OA16678A - - Google Patents
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- OA16678A OA16678A OA1201400560 OA16678A OA 16678 A OA16678 A OA 16678A OA 1201400560 OA1201400560 OA 1201400560 OA 16678 A OA16678 A OA 16678A
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Description
TITLE OF INVENTION:
HERBICIDAL COMPOSITION HAVING IMPROVED HERBICIDAL ACTIVITY
TECHNICAL FiELD
The présent invention relates to a herbicidal composition having improved herbicidal activity.
BACKGROUND ART
Heretofore, in cultivation of crop plants in cropland, it has been desired to control weeds which inhibit the growth or the harvest of crop plants. Further, in non-cropland also, it is bénéficiai for utilization of the non-cropland to effectively control weeds. Thus, control of weeds is necessary in each of cropland and non-cropland, and various herbicides hâve been used. However, in recent years, there is a movement to reduce the dosage of a herbicidal active ingrédient as far as possible, so as to reduce the environmental load on an area where the herbicide is applied or a surrounding area thereof. For example, certain herbicidal benzoylpyrazole compounds hâve been known (Patent Documents 1 to 4), and a herbicidal composition comprising a compound including such herbicidal benzoylpyrazole compounds and a polyoxyalkylene alkyl ether phosphate or its sait has been known (Patent Document 5).
PRIOR ART DOCUMENTS
PATENT DOCUMENTS
Patent Document 1: W02007/069771
Patent Document 2: W02008/065907
Patent Document 3: W02008/078811
Patent Document 4: WO2009/142318
Patent Document 5: W02009/011321
DISCLOSURE OF INVENTION
TECHNICAL PROBLEM
It has been desired to improve activity of a herbicidal active ingrédient and to reduce the dosage as far as possible, in order to reduce the environmental load on an area where the herbicide is applied or a surrounding area thereof, more than ever.
SOLUTION TO PROBLEM
The présent inventors hâve conducted extensive studies to accomplish the above object and as a resuit, hâve found that herbicidal activity of the compound represented by the following formula (I) or its sait can be remarkably improved by using a spécifie compound, and accomplished the présent invention.
That is, the présent invention relates to a herbicidal composition comprising (1) a benzoylpyrazole compound represented by the formula (I) or its sait (hereinafter referred to as a herbicidal benzoylpyrazole compound):
O R2 (I) wherein Q is a hydrogen atom, -C(O)SR5 or -A-O-C(O)OR6; R1 is alkyl; R2 is alkyl; R3 is alkoxyalkoxy; R4 is alkylsulfonyl; Rs is alkyl; R6 is alkyl; and A is alkyiene substituted by one or more alkyl groups, and (2) at least one compound selected from the group consisting of a polyoxyalkylene sorbitan fatty acid ester, a polyoxyalkylene fatty acid ester, a polyoxyalkylene styryl aryl ether, a polyoxyalkylene styryl aryl ether condensate and a polyoxyalkylene alkyl ether sulfate (hereinafter referred to as an activity-im provin g component). The présent invention further relates to a method for controlling undesired plants, which comprises applying a herbicidally effective amount of the herbicidal benzoylpyrazole compound and an amount effective for activity improvement of the activity-improving component, to the undesired plants or to a place where they grow. The présent invention further relates to a method for improving herbicidal activity of the herbicidal benzoylpyrazole compound by the activity-improving component.
In a case of an active ingrédient which is taken in the plant body to exhibit herbicidal effect, such as the above herbicidal benzoylpyrazole compound, an improvement in the permeability of plant cuticles is presumed to be effective to obtain higher herbicidal effect. An oil-based adjuvant such as a fatty acid has been known to improve the permeability of plants, however, it is not necessarily sufficient to improve the herbicidal effect of the herbicidal benzoylpyrazole compound. Whereas, an adjuvant which improves the spreading of the herbicidal component on plants (for example, on leaves), i.e. wettability, has been known, however, it also cannot achieve a sufficient improvement in the herbicidal activity. The présent inventors hâve found that the herbicidal effect of the herbicidal benzoylpyrazole compound is remarkably improved by using a spécifie adjuvant which improves both of the above permeability and wettability. Further, although an improvement in both of the permeability and the wettability may sometimes promote phytotoxicity against crop plants, in the présent invention, such a problem does not arise, and practically excellent performance can be achieved.
ADVANTAGEOUS EFFECTS OF INVENTION
According to the présent invention, the herbicidal activity of the herbicidal benzoylpyrazole compound is effectively brought about and improved by the activity-improving component. Further, the dosage of the herbicidal benzoylpyrazole compound can be reduced, and the environmental load on an area where the herbicide is applied or a surrounding area thereof can remarkably be reduced. Further, the réduction in the dosage of the herbicidal benzoylpyrazole compound can remarkably reduce the cost required for storage and carrying of a composition containing it.
DESCRIPTION OF EMBODIMENTS
The présent invention is carried out, for example, in such a manner that the herbicidal benzoylpyrazole compound is formulated by using various additives, and the formulation is diluted with e.g. water together with the activity-improving component and applied to undesired plants or to a place where they grow. Further, the présent invention is carried out in such a manner that the herbicidal benzoylpyrazole compound and the activity-improving component are formulated together by using various additives, and the formulation diluted with e.g. water or without being diluted is applied to undesired plants or to a place where they grow.
In the above formula (I), the alkyl or the alkyl moiety has from about 1 to about 6 carbon atoms, may be either linear or branched, and may, for example, be specifically methyl, ethyl, propyl, butyl, tert-butyl, pentyl or hexyl.
As the herbicidal benzoylpyrazole compound, for example, compounds as shown in Table 1 may be mentioned. In Table 1, No. represents the compound number, Me a methyl group, Et an ethyl group and Bu(t) a tertiary butyl group. These compounds are known compound disclosed in 15 W02007/069771, W02008/065907, W02008/078811 or WO2009/142318.
TABLE 1
| No. | Q | R1 | R2 | R3 | R4 |
| 1 | H | Me | Me | -O-(CH2)2-OMe | SO2Me |
| 2 | H | Et | Me | -O-(CH2)2-OMe | SO2Me |
| 3 | -C(O)SEt | Me | Me | -O-(CH2)2-OMe | SO2Me |
| 4 | -C(O)SBu(t) | Me | Me | -O-(CH2)2-OMe | SO2Me |
| 5 | -CH(Me)-O-C(O)OMe | Me | Me | -O-(CH2)2-OMe | SO2Me |
| 6 | -CH(Me)-O-C(O)OMe | Et | Me | -O-(CH2)2-OMe | SO2Me |
| 7 | -CH(Me)-O-C(O)OMe | Me | Et | -O-(CH2)2-OMe | SO2Me |
| 8 | -CH(Me)-O-C(O)OEt | Me | Me | -O-(CH2)2-OMe | SO2Me |
| 9 | -CH(Me)-O-C(O)OEt | Et | Me | -O-(CH2)2-OMe | SO2Me |
The sait contained in the herbicidal benzoylpyrazole compound may be any sait so long as it is agriculturally acceptable, and it may, for example, be specifically an alkali métal sait such as a sodium sait or a potassium sait; an alkaline earth métal sait such as a magnésium sait or a calcium sait; an amine sait such as a dimethylamine sait or a triethylamine sait; an inorganîc acid sait such as a hydrochloride, a perchlorate, a sulfate or a nitrate; or an organic acid sait such as an acetate or a methanesulfonate.
In a case where the herbicidal benzoylpyrazole compound has various structural isomers such as optical isomers or keto-enol tautomers, such isomers are, of course, included in the présent invention.
As at least one compound selected from the group consisting of a polyoxyalkylene sorbitan fatty acid ester, a polyoxyalkylene fatty acid ester, a polyoxyalkylene styryl aryl ether, a polyoxyalkylene styryl aryl ether condensate and a polyoxyalkylene alkyl ether sulfate, which is the activity-improving component, a commercially available surfactant containing the above compound may be used.
In the above respective compounds as the activity-improving component, the number of addition of the oxyalkylene moiety is preferably from about 1 to about 100, more preferably from about 1 to about 50, further preferably from about 1 to about 30, further preferably from about 4 to about 30. Further, the oxyalkylene moiety may be either linear or branched, and it preferably has, for example, from about 2 to about 3 carbon atoms. Spécifie examples thereof include ethylene oxide, propylene oxide and -CH(CH3)CH2O-. Hereinafter the polyoxyalkylene moiety may sometîmes be referred to as POA and the polyoxyethylene moiety as POE.
In the respective compounds as the activity-improving component, the oxyalkylene moiety may be a copolymer or a block copolymer, and the position of substitution of the oxyalkylene moiety is not particularly limited.
Now, the POA sorbitan fatty acid ester will be described below.
The POA sorbitan fatty acid ester may be any of a mono-fatty acid ester, a di-fatty acid ester and a tri-fatty acid ester.
The fatty acid moiety of the POA sorbitan fatty acid ester may be either a saturated fatty acid or an unsaturated fatty acid. The fatty acid moiety has preferably from about 4 to about 24, more preferably from about 8 to about 20 carbon atoms. The fatty acid moiety may be linear, branched orcyclic, and may hâve a substituent. The number ofthe unsaturated bond(s) in the unsaturated fatty acid may be one or more, and the position is also optional. Spécifie examples of the fatty acid moiety include butyric acid, valeric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, lauric acid, myristic acid, pentadecylic acid, palmitic acid, palmitoleic acid, margaric acid, stearic acid, oleic acid, vaccenic acid, linoleic acid, (9,12,15)-linolenic acid, tuberculostearic acid, arachidic acid, arachidonic acid, behenic acid, erucic acid, lignoceric acid and nervonîc acid.
Spécifie examples ofthe POA sorbitan fatty acid ester include the following compounds. Further, tradenames for commercially available surfactants containing the compounds are exemplified. However, the activity-improving component of the présent invention is not limited thereto.
