MXPA06010000A - Novel herbicides based on substituted thien-3-yl-sulphonylamino(thio)carbonyl-triazolin(thi)ones and 4-hppd-inhibitors - Google Patents
Novel herbicides based on substituted thien-3-yl-sulphonylamino(thio)carbonyl-triazolin(thi)ones and 4-hppd-inhibitorsInfo
- Publication number
- MXPA06010000A MXPA06010000A MXPA/A/2006/010000A MXPA06010000A MXPA06010000A MX PA06010000 A MXPA06010000 A MX PA06010000A MX PA06010000 A MXPA06010000 A MX PA06010000A MX PA06010000 A MXPA06010000 A MX PA06010000A
- Authority
- MX
- Mexico
- Prior art keywords
- carbon atoms
- case
- alkyl
- chloro
- group
- Prior art date
Links
- 239000004009 herbicide Substances 0.000 title claims abstract description 27
- 239000003112 inhibitor Substances 0.000 title abstract description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 46
- 150000003839 salts Chemical class 0.000 claims abstract description 11
- 241000196324 Embryophyta Species 0.000 claims description 84
- -1 (thio) carbonyltriazolin Chemical class 0.000 claims description 83
- 239000004480 active ingredient Substances 0.000 claims description 72
- 125000004432 carbon atom Chemical group C* 0.000 claims description 37
- 239000000203 mixture Substances 0.000 claims description 28
- 125000000217 alkyl group Chemical group 0.000 claims description 25
- 230000002363 herbicidal effect Effects 0.000 claims description 21
- 244000038559 crop plants Species 0.000 claims description 14
- 239000011737 fluorine Substances 0.000 claims description 13
- 229910052731 fluorine Inorganic materials 0.000 claims description 13
- 125000001153 fluoro group Chemical group F* 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 125000000304 alkynyl group Chemical group 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- OPGCOAPTHCZZIW-UHFFFAOYSA-N diethyl 1-(2,4-dichlorophenyl)-5-methyl-4h-pyrazole-3,5-dicarboxylate Chemical compound CCOC(=O)C1(C)CC(C(=O)OCC)=NN1C1=CC=C(Cl)C=C1Cl OPGCOAPTHCZZIW-UHFFFAOYSA-N 0.000 claims description 6
- MWKVXOJATACCCH-UHFFFAOYSA-N isoxadifen-ethyl Chemical compound C1C(C(=O)OCC)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 MWKVXOJATACCCH-UHFFFAOYSA-N 0.000 claims description 6
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 5
- PFJJMJDEVDLPNE-UHFFFAOYSA-N Benoxacor Chemical compound C1=CC=C2N(C(=O)C(Cl)Cl)C(C)COC2=C1 PFJJMJDEVDLPNE-UHFFFAOYSA-N 0.000 claims description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
- 239000000460 chlorine Chemical group 0.000 claims description 5
- 229910052801 chlorine Inorganic materials 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- MCNOFYBITGAAGM-UHFFFAOYSA-N 2,2-dichloro-1-[5-(furan-2-yl)-2,2-dimethyl-1,3-oxazolidin-3-yl]ethanone Chemical compound C1N(C(=O)C(Cl)Cl)C(C)(C)OC1C1=CC=CO1 MCNOFYBITGAAGM-UHFFFAOYSA-N 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- YRMLFORXOOIJDR-UHFFFAOYSA-N Dichlormid Chemical compound ClC(Cl)C(=O)N(CC=C)CC=C YRMLFORXOOIJDR-UHFFFAOYSA-N 0.000 claims description 4
- YNQSILKYZQZHFJ-UHFFFAOYSA-N R-29148 Chemical compound CC1CN(C(=O)C(Cl)Cl)C(C)(C)O1 YNQSILKYZQZHFJ-UHFFFAOYSA-N 0.000 claims description 4
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 claims description 4
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 4
- 125000003282 alkyl amino group Chemical group 0.000 claims description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 125000005102 carbonylalkoxy group Chemical group 0.000 claims description 4
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 4
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 4
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims description 4
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 4
- COYBRKAVBMYYSF-UHFFFAOYSA-N heptan-2-yl [(5-chloroquinolin-8-yl)oxy]acetate Chemical group C1=CN=C2C(OCC(=O)OC(C)CCCCC)=CC=C(Cl)C2=C1 COYBRKAVBMYYSF-UHFFFAOYSA-N 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- WNTGYJSOUMFZEP-SSDOTTSWSA-N (R)-mecoprop Chemical compound OC(=O)[C@@H](C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-SSDOTTSWSA-N 0.000 claims description 3
- HKELWJONQIFBPO-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-(trichloromethyl)-1,2,4-triazole-3-carboxylic acid Chemical compound N1=C(C(=O)O)N=C(C(Cl)(Cl)Cl)N1C1=CC=C(Cl)C=C1Cl HKELWJONQIFBPO-UHFFFAOYSA-N 0.000 claims description 3
- OHXLAOJLJWLEIP-UHFFFAOYSA-N 2-(dichloromethyl)-2-methyl-1,3-dioxolane Chemical compound ClC(Cl)C1(C)OCCO1 OHXLAOJLJWLEIP-UHFFFAOYSA-N 0.000 claims description 3
- 239000004606 Fillers/Extenders Substances 0.000 claims description 3
- 239000005574 MCPA Substances 0.000 claims description 3
- MKQSWTQPLLCSOB-UHFFFAOYSA-N benzyl 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate Chemical compound N1=C(Cl)SC(C(=O)OCC=2C=CC=CC=2)=C1C(F)(F)F MKQSWTQPLLCSOB-UHFFFAOYSA-N 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- HXKWSTRRCHTUEC-UHFFFAOYSA-N 2,4-Dichlorophenoxyaceticacid Chemical compound OC(=O)C(Cl)OC1=CC=C(Cl)C=C1 HXKWSTRRCHTUEC-UHFFFAOYSA-N 0.000 claims description 2
- WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 claims description 2
- HCEJOAJCHSLTDV-UHFFFAOYSA-N 2-(8-chloroquinoxalin-5-yl)oxyacetic acid Chemical compound C1=CN=C2C(OCC(=O)O)=CC=C(Cl)C2=N1 HCEJOAJCHSLTDV-UHFFFAOYSA-N 0.000 claims description 2
- NNYRZQHKCHEXSD-UHFFFAOYSA-N Daimuron Chemical compound C1=CC(C)=CC=C1NC(=O)NC(C)(C)C1=CC=CC=C1 NNYRZQHKCHEXSD-UHFFFAOYSA-N 0.000 claims description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 2
- UKSLKNUCVPZQCQ-UHFFFAOYSA-N Fluxofenim Chemical compound C=1C=C(Cl)C=CC=1C(C(F)(F)F)=NOCC1OCCO1 UKSLKNUCVPZQCQ-UHFFFAOYSA-N 0.000 claims description 2
- GRSMWKLPSNHDHA-UHFFFAOYSA-N Naphthalic anhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=CC3=C1 GRSMWKLPSNHDHA-UHFFFAOYSA-N 0.000 claims description 2
- 125000006323 alkenyl amino group Chemical group 0.000 claims description 2
- 125000005108 alkenylthio group Chemical group 0.000 claims description 2
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims description 2
- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
- 125000006319 alkynyl amino group Chemical group 0.000 claims description 2
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 2
- 125000005109 alkynylthio group Chemical group 0.000 claims description 2
- 125000001691 aryl alkyl amino group Chemical group 0.000 claims description 2
- 125000004659 aryl alkyl thio group Chemical group 0.000 claims description 2
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims description 2
- 125000001769 aryl amino group Chemical group 0.000 claims description 2
- 125000005110 aryl thio group Chemical group 0.000 claims description 2
- 125000004104 aryloxy group Chemical group 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- CPPKAGUPTKIMNP-UHFFFAOYSA-N cyanogen fluoride Chemical group FC#N CPPKAGUPTKIMNP-UHFFFAOYSA-N 0.000 claims description 2
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 2
- 125000005112 cycloalkylalkoxy group Chemical group 0.000 claims description 2
- 125000005366 cycloalkylthio group Chemical group 0.000 claims description 2
- 125000004494 ethyl ester group Chemical group 0.000 claims description 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 2
- 230000001737 promoting effect Effects 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- IIELHSBVKZPCBV-UHFFFAOYSA-N 1-(4-methylphenyl)-3-(1-phenylpropyl)urea Chemical compound C=1C=CC=CC=1C(CC)NC(=O)NC1=CC=C(C)C=C1 IIELHSBVKZPCBV-UHFFFAOYSA-N 0.000 claims 1
- GMBRUAIJEFRHFQ-UHFFFAOYSA-N Fenchlorazole-ethyl Chemical group N1=C(C(=O)OCC)N=C(C(Cl)(Cl)Cl)N1C1=CC=C(Cl)C=C1Cl GMBRUAIJEFRHFQ-UHFFFAOYSA-N 0.000 claims 1
- OAWUUPVZMNKZRY-UHFFFAOYSA-N cyprosulfamide Chemical compound COC1=CC=CC=C1C(=O)NS(=O)(=O)C1=CC=C(C(=O)NC2CC2)C=C1 OAWUUPVZMNKZRY-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 5
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- IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 description 4
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Abstract
The invention concerns herbicides, characterised in that they contain an effective amount of an active substance combination consisting of (a) at least one substituted thien-3-yl-sulphonylamino(thio)carbonyl-triazolin(thi)one of general formula (I), in which R1, R2 and R3 are defined as indicated in the description, or salts of the compounds of formula (I);and (b) one or more compounds taken from a second group of herbicides that contains selected 4-HPPD inhibitors;and optionally also (c) a compound that improves the resistance of cultivated plants. The invention also concerns the use of the herbicides for combating unwanted plant growth and a method for producing the herbicides.
