TW200803736A - Herbicidal composition - Google Patents
Herbicidal composition Download PDFInfo
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- TW200803736A TW200803736A TW095132768A TW95132768A TW200803736A TW 200803736 A TW200803736 A TW 200803736A TW 095132768 A TW095132768 A TW 095132768A TW 95132768 A TW95132768 A TW 95132768A TW 200803736 A TW200803736 A TW 200803736A
- Authority
- TW
- Taiwan
- Prior art keywords
- compound
- salt
- herbicidal composition
- herbicidal
- formula
- Prior art date
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- 159000000000 sodium salts Chemical class 0.000 description 1
- SZXAJDQTPWYNBN-NWBUNABESA-M sodium;4-methoxycarbonyl-5,5-dimethyl-3-oxo-2-[(e)-n-prop-2-enoxy-c-propylcarbonimidoyl]cyclohexen-1-olate Chemical compound [Na+].C=CCO\N=C(/CCC)C1=C([O-])CC(C)(C)C(C(=O)OC)C1=O SZXAJDQTPWYNBN-NWBUNABESA-M 0.000 description 1
- JRQGDDUXDKCWRF-UHFFFAOYSA-M sodium;n-(2-methoxycarbonylphenyl)sulfonyl-4-methyl-5-oxo-3-propoxy-1,2,4-triazole-1-carboximidate Chemical compound [Na+].O=C1N(C)C(OCCC)=NN1C(=O)[N-]S(=O)(=O)C1=CC=CC=C1C(=O)OC JRQGDDUXDKCWRF-UHFFFAOYSA-M 0.000 description 1
- HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000004550 soluble concentrate Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 210000003802 sputum Anatomy 0.000 description 1
- 208000024794 sputum Diseases 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- PQTBTIFWAXVEPB-UHFFFAOYSA-N sulcotrione Chemical compound ClC1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O PQTBTIFWAXVEPB-UHFFFAOYSA-N 0.000 description 1
- OORLZFUTLGXMEF-UHFFFAOYSA-N sulfentrazone Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(NS(C)(=O)=O)=C(Cl)C=C1Cl OORLZFUTLGXMEF-UHFFFAOYSA-N 0.000 description 1
- ZDXMLEQEMNLCQG-UHFFFAOYSA-N sulfometuron methyl Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=CC(C)=N1 ZDXMLEQEMNLCQG-UHFFFAOYSA-N 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- FZXISNSWEXTPMF-UHFFFAOYSA-N terbutylazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C)=N1 FZXISNSWEXTPMF-UHFFFAOYSA-N 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- AHTPATJNIAFOLR-UHFFFAOYSA-N thifensulfuron-methyl Chemical group S1C=CC(S(=O)(=O)NC(=O)NC=2N=C(OC)N=C(C)N=2)=C1C(=O)OC AHTPATJNIAFOLR-UHFFFAOYSA-N 0.000 description 1
- IYMLUHWAJFXAQP-UHFFFAOYSA-N topramezone Chemical compound CC1=C(C(=O)C2=C(N(C)N=C2)O)C=CC(S(C)(=O)=O)=C1C1=NOCC1 IYMLUHWAJFXAQP-UHFFFAOYSA-N 0.000 description 1
- DQFPEYARZIQXRM-LTGZKZEYSA-N tralkoxydim Chemical compound C1C(=O)C(C(/CC)=N/OCC)=C(O)CC1C1=C(C)C=C(C)C=C1C DQFPEYARZIQXRM-LTGZKZEYSA-N 0.000 description 1
- 230000014616 translation Effects 0.000 description 1
- XOPFESVZMSQIKC-UHFFFAOYSA-N triasulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OCCCl)=N1 XOPFESVZMSQIKC-UHFFFAOYSA-N 0.000 description 1
- YMXOXAPKZDWXLY-QWRGUYRKSA-N tribenuron methyl Chemical group COC(=O)[C@H]1CCCC[C@@H]1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 YMXOXAPKZDWXLY-QWRGUYRKSA-N 0.000 description 1
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 description 1
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
- KVEQCVKVIFQSGC-UHFFFAOYSA-N tritosulfuron Chemical compound FC(F)(F)C1=NC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)=N1 KVEQCVKVIFQSGC-UHFFFAOYSA-N 0.000 description 1
- 239000002383 tung oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 238000009333 weeding Methods 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/12—Powders or granules
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/12—Powders or granules
- A01N25/14—Powders or granules wettable
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/86—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
200803736 ⑴ 九、發明說明 【發明所屬之技術領域】 本發明係有關一種除草組成物,其包含(A ) —種後 述式(I )之化合物或其鹽,和(B )至少一種選自由後述 化合物(B 1 · 1 )至(B 2 · 1 )或其鹽組成之群組的化合物, 作爲有效成分。 【先前技術】 WO 02/3092 1 或 WO 92/1 4728 揭示一種後述式(I) 之化合物,且後者例示已知除草成分,其可與後述式(I )之化合物(其中取代基R爲氫原子)混合。在該例示中 ,揭示一些後述(B )之化合物中的化合物。然而,它們 只被列爲已知除草成分和且沒有被明確地描述如後述本發 明之除草組成物中所指定者。 專利文件1 : WO 02/3 092 1 專利文件2 : WO 92/1 4728 【發明內容】 本發明之揭示 欲藉由本發明解決之問題 已發展和實際地使用許多除草組成物。然而,欲控制 之雜草類型也有許多,且其出現延伸一長時間。因此,需 要發展一種具有較廣除草範圍且其爲高活性和具有持久效 果之除草組成物。 -4- 200803736 解決問題之方法 本發明人已對解決上述問題進行硏究且結果,已發現 可能獲得一種具有高實用性之除草組成物,其係藉由混合 (A ) —種後述式(I )之化合物或其鹽,和(b )至少一 種選自由後述化合物(B 1 . 1 )至(B 2 · 1 )或其鹽組成之群 組的化合物,且本發明已根據此發現完成。 因此,本發明提供一種除草組成物,其包含(A ) — 種式(I )之化合物:200803736 (1) EMBODIMENT OF THE INVENTION [Technical Field] The present invention relates to a herbicidal composition comprising (A) a compound of the formula (I) described below or a salt thereof, and (B) at least one selected from the compounds described later A compound of the group consisting of (B 1 · 1 ) to (B 2 · 1 ) or a salt thereof is used as an active ingredient. [Prior Art] WO 02/3092 1 or WO 92/1 4728 discloses a compound of the formula (I) described later, and the latter exemplifies a known herbicidal component which can be combined with a compound of the formula (I) described below (wherein the substituent R is hydrogen Atom) mixing. In this illustration, some of the compounds in the compound (B) described later are disclosed. However, they are only listed as known herbicidal components and are not explicitly described as specified in the herbicidal compositions of the present invention to be described later. Patent Document 1: WO 02/3 092 1 Patent Document 2: WO 92/1 4728 SUMMARY OF THE INVENTION DISCLOSURE OF THE INVENTION To solve the problems by the present invention Many herbicidal compositions have been developed and practically used. However, there are many types of weeds to be controlled, and their appearance extends for a long time. Therefore, there is a need to develop a herbicidal composition having a wide range of weeding and which is highly active and has a lasting effect. -4- 200803736 Method for Solving the Problems The present inventors have conducted research on solving the above problems, and as a result, it has been found that it is possible to obtain a highly practical herbicidal composition by mixing (A) - the following formula (I) a compound or a salt thereof, and (b) at least one compound selected from the group consisting of the compounds (B 1 . 1 ) to (B 2 · 1 ) or a salt thereof described later, and the present invention has been completed based on the findings. Accordingly, the present invention provides a herbicidal composition comprising (A) a compound of the formula (I):
其中R爲氫原子或-COCH2〇CH3,或其鹽,和(B )至少 一種化合物選自由(B1.1)滅芬草(mefenacet) 、(B1.2 ) 四唑草胺 (fentrazamide ) 、 ( B1.3 ) 噁嗪草酮 ( oxaziclomefone )和(Β2·1)克普草(clomeprop)、或其 鹽組成之群組(後文簡稱爲化合物(B )),作爲有效成 分;一種控制不需要的植物或抑制其生長之方法,其包含 施用除草有效量之除草組成物;和一種控制不需要的植物 或抑制其生長之方法,其包含施用除草有效量之(A )之 化合物或其鹽,和(B )之化合物。 -5- (3) (3)200803736 發明的效果 本發明之除草組成物’也就是,包含式(I )之化合 物或其鹽和化合物(B )作爲有效成分之除草組成物能夠 控制廣泛範圍的在農作地或非農作地出現之雜草,且其令 人驚訝地呈現相乘之除草效果,也就是除草效果高於有效 成分之個別除草效果的單純相加。使用該本發明之除草組 成物,不只其可以低劑量施用,如與其中分別地施用個別 有效成分之情形比較,且除草範圍將也被擴大,和另外除 草效果將持續一段時間。 在組合二個有效成分之情形中,當除草活性大於二個 有效成分的個別除草活性之總和(預期活性)時,其稱爲 相乘效應。二個有效成分之組合所預期之活性可如下計算 (Colby S.R·,“Weed,,,第 15 冊,第 20-22 頁,1967)。 E = a + /3 -( α χ β -^-100) 其中 α :當用 χ ( g/a )之除草劑X處理時的生長抑制率 /3 :當用y ( g/a)之除草劑Y處理時的生長抑制率 E ··當用χ ( g/a)之除草劑X和y ( g/a)之除草劑Y 處理時所預期的生長抑制率。 即,當真實生長抑制率(觀察値)大於上述計算之生 -6- (4) (4)200803736 長抑制率(預期値)時’藉由組合之活性可被視爲顯示相 乘效應。本發明之除草組成物當以上述公式計算時顯示相 乘效應。 進行本發明之最佳模式 式(I)之化合物具有二個不對稱碳原子且因此具有 異構物例如赤式(erythro )或蘇式(thre〇 )。因此,在 本發明中式(I )之化合物包括每個該等異構物和該等異 構物之混合物。 式(I)化合物之鹽可爲任何鹽,只要其爲農業上可 接受的,且其可(例如)爲鹼金屬鹽例如鈉鹽或鉀鹽;鹼 土金屬鹽例如鎂鹽或鈣鹽;銨鹽例如二甲基錢鹽或三乙基 銨鹽;無機酸鹽例如鹽酸鹽、過氯酸鹽、硫酸鹽或硝酸鹽 ;或有機酸鹽例如乙酸鹽或甲烷磺酸鹽。 式(I )之化合物,也就是一種其中取代基R爲氫原 子之化合物(簡稱爲化合物A 1 )和一種其中R爲 -COCH2OCH3之化合物(簡稱爲化合物A2 ),二者在本 發明中皆顯示較佳效果。在他們之中,其中R爲 -COCH2OCH3之化合物A2 (俗名:福托沙隆( flucetosulfuron))在本發明中爲更佳。 化合物(B )包括具有各種異構物(例如幾何異構物 和互變異構物)之化合物,且在本發明中,其包括每個該 等異構物和該等異構物之混合物。 進一步地,化合物(B )包括於鹽形式之化合物,和 (5) 200803736 該類鹽可爲任何鹽,只要iMl包曲^ r —_ /、女其爲裊業上可接受的且可(例如 )與上述式(D化合物之鹽相同的鹽。 將進一步詳細地揭述化合物(B )。 