[Spécifie examples]
POE sorbitan monolaurate
POE sorbitan dilaurate
POE sorbitan trilaurate
POE sorbitan monopalmitate
POE sorbitan dipalmitate
POE sorbitan tripalmitate
POE sorbitan monomyristate
POE sorbitan dimyristate
POE sorbitan trimyristate
POE sorbitan monostearate
POE sorbitan distearate
POE sorbitan tristearate
POE sorbitan monoisostearate
POE sorbitan diisostearate
POE sorbitan triisostearate
POE sorbitan monooleate
POE sorbitan dioleate
POE sorbitan trioleate [Tradenames]
RHEODOL TW-L120, TW-L106, TW-P120, TW-S120V, TW-S106V, TW-S320V, TW-O120V, TW-O106V and TW-O320V (each manufactured by Kao Corporation)
Sorbon T-20, T-40, T-60, T-80 and T-85 (each manufactured by TOHO Chemical Industry Co., Ltd.)
AGNIQUE SML-20, SMS-20, STS-16, STS-20, SMO-5, SMO-20, SMO-30, STO-20, STO2095 and STO-2299 (each manufactured by BASF)
NONION LT-221, LT-20, PT-221, OT-206, OT-221, OT-80, ST-206, ST-221, ST-60, LT-210 and 1ST-221 (each manufactured by NOF CORPORATION)
NIKKOL TL-10, TP-10EX, TS-10V, TS-106V, TS-30V, TI-10, TO-10, TO-106V and TO-30V (each manufactured by NIKKO CHEMICALS CO., LTD.)
The POA fatty acid ester will be described below.
The POA fatty acid ester may be either a mono-fatty acid ester or a di-fatty acid ester.
The fatty acid moiety of the POA fatty acid ester is the same as that of the above-described POA sorbitan fatty acid ester.
Spécifie exemples of the POA fatty acid ester include the following compounds. Further, tradenames for commercially available surfactants containing the compounds are exemplified. However, the activity-improving component of the présent invention is not limited thereto.
[Spécifie examples]
POE monolaurate
POE dilaurate
POE monooleate
POE dioleate
POE monostearate
POE distearate
POE monoisostearate
POE diisostearate
POE monopalmitate
POE dipalmitate
POE monomyristate
POE dimyristate
POE di-2-ethylhexoate
POE dierucate [Tradenames]
PEGNOL 24-0,14-0 and EDS(S) (each manufactured by TOHO Chemical Industry Co.,
Ltd.)
AGNIQUE PEG 200ML, 600ML, 2ÛOMO, 260MO, 300MO, 400MO, 600MO, 400MS, 660MS, 300DO, 400DO, 600DO and 200DL (each manufactured by BASF)
CITHROL 4MS, 10MS, 4ML, 6ML, 2DO, 2DE, 4DL and 4DS (each manufactured by CRODA)
NIKKOL MYL-10, MYS-10, MYS-45 and MYO-10 (each manufactured by NIKKO CHEMICALS CO., LTD.)
NONION L-2, L-4, 0-2, 0-4, 0-6, S-1, S-2, S-4, S-6, S-10, S-15, MM-4, MM-9, IS-2, IS-4, IS6, DL-4HN, DP-1.5HN, D0-4HN, DS-4HN, DIS-400 and DIS-600 (each manufactured by NOF CORPORATION)
ETHOFAT 0/15, 0/20 and 60/15 (each manufactured by Lion Corporation)
LIONON MO-60, DT-600M, DT-600S and DBH-40 (each manufactured by Lion Corporation)
The POA styryl aryl ether will be described below.
The POA styryl aryl ether may be any of a POA monostyryl aryl ether, a POA distyryl aryl ether and a POA tristyryl aryl ether.
The aryl moiety of the POA styryl aryl ether may, for example, be phenyl.
Spécifie examples of the POA styryl aryl ether include the following compounds. Further, tradenames for commercially available surfactants containing the compounds are exemplified. However, the activity-improving component of the présent invention is not limited thereto.
[Spécifie examples]
POE monostyryl phenyl ether
POE distyryl phenyl ether
POE tristyryl phenyl ether [Tradenames]
Sorpol T-10, T-15, T-20, T-26, T-30, T-32 and T-18D (each manufactured by TOHO Chemical Industry Co., Ltd.)
AGNIQUE TSP-14, TSP-15, TSP-16, TSP-17 and TSP-34 (each manufactured by BASF)
Soprophor BSU, TS/10, TS/16, TS/29, TS/54, CY/8 and S/40 (each manufactured by Rhodia)
Emulsogen TS100, TS160, TS200, TS290, TS400, TS540 and TS600 (each manufactured by Clariant)
The POA styryl aryl ether condensate will be described below. The POA styryl aryl ether condensate is a condensate of a POA styryl aryl ether with formaldéhyde.
The POA styryl aryl ether condensate may be any of a POA monostyryl aryl ether condensate, a POA distyryl aryl ether condensate and a POA tristyryl aryl ether condensate, and optional ones among the POA monostyryl aryl ether, the POA distyryl aryl ether and the POA tristyryl aryl ether may be condensed.
The aryl moiety of the POA styryl aryl ether may, for example, be phenyl.
Spécifie examples of the POA styryl aryl ether condensate include the following compounds. Further, tradenames for commercially available surfactants containing the compounds are exemplified. However, the activity-improving component of the présent invention is not limited thereto.
[Spécifie examples]
POE monostyryl phenyl ether condensate
POE distyryl phenyl ether condensate
POE tristyryl phenyl ether condensate [Tradenames]
Sorpol F-15, F-19, F-24 and F-27 (each manufactured by TOHO Chemical Industry Co., Ltd.)
The POA alkyl ether sulfate will be described below.
The alkyl moiety of the POA alkyl ether sulfate preferably has from about 12 to about 14 carbon atoms. The alkyl moiety may be linear, branched or cyclic, and may hâve a substituent. Spécifie examples of the alkyl moiety include dodecyl, tridecyl and tetradecyl.
As the sait of the POA alkyl ether sulfate, various salts may be mentioned, such as a sodium sait, a potassium sait, a calcium sait, an ammonium sait and a triethanolamine sait.
Spécifie examples of the POA alkyl ether sulfate include the following compounds. Further, tradenames for commercially available surfactants containing the compounds are exemplified. However, the activity-improving component of the présent invention is not limited thereto.
[Spécifie examples]
Ammonium POE lauryl ether sulfate
Ammonium POE dodecyl ether sulfate
Ammonium POE tridecyl ether sulfate
Ammonium POE tetradecyl ether sulfate
Sodium POE lauryl ether sulfate
Sodium POE dodecyl ether sulfate
Sodium POE tridecyl ether sulfate
Sodium POE tetradecyl ether sulfate
Triethanolamine POE lauryl ether sulfate
Triethanolamine POE dodecyl ether sulfate
Triethanolamine POE tridecyl ether sulfate
Triethanolamine POE tetradecyl ether sulfate [Tradenames]
HITENOL LA12 and LA14 (each manufactured by DAI-ICHI KOGYO SEIYAKU CO., LTD.)
NIKKOL NES-203-27, NES-303-36, SBL-2A-27, SBL-2N-27, SBL-2T-36 and SBL-3N-27 (each manufactured by NIKKO CHEMICALS CO., LTD.)
EMAL 20C, E-27C, 270J, 20CM, D-3-D, D-4-D, 20T, 125HP, 170J and 327 (each manufactured by Kao Corporation)
LATEMUL E-118B, E-150 and WX (each manufactured by Kao Corporation)
PERSOFT EL, EK. EF, EFK and EF-T (each manufactured by NOF CORPORATION)
ALSCOAP TH-330, TH-330K, NS-230, TH-370N, DA-330S, N-355T and A-225B (each manufactured by TOHO Chemical Industry Co., Ltd.)
In the présent invention, the mixing ratio of the herbicidal benzoylpyrazole compound to the activity-improving component cannot generally be defined, as it varies depending upon various conditions such as the types of the herbicidal benzoylpyrazole compound and the activity-improving component, the type of the formulation, the weather conditions, and the type and the growth stage of plants to be controlled, and is preferably from 1:0.015 to 1:600, more preferably from 1:0.03 to 1:600, further preferably from 1:0.75 to 1:150, particularly preferably from 1:0.75 to 1:100 by the weight ratio.
The herbicidal composition of the présent invention are capable of controlling a wide range of undesired weeds, such as Gramineae such as barnyardgrass (Echinochloa crus-galli L.. Echinochloa oryzicola vasing.), crabgrass (Diqitaria sangulnalis L., Diqitaria ischaemum Muhl., Diqitaria adscendens Henr., Diqitaria microbachne Henr., Diqitaria horizontalls Willd.), green foxtail (Setaria viridis L.), giant foxtail (Setaria faberi Herrm.), yellow foxtail (Setaria lutescens Hubb.), goosegrass (Eieusine indica L.), wild oat (Avena fatua L.), johnsongrass (Sorqhum halepense L.), quackgrass (Aqropyron repens L.), alexandergrass (Brachiaria plantaqinea). guineagrass (Panicum maximum Jacq.), paragrass (Panicum purpurascensk sprangletop (Leptochloa chinensisk red sprangletop (Leptochloa paniceak annual bluegrass (Poa annua L.), black grass (Alopecurus mvosuroides Huds.), cholorado bluestem (Aqropyron tsukushiense (Honda) Ohwi), broadleaf signalgrass (Brachiaria platyphylla Nash), southem sandbur (Cenchrus echinatus L.), italian ryegrass (Lolium multiflorum Lam.), and bermudagrass (Cvnodon dactylon Pers.); Cyperaceae such as rice flatsedqe (Cyperus iria L.). purple nutsedqe (Cyperus rotundus L.). yellow nutsedge (Cyperus esculentus L.), Japanese bulrush (Scirpus juncoidesk flatsedge (Cyperus serotinusk small-flower umbrellaplant (Cyperus difformisk slender spikerush (Eleocharis acicularis), and water chestnut (Eleocharis kuroquwai): Alismataceae such as Japanese ribbon waparo (Saqittaria pyqmaea), arrow-head (Saqittaria trifolia), and narrowleaf waterplantain (Alisma canaliculatum): Pontederiaceae such as monochoria (Monochoria vaqinalisk and monochoria species (Monochoria korsakowii): Scrophulariaceae such as false pimpernel (Lindernia pyxidaria). and abunome (Dopatrium junceum): Lythraceae such as toothcup (Rotala india), and red stem (Ammannia multiflora): Elatinaceae such as long stem waterwort (Elatine triandra SCHK.); Malvaceae such as velvetleaf (Abutilon theophrasti MEDIC.), and prickly sida (Sida spinosa L.); Compositae such as common cocklebur (Xanthium strumarium L.), common ragweed (Ambrosia elatior L.), thistle (Breea setosa (BIEB.) KITAM.), hairy galinsoga (Galtnsoqa ciliata Blake). wild chamomile (Matricaria chamomilla L); Solanaceae such as black nightshade (Solanum niqrum L.), and jimsonweed (Datura stramonium): Amaranthaceae such as slender amaranth (Amaranthus viridis L.), and redroot pigweed (Amaranthus retroflexus L,); Polygonaceeae such as pale smartweed (Polyqonum lapathifolium L), ladysthumb (Polyqonum persicaria L.), wild buckwheat (Polyqonum convolvulus L.), and knotweed (Polyqonum aviculare L.); Cruciferae such as flexuous bittercress (Cardamine flexuosa WITH.). shepherd’s-purse (Capsella bursa-pastoris Medik.). and indian mustard (Brassîca iuncea Czern.); Convolvulaceae such as tall morningglory (Ipomoea purpurea L,), field bindweed (Convolvulus arvensis L.), and ivyleaf morningglory (Ipomoea hederacea Jacq.); Chenopodiaceae such as common lambsquarters (Chenopodium album L.). and mexîcan burningbush (Kochia scoparia Schrad.); Portulacaceae such as common purslane (Portulaca oleracea L.); Leguminosae such as sicklepod (Cassia obtusifolia L.); Caryophyllaceae such as common chickweed (Stellaria media L.); Labiatae such as henbit (Lamium amplexicaule L.); Rubiaceae such as catchweed (Galium spurium L.); Euphorbiaceae such as threeseeded copperleaf (Acalypha australis L.); and Commelinaceae such as common dayflower (Commelina communis L.).
