TW200922470A - Water-soluble concentrates of 3-(2-alkoxy-4-chloro-6-alkylphenyl)-substituted tetramates and their corresponding enoles - Google Patents

Water-soluble concentrates of 3-(2-alkoxy-4-chloro-6-alkylphenyl)-substituted tetramates and their corresponding enoles Download PDF

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TW200922470A
TW200922470A TW097125808A TW97125808A TW200922470A TW 200922470 A TW200922470 A TW 200922470A TW 097125808 A TW097125808 A TW 097125808A TW 97125808 A TW97125808 A TW 97125808A TW 200922470 A TW200922470 A TW 200922470A
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TW097125808A
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Udo Bickers
Frank Sixl
Erwin Hacker
Annika Franz
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Bayer Cropscience Ag
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Priority claimed from EP07112052A external-priority patent/EP2014169A1/en
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • A01N43/38Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings condensed with carbocyclic rings

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The present invention relates to novel water-soluble concentrates of 3-(2-alkoxy-4-chloro-6-alkylphenyl)-substituted tetramates and enoles thereof, to processes for preparing these formulations and to their use as pesticides and/or herbicides.

Description

200922470 六、發明說明: 【發明所屬之技術領域】 本發明係關於經3-(2-烷氧基-4-氯-6-烷基苯基)取代之 吡咯酮酸鹽的新穎水溶性濃縮物(SL配製物)及其烯醇類, 5 製備這些配製物的方法及其作為除草劑的用途。 【先前技術】 先前已曾揭示3-醯基吡咯啶-2,4-二酮的醫藥性質(S. Suzuki 等人,Chem. Pharm. Bull· 15 : 1120(1967))。此外, 1〇 R. Schmierer 和 H. Mildenberger (Liebigs Ann. Chem. * 1985,1095)已合成N-苯基吡咯啶-2,4-二酮。仍未描述這 些化合物的生物活性。 ΕΡ-Α-0 262 399和GB-A-2 266 888揭示類似構造的化 合物(3-芳基吡咯啶-2,4-二酮),然而其不具有除草、殺蟲或 15 殺蟎作用。具有除草、殺蟲或殺蟎作用的已知化合物為不 飽和雙環3-芳基吡咯啶-2,4-二酮衍生物(EP-A-355、EP-A-' 415 211和JP-A-12-053 670)及飽和單環3-芳基咣咯啶-2,4- 二酮衍生物(EP-A-377 893 和 EP-A-442-077)。 其他已知者為聚環3-芳基吡咯啶-2,4-二酮衍生物(EP-20 A-442 073)及1H-芳基吡咯啶二酮衍生物(EP-A-456 063、 EP-A -521 334、EP-A-596 298、EP-A-613 884、EP-A-613 885、WO 94/01 997、WO 95/26 954、WO 95/20 572、ΕΡ-Α-0 668 267、WO 96/25 395、WO 96/35 664、WO 97/01 535、200922470 VI. INSTRUCTIONS OF THE INVENTION: TECHNICAL FIELD OF THE INVENTION The present invention relates to novel water-soluble concentrates of 3-(2-alkoxy-4-chloro-6-alkylphenyl)-substituted pyrrolidonic acid salts. (SL Formulations) and Enols thereof, 5 Methods of preparing these formulations and their use as herbicides. [Prior Art] The medical properties of 3-mercaptopyrrolidine-2,4-dione have been previously disclosed (S. Suzuki et al., Chem. Pharm. Bull 15: 1120 (1967)). Furthermore, 1〇 R. Schmierer and H. Mildenberger (Liebigs Ann. Chem. * 1985, 1095) have synthesized N-phenylpyrrolidine-2,4-dione. The biological activities of these compounds have not been described. A similarly constructed compound (3-arylpyrrolidine-2,4-dione) is disclosed in ΕΡ-Α-0 262 399 and GB-A-2 266 888, however it does not have herbicidal, insecticidal or 15 acaricidal action. A known compound having herbicidal, insecticidal or acaricidal action is an unsaturated bicyclic 3-arylpyrrolidin-2,4-dione derivative (EP-A-355, EP-A-' 415 211 and JP-A). -12-053 670) and saturated monocyclic 3-arylpyrrolidine-2,4-dione derivatives (EP-A-377 893 and EP-A-442-077). Other known are polycyclic 3-arylpyrrolidine-2,4-dione derivatives (EP-20 A-442 073) and 1H-arylpyrrolidinedione derivatives (EP-A-456 063, EP-A-521 334, EP-A-596 298, EP-A-613 884, EP-A-613 885, WO 94/01 997, WO 95/26 954, WO 95/20 572, ΕΡ-Α- 0 668 267, WO 96/25 395, WO 96/35 664, WO 97/01 535,

WO 97/02 243、WO 97/36 868、WO 97/43275、WO 3 200922470 98/05638、WO 98/06721、WO 98/25928、WO 99/24437、WO 97/02 243, WO 97/36 868, WO 97/43275, WO 3 200922470 98/05638, WO 98/06721, WO 98/25928, WO 99/24437,

WO 99/43649、WO 99/48869 以及 WO 99/55673、WO 01/17972、WO 01/23354、WO 01/74770、WO 03/013249、WO 99/43649, WO 99/48869 and WO 99/55673, WO 01/17972, WO 01/23354, WO 01/74770, WO 03/013249,

WO 03/062244、WO 2004/007448、WO 2004/024 688、WOWO 03/062244, WO 2004/007448, WO 2004/024 688, WO

5 04/065366 、 WO 04/080962 、 WO 04/111042 、 WO5 04/065366, WO 04/080962, WO 04/111042, WO

05/044791、WO 05/044 796、WO 05/048710、WO 05/049596、WO 05/066125、WO 05/092897、WO 06/000355、WO 06/029799、WO 06/056 281、WO 06/056282、WO 06/089633 和 WO 07/048545)。此外已知經 i〇 縮酮取代1H-芳基吡咯啶-2,4-二酮係來自WO 99/16748及 , 經取代(螺旋)縮酮經取代N-烷氧烷氧基芳基吡咯啶係來自 . JP-A-14 205 984 及 Ito M.等人,Bioscience,Biotech- nology and Biochemistry 67,1230〜1238(2003)。經取代 3-(2•烷氧 基-4,4-氣-6-烷基苯基)吡咯酮酸已知來自w〇 15 2004/080962。 然而’該已知化合物特別對農作物無法獲得穩定的除 草活性及/或作用範圍及/或植物相容性。 如下述活性化合物的濃縮配製物,W〇〇4/〇8〇962中僅 揭不EC配製物(乳化濃縮液)。使用時,其被稀釋於水。其 2〇 並未揭示水性配製物。 DE 35 13 889、US 6,184,182 和 US 5,389,598 揭示使用 某些表面活性劑於殺蟲劑及/或除草劑組成物内。然而,其 活性化合物不同於本發明所述者。 4 200922470 【發明内容】 目前已發現濃縮組成物,其包含含至少一種式(Ι-A)或 (I-B)之溶解型活性化合物的相05/044791, WO 05/044 796, WO 05/048710, WO 05/049596, WO 05/066125, WO 05/092897, WO 06/000355, WO 06/029799, WO 06/056 281, WO 06/056282 , WO 06/089633 and WO 07/048545). It is further known that the 1H-arylpyrrolidine-2,4-dione is substituted by the i ketal from WO 99/16748 and the substituted (helical) ketal is substituted for the N-alkoxy alkoxy aryl pyrrolidine. From JP-A-14 205 984 and Ito M. et al., Bioscience, Biotechnology and Biochemistry 67, 1230~1238 (2003). The substituted 3-(2-alkoxy-4,4-oxa-6-alkylphenyl)pyrrolidonic acid is known from w〇 15 2004/080962. However, the known compounds are particularly incapable of obtaining stable herbicidal activity and/or range of action and/or plant compatibility for crops. As a concentrated formulation of the active compound described below, only the EC formulation (emulsified concentrate) is disclosed in W〇〇4/〇8〇962. When used, it is diluted in water. Its 2〇 does not reveal aqueous formulations. The use of certain surfactants in insecticide and/or herbicidal compositions is disclosed in DE 35 13 889, US 6,184, 182 and US 5,389,598. However, the active compound is different from that described in the present invention. 4 200922470 SUMMARY OF THE INVENTION Concentrated compositions have been found which comprise a phase comprising at least one dissolved active compound of the formula (Ι-A) or (I-B)

(I-A) (I-B) 10 在式(Ι-A)或(I-B)中: X 代表甲氧基或乙氧基, W 代表曱基或乙基, 15 Y 代表氯, m 代表1、2或3, η 代表1、2或3, Α 代表CrQ烷基或環丙基, B 代表曱基, D 代表氫; 或 A,B及其連接的碳原子共同代表飽和C5〜C6環烷基,其中 一環員選擇性地被氧所取代及其選擇性地被曱基、曱 氧基或乙氧基所單基取代; 5 20 200922470 A和D共同代表Q〜(:4亞烷基, G代表驗金屬離子、驗土金屬的等效離子、紹的等效離 子或過渡金屬的等效離子或其他; 代表敍離子’其中―、二、三或全部四個氫原子選擇 性地被由氫、Cl〜c5_烧基、Ci〜C5_異絲和A々環 烧基構成群財的相同或不同基所取代,其分別被 I t^氮基、說基單或多取代,或插入一或多 個乳或硫原子,或其他; η:級或三級脂族或雜脂族銨離子’例如嗎啉 =嗎琳離子、口辰咬離子、口比口各 情況中為質子化]4 ^ _ a牡合 ^ 1 _一虱雜又環[2.2.2]辛烷(DABCO) =,5-二轉雙環[4叫十—_7.烯(DBU),或呈他.) ΓίΐΓ靖離子,例如在各情对為質子化喊、 15 20 疋2,5、甲基吼唆、2,6_二甲基π比咬、5一乙美 吡啶、吡咯、咪唑、喧淋土 土 1:3-二甲基味峻離子硫酸甲酷“:其丄,二甲細、 代表硫離子,或其他; 代表IS化鎂陽離子; /或稀駐適#纽被使㈣可更快速發揮藥效及 :又:作物相容性及/或較例如未經水稀釋之粒狀式㈣ 活性化合物的對應WP或sc配製物更高的藥效。 根據本發明的配製物中,即使為濃缩組成 活性化合物。 、力王h合孓 6 200922470 驚奇地發現由於活性化合物於水中具有極高的溶解度 而使任何類型配製物在經水稀釋後可立即被使用,及因此 將可預期其具有與原始配製物不同的活性。 因此’本發明提供含有至少一種溶劑及至少一種式 (Ι-A)或(I-B)溶解型化合物的組成物。 本發明亦提供用於製備含有至少一種式(I_A)或(I-B)化 合物之水溶性濃縮物的方法。 此外’本發明提供含有至少一種式(Ι-A)或(I-B)化合物 的組成物以控制有害植被的用途。 10 15 通常’上述式(Ι-A)或(I-B)的全部化合物可被用於本發 明的組成物。 較佳為利用其G代表鹼金屬離子、鹼土金屬離子的等 效離子、鋁的等效離子或過渡金屬的等效離子之式(〗七)化 合物。 亦較佳為利用其G代表銨離子其一、二、三或全部四 個氫原子選擇性地被由氫、Cl〜C5_烷基、Ci〜C5_異烷基和 C3〜〇7-環烷基的相同或不同基所取代,其分別被氟、2、 溴、、氰基、經基單或多取代,或插人-或多個氧或硫:子 之式(I-B)化合物。 、 最佳為利用其G代表链、納、鉀、鎮、約、鋼 ^ 鋅、铭、銨、三甲基硫離子或三乙基疏離子的式二:合 物。 σ 又最佳為利用其G代表鋰、鈉、鉀的式_匕人物 最偏好為利用其G代表鋰、鈉、鉀的式(Ι_Β)化合物。 20 200922470 最偏好為利用式(I-A)的化合物。 根據本發明,被列舉於表1的最佳式(Ι-A)化合物含有 其本身的化合物。 根據本發明,被列舉於表2a和2b的最佳式(I-B)化合 5 物含有其本身的化合物。 200922470(IA) (IB) 10 In the formula (Ι-A) or (IB): X represents a methoxy or ethoxy group, W represents a decyl group or an ethyl group, 15 Y represents chlorine, and m represents 1, 2 or 3 , η represents 1, 2 or 3, Α represents a CrQ alkyl group or a cyclopropyl group, B represents a fluorenyl group, and D represents a hydrogen; or A, B and a carbon atom to which they are bonded represent a saturated C5 to C6 cycloalkyl group, wherein one ring The member is optionally substituted by oxygen and is optionally substituted by a thiol, decyloxy or ethoxy group; 5 20 200922470 A and D together represent Q~(:4 alkylene, G represents metallurgy The equivalent ion of the ion, the soil of the soil, the equivalent ion of the equivalent ion or the equivalent ion of the transition metal or the others; the representative of the ion, wherein - two, three or all four hydrogen atoms are selectively hydrogen, Cl~ The c5_alkyl group, the Ci~C5_isofilament and the A々cycloalkyl group are substituted by the same or different groups of the group, which are respectively substituted by I t ^ nitrogen group, said single or multiple, or one or more Milk or sulfur atom, or other; η: or tertiary aliphatic or heteroaliphatic ammonium ion 'such as morpholine = morphine ion, mouth bite ion, mouth ratio is protonated in each case] 4 ^ _ a oyster ^ 1 _ a noisy and ring [2.2.2] octane (DABCO) =, 5 - two-rotating double ring [4 called ten - _7. olefin (DBU), or present him.) ΓίΐΓ Jing ion, For example, in each case, protonation, 15 20 疋 2, 5, methyl hydrazine, 2,6 dimethyl π ratio bite, 5-pyridylpyridinium, pyrrole, imidazole, hydrazine soil 1:3 - dimethyl sulphate sulphate sulphate ": its bismuth, dimethyl fine, represents sulfur ion, or other; represents IS magnesium cation; / or dilute suitable #纽使使(4) can play more quickly and: Further: crop compatibility and/or higher potency than the corresponding WP or sc formulation of the granular (4) active compound, for example, without water dilution. In the formulation according to the invention, even concentrated constituent active compounds , Wang Wang Hehe 6 200922470 Surprisingly, it has been found that any type of formulation can be used immediately after dilution with water due to the extremely high solubility of the active compound in water, and thus it would be expected to be different from the original formulation. The present invention therefore provides a composition comprising at least one solvent and at least one compound of the formula (Ι-A) or (IB) dissolved. Also provided is a process for the preparation of a water-soluble concentrate containing at least one compound of the formula (I-A) or (IB). Furthermore, the invention provides a composition comprising at least one compound of the formula (Ι-A) or (IB) for control Use of harmful vegetation. 10 15 Usually, all compounds of the above formula (Ι-A) or (IB) can be used in the composition of the present invention. It is preferred to use G to represent the equivalent of alkali metal ions and alkaline earth metal ions. A compound of the formula (VII) of an equivalent ion of an ion, aluminum or an equivalent ion of a transition metal. It is also preferred to use its G to represent an ammonium ion, one, two, three or all four hydrogen atoms thereof are selectively selected from hydrogen, Cl~C5_alkyl, Ci~C5_isoalkyl and C3~〇7-ring Substituted by the same or different groups of alkyl groups, which are respectively substituted by fluorine, 2, bromine, cyano, mono- or poly-substituted, or as a compound of formula (IB) with or without oxygen or sulfur. The best is to use the G: chain, nano, potassium, town, about, steel ^ zinc, Ming, ammonium, trimethyl sulfide or triethyl ionic ion formula: compound. σ is also optimally used for the expression of lithium, sodium and potassium by its G. The most preferred one is the formula (Ι_Β) compound which uses its G to represent lithium, sodium and potassium. 20 200922470 The most preferred is the use of compounds of formula (I-A). According to the present invention, the most preferred compound of the formula (Ι-A) listed in Table 1 contains a compound of its own. According to the present invention, the best compound of the formula (I-B) exemplified in Tables 2a and 2b contains a compound of its own. 200922470

異構物 1 cis cis ) 熔點/°c 或NMR資料 1___ . 分解 3.67 ppm (s, 3H, Ar-O-CH3), 1.37 (s, 3 H, CH3 (C5)) — 一 . 1 m (S cs v〇 CN 2 -(CH2-)2-CH(OCH3HCH2)2- 1 1 -(CH2-)2-CH(OCH3)-(CH2)2- -(CH2-)2-0-(CH2)2- K u < -(CH2)3- < u Q w ffi >H < ' « c2h5 !c2h5 i c2h5 c2h5 c2h5 c2h5 i X och3 i och3 〇c2h5 1 och3 1 ____J och3 OCH3 實例編號 < C4 cn < A.4 : 1 A.5 1 < 9 200922470Isomer 1 cis cis ) Melting point / °c or NMR data 1___ . Decomposition 3.67 ppm (s, 3H, Ar-O-CH3), 1.37 (s, 3 H, CH3 (C5)) — I. 1 m (S Cs v〇CN 2 -(CH2-)2-CH(OCH3HCH2)2- 1 1 -(CH2-)2-CH(OCH3)-(CH2)2- -(CH2-)2-0-(CH2)2 - K u < -(CH2)3- < u Q w ffi >H < ' « c2h5 !c2h5 i c2h5 c2h5 c2h5 c2h5 i X och3 i och3 〇c2h5 1 och3 1 ____J och3 OCH3 example number < C4 Cn < A.4 : 1 A.5 1 < 9 200922470

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1 異構物 1 1 熔點/°C或 NMR資料 * 3.93 (m,1H, C(5)H-N)S 6.92 and 6.97 (d, in each case 1H, Ar-H) ppm *3.95 (m,1H, C(5)H-N), 6.93 and 6.99 (d, in each case lH,Ar-H) *3.96 (m, 1H, C(5)H-N), 6.93 and 6.99 (d, in each case 1H, Ar-H) ε r—1 ο cd < -(CH2)3- -(CH2)r -(CH2)3- ft ΰ σ och3 och3 och3 c2h5 c2h5 c2h5 實例編號 s cd m CQ 10 2009224701 Isomer 1 1 Melting point / ° C or NMR data * 3.93 (m, 1H, C (5) HN) S 6.92 and 6.97 (d, in each case 1H, Ar-H) ppm *3.95 (m, 1H, C(5)HN), 6.93 and 6.99 (d, in each case lH,Ar-H) *3.96 (m, 1H, C(5)HN), 6.93 and 6.99 (d, in each case 1H, Ar-H ε r—1 ο cd < -(CH2)3- -(CH2)r -(CH2)3- ft ΰ σ och3 och3 och3 c2h5 c2h5 c2h5 Example number s cd m CQ 10 200922470

