CN1167673C - 氟乙烯氧基乙酰胺、其制备方法以及包含该物质的除草组合物 - Google Patents
氟乙烯氧基乙酰胺、其制备方法以及包含该物质的除草组合物 Download PDFInfo
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- CN1167673C CN1167673C CNB99804024XA CN99804024A CN1167673C CN 1167673 C CN1167673 C CN 1167673C CN B99804024X A CNB99804024X A CN B99804024XA CN 99804024 A CN99804024 A CN 99804024A CN 1167673 C CN1167673 C CN 1167673C
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- 150000001875 compounds Chemical class 0.000 claims abstract description 98
- 229910052736 halogen Chemical class 0.000 claims abstract description 16
- 150000002367 halogens Chemical class 0.000 claims abstract description 16
- -1 methylenedioxy Chemical class 0.000 claims abstract description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 8
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 6
- 125000001424 substituent group Chemical group 0.000 claims abstract description 4
- 238000002360 preparation method Methods 0.000 claims description 37
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 4
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- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 6
- 125000004191 (C1-C6) alkoxy group Chemical class 0.000 abstract 2
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- FDJSCTNARRPRNH-UHFFFAOYSA-N C1CCN(CC1)C2=CC=CC=C2C(=O)CO Chemical class C1CCN(CC1)C2=CC=CC=C2C(=O)CO FDJSCTNARRPRNH-UHFFFAOYSA-N 0.000 description 3
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- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
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- CWFQBTYBWMDESN-UHFFFAOYSA-N FC(C1(C=CF)C=CC=CC1)(F)F Chemical class FC(C1(C=CF)C=CC=CC1)(F)F CWFQBTYBWMDESN-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
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- 241001408202 Sagittaria pygmaea Species 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- STSCVKRWJPWALQ-UHFFFAOYSA-N TRIFLUOROACETIC ACID ETHYL ESTER Chemical compound CCOC(=O)C(F)(F)F STSCVKRWJPWALQ-UHFFFAOYSA-N 0.000 description 2
- 150000003869 acetamides Chemical class 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
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- WFLOTYSKFUPZQB-UHFFFAOYSA-N 1,2-difluoroethene Chemical group FC=CF WFLOTYSKFUPZQB-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
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- LWKGFVMPEBITEW-UHFFFAOYSA-N C(CC)(=O)OCC.[F] Chemical class C(CC)(=O)OCC.[F] LWKGFVMPEBITEW-UHFFFAOYSA-N 0.000 description 1
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- ATSPSOBDFLLJOV-UHFFFAOYSA-N CCCCCCCCCCCCCC[ClH]CN1CCCCC1 Chemical class CCCCCCCCCCCCCC[ClH]CN1CCCCC1 ATSPSOBDFLLJOV-UHFFFAOYSA-N 0.000 description 1
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- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241001396199 Murdannia keisak Species 0.000 description 1
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 1
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- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
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- 239000011777 magnesium Substances 0.000 description 1
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- BVKYITPEOWCRLR-UHFFFAOYSA-N n-(2-hydroxyphenyl)-n-methylacetamide Chemical compound CC(=O)N(C)C1=CC=CC=C1O BVKYITPEOWCRLR-UHFFFAOYSA-N 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical group C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
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- 239000005648 plant growth regulator Substances 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
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- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
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- NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 description 1
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