Therefore, they can be effectively used for selectively controlling noxious weeds in cultivation of useful crops such as corn (Zea mays L.), soybean (Glycine max Merr.), cotton (Gossypium spp.), wheat (Triticum spp.), rice (Oryza sativa L.), barley (Hordeum vulgare L.), rye (Secale ce reale L.), oat (Avena sativa L.), sorgo (Sorqhum bicolor Moench), râpe (Brassica napus L.), sunflower (Helianthus annuus L.), sugar beet (Beta vulqaris L.). sugar cane (Saccharum officinarum L.). japanese lawnqrass (Zoysia japonica stend). peanut (Arachis hypoqaea L), flax (Linum usitatissimum L.), tobacco (Nicotiana tabacum L.), and coffee (Coffea spp.). Particularly, the herbicidal composition ofthe présent invention is effectively used for selectively controlling noxious weeds in cultivation of corn, wheat, sugar cane, and the like. Its application range extends to crop plant fields, orchards and plantations. And the herbicidal composition of the présent invention can be effectively used for nonselectively controlling noxious weeds.
The herbicidal composition of the présent invention can effectively be used to selectively control noxious weeds in cultivation of various transgenic plants. Examples of the transgenic plants include insect résistant transgenic plants, plant disease-resistant transgenic plants, transgenic plants regarding the plant constituants, and herbicide-resistant transgenic plants.
The herbicidal benzoylpyrazole compound may be applied in an amount of preferably from 5 to 1,000 g/ha, more preferably from 10 to 100 g/ha. It is particularly very useful as a herbicidal composition for corn fields, since it can control noxious weeds or inhibit their growth without impaîring corn.
In the présent invention, a herbicidal compound other than the herbicidal benzoylpyrazole compound may be mixed if desired, whereby more excellent effects or activity may be exhibited in some cases. For example, it may sometimes be possible to improve e.g. the range of the weeds to be controlled, the timing for the application of the herbicide or the herbicidal activities. The herbicidal benzoylpyrazole compound and another herbicidal compound may be individually prepared and mixed at the time of application, or they may be formulated together and applied. Such another herbicidal compound may suitably be selected from the following compound groups (1 ) to (11 ) (common names or test codes). Even when not specifically mentioned here, in a case where such compounds hâve salts, alkyl esters, structural isomers such as optical isomers etc., they are, of course, ail included.
(1) Those which are believed to exhibit herbicidal effects by disturbing hormone activities of plants, such as a phenoxy type such as 2,4-D, 2,4-D-butotyl, 2,4-D-butyl, 2,4-D-dimethylammonium, 2,4-D-dïolamine, 2,4-D-ethyl, 2,4-D-2-ethylhexyl, 2,4-D-isobutyl, 2,4-D-isoctyl, 2,4-D-ïsopropyl, 2,4D-isopropylammonium, 2,4-D-sodium, 2,4-D-isopropanolammonium, 2,4-D-trolamine, 2,4-DB, 2,4DB-butyl, 2,4-DB-dimethylammonium, 2,4-DB-isoctyl, 2,4-DB-potassium, 2,4-DB-sodium, dichlorprop, dichlorprop-butotyl, dichlorprop-dîmethylammonium, dichlorprop-isoctyl, dichlorproppotassium, dichlorprop-P, dichlorprop-P-dïmethylammonium, dichlorprop-P-potassium, dichlorpropP-sodîum, MCPA, MCPA-butotyl, MCPA-dimethylammonium, MCPA-2-ethylhexyl, MCPA-potassium, MCPA-sodium, MCPA-thioethyl, MCPB, MCPB-ethyl, MCPB-sodium, mecoprop, mecoprop-butotyl, mecoprop-sodium, mecoprop-P, mecoprop-P-butotyl, mecoprop-P-dimethylammonium, mecopropP-2-ethylhexyl, mecoprop-P-potassium, naproanilide or clomeprop; an aromatic carboxylic acid type such as 2,3,6-TBA, dicamba, dicamba-butotyl, dicamba-diglycolamine, dicambadimethylammonium, dicamba-diolamine, dicamba-isopropylammonium, dicamba-potassïum, dicamba-sodium, dichlobenil, plcloram, picloram-dimethylammonium, picloram-isoctyl, piclorampotassium, picloram-triisopropanolammonium, picloram-triisopropylammonium, picloram-trolamine, triclopyr, triclopyr-butotyl, triclopyr-triethylammonium, clopyralid, clopyralid-olamine, clopyralidpotassium, clopyralid-triisopropanolammonium or aminopyralid; and others such as naptalam, naptalam-sodium, benazolin, benazolin-ethyl, quinclorac, quinmerac, diflufenzopyr, dîflufenzopyrsodium, fluroxypyr, fluroxypyr-2-butoxy-1-methylethyl, fluroxypyr-meptyl, chlorflurenol, chlorflurenolmethyl, aminocyclopyrachlor, aminocyclopyrachlor-methyl or aminocyclopyrachlor-potassium.
(2) Those which are beiieved to exhibit herbicidal effects by inhibiting photosynthesis of plants, such as a urea type such as chlorotoluron, diuron, fluometuron, linuron, isoproturon, metobenzuron, tebuthiuron, dimefuron, isouron, karbutilate, methabenzthiazuron, metoxuron, monolinuron, neburon, siduron, terbumeton, trietazine or metobromuron; a triazine type such as simazine, atrazine, atratone, simetryn, prometryn, dimethametryn, hexazinone, metribuzin, terbuthylazine, cyanazîne, ametryn, cybutryne, triaziflam, indaziflam, terbutryn, propazine, metamitron or prometon; a uracil type such as bromacil, bromacyl-lithium, lenacil or terbacil; an anilide type such as propanil or cypromid; a carbamate type such as swep, desmedipham or phenmedipham; a hydroxybenzonitrile type such as bromoxynil, bromoxynil-octanoate, bromoxynilheptanoate, ioxynil, ioxynil-octanoate, ioxynil-potassium or ioxynil-sodium; and others such as pyridate, bentazone, bentazone-sodlum, amicarbazone, methazole or pentanochlor.
(3) Quaternary ammonium sait type such as paraquat or diquat, which is beiieved to be converted to free radicals by îtself to form active oxygen in the plant body and shows rapld herbicidal efficacy.
(4) Those which are beiieved to exhibit herbicidal effects by inhibiting chlorophyll biosynthesis of plants and abnormally accumulating a photosensitizing peroxide substance in the plant body, such as a diphenylether type such as nitrofen, chlomethoxyfen, bifenox, acifluorfen, acifluorfensodium, fomesafen, fomesafen-sodium, oxyfluorfen, lactofen, aclonifen, ethoxyfen-ethyl, fluoroglycofen-ethyl orfluoroglycofen; a cyclic imide type such as chlorphthalim, flumioxazin, flumiclorac, flumiclorac-pentyl, cinidon-ethyl, fluthiacet orfluthiacet-methyl; and others such as oxadiargyl, oxadiazon, sulfentrazone, carfentrazone-ethyl, thidiazimin, pentoxazone, azafenidin, isopropazole, pyraflufen-ethyl, benzfendizone, butafenacil, saflufenacil, flupoxam, fluazolate, profluazol, pyraclonil, flufenpyr-ethyl, bencarbazone, halauxifen, tiafenacîl or ethyl[3-(2-chloro-4fIuoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidin-1-yl)phenoxy)pyridin-2yloxyjacetate.
(5) Those which are believed to exhibit herbicidal effects characterized by bleaching activities by inhibiting chromogenesis of plants such as carotenoids, such as a pyridazînone type such as norflurazon, chloridazon or metflurazon; a pyrazole type such as pyrazolynate, pyrazoxyfen, benzofenap, topramezone or pyrasulfotole; and others such as amitrole, fluridone, flurtamone, diflufenican, methoxyphenone, clomazone, sulcotrione, mesotrrone, tembotrione, tefuryltrione, bicyclopyrone, isoxaflutole, difenzoquat, difenzoquat-metilsulfate, isoxachlortole, benzobîcyclon, picolinafen, beflubutamid, cyclopyrimorate, KUH-110 or a compound disclosed in the claim of W02005118530.
(6) Those which exhibit strong herbicidal effects specifically to gramineous plants, such as an aryloxyphenoxypropionic acid type such as diclofop-methyl, diclofop, pyriphenop-sodium, fluazifopbutyl, fluazifop, fluazifop-P, fluazifop-P-butyl, haloxyfop-methyl, haloxyfop, haloxyfop-etotyl, haloxyfop-P, haloxyfop-P-methyl, quizalofop-ethyl, quizalofop-P, quizalofop-P-ethyl, quizalofop-Ptefuryl, cyhalofop-butyl, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, metamifop-propyl, metamifop, clodinafop-propargyl, clodinafop or propaquizafop; a cyclohexanedione type such as alloxydim-sodium, alloxydim, clethodim, sethoxydim, tralkoxydïm, butroxydim, tepraloxydim, profoxydim or cycloxydîm; and others such as flamprop-M-methyl, flamprop-M orflamprop-Misopropyl.