異構物 1 1 cis cis 1 1 *1.13 (m, 1¾ CH-cycPr), 6.95 and 7.00 (d,in each case 1H, Ar-H) *1.13 (m, 1H, CEr cycPr), 6.93 and 7.00 (d, in each case 1H, Ar-H) ~ __ j **0.97 and 1.15 (in 1 each case 3H); 3.81 (me, 2H), 6.62 and 6.68 (in each case me, in each case 1H) **0.95 (t,3H),3_58 (s,3H), 6.64 and 6.68 (in each case me, in each case 1H) CO 00 ** 0.97 (t,3H),1.05 (s, 6H),6.65 and 6.69 (in each case me, in each case 1H) B 1—^ 1—H a Ο +cd z +C^ % +a % +〇3 z u ch3 -(ch2)2-ch(och3)-(ch2)2- -(ch2)2-ch(och3)-(ch2)2- -(CH2)2-0-(CH2)2- m u < <d < ΡΠ X u Q a X K »' * Ό ΰ □ X och3 och3 1 OC2H5 i och3 och3 och3 c2h5 c2h5 c2h5 c2h5 c2h5 c2h5 1 實例編號 B.4 B.5 i cd 卜 PQ B.8 On PQ 11 200922470 異構物 順式 順式 1 r 熔點/°c 或NMR資料 **0.98 (t, 3H), 1.15 (t, 3H), 3.02, me, 1H), 6.61 and 6.67 (in each case me, in each case 1H) **0.94 (t, 3H), 1.15-1.43 (m, 4H), 1.62 (m, 2H, 1.88 (me, 2H), 6.65 and 6.67 (in each case me, in each case 1H) **0.99, (t, 3H, CH2- ch3) 1.05-1.13 (m, 2H, ch2-ch2-o> 1.87-1.95 (m, 2H, CH2-CH2-0) 3.59 (s, 3H, OCH3) 6.64, 6.68 (2 d,2H, Ar-H) **1.04 and 1.05 (in i each case s, in each case 3H), 6.64 and 6.68 (in each case me, in each case 1H) 3 — H i-H PQ -(ch2)2-ch(och3)-(ch2)2- 1 -(CH2)2-CH(OCH3)-(CH2)2- -(CH2)2-〇-(CH2)2- ch3 γλ 〇 Ω κ ΰ » σ X OC2H5 j i i 1 och3 1 1 i och3 1 och3 1 c2H5 1 i c2H5 1 1 c2H5 c2h5 實例編號 B.10 _i 1 B.ll 1 1 _1 Ί B.12 1 B.13 12 200922470 異構物 1 順式 順式 ! 1 熔點/°c 或NMR資料 **0,97 (t,3H),1_16 (t, 3H), 1.66 and 1.89 (in each case me, in each caase 2H), 6.63 and 6.68 (in each case me, in each case 1H) ** 0.96 (t,3H),3·15 (mc,3H),3.56 (mc, 3H), 4.10 (me, 1H); 6.65 and 6.69 (in 丨 each case me, in 1 each case 1H) ____________ —. i 342 ' **0.97 (t, 3H), L05 ; (s,6H),2.38-2.57 ; (m, 2H), 6.66 and 6.69 (in each case me, in each case 1H) ε t—1 β b -(CH2)2-CH(OCH3HCH2)2- -(CH2)2-CH(OCH3HCH2)2- i -(CH2)2-o-(CH2)2- X u < ch3 Q ΰ ϋ u X OC2H5 och3 och3 _'_1 och3 c2h5 1 1 i c2H5 c2h5 j c2h5 實例編號 B.14 ! B.15 j j 1 i B.16 1 1 B.17 s>«飨 eddvtt •ep-oSI/Ma^HS 00 寸)DiSM-H** 13 200922470Isomers 1 1 cis cis 1 1 *1.13 (m, 13⁄4 CH-cycPr), 6.95 and 7.00 (d, in each case 1H, Ar-H) *1.13 (m, 1H, CEr cycPr), 6.93 and 7.00 ( d, in each case 1H, Ar-H) ~ __ j **0.97 and 1.15 (in 1 each case 3H); 3.81 (me, 2H), 6.62 and 6.68 (in each case me, in each case 1H) ** 0.95 (t,3H),3_58 (s,3H), 6.64 and 6.68 (in each case me, in each case 1H) CO 00 ** 0.97 (t,3H),1.05 (s, 6H), 6.65 and 6.69 ( In each case me, in each case 1H) B 1—^ 1—H a Ο +cd z +C^ % +a % +〇3 zu ch3 -(ch2)2-ch(och3)-(ch2)2- -(ch2)2-ch(och3)-(ch2)2- -(CH2)2-0-(CH2)2- mu <d < lt X u Q a XK »' * Ό ΰ □ X Och3 och3 1 OC2H5 i och3 och3 och3 c2h5 c2h5 c2h5 c2h5 c2h5 c2h5 1 example number B.4 B.5 i cd 卜 PQ B.8 On PQ 11 200922470 Isomer cis cis 1 r Melting point / °c or NMR data **0.98 (t, 3H), 1.15 (t, 3H), 3.02, me, 1H), 6.61 and 6.67 (in each case me, in each case 1H) **0.94 (t, 3H), 1.15-1.43 ( m, 4H), 1.62 (m, 2H, 1.88 (me, 2H), 6.65 and 6.67 (in each case m e, in each case 1H) **0.99, (t, 3H, CH2-ch3) 1.05-1.13 (m, 2H, ch2-ch2-o> 1.87-1.95 (m, 2H, CH2-CH2-0) 3.59 ( s, 3H, OCH3) 6.64, 6.68 (2 d, 2H, Ar-H) **1.04 and 1.05 (in i each case s, in each case 3H), 6.64 and 6.68 (in each case me, in each case 1H 3 — H iH PQ -(ch2)2-ch(och3)-(ch2)2- 1 -(CH2)2-CH(OCH3)-(CH2)2- -(CH2)2-〇-(CH2) 2- ch3 γλ 〇Ω κ ΰ » σ X OC2H5 jii 1 och3 1 1 i och3 1 och3 1 c2H5 1 i c2H5 1 1 c2H5 c2h5 Example number B.10 _i 1 B.ll 1 1 _1 Ί B.12 1 B. 13 12 200922470 Isomer 1 cis cis! 1 Melting point / °c or NMR data **0,97 (t,3H),1_16 (t, 3H), 1.66 and 1.89 (in each case me, in each caase 2H), 6.63 and 6.68 (in each case me, in each case 1H) ** 0.96 (t, 3H), 3·15 (mc, 3H), 3.56 (mc, 3H), 4.10 (me, 1H); 6.65 And 6.69 (in caseeach case me, in 1 each case 1H) ____________ —. i 342 ' **0.97 (t, 3H), L05 ; (s,6H), 2.38-2.57 ; (m, 2H), 6.66 and 6.69 (in each case me, in each case 1H) ε t—1 β b —(CH2) 2-CH(OCH3HCH2)2- -(CH2)2-CH(OCH3HCH2)2-i-(CH2)2-o-(CH2)2-X u < ch3 Q ΰ ϋ u X OC2H5 och3 och3 _'_1 Och3 c2h5 1 1 i c2H5 c2h5 j c2h5 example number B.14 ! B.15 jj 1 i B.16 1 1 B.17 s>«飨eddvtt •ep-oSI/Ma^HS 00 inch)DiSM-H** 13 200922470

δδ

>->-

異構物 •Ϊ2 (Λ 熔點/°c 或NMR資料 L^ . … **0.98 and 1.16 (in each case t, in each case 3H),3.82,me, 2H),5.70-5.95 (s,br, 1H); 6.67 and 6.71 (in each case me, in each case 1H) mi ·〇 fa d! 11^-〇 1 ε CN <N 〇 c3 -(CH2)2-CHOCH3-(CH2)2- 1 -(CH2)rCHOCHr(CH2)r 1 Q E X ϋ I oc2h5 och3 X C2Hs 實例編號 00 CQ On CQ 14 200922470 異構物 1 i 熔點/°c或 NMR資料 **0.98 (ts 3H), 1.11 (s, 6H), 3.59 (s, 3H); 6.69 and 7.02 (in each case me, in each case 1H) ** 1.01 (t,3 H, CH?CH2), 1.10-1.17 (m, 2H, -CHr\ 1.95-2.07 (m, 2H, | 3.49-3.55 (m, 2H, OCHA 3.60 (s, 3HS OCHi), 3.88-3.90 I (m5 2H, OCH2), 6.69, '6.74 (2d„ 2H, Ar-H) L........... . **0.97 (t,3H), 3.58 (s,3H),6.58 and 6.69 (in each case s, br, in each case 1H) 1 269-270 **3.60 (s,3H),6.70 and 6.72 (in each case s, in each case 1H) ε CN CN e Ο 1 MgBr+ Λ S A Μ r^i X o -(CH2)2-0-(CH2)2- -(CH2)2-CHOCH3-(CH2)2- -(CH2)2-CHOCH3-(CH2)r X u f»·» X 0 < m X CJ Ρ X ffi X Ό 0 ΰ X och3 OCH3 1 OCH3' oc2h5 1 och3 c2h5 1 c2h5 c2h5 c2H3 C2H5 實例編號 B.20 B.21 B.22 B.23 . ! 1 ........1 ! 1 B.24 ^ fffi :(0tNQ*ZHIAI ooe) iN-H【 i>«#Eaw :(9p-oswaN)Hs00 寸)ΉΡΊΜΉ-ί 15 200922470 此外,已發現(請看實例A和B)藉由加入某種表面活 性劑可增強含有至少一種式(I_A)或(I_B)溶解型化合物之 組成物的活性。 適合的表面活性劑為例如選擇性含有氧化烯烴單體 之碳氫化合物的硫酸鹽、磺酸鹽、磷酸鹽和次磷酸鹽。該 瓜酉欠鹽、4酸鹽、填酸鹽和次鱗酸鹽可為酸或鹽類的型 式。較佳為下式(II)的陰離子表面活性劑: 孤、 R-Q (Π) 其中 Q 代表-〇_s〇3M、-so3m、-o-p〇3hm 或_p〇3hM ; 其中Μ代表氫或陽離子,特別指金屬陽離子例如鹼 金屬離子或鹼土金屬離子,或銨離子; R代表選擇性經由氧化烯烴單體連接的未經取代或經 取代之CcC3。-烴基,或R代表氧化烯烴單體。 χ氧化烯烴單體一詞指C2〜C1G-氧化烯烴例如氧化乙 7、氧化丙烯或氧化丁烯,其表面活性劑内單體可為相同 或不相同及可被配置成隨機混合或嵌段。 較佳為R係Cr^o-燒基團(例如甲基、丙基、丁基) 或C6〜CM-芳基團(例如苯基、聯苯基、萘基),其可選擇性 柘f或多個基團例如來自Cl〜C2〇_烷基(例如直鏈或支鏈 〜烧基如第二丁基或十二烧基),其可攜帶一或多個 土團例如C0〜芳基團(例如苯基、聯苯基、萘基)及 G〜Qo-芳基(例如苯基、聯苯基、萘基),其可選擇性攜帶 16 200922470 一或多個基團例如CcCht烷基(例如曱基、乙基、丙基、 丁基);或 1 R為WCHACOw基團,其w為從1至100的整數及 八〇為氧化烯烴單體例如^0)及0)冲〇)2其£;〇為氧化乙 烯單體,PO為氧化丙烯單體,BO為氧化丁烯單體,X為 從〇至100的整數,y為從〇至100的整數,z為從〇至 100的整數,以及x+y+z總和至少為!及該氧化烯烴單體 例如(E0)x(I>0)y(B0)z可被隨機混合或嵌段配置;以及' R為Η、C〗〜Cw烧基團(例如曱基、乙基、丙基、丁 基)或C0〜Cm-芳基團(例如苯基、聯苯基、萘基),其可選 擇性攜帶一或多個基團例如來自Ci〜C2〇_烷基(例如直鏈= 支鏈CrQo-烷基如第二丁基或十二烷基),其可攜帶—或 多個基團例如C6〜C2〇-芳基團(例如苯基、聯苯基、萘基) 及C6〜(:2〇-芳基(例如苯基、聯苯基、萘基),其可選擇性攜 帶一或多個基團例如Cr^Qo-烷基(例如曱基、乙基、丙基二 丁基);或 R2 4-0-S03M、_S03M、-〇-P〇3hM、H 或 -P〇3HM,較佳為_p〇3HM,其M為H或陽離子,特別指 金屬陽離子例如鹼金屬離子或鹼土金屬離子或銨離子。 表面活性劑最佳為烷基芳基磺酸鹽例如十二烷基笨 磺酸鹽例如十二烷基苯磺酸鹼土金屬如十二烷基笨磺酸 妈(例如取自Clariant公司的Phemyisuiph〇nat®約1〇〇)、燒 基芳基聚乙二醇醚硫酸鹽和烷基芳基聚乙二醇醚磺酸 鹽,特別指烷基芳基聚乙二醇醚硫酸鹽,例如三苯乙烯基 苯酴聚乙二賴魏鹽,糾驗金屬或銨或三乙醇胺^ 17 200922470 (例如取自Rhodia的Soprophore®系列)、炫基醚硫酸鹽及 其鹽類(例如取自Clariant的Genapol®LRO)、烧基硫酸鹽 和烧基續酸鹽(例如取自Clariant的Hostapur®系列)、烧基 聚乙二醇醚硫酸鹽,特別指驗金屬鹽(例如來自Rhodia的 Rhodafac®系列)、烷基芳基聚乙二醇醚硫酸鹽,特別指驗 金屬鹽型。通常,該鹽較佳為金屬鹽類例如鹼金屬或鹼土 金屬鹽,或銨或三烷基胺鹽。 最佳為烷基醚硫酸鹽及其鹽類(例如取自Clariam的 Genapol® LRO)。 其他適合的表面活性劑為例如烷氧基化烷醇。根據本 發明的表面活性劑為式(ΙΠ)的烷氧基化烷醇:Isomers • Ϊ 2 (Λ melting point / ° c or NMR data L ^ . ... ** 0.98 and 1.16 (in each case t, in each case 3H), 3.82, me, 2H), 5.70-5.95 (s, br, 1H); 6.67 and 6.71 (in each case me, in each case 1H) mi ·〇fa d! 11^-〇1 ε CN <N 〇c3 -(CH2)2-CHOCH3-(CH2)2- 1 - (CH2)rCHOCHr(CH2)r 1 QEX ϋ I oc2h5 och3 X C2Hs Example No. 00 CQ On CQ 14 200922470 Isomer 1 i Melting point/°c or NMR data**0.98 (ts 3H), 1.11 (s, 6H) , 3.59 (s, 3H); 6.69 and 7.02 (in each case me, in each case 1H) ** 1.01 (t,3 H, CH?CH2), 1.10-1.17 (m, 2H, -CHr\ 1.95-2.07 (m, 2H, | 3.49-3.55 (m, 2H, OCHA 3.60 (s, 3HS OCHi), 3.88-3.90 I (m5 2H, OCH2), 6.69, '6.74 (2d„ 2H, Ar-H) L.. .... . **0.97 (t,3H), 3.58 (s,3H), 6.58 and 6.69 (in each case s, br, in each case 1H) 1 269-270 **3.60 ( s, 3H), 6.70 and 6.72 (in each case s, in each case 1H) ε CN CN e Ο 1 MgBr+ Λ SA Μ r^i X o -(CH2)2-0-(CH2)2- -(CH2 )2-CHOCH3-(CH2)2- -(CH2)2-CHOCH3-(CH2)r X uf»·» X 0 < m X CJ Ρ X Ffi X Ό 0 ΰ X och3 OCH3 1 OCH3' oc2h5 1 och3 c2h5 1 c2h5 c2h5 c2H3 C2H5 Example number B.20 B.21 B.22 B.23 . ! 1 ........1 ! 1 B. 24 ^ fffi :(0tNQ*ZHIAI ooe) iN-H[ i>«#Eaw :(9p-oswaN)Hs00 inch)ΉΡΊΜΉ-ί 15 200922470 In addition, it has been found (see examples A and B) by adding some kind of The surfactant enhances the activity of a composition comprising at least one compound of the formula (I-A) or (I_B). Suitable surfactants are, for example, the sulfates, sulfonates, phosphates and hypophosphites of hydrocarbons which optionally contain olefin oxide monomers. The melon salt, the 4 acid salt, the acid salt and the hypophosphite may be in the form of an acid or a salt. Preferably, the anionic surfactant of the following formula (II): orphan, RQ (Π) wherein Q represents -〇_s〇3M, -so3m, -op〇3hm or _p〇3hM; wherein Μ represents hydrogen or cation, Specifically, it refers to a metal cation such as an alkali metal ion or an alkaline earth metal ion, or an ammonium ion; R represents an unsubstituted or substituted CcC3 selectively linked via an oxyalkylene monomer. a hydrocarbyl group, or R represents an oxyalkylene monomer. The term "oxygenated olefin monomer" means a C2~C1G-alkylene oxide such as ethylene oxide 7, propylene oxide or butylene oxide, and the monomers in the surfactant may be the same or different and may be configured to be randomly mixed or block. Preferred is an R-based Cr^o-alkyl group (e.g., methyl, propyl, butyl) or a C6-CM-aryl group (e.g., phenyl, biphenyl, naphthyl), which is optionally 柘f Or a plurality of groups such as from a Cl~C2〇-alkyl group (eg, a straight or branched chain alkyl group such as a second butyl group or a dodecyl group) which may carry one or more earth groups such as C0 aryl groups a group (e.g., phenyl, biphenyl, naphthyl) and G~Qo-aryl (e.g., phenyl, biphenyl, naphthyl), which may optionally carry 16 200922470 one or more groups such as CcCht alkyl (e.g., decyl, ethyl, propyl, butyl); or 1 R is a WCHACOw group, w is an integer from 1 to 100 and octagonal to an olefinic monomer such as ^0) and 0) 2; 〇 is an ethylene oxide monomer, PO is a propylene oxide monomer, BO is a butylene oxide monomer, X is an integer from 〇 to 100, y is an integer from 〇 to 100, and z is from 〇 to 100 The integer, and the sum of x+y+z is at least! And the oxyalkylene monomer such as (E0)x(I>0)y(B0)z may be randomly mixed or block-configured; and 'R is Η, C〗 to Cw alkyl group (e.g., fluorenyl, ethyl) , propyl, butyl) or a C0-Cm-aryl group (eg phenyl, biphenyl, naphthyl) which may optionally carry one or more groups such as from Ci to C 2 〇-alkyl (eg Linear = branched chain CrQo-alkyl such as t-butyl or dodecyl) which may carry - or a plurality of groups such as C6~C2〇-aryl groups (eg phenyl, biphenyl, naphthyl) And C6~(:2〇-aryl (e.g., phenyl, biphenyl, naphthyl), which may optionally carry one or more groups such as Cr^Qo-alkyl (e.g., fluorenyl, ethyl, Propyldibutyl); or R2 4-0-S03M, _S03M, -〇-P〇3hM, H or -P〇3HM, preferably _p〇3HM, M is H or a cation, especially a metal cation For example, an alkali metal ion or an alkaline earth metal ion or an ammonium ion. The surfactant is preferably an alkyl aryl sulfonate such as a dodecyl sulfonate such as dodecylbenzene sulfonate alkaline earth metal such as dodecyl group Stupid sulfonate mother (eg Phemyisuiph〇 from Clariant) Nat® about 1 〇〇), alkyl aryl polyethylene glycol ether sulfate and alkyl aryl polyethylene glycol ether sulfonate, especially alkyl aryl polyethylene glycol ether sulfate, such as triphenyl Vinyl benzoquinone polydihydrofuran salt, correcting metal or ammonium or triethanolamine ^ 17 200922470 (eg from the Soprophore® series from Rhodia), daidyl ether sulfate and its salts (eg Genapol® from Clariant) LRO), alkyl sulphate and alkyl sulphate (such as the Hostapur® series from Clariant), polyalkylene glycol sulfate, especially metal salts (eg Rhodafac® from Rhodia), alkanes The aryl polyglycol ether sulfate, especially the metal salt type. Usually, the salt is preferably a metal salt such as an alkali metal or alkaline earth metal salt, or an ammonium or trialkylamine salt. Ether sulphates and their salts (for example from Genapol® LRO from Clariam). Other suitable surfactants are, for example, alkoxylated alkanols. The surfactant according to the invention is alkoxylated by formula (ΙΠ) Alkanol:

R2-〇-(-A〇)m-HR2-〇-(-A〇)m-H

其中: R2 AOOf which: R2 AO

合物ϋ埽和氧化丙縣團或氧化了烯基團的 代表從2至20的數目。 團的混 乙表面活性劑的群組為式(m_a)的貌氧基化燒醇:The bismuth and oxidized propylene groups or oxidized alkenyl groups represent a number from 2 to 20. The group of mixed surfactants of the group is the oxylated alcohol of formula (m_a):

R2-〇-(-EO)b_H (Ill-a) 其中: R2 代表具有8至15 個碳原子的支鏈燒基, 18 200922470 E0 代表-CH2-CH2-〇-,以及 b 代表從4至18的數目。 其他適合的表面活性劑為衍自一級脂肪醇胺的陽離子 表面活性劑。其可藉由式(IV)被描述為: R3\^(ch2ch2〇)ph (iv)R2-〇-(-EO)b_H (Ill-a) wherein: R2 represents a branched alkyl group having 8 to 15 carbon atoms, 18 200922470 E0 represents -CH2-CH2-〇-, and b represents from 4 to 18 Number of. Other suitable surfactants are cationic surfactants derived from the primary fatty alcohol amine. It can be described by the formula (IV) as: R3\^(ch2ch2〇)ph (iv)

