KR20060069304A - Synergistic herbicidal compositions containing n-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-2-[2-fluoro-1-(methoxymethyl carbonyloxy) propyl]-3-pyridine sulfonamide - Google Patents

Abstract

The present invention relates to en-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (methoxymethyl carbonyloxy) propyl] -3- Pyridine sulfonamide or en-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (hydroxy) propyl] -3-pyridine sulfonamide It relates to a synergistic herbicide composition containing as an active ingredient. The herbicidal composition of the present invention has a high control effect on the main target weeds due to synergism by mixing two herbicidal active substances having different functional properties or different herbicidal active properties and can reduce the amount of active ingredient per treated area.

En-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (methoxymethyl carbonyloxy) propyl] -3-pyridine sulfonamide , Flucetosulfuron, herbicide

Description

En-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (methoxymethyl carbonyloxy) propyl] -3-pyridine sulfonamide Synergistic herbicidal compositions containing N-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (methoxymethyl carbonyloxy) propyl] -3 -pyridine sulfonamide}

The present invention relates to compounds of the formula (1) (ene-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (methoxymethyl carbono Nyloxy) propyl] -3-pyridine sulfonamide) or a compound of formula (2) (en-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2- Fluoro-1- (hydroxy) propyl] -3-pyridine sulfonamide) and a herbicidal active substance having a different action or different herbicidal activity than the compound of formula (1) or (2) It relates to a herbicidal composition having a higher herbicidal activity, a broader herbicidal spectrum than a single herb, and a synergistically functional herbicide composition capable of reducing the amount of active ingredient used. In particular, the present invention comprises as an active ingredient a compound of formula (1) or (2) and at least one selected from betazone, a photosynthetic inhibitor, carpentrazone-ethyl, and aoxin type herbicide, a protopropynogen IX oxidase inhibitor It characterized in that the herbicidal activity against perennial weeds and sulfonylurea herbicide-resistant weeds, antagonistic action against blood and grass weeds, herbicide composition secured safety of foliage treatment for rice.

In crop cultivation technology, it is important to protect crops by controlling weeds that inhibit crop growth. In order to reduce damages such as poor growth or yield reduction of crops by weeds from crop plantations, safe herbicides have been developed for crops that are effective in controlling them. Many herbicides developed to date have been registered for specific crops and are used for weed control. Herbicides for use in the control of weeds occurring in the cultivation of these specific crops have high herbicidal activity and have a broad herbicidal spectrum, but are safe for the environment and crops. However, not all herbicides completely meet these conditions.

The most widely used method for increasing herbicidal activity and broadening herbicidal spectrum of herbicides is to mix two or more herbicides with different herbicidal activities. Thus, when two or more herbicides are mixed, the herbicide may be better than the herbicide treatment separately (single treatment). As such, the case of exhibiting more than the expected level of efficacy or activity according to the results of the individual efficacy of the component is referred to as "synergy". However, in some cases, synergistic action of herbicide occurs when two or more herbicides are mixed, but the herbicidal activity is lower than that of single herbicide due to different herbicidal properties, absorption, migration, or metabolism. many. In this case, when the two herbicidal substances are mixed, the herbicidal effect is lower than that of the single treatment is called "antagonism". In addition, the case where the herbicidal effect is not changed when the herbicide is mixed with the herbicide is called "additional action".

On the other hand, the compound of the formula (1) [ISO proposed name: flucetosulfuron] is a herbicide belonging to the sulfonylurea system in Korean Patent No. 10-0399366 (Application No. 10-2000-0059990) Already described as herbicidally active substance.

[Formula 1]

The flucetosulfuron is safe for these crops when treated with soil or foliage against rice, wheat, barley (appropriate dosage: 10-40 g ai / ha) and grass (appropriate dosage: 50-200 g ai / ha), It is a substance known to have excellent herbicidal effect on a wide range of herb species such as broadleaf weeds, flowering and weeds, forage weeds, annual and perennial weeds.

En-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (hydroxy) propyl] -3 which is a compound of formula (2) Pyridine sulfonamide is a herbicidally active substance belonging to the sulfonylurea system and is already described as a herbicidally active substance in Korean Patent No. 10-0107924-0000 (Application No. 10-1993-0006915).

[Formula 2]

The compound is known to have a good effect on controlling monocotyledonous or dicotyledonous weeds, and thus is a safe substance for rice while controlling blood, spurs, and snares.

However, flucetosulfuron of formula (1) and en-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1 of formula (2) -(Hydroxy) propyl] -3-pyridine sulfonamide is a monocoria vaginalis and Scirpus juncoides caused by the use of some plants, weeds and sulfonylurea herbicides in the treatment of foliage and soil in rice fields. , Ecological type resistant to sulfonylurea herbicides among Lindernia and Cyperus difformis, and some perennial weeds such as Eleocharis kuroguwai, Cyperus serotinus, and Sagittaria trifolia. Was low. In addition, the herbicidal effect of some plants and weeds such as Alopecurs myosuroides and Poa spp. And broadleaf weeds (Veronica persica) and wild pansy (Viola arvensis) when weed leaves on wheat and barley fields Low. Among the weeds on grassy grasses, the herbicidal effects on Veronica persica and Poa annua were low.

     Photosynthesis inhibitor is a herbicide that inhibits photosynthesis and disturbs photosynthesis by disturbing or blocking electron transfer in plant photosynthesis. These herbicides have a fast effect on the treated area and are relatively safe for flowering and crops and are widely used for rice, wheat and barley. Ventazone, a typical herbicide, is widely used for wheat, barley, and rice, mainly for foliage treatment. In the case of the single agent using the benzone alone, it is used to control only broadleaf weeds because it does not control the flower and weeds, but the acetyl-CoA carboxylase inhibitor, which is a herbicide for controlling the flower and the blood, A herbicide that inhibits Acetyl CoA carboxylase, an important enzyme for fatty acid biosynthesis, also known as ACCase inhibitor. Chemically divided into Aryloxyphenoxy propionic acid and Cyclohexanedion, and cyclohalobutyl belongs to the former. It is developed and used in combination with, and a typical example is the combination of benzotazone and cyclohalobutyl. However, herbicides for weed control and weed control, such as Cyhalofobutyl butyrate, have excellent control effects for weeds and weeds when used as a single agent. However, when used in combination with entazone, the control effect is significantly lower than that of single treatment (Weed Technol. 9, 741 (1995)), the development of a mixture is often limited or ineffective. In addition to the above examples, the antagonistic case of such a combination is in the case of pyribensimsim, a photosynthetic inhibitor and acetolactate synthase inhibitor (Pesticide Biochemistry and Physiology, Volume 67, Number 1, May 2000, pp. 46-53 (8). Also confirmed). Representative cases of antagonism generally include contact herbicides such as photosynthesis inhibitors belonging to bentazone or propanyl or protopropyrigenogen IX oxidase inhibitors belonging to carpentrazone ethyl and acetyl-CoA carboxyl belonging to the cyclohalobutyl Acetolactate synthase inhibitors belonging to lase inhibitors or flucetosulfuron (Abicides that inhibit Acetolactate synthase (ALS), an enzyme important for biosynthesis of branched amino acids, also known as ALS inhibitors), chemically sulfonylurea, imidazolinone, and triazolopyrimidine , Pyrimidinyl (thio) benzoate, and flucetosulfuron belongs to sulfonylureas. Often found in combination with transitional herbicides (Weed Science, 1989, Vol. 37, No. 3, pp. 400-404), which are the major constraints in the development of a mixture.