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- 239000012312 sodium hydride Substances 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/10—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with sulfur as the ring hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
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Abstract
本发明涉及除草用的式(I)的化合物：其中R1是任选具有一个或多个取代基的苯基，所述取代基选自于C1-6烷基、卤素取代的C1-6烷基、C1-6烷氧基以及卤素；R2是C1-6烷基；R1和R2与它们所连接的氮原子一起形成5、6或7元氮杂环，该氮杂环任选具有一个或多个环氧原子、双键以及C1-6烷基取代基；R3是任选具有一个或多个取代基的苯基或噻吩-2-基，所述取代基选自于以下组中：C1-6烷基、卤素取代的C1-6烷基、C1-6烷氧基、亚甲二氧基以及卤素；以及R4是全氟代C1-6烷基。
Description
发明领域
本发明涉及新型氟乙烯氧基乙酰胺、其制备方法以及包含该物质的有效除草组合物。
现有技术描述
因为杂草不断地会对使用中的除草剂产生耐受性，所以总是需要研制出新型的有效除草剂，该除草剂能够保护作物，但不损及环境。例如，以磺酰基脲为基础的除草剂在过去的二十年中已广泛用于控制稻田杂草，该类型除草剂的效力已经较低，特别是在控制一年生的杂草方面。因此，人们已经进行了许多尝试来研制出新型的不同化学类别的稻田除草剂，包括那些以酰胺和氨基甲酸酯为基础者。
近来已有人报道了以杂芳香氧基乙酰胺衍生物为基础的新类别的除草剂(第2903966号德国专利、第3038636号德国专利、第3323334号德国专利、第3344236号德国专利、第3418167号德国专利、第3422861号德国专利、第440596号德国专利、WO 95/34560、WO 96/08488、WO96/11575、WO 96/28434、以及WO 97/08160)。但是，这些杂芳香氧基乙酰胺类化合物对窄谱杂草具有有限的除草活性。
发明简述
因此，本发明的主要目的是提供一种新型化合物，该化合物对宽谱杂草具有优异的除草活性。
本发明的另一个目的是提供制备所述化合物的方法。
本发明的再一个目的是提供包含所述化合物的除草组合物。
根据本发明的一个方面，其提供式(I)的新型氟乙烯氧基乙酰胺化合物：
其中：
R1是任选具有一个或多个取代基的苯基，所述取代基选自于以下组中：C1-6烷基、卤素取代的C1-6烷基、C1-6烷氧基以及卤素；
R2是C1-6烷基；或者
R1和R2与它们所连接的氮原子一起形成5、6或7元氮杂环，该氮杂环任选具有一个或多个环氧原子、双键以及C1-6烷基取代基；
R3是任选具有一个或多个取代基的苯基或噻吩-2-基，所述取代基选自于以下组中：C1-6烷基、卤素取代的C1-6烷基、C1-6烷氧基、亚甲二氧基以及卤素；以及
R4是全氟代C1-6烷基。
发明详细描述
本发明的式(I)化合物可为式(I-a)的E异构体形式、式(I-b)Z异构体形式、或者它们的混合物：
E异构体
Z异构体
其中R1、R2、R3和R4的含意如上述式(I)所述。两个立体异构体E和Z异构体是根据Cahn-Ingold-Prelog系统(J.March，Advanced OrganicChemistry，第3版，Wiley-Interscience)的术语来限定的，该文献在此并入作物参考。
在本发明的化合物中，优选的是以下的化合物：其中R1是任选具有卤素、甲基或甲氧基取代基的苯基，R2是甲基或异丙基，R3是任选被卤素或甲氧基取代的苯基，而R4是CF3或CF2CF3；以及其中R1和R2与它们所连接的氮原子一起形成任选具有1或2个C1-2烷基取代基的哌啶子基、六亚甲基亚胺、吗啉基或1，2，3，6-四氢吡啶基，R3是任选被卤素或甲氧基取代的苯基，而R4是CF3。
如反应路线A所示，本发明的化合物可通过使式(II)的醇化合物与式(III)的氟乙烯基化合物在碱存在下反应来制备。
反应路线A
其中：R1、R2、R3和R4的含意如上述式(I)所述。
如反应路线B所示，式(II)的醇化合物可根据常规方法(Hamm，P.C.，J.Amer.Chem.Soc.，78，2556(1956)；Hartman，W.W.等人，Org.Syn.Coll.，3，650(1955)；以及Brasen，W.R.等人，Org.Syn.Coll.，4，582(1963))通过式(VI)胺的取代、乙酰化和水解来制备。
反应路线B
其中：R1和R2的含意如上述式(I)所述。
如反应路线C所示，式(III)的二氟乙烯基化合物用式(VIII)的卤化物通过Grignard和Wittig反应(Herkes，F.E.等人，J.Org.Chem.，32，1311(1967)；以及Wheaton，G.A.等人，J.Org.Chem.，48，917(1983))来制备。
反应路线C
其中：X是Br或Cl，而R3和R4的含意如上述式(I)所述。
如反应路线A所示，本发明的氟乙烯氧基乙酰胺化合物可通过使式(II)的醇化合物与式(III)的氟乙烯基化合物在碱存在下反应来制备。式(II)和(III)化合物可以等摩尔量使用，而碱以1-2当量使用。碱可以是无机碱，如氢化钠、氢化钾、叔丁氧基钾、氢氧化钠、氢氧化钾、碳酸钠或碳酸钾；或者是有机碱，如三乙胺或吡啶。可使用在本发明中的溶剂是苯、甲苯、四氢呋喃、丙酮、乙腈、二氯甲烷、二甲基甲酰胺或二甲基亚砜，它们可单独或者与水混合使用。反应进行的温度范围是室温-100℃。反应进程可方便地通过用薄层色谱(TLC)测量式(II)化合物的消失来跟踪。
本发明的化合物是以两种异构体的混合物形式得到，即、E和Z异构体。
例如，如果本发明的化合物中R1是苯基，R2是甲基，R3是苯基而R4是CF3(化合物1)，则得到Z和E异构体为2∶1的混合物，异构体的比例是在产物的1H-NMR和19F-NMR分析的基础上确定的。也就是说，Z异构体亚甲基的1H-NMR峰(相对于CHCl3在4.30ppm处的单峰)与E异构体的(在4.49ppm处的单峰)峰面积比是约2∶1；而当Z异构体的氟和CF3取代基的峰(为四重峰，其分别具有在-84.99ppm处偶联常数为24.08Hz的双重峰，以及在-57.36ppm处偶联常数为25.07Hz的双重峰)与E异构体的(为四重峰，其分别具有在-83.40ppm处偶联常数为12.43Hz的双重峰，以及在-57.95ppm处偶联常数为12.66Hz的双重峰)进行比较时，19F-NMR分析(参考化合物：CFCl3)表明峰面积比为约2∶1。
同样地，在本发明的化合物制备中，如果R1和R2与它们所连接的氮原子一起形成哌啶子基，R3是苯基而R4是CF3(化合物221)，将产生Z和E异构体为2∶1的混合物。也就是说，Z异构体亚甲基的1H-NMR峰(在4.67ppm处的单峰)与E异构体的(在4.79ppm处的单峰)峰面积比是约2∶1；而当Z异构体的氟和CF3取代基的峰(为四重峰，其分别具有在-84.28ppm处偶联常数为25.15Hz的双重峰，以及在-57.38ppm处偶联常数为24.85Hz的双重峰)与E异构体的(为四重峰，其分别具有在-82.24ppm处偶联常数为12.46Hz的双重峰，以及在-57.83ppm处偶联常数为12.32Hz的双重峰)进行比较时，19F-NMR分析(参考化合物：CFCl3)表明峰面积比为约2∶1。
本发明的化合物对广谱杂草具有除草活性，特别是对属于以下科的杂草：Gramineae科，如稻(Oryza sativa L.)、稗(Echinochlora crusgalli 8P.BEAUV.Var.Oryzicola OHWI)、镳草(bulrush)(Scirpus juncoidesROXB)、伞形草(umbrellaplant)(Cyperus difformis L.)、莎草(Cyperusserotinus ROTTB)、鸭跖草(Aneilema keisak HASSK)、鸭舌草(Monochoriavaginalis PRESL)、toothcup(Rotala indica KOEHE)以及慈菇(Sagittariapygmaea MIO)。
因此，本发明在其范围内还包括除草组合物，该组合物包含一种或多种式(I)化合物作物活性成分以及除草剂中可接受的载体。
本发明的除草组合物可配制成各种形式，如乳剂、水分散液、粉末以及颗粒，它们可包含除草剂中可接受的载体和添加剂。式(I)的化合物的使用量以乳剂或水分散液的重量计为10-90％，以粉末的重量计为0.1-10％，而以颗粒的重量计为1-30％。