(CH2CH2〇)qH 其中: R 代表具有14至20個礙原子及p和q總和為從15至 25的直鏈或支鏈烧基。 上述表面活性劑可為通式(II)、(III)和(IV)範圍内之各 種化合物的混合物。明確而言,其為m、b、p和q的平均 值。 最佳表面活性劑為式(II)的化合物。 因此’本發明亦提供除了含有至少一種的式(Ι-A)或 (I_B)溶解型化合物之外含有至少一種選自式(II)、(III)和 (IV)之表面活性劑的組成物。 適用於本發明之組成物的溶劑為通常用於農藥配製 物及式(Ι-A)和(1七)活性化合物在使用濃度下為可溶的全 部水可混合溶劑。可提及的實例為水;醇例如曱醇、乙醇 或異丙醇·’醚或聚乙醚例如1,4-二碍烧、四氳吱喃或二曱 氧乙烧;酸胺例如甲醯胺、乙醯胺、况尽二曱基曱醯胺、 ·二曱基乙醯胺或Hallcomid®(50〜60% τΥ,τΥ-二甲基辛酸 胺和35%〜45%况#_二甲基癸醯胺的混合物);亞砜/¾例如 19 2〇〇92247〇 曱I亞喁或環砜烷(sulpholane) ;以及内酯/内醯胺例如i 土15比咯啶鲖和_丁内酯。 最佳的溶劑為水。 衣備含有式(μΒ)化合物的本發明水溶性濃縮物時,較 土為在藉由對應式(I_A)化合物與適當鹼反應製備組成物 的期間同時產生式(I-B)化合物。 此過程可製備含有低分離型穩定性之式(I_B)化合物 的組成物。適當雜主要為可提供作為農業用° 機和無機鹼。 10 15(CH2CH2〇)qH wherein: R represents a straight or branched alkyl group having from 14 to 20 hindering atoms and a sum of p and q from 15 to 25. The above surfactants may be a mixture of various compounds within the scope of the formulae (II), (III) and (IV). Specifically, it is the average of m, b, p, and q. The most preferred surfactant is a compound of formula (II). Thus, the present invention also provides a composition comprising at least one surfactant selected from the group consisting of formula (II), (III) and (IV) in addition to at least one of the formula (Ι-A) or (I_B) dissolved compound. . Solvents suitable for use in the compositions of the present invention are all water-miscible solvents which are conventionally used in pesticide formulations and in which the active compounds of formula (Ι-A) and (17) are soluble at the concentration of use. Examples which may be mentioned are water; alcohols such as decyl alcohol, ethanol or isopropanol, 'ethers or polyethers such as 1,4-disulfide, tetrahydrofuran or dioxetane; acid amines such as formamide , acetamidine, dimethyl carbamide, dimethyl acetamide or Hallcomid® (50~60% τΥ, τΥ-dimethyl octanoate and 35%~45% condition #_ dimethyl a mixture of guanamine); sulfoxide/3⁄4 such as 19 2〇〇92247〇曱I hydrazine or sulpholane; and lactone/indoleamine such as i soil 15 than pyridinium and _butyrolactone . The best solvent is water. When the water-soluble concentrate of the present invention contains a compound of the formula (μΒ), the compound of the formula (I-B) is simultaneously produced during the preparation of the composition by reacting the compound of the formula (I_A) with a suitable base. This process produces a composition of a compound of the formula (I_B) which has low separation stability. Appropriate impurities are mainly provided as agricultural machines and inorganic bases. 10 15

驗的實例為: ⑷金屬氮氧化物,舉例如氫氧化鐘、氫氧化納和氫氧化 鉀、氫氧化鎮和氫氧化妈、氫氧化紹、氫氧化辞或氮 氧化銅’ (b) 金屬氧化物’舉例如氧化叙、氧化鈉和氧化卸或氧化 鋁, (c) 通式服政3的胺。此處,R1、¥和R3可為相同或 不同以及在各實财代表氫、Ci〜CH^基、c]々異 烷基或C3〜C7-環烷基,其分別被氟、氯、溴、氰基二 羥基單或多取代,或插入一或多個氧或硫原子。 特殊實例為胺、曱胺、二甲胺、三乙胺、乙胺、二乙 胺、三乙胺、異丙胺、乙醇胺、二乙醇胺、三乙醇胺、 2-二乙基乙醇胺、二異丙胺、環己胺、二環己胺, (d) 單·•、雙-或二裱胺,舉例如嗎啉、硫嗎啉、哌啶、吡 咯咬、1,心二氮雜雙環[2.2·2]辛料1;5_二氮雜雙環 20 200922470 [4.3.0]十一_7,(dBU), (e) 二胺’舉例如况,雙(2-羥乙基)_ c8〜C18-烷胺、六亞 甲基四胺、况况#',#'-四(2_羥丙基)亞乙基二胺、2-二 乙胺乙基胺、四乙基亞乙基二胺、 5 四曱基亞乙基二胺、2-(2-胺基乙胺)乙醇或離胺酸, (f) 芳族胺,舉例如η比咬、2-曱基吼咬、3-曱基σ比咬、4-甲基吡啶、2,4-二甲基吡啶、2,5-二甲基吡啶、2,6-二 甲基吡啶、5-乙基-2-甲基吡啶、吡咯、咪唑、喹琳、 啥°若啉、1,2-二甲基咪唑、1,3-二曱基咪唑離子硫酸甲 10 酉旨, • (g)碳酸鹽,舉例如碳酸鉀、碳酸氳鉀、碳酸鈉、碳酸氫 鈉、碳酸鎂、碳酸鈣、碳酸銅、碳酸鋅或碳酸鋰, (h)亞硫酸鹽,舉例如亞硫酸鈉、亞硫酸鉀、亞硫酸鋰或 亞硫酸鋅, 15 (丨)磷酸鹽,舉例如磷酸鋰、磷酸鉀、磷酸鈉、磷酸鈣和 磷酸鎂、磷酸氫鋰、磷酸氫鉀、磷酸氫鈉、磷酸氫鈣 ' 和磷酸氫鎂或磷酸二氫鉀和磷酸二氫鈉, 0)烧氧化物,舉例如曱炫化鈉和曱烧化鉀或乙氧化鈉和 乙氧化鉀, 20 (k)氫氧化銨,舉例如氫氧化三曱基銨、氫氧化三乙基銨、 氫氧化二丙基銨或氫氧化三丁基銨、氫氧化四曱其 銨、氫氧化四乙基銨、氫氧化四乙醇胺離子或氫氧化 曱基三乙基銨離子; (1)脒(amidines)和胍(guanidines),其在各實例中可被取代 21 200922470 例如乙脒m胍、胺基胍、胺基胍或精 胺酸, (m)鹼性甲酸鹽,較佳為醋酸舉例如醋酸鋰、醋酸鈉或醋 酸鉀,草酸鹽舉例如草酸鈉或草酸鉀;酒石酸鹽例如 酒石酸鈉或酒石酸鉀;以及亦包括擰檬酸鹽舉例如檸 樣酸納或捧樣酸卸, (η)帶有氫氧化物離子的強或弱鹼陰離子交換劑,例如 AMBERLITE®、AMBERLYST®、DUOLITE ⑧、EO WEX® 或LEWATITE®的市售商品。 基本上,亦可使用例如在製備本發明的濃縮物之後藉 由過濾移除載劑材料的固定型鹼。 根據通式(Ι-A)化合物的數量可使用〇·ΐ至1〇〇莫耳當 量,一般為0.5至3莫耳當量的驗。 鹼助劑較佳為氫氧化鋰、氫氧化鈉、氫氧化鉀、氫氧 化鎂、氫氧化鈣亦包括胺、烷胺和羥氧基烷胺。 根據本發明的配製物進一步選擇性地含有消泡劑、抗 氧化劑及/或著色劑。 適合的消泡劑為通常用於農業化學組成物之用途的 全部物質。較佳者為聚二曱基矽氧烷、矽油和硬脂酸鎂。 適合的抗氧化劑為通常用於農業化學組成物之用途 的全部物質。較佳者為丁基羥基甲苯(2,6-二第三丁基 甲基酚,ΒΗΤ)。 適合的著色劑為通常用於農業化學組成物之用途的 全部物質。可提及的實例為二氧化鈦、碳黑、氧化辞和藍 22 200922470 色素’及亦包括永固紅FRG。 僅含有作為除草活性化合物之式(I-A)或(I-B)活 性化 合物的根據本發明配製財,其式(I_A)或(叫活性化合物 的^量通常為從(U至5Q%重量比,較佳為從Q 2至5〇% 重里比,更佳為從1至25。/❶重量比,最佳為從2至2〇%重 量比。 在根據本發明的配製物中,該表面活性劑的含量(活性 物貝,適當時調節水含量)通常為從5至重量比及較 佳為從1 〇至30%重量比。 日在隨取即用型配製物(喷灑液)中,該表面活性劑的含 里通¥為從0.1至1〇克/升,較佳為從〇·3至3克/升。 該表面活性劑的施用率通常為從2 〇至i 〇 〇 〇克的活性 成分/畝,較佳為從100至300克的活性成分/畝。 除了至少一種式(ι-A)或(I-B)化合物之外,本發明之組 成物可進一步含有至少一種除草活性化合物,其較佳為選 自由乙草胺(acetochlor)、三氟羧草醚(acifluorfen鈉)、苯 草鍵(aclonifen)、曱草胺(alachlor)、亞汰草(alloxydim 納)、 草殺淨(ametryne)、胺唑草酮、呋喃丹(amidochlor)、嘧磺 隆(amidosulfuron)、氯胺基吡啶酸、莎草磷(anilofos)、磺 早致(asulam)、卓脫淨(atrazine)、〇坐0定草綱(azafenidin)、 四唑嘧磺隆(azimsulfuron)、氟丁草胺(beflubutamid)、草除 靈(benazolin乙酯)、呋草磺(benfuresate)、嘧磺隆(甲基 bensulfuron)、本達隆(bentazone)、苯卡腙(bencarbazone)、 雙苯鳴草酮(benzfendizone)、苯并雙環酮(benzobicyclon)、 23 200922470 吡草酮(benzofenap)、新燕靈(benzoylprop乙酯)、雙丙胺磷 (bialaphos)、必分諾(bifenox)、雙草 s|(bispyribac 納)、填 丁醯草胺、>臭8分月亏(bromofenoxim)、溴'苯腈(bromoxynil)、 丁草胺(butachlor)、氟丙。密草g旨(烯丙基butafenacil)、丁苯 5 草酮(butroxydim)、丁草歒(butylate)、唾草胺(cafenstrole)、 噻草酮(cycloxydim)、雙醯草胺(carbetamide)、唑酮草酯 (carfentrazone 乙酯)、甲氧除草醚(chlomethoxyfen)、草滅 畏(chloramben)、氯草敏(chloridazon)、氯嘧磺隆 (chlorimuron 乙酯)、全滅草(chlornitrofen)、氯磺隆 10 (chlorsulfuron)、綠麥隆(chlortoluron)、吲哚酮草酯(乙基 cinidon)、ί哀庚草鍵(cinmethylin)、ii|石黃隆(cinosulfuron)、 環苯草酮(clefoxydim)、烯草酮(clethodim)、炔草酯(炔丙 基 clodinafop)、異嘮草酮(domazone)、克普草 (clomeprop)、二氯吼啶酸(dopyralid)、氟啶嘧磺隆 15 (flupyrsulfuron 甲酯)、氯酯磺草胺(cl〇ransulain 甲酯)、苄 草隆(cumyluron)、氰乃淨(cyanazine)、cybutryne、環草歒 (cycloate)、環石黃隆(cyclosulfamuron)、嗟草.酉同 (cycloxydim)、氰氟草酯(丁基 cyhalofop)、2,4-D、2,4-DB、 甜菜安(desmedipham)、二氯稀丹(diallate)、汰克草 2 〇 (dicamba)、2,4-滴丙酸(dichlorprop -P)、禾草靈(diclofop 曱酯)、雙氯石黃草胺(diclosulam)、乙醯曱草胺(diethatyl乙 酯)、草 °比唾(difenzoquat)、氟草胺(diflufenican)、氟吼草 腙(diflufenzopyr)、啐唾隆(dime- furon)、旅草丹 (dimepiperate)、二曱草胺(dimethachlor)、戊草津 24 200922470 (dimethametryn)、汰草滅(dimethenamid)、dimexy- flam、 胺氟靈(dinitramine)、雙苯驢草胺(diphenamid)、二別 (diquat)、汰硫草(dithiopyr)、敵草隆(diuron)、殺草隆 (dymron)、epropodan、EPTC、戊草丹(esprocarb)、乙丁烯 5 氟靈(ethalfluralin)、胺苯磺隆(ethametsulfuron 曱酯)、滅草 呋喃(ethofumesate)、氯氟草醚(ethoxyfen)、乙氧嘧磺隆 (ethoxysulfuron)、乙氧苯草胺(et〇benzanid)、精呤唑禾草 靈(fenoxaprop-p-ethyl)、四唑醯草胺(fentrazamide)、麥草 氟(flaprop異丙酯、異丙酯_l、甲酯)、啶嘧磺隆(flazasui_ 10 furon)、雙氟石黃草胺(florasulam)、精0比氟禾草靈 . (fluazif〇P-P- 丁酯)、異丙草 S旨(fluazolate)、氟 g同石黃隆 (flucarbazone 鈉)、氟噻草胺(flufenacet)、唑嘧磺隆 • (Aumetsulam)、氟烯草酸(flumiclorac戊酯)、丙炔氟草胺 (flumioxazin)、炔草胺(flumipropyn)、唑嘧磺隆、氟草隆 15 (flu〇meturon)、氟略草 S同(fluorochloridone)、乙綾氟草醚 (fluoroglycofen 乙酯)、氟胺草唑(fiupoxam)、畢克草 (flupropacil)、氟α定嘴石黃隆(f]ur— pyrsuifuron 〒醋、納)、羧 芴素(flurenol 丁酯)、氟咬草酮(flurid〇ne)、氣氟氧乙酸(丁 氧丙基、曱基fluroxypyr)、吱哺醇(flurprimidol)、吱草酮 2 0 (flurtam〇ne)、氟σ塞甲草醋(fluthiacet methyl)、°塞唾草醯胺 (fluthiamide)、氟磺胺草醚(f〇mesafen)、曱醯胺石黃隆 (foramsulfuron)、固殺草(giuf0Si_ nate 銨)、L-固殺草(鈉、 銨)、嘉磷賽(glyphosate異丙基銨離子)、_胺草醚 (halosafen)、氟°比禾靈(haloxyfop乙氧乙g旨、-P-甲醋)、環 25 200922470 口秦酮(hexazinone)、ΗΟΚ-201、口米草酸曱醋(imazamethabenz methyl)、啼峻乙煙酸(imazamethapyr)、σ米草σ定酸 (imazamox)、曱0糸 σ坐煙酸(imazapic)、口米0坐煙酸(imazapyr)、 咪β坐噎琳(imazaquin)、p米草煙(imazethapyr)、σ坐鳴石黃隆 5 (imazosulfuron)、蛾曱磺隆(iodosulfuron 曱醋、納)、蛾草 腈(ioxynil)、異丙樂靈(isopropalin)、異丙隆(iso-proturon)、愛速隆(isouron)、異噚草胺(isoxaben)、異崎氯 草酮(isoxachlortole)、異 σ号唾草酮(isoxaf[ut〇ie)、異 π寻草 _ (isoxapyrifop)、乳氟禾草靈(lactofen)、環草啶(lenacil)、利 1〇 谷隆(linuron)、MCPA、二甲四氯丙酸(mec〇pr〇p)、苯噻草 , 胺(mefenacet)、曱續胺石黃隆(mesosulfuron)、石肖石黃酮 (mesotrion)、唑草胺(metamifop)、苯嗪草酮 (metamitron)、滅草胺(metazachlor)、甲基苯塞隆 (methabenzthiazuron)、甲氧苯草隆(metobenzuron)、溴谷隆 15 ( a -metobromuron)、莫多草(metolachlor)、磺草唑胺 (metosulam)、曱氧隆(metoxu- ron)、滅必淨(metribuzin)、 曱磺隆(metsulfuron甲酯)、禾草敵(m〇iinate)、綠谷隆 (monolinuron)、萘丙胺(napro· aniUde)、萘丙醯草胺 (napropamide)、草不隆(neburon)、煙嘧磺隆(nicosulfuron)、 2〇 氟草敏(norflurazon)、坪草丹(orben_ carb)、嘧苯胺磺隆 (orthosulfamuron)、安磺靈(oryZaiin) ' 丙炔啐草酮 (oxadiargyl)、崎草酮(oxadiazon)、環氧 σ密續隆 (oxasulfuron)、σ号嗓草酮(〇xazici〇nlef〇ne)、乙氧氟草趟 (oxyfhiorfen)、巴拉刈(paraquat)、天竺葵酸(pelarg〇nic)、 26 200922470 二曱戊靈(pendimethalin)、pendralin、五氟磺草胺(penoxsu-lam)、戊基畤唑酮(pentoxazone)、苯敵草(phenmedipham)、 氟0比草胺(picolinafen)、唑啉草酯(pinoxaden)、哌草磷 (piperophos)、普拉草(pretilachlor)、氟鳴石黃隆(primisulfuron 5 甲酯)、氟唑草胺(profluazol)、撲草淨(prometryn)、毒草胺 (propachlor)、敵摔(propanil)、普拔草(propaquizafop)、異 丙草胺(propisochlor)、丙氧卡腙(propoxycarbazone 鈉)、戊 炔草胺(propyzamide)、苄草丹(prosulfocarb)、三氟丙磺隆 (prosulfuron)、°比氟苯草(pyraflufen 乙 g旨)、pyrasulfotole、 ίο Pyrazogyl、吡唑特(pyrazolate)、吡嘧石黃隆(pyrazosulfuron , 乙酯)、苄草唑(pyrazoxyfen)、°密唆月亏草醚(pyribenzoxim)、 稗草丹(pyributicarb)、必汰草(pyridate)、pyridatol、環酯 草驗(pyriftalide)、口密草 i|(pyriminobac 曱酉旨)、pyrimisul-fan、。密硫草 i|(pyrithiobac 鈉)、pyroxasulfone、焦氟礦草 15 胺(pyroxsulam)、二氣喹啉酸(quinchlorac)、氯曱喹。林酸 (quinmerac)、滅藻醌(quinoclamine)、快伏草(quizalofop-P-乙酉旨、-P-糠醋)、玉鳴石黃隆(rimsulfuron)、稀禾定(sethoxy-dim)、草滅淨(simazine)、西草淨(simetryn)、石黃草酮(sulco-trione)、甲石黃草胺(sulfentrazone)、曱。密石黃隆(sulfometuron 20 methyl)、草石荒石舞(sulfosate)、石黃臨石黃隆(sulfosulfuron)、牧 草胺(tebutam)、特丁β塞草隆(tebuthiuron)、tembotrione、得 殺草(tepraloxydim)、草淨津(terbutryn)、。塞吩草胺(thenyl-chlor)、賽氟滅(thifluzamide)、〇塞草淀(thiazopyr)、°塞二口坐 胺(thidiazimin)、°塞續隆(thifensulfuron 曱酉旨)、禾草丹(thio- 27 200922470 bencarb)、苄 丁草丹(ti〇carbazii)、苯吡唑草酮(toprame-zone)、二甲苯草酮(tralkoxydim)、野麥畏(trillate)、苯石黃 隆(triasulfuron)、苯磺隆(tribenuron 甲酯)、三氯比 (triclopyr)、三地芬(trifluralin)、三福林(trifluralin)、三敦 症石黃隆(trifloxysulfuron)、氟胺續隆(triflusulfuron 曱酿)、 三氟曱續隆(tritosulfuron)及下列六種化合物所構成的群Examples of tests are: (4) Metal oxynitrides, such as oxidized clocks, sodium hydroxide and potassium hydroxide, oxidized towns and hydroxides, hydrazine hydroxide, hydrazine or copper oxynitride' (b) metal oxides The substance 'is, for example, oxidized, sodium oxide and oxidized unloaded or alumina, (c) an amine of the general formula 3. Here, R1, ¥ and R3 may be the same or different and represent each hydrogen, Ci~CH^ group, c] decylalkyl group or C3~C7-cycloalkyl group, which are respectively fluorine, chlorine, bromine , Cyanodihydroxy is mono- or polysubstituted, or one or more oxygen or sulfur atoms are inserted. Specific examples are amines, decylamine, dimethylamine, triethylamine, ethylamine, diethylamine, triethylamine, isopropylamine, ethanolamine, diethanolamine, triethanolamine, 2-diethylethanolamine, diisopropylamine, and rings. Hexylamine, dicyclohexylamine, (d) mono-, di- or diamine, such as morpholine, thiomorpholine, piperidine, pyrrole bite, 1, diazabicyclo[2.2.2] octane Feed 1; 5_diazabicyclo 20 20 200922470 [4.3.0] eleven_7, (dBU), (e) diamine 'for example, bis(2-hydroxyethyl)- c8~C18-alkylamine , hexamethylenetetramine, condition #', #'-tetrakis(2-hydroxypropyl)ethylenediamine, 2-diethylamineethylamine, tetraethylethylenediamine, 5 IV Mercaptoethylenediamine, 2-(2-aminoethylamine)ethanol or lysine, (f) aromatic amine, for example, η ratio bite, 2-mercapto bite, 3-mercapto σ ratio Biting, 4-methylpyridine, 2,4-dimethylpyridine, 2,5-lutidine, 2,6-lutidine, 5-ethyl-2-methylpyridine, pyrrole, imidazole, Quinolin, 啥°morpholine, 1,2-dimethylimidazole, 1,3-dimercaptoimidazolium sulfonate 10, • (g) carbonate, such as potassium carbonate, potassium cesium carbonate, Sodium, sodium bicarbonate, magnesium carbonate, calcium carbonate, copper carbonate, zinc carbonate or lithium carbonate, (h) sulfites, such as sodium sulfite, potassium sulfite, lithium sulfite or zinc sulfite, 15 (phosphonium) phosphate Salts, for example, lithium phosphate, potassium phosphate, sodium phosphate, calcium phosphate and magnesium phosphate, lithium hydrogen phosphate, potassium hydrogen phosphate, sodium hydrogen phosphate, calcium hydrogen phosphate' and magnesium hydrogen phosphate or potassium dihydrogen phosphate and sodium dihydrogen phosphate, 0) calcined oxides, such as sodium neodymium and potassium sulphate or sodium ethoxide and potassium ethoxide, 20 (k) ammonium hydroxide, such as trimethyl ammonium hydroxide, triethyl ammonium hydroxide, hydrogen Dipropylammonium oxide or tributylammonium hydroxide, tetraammonium hydroxide, tetraethylammonium hydroxide, tetraethanolamine hydroxide or yttriumtriethylammonium hydroxide; (1) amidines And guanidines, which may be substituted in each instance 21 200922470 such as acetamidine, aminoguanidine, aminoguanidine or arginine, (m) basic formate, preferably acetic acid such as acetic acid Lithium, sodium acetate or potassium acetate, oxalates such as sodium oxalate or potassium oxalate; tartrates such as Sodium sulphate or potassium tartrate; and also includes succinates such as sodium citrate or acid detachment, (η) strong or weak base anion exchangers with hydroxide ions, such as AMBERLITE®, AMBERLYST® , commercially available from DUOLITE 8, EO WEX® or LEWATITE®. Basically, it is also possible to use, for example, a fixed base which removes the carrier material by filtration after preparing the concentrate of the present invention. Depending on the amount of the compound of the formula (Ι-A), it is possible to use 〇·ΐ to 1 〇〇 mole, generally 0.5 to 3 mole equivalents. The alkali auxiliary agent is preferably lithium hydroxide, sodium hydroxide, potassium hydroxide, magnesium hydroxide or calcium hydroxide, and also includes an amine, an alkylamine and a hydroxyoxyalkylamine. The formulations according to the invention further optionally contain antifoaming agents, antioxidants and/or colorants. Suitable antifoams are all materials commonly used in the use of agrochemical compositions. Preferred are polydidecyloxane, eucalyptus oil and magnesium stearate. Suitable antioxidants are all materials commonly used in the use of agrochemical compositions. Preferred is butylhydroxytoluene (2,6-di-t-butylmethylphenol, hydrazine). Suitable colorants are all materials commonly used in the use of agrochemical compositions. Examples which may be mentioned are titanium dioxide, carbon black, oxidized and blue 22 200922470 pigments ' and also include permanent red FRG. Formulated according to the invention containing only the active compound of formula (IA) or (IB) as a herbicidally active compound, the formula (I-A) or (the amount of active compound is usually from (U to 5Q% by weight, preferably It is from 2 to 5 % by weight ratio, more preferably from 1 to 25 % by weight, most preferably from 2 to 2 % by weight. In the formulation according to the invention, the surfactant The content (active shell, if appropriate to adjust the water content) is usually from 5 to the weight ratio and preferably from 1 to 30% by weight. In the ready-to-use formulation (spray), the surface The active agent is from 0.1 to 1 gram per liter, preferably from 〇 3 to 3 gram per liter. The application rate of the surfactant is usually from 2 〇 to i gram of activity. Ingredient/mu, preferably from 100 to 300 grams of active ingredient per acre. In addition to at least one compound of formula (I-A) or (IB), the composition of the invention may further comprise at least one herbicidally active compound, Preferably, it is selected from the group consisting of acetochlor, acifluorfen sodium, aclifen, alachlor, and sub Grass (alloxydim), ametryne, oxazolone, amidochlor, amidosulfuron, chlorpyridinic acid, anilofos, sulphate (asulam) , atrazine, azafenidin, azimsulfuron, beflubutamid, benazolin, benfuresate , benzylsulfuron, bentazone, bencarbazone, benzfendizone, benzobicyclon, 23 200922470 benzofenap, New Yanling (benzoylprop ethyl ester), bialaphos, bifenox, bispout s|(bispyribac), chlorfenapyr, > 8 months bromofenoxim, bromine 'bromoxynil, butachlor, fluoropropion. M. ally (but allyl butafenacil), butyroxydim, butarate, butaline (cafenstrole) , cycloxydim, carbetamide, carfentrazone ethyl ester, methoxy removal Chlomethoxyfen, chloramben, chloridazon, chlorimuron ethyl ester, chlornitrofen, chlorsulfuron, chlortoluron , ketoxime (ethyl cinidon), cinmethylin, ii | cinosulfuron, clefoxydim, clethodim, clodinafop (acetylene) Propyl clodinafop), domazone, clomeprop, dopyralid, fluprsulfuron 15 (flupyrsulfuron methyl ester), chlorsulfuron (cl〇ransulain) Methyl ester), cumyluron, cyanazine, cybutryne, cycloate, cyclosulfamuron, valerian, cycloxydim, cyhalofoprin Cyhalofop), 2,4-D, 2,4-DB, desmedipham, diallate, dicamba, 2,4-dip propionic acid (dichlorprop-P) ), grassy (diclofop oxime ester), diclofenac (diclosulam), acetochlor (diethatyl ethyl ester), grass ° than saliva (dif Enzoquat), diflufenican, diflufenzopyr, dime-furon, dimepiperate, dimethachlor, valerazine 24 200922470 (dimethametryn), Dimethenamid, dimexy- flam, dinitramine, diphenamid, diquat, dithiopyr, diuron, chlorpyrifos (dymron), epropodan, EPTC, esprocarb, ethalfluralin, ethametsulfuron oxime, ethofumesate, ethoxyfen, Ethylsulfuron, acebenbenid, fenoxaprop-p-ethyl, fentrazamide, flaprop isopropyl ester , isopropyl ester _l, methyl ester), flazasulfuron (flazasui_ 10 furon), diflustarx (florasulam), fine 0 than fluoxacillin (fluazif〇PP-butyl ester), isopropyl Grass flu (fluazolate), fluorine g with sulphate (flucarbazone sodium), flufenacet (flufenacet), oxazolidine Aumetsulam, flumiclorac acid, flumioxazin, flumipropyn, oxasulfuron, fluronium 15 (fluulmeturon) Fluorochloridone, fluoroglycofen ethyl ester, fiupoxam, flupropacil, flu azuridine (f]ur-pyrusuifuron vinegar, sodium), Carbofuran (flurenol butyl), flurid〇ne, fluoroacetic acid (butoxypropyl, fluorenyloxypyr), flurprimidol, humulone 20 (flurtam〇ne) ), fluthiaacet methyl, fluthiamide, f〇mesafen, foramsulfuron, giuf0Si_ nate ammonium ), L-solid herbicide (sodium, ammonium), Jia Phosphorus (glyphosate isopropylammonium ion), halosafen, halofose (haloxyfop ethoxylate), -P-A Vinegar), ring 25 200922470 hexazinone, ΗΟΚ-201, imazamethabenz methyl, imazamethapyr, σ米草 定定酸 (imazamox), 曱0糸σ sit niacin (imazapic), mouth rice 0 niacinpy (imazapyr), imi β 噎 噎 ( (imazaquin), p rice grass (imazethapyr), σ sit Mingshi Huanglong 5 (imazosulfuron), mothsulfuron (iodosulfuron, vinegar, sodium), ioxynil, isopropalin, iso-proturon, isouron ), isoxaben, isoxachlortole, isoxaf[ut〇ie), isoxapyrifop, lactofen , lenacil, linuron, MCPA, meperidine, mefenacet, mefenacet, mesosulfuron ), mesotrion, metamifop, metamitron, metazachlor, metabenzthiazuron, metobenzuron, A-metobromuron, metolachlor, metosulam, metaxu-ron, metribuzin, metsulfuron Ester), m〇iinate, monolinuron, napro aniUde, napropamide, neburon, nicosulfuron 2, norflurazon, orben_ carb, orthosulfamuron, oryZaiin 'oxadiargyl, oxadiazon, ring Oxygen σ sulfuron, σ oxazolone, oxyfhiorfen, paraquat, pelarg〇nic, 26 200922470 II Pendimethalin, pendralin, penoxsu-lam, pentoxazone, phenmedipham, picolinafen, oxazolin Pinoxaden), piperophos, pretilachlor, primate primasulfuron 5, profluazol, prometryn, propachlor, Propanil, propaquizafop, propisochlor, propoxycarbazone sodium , propyzamide, prosulfocarb, prosulfuron, pyronate (pyraflufen), pyrasulfotole, ίο Pyrazogyl, pyrazolate, pyr Pyrazolsulfuron (ethyl ester), pyrazoxyfen, pyribenzoxim, pyributicarb, pyridate, pyridatol, cyclic ester test Pyriftalide), Mouth grass i| (pyriminobac 曱酉), pyrimisul-fan,. Sulphuric acid i| (pyrithiobac sodium), pyroxasulfone, pyrothelium 15 amine (pyroxsulam), quinchlorac, chlorhexidine. Quinmerac, quinoclamine, quinoa (quizalofop-P-ethyl, -P-糠 vinegar), rimsulfuron, sethoxy-dim, grass Simazine, simetryn, sulco-trione, sulfentrazone, strontium. Sulmeturon 20 methyl, sulfosate, sulfosulfuron, tebutam, tebuthiuron, tembotrione, tepraloxydim , grass net (terbutryn),. Thenyl-chlor, thifluzamide, thiazopyr, thidiazimin, thifensulfuron, grass dan Thio- 27 200922470 bencarb), ti〇carbazii, toprame-zone, tralkoxydim, trillate, triasulfuron , tribenuron (tribenuron methyl ester), triclopy (triclopyr), trifluralin, trifluralin, trifloxysulfuron, triflusulfuron , tritosulfuron and a group of the following six compounds

