Selective herbicides based on arylsulfonylaminocarbonyl triazolines

FIELD: agriculture, organic chemistry.

SUBSTANCE: invention relates to herbicidal compositions based on arylsulfonylaminocarbonyl triazolines of general formula I 1, representing flucarbazine, propoxycarbazone and compound selected from group containing amycarbazone, cinidonethyl, florasulam, fluphenacet, iodosulfuronemethyl, mesosulfurone and optionally mephenpyrdiethyl antidote. Composition of present invention are useful in selective weed control in various cultural plants.

EFFECT: effective herbicidal compositions for selective weed control.

3 cl, 67 tbl, 1 ex

 

The invention relates to new combinations of biologically active substances that have a synergistic herbicide action, consisting of well-known arilsulfonilglitsinov, on the one hand, and is known for possessing weed-killing effect of the compounds, on the other hand, which is especially great success can be used for selective weed control in various useful cultivated plants.

Allconvertertoiphone as herbicides with a broad spectrum of activity, are the subject of several patent applications (see European patent application EP-A-341489, EP-A-422469, EP-A-425948, EP-A-431291, EP-A-507171, EP-A-534266, international application WO-A-96/11188, WO-A-96/27590, WO-A-96/27591, WO-A-97/03056). However, in certain situations known sulfonamidophenylhydrazine not sufficiently effective.

In addition, a well-known number of herbicide combinations of biologically active substances on the basis of arilsulfonilglitsinov (see international application WO-A-98/12923), but their properties are also not fully meet the requirements of herbicides requirements.

Unexpectedly, it was found that some of the known biologically active substances from a number arilsulfonilglitsinov when used in combination with known with GE is bildnis the action of the representatives of different classes of compounds affect weed plants with a pronounced synergistic effect and especially preferably can be used for selective weed control in useful crops such as barley, maize, rice and wheat.

The object of the present invention are herbicide preparations electoral action, different effective content combinations of biologically active substances, consisting of:

and allconvertertoiphone General formula (I)

in which

R1means hydrogen, hydroxy, amino, alkylamino or respectively optionally substituted alkyl, alkenyl, quinil, alkoxy, alkenylacyl, alkylamino, dialkylamino, cycloalkyl, cycloalkenyl, cycloalkenyl, aryl or aralkyl,

R2means hydrogen, hydroxy, mercapto, amino, cyano, halogen or optionally substituted alkyl, alkoxy, alkylthio, alkylamino, dialkylamino, alkenyl, quinil, alkenylacyl, alkyloxy, alkanity, alkylthio, alkenylamine, alkynylamino, cycloalkyl, cycloalkane, cycloalkene, cyclooctylamine, cycloalkenyl, aryl, aryloxy, aaltio, arylamino or arylalkyl,

R3means nitro, cyano, halogen or optionally substituted alkyl, alkylaryl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulfonyl, alkylsulfonyl, alkylamino, alkenyl, alkenylacyl, alkanity, alkenylamine, quinil, alkyloxy, alkylthio, recloak is l, cycloalkane, cycloalkene, cycloalkenyl, aryl, aryloxy, aaltio, arylsulfonyl, arylsulfonyl or arylamino,

R4means hydrogen, nitro, cyano, halogen or optionally substituted alkyl, alkylaryl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulfonyl, alkylsulfonyl, alkylamino, alkenyl, alkenylacyl, alkanity, alkenylamine, quinil, alkyloxy, alkylthio, cycloalkyl, cycloalkane, cycloalkene, cycloalkenyl, aryl, aryloxy, aaltio, arylsulfonyl, arylsulfonyl or arylamino,

and/or the salt of the compounds of formula (I)

("biologically active substances of group 1"),

and

(b) from one to three compounds of the second group of herbicides, including the following biologically active substances:

sodium salt of 5-(2-chloro-4-triptoreline)-2-nitrobenzoic acid (acifluorfen (-sodium)), 4-amino-N-(1,1-dimethylethyl)-4,5-dihydro-3-(1-methylethyl)-5-oxo-1H-1,2,4-triazole-1-carboxamide (nicarbazin), 1H-1,2,4-triazole-3-amine (amitrol), 2-[2,4-dichloro-5-(2-propenyloxy)phenyl]-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyridine-3(2H)-he (azafenidin), N-(4,6-dimethoxypyrimidine-2-yl)-N'-[1-methyl-4-(2-methyl-2H-tetrazol-5-yl)-1H-pyrazole-5-ylsulphonyl]urea (azimsulfuron), N-benzyl-2-(4-fluoro-3-triptoreline)butanamide (beflubutamid), N-butyl-N-ethyl-2,6-dinitro-4-triftorperasin (benfluralin), N-(4,6-DiMeo dipyrimidine-2-yl)-N'-(2-methoxycarbonylaminophenyl)urea (encultured), methyl ester 2-[2-[4-(3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1(2H)-pyrimidinecarboxylic]-5-ethylenepropylene acid (bestindian), 3-(2-chloro-4-methylsulfonylbenzoyl)-4-phenylthiomethyl[3.2.1]Oct-3-EN-2-he (benzamycin), [1,1-dimethyl-2-oxo-2-(2-propenyloxy)]ethyl ester 2-chloro-5-(3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1(N)-pyrimidinyl)benzoic acid (butoverall(-allyl)), 2-(1-ethoxybenzoyl)-3-hydroxy-5-[2,4,6-trimethyl-3-(1-oxobutyl)phenyl]-2-cyclohexen-1-he (butoxide), N,N-diethyl-3-(2,4,6-trimethylphenylsulfonyl)-1H-1,2,4-triazole-1-carboxamide (catastral), 2-[1-[(3-chloro-2-propenyl)oxyimino]propyl]-3-hydroxy-5-(tetrahydro-2H-Piran-4-yl)-2-cyclohexen-1-he (galaxidi, tepraloxydim), N-(4-chloro-6-methoxypyridine-2-yl)-N'-(2-ethoxycarbonylphenyl)urea (chlorimuron(-ethyl), the ethyl ester of 2-chloro-3-[2-chloro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindole-2-yl)phenyl]-2-propanoic acid (cinidon(-ethyl)), 2-[1-[2-(4-chlorphenoxy)-propoxyimino]-5-(tetrahydro-2H-thiopyran-3-yl)-1,3-cyclohexanedione (clefoxydim), (e,E)-(+)-2-[1-[[(3-chloro-2-propenyl)oxy]imino]propyl]-3-hydroxy-2-cyclohexen-1-he (clethodim), 2-(1-ethoxybenzoyl)-3-hydroxy-5-(tetrahydro-2H-thiopyran-3-yl)-2-cyclohexen-1-he (cycloxydim), butyl ether of (R)-2-[4-(4-cyano-2-pertenece)phenoxy]propanoic acid (cyhalofop(-butyl), N-(2,6-dichlorophenyl)-5-ethoxy-7-fluoro-[1,2,4]triazolo[1,5-C]pyrimidine-2-Sul is famed (dicloflam), 2-[1-[(3,5-differenl)aminocarbonylmethyl]ethyl]pyridine-3-carboxylic acid (diflubenzuron), S-(1-methyl-1-phenylethyl)-1-piperidinecarboxylate (timepart), (S)-2-chloro-N-(2,dimethyl-3-thienyl)-N-(2-methoxy-1-methyl-ethyl)ndimethylacetamide (dimethenamid-R), 2-[2-(3-chlorophenyl)oxiranylmethyl]-2-ethyl-1H-inden-1,3(2H)-dione (aprobado), (R)-ethyl-2-[4-(6-chlorobenzoxazol-2-yloxy)phenoxy]propanoate (fenoxaprop(-R-ethyl)), 4-(2-chlorophenyl)-N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-carboxamide (phentramin), N-(2,6-differenl)-8-fluoro-5-methoxy[1,2,4]triazolo[1,5-C]pyrimidine-2-sulphonamide (florasulam), butyl ether of (R)-2-[4-(5-triptorelin-2-yloxy)phenoxy]propanoic acid (fluazifop(-butyl, -P-butyl)), isopropyl ester 5-(4-bromo-1-methyl-5-trifluoromethyl-1H-pyrazole-3-yl)-2-chloro-4-fermenting acid (floatlist), N-(4-forfinal)-N-isopropyl-2-(5-trifluoromethyl-1,3,4-thiadiazole-2-yloxy)-ndimethylacetamide (flufenacet), ethyl-[2-chloro-4-fluoro-5-(5-methyl-6-oxo-4-trifluoromethyl-1 (6N)-pyridazinyl)phenoxy)acetate (flutter), 2-[7-fluoro-3,4-dihydro-3-oxo-4-(2-PROPYNYL)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-Tetra-hydro-1H-isoindole-1,3-dione (flumioxazin), 3-chloro-4-chloromethyl-1-(3-triptoreline)-2-pyrrolidinone (fluorochloride), 5-(2-chloro-4-triptoreline)-N-methylsulphonyl-2-nitrobenzamide (fomesafen), 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]-4-formylamino-N,N-dimethylbenzamide (foramsulfuron), Mamilov is th, 2-ethoxyethyl and butyl esters of (R)-2-[4-(3-chloro-5-triptorelin-2-yloxy)phenoxy]propanoic acid (haloxyfop(-methyl, P-methyl, -ethoxyethyl, -butyl)), sodium salt of N-(4-methoxy-6-methyl-1,3,5-triazine-2-yl)-N'-(5-iodine-2-methoxycarbonylaminophenyl)urea (iodosulfuron(maternaty)), (4-chloro-2-methylsulfinylphenyl)(5-cyclopropylmethoxy-4-yl)methanon (isoxaflutole), (2 ethoxy-1-methyl-2-oxoethyl)-5-(2-chloro-4-triptoreline)-2-nitrobenzoate (lactofen), 2-(2-benzothiazolylazo)-N-methyl-N-phenylacetamide (mefenacet), methyl ester 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]-4-[[(methylsulphonyl)amino]methyl]benzoic acid (mesosulfuron), 2-(4-methylsulphonyl-2-nitrobenzoyl)-1,3-cyclohexanedione (mesotrione), 4-amino-3-methyl-6-phenyl-1,2,4-triazine-5(4H)-he (metamitron), (S)-2-chloro-N-(2-ethyl-6-were)-N-(2-methoxy-1-methylethyl)ndimethylacetamide (S-metolachlor), 4-dipropylamino-3,5-dinitrobenzenesulfonic (oryzalin), 3-[2,4-dichloro-5-(2-propenyloxy)phenyl]-5-(tert-butyl)-1,3,4-oxadiazol-2(3H)-he (oxadiargyl), 3-[2,4-dichloro-5-(1-methylethoxy)phenyl]-5-(tert-butyl)-1,3,4-oxadiazol-2(3H)-he (oxadiazon), 3-[1-(3,5-dichlorophenyl)-1-isopropyl]-2,3-dihydro-6-methyl-5-phenyl-4H-1,3-oxazin-4-one (oxacillin), 2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-triptoreline (oxyfluorfen), 2-(2,2-diflorasone)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-C]pyrimidine-2-yl-6-triftoratsetilatsetonom (foam is Salam), 2-chloro-N-(2-ethoxyethyl)-N-(2-methyl-1-phenyl-1-propenyl)ndimethylacetamide (pethoxamid), 1-chloro-[2-chloro-4-fluoro-5-[(6S,7R)-6-Porterage-1,3-dioxo-1H-pyrrolo[C]imidazol-2(3H)-yl]phenyl]methanesulfonic (proplusr), N-(3,4-dichlorophenyl)propanamide (propanil), (R)-[2-[[(1-methylethyl-den)amino]oxy]ethyl]-2-[4-(6-chloro-2-hinoksolinov)phenoxy]propanoate (propaquizafop), 2-chloro-N-(2-ethyl-6-were)-N-[(1-methylethoxy)methyl]ndimethylacetamide (propisochlor), 1-(3-chloro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-2-yl)-5-(methyl-2-propylamino)-1H-pyrazole-4-carbonitrile (PERCHLORYL), 6-chloro-3-phenylpyridazin-4-ol (perinatal), 7-[(4,6-dimethoxy-2-pyrimidinyl)thio]-3-methyl-1(3H)-isobenzofuranone (piritramid), methyl ester of 2-(4,6-dimethoxypyrimidine-2-yloxy)benzoic acid (Perminova(-methyl)), sodium salt of 2-chloro-6-(4,6-dimethoxy-pyrimidine-2-ylthio)benzoic acid (pyrithiobac(-sodium)), 3,7-dichlorohydrin-8-carboxylic acid (quinclorac), and ethyl tetrahydro-2-furylmethyl esters of 2-[4-(6-chloro-2-hinoksolinov)phenoxy]propanoic acid (quizalofop(-ethyl-P-ethyl, P-tefuryl)), 2-(1-ethoxybenzoyl)-5-(2-ethylthiophen)-3-hydroxy-2-cyclohexen-1-he (sethoxydim), methyl ester 2-deformity-5-(4,5-dihydrothiazolo-2-yl)-4-(2-methylpropyl)-6-triptorelin-3-carboxylic acid (thiazopyr), sodium salt of N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-3-(2,2,2-triptoreline)-2-pyridinesulfonamide (trifacial what Ron), N-[4-dimethylamino-6-(2,2,2-triptoreline)-1,3,5-triazine-2-yl]-N'-(2-methoxycarbonylaminophenyl)urea (triflusulfuron(-methyl), N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-3-(N-methyl-N-methylsulfonylamino])-2-pyridinesulfonamide (see international application WO-A-92/10660), 2-(3,4-divergence)-4-methyl-6-[(1-methyl-3-three-vermeil-1H-pyrazole-5-yl)oxy]pyridine (see European patent application EP-A 937397 and international application WO-A-98/04548),

("biologically active substance group 2"),

and also, if necessary,

(C) compounds that improves the compatibility with cultivated plants included in the following groups:

4-dichloroacetyl-1-oxa-4-azaspiro[4.5]decane (AD-67), 1-dichlorocyclohexane-3,3,8A-trimethylpyrrole[1,2-a]pyrimidine-6(2H)-he (disilane, BAS-145138), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazin (enoxacin), 1-methylhexanoic ether 5-chlorhydrin-8-exucuse acid (cloquintocet, see also related compounds in European patent applications EP-A-86750, EP-A-94349, EP-A-191736, EP-A-492366), 3-(2-Chlorobenzyl)-1-(1-methyl-1-phenylethyl)urea (cumyluron), α (cyanoethoxy)phenylacetonitrile (simerini), 2,4-dichlorophenoxyacetic acid (2,4-D), 1-(1-methyl-1-phenylethyl)-3-(4-were)-urea (Diuron, damron), 3,6-dichloro-2-methoxybenzoic acid (dicamba), S-1-methyl-1-phenethyl ether piperidine-1-thiocarbonic acid timepart), 2,2-dichloro-N-(2-oxo-2-(2-propylamino)ethyl)-N-(2-propenyl)ndimethylacetamide (DKA-24), 2,2-dichloro-N,N-di-2-propylacetamide (dichlormid), 4,6-dichloro-2-phenylpyrimidine (genclerin), ethyl ester of 1-(2,4-dichlorophenyl)-5-trichloromethyl-1H-1,2,4-triazole-3-carboxylic acid (fenchlorphos(-ethyl), see also related compounds in European the patent applications EP-A-174562 and EP-A-346620), fenilmetilovy ester 2-chloro-4-cryptomaterial-5-carboxylic acid (Florasol), 4-chloro-N-(1,3-dioxolane-2-ylethoxy)-α-triftoratsetofenona (floxapen), 3-dichloroacetyl-5-(2-furanyl)-2,2-dimethyloxazolidine (furilazole, MON-13900), ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylic (isoxadifen(-ethyl), see also related compounds in the international application WO-A-95/07897), diethyl-1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1 H-pyrazole-3,5-in primary forms (mefenpyr(-diethyl), see also related compounds in the international patent application WO-A-91/07874), 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191), 1,8-naftaly anhydride, α-(1,3-dioxolane-2-yl-methoxyimino)phenylacetonitrile (oxybutinin), 2,2-dichloro-N-(1,3-dioxolane-2-ylmethyl)-N-(2-propenyl)ndimethylacetamide (PPG-1292), 3-dichloroacetyl-2,2-dimethyloxazolidine (R-28725), 3-dichloroacetyl-2,2,5-trimethyloxazolidine (R-29148), methyl ester 1-(2-chlorophenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid, ethyl ester 1-(2,4-dichlorophenyl)-5-methyl-1H-pyrazole-3-carboxylic acid, ethyl ester 1-(2,4-dichloro-f the Nile)-5-isopropyl-1H-pyrazole-3-carboxylic acid, ethyl ester of 1-(2,4-dichlorophenyl)-5-(1,1-dimethylethyl)-1H-pyrazole-3-carboxylic acid, ethyl ester 1-(2,4-dichlorophenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid (see also related compounds in European patent applications EP-A-269806 and EP-A-333131), ethyl ester of 5-(2,4-dichlorobenzyl)-2-isoxazolin-3-carboxylic acid, ethyl ester 5-phenyl-2-isoxazolin-3-carboxylic acid, ethyl ester 5-phenyl-2-isoxazolin-3-carboxylic acid, ethyl ester 5-(4-forfinal)-5-phenyl-2-isoxazolin-3-carboxylic acid (see also related compounds in the international patent application WO-A-91/08202), 1,3-dimethylbutyl-1 silt ether 5-chlorhydrin-8-exucuse acid, 4-allyloxymethyl ether 5-chlorhydrin-8-exucuse acid, 1-allyloxy-2-silt ether 5-chlorhydrin-8-exucuse acid, methyl ester 5-chlorhydrin-8-exucuse acid, ethyl ester 6-chlorhydrin-8-exucuse acid, allyl ester 5-chlorhydrin-8-exucuse acid, 2-oxoprop-1 silt ether 5-chlorhydrin-8-exucuse acid, diethyl ester 5-chlorhydrin-8-oxomalonate acid, dellroy ether 5-chlorhydrin-8-oxomalonate acid, diethyl ester 5-chlorhydrin-8-oxomalonate acid (see also related compounds in European patent application EP And 582198), 2-(4-carboxylate-4-yl)acetic acid, 3,3'-dimethyl-4-methoxybenzophenone, 1-bromo-4-chlormethyl ivanivtsy, N-(2-methoxybenzoyl)-4-[(methylaminomethyl)amino]benzosulfimide, N-(2-methoxy-5-methylbenzoyl)-4-(cyclopropanecarbonyl)benzosulfimide, N-cyclopropyl-4-[(2-methoxy-5-me-TELESOL)aminosulfonyl]benzamid (see international patent application WO 99/66795),