      Herbicides belonging to the protopropynogen IX oxidase inhibitors are herbicides that act as herbicides that exert herbicidal activity by inhibiting protopropynogen IX oxidase, which is involved in chloroplast biosynthesis. These herbicides have a fast-acting effect, but when applied to the foliage, the crops are harmful to the crops. Therefore, the development of foliage treatment agents is limited, especially in the case of Carpentrazone-Echil. In addition, Carpentrazone-Echil has a very low control effect on flower and weeds, especially blood, which requires the use of a mixture with other herbicides. However, when used in combination with other herbicides, the herbicidal activity is lowered compared to the use of single herbicides. Arkansas Agricultural Experiment Station, BR Wells Rice Research Studies 2001, pp. 65-69) has limited development in the mix.

     Auxin-type herbicides have a similar physiological effect as the plant hormone auxin, but have a herbicidal activity by disturbing the physiological functions of plants at a certain concentration, and are widely used for controlling broadleaf weeds. However, these auxin-type herbicides, especially 2,4-D, MCP, or MCPB, may cause serious damage to rice if they are mistreated or treated more than the appropriate amount when treated with foliage or soil for rice. It is generally known to cause a decrease in yield. For example, in the case of 2,4-D, it is recommended that the appropriate dosage should be 280 g a.i./ha before the oil-forming period from the end of the effective cleavage (Pesticides Industry Association, 2004, Pesticide Use Guidelines, 741p). Due to the weakness of rice, although these auxin herbicides have been used for a long time, the development and use of rice herbicides has been limited. In addition, when these herbicides were used in combination with other herbicides, the herbicidal effect was lowered due to antagonism.

The inventors have described flucetosulfuron of formula (1) and en-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro of formula (2) In order to increase the herbicidal activity of -1- (hydroxy) propyl] -3-pyridine sulfonamide and broaden the herbicidal spectrum, herbicide active ingredients with complementary characteristics were selected based on their respective herbicidal activity characteristics and confirmed by bioassay. It was. Selection of herbicide active ingredient having complementary properties was made by dividing flucetosulfuron or a compound of formula (2) with different biochemical action or different herbicidal spectrum, which is, in turn, broadleaf or sulfonylurea It was classified as particularly effective against system resistant weeds and perennial weeds. As a result, it was surprisingly found to be synergistic when using a composition in which herbicidal active ingredients having these complementary properties were mixed with flucetosulfuron or a compound of the formula (2), and the effect of enhancing herbicidal activity and expanding herbicidal spectrum was clearly confirmed. In some combinations, synergism with the flowers and weeds, together with the weakening effect, resulted in the completion of the present invention.

Accordingly, an object of the present invention is the flucetosulfuron of formula (1) or en-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2- The herbicidal activity is increased and the herbicidal spectrum is wider than the individual treatment of fluoro-1- (hydroxy) propyl] -3-pyridine sulfonamide or each herbicide selected as a mixing partner, resulting in a lower herbicide use. A herbicide that can reduce weed control costs by reducing herbicide treatment efforts by simultaneously treating flucetosulfuron of the formula (1) or the compound of the formula (2) and other herbicidally active substances contained in the herbicide composition. It is to provide a composition. In particular, herbicides and flucetosulfuron of formula (1), which have a significant decrease in efficacy due to antagonism to certain weeds when used with other herbicides, or which have been restricted due to the damage to crops when using a herbicide, Simultaneous treatment of the compound of formula (2) not only reduces the drug efficacy on the specific weeds, but also increases the herbicidal effect on all-weed or resistant weeds, which were difficult to control, and is safe for crops by using a mixture rather than a single herb. It is to provide a herbicide composition with increased.

The present invention relates to en-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (methoxymethyl carbonyl) Oxy) propyl] -3-pyridine sulfonamide, ie flucetosulfuron (hereinafter, "herbicidally active ingredient (A1)") or en-[[(4,6-dimethoxy-) 2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (hydroxy) propyl] -3-pyridine sulfonamide (hereinafter "herbicidally active ingredient (A2)") and other effective It relates to a herbicide composition containing a herbicidal active substance (hereinafter, "herbicidal active ingredient (B)").

Accordingly, the present invention provides a herbicide combination comprising a herbicidally active ingredient (A1) or (A2) as a basis and having a herbicidally active ingredient (B), wherein

(A1) is flucetosulfuron (ene-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (methoxymethyl carbonyloxy ) Propyl] -3-pyridine sulfonamide),

(A2) is N-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -2- [2-fluoro-1- (hydroxy) propyl] -3-pyridine sulfonamide Is,

(B) is one or more herbicides selected from the group (B1 to B9) of the compound consisting of the following herbicides, which differ in the characteristics of chemical structure or biological herbicidal activity from the herbicides (A1) or (A2) contained in each case; .

Suitable mixture partners (B) are compounds belonging to the following subgroups (B1) to (B9). Most herbicides are generic names for active compounds in accordance with the 12th edition of The Pesticide Manual, 2000, British Crop Protection Council (abbreviated as "PM"). Some herbicides have been cited separately.

(B1) Acetyl-CoA Carboxylase Inhibitor

(B1.1) diclopov and esters, especially methyl esters thereof (PM, pp. 279-280)

(B1.2) Metamipov (Proceedings of the BCPC International Congress-Crop Science & Technology 2003, pp. 85-92)

(B1.3) sihalofop butyl (PM, pp. 223-224)

(B1.4) Clodinapov propargyl (PM, pp. 186-187)

(B1.5) Phenoxaprop-P and esters, especially ethyl esters thereof (PM, pp. 393-394)

(B1.6) Framprop-M and Ester (PM, pp. 415-416)

(B1.7) Tralcoxysid (PM, pp. 914-915)

(B1.8) propoxydim (PM, pp. 61-62)

(B2) acetolactate synthase inhibitors

(B2.1) Diphensulfuron-methyl (PM, pp. 899-900)

(B2.2) metsulfuron-methyl (PM, pp. 644-645)

(B2.3) Prosulfuron (PM, pp. 787-788)

(B2.4) tribenuron-methyl (PM, pp. 928-929)

(B2.5) mesosulfuron-methyl (Proceedings of the BCPC Conference-Weeds 2001, pp. 43-48)

(B2.6) Plaza Sulfuron (PM, pp. 417-418)

(B2.7) sulfosulfuron (PM, pp. 853-854)