Description
WO 2005/087004 A2 Illl! lílf Ifll K lilf I! llllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllll lili ÍIIÍ
Zur Erklarung der Zweibachlabc.n-Codes und der anderen Ab-kunungen wird auf dic Erklarungen ("Guidance Notes on Codes and? Bbrcvialions") am Anfang jeder regularen Ausgahc der PCT-Cazellc vcrwie.sen.
NEW HERBICIDES BASED ON TIEN-3- ILSULFONILAMINO (TlO) CARBONIL-TRIAZOLlN (TI) SUBSTITUTE AND INHIBITORS OF 4-HPPD
DESCRIPTIVE MEMORY
The invention relates to new synergistic combinations of active herbicidal ingredients comprising, on the one hand, the known thien-3-ylsulfonylamino (thio) carbonyltriazoline (t)) substituted and on the other hand one or more known herbicidal compounds and, if desired , in addition to a plant growth tolerance compound, and can be used successfully in particular in the control of weeds in various crops of useful plants or, instead, to control monocotyledonous and dicotyledonous weeds in the semi-selective segment and not selective. Substituted thien-3-ylsulfonylamino (thio) carbonyltriazolin (ti) ons are known as effective herbicides (see WO-A-01/05788). Additionally, the herbicides comprising these compounds and other known herbicides or insurers are known (cf. Patent WO-A-03/026427 and WO-A-03/026426). However, the action of these herbicides is not entirely satisfactory under all conditions. Surprisingly, it has now been found that a series of active ingredients from the class of substituted thien-3-ylsulfonylamino (thio) carbonyltriazolin (ti) ons, when applied in conjunction with certain herbicidal compounds, display synergistic effects in terms of its action against weeds, and can be used with particular advantage as broad-spectrum combination products to selectively control monocotyledonous and dicotyledonous weeds in crops of useful plants, such as cotton, barley, potatoes, corn, seed marc oilseed, rice, rye, soybean, sunflower, wheat, sugar cane and sugar beet, but also to control monocotyledonous and dicotyledonous weeds in the semi-selective and non-selective segment. The invention provides herbicidal compositions comprising an effective amount of a combination of active ingredient composed of: (a) at least one substituted thien-3-ylsulfonylamino (thio) carbonyltriazolin (ti) one of the formula (I):
wherein: R1 is optionally cyano-, halogen- or alkyl substituted with CC alkoxy having from 1 to 6 carbon atoms, R2 is hydrogen, hydroxyl, mercapto, amino, cyano, fluorine, chlorine, bromine or iodine, is optionally fluorine -, chloro-, bromo-, cyano-, C-C4-alkoxy, carbonyl-CC-alkyl, or alkyl-substituted with carbonyl-C-C4-alkoxy having from 1 to 6 carbon atoms, is in each case alkenyl or alkynyl optionally substituted with fluoro-, chloro- and / or bromo- having in each case from 2 to 6 carbon atoms, is in each case alkoxy, alkylthio, alkylamino or alkylcarbonylamino optionally substituted with fluorine, chloro-, cyano- C 1 -C 4 alkoxy or CC-carbonyl alkoxy having in each case 1 to 6 carbon atoms in the alkyl group is alkenyloxy, alkynyloxy, alkenylthio, alkynylthio, alkenylamino or alkynylamino having in each case 3 to 6 carbon atoms in the alkenyl or alkynyl group, is dialkylamino having in each case from 1 to 4 atoms The carbon atoms in the alkyl groups is in each case optionally aciridino, pyrrolidino, piperidino or morpholino optionally substituted with methyl- and / or ethyl-, is in each case cycloalkyl, cycloalkenyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino, cycloalkylalkyl, cycloalkylalkoxy, cycloalkylalkylthio or cycloalkylalkylamino optionally substituted with fluorine, chloro-, bromo-, cyano- and / or CrC4 alkyl, which in each case has from 3 to 6 carbon atoms in the cycloalkyl or cycloalkenyl group and optionally from 1 to 4 carbon atoms in the portion of alkylor is in each case aryl, arylalkyl, aryloxy, arylalkoxy, arylthio, arylalkylthio, arylamino or arylalkylamino optionally substituted with fluoro-, chloro-, bromo-, cyano-, nitro-, C-? - C4 alkyl, trifluoromethyl, alkoxy- of CrC, and / or carbonyl-alkoxy of C- | -C, having in each case from 6 to 10 carbon atoms in the aryl group and optionally from 1 to 4 carbon atoms in the alkyl portion, R3 is hydrogen, hydroxyl, amino, cyano, is C2-C-? Alkylideneamino, is alkyl optionally substituted with fluorine, chloro-, bromo-, cyano-, C4-alkoxy, carbonyl-alkyl- CrC4, or carbonyl-alkoxy, having 1 to 6 carbon atoms, is in each case alkenyl or alkynyl optionally substituted with fluorine, chlorine and / or bromine having in each case 2 to 6 carbon atoms is in each case alkoxy, alkylamino or carbonylamino optionally substituted with fluorine, chloro-, bromo-, cyano-, alkoxy- of CC, or carbonyl-alkoxy- of CC, which in each case has and 1 to 6 carbon atoms in the alkyl group, is alkenyloxy having from 3 to 6 carbon atoms, is dialkylamino having in each case from 1 to 4 carbon atoms in the alkyl groups, is in each case cycloalkyl, cycloalkylamino or cycloalkylalkyl optionally substituted with fluoro-, chloro-, bromo-, cyano- and / or C4-alkyl- having in each case from 3 to 6 carbon atoms in the alkyl group and optionally from 1 to 4 carbon atoms in the alkyl portion, or is in each case aryl or arylalkyl optionally substituted with fluorine, chloro-, bromo-, cyano-, nitro-, C-? -C4 alkyl, trifluoromethyl- and / or C- alkoxy- C4, which in each case has from 6 to 10 carbon atoms in the aryl group and optionally from 1 to 4 carbon atoms in the alkyl portion; - or salts of the compounds of the formula (I) ("active ingredients of group 1") and (b) one or more compounds of a second group of herbicides that includes the following active ingredients:
Compound B.1,
Compound B.2,
Compound B.3,
Compound B.4,
Compound B.5, Compound B.6,
Compound B.7,
Compound B.8, Compound B.9, Compound B.10, and
Compound B.1 1,
("active ingredients of group 2"), and, if desired, additionally: (c) a compound promoting tolerance for the plant culture, of the following group of compounds: 4-dichloroacetyl-1-oxa-4-azaspiro [ 4.5] -decano (AD-67), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxacin (benoxacor), 5-chloroquinoxalin-8-oxyacetic acid, 1-methylhexyl ester ( cloquintocet-mexyl), 2,4-dichlorophenoxyacetic acid (2,4-D), 2,2-dichloro-N, N-di-2-propenylacetamide (dichloromide), N- (4-methylphenyl) -N '- ( 1-methyl-1-phenylethyl) urea (daimurone), 4,6-dichloro-2-phenylpyrimidine (phenchlorima), ethyl ester of 1- (2,4-dichlorophenyl) -5-trichlormethyl-1 H-1, 2 , 4-triazole-3-carboxylic acid (fenclorazole-ethyl), 2-chloro-4-trifluoromethyl-5-azola-5-carboxylic acid phenylmethyl ester (flurazole), 4-chloro-N- (1, 3-dioxolan-2) ilmethoxy) -a-trifluoroacetophenone oxime (fluxofenim), 3-dichloroacetyl-5- (2-furanyl) -2,2-dimethyloxazolidine (furilazole), ethyl-4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylate ( isoxadifen -ethyl), (4-chloro-2-methylphenoxy) acetic acid (MCPA), (+ -) - 2- (4-chloro-2-methylphenoxy) propanoic acid (mecoprop), diethyl-1- (2,4 -dichlorophenyl) -4,5-dihydro-5-methyl-1 H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl), 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191, CAS- reg. No. 96420-72-3), 1,8-naphthalic anhydride, a- (1,3-dioxolan-2-ylmethoximino) phenylacetonitrile (oxabetrinyl), 2,2-dichloro-N- (1,3-dioxolan) -2-ylmethyl) -N- (2-propenyl) -acetamide (PPG-1292), 3-dichloroacetyl-2,2,5-trimethyloxazolidine (R-29148), N-cyclopropyl-4 - [[(2-methoxy -5-methylbenzoyl) amino] sulfonyl] benzamide, N - [[(4-methylaminocarbonylamino) phenyl] -sulfonyl-2-methoxybenzamide (known from WO-A-99/66795), and compounds of the acyl sulfamoylbenzoamide type, the formula (II) below for the example, which are known from WO 99/16744,
Examples of the compounds of the formula (I) which are preferable as components of the active ingredient of the invention, are listed in Table 1 below.