28 200922470 根據本發明的組成物亦可含有除草劑防護劑。此類防 護劑的實例為解草酮(benoxacor)、解毒啥(cloquintocet mexyl)、苄草隆、殺草隆、哌草丹、環丙磺醯胺、解草胺 腈(cyometrinil)、二氯丙烯胺(dichlormid)、dicyclonon、 dietholate、解草唾(fenchlorazole)、解草吐乙g旨、解草〇定 (fenclorim)、解草安(flurazole)、氟草厢(fluxofenim)、喃解 草唑(furilazole)、雙苯崎唑酸(iS0xaciifen)、雙苯呤唑酸乙 酯、唑解草醋(mefenpyr)、二乙基唑解草酯、mephenate、 奈二曱酸酐、解草腈(oxabetrinii)。 10 15 2 0 較佳的防護劑為二乙基唑解草酯和雙苯呤唑酸乙酯。 本發明組成物較佳為含有下列活性化合物的除草劑: -A.3和嘉石粦赛; • B.6和嘉罐赛; -A.3和固殺草; -B. 6和固殺草; -A.3和L-固殺草; -B.6和L-固殺草; -A.3和精今唾禾草靈·, -B.6和精啐峻禾草靈; 本喪明較佳的組成物亦包括含有至少-種式α-Α)或 (Ι-Β)化合物、精σ亏唾禾草靈和二乙基唾解草醋者,以及亦 包括含有至少-種式(Ι_ Α)或(Ι_Β)化合物 雙苯4唑酸乙酯的組成物。 禾卓放和 本發明配製物如同除草劑活性化合物均含有至少 29 200922470 種式(I-A)或(Ι-B)化合物及至少一種其他活性化合物及適 當時亦含有防護劑,活性化合物總含量中的防護劑適當時 通常從0.2至50%重量比,較佳為從1至40%重量比,最 佳為從2至30%重量比。 5 當除草劑活性化合物溶解於式(Ι-A)或(Ι-B)活性化合 物的溶劑内時其全部活性化合物可被溶解於該相中。此 時,本發明之濃縮物為(例如水性)可溶性濃縮物。 因此,本發明的組成物較佳為含有: -至少一種式(Ι-A)或(Ι-B)的溶解型活性化合物相及選 ίο 自由嘉磷賽、固殺草和L-固殺草構成之群組的其他活 . 性化合物; -選擇性地取自消泡劑、抗氧化劑及/或著色劑之群組 的其他添加物;以及 -至少一種溶劑。 15 因此,本發明的組成物更佳為含有: -選自由A.2、A.3、B.4和B.6之群組構成的至少一種 、 式(Ι-A)或(Ι-B)溶解型活性化合物相及選自由嘉磷 賽、固殺草和L-固殺草構成之群組的其他活性化合 物; 2 0 -選擇性地取自消泡劑、抗氧化劑及/或著色劑之群組 的其他添加物;以及 -至少一種溶劑。 已驚奇地發現,若此類組成物已含有該兩種濃縮型化 合物則該組成物較藉由相同施用量桶混製備之相同活性 30 200922470 化合物的混合物更具活性。由於該活性化合物的高水溶 性,因此不需依賴原始型配製物。 ' 若其他除草活性彳b合物(舉例如精料禾草$)不溶於 式(Ι-A)或(I-B)的溶劑時’則該其他活性化合物可被溶解於 另外適當溶劑。然後混合該二相而形成例如 、 配製物。 因此,本發明的組成物含有: -至少一種式(I_A)或(I-B)的溶解型活性化合物相; ••含有精噚唾禾草靈的其他相; -選擇性地取自消泡劑、抗氧化劑及/或著色劑之群組 的其他添加物。 因此,本發明的組成物更佳為含有: _逛自由A.2、A.3、B.4和B.6之群組構成的至少一種 式(Ι-A)或(I-B)溶解型活性化合物相; 有精,唑禾草靈和二乙基唑解草酯或精啐唑禾草 靈和雙苯啐唑酸乙酯的其他相; -延擇性地取自乳化劑、消泡劑、抗氧化劑及/或著色 劑之群組的其他添加物。 適合的乳化劑為一般用於農藥組成物之具有表面活 性的全部習知非離子、陰離子、陽離子和兩性離子化合 物這二化δ物包括脂肪酸、脂肪酸酯、脂肪醇、脂肪胺、 烧基盼或烧基芳基盼與氧化乙烯及/或氧化丙烯及/或氧化 丁稀—及亦包括其硫酸自旨、咖t單g旨和軸u旨的反應產 物’氧化乙稀與氧化丙烯的反應產物以及垸基磺酸鹽、垸 31 10 15 2 0 200922470 基硫酸鹽、芳基硫酸鹽、四烷基鹵化銨、三烷基芳基_化 錢和炫基胺石黃酸鹽。可利用乳化劑本身或其混合物。以及 較佳為使用藥麻油與氧化乙烯以】:2〇至】:6〇莫耳比例 的反應產物、Q〜C,醇與氧化乙烯以丄·· 5至i : 5〇莫耳 比例的反應產物、脂肪胺與氧化乙烯以i: 2至丨:莫 耳比例的反應產物、丨莫耳苯酚與2至3莫耳苯乙烯和1〇 至50莫耳氧化乙烯的反應產物、C8〜Ci2_烧基紛與氧化乙 烯以1.5至1.30莫耳比例的反應產物、燒基糖普,q〜c“_ 烧基苯續酸鹽舉例㈣、單乙醇銨、雙乙醇銨和三 鹽。 *、 非離子乳化劑的實例為習知商品名稱為砷够⑽ τ 180(’自Clariant的三第二丁基酚乙氧基酉旨)、Aika_s 〇R36(=取自Rhodia的藥麻油乙氧基_)和此心卿 TS54(’自Clariant的三苯乙㈣苯紛乙氧基醋)的產 品。本發明配製物較佳為使用這些三苯乙烯基苯紅氧基 酉旨(Emulsogen TS540)。陰離子乳化劑的實例為ag 的市售商口口口 Baykanol SL(=磺化聯甲笨醚盥 •及亦包括磷酸化及/或硫化三苯乙婦基:二 酉曰’其產品為Soprophor FLK和S〇pr〇ph〇r仍取自 Rhodia)。 本發明組成物具㈣效對抗#雙子葉有害植物的 極^3活性。此處,其在播種前、發芽前或發芽後使用 亚無關緊要。 藉由實例,提及可被本發明化合物控制的—些代表性 32 200922470 單-和雙子葉雜草相;然而,此列舉並非指其僅侷限於該 某些品種。 在單子葉雜草品種中,該化合物可有效作用於例如自 播穀類例如小麥、大麥、裸麥和黑小麥以及例如對抗Apera 5 spica venti、Avena 種、Alopecurus 種、Brachiaria 種、Digitaria 種、Lolium 種、Echinochloa 種、Panicum 種、Phalaris 種、 Poa種、Setaria種;以及亦包括Bromus種例如Bromus catharticus、Bromus secalinus、Bromus erectus、Bromus tectorum 和 Bromus japonicus ;以及一年生植物 Cyperus 10 種和多年生植物 Agropyron、Cynodon、Imperata 和28 200922470 The composition according to the invention may also contain a herbicide protectant. Examples of such protectants are benoxacor, cloquintocet mexyl, benzalkon, herbicide, piperidin, ciprofloxacin, cyometrinil, dichloropropene Dichlormid, dicyclonon, dietholate, fenchlorazole, sputum, fenclorim, flurazole, fluxofenim, fluoxetine Furilazole), dibenzoic acid (iS0xaciifen), ethyl benzoxazole, mefenpyr, diethyl oxazide, mephenate, naphthalic anhydride, oxabetrinii. 10 15 2 0 The preferred protectants are diethyl zolyl ester and ethyl bisbenzoxazole. The composition of the present invention is preferably a herbicide containing the following active compounds: -A.3 and Jiashi 粦赛; • B.6 and Jia Can赛; -A.3 and solid grass; -B. 6 and solid killing Grass; -A.3 and L-solid grass; -B.6 and L-solid grass; -A.3 and Jingjin spirulina, -B.6 and fine stalks; Preferred compositions include those containing at least one of the formulas α-Α) or (Ι-Β), σ 唾 唾 禾 和 和 and diethyl sassafras vinegar, and also include at least one species A composition of the compound (Ι_Α) or (Ι_Β) compound ethyl benzoate. The mixture of the present invention and the formulation of the present invention contains at least 29 200922470 compounds of the formula (IA) or (Ι-B) and at least one other active compound and, where appropriate, a protective agent, in the total active compound content. The protective agent is usually from 0.2 to 50% by weight, preferably from 1 to 40% by weight, most preferably from 2 to 30% by weight. 5 When the herbicide-active compound is dissolved in a solvent of the formula (Ι-A) or (Ι-B)-active compound, all of its active compound can be dissolved in the phase. At this point, the concentrate of the present invention is a (e.g., aqueous) soluble concentrate. Accordingly, the composition of the present invention preferably comprises: - at least one dissolved active compound phase of the formula (Ι-A) or (Ι-B) and the selected εο 自由嘉, 杀草, and L-固草Other active compounds that make up the group; - other additives that are selectively taken from the group of antifoaming agents, antioxidants, and/or colorants; and - at least one solvent. 15 Therefore, the composition of the present invention more preferably contains: - at least one selected from the group consisting of A.2, A.3, B.4 and B.6, formula (Ι-A) or (Ι-B) a soluble active compound phase and other active compounds selected from the group consisting of chiaser, geranium and L-solid herb; 20 - selectively taken from antifoaming agents, antioxidants and/or colorants Other additives to the group; and - at least one solvent. Surprisingly, it has been found that if such a composition already contains the two concentrated forms of the compound, the composition is more active than the mixture of the same active 30 200922470 compound prepared by tank mixing in the same application rate. Due to the high water solubility of the active compound, it is not necessary to rely on the original formulation. 'If other herbicidal active 彳b compounds (for example, concentrate grass $) are insoluble in the solvent of formula (Ι-A) or (I-B), then the other active compound may be dissolved in another suitable solvent. The two phases are then mixed to form, for example, a formulation. Accordingly, the composition of the present invention contains: - at least one dissolved active compound phase of the formula (I-A) or (IB); • other phases containing saponin; - selectively taken from an antifoaming agent, Other additives to the group of antioxidants and/or colorants. Therefore, the composition of the present invention more preferably contains: - at least one formula (Ι-A) or (IB) dissolved activity composed of groups of free A.2, A.3, B.4 and B.6 Compound phase; other phases of refined, oxacillin and diethyl zodiazepine or carbazole and ethyl benzoxazole; - selective emulsifier, defoamer Other additives to the group of antioxidants and/or colorants. Suitable emulsifiers are all conventional nonionic, anionic, cationic and zwitterionic compounds which are generally used for the surface treatment of pesticide compositions. The halogenated substances include fatty acids, fatty acid esters, fatty alcohols, fatty amines, and sulphur Or a aryl group with ethylene oxide and / or propylene oxide and / or oxidized butyl sulphate - and also includes its sulfuric acid from the purpose of the reaction, the reaction product of the reaction and the reaction of ethylene oxide and propylene oxide The product, as well as the decyl sulfonate, hydrazine 31 10 15 2 0 200922470 sulfate, aryl sulphate, tetraalkylammonium halide, trialkyl aryl _ sulphur and sulphate. The emulsifier itself or a mixture thereof can be utilized. And preferably using a reaction product of medicinal sesame oil and ethylene oxide to a ratio of: 2 〇 to :: 6 〇 molar ratio, Q 〜C, an alcohol and ethylene oxide in a ratio of 丄·· 5 to i : 5 〇 molar ratio The reaction product of the product, fatty amine and ethylene oxide in i: 2 to oxime: molar ratio, reaction product of oxime phenol with 2 to 3 moles of styrene and 1 to 50 moles of ethylene oxide, C8~Ci2_ The reaction product of the alkyl group and the ethylene oxide in a ratio of 1.5 to 1.30 moles, the thioglycol, the q~c "- phenyl benzoate" (4), monoethanolammonium, diethanolammonium and trisodium. An example of an ionic emulsifier is the conventional trade name arsenic (10) τ 180 ('from the second tributyl phenol ethoxylate of Clariant), Aika_s 〇R36 (= acetoacetate ethoxy from Rhodia _) And the product of this heart TS54 ('from triphenylethyl (tetra) phenyl ethoxy vinegar from Clariant). The formulation of the present invention preferably uses these tristyryl phenyl redoxy oxime (Emulsogen TS540). An example of an agent is a commercial manufacturer of ag, Baykanol SL (= sulfonated phenyl ether) and also includes phosphorylated and/or triphenyl sulphide. Base: Dijon's products are Soprophor FLK and S〇pr〇ph〇r are still taken from Rhodia.) The composition of the invention has (4) effect against the extreme activity of the dicotyledonous harmful plant. Here, it is planted Pre-, pre-emergence or post-emergence use does not matter. By way of example, reference is made to the representative 32 200922470 mono- and dicotyledonous weeds which can be controlled by the compounds of the invention; however, this listing does not mean that it is limited to Certain species. In monocotyledonous weed species, the compound is effective for, for example, self-seeding cereals such as wheat, barley, rye, and triticale, and for example against Apera 5 spica venti, Avena species, Alopecurus species, Brachiaria species, Digitaria species, Lolium species, Echinochloa species, Panicum species, Phalaris species, Poa species, Setaria species; and also Bromus species such as Bromus catharticus, Bromus secalinus, Bromus erectus, Bromus tectorum and Bromus japonicus; and annual plant Cyperus 10 species and perennial Plants Agropyron, Cynodon, Imperata and