(B2.8) Iodosulfuron and esters, especially methyl esters thereof (PM, pp. 547-548)

(B2.9) flupyrsulfuron and esters, especially dimethyl esters thereof (PM, pp. 447-448)

(B2.10) Bensulfuron and esters, especially methyl esters thereof (PM, pp. 76-77)

(B2.11) Cyclosulfamuron (PM, pp. 217-218)

(B2.12) cynosulfuron (PM, pp. 183-184)

(B2.13) Azimsulfuron (PM, pp. 48-49)

(B2.14) Imazosulfuron (PM, pp. 534-544)

(B2.15) Pyrazolfuron-Echil (PM, pp. 795-797)

(B2.16) Phenoxullam (Proceedings of the BCPC International Congress-Crop Science & Technology 2003, pp. 85-92)

(B2.17) Prorasulam (PM, pp. 420-421)

(B2.18) Bispyribacdium (PM, pp. 97-98)

(B2.19) Pyribensimsim (PM, pp. 801)

(B3) photosynthesis inhibitor

(B3.1) Ventazone (PM, pp. 80-81)

(B3.2) Bromoxynyl and Bromoxynyl Octanoate (PM, pp. 110-112)

(B3.3) Ioxynyl, esters and salts (PM, pp. 548-550)

(B3.4) Terbutryn (PM, pp. 883-884)

(B3.5) simethrin (PM, pp. 837-834)

(B3.6) Chlortoruron (PM, pp. 169-170)

(B3.7) Isoproturon (PM, pp. 559-560)

(B4) Protopropynogen IX oxidase inhibitor

(B4.1) OxyFruorfen (PM, pp. 702-703)

(B4.2) Piraflufen-Echil (PM, pp. 792-793)

(B4.3) Carpentrazone-Echil (PM, pp. 141-142)

(B4.4) Cinidon-Echil (PM, pp. 181-182)

(B4.5) oxadiargill (PM, pp. 690-691)

(B4.6) pentoxazone (PM, pp. 718-719)

(B5) carotenoid biosynthesis inhibitor

(B5.1) Difulupenican (PM, pp. 296-297)

(B5.2) picorinaphene (PM, pp. 742-743)

(B5.3) mesotrione (PM, pp. 602)

(B5.4) Pirazosifen (PM, pp. 797-798)

(B5.5) pyrazolate (PM, pp. 793-794)

(B5.6) Benzobicyclo (PM, pp. 82)

(B5.7) Clomazone (PM, pp. 190-191)

(B6) cell wall synthesis inhibitors

(B6.1) Butachlor (PM, pp. 117-118)

(B6.2) flufenacet (PM, pp. 434-435)

(B6.3) mefenacet (PM, pp. 593-594)

(B6.4) pentrazamide (PM, pp. 406-407)

(B6.5) pretilacro (PM, pp. 755-756)

(B6.6) carpenstrol (cafenstrole, PM, pp. 128-129)

(B6.7) Isoxsaben (PM, pp. 561-562)

(B7) lipid biosynthesis inhibitor

(B7.1) Benfurusate (PM, pp. 71-72)

(B7.2) etofumesate (PM, pp. 364-365)

(B7.3) Prosulfocarb (PM, pp. 786-787)

(B7.4) Trialates (PM, pp. 921-922)

(B7.5) thiobencab (PM, pp. 901-902)

(B8) auxin herbicides

(B8.1) Triclopyr (PM, 933-934)

(B8.2) Fluoroxypyr and esters (PM, pp. 455-457)

(B8.3) 2,4-di and esters (PM, pp. 243-246)

(B8.4) MC and esters, especially thioethyl (PM, pp. 583-586)

(B8.5) Empibibi and esters, in particular ethyl esters (PM, pp. 586-588)

(B8.6) Mecoprop and its pure isomeric mecoprop-P (PM, pp. 489-592)

(B8.7) clomeprop (PM, pp. 191-192)

(B8.8) Dicamba (PM, pp. 265-267)

(B9) other

(B9.1) pendimethalin (PM, pp. 714-715)

(B9.2) Dithiopyr (PM, pp. 330)

(B9.3) Difenzoquat Methylsulfate (PM, pp. 291-292)

(B9.4) Bromobutide (PM, pp. 108)

(B9.5) indanophan (PM, pp. 543-544)

(B9.6) pyributycarb (PM, pp. 802)

The synergistic effect obtained by mixing the herbicidally active ingredients (A1) or (A2) and (B) according to the invention in one composition can often be observed even when these active ingredients are applied at different times.

The amount of the herbicidally active ingredients (A1) and (A2), which are commonly contained in the herbicide composition according to the present invention, varies depending on the target crop to be used, but the amount of the active ingredient per hectare is in the range of 20 g to 300 g. The compositions according to the invention are required to have a lower throughput of certain active compounds compared to individual sprays.

Therefore, in the composition according to the present invention, the throughput of the herbicidal active ingredient per hectare is 1 to 300 g, preferably 10 to 200 g for the active ingredient (A), and 1 to 4000 g for the active ingredient B, preferably 2 to 2000 g is generally required. The weight ratio of component A to B used in the composition can vary over a wide range, preferably in the range of 1: 200 to 200: 1, more preferably 1: 100 to 20: 1, but not limited thereto. Does not. The final weight ratio may vary depending on the particular field applied, weed spectrum and the combination of active compound to be used and can be determined through preliminary testing.

The composition according to the invention can be used to selectively control annual and perennial plants, quadruple and broadleaf weeds by applying to cropland in which crops are grown. The arable land includes rice plantations, grain crops (wheat, barley, oats, rye, etc.) and grass or pasture. These compositions can also be used to control unwanted weeds in non-cultivated land, especially train tracks or paddy fields, where crops are not grown.

The method of applying the composition according to the invention to the tilled or non-cultivated land can be used conventional methods such as soil treatment, water surface treatment and foliage treatment without limitation, more preferred method is to foliage treatment.

Some of the major broadleaf weeds, for example large dogweed grasses, wild pansy, large rakes, compared to the case of the composition according to the present invention, in particular, when the composition containing only the active ingredient (A1) or (A2) as the herbicidally active compound is treated. Compounds selected from the active ingredient (B) having a high activity in broadleaf weeds to supplement herbicidal activity against poppy, etc. are as follows.