("biologically active substance group 3").

The following are the preferred meanings of the substituents in the above formula (I).

R1preferably means hydrogen, hydroxy, amino, alkylamino with 2-6 carbon atoms; alkyl, alkenyl, quinil, alkoxy, alkenylacyl, alkylamino or dialkylamino, respectively, with the number of carbon atoms up to 6, respectively, optionally substituted by cyano, halogen or alkoxy with 1-4 carbon atoms; cycloalkyl, cycloalkenyl or cycloalkenyl, respectively, with 3-6 carbon atoms in cycloalkyl groups and, if necessary, with 1-4 carbon atoms in the alkyl residues, respectively, optionally substituted by cyano, halogen or alkyl with 1-4 carbon atoms; or phenyl or phenylalkyl with 1-4 carbon atoms in the alkyl residue, respectively, optionally substituted by cyano, nitro, halogen, alkyl with 1-4 carbon atoms, halogenation with 1-4 carbon atoms, alkoxy with 1-4 carbon atoms or halogenoalkane with 1-4 carbon atoms.

R2preferably means hydrogen, hydrox is, mercapto, amino, cyano, halogen; alkyl, alkoxy, alkylthio, alkylamino, dialkylamino, alkenyl, quinil, alkenylacyl, alkyloxy, alkanity, alkylthio, alkenylamine or alkynylamino, respectively, with the number of carbon atoms up to 6, respectively, optionally substituted by cyano, halogen or alkoxy with 1-4 carbon atoms; cycloalkyl, cycloalkane, cycloalkene, cyclooctylamino or cycloalkenyl, respectively, with 3-6 carbon atoms in cycloalkyl groups and, if necessary, with 1-4 carbon atoms in the alkyl residues, respectively, optionally substituted by cyano, halogen or alkyl with 1-4 carbon atoms; or phenyl, phenoxy, phenylthio, phenylamino or phenylalkyl with 1-4 carbon atoms in the alkyl residue, respectively, optionally substituted by cyano, nitro, halogen, alkyl with 1-4 carbon atoms, halogenation with 1-4 carbon atoms, alkoxy with 1-4 carbon atoms or halogenoalkane with 1-4 carbon atoms.

R3preferably means nitro, cyano, halogen; alkyl, alkylaryl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulfonyl, alkylsulfonyl, alkylamino, alkenyl, alkenylacyl, alkanity, alkenylamine, quinil, alkyloxy, alkylthio, respectively, with the number of carbon atoms up to 6, respectively, optionally substituted by cyano, halogen or alkoxy with 14 carbon atoms; cycloalkyl, cycloalkane, cycloalkene, cyclooctylamine, respectively, with 3-6 carbon atoms in cycloalkyl groups, respectively, optionally substituted by cyano, halogen or alkyl with 1-4 carbon atoms; or phenyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl or phenylamino, respectively, optionally substituted by cyano, nitro, halogen, alkyl with 1-4 carbon atoms, halogenation with 1-4 carbon atoms, alkoxy with 1-4 carbon atoms or halogenoalkane with 1-4 carbon atoms.

R4preferably means hydrogen, nitro, cyano, halogen; alkyl, alkylaryl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulfonyl, alkylsulfonyl, alkylamino, alkenyl, alkenylacyl, alkanity, alkenylamine, quinil, alkyloxy or alkylthio, respectively, with the number of carbon atoms up to 6, respectively, optionally substituted by cyano, halogen or alkoxy with 1-4 carbon atoms; cycloalkyl, cycloalkane, cycloalkene, cyclooctylamine, respectively, with 3-6 carbon atoms in cycloalkyl groups, respectively, optionally substituted by cyano, halogen or alkyl with 1-4 carbon atoms; or phenyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl or phenylamino, respectively, optionally substituted by cyano, nitro, halogen, alkyl with 1-4 carbon atoms is, halogenation with 1-4 carbon atoms, alkoxy with 1-4 carbon atoms or halogenoalkane with 1-4 carbon atoms.

R1particularly preferably denotes hydrogen, amino; methyl, ethyl, n - or isopropyl, n-, ISO-, sec - or tert-butyl, ethynyl, propenyl, butenyl, ethinyl, PROPYNYL, butynyl, methoxy, ethoxy, n - or isopropoxy, n-, ISO-, sec - or tert-butoxy, propenyloxy, butenyloxy, methylamino, ethylamino, n - or isopropylamino, n-, ISO-, sec - or tert-butylamino, dimethylamino or diethylamino, respectively, optionally substituted by cyano, fluorine, chlorine, methoxy or ethoxy; cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, cyclopropylamino, cyclobutylamine, cyclopentylamine or cyclohexylamino, respectively, optionally substituted by cyano, fluorine, chlorine, bromine, stands, ethyl, n - or isopropyl; or phenyl or benzyl, respectively, optionally substituted by cyano, nitro, fluorine, chlorine, bromine, stands, ethyl, n - or isopropyl, n-, ISO-, sec - or tert-bootrom, trifluoromethyl, methoxy, ethoxy, deformedarse or triptoreline.

R2particularly preferably denotes hydrogen, hydroxy, mercapto, amino, cyano, fluorine, chlorine, bromine; methyl, ethyl, n - or isopropyl, n-, ISO-, sec - or tert-butyl, methoxy, ethoxy, n - risoprodol, n-, ISO-, sec - or tert-butoxy, methylthio, n - or isopropylthio, n-, ISO-, sec - or tert-butylthio, methylamino, ethylamino, n - or isopropylamino, n-, ISO-, sec - or tert-butylamino, dimethylamino, diethylamino, ethynyl, propenyl, butenyl, ethinyl, PROPYNYL, butynyl, propenyloxy, butenyloxy, propenyloxy, butenyloxy, property, butylthio, propylthio, butylthio, propanolamine, butenylamine, propylamino or butylamino, respectively, if necessary, substituted by cyano, fluorine, chlorine, methoxy or ethoxy; cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylamine, cyclobutylamine, cyclopentyloxy, cyclohexyloxy, cyclopropylethyl, cyclobutyl, cyclopentyl, cyclohexylthio, cyclopropylamino, cyclobutylamine, cyclopentylamine, cyclohexylamine, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl, respectively, optionally substituted by cyano, fluorine, chlorine, bromine, stands, ethyl, n - or isopropyl; or phenyl, phenoxy, phenylthio, phenylamino or benzyl, respectively, optionally substituted by cyano, nitro, fluorine, chlorine, bromine, stands, ethyl, n - or isopropyl, n-, ISO-, sec - or tert-bootrom, trifluoromethyl, methoxy, ethoxy, deformedarse or triptoreline.