Sorghum ’以及亦包括多年生Cyperus種。 在雙子葉雜草植物品種中,其對一年生植物的作用範 圍可延伸至舉例如Abutilon種、Amaranthus種、Chenopo· dium 種、Chrysanthemuni 種、Galium 種、Ipomoea 種、 15 Kochia 種、Lamium 種、Matricaria 種、Pharbitis 種、 Polygonum 種、Sida 種、Sinapis 種、S〇lanum 種、Stellaria 種、Veronica 種和 Viola 種;Xanthium 種、papaver rh〇eas 種、Centaurea種,以及亦包括多年生雜草的c〇nv〇Wulus、Sorghum' also includes the perennial Cyperus species. In the dicotyledonous weed plant species, its range of effects on annual plants can be extended to, for example, Abutilon species, Amaranthus species, Chenopo dium species, Chrysanthemuni species, Galium species, Ipomoea species, 15 Kochia species, Lamium species, Matricaria species. , Pharbitis species, Polygonum species, Sida species, Sinapis species, S〇lanum species, Stellaria species, Veronica species and Viola species; Xanthium species, papaver rh〇eas species, Centaurea species, and c〇nv〇 also including perennial weeds Wulus,

Cirsium、Rumex 和 Artemisia 種。 10 本發明組成物若發芽前施用於土壌表面時,則可完全 阻止雜草種子的發芽,或在種子生長至子葉期時停止生長 而在三至四週之後完全死亡。 若發芽後將組成物施予植物綠色部分時,亦可在處理 後立刻阻止其生長而施用時植物仍在生長期,或在―㈣ 33 200922470 間之後完全死亡而可於早期及持續地除去有 爭性雜草。 刃的肌 本發明的除草組成物具有快速及長效的除草作 發明組合物内的活性化合物具有極佳的抗淋洗效果。二本 使用本發明化合物,可減少欲使用活性化合物錯由 县。 J ^禹施用 本發明組成物對經濟上有害的單_和雙子葉植 對除草活性化合物例如嘉磷賽、固殺草、草脫^或咪=括 酮除草劑的抗性品種具有極佳的除草劑活性。 ’、林 本發明組成物雖然對經濟上有害的單_釦雔 — 丁 * 又于業植物 佳騎草活性’但是並未㈣及該作物或僅至極微 此外,本發明組成物在某些情況下對該作物具有極佳 的生長調節性質。其以調節的方式參與該植物的&謝而^ 此可被用於植物組分及便於收成的乾向調控,例如藉由喚 起乾化和生長遲滯。此外,其㈣合在過程巾不^植= 之下調節和抑制不良的植物生長。植物生長的抑制由於可 減少或完全避免倒伏而在許多單-和雙子葉作物中扮渖 要的角色。 η 借助其除草及調節植物生長的性質,本發明組成物亦 可被用於控制已知基因改性或將被基因改性作物中的有 害植物。該轉基因植物通常具有特殊的有益性質,例如對 抗某些殺蟲劑’制指某些除H f愤植物疾病或植物 的致病生物例如某些昆蟲或微生物例如真菌、細菌或病 34 200922470 毒。其他特殊性質為例如收穫物的數量、品質、儲存穩定 性、組成物和特定的成分。因此,包括例如已知收穫物具 有增加凝粉含量或改良澱粉品質或具有不同脂肪^組成 物的轉基因植物。其他特殊性質可為對非生物緊迫源例如 熱、冷、乾旱和紫外線的忍受力及抗性。 含有式(Ι-A)和(I-B)化合物的本發明組成物較佳為用 於經濟上重要轉基因作物及觀賞植物,例如榖類如小麥、 大麥、裸麥、燕麥、小米、稻米、木薯和玉米,或甜菜、 綿花、大豆、油菜、馬鈴薯、番茄、豌豆及其他植物 作物。 λ、 含有式(Ι-A)和(Ι-Β)化合物的組成物較佳為在可對抗 或藉由基因工程而可對抗除草劑植物毒性之有用植物作 物中被用作為除草劑。 與已知植物比較具有改良性質之新穎植物的習知形 成方法包括例如傳統育種法及產生突變株。或者,借由基 因工程之助可產生具有改良性質的新穎植物(請看例如 ΕΡ-Α- 0 221 044、ΕΡ-Α-0 131 624)。例如,其數種實例為: - 基因工程改變作物以改良植物的澱粉合成(例如WO 92/11376 ' WO 92/14827 ' WO 91/19806); - 對抗某些除草劑例如固殺草(例如,ΕΡ 0242236、ΕΡ 242246)或嘉磷赛(WO 92/00377)或磺醯尿素(ΕΡ 0257993、US 5013659)的轉基因作物; - 具有可對抗某些植物害蟲之產生蘇力菌毒素(Bt毒素) 的轉基因作物例如綿花(EP 0142924、EP 0193259); 35 200922470 -具有改良脂肪酸組成的轉基因作物(w〇 91A3972); _具有新穎成分或第二種物質例如新穎植物抗毒素 (phytoalexins)而可增加抗病力的基因改良作物(Ep 309862、EP 0464461); 5 _具有減少光呼吸作用及具有較高產量和較高緊迫忍 受力的基因改良植物(EP 0305398); -產生醫樂或珍斷重要蛋白(分子農場)的轉基因作物; -可藉由較高產量或較佳品質區別的轉基因作物; • 可藉由例如上述新穎性質之組合(基因堆疊)而被區別 10 的轉基因作物。 已知許多分子生物技術可製備具有改良性質的新穎 轉基因植物其述於例如I· Potrykus和G. Spangenberg(編 輯),植物基因轉殖’ Springer實驗室手冊(1995),Springer Verlag Berlin,Heidelberg,或 Christou,“禮#存學的邊 15 #”1(1996) 423〜431)。 為了進行此類的基因工程操作,可將核酸分子引入可 ' 藉由重組DNA序列產生突變或序列變化的質體内。利用 標準的方法,可藉由例如交換鹼基以移除部分序列或加入 天然或合成序列。相互連接該DNA片段可將銜接子 2 〇 (adapters)或銜接體(linkers)連接至該片段,請看例如Cirsium, Rumex and Artemisia species. 10 When the composition of the present invention is applied to the surface of the soil before germination, the germination of the weed seeds can be completely prevented, or the growth can be stopped when the seeds are grown to the cotyledon stage and completely died after three to four weeks. If the composition is applied to the green part of the plant after germination, it can also be prevented from growing immediately after the treatment. The plant is still growing during the application, or completely died after ―(四) 33 200922470 and can be removed early and continuously. Competing weeds. The muscle of the blade The herbicidal composition of the present invention has a rapid and long-lasting herbicidal action. The active compound in the composition of the invention has an excellent anti-rinse effect. The use of the compound of the present invention can reduce the number of active compounds to be used by the county. J ^ 禹 application of the composition of the present invention is extremely harmful to the economically harmful mono- and dicotyledonous herbicides against herbicidal active compounds such as cyclamate, chlorpyrifos, oxaloquinone or imipenem herbicides. Herbicide activity. ', Lin Ben invention composition, although economically harmful, _ 雔 雔 丁 丁 又 又 又 又 又 又 又 又 又 又 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是 但是It has excellent growth regulating properties for this crop. It is involved in the regulation of the plant in a regulated manner. This can be used for plant components and for dry regulation of harvesting, for example by arousing dryness and growth retardation. In addition, its (iv) combination regulates and inhibits poor plant growth under the process towel. Inhibition of plant growth plays a major role in many mono- and dicotyledonous crops by reducing or completely avoiding lodging. η By virtue of its ability to weed and regulate plant growth, the compositions of the present invention can also be used to control harmful plants in known genetically modified or genetically modified crops. The transgenic plants typically have particular beneficial properties, e.g., against certain insecticides, which are indicative of certain pathogenic organisms such as certain insects or microorganisms such as fungi, bacteria or diseases other than Hf sinensis diseases or plants. Other special properties are, for example, the quantity, quality, storage stability, composition and specific ingredients of the harvest. Thus, for example, known harvests have transgenic plants that have increased coagulation or improved starch quality or have different fat compositions. Other special properties may be tolerance and resistance to non-biological sources such as heat, cold, drought and ultraviolet light. Compositions of the invention containing compounds of the formula (Ι-A) and (IB) are preferably used in economically important transgenic crops and ornamental plants such as alfalfa such as wheat, barley, rye, oats, millet, rice, cassava and Corn, or beets, cotton, soybeans, canola, potatoes, tomatoes, peas, and other plant crops. The composition of λ, a compound containing the formula (Ι-A) and (Ι-Β) is preferably used as a herbicide in a useful plant preparation which is resistant to or resistant to herbicide phytotoxicity by genetic engineering. Conventional methods of forming novel plants having improved properties compared to known plants include, for example, conventional breeding methods and the production of mutant strains. Alternatively, novel plants with improved properties can be produced by genetic engineering (see, for example, ΕΡ-Α- 0 221 044, ΕΡ-Α-0 131 624). For example, several examples thereof are: - genetic engineering to alter crops to improve starch synthesis of plants (eg, WO 92/11376 'WO 92/14827 'WO 91/19806); - against certain herbicides such as solid grass (eg, ΕΡ 0242236, 242 242246) or GM (WO 92/00377) or sulfonamide (ΕΡ 0257993, US 5013659) for genetically modified crops; - with a resistance to certain plant pests to produce sclerotin toxin (Bt toxin) Transgenic crops such as cotton (EP 0142924, EP 0193259); 35 200922470 - Transgenic crops with improved fatty acid composition (w〇91A3972); _ with novel ingredients or a second substance such as novel phytoalexins to increase disease resistance Genetically modified crops (Ep 309862, EP 0464461); 5 _ genetically modified plants with reduced photorespiration and high yield and high tolerance (EP 0305398); - production of medical music or cherish important proteins (molecules) Transgenic crops on farms; - genetically modified crops that can be distinguished by higher yields or better quality; • transgenic bases that can be distinguished by 10, for example, combinations of novel properties described above (gene stacking) Due to crops. Many molecular biotechnologies are known to produce novel transgenic plants with improved properties as described, for example, in I. Potrykus and G. Spangenberg (eds.), Plant Gene Transfer 'Springer Laboratory Handbook (1995), Springer Verlag Berlin, Heidelberg, or Christou, "Rit # of the side of the school 15 #" 1 (1996) 423 ~ 431). For such genetic engineering operations, nucleic acid molecules can be introduced into a plastid that can produce a mutation or sequence change by the recombinant DNA sequence. Standard methods can be used to remove partial sequences or to add natural or synthetic sequences by, for example, exchanging bases. Interlinking the DNA fragment can link adaptors 2 adaptors or linkers to the fragment, see for example

Sambrook等人’ 1989,分子選產,實驗室手冊第二版, 冷泉港實驗室出版,紐約冷泉港;或Winnacker “基应和選Sambrook et al. 1989, Molecular Selection, Laboratory Handbook, Second Edition, Cold Spring Harbor Laboratory, Cold Spring Harbor, New York; or Winnacker

產”[Gene and Clones],VCH Weinheim 第二版,1996。 可藉由例如表現至少一種適當反義-RNA、正義-RNA 36 200922470 以達到共抑制效應的方法製備具有降低基因產物活性的 植物細胞’或藉由表現至少一種可專一性地切斷上述基因 產物之轉錄作用的適當構建核糖酶。 為達此目標’可利用含有基因產物之完整編碼序列包 括任何可能存在側接序列的DNA分子或僅含有此部分造 成細胞内反義效應所需長度之部分編碼序列的DNA分 子。亦可利用與基因產物之編碼序列具有高度類似性但| 非完全相同的DNA序列。 當表現於植物内的核酸分子時,該被合成蛋白可位於 植物細胞的任何所欲隔室内。然而,為定位於某些隔室 内’需例如以可確保定位於某些隔室内的DNA序列連接 至編碼區。此類序列已為熟習本領域之技術者所習知(請 看例如 Braun 等人,五細11(1992),3219〜3227; Wolter 等人 ’ /Voc.施".Scf·美國 85(1988),846〜850 ; Sonnewald等人,尸/训/J. 1(1991),95〜106)。該核酸分子 亦可被表現於樟物細胞的細胞器内。 利用已知技術可將轉基因植物再生成全株植物。該轉 基因植物原則上可為任何所欲品種的植物,即單-和雙_子 葉植物。 依此方法,可獲得具有藉由過度表現、壓抑或抑制同 源(天然)基因或基因序列或藉由表現異源(外來)基因或基 因序列的轉基因植物。 本發明之化合物或組成物較佳為可被用於對抗生長 調節物質舉例如2,4-D、汰克草或對抗抑制主要植物酵^ 200922470 =如乙酿乳酸合成酶(ALS)、EPSP合成酶、麩醯胺酸合成 酶⑴幻或說基笨基丙酮酸雙氧化酶(HPPD)之除草劑;或對 &來自續酿尿素、嘉磷賽、固殺草或苯甲醯異哼唑及類似 $ 活性化合物之群組的除草劑 ;或對抗任何上述活性化合物 之任何組合的轉基因作物。此轉基因作物的一實例為舉例 如具有商品名稱為〇ptimumTM gAT™(嘉磷賽AL S耐受性) 的玉米或大豆。 本發明之化合物或組成物最佳為亦可被應用於對抗 10 固殺草、L_固殺草或嘉磷赛或固殺草或L-固殺草與嘉磷賽 之組合的轉基因作物。 ^當本發明之活性化合物被用於轉基因作物時,除了對 抗有害植物的作用之外其可於其他作物中被觀察,其通常 為專應用於問題轉基因作物的作用,例如可被控制之雜草 15 ^改良或特殊地加寬作用範圍、可被用於施藥的施用量改 變,較佳為與抗性轉基因作物之除草劑具有可結合性,以 及亦可影響轉基因作物的生長和產量。 因此,本發明提供之組成物亦可用於控制轉基因作物 的有害植物。 20 本發明亦提供用於控制有害植物較佳為作物之組成 物的用途。 、 〜本發明之除草組成物亦可被非選擇性地使用於控制 有害的植被,例如被用於裁植作物、路邊、廣場、工 或鐵道上。 ” 38 200922470 【實施方式】 製備實例 製備水分散性粉劑 將活性化合物與惰性材料相混合。研磨該粉末直至達 到5至10微米的平均粒徑(d50)為止。 下列為WP20配製物的典型組成物: A.3 20%重量比[Gene and Clones], VCH Weinheim 2nd Edition, 1996. Plant cells with reduced gene product activity can be prepared by, for example, performing at least one suitable antisense-RNA, sense-RNA 36 200922470 to achieve a co-suppressive effect. 'Or by constructing at least one appropriate construction of a ribozyme that specifically cleaves the transcription of the above gene product. To achieve this goal, the complete coding sequence containing the gene product can be utilized, including any DNA molecule that may have flanking sequences or A DNA molecule containing only a portion of the coding sequence of the length required for the antisense effect in the cell. It is also possible to use a DNA sequence that is highly similar to the coding sequence of the gene product but is not identical. When present in a plant In the numerator, the synthetic protein may be located in any desired compartment of the plant cell. However, for localization in certain compartments, it is necessary to connect to the coding region, for example, in a DNA sequence that ensures localization in certain compartments. It is well known to those skilled in the art (see, for example, Braun et al., Wu Xi 11 (1992), 3219~3227; Wolter et al. ' /Voc. Shi ".Scf·US 85 (1988), 846~850; Sonnewald et al., corpse/train/J. 1 (1991), 95~106). The nucleic acid molecule can also be expressed in stolen goods. Within the organelles of the cells, the transgenic plants can be regenerated into whole plants by known techniques. The transgenic plants can in principle be plants of any desired variety, ie mono- and bi-co-leaf plants. A transgenic plant that overexpresses, suppresses, or inhibits a homologous (native) gene or gene sequence or by expressing a heterologous (foreign) gene or gene sequence. The compounds or compositions of the invention are preferably used to combat growth regulation Substance such as 2,4-D, rickety grass or anti-inhibition main plant fermentation ^ 200922470 = such as lactic acid synthase (ALS), EPSP synthase, glutamate synthetase (1) phantom or arginine pyruvate a herbicide of double oxidase (HPPD); or a herbicide from <"> from a group of continuous urea, chiasapon, chlorpyrifos or benzambeazole and similar active compounds; or against any of the above activities a transgenic crop of any combination of compounds. An example of a crop is, for example, corn or soybean having the trade name 〇ptimumTM gATTM (the resistance of AL S.). The compound or composition of the present invention is preferably used for combating 10 Transgenic crops of grass, L_solid herbicide or Jia Phosin or solid grass or L-solid herbicide and Jia Phosin. ^ When the active compound of the present invention is used in genetically modified crops, in addition to fighting harmful plants In addition to its effects, it can be observed in other crops, which are usually used for the problem of genetically modified crops, such as weeds that can be controlled 15 ^ improved or specifically widened the scope of action, can be used for application The amount of change, preferably, is compatible with the herbicide of the resistant transgenic crop, and can also affect the growth and yield of the transgenic crop. Thus, the compositions provided by the present invention can also be used to control harmful plants of genetically modified crops. 20 The invention also provides for the use of a composition for controlling harmful plants, preferably crops. The herbicidal composition of the present invention can also be used non-selectively to control harmful vegetation, for example, for cropping crops, roadsides, squares, shops or railways. 38 200922470 [Examples] Preparation Examples Preparation of Water-Dispersible Powders The active compound is mixed with an inert material. The powder is ground until an average particle size (d50) of 5 to 10 microns is reached. The following are typical compositions of the WP20 formulation. : A.3 20% by weight