化合物(Bl.l) f谷名爲滅芬帛且爲一 種具有下列化學結構之化合物:Wherein R is a hydrogen atom or -COCH2〇CH3, or a salt thereof, and (B) at least one compound is selected from the group consisting of (B1.1) mefenacet, (B1.2) fentrazamide, B1.3) A group consisting of oxaziclomefone and clomeprop, or a salt thereof (hereinafter referred to simply as compound (B)) as an active ingredient; Or a method of inhibiting growth thereof, comprising applying a herbicidally effective amount of a herbicidal composition; and a method of controlling an unwanted plant or inhibiting growth thereof, comprising applying a herbicidally effective amount of the compound (A) or a salt thereof, And the compound of (B). -5- (3) (3) 200803736 Effect of the Invention The herbicidal composition of the present invention 'that is, the herbicidal composition containing the compound of the formula (I) or a salt thereof and the compound (B) as an active ingredient can control a wide range of Weeds appearing in agricultural or non-agricultural crops, and surprisingly exhibiting a multiplying herbicidal effect, that is, the simple addition of the herbicidal effect of the individual herbicidal effects above the active ingredient. With the herbicidal composition of the present invention, not only can it be administered in a low dose, as compared with the case where the individual active ingredients are separately administered, and the herbicidal range will be enlarged, and the additional herbicidal effect will continue for a while. In the case of combining two active ingredients, when the herbicidal activity is greater than the sum of the individual herbicidal activities of the two active ingredients (expected activity), it is called a multiplication effect. The expected activity of the combination of the two active ingredients can be calculated as follows (Colby SR, "Weed,,, Book 15, page 20-22, 1967." E = a + /3 -( α χ β -^- 100) where α: growth inhibition rate when treated with χ (g/a) herbicide X /3: growth inhibition rate when treated with y (g/a) herbicide Y · · when used (g/a) Herbicide X and y (g/a) herbicide Y are expected to have a growth inhibition rate. That is, when the true growth inhibition rate (observation 値) is greater than the above calculation -6- (4 (4) 200803736 The long inhibition rate (expected 値) can be regarded as showing the multiplication effect by combining the activity. The herbicidal composition of the present invention exhibits a multiplication effect when calculated by the above formula. The compound of the formula (I) has two asymmetric carbon atoms and thus has an isomer such as erythro or thre. Therefore, the compound of the formula (I) in the present invention includes each of these. Isomers and mixtures of such isomers. The salt of the compound of formula (I) may be any salt as long as it is agriculturally acceptable and may be An alkali metal salt such as a sodium salt or a potassium salt; an alkaline earth metal salt such as a magnesium salt or a calcium salt; an ammonium salt such as a dimethyl money salt or a triethyl ammonium salt; a mineral acid salt such as a hydrochloride, a perchlorate, a sulfate or a nitrate; or an organic acid salt such as an acetate or a methanesulfonate. A compound of the formula (I), that is, a compound in which the substituent R is a hydrogen atom (abbreviated as the compound A 1 ) and a case wherein R is - a compound of COCH2OCH3 (abbreviated as compound A2), both of which show a preferred effect in the present invention. Among them, a compound A2 wherein R is -COCH2OCH3 (common name: flucetosulfuron) is in the present invention. More preferably. Compound (B) includes compounds having various isomers (e.g., geometric isomers and tautomers), and in the present invention, each of such isomers and such isomers are included Further, the compound (B) is included in the salt form of the compound, and (5) 200803736. The salt of the type may be any salt as long as the iMl is included in the form of r-_ /, which is commercially acceptable. And can be, for example, a compound of the above formula (D) The same salt as the salt. The compound (B) will be further described in detail. The compound (Bl.l) f is called fentanyl and is a compound having the following chemical structure:
/ο/ο
T H2 CT H2 C
IX (B 化口物(Β1·2)俗名爲四D坐草胺(fentrazamide)且 爲一種具有下列化學結構之化合物:IX (B. 化1·2) is commonly known as four-dent fentrazamide and is a compound having the following chemical structure:
(B1.2) 化合物(B1.3)俗名爲11 惡嗪草酮(oxaziclomefone 且爲一種具有下列化學結構之化合物:(B1.2) Compound (B1.3) is commonly known as 11 oxaziclomefone and is a compound having the following chemical structure:
(B1.3) -8- 200803736(B1.3) -8- 200803736
化合物(B2.1)俗名爲克普早(clomeprop)且爲一 種具有下列化學結構之化合物:The compound (B2.1) is commonly known as clomeprop and is a compound having the following chemical structure:
作爲有效成分的式(Ϊ )之化合物或其鹽和化合物(B )在本發明之除草組成物中的混合比視各種調配物、天氣 情況、欲控制之植物的類型和生長情況而改變而且通常不 能被定義。然而,通常,化合物(B)之量如下,每重量 份的式(I )之化合物或其鹽。 (B1.1)爲從1至500重量份,較佳從1〇至15〇重 量份。 (B1.2)爲從0.1至500重量份,較佳從1至50重 量份。 (B1.3)爲從1至100重量份,較佳從1至20重量 份。 (B2.1)爲從0.1至500重量份,較佳從1至50重 量份。 本發明包括具有上述混合比之除草組成物,和一種控 制不需要的植物或抑制其生長之方法,其包含施用除草有 效量之除草組成物。在其施用中,可任意地選擇施用至不 需要的植物或施用至植物生長之地(在不需要的植物出現 -9 - (7) (7)200803736 之前或之後)。 本發明之除草組成物的施用量通常不能被界定,因爲 其視各種條件例如作爲有效成分之式(I )化合物或其鹽 和化合物(B )的混合比、調配物、天氣情況、欲控制的 植物之類型和生長情況而改變。然而,式(I )之化合物 或其鹽通常爲從0.001至50 g/a,較佳從0.01至1 g/a, 和化合物(B )且其適當總施用量如下。 (B1.1)爲從 〇.〇5 至 2,000 g/a,較佳從 0.5 至 50 g/a,且其與式(I )之化合物或其鹽的適當總施用量爲從 0.051 至 2,050 g/a,較佳從 0.51 至 51 g/a。 (B1.2)爲從 0·1 至 1,〇〇〇 g/a,較佳從 1 至 1〇〇 g/a ,且其與式(I )之化合物或其鹽的適當總施用量爲從 0.101 至 1,050 g/a,較佳從 1.01 至 101 g/a。 (B1.3)爲從 0.001 至 50 g/a,較佳從 0.01 至 5 g/a ,且其與式(I )之化合物或其鹽的適當總施用量爲從 0.002 至 100 g/a,較佳從 0.02 至 6 g/a。 (B2.1)爲從 0·1 至 1,000 g/a,較佳從 1 至 100 g/a ,且其與式(I )之化合物或其鹽的適當總施用量爲從 0.101 至 1,050 g/a,較佳從 1.01 至 101 g/a。 本發明包括一種控制不需要的植物或抑制其生長之方 法,其包含施用分別在上述施用量的式(I)之化合物或 其鹽和化合物(B )或將其施用於上述適當總施用量。在 該施用中,可任意地選擇施用至不需要的植物或施用至植 物生長之地(在不需要的植物出現之前或之後)。 -10- 200803736 (8) 本發明之除草組成物在低劑量下能夠控制廣泛範圍之 不需要的植物例如一年生雜草和多年生雜草。不需要的植 物包括禾草類(或禾本亞目(gramineae))例如稱草( barnyardgrass)(稗草(Echinochloa crus-galli L.)、早 期水生禾草(Echinochloa oryzicola vasing)、海蓬子( crab grass )(馬唐(Digitaria sanguinalis L.))、狗尾 草(gr eenfoxtail )(狗尾草(S et ari a viri di s L ·))、谷 莠子(giant foxtail )、(大狗尾草(S et ari a fab eri Herrm.))、牛筋草(牛筋草(Eleusine indica L.))、 野生燕麥(野燕麥(Avena fatua L.))、強森草(強生 草(Sorghum halepense L.))、魁克麥草(偃麥草( Agropyron repens L.))、亞歷山大草(alexandergrass ) (Br achiaria pi ant aginea )、爬拉草(Panicum purpurascens ) 、蟣子草(千金子(Leptochloa chinensi s ))、紅蟣子草(蟣子草(Leptochloa panicea))、早 熟禾(annual bluegrass )(早熟禾(P 〇 a annua L.))、 黑色草 (大穗看麥娘(Alopecurus myosuroides Huds·) ) 和 cholorado 藍莖草(胎生鐵角蕨 (Agropyron tsukushiense (Honda) Ohwi ))、莎草(或莎草科( Cyperaceae ))例如稻莎草(荆三稜(Cyperus iria L.) )、香附子(purple nutsedge)(香附子(Cyperus rotundus L.))、黃香附子(yellow nutsedge )(油莎草 (CyperusesculentusL.))、日本大甲藺(螢藺(The compound of the formula (Ϊ) as an active ingredient or a salt thereof and the compound (B) are mixed in the herbicidal composition of the present invention, and vary depending on various formulations, weather conditions, the type and growth of the plant to be controlled, and usually Cannot be defined. However, in general, the amount of the compound (B) is as follows, per part by weight of the compound of the formula (I) or a salt thereof. (B1.1) is from 1 to 500 parts by weight, preferably from 1 to 15 parts by weight. (B1.2) is from 0.1 to 500 parts by weight, preferably from 1 to 50 parts by weight. (B1.3) is from 1 to 100 parts by weight, preferably from 1 to 20 parts by weight. (B2.1) is from 0.1 to 500 parts by weight, preferably from 1 to 50 parts by weight. The present invention includes a herbicidal composition having the above mixing ratio, and a method for controlling or inhibiting growth of an unwanted plant, which comprises applying a herbicidal effective amount of the herbicidal composition. In the application thereof, it may be arbitrarily selected to be applied to an undesired plant or to a place where the plant is grown (before or after the occurrence of an unwanted plant -9 - (7) (7) 200803736). The application amount of the herbicidal composition of the present invention is generally not defined because it depends on various conditions such as the mixing ratio of the compound of the formula (I) or a salt thereof and the compound (B) as an active ingredient, the formulation, the weather condition, and the desired control. The type and growth of the plant changes. However, the compound of the formula (I) or a salt thereof is usually from 0.001 to 50 g/a, preferably from 0.01 to 1 g/a, and the compound (B) and the appropriate total application amount thereof is as follows. (B1.1) is from 〇.