HERBICIDE/SAFENER COMBINATION BASED ON SAFENERS FROM THE CLASS OF SUBSTITUTED [(1,5-DIPHENYL-1H-1,2,4-TRIAZOL-3-YL)OXY]ACETIC ACIDS AND THEIR SALTS

Abstract

Herbicide/safener combinations based on safeners from the class of substituted [(1,5-diphenyl-1H-1,2,4-triazol-3-yl)oxy]acetic acids and their salts

The present invention relates to combinations comprising one or more component (A) effective as safener and one or more herbicidally active compounds (component (B)), where component (A) represents one or more compounds of the general formula (I) or agrochemically acceptable salts thereof

##STR00001##

and component (B) represents one or more herbicides.

The application further relates to a process and the use of the herbicide/safener combinations according to the invention for control of harmful plants or for regulation of growth.

Claims

1. A herbicide/safener combination comprising one or more compounds effective as safener [component (A)] and one or more herbicidally active compounds [component (B)], where component (A) represents one or more compounds of general formula (I) or agrochemically acceptable salts thereof ##STR00021## and in which (R.sup.1).sub.n-phenyl is selected from the group consisting of Q-1.1 to Q-1.53: ##STR00022## ##STR00023## ##STR00024## ##STR00025## ##STR00026## ##STR00027## and (R.sup.2).sub.m-phenyl is selected from the group consisting of Q-2.1 to Q-2.53: ##STR00028## ##STR00029## ##STR00030## ##STR00031## ##STR00032## ##STR00033## R.sup.3 is hydrogen, and R.sup.4 is hydrogen, methyl, ethyl, n-propyl, i-propyl, n-butyl, n-pentyl, phenyl, benzyl, CH.sub.2(4-Cl-Ph), CH.sub.2(4-F-Ph), CH.sub.2(4-OMe-Ph), 2-methoxyethyl, tetrahydrofuran-2-yl-methyl, tetrahydrofuran-3-ylmethyl, tetrahydropyran-2-ylmethyl, tetrahydropyran-3-ylmethyl, tetrahydropyran-4-ylmethyl, methylpropionate-3-yl, ethylpropionate-3-yl, methylacet-2-yl, ethylacet-2-yl, methylpivalate-2-yl, ethylpivalate-3-yl, methyl-2-methylpropanoate-3-yl, methyl-2,2-dimethylpropanoate-3-yl, ethyl-2-methylpropanoate-3-yl, methyl-2-propanoate-2-yl, ethyl-2-propanoate-2-yl, methylacetate-2-yl, ethylacetate-2-yl, methyl-1-methylcyclopropanecarboxylate-2-yl, ethyl-1-methylcyclopropanecarboxylat-2-yl, 2-(dimethylamino)ethyl, oxetan-3-yl, (3-methyloxetan-3-yl)methyl, 2,2,2-trifluoroethyl, 2,2-difluoroethyl, 2-fluoroethyl, 2,2,3,3,3-pentafluoropropyl, cyclopropylmethyl, 1-cyclopropylethyl, (1-methylcyclopropyl)methyl, (2,2-dichlorocyclopropyl)methyl, (2,2-dimethylcyclopropyl)methyl, allyl, propargyl (prop-2-yn-1-yl), 2-chloroprop-2-en-1-yl, 3-phenylprop-2-yn-1-yl, 3,3-dichloroprop-2-en-1-yl, 3,3-dichloro-2-fluoroprop-2-en-1-yl, methylprop-2-yn-1-yl, 2-methylprop-2-en-1-yl, but-2-en-1-yl, but-3-en-1-yl, but-2-yn-1-yl, but-3-yn-1-yl, 4-chlorobut-2-yn-1-yl, 3-methylbut-2-en-1-yl, 3-methylbut-1-en-1-yl, 1-(2E)-1-methylbut-2-en-1-yl, (E)-pent-3-en-2-yl or (Z)-pent-3-en-2-yl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, heptan-2-yl, isobutyl, 1,3-dioxolan-2-ylmethyl or 1-ethyl-5-methyl-1H-pyrazole-4-methyl, and component (B) is selected from the group of active herbicidal ingredients (B1) to (B11), in which wherein: (B1) is selected from the group of 1,3-diketo compounds consisting of: TABLE-US-00036 (B1.1) alloxydim, (CAS 55634-91-8), (CAS 55635-13-7) (B1.2) bicyclopyrone, (CAS 352010-68-5) (B1.3) butroxydim, (CAS 138164-12-2) (B1.4) clethodim, (CAS 99129-21-2) (B1.5) cycloxydim, (CAS 101205-02-1) (B1.6) fenquinotrione, (CAS 1342891-70-6) (B1.7) mesotrione, (CAS 104206-82-8) (B1.8) pinoxaden, (CAS 243973-20-8) (B1.9) profoxydim, (CAS 139001-49-3) (B1.10) sethoxydim, (CAS 74051-80-2) (B1.11) sulcotrione, (CAS 99105-77-8) (B1.12) SYP-9121 (CAS 1976053-87-8) (B1.13) tefuryltrione, (CAS 473278-76-1) (B1.14) tembotrione, (CAS 335104-84-2) (B1.15) tepraloxydim, (CAS 149979-41-9) (B1.16) tralkoxydim, (CAS 87820-88-0) (B1.17) Y13161, (CAS 1639426-14-4) (B1.18) Y13287 (CAS 1639426-42-8) (B2) is selected from the group of (sulfon)amides consisting of: TABLE-US-00037 (B2.1) acetochlor, (CAS 34256-82-1) (B2.2) alachlor, (CAS 15972-60-8), (B2.3) amidosulfuron, (CAS 