可使用于本发明的组合物中的除草剂可接受的载体是液体载体，如水、醇(乙醇、乙二醇、甘油)、酮(丙酮、甲基乙基酮)、醚(二恶烷、四氢呋喃、纤维素溶剂)、脂族烃(汽油、煤油)、卤代烃(氯仿、四氯化碳)、酰胺(二甲基甲酰胺)、酯(乙酸乙酯、乙酸丁酯、脂肪酸甘油酯)以及乙腈；和固体载体，如矿物颗粒(高岭土、粘土、膨润土、白云石、滑石、硅石、沙子)以及植物粉末(灌木)。
可使用于本发明的除草组合物中的添加剂包括乳化剂、粘合剂、分散剂或渗透剂，如非离子、阴离子或阳离子表面活性剂(脂肪酸钠盐、聚氧烷基酯、烷基磺酸酯)。另外，也可在本发明的组合物中添加农业化学活性成分，如杀虫剂、杀真菌剂、植物生长调节剂、杀菌剂、以及肥料。
以下的制备和实施例是仅用于说明，而不是对本发明范围的限制。
制备1：制备N-甲基-2-羟基-N-乙酰苯胺(II)
步骤1：制备N-甲基-2-氯-N-乙酰苯胺(V)
将10.7g(0.1mol)的N-甲基N-乙酰苯胺(VI)溶解在150ml的二氯甲烷中，该二氯甲烷包含10.12g(0.1mol)的三乙胺，然后在冷却下向其中滴加13.55g(0.12mol)的氯乙酰基氯。在室温下搅拌所得溶液1小时，然后用水洗涤3次。干燥有机层，并在正己烷中重结晶，得到17.6g(产率96％)的标题化合物，其为黄棕色固体。
1H-NMR(CDCl3，TMS)δ：7.68-7.12(m，5H)，3.92(s，2H)，3.45(s，3H)
MS(m/e)：183(M+，37)，134(51)，106(100)，90(52)，51(59)
m.p.：61-62℃
步骤2：制备N-甲基-2-乙酰氧基-N-乙酰苯胺(IV)
将步骤1中制得的化合物18.3g(0.1mol)添加至50ml无水二甲基甲酰胺(DMF)中，然后向其中添加9.8g(0.12mol)的乙酸钠。加热所得的溶液1小时，冷却，然后向其中加入50ml的水。用乙酸乙酯萃取所得溶液三次，然后干燥有机层。除去溶剂后，残留物用正己烷和乙酸乙酯(9∶1)的混合物作为洗脱液进行柱色谱分离，得到19g(产率92％)的标题化合物，其为液体。
1H-NMR(CDCl3，TMS)δ：7.78-7.21(m，5H)，4.48(s，2H)，3.36(s，3H)，2.21(s，3H)
MS(m/e)：207(M+，8)，107(61)，77(30)，43(100)
步骤3：制备N-甲基-2-羟基-N-乙酰苯胺(II)
将在步骤2中制得的化合物20.7g(0.1mol)添加至100ml的甲醇中，然后缓慢地向其中添加4.8g(0.12mol)的氢氧化钠。所得溶液在加热下回流1小时。减压除去溶剂，并向其中添加50ml的水。用乙酸乙酯萃取所得溶液三次。干燥有机层，除去溶剂，残留物在正己烷中重结晶，得到14g(产率85％)的标题化合物，其为白色固体。
1H-NMR(CDCl3，TMS)δ：7.54-7.15(m，5H)，3.82(d，2H)，3.38(t，1H)，3.32(s，3H)
MS(m/e)：165(M+，34)，134(41)，106(100)，77(81)
m.p.：41-42℃
制备2-31
重复制备1中的步骤，制得具有如表1所示的各种R1和R2基团的式(II)化合物。这些化合物的1H-NMR和MS分析数据以及熔点也示于表1中。表1中的L代表液体。
表1
表1(续)
表1(续)
制备32：制备N-2羟基乙酰基哌啶(II)
步骤1：制备N-2-氯乙酰基哌啶(V)
重复制备1的步骤，但使用8.5g的哌啶代替N-甲基苯胺，而且使用正己烷和乙酸乙酯(4∶1)的混合物作为洗脱液进行柱色谱分离，以替代重结晶，得到14.8g(产率92％)的标题化合物，其为黄棕色液体。
1H-NMR(CDCl3，TMS)δ：4.08(s，2H)，3.76-3.18(m，4H)，1.98-1.21(m，6H)
MS(m/e)：161(M+，26)，126(100)，69(37)，41(68)
步骤2：制备N-2-乙酰氧基乙酰基哌啶(IV)
重复制备1的步骤2，但使用16.1g(0.1mol)在步骤1中制得的化合物，并使用正己烷和乙酸乙酯的4∶1混合物作为洗脱液进行柱色谱分离，得到16.5g(产率89％)的标题化合物，其为液体。
1H-NMR(CDCl3，TMS)δ：4.67(s，2H)，3.68-3.10(m，4H)，2.12(s，3H)，1.68-1.38(m，6H)
MS(m/e)：185(M+，21)，112(51)，69(73)，43(100)
步骤3：制备N-2-羟基乙酰基哌啶(II)
重复制备1的步骤3，但使用18.5g在步骤2中制得的化合物，并使用正己烷和乙酸乙酯的2∶1混合物作为洗脱液进行柱色谱分离，以代替重结晶，得到11.7g(产率82％)的标题化合物。
1H-NMR(CDCl3，TMS)δ：4.08(d，2H)，3.97(t，1H)，3.67-3.02(m，4H)，1.75-1.15(m，6H)
MS(m/e)：143(M+，35)，112(86)，69(77)，43(100)
制备33-48
重复制备32中的步骤，制得具有如表2所示的各种R1和R2基团的式(II)化合物。这些化合物的1H-NMR和MS分析数据以及熔点也示于表2中。表2中的L代表液体。
表2
表2(续)
制备49：制备2，2-二氟-1-三氟甲基-4′-甲氧基苯乙烯(III)
步骤1：制备2，2，2-三氟甲基-4′-甲氧基苯基酮(VII)
将5.1g(0.21克原子)镁放入至300ml的无水乙醚中，然后在氮气下向其中滴加37.4g(0.2mol)的对溴茴香醚，以制备Grignard试剂。将Grignard试剂溶液冷却至-78℃，然后向其中滴加28.4g(0.2mol)的三氟乙酸乙酯。搅拌所得溶液30-60分钟，与碎冰混合，用浓盐酸酸化，然后用乙醚萃取三次。有机层用硫酸镁干燥，然后减压除去溶剂，得到一残留物。该残留物在72-73℃/20mmHg下蒸馏，得到35.09g(产率86％)的标题化合物，其为无色油状物。
1H-NMR(CDCl3，TMS)δ：7.62-6.81(m，4H)，3.86(s，3H)
MS(m/e)：204(M+，56)，135(100)，107(86)，92(66)，77(92)
步骤2：制备2，2-二氟-1-三氟甲基-4′-甲氧基苯乙烯(III)
将26.2g(0.1mol)的三苯基膦溶解在250ml的无水THF中，然后在低于10℃下于氮气中向其中滴加25.2g(0.12mol)的二溴二氟甲烷。所得溶液搅拌30分钟，然后向其中加入10.2g(0.05mol)在步骤1中制得的化合物。所得溶液回流12小时，冷却，然后减压蒸馏。产物在10mmHg的压力下于72-74℃重新蒸馏，得到9.36g(产率78.7％)的标题化合物，其为无色液体。
1H-NMR(CDCl3，TMS)δ：7.48-6.79(m，4H)，3.79(s，3H)
MS(m/e)：238(M+，69)，195(14)，145(35)，74(33)，59(100)
制备50-65
重复制备49中的步骤，制得具有分别如表3a和3b所示的各种R3和R4基团的式(VII)和(III)化合物。这些化合物的1H-NMR和MS分析数据以及熔点也示于表3中。
制备66：制备2，2-二氟-1-五氟乙基苯乙烯(III)
重复制备49的步骤，但分别使用溴苯和五氟丙酸乙酯代替溴代茴香醚和三氟乙酸乙酯，以制得标题化合物。式(VII)和(III)化合物的1H-NMR和MS分析数据及熔点也分别示于表3a和3b中。
表3a
表3B
实施例1：制备N-甲基-(2′-氟-1′-三氟甲基苯乙烯基-2′-氧基)
N-苯乙酰胺(化合物1)
将330mg(2mmol)在制备1中制得的N-甲基-2-羟基N-乙酰苯胺添加至10ml的丙酮中，然后向其中添加0.22ml的10M氢氧化钠溶液(2.2mmol)。所得溶液搅拌30分钟，然后向其中缓慢加入416mg(2mmol)在制备56中制得的2，2-二氟-1-三氟甲基苯乙烯。所得溶液搅拌1-2小时。减压除去丙酮，所得溶液与水混合，然后用乙酸乙酯萃取。有机层在硫酸镁上干燥，并减压除去溶剂。残留物使用正己烷和乙酸乙酯(9∶1)的混合物作为洗脱液进行硅胶柱色谱分离，得到655mg(产率92.8％)具有两种异构体的标题化合物，其为无色液体。
1H-NMR(CDCl3，TMS)δ：7.52-6.91(m，10H)，4.49(E异构体)，4.30(Z异构体)(s，2H)，3.30(s，3H)
MS(m/e)：353(M+，12)，177(42)，120(100)，91(72)，77(96)
19F-NMR(CDCl3，CFCl3)δ：-57.36(Z异构体)-57.95(E异构体)(d，3F)，-83.40(E异构体)-84.99(Z异构体)(q，1F)
实施例2：制备(E)-N-甲基-(2′-氟-1′-三氟甲基苯乙烯基-2′
-氧基)N-苯乙酰胺(化合物2)
使用正己烷和乙酸乙酯(9∶1)的混合物作为洗脱液对在实施例1中得到的化合物进行柱色谱分离，以分离纯的E异构体形式，其为无色固体。E异构体
1H-NMR(CDCl3，TMS)δ：7.54-6.90(m，10H)，4.49(s，2H)，3.31(s，3H)
MS(m/e)：353(M+，43)，177(48)，120(100)，91(68)，77(82)