〇5 to 2,000 g/a, preferably from 0.5 to 50 g/a, and the appropriate total application amount of the compound of the formula (I) or a salt thereof is from 0.051 to 2,050 g/a, preferably from 0.51 to 51 g/a. (B1.2) is from 0·1 to 1, 〇〇〇g/a, preferably from 1 to 1〇〇g/a, and the appropriate total application amount of the compound of the formula (I) or a salt thereof is From 0.101 to 1,050 g/a, preferably from 1.01 to 101 g/a. (B1.3) is from 0.001 to 50 g/a, preferably from 0.01 to 5 g/a, and a suitable total application amount of the compound of the formula (I) or a salt thereof is from 0.002 to 100 g/a, It is preferably from 0.02 to 6 g/a. (B2.1) is from 0. 1 to 1,000 g/a, preferably from 1 to 100 g/a, and a suitable total application amount of the compound of the formula (I) or a salt thereof is from 0.101 to 1. , 050 g/a, preferably from 1.01 to 101 g/a. The present invention includes a method of controlling an undesired plant or inhibiting the growth thereof, which comprises administering the compound of the formula (I) or a salt thereof and the compound (B) in the above-mentioned application amount, respectively, or applying it to the above-mentioned appropriate total application amount. In this application, application to an unwanted plant or application to the place where the plant is grown can be arbitrarily selected (before or after the occurrence of an unwanted plant). -10- 200803736 (8) The herbicidal composition of the present invention is capable of controlling a wide range of unwanted plants such as annual weeds and perennial weeds at low doses. Unwanted plants include grasses (or gramineae) such as barnyardgrass (Echinochloa crus-galli L.), early aquatic grass (Echinochloa oryzicola vasing), sea urchin ( Crab grass ) (Digitaria sanguinalis L.), gr eenfoxtail (S et ari a viri di s L ·), giant foxtail, (S et ari a Fab eri Herrm.)), Eleusine indica L., wild oats (Avena fatua L.), strong grass (Sorghum halepense L.), Agropyron repens L., alexandergrass (Br achiaria pi ant aginea ), larvae (Panicum purpurascens), scorpion grass (Leptochloa chinensi s), red scorpion Grass (Leptochloa panicea), annual bluegrass (P 〇a annua L.), black grass (Alopecurus myosuroides Huds) and cholorado (Agropyron tsukushiense (Honda) ) Ohwi )), sedge (or Cyperaceae) such as cypress (Cyperus iria L.), purple stalk (Cyperus rotundus L.), yellow Yellow nutsedge (Cyperusesculentus L.), Japanese big armor (Firefly (
Scirpus juncoides ))、莎草(7jc 莎草(Cyperus -11 - 200803736 (9) serotinus))、小花傘莎草(異花莎草(Cyperus difformis) )、slender spikerush (牛毛氍(Eleocharis acicularis))和荸薺(野荸薺(Eleocharis kuroguwai) )、澤潟科(alismataceae )例如日本緞帶 waparo ( Japanese ribbon waparo ) (矮慈姑(S agittaria pygmaea ))、慈蘇(野慈蘇(Sagittaria trifolia))和狹葉澤瀉 (窄葉澤瀉(Alismacanaliculatum))、雨久花科( pontederiaceae)例如雨久花 (鴨舌草(Monochoria vaginalis))和雨久花種(雨久花(Monochoria korsakowii))、玄參科(scrophulariaceae)例如泥花草 (false pimpernel) (母草(Lindernia p y x i d ar i a ))和 abunome (虫亡眼草(Dopatrium junceum))、千屈菜科( lythraceae )例如紅骨仔草(toothcup )(節節菜(Rotala India))和紅莖 (多花水莧菜(Ammannia multi flora) )、和闊葉例如絨葉草(商麻(Abutilon theophrasti MEDIC.))、紫花牽牛(Tall morningglory)(圓葉牽牛 (Ipomoea purpurea L.))、常見灰藿(lambsquarters ) (白藜(Chenopodium album L.))、多朿 fj 賽達草( prickly sida)(刺金午時花(Sida spinosa. L.))、豬母 乳(common purslane )(馬齒寛(P ortulaca oleracea L. ))、野竟菜(slender amaranth )(野竟(Am ar an t hu s viridis L.))、紅根寛(redroot pigweed)(反枝莧( Amaranthus retroflexus L.))、鐮刀豆(sicklepod )( 決明子(Cassia obtusifolia L.))、龍葵(Black. -12- (10) (10)200803736 nightshade )(龍葵(Solanum nigrum L.))、白蓼(旱 苗蓼(Polygonum lapathifolium L.))、繁縷(繁縷( Stellaria media L.))、長莖溝繁縷(三蕊溝繁縷( Elatine triandra SCHK.))、常見蒼耳(蒼耳(Xanthium strumarium L.))、彎曲碎米薺(彎曲碎米薺(Scirpus juncoides )), sedge (7jc sedge (Cyperus -11 - 200803736 (9) serotinus)), sedge (Cyperus difformis), slender spikerush (Eleocharis acicularis) and荸荠 (Eleocharis kuroguwai), alismataceae, such as Japanese ribbon waparo (Japanese ribbon waparo) (S agittaria pygmaea), Cisu (Sagittaria trifolia) and narrow leaves Alisma orientalis (Alismacanaliculatum), pontederiaceae, such as rain long flower (Monochoria vaginalis) and rainy flower (Monochoria korsakowii), Scrophulariaceae (scrophulariaceae) such as false pimpernel (Lindernia pyxid ar ia) and abunome (Dopatrium junceum), Lythraceae (lythraceae) such as red bone (toothcup) (section "Rotala India" and red stems (Ammannia multi flora), and broadleafs such as Abutilon theophrasti MEDIC., Tall morningglory (round leaves) Ipomoea purpurea L.), common lambsquarters (Chenopodium album L.), prickly sida (Sida spinosa. L.), Common purslane (Portulaca oleracea L.), slender amaranth (Am ar an t hu s viridis L.), red root pigweed (reverse) Branch (Amaranthus retroflexus L.), Sicklepod (Cassia obtusifolia L.), Solanum nigrum (Black. -12- (10) (10) 200803736 nightshade ) (Solanum nigrum L. )), white scorpion (Polygonum lapathifolium L.), sorghum (Stellaria media L.), long stem ditch (Elatine triandra SCHK.), common Xanthium (Cang) Xanthium strumarium L.), curved broken rice bran (curved broken rice bran (
Cardamine flexuosa WITH·))、寶蓋草(henbit)(寶蓋 草(Lamium ampl exi c aul e L ·))、豬草(豬草(Cardamine flexuosa WITH·)), henbit (Lamium ampl exi c aul e L ·), ragweed (porcine grass (
Ambrosia elatior L.))、豬殃殃(catchweed)(豬狹狹 (Galium sp ur i um L·))、田旋花(田旋花(C a 1 y s t e g i a arvensis L.))、吉姆森草(曼陀羅(Datura stramonium )) 、萷(Breea setosa ( BIEB. ) KIT AM.)和 threeseeded 紅葉鐵寛(人莧(Acalypha australis L·)) 。進一步地,本發明之除草組成物當在雜草發芽之後或之 前的任一階段施用時能夠提供好的效果。 本發明之除草組成物可爲各種施用形式例如土壤施用 、葉施用和水施用且有效控制農田例如旱田、果園或水田 ,或非農田例如堤防、休耕地、遊戲場、空地、林地、廠 址、鐵路邊或路邊之不需要的植物。 進一步地,只要符合本發明之目的,本發明之組成物 除了上述有效成分之外可另外包含其他除草活性成分,因 此其有時可能改良例如除草活性,施用除草劑之時間安排 或欲控制之雜草範圍。該等其他除草活性成分包括(例如 )下列化合物(包括ISO核准之申請的俗名,或發展編號 )。甚至當在本文中沒有明確地提到時,在該等化合物具 -13- (11) (11)200803736 有鹽、烷基酯、等等之情形中,他們當然全部包括。 (1 )該等咸信藉由擾亂植物之激素活性而顯示除草 效果者,例如苯氧基類型例如2,4-D、2,4-DB、2,4-DP、 MCPA、MCPB、MCPP、殺奈丹(naproanilide )或克普草 (clomeprop)、芳族羧酸類型例如2,3,6-TBA、麥草畏( dicamba)、敵草腈(dichlobenil)、毒莠定(picloram) 、三氯比(triclopyr )、必克草(clopyralid )或氯氨基 口比D定酸(Aminopyralid )、和其他例如鈉得爛(n ap t al am )、草除靈(benazolin)、快克草(quinclorac)、氯甲 嗤啉酸(quinmerac)、二氟 Π比隆(diflufenzopyr)和噻草 口定(thi azopyr ) 。 (2 )該等咸信藉由抑制植物之光合作用而顯示除草 效果者,例如尿素類型例如綠麥隆(chlorotoluron)、達 有龍(diuron)、氟草隆(fluometuron)、理有龍( linuron)、異丙隆(isoproturon)、美托苯隆( metobenzuron)或得匍隆(tebuthiuron)、三嗪類型例如 草滅淨(simazine )、草脫淨(atrazine )、達諾殺( atratone )、西草淨(simetryn )、撲草淨(prometryn ) 、異戊乙淨(dimethametryn)、菲殺淨(hexazinone)、 滅必淨(metribuzin )、特 丁津(terbuthylazine )、氰乃 淨(cyanazine)、草殺淨(ametryn)、賽布殺淨( cybutryne)、三嗪氟草胺(triaziflam)或普拔根( propazine)、尿喷陡類型例如克草(bromacil)、環草定 (lenacil )或特草定(terbacil )、苯胺類型例如除草靈 -14- (12) (12)200803736 (propanil )或環草胺(cypromid )、胺甲酸酯類型例如 施威(swep)、甜菜安(desmedipham )或苯敵( phenmedipham )、羥基苯甲腈類型例如溴苯腈( bromoxynil )、溴苯腈-辛酸鹽或碑苯腈(ioxynil )、和 其他例如啦達特(pyridate)、本達隆(bentazon)、氨 D坐草酮(amicarbazone)和滅草 _ (methazole)。 (3)四級銨鹽類型例如巴拉刈(paraquat)或敵草快 (diquat ),咸信在植物體中其本身轉化成游離基而形成 活性氧。 (4 )該等咸信藉由抑制植物葉綠素之生物合成和在 植物體中異常地累積光敏性過氧化物物質而顯示除草效果 者,例如二苯基醚類型例如丁拉護谷(nitrofen )、甲氧 基護谷(chlomethoxyfen)、必芬諾(bifenox)、亞喜芬 (acifluorfen-sodium )、氟磺胺草醚(fomesafen)、復 祿芬(oxyfluorfen)、乳氟禾草靈(lactofen)或氯氟草 醚(ethoxyfen_ethyl )、環醯亞胺類型例如氯酞亞胺( chlorphthalim)、丙炔氟草胺(flumioxazin) 、米克拉 (flumi cl orac )—戊基或氟乙草酯(fluthi acet-methyl ) 、和其他例如丙炔惡草酮(oxadiargyl)、樂滅草( oxadiazon)、甲磺草胺(sulfentrazone)、乙基克繁草( carfentrazone-ethyl)、噻地立密(thidiazimin)、環戊 惡草酮(pentoxazone)、草芬定(azafenidin)、異丙口坐 (isopropazole)、霸草靈 (pyraflufen-ethyl )、雙苯喷 草(benzfendizone)、布他芬(butafenacil)、美托苯隆 15- (13) (13)200803736 (metob enzur on ) 、D引哄酮草酯(cinidon-ethyl)、胺草 口坐(flupoxam)、氟佐拉(fluazolate)、普氟佐( profluazol)、匹拉克尼(pyrachlonil)、氟芬比( flufenpyr)—乙基和苯卡巴隆(bencarbazone)。 (5 )該等咸信其特徵爲藉由抑制植物之色素形成的 白化活性而顯示除草效果者例如類胡蘿蔔素,例如嗒畊酮 類型例如諾氟隆(norflurazon)、氯草敏(Chloridazon) 或美氟隆(metflurazon )、啦11坐類型例如卩比哩特( pyrazolate )、匹 口坐芬(pyr azoxy fen )、苯芬那( b enzo fenap )、托拉美諾(topramezone ) ( BAS- 6 7 0 H ) 或匹拉沙托(pyrasulfotole )、和其他例如殺草強( amitrole)、氟 Π定酮(fluridone)、氟他酮(flurtamone) 、口比氟草胺(diflufenican)、甲氧苯酮( methoxyphenone )、可滅蹤(clomazone )、硫可三酮( sulcotrione)、甲基磺草酮(mesotrione) 、AVH-301、 異惡 D坐草酮(isoxaflutole)、地芬快(difenzoquat)、依 索氯托(isoxachlortole)、苯二環酮(benzobicyclone) 、氟 D比草胺(pieolinafen)和氟丁 醯草胺(beflubutamid )° (6 )該等特別對禾草植物顯示強除草效果者,例如 芳氧基苯氧基丙酸類型例如禾草畏(diclofop-methyl )、 麥草伏甲酯(flamprop-M-methyl )、匹立芬(pyriphenop )—鈉、伏寄普(fluazifop-butyl)、合氯氟(haloxyfop )-甲基、快伏草(quizalofop-ethyl ) 、丁基賽伏草( -16- (14) (14)200803736 cyhalofop-buty)、芬殺草(fenoxaprop-ethyl)或惡 D坐草 胺(metamifop ) —丙基、和環己二酮類型例如亞汰草( alloxydim-sodium )、勉草同(cl etho dim )、西殺草( sethoxydim)、苯草酮(tralkoxydim) 、丁 苯草酮( butroxydim)、得殺草(tepraloxydim)、卡羅斯地( caloxydim)、環苯草酮(clefoxydim)或普羅斯地( profoxydim ) 〇 (7 )該等咸信藉由抑制植物之胺基酸生物合成而顯 示除草效果者,例如磺醯基脲類型例如氯嘧磺隆( chlorimuron-ethyl )、磺土 龍甲酯(sulfometuron-methyl )、甲基氟赔礦隆(primisulfuron-methyl)、免速隆( bensulfuron-methyl)、氯硫昂(chlorsulfuron)、甲黃隆 (metsulfuron-methyl )、西速隆(cinosulfuron )、百速 隆(pyrazosulfuron-ethyl)、四哩嚼磺隆(azimsulfuron )、伏速隆(flazasulfuron)、颯嚼磺隆(rimsulfuron) 、煙嚼磺隆(nicosulfuron)、依速隆(imazosulfuron) 、環磺隆(cyclosulfamuron)、撲噻呋隆(prosulfuron) 、伏匹速隆(flupyrsulfuron)、醚苯磺隆(trisulfuron) —甲基、氯Π比嗤磺隆(halosulfuron-methyl)、甲基噻吩 磺隆(thifensulfuron-methyl)、亞速隆(ethoxysulfuron )、環氧嚼磺隆(oxasulfuron )、胺苯磺隆( ethametsulfuron )、啦竣喃擴隆(flupyrsulfuron)、碗擴 隆(iodosulfuron)、磺醯磺隆(sulfosulfuron)、三卩丫速 隆(triasulfuron)、三苯那隆(tribenuron)—甲基、三 -17- (15) (15)200803736 氟甲磺隆(tritosulfuron)、甲醢胺磺隆(foramsulfuron )、三氟D定磺隆(trifloxysulfuron)、異磺隆( isosulfuron)-甲基、甲磺胺磺隆(mesosulfuron-methyl) 或嚼草醚(orthosulfamuron)、三哇喷D定磺醯胺類型例如 氟滅索侖(flumetsulam)、磺草D坐胺(metosulam)、雙 氯磺草胺(diclosulam)、氯酯磺草胺(。1〇^113111&111-methyl)、雙氟磺草胺(florasulam)、美托草胺( metosulfam)或平速爛(penoxsulam)、咪〇坐啉酮類型例 如依滅草(imazapyr)、嗎兹紮比(imazethapyr)、嗎紮 嗤(imazaquin)、甲氧咪草煙(imazamox)、嗎兹美( imazameth )、咪草酸(imazamethabenz)或甲基咪草煙 (imazapic )、嘧啶基水楊酸類型例如嘧啶硫苯( pyrithiobac)—鈉、雙草醚(bispyribac-sodium)、嘧草 醚(pyriminobac-methyl)、嚼 B定膀草醚(pyribenzoxim )、環酯草醚(pyriftalid )或喃 D定沙方(pyrimisulfan ) (KUH-021)、磺醯胺羰基三唑啉酮類型例如氟酮磺隆( flucarbazone)或丙苯磺隆(procarbazone)—鈉、和其他 例如嘉磷塞(glyphosate )、嘉磷塞一銨、嘉磷塞—異丙 胺、硫復松(sulfosate)、固殺草(glufosinate)、固殺 草(glufosinate-ammonium )和必那松(bilanafos)。 (8 )該等咸信藉由抑制植物之細胞有絲分裂而顯示 除草效果者,例如二硝基苯胺類型例如三福林( trifluralin )、黃草消(oryzalin )、滅殺草(nitralin )、 施得圃(pendimethalin)、依沙氟林(ethalfluralin)、 -18- (16) (16)200803736 倍尼芬(benfluralin)或氨氟樂靈(prodiamine)、醯胺 類型例如地散磷(bensulide)、拿普醯胺(napronamide )或拿草特(pronamide )、有機磷類型例如安米羅松( amiprofos)—甲基、抑草磷(butamifos)、莎稗磷( anilofos)或哌草磷(piperophos)、苯基胺甲酸酯類型例 如苯胺靈(propham)、氯苯胺靈(chlorpropham)或燕 麥靈(barban)、異丙苯基胺類型例如殺草隆(daimuron )、草隆(cumyluron)或溴芬諾(bromobutide)、和其 他例如亞速爛(asulam)、汰硫草(dithiopyr)、噻草啶 (thiazopyr)、哩草胺(cafenstrole)和草酮(indanofan )° (9 )該等咸信藉由抑制植物之蛋白質生物合成或脂 質生物合成顯示除草效果者,例如氯乙醯胺類型例如拉草 (alachlor)、滅草胺(metazachlor) 、丁 基拉草( butachlor)、普拉草(pretilachlor)、莫多草( metolachlor) 、S-莫多草(metolachlor)、欣克草( thenylchlor)、佩索殺米(pethoxamid)、乙草胺( acetochlor)、毒草胺(propachlor)或異丙草胺( propisochlor)、胺甲酸酯類型例如稻得壯(molinate)、 峨草丹(dimepiperate)或稗草畏(pyributicarb)、和其 他例如乙氧苯草胺(etobenzanid)、滅芬草(mefenacet )、氟噻草胺(flufenacet)、曲地吩(tridiphane)、四 口坐草胺(fentrazamide) 、B惡嗪草酮(oxaziclomefone)、 汰草滅(dimethenamid)和呋草黃(benfuresate)。 -19- (17) (17)200803736 (10 )硫代胺甲酸酯類型例如EPTC、拔敵草( butylate)、萬隆(vernolate)、克草敵(pebulate)、草 滅特(cycloate)、卞草丹(prosulfocarb)、戊草丹( esprocarb )、殺丹(thiobencarb )、燕麥敵(dial late ) 或野麥畏(triallate)、和其他例如MSMA、DSMA、安豆 得歐(endothall)、卩坐草定(ethofumesate)、氯酸鈉、 壬酸、殺木鱗(fosamine)、匹諾沙得(pinoxaden)和 HOK-201。 (11)該等咸信藉由寄生在植物上而顯示除草效果者 ,例如野菜黃單胞桿菌(Xanthomonas campestris)、 Epicoccosurus nematosurus、尖角突臍胞菌(Exserohilum monoseras )和 Dr echsr el a monoceras ° 本發明之除草組成物可藉由根據農業化學品之習知調 配方法混合式(I )之化合物或其鹽,和化合物(B ),作 爲有效成分,與各種添加劑而製得,且以各種調配物之形 式施用例如粉劑、粒劑、水分散性粒劑、可溼性粉劑、銘 劑、九劑、膠囊(包括水溶性薄膜包裝之調配物)、水-基懸浮液、油-基懸浮液、微乳液、懸乳劑( suspoemulsions)、水溶性粉劑、乳劑、可溶性濃縮物或 糊劑。其可被形成通常使用於此領域的任何調配物,只要 因此符合本發明之目的。 於調配時,式(I )之化合物或其鹽和化合物(B )爲 了調配可被混合在一起,或它們可分開地調配且在施用時 混合在一起。 -20- (18) (18)200803736 欲使用於調配之添加劑包括(例如)固體載體例如矽 藻土、熟石灰、碳酸鈣、滑石、白碳、高嶺土、膨潤土、 高嶺土和絹雲母之混合物、黏土、碳酸鈉、碳酸氫鈉、芒 硝、沸石或澱粉;溶劑例如水、甲苯、二甲苯、溶劑油、 二噁烷、丙酮、異佛酮、甲基異丁基酮、氯苯、環己烷、 二甲亞》、N,N —二甲基甲醯胺、二甲基乙醯胺、N—甲 基- 2 -吡咯啶酮或醇;陰離子界面性劑例如脂肪酸之鹽 、苯甲酸鹽、聚羧酸鹽、烷基硫酸酯之鹽、硫酸烷酯、硫 酸烷芳鹽、烷基二乙二醇醚硫酸酯、醇硫酸酯之鹽、磺酸 烷酯、磺酸烷芳酯、磺酸芳酯、木質素磺酸鈉、烷基二苯 基醚二磺酸鹽、聚苯乙烯磺酸鹽、烷基磷酸酯之鹽、磷酸 烷芳酯、磷酸苯乙烯基芳酯、聚氧乙烯烷基醚硫酸酯之鹽 、聚氧乙烯烷芳基醚硫酸鹽、聚氧乙烯烷基芳基醚硫酸酯 之鹽、聚氧乙烯烷基醚磷酸鹽、聚氧乙烯烷芳基磷酸酯之 鹽、聚氧乙烯芳基醚憐酸酯之鹽、與甲醛縮合之萘磺酸或 與甲醛縮合之烷基萘磺酸鹽;非離子界面活性劑例如山梨 醇酐脂肪酸酯、甘油脂肪酸酯、脂肪酸聚甘油酯、脂肪酸 醇聚乙二醇醚、乙炔二醇、乙炔醇、氧化烯嵌段聚合物、 聚氧乙烯烷基醚、聚氧乙烯烷芳基醚、聚氧乙烯苯乙烯基 芳基醚、聚氧乙烯二醇烷基醚、聚乙二醇、聚氧乙烯脂肪 酸酯、聚氧乙烯山梨醇酐脂肪酸酯、聚氧乙烯甘油脂肪酸 酯、聚氧乙烯氫化蓖麻油或聚氧丙烯脂肪酸酯,·和蔬菜油 或礦物油例如橄欖油、木棉花油、蓖麻油、棕櫚油、山茶 油、椰子油、芝麻油、玉米油、米糠油、花生油、棉籽油 -21 - 200803736 (19) 、大_a油、油菜好油、亞麻仁油、桐油或液態石躐。這些 添加劑可適合地選擇單獨使用或以其之二個或更多之混合 物組合使用’只要符合本發明之目的。進一步地,可適當 地選擇使用除了上述之外的該等此領域已知的添加劑。例 如,可使用各種常用添加劑,例如塡充劑、增稠劑、抗沉 降劑、防凍劑、分散安定劑、保護劑(safener )、防霉劑 、發泡劑、崩解劑和粘合劑。在本發明之除草組成物中之 有效成分對該各種添加劑的重量混合比可爲從0.001 : 99.999 至 95: 5,較佳從 0.005: 99.995 至 90: 10° 作爲一種施用本發明之除草組成物的方法,視各種絛 件例如施用位置、調配物、欲控之植物的類型或生長情況 而可使用和適當地選擇使用各種方法。例如,可提及下列 方法。 1 ·混合式(I )之化合物或其鹽,和化合物(B )以 製備一種調配物,其係以其本身施用。 2.混合式(Ο之化合物或其鹽,和化合物(B )以 製備一種調配物,其用例如水稀釋至所預定之濃度且如果 需要,加入各種添加劑(界面活性劑、蔬菜油、礦物油、 等等),接著施用。 3 ·分開地調配式(I )之化合物或其鹽,和化合物( B )且如所調配的施用。 4 ·分開地調配式(I )之化合物或其鹽,和化合物( B )及分別地用例如水稀釋至所預定之濃度且如果需要, 加入各種添加劑(界面活性劑、蔬菜油、礦物油、等等) -22· (20) (20)200803736 ,接著施用。 5 ·分開地調配式(I )之化合物或其鹽,和化合物( B )及然後於用例如水稀釋至所預定之濃度時混合,且如 果需要,加入各種添加劑(界面活性劑、蔬菜油、礦物油 、等等),接著施用。 現在,將例示本發明之一些較佳體系。然而,本發明 絕不限制於其。 (1) 一種除草組成物,其包含(A) —種式(I)之 化合物,和(B)至少一種選自由(B1.1)滅芬草( mefenacet ) (Β1·2)四 Π坐草胺(fentrazamide)和( B1.3) B惡嗪草酮(oxaziclomefone)組成之群組的化合物 ,其顯示細胞分裂抑制作用,作爲有效成分;和一種控制 不需要的植物或抑制其生長之方法,其包含施用除草有效 量之該類除草組成物。 (2 ) —種控制不需要的植物或抑制其生長之方法, 其包含施用除草有效量之(A) —種式(I)之化合物或其 鹽,和除草有效量之(B )至少一種選自由(B 1 · 1 )滅芬 草(mefenacet) 、 (B1.2)四口坐草胺(fentrazamide)和 (Β1·3)噁嗪草酮(oxaziclonlefone)組成之群組的化合 物,其顯示細胞分裂抑制作用。 (3) —種除草組成物,其包含(A) —種式(I)之 化合物或其鹽’和(B) (B2.1)克普草(clomeprop), 其顯示生長素生物合成抑制作用,作爲有效成分;和一種 控制不需要的植物或抑制其生長之方法,其包含施用除草 -23- (21) (21)200803736 有效量之該類除草組成物。 (4 ) 一種控制不需要的植物或抑制其生長之方法, 其包含施用除草有效量之(A) —種式(I)之化合物或其 鹽,和除草有效量之(B) (B2.1)克普草(clomeprop) ,其顯示生長素生物合成抑制作用。 【實施方式】 實例 現在,將描述本發明之除草組成物的調配例,但本發 明絕不限制於其。 調配例1 (1) 化合物A2 0.45克 (2) 化合物(B 1.1 ) 20.62 克Ambrosia elatior L.)), catchweed (Galium sp ur i um L·), Ca a 1 ystegia arvensis L., Jimson grass ( Datura stramonium), Bree setosa (BIEB. KIT AM.) and threeseeded red leaf scorpion (Acalypha australis L·). Further, the herbicidal composition of the present invention can provide a good effect when applied at any stage after or before the germination of the weeds. The herbicidal composition of the present invention can be used in various application forms such as soil application, leaf application and water application and effective control of farmland such as dry fields, orchards or paddy fields, or non-farm fields such as dikes, fallow land, playgrounds, open spaces, woodlands, sites, railways Unwanted plants on the side or on the side of the road. Further, as long as the object of the present invention is satisfied, the composition of the present invention may additionally contain other herbicidal active ingredients in addition to the above-mentioned active ingredients, so that it may sometimes improve, for example, herbicidal activity, timing of application of herbicides or control of impurities. Grass range. Such other herbicidal active ingredients include, for example, the following compounds (including the common name of the ISO approved application, or development number). Even when not explicitly mentioned herein, in the case where the compounds have a salt, an alkyl ester, etc., -13-(11)(11)200803736, they are of course all included. (1) Those salty letters exhibit herbicidal effects by disturbing the hormonal activity of plants, such as phenoxy type such as 2,4-D, 2,4-DB, 2,4-DP, MCPA, MCPB, MCPP, Naproanilide or clomeprop, aromatic carboxylic acid types such as 2,3,6-TBA, dicamba, dichlobenil, picloram, trichlorobenzene (triclopyr), clopyralid or chlorinated amino acid than Aminopyralid, and other such as sodium nat (tap), benzallin, quinclorac, Quinmerac, diflufenzopyr and thi azopyr. (2) These salty letters show herbicidal effects by inhibiting photosynthesis of plants, such as urea types such as chlorotoluron, diuron, fluometuron, and linuron. ), isoproturon, metobenzuron or tebuthiuron, triazine types such as simazine, atrazine, atratone, west Simetryn, prometryn, dimethametryn, hexazinone, metribuzin, terbuthylazine, cyanazine, grass Ametryn, cybutryne, triaziflam or propazine, urinary spray type such as bromacil, lenacil or special grass Terbacil, aniline type such as herbicide-14- (12) (12) 200803736 (propanil) or cypromid, urethane type such as swep, desmedipham or benzoic acid (phenmedipham), hydroxybenzonitrile type such as bromobenzene (bromoxynil), bromoxynil-octanoate or ioxynil, and others such as pyridate, bentazon, amidcarbazone, and methazole . (3) A quaternary ammonium salt type such as paraquat or diquat, which is converted into a radical in the plant itself to form active oxygen. (4) The salty signals are those which exhibit herbicidal effects by inhibiting the biosynthesis of