, up to 10% by weight of the antifreeze agent; and 20 to 55% by weight of water. 2. A composition according to claim 1 comprising 45 to 60% by weight of at least one urea derivative of the formula I or a mixture of one or more urea derivatives of the formula I with another water-soluble solid herbicide, 2 to 5% by weight of at least one phosphoric acid mono- or di (phenol polyglycol ether) ester or a salt thereof of the formula II, 0.1 to 2% by weight of at least one polyglycol ether of the formula III, up to 3% by weight of the co-dispersant, up to 10% by weight of the antifreeze agent 23 to 40% by weight of water. 3. A composition according to claim 1, wherein the urea derivative is a compound of formula (I) in which it is 3-chloro-4-methylphenyl, 3-trifluoromethylphenyl, 4-isopropylphenyl, 3,4-dichlorophenyl. a group, 3-tert-butylaminocarbonyloxyphenyl, 4-bromo-3-fluorophenyl or 4-bromophenyl, and represents a methyl group or a methoxy group. 4. A composition according to claim 1, wherein the herbicidally active urea derivative of the formula I comprises Ν '- (3-chloro-4-methylphenyl) - Ν, Ν-dimethylurea, Ν' - (3-trifluoromethylphenyl) - Ν, Ν-dimethylurea, Ν '- (4-isopropylphenyl) -Ν, Ν-dimethylurea, Ν' - (3,4-dichlorophenyl) -N, N-dimethylurea, Ν '- (3-tert-butylaminocarbonyloxyphenyl) -N , N-dimethylurea, Ν '- (3,4-dichlorophenyl) -N-methoxy-N-methylurea, Ν' - (4-bromo-3-chlorophenyl) -N-methoxy-N-methylurea or Ν '- (4 -bromophenyl-N-methoxy-N-methylurea. 5. A composition according to claims 1 and 2, characterized in that, as a urea derivative of the formula I contains Ν '- (3-chloro-4-methylphenyl) -N, N-dimethylurea, Ν' - (4-bromophenyl) -N-methoxy-N-methylurea, Ν '- (3-trifluoromethylphenyl) -N, N -dimethylurea or Ν '- (4-isopropylphenyl) -N, N-dimethylurea. 6. A composition according to claim 1, wherein, in addition to the urea derivative of the formula I, it comprises a further solid, water-insoluble active ingredient selected from the group consisting of 5- (2,4-dichlorophenoxy) -2-nitrobenzoic acid methyl ester, N- (1-methyl-2-methoxyethyl) -N-chloroacetyl-2,6-dimethylaniline, 2-ethylamino-4-tert-butylamino-6-methylthio-1,3,5-triazine, 2,4-bis-isopropylamino-6-methylthio-1,3,5-triazine, 2,4-bis-isopropylamino-6-ethylthio-1,3,5-triazine, N- [2- ^(2-t chlprnt oxy) FNN ^IP bulfpiyl ^Ji N '- ^(4-t mnt oxy-6 iτmthyl- ^{p i, 3.5 l} and about yaiii ^ ² i ^pl LmpÍPvinpu, N- (4-Aminophenyl) -N- (4-aenthPyryl-o-enhylene-, 3,5-triazol-2-yl) apopopine, N- (2-Methylphenyl) phenylbiphenyl-4 '- (4-methylpyrimidin-3,5-trifluoromethylpiperidine). 7. The process according to claim 1, wherein the phosphoric acid ester of the present invention comprises a phosphoric acid salt of the phosphoric acid ester mixture. of formula II. 8. A composition according to any one of Claims 1 to 7, wherein the mono-di (aminolsolyglycoletheo) phosphoric acid comprises compounds of the formula II in which R is a nononyl group or a sip group, m is 1 to 7; 3 у n stands for 6 to 26. 9. A composition according to claim 1, wherein the mono-y (phosphorylglycolyl) ester of phosphoric acid at about II contains mpnp-y di (tibstyrylientlheydecyclyl ether) phosphoric acid mono-y ( tibsečnéyrylienplokУddekyglpkpletteo) ebteo phosphoric acid, mono- y di (OrbsУyrylipniini> deddekyglpkpllttlr) lbtlo phosphoric acid, mono- y di (fibsУyryliendlPoPosyglynp et ny lo n lo lo b b b b b) mono- y di (n -nylfnnolPkУyglpkollУter) lbУlr phosphoric acid and mono- y di (ipnylfniplnpnyglykoieУter) lbtno phosphoric acid. 10. The composition of (1) and (7), characterized by: 2. A process according to claim 1, characterized in that it contains, as mono-y (di-glycol-glycol) mono-phosphoric acid derivatives of triethylenepolyapine, a salt of a mixture of mono-di- (2,4,6-bis-isopropylphosphonium) polyol phosphate in glycol phosphate with an average of 20 g / l polyol phosphate. part of the trittanpoia-ammonium salt of a mixture of mopo- y di- (2,4,6-tristyoyl polyolsolyglycol) lstin-phosphate with 16 to 20 units of n-ethyl glycol in the salt of the glycosylsulfonate salt poůměynS 18 units in nthylnnglykolu spУyglpkpУnthlУPvé Cass, potassium SMMS mpnp- y di (iPiplfliPlsolyglykolntter) lsterfpsfStu poůměynS with 6 units in nthylenglykolu splyglpkplnthnyové Cass, potassium SMMS mpnp- y di (npnylfnnolsolyglykolltter) and nsterfosfátu poůmmrns with 8 units ethylnngílykolu splyglykolnthnyové in part or potassium Simsi mono- y di (npnylphenolsolsglyglyltlt) n-stnfptfate salt with an average 9 ethylene glycol units in sθl · yglpkplnthnrpvé Cass. 11. The composition of item 1, '^ ζρ ^^ Ιο! The composition of claim 1, wherein the polyglycol ether of formula III has 1 to 3 units of ethyl glycol. 12. A composition according to any one of claims 1 to 10, wherein the polyglycol ether of formula (III) comprises non-mono-olefinic polyether, i-propene-glycol, n-phenol-nitro-glycol, or mixtures thereof.