R3particularly preferably denotes nitro, cyano, fluorine, chlorine, bromine; methyl, ethyl, n - or isopropyl, n-, ISO-, sec - or tert-butyl, acetyl, propionyl, n - or Isobutanol, methoxy, ethoxy, n - or isopropoxy, n-, ISO-, sec - or tert-butoxy, methoxycarbonyl, etoxycarbonyl, n - or isopropoxycarbonyl, methylthio, ethylthio, n - or isopropylthio, n-, ISO-, sec - or tert-butylthio, methylsulfinyl, ethylsulfinyl, n - or isopropylphenyl, methylsulphonyl, ethylsulfonyl, n - or isopropylphenyl, methylamino, ethylamino, n - or isopropylamino, n-, ISO-, sec - or tert-butylamino, ethynyl, propenyl, butenyl, propenyloxy, butenyloxy, property, butylthio, propanolamine, butenylamine, ethinyl, PROPYNYL, butynyl, propenyloxy, butenyloxy, propylthio or butylthio, respectively, optionally substituted by cyano, fluorine, chlorine, methoxy or ethoxy; cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylamine, cyclobutylamine, cyclopentyloxy, cyclohexyloxy, cyclopropylethyl, cyclobutyl, cyclopentyl, cyclohexylthio, cyclopropylamino, cyclobutylamine, cyclopentylamine or cyclohexylamino, respectively, if necessary, substituted by cyano, fluorine, chlorine, bromine, stands, ethyl, n - or isopropyl; or phenyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl or phenylamino, respectively, optionally substituted by cyano, nitro, fluorine, chlorine, bromine, stands, ethyl, n - or isopropyl, n-, the zo-, sec - or tert-bootrom, trifluoromethyl, methoxy, ethoxy, n - or isopropoxy, n-, ISO-, sec - or tert-butoxy, deformedarse or triptoreline.

R4particularly preferably denotes hydrogen, nitro, cyano, fluorine, chlorine, bromine; methyl, ethyl, n - or isopropyl, n-, ISO-, sec - or tert-butyl, acetyl, propionyl, n - or Isobutanol, methoxy, ethoxy, n - or isopropoxy, n-, ISO-, sec - or tert-butoxy, methoxycarbonyl, etoxycarbonyl, n - or isopropoxycarbonyl, methylthio, ethylthio, n - or isopropylthio, n-, ISO-, sec - or tert-butylthio, methylsulfinyl ethylsulfinyl, n - or isopropylphenyl, methylsulphonyl, ethylsulfonyl, n - or isopropylphenyl, methylamino, ethylamino, n - or isopropylamino, n-, ISO-, sec - or tert-butylamino, ethynyl, propenyl, butenyl, propenyloxy, butenyloxy, property, butylthio, propanolamine, butenylamine, ethinyl, PROPYNYL, butynyl, propenyloxy, butenyloxy, propylthio or butylthio, respectively, optionally substituted by cyano, fluorine, chlorine, methoxy or ethoxy; cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylamine, cyclobutylamine, cyclopentyloxy cyclohexyloxy, cyclopropylethyl, cyclobutyl, cyclopentyl, cyclohexylthio, cyclopropylamino, cyclobutylamine, cyclopentylamine or cyclohexylamino, respectively, optionally substituted by cyano, f is a PR, chlorine, bromine, stands, ethyl, n - or isopropyl; or phenyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl or phenylamino, respectively, optionally substituted by cyano, nitro, fluorine, chlorine, bromine, stands, ethyl, n - or isopropyl, trifluoromethyl, methoxy, ethoxy, n - or isopropoxy, n-, ISO-, sec - or tert-butoxy, deformedarse or triptoreline.

R1even more preferably means hydrogen, amino; methyl, ethyl, n - or isopropyl, ethynyl, propenyl, ethinyl, PROPYNYL, methoxy, ethoxy, methylamino or ethylamino, respectively, optionally substituted by fluorine, chlorine, methoxy or ethoxy; dimethylamino; or cyclopropyl, respectively, optionally substituted by fluorine, chlorine or stands.

R2even more preferably signifies hydrogen, chlorine, bromine; methyl, ethyl, n - or isopropyl, n-, ISO - or sec-butyl, methoxy, ethoxy, n - or isopropoxy, methylthio, ethylthio, n - or isopropylthio, methylamino, ethylamino, n - or isopropylamino, dimethylamino, diethylamino, ethynyl, propenyl, butenyl, ethinyl, PROPYNYL, butynyl, propenyloxy, butenyloxy, propenyloxy, butenyloxy, prepenalty, butylthio, propylthio, butylthio, propanolamine, butenylamine, propylamino or butylamino, respectively, if necessary substituted by fluorine, chlorine, methoxy or ethoxy; or cyclopropyl, the CEC shall Outil, cyclopentyl, cyclohexyl, cyclopropylamine, cyclobutylamine, cyclopentyloxy, cyclohexyloxy, cyclopropylethyl, cyclobutyl, cyclopentyl, cyclohexylthio, cyclopropylamino, cyclobutylamine, cyclopentylamine, cyclohexylamine, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl, respectively, optionally substituted by fluorine, chlorine or stands.

R3even more preferably means nitro, cyano, fluorine, chlorine, bromine; methyl, ethyl, n - or isopropyl, methoxy, ethoxy, n - or isopropoxy, methoxycarbonyl, etoxycarbonyl, n - or isopropoxycarbonyl, methylthio, ethylthio, n - or isopropylthio, methylsulfinyl, ethylsulfinyl, methylsulphonyl or ethylsulfonyl, respectively, optionally substituted by fluorine, chlorine, methoxy or ethoxy; cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylamine, cyclobutylamine, cyclopentyloxy, cyclohexyloxy, cyclopropylethyl, cyclobutyl, cyclopentyl or cyclohexylthio, respectively, if necessary substituted by fluorine, chlorine or stands; or phenyl, phenoxy, phenylthio, phenylsulfinyl or phenylsulfonyl, respectively, optionally substituted by cyano, nitro, fluorine, chlorine, bromine, stands, ethyl, n - or isopropyl, n-, ISO-, sec - or tert-bootrom, trifter-stands, methoxy, ethoxy, n - or isopropoxy, debtor is ethoxy or triptoreline.

R4even more preferably means hydrogen, nitro, cyano, fluorine, chlorine, bromine; or methyl, ethyl, n - or isopropyl, methoxy, ethoxy, n - or isopropoxy, methoxycarbonyl, etoxycarbonyl, n - or isopropoxycarbonyl, methylthio, ethylthio, n - or isopropylthio, methylsulfinyl, ethylsulfinyl, methylsulphonyl or ethylsulfonyl, respectively, optionally substituted by fluorine, chlorine, methoxy or ethoxy.

Instead of pure biologically active substances of the formula (I) in the composition of the combinations of biologically active substances according to the invention may also contain salts of compounds of formula (I) with metals and/or nitrogen-containing compounds of the main character.

Preferred are salts of compounds of formula (I) with alkali metals, particularly lithium, sodium, potassium, rubidium or cesium, even more preferably sodium or potassium; alkaline-earth metals, in particular magnesium, calcium or barium, more preferably calcium; or earth metals, in particular aluminum.

In addition, preferred are salts of compounds of formula (I) with ammonia, alkylamines followed with 1-6 carbon atoms, in particular methylamine, ethylamine, n - or isopropylamino, n-, ISO-, sec - or tert-butylamine, n-, ISO-, sec - or tert-pentylamine; dialkylamino with 1-6 carbon atoms in the alkyl ostad the x, in particular, dimethylamine, diethylamine, dipropylamine, Diisopropylamine, dibutylamine, diisobutylamine, di-sec-butylamine, dipetalonema, diisobutylamine, di-sec-pentylamine and vexillium; trialkylamine with 1-4 carbon atoms in the alkyl residues, in particular trimethylamine, triethylamine, Tripropylamine, tributylamine and N-ethyldiethanolamine; cyclooctylamine with 3-6 carbon atoms, in particular cyclopentylamine or cyclohexylamino; dicyclohexylamine with 3-6 carbon atoms in cycloalkyl residues, in particular Dicyclopentadiene or dicyclohexylamine; N-C1-C4-alkyl-C3-C6-cycloalkenyl, in particular N-methylcyclopentadiene, N-ethylcyclohexylamine, N-methylcyclohexylamine or N-ethylcyclohexylamine; N,N-di-(C1-C4-alkyl)-C3-C6-cycloalkenyl, in particular N,N-dimethylcyclohexylamine, N,N-diethylnicotinamide, N,N-dimethylcyclohexylamine or N,N-diethylacetamide; N-C1-C4-alkyl di(C3-C6-cycloalkyl)amines, in particular N-methyldicyclohexylamine, N-etilditsiklogeksilbenzolov, N-methyldicyclohexylamine or N-etilditsiklogeksilbenzolov; fenilalkilaminov with 1-4 carbon atoms in the alkyl residue, in particular benzylamino, 1-phenethylamine or 2-phenethylamine; N-C1-the 4-alkylphenyl-C1-C4-bonds alkylamines, in particular N-methylbenzylamine or N-ethylbenzylamine; N,N-di-(C1-C4-alkyl)-phenyl-C1-C4-bonds alkylamines, in particular N,N-dimethylbenzylamine or N,N-diethylaniline; or azines, which can be, if necessary, annelirovaniya and/or substituted by alkyl with 1-4 carbon atoms, in particular a pyridine, a quinoline, 2-methylpyridine, 3-methylpyridine, 4-methylpyridine, 2,4-dimethylpyridine, 2,6-dimethylpyridine or 5-ethyl-2-methylpyridine.