chlorophyll in plants and abnormally accumulating photosensitive peroxide substances in plants, such as diphenyl ether type such as nitrofen, Chlomethoxyfen, bifenox, acifluorfen-sodium, fomesafen, oxyfluorfen, lactofen or chlorine Ethylphene ethoxide (ethoxyfen_ethyl), cycloheximide type such as chlorphthalim, flumioxazin, flumi cl orac-pentyl or fluthi acet-methyl And other such as oxadiargyl, oxadiazon, sulfentrazone, carfentrazone-ethyl, thidiazimin, cyclopentane Pentoxazone, azafenidin, isopropazole, pyraflufen-ethyl, benzfendizone, butafenacil, methoxide 15- (13) (13)200803736 (metob enzur On ), D cinidon-ethyl, flupoxam, fluazolate, profluazol, pyrachlonil, flufenpyr - Ethyl and bencarbazone. (5) These salts are characterized by exhibiting herbicidal effects such as carotenoids by inhibiting the whitening activity of pigmentation of plants, such as argonone type such as norflurazon, Chlorazozon or Meflurazon, 11 sitting types such as pyrazolate, pyr azoxy fen, b enzo fenap, topramezone (BAS-6 7 0 H ) or pirasalfotole, and others such as amitrole, fluridone, flurtamone, diflufenican, methoxybenzophenone ( methoxyphenone ), clomazone, sulcotrione, mesotrione, AVH-301, isoxaflutole, difenzoquat, Isoxachlortole, benzobicyclone, fluorine D, pieolinafen and beflubutamid° (6), especially those that show strong herbicidal effects on grass plants, for example Type of aryloxyphenoxypropionic acid such as grass (diclofop-methyl), flamprop-M-methyl, pyrifopop-sodium, fluazifop-butyl, haloxyfop-methyl, valvular ( Quizalofop-ethyl ), butyl safflower ( -16- (14) (14) 200803736 cyhalofop-buty), fenoxaprop-ethyl or dysentery (metamifop) - propyl, and cyclohexyl Diketone types such as alloxydim-sodium, cl etho dim, sethoxydim, tralkoxydim, butroxydim, tepraloxydim , caloxydim, clefoxydim, or profoxydim 7(7) These are known to inhibit herbicidal effects, such as sulfonyl groups, by inhibiting the amino acid biosynthesis of plants. Urea types such as chlorimuron-ethyl, sulfometuron-methyl, primisulfuron-methyl, bensulfuron-methyl, chlorsulfuron ), metsulfuron-methyl, cinosulfuron, hundred speed (pyrazosulfuron-ethyl), azimusulfuron, flazasulfuron, rimsulfuron, nicosulfuron, imazosulfuron, cyclosulfamuron ), prosulfuron, flupyrsulfuron, trisulfuron - methyl, halosulfuron-methyl, thifensulfuron-methyl ), ethoxysulfuron, oxasulfuron, ethametsulfuron, flupyrsulfuron, iodosulfuron, sulfosulfuron, Triasulfuron, tribenuron-methyl, tri-17-(15) (15)200803736 tritosulfuron, foramsulfuron, trifluoro D-sulfuron (sulfuron), isosulfuron-methyl, mesosulfuron-methyl or orthosulfamuron, tri-wam-d-sulfonamide type such as flufensone ( Flumetsulam), sulphur grass D sitting (Metosulam), bis-chloro sulfentrazone (diclosulam), cloransulam amine (. 1〇^113111&111-methyl), florasulam, metosulfam or penoxsulam, imipenem ketone type such as imazapyr, zutz Imazethapyr, imazaquin, imazamox, imazameth, imazamethabenz or imazapic, pyrimidinyl salicylic acid type For example, pyrithiobac-sodium, bispyribac-sodium, pyriminobac-methyl, pyribenzoxim, pyrifalid or D-Dingsha Pyrimisulfan (KUH-021), sulfonamide carbonyl triazolinone type such as flucarbazone or procarbazone-sodium, and other such as glyphosate, jia Phosphorus Se-ammonium, carbamazepine-isopropylamine, sulfosate, glufosinate, glufosinate-ammonium, and bianafos. (8) Such salty signals exhibit herbicidal effects by inhibiting cell mitosis of plants, such as dinitroaniline types such as trifluralin, oryzalin, nitralin, and sputum ( Pendimethalin), ethalfluralin, -18- (16) (16) 200803736 Benfluralin or prodiamine, guanamine type, such as bensulide, Napoleon Napronamide or pronamide, organophosphorus type such as amiprofos - methyl, butamifos, anilofos or piperophos, phenyl Carbamate types such as propham, chlorpropham or barban, cumylamine types such as daimuron, cumyluron or brombutide And other such as asulam, dithiopyr, thiazopyr, cafenstrole and indanofan ° (9) Protein biosynthesis or lipid biosynthesis Those showing herbicidal effects, such as chlorhexidine types such as alachlor, metazachlor, butachlor, pretilachlor, metolachlor, S-mo Metalachlor, thenylchlor, pethoxamid, acetochlor, propachlor or propisochlor, urethane type such as rice Molinate, dimepiperate or pyributicarb, and other etobenzanid, mefenacet, flufenacet, dextromethorphan Tridiphane), four fentrazamide, oxaziclomefone, dimethenamid and benefuresate. -19- (17) (17)200803736 (10) Thiocarbamate type such as EPTC, butylate, vernolate, pebulate, cycloate, Prosulfocarb, esprocarb, thiobencarb, dial late or triallate, and other such as MSMA, DSMA, endothall, squat grass Ethofumesate, sodium chlorate, citric acid, fosamine, pinoxaden and HOK-201. (11) These salty letters show herbicidal effects by parasitic on plants, such as Xanthomonas campestris, Epicoccosurus nematosurus, Exserohilum monoseras and Dr echsr el a monoceras ° The herbicidal composition of the present invention can be prepared by mixing a compound of the formula (I) or a salt thereof, and a compound (B) as an active ingredient with various additives, according to a conventional method of agrochemicals, and various preparations. In the form of a substance such as a powder, a granule, a water-dispersible granule, a wettable powder, a medicinal preparation, a nine-part, a capsule (including a formulation for water-soluble film packaging), a water-based suspension, an oil-based suspension , microemulsions, suspoemulsions, water-soluble powders, emulsions, soluble concentrates or pastes. It can be formed into any formulation that is commonly used in the field, as long as it is in accordance with the purpose of the present invention. When formulated, the compound of the formula (I) or a salt thereof and the compound (B) may be mixed together in the formulation, or they may be separately formulated and mixed together at the time of application. -20- (18) (18)200803736 Additives to be used in the formulation include, for example, solid carriers such as diatomaceous earth, slaked lime, calcium carbonate, talc, white carbon, kaolin, bentonite, kaolin and sericite mixtures, clay, Sodium carbonate, sodium bicarbonate, mirabilite, zeolite or starch; solvents such as water, toluene, xylene, mineral spirits, dioxane, acetone, isophorone, methyl isobutyl ketone, chlorobenzene, cyclohexane, two甲亚》, N,N-dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone or alcohol; anionic interfacial agents such as fatty acid salts, benzoates, poly Carboxylate, alkyl sulfate, alkyl sulfate, alkyl sulfate, alkyl diethylene glycol ether sulfate, alcohol sulfate salt, alkyl sulfonate, alkyl sulfonate, sulfonate Ester, sodium lignosulfonate, alkyl diphenyl ether disulfonate, polystyrene sulfonate, alkyl phosphate salt, alkyl aryl phosphate, styryl aryl phosphate, polyoxyethylene alkyl Ether sulfate salt, polyoxyethylene alkyl aryl ether sulfate, polyoxyethylene alkyl aryl ether sulfate Salt, polyoxyethylene alkyl ether phosphate, polyoxyethylene alkyl aryl phosphate salt, polyoxyethylene aryl ether dilute acid salt, naphthalenesulfonic acid condensed with formaldehyde or alkyl naphthalene condensed with formaldehyde Sulfonate; nonionic surfactants such as sorbitan fatty acid esters, glycerol fatty acid esters, fatty acid polyglycerides, fatty acid alcohol polyglycol ethers, acetylene glycol, acetylene alcohol, alkylene oxide block polymers, poly Oxyethylene alkyl ether, polyoxyethylene alkyl aryl ether, polyoxyethylene styryl aryl ether, polyoxyethylene glycol alkyl ether, polyethylene glycol, polyoxyethylene fatty acid ester, polyoxyethylene sorbitol Anhydride fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene hydrogenated castor oil or polyoxypropylene fatty acid ester, and vegetable oil or mineral oil such as olive oil, kapok oil, castor oil, palm oil, camellia oil , coconut oil, sesame oil, corn oil, rice bran oil, peanut oil, cottonseed oil-21 - 200803736 (19), big _a oil, rapeseed oil, linseed oil, tung oil or liquid sarcophagus. These additives may be suitably selected for use alone or in combination of two or more of them as long as they are in accordance with the purpose of the present invention. Further, additives known in the art other than the above may be appropriately selected and used. For example, various conventional additives such as a chelating agent, a thickener, an anti-sinking agent, an antifreezing agent, a dispersion stabilizer, a safener, an antifungal agent, a foaming agent, a disintegrating agent, and a binder can be used. The weighting ratio of the active ingredient to the herbicidal composition of the present invention may be from 0.001:99.999 to 95:5, preferably from 0.005:99.995 to 90:10 as a herbicidal composition of the present invention. The method can be used and appropriately selected depending on various components such as the application site, the formulation, the type of plant to be controlled or the growth condition. For example, the following methods can be mentioned. 