19F-NMR(CDCl3，CFCl3)δ：-57.95(d，3F)，-83.40(q，1F)
m.p.：91-92℃
实施例3：制备(Z)-N-甲基-(2′-氟-1′-三氟甲基苯乙烯基-2′
-氧基)N-苯乙酰胺
使用正己烷和乙酸乙酯(9∶1)的混合物作为洗脱液对在实施例1中得到的化合物进行柱色谱分离，以分离纯的Z异构体形式，其为无色油状物。
Z异构体
1H-NMR(CDCl3，TMS)δ：7.51-7.11(m，10H)，4.30(s，2H)，3.30(s，3H)
MS(m/e)：353(M+，57)，177(40)，120(100)，91(70)，77(97)
19F-NMR(CDCl3，CFCl3)δ：-57.36(d，3F)，84.99(q，1F)
实施例4-220
分别使用在制备1-31中制得的醇化合物和在制备49-66中制得的氟乙烯基化合物，重复实施例1的步骤，以得到217种本发明式(I)的化合物(化合物4-220)，其具有如表4所示的各种R1、R2、R3和R4。这些化合物的1H-NMR和MS分析数据以及熔点也示于表4中。表4中的L代表液体。
表4
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实施例221：制备N-2-(2′-氟-1′-三氟甲基苯乙烯基-2′-氧基)
乙酰基哌啶(化合物221)
重复实施例1的步骤，但使用286mg(2mmol)在制备32中制得的N-2-羟基乙酰基哌啶和在制备56中制得的2，2-二氟-1-三氟甲基苯乙烯，并使用正己烷和乙酸乙酯(2∶1)的混合物作为洗脱液进行硅胶柱色谱分离，得到600mg(产率90.6％)的标题化合物，其为白色固体。
1H-NMR(CDCl3，TMS)δ：7.58-7.17(m，5H)，4.79(E异构体)4.67(Z异构体)(s，2H)，3.17-3.05(m，4H)，1.78-1.35(m，6H)
MS(m/e)：331(M+，40)，126(85)，98(76)，84(100)
19F-NMR(CDCl3，CFCl3)δ：-57.38(Z异构体)-57.83(E异构体)(d，3F)，-82.24(E异构体)-84.28(Z异构体)(q，1F)
m.p.：78-79℃
实施例222-294
分别使用在制备32-48中制得的醇化合物和在制备49-56以及58-65中制得的氟乙烯基化合物，重复实施例221的步骤，以得到73种本发明式(I)的化合物(化合物222-294)，其具有如表5所示的各种R1、R2、R3和R4。这些化合物的1H-NMR和MS分析数据以及熔点也示于表5中。表5中的L代表液体。
表5
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除草活性实验
如下使用生长在筛选地块中的测试植物进行除草活性实验。
每个筛选地块具有立方体形状，其顶表面积为140cm2。这些地块中填有稻田土壤的湿混合物及合适量肥料，并在其中播撒100个稗种子、20个镳草种子、50个鸭舌草种子、2个莎草块茎以及2个慈菇块茎(见表6)。然后在其中移植两株3叶期稻幼苗，并灌水至3cm的深度。将它们保存在温室中2天。
在每个如此制得的筛选地块中加入4ml的50％丙酮溶液，该溶液包含0.1％的Tween-20和预定量的如表4和5中所示的各化合物，以使化合物的施用量为4、1、0.25、0.0625或0.015kg/ha。接着将各地块保存在温室中2-3天。
根据Frans等人(Research methods in weed science，Camper编辑，29-70(1986))和Cho，K.Y(Search Report by Korea Research Institute ofChemical Technology，916(1989))描述的表7中的方法测定除草活性。结果见表8所示。
表6
| 缩写 | 种属名 | 通用名 |
| ORYSA | Oryza sativa L. | 稻 |
| ECHOR | Echinochlora crusgalli 8P.BEAUV.Var.Oryzicola OHWI | 稗 |
| SCPJU | Scirpus juncoides ROXB | 镳草 |
| MOOVA | Monochoria vaginalis PRESL | 鸭舌草 |
| CYPSE | Cyperus serotinus ROTTB | 莎草 |
| SAGPY | Sagittaria pygmaea MIQ | 慈菇 |
表7
| 分数 | 总的描述 | 稻 | 杂草 | |
| 0 | 无作用 | 无损害 | 没有预防作用 | |
| 102030 | 弱 | 弱中等强 | 能够恢复的轻微损害；对收成没有显著的影响 | 轻微的损害，但没有预防作用 |
| 405060 | 中等 | 弱中等强 | 能够恢复的可见损害，并使收成减少 | 显著的预防作用 |
| 708090 | 强 | 弱中等强 | 不能够恢复的严重损害，而且在80或更高的分数时死亡 | 实际上高的预防作用，而且在80或更高的分数时有消除作用 |
| 100 | 完全 | 完全摧毁 | 完全消除 | |
表8
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 1 | 4.0000 | 90 | 100 | 100 | 100 | 100 | 100 |
| 1.0000 | 60 | 100 | 100 | 100 | 100 | 50 | |
| 0.2500 | 10 | 100 | 10 | 90 | 40 | 50 | |
| 0.0625 | 0 | 100 | 0 | 80 | 40 | 20 | |
| 0.0156 | 0 | 60 | 0 | 40 | 10 | 0 | |
| 2 | 1.0000 | 90 | 100 | 100 | 100 | - | 70 |
| 0.2500 | 40 | 100 | 70 | 90 | - | 60 | |
| 0.0625 | 0 | 100 | 40 | 90 | - | 0 | |
| 0.0156 | 0 | 100 | 20 | 90 | - | 0 | |
| 0.0040 | 0 | 75 | 0 | 60 | - | 0 | |
| 3 | 1.0000 | 80 | 100 | 100 | 100 | - | 70 |
| 0.2500 | 10 | 100 | 90 | 100 | - | 50 | |
| 0.0625 | 0 | 100 | 70 | 80 | - | 20 | |
| 0.0156 | 0 | 100 | 20 | 60 | - | 0 | |
| 0.0040 | 0 | 60 | 0 | 20 | - | 0 | |
| 4 | 1.0000 | 70 | 100 | 70 | 100 | 100 | 20 |
| 0.2500 | 10 | 100 | 70 | 100 | 100 | 0 | |
| 0.0625 | 0 | 100 | 70 | 100 | 80 | 0 | |
| 0.0156 | 0 | 100 | 50 | 100 | 0 | 0 | |
| 0.0040 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 5 | 1.0000 | 20 | 100 | 100 | 100 | 100 | 60 |
| 0.2500 | 10 | 100 | 30 | 100 | 100 | 0 | |
| 0.0625 | 0 | 100 | 0 | 100 | 0 | 0 | |
| 0.0156 | 0 | 95 | 0 | 90 | 0 | 0 | |
| 0.0040 | 0 | 50 | 0 | 10 | 0 | 0 | |
| 6 | 1.0000 | 20 | 100 | 100 | 100 | 100 | 60 |
| 0.2500 | 0 | 100 | 0 | 90 | 100 | 0 | |
| 0.0625 | 0 | 95 | 0 | 50 | 0 | 0 | |
| 0.0156 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 7 | 1.0000 | 10 | 100 | 100 | 100 | - | 30 |
| 0.2500 | 0 | 100 | 100 | 100 | - | 30 | |
| 0.0625 | 0 | 80 | 30 | 70 | - | 10 | |
| 0.0156 | 0 | 60 | 0 | 40 | - | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | - | 0 | |
| 8 | 1.0000 | 0 | 100 | 20 | 90 | 30 | 70 |
| 0.2500 | 0 | 100 | 0 | 90 | 30 | 0 | |