(7) Those which are believed to exhibit herbicidal effects by inhibiting an amino acid biosynthesis of plants, such as a sulfonylurea type such as chlorimuron-ethyl, chlorimuron, suIfometuron-methyl, sulfometuron, primisulfuron-methyl, primisulfuron, bensulfuron-methyl, bensulfuron, chlorsulfuron, metsulfuron-methyl, metsulfuron, cinosulfuron, pyrazosulfuron-ethyl, pyrazosulfuron, azimsulfuron, rimsulfuron, nicosulfuron, flazasulfuron, imazosulfuron, cyclosulfamuron, prosulfuron, flupyrsulfuron-methyl-sodium, flupyrsulfuron, triflusulfuron-methyl, triflusulfuron, halosulfuron-methyl, halosulfuron, thifensulfuron-methyl, thifensulfuron, ethoxysulfuron, oxasulfuron, ethametsulfuron, ethametsulfuron-methyl, iodosulfuron, iodosulfuronmethyl-sodium, sulfosulfuron, triasulfuron, tribenuron-methyl, tribenuron, tritosulfuron, foramsulfuron, trifloxysulfuron, trifloxysulfuron-sodium, mesosulfuron-methyl, mesosulfuron, orthosulfamuron, flucetosulfuron, amidosulfuron, propyrisulfuron, metazosulfuron, iofensulfuron or a compound disclosed in the claim of EP0645386; a triazolopyrimidinesulfonamide type such as flumetsulam, metosulam, diclosulam, cloransulam-methyl, florasulam, penoxsulam or pyroxsulam; an imidazolinone type such as imazapyr, imazapyr-isopropylammonium, imazethapyr, imazethapyrammonium, îmazaquin, imazaquin-ammonium, imazamox, imazamox-ammonium, imazamethabenz, imazamethabenz-methyl or imazapic; a pyrimidinylsalicylic acid type such as pyrithiobac-sodium, bispyribac-sodium, pyriminobac-methyl, pyribenzoxim, pyriftalid or pyrimisulfan; a sulfonylaminocarbonyltriazolinone type such as flucarbazone, flucarbazone-sodium, propoxycarbazone-sodium, propoxycarbazone orthiencarbazone; and others such as glyphosate, glyphosate-sodium, glyphosate-potassium, glyphosate-ammonium, glyphosate-diammonium, glyphosate-isopropylammonium, glyphosate-trimesium, glyphosate-sesquisodium, glufosinate, glufosinate-ammonium, glufosinate-P, glufosïnate-P-ammonium, glufosinate-P-sodium, bilanafos, bilanafos-sodium, cinmethylin or triafamone.
(8) Those which are believed to exhibit herbicidal effects by inhibiting cell mitoses of plants, such as a dinitroaniline type such as trifluralin, oryzalin, nitralin, pendimethalin, ethalfluralin, benfluralin, prodiamine, butralin ordinitramine; an amide type such as bensulide, napropamide, propyzamide or pronamide; an organic phosphorus type such as amiprofos-methyl, butamifos, anilofos or piperophos; a phenyl carbamate type such as propham, chlorpropham, barban or carbetamide; a cumylamine type such as daimuron, cumyluron, bromobutide or methyldymron; and others such as asulam, asulam-sodium, dithiopyr, thiazopyr, chlorthal-dimethyl, chlorthal or diphenamid.
(9) Those which are believed to exhibit herbicidal effects by inhibiting protein biosynthesis or lipid biosynthesis of plants, such as a chloroacetamide type such as alachlor, metazachlor, butachlor, pretilachlor, metolachlor, S-metolachlor, thenylchlor, pethoxamid, acetochlor, propachlor, dimethenamid, dîmethenamid-P, propisochlor or dimethachlor; a thiocarbamate type such as molinate, dimepiperate, pyributicarb, EPTC, butylate, vernolate, pebulate, cycloate, prosulfocarb, esprocarb, thiobencarb, diallate, tri-allate or orbencarb; and others such as etobenzanid, mefenacet, flufenacet, tridiphane, cafenstrole, fentrazamide, oxaziclomefone, indanofan, benfuresate, pyroxasulfone, fenoxasulfone, dalapon, dalapon-sodium, TCA-sodium or trichloroacetic acid.
(10) MSMA, DSMA, CMA, endothall, endothall-dipotassium, endothall-sodium, endothallmono(N,N-dimethylalkylammonium), ethofumesate, sodium chlorate, pelargonic acid, nonanoic acid, fosamine, fosamine-ammonium, pinoxaden, ipfencarbazone , aclolein, ammonium sulfamate, borax, chloroacetic acid, sodium chloroacete, cyanamide, methylarsonic acid, dimethylarsinic acid, sodium dimethylarsinate, dinoterb, dinoterb-ammonium, dinoterb-diolamine, dinoterb-acetate, DNOC, ferrous sulfate, flupropanate, flupropanate-sodium, isoxaben, mefluidide, mefluididediolamine, metam, metam-ammonium, metam-potassium, metam-sodium, methyl isothiocyanate, pentachlorophenol, sodium pentachlorophenoxide, pentachlorophenol laurate, quinoclamine, sulfuric acid, urea sulfate, methiozolin, etc.
(11) Those which are believed to exhibit herbicidal effects by being parasitic on plants, such as Xanthomonas campestris. Epicoccosirus nematosorus. Epicoccosirus nematosperus, Exserohilum monoseras or Drechsrela monoceras.
In the présent invention, in a case where the herbicidal benzoylpyrazole compound is formulated with various additives, or in a case where the herbicidal benzoylpyrazole compound and the activity-improving component are formulated together with various additives, it may be formulated into various formulations such as wettable powders, water dispersible granules, waterbased suspensions, oil-based suspensions, gel formulation, emulsifiable concentrâtes, soluble concentrâtes, liquid formulation, émulsions, microemulsions, suspoemulsions and composite émulsions. The additives which can be used may be any additives so long as they are used in this technical field, and they may, for example, be a surfactant, a carrier, a solvent, a vegetable oil, a minerai oil, an anti-settling agent, a thickener, an anti-foaming agent, an anti-freezing agent, an antioxidant agent, an oil absorb agent, a gelling agent, a Aller, a dispersion stabilizer, a safener, an anti-mold agent, a binder, a stabilizer, a disintegrator, a preservative agent and an inorganic ammonium sait. Spécifie examples of the additives include the following compounds. The herbicidal benzolypyrazole compound can be formulated in accordance with a conventional method in this technical field.
The surfactant may, for example, be an anionic surfactant such as a sait of fatty acid, a benzoate, an alkylsulfosuccinate, a dialkylsulfosuccînate, a polycarboxylate, a sait of alkyl sulfuric acid ester, an alkyl sulfate, an alkyl aryl sulfate, an alkyl diglycol ether sulfate, a sait of alcohol sulfuric acid ester, an alkyl sulfonate, an alkyl aryl sulfonate, an aryl sulfonate, a lignin sulfonate, an alkyl diphenyl ether disulfonate, a polystyrène sulfonate, a sait of alkyl phosphoric acid ester, an alkyl aryl phosphate, a styryl aryl phosphate, a sait of POE alkyl ether sulfuric acid ester, a POE alkyl aryl ether sulfate, a POE styryl aryl ether sulfate, a POE styryl aryl ether sulfonate, an ammonium sait of POE styryl aryl ether sulfate, a sait of POE alkyl aryl ether sulfuric acid ester, a POE alkyl ether phosphate, a sait of POE alkyl aryl phosphoric acid ester, a POE styryl aryl ether phosphoric acid ester or its sait, a sait of naphthalene sulfonic acid condensed with formaldéhyde, or a sait of alkylnaphthalene sulfonic acid condensed with formaldéhyde; a nonionic surfactant such as a sorbitan fatty acid ester, a glycerin fatty acid ester, a fatty acid polyglyceride, a fatty acid alcohol polyglycol ether, acetylene glycol, acetylene alcohol, an oxyalkylene block polymer, a POE alkyl ether, a POE aryl ether, a POE alkyl aryl ether, a POE styryl aryl ether, a POE glycol alkyl ether, a POE alkyl ester, a POE sorbitan alkyl ester, a POE sorbitol alkyl ester, a POE fatty acid ester, a POE sorbitan fatty acid ester, a POE sorbitol fatty acid ester, a POE glycerin fatty acid ester, POE hydrogenated castor oil, POE castor oil or a polyoxypropylene fatty acid ester; or a cationic surfactant such as an alkoxylated fatty amine, and they may be used as a mixture of two or more if desired.
The carrier or the filler may, for example, be diatomaceous earth, slaked lime, calcium carbonate, talc, white carbon, kaolin, bentonite, a mixture of kaolinite and sericite, clay, sodium carbonate, sodium bicarbonate, mirabilite, zeolite, starch, sodium chloride, ammonium phosphate, ammonium sulfate, ammonium chloride, sugar, urea, lactose or glucose, and they may be used as a mixture of two or more if desired.
The solvent may, for example, be water, solvent naphtha, paraffin, dioxane, acetone, isophorone, methyl isobutyl ketone, cyclohexane, dimethyl sulfoxide, dimethyl formamide, Nmethyl-2-pyrolidone, an alcohol, acetic acid, butyric acid, isopropyl acetate, butyl acetate, alkylbenzene, alkylnaphthalene or a glycol. They may be used as a mixture of two or more if desired.
The vegetable oil may, for example, be olive oil, kapok oil, castor oil, papaya oil, camélia oil, coconut oil, sesame oil, corn oil, rice bran oil, peanut oil, cottonseed oil, soybean oil, rapeseed oil, linseed oil, tung oil, sunflower oil, safflower oil, a fatty acid derived from the above-described respective oils, or an alkyl ester of the fatty acid, and the minerai oil may, for example, be an aliphatic hydrocarbon such as liquid paraffin or paraffin petroleum, or an aromatic hydrocarbon such as an alkylbenzene or an alkylnaphthalene, and they may be used as a mixture of two or more if desired. The above-described fatty acid may, for example, be a C12.22 saturated or unsaturated fatty acid such as lauric acid, palmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, erucic acid or brassidic acid, and the alkyl ester thereof may be a Cmb linear or branched alkyl ester such as a methyl ester, a butyl ester, an isobutyl ester or an oleyl ester.