Sipernat® 22S 10%重量比Sipernat® 22S 10% by weight

Baykanol® SL 10%重量比 10Baykanol® SL 10% by weight 10

Galoryl® MT 804 4%重量比Galoryl® MT 804 4% by weight

Kaolin W 54%重量比 製備懸浮濃縮液(SC配製物) 在適當表面活性劑的水溶液内攪拌該活性化合物。利 15 用標準裝置,將分散物磨成粉末直至小於5微米的平均粒 徑為止。下列為SC150配製物的典型組成物: ' A.3 150 克/升 1,2-丙二醇 52克/升Kaolin W 54% by weight Preparation of Suspension Concentrate (SC Formulation) The active compound is stirred in an aqueous solution of a suitable surfactant. The dispersion was ground to a powder using a standard apparatus up to an average particle size of less than 5 microns. The following are typical compositions for the SC150 formulation: ' A.3 150 g/l 1,2-propanediol 52 g/l

Agnique® PG 8105 G 31 克/升 2 0 Arkopon® T 21 克/升Agnique® PG 8105 G 31 g / l 2 0 Arkopon® T 21 g / l

Acticide® MBS 2 克/升Acticide® MBS 2 g / l

Rhodopol® 23 2 克/升 水 773克/升 39 200922470 製備水溶性漕縮液(SL配製物) 藉由將活性化合物攪拌和溶解於水中而製備SL配製 物。該溶液含有高至4克/升的式(Ι-A)活性化合物成尚至 1〇〇克/升的式(I-B)活性化合物。此外,為增加生物活性, 選擇性加入高至300克a.i./升(a.i.=活性成分)的水溶性表 面活性劑。 亦可藉由同時攪拌活性化合物(Ι-A)及等莫耳量的例 如LiOH、NaOH或KOH或對應碳酸鹽、醋酸鹽或磷酸鹽 而製備活性化合物之Li、Na和K鹽的水溶液。 10 15 2 0 下列為SL配製物的典型組成物·· B-6 11克/升Rhodopol® 23 2 g/L Water 773 g/L 39 200922470 Preparation of a Water-Soluble Tanning Liquid (SL Formulation) The SL formulation was prepared by stirring and dissolving the active compound in water. The solution contains up to 4 g/l of the active compound of the formula (Ι-A) in an amount of up to 1 g/l of the active compound of the formula (I-B). Further, in order to increase the biological activity, a water-soluble surfactant up to 300 g a.i./liter (a.i. = active ingredient) is selectively added. An aqueous solution of the Li, Na and K salts of the active compound can also be prepared by simultaneously stirring the active compound (Ι-A) and an equivalent molar amount of, for example, LiOH, NaOH or KOH or the corresponding carbonate, acetate or phosphate. 10 15 2 0 The following are typical compositions of SL formulations·· B-6 11 g/l

Genapol® LRO液 764克/升(水中28%強度溶液)Genapol® LRO solution 764 g / liter (28% strength solution in water)

Rhodorsil® 481 3 克/升 水 254克/升 在類似的方法中,亦可利用本發明此實例中的B1〇 或 B.14、B.18 或 B.23 鹽。 製備含複數種.唆草活性化合物的钼忐物 除了至少一種式(I_A)或(i_b)化合物之外,本發明組成 物亦可進一步含有除草活性化合物或其他活性化合物及 除草劑防護劑。藉由混合個別成分製備這些複合製劑。亦 可利用(Ι-A)取代(ι_Β)鹽與例如氫氧化鈉、碳酸鈉、曱氧化 鈉、醋酸鈉、草酸鈉、氧化鈉或磷酸鈉的混合物。或者, 亦可使用(I-A)與例如氫氧化鉀或氫氧化鋰、碳酸鉀或碳酸 200922470 鋰、乙氧化鉀或乙氧化鋰、曱氧化鈉、甲氧化鉀或甲氧化 鋰、醋酸鉀或醋酸鐘、草酿鉀或草酸鐘、氧化鉀或氧化鐘, 或石舞酸钟或填酸鐘的混合物。 利用足以分散該有機相於水溶液内的相對高剪力製 備EW配製物。適合用於此目的的已知裝置為例如齒狀膠 體研磨機。亦可利用所述方法將(Ι-A)或(I-B)(或(Ι-A)結合 上述舉例性驗性助劑)併入市售產品舉例如Puma Super、 Ralon'Ricestar、Whip、Basta/Liberty、Rely'Finale 或 Ignite 内。下列為此類配製物的實例: 舉例性混合物配製物) A.3 固殺草-銨 Genapol® LRO 漿 1-曱氧基-2-丙醇 Rhodorsil®消泡劑 Duasyn 酸藍 AE 02 水 0.25%(=2.8 克/升) 13.47%(=150 克/升) 58.62% 9.97% 0.25% 0.005% 加至100% 舉例性混合物2 (SL配製物) B.6 η ; 固殺草-銨 Agnique® PG 8105 四氫呋喃曱醇 0·54%(=6.25 克/升) 24·50%(=280 克/升) 9.2% 6.2% 200922470Rhodorsil® 481 3 g/l water 254 g/l In a similar manner, the B1〇 or B.14, B.18 or B.23 salts of this example of the invention may also be utilized. Preparation of a molybdenum mash containing a plurality of valerian active compounds In addition to at least one compound of the formula (I-A) or (i-b), the composition of the present invention may further comprise a herbicidally active compound or other active compound and a herbicide protectant. These composite preparations are prepared by mixing individual ingredients. It is also possible to use (Ι-A) in place of a mixture of (ι_Β) salts with, for example, sodium hydroxide, sodium carbonate, sodium ruthenium oxide, sodium acetate, sodium oxalate, sodium oxide or sodium phosphate. Alternatively, (IA) can also be used with, for example, potassium hydroxide or lithium hydroxide, potassium carbonate or carbonate 200922470 lithium, potassium ethoxide or lithium ethoxide, sodium bismuth oxide, potassium methoxide or lithium methoxide, potassium acetate or acetic acid , a mixture of potassium or oxalic acid clock, potassium oxide or oxidized clock, or a mixture of stone dance acid clock or acid clock. The EW formulation is prepared using a relatively high shear force sufficient to disperse the organic phase in the aqueous solution. A known device suitable for this purpose is, for example, a toothed colloid mill. The method can also be used to incorporate (Ι-A) or (IB) (or (Ι-A) in combination with the above exemplary auxiliaries) into commercially available products such as Puma Super, Ralon'Ricestar, Whip, Basta/Liberty. , within Rely'Finale or Ignite. The following are examples of such formulations: Exemplary mixture formulations) A.3 Guticide-ammonium Genapol® LRO slurry 1-decyloxy-2-propanol Rhodorsil® defoamer Duasyn Acid Blue AE 02 Water 0.25% (=2.8 g/L) 13.47% (=150 g/L) 58.62% 9.97% 0.25% 0.005% Add to 100% Exemplary mixture 2 (SL formulation) B.6 η ; Solid grass-ammonium Agnique® PG 8105 Tetrahydrofuranol 0.54% (=6.25 g/L) 24·50% (=280 g/L) 9.2% 6.2% 200922470

Break-Thru® S 200 0.6% SAG 1572 0.05% D&C Red 33 0.003%Break-Thru® S 200 0.6% SAG 1572 0.05% D&C Red 33 0.003%

Agnique® SLES 270 35.15% 5 水 加至100% 舉例性混合物3(EW配製物) B.6 0.74%(=7·8 克/升) 二乙基唑解草酯 7.12%(=75 克/升) 精啐唑禾草靈 6.55%(=69 克/升) Genapol® X-060 15.20% 甘油 9.98% Dispergator® V4133 鈉鹽,20% 9.48% Emulsogen® EL 400 1.00% Mergal® K9N 0.20% 氫氧化納 0.01% 水 14.81% Solvesso® 200 ND 加至100% ίο 15 2 0 在類似的方法中,上述舉例性混合物2和3亦可利用 本發明此實例中對應詈的B.10或B.14、B.18或B.23鹽。 舉例性混合物4 嘉磷賽-異丙基銨 28.62% 42 200922470 (=337克/升;相當於250克/升的嘉磷賽) B.6 0.29%(=3.5 克/升) 氫氧化鈉片 3.65% 10.77% 加至100%Agnique® SLES 270 35.15% 5 water added to 100% exemplary mixture 3 (EW formulation) B.6 0.74% (=7·8 g/l) Diethylzolyl ester 7.12% (=75 g/l ) carbazole herbicide 6.55% (= 69 g / liter) Genapol® X-060 15.20% glycerin 9.98% Dispergator® V4133 sodium salt, 20% 9.48% Emulsogen® EL 400 1.00% Mergal® K9N 0.20% sodium hydroxide 0.01% water 14.81% Solvesso® 200 ND added to 100% ίο 15 2 0 In a similar manner, the above exemplary mixtures 2 and 3 may also utilize the corresponding bismuth B.10 or B.14, B in this example of the invention. .18 or B.23 salt. An exemplary mixture 4 Jia Phosin - Isopropylammonium 28.62% 42 200922470 (= 337 g / liter; equivalent to 250 g / liter of Jia Pho赛) B.6 0.29% (= 3.5 g / liter) Sodium hydroxide tablets 3.65% 10.77% added to 100%

Terwet 1250 5 水 製備喷霧液 開始利用300升/畝的水施用量。然後加入所需量的終 配製物。依此方法獲得的喷霧液藉由攪拌被均質化。或 1〇 者,亦可“桶混”個別成分例如將含固殺草、嘉磷賽或精啐 . 唑禾草靈產品及(Ι-A)或(I-B)活性化合物的配製物連續攪 拌成WP、SC、SL、EW或WG型而製備該喷霧液。 生物試驗 15 使用的簡稱 G of a.i./ha 1/haTerwet 1250 5 Water Preparation Spray Solution Start using 300 liters/mu of water. The desired amount of the final formulation is then added. The spray liquid obtained in this way is homogenized by stirring. Or one of the ingredients, or "tank mix" of individual ingredients, for example, a mixture of solid herbicide, gamma chlorpyrifos or hydrazine, oxazinoxaline product and (Ι-A) or (IB) active compound can be continuously stirred into The spray liquid was prepared in the WP, SC, SL, EW or WG type. Biological test 15 Abbreviation used G of a.i./ha 1/ha

ALOMY APESV 20 AVEFAALOMY APESV 20 AVEFA

BROER LOLMU SETLU SETVI =活性物質/故的克數 =升/故 =Alopecurus myosuroides =Apera spica venti =Avena fatua =Bromus erectus =Lolium multiflorum =Setaria lutescens =Setaria viridis 43 200922470BROER LOLMU SETLU SETVI = active substance / number of grams = l / therefore = Alopecurus myosuroides = Apera spica venti = Avena fatua = Bromus erectus = Lolium multiflorum = Setaria lutescens = Setaria viridis 43 200922470

ECHCG PHACA CYNDA TRZAS HORVS ZEAMD =Echinochloa crus galli =Phalaris canariensis =Cynodon dactylon =Triticum aestivum =Hordeum vulgare =Zea mays 測定活性的一氣方法 將植物種籽在溫控室内播種1釐米深度及培養於溫# ίο 室(12小時日照’溫度在白天:18〇C,晚上:14¾)直 到BBCH 12至BBCH 13的生長階段為止。 在實驗用履帶式喷霧機上,以喷霧液處理該植物。水 的施用量為300升/畝。在處理之後,將該植物置回溫控室。 在戶外試驗中,將受測植物播於田間及生長至所欲施 15 用階段。在發芽後以喷霧桿施用該喷霧液。此時水的施用 量為200升/¾久。 各實例在所述期間之後,根據從〇至1〇〇%的標度評 估該溫控室及田間試驗: 0〇/〇 與未處理植物比較無可視效應 2〇 !〇〇% 已殺死全部植物ECHCG PHACA CYNDA TRZAS HORVS ZEAMD =Echinochloa crus galli =Phalaris canariensis =Cynodon dactylon =Triticum aestivum =Hordeum vulgare =Zea mays A method for determining the activity of a plant. Seeds are planted in a temperature-controlled chamber at a depth of 1 cm and cultured in a temperature # ίο room ( 12 hours of sunshine 'temperature during the day: 18 ° C, evening: 143⁄4) until the growth phase of BBCH 12 to BBCH 13. The plants were treated with a spray solution on an experimental crawler sprayer. The amount of water applied is 300 liters/mu. After treatment, the plants were returned to the temperature controlled chamber. In the outdoor test, the plants to be tested are planted in the field and grown to the desired stage. The spray liquid was applied as a spray bar after germination. At this time, the amount of water applied is 200 liters / 3⁄4 long. Each instance was evaluated for the temperature controlled chamber and field trials based on a scale from 〇 to 1〇〇% after the period: 0〇/〇 has no visual effect compared to untreated plants 2〇!〇〇% has killed all plant

實例A 溫控室試驗中’依上述方法製備活性化合物的sc配 製物,在稀釋後的使用劑量為10克/畝。施用21天之後測 44 200922470 疋其對抗雜草的效果。表A中的結果清楚顯示根據本發明 的表面活性劑例如Genapol® LRO、Genapol® X150和 Genamin® T200NF具有極佳的活性增強作用。Example A In a temperature controlled chamber test, the sc formulation of the active compound was prepared as described above and used at a dose of 10 g/mu after dilution. After 21 days of application, test 44 200922470 to combat the effects of weeds. The results in Table A clearly show that surfactants such as Genapol® LRO, Genapol® X150 and Genamin® T200NF according to the present invention have excellent activity enhancement.

5 實例B 此溫控室試驗中,從活性化合物A.3的WP 20配製物 ‘備嘴務液’其以500克/故的施用量加入硫酸錢。施用 21天之後測定其對抗雜草的效果。 5平估結果列於表B,其清楚顯示結合濕潤劑例如 Genapol® LRO、Genapol® XI50 和 Genamin® T200NF 的除 草劑具有極佳的效果。 45 200922470 J 平均 ί 〇〇 MD 〇〇 ΟΊ ! I LOLMU g § BROER 〇 tn o AVEFA m 00 〇 APESV § in § o ALOMY m o o φΐ f s 赵 d 僉o 200克 200克 200克 200克 表面活性劑 Genapol® LRO 根據本發明 Genapol® X150 根據本發明 Genamin® T200NF 根據本發明 Soprophor® 比較 46 200922470 PQ< 平均 1 1 m 〇\ r-H r'H SETLU 〇 r-H 〇〇 〇\ r^i On LOLMU 00 00 m On Ό BROER 1______ 冢 C\ <N AVEFA wo 00 in APESV 〇〇 〇\ § ALOMY § (N o — 表面活性劑數量 [g of a.i./ha] 270克 300克 300克 150克 表面活性劑 Genapol® LR0 根據本發明 Genapol® XI50 根據本發明 Genamin® T200NF 根據本發明 Silwet® 比較 绿潜饽客尨/^005之与挺德^命^* 趄昶客命如长<。/0^ 47 200922470 實例c 此溫控室試驗中,以類似製備實例的方法從活性化合 物A.3的SC配製物或對應鈉鹽(B.6)的SL配製物製備喷 霧液。此外,將500克/故的疏酸銨及1升/故的Genapol LPO 5 液加入該喷霧液内。 施用17和31天之後測定其對抗雜草的效果。表C的 結果顯示其較早發生作用及與SC配製物比較SL配製物 具有較高的藥效。5 Example B In this temperature control chamber test, sulphuric acid was added from the WP 20 formulation of the active compound A.3, 'prepared liquid,' at an application rate of 500 g/hr. Its effect against weeds was measured after 21 days of application. 5 The results of the flattening are shown in Table B, which clearly shows that the herbicides combined with humectants such as Genapol® LRO, Genapol® XI50 and Genamin® T200NF have excellent results. 45 200922470 J Average 〇〇 〇〇ΟΊ MD 〇〇ΟΊ ! I LOLMU g § BROER 〇tn o AVEFA m 00 〇APESV § in § o ALOMY moo φΐ fs Zhao d 佥o 200 g 200 g 200 g 200 g surfactant Genapol® LRO according to the invention Genapol® X150 according to the invention Genamin® T200NF according to the invention Soprophor® comparison 46 200922470 PQ<1 1 m 〇\ rH r'H SETLU 〇rH 〇〇〇\ r^i On LOLMU 00 00 m On Ό BROER 1______ 冢C\ <N AVEFA wo 00 in APESV 〇〇〇\ § ALOMY § (N o - amount of surfactant [g of ai/ha] 270 g 300 g 300 g 150 g surfactant Genapol® LR0 according to The present invention Genapol® XI50 According to the present invention, Genamin® T200NF according to the present invention Silwet® compares the green squatter ^ / ^ 005 and the genre ^ fat ^ * 趄昶 命 如 & 。 。 。 。 。 。 。 。 。 。 。 。 。 2009 2009 2009 2009 2009 2009 2009 2009 2009 2009 2009 2009 2009 2009 2009 2009 2009 2009 2009 2009 In the temperature control chamber test, a spray solution is prepared from the SC formulation of the active compound A.3 or the SL formulation corresponding to the sodium salt (B.6) by a method similar to the preparation example. In addition, 500 g/s of acid is used. Ammonium and 1 liter / gen of Genapol LPO 5 It was added to the spray. The effect against weeds was determined after 17 and 31 days of application. The results in Table C show that it works earlier and the SL formulation has a higher pharmacological effect compared to the SC formulation.