120923-37-7) (B2.4) asulam, (CAS 3337-71-1) (CAS 14089-43-1), (CAS 2302-17-2) (B2.5) azimsulfuron, (CAS 120162-55-2) (B2.6) beflubutamid, (CAS 113614-08-7), (CAS 113614-09-8) (B2.7) bensulfuron, (CAS 83055-99-6), (CAS 83055-99-6) (B2.8) butachlor, (CAS 23184-66-99) (B2.9) carbetamide, (CAS 16118-49-3) (B2.10) chlorimuron, (CAS 99283-00-8), (CAS 90982-32-4), (B2.11) chlorpropham, (CAS 101-21-3) (B2.12) chlorsulfuron, (CAS 64902-72-3) (B2.13) cinosulfuron, (CAS 94593-91-6) (B2.14) cloransulam, (CAS159518-97-5), (CAS 147150-35-4) (B2.15) cyclosulfamuron, (CAS 136849-15-5) (B2.16) desmedipham, (CAS 13684-56-5) (B2.17) diclosulam, (CAS 145701-21-9) (B2.18) diflufenican, (CAS 83164-33-4) (B2.19) dimethachlor, (CAS 50563-36-5) (B2.20) dimethenamid, (CAS 87674-68-8), (CAS 163515-14-8) (B2.21) esprocarb (CAS 85785-20-2) (B2.22) ethametsulfuron, (CAS 111353-84-5), (CAS 97780-06-8) (B2.23) ethoxysulfuron, (CAS 126801-58-9) (B2.24) flazasulfuron, (CAS 104040-78-0) (B2.25) florasulam, (CAS 145701-23-1) (B2.26) flucarbazone, (CAS 145026-88-6), (CAS 181274-17-9) (B2.27) flucetosulfuron, (CAS 412928-75-7) (B2.28) flufenacet, (CAS 142459-58-3) (B2.29) flumetsulam, (CAS 98967-40-9) (B2.30) flupyrsulfuron, (CAS 150315-10-9), (CAS 144740-53-4), (CAS 144740-54-5) (B2.31) foramsulfuron, (CAS 173159-57-4) (B2.32) halosulfuron, (CAS 135397-30-7), (CAS 100784-20-1) (B2.33) imazosulfuron, (CAS 122548-33-8) (B2.34) iodosulfuron, (CAS 185119-76-0), (CAS 144550-06-1), (CAS 144550-36-7) (B2.35) ipfencarbazone, (CAS 212201-70-2) (B2.36) mefenacet, (CAS 73250-68-7) (B2.38) metazachlor, (CAS 67129-08-2) (B2.39) metazosulfuron, (CAS 868680-84-6) (B2.40) metolachlor, (CAS 51218-45-2) (B2.41) metosulam, (CAS 139528-85-1) (B2.42) metsulfuron, (CAS 79510-48-8), (CAS 74223-64-6) (B2.43) nicosulfuron, (CAS 111991-09-4) (B2.44) orthosulfamuron, (CAS 213464-77-8) (B2.45) oxasulfuron, (CAS 144651-06-9) (B2.46) penoxsulam, (CAS 219714-96-2) (B2.47) pethoxamide, (CAS 106700-29-2) (B2.48) phenmedipham, (CAS 13684-63-4) (B2.49) picolinafen, (CAS 137641-05-5) (B2.50) pretilachlor, (CAS 51218-49-6) (B2.51) primisulfuron, (CAS 113036-87-6), (CAS 86209-51-0) (B2.52) propachlor, (CAS 1918-16-7) (B2.53) propanil, (CAS 709-98-8) (B2.54) propham, (CAS 122-42-9) (B2.55) propisochlor, (CAS 86763-47-5) (B2.56) propoxycarbazone, (CAS 145026-81-9), (CAS 181274-15-7) (B2.57) propyrisulfuron, (CAS 570415-88-2) (B2.58) propyzamide, (CAS 23950-58-5) (B2.59) prosulfocarb, (CAS 52888-80-9) (B2.60) prosulfuron, (CAS 94125-34-5) (B2.61) pyrazosulfuron, (CAS 98389-04-9), (CAS 93697-74-6) (B2.62) pyroxsulam, (CAS 422556-08-9) (B2.63) rimsulfuron, (CAS 122931-48-0) (B2.64) S-metolachlor, (CAS 87392-12-9) (B2.65) sulfometuron, (CAS 74223-56-6), (CAS 74222-97-2), (CAS 144651-06-9) (B2.66) sulfosulfuron, (CAS 141776-32-1) (B2.67) thenylchlor, (CAS 96491-05-3) (B2.68) thiencarbazone, (CAS 936331-72-5), (CAS 317815-83-1) (B2.69) thifensulfuron, (CAS 79277-67-1), (CAS 79277-27-3) (B2.70) tri-allate, (CAS 2303-17-5) (B2.71) triasulfuron, (CAS 82097-50-5) (B2.72) tribenuron, (CAS 106040-48-6), (CAS 101200-48-0) (B2.73) trifloxysulfuron, (CAS 145099-21-4, (CAS 199119-58-9) (B2.74) triflusulfuron, (CAS 135990-29-3), (CAS 126535-15-7) (B2.75) tritosulfuron, (CAS 142469-14-5) (B2.76) esprocarb, (CAS 85785-20-2) (B2.77) profluazole, (CAS 190314-43-3) (B2.78) tri-allate, (CAS 2303-17-5) (B2.79) methyl rel-(2R,4R)-4-[[3-(3,5-dichlorophenyl)-5- methoxy-4H-isoxazole-5- carbonyl]amino]tetrahydrofuran-2-carboxylate, (B2.80) methyl rel-(2R,4R)-4-[[3-(3,5-dichlorophenyl)-5- vinyl-4H-isoxazole-5- carbonyl]amino]tetrahydrofuran-2-carboxylate, (B2.81) methyl (2R*,4R*)-4-[[(5S)-3-(3,5- difluorophenyl)-5-vinyl-4H-isoxazole-5- carbonyl]amino]tetrahydrofuran-2-carboxylate, (B2.82) isopropyl rel-(2R,4R)-4-[[3-(3-fluorophenyl)-5- methyl-4H-isoxazole-5- carbonyl]amino]tetrahydrofuran-2-carboxylate, (B2.83) methyl (3R)-3-[[(5S)-3-(3,5-difluorophenyl)-5- vinyl-4H-isoxazole-5-carbonyl]amino]-2,3- dihydrofuran-5-carboxylate, (B2.84) methyl (3R)-3-[[(5R)-3-(3,5-difluorophenyl)-5- methyl-4H-isoxazole-5-carbonyl]amino]-2,3- dihydrofuran-5-carboxylate, (B2.85) methyl (1S,4R)-4-[[[(5S)-3-(3,5-difluorophenyl)- 5-vinyl-4H-1,2-oxazol-5- yl]carbonyl]amino]cyclopent-2-ene-1-carboxylate, (B2.86) ethyl (1S,4R)-4-[[[3-(3,5-difluorophenyl)-5- methoxy-4H-1,2-oxazol-5- yl]carbonyl]amino]cyclopent-2-ene-1-carboxylate, (B2.87) 2-methoxyethyl (1S,4R)-4-[[[(5R)-3-(3-cyano-5- fluorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol- 5-y1]carbonyl]amino]cyclopent-2-ene-1- carboxylate, (B2.88) methyl (4S)-4-[[[3-(3,5-difluorophenyl)-5-methyl- 4H-1,2-oxazol-5-yl]carbonyl]amino]cyclopentene- 1-carboxylate, (B2.89) methyl (3S)-3-[[[(5R)-3-(3,5-difluorophenyl)-5- methyl-4H-1,2-oxazol-5- yl]carbonyl]amino]cyclopentene-1-carboxylate, (B2.90) 3-(3,5-difluorophenyl)-N-[(1R,4S)-4-(oxazinan-2- ylcarbonyl)cyclopent-2-en-1-y1]-5- (trifluoromethyl)-4H-1,2-oxazole-5-carboxamide, (B2.91) 3-(3,5-difluorophenyl)-N-[(1R,4S)-4- [(propylsulfonylamino)carbonyl]cyclopent-2-en-1- y1]-5-(trifluoromethyl)-4H-1,2-oxazole-5- carboxamide, (B2.92) (1S,4R)-4-[[(5R)-3-(3,5-difluorophenyl)-5-methyl- 4H-isoxazole-5-carbonyl]amino]cyclopent-2-ene- 1-carboxylic acid, (B3) is selected from the group of aryl nitriles consisting of: TABLE-US-00038 (B3.1) bromoxynil, (CAS 1689-84-5) (CAS 3861-41-4), (CAS 56634-95-8), (CAS 1689-99-2), (CAS 2961-68-4) (B3.2) chlorthiamid, (CAS 1918-13-4) (B3.3) dichlobenil, (CAS 1194-65-6) (B3.4) ioxynil, (CAS 1689-83-4), (CAS 2961-61-7), (CAS 3861-47-0), (CAS 2961-62-8) (B3.5) pyraclonil (CAS 158353-15-2) (B4) is selected from the group of azoles consisting of: TABLE-US-00039 (B4.1) amicarbazone, (CAS 129909-90-6) (B4.2) amitrole, (CAS 61-82-5) (B4.3) azafenidin, (CAS 68049-83-2) (B4.4) benzofenap, (CAS 82692-44-2) (B4.5) benzuofucaotong, (CAS 1992017-55-6) (B4.6) biscarfentrazone, (CAS 1622908-18-2) (B4.7) cafenstrole, (CAS 125306-83-4) (B4.8) carfentrazone, (CAS 128621-72-7), (CAS128639-02-1) (B4.9) fentrazamide, (CAS 158237-07-1) (B4.10) imazamethabenz, (CAS 100728-84-5), (CAS 81405-85-8) (B4.11) imazamox, (CAS 114311-32-9), (CAS 247057-22-3) (B4.12) imazapic, (CAS 104098-48-8), (CAS 115136-53-3) (B4.13) imazapyr, (CAS 81334-34-1), (CAS 81510-83-0) (B4.14) imazaquin, (CAS 81335-37-7), (CAS 81335-47-9), (CAS 81335-43-5), (CAS 81335-46-8) (B4.15) imazethapyr, (CAS 81335-77-5), (CAS 101917-66-2) (B4.16) isouron, (CAS 55861-78-4) (B4.17) isoxaben, (CAS 82558-50-7) (B4.18) isoxaflutole, (CAS 141112-29-0) (B4.19) oxadiargyl, (CAS 39807-15-3) (B4.20) oxadiazon, (CAS 19666-30-9) (B4.21) pyraflufen, (CAS 129630-17-7), (CAS 129630-19-9) (B4.22) pyrasulfotole, (CAS 365400-11-9) (B4.23) pyrazolynate, (CAS 58011-68-0) (B4.24) pyrazoxyfen, (CAS 71561-11-0) (B4.25) pyroxasulfone, (CAS 447399-55-5) (B4.26) sulfentrazone, (CAS 122836-35-5) (B4.27) tolpyralate, (CAS 1101132-67-5) (B4.28) topramezone, (CAS 210631-68-8) (B4.29) triazolesulcotrione (CAS 1911613-97-2) (B4.30) QYM-201, (CAS 1855925-45-1) (B4.31) bencarbazone, (CAS 173980-17-1) (B4.32) fluazolate, (CAS 174514-07-9) (B4.33) flupoxam, (CAS 119126-15-7) (B4.34) isoxachlortole (CAS 141112-06-3) (B5) is selected from the group of active herbicidal ingredients consisting of: TABLE-US-00040 (B5.1) amino- (CAS 858956-08-8), (CAS 858954-83-3), cyclopyrachlor, (CAS 858956-35-1) (B5.2) aminopyralid, (CAS 150114-71-9), (CAS 566191-87-5), (CAS 566191-89-7) (B5.3) benazolin-ethyl, (CAS 3813-05-6), (CAS 38561-76-1), (CAS 25059-80-7), (CAS 67338-65-2) (B5.4) benfluralin, (CAS 1861-40-1) (B5.5) bentazone, (CAS 25057-89-0), (CAS 50723-80-3) (B5.6) benzobicyclon, (CAS 156963-66-5) (B5.8) bromofenoxim, (CAS 13181-17-4) (B5.9) butralin, (CAS 33629-47-9) (B5.10) chloridazon/ (CAS 1698-60-8) pyrazon, (B5.11) chlorthal, (CAS 2136-79-0), (CAS 1861-32-1), (CAS 887-54-7) (B5.12) cinidon-ethyl, (CAS 142891-20-1) (B5.13) cinmethylin, (CAS 87818-31-3) (B5.14) clomazone, (CAS 81777-89-1) (B5.15) cyclopyrimorate, (CAS 499231-24-2) (B5.16) dinitramine, (CAS 29091-05-2) (B5.17) diquat, (CAS 2764-72-9), (CAS 85-00-7), (CAS 4032-26-2) (B5.18) dithiopyr, (CAS 97886-45-8) (B5.19) acetic acid, (CAS 64-19-7) (B5.20) ethalfluralin, (CAS 55283-68-6) (B5.21) ethofumesate, (CAS 