Compounds of basic character, which can be used to obtain used according to the invention the salts of the compounds of formula (I)are:

acetates, amides, carbonates, bicarbonates, hydrides, hydroxides or alkaline alcoholate or alkaline-earth metals, in particular acetates of sodium, potassium or calcium, lithium amides, sodium, potassium or calcium, carbonates of sodium, potassium or calcium, bicarbonates of sodium, potassium or calcium hydrides of lithium, sodium, potassium or calcium hydroxides of lithium, sodium, potassium or calcium, methanolate, ethanolate, n - or isopropanolate, n-, ISO-, sec - or tert-butanolate sodium or potassium.

Below are examples of compounds of formula (I)used according to the invention in combinations of biologically active substances.

2-(2-chlorophenylsulfonyl)-, 2-(2-bromo shall arilsulfonilglitsiny)-, 2-(2-methylphenylsulfonyl)-, 2-(2-ethylphenethylamine)-, 2-(2-n-propyltrichlorosilane)-, 2-(2-isopropylaminocarbonyl)-, 2-(2-triftormetilfullerenov)-, 2-(2-methoxyphenylacetylene)-, 2-(2-ethoxytrimethylsilane)-, 2-(2-n-propositionalization)-, 2-(2-isopropoxycarbonyloxymethyl)-, 2-(2-differencebetweenultramandtramadol)-, 2-(2-triftormetilfullerenov)-, 2-(2-methoxycarbonylaminophenyl)-, 2-(2-ethoxycarbonylmethylene)-, 2-(2-n-propeciaonlineorder.info)-, 2-(2-isopropoxycarbonyloxymethyl)- 2-(2-chloro-6-methylphenylsulfonyl)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazole-3-he-4-methyl-5-ethoxy-2,4-dihydro-3H-1,2,4-triazole-3-he-4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazole-3-he-4-methyl-5-isopropoxy-2,4-dihydro-3H-1,2,4-triazole-3-he-4-methyl-5-triptoreline-2,4-dihydro-3H-1,2,4-triazole-3-he-4-methyl-6-methylthio-2,4-dihydro-3H-1,2,4-triazole-3-he-4-methyl-5-ethylthio-2,4-dihydro-3H-1,2,4-triazole-3-he-4-methoxy-5-methyl-2,4-dihydro-3H-1,2,4-triazole-3-he-4-methoxy-5-ethyl-2,4-dihydro-3H-1,2,4-triazole-3-he-4-methoxy-6-n-propyl-2,4-dihydro-3H-1,2,4-triazole-3-he-4-temporaril-5-methoxy-2,4-dihydro-MN-1,2,4-triazole-3-he-4-cyclopropyl-5-ethoxy-2,4-dihydro-3H-1,2,4-triazole-3-he-4-cyclopropyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazole-3-one, -4-cyclopropyl-5-isopropoxy-2,4-dihydro-3H-1,2,4-triazole-3-he-4-cyclopropyl-5-triptoreline-2,4-dihydro-ZN-1,2,4-triazole-3-one, and sodium and potassium salts of these compounds.

Compounds of formula (I), particularly suitable for use in combination with other biologically active substances are 2-(2-methoxycarbonylaminophenyl)-4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazole-3-one (compound I-1=procarbazine or propoxycarbazone) and 2-(2-triftormetilfullerenov)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazole-3-one (compound I-2=flucarbazone), and the corresponding sodium salt (sodium salt of compound I-1=procarbazine(-sodium) or propoxycarbazone(-sodium) and sodium salt of compound I-2=flucarbazone(-sodium)).

The compounds of formula (I) described in the above patent applications or descriptions of inventions to the patent.

Biologically active substances of group 2 in accordance with their chemical structure can be attributed to the following classes of compounds.

Amides (for example, beflubutamid, propanil), allheterocou (for example, azafenidin, bestindian, butoverall(-allyl), cinidon(-ethyl), flatlet, flumioxazin, oxadiazon, oxadiargyl, proplusr, pyraflufen (-ethyl), pyridinol, 4-[4,5-dihydro-4-methyl-5-oxo-(3-trifluoromethyl)-1H-1,2,4-triazole-1-yl]-2-[(ethylsulfonyl)amino]-5-fluoro who ensorcelling), aryloxyphenoxy (for example, cyhalofop(-butyl), fenoxaprop(-P-ethyl), fluazifop(-P-butyl), haloxyfop(P-methyl), quizalofop(-R-ethyl)), derivatives of carboxylic acids (for example, triclopyr), chloracetamide (for example, dimethenamid-R,S-metolachlor, propisochlor), cyclohexanedione (for example, butoxide, clefoxydim, cycloxydim, sethoxydim), dinitroanilines (for example, benfluralin, oryzalin), diphenyl esters (for example, acifluorfen(-sodium), fomesafen, lactofen, oxyfluorfen), isoxazoles (for example, isoxaflutole), oxyacetylene (for example, mefenacet), pyridine (for example, thiazopyr), pyrimidinyl(thio)benzoate (for example, perbenzoic, Perminova(-methyl), pyrithiobac(-sodium)), sulfonylureas (e.g., azimsulfuron, encultured, chlorimuron(-ethyl), foramsulfuron, iodosulfuron(maternaty), trifloxysulfuron, triflusulfuron(-methyl)), tetrazolium (for example, phentramin), THIOCARBAMATE (for example, timepart), triazinone (for example, metamitron), triazoles (e.g., amitrol), triazolopyrimidine (for example, dicloflam, florasulam), triketones (for example, mesotrione).

As a particularly suitable component combinations of biologically active substances it is necessary to note the following connection groups 2.

Nicarbazin, beflubutamid, cinidon(-ethyl), fenoxaprop(-P-ethyl), florasulam, flatlet, flufenacet, yo is sulfuron(maternaty).

Especially preferred is the use of nicarbazin as biologically active substances of group 2.

Especially preferred is also the use of beflubutamid as biologically active substances of group 2.

Especially preferred is also the use of cinidon(-ethyl) as a biologically active substance group 2.

Especially preferred is also the use of fenoxaprop(-R-ethyl) as a biologically active substance group 2.

Especially preferred is also the use of florasulam as biologically active substances of group 2.

Especially preferred is also the use of plazoleta as biologically active substances of group 2.

Especially preferred is also the use of flufenacet as biologically active substances of group 2.

Especially preferred is also the use of iodosulfuron(-metallatria) as a biologically active substance group 2.

Herbicide means according to the invention preferably contain one or two biologically active substances of group 1, one to three biologically active compounds of group 2 and, if necessary, one biologically active substance group 3.

In particular, GE is bezenye means according to the invention contain one biologically active substance group 1, one or two of biologically active substances of group 2 and, if necessary, one biologically active substance group 3.

As a particularly suitable component combinations of biologically active substances should be mentioned the following compounds of group 3.

1-methylhexanoic ether 5-chlorhydrin-8-exucuse acid (cloquintocet) and diethyl-1 -(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1 H-pyrazole-3,5-in primary forms (mefenpyr(-diethyl)), improves the compatibility of the combination of biologically active substances with the crops.

Below are examples of combinations of biologically active substances according to the invention.