| 0.0625 | 0 | 95 | 0 | 30 | 10 | 0 | |
| 0.0156 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 9 | 4.0000 | 80 | 100 | 100 | 100 | 0 | 100 |
| 1.0000 | 50 | 100 | 60 | 100 | 0 | 60 | |
| 0.2500 | 30 | 100 | 0 | 100 | 0 | 40 | |
| 0.0625 | 0 | 100 | 0 | 100 | 0 | 0 | |
| 0.0156 | 0 | 100 | 0 | 100 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 10 | 1.0000 | 20 | 100 | 100 | 100 | 100 | 0 |
| 0.2500 | 10 | 100 | 40 | 70 | 100 | 0 | |
| 0.0625 | 0 | 100 | 0 | 30 | 10 | 0 | |
| 0.0156 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 11 | 4.0000 | 60 | 100 | 100 | 100 | 100 | 80 |
| 1.0000 | 10 | 100 | 100 | 100 | 100 | 50 | |
| 0.2500 | 0 | 100 | 30 | 90 | 100 | 10 | |
| 0.0625 | 0 | 90 | 10 | 60 | 100 | 0 | |
| 0.0156 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 12 | 1.0000 | 0 | 100 | 100 | 100 | 100 | 50 |
| 0.2500 | 0 | 100 | 10 | 90 | 100 | 0 | |
| 0.0625 | 0 | 100 | 0 | 60 | 10 | 0 | |
| 0.0156 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 13 | 4.0000 | 40 | 100 | 70 | 100 | 0 | 100 |
| 1.0000 | 30 | 100 | 40 | 100 | 0 | 100 | |
| 0.2500 | 0 | 100 | 0 | 100 | 0 | 100 | |
| 0.0625 | 0 | 95 | 0 | 80 | 0 | 100 | |
| 0.0156 | 0 | 70 | 0 | 40 | 0 | 0 | |
| 14 | 1.0000 | 50 | 100 | 100 | 100 | 100 | 70 |
| 0.2500 | 10 | 100 | 40 | 90 | 100 | 20 | |
| 0.0625 | 0 | 100 | 20 | 70 | 50 | 0 | |
| 0.0156 | 0 | 80 | 0 | 20 | 0 | 0 | |
| 0.0040 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 15 | 1.0000 | 60 | 100 | 100 | 100 | 100 | 100 |
| 0.2500 | 0 | 100 | 30 | 100 | 100 | 30 | |
| 0.0625 | 0 | 100 | 0 | 90 | 100 | 20 | |
| 0.0156 | 0 | 90 | 0 | 30 | 20 | 0 | |
| 0.0040 | 0 | 70 | 0 | 0 | 0 | 0 | |
| 16 | 1.0000 | 30 | 100 | 100 | 100 | 100 | 50 |
| 0.2500 | 10 | 100 | 50 | 100 | 50 | 0 | |
| 0.0625 | 0 | 100 | 50 | 100 | 0 | 0 | |
| 0.0156 | 0 | 40 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 17 | 1.0000 | 30 | 100 | 20 | 100 | 100 | 20 |
| 0.2500 | 10 | 100 | 0 | 100 | 100 | 20 | |
| 0.0625 | 0 | 100 | 0 | 100 | 100 | 20 | |
| 0.0156 | 0 | 90 | 0 | 100 | 40 | 0 | |
| 0.0040 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 18 | 4.0000 | 0 | 100 | 30 | 90 | 50 | 20 |
| 1.0000 | 0 | 100 | 70 | 90 | 0 | - | |
| 0.2500 | 0 | 70 | 40 | 80 | 0 | 0 | |
| 0.0625 | 0 | 10 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 19 | 4.0000 | 50 | 100 | 100 | 100 | - | 100 |
| 1.0000 | 40 | 100 | 100 | 100 | - | 100 | |
| 0.2500 | 40 | 100 | 70 | 100 | - | 0 | |
| 0.0625 | 20 | 95 | - | 100 | - | 0 | |
| 0.0156 | 0 | 70 | 0 | 40 | - | 0 | |
| 20 | 4.0000 | 60 | 100 | 100 | 100 | 100 | 70 |
| 1.0000 | 30 | 100 | 100 | 100 | 100 | 50 | |
| 0.2500 | 10 | 100 | 10 | 90 | 30 | 0 | |
| 0.0625 | 0 | 100 | 0 | 80 | 20 | 0 | |
| 0.0156 | 0 | 60 | 0 | 30 | 0 | 0 | |
| 21 | 1.0000 | 45 | 100 | 80 | 100 | 100 | 10 |
| 0.2500 | 10 | 100 | 40 | 100 | 100 | 0 | |
| 0.0625 | 0 | 95 | 10 | 60 | 0 | 0 | |
| 0.0156 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 22 | 4.0000 | 20 | 100 | 50 | 100 | 100 | 0 |
| 1.0000 | 0 | 100 | 30 | 100 | 100 | 0 | |
| 0.2500 | 0 | 100 | 30 | 90 | 20 | 0 | |
| 0.0625 | 0 | 100 | 30 | 60 | 0 | 0 | |
| 0.0156 | 0 | 60 | 0 | 40 | 0 | 0 | |
| 23 | 1.0000 | 30 | 100 | 0 | 90 | 60 | 70 |
| 0.2500 | 0 | 100 | 0 | 70 | 0 | 0 | |
| 0.0625 | 0 | 95 | 0 | 50 | 0 | 0 | |
| 0.0156 | 0 | 40 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 24 | 1.0000 | 30 | 100 | 40 | 100 | 0 | 0 |
| 0.2500 | 10 | 100 | 20 | 70 | 0 | 0 | |
| 0.0625 | 0 | 90 | 0 | 50 | 0 | 0 | |
| 0.0156 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 10 | 0 | 0 | 0 | 0 | |
| 25 | 1.0000 | 10 | 100 | 40 | 100 | 100 | 50 |
| 0.2500 | 0 | 90 | 0 | 50 | 100 | 0 | |
| 0.0625 | 0 | 80 | 0 | 0 | 100 | 0 | |
| 0.0156 | 0 | 70 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 26 | 1.0000 | 40 | 100 | 50 | 90 | 0 | 0 |
| 0.2500 | 10 | 100 | 40 | 90 | 0 | 0 | |
| 0.0625 | 0 | 95 | 30 | 70 | 0 | 0 | |