The anti-settling agent may, for example, be silica, organic bentonite (bentonite-alkylamino complex), bentonite, white carbon or aluminum magnésium silicate, and they may be used as a mixture of two or more if desired.
The thickener may, for example, be a heteropolysaccharide such as xanthan gum or guar gum, a water-soluble polymer such as polyvinyl alcohol, carboxymethylcellulose sodium sait or sodium alginate, or bentonite or white carbon, and they may be used as a mixture of two or more if desired.
The anti-foaming agent may, for example, be polydimethylsiloxane or acetylene alcohol, and they may be used as a mixture of two or more if desired.
The anit-freezing agent may, for example, be ethylene glycol, propylene glycol, glycerin or urea, and they may be used as a mixture of two or more if desired.
The oil absorb agent may, for example, be silîcon dîoxîde, starch hydrolysate, kaolin, clay, talc, diatomaceous earth, artificial diatomaceous earth/lime, asbestos, a mixture of kaolinite and sericite, calcium silicate, precipitated calcium carbonate light, silicificated precipitated calcium carbonate light, acid clay, carbon black, natural earthy graphite, pearlite product, ultrafine aluminum oxide anhydrous particles, ultrafine titanium oxide particles, basic magnésium carbonate, magnésium aluminosillcate, a silica/alumina synthetic filler or magnésium silicate hydrate, and they may be used as a mixture of two or more if desired.
The gelling agent may, for example, be silica, organic attapulgite, clay, hydrogenated castor oil, a higher fatty acid ester, a higher alcohol, a sait of dialkylsulfosuccinic acid ester, a sait of benzoic acid, an aikyl sulfate, a mixture of a polyacrylic polymer or a polyacrylic copolymer and water, or 12-hydroxystearic acid, and they may be used as a mixture of two or more if desired.
The binder may, for example, be lignin sulfonate, xanthan gum, carboxymethylcellulose or starch, and they may be used as a mixture of two or more if desired.
The disintegrator may, for example, be an inorganic sait such as carboxymethyl cellulose calcium sait, ammonium sulfate, potassium chloride or magnésium chloride, or one having disintegrating effect among the above-mentioned surfactants, such as sodium lauryl sulfate, sodium dodecylbenzene sulfonate or ammonium polyacrylate, and they may be used as a mixture of two or more if desired.
The preservative agent may, for example, be formaldéhyde, parachlorometaxylenol or 1,2benzoisothiazolin-3-one, and they may be used as a mixture of two or more if desired.
In the above various formulations, the blend ratio of the respective components cannot be generally be defined, as it varies depending upon various conditions such as the type of the components, the type of the formulation, and the application site. For example, the herbicidal benzoylpyrazole compound is blended in a ratio of preferably from 0.1 to 95 parts by weight, more preferably from 2 to 85 parts by weight, and as the rest, the additives are blended in a ratio of preferably from 5 to 99.9 parts by weight, more preferably from 15 to 98 parts by weight. Further, in a case where the activity-improving component is blended in a ratio of preferably from 0.1 to 94.9 parts by weight, more preferably from 5 to 60 parts by weight if desired, and another herbicidal compound is blended in a ratio of preferably from 0.1 to 94.9 parts by weight, more preferably from 0.5 to 75 parts by weight if desired, the additives are blended as the rest, so that the total amount is 100 parts by weight. The blend ratios of the respective components in several formulations are mentioned below, however, the présent invention is not limited to such spécifie formulations.
In the case of a water-based suspension, the herbicidal benzoylpyrazole compound is blended in a ratio of preferably from 0.1 to 60 parts by weight, more preferably from 2 to 50 parts by weight, the surfactant is blended in a ratio of preferably from 0.5 to 20 parts by weight, more preferably from 1 to 15 parts by weight, and as the rest, water is blended in a ratio of preferably from 25 to 99.4 parts by weight, more preferably from 30 to 97 parts by weight to préparé a water based suspension. Further, in a case where the activity-improving component is blended in a ratio of preferably from 0.1 to 60 parts by weight, more preferably from 5 to 40 parts by weight if desired, another herbicidal compound is blended in a ratio of preferably from 0.1 to 60 parts by weight, more preferably from 0.5 to 30 parts by weight if desired, an anti-foaming agent is blended in a ratio of preferably from 0.05 to 3 parts by weight, more preferably from 0.1 to 1 part by weight if desired, an anti-freezing agent is blended in a ratio of preferably from 0.5 to 10 parts by weight, more preferably from 2 to 10 parts by weight if desired, an anti-settling agent is blended in a ratio of preferably from 0.1 to 5 parts by weight, more preferably from 0.5 to 3 parts by weight if desired, a thickener is blended in a ratio of preferably from 0.1 to 5 parts by weight, more preferably from 0.1 to 2 parts by weight if desired, and a preservative agent is blended in a ratio of preferably from 0.01 to 1 part by weight, more preferably from 0.05 to 0.2 part by weight if desired, water is blended as the rest so that the total amount is 100 parts by weight to préparé a water-based suspension.
In the case of an oil-based suspension, the herbicidal benzoylpyrazole compound is blended in a ratio of preferably from 0.1 to 40 parts by weight, more preferably from 2 to 35 parts by weight, the surfactant is blended in a ratio of preferably from 1 to 30 parts by weight, more preferably from 1 to 25 parts by weight, and as the rest, an oil, preferably a vegetable oil or a minerai oil is blended in a ratio of preferably from 10 to 98.9 parts by weight, more preferably from 20 to 97 parts by weight to préparé an oil-based suspension. Further, in a case where the activity-improving component is blended in a ratio of preferably from 0.1 to 80 parts by weight, more preferably from 5 to 60 parts by weight if desired, another herbicidal compound is blended in a ratio of preferably from 0.1 to 40 parts by weight, more preferably from 0.5 to 30 parts by weight if desired, and an anti-settling agent is blended in a ratio of preferably from 0.1 to 5 parts by weight, more preferably from 0.5 to 3 parts by weight if desired, a vegetable oil or a minerai oil is blended as the rest so that the total amount is 100 parts by weight to préparé an oil-based suspension.
In the case of a wettable powder, the herbicidal benzoylpyrazole compound is blended in a ratio of preferably from 0.1 to 95 parts by weight, more preferably from 5 to 85 parts by weight, the surfactant is blended in a ratio of preferably from 0.5 to 40 parts by weight, more preferably from 5 to 30 parts by weight, and as the rest, a carrier or a filler is blended in a ratio of preferably from 4.5 to 99.4 parts by weight, more preferably from 10 to 90 parts by weight to préparé a wettable powder.
Further, in a case where the activity-improving component is blended in a ratio of preferably from
0.1 to 94.9 parts by weight, more preferably from 10 to 60 parts by weight if desired, another herbicidal compound is blended in a ratio of preferably from 0.1 to 94.9 parts by weight, more preferably from 0.5 to 75 parts by weight if desired, and an oil absorb agent is blended in a ratio of preferably from 1 to 90 parts by weight, more preferably from 1 to 50 parts by weight if desired, a carrier or a filler is blended as the rest so that the total amount is 100 parts by weight to préparé a wettable powder.
Preferred embodiments of the présent invention will be described below, but the présent invention is by no means restricted thereto.
1. A herbicidal composition comprising (1 ) 1-(1-ethyl-4-(3-(2-methoxyethoxy)-2-methyl-4(methylsulfonyl)benzoyl)-1H-pyrazol-5-yloxy)ethyl methyl carbonate (the above compound No. 6) or its sait and (2) at least one compound selected from the group consisting of a POA sorbitan fatty acid ester, a POA fatty acid ester, a POA styryl aryl ether, a POA styryl aryl ether condensate and a POA alkyl ether sulfate (hereinafter referred to as an activity-improving component).
2. The herbicidal composition according to the above 1, wherein the activity-improving component is at least one compound selected from the group consisting of a POA sorbitan fatty acid ester and a POA fatty acid ester.
3. The herbicidal composition according to the above 1, wherein the activity-improving component is a POA sorbitan fatty acid ester.
4. The herbicidal composition according to the above 1, wherein the activity-improving component is a POA fatty acid ester.
5. A method for controlling undesired plants, which comprises applying (1) the above compound No, 6 or its sait and (2) the activity-improving component to the undesired plants or to a place where they grow.
6. The method according to the above 5, wherein the activity-improving component is at least one compound selected from the group consisting of a POA sorbitan fatty acid ester and a POA fatty acid ester.
7. The method according to the above 5, wherein the activity-improving component is a POA sorbitan fatty acid ester.
8. The method according to the above 5, wherein the activity-improving component is a POA fatty acid ester.
9. A method for improving the herbicidal activity of the compound No. 6 or its sait by using the activity-improving component.
10. The method according to the above 9, wherein the activity-improving component is at least one compound selected from the group consisting of a POA sorbitan fatty acid ester and a POA fatty acid ester.
11. The method according to the above 9, wherein the activity-improving component is a POA sorbitan fatty acid ester.
12. The method according to the above 9, wherein the activity-improving component is a POA fatty acid ester.
13. The herbicidal composition according to the above 3, the method according to the above 7, or the method according to the above 11, wherein the POA sorbitan fatty acid ester is at least one compound selected from the group consisting of POE sorbitan monolaurate, POE sorbitan dilaurate, POE sorbitan trilaurate, POE sorbitan monopalmitate, POE sorbitan dipalmitate, POE sorbitan tripalmitate, POE sorbitan monomyristate, POE sorbitan dimyristate, POE sorbitan trimyristate, POE sorbitan monostearate, POE sorbitan distearate, POE sorbitan tristearate, POE sorbitan monoisostearate, POE sorbitan diisostearate, POE sorbitan triisostearate, POE sorbitan monooleate, POE sorbitan dioleate and POE sorbitan trioleate.
14. The herbicidal composition according to the above 4, the method according to the above 8 or the method according to the above 12, wherein the POA fatty acid ester is at least one compound selected from the group consisting of POE monolaurate, POE dilaurate, POE monooleate, POE dioleate, POE monostearate, POE distearate, POE monoisostearate, POE diisostearate, POE monopalmitate, POE dipalmitate, POE monomyristate, POE dimyristate, POE di-2-ethylhexoate and POE dierucate.