(B2.1) diphensulfuron-methyl, (B2.2) metsulfuron-methyl, (B2.3) prosulfuron, (B2.4) tribenuron-methyl, (B2.16) phenoxullam, (B2.17) Prorasulam, (B3.1) Ventazone, (B3.2) Bromocinyl, (B3.3) Ioxynyl, (B3.5) Cimetrin, (B4.1) Oxyfluorfen, (B4.2) Piraflufen-Ethyl, (B4.3) Carpentrazone-Ethyl, (B4.4) Cinidon-Ethyl, (B4.5) Oxadiaargyl, (B4.6 ) Pentoxazone, (B5.1) diflufenican, (B5.2) picorinaphene, (B5.3) mesotrione, (B5.5) pyrazolate, (B5.6) benzobicycline, (B5.7) Clomazone, (B6.1) Butachlor, (B6.3) Mefenacet, (B6.4) Pentrazamide, (B6.5) Pretilacro, (B6.6) Carfenstrol, (B6.7) isoxaben, (B7.5) thiobencarb, (B8.1) triclopyr, (B8.2) fluoroxypyr, (B8.3) 2,4-di, ( B8.4) Ampii, (B8.5) Ampivi, (B8.6) Mecoprov and Mecoprop-P, (B8.7) Klomeprof, (B8.8) Dicamba, (B9 .2) dithiopyre, (B9.4) bromobuta; De, (B9.5) indazol nopan, (B9.6) pyrido butynyl Cobb.

In particular, the herbicidal activity against some perennial weeds, in particular oligocarpus, cockle, beetle, and peels, compared to the case where the composition containing only the active ingredient (A1) or (A2) as the herbicidally active compound is treated. Compounds selected from the active ingredient (B) with a high activity in perennial weeds to complement the following are as follows.

(B2.10) Bensulfuron-methyl, (B2.11) Cyclosulfamuron, (B2.12) Cinosulfuron, (B2.13) Azimsulfuron, (B2.14) Imazulfuron, (B2.15 ) Pyrazosulfuron-ethyl, (B3.1) benzone, (B4.3) carpentrazone-ethyl, (B5.4) pyrazoxifen, (B5.5) pyrazolate, (B7.1) Benfurusate, (B8.3) 2,4-di and esters, (B8.4) ampeis and esters, in particular thioethyls, (B8.5) amphibibies and esters, especially ethyl esters.

In addition, compared to the case of treating the composition containing only the active ingredient (A1) or (A2) as the herbicidally active compound among the compositions according to the present invention, the activity of the flowers and weeds to supplement the herbicidal activity against some plants and weeds is higher. The compound selected from the active ingredient (B) is as follows.

(B1.1) diclopov-methyl, (B1.2) metamipop, (B1.3) sihalofop butyl, (B1.4) clodinapop propargyl, (B1.5) phenoxapro P-P-Echil, (B1.6) Framprop-M, (B1.7) Tracockidim, (B1.8) Propoxydim, (B2.5) Mesosulfuron-methyl, (B2. 6) Plazasulfuron, (B2.7) Sulfosulfuron, (B2.8) Iodosulfuron-methyl, (B2.9) Flupyrsulfuron-methyl, (B2.18) Bispyribacdium, (B2 .19) pyribensimsim, (B3.4) terbutrin, (B3.6) chlortoruron, (B3.7) isoproturon, (B6.2) flufenacet, (B7.2) etofumesate , (B7.3) prosulfocarb, (B7.4) trialate, (B9.1) pendimethalin, (B9.3) difenzoquat methylsulfate.

In addition, sulfonylurea resistant weeds, for example, resistant weeds and turfgrass, compared to the case where the composition according to the present invention is treated with a composition containing only the active ingredient (A1) or (A2) as the herbicidally active compound. Compounds selected from the active ingredient (B) which have high herbicidal activity against these resistant weeds to supplement herbicidal activity against tadpole, lagoons, and eggs are as follows.

(B3.1) ventazone, (B3.2) bromocinil, (B3.5) cymetrine, (B4.1) oxyfluorfen, (B4.2) pyoflufen-ethyl, (B4. 3) Carfentrazone-Echil, (B4.4) Cinidon-Echil, (B4.5) Oxadiagill, (B4.6) Pentoxazone, (B5.1) Diflufenican, (B5.2 ) Picorinaphene, (B5.3) mesotrione, (B5.5) pyrazolate, (B5.6) benzobicycline, (B5.7) clomazone, (B6.1) butachlor, ( B6.3) mefenacet, (B6.4) pentrazamide, (B6.5) pretilacro, (B6.6) carfenstrol, (B6.7) isoxaben, (B7.5) fuck Benkab, (B8.1) Triclopyr, (B8.2) Fluoxypyr, (B8.3) 2,4-D, (B8.4) Ampei, (B8.5) Amphibibi, (B8 .6) mecoprop and mecoprop-P, (B8.7) clomeprop, (B8.8) dicamba, (B9.2) dithiopyr, (B9.4) bromobutide, (B9 .5) indanophan, (B9.6) pyributicab.

In addition, by treating with a composition containing only the active ingredient (A1) or (A2) as a herbicidally active compound, the composition according to the present invention eliminates the antagonism of certain weeds, especially blood, which has appeared in the previous mixture, Compounds selected from active ingredients (B) to increase herbicidal activity against resistant weeds, as well as perennial ovals, and to increase the safety against rice in the treatment of foliage as compared to the use of active ingredients (A) or active ingredients (B). It looks like this:

(B3.1) ventazone, (B4.3) carpentrazone-ethyl, (B8.2) fluoroxypyr, (B8.3) 2,4-di, (B8.4) MCP, (B8 .5) Empibibi, (B8.6) mecoprop and mecoprop-p, (B8.7) clomeprop, (B8.8) dicamba.

On the other hand, the herbicide composition according to the present invention may contain one or more selected from the group consisting of other components, for example, other herbicides, insecticides, fungicides, antimitigative agents and plant growth regulators as needed. These other ingredients may be co-prepared to be used in one dosage form, or may be separately formulated and used in combination in a drug delivery device medicine tank, or may be used sequentially.

The herbicide compositions according to the invention are also prepared with a carrier, surfactant or adjuvant which is conveniently used in the formulation art. For example, they can be processed in unmodified form in accordance with known methods to uniformly mix the active ingredients with extenders (e.g. solvents, solid carriers and, if appropriate, surfactants), and then by grinding, granulation, tableting or the like. It is processed into a formulation such as a hydrating agent, a liquid hydrating agent, a granulating hydrating agent, a granule, a sleep developing agent, a tablet, and a jumbo agent, and used by spraying on the soil and water surface, the leaf surface and the stem of a plant.

Suitable carriers and additives may be solid or liquid and are useful ingredients in the formulation art, such as natural or synthetic inorganics, solvents, dispersants, wetting agents, thickeners, binders, adjuvants and the like.

Possible solvents include aromatic hydrocarbons such as alcohols such as xylene mixtures or substituted naphthalene ethanol, ethylene glycol, ethylene glycol monomethyl ether or ethylene glycol monoethyl ether, glycols and ethers thereof; Ketones such as cyclohexanone; Strong polar solvents such as N -methyl-2-pyrrolidone, dimethylsulfoxide or dimethyl formamide; Epoxidized or unepoxidized vegetable oils such as epoxidized coconut oil or soybean oil; Or water. Such a solvent may be used as a solvent for a liquid preparation or as a cosolvent for a particulate preparation.

Possible solid carriers are finely ground natural or synthesized inorganic minerals such as talc, kaolin, bentonite, calcium carbonate, diatomaceous earth, or feldspar.