1 - A compound of the formula (I) or a salt thereof, and a compound (B) are prepared to prepare a formulation which is administered by itself. 2. A mixed compound (or a salt thereof or a salt thereof, and a compound (B) to prepare a formulation which is diluted with, for example, water to a predetermined concentration and, if necessary, various additives (surfactant, vegetable oil, mineral oil) And then applied. 3 · separately compounding the compound of the formula (I) or a salt thereof, and the compound (B) and applying as formulated. 4 · separately compounding the compound of the formula (I) or a salt thereof, And compound (B) and separately diluted with, for example, water to a predetermined concentration and, if necessary, various additives (surfactant, vegetable oil, mineral oil, etc.) -22· (20) (20) 200803736, followed by 5. The compound of the formula (I) or a salt thereof, and the compound (B) are separately formulated and then mixed with, for example, water diluted to a predetermined concentration, and if necessary, various additives (surfactants, vegetables) are added. Oil, mineral oil, etc., followed by application. Now, some preferred systems of the invention will be exemplified. However, the invention is in no way limited thereto. (1) A herbicidal composition comprising (A) (I) The compound, and (B) at least one selected from the group consisting of (B1.1) mefenacet (Β1·2) tetrafendacamide (fentrazamide) and (B1.3) oxaziclomefone (oxaziclomefone) a group of compounds which exhibit inhibition of cell division as an active ingredient; and a method of controlling unwanted plants or inhibiting their growth, comprising applying a herbicidal effective amount of such herbicidal compositions. (2) A plant or a method for inhibiting growth thereof, comprising administering a herbicidally effective amount of (A) a compound of the formula (I) or a salt thereof, and a herbicidally effective amount of (B) at least one selected from the group consisting of (B 1 · 1) Mefenacet, (B1.2) a compound of four groups consisting of fentrazamide and oxaziclonlefone, which shows inhibition of cell division. (3) a herbicidal composition comprising (A) a compound of the formula (I) or a salt thereof and (B) (B2.1) clomeprop which exhibits an inhibitor of auxin biosynthesis as effective Ingredients; and a plant that controls unwanted plants or inhibits their growth A method comprising administering an herbicidally effective amount of the herbicidal composition of herbicidal -23-(21)(21)200803736. (4) A method of controlling unwanted plants or inhibiting growth thereof, comprising applying a herbicidally effective amount (A) a compound of the formula (I) or a salt thereof, and a herbicidally effective amount of (B) (B2.1) clomeprop, which exhibits auxin biosynthesis inhibition. [Embodiment] Examples Now, The formulation examples of the herbicidal composition of the present invention are described, but the present invention is by no means limited thereto. Formulation Example 1 (1) Compound A2 0.45 g (2) Compound (B 1.1 ) 20.62 g
(3) 與甲醛縮合之萘磺酸鈉(商標名:Lavelin FA-N,由第一工業製藥株式會社(DAI-ICHI KOGYO SEIYAKU CO·,LTD)製造) 3.00 克 (4) 二烷基萘磺酸鈉(商標名:NK.BX-C,由 TAKEMOTO OIL & FAT股份有限公司製造)3.00克 (5) 黏土 72.93 克 以上述混合比例混合上述成分和然後用離心磨機(具 有1.0 mm之直徑的篩子)磨碎以獲得可溼性粉劑。 -24- (22) (22)200803736 調配例2 > (1) 化合物A2 1.12克 (2) 化合物(B1.2) 15.79 克 (3) LavelinFA-N (與上述相同) 3.00 克 (4) NK.BX-C (與上述相同) 3.00克 (5) 白碳(商標名·· Carplex #8〇,由DSL·日本股份 有限公司製造) 10.00克 (6) 黏土 67.09 克 以上述混合比例混合上述成分和然後用離心磨機(具 有1 · 0 mm之直徑的篩子)磨碎以獲得可溼性粉劑。 調配例3 (1) 化合物A2 0.75克 (2) 化合物(B1.2) 10.52 克 (3) 聚氧乙烯苯乙烯基苯基醚和十二基苯磺酸鈣 (商標名:Sorpol 3661S,由TOHO化學工業股 份有限公司製造) 15.00克(3) Sodium naphthalene sulfonate condensed with formaldehyde (trade name: Lavelin FA-N, manufactured by DAI-ICHI KOGYO SEIYAKU CO., LTD.) 3.00 g (4) Dialkylnaphthalenesulfonate Sodium (trade name: NK.BX-C, manufactured by TAKEMOTO OIL & FAT Co., Ltd.) 3.00 g (5) Clay 72.93 g The above ingredients were mixed in the above mixing ratio and then centrifuged (having a diameter of 1.0 mm) The sieve) is ground to obtain a wettable powder. -24- (22) (22)200803736 Formulation Example 2 > (1) Compound A2 1.12 g (2) Compound (B1.2) 15.79 g (3) LavelinFA-N (same as above) 3.00 g (4) NK .BX-C (same as above) 3.00 g (5) White carbon (trade name ···Carplex #8〇, manufactured by DSL·Japan Co., Ltd.) 10.00 g (6) Clay 67.09 g Mix the above ingredients in the above mixing ratio And then ground with a centrifugal mill (a sieve having a diameter of 1.0 mm) to obtain a wettable powder. Formulation Example 3 (1) Compound A2 0.75 g (2) Compound (B1.2) 10.52 g (3) Polyoxyethylene styrylphenyl ether and calcium dodecylbenzenesulfonate (trade name: Sorpol 3661S, by TOHO Chemical Industry Co., Ltd.) 15.00 g
(4) 芳族烴(商標名:Solvesso 150,由 EXXON 化學品公司製造) 23.73克 (5) N-甲基-2-吡咯啶酮 50.00克 於室溫下將化合物A2和化合物(B1.2)溶解在N-甲基- 2 -吡咯啶酮中,和然後以上述混合比例混合 -25- (23) (23)200803736(4) Aromatic hydrocarbon (trade name: Solvesso 150, manufactured by EXXON Chemical Co., Ltd.) 23.73 g (5) N-methyl-2-pyrrolidone 50.00 g Compound A2 and compound (B1.2) at room temperature ) dissolved in N-methyl-2-pyrrolidone, and then mixed in the above mixing ratio -25 - (23) (23) 200803736
Solvesso 150 和 Sorpol 3661S 以獲得乳劑。 調配例4 (1)化合物A2 2.24 克 (2)化合物(B1.3) 8.42 克 (3)Lavelin FA-N(與上述相同) 3.00 克 (4)NK.BX-C(與上述相同) 3.00 克 (5)黏土 83.34 克 以上述混合比例混合上述成分和然後用離心磨機(具 有1.0 mm之直徑的篩子)磨碎以獲得可溼性粉劑。 調配例5 (1)化合物A1 0.45 克 (2)化合物(B1.1) 20.62 克 (3)Lavelin FA-N(與上述相同) 3.00 克 (4)NK.BX-C(與上述相同) 3.00 克 (5)黏土 72.93 克 以上述混合比例混合上述成分和然後用離心磨機(具 有1.0 mm之直徑的篩子)磨碎以獲得可溼性粉劑。 -26- (24) (24)200803736 調配例6 (1)化合物A1 1.12 克 (2)化合物(B1.2) 1 5.79 克 (3)Lavelin FA-N(與上述相同) 3 · 00 克 (4)NK.BX-C(與上述相同) 3 · 00 克 (5)Carplex #80(與上述相同) 10.00 克 (6)黏土 6 7 · 0 9 克 以上述混合比例混合上述成分和然後用離心磨機(具 有1.0 mm之直徑的篩子)磨碎以獲得可溼性粉劑。 調配例7 (1)化合物A1 0.75 克 (2)化合物(B1.2) 10.52 克 (3)Sorpol 3 66 1 S (與上述相同) 15.00 克 (4)Solvesso 150 (與上述相同) 23.73 克 (5)Ν·甲基-2-吡咯啶酮 50.00 克 於室溫下將化合物A 1和化合物(B 1 · 2 )溶解在N -甲基- 2 -吡咯啶酮中,和然後以上述混合比例混合 Solvesso 150 和 Sorpol 3661S 以獲得乳劑。 調配例8 (1)化合物A1 2.24克 -27- (25) (25)200803736 (2)化合物(B1.3) 8.42 克 (3)Lavelin FA-N(與上述相同) 3.00 克 (4)NK.BX-C(與上述相同) 3.00 克 (5)黏土 8 3.3 4 克 以上述混合比例混合上述成分和然後用離心磨機(具 有1.0 mm之直徑的篩子)磨碎以獲得可溼性粉劑。 調配例9 (1)化合物A2 〇·22 克 (2)化合物(B2.1) 3· 12 克 (3)NK.BX-C(與上述相同) 3.00 克 (4)烷基萘磺酸鈉(商標名:NK.WG-1,由 ΤΑΚΕΜΟΤΟ OIL & FAT股份有限公司製造) 3.00 克 (5)膨潤土 40.00 ^ (6)碳酸鈣 50.66 克 以上述混合比例混合上述成分和然後用離心磨機(具 有1 · 0 mm之直徑的筛子)磨碎。然後磨碎之混合物與水 捏合和用安裝具有1.2 mm之直徑的篩子之擠製機製粒。 藉由設定於60°C之流體化床乾燥器乾燥製粒之產物30分 鐘和然後過篩(以形成1 2至2 4網目)以獲得粒劑。 -28 - 200803736 (26) 調配例1 〇 (1)化合物A 1 〇·22 克 (2)化合物(B2.1) 3.12 克 (3)NK.BX-C(與上述相同) 3.00 克 (4)NK.WG-1(與上述相同) 3.00 克 (5)膨潤土 40.00 克 (6)碳酸鈣 50.66 克 以上述混合比例混合上述成分和然後用離心磨機(具 有1 · 0 mm之直徑的篩子)磨碎。然後磨碎之混合物與水 捏合和用安裝具有1.2 mm之直徑的篩子之擠製機製粒。 藉由設定於60°C之流體化床乾燥器乾燥製粒之產物30分 鐘和然後過篩(以形成1 2至24網目)以獲得粒劑。 測試例1 將水田土壤放進1 / 1 0,0 0 0公畝盆子中,和播種稗( 稗草(Echinochloa oryzicola vasing))的種子且留置在 3 · 5公分之水深度的灌溉條件下。當稗到達2.8至3.2葉 階段,分別地用水稀釋化合物A2和化合物(B1.1 )之可 溼性粉劑且在浸沉條件下施用以使有效成分分別地變成所 規定的量。在施用後第1 9天,目視觀察生長的狀態,和 根據下列評估標準評估之生長抑制率(% )(觀察値)和 以上述Colby方法計算之生長抑制率(% )(預期値)顯 不在表1。 -29- (27) 200803736 生長抑制率(%) = 0% (等於非處理區)至100%(完全殺死) 表1 化合物 有效成分之施用量(g/a) 生長抑制率(%) 觀察 預期 A2 0.165 73 0.11 68 0.083 55 (B1.1) 10 65 5 40 A2 + (B 1 .1) 0.165+10 100 90 0.165 + 5 100 84 0.11 + 10 100 89 0.11+5 100 8 1 0.083+10 95 84 0.08 3 + 5 94 73 測試例2 將水田土壤放進1/1〇,〇〇〇公畝盆子中,和播種稗( 稱草(Echinochloa oryzicola vasing))的種子且留置在 3.5公分之水深度的灌溉條件下。當稗到達2 · 8至3.2葉 階段,用水稀釋化合物A2之可溼性粉劑和化合物(B 1.2 )之乳劑且在浸沉條件下施用以使有效成分分別地變成所 規定的量。在施用後第1 9天,以與上述測試例1中相同 -30- (28) 200803736 之方法目視觀察和評估生長的狀態。結果顯示在表2中。 