26225-79-6) (B5.22) flamprop, (CAS 58667-63-3, (CAS 90134-59-1), (CAS 63782-90-1), (CAS 63729-98-6) (B5.23) florpyrauxifen, (CAS 943832-81-3), (CAS 1390661-72-9) (B5.24) flufenpyr, (CAS 188490-07-5), (CAS 188489-07-8) (B5.25) flumiclorac, (CAS 87547-04-4), (CAS 87546-18-7) (B5.26) flumioxazin, (CAS 103361-09-7) (B5.27) fluridone, (CAS 59756-60-4) (B5.28) flurochloridone, (CAS 61213-25-0) (B5.29) flurtamone, (CAS 96525-23-4) (B5.30) fluthiacet-methyl, (CAS 149253-65-6) (B5.31) halauxifen, (CAS 943832-60-8), (CAS 943831-98-9) (B5.32) indanofan, (CAS 13320-30-1) (B5.33) norflurazon, (CAS 27314-13-2) (B5.34) oleic acid, (CAS 112-80-1) (B5.35) oryzalin, (CAS 19044-88-3) (B5.36) oxaziclomefone, (CAS 153197-14-9) (B5.37) paraquat, (CAS 4685-14-7), (CAS 1910-42-5), (CAS 2074-50-2) (B5.38) pelargonic acid, (CAS 112-05-0) (B5.39) pendimethalin, (CAS 40487-42-1) (B5.40) pentoxazone, (CAS 110956-75-7) (B5.41) pyridafol, (CAS 40020-01-7) (B5.42) pyridate, (CAS 55512-33-9) (B5.43) tetflupyrolimet, (CAS 2053901-33-8) (B5.44) thiazopyr, (CAS 117718-60-2) (B5.45) triafamone, (CAS 874195-61-6) (B5.46) trifluralin, (CAS 1582-09-8) (B5.47) 4-amino-3-chloro- 5-fluoro-6-(7- fluoro-1H-indol- 6-yl)pyridine-2- carboxylic acid, (B5.48) cyclopyrimorate, (CAS 499231-24-2) (B5.49) diquat, (CAS 2764-72-9, CAS 85-00-7, CAS4032-26-2) (B5.50) oxaziclomefone, (CAS 153197-14-9) (B5.51) pentanochlor, (CAS 2307-68-8) (B5.52) tebutam, (CAS 35256-85-0) (B5.53) thidiazimin, (CAS 123249-43-4) (B5.54) 4-hydroxy-1- (CAS 1708087-22-2) methyl-3-[4- (trifluoromethyl)- 2-pyridinyl]-2- imidazolidinone (B6) is selected from the group of (het)arylcarboxylic acids consisting of: TABLE-US-00041 (B6.1) chloramben, (CAS 133-90-4), (CAS 1076-46-6), (CAS 53404-16-3), (CAS 7286-84-2), (CAS 25182-03-0), (1954-81-0) (B6.2) clopyralid, (CAS 1702-17-6), (CAS 1532-24-7), (CAS 57754-85-5), (CAS 58509-83-4), (CAS 73455-09-1) (B6.3) dicamba, (CAS 1918-00-9), (CAS 1286239-22-2), (CAS 104040-79-1), (CAS 2300-66-5), (CAS 25059-78-3), (CAS 55871-02-8), (CAS 6597-78-0), (CAS 53404-28-7), (CAS 10007-85-9), (CAS 1982-69-0), (53404-29-8), (CAS 56141-00-5) (B6.4) fluroxypyr, (CAS 69377-81-7), (CAS -27-8), (CAS 81406-37-3) (B6.5) picloram, (CAS 1918-02-1), (CAS 55870-98-9), (CAS 36374-99-9), (CAS 26952-20-5), (CAS 14143-55-6), (CAS 55871-00-6), (CAS 2545-60-0), (CAS 35832-11-2), (CAS 6753-47-5), (CAS 82683-78-1) (B6.6) quinclorac, (CAS 84087-01-4), (CAS 84087-48-9), (CAS 84087-33-2) (B6.7) quinmerac, (CAS 90717-03-6) (B6.8) TBA, (CAS 50-31-7), (CAS 3426-62-8), (CAS 71750-37-3), (CAS 4559-30-2), (CAS 2078-42-4) (B6.9) triclopyr (CAS 55335-06-3), (CAS [64700-56-7), (CAS 1048373-85-8), (CAS 60825-27-6), (CAS 57213-69-1) (B7) is selected from the group of organic phosphorus compounds consisting of: TABLE-US-00042 (B7.1) anilofos, (CAS 64249-01-0) (B7.2) bialaphos, (CAS 35597-43-4), (CAS 71048-99-2) (B7.3) butamifos, (CAS 36335-67-8) (B7.4) glufosinate, (CAS 51276-47-2), (CAS 35597-44-5), (CAS 77182-82-2), (CAS 70033-13-5) (B7.5) glyphosate, (CAS 1071-83-6), (CAS 69254-40-6), (CAS 34494-04-7), (CAS 38641-94-0), (CAS 40465-66-5), (CAS 39600-42-5), (CAS 70393-85-0), (CAS 81591-81-3) (B7.6) piperophos, (CAS 24151-93-7) (B7.7) sulfosate, (CAS 1591-81-3) (B7.8) amiprofos (CAS 33857-23-7, CAS 36001-88-4) (B8) is selected from the group of phenyl ethers consisting of: TABLE-US-00043 (B8.1) 2,4-D, (CAS 94-75-7), (CAS 2307-55-3), (CAS 1929-73-3), (CAS 1320-18-9), (CAS 1928-45-6), (CAS 94-80-4), (CAS 1048373-72-3), (CAS 20940-37-8), (CAS 2008-39-1), (CAS 5742-19-8), (CAS 2212-54-6), (CAS 533-23-3), (CAS 1928-43-4), (CAS 37102-63-9), (CAS 713-15-1), (CAS 25168-26-7), (CAS 94-11-1), (CAS 5742-17-6), (CAS 3766-27-6), (CAS 1917-97-1), (CAS 1928-38-7), (CAS 1928-44-5), (CAS 1917-92-6), (CAS 1928-61-6), (CAS 2702-72-9), (CAS 15146-99-3), (CAS 28685-18-9), (CAS 2646-78-8), (CAS 18584-79-7), (CAS 2569-01-9), (CAS 215655-76-8) (B8.2) 2,4-DB, (CAS 1320-15-6), (CAS 19480-40-1), (CAS 10433-59-7) (B8.3) 2,4-DP, (CAS 120-36-5), (CAS 53404-31-2), (CAS 53404-32-3), (CAS 79270-78-3), (CAS 28631-35-8), (CAS 