Herbicidal compositions

Plant protecting and regulating compositions – Plant growth regulating compositions – Plural active ingredients

Reexamination Certificate

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Details

C504S105000, C504S116100, C504S225000, C504S263000, C548S136000

Reexamination Certificate

active

06632775

ABSTRACT:

BACKGROUND OF THE INVENTION
Field of the Invention
The present invention relates to herbicidal compositions.
SUMMARY OF THE INVENTION
More specifically, the present invention relates to herbicidal compositions comprising at least one arylthiadiazolone and one or more known herbicides and their use as herbicides for controlling weeds in agricultural crops.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
The Applicant has in fact found that herbicidal compositions containing one or more known herbicides and at least one compound belonging to the group of 3-aryl-1,3,4-thiadiazol-2(3H)-ones, have a surprisingly high herbicidal activity towards numerous weeds but, at the same time, are not phytotoxic with respect to important agricultural crops.
The present invention therefore relates to herbicidal compositions comprising:
(a) at least one arylthiadiazolone having general formula (I):
 wherein:
R represents a linear or branched C
1
-C
6
alkyl or haloalkyl group; or a C
3
-C
6
cycloalkyl or halocycloalkyl group; said alkyl or haloalkyl, cycloalkyl or halocycloalkyl groups, optionally substituted with linear or branched C
1
-C
3
alkyl groups;
X represents a halogen atom such as chlorine or fluorine;
Y represents a halogen atom such as chlorine, fluorine, bromine or iodine; a linear or branched C
1
-C
4
alkyl or haloalkyl group; a linear or branched C
1
-C
4
alkoxyl or haloalkoxyl group;
R
1
represents a hydrogen atom or a methyl group;
(b) one or more herbicides selected from the following: chloramben, chlorthal, dicamba, naptalam, 2,3,6-TBA, clopyralid, diflufenzopyr (SAN 835 H), dithiopyr, picloram, thiazopyr (MON 13200), quinclorac, quinmerac, indanofan (MK-243), benazolin, chlorflurenol, dalapon, endothal, flamprop, flamprop M, flupropanate, flurenol, TCA-sodium, bromobutide, chlorthiamid, diflufenican, diphnamid, ethabenzanid (HW 52), isoxaben, mefenacet, monalide, pentanochlor, propanil, propyzamide, tebutam, fluthiamide (BAY FOE 5043), clodinafop, clomeprop, cyhalofop-butyl (XDE-537), 2,4-D, 2,4-DB, dichlorprop, dichlorprop-P, diclofop, fenoxaprop, fenoxaprop-P, fluazifop, fluazifop-P, fluroxypyr, haloxyfop, haloxyfop-P-methyl, isoxapyrifop, MCPA, MCPA-thioethyl, MCPB, mecoprop, mecoprop-P, naproanilide, napropamide, propaquizafop, quizalofop, quizalofop-P, triclopyr, UBI-C4874, bromofenoxim, bromoxynil, dichlobenil, ioxynil, diquat, paraquat, asulam, butylate, carbetamide, chlorbufam, chlorpropham, cycloate, desmedipham, dimepiperate, EPTC, esprocarb, molinate, orbencarb, pebulate, phenmedipham, propham, prosulfocarb, pyributicarb, thiobencarb, tiocarbazil, tri-allate, vernolate, alloxydim, butroxydim, clethodim, cycloxydim, sethoxydim, sulcotrione, tralkoxydim, acetochlor, alachlor, butachlor, butenachlor, diethatyl, dimethachlor, dimethenamid, metazachlor, metolachlor, pretilachlor, propachlor, propisochlor, tenylchlor (NSK-850), acifluorfen, aclonifen, bifenox, chlomethoxyfen, chlornitrofen, athoxyfen-ethyl (HC-252), fluoroglycofen, fluoronitrofen, fomesafen, furyloxyfen, lactofen, AKH-7088, oxyfluorfen, benfluralin, butralin, dinitramide, ethalfluralin, fluchloralin, isopropalin, oryzalin, pendimethalin, prodiamine, trifluralin, dinoseb, dinoseb acetate, dinoterb, amitrole, benfuresate, bentazone, benzofenap, cafenstrole (CH-900), carfentrazone-ethyl (F-8426), chloridazon, cinmethylin, clomazone, difenzoquat, ethofumesate, pyraflufen-ethyl (ET-751), flumiclorac-pentyl, flumioxazin, flumipropin, flupoxam, fluridone, flurochloridone, flurtamone, fluthiacet methyl (KIH-9201), isoxaflutone (RPA 201772), methazole, nipyraclofen, norflurazon, oxadiargyl, oxadiazon, oxaziclomefone (MY-100), pentoxazone (KPP-314), pyrazolynate, pyrazoxyfen, pyridate, sulfentrazone (F6285), thidiazimin, anilofos, bensulide, bilanafos, butamifos, fosamine, glufosinate, glyphosate, LS830556, piperophos, imazamethabenz, imazamethipyr (AC-263,222), imazamox (AC-299,263), imazapyr, imazaquin, imazethapyr, bispyribac-sodium (KHI-2023), pyribenzoxim (LGC-40863), pyriminobac-methyl (KIH-6127), pyrithiobac-sodium (KIH-2031), tioclorim, cloransulam-methyl (XDE-565), diclosulam (XDE-564), flumetsulam (DE-498), metosulam (DE-511), amidosulfuron, azimsulfuron (DPX-A8947), bensulfuron, chlorimuron, chlorsulfuron, cinosulfuron, cyclosulfamuron (AC-322,140), etha-metsulfuron-methyl (DPX-A7881), ethoxysulfuron (HOE 095404), flazasulfuron, flupyrsulfuron (DPX-KE459), halosulfuron (NC-319), imazosulfuron, metsulfuron, NC-330, nicosulfuron, oxasulfuron (CGA-277476), primisulfuron, prosulfuron (CGA-152005), pyrazosulfuron, rimsulfuron, sulfometuron (DPX-5648), sulfosulfuron (MON-37500), thifensulfuron, triasulfuron (CGA-131036), tribenuron, triflusulfuron-methyl (DPX-66037), ametryn, atrazine, aziprotryne, cyanazine, desmetryn, dimethame-tryn, dipropetryn, eglinazine, methoprotryne, proglinazine, prometon, prometryne, propazine, simazine, simetryn, terbumeton, terbuthylazine, terbutryn, triaziflam (IDH-1105), trietazine, SMY-1500, hexazinone, metamitron, metribuzin, bromacil, lenacil, terbacil, benzthiazuron, chlorbromuron, chloroxuron, chlorotoluron, cumyluron (JC-940), daimuron, difenoxuron, dimefuron, 1-diuron, ethidimuron, fenuron, fluometuron, isoproturon, isouron, linuron, methabenzthiazuron, methyldymron, metobenzuron, metobromuron, metoxuron, monolinuron, neburon, siduron, tebuthiuron, thiazafluron, isopropazol (JV 485), KPP 300, KPP 421, BAY YRL 2388, DPXT 5975, azafenidin.
Specific examples of arylthiadiazolones having general formula (I) which can be used for the purposes of the present invention are:
3-[2,4-dichloro-5-(2-propinyloxy)phenyl]-5-(1,1-dimethylethyl)-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 1);
3-[4-chloro-2-fluoro-5-(2-propinyloxy)phenyl]-5-(1,1-dimethylethyl)-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 2);
5-cyclopropyl-3-[2,4-dichloro-5-(2-propinyloxy)phenyl]-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 3);
5-cyclopropyl-3-[4-chloro-2-fluoro-5-(2-propinyloxy)phenyl]-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 4);
3-[2,4-dichloro-5-(2-propinyloxy)phenyl]-5-(1-methylethyl)-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 5);
3-[4-chloro-2-fluoro-5-(2-propinyloxy)phenyl]-5-(1-methylethyl)-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 6);
3-[2,4-dichloro-5-(2-propinyloxy)phenyl]-5-ethyl-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 7);
3-[4-chloro-2-fluoro-5-(2-propinyloxy)phenyl]-5-ethyl-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 8)
3-[2,4-dichloro-5-(2-propinyloxy)phenyl]-5-(1-methylcyclopropyl)-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 9);
3-[4-chloro-2-fluoro-5-(2-propinyloxy)phenyl]-5-(1-methylcyclopropyl)-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 10);
(±)-3-[2,4-dichlorophenyl-5-(1-methyl-2-propinyloxy)phenyl]-5-(1,1-dimethylethyl)-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 11);
(±)-3-[4-chloro-2-fluoro-5-(1-methyl-2-propinyloxy)phenyl]-5-(1,1-dimethylethyl)-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 12);
(±)-5-cyclopropyl-3-[2,4-dichloro-5-(1-methyl-2-propinyloxy)phenyl]-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 13);
(±)-5-cyclopropyl-3-[4-chloro-2-fluoro-5-(1-methyl-2-propinyloxy)phenyl]-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 14);
(±)-3-[2,4-dichloro-5-(1-methyl-2-propinyloxy)phenyl]-5-(1-methylethyl)-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 15);
(±)-3-[4-chloro-2-fluoro-5-(1-methyl-2-propinyloxy)phenyl]-5-(1-methylethyl)-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 16);
(±)-3-[2,4-dichloro-5-(1-methyl-2-propinyloxy)phenyl]-5-ethyl-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 17)
(±)-3-[4-chloro-2-fluoro-5-(1-methyl-2-propinyloxy)phenyl]-5-ethyl-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 18);
(±)-3-[2,4-dichloro-5-(1-methyl-2-propinyloxy)phenyl]-5-(1-methylcyclopropyl)-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 19);
(±)-3-[4-chloro-2-fluoro-D-(1-methyl-2-propinyloxy)phenyl]-5-(1-methylcyclopropyl)-1,3,4-thiadiazol-2(3H)-one (Compound Nr. 20).
The arylthi

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