| 0.0156 | 0 | 70 | 20 | 50 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 20 | 0 | 0 | |
| 27 | 1.0000 | 20 | 100 | 20 | 100 | 100 | 10 |
| 0.2500 | 10 | 100 | 0 | 90 | 50 | 0 | |
| 0.0625 | 0 | 80 | 0 | 30 | 30 | 0 | |
| 0.0156 | 0 | 10 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 28 | 1.0000 | 20 | 100 | 10 | 100 | 100 | 30 |
| 0.2500 | 0 | 100 | 0 | 100 | 0 | 0 | |
| 0.0625 | 0 | 100 | 0 | 100 | 0 | 0 | |
| 0.0156 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 30 | 1.0000 | 60 | 100 | 100 | 100 | - | 100 |
| 0.2500 | 50 | 100 | 100 | 100 | - | 60 | |
| 0.0625 | 40 | 100 | 30 | 90 | - | 50 | |
| 0.0156 | 0 | 80 | 10 | 70 | - | 0 | |
| 0.0040 | 0 | 50 | 0 | 20 | - | 0 | |
| 31 | 1.0000 | 40 | 100 | 80 | 100 | - | 30 |
| 0.2500 | 20 | 100 | 50 | 90 | - | 0 | |
| 0.0625 | 0 | 95 | 0 | 80 | - | 0 | |
| 0.0156 | 0 | 70 | 0 | 50 | - | 0 | |
| 0.0040 | 0 | 10 | 0 | 0 | - | 0 | |
| 32 | 1.0000 | 40 | 100 | 100 | 100 | - | 40 |
| 0.2500 | 30 | 100 | 100 | 100 | - | 20 | |
| 0.0625 | 0 | 90 | 20 | 80 | - | 0 | |
| 0.0156 | 0 | 60 | 0 | 20 | - | 0 | |
| 0.0040 | 0 | 20 | 0 | 0 | - | 0 | |
| 33 | 1.0000 | 20 | 100 | 50 | 100 | - | 30 |
| 0.2500 | 0 | 100 | 30 | 80 | - | 0 | |
| 0.0625 | 0 | 80 | 0 | 70 | - | 0 | |
| 0.0156 | 0 | 40 | 0 | 20 | - | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | - | 0 | |
| 34 | 1.0000 | 20 | 100 | 100 | 100 | - | 20 |
| 0.2500 | 10 | 100 | 80 | 100 | - | 10 | |
| 0.0625 | 0 | 90 | 10 | 70 | - | 10 | |
| 0.0156 | 0 | 70 | 0 | 50 | - | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | - | 0 | |
| 35 | 1.0000 | 20 | 100 | 100 | 100 | - | 50 |
| 0.2500 | 0 | 100 | 50 | 90 | - | 0 | |
| 0.0625 | 0 | 80 | 30 | 70 | - | 0 | |
| 0.0156 | 0 | 50 | 0 | 50 | - | 0 | |
| 0.0040 | 0 | 10 | 0 | 20 | - | 0 | |
| 36 | 1.0000 | 40 | 100 | 100 | 100 | - | 60 |
| 0.2500 | 0 | 100 | 20 | 90 | - | 60 | |
| 0.0625 | 0 | 90 | 10 | 80 | - | 20 | |
| 0.0156 | 0 | 60 | 0 | 50 | - | 0 | |
| 0.0040 | 0 | 20 | 0 | 20 | - | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 37 | 1.0000 | 70 | 100 | 100 | 100 | - | 70 |
| 0.2500 | 20 | 100 | 100 | 100 | - | 50 | |
| 0.0625 | 0 | 100 | 50 | 90 | - | 30 | |
| 0.0156 | 0 | 80 | 40 | 80 | - | 30 | |
| 0.0040 | 0 | 50 | 20 | 40 | - | 0 | |
| 38 | 1.0000 | 20 | 100 | 70 | 100 | - | 30 |
| 0.2500 | 10 | 100 | 60 | 100 | - | 30 | |
| 0.0625 | 0 | 80 | 30 | 80 | - | 0 | |
| 0.0156 | 0 | 20 | 0 | 40 | - | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | - | 0 | |
| 39 | 1.0000 | 10 | 100 | 70 | 100 | - | 10 |
| 0.2500 | 0 | 100 | 10 | 100 | - | 0 | |
| 0.0625 | 0 | 80 | 0 | 70 | - | 0 | |
| 0.0156 | 0 | 50 | 0 | 50 | - | 0 | |
| 0.0040 | 0 | 50 | 0 | 20 | - | 0 | |
| 40 | 1.0000 | 0 | 80 | 30 | 100 | - | 10 |
| 0.2500 | 0 | 70 | 30 | 100 | - | 0 | |
| 0.0625 | 0 | 30 | 0 | 30 | - | 0 | |
| 0.0156 | 0 | 0 | 0 | 30 | - | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | - | 0 | |
| 42 | 1.0000 | 0 | 100 | 30 | 100 | 30 | 20 |
| 0.2500 | 0 | 100 | 30 | 100 | 30 | 20 | |
| 0.0625 | 0 | 80 | 0 | 80 | 0 | 0 | |
| 0.0156 | 0 | 80 | 0 | 50 | 0 | 0 | |
| 0.0040 | 0 | 10 | 0 | 0 | 0 | 0 | |
| 43 | 1.0000 | 0 | 100 | 0 | 90 | 100 | 0 |
| 0.2500 | 0 | 100 | 0 | 80 | 30 | 0 | |
| 0.0625 | 0 | 95 | 0 | 40 | 10 | 0 | |
| 0.0156 | 0 | 70 | 0 | 20 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 44 | 4.0000 | 70 | 100 | 90 | 100 | 100 | 100 |
| 1.0000 | 60 | 100 | 50 | 100 | 100 | 100 | |
| 0.2500 | 40 | 100 | 30 | 100 | 100 | 100 | |
| 0.0625 | 20 | 100 | 0 | 70 | 80 | 50 | |
| 0.0156 | 0 | 100 | 0 | 60 | 30 | 0 | |
| 45 | 4.0000 | 50 | 100 | 70 | 100 | 100 | 100 |
| 1.0000 | 40 | 100 | 40 | 100 | 100 | 100 | |
| 0.2500 | 30 | 100 | 0 | 90 | 100 | 100 | |
| 0.0625 | 20 | 100 | 0 | 60 | 50 | 30 | |
| 0.0156 | 0 | 100 | 0 | 50 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 46 | 4.0000 | 60 | 100 | 60 | 100 | 90 | 0 |
| 1.0000 | 20 | 100 | 50 | 100 | 0 | 0 | |