57153-17-0), (CAS 5746-17-8), (CAS 39104-30-8) (B8.4) acifluorfen, (CAS 50594-66-6), (CAS 50594-67-7), (CAS 62476-59-9) (B8.5) aclonifen, (CAS 74070-46-5) (B8.6) bifenox, (CAS 42576-02-3) (B8.7) chlomethoxyfen, (CAS 32861-85-1) (B8.8) clodinafop- (CAS 114420-56-3), (CAS 105512-06-9) propargyl, (B8.9) clomeprop, (CAS 84496-56-0) (B8.10) cyhalofop, (CAS 122008-78-0), (CAS 122008-85-9) (B8.11) diclofop, (CAS 40843-25-2), (CAS 51338-27-3) (B8.12) ethoxyfen, (CAS 188634-90-4), (CAS 131086-42-5) (B8.13) fenoxaprop, (CAS 95617-09-7), (CAS 113158-40-0), (CAS 71283-80-2) (B8.14) fluazifop, (CAS 69335-91-7), (CAS 83066-88-0), (CAS 79241-46-6) (B8.15) fluoroglycofen, (CAS 77501-60-1), (CAS 77501-90-7) (B8.16) fomesafen, (CAS 72178-02-0), (CAS 108731-70-0) (B8.18) haloxyfop, (CAS 69806-34-4), (CAS 95977-29-0), (CAS 72619-32-0) (B8.19) lactofen, (CAS 77501-63-4) (B8.20) MCPA, (CAS 94-74-6), (CAS 19480-43-4), (CAS 1713-12-8), (CAS 2039-46-5), (CAS 20405-19-0), (CAS 2698-38-6), (CAS 29450-45-1), (CAS 1713-11-7), (CAS 26544-20-7), (CAS 2698-40-0), (CAS 2436-73-9), (CAS 6365-62-4), (CAS 5221-16-9), (CAS 3653-48-3), (B8.21) MCPB, (CAS 94-81-5), (CAS 10443-70-6), (CAS 57153-18-1), (CAS 6062-26-6) (B8.22) mecoprop, (CAS 93-65-2), (CAS 32351-70-5), (CAS 1432-14-0), (CAS 71526-69-7), (CAS 28473-03-2), (CAS 2786-19-8), (CAS 1929-86-8), (CAS 19095-88-6), (CAS 53404-61-8), (CAS 16484-77-8) (B8.23) metamifop, (CAS 256412-89-2) (B8.24) oxyfluorfen, (CAS 42874-03-3) (B8.25) propaquizafop, (CAS 111479-05-1) (B8.26) quizalofop, (CAS 76578-12-6), (CAS 76578-14-8), (B8.27) quizalofop-p, (CAS 94051-08-8), (CAS 100646-51-3), (CAS 200509-41-7) (B8.28) benzfendizone (CAS 158755-95-4) (B9) is selected form the group of pyrimidines consisting of: TABLE-US-00044 (B9.1) bispyrac-sodium, (CAS 125401-92-5) (B9.2) bromacil, (CAS 314-40-9), (CAS 53404-19-6), (CAS 69484-12-4) (B9.3) butafenacil, (CAS 134605-64-4) (B9.4) lenacil, (CAS 2164-08-1) (B9.5) pyribenzoxim, (CAS 168088-61-7) (B9.6) pyriftalid, (CAS 135186-78-6) (B9.7) pyriminobac, (CAS 136191-56-5), (CAS 136191-64-5) (B9.8) pyrimisulfan, (CAS 221205-90-9) (B9.9) pyrithiobac-sodium, (CAS 123342-93-8), (CAS 123343-16-8) (B9.10) saflufenacil, (CAS 372137-35-4) (B9.11) terbacil, (CAS 5902-51-2) (B9.12) tiafenacil, (CAS 1220411-29-9) (B9.13) trifludimoxazin, (CAS 1258836-72-4) (B9.14) ethyl [3-[2-chloro-4- (CAS 353292-31-6) fluoro-5-(1-methyl-6- trifluoromethyl-2,4- dioxo-1,2,3,4- tetrahydropyrimidin- 3-yl)phenoxy]-2- pyridyloxylacetate (B10) is selected form the group of (thio)ureas consisting of: TABLE-US-00045 (B10.1) chlorobromuron, (CAS 13360-45-7) (B10.2) chlorotoluron, (CAS 15545-48-9) (B10.3) daimuron, (CAS 42609-52-9) (B10.4) dimefuron, (CAS 34205-21-5) (B10.5) diuron, (CAS 330-54-1) (B10.6) diflufenzopyr, (CAS 1957168-02-3) (B10.7) fluometuron, (CAS 2164-17-2) (B10.8) isoproturon, (CAS 34123-59-6) (B10.9) linuron, (CAS 330-55-2) (B10.10) methabenzthiazuron, (CAS 18691-97-9) (B10.11) metobromuron, (CAS 3060-89-7) (B10.12) metoxuron, (CAS 19937-59-8) (B10.13) monolinuron, (CAS 1746-81-2) (B10.14) neburon, (CAS 555-37-3) (B10.15) siduron, (CAS 1982-49-6) (B10.16) tebuthiuron, (CAS 34014-18-1) (B10.17) fenuron, (CAS 101-42-8) (B10.18) chloroxuron, (CAS 1982-47-4) (B10.19) diflufenzopyr, (CAS 1957168-02-3, (CAS 109293-98-3) (B10.20) ethidimuron (CAS 30043-49-3) (B11) is selected form the group of triazines consisting of: TABLE-US-00046 (B11.1) ametryne, (CAS 834-12-8) (B11.2) atrazine, (CAS 1912-24-9) (B11.3) cyanazine, (CAS 21725-46-2) (B11.4) dimethametryn, (CAS 22936-75-0) (B11.5) hexazinone, (CAS 51235-04-2) (B11.6) indaziflam, (CAS 950782-86-2) (B11.7) metamitron, (CAS 41394-05-2) (B11.8) metribuzin, (CAS 21087-64-9) (B11.9) prometon, (CAS 1610-18-0) (B11.10) prometryne, (CAS 7287-19-6) (B11.11) propazine, (CAS 139-40-2) (B11.12) simazine, (CAS 122-34-9) (B11.13) simetryne, (CAS 1014-70-6) (B11.14) terbumeton, (CAS 33693-04-8) (B11.15) terbuthylazine, (CAS 5915-41-3) (B11.16) terbutryne, (CAS 886-50-0) (B11.17) triaziflam, (CAS 131475-57-5) (B11.18) trietazine, (CAS 1912-26-1) (B11.19) desmetryne. (CAS 1014-69-3)