ίο 實例D . 此溫控室試驗中,類似製備實例從式(Ι-A)活性化合物 的WP配製物或式(I-B)對應鈉鹽的SL配製物製備該喷霧 液。此外,將500克/故的硫酸銨及1升/故的Genapol LPO 液加入該喷霧液内。 15 施用21天之後測定其藥效。表D1至D3的結果顯示 與WP配製物比較SL配製物具有更迅速及更佳的藥效。 48 200922470 3<Ίο Example D. In this temperature controlled chamber test, the spray solution was prepared from a WP formulation of the active compound of the formula (Ι-A) or a SL formulation of the corresponding sodium salt of the formula (I-B) in a similar preparation example. Further, 500 g of ammonium sulfate and 1 liter of Genapol LPO solution were added to the spray liquid. 15 The efficacy was measured after 21 days of application. The results in Tables D1 to D3 show that the SL formulation has a faster and better efficacy than the WP formulation. 48 200922470 3<

LOLMU 31DAA i 〇 17DAA o 〇\ APESV 31DAA o oo ON 17DAA § in 00 ALOMY 31DAA 17DAA 劑量 [g of a.i./ha] ι/Ί in 配製物 實例A.3的SC 實例B.6的SL 碱H<^SE辑=vvaLOLMU 31DAA i 〇17DAA o 〇\ APESV 31DAA o oo ON 17DAA § in 00 ALOMY 31DAA 17DAA Dose [g of ai/ha] ι/Ί in Formulation Example A.3 SC Example B.6 SL Alkali H<^ SE series = vva

Ia< 平均 (N oo 00 LOLMU tn 00 00 BROER ro 00 AVEFA σ\ APESV in oo ALOMY in Ό 00 oo 劑量 [g of a.i./ha] 20克 20克 配製物* 實例A.2的WP5 實例B.4的SL5 00^ PS 02 u—ϋ ^ * 49 200922470 平均 〇\ LOLMU Q\ Q\ σί w ο r/, in G\ PQ AVEFA 00 〇\ 〇\ ο, APESV ό ALOMY m 〇\ 劑量 [g of a.i./ha] 10克 10克 _ 2 荽 <r> Χ/Ί ^7> 寸 <3 rO < CQ (ΗIa< Average (N oo 00 LOLMU tn 00 00 BROER ro 00 AVEFA σ\ APESV in oo ALOMY in Ό 00 oo dose [g of ai/ha] 20 g 20 g formulation* WP5 example B.4 of example A.2 SL5 00^ PS 02 u—ϋ ^ * 49 200922470 Average 〇\ LOLMU Q\ Q\ σί w ο r/, in G\ PQ AVEFA 00 〇\ 〇\ ο, APESV ό ALOMY m 〇\ dose [g of ai /ha] 10g 10g _ 2 荽<r> Χ/Ί ^7>inch<3 rO < CQ (Η

平均 04 Γ^· LOLMU 们 00 <N as pci m o rv^ s cn PQ AVEFA § ^Ti oo APESV ALOMY § § 7 =5 H -=r»· cd 敬 o yH o ,丨H _ 荽 <7> C/j <7> -d v〇 τΟ ffil < PQ 苳 (H 50 200922470 實例 此溫控室試驗中,以水稀釋市售產Q T .u ⑧ 。座 Liberty®(SL 配 製物,Bayer CropScience)或根據舉例性混合物【至表 之濃度的終配製物製備該喷霧液。 < 在施用後10和21天測定其藥效。表E1顯示與純 Liberty®產物比較含A.3的SL終配製物明顯較佳的藥效。 表E1 配製物 濃度 (克/升) 劑量 [g of a.i./hal AV] EFA 10DAA 21DAA Liberty^ 固殺草銨 150 135 60 50 SL終配劁物 Liberty® +A.3 (舉例性混合物1、 固殺草銨 A.3 150 2.8 135 2.5 90 97 10 daa=施用後天數 實例E2 此溫控室試驗中’以水稀釋配製物至表E2中施用量 而製備下列的喷霧液: "市售產品 Liberty®(SL 配製物,Bayer CropScience)加 上Α·3活性化合物的WP 2〇%(桶混法)。Average 04 Γ^· LOLMU 00 <N as pci mo rv^ s cn PQ AVEFA § ^Ti oo APESV ALOMY § § 7 =5 H -=r»· cd 敬 o yH o ,丨H _ 荽<7&gt C/j <7> -dv〇τΟ ffil < PQ 苳 (H 50 200922470 Example In this temperature-controlled room test, commercially available QT .u 8 is diluted with water. Liberty® (SL Formulation, Bayer CropScience) Or the spray solution is prepared according to the exemplary mixture [to the final concentration of the table. < The efficacy is determined 10 and 21 days after application. Table E1 shows the SL containing A.3 compared to the pure Liberty® product. The final formulation has a significantly better efficacy. Table E1 Formulation Concentration (g/L) Dose [g of ai/hal AV] EFA 10DAA 21DAA Liberty^ Solid Herbicide 150 135 60 50 SL Finishing Lithium® + A.3 (Exemplary mixture 1, acetochlor A.3 150 2.8 135 2.5 90 97 10 daa = days after application Example E2 This temperature control room test was prepared by diluting the formulation with water to the application amount in Table E2 The following spray solutions: "commercially available Liberty® (SL Formulation, Bayer CropScience) plus WP 2〇% of Α·3 active compound (Barrel mixing method).

- 含140克/升固殺草銨及1.4克A.3活性化合物的SL 51 200922470 終配製物製備類似舉例性混合物1。 在施用後24天測定其藥效。表E2顯示SL終配製物 與WP桶混比較在控制燕麥草(Avena fatua)和自播穀類上 明顯具有較佳的藥效。 表E2 配製物 濃度 (克/升) 劑量 [g of a.i./ha] HORVS TRZAS AVEFA 24DAA 24DAA 24DAA 桶混處理 Liberty® 固殺草銨 A.3 的 WP 20 150 20 125 1.25 30 35 25 SL終配製物 (類似舉例性混合物1) 固殺草銨 A.3 140 1.4 125 1.25 75 55 70 52 200922470 實例E3 田間試驗中,藉由以水稀釋對應配製物(市售Liberty® 和舉例性混合物2)至表E3所述辰度的方法製備喷霧液。 將噴霧液喷灑至AVEFA(燕麥草)、H〇RVs(大麥)和 5 ZEAMD(玉米)。ZEAMD係使用耐固殺草品種。 在施用後42天利用0至100%的標度進行評估: 〇% 與未處理植物比較無可視效應 100% 已殺死全部植物 表E3 配製物 濃度 (克/升) 劑量 [g of a.i./ha] AVEFA HORVS ZEAMD 42DAA 42DAA 42DAA Liberty® 固殺草銨 280 450 73 55 0 SL終配製物 (舉例性混合物2) 固殺草銨 280 450 95 85 93 B.6 6.25 10 DAA=施用後天數 此結果清楚顯示與僅含固殺草銨的SL配製物比較含 B.6固殺草錢SL配製物具有較高的藥效。此外,藉由利用 Β·6可良好控制耐固殺草玉米。此在控制自播玉米時具有 其益處。 53 200922470 E4 進-步田職驗巾,H由财稀釋下顺製物 所述濃度的方法製備喷霧液: th4 -含154克/升固殺草銨及2·66克/升B 6活性化 SL終配製物製備類似舉例性混合物丨。 、 市售SL 150克/升固殺草銨及B.6活性介人 物之SL配製物的SL桶混物。 σ 10 將喷務液噴灑至AVEFA(燕麥草)、ECHCG(稗草 LOLMU(多花黑麥草)、PHACA(金絲雀草),及set^(狗 尾草)。 ° 在施用後33天利用〇至100%的標度進行評估: 0〇/〇 與未處理植物比較無可視效應 100% 已殺死全部植物 表E4顯示終配製物在控制雜草上具有較佳的藥效。 15 表E4 配製物 濃度 劑量 AVEFA ECHCG LOLMU PHACA SETVI (克/升) [g of a.i./hal 33DAA 33DAA 33DAA 33DAA 33DAA 桶混物: Liberty® SL 150 固殺草銨 150 400 87 50 90 93 50 B.6化合物的SL 11.8 11.8 SL終配製物: 固殺草錢 154.4 400 96 65 96 98 70 Β·6化合物 4.55 11.8 DAA=施用後天數 54 200922470- SL 51 containing 140 g/l of oxacillin and 1.4 g of the active compound of A.3 200922470 The final formulation was prepared similarly to the exemplary mixture 1. The efficacy was measured 24 days after administration. Table E2 shows that the SL final formulation is significantly better than the WP tank mix in controlling Avena fatua and self-seeding cereals. Table E2 Formulation Concentration (g/L) Dose [g of ai/ha] HORVS TRZAS AVEFA 24DAA 24DAA 24DAA Barrel Mixing Liberty® Solidicide Ammonium A.3 WP 20 150 20 125 1.25 30 35 25 SL Final Formulation (Similar to the exemplary mixture 1) acetochlor A.3 140 1.4 125 1.25 75 55 70 52 200922470 Example E3 In the field trial, the corresponding formulation (commercial Liberty® and exemplary mixture 2) was diluted with water to the table. The method of E3 describes the preparation of a spray liquid. The spray was sprayed onto AVEFA (oat grass), H〇RVs (barley) and 5 ZEAMD (corn). ZEAMD uses a variety of resistant grasses. Evaluation was performed on a scale of 0 to 100% 42 days after application: 〇% No visible effect compared to untreated plants 100% Killed all plants Table E3 Formulation concentration (g/L) Dose [g of ai/ha ] AVEFA HORVS ZEAMD 42DAA 42DAA 42DAA Liberty® Phytosalin 280 450 73 55 0 SL Final Formulation (Exemplary Mixture 2) Guticide Ammonium 280 450 95 85 93 B.6 6.25 10 DAA = days after application This result is clear It is shown that the B.6 Guticide SL formulation has a higher pharmacological effect than the SL formulation containing only the acesulfame. In addition, the use of Β·6 provides good control of resistant grass to kill grass. This has its benefits in controlling self-seeding corn. 53 200922470 E4 In-step field test towel, H prepared by the method of diluting the concentration of the compound to prepare the spray liquid: th4 - containing 154 g / liter of chlorfenapyr and 2.66 g / liter of B 6 activity The SL final formulation was prepared similar to the exemplary mixture. SL tank mix of commercially available SL 150 g/L of oxalic acid and B.6 active intervening SL formulation. σ 10 Spray the spray solution onto AVEFA (Oat Grass), ECHCG (Herb LOLMU, PHACA, and sage). ° Use 〇 to 33 days after application 100% scale for evaluation: 0〇/〇 has no visual effect compared to untreated plants 100% Killed all plants Table E4 shows that the final formulation has better efficacy in controlling weeds. 15 Table E4 Formulations Concentration dose AVEFA ECHCG LOLMU PHACA SETVI (g/L) [g of ai/hal 33DAA 33DAA 33DAA 33DAA 33DAA tank mix: Liberty® SL 150 acetochlor 150 400 87 50 90 93 50 B.6 compound SL 11.8 11.8 SL final formulation: solid killing grass 154.4 400 96 65 96 98 70 Β·6 compound 4.55 11.8 DAA= days after application 54 200922470

實例F 溫控室試驗中,藉由稀釋至所欲濃度及其後加入所述 量的式(Ι-A)或(I-B)活性化合物(桶混法)從市售配製物(EW 配製物,Puma®,BayerCropScience)製備該喷霧液。 5 在施用33天之後評估其藥效。其結果顯示與完全含 精噚唑禾草靈的噴霧液比較含A · 3的喷霧液具有明顯較佳 的藥效。Example F In a temperature controlled chamber test, a commercially available formulation (EW formulation, by dilution to the desired concentration followed by the addition of the amount of the formula (Ι-A) or (IB) active compound (tank mix) Puma®, Bayer CropScience) prepared the spray. 5 The efficacy was evaluated after 33 days of application. As a result, it was found that the spray liquid containing A·3 had a significantly better effect than the spray liquid containing carbazole.

表F 配製物 劑量 [g of a.i./ha] AVEFA BROER Puma® 精崎唑禾草靈 45 75 30 Puma®+A.3 精噚唑禾草靈 45 A.3 2 92 83 Puma® 精°等哇禾草靈 90 50 Puma®+A.3 精畤唑禾草靈 90 A.3 4 94 55 200922470Table F Formulation dose [g of ai/ha] AVEFA BROER Puma® Asarum oxacillin 45 75 30 Puma®+A.3 carbazole herbicide 45 A.3 2 92 83 Puma® Fine ° and so on禾草灵 90 50 Puma®+A.3 carbazole oxacillin 90 A.3 4 94 55 200922470

實例G 田間試驗中’藉由以水稀釋至所欲濃度(表G)從市售 配製物(Roundup Ultra®,Monsanto)或舉例性混合物4的配 製物製備該喷霧液。 5 在施用後21天利用0至100%的標度評估其藥效: 0% 與未處理植物比較無可視效應 100% 已殺死全部植物 表G的結果顯示與RoundUp ultra®比較含A.3配製物 明顯具有較高的藥效。 10Example G In a field trial, the spray liquor was prepared from a formulation of a commercial formulation (Roundup Ultra®, Monsanto) or exemplary mixture 4 by dilution with water to the desired concentration (Table G). 5 Evaluate its efficacy on a scale of 0 to 100% 21 days after application: 0% No visible effect compared to untreated plants 100% Killed all plants Table G results show A.3 compared to RoundUp ultra® The formulation is clearly highly effective. 10

表G 配製物 濃度 (克/升) 劑量 [g of a.i./ha] ALOMY LOLMU CYNDA 21DAA 21DAA 21DAA Roundup Ultra® 嘉磷賽 750 75 50 60 舉例性混合物4 嘉鱗赛 250 750 93 90 70 A.3 3.5 10.5 DAA=施用後天數 【圖式簡單說明】 【主要元件符號說明】 無 56Table G Formulation Concentration (g/L) Dosage [g of ai/ha] ALOMY LOLMU CYNDA 21DAA 21DAA 21DAA Roundup Ultra® Jia Phossai 750 75 50 60 Exemplary Mixture 4 Jia Scale Race 250 750 93 90 70 A.3 3.5 10.5 DAA=Number of days after application [Simple description of the diagram] [Explanation of main component symbols] None 56

Claims (1)