| 0.2500 | 0 | 100 | 50 | 90 | 0 | 0 | |
| 0.0625 | 0 | 95 | 30 | 70 | 0 | 0 | |
| 0.0156 | 0 | 90 | 0 | 70 | 0 | 0 | |
| 47 | 1.0000 | 10 | 100 | 30 | 90 | 90 | 50 |
| 0.2500 | 0 | 95 | 10 | 70 | 90 | 30 | |
| 0.0625 | 0 | 80 | 0 | 30 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 48 | 4.0000 | 40 | 100 | 50 | 100 | 100 | 80 |
| 1.0000 | 30 | 100 | 40 | 90 | 60 | 0 | |
| 0.2500 | 0 | 100 | 0 | 90 | 0 | 0 | |
| 0.0625 | 0 | 100 | 0 | 50 | 0 | 0 | |
| 0.0156 | 0 | 30 | 0 | 20 | 0 | 0 | |
| 49 | 4.0000 | 90 | 100 | 100 | 100 | 0 | 50 |
| 1.0000 | 40 | 100 | 80 | 100 | 0 | 30 | |
| 0.2500 | 0 | 100 | 70 | 100 | 0 | 0 | |
| 0.0625 | 0 | 100 | 40 | 100 | 0 | 0 | |
| 0.0156 | 0 | 95 | 20 | 50 | 0 | 0 | |
| 50 | 1.0000 | 30 | 100 | 70 | 100 | 100 | 20 |
| 0.2500 | 20 | 100 | 10 | 90 | 100 | 0 | |
| 0.0625 | 0 | 100 | 0 | 60 | 0 | 0 | |
| 0.0156 | 0 | 95 | 0 | 20 | 0 | 0 | |
| 0.0040 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 51 | 1.0000 | 20 | 100 | 30 | 100 | 100 | 0 |
| 0.2500 | 0 | 100 | 10 | 50 | 100 | 0 | |
| 0.0625 | 0 | 100 | 0 | 20 | 0 | 0 | |
| 0.0156 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 52 | 4.0000 | 30 | 100 | 100 | 100 | - | 50 |
| 1.0000 | 20 | 100 | 50 | 100 | - | 0 | |
| 0.2500 | 0 | 100 | 0 | 90 | 40 | 0 | |
| 0.0625 | 0 | 70 | 0 | 50 | 30 | 0 | |
| 0.0156 | 0 | 70 | 0 | 0 | 30 | 0 | |
| 53 | 4.0000 | 20 | 100 | 30 | 100 | 100 | 30 |
| 1.0000 | 10 | 100 | 0 | 90 | 70 | 0 | |
| 0.2500 | 0 | 100 | 0 | 80 | 50 | 0 | |
| 0.0625 | 0 | 100 | 0 | 80 | 0 | 0 | |
| 0.0156 | 0 | 40 | 0 | 30 | 0 | 0 | |
| 54 | 4.0000 | 60 | 100 | 100 | 100 | - | 20 |
| 1.0000 | 0 | 100 | 30 | 100 | - | 0 | |
| 0.2500 | 0 | 100 | 20 | 70 | - | 0 | |
| 0.0625 | 0 | 100 | 0 | 70 | - | 0 | |
| 0.0156 | 0 | 75 | 0 | 0 | - | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 55 | 4.0000 | 40 | 100 | 100 | 100 | 100 | 90 |
| 1.0000 | 10 | 100 | 0 | 100 | 100 | 40 | |
| 0.2500 | 0 | 100 | 0 | 80 | 20 | 20 | |
| 0.0625 | 0 | 90 | 0 | 50 | 10 | 0 | |
| 0.0156 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 56 | 4.0000 | 50 | 100 | 100 | 100 | 100 | 70 |
| 1.0000 | 10 | 100 | 10 | 100 | 100 | 0 | |
| 0.2500 | 0 | 100 | 10 | 90 | 50 | 0 | |
| 0.0625 | 0 | 100 | 10 | 70 | 0 | 0 | |
| 0.0156 | 0 | 70 | 0 | 20 | 0 | 0 | |
| 57 | 4.0000 | 0 | 100 | 0 | 100 | 100 | 0 |
| 1.0000 | 0 | 100 | 0 | 90 | 40 | 0 | |
| 0.2500 | 0 | 80 | 0 | 50 | 0 | 0 | |
| 0.0625 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 58 | 4.0000 | 0 | 100 | 0 | 80 | 100 | 100 |
| 1.0000 | 0 | 100 | 0 | 70 | 100 | 100 | |
| 0.2500 | 0 | 95 | 0 | 20 | 0 | 0 | |
| 0.0625 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 59 | 1.0000 | 0 | 100 | 20 | 40 | 100 | 10 |
| 0.2500 | 0 | 100 | 0 | 10 | 50 | 0 | |
| 0.0625 | 0 | 10 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 60 | 4.0000 | 40 | 100 | 0 | 100 | 50 | 60 |
| 1.0000 | 10 | 100 | 0 | 100 | 50 | 20 | |
| 0.2500 | 0 | 100 | 0 | 70 | 30 | 0 | |
| 0.0625 | 0 | 90 | 0 | 30 | 0 | 0 | |
| 0.0156 | 0 | 80 | 0 | 0 | 0 | 0 | |
| 61 | 4.0000 | 20 | 100 | 40 | 100 | 0 | 0 |
| 1.0000 | 0 | 100 | 0 | 100 | 0 | 0 | |
| 0.2500 | 0 | 100 | 0 | 80 | 0 | 0 | |
| 0.0625 | 0 | 100 | 0 | 40 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 62 | 4.0000 | 30 | 100 | 100 | 100 | 100 | 80 |
| 1.0000 | 10 | 100 | 0 | 90 | 60 | 0 | |
| 0.2500 | 0 | 100 | 0 | 70 | 70 | 0 | |
| 0.0625 | 0 | 80 | 0 | 10 | 0 | 0 | |
| 0.0156 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 63 | 4.0000 | 20 | 100 | 0 | 100 | 100 | 0 |
| 1.0000 | 0 | 100 | 0 | 100 | 80 | 0 | |
| 0.2500 | 0 | 100 | 0 | 80 | 40 | 0 | |
| 0.0625 | 0 | 100 | 0 | 50 | 0 | 0 | |
| 0.0156 | 0 | 20 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 64 | 4.0000 | 50 | 100 | 0 | 100 | 100 | 30 |
| 1.0000 | 20 | 100 | 0 | 100 | 100 | 0 | |
| 0.2500 | 0 | 100 | 0 | 70 | 100 | 0 | |
| 0.0625 | 0 | 70 | 0 | 50 | 0 | 0 | |