Flucarbazone(sodium) + beflubutamid, flucarbazone(sodium) + beflubutamid + mefenpyr(-diethyl), flucarbazone(sodium) + beflubutamid + cloquintocet, flucarbazone (sodium) + cinidon (-ethyl), flucarbazone (sodium) + cinidon (-ethyl) + mefenpyr (-diethyl), flucarbazone (sodium) + cinidon (-ethyl) + cloquintocet, flucarbazone(sodium) + fenoxaprop(-P-ethyl), flucarbazone(sodium) + fenoxaprop(-R-ethyl) + mefenpyr(-diethyl), flucarbazone(sodium) + fenoxaprop(-R-ethyl) - + cloquintocet, flucarbazone(sodium) + florasulam, flucarbazone(sodium) + florasulam + mefenpyr(-diethyl), flucarbazone(sodium) + florasulam + cloquintocet, flucarbazone(sodium) + flufenacet, flucarbazone(sodium) + flufenacet + MEF is nper(-diethyl), flucarbazone (sodium) + flufenacet + cloquintocet, flucarbazone(sodium) + iodosulfuron(maternaty), flucarbazone(sodium) + iodosulfuron(maternaty) + mefenpyr(-diethyl), flucarbazone(sodium) + iodosulfuron(maternaty) + cloquintocet.

Procarbazine(sodium) + beflubutamid, procarbazine(sodium) + beflubutamid + mefenpyr(-diethyl), procarbazine(sodium) + beflubutamid + cloquintocet, procarbazine(sodium) + cinidon(-ethyl), procarbazine(sodium) + cinidon(-ethyl) + mefenpyr(-diethyl), procarbazine(sodium) + cinidon(-ethyl) + cloquintocet, procarbazine(sodium) + fenoxaprop(-P-ethyl), procarbazine(sodium) + fenoxaprop(-R-ethyl) + mefenpyr(-diethyl), procarbazine(sodium) + fenoxaprop(-R-ethyl) - + cloquintocet, procarbazine(sodium) + florasulam, procarbazine(sodium) + florasulam + mefenpyr(-diethyl), procarbazine(sodium) + florasulam + cloquintocet, procarbazine(sodium) + iodosulfuron(maternaty), procarbazine(sodium) + iodosulfuron(maternaty) + mefenpyr(-diethyl), procarbazine(sodium) + iodosulfuron(maternaty) + cloquintocet.

It has been unexpectedly discovered that the combination of biologically active substances, consisting of arilsulfonilglitsinov formula (I) and the above biologically active compounds of group 2, along with excellent compatibility with crops is diversified plants have particularly strong herbicide action and can be used for selective fight against monocotyledonous and dicotyledonous weeds in various cultivated plants, in particular wheat and barley, as well as for semi selective and non-selective fight against monocotyledonous and dicotyledonous weeds.

It was unexpectedly found that herbicide action of the above combinations, consisting of biologically active compounds of groups 1 and 2 significantly exceeds the amount of herbicide action of these substances when they are used.

Thus, has an unexpected synergistic effect, and not a simple summation of herbicide action used separately biologically active substances. New combinations of biologically active substances have not only excellent compatibility with many cultivated plants, but high activity in the fight against weeds, hard to destroy in other ways. Thus, new combinations of biologically active substances are a valuable addition to the existing range of herbicides.

The synergistic effect of the combinations according to the invention is especially evident when certain ratios of the elemental composition of biologically active substances. However, the mass ratio of the individual biologically active substances can be varied within relatively wide limits. In the General case, one mass part of the biologically active substances of the formula (I) is from 0.01 to 1000, predpochtite the flax from 0.02 to 500 and particularly preferably from 0.05 to 100 mass parts of the biologically active substance group 2.

Especially preferred is the use of the following compounds of group 3 in combinations of biologically active substances.

1-methylhexanoic ether 5-chlorhydrin-8-exucuse acid (cloquintocet), ethyl-4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylic (isoxadifen(-ethyl), and diethyl-1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1H-pyrazole-3,5-in primary forms (mefenpyr(-diethyl))designed to improve the compatibility of biologically active substances with cereal crops, as well as 4-dichloroacetyl-1-oxa-4-azaspiro[4.5]decane (AD-67), 1-dichlorocyclohexane-3,3,8A-trimethylpyrrole[1,2-a]pyrimidine-6(2H)-he (VAZ-145138), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazin (enoxacin), 2,2-dichloro-N,N-di-2-propylacetamide (dichlormid), 3-dichloroacetyl-2,2,5-trimethyloxazolidine (R-29148) and ethyl ester of 1-(2,4-dichlorophenyl)-5-trichloromethyl-1H-1,2,4-triazole-3-carboxylic acid (fenchlorphos(-ethyl), that are designed to improve the compatibility of biologically active substances with corn.

Unexpected should be considered and the fact that many well-known protective agents or antidotes to counteract the harmful effects of herbicides on plants, it is precisely the abovementioned compounds of group 3 is almost completely suppressing such harmful effects of biologically active substances of the formula (I) and their salts, when n is necessary used in combination with one or more of the above compounds of group 2, and effectiveness on weeds herbicide action remains unchanged.

The effect of compatibility with cultivated plants combinations of biologically active substances according to the invention is particularly apparent when a preferred certain ratios included in their components. However, the mass ratio of the individual biologically active substances can be varied within relatively wide limits. In the General case, one mass part of the biologically active substances of the formula (I) or its mixture with a biologically active substance group 2 varies from 0.001 to 1000, preferably from 0.01 to 100 and particularly preferably from 0.1 to 10 mass parts of the biologically active substance group 3.

According to the invention the processing may be subjected to any plants and any plant part. Under the plants imply any species and populations: desirable or undesirable, wild or cultivated plants (including growing in natural conditions). Cultivated plants, including transgenic plants and those plants that can or cannot be protected characteristic testimony, can be grown due to the use is of conventional breeding methods and optimization methods of bio - and gene technology, or combinations of these methods. Under parts of plants should include any above-ground or underground parts or organs of plants, including shoots, leaves, flowers and roots. As examples of plant parts can cause the leaves, needles, stems, trunks, flowers, perianth, fruits and seeds and also roots, tubers and rhizomes. To parts of the plants is also intended for reproduction vegetative and generative material, for example cuttings, tubers, rhizomes, cuttings and seeds.

According to the invention are plants and plant parts are treated with biologically active substances directly or through effects on the environment, habitat or closed repository, using conventional methods, such as dipping, spraying, evaporation, thin spraying, spreading, coating, and processing intended for propagation materials such as seeds, carry out single or multiwall wrapping.

Under plants produced using the methods of bio - and gene technology, or combinations of these methods involve such species, which are resistant to the so-called 4-hydroxyphenylpyruvate dioxygenase (4-HPPD) -, 5-enolpyruvylshikimate-3-fosfat (EPSP)and/or protoporphyrinogen oxidase (PPO)inhibitors of growth, especially as the damage(Acuron)-plants.

Biologically active substances according to the invention can for example be used for the following plants.

Dicotyledonous weed species: Abutilon (abutilon), Amaranthus (amaranth), Ambrosia (ragweed), Anoda (anode), Anthemis (Popovka), Aphanes, Atriplex (quinoa), Bellis (Daisy), Bidens (series), Capsella (smoczyk), Carduus (Thistle), Cassia (Cassia), Centaurea (cornflower), Chenopodium (pigweed), Cirsium (Thistle), Convolvulus (bindweed), Datura (Datura), Desmodium (desmodium), Emex (EMEX), Erysimum (wallflower), Euphorbia (spurge), Galeopsis (pikulnik), Galinsoga (galinsoga), Galium (bedstraw), Hibiscus (hibiscus, China rose), Ipomoea (morning glory), Kochia (Kochia), Lamium (dead-nettle), Lepidium (cress), Lindernia (lindernia), Matricaria (Matricaria), Mentha (mint), Mercurialis (polesny), Mullugo, Myosotis (forget-me-not), Papaver (poppy), Pharbitis (pharbitis), Plantago (plantain)Polygonum (knotweed), Portulaca (purslane), Ranunculus (Buttercup), Raphanus (radish wild), Rorippa (gershnik), Rotala (rotala), Rumex (sorrel), Salsola (kurauchi), Senecio (Senecio), Sesbania (sesbania), Sida (Lucia), Sinapis (mustard), Solanum (nightshade), Sonchus (oten), Sphenoclea, Stellaria (starwort), Taraxacum (dandelion), Thiaspi (field), Trifolium (clover), Utrica (nettle), Veronica (Veronica), Viola (violet), Xanthium (cocklebur).

Dicotyledonous cultivated plants species: Arachis (peanut), Beta (beet), Brassica (cabbage), Cucumis (cucumber), Cucurbita (pumpkin), Helianthus (sunflower), Daucus (carrot), Glycine (soybean), Gossypium (cotton), Ipomoea (morning glory), Lactuca (lettuce), Linum (flax), Lycopersicon (tomato), Nicotiana (tobacco), Phaseolus (bean), Pisum (pea), Solanum (nightshade), Viia (Vic).