15. The herbicidal composition according to the above 4, the method according to the above 8 or the method according to the above 12, wherein the POA fatty acid ester is POA di-fatty acid ester.
16. An oil-based suspension comprising (1) the above compound No. 6 or its sait, (2) the activityimproving component, (3) a surfactant and (4) a vegetable oil or a minerai oil.
17. The oil-based suspension according to the above 16, wherein the activity-împroving component is at least one compound selected from the group consisting of a POA sorbitan fatty acid ester and a POA fatty acid ester.
18. The oil-based suspension according to the above 16, wherein the activity-improving component is a POA sorbitan fatty acid ester.
19. The oil-based suspension according to the above 16, wherein the activity-improving component is a POA fatty acid ester.
20. The oil-based suspension according to any one of the above 16 to 19, wherein (3) the surfactant is at least one surfactant selected from the group consisting of POE hydrogenated castor oil, POE styryl phenyl ether, a POE sorbitol fatty acid ester and a sorbitan fatty acid ester.
21. The oil-based suspension according to any one of the above 16 to 20, wherein (4) the vegetable oil or the minerai oil is a vegetable oil, a fatty acid derived from the vegetable oil or an alkyl ester of the fatty acid.
22. The oil-based suspension according to any one of the above 16 to 21, which contains (1 ) from 0.1 to 40 parts by weight of the above compound No. 6 or its sait, (2) from 0.1 to 80 parts by weight of the activity-improving component, (3) from 1 to 30 parts by weight of the surfactant, and (4) from 10 to 98.8 parts by weight of the vegetable oil or the minerai oil.
23. An oil-based suspension, which contains (1 ) from 0.1 to 40 parts by weight of the above compound No. 6 or its sait, (2) from 0,1 to 80 parts by weight of the activity-improving component, (3) from 1 to 30 parts by weight of a surfactant, (4) from 0.1 to 5 parts by weight of an anti-settling agent and (5) from 10 to 98.7 parts by weight of a vegetable oil or a minerai oil.
EXAMPLES
Now, the présent invention will be described in further detail with reference to Examples. However, the présent invention is by no means restricted to such spécifie Examples. Compound Nos. in Examples are compound Nos. in the above Table 1,
EXAMPLE 1 (1) Compound No. 1,2, 3, 4, 5, 6, 7, 8 or 9 (purity 99.6%): 36.26 parts by weight (2) Alkylnaphthalene sulfonate condensed with formaldéhyde (tradename: Morwet D425 manufactured by AkzoNobel): 2.21 parts by weight (3) POE styryl phenyl ether phosphate potassium sait (tradename: Soprophor FLK/70 manufactured by Rhodia): 2.21 parts by weight (4) Aluminum magnésium silicate (tradename: Veegum R manufactured by Sanyo Chemical Industries, Ltd.): 0,88 part by weight (5) Propylene glycol: 6.19 parts by weight (6) Dimethylpolysîloxane (tradename: Silcolapse 432 manufactured by Bluestar Silicones): 0.35 part by weight (7) Xanthan gum (tradename: Rhodopol 23 manufactured by Rhodia): 0.09 part by weight (8) 1,2-Benzisothiazolin-3-one (tradename: Proxel GXL manufactured byArch Chemicals, Inc.): 0.04 part by weight (9) Water: 51.77 parts by weight
The above components are mixed and pulverized by a wet pulverizerfor 5 minutes to préparé a water-based suspension. This is diluted with water together with the activity-improving component and applied.
EXAMPLE 2 (1) Compound No. 1, 2, 3, 4, 5, 6, 7, 8 or 9 (purity: 99.6%): 36.26 parts by weight (2) Morwet D425 (tradename): 2.65 parts by weight (3) Ammonium POE styryl phenyl ether sulfonate (tradename: Soprophor 4D384 manufactured by Rhodia): 2.21 parts by weight (4) Veegum R (tradename): 0.88 part by weight (5) Propylene glycol: 6.19 parts by weight (6) Silcolapse 432 (tradename): 0.35 part by weight (7) Rhodopol 23 (tradename): 0.09 part by weight (8) Proxel GXL (tradename): 0.04 part by weight (9) Water: 51.33 parts by weight
The above components are mixed and pulverized by a wet pulverizer for 5 minutes to préparé a water-based suspension. This is diluted with water together with the activity-improving component and applied.
EXAMPLE 3 (1) Compound No. 1,2, 3, 4, 5, 6, 7, 8 or 9 (purity: 99.6%): 36.26 parts by weight (2) Morwet D425 (tradename): 2.21 parts by weight (3) POE/polyoxypropylene block copolymer (tradename: Pluronic PE10300 manufactured by BASF): 2.21 parts by weight (4) Veegum R (tradename): 0.88 part by weight (5) Propylene glycol: 6.19 parts by weight (6) Silcolapse 432 (tradename): 0.35 part by weight (7) Rhodopol 23 (tradename): 0.09 part by weight (8) Proxel GXL (tradename): 0.04 part by weight (9) Water: 51.77 parts by weight
The above components are mixed and pulverized by a wet pulverizer for 5 minutes to préparé a water-based suspension. This is diluted with water together with the activity-improving component and applied.
EXAMPLE 4 (1 ) Compound No. 1,2, 3, 4, 5, 6, 7, 8 or 9 (purity: 99.6%): 10.67 parts by weight (2) Mixture containing POE hydrogenated castor oil (tradename: Sorpol 3815Amanufactured by TOHO Chemical Industry Co., Ltd.): 10.42 parts by weight (3) Organic bentonite (bentonite-alkylamino complex) (tradename: New D Orben manufactured by Shiraishi Kogyo Kaisha, Ltd.): 1.04 parts by weight (4) POE sorbitan fatty acid ester (tradename: Sorbon T-85 manufactured by TOHO Chemical Industry Co., Ltd.): 20.83 parts by weight (5) Methylated seed oil (tradename: AGNIQUE ME 18RD-F manufactured by BASF): 57.04 parts by weight
The above components are mixed and pulverized by a wet pulverizer for 5 minutes to préparé an oil-based suspension. This is diluted with water and applied.
EXAMPLE 5 (1 ) Compound No. 1,2, 3, 4, 5, 6, 7, 8 or 9 (purity: 99.6%): 10.67 parts by weight (2) Sorbon T-85 (tradename): 31.25 parts by weight (3) New D Orben (tradename): 1.04 parts by weight (4) Isoparaffin (tradename: IP SOLVENT 1016 manufactured by Idemitsu Kosan Co., Ltd.): 57.04 parts by weight
The above components are mixed and pulverized by a wet pulverizer for 5 minutes to préparé an oil-based suspension. This is diluted with water and applied.
EXAMPLE 6 (1 ) Compound No. 1,2,3, 4, 5, 6, 7, 8 or 9 (purity: 99.6%): 31.25 parts by weight (2) Sorbon T-85 (tradename): 10.42 parts by weight (3) Silica (tradename: AEROSIL R972 manufactured by NIPPON AEROSIL CO., LTD.): 0.63 part by weight (4) POE styryl phenyl ether (tradename: Sorpol-19 manufactured by TOHO Chemical Industry Co., Ltd.): 10.42 parts by weight (5) IP SOLVENT 1016 (tradename): 47.28 parts by weight
The above components are mixed and pulverized by a wet pulverizer for 5 minutes to préparé an oil-based suspension. This is diluted with water and applied.
EXAMPLE 7 (1 ) Compound No. 1,2, 3, 4, 5, 6, 7, 8 or 9 (purity: 99.6%): 10.67 parts by weight (2) Mixture containing POE sorbitol fatty acid ester (tradename: Sorpol 4300 manufactured by TOHO Chemical Industry Co., Ltd.): 10.42 parts by weight (3) New D Orben (tradename): 1.04 parts by weight (4) POE fatty acid ester (tradename: PEGNOL 24-0 manufactured by TOHO Chemical Industry Co., Ltd.): 52.08 parts by weight (5) Methylated seed oil (tradename: AGNIQUE ME 18RD-F manufactured by BASF): 25.79 parts by weight
The above components are mixed and pulverized by a wet pulverizer for 5 minutes to préparé an oil-based suspension. This is diluted with water and applied.
EXAMPLE 8 (1) Compound No. 1,2, 3, 4, 5, 6, 7, 8 or 9 (purity: 99.6%): 10.67 parts by weight (2) Sorpol 3815A (tradename): 10.42 parts by weight (3) New D Orben (tradename): 1.04 parts by weight (4) Sorbon T-85 (tradename): 31.25 parts by weight (5) AGNIQUE ME 18RD-F (tradename): 46.62 parts by weight
The above components are mixed and pulverized by a wet pulverizer for 5 minutes to préparé an oil-based suspension. This is diluted with water and applied.
EXAMPLE 9 (1) Compound No. 1, 2, 3, 4, 5, 6, 7, 8 or 9 (purity: 99.6%): 10.67 parts by weight (2) Polycarboxylate (tradename: Geropon T/36 manufactured by Rhodia): 3 parts by weight (3) Alkylnaphthalene sulfonate (tradename: Supragil WP manufactured by Rhodia): 2 parts by weight (4) Alkylnaphthalene sulfonate condensed with formaldéhyde (tradename: Supragil MNS/90 manufactured by Rhodia): 5 parts by weight (5) POE alkyl ether sulfate (tradename: HITENOL LA12 manufactured by DAI-ICHI KOGYO SEIYAKU CO„ LTD.): 40 parts by weight (6) White carbon (tradename: Carplex #80 manufactured by Evonik Degussa Japan Co., Ltd.): 39.33 parts by weight
HITENOL LA12 is adsorbed on Carplex #80, and mixed with the other components to préparé a wettable powder. This is diluted with water and applied.
EXAMPLE 10 (1) Compound No. 6 (purity: 98%): 10.7 parts by weight (2) Sorpol 4300 (tradename): 5 parts by weight (3) New D Orben (tradename): 0.5 part by weight (4) PEGNOL 24-0 (tradename): 50 parts by weight (5) AGNIQUE ME 18RD-F (tradename): 33.8 parts by weight
The above components are mixed and pulverized by a wet pulverizer for 5 minutes to préparé an oil-based suspension. This is diluted with water and applied.