As the dispersant, anionic dispersants such as salts of lignin sulfonic acid, salts of naphthalene sulfonic acid, salts of lauryl sulfate, salts of lauryl sulfonic acid, salts of polyoxyalkylene alkyl aryl ether sulfate, salts of polyoxyalkylene alkyl ether sulfate, Polyoxyalkylene alkyl aryl ethers, polyoxyalkylene alkyl ethers and the like. Wetting agents and dispersants are not limited to those described above, and suitable ones may be used among nonionic surfactants and anionic surfactants, and in some cases, cationic surfactants may also be used.

As the wetting agent, anionic wetting agents such as sodium lauryl sulfate, salts of polyoxyalkylene alkyl phenyl ether sulfonic acid, salts of dialkyl sulfosuccinate, salts of dialkyl naphthalene sulfonic acid, salts of polyoxyalkylene alkyl ether sulfate, acetylene series Nonionic surfactants, urea complexes of nonionic surfactants, and the like can be used in various kinds of compounds.

Possible thickeners are divided into polysaccharides such as homosaccharides and heterosaccharides, and inorganic substances such as montmorillonite, smectite, sepiolite, hectorite, hydrophilic / hydrophobic silica. The homosaccharides include, for example, furan gum, and the heterosaccharides include guar gum, xanthan gum, and wellan gum.

Possible binders include starch, dextrin, alpha starch, sodium alginate, gum arabic, gelatin, lignin sulfonate, glucose, sorbitol, polyethylene glycol, hydroxypropyl cellulose HPC), hydroxypropyl methyl cellulose, polyvinyl pyrrolidone, and the like.

Adjuvant is a material used in the preparation step or dilution step in the preparation of the spray solution to enhance the efficacy, and typically anionic surfactants, cationic surfactants and nonionic surfactants are typical. Materials that can be used as the adjuvant include salts of dialkyl sulfosuccinates, acetylene-based nonionic surfactants, polyoxyalkylene alkyl ethers, polyoxyalkylene alkylphenol ethers, polyoxyethylene alkylamines, ethoxylated sorbitan Esters, polyoxyethylene fatty acid esters, polyoxyethylene-polyoxypropylene-polyoxyethylene triblock copolymers, alkoxylated trisiloxanes, and the like.

The following examples illustrate the effect of use of the composition according to the invention and do not limit the scope of the invention in any way.

Example

Examples of preparations according to the invention are as follows.

The hydrating agent comprises 10 parts by weight of a mixture of herbicidal substance (A1 or A2) / herbicidal substance (B), 2 parts by weight of sodium dodecyl sulfate (trade name: NK-SDS (Coseal)), 8 parts by weight of sodium lignin sulfonate ( Trade name: NK-SLS (Coseal Products)) and 80 parts by weight of kaolin are mixed, and the mixture is ground to a mean particle size of 5 to 10 microns using a heme mill (Model: KDW-1, PAUDAL) to obtain a product.

Liquid hydrating agents include 10 parts by weight of a mixture of herbicidal substance (A1 or A2) / herbicidal substance (B), 1 part by weight of sodium dodecyl sulfate (trade name: NK-SDS (Coseal)), sodium naphthalene-formaldehyde condensate 3 parts by weight (trade name: Morwet-D425 (from Witco)), 5 parts by weight of propylene glycol, 0.5 parts by weight of gel grade bentonite (trade name: NK-KNP (from Coseal)), 80.5 parts by distilled water and mix the mixture The product is pulverized using a dynomil (model name: Typ KDL A) to have an average particle diameter of 2 to 3 microns.

Emulsifying agents 10 parts by weight of a mixture of herbicidal substances (A1 or A2) / herbicidal substances (B), 5 parts by weight of calcium dodecyl benzene sulfonate (trade name: CR-DBC64 (product of Yusung Chemical)), ethoxylation (average EO added moles: 10) oleyl alcohol (brand name: Koremul OE10 (Han concentrate product)) 2.5 parts by weight, ethoxylated (average EO added moles: 40) castor oil (brand name: Koremul CO40 (han concentrate product)) 2.5 weight parts Partly, an alkyl benzene-based naphtha solvent (trade name: Kocosol 150 (manufactured by SK Corporation)) is homogeneously mixed using an appropriate stirrer to obtain a product.

Test Example

Method for evaluating synergistic herbicidal activity and safety of crops by mixing treatment of active ingredient (A1) or (A2) with at least one active ingredient (B) selected from the group belonging to active ingredient (B1) to (B9) Is as follows.

1. Greenhouse Port Test

Seeds or fragments of monocotyledonous (macrophyllaceae) and dicotyledonous (broadleaf) weeds (eg tubers, stems, etc.) were sown or transplanted into sandy loam in pots and grown under favorable growth conditions (temperature, atmospheric humidity, irrigation) in the greenhouse. . In the case of rice cultivation conditions, the fresh water depth was maintained at 3 cm. After a certain period of time after seeding or transplantation, the composition according to the present invention was treated when the growth of the test plants reached a certain stage. In case of freshwater soil treatment, the quantitative composition was directly treated in freshwater soil, and in the case of foliage treatment, the fresh water was removed and the amount of the diluted solution was diluted with water, and then the laboratory traces were applied so that the spraying amount of the diluted solution was 200 to 1000L / ha. The plant was sprayed using a Freyer (CO ₂ pressurized belt-driven sprayer, R & D spray, USA). The experimental plants were then placed in a greenhouse for about 3-4 weeks under the same growth conditions, and then the effects of the treated compositions were visually scored compared to the untreated control. The herbicidal effect of the treated composition was expressed as a control rate, which was evaluated in the grade of 0% to 100% compared to the untreated control. Here 0% means no damage to the plant and 100% means complete death of the plant. In each case the values of three or four repetitions were averaged.

2. On-site packaging test

Sowing or transplanting crops under the packaging conditions in which the target crop is normally grown, and seeding or dicotyledonous seeds or vegetative propagules (tubers, stems, etc.) at the same time are sown or transplanted in a certain section to grow or evenly. Natural weeds were grown to a certain stage of growth. When the growth of these weeds reached a certain stage, the composition according to the present invention was treated. In case of soil water treatment, the quantitative composition was directly treated in freshwater soil, and in the case of foliage treatment, the fresh water was removed under the condition of growing rice, and in the case of field condition, the amount of dilution was applied after diluting the amount with water. The plant was sprayed using a CO ₂ pressurized Knapsack sprayer sprayed at a pressure of carbon dioxide so as to be 200 to 1000 L / ha. Greenhouse pot compared to the untreated control, which did not treat the effect of the treated composition with the naked eye after about 5 to 7 weeks after the treatment of the composition according to the invention at a predetermined time interval after treatment Visual scoring was performed in the same grade as in the test. In each case the value of 3 repetitions was averaged.