表2 化合物 有效成分之施用量(g/a) 生長抑制率(%) 觀察 預期 A2 0.165 73 塞 0.1 1 68 _ 0.083 55 _ (B 1.2) 3 65 1.5 30 A2 + (B 1.2) 0.165 + 3 99 90 0.165 + 1.5 100 8 1 0.11+3 99 89 0.11 + 1.5 100 77 0.08 3 + 3 95 84 0.08 3 + 1 .5 94 69 測試例3 將水田土壤放進1/1 0,000公畝盆子中,和播種稗( 稗草(Echinochloa oryzicola vasing))的種子且留置在 3.5公分之水深度的灌溉條件下。當稗到達2.8至3.2葉 階段,分別地用水稀釋化合物A2和化合物(B 1 . 3 )之可 溼性粉劑且在浸沉條件下施用以使有效成分分別地變成所 規定的量。在施用後第1 9天,以與上述測試例1中相同 -31 - (29) 200803736 之方法目視觀察和評估生長的狀態。結果顯示在表3 ψ 表3 化合物 有效成分之施用 1---- 生長抑制率(%) 量(g/a) 觀察 預期 A2 0.165 73 0.11 68 0.083 55 (B1.3) 0.8 30 0.4 5 A2 + (B1 .3) 0.165 + 0.8 95 81 0.165 + 0.4 92 74 0.11+0.8 100 77 0.11+0.4 90 69 0.083 + 0.8 90 69 0.083 + 0.4 83 57 測試例4 將水田土壤放進1 /1 0,000公畝盆子中,和播種稗( 稗草(Echinochloa oryzicola vasing))的種子且留置在 3 · 5公分之水深度的灌溉條件下。當稗到達2.7至3 . 1葉 階段,分別地用水稀釋化合物A 1和化合物(B 1 . 1 )之可 溼性粉劑且在浸沉條件下施用以使有效成分分別地變成所 規定的量。在施用後第2 1天,以與上述測試例1中相同 -32- (30) 200803736 之方法目視觀察和評估生長的狀態。結果顯示在表4中。 表4 化合物 有效成分之施用量(g/a) 生長抑f 率(%) 觀察 預期 A1 0.165 70 0.11 70 0.083 60 (B1.1) 10 40 5 35 Α1+(Β1.1) 0.165+10 85 82 0.165+5 88 8 1 0.11 + 10 85 82 0.11+5 85 8 1 0.083+10 99 76 0.083+5 85 74 測試例5 將水田土壤放進1/1〇,〇〇〇公畝盆子中,和播種稗( 稗草(Echinochloa oryzicola vasing))的種子且留置在 3 · 5公分之水深度的灌槪條件下。當稗到達2.7至3 . 1葉 階段,分別地用水稀釋化合物A 1之可溼性粉劑和化合物 (B 1.2 )之乳劑且在浸沉條件下施用以使有效成分分別地 變成所規定的量。在施用後第2 1天,以與上述測試例1 •33- (31) (31)200803736 中相同之方法目視觀察和評估生長的狀態。結果顯示在表 5中。 表5 化合物 有效成分之施用量(g/a) 生長抑f 則率(%) 觀察 預期 A1 0.165 70 0.11 70 0.083 60 (B1.2) 3 40 1.5 30 A1 +(B 1.2) 0.165 + 3 85 82 0.165 + 1.5 90 79 0.11+3 85 82 0.11 + 1.5 88 79 0.083 + 3 100 76 0.08 3 + 1.5 85 72 測試例6 將水田土壤放進1 /1 0,0 0 0公畝盆子中,和播種稗( 稗草(Echinochloa oryzicola vasing))的種子且留置在 3 · 5公分之水深度的灌溉條件下。當稗到達2.7至3 . 1葉 階段,分別地用水稀釋化合物A 1和化合物(B 1 . 3 )之可 溼性粉劑且在浸沉條件下施用以使有效成分分別地變成所 -34- (32) 200803736 規定的量。在施用後第2 1天,以與上述測試例!中相同 之方法目視觀察和評估生長的狀態。結果顯示在表6中。 表6 化合物 有效成分之施用量(g/a) 生長抑3 _ (%) 觀察 預期 A1 0.165 68 (B1.3) 0.8 60 0.4 55 Α1+(Β1·3) 0.165 + 0.8 88 87 0.165 + 0.4 95 86 測試例7 將水田土壤放進1/10,〇〇〇公畝盆子中,和播種稗( 稗草(Echinochloa oryzicola vasing))的種子且留置在 3.5公分之水深度的灌溉條件下。當稗到達2.7至3.1葉 階段,分別地用水稀釋化合物A 1之可溼性粉劑和化合物 (B2.1 )之粒劑且在浸沉條件下施用以使有效成分分別地 變成所規定的量。在施用後第2 1天,以與上述測試例1 中相同之方法目視觀察和評估生長的狀態。結果顯示在表 7中。 -35- (33) (33)200803736 表7 化合物 有效成分之施用量(g/a) 生長抑€ 則率(%) 觀察 預期 A1 0.165 70 0.11 70 0.083 60 (B2.1) 3 20 1.5 20 Α1+(Β2·1) 0.165 + 3 85 76 0.165+1.5 85 76 0.11+3 80 76 0.11 + 1.5 83 76 0.08 3 + 1 .5 80 68 測試例8 將水田土壤放進1/1〇,〇〇〇公畝盆子中,和播種稗( 稗草(Echinochloa oryzicola vasing))的種子且留置在 3.5公分之水深度的灌溉條件下。當稗到達2.7至3 · 1葉 階段,分別地用水稀釋化合物A2之可溼性粉劑和化合物 (B2.1 )之粒劑且在浸沉條件下施用以使有效成分分別地 變成所規定的量。在施用後第2 1天,以與上述測試例1 中相同之方法目視觀察和評估生長的狀態。結果顯示在表 8中。 -36- 200803736 (34) 表8 化合物 有效成分之施用量(g/a) 生長抑制率(%) 觀察 預期 A2 0.165 80 0.11 80 0.083 45 (B2.1) 3 20 1 .5 20 A2 + (B2.1 ) 0.165+3 85 84 0.165 + 1 .5 88 84 0.11+3 88 84 0.08 3 + 1.5 80 56 -37-Solvesso 150 and Sorpol 3661S are used to obtain emulsions. Formulation Example 4 (1) Compound A2 2.24 g (2) Compound (B1.3) 8.42 g (3) Lavelin FA-N (same as above) 3.00 g (4) NK.BX-C (same as above) 3.00 g (5) Clay 83.34 g The above ingredients were mixed in the above mixing ratio and then ground by a centrifugal mill (a sieve having a diameter of 1.0 mm) to obtain a wettable powder. Formulation Example 5 (1) Compound A1 0.45 g (2) Compound (B1.1) 20.62 g (3) Lavelin FA-N (same as above) 3.00 g (4) NK.BX-C (same as above) 3.00 g (5) Clay 72.93 g The above ingredients were mixed in the above mixing ratio and then ground by a centrifugal mill (mesh having a diameter of 1.0 mm) to obtain a wettable powder. -26- (24) (24)200803736 Formulation Example 6 (1) Compound A1 1.12 g (2) Compound (B1.2) 1 5.79 g (3) Lavelin FA-N (same as above) 3 · 00 g (4 )NK.BX-C (same as above) 3 · 00 g (5) Carplex #80 (same as above) 10.00 g (6) clay 6 7 · 0 9 g The above ingredients are mixed in the above mixing ratio and then centrifuged The machine (a sieve having a diameter of 1.0 mm) was ground to obtain a wettable powder. Formulation Example 7 (1) Compound A1 0.75 g (2) Compound (B1.2) 10.52 g (3) Sorpol 3 66 1 S (same as above) 15.00 g (4) Solvesso 150 (same as above) 23.73 g (5 Ν·Methyl-2-pyrrolidone 50.00 g Compound I 1 and compound (B 1 · 2 ) are dissolved in N-methyl-2-pyrrolidone at room temperature, and then mixed in the above mixing ratio Solvesso 150 and Sorpol 3661S are used to obtain emulsions. Formulation Example 8 (1) Compound A1 2.24 g -27-(25) (25) 200803736 (2) Compound (B1.3) 8.42 g (3) Lavelin FA-N (same as above) 3.00 g (4) NK. BX-C (same as above) 3.00 g (5) Clay 8 3.3 4 g The above ingredients were mixed in the above mixing ratio and then ground by a centrifugal mill (mesh having a diameter of 1.0 mm) to obtain a wettable powder. Formulation Example 9 (1) Compound A2 〇·22 g (2) Compound (B2.1) 3·12 g (3) NK.BX-C (same as above) 3.00 g (4) Sodium alkylnaphthalene sulfonate ( Trade name: NK.WG-1, manufactured by ΤΑΚΕΜΟΤΟOIL & FAT Co., Ltd.) 3.00 g (5) Bentonite 40.00 ^ (6) Calcium carbonate 50.66 g The above ingredients are mixed in the above mixing ratio and then centrifuged (with 1 · 0 mm diameter sieve) ground. The ground mixture was then kneaded with water and extruded by means of an extrusion mechanism equipped with a sieve having a diameter of 1.2 mm. The granulated product was dried by a fluidized bed drier set at 60 ° C for 30 minutes and then sieved (to form a 12 to 24 mesh) to obtain granules. -28 - 200803736 (26) Formulation Example 1 〇(1) Compound A 1 〇·22 g (2) Compound (B2.1) 3.12 g (3) NK.BX-C (same as above) 3.00 g (4) NK.WG-1 (same as above) 3.00 g (5) bentonite 40.00 g (6) calcium carbonate 50.66 g The above ingredients are mixed in the above mixing ratio and then ground with a centrifugal mill (a sieve having a diameter of 1.0 mm) broken. The ground mixture was then kneaded with water and extruded by means of an extrusion mechanism equipped with a sieve having a diameter of 1.2 mm. The granulated product was dried by a fluidized bed drier set at 60 ° C for 30 minutes and then sieved (to form a 12 to 24 mesh) to obtain granules. Test Example 1 The paddy soil was placed in a 1/10,0 0 acre basin, and the seeds of the seedlings (Echinochloa oryzicola vasing) were planted and placed under irrigation conditions at a water depth of 3.5 cm. When hydrazine reaches the 2.8 to 3.2 leaf stage, the wettable powder of the compound A2 and the compound (B1.1) is diluted with water and applied under immersion conditions, respectively, so that the active ingredients are respectively changed to the prescribed amounts. On the 19th day after the administration, the state of growth was visually observed, and the growth inhibition rate (%) (observation 値) evaluated according to the following evaluation criteria and the growth inhibition rate (%) calculated by the above Colby method (expected 値) were not observed. Table 1. -29- (27) 200803736 Growth inhibition rate (%) = 0% (equal to non-treated area) to 100% (complete kill) Table 1 Application amount of active ingredient of compound (g/a) Growth inhibition rate (%) Observation Expected A2 0.165 73 0.11 68 0.083 55 (B1.1) 10 65 5 40 A2 + (B 1 .1) 0.165+10 100 90 0.165 + 5 100 84 0.11 + 10 100 89 0.11+5 100 8 1 0.083+10 95 84 0.08 3 + 5 94 73 Test Example 2 Put the paddy soil into the 1/1〇, 〇〇〇 acre basin, and seed the seed (Echinochloa oryzicola vasing) and leave it at a depth of 3.5 cm. Under the irrigation conditions. When the mash reaches the stage of 2·8 to 3.2, the wettable powder of the compound A2 and the emulsion of the compound (B 1.2 ) are diluted with water and applied under immersion conditions to cause the active ingredients to respectively become the prescribed amounts. On the 19th day after the administration, the state of growth was visually observed and evaluated in the same manner as in the above Test Example 1 -30-(28) 200803736. The results are shown in Table 2. Table 2 Application amount of active ingredient of compound (g/a) Growth inhibition rate (%) Observation expected A2 0.165 73 Plug 0.1 1 68 _ 0.083 55 _ (B 1.2) 3 65 1.5 30 A2 + (B 1.2) 0.165 + 3 99 90 0.165 + 1.5 100 8 1 0.11+3 99 89 0.11 + 1.5 100 77 0.08 3 + 3 95 84 0.08 3 + 1 .5 94 69 Test Example 3 Put the paddy soil into 1/1 0,000 acre basin, and sow Seeds of Echinochloa oryzicola vasing are placed under irrigation conditions at a depth of 3.5 cm. When the mash reached the 2.8 to 3.2 leaf stage, the wettable powder of the compound A2 and the compound (B 1.3) was diluted with water and applied under the conditions of the immersion to separate the active ingredients into the prescribed amounts, respectively. On