EXAMPLE 11 (1) Compound No. 6 (purity: 97.3%): 3.0 parts by weight (2) Nicosulfuron (purity: 94.2%): 3.2 parts by weight (3) POE sorbitan fatty acid ester (tradename: Sorbon T-60 manufactured by TOHO Chemical Industry Co., Ltd.): 30.0 parts by weight (4) Sorbitan fatty acid ester (tradename: Sorbon S-80 manufactured by TOHO Chemical Industry Co., Ltd.): 10.0 parts by weight (5) New D Orben (tradename): 1.00 part by weight (6) Urea: 1,5 parts by weight (7) 2-Ethylhexanol: 5.0 parts by weight (8) Corn oil: 46.30 parts by weight
The above components are mixed and pulverized by a wet pulverizer for 5 minutes to préparé an oil-based suspension. This is diluted with water and applied.
EXAMPLE 12 (1) Compound No. 6 (purity: 97.3%): 3.0 parts by weight (2) Nicosulfuron (purity: 94.2%): 3.2 parts by weight (3) POE fatty acid ester (tradename: CITHROL 4ML manufactured by CRODA): 30.0 parts by weight (4) Sorbon S-80 (tradename): 10.0 parts by weight (5) New D Orben (tradename): 1.00 part by weight (6) Urea: 1.5 parts by weight (7) 2-Ethylhexanol: 5.0 parts by weight (8) Corn oil: 46.30 parts by weight
The above components are mixed and pulverized by a wet pulverizer for 5 minutes to préparé an oil-based suspension. This is diluted with water and applied.
Now, Test Examples will be described. The activity-improving components used in Test Examples are as follows.
PEGNOL 24-0: POE(8) dioleate
RHEODOL TW-L120: POE(20) sorbitan monolaurate
Sorpo! T-20: POE(19) tristyryl phenyl ether
Sorpol T-32: POE(30) tristyryl phenyl ether
Sorpol F-19; POE(26) distyryl phenyl ether condensate
HITENOL LA12: ammonium POE lauryl ether sulfate
HITENOL LA14: ammonium POE lauryl ether sulfate
AGNIQUE PEG600DO: POE dioleate
CITHROL 2DO: POE(4) dioleate
CITHROL 4ML: POE(8) monolaurate
NIKKOL MYL-10: POE(10) monolaurate
NIKKOL MYS-10: POE(10) monostearate
NIKKOL MYS-45: POE(45) monostearate
NIKKOL MYO-10: POE(10) monooleate
Sorbon T-40: POE(20) sorbitan monopalmitate
Sorbon T-60: POE(20) sorbitan monostearate
Sorbon T-80: POE(20) sorbitan monooleate
Sorbon T-85: POE sorbitan trioleate
TEST EXAMPLE 1
Upland field soil was put into a 1/1,000,000 ha pot, and seeds of barnyardgrass (Echinochloa crus-qallî L.) and seeds of velvetleaf (Abutilon theophrasti L.) were respectively sown and grown in a greenhouse. When the barnyardgrass reached 4.0 to 4.7-leaf stage and the velvetleaf reached 3.0 to 4.0-leaf stage, a prescribed amount (15 g a.i./ha) of a composition comprising compound No. 6 as an active ingrédient prepared in accordance with Example 1 was diluted with water (containing 0.05 vol% of the activity-improving component) in an amount corresponding to 300 L/ha, and applied for foliar treatment. For comparison, a behenic acid monoethanolamide surfactant (tradename: Incromide manufactured by CRODA) was used at a concentration of 0,05 vol% instead of the activity-improving component of the présent invention, and the composition was applied for foliar treatment similariy.
On the 25th day after treatment, the state of growth of the plants was visually observed to détermine the growth inhibition rate (%) = 0 (équivalent to the non-treated area) to 100 (complété kill), and the results as shown in Table 2 were obtained.
TABLE 2
| Activity-improving component (surfactant, tradename) | Growth inhibition rate (%) | ||
| Bamyardgrass | Velvetleaf | ||
| Présent invention area | PEGNOL 24-0 | - | 98 |
| RHEODOL TW-L120 | 100 | 85 | |
| Sorpol T-20 | 97 | 83 | |
| Sorpol T-32 | 100 | 80 | |
| Sorpol F-19 | 100 | 85 | |
| HITENOL LA12 | 100 | 93 | |
| Comparative area | Incromide | 70 | 70 |
TEST EXAMPLE 2
In accordance with the above Test Example 1, the effect on velvetleaf (Abutilon theophrasti
L.) at 2.0 to 3.0-leaf stage was confirmed. For comparison, a methylated seed oil activitystrengthening agent (tradename: Destiny HC manufactured by agriliance) was used at a concentration of 0.5 vol%. On the 21 st day after treatment, the growth inhibition rate (%) was determined in the same manner as in Test Example 1 and the results are shown in Table 3.
TABLE 3
| Activity-improving component (surfactant, tradename) | Growth inhibition rate (%) | |
| Velvetleaf | ||
| Présent invention area | PEGNOL 24-0 | 83 |
| AGNIQUE PEG600DO | 93 | |
| CITHROL2DO | 85 |
| Comparative area | Destiny HC | 80 |
TEST EXAMPLE 3
In accordance with the above Test Example 1, the effect on velvetleaf (Abutilon theophrasti
L.) at 3.3 to 3.8-leaf stage was confimned. For comparison, methyl oleate (a mixture of methyl oleate: commercially available emulsifying agent = 88:12) was used at a concentration of 0.05 vol%. The commercially available emulsifying agent used was a mixture of POE alkyl aryl ether, POE hydrogenated castor oil ether, a fatty acid dérivative and sodium dialkylsulfosuccinate (tradename: Sorpol 3815K, manufactured by TOHO Chemical Industry Co., Ltd.). On the 21 st day after treatment, the growth inhibition rate was determined in the same manner as in Test Example 1 and the results are shown in Table 4.
TABLE 4
| Activity-improving component (surfactant, tradename) | Growth inhibition rate (%) | |
| Velvetleaf | ||
| Présent invention area | PEGNOL 24-0 | 65 |
| AGNIQUE PEG600DO | 65 | |
| CITHROL 2DO | 65 | |
| NIKKOL MYL-10 | 68 | |
| NIKKOL MYS-10 | 68 | |
| NIKKOL MYS-45 | 63 | |
| Comparative area | Methyl oleate | 58 |
TEST EXAMPLE 4
In accordance with the above Test Example 1, the effect on barnyardgrass (Echinochloa crus-qalli L.) at 3.5 to 4.3-leaf stage was confirmed. For comparison, methyl oleate (the same as in Test Example 3) was used at a concentration of 0.05 vol%. On the 23rd day after treatment, the growth inhibition rate was determined in the same manner as in Test Example 1 and the results are shown in Table 5. Here, when no activity-improving component was added, the growth inhibition rate of bamyardgrass was 0%.
TABLE 5
| Activity-improving component (surfactant, tradename) | Growth inhibition rate (%) | |
| Bamyardgrass | ||
| Présent invention area | NIKKOL MYO-10 | 70 |
| NIKKOL MYL-10 | 50 | |
| Comparative area | Methyl oleate | 25 |
TEST EXAMPLE 5
Upland field soil was put into a 1/1,000,000 ha pot, and seeds of crabgrass (Diqitaria ciliaris (Retz.) Koel.) were sown and grown in a greenhouse. When the crabgrass reached 3.6 to 4.2-leaf stage, a prescribed amount (30 g a.i./ha) of a composition comprising compound No. 6 as an active ingrédient prepared in accordance with Example 1 was diluted with water (containing 0.05 vol% of the activity-improving component) in an amount corresponding to 300 L/ha, and applied forfoliar treatment. For comparison, a polyoxyethylene octyl phenyl ether surfactant (tradename: KUSARINO manufactured by NIHON NOYAKU CO., Ltd.) or methyl oleate (the same as in Test Example 3) were used at a concentration of 0.05 vol% instead of the activity-improving component of the présent invention, and each composition was applied similarly. On the 25th day after treatment, the growth inhibition rate was determined in the same manner as in Test Example 1 and the results are shown in Table 6.
TABLE 6
| Activity-improving component (surfactant, tradename) | Growth inhibition rate (%) | |
| Crabgrass | ||
| Présent invention area | CITHROL 4ML | 80 |
| Sorbon T-40 | 78 | |
| Sorbon T-60 | 80 |
| Sorbon T-80 | 97 | |
| Sorbon T-85 | 93 | |
| HITENOLLA-14 | 99 | |
| Comparative area | KUSARINO | 45 |
| Methyl oleate | 60 |
TEST EXAMPLE 6
Upland field soil was put into a 1/1,000,000 ha pot, and seeds of barnyardgrass (Echinochloa crus-qalli L.) were sown and grown in a greenhouse. When the barnyardgrass reached 4.0 to 5.05 leaf stage, a prescribed amount (100 g a.i./ha) of a composition comprising compound No. 6 as an active ingrédient prepared in accordance with Example 1 was diluted with water (containing 0.025 vol% of the activity-improving component) in an amount corresponding to 300 L/ha, and applied for foliar treatment. For comparison, KUSARINO (the same as in Test Example 5) was used at a concentration of 0.025 vol% instead of the activity-improving component of the présent invention, and the composition was applied similarly. On the 21 st day after treatment, the growth inhibition rate was determined in the same manner as in Test Example 1 and the results are shown in Table
7.
TABLE 7
| Activity-improving component (surfactant, tradename) | Growth inhibition rate (%) | |
| Barnyardgrass | ||
| Présent invention area | Sorbon T-60 | 94 |
| HITENOL LA12 | 92 | |
| Comparative area | KUSARINO | 30 |
TEST EXAMPLE 7
Upland field soi! was put into a 1/1,000,000 ha pot, and seeds of velvetleaf (Abutilon theophrasti L.) were sown and grown in a greenhouse. When the velvetleaf reached 4.4 to 5.4 leaf stage, a prescribed amount (10 g a.i./ha) of a composition comprising compound No. 6 as an active ingrédient prepared în accordance with Example 1 was diluted with water (containing 0.5 vol% ofthe activity-improving component) in an amount corresponding to 300 L/ha, and applied for foliar treatment. For comparison, KUSARINO (the same as in Test Example 5) was used at a concentration of 0.5 vol% instead of the activity-improving component of the présent invention, and the composition was applied similariy. On the 22nd day after treatment, the growth inhibition rate was determined in the same manner as in Test Example 1 and the results are shown in Table 8.