The active ingredients of group 2 are known herbicidal active ingredients. Therefore compounds B.1 to B.2 are known from WO 01/74785, the active ingredients B.3 to B.7 from WO
00/21924, and the other active ingredients from WO 96/26206, WO
96/25412, and US 20020016262. All the active ingredients of group 2 are what are known as 4-HPPD inhibitors, all of which show similar synergistic effects in combination with the compounds of formula (I).
The compositions of the invention preferably contain one or two active ingredients of group 1, one to three active ingredients of group 2 and, if desired, an active ingredient of group 3. In particular, the compositions of the invention contain an active ingredient. of group 1, one or two active ingredients of group 2 and, if desired, an active ingredient of group 3. Among the compounds of formula (I) preference is given to compound I-2 and its salts, especially to the salt of sodium. The most preferable is compound I-2. Similarly, the compounds of group 3 are known compounds, which are known, for example, from the Pesticide Manual, 13th edition, editor: C.D.S. Tomlin, 2003. Preferred among the active ingredients of group 3 are: benoxacor, mefenpyr, fenchlorazole, isoxadifen, cloquintocet, and their alkyl esters of CrC-io, especially benoxacor (S 4-1), mefenpyr-diethyl (S) 1-1), faith grade I-ethyl (S 1-6), isoxadifen-ethyl (S 1-9), cloquintocet-mexyl (S 2-1), and the compound (S 3-1). The following two-way active ingredient combinations of the invention can be mentioned with respect to their particularly advantageous weed control properties, especially in corn crops and in cereal crops: 1-1 + B.1, 1-1 + B.2, 1-1 + B.3, 1-1 + B.4, 1-1 + B.5, 1-1 + B.6, 1-1 + B.7, 1 -1 + B.8, 1-1 + B.9, 1-1 + B.10, 1-1 + B.11, I-2 + B.1, I-2 + B.2, I-2 + B.3, I-2 + B.4, I-2 + B.5, I-2 + B.6, I-2 + BJ, I-2 + B.8, I-2 + B.9 , I-2 + B.10, I-2 + B.11, I-3 + B.1, I-3 + B.2, I-3 + B.3, I-3 + B.4, I -3 + B.5, I-3 + B.6, I-3 + B.7, I-3 + B.8, I-3 + B.9, I-3 + B.10, I-3 + B.11, I-4 + B.1, I-4 + B.2, I-4 + B.3, I-4 + B.4, I-4 + B.5, I-4 + B .6, I-4 + BJ, I-4 + B.8, I-4 + B.9, I-4 + B.10, I-4 + B.11. The most preferred are the following two-way combinations with the preferred active ingredients of group 3: 1-1 + B.1 + S 4-1, 1-1 + B.2 + S 4-1, 1-1 + B .3 + S 4-1, 1-1 + B.4 + S 4-1, 1-1 + B.5 + S 4-1, 1-1 + B.6 + S 4-1, 1-1 + BJ + S 4-1, 1-1 + B.8 + S 4-1, 1-1 + B.9 + S4-1, 1-1 + B.10 + S4-1, 1-1 + B .11 + S4-1, I-2 + B.1 + S4-1, I-2 + B.2 + S4-1, I-2 + B.3 + S4-1, I-2 + B.4 + S 4-1, I-2 + B.5 + S 4-1, I-2 + B.6 + S 4-1, I-2 + BJ + S4-1, I-2 + B.8 + S4-1, I-2 + B.9 + S 4-1, I-2 + B.10 + S 4-1, I-2 + B.11 + S 4-1, I-3 + B.1 + S 4-1, I-3 + B.2 + S 4-1, I-3 + B.3 + S 4-1, I-3 + B.4 + S 4-1, I-3 + B .5 + S 4-1, I-3 + B.6 + S 4-1, I-3 + B.7 + S 4-1, I-3 + B.8 + S 4-1, I-3 + B.9 + S4-1, I-3 + B.10 + S 4-1, I-3 + B.11 + S4-1, I-4 + B.1 + S4-1, I-4 + B.2 + S 4-1, I-4 + B.3 + S 4-1, I-4 + B.4 + S 4-1, I-4 + B.5 + S 4-1, I- 4 + B.6 + S 4-1, I-4 + BJ + S 4-1, I-4 + B.8 + S 4-1, I-4 + B.9 + S 4-1, I- 4 + B.10 + S4-1, I-4 + B.11 + S4-1 and 1-1 + B.1 + S 1-1, 1-1 + B.2 + S 1-1, 1- 1 + B.3 + S 1-1, 1-1 + B.4 + S 1-1, 1-1 + B.5 + S 1-1, 1-1 + B.6 + S 1-1, 1-1 + BJ + S 1-1, 1-1 + B.8 + S 1-1, 1-1 + B.9 + S 1-1, 1-1 + B.10 + S1-1, 1-1 + B.11 + S 1-1 , I-2 + B.1 + S 1-1, I-2 + B.2 + S 1-1.I-2 + B.3 + S 1-1, I-2 + B.4 + S 1 -1, I-2 + B.5 + S 1-1, I-2 + B.6 + S 1-1, I-2 + B.7 + S 1-1, I-2 + B.8 + S1-1, I-2 + B.9 + S 1-1, I-2 + B.10 + S 1-1, I-2 + B.11 + S 1-1, I-3 + B.1 + S 1-1, I-3 + B.2 + S 1-1, I-3 + B.3 + S 1-1, I-3 + B.4 + S 1-1, I-3 + B .5 + S 1-1, I-3 + B.6 + S 1-1, I-3 + BJ + S 1-1, I-3 + B.8 + S 1-1, I-3 + B .9 + S 1-1, I-3 + B.10 + S 1-1, I-3 + B.11 + S 1-1, I-4 + B.1 + S 1-1, I-4 + B.2 + S 1-1, I-4 + B.3 + S 1-1, I-4 + B.4 + S 1-1, I-4 + B.5 + S 1-1, I -4 + B.6 + S 1-1, I-4 + BJ + S 1-1, I-4 + B.8 + S 1-1, I-4 + B.9 + S 1-1, I -4 + B.10 + S 1-1, 1-4 + B.11 + S 1-1 and 1-1 + B.1 + S 1-6, 1-1 + B.2 + S 1-6 , 1-1 + B.3 + S 1-6, 1-1 + B.4 + S 1-6, 1-1 + B.5 + S 1-6, 1-1 + B.6 + S 1 -6, 1-1 + B.7 + S 1-6, 1-1 + B.8 + S 1-6, 1-1 + B.9 + S 1-6, 1-1 + B.10 + S 1-6, 1-1 + B.11 + S 1-6, I-2 + B.1 + S 1-6, I-2 + B.2 + S 1-6, I-2 + B.3 + S 1-6, I-2 + B .4 + S 1-6, I-2 + B.5 + S 1-6, I-2 + B.6 + S 1-6, I-2 + B.7 + S 1-6, I-2 + B.8 + S 1-6, I-2 + B.9 + S 1-6, I-2 + B.10 + S 1-6, I-2 + B.11 + S 1-6, I -3 + B.1 + S 1-6, I-3 + B.2 + S 1-6, I-3 + B.3 + S 1-6, I-3 + B.4 + S 1-6 , I-3 + B.5 + S 1-6, I-3 + B.6 + S 1-6, I-3 + BJ + S 1-6, I-3 + B.8 + S 1-6 , I-3 + B.9 + S 1-6, I-3 + B.10 + S 1-6, I-3 + B.11 + S 1-6, I-4 + B.1 + S 1 -6, I-4 + B.2 + S 1-6, I-4 + B.3 + S 1-6, I-4 + B.4 + S 1-6, I-4 + B.5 + S 1-6, I-4 + B.6 + S 1-6, I-4 + BJ + S 1-6, I-4 + B.8 + S 1-6, I-4 + B.9 + S 1-6, I-4 + B.10 + S 1-6, I-4 + B.11 + S 1-6 and 1-1 + B.1 + S 1-9, 1-1 + B. 2 + S 1-9, 1-1 + B.3 + S 1-9, 1-1 + B.4 + S 1-9, 1-1 + B.5 + S 1-9, 1-1 + B.6 + S 1-9, 1-1 + BJ + S 1-9, 1-1 + B.8 + S 1-9, 1-1 + B.9 + S 1-9, 1-1 + B.10 + S 1-9, 1-1 + B.11 + S 1-9, I-2 + B.1 + S 1-9, I-2 + B.2 + S 1-9, i- 2 + B.3 + S 1-9, I-2 + B.4 + S 1-9, I-2 + B.5 + S 1-9, I-2 + B.6 + S 1-9, I-2 + BJ + S 1-9, I-2 + B.8 + S 1 -9, I-2 + B.9 + S 1-9, I-2 + B.10 + S 1-9, I-2 + B.11 + S 1-9, I-3 + B.1 + S 1-9, I-3 + B.2 + S 1-9, I-3 + B.3 + S 1-9, 1-3 + B.4 + S 1-9, I-3 + B. 5 + S 1-9, I-3 + B.6 + S 1-9, I-3 + B.7 + S 1-9, I-3 + B.8 + S 1-9, I-3 + B.9 + S 1-9, I-3 + B.10 + S 1-9, I-3 + B.11 + S 1-9, I-4 + B.1 + S 1-9, I- 4 + B.2 + S 1-9, I-4 + B.3 + S 1-9, I-4 + B.4 + S 1-9, I-4 + B.5 + S 1-9, I-4 + B.6 + S 1-9, I-4 + BJ + S 1-9, I-4 + B.8 + S 1-9, I-4 + B.9 + S 1-9, I-4 + B.10 + S 1-9, I-4 + B.11 + S1-9y 1-1 + B.1 + S 2-1, 1-1 + B.2 + S 2-1, 1-1 + B.3 + S 2-1, 1-1 + B.4 +