3. Evaluation of synergistic effects

In the case of using the herbicide composition according to the present invention, the herbicidal effect on the weeds exceeds the sum of the herbicidal activity when the respective individual herbicidal active ingredients contained in the composition are sprayed independently. Therefore, the composition according to the present invention, when compared with the composition containing the individual herbicidally active ingredient, it was observed that the required amount of treatment required to obtain the same herbicidal effect on the weeds is low. Increasing herbicidal activity, increasing effectiveness or decreasing throughput is strong evidence of synergistic effects. Evaluation of the synergistic effects of two or more herbicidally active ingredients as described in SR Colby's [Calculation Synergistic and Antagonistic Response of Herbicide Combinations ”Weeds 15/1 (1967). Calculation was performed.

The following equation was used for this purpose.

E = X + Y- (XY / 100)

In the above formula

X = X g% Controlled by herbicide A at% throughput

Y = Y g% Controlled by herbicide B at% a.i.ha throughput

E (expected) = X + Y g% Control rate expected by herbicide A + B at a.i./ha throughput

If the actual weed control rate observed in the mixture is higher than the expected E value calculated according to Colby's equation, then the action of the mixture is higher than the sum of the components. In other words, there is a synergistic effect.

4. Evaluation of increased safety for crops

The safety of crops is expressed in terms of "crop damage" or crop damage. The lower the damage, the higher the safety of the crop. In the case of using the herbicide composition according to the present invention, it was lower than the sum of the harmful effects on the crops generated by the independent application of each individual herbicidally active ingredient contained in the composition. Therefore, the composition according to the present invention, when compared to the composition containing the individual herbicidally active ingredient, the safety of the crop is increased significantly reduced crop damage that can occur when using the single agent can be used in the target crop. This increase in safety can be calculated according to Colby's equation above, and if the actual weed control rate observed in the mixture is lower than the expected E value calculated according to Colby's equation, the mixture is weaker than the sum of the components. That is, there is synergistic safety.

The results according to the test are shown in Tables 1 to 26 below.

Herbicidal activity of the active ingredient (A1) and dichloropof (B1.1) on the package and to the weedy sapoules (foliage treatment) Herbicide / throughput (g a.i./ha) Sapphire control rate (%) A1 B1.1 Found Estimates 7.5 - 0 - - 125 26.7 - 7.5 125 53.3 26.7

Herbicidal activity against the weeds and weeds of active ingredient (A1) and active ingredient metamipov (B1.2) in pavement (foliage treatment) Herbicides / Throughput (g a.i./ha) Horsetail herb control (%) Owl control (%) A1 B1.2 Found Estimates Found Estimates 40 - 33 - 0 - - 50 21.7 - 37 - 40 50 63.3 48 51.7 37

Herbicidal activity of the active ingredient (A1) and active ingredient clodinafof (B1.4) on the herbaceous plants and weeds of the sapophore (foliage treatment) Herbicides / Throughput (g a.i./ha) Sapphire control rate (%) A1 B1.4 Found Estimates 30 - 13.3 - - 30 46.7 - 30 30 100 53.8

Herbicidal Activities of Active Components (A1) and Difensulfuron (B2.1) on Broadleaf Weeds (Foliar Treatment) in Pavement Herbicide / throughput (g a.i./ha) Weed Control Rate (%) Wild pansy Rake Poppy Big dogball A1 B2.1 Found Estimates Found Estimates Found Estimates Found Estimates 15 - 10 - 56.7 - 6.7 - 10 - 30 - - - 70 - 30 - - - - 11.25 33.3 - 26.7 - 46.7 - 53.3 - 15 11.25 53.3 40.0 80 68.3 66.7 50.3 66.7 58 30 11.25 - - 86.7 78.0 80 62.7 - -

Herbicidal activity against active weed (A1) and active ingredient flpupyrsulfuron (B2.9) on weed and grass weeds Herbicide / throughput (g a.i./ha) Yield Control Rate (%) A1 B2.9 Found Estimates 15 - 6.7 - - 5 86.7 - 15 5 100 87.6

Herbicidal activity (Oil sleep treatment) on perennial weeds of active ingredient (A1) and active ingredient bensulfuron-methyl (B2.10) in greenhouse Herbicide / throughput (g a.i./ha) All-opening control (%)  A1 B2.10 Found Estimates 12 - 0 - 15 - 6.7 - 18 - 6.7 - 21 - 31.7 - - 54 45 - 12 54 71.7 45 15 54 81.7 48.7 18 54 93.3 48.7 21 54 91.7 62.4

Herbicidal activity of perennial weeds of active ingredient (A1) and cyclosulfamuron (B2.11) in greenhouses (Soil Sleep Treatment) Herbicides / Throughput (g a.i./ha) All-opening control (%) Beetling control (%) A1 B2.11 Found Estimates Found Estimates 15 - 35 - 12 - 18 - 48 - 22 - 21 - 58 - 33 - - 60 68.3 - 63.3 - 15 60 90 79.4 83.3 67.7 18 60 91.7 83.5 100 71.4 21 60 93.3 86.7 100 75.4

Herbicidal activity of perennial weeds of soil active ingredient (A1) and active ingredient cynosulfuron (B2.12) in greenhouse Herbicides / Throughput (g a.i./ha) All-release control rate (%) A1 B2.12 Found Estimates 12 - 0 - 15 - 0 - 18 - 26.7 - 21 - 26.7 - - 24 50 - 12 24 70 50 15 24 78.3 50 18 24 80 63.4 21 24 80 63.4

Herbicidal Activity of Perennial Weeds of Active Ingredients (A1) and Active Ingredients Azimsulfuron (B2.13) in Greenhouses (Soil Sleep Treatment) Herbicides / Throughput (g a.i./ha) All-opening control (%) Beetling control (%) A1 B2.13 Found Estimates Found Estimates 18 - 50.7 - 0 - 21 - 41.3 - 0 - - 15 86.7 - 95 - 18 15 94.7 93.4 100 95 21 15 100 92.2 97 95

Herbicidal activity against the perennial weeds of active ingredient (A1) and active ingredient pyrazosulfuron-ethyl (B2.15) in greenhouses (soil sleep treatment) Herbicides / Throughput (g a.i./ha) Beetling control (%) A1 B2.15 Found Estimates 20 -25 - - 40 - 40 - - 20 72 - 20 20 85 79 40 20 92.5 83.2

Herbicidal activity against perennial weeds, perennial weeds and herbaceous weeds of the active ingredient (A1) and active ingredient ventazone (B3.1) in plants Herbicides / Throughput (g a.i./ha) All-opening control (%) Blood Control (%) Rice is weak A1 B3.1 Found Estimates Found Estimates Found Estimates 30 - 60 - 95 - 20 - 40 - 70 - 95 - 25 - - 1650 35 - 0 - 0 - 30 1650 80 74 90 95 10 20 40 1650 90 81 93 95 15 25 Sihalofop Butyl + Ventazone (300 + 1650) 25 55 0