TABLE 8
| Activity-improving component (surfactant, tradename) | Growth inhibition rate (%) | |
| Velvetleaf | ||
| Présent invention area | Sorbon T-60 | 96 |
| HITENOL LA12 | 98 | |
| Comparative area | KUSARINO | 90 |
TEST EXAMPLE 8
Upland field soil was put into a 1/1,000,000 ha pot, and seeds of barnyardgrass (Echinochloa crus-qalli L.) and velvetleaf (Abutilon theophrasti L.) were sown and grown in a greenhouse. When the barnyardgrass reached 4.0 to 4.5-leaf stage and the velvetleaf reached 2.7 to 3.5-leaf stage, a prescribed amount (30 g a.i./ha) of an oil-based suspension comprising compound No. 6 as an active ingrédient prepared in accordance with Example 10 was diluted with water in an amount corresponding to 300 L/ha, and applied for foliar treatment. On the 26th day after treatment, the state of growth of the barnyardgrass was vïsually observed, and on the 24th day after treatment, the state of growth of the velvetleaf was vïsually observed, to détermine the growth inhibition rates in the same manner as in Test Example 1 and the results are shown in Table 9.
TABLE 9
| Ex. | Activity-improving component (surfactant, tradename) | Growth inhibition rate (%) |
| Barnyardgrass | Velvetleaf |
| 10 | PEGNOL 24-0 | 95 | 83 |
TEST EXAMPLE 9
Upland field soil was put into a 1/1,000,000 ha pot, and seeds of corn (Zea mays L.) were sown and grown in a greenhouse. When the corn reached 3.8 to 4.5-leaf stage, a prescribed amount (30, 60 or 90 g a.i./ha) of an oil-based suspension comprising compound No. 6 as an active ingrédient prepared in accordance with Example 10 was diluted with water in an amount corresponding to 300 L/ha, and applied for foliar treatment. On the 6th day after treatment, the growth inhibition rate was determined in the same manner as in Test Example 1 and the results are shown in Table 10.
TABLE 10
| Ex. | Activity-improving component (surfactant, tradename) | Dose (g a.i./ha) | Growth inhibition rate (%) |
| Corn | |||
| 10 | PEGNOL 24-0 | 30 | 0 |
| 60 | 0 | ||
| 90 | 3 |
TEST EXAMPLE 10
Upland field soil was put into a 1/1,000,000 ha pot, and seeds of crabqrass (Diqitaria ciliaris (Retz.) Koel.) and barnyardgrass (Echinochloa crus-qalli L.) were sown and grown in a greenhouse. When the crabgrass reached 4.4 to 5.4-leaf stage and the barnyardgrass reached 4.0 to 5.1-leaf stage, prescribed amounts (30+30 g a.ï./ha) of oil-based suspensions each comprising compound No. 6 and nicosulfuron as active ingrédients, prepared in accordance with Examples 11 and 12, were diluted with water in an amount corresponding to 300 L/ha and applied for foliar treatment. On the 21 st day after treatment, the growth inhibition rate was determined in the same manner as in Test Example 1 and the results are shown in Table 11,
TABLE 11
| Ex. | Activity-improving component (surfactant, tradename) | Growth inhibition rate (%) | |
| Crabgrass | Barnyardgrass | ||
| 11 | Sorbon T-60 | 97 | 99 |
| 12 | CITHROL 4ML | 96 | 98 |
INDUSTRIAL APPLICABILITY
According to the présent invention, a herbicidal composition having improved herbicidal activity can be provided.
The entire disclosure of Japanese Patent Application No. 2012-147798 filed on June 29,
2012 including spécification, claims and summary is incorporated herein by reference in its entirety.
Claims (15)
1. A herbicidal composition comprising (1 ) a benzoyipyrazole compound represented by the formula (I) or its sait: (I)
R4 wherein Q is a hydrogen atom, -C(O)SR5 or -A-O-C(O)OR6; R1 is alkyl; R2 is alkyl; R3 is alkoxyalkoxy; R4 is alkylsulfonyl; R5 is alkyl; R6 is alkyl; and A is alkylene substituted by one or more alkyl groups, and (2) at least one compound selected from the group consisting of a polyoxyalkylene sorbitan fatty acid ester, a polyoxyalkylene fatty acid ester, a polyoxyalkylene styryl aryl ether, a polyoxyalkylene styryl aryl ether condensate and a polyoxyalkylene alkyl ether sulfate.
2. The herbicidal composition according to Claim 1, wherein the benzoyipyrazole compound (1 ) is 1-(1-ethyl-4-(3-(2-methoxyethoxy)-2-methyl-4-(nnethylsulfonyl)benzoyl)-1H-pyrazol-5-yloxy)ethyl methyl carbonate, and the compound (2) is at least one compound selected from the group consisting of a polyoxyalkylene sorbitan fatty acid ester, a polyoxyalkylene fatty acid ester, a polyoxyalkylene styryl aryl ether, a polyoxyalkylene styryl aryl ether condensate and a polyoxyalkylene alkyl ether sulfate.
3. The herbicidal composition according to Claim 2, wherein the compound (2) is at least one compound selected from the group consisting of a polyoxyalkylene sorbitan fatty acid ester and a polyoxyalkylene fatty acid ester.
4. The herbicidal composition according to any one of Claims 1 to 3, wherein the mixing ratio of the benzoyipyrazole compound (1) and the compound (2) is from 1:0.015 to 1:600 by the weight ratio.
5. A method for controlling undesired plants, which comprises applying (1) a benzoyipyrazole compound represented by the formula (I) or its sait:
(I) wherein Q is a hydrogen atom, -C(O)SR5 or -A-O-C(O)OR6; R1 is alkyl; R2 is alkyl; R3 is alkoxyalkoxy; R* is alkylsulfonyl; R5 is alkyl; R6 is alkyl; and A is alkylene substituted by one or more alkyl groups, and (2) at least one compound selected from the group consisting of a polyoxyalkylene sorbitan fatty acid ester, a polyoxyalkylene fatty acid ester, a polyoxyalkylene styryl aryl ether, a polyoxyalkylene styryl aryl ether condensate and a polyoxyalkylene alkyl ether sulfate, to the undesired plants or to a place where they grow.
6. The method according to Claim 5, wherein the benzoylpyrazole compound (1) is 1-(1-ethyl-4(3-(2-methoxyethoxy)-2-methyl-4-(methylsulfonyl)benzoyl)-1H-pyrazol-5-yloxy)ethyl methyl carbonate, and the compound (2) is at least one compound selected from the group consisting of a polyoxyalkylene sorbitan fatty acid ester, a polyoxyalkylene fatty acid ester, a polyoxyalkylene styryl aryl ether, a polyoxyalkylene styryl aryl ether condensate and a polyoxyalkylene alkyl ether sulfate.
7. The method according to Claim 6, wherein the compound (2) is at least one compound selected from the group consisting of a polyoxyalkylene sorbitan fatty acid ester and a polyoxyalkylene fatty acid ester.
8. The method according to any one of Claims 5 to 7, wherein the mixing ratio of the benzoylpyrazole compound (1) to the compound (2) is from 1:0.015 to 1:600 by the weight ratio.
9. A method for improving herbicidal activity of (1) a benzoylpyrazole compound represented by the formula (I) or its sait:
R3
R4
O I
Q
R1 (I) wherein Q is a hydrogen atom, -C(O)SR5 or -A-O-C(O)OR6; R1 is alkyl; R2 is alkyl; R3 is alkoxyalkoxy; R4 is alkylsulfonyl; R5 is alkyl; R6 Is alkyl; and A is alkylene substituted by one or more alkyl groups, by using (2) at least one compound selected from the group consisting of a polyoxyalkylene sorbitan fatty acid ester, a polyoxyalkylene fatty acid ester, a polyoxyalkylene styryl aryl ether, a polyoxyalkylene styryl aryl ether condensate and a polyoxyalkylene alkyl ether sulfate.
10. The method according to Claim 9, wherein the benzoylpyrazole compound (1) is 1-(1-ethyl-4(3-(2-methoxyethoxy)-2-methyl-4-(methylsulfonyl)benzoyl)-1H-pyrazol-5-yloxy)ethyl methyl carbonate, and the compound (2) is at least one compound selected from the group consisting of a polyoxyalkylene sorbitan fatty acid ester, a polyoxyalkylene fatty acid ester, a polyoxyalkylene styryl aryl ether, a polyoxyalkylene styryl aryl ether condensate and a polyoxyalkylene alkyl ether sulfate.
11. The method according to Claim 10, wherein the compound (2) is at least one compound selected from the group consisting of a polyoxyalkylene sorbitan fatty acid ester and a polyoxyalkylene fatty acid ester.
12. The method according to any one of Clalrns 9 to 11, wherein the mixing ratio of the benzoylpyrazole compound (1 ) to the compound (2) is from 1:0.015 to 1:600 by the weight ratio.
13. An oil-based suspension comprising (1) 1-(1-ethyl-4-(3-(2-methoxyethoxy)-2-methyl-4(methylsulfonyl)benzoyl)-1H-pyrazol-5-yloxy)ethyl methyl carbonate or its sait, (2) at least one compound selected from the group consisting of a polyoxyalkylene sorbitan fatty acid ester, a polyoxyalkylene fatty acid ester, a polyoxyalkylene styryl aryl ether, a polyoxyalkylene styryl aryl ether condensate and a polyoxyalkylene alkyl ether sulfate, (3) a surfactant and (4) a vegetable oil or a minerai oil.
14. The oil-based suspension according to Claim 13, wherein the compound (2) is at least one compound selected from the group consisting of a polyoxyalkylene sorbitan fatty acid ester and a polyoxyalkylene fatty acid ester.
15. The oil-based suspension according to Claim 13 or 14, wherein the surfactant (3) is at least one surfactant selected from the group consisting of polyoxyethylene hydrogenated castor oil, a polyoxyethylene styryl phenyl ether, a polyoxyethylene sorbitol fatty acid ester and a sorbitan fatty acid ester.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2012-147798 | 2012-06-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| OA16678A true OA16678A (en) | 2015-12-07 |
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