the 19th day after the administration, the state of growth was visually observed and evaluated in the same manner as in the above Test Example 1 -31 - (29) 200803736. The results are shown in Table 3 ψ Table 3 Application of the active ingredient of the compound 1---- Growth inhibition rate (%) Amount (g/a) Observation expected A2 0.165 73 0.11 68 0.083 55 (B1.3) 0.8 30 0.4 5 A2 + (B1 .3) 0.165 + 0.8 95 81 0.165 + 0.4 92 74 0.11+0.8 100 77 0.11+0.4 90 69 0.083 + 0.8 90 69 0.083 + 0.4 83 57 Test Example 4 Put the paddy soil into 1 / 1 0,000 acre basin Medium, and seeds of sorghum (Echinochloa oryzicola vasing) and placed under irrigation conditions at a depth of 3.5 cm. When the mash reaches the 2.7 to 3.1 leaf stage, the wettable powder of the compound A 1 and the compound (B 1.1) is diluted with water and applied under the conditions of the immersion to separate the active ingredients into the prescribed amounts, respectively. On the 21st day after the application, the state of growth was visually observed and evaluated in the same manner as in the above Test Example 1 -32-(30) 200803736. The results are shown in Table 4. Table 4 Application amount of active ingredient of compound (g/a) Growth inhibition rate (%) Observation expected A1 0.165 70 0.11 70 0.083 60 (B1.1) 10 40 5 35 Α1+(Β1.1) 0.165+10 85 82 0.165 +5 88 8 1 0.11 + 10 85 82 0.11+5 85 8 1 0.083+10 99 76 0.083+5 85 74 Test Example 5 Put the paddy soil into 1/1 inch, 〇〇〇 acre of pots, and sow 稗(Echinochloa oryzicola vasing) seeds and indwelled under a filling condition of 3 · 5 cm water depth. When the enamel reaches the 2.7 to 3.1 leaf stage, the wettable powder of the compound A 1 and the emulsion of the compound (B 1.2 ) are separately diluted with water and applied under dip-precipitating conditions to cause the active ingredients to become the prescribed amounts, respectively. On the 21st day after the application, the state of growth was visually observed and evaluated in the same manner as in the above Test Example 1 • 33-(31) (31) 200803736. The results are shown in Table 5. Table 5 Application amount of active ingredient of compound (g/a) Growth rate of f (%) Observation expected A1 0.165 70 0.11 70 0.083 60 (B1.2) 3 40 1.5 30 A1 + (B 1.2) 0.165 + 3 85 82 0.165 + 1.5 90 79 0.11+3 85 82 0.11 + 1.5 88 79 0.083 + 3 100 76 0.08 3 + 1.5 85 72 Test Example 6 Put the paddy soil into the 1 / 1 0,0 0 acre basin and plant it稗(Echinochloa oryzicola vasing) seeds and placed under irrigation conditions with a depth of 3 · 5 cm. When the enamel reaches the 2.7 to 3.1 leaf stage, the wettable powder of the compound A 1 and the compound (B 1.3) is diluted with water and applied under the conditions of the immersion to make the active ingredients respectively become -34- (32 ) 200803736 The amount specified. On the 2nd day after application, with the above test case! The same method was used to visually observe and evaluate the state of growth. The results are shown in Table 6. Table 6 Application amount of active ingredient of compound (g/a) Growth inhibition _ (%) Observation expected A1 0.165 68 (B1.3) 0.8 60 0.4 55 Α1+(Β1·3) 0.165 + 0.8 88 87 0.165 + 0.4 95 86 Test Example 7 The paddy soil was placed in 1/10, acreage, and seeds of Echinochloa oryzicola vasing were planted and placed under irrigation conditions of a depth of 3.5 cm. When hydrazine reaches the 2.7 to 3.1 leaf stage, the wettable powder of Compound A 1 and the granule of Compound (B2.1) are separately diluted with water and applied under immersion conditions to cause the active ingredients to become the prescribed amounts, respectively. On the 21st day after the application, the state of growth was visually observed and evaluated in the same manner as in the above Test Example 1. The results are shown in Table 7. -35- (33) (33)200803736 Table 7 Application amount of active ingredient of compound (g/a) Growth inhibition rate (%) Observation expected A1 0.165 70 0.11 70 0.083 60 (B2.1) 3 20 1.5 20 Α1+ (Β2·1) 0.165 + 3 85 76 0.165+1.5 85 76 0.11+3 80 76 0.11 + 1.5 83 76 0.08 3 + 1 .5 80 68 Test Example 8 Put the paddy soil into 1/1〇, 〇〇〇 Seeds of acre and seeding of Echinochloa oryzicola vasing are placed under irrigation conditions at a depth of 3.5 cm. When the mash reaches the 2.7 to 3-1 leaf stage, the wettable powder of the compound A2 and the granule of the compound (B2.1) are diluted with water and applied under the conditions of the immersion to separate the active ingredients into the prescribed amounts, respectively. On the 21st day after the application, the state of growth was visually observed and evaluated in the same manner as in the above Test Example 1. The results are shown in Table 8. -36- 200803736 (34) Table 8 Application rate of active ingredient of compound (g/a) Growth inhibition rate (%) Observation expected A2 0.165 80 0.11 80 0.083 45 (B2.1) 3 20 1 .5 20 A2 + (B2 .1 ) 0.165+3 85 84 0.165 + 1 .5 88 84 0.11+3 88 84 0.08 3 + 1.5 80 56 -37-
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| JP2005267878 | 2005-09-15 | ||
| JP2005347460 | 2005-12-01 |
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| TW095132768A TW200803736A (en) | 2005-09-15 | 2006-09-05 | Herbicidal composition |
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| JP (1) | JP5391255B2 (en) |
| KR (1) | KR101261664B1 (en) |
| CN (1) | CN101262771B (en) |
| TW (1) | TW200803736A (en) |
| WO (1) | WO2007032532A2 (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP5927055B2 (en) * | 2011-06-24 | 2016-05-25 | 石原産業株式会社 | Herbicidal composition |
| CN103719126B (en) * | 2011-07-01 | 2016-02-17 | 陕西美邦农药有限公司 | The Herbicidal combinations of a kind of containing beflubutamid and sulfonylurea |
| CN102308829A (en) * | 2011-10-11 | 2012-01-11 | 合肥星宇化学有限责任公司 | Rice field weeding composition and preparation thereof |
| KR102015314B1 (en) * | 2011-10-14 | 2019-08-28 | 구미아이 가가쿠 고교 가부시키가이샤 | Herbicidal composition |
| CN109006847A (en) * | 2012-12-12 | 2018-12-18 | 美国陶氏益农公司 | Apply collaboration control of weeds caused by penoxsuam and mefenacet |
| CN103058782B (en) * | 2013-01-31 | 2015-10-28 | 广西乐土生物科技有限公司 | Containing herbicide pesticide medicine fertilizer and the production method thereof of benzyl phonetic benzene thiophene acyl |
| CN103766367A (en) * | 2013-12-09 | 2014-05-07 | 广东中迅农科股份有限公司 | Weeding composition containing oxaziclomefone and flucetosulfuron |
| CN104094955A (en) * | 2014-06-25 | 2014-10-15 | 广东中迅农科股份有限公司 | Weeding composition containing flucetosulfuron and clomazone |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| KR930009507B1 (en) | 1991-02-25 | 1993-10-06 | 재단법인 한국화학연구소 | Pyridinesulfonylurea derivatives |
| JPH07165513A (en) * | 1993-12-09 | 1995-06-27 | Mitsubishi Chem Corp | Herbicide composition |
| JPH09241109A (en) * | 1996-03-05 | 1997-09-16 | Nippon Bayeragrochem Kk | Herbicide composition |
| JP3734796B2 (en) | 2000-10-12 | 2006-01-11 | エルジー シーアイ リミテッド | Herbicidal pyridinesulfonylurea derivatives |
| JP2003026518A (en) * | 2001-07-09 | 2003-01-29 | Aventis Cropscience Japan Kk | Herbicide composition for paddy field |
| KR101280059B1 (en) * | 2004-12-17 | 2013-06-28 | 주식회사 엘지생명과학 | Synergistic herbicidal compositions containing N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-2-[2-fluoro-1-(methoxymethyl carbonyloxy) propyl]-3-pyridine sulfonamide |
-
2006
- 2006-09-05 TW TW095132768A patent/TW200803736A/en unknown
- 2006-09-13 WO PCT/JP2006/318542 patent/WO2007032532A2/en not_active Ceased
- 2006-09-13 CN CN2006800336976A patent/CN101262771B/en not_active Expired - Fee Related
-
2008
- 2008-03-14 KR KR1020087006309A patent/KR101261664B1/en not_active Expired - Fee Related
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- 2011-11-16 JP JP2011251151A patent/JP5391255B2/en not_active Expired - Fee Related
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| Publication number | Publication date |
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| KR101261664B1 (en) | 2013-05-06 |
| WO2007032532A2 (en) | 2007-03-22 |
| JP2012056959A (en) | 2012-03-22 |
| CN101262771A (en) | 2008-09-10 |
| CN101262771B (en) | 2012-01-18 |
| WO2007032532A3 (en) | 2007-10-25 |
| JP5391255B2 (en) | 2014-01-15 |
| KR20080047386A (en) | 2008-05-28 |
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