Herbicide Activity of Sulfonylurea Herbicide-Resistant Weed Ecotypes of Active Ingredients (A1) and Active Ingredients Simethrin (B3.5) in Greenhouses (Soil Sleep Treatment) Herbicides / Throughput (g a.i./ha) Weed Control Rate (%) Resistance knot Resistant eggs A1 B3.5 Found Estimates Found Estimates 21 - 16.7 - 58.3 - - 135 67.5 - 72.5 - 21 135 81.7 72.9 98.3 88.5

Herbicidal activity of the active ingredient (A1) and active ingredient carfentrazone-ethyl (B4.3) on the major weeds in the field (foliage treatment) Herbicides / Throughput (g a.i./ha) All-opening control (%) Water seal control (%) Blood Control (%) Rice weaker (%) A1 B4.3 Found Estimates Found Estimates Found Estimates Found Estimates 45 - 70 - 88 - 65 - 0 - 60 - 80 - 95 - 70 - 10 - - 45 40 - 30 - 0 - 10 - - 60 40 - 40 - 0 - 30 - 45 45 98 82 100 91.6 70 65 0 10 60 60 95 88 100 97 75 70 0 37

Herbicidal activity against the coriander, the broadleaf weed of active ingredient (A1) and active ingredient carfentrazone-ethyl (B4.3) in greenhouse Herbicides / Throughput (g a.i./ha) Water seal ratio control rate (%) A1 B4.3 Found Estimates 7.5 - 1.9 - 15 - 45.4 - 30 - 51.8 - 45 - 80.5 - - 30 47.2 - 7.5 30 74.8 48.2 15 30 78.5 71.2 30 30 83.5 74.6 45 30 98.2 89.7

Herbicidal activity against clover, the main grass weed of active ingredient (A1) and active ingredient carfentrazone-ethyl (B4.3) in turfgrass (foliage treatment) Herbicides / Throughput (g a.i./ha) Clover Control Rate (%) 24 days after treatment 38 days after treatment A1 B4.3 Found Estimates Found Estimates 50 - 60 - 83 - - 37.5 25 - 20 - - 75.0 70 - 45 - 50 37.5 93 70 94 86.4 50 75.0 94 88 98 90.7

Herbicidal Activities of Active Ingredients (A1) and Active Ingredients Carpentrazone-Echil (B4.3) on Weeds (Foliar Treatment) in Pavement Herbicide / throughput (g a.i./ha) Weed Control Rate (%) Wild pansy Rake Poppy Big dogball A1 B4.3 Found Estimates Found Estimates Found Estimates Found Estimates 15 - 10 - 56.7 - 6.7 - 10 - 30 - 50 - 70 - 30 - 6.7 - - 10 0 - 33.3 - 6.7 - 26.7 - 15 10 73.3 10 80 71.1 33.3 13 66.7 34 30 10 80 50 100 80.0 46.7 34.7 63.3 31.6

Herbicide Activity of Sulfonylurea Herbicide-Resistant Weed Ecotypes of Active Ingredients (A1) and Active Ingredients Pentoxazone (B4.6) in Greenhouses (Soil Sleep Treatment) Herbicide / throughput (g a.i./ha) Weed Control Rate (%) Resistant seal Resistance Resistant egg A1 B5.1 Found Estimates Found Estimates Found Estimates 21 - 31.7 - 50 - 58.3 - - 240 62.5 - 82.5 - 75 - 21 240 74.4 95 93.3 91.3 100 89.6

Herbicidal activity of broadleaf weeds of active ingredient (A1) and active ingredient diflufenican (B5.1) in pavement (foliage treatment) Herbicide / throughput (g a.i./ha) Weed Control Rate (%) Wild pansy Rake Big dogball A1 B5.1 Found Estimates Found Estimates Found Estimates 15 - 10 - 56.7 - 10 - 30 - 50 - 70 - 6.7 - - 125 100 - 6.7 - 33.3 - - 250 93.3 - 0 - 26.7 - 15 125 100 100 86.7 59.6 80 40 15 250 100 94.0 86.7 56.7 93.3 34 30 125 100 100 86.7 72.0 46.7 37.8 30 250 100 96.7 93.3 70.0 80.0 31.6

Herbicide Activity of Sulfonylurea Herbicide-Resistant Weed Ecotypes of Active Ingredients (A1) and Pyrazoleates (B5.5) in Greenhouses (Soil Sleep Treatment) Herbicide / throughput (g a.i./ha) Weed Control Rate (%) Resistant seal Resistance flower Resistance Resistant egg A1 B5.5 Found Estimates Found Estimates Found Estimates Found Estimates 21 - 31.7 - 16.7 - 50 - 58.3 - - 1800 90 - 62.5 - 65 - 65 - 21 1800 100 93.2 73.3 68.8 86.7 82.5 100 85.4

Herbicide Activity against Sulfonylurea Herbicide Resistant Weed Ecotypes of Active Ingredients (A1) and Butachlor (B6.1) in Greenhouses (Soil Sleep Treatment) Herbicides / Throughput (g a.i./ha) Resistant water seal control (%) Resistant grass turf control (%) A1 B6.1 Found Estimates Found Estimates 21 - 26.7 - 50 - - 1500 95 - 72.5 - 21 1500 100 96.3 96.7 86.3

Herbicidal activity of perennial weed grasshopper of active ingredient (A1) and active ingredient benfurate (B7.1) in greenhouse (soil surface treatment) Herbicides / Throughput (g a.i./ha) All-opening control (%) A1 B2.13 Found Estimates 21 - 30 - - 360 60 - - 450 75 - 21 360 80 72 21 450 90 82.5

Herbicide Activity against Sulfonylurea Herbicide-Resistant Weed Ecotypes of Active Ingredients (A1) and Thiobencab (B7.5) in Greenhouses (Soil Sleep Treatment) Herbicide / throughput (g a.i./ha) Weed Control Rate (%) Resistant sealer Resistance knot Resistive turfgrass A1 B7.5 Found Estimates Found Estimates Found Estimates 21 - 26.7 - 43.3 - 43.3 - - 2100 85 - 70 - 90 - 21 2100 100 89 96.7 83 100 94.3

Herbicidal activity against broadleaf weeds of active ingredient (A) and active ingredient 2,4-di (B8.3) in pavement (foliage treatment) Herbicide / throughput (g a.i./ha) Weed Control Rate (%) Rapeseed Rake Poppy Big dogball A1 B8.3 Found Estimates Found Estimates Found Estimates Found Estimates 15 - 80.0 - 56.7 - 6.7 - 10 - 30 - 93.4 - 70 - 30 - 6.7 - - 650 60.0 - 0 - 33.3 - 20 - 15 650 100 92 - - 40 37.8 33.3 28 30 650 100 97.4 86.7 70 73.3 53.3 - -