S 2-1, 1-1 + B.5 + S 2-1, 1-1 + B.6 + S 2-1, 1-1 + BJ + S 2-1, 1-1 + B.8 + S 2-1, 1-1 + B.9 + S2-1, 1-1 + B.10 + S2-1, 1-1 + B.11 + S2-1, I-2 + B.1 + S2 -1, I-2 + B.2 + S 2-1, I-2 + B.3 + S 2-1, I-2 + B.4 + S 2-1, I-2 + B.5 + S 2-1, I-2 + B.6 + S 2-1, I-2 + BJ + S 2-1, I-2 + B.8 + S 2-1, I-2 + B.9 + S 2-1, I-2 + B.10 + S 2-1, I-2 + B.11 + S2-1, I-3 + B.1 + S 2-1, I-3 + B.2 + S 2-1, I-3 + B.3 + S 2-1, I-3 + B.4 + S 2-1, I-3 + B.5 + S 2-1, I-3 + B .6 + S 2-1, I-3 + BJ + S 2-1, I-3 + B.8 + S 2-1, I-3 + B.9 + S2-1, I-3 + B. 10 + S 2-1, I-3 + B.11 + S2-1, I-4 + B.1 + S2-1, I-4 + B.2 + S 2-1, I-4 + B. 3 + S 2-1, I-4 + B.4 + S 2-1, I-4 + B.5 + S 2-1, I-4 + B.6 + S2-1, I-4 + B .7 + S2-1, I-4 + B.8 + S 2-1, I-4 + B.9 + S 2-1, I-4 + B.10 + S2-1, I-4 + B .11 + S2-1 and 1-1 + B.1 + S 3-1, 1-1 + B.2 + S 3-1, 1-1 + B.3 + S 3-1, 1-1 + B.4 + S 3-1, 1-1 + B.5 + S 3-1, 1-1 + B.6 + S 3-1, 1-1 + B.7 + S 3-1, 1- 1 + B.8 + S 3-1, 1-1 + B.9 + S3-1, 1-1 + B.10 + S3-1, 1-1 + B.11 + S3-1, I-2 + B.1 + S3-1, I-2 + B.2 + S 3-1, I-2 + B.3 + S 3-1, I-2 + B.4 + S 3-1, I-2 + B.5 + S 3-1, I-2 + B.6 + S 3-1, I-2 + B.7 + S 3-1, I-2 + B.8 + S 3-1, I-2 + B.9 + S 3-1, I-2 + B .10 + S 3-1, I-2 + B.11 + S 3-1, I-3 + B.1 + S 3-1, I-3 + B.2 + S 3-1, I-3 + B.3 + S 3-1, I-3 + B.4 + S 3-1, I-3 + B.5 + S 3-1, I-3 + B.6 + S 3-1, I -3 + B.7 + S 3-1, I-3 + B.8 + S 3-1, I-3 + B.9 + S3-1, I-3 + B.10 + S 3-1, I-3 + B.11 + S3-1, I-4 + B.1 + S3-1, I-4 + B.2 + S 3-1, I-4 + B.3 + S 3-1, I-4 + B.4 + S 3-1, I-4 + B.5 + S 3-1, I-4 + B.6 + S 3-1, I-4 + B.7 + S 3- 1, I-4 + B.8 + S 3-1, I-4 + B.9 + S 3-1, I-4 + B.10 + S 3-1, I-4 + B.11 + S 3-1. In all the combinations of the active ingredient explicitly listed above, with and without the addition of the insurer, the compounds of the formula (I) can also be replaced by their salts, particularly by their sodium salt. These mixtures also have in some cases additional advantages, these advantages being manifested in improved properties in the part of the formulation of the active ingredient, such as activity or stability in storage, for example. To improve the active properties with respect to the weeds and / or to improve the selectivity with respect to the cultivated plants, all combinations of the active ingredient listed individually, if appropriate, can be mixed with one of the following herbicides, which are known of the e-Pesticide Manual of the British Crop Protection Council, 2002-2003, 12th edition, CDS Editor To lin, of WO 03/026426, or of the references cited: acetochlor (C.1), acifluorfen, acifluorfen-sodium (C.2), aclonifen (C.3), alachlor (C.4), alloxydim (CS), alloxidin-sodium, (C.6), ametrin (C.7), amicarbazone (C.8), amidosulfuron (C.9), amitrola (C.10), anilofos (C.11), asulam (C.12, and asulam-sodium (C.13), atrazine (C.14), azafenidin (C.15), acimsulfuron (C.16), beflubutamid (C.17), benazolin (C.18), and benazolin-ethyl (C.19), benfluralin (C.20), benfuresate (C.21), bensulfuron-methyl (C.22), bentazone (C.23), benthiocarb (C.24), benzfendizone (C .25), benzobicyclone (C.26), benzophenap (C.274), bifenox (C.275), bispyribac-sodium (C.27), bromacil (C.28), bromobutide (C.29), bromophenoxy ( C.30), bromoxynil (C.31), bromoxynil-heptanoate (C.32), bromoxynil-octanoate (C.33), bromoxynil-potassium (C.34), butachlor (C.35), butafenacil (C. 36), butralin (C.37), butroxydim (C.38), butylate (C.39), cafenstrola (C.40), carbetamide (C.41), carfentrazone-ethyl (C.42), clometoxifen (C .43), c loridazon (C.44), chlorimuron-ethyl (C.45), clomitrofen (C.46), chlorotoluron (C.47), chlorsulfuron (C.48), cinidon-ethyl (C.50), cinmetilin (C. 51), cinosulfuron (C.52), clefoxidim (C.53), clethodim (C.54), clodinafop-propargyl (C.55), clomazone (C.56), clomeprop (C.57), clopiralid (C .58), cloransulam-methyl (C.59), cumiluron (C.60), cyanazine (C.61), cyclosulfamuron (C.62), cycloxydim (C.63), cyhalofop-butyl (C.64), 2,4-D (C.65) and its salts (C.66), amines (C.67), and esters (C.68), desmefifam (C.69), dicamba (CJO) and its salts (CJ1), dicamba-diolamine (CJ2), diclobenil (C.73), dichlorpop-P (C.74), diclofop-methyl (CJ5), diclosulam (C.76), difenzoquat . { 0.11), difenzoquat metisulfate (CJ8), diflufenican (C.79), diflufenzopir (C.80), dimefuron (C.81), dimepiperate (C.82), dimethachlor (C.83), dimethamethrin (C.84) , dimethenamid (C.85), dimethenamid-P (C.86), dimexiflam (C.87), diquat-dibromide (C.88), dithiopyr (C.89), diuron (C.90), dimron (C .91), EPTC (C.92), esprocarb (C.93), etalfluralin (C.94), ethamethyl sulfur-methyl (C.95), etofumesate (C.96), ethoxyfen (C.97), ethoxysulfuron ( C.98) and its sodium salt (C.99), etobenzanid (C.100), fenoxaprop-P-ethyl (C.101), fentrazamide (C.102), flamprop-M-methyl (C.103) and -M-isopropyl (C.104), flazasulfuron (C.105), florasulam (C.106), fluazofop-P-ethyl (C-107), fluazifop-P-butyl (C.108), flucarbazone-sodium (C.109), fluazolate (C.110), flufenacet (C.111), flufenpir (C.112), flumetsulam (C.113), flumiclorac-pentyl (C.114), flumioxacin (C.115), flumipropin (C.116), fluometuron (C.117), fluorochloridone (C.118), fluoroglycofen-ethyl (C.119), flupoxam (C.120), flupropacil (C.121), flupirsulfuron-methyl ( C.122) and its sodium salt (C.123), flurenol (C.124), fluroxypir (C.125) and its esters (C.126) such as fluroxypir-meptyl (C.127), flurtamone (C. .128), flutiacet-methyl (C.129), fomesafen (C.130), foramsulfuron (C.131), glufosinate (C.132), glufosinate-ammonium (C.133), glyphosate (C.134), glyphosate-ammonium (C.135), glyphosate-isopropylammonium (C.136), glyphosate-sodium (C.137), glyphosate-trimesium (C.138), halosulfuron-methyl (C.139), haloxifop (C.140) ), -methyl (C.141), -P-methyl (C.142), -ethoxyethyl (C.143) or -butyl (0144), hexacinone (C.145), imazametabenz-methyl (C.146), imazamox (C.147), mazapic (C.148), imazapir (C.149), imazaquin (C.150), imacetpir (C.151), imazosulfuron (C.152), indanofan (C.153), yodosulfuron-methyl-sodium (C.154), ioxinil (C.155), ioxinyl-octanoate (C.156), ioxinil-sodium (C.157), isoproturon (C.158), isouron (C.159), isoxaben (C.160), isoxaclortola (C.161) ([4-cyclo-2- (methylsulfonyl) phenyl] (5-cyclopropyl-4-isoxazolyl) -methanone, inocidated from the Patent EP 47 0 856), isoxaflutola (C.162), quetospiradox (C.163), lactofen (C.164), lenacil (C.165), linuron (C.166), MCPA (C.167), mecoprop-P ( C.168), mefenacet (C.169), mesosulfuron-methyl (C.170) and its sodium salt (C.171), mesotrione (C.172), metamitron (C.173), metazachlor (C.174) ), metabenzthiazuron (C.175), methobromuron (C.176), metolachlor (C.177), S-metolachlor (C.178), metosulam (C.179), methoxuron (C.180), metribucin (C. 181), metsulfuron (C.182), metsulfuron-methyl (C.183), molinate (C.184), naproanilide (C.185), napropamide (C.186), neburon (C.187), nicosulfuron (C .188), norflurazon (C.189), orbencarb (C.190), oryzalin (C.191), oxadiargyl (C.192), oxadiazon (C.193), oxasulfuron (C.194), oxaciclomefona (C. 195), oxyfluorfen (C.196), paraquat (C.197), pendimetalin (C.198), pendralin (C.199), penoxsulam (C.200), pentoxazone (C.201), pentoxamid (C.202) ), fenmedifam (C.203), picloram (C.204), picoiinafen (C.205), piperophos (C.206), pretilachlor (C.207), primisulfuron-methyl (C.208), profluazole (C. .209), profoxidim (C.210), prometryn (C.211), propachlor (C.212), propanil (C.213), propaquizafop (C.49), propisoclor (C.214), propoxycarbazone-sodium ( C.215), propyzamide (C.216), prosulfocarb (C.217), prosulfuron (C.218), pyraclonil (C.219) (1- (3-chloro-4,5,6J-tetrahydropyrazolo [I I5 -a] pyridin-2-yl) -5- (methyl-2-propynylamino) -1H-pyrazole-4-carbonitrile, known from WO 94/08999), pyflufen-ethyl (C.220), pyrazolate ( C.221), pyrazophuron-ethyl (C.222), pyrazoxifen (C.223), piribenzoxim (C.224), pyributicarb (C.225), pyridafol (C.226), pyridate (C.227), pyridatol (C.228), piriftalid (C.229), piriminobac-methyl (C.230), piritiobac-sodium (C.231), quinclorac (C.232), quinmerac (C.233), quinoclamine (C.234) ), quizalofop (C.235), -ethyl (C.236), -P-ethyl (C.237) and -P-tefuril (C.238), rimsulfuron (C.239), sethoxydim (C.240) , simazine (C.241), sulcotrione (C.242), sulfetrazone (C.243), sulfometuron-methyl (C.244), sulfosate (C.245), sulfosulfuron (C.246), tebutiuron (C.247), tepraloxidim (C.248) ), terbutylamine (C.249), terbutrin (C.250), tenilchlor (C.251), thiazopyr (C.252), tifensulfuron-methyl (C.253), thiocarbacil (C.254), tralcoxidim (C. 255), trialate (C.256), triasulfuron (C.276), tribenuron-methyl (C.257), triclopir (C.258), tridifone (C.259), trifloxysulfuron (C.260), trifluralin (C .261), trisulfuron-methyl (C.262), tritosulfuron (C.263) (N - [[[4-methoxy-6- (trifluoromethyl) -1, 3,5, -triazin-2-yl] amino] carbonyl] -2- (trifluoromethyl) -benzenesulfonamide (C.264), known from DE 4 038 430), N - [[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -3- ( N-methyl-N-methylsulfonylamino) -2-pyridinesulfonamide (C.265), (cf. WO-A-92/10660), N - [[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] - 3- (N-methy1-N-methylsulfonylamino) -2-pyridinesulfonamide (C 266), (cf. WO-A-92/10660), 4- (4,5-dihydro-4-methyl- 5-oxo-3-trifluoromethyl-1 H-1, 2,4-tri azol-1-yl) -2- (ethylsulphonylamino) -5-fluorobenzenecarbothioamide (C.267, HWH4991, cf. WO-A-95/30661), 2-chloro-N- [1- (2,6-chloro-4-difluoromethylphenyl) -4-nitro-1 H -pyrazol-5-yl] propanecarboxamide (C.268 , SLA5599, see EP-A-303153), [2-chloro-3- (4,5-dihydro-3-isoxazolyl) -4-methylsulfonylphenyl] - (5-hydroxy-1-methyl-1 H-pyrazole- 4-il) methanone
(C.269) (cf. WO-A-96/26206, WO-A-98/31681), [3- (4,5-dihydro-3-isoxazolyl) -2-methyl-4-methylsulfonylphenyl] - ( 5-hydroxy-1-methyl-1 H-pyrazol-4-yl) methanone (C.270) (cf. WO-A-96/26206, WO-A-98/31681), [3- [2-chloro -3 [(2,6-dioxocyclohexyl) carbonyl] -6-ethylsulfonylphenyl] -5-isoxazolyl] acetonitrile (C.271) (cf. WO-A-01/28341), 2- [2-chloro-4 -methylsulfonyl-3 - [(2,2,2-trifluoroethoxy) methyl] -benzoyl] -1,3-cyclohexanedione (C.272) (see WO-A-01/28341), and 2 - [[5, 8-dimethyl-1,1-dioxido-4- (pyrimidinyloxy) -3,4-dihydro-2H-thiochromen-6-yl] carbonyl] -1,3-cyclohexanedione (C.273) (cf. WO-A -01/28341).