2. The safener/herbicide combination as claimed in claim 1, wherein component (A) comprises one or more compounds A1-A6 of the general formula (I): A1 methyl {[1,5-bis(4-chloro-2-fluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetate ##STR00034## A2 {[1,5-bis(4-chloro-2-fluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetic acid ##STR00035## A3 methyl {[5-(4-chloro-2-fluorophenyl)-1-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetate ##STR00036## A4 {[5-(4-chloro-2-fluorophenyl)-1-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetic acid. ##STR00037## A5 methyl {[1-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetate ##STR00038## A6 {[1-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetic acid. ##STR00039##

3. The safener/herbicide combination as claimed in claim 1, wherein component (B) comprises one or more of the following active ingredients: TABLE-US-00047 (B1.2) bicyclopyrone, (B1.4) clethodim, (B1.8) pinoxaden (B2.18) diflufenican, (B2.28) flufenacet, (B2.34) iodosulfuron, (B2.38) metazachlor, (B2.68) thiencarbazone, (B2.81) methyl (2R*,4R*)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H- isoxazole-5-carbonyl]amino]tetrahydrofuran-2-carboxylate, (B2.85) methyl (1S,4R)-4-[[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H- 1,2-oxazol-5-yl]carbonyl]amino]cyclopent-2-ene-1-carboxylate, (B2.92) (1S,4R)-4-[[(5R)-3-(3,5-difluorophenyl)-5-methyl-4H- isoxazole-5-carbonyl]amino]cyclopent-2-ene-1-carboxylic acid. (B3.1) bromoxynil, (B4.21) pyraflufen, (B4.22) pyrasulfotole, (B4.25) pyroxasulfone, (B4.26) sulfentrazone, (B4.28) topramezone. (B5.13) cinmethylin, (B5.21) ethofumesate, (B5.26) flumioxazin, (B5.31) halauxifen, (B5.46) trifluralin. (B6.3) dicamba, (B6.4) fluroxypyr, (B6.5) picloram. (B7.5) glyphosate, (B8.1) 2,4-D, (B8.5) aclonifen, (B8.6) bifenox, (B8.13) fenoxaprop, (B8.20) MCPA, (B8.27) quizalofop-p, (B9.10) saflufenacil, (B9.12) tiafenacil, (B9.13) trifludimoxazin, (B10.2) chlorotoluron, (B10.8) isoproturon (B11.8) metribuzin.