Herbicide Activity of Sulfonylurea Herbicide-Resistant Ecotypes of Active Ingredient (A) and Chlomeprop (B8.7) in Greenhouse (Soil Sleep Treatment) Herbicide / throughput (g a.i./ha) Weed Control Rate (%) Resistant seal Resistance flower Resistance Resistant egg A1 B8.7 Found Estimates Found Estimates Found Estimates Found Estimates 21 - 31.7 - 16.7 - 50 - 58.3 - - 300 60 - 85 - 72.5 - 70 - 21 300 91.7 72.7 98.3 87.5 100 86.3 90 87.5

Herbicidal Activity of Sulfonylurea Herbicide-Resistant Cochlea Ecotypes of Active Ingredients (A) and Dithiopyre (B9.2) in Greenhouses (Soil Sleep Treatment) Herbicides / Throughput (g a.i./ha) Resistant water seal ratio (%) A1 B9.2 Found Estimates 15 - 0 - 20 - 0 - 30 - 0 - - 45 70 - 15 45 90 70 20 45 90 70 30 45 90 70

Herbicidal Activity of Sulfonylurea Herbicide-Resistant Cochlea Ecotypes of Active Ingredients (A) and Dithiopyre (B9.2) in Greenhouses (Soil Sleep Treatment) Herbicides / Throughput (g a.i./ha) Resistant water seal ratio (%) A1 B9.2 Found Estimates 15 - 0 - 30 - 0 - - 30 0.3 - - 45 46.7 - - 60 78.3 - - 90 94.7 - 15 30 30.0 0.3 15 45 70.0 46.7 15 60 93.3 78.3 15 90 96.7 94.7 30 30 16.7 0.3 30 45 53.3 46.7 30 60 90.0 78.3 30 90 100.0 94.7

The herbicidal composition of the present invention has increased herbicidal activity and wider herbicidal spectrum than the individual treatment of the herbicidal substances due to synergism by mixing two herbicidal substances having different action characteristics or different herbicidal active characteristics. The amount of the raw materials is reduced, and the simultaneous treatment of flucetosulfuron and other herbicidal active substances contained in the herbicide composition may reduce herbicide treatment efforts and thus reduce weed control costs. Furthermore, the present invention contains as an active ingredient a compound of formula (1) or (2) and at least one selected from betazone, a photosynthetic inhibitor, carpentrazone-ethyl, and aoxin type herbicide, a protopropynogen IX oxidase inhibitor The herbicide composition has the effect of synergistic herbicidal activity against perennial weeds and sulfonylurea herbicide resistant weeds, antagonizing the flowering and weeding blood and enhancing the safety of foliage treatment on rice.

Claims (12)

A compound of formula (1) (active ingredient A (1)) and [Formula 1]

(B1.1) Diclopop and its esters, (B1.2) metamipop, (B1.3) sihalofop-butyl, (B1.4) clodinapop-propargyl, (B1.5) Phenoxaprop-P and its esters, (B1.6) Framprop-M and esters, (B1.7) Tracockidim, (B1.8) Propoxydim, (B2.1) Diphensulfuron -Methyl, (B2.2) metsulfuron-methyl, (B2.3) prosulfuron, (B2.4) tribenuron-methyl, (B2.5) mesosulfuron-methyl, (B2.6) Plazasulfuron, (B2.7) sulfosulfuron, (B2.8) iodosulfuron and its esters, (B2.9) flupyrsulfuron and its esters, (B2.10) bensulfuron and its esters, ( B2.11) cyclosulfuron, (B2.12) cynosulfuron, (B2.13) azimsulfuron, (B2.14) imazosulfuron, (B2.15) pyrazosulfuron-ethyl, (B2.16 ) Phenoxullam, (B2.17) prorasulam, (B2.18) bispyribacsodium, (B2.19) pyribenzoxime, (B3.1) bentazone, (B3.2) bromoxynil and Bromoxynil octanoate, (B3.3) oxynyl, its s Ters and salts, (B3.4) terbutryn, (B3.5) simethrin, (B3.6) chlor toluron, (B3.7) isoproturon, (B4.1) oxyfluoroorpene, (B4 .2) Piraflufen-ethyl, (B4.3) carpentrazone-ethyl, (B4.4) cinidon-ethyl, (B4.5) oxadiargyl, (B4.6) pentoxazone, (B5 .1) Dipulufenican, (B5.2) picorinaphene, (B5.3) mesotrione, (B5.4) pyrazoxifen, (B5.5) pyrazolate, (B5.6) Benzobicycline, (B5.7) clomazone, (B6.1) butachlor, (B6.2) flufenacet, (B6.3) mefenacet, (B6.4) pentrazamide, (B6 .5) Pretilacro, (B6.6) Carfenstrol, (B6.7) Isoxaben, (B7.1) Benfurerate, (B7.2) Etofumesate, (B7.3) Prosulol Pokab, (B7.4) Trialate, (B7.5) Chiobenkab, (B8.1) Triclopyr, (B8.2) Fluoxypyr and its esters, (B8.3) 2,4- Di and its esters, (B8.4) ampei and its esters, (B8.5) amphibibi and its esters, (B8.6) mecoprop and me Prop-P, (B8.7) clomeprop, (B8.8) dicamba, (B9.1) pendimethalin, (B9.2) dithiopyr, (B9.3) difenzoquat methylsulfate Herbicide composition comprising at least one active ingredient selected from the group consisting of (B9.4) bromobutide, (B9.5) indanophane, and (B9.6) pyributicab. A herbicide composition comprising a compound of formula (2) (active ingredient A (2)) and at least one active ingredient selected from the group of active ingredients (B) as defined in claim 1. [Formula 2]

The herbicidal composition according to claim 1 or 2, wherein the weight ratio of the active ingredient A (1) or A (2) to the active ingredient B is 1: 200 to 200: 1. The herbicide composition according to claim 3, wherein the weight ratio of the active ingredient A (1) or A (2) to the active ingredient B is 1: 100 to 20: 1. The herbicide composition according to claim 1 or 2, further comprising at least one selected from insecticides, fungicides, antimitigative agents and plant growth regulators. The herbicide composition according to claim 1 or 2, further comprising one or more selected from carriers, surfactants, and adjuvants. A method of controlling weeds by applying the herbicide composition of claim 1 to cropland or non-cultivated land. A method of controlling weeds by applying the herbicide composition of claim 1 to a rice plantation. A method of controlling weeds by applying the herbicide composition of claim 1 to a cereal plantation. A method of controlling weeds by applying the herbicide composition of claim 1 or 2 to grass or grassland. 8. The method of claim 7, wherein the herbicide composition is treated with foliage to control weeds. The active ingredient B according to claim 11, wherein the active ingredient B is selected from (B3.1) benzone, (B4.3) carpentrazone ethyl, (B8.2) fluoroxypyr and ester, (B8.3) 2,4-D The esters thereof, (B8.4) ampei and its esters, (B8.5) the amphibibi and its esters, (B8.6) mecoprop and mecoprop-P, (B8.7) clomeprop and (B8.8) A method for controlling weeds by foliage treatment of at least one herbicide composition selected from the group consisting of dicambas.