It has now been found, surprisingly, that the above defined active ingredient combinations of the thien-3-ylsulfonylamino (thio) carbonyl-triazolin (thi) -ones of the formula (I), and the above-mentioned active ingredients of group 2 and when appropriate also from 3, combine a very good tolerance of the crop of plant with a particularly high herbicidal activity, and that can be used in several crops, particularly cotton, barley, potatoes, corn, oilseed pomace, rice, rye , soybean, sunflower, wheat, sugarcane and sugar beet, especially in barley, corn, rice and wheat, to selectively control monocotyledonous and dicotyledonous weeds, and which can also be used to control monocotyledonous and dicotyledonous weeds in the semi-selective segment and not selective. Surprisingly, the herbicidal activity of the combinations of the active ingredient of the invention comprising the above-listed compounds of groups 1 and 2, is considerably higher than the sum of the actions of the individual active ingredients. Consequently, there is an unpredictable synergistic effect and not just an addition effect. The new compositions of active ingredients are well tolerated in numerous crops, and also provide effective control of weeds that are otherwise difficult to control. Therefore, the new combinations of the active ingredient constitute a valuable enrichment of the herbicides.
The synergistic effect of the combinations of the active ingredient of the invention is especially pronounced in certain concentration ratios. However, it is possible to vary the proportions by weight of the active ingredients in the combinations of the active ingredient, with relatively broad ratios. Generally speaking, there are from 0.001 to 1000 parts by weight, preferably from 0.002 to 500 parts by weight, more preferably from 0.01 to 100 parts by weight, and most preferably, from 0.1 to 50 parts by weight of the active ingredient of group 2 , per part by weight of the active ingredient of the formula (I). It should be considered surprising that, from a multiplicity of known insurers or antidotes that are capable of antagonizing the harmful action of a herbicide in crop plants, it is specifically the compounds of group 3 mentioned above that are suitable for almost completely eliminating the harmful effect. in the crop plants of the active ingredients of the formula (I) and their salts, where appropriate in combination also with one or more of the active ingredients of group 2 mentioned above, and which do so without deteriorating the activity at the same time herbicide against weeds. The advantageous effect of the tolerance of the crop plants of the combinations of the active ingredient of the invention is, similarly, particularly pronounced at certain concentration ratios. However, it is possible to vary the proportions by weight of the active ingredients in the combinations of the active ingredient within relatively broad ratios. In general terms, there are from 0.001 to 1000 parts by weight, preferably from 0.01 to 100 parts by weight, more preferably from 0.1 to 25 parts by weight, and most preferably from 1 to 10 parts by weight of one of the promoter compounds of tolerance of the crop plant (antidotes / insurers) specified above in (c), per part by weight of the active ingredient of the formula (I) or its mixtures with the active ingredient of group 2. According to the invention, it is possible to treat all the plants and parts of the plants. By plants, we refer here to all plant and plant populations, such as desired and unwanted wild plants or crop plants (including naturally occurring crop plants). The crop plants can be plants that can be obtained by conventional methods of production and optimization, or by methods of biotechnology and genetic technology, or by combinations of these methods, including the transgenic plants and including the crops of plants that can be protected or not by property rights of the variety. By plant parts we refer to the parts of the plants that are above the ground or below the ground and to the organs of the plants, such as sapling, leaf, flower and root, the examples being leaves, needles, stems, trunks, flowers, bodies of fruits, fruits, and seeds, and also the roots, tubers and rhizomes. Parts of the plant also include vegetative and generative propagation material, examples being seedlings, tubers, rhizomes, prunings and seeds.
The plants and parts of plants are treated according to the invention with the combinations of the active ingredient directly or by making the combinations act in their environment, habitat or storage area, according to the typical methods of treatment, such as immersion, sprinkling, evaporation, smoking, emission, extension and, in the case of propagation material, particularly in the case of seeds, additionally by single or multiple cover. As already mentioned above, it is possible to use the combinations of the active ingredient of the invention, with or without the addition of group 3 compounds, to treat all the plants and their parts. In a preferable embodiment, wild species of plants and plant crops or those obtained by conventional methods of biological production, such as crossing or melting the protoplast, and parts of those plants are treated. In another preferable embodiment, transgenic plants and plant cultures obtained by genetic technology methods are treated, when appropriate in combination with conventional methods (genetically modified organisms), and parts of those plants. The term "plant" or "parts of plants" or "plant parts" has been explained above. With particular preference, the plants or plant crops which are usually commercial or use are treated in accordance with the invention. Plant crops are plants that have defined properties ("characteristics") that have been obtained by conventional production, by mutagenesis or instead by recombinant DNA techniques. These can be crops, biotypes and genotypes. Depending on the plant species or plant crops, their location, and the conditions of development (soils, climate, vegetation period, nutrition), the treatment according to the invention can also result in effects (" synergistic ") superaditives. Thus, for example, the reduced application rates and / or the extensions to the action spectrum and / or an increase in the action of the compounds that can be used according to the invention, including in combination with other active agrochemical ingredients, are possible better development of crop plants, increased tolerance of crop plants at high or low temperatures, increased tolerance of crop plants against drought or against water content or soil salt content, increased development of the flowering, harvested easier, accelerated maturation, higher yields of harvest, higher quality and / or higher nutritional value of harvested products, better storage qualities and / or processing capacity of harvested products, which exceed the effects that are now anticipate Transgenic plants or preferred plant cultures (ie, those obtained through genetic technology) for the treatment of the invention, include all plants that, by virtue of genetic modification, have received genetic material that gives these plants particularly advantageous useful properties ("characteristics"). Examples of these properties are improved plant development, increased tolerance to high or low temperatures, increased tolerance to drought or water content or salt content, increased development of flowering, easier harvesting, accelerated maturation, higher yields of harvest, higher quality and / or higher nutritional value of harvested products, better storage qualities and / or processing capacity of harvested products. Additional and particularly emphasized examples of these properties "are an increased defense by plants against animal and microbial pests, such as against insects, mites, pathogenic fungi, bacteria and / or viruses, and increased tolerance of plants against certain pests. active herbicidal ingredients Examples of transgenic plants include the main crop plants, such as cereals (wheat, rice), corn, soybeans, potatoes, cotton, oilseed pomace, and also fruit plants (fruits such as apples, pears, citrus fruits, and grapes), with particular emphasis on corn, soybeans , potatoes, cotton, and oilseed pomace. The properties ("characteristics") that are particularly emphasized are the increased defense of plants against insects, as a result of the toxins that are formed in plants, particularly those that are generated in plants by the genetic material of Bacillus turingiensis ( for example, by the genes CrylA (a), CrylA (b), CrylA (c), CryllA, CrylllA, CrylllB2, Cry9c Cry2Ab, Cry3Bb, and CrylF, and also combinations thereof) (to which is mentioned below as "Bt plants"). The characteristics that are also emphasized in particular are the increased defense of plants against fungi, bacteria and viruses as a result of acquired systemic resistance (SAR), systemin, phytoalexins, extractors and also the genes of resistance, and toxins and proteins expressed accordingly. The features that are further emphasized in particular are the increased tolerance of the plants against certain active herbicidal ingredients, the examples being: imidazolinones, sulfonylureas, glyphosate or phosphinothricin (for example, the "PAT" gene). Genes that impart the desired characteristics in question can also occur in combinations with one another in transgenic plants. Examples of "Bt plants" that may be mentioned include maize varieties, cotton varieties, soy varieties and potato varieties, which are sold under the tradenames YIELD GARD® (eg, corn, cotton, soybeans), KnockOut ® (for example, corn), StarLink® (for example, corn), Bollgard® (cotton), Nucotn® (cotton) and