Monocotyledonous weeds species: Aegilops (Aegilops), Agropyron (Wheatgrass), Agrostis (bentgrass), Alopecurus (Alopecurus), Apera, Avena (oats), Brachiaria, Bromus (brome), Cenchrus (cenchrus), Commelina, Cynodon (cynodon), Cyperus (Cyperus), Dactyloctenium, Digitaria (weed), Echinochloa (barnyard grass), Eleocharis (bolotnitsa), Eleusine (Eleusis), Eragrostis (eragrostis, polovicka), Eriochloa, Festuca (ovsyannitsa), Fimbristylis, Heteranthera (heteranthera), Imperata (licorice), Ischaemum (vulture-Ukr.), Leptochloa, Lolium (ryegrass), Monochoria (Monochoria), Panicum (millet), Paspalum (buckwheat), Phalaris (Canary grass), Phleum (Timothy grass), PoA (bluegrass), Rottboellia, Sagittaria (arrowhead), Scirpus (bulrush), Setaria (spickle), Sorghum (sorghum).

Monocotyledonous plants species: Allium (onion), Ananas (pineapple), Asparagus (asparagus), Avena (oats), Hordeum (barley), Oryza (rice), Panicum (millet), Saccharum (sugar cane), Secale (rye), Sorghum (sorghum), Triticale (triticale), Triticum (wheat), Zea (maize).

However, the use of biologically active substances according to the invention are in any case not limited to the above species, but equally applies to other plants.

The combination of biologically active substances according to the invention can be used as in conventional plantation forestry crops cultivated ordinary way with the proper width of rows (for example, when growing grapes, fruits and citrus), and for processing the territory of industrial buildings, railway lines, roads in the area. It is also suitable for processing stubble and minimum tillage. You can use them to destroy the grass in potato fields or as defoliants, intended for example, for processing cotton plantations. Another field of application is the treatment of steam fields, fruit nurseries, plantations, meadows, pastures and cultivation of ornamental plants.

Biologically active substances according to the invention can be converted into a regular outlet forms, such as solutions, emulsions, wettable powders, suspensions, dusty, powdered drugs, pastes, soluble powders, granules, suspension-emulsion concentrates. Biologically active substances may be impregnated natural and synthetic materials. Particles of these substances can be microcapsulating, that is enclosed in a thin polymer shell.

The above final form of the biologically active substances are obtained by known methods, for example, by mixing with diluents, that is liquid solvents and/or solid carriers, optionally carried out with the addition of surface-active substances, in particular emulsifiers, dispersants and/or foam-making tools.

If the diluent is water, as an aid for dissolved whom I can be additionally used, for example, organic solvents. Liquid solvents are aromatic hydrocarbons, in particular xylene, toluene or alkylnaphthalenes, chlorinated aromatic or aliphatic hydrocarbons, in particular chlorobenzene, chloroethylene or methylene chloride, aliphatic hydrocarbons, in particular cyclohexane or paraffins, for example petroleum fractions, mineral and vegetable oils, and alcohols, in particular butanol or glycol, the corresponding ethers and esters, ketones, in particular acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, highly polar solvents, in particular dimethylformamide and dimethylsulfoxide, or water.

Under the solid media implies, for example, ammonium salts, powdered natural rocks, in particular kaolin, alumina, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, powdered synthetic materials, in particular highly dispersed silicic acid, alumina and silicates. As solid carriers for the manufacture of pellets used, for example, crushed and fractionated natural rocks, in particular calcite, marble, pumice, thick, dolomite, pellets based powdered synthetic inorganic and organic materials, as well as granulates on Osnovianenko materials, such as sawdust, coconut shells, corn cobs and tobacco stalks. As emulsifiers and/or foaming agents, such as on non-ionic and anionic emulsifier, in particular esters on the basis of polyethylene oxide and fatty acid series, ethers on the basis of polyethylene oxide and aliphatic alcohols, in particular alkylaromatics, alkyl sulphonates, alkyl sulphates, arylsulfonate, and the products of hydrolysis of proteins. As dispersing agents can be used, for example, ligninsulfonate liquors and methylcellulose.

Part of graduation forms can be entered as a means of improving the adhesion, in particular carboxymethylcellulose, natural and synthetic polymers in powdered and granulated state, or in the form of latexes, such as gum Arabic, polyvinyl alcohol, polyvinyl acetate, and also natural (Catalina and lecithins and synthetic phospholipids. Perhaps the use of other additives, such as mineral and vegetable oils.

You can use dye-based inorganic pigments, for example iron oxide, titanium oxide, Prussian blue, and organic dyes such as azo dyes, alizarin and metallophthalocyanine dyes, and trace elements, in particular salts of W is found manganese, boron, copper, cobalt, molybdenum and zinc.

The content of biologically active substances in the discharge forms in the range of from 0.1 to 95 wt.%, preferably from 0.5 to 90% by weight of..

The combination of biologically active substances according to the invention in General used in the form of the respective discharge forms, but you can also mix the individual biologically active substances in the form of individual graduation forms, that is, to obtain a mixture of such forms by mixing in the tank.

New combinations of biologically active substances can be used as such or in the form of mixtures of the corresponding graduation forms with other known herbicides, and in this case you may receive a special discharge forms or simple mixing in the tank. It is also possible mixing combinations according to the invention with other known biologically active substances, in particular fungicides, insecticides, acaricides, nematicides, means to protect plants from birds, growth regulators, designed for plant nutrition, nutritional supplements, and also means improving the soil structure. If we are talking about the special use of herbicides, in particular on post-harvest processing plants, it may be preferred is doing in the composition of the final form of additional, improves compatibility with plants additives, which are mineral or vegetable oils (e.g., the drug trade "Oleo DuPont 11E") or ammonium salts, such as sulphate or ammonium thiocyanate.

Biologically active substances can be used as such in the relevant final form or prepared from them by further dilution, such as ready-to-use solutions, suspensions, emulsions, Farrukh Dustov, pastes and granules. Direct application carried out by conventional means, for example by watering, spraying, spraying or spreading.

The combination of biologically active substances according to the invention can be used as before the shoot and after the shoot of the plants, i.e. in accordance with the methods of pre - and post-harvest processing. In addition, they can be incorporated into the soil before sowing.

The following examples demonstrate the excellent herbicide action new combinations of biologically active substances. While applied separately biologically active substances have a low level of herbicide action, appropriate combinations always have a stronger effect of suppressing the growth of weeds compared to the sum of the individual effects.

Synergistic effect of herbicides appears always, if the emblem is sidnee action combination of biologically active substances above than their individual application.

The expected activity of a combination of two herbicides can be calculated as follows (see S.R. COLBY, "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds 15, Seiten 20-22, 1967).

If

X = the percentage defeat weeds herbicide And a biologically active substance of the formula (I) at the rate of its consumption p (kg/ha),

Y = the percentage defeat weed herbicide In a biologically active substance of the formula (II) at the rate of its flow rate q (kg/ha),

E = the expected defeat of weeds by herbicides a and b when the norms of consumption, respectively, "p" and "q" (kg/ha),

E=X+Y-(X·Y/100).

If the actual defeat exceeds the estimated value, the herbicide effect of the combination of biologically active substances exceeds the additive value, which means that there is a synergistic effect.

Herbicide activity of combinations of biologically active substances according to the invention, installed as a result of their practical application, exceeds the relevant value obtained by calculation, which indicates inherent in new combinations synergistic effect.

This conclusion is confirmed, in particular, the examples below.

Examples of use

Used conventional exhaust form ispite who's biologically active substances. Procarbazine and flucarbazone(-sodium) was used as final form 70 WG. Fenoxaprop(-R-ethyl) used in a mixture with mefenpyr(-diethyl) in the form of a final form Ralon® Super 69 EW (contents mefenpyr(-diethyl) 75 g/l). Cinidon(-ethyl) and florasulam, and iodosulfuron mixed with mefenpyr(-diethyl) was applied in the form of ready graduation forms Lotus® 200 EU, Primus® 50 SC and Hussar® 5 WG (15% mefenpyr(-diethyl)). Nicarbazin used as final form 70 WG.

Number of biologically active substances (final form) is dissolved in 2-3 ml of acetone or dimethylformamide, if necessary, add 1 ml of emulsifier and the solution was diluted with water to the desired concentration.

To obtain mixtures of the specified number of first dissolved biologically active substance is mixed with the required amount of the second biologically active substances (if desired, with additional biologically active substances prom forms or other ingredients) and the resulting mixture is diluted to the desired concentration with water.