200922470 七、申請專利範圍: 1. 一種組成物,包含 -包含至少一種式(Ι-A)或(I-B)的溶解型活性化合物之 相200922470 VII. Scope of application: 1. A composition comprising - a phase comprising at least one dissolved active compound of the formula (Ι-A) or (I-B) 10 15 2 0 (I-A) (I-B) 在式(Ι-A)或(I-B)中: X 代表曱氧基或乙氧基, W 代表甲基或乙基, Y 代表氣, m 代表1、2或3, η 代表1、2或3, Α 代表烷基或環丙基, Β 代表曱基, D 代表氫; 或 Α,Β及其連接的碳原子共同代表飽和C5〜C6環烷基, 其中一環員選擇性地被氧所取代及其選擇性地被 曱基、曱氧基或乙氧基所單基取代; 或 57 200922470 A和D共同代表C3〜C4-亞烷基, G 代表鹼金屬離子、鹼土金屬的等效離子、鋁的等 效離子或過渡金屬的等效離子或其他; 代表錢離子,其中一、二、三或全部四個氳原子 5 選擇性地被由氫、CfCs-烷基、CfCs-異烷基和 C3〜C7- ί哀烧基構成群組中的相同或不同基所取 代,其分別被氟、氯、溴、氰基、羥基單或多取 代,或插入一或多個氧或硫原子,或其他; 代表環狀二級或三級脂族或雜脂族銨離子,例如 10 嗎琳離子、硫嗎。林離子、σ底11 定離子、11比咯唆離子, 或在各情況中為質子化1,4-二氮雜雙環[2.2.2]辛 烷(DABCO)或1,5-二氮雜雙環[4_3.0]十一-7-烯 (DBU),或其他; 代表雜環銨陽離子,例如在各情況中為質子化吡 15 啶、2-曱基吡啶、3-曱基吡啶、4-曱基吡啶、2,4- 二曱基σ比唆、2,5-二甲基。比咬、2,6-二曱基11比咬、 5-乙基-2-曱基σ比咬、σ比ρ各、σ米嗤、令琳、啥°若琳、 1,2-二甲基咪唑、1,3-二甲基咪唑離子硫酸曱酯, 或其他; 2 0 代表疏離子,或其他; 代表鹵化鎂陽離子; -至少一種溶劑。 2.如申請專利範圍第1項之組成物,其進一步包含至少一 種表面活性劑。 58 200922470 3·如申請專利範圍第2項之組成物,包含 -50%重量比的式㈣及/或式㈣)的活性化A物, 從5至50%重量比的表面活性 水。 劑; 4.如申請專利範圍第2或3項之組成物, 性劑係選自 特徵為該表面活 式(II)的表面活性劑 R-Q (Π) 10 15 其中 Q 代表_〇_so3m、-so λ/Γ 八 甘占 u ,、 〇3M、-O-PO3HM 或-P〇3HM ; /、中Μ代表氫或陽離子,特別指 ::屬離子或鹼土金屬離子,或 | 單體連接的未經取代或 綱的絲基化=基’或r代表氧化轉體; R2-〇-(-AO)m-H (III) 2 0 其中: :〇 二個,子的直鏈或支鏈燒基; ®或代表氧化:烯和化丁稀基 團的混合物;和 土或氧化丁烯基 59 200922470 m 代表從2至20的數目;以及 -式(IV)的脂肪醇胺: r3、n/(ch2ch2o)ph I (IV) (0H2CH2O)qH 5 其中: R3代表具有14至20個碳原子的直鏈或支鏈烷基,且 p和q總和為從15至25。 5. 如申請專利範圍第丨項之組成物,包含如申請專利範圍 10 第4項之式(H)的表面活性劑。 6. 如申請專利範圍第i至5項中任一項之組成物,包含選 自由下列群組構成的至少一種化合物作為活性化合物10 15 2 0 (IA) (IB) In the formula (Ι-A) or (IB): X represents a decyloxy group or an ethoxy group, W represents a methyl group or an ethyl group, Y represents a gas, and m represents 1, 2 Or 3, η represents 1, 2 or 3, Α represents an alkyl group or a cyclopropyl group, Β represents a fluorenyl group, and D represents hydrogen; or Α, Β and its attached carbon atoms collectively represent a saturated C5~C6 cycloalkyl group, wherein a ring member is optionally substituted by oxygen and is optionally substituted with a thiol, decyloxy or ethoxy group; or 57 200922470 A and D together represent a C3 to C4-alkylene group, and G represents an alkali metal An equivalent ion of an ion or an alkaline earth metal, an equivalent ion of aluminum or an equivalent ion of a transition metal or the like; representing a money ion in which one, two, three or all four germanium atoms 5 are selectively derived from hydrogen, CfCs- The alkyl group, the CfCs-isoalkyl group and the C3~C7- ί sulphide group are substituted by the same or different groups in the group, which are respectively substituted by fluorine, chlorine, bromine, cyano group, hydroxyl group, or one or more Or a plurality of oxygen or sulfur atoms, or others; representing cyclic secondary or tertiary aliphatic or heteroaliphatic ammonium ions, such as 10 morphine ions Sulfur it. Forest ion, σ bottom 11 fixed ion, 11 specific rhodium ion, or in each case protonated 1,4-diazabicyclo [2.2.2] octane (DABCO) or 1,5-diazabicyclo ring [4_3.0] eleven-7-ene (DBU), or others; represents a heterocyclic ammonium cation, for example, in each case protonated pyridine, 2-mercaptopyridine, 3-mercaptopyridine, 4- Pyrithione, 2,4-dimercaptosium σ, 2, 2,5-dimethyl. Specific bite, 2,6-dimercapto 11 ratio bite, 5-ethyl-2-mercapto σ ratio bite, σ ratio ρ, σ m嗤, Ling Lin, 啥°若琳, 1,2-dimethyl Imidazole, 1,3-dimethylimidazolium ion decyl sulfate, or others; 20 represents a sparing ion, or others; represents a magnesium halide cation; - at least one solvent. 2. The composition of claim 1, further comprising at least one surfactant. 58 200922470 3. The composition of claim 2, comprising -50% by weight of the activated substance A of the formula (IV) and/or formula (4), from 5 to 50% by weight of surface active water. 4. The composition according to claim 2 or 3, wherein the agent is selected from the surfactant RQ (Π) 10 15 characterized by the surface active (II) wherein Q represents _〇_so3m, - So λ/Γ 八甘占u , , 〇 3M, -O-PO3HM or -P〇3HM ; /, Μ represents hydrogen or cation, especially: genus or alkaline earth metal ion, or | Substituted or methylated = base ' or r represents oxidized trans- </ RTI>; R2-〇-(-AO)mH (III) 2 0 where: : 〇 two, straight or branched alkyl groups; Or represents a mixture of oxidation: alkene and a butadiene group; and soil or oxybutene group 59 200922470 m represents a number from 2 to 20; and - a fatty alcohol amine of formula (IV): r3, n/(ch2ch2o) Ph I (IV) (0H2CH 2 O)qH 5 wherein: R 3 represents a straight or branched alkyl group having 14 to 20 carbon atoms, and the sum of p and q is from 15 to 25. 5. The composition of claim 3, comprising a surfactant of the formula (H) of claim 4 of claim 10. 6. The composition of any one of claims 1-5 to 5, comprising at least one compound selected from the group consisting of active compounds ΐΐί專利範圍第1至6項中任—項之組祕,包含選 由精㈣禾草靈、嘉餐、W殺草和固殺草構成之 60 200922470 群組的至少一種活性化合物。 8_如申請專利範圍第丨至?項中任一項之組成物,包含 _ =含至少一種式(Ι-A)或(I-B)的溶解型活性化合物及 選自由嘉磷賽、L-固殺草和固殺草構成之群組的其 他活性化合物之相; 〃 '選擇性地取自消泡劑、抗氧化劑及/或著色劑之群組 的其他添加物;以及 、 ~ 至少一種溶劑。 9.如申請專利範圍第項中任—項之組成物,包含 -包含至少一種式(Ι-A)或(I-B)的溶解型活性化合物之 相, -包含至少-種其他溶解或顆粒型活性化合物的其他 适擇性地取自乳化劑 &gt;月 &gt; 巴劑 机乳化劑及/或著色 劑之群組的其他添加物^ 1〇.=用於控财紐被的方法,特徵為將除草有效量之 專利範圍第1至9項中任—項的組成物施用至有 告植物及/或其栽植區。 11 ·:種選自如巾請專利範圍第4項之式(11)、(1„)和(ΙV)的表 以加強包含至少一種如申請專利範圍第1項之 1 )或(I七)活性化合物的作物保護組成物之活性的用 12.如申請專利範圍第 性劑被加入含至少 11項之用途,特徵為至少一種表面活 —種如申請專利範圍第1項之式(I-A) 61 200922470 或(I B)活性化合物的濃縮配製物 13. 如申請專利範圍第u項之用途,特、= 性劑被加入含至少一種如申請專利^為至少^表W 或(I-B)活性化合物的隨取即用型配製物。^之式(1、八) 14. 一種製備如申請專利範圍第丨項含^ — =2式(·合物之組成物Si如GW 式(Ι-A)化合物、適當鹼及組成物之 符域為將 入水可混合溶劑或水中。 一所萬成分力σ =匕合物、至少一種選自由嘉鱗赛、固殺草和J: j構成之群組的化合物及其他所需成分溶解於水可混合 溶劑或水中,以及在任何時間將胺加入溶液内。 16.如申請專利範_丨項之組成物,其係呈水溶性濃縮物 型,包含 -至少一種選自由水、曱醇、乙醇、異丙醇、丨,4-二崎烷、 四氳σ夫喃、二曱氧乙烷、Hallc〇mid®(5〇〜6〇〇/〇 二甲 基辛醯胺和35%〜45% Ml二甲基癸醯胺的混合物)、 二甲亞砜、環砜烷、V-曱基吡咯啶酉同和^ _丁内酯構成 之群組的溶劑;以及 -溶解於上述溶劑内從0.2至50%重量比之至少/種式 (Ι-A)或(I-B)的活性化合物; -從5至50%重量比的至少一種表面活性劑,其選自 (a)式(II)的表面活性劑: 62 200922470 R-Q (ii) m 3M、aP〇3HMlp〇 禪; 二仏^表虱或陽離子’特別指金屬陽離子例 屬離子或鹼土金屬離子,戋銨離子· 單體二 單體; 〇二土’或反代表氧化烯烴 (b)式(III)的烧氧基化燒醇: R 10 其中 R2_〇-(-A〇)m4i (III) 2 0 R ί表具有4至2°個碳原子的直鏈或支鏈燒 Α°==ί:乙氧化_基團、氣化丁 化丁婦基團的混合物如和乳化丙埽基團或氧 m代表從2至20的數目’;σ、 (c)式(IV)的脂肪醇胺: 以及 r3\n/(ch2ch2〇)ph (CH2CH2〇)qH (IV) 其中: 63 200922470 R ^表具* 14至20個碳原子的直鏈或支鏈烧 丞,以及 η如咬?和q的總和為從15至25。 5 申明專利範圍第16項之組成物,其中該溶劑為水。 8.如申睛專利範圍第I6至Π項之組成物,包含選自由下 列群組構成的至少一種化合物作為活性化合物 15 ,ch3The group secret of any of the first to sixth patents of the patent range includes at least one active compound selected from the group consisting of fine (iv) grass herb, chia, W herbicide and chlorpyrifos. 8_If the patent application is in the third place? A composition according to any one of the preceding claims, comprising _ = a soluble active compound containing at least one formula (Ι-A) or (IB) and a group selected from the group consisting of chiaser, L-solid herbicide and chlorpyrifos The other active compound phase; 〃 'optionally other additives from the group of defoamers, antioxidants and/or colorants; and, at least one solvent. 9. A composition according to any one of the preceding claims, comprising - a phase comprising at least one dissolved active compound of the formula (Ι-A) or (IB), - comprising at least one other dissolved or particulate type active Other additives of the compound are suitably selected from the group consisting of emulsifiers &gt;month&gt; emulsifier and/or colorant groups. The herbicidal effective amount of the composition of any of items 1 to 9 of the patent scope is applied to the plant and/or its planting area. 11 ·: A table selected from the formula (11), (1 „) and (ΙV) of the scope of the patent application to enhance the activity of at least one of the first or second (I) activities as claimed in claim 1 The activity of the crop protection composition of the compound is 12. The scope of the invention is added to the use of at least 11 items, characterized by at least one surface active species such as the formula (IA) of the patent application scope (IA) 61 200922470 Or (IB) a concentrated formulation of the active compound. 13. As claimed in the scope of claim U, the special agent is added to at least one active compound containing at least one of the W or (IB) active compounds as claimed in the patent application. Ready-to-use formula. Formula (1, 8) 14. A preparation according to the scope of the patent application, containing the formula ^- = 2 (the composition of the compound Si such as GW formula (Ι-A) compound, appropriate The base and the composition of the composition are water-miscible solvent or water. One 10,000 component force σ = chelate, at least one compound selected from the group consisting of Jialuixai, chlorpyrifos and J: j and others The desired ingredients are dissolved in a water miscible solvent or water, and the amine is added to the solution at any time. 6. The composition of the patent application, which is in the form of a water-soluble concentrate, comprising - at least one selected from the group consisting of water, decyl alcohol, ethanol, isopropanol, hydrazine, 4-diazane, tetraruthenium σ Furan, dioxirane, Hallc〇mid® (mixture of 5〇~6〇〇/〇 dimethyloctylamine and 35%~45% Ml dimethyl decylamine), dimethyl sulfoxide, a solvent of the group consisting of cyclosulfone, V-decylpyrrolidinium and ^-butyrolactone; and - dissolved in the above solvent from 0.2 to 50% by weight of at least / of the formula (Ι-A) or IB) active compound; - from 5 to 50% by weight of at least one surfactant selected from the group consisting of (a) a surfactant of formula (II): 62 200922470 RQ (ii) m 3M, aP〇3HMlp〇zen仏 虱 虱 阳离子 阳离子 阳离子 阳离子 阳离子 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别 特别Alcoholic alcohol: R 10 wherein R2_〇-(-A〇)m4i (III) 2 0 R ί is a linear or branched burnt with 4 to 2° carbon atoms °== ί: ethoxylation _ Group, gasification, butanization a mixture such as an emulsified propionyl group or oxygen m represents a number from 2 to 20'; σ, (c) a fatty alcohol amine of formula (IV): and r3\n/(ch2ch2〇)ph (CH2CH2〇)qH (IV) where: 63 200922470 R ^ Table with a straight or branched burn of 14 to 20 carbon atoms, and the sum of η such as bite and q is from 15 to 25. 5 A composition of claim 16 wherein the solvent is water. 8. The composition of claim I, wherein the composition comprises at least one compound selected from the group consisting of active compounds 15 , ch3 B.4B.4 ,C2Hs, C2Hs AH5AH5 Α·6Α·6 Β·9 19·如申請專利範圍第1項之組成物,其係呈水溶性濃縮型, 64 20 200922470 包含 _至&gt; 一種選自由水、曱醇、乙醇、異丙醇、1,4-二畤烷、 四氮夫南、一甲氧乙烧、Hallcomid®(50〜60%况尽二甲 基辛醯胺和35%〜45%况沁二曱基癸醯胺的混合物)、 一甲亞規、環颯烷、沁曱基吡咯啶酮和丁内酯構成 之群組的溶劑;以及 _,合解於上述溶劑内的至少一種式(I-Α)或(Ι-Β)活性化合 物; 10Β·9 19·If the composition of the first application of the patent scope is a water-soluble concentrated type, 64 20 200922470 contains _ to > one selected from water, decyl alcohol, ethanol, isopropanol, 1,4- Dioxane, tetrazofuran, monomethoxyethane, Hallcomid® (50~60% out of dimethyl octylamine and 35%~45% 沁 曱 癸醯 癸醯 的) a solvent comprising a group consisting of a sulphate, a cyclodecane, a decyl pyrrolidone, and a butyrolactone; and _, at least one compound of the formula (I-Α) or (Ι-Β) dissolved in the above solvent ; 10 ,土同木;jw谷解於上述溶劑内由嘉磷赛、固殺草和^固 殺草構成之群組的至少一種活性化合物; 除草,舌性化合物的總含量為從〇.2至5〇%重量比; -從5至50¾重量比的至少一種表面活性劑,其選自 (a)式(Π)的表面活性劑: (II) R-Q 其中 Q 代表-o-s〇3M、-s〇3M、〇_p〇3HM 或 _p〇3HM; /、中Μ代表氫或陽離子,特別指金屬陽離子 R 例如驗金屬離子或驗土金屬離子,或錄離子. 代表選擇性經由氧化烯烴單體連接的未瘦取 代或經取代之_ 烴單體; ^ (b)式(III)的烷氧基化烷醇: 65 200922470 R2-0-(-A0)m-H (III) 其中Z R2 代表具有4至20個碳原子的直鏈或支鏈烷 基; AO代表氧化乙烯基團、氧化丙烯基團、氧化丁 烯基團或代表氧化乙烯和氧化丙烯基團或氧 化丁稀基團的混合物;和 m 代表從2至20的數目;以及 ⑷式(IV)的脂肪醇胺: 10, the same as the wood; jw gluten in the above solvent consists of at least one active compound consisting of Jia Phosai, Guao Cao and Zhi Gu Cao; the total content of the tongue compound is from 〇.2 to 5 〇% by weight; - from 5 to 503⁄4 by weight of at least one surfactant selected from the group consisting of surfactants of formula (a): (II) RQ wherein Q represents -os〇3M, -s〇3M , 〇_p〇3HM or _p〇3HM; /, Μ represents hydrogen or cation, especially metal cation R such as metal ion or soil metal ion, or recorded ion. Represents selectivity via oxidized olefin monomer Alkoxylated alkanol of formula (III): 65 200922470 R2-0-(-A0)mH (III) wherein Z R2 represents 4 to 20 a linear or branched alkyl group of one carbon atom; AO represents an oxyethylene group, an oxypropylene group, an oxybutylene group or a mixture representing an ethylene oxide and a propylene oxide group or a oxidized butylene group; and m represents a number from 2 to 20; and (4) a fatty alcohol amine of formula (IV): 10 n/(ch2ch2o)ph (CH2CH2〇)qH (IV) 其中: 15 R3 代表具有14至20個碳原子的直鏈或支鏈烷 基;以及 p和q的總和為從15至25。 20.如申請專利範圍第1項之組成物,包含 2 0 -至少一種選自由水、曱醇、乙醇、異丙醇、1,4-二噚烷、 四氫呋喃、二曱氧乙烷、Hallcomid®(50〜60%#,#-二曱 基辛醯胺和35%〜45% MiV-二曱基癸醯胺的混合物)、 二曱亞颯、環砜烷、曱基吡咯啶酮和γ -丁内酯構成 之群組的溶劑;以及 -溶解於上述溶劑内的至少一種式(Ι-A)或(I-B)活性化合 66 200922470 物; 可與上述丨谷劑混合及形成存在精吟嗤禾草靈之分開相 的其他溶劑; 其式(Ι-A)或(I-B)和精哼唑禾草靈之除草活性化合物的 總含量為從0.2至50%重量比; 從5至50%重量比的至少一種表面活性劑,其選自 (a)式(II)的表面活性劑: (II) R-Q 10 其中 Q R 15 代表-o-s〇3M、s〇3M、〇_P〇3HM 或 _p〇3靴 其中Μ代錢或陽離子,特職金屬陽離子 例如鹼金屬離子或鹼土金屬離子,或銨離子; 代表選擇性經由氧化烯烴單體連接的未經取 代或經取代之Cl〜C3『烴基,或R代表氧化稀 烴單體; (b)式(III)的烷氧基化烷醇 (III) R2-〇-(-AO)m-H 其中: R2 ^表具有4至2Q個碳原子的直鏈或支鏈燒 Μ 2二化乙稀基團、氧化丙稀基團、氧化丁 細基團或代表氧化乙稀和氧化丙稀基團或氧 67 20 200922470 化丁稀基團的混合物;和 m 代表從2至20的數目;以及 (c)式(IV)的脂肪醇胺: R3\ /(CH2CH2〇) H 5 V (IV) (CH2CH2〇)qH 其中: R3 代表具有14至20個碳原子的直鏈或支鏈烷 基;以及 ίο p和q的總和為從15至25。 , 21.如申請專利範圍第1項之組成物包含 -至少一種選自由水、曱醇、乙醇、異丙醇、1,4-二啐烷、 四氫呋喃、二曱氧乙烷、Hallcomid®(50〜60% 二曱 基辛醯胺和35%〜45% 二曱基癸醯胺的混合物)、 15 二曱亞礙、環礙烧、iV-曱基°比咯σ定酮和T -丁内酯構成 之群組的溶劑;以及 溶解於上述溶劑内的至少一種式(Ι-A)或(Ι-Β)活性化合 物; -可與上述溶劑混合及形成存在精呤唑禾草靈和二乙基 2 0 σ坐解草酯或精σ寻11坐禾草靈和雙苯°寻σ坐酸乙醋之分開相 的其他溶劑; 其式(Ι-A)或(Ι-Β)和精哼唑禾草靈及防護劑之除草活性 化合物的總含量為從0.2至50%重量比; -從5至50%重量比的至少一種表面活性劑,其選自 68 200922470 (a)式(II)的表面活性劑: R-Q (II) 10 Q 代表-〇-s〇3M、-S〇3M、_〇_p〇3HM 或叫腿; 其中M代表氫或陽離子,特別指金屬陽離子 例如驗金雜子或驗土金屬離子,或R 單體連接的未經取 體代之c〜-煙基’或r代表氧化缚 (b)式(III)的烧氧基化烧醇: R2-0-(-AO)m-H (III) 其中: 15 ί表具有4至2G個^子的直鏈或支鍵燒 A〇代表氧化乙烯基團、 烯基團或代表氧化乙歸 /團'氧化丁 化丁烯基團的混合物;和”丙歸基團或氧 m代表從2至20的數目;以及 (c)式(IV)的脂肪醇胺: R ^N/(CH2CH20)pH (CH2CH20)qH 69 (IV) 20 200922470 其中: R3 代表具有14至20個碳原子的直鏈或支鏈烷 基;以及 p和q的總和為從15至25。 5 22.如申請專利範圍第21項之組成物,其中該用於式(Ι-A)或 (I-B)活性化合物的溶劑為水。 70 200922470 四、指定代表圖: (一) 本案指定代表圖為:第(無)圖。 (二) 本代表圖之元件符號簡單說明: 益 &lt;、》、 五、本案若有化學式時,請揭示最能顯示發明特徵的化學式: 無n/(ch2ch2o)ph (CH2CH2〇)qH (IV) wherein: 15 R3 represents a straight or branched alkyl group having 14 to 20 carbon atoms; and the sum of p and q is from 15 to 25. 20. The composition of claim 1, comprising 20 - at least one selected from the group consisting of water, decyl alcohol, ethanol, isopropanol, 1,4-dioxane, tetrahydrofuran, dimethoxyethane, Hallcomid® (50~60%#, #-dimercaptodecylamine and 35%~45% mixture of MiV-didecylguanamine), diterpenoid, sulfolane, decyl pyrrolidone and γ - a solvent of the group consisting of butyrolactone; and - at least one of the formula (Ι-A) or (IB) active compound 66 200922470 dissolved in the above solvent; may be mixed with the above-mentioned glutinous agent and formed into the presence of eucalyptus Other solvents of the separated phase of the herb; the total content of the herbicidal active compound of the formula (Ι-A) or (IB) and the carbazole herb is from 0.2 to 50% by weight; from 5 to 50% by weight At least one surfactant selected from the group consisting of (a) a surfactant of formula (II): (II) RQ 10 wherein QR 15 represents -os〇3M, s〇3M, 〇_P〇3HM or _p〇3 Boots in which money or cations are replaced, special metal cations such as alkali metal ions or alkaline earth metal ions, or ammonium ions; representing selective attachment via oxidized olefin monomers Substituted or substituted Cl~C3 "hydrocarbyl group, or R represents an oxidizing dilute hydrocarbon monomer; (b) alkoxylated alkanol (III) of formula (III) R2-〇-(-AO)mH wherein: R2 ^ a linear or branched ortho-sintered 2, 2, 2, 2, 2, 2, 2, 2, 2, 2, 2, 2, 2, 4, 4, 4, 4, 4, 4, 4, 4, 6 20 200922470 A mixture of butadiene groups; and m represents a number from 2 to 20; and (c) a fatty alcohol amine of formula (IV): R3\ /(CH2CH2〇) H 5 V (IV) (CH2CH2〇) qH wherein: R3 represents a straight or branched alkyl group having 14 to 20 carbon atoms; and the sum of ίο p and q is from 15 to 25. 21. The composition of claim 1 comprising - at least one selected from the group consisting of water, decyl alcohol, ethanol, isopropanol, 1,4-dioxane, tetrahydrofuran, dimethoxyethane, Hallcomid® (50) ~60% dimercaptosylamine and 35%~45% dimercaptoamine mixture), 15 dioxins, ring-blocking, iV-mercapto-pyrrolidone and T-butane a solvent of the group of esters; and at least one active compound of the formula (Ι-A) or (Ι-Β) dissolved in the above solvent; - may be mixed with the above solvent and formed in the presence of carbazole and diethyl Other solvents such as 2(A) or (Ι-Β) and 哼 坐 基 草 草 草 或 或 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐 坐The total content of the herbicidal active compound of oxacillin and the protective agent is from 0.2 to 50% by weight; from 5 to 50% by weight of at least one surfactant selected from 68 200922470 (a) formula (II) Surfactant: RQ (II) 10 Q stands for -〇-s〇3M, -S〇3M, _〇_p〇3HM or leg; where M stands for hydrogen or cation, especially metal cations such as gold detectors Or test Metal ion, or R monomer-linked unsubstituted body c~-smoke base' or r represents oxidation bond (b) alkoxylated gas alcohol of formula (III): R2-0-(-AO)mH (III) where: 15 ί, 4 or 2G, linear or branched, A 〇 represents an oxyethylene group, an alkenyl group or a mixture representing an oxidized ethane group/oxidized butylated group And "propyl group or oxygen m represents a number from 2 to 20; and (c) fatty alcohol amine of formula (IV): R ^ N / (CH2CH20) pH (CH2CH20) qH 69 (IV) 20 200922470 R 3 represents a straight or branched alkyl group having 14 to 20 carbon atoms; and the sum of p and q is from 15 to 25. 5 22. The composition of claim 21, wherein the formula (Ι-A) or (IB) The solvent of the active compound is water. 70 200922470 IV. Designation of representative drawings: (1) The representative figure of the case is: (None). (2) A brief description of the symbol of the representative figure : Benefits &lt;, ", 5. If there is a chemical formula in this case, please reveal the chemical formula that best shows the characteristics of the invention:
TW097125808A 2007-07-09 2008-07-09 Water-soluble concentrates of 3-(2-alkoxy-4-chloro-6-alkylphenyl)-substituted tetramates and their corresponding enoles TW200922470A (en)

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