Ne Leaf® (potatoes). Examples of herbicide tolerant plants that may be mentioned include maize varieties, cotton varieties and soybean varieties, which are sold under the trade names of Roundup Ready® (glyphosate tolerance, eg, corn, cotton, soy), Liberty Link® (tolerance to phosphinothricin, for example, oilseed pomace), IMI® (tolerance to the midazolinones), and STS® (tolerance to sulfonylureas, for example, corn). Other herbicide-resistant plants (reared conventionally for herbicide tolerance) that may be mentioned include varieties (corn, for example) sold under the name Clearfield®. It will be appreciated that these reports also apply to any plant varieties that are developed in the future or that enter the market in the future and that possess these genetic characteristics or characteristics that are developed in the future. The listed plants can be treated with particular advantage with the combinations of the active ingredient of the invention, this treatment being accompanied not only by the effective control of the weed plants but also by the synergistic effects mentioned above with the transgenic plants or the plant crops. . The preferred proportions indicated above for the active ingredients and / or mixtures also apply for the treatment of those plants. Particular emphasis may be given to the treatment of plants with the compounds and / or mixtures specifically mentioned in this text. The combinations of the active ingredient of the invention can be used in connection, for example, with the following plants:
Dicotyledonous weeds of the following genera: Abutilón,
Amaranthus, Ambrosia, Anoda, Antemis, Afanes, Atriplex, Bellis, Bidens, Capsella, Cardus, Cassia, Centaurea, Quenopodium, Cirsium, Convolvulus, Datura, Desmodium, Emex, Erisimum, Euphorbia, Galeopsis, Galinsoga, Gaiium, Hibiscus, Ipomoea, Coquia, Lamium, Lepidium, Lindernia, Matricaria, Mint, Mercurialis, Mulugo, Miosotis, Papaver, Farbitis, Plantago, Poligonum, Portulaca, Ranunculus, Rafanus, Roripa, Rotala, Rumex, Salsola, Senecio, Sesbania, Sida, Sinapis, Solanum, Sonchus, Sfenoclea, Stelaria, Taraxacum, Tlaspi, Trifolium, Urtica, Veronica, Viola, Xantium.
Dicotyledonous crops of the following genera: Arachis, Beta, Brasica, Cucumis, Curcubita, Heliantus, Daucus, Glicine, Gosipium, Lopomea, Lactuca, Linum, Licopersicon, Nicotiana, Faseolus, Pisum, Solanum, Vicia.
Monocotyledonous weeds of the following genera: Aegilops, Agropiron, Agrostis, Alopecurus, Apera, Oats, Brachiaria, Bromus, Cencrus, Commelina, Cinodon, Ciperus, Dactilotenium, Digitaria, Echinocloa, Eleocaris, Eleusine, Eragrostis, Eriocloa, Festuca, Fimbristilis, Heterantera , Imperata, Iscaemum, Leptocloa, Lolium, Monocoria, Panicum, Paspalum, Falaris, Fleum, Poa, Rotboelia, Sagittarius, Scirpus, Setaria, Sorgum.
Cultures of monocotyledons of the following genera: Alium, Ananas, Asparagus, Oats, Hordeum, Oriza, Panicum, Sacarum, Sécale, Sorgum, Triticale, Triticum, Zea.
However, the use of the combinations of the active ingredient of the invention is not restricted in any way to these genera, but also extends in the same way to other plants. The active ingredient combinations for use according to the invention can be used not only in conventional growing methods (appropriately spaced crop rows) in plantation crops (eg vineyards, fruit, citrus fruits) and also in industrial plants and railroads, on roads and blocks, but also for the treatment of stubble and the minimum tillage method. Additionally they are suitable as desiccant (killing stubble in potatoes, for example) or as defoliants (in cotton, for example). In addition, they are suitable for use in non-crop areas. Other fields of use are in hospitals, forests, pastures, and in the production of ornamentals. The combinations of the active ingredient can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, sands, pastes, soluble powders, granules, emulsion concentrates in suspension, natural substances impregnated with the active ingredient, and also microencapsulated in polymeric substances. These formulations are produced in a known manner, such as by mixing the active ingredients with extenders, in other words, with liquid solvents and / or solid carriers, where appropriate with the use of active surface agents, in other words, emulsifiers and / or or dispersants and / or foam formers. When water is used as an extender it is also possible, for example, to use auxiliary organic solvents. Suitable liquid solvents include essentially the following: aromatics, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics, and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, for example, petroleum, mineral oils and vegetable oils, alcohols, such as butanol or glycol and also their ethers and esters, ketones such as acetone, methyl ethyl acetone, methyl isobutyl acetone or cyclohexanone, strongly polar solvents, such as dimethylformamide and methyl sulfoxide, and also water. Solid carriers include the following: for example, ammonium salts and fine powders of natural minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and fine powders of synthetic minerals, such as highly silica dispersed, alumina and silicates; suitable solid carriers for the granules include the following: for example, broken and fractionated natural minerals such as calcite, marble, pumice, sepiolite, dolomite, and also synthetic granules of organic and inorganic fine powders, and also granules of organic material such like sawdust, coconut husks, corn cobs and tobacco stems; suitable emulsifiers and / or foam formers include the following: for example, nionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters; fatty alcohol polyoxyethylene ethers, for example, alkylaryl ethers of polyglycol, alkylsulfonates, alkyl sulphates, arylsulfonates, and protein hydrolysates; suitable dispersants include the following: for example, lignin sulfite waste liquors and methylcellulose. Within the formulations it is possible to use tackifiers such as carboxymethylcellulose, natural and synthetic polymers in the form of powder, granule or latex, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and also natural phospholipids such as cephalins and lecithins, and phospholipids. synthetic Other possible additives include mineral and vegetable oils. It is possible to use inorganic dyes and pigments, examples being iron oxide, titanium oxide, Prussian blue, and organic dyes, such as alizarin dyes, azo dyes, and metal phthalocyanine dyes, and oligonutrients such as iron salts , manganese, boron, copper, cobalt, molybdenum and zinc. The formulations generally contain between 0.1 and 95 percent by weight of active ingredients, preferably between 0.5% and 90%. The combinations of the active ingredient of the invention are generally applied in the form of ready-to-make formulations. The active ingredients contained in the active ingredient combinations may alternatively be mixed into individual formulations for the application; that is, they can be applied in the form of tank mixes. The new combinations of the active ingredient can find their use as such or in their formulations additionally in a mixture also with other known herbicides in which case, again, ready-made formulations or tank mixtures are a possibility. A mixture with other known active ingredients is also possible, such as fungicides, insecticides, acaricides, nematicides, bird repellents, developmental substances, plant nutrients, and soil conditioners. For certain end uses, particularly in the post-emergency application, it can be additionally advantageous to incorporate in the formulations, as additional additives, mineral or vegetable oils compatible with the plants (the commercial product being "Rako Binol", for example) or ammonium salts , such as ammonium sulfate or ammonium thiocyanate, for example. The new combinations of the active ingredient can be used as they are, in the form of their formulations or of the forms of use prepared therefrom through further dilution, such as in ready-to-use solutions, suspensions, emulsions, powders, pastes and granules. These are applied in the conventional manner such as by casting, sprinkling, atomizing, dusting or emission. The combinations of the active ingredient of the invention can be applied before and after the emergence of the plants, in other words, preemergence and postemergence. They can also be incorporated into the soil before planting. The good herbicidal action of the new combinations of the active ingredient is apparent from the examples below. While the individual active ingredients show weakness in their herbicidal action, all combinations show a very good action against weeds, which goes beyond a simple sum of the action. A synergistic effect is present in the case of the herbicides provided that the herbicidal action of the combination of the active ingredient is greater than that of the individual active ingredients applied. The anticipated action for a given combination of two herbicides can be calculated as follows (see COLBY, SR: "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds 15, pages 20-22, 1967): If X =% damage by herbicide A (active ingredient of formula (I) at an application rate of p kg / ha and Y =% damage by herbicide B (active ingredient of Formula II) at an application rate of q kg / ha and E = expected damage of herbicides A and B at the application rates of p and q kg / ha, then E = X + Y - (X * Y / 100) If the current damage is greater than the calculated one, then the combination is superadditive in its effect; in other words, it shows a synergistic effect. The anticipated action for a given combination of three herbicides can be taken in the same way as the literature cited above.