4. The safener/herbicide combination as claimed in claim 2, wherein (i) component (A) is compound A1, A3 or A5 and (ii) component (B) is B1.2 (bicyclopyrone), B1.8 (pinoxaden), B2.28 (flufenacet), B2.34 (iodosulfuron), B2.38 (metazachlor), B2.68 (thiencarbazone-methyl), B2.81 (methyl (2R*,4R*)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazole-5-carbonyl]amino]tetrahydrofuran-2-carboxylate), B2.85 (methyl (1S,4R)-4-[[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-1,2-oxazol-5-yl]carbonyl]amino]cyclopent-2-ene-1-carboxylate), B2.92 ((1S,4R)-4-[[(5R)-3-(3,5-difluorophenyl)-5-methyl-4H-isoxazole-5-carbonyl]amino]cyclopent-2-ene-1-carboxylic acid), B4.28 (topramezone), B5.13 (cinmethylin), B5.14 (clomazone), B5.21 (ethofumesate), B5.26 (flumioxazin), B6.4 (fluroxypyr), B6.5 (picloram), B7.5 (glyphosate), B8.6 (bifenox), or B9.10 (saflufenacil).

5. The safener/herbicide combination as claimed in claim 1, further comprising one or more crop protection additives.

6. A method of protecting crop plants from phytotoxic side effects of a herbicide (B), characterized in that an effective amount of a safener (A) is applied before, after or simultaneously with the herbicide (B) to the plants, plant parts, plant seeds or cultivation area, where the combination of herbicide (B) and safener (A) is as defined in claim 1.

7. The method as claimed in claim 6, characterized in that the crop plants are cereal plants.

8. The method as claimed in claim 6, characterized in that the herbicides (B) are applied at an application rate of 1 to 4000 g/ha of active substance and in a weight ratio of safener (A)/herbicide (B) of 1:400 to 500:1.

9. A method for control of harmful plants or regulation of plant growth, the method comprising use of the safener/herbicide combination as claimed in claim 1.

Description

BIOLOGICAL EXAMPLES

(A) Effect of Selected Herbicide/Safener Combinations of the Invention Using the Example of Reduction in Damage to Summer Wheat (TRZAS)

[0195] The seeds of the crop plants to be treated are laid out in soil in woodfiber pots (diameter ? 7 cm), covered with soil and grown in a greenhouse under good conditions for germination and growth. The trial plants were treated at the early leaf stage (BBCH10-BBCH12).

[0196] The herbicides used (component B) were used in the following formulations: [0197] B2.81: WP [0198] B2.85: WP [0199] B2.92: WP [0200] Cinmethylin: EC [0201] Clomazone: WP [0202] Ethofumesate: WP [0203] Flufenacet: SC [0204] Pinoxaden: WP [0205] Saflufenacil: WP [0206] Bicyclopyrone: WP [0207] Picloram: WP [0208] Metazachlor: SC [0209] Flumioxazin: WP [0210] Glyphosate potassium salt: SL [0211] Topramezone: WP

[0212] The dose of the respective herbicides was chosen here such that it causes an average degree of visually apparent damage (min. 20%, max. 75%) compared to untreated crop plants at the evaluation time on a control group of crop plants without safener treatment that were included in the same trial.

[0213] In the respective herbicide/safener combinations, the safeners (component A) in the form of wettable powders (WP) were added in the dose specified; in these cases, herbicide and safener are thus applied as a mixture.

[0214] Application was effected in each case on to the above-ground parts of the plant, at a water application rate corresponding to 300 l/ha and with addition of wetting agent (Mero, 1.5 l/h a).

[0215] In the applications that contained pinoxaden, bicyclopyrone or topramezone, the herbicidal effect was enhanced by additionally adding ammonium sulfate (2 kg/ha).

[0216] After application, the plants were cultivated under good growth conditions in a greenhouse. On account of the different mechanisms of action of the herbicides used, the damaging effect of the herbicides was fully manifested at different times depending on the herbicide, and this in turn forms the basis for assessment of the safener action in the mixtures. Therefore, the damage was scored visually, depending on the herbicide/mixture, between 11 and 21 days after application.

[0217] The damage effect was assessed visually on a scale of 0-100% by comparison with untreated control plants, and averaged over 2 repeats per treatment.

Examples

[0218] [00001]$0\%=\mathrm{no}\mathrm{noticeable}\mathrm{effect}\mathrm{compared}\mathrm{to}\mathrm{the}\mathrm{untreated}\mathrm{plant}$$20\%=\mathrm{the}\mathrm{treated}\mathrm{plant}\mathrm{population}\mathrm{has}20\%\mathrm{damage}\mathrm{compared}\mathrm{to}\mathrm{the}\mathrm{untreated}\mathrm{control}\mathrm{population}\left(e.g.\mathrm{growth}\mathrm{height},\mathrm{leaf}\mathrm{damage},\mathrm{etc}.\right)$$100\%=\mathrm{treated}\mathrm{plants}\mathrm{completely}\mathrm{damaged}/\mathrm{killed}.$

[0219] The experiments show that damage to the summer wheat crop plant (TRZAS; cv. Triso) caused by the respective herbicide (component (B)) (=herbicide damage without compound of the formula (I) in table 2 below) is significantly reduced by adding a safener (component (A)).

TABLE-US-00034 TABLE 2 Damage to Damage to the plant Reduction Reduction the plant on application in the in the Herbicide by the Safener of herbicide + damage by damage by dose herbicide dose safener safener safener Herbicide g a.i./ha (in %) Safener g a.i./ha (in %) (difference) (in %) B1.2 400 60 A3 100 35 25 42 (bicyclopyrone) B1.8 200 35 A1 100 10 25 71 (pinoxaden) B1.8 200 35 A3 100 20 15 43 (pinoxaden) B1.8 200 35 A5 100 15 20 57 (pinoxaden) B2.28 2000 30 A3 100 0 30 100 (flufenacet) B2.28 4000 40 A3 100 0 40 100 (flufenacet) B2.38 4000 40 A3 100 10 30 75 (metazachlor) B2.81 15 70 A1 100 0 70 100 B2.81 15 70 A3 100 55 15 21 B2.81 15 70 A5 100 50 20 29 B2.85 5 60 A1 100 0 60 100 B2.85 5 60 A5 100 10 50 83 B2.92 5 60 A1 100 0 60 100 B2.92 5 60 A5 100 5 55 92 B4.28 300 40 A3 100 20 20 50 (topramezone) B5.13 500 25 A3 100 0 25 100 (cinmethylin) B5.13 1000 25 A3 100 0 25 100 (cinmethylin) B5.14 200 40 A1 100 20 20 50 (clomazone) B5.14 200 40 A3 100 25 15 38 (clomazone) B5.14 200 40 A5 100 25 15 38 (clomazone) B5.21 2000 70 A1 100 0 70 100 (ethofumesate) B5.21 2000 70 A3 100 0 70 100 (ethofumesate) B5.21 2000 70 A5 100 0 70 100 (ethofumesate) B5.26 20 60 A3 100 35 25 42 (flumioxazin) B6.5 400 25 A3 100 5 20 80 (picloram) B7.5 400 45 A3 100 10 35 78 (glyphosate) B9.10 10 35 A1 100 20 15 43 (saflufenacil) B9.10 20 40 A1 100 25 15 38 (saflufenacil)