When conducting pre - and post-harvest trials in the sprayed solution is usually added surfactant (Renex 36) in a concentration of 0.1%.

Number of biologically active substances (final form) are selected so as to ensure the desired norm is ashada per hectare.

The example In

Post-harvest test (greenhouse)

The test plants are grown in controlled conditions (temperature, light). After they grow to a height of 5-15 cm, they are sprayed with the test compound or combination of test compounds so that per unit area had the desired amount of biologically active substances. The concentration of the working solution are selected so that a desired amount of biologically active substance per hectare contained in 500 l of water.

After spraying the pots with plants placed in a greenhouse with constant light and temperature conditions.

About three weeks assess the degree of suppression of plant growth in percentage in relation to their growth in the control experiment (without processing biologically active substance).

Mean:

0%=complete lack of efficacy (as in the control experiment),

100%=complete defeat of plants.

The following tables provide data concerning the types and quantities used of biologically active substances, species of test plants, as well as the test results, and a.i. means "biologically active substance" (active ingredient).

The applicant shall submit the following additional biological data relating to a proposed drug, which includes a combination of procarbazine and flucarbazone, respectively, as a component (a) and mesosulfuron as component (b). The following data are obtained similar to that shown in the examples to p.42-44, with the only difference that

- the test plants are sprayed with the test compound or combination of test compounds in stages 3-5 leaf,

the concentration of the working solution are selected so that the desired amount of active substance per hectare contained in 300 l of water, and

- assess the extent the Yan suppress plant growth after about 4 weeks:

Table B-65
The applied amount of a.i, g/haLolium Polygonum (experience)Lolium Polygonum (calculation of Colby)
Procarbazine-sodium15

7,5
40

20
Mesosulfuron2,510
Procarbazine-sodium + Mesosulfuron15+2,57046
7,5+2,56028
Metsulfuron(-methyl) use exhaust form 75 WG.

Table B-67
The applied amount of A.I., g/haAlopecurus myosuroides (experience)Alopecurus myosuroides (calculation of Colby
Flucarbazone-sodium1580
Mesosulfuron210
Flucarbazone-sodium + Mesosulfuron15+29582
Metsulfuron(-methyl) use exhaust form 75 WG.
Table B-66
The applied amount of a.i., g/haGalium aparine (experience)Galium aparine (calculation of Colby)
Procarbazine-sodium7,548
Mesosulfuron2,50
Procarbazine-sodium + Mesosulfuron7,5+2,55548
Metsulfuron(-methyl) use exhaust form 75 WG.

1. Herbicide preparation which contains a combination of biologically active substances, consisting of

and allconvertertoiphone General formula (I)

in which R1means unsubstituted alkyl;

R2means unsubstituted alkoxy;

R3means the unsubstituted alkoxycarbonyl or alkoxy substituted by halogen;

R4means hydrogen;

or salt of the compounds of formula (I), and

(b) compounds of the second group of herbicides, including 4-amino-N-(1,1-dimethylethyl)-4,5-dihydro-3-(1-methylethyl)-5-oxo-1H-1,2,4-triazole-1-carboxamide (nicarbazin), ethyl ester of 2-chloro-3-[2-chloro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindole-2-yl)phenyl]-2-propanoic acid (cinidon(-ethyl)), (R)-ethyl-2-[4-(6-chlorobenz-oxazol-2-yloxy)fenoc and]propanoate(fenoxaprop(-P-ethyl), N-(2,6-differenl)-8-fluoro-5-methoxy[1,2,4]triazolo[1,5-C]pyrimidine-2-sulphonamide (florasulam), N-(4-forfinal)-N-isopropyl-2-(5-trifluoromethyl-1,3,4-thiadiazole-2-yloxy)ndimethylacetamide (flufenacet), N-(4-methoxy-6-methyl-1,3,5-triazine-2-yl)-N'-(5-iodine-2-methoxycarbonylaminophenyl)urea(iodosulfuron(-methyl)and its salts and methyl ether 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]-carbonyl]amino]sulfonyl]-4-[[(methylsulphonyl)amino] methyl] benzoic acid (mesosulfuron),

and, if necessary,

(C) compounds that improves the compatibility with cultivated plants, selected from the following groups:

1-methylhexanoic ether 5-chlorhydrin-8-exucuse acid (cloquintocet-mexyl) and diethyl-1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1H-pyrazole-3,5-in primary forms (mefenpyr (-diethyl)),

and one mass part of biologically active substances (a) of the formula (I) is from 0.05 to 100 parts by weight of biologically active substances of group (b) and, optionally, one mass part of biologically active substances (a) of the formula (I) or its mixture with a biologically active substance of group (b)accounts for from 0.1 to 10 parts by weight of compounds of group (C)

with the exception of the preparation containing a combination of (a) flucarbazone and (b) cinidon-ethyl.

2. Herbicide preparation according to claim 1, characterized in that arilsulfonilglitsiny General formula (I) are 2-(2-methoxy-carbonfinanceonline.com)-4-methyl-5-n-is robaxi-2,4-dihydro-3H-1,2,4-triazole-3-one (procarbazine or propoxycarbazone), 2-(2-triftormetilfullerenov)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazole-3-one (flucarbazone) or sodium salts of these compounds (respectively, propoxycarbazone (-sodium) and flucarbazone (-sodium)).

3. Herbicide preparation according to claim 1 or 2, characterized in that the connection of the second group of herbicides (component (b)) selected from the following biologically active substances:

nicarbazin, cinidon-ethyl, fenoxaprop-P-ethyl, florasulam, flufenacet, iodosulfuron-mutilati, mesosulfuron.



 

Same patents:

FIELD: organic chemistry, herbicides.

SUBSTANCE: invention describes a synergetic composition with the effective content of components (A) and (B) wherein (A) means herbicide chosen from the group of compounds of the formula (I): wherein R1, R2, R, X, Y and Z have values given in the invention claim or their salts; (B) means one or some herbicides among the following groups: (B1) selective herbicides with activity in some dicotyledonous cultures against monocotyledonous and dicotyledonous weeds; (B2) selective herbicides with activity in some dicotyledonous cultures against dicotyledonous weeds; (B3) selective herbicides with activity in some dicotyledonous cultures with preferable effect against monocotyledonous weeds. Also, invention describes a method for control against weeds using the proposed composition. Using the combination of proposed herbicides results to the synergetic effect.

EFFECT: valuable herbicide properties of composition.

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EFFECT: higher efficiency.

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FIELD: organic chemistry, agriculture, herbicide composition.

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FIELD: organic chemistry, agriculture.

SUBSTANCE: invention relates to herbicidal agent containing effective amount of active compound mixture including a) 2-(2-methoxycarbonylsulfonyl aminocarbonyl)-4-methyl-5-propoxy-2,4-dihydro-3H-1,2,4-triazole-3-one of general formula I 1 or sodium salt thereof; and b) one compound improving resistance of agriculture plants, namely diethyl-1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1H-pyrazole-3,5-licarboxylate in ratio a/b of 1:0.025-25 pts.

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SUBSTANCE: invention describes a synergetic composition with the effective content of components (A) and (B) wherein (A) means herbicide chosen from the group of compounds of the formula (I): wherein R1, R2, R, X, Y and Z have values given in the invention claim or their salts; (B) means one or some herbicides among the following groups: (B1) selective herbicides with activity in some dicotyledonous cultures against monocotyledonous and dicotyledonous weeds; (B2) selective herbicides with activity in some dicotyledonous cultures against dicotyledonous weeds; (B3) selective herbicides with activity in some dicotyledonous cultures with preferable effect against monocotyledonous weeds. Also, invention describes a method for control against weeds using the proposed composition. Using the combination of proposed herbicides results to the synergetic effect.

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EFFECT: effective herbicidal compositions for selective weed control.

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EFFECT: composition of high herbicidal activity.

8 cl, 6 tbl

FIELD: organic chemistry, insecticides.

SUBSTANCE: invention describes an insecticide agent comprising synergetic mixture of compound of the formula (I): wherein W, X, Z, R and G have values given in the invention claim and one of the following compounds: lufenuron, triflumuron, novaluron, fluphenoxuron, emamectin, methoxyphenozide, endosulfan, fipronil, ciromazin, indoxacarb. Insecticide activity of the proposed agent is higher as compared with sum of activities of individual active substances.

EFFECT: enhanced activity of agent.

2 cl, 23 tbl, 6 ex

FIELD: organic chemistry, agriculture, herbicides.

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EFFECT: improved and valuable properties of agent.

8 cl, 5 tbl, 1 ex

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