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TABLE A-2
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Claims (5)
1. A composition comprising an effective amount of a combination of active ingredient, composed of: (a) at least one substituted thien-3-ylsulfonylamino (thio) carbonyltriazolin (ti) one of the formula (I): wherein: R1 is optionally cyano-, halogen- or alkyl substituted with CrC alkoxy having from 1 to 6 carbon atoms, R2 is hydrogen, hydroxyl, mercapto, amino, cyano, fluorine, chlorine, bromine or iodine, is optionally fluorine -, chloro-, bromo-, cyano-, CrC-alkoxy-, CrC-alkyl- or C -C4-carbonyl-substituted alkyl having 1 to 6 carbon atoms, is in each case alkenyl or alkynyl optionally substituted with fluorine, chlorine and / or bromine having in each case 2 to 6 carbon atoms, is in each case alkoxy, alkylthio, alkylamino or alkylcarbonylamino optionally substituted with fluorine, chloro-, cyano-, alkoxy of CC or C- [alpha] -C4 -alkoxy having in each case from 1 to 6 carbon atoms in the alkyl group, is alkenyloxy, alkynyloxy, alkenylthio, alkynylthio, alkenylamino or alkynylamino having in each case from 3 to 6 carbon atoms. carbon in the alkenyl or alkynyl group, is dialkylamino having in each case from 1 to 4 atoms of carbon in the alkyl groups, is in each case optionally aciridino, pyrrolidino, piperidino or morpholino optionally substituted with methyl- and / or ethyl-, is in each case cycloalkyl, cycloalkenyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino, cycloalkylalkyl, cycloalkylalkoxy, cycloalkyalkylthio or cycloalkylalkylamino optionally substituted with fluorine, chloro-, bromo-, cyano- and / or C 1 -C 4 alkyl, each having 3 to 6 carbon atoms in the cycloalkyl or cycloalkenyl group and optionally 1 to 4 carbon atoms in the alkyl portion, or is in each case aryl, arylalkyl, aryloxy, arylalkoxy, arylthio, arylalkylthio, arylamino or arylalkylamino optionally substituted with fluorine, chloro-, bromo-, cyano-, nitro-, alkyl- CC, trifluoromethyl, CC alkoxy, and / or C- [alpha] -C4 carbonyl-alkoxy, each having from 6 to 10 carbon atoms in the aryl group and optionally from 1 to 4 carbon atoms in the alkyl portion, R3 is h hydrogen, hydroxyl, amino, cyano, is C2-C-io alkylideneamino, is alkyl optionally substituted with fluoro-, chloro-, bromo-, cyano-, CC-alkoxy, carbonyl-CrCalkyl, or carbonyl-alkoxy - of C C4, which has from 1 to 6 carbon atoms, is in each case alkenyl or alkynyl optionally substituted with fluorine, chlorine and / or bromo- having in each case from 2 to 6 carbon atoms, is in each case alkoxy, alkylamino or carbonyl amine optionally substituted with fluoro-, chloro-, bromo-, cyano-, alkoxy- of CC, or carbonyl-alkoxy- of C? -C, which in each case has from 1 to 6 carbon atoms in the alkyl group, it is alkenyloxy having from 3 to 6 carbon atoms, is dialkylamino having in each case from 1 to 4 carbon atoms in the alkyl groups, is in each case cycloalkyl, cycloalkylamino or cycloalkylalkyl optionally substituted with fluorine , chloro-, bromo-, cyano- and / or CC-alkyl having in each case from 3 to 6 carbon atoms in the alkyl group and optionally from 1 to 4 carbon atoms in the alkyl portion, or is in each case aryl or arylalkyl optionally substituted with fluorine, chloro-, bromo-, cyano-, nitro-, C-? - C4 alkyl, trifluoromethyl - and / or C-? -Calkoxy, which in each case has from 6 to 10 carbon atoms in the aryl group and optionally from 1 to 4 carbon atoms in the alkyl portion; - or salts of the compounds of the formula (I) ("active ingredients of group 1") and (b) one or more compounds of a second group of herbicides that includes the following active ingredients: ("active ingredients of group 2"), and, if desired, additionally: (c) a compound promoting tolerance for plant cultivation, of the following group of compounds: 4-dichloroacetyl-1-oxa-4-azaspiro [ 4.5] -decano (AD-67), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxacin (benoxacor), 5-chloroquinoxalin-8-oxyacetic acid, 1-methylhexyl ester (cloquintocet-mexyl), acid 2,4 -dichlorophenoxyacetic acid (2,4-D), 2,2-dichloro-N, N-di-2-propenylacetamide (dichloromide), N- (4-methylphenyl) -N '- (-methyl-1-phenylethyl) urea ( daimuron), 4,6-dichloro-2-phenypyrimidine (phenchlorima), ethyl ester of 1- (2,4-dichlorophenyl) -5-trichlormethyl-1 H-1, 2,4-triazole-3-carboxylic acid (fenchlorazole-ethyl), 2-chloro-4-trifluoromethyl-thiazole-5-carboxylic acid phenylmethyl ester (flurazole), 4-chloro-N- (1, 3-dioxolan-2-ylmethoxy) -a -trifluoroacetophenone oxime (fluxofenim) , 3-dichloroacetyl-5- (2-furanyl) -2,2-dimethyloxazolidine (furilazole), ethyl-4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylate (isoxadifen-ethyl), acid (4-chloro) -2-methylphenoxy) acetic acid (MCPA), (+ -) - 2- (4-chloro-2-methylphenoxy) propanoic acid (mecoprop), diethyl-1- (2,4-dichlorophenyl) -4,5-dihydro- 5-methyl-1 H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl), 2-dichloromet iI-2-methyl-1,3-dloxolane (MG-191, CAS-reg. No. 96420-72-3), 1,8-naphthalic anhydride, a- (1,3-dioxolan-2-ylmethoximino) phenylacetonitrile (oxabetrinyl), 2,2-dichloro-N- (1,3-dioxolan-2) -ylmethyl) -N- (2-propenyl) -acetamide (PPG-1292), 3-dichloroacetyl-2,2,5-trimethyloxazolidine (R-29148), N-cyclopropyl-4 - [[( -methoxy-5-methylbenzoyl) amino] suiofonyl] benzamide, N - [[(4-methylaminocarbonylamino) phenyl] -sulfonyl-2-methoxybenzamide (known from WO-A-99/66795), and compounds of the acyl sulfamoylbenzoamide type, the formula (II) below, where R and R are defined in the following table: ("active ingredients of group 3").
2. The composition according to claim 1, further characterized in that the tolerance promoter compound of the crop plant (active ingredient of group 3) is selected from the active ingredients benoxacor, mefenpyr-diethyl, phenclorazole-ethyl, isoxadifen- ethyl, cloquintocet-mexyl, and the compound N-cyclopropyl-4 - [[(2-methoxybenzoyl) amino] sulfonyl] -benzamide.
3. The use of a composition according to claim 1, for controlling unwanted plants.
4. A method for controlling unwanted plants, which comprises making a composition according to claim 1 act on the weeds and / or in its habitat.
5. A process for producing a herbicidal composition, comprising mixing a composition according to claim 1 with active surface agents and / or extenders.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004010813.7 | 2004-03-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA06010000A true MXPA06010000A (en) | 2007-04-10 |
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