(B) Effect of Selected Herbicide/Safener Combinations of the Invention Using the Example of Reduction in Damage to Summer Barley (HORVS)

[0220] The seeds of the crop plants to be treated are laid out in soil in woodfiber pots (diameter ? 7 cm), covered with soil and grown in a greenhouse under good conditions for germination and growth. The trial plants were treated at the early leaf stage (BBCH10-BBCH12).

[0221] The herbicides used (component B) were used in the following formulations: [0222] B2.81: WP [0223] B2.85: WP [0224] B2.92: WP [0225] Clomazone: WP [0226] Ethofumesate: WP [0227] Flufenacet: SC [0228] Fluroxypyr: EC [0229] Saflufenacil: WP [0230] Thiencarbazone-methyl: WP [0231] Iodosulfuron-methyl-sodium: WP [0232] Bifenox: WP [0233] Glyphosate potassium salt: SL [0234] Topramezone: WP

[0235] The dose of the respective herbicides was chosen here such that it causes an average degree of visually apparent damage (min. 20%, max. 75%) compared to untreated crop plants at the evaluation time on a control group of crop plants without safener treatment that were included in the same trial.

[0236] In the respective herbicide/safener combinations, the safeners (component A) in the form of wettable powders (WP) were added in the dose specified; in these cases, herbicide and safener are thus applied as a mixture.

[0237] Application was effected in each case on to the above-ground parts of the plant, at a water application rate corresponding to 300 l/ha and with addition of wetting agent (Mero, 1.5 l/h a).

[0238] In the applications that contained pinoxaden or topramezone, the herbicidal effect was enhanced by additionally adding ammonium sulfate (2 kg/ha).

[0239] After application, the plants were cultivated under good growth conditions in a greenhouse. On account of the different mechanisms of action of the herbicides used, the damaging effect of the herbicides was fully manifested at different times depending on the herbicide, and this in turn forms the basis for assessment of the safener action in the mixtures. Therefore, the damage was scored visually, depending on the herbicide/mixture, between 11 and 21 days after application.

[0240] The damage effect was assessed visually on a scale of 0-100% by comparison with untreated control plants, and averaged over 2 repeats per treatment.

Examples

[0241] [00002]$0\%=\mathrm{no}\mathrm{noticeable}\mathrm{effect}\mathrm{compared}\mathrm{to}\mathrm{the}\mathrm{untreated}\mathrm{plant}$$20\%=\mathrm{the}\mathrm{treated}\mathrm{plant}\mathrm{population}\mathrm{has}20\%\mathrm{damage}\mathrm{compared}\mathrm{to}\mathrm{the}\mathrm{untreated}\mathrm{control}\mathrm{population}\left(e.g.\mathrm{growth}\mathrm{height},\mathrm{leaf}\mathrm{damage},\mathrm{etc}.\right)$$100\%=\mathrm{treated}\mathrm{plants}\mathrm{completely}\mathrm{damaged}/\mathrm{killed}.$

[0242] The experiments show that damage to the summer barley crop plant (HORVS: cv. Quench) caused by the respective herbicide (component B) (=herbicide damage without compound of the formula (I) in table 3 below) is significantly reduced by adding a safener (component A).

TABLE-US-00035 TABLE 3 Damage to Damage to the plant Reduction Reduction the plant on application in the in the Herbicide by the Safener of herbicide + damage by damage by dose herbicide dose safener safener safener Herbicide g a.i./ha (in %) Safener g a.i./ha (in %) (difference) (in %) B2.28 2000 30 A3 100 15 15 50 (flufenacet) B2.28 4000 50 A3 100 15 35 70 (flufenacet) B2.34 10 45 A3 100 20 25 56 (iodosulfuron) B2.68 30 30 A1 100 0 30 100 (thiencarbazone- methyl) B2.68 30 30 A3 100 0 30 100 (thiencarbazone- methyl) B2.68 30 30 A5 100 0 30 100 (thiencarbazone- methyl) B2.81 15 70 A1 100 0 70 100 B2.81 15 70 A3 100 0 70 100 B2.81 15 70 A5 100 50 20 29 B2.85 5 60 A1 100 10 50 83 B2.85 5 60 A3 100 45 15 25 B2.85 5 60 A5 100 20 40 67 B2.92 5 65 A1 100 0 65 100 B2.92 5 65 A3 100 35 30 46 B2.92 5 65 A5 100 15 50 77 B4.28 300 50 A3 100 10 40 80 (topramezone) B5.14 200 40 A1 100 10 30 75 (clomazone) B5.21 2000 60 A1 100 0 60 100 (ethofumesate) B5.21 2000 60 A3 100 0 60 100 (ethofumesate) B5.21 2000 60 A5 100 0 60 100 (ethofumesate) B6.4 500 20 A1 100 0 20 100 (fluroxypyr) B6.4 500 20 A3 100 0 20 100 (fluroxypyr) B6.4 500 20 A5 100 5 15 75 (fluroxypyr) B7.5 400 60 A3 100 10 50 83 (glyphosate) B8.6 600 40 A3 100 5 35 88 (bifenox) B9.10 20 40 A1 100 20 20 50 (saflufenacil) B9.10 20 40 A5 100 25 15 38 (saflufenacil)