| 0.0156 | 0 | 30 | 0 | 30 | 0 | 0 | |
| 65 | 4.0000 | 10 | 100 | 30 | 100 | 0 | 30 |
| 1.0000 | 0 | 100 | 10 | 80 | 0 | 0 | |
| 0.2500 | 0 | 100 | 0 | 50 | 0 | 0 | |
| 0.0625 | 0 | 60 | 0 | 10 | 0 | 0 | |
| 0.0156 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 66 | 4.0000 | 0 | 100 | 30 | 100 | 40 | 0 |
| 1.0000 | 0 | 100 | 20 | 90 | 40 | 0 | |
| 0.2500 | 0 | 100 | 0 | 70 | 0 | 0 | |
| 0.0625 | 0 | 95 | 0 | 40 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 67 | 4.0000 | 10 | 100 | 40 | 100 | 30 | 70 |
| 1.0000 | 0 | 100 | 0 | 100 | 20 | 0 | |
| 0.2500 | 0 | 100 | 0 | 70 | 0 | 0 | |
| 0.0625 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 68 | 4.0000 | 0 | 100 | 40 | 100 | 80 | 20 |
| 1.0000 | 0 | 100 | 20 | 90 | 0 | 0 | |
| 0.2500 | 0 | 100 | 0 | 70 | 0 | 0 | |
| 0.0625 | 0 | 60 | 0 | 30 | 0 | 0 | |
| 0.0156 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 69 | 4.0000 | 50 | 100 | 0 | 100 | 100 | 30 |
| 1.0000 | 10 | 100 | 0 | 100 | 20 | 20 | |
| 0.2500 | 0 | 100 | 0 | 100 | 0 | 0 | |
| 0.0625 | 0 | 90 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 90 | 0 | 0 | 0 | 0 | |
| 70 | 1.0000 | 20 | 100 | 100 | 100 | 100 | 100 |
| 0.2500 | 10 | 100 | 20 | 70 | 100 | 0 | |
| 0.0625 | 0 | 70 | 0 | 10 | 0 | 0 | |
| 0.0156 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 71 | 4.0000 | 20 | 100 | 50 | 100 | 100 | 50 |
| 1.0000 | 0 | 100 | 20 | 90 | 100 | 20 | |
| 0.2500 | 0 | 100 | 0 | 80 | 50 | 0 | |
| 0.0625 | 0 | 100 | 0 | 50 | 0 | 0 | |
| 0.0156 | 0 | 40 | 0 | 0 | 0 | 0 | |
| 72 | 1.0000 | 0 | 100 | 30 | 60 | 0 | 70 |
| 0.2500 | 0 | 95 | 0 | 50 | 0 | 20 | |
| 0.0625 | 0 | 70 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 73 | 1.0000 | 0 | 100 | 30 | 90 | 50 | 20 |
| 0.2500 | 0 | 100 | 0 | 60 | 30 | 10 | |
| 0.0625 | 0 | 70 | 0 | 10 | 0 | 0 | |
| 0.0156 | 0 | 40 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 74 | 1.0000 | 20 | 100 | 0 | 100 | 100 | 70 |
| 0.2500 | 0 | 100 | 0 | 40 | 50 | 40 | |
| 0.0625 | 0 | 95 | 0 | 20 | 0 | 0 | |
| 0.0156 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 75 | 1.0000 | 0 | 100 | 50 | 90 | 50 | 0 |
| 0.2500 | 0 | 100 | 30 | 80 | 20 | 0 | |
| 0.0625 | 0 | 85 | 0 | 40 | 0 | 0 | |
| 0.0156 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 76 | 1.0000 | 0 | 100 | 20 | 90 | 100 | 0 |
| 0.2500 | 0 | 100 | 0 | 70 | 0 | 0 | |
| 0.0625 | 0 | 95 | 0 | 40 | 0 | 0 | |
| 0.0156 | 0 | 70 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 77 | 4.0000 | 80 | 100 | 30 | 100 | 0 | 20 |
| 1.0000 | 20 | 100 | 30 | 100 | 0 | 10 | |
| 0.2500 | 0 | 100 | 0 | 80 | 0 | 0 | |
| 0.0625 | 0 | 95 | 0 | 70 | 0 | 0 | |
| 0.0156 | 0 | 95 | 0 | 40 | 0 | 0 | |
| 78 | 1.0000 | 10 | 100 | 100 | 100 | 100 | 60 |
| 0.2500 | 0 | 100 | 30 | 80 | 20 | 0 | |
| 0.0625 | 0 | 100 | 0 | 70 | 20 | 0 | |
| 0.0156 | 0 | 80 | 0 | 20 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 79 | 1.0000 | 20 | 100 | 10 | 100 | 50 | 0 |
| 0.2500 | 10 | 95 | 0 | 30 | 0 | 0 | |
| 0.0625 | 0 | 85 | 0 | 30 | 0 | 0 | |
| 0.0156 | 0 | 10 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 80 | 1.0000 | 20 | 100 | 0 | 100 | 100 | 0 |
| 0.2500 | 0 | 100 | 0 | 0 | 40 | 0 | |
| 0.0625 | 0 | 100 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 10 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 81 | 1.0000 | 30 | 100 | 30 | 100 | 70 | 0 |
| 0.2500 | 0 | 90 | 30 | 80 | 0 | 0 | |
| 0.0625 | 0 | 85 | 20 | 60 | 0 | 0 | |
| 0.0156 | 0 | 50 | 0 | 40 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 20 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 82 | 1.0000 | 0 | 100 | 20 | 50 | 0 | 0 |
| 0.2500 | 0 | 100 | 0 | 50 | 0 | 0 | |
| 0.0625 | 0 | 40 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 40 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 83 | 1.0000 | 0 | 100 | 0 | 30 | 0 | 0 |
| 0.2500 | 0 | 70 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 86 | 1.0000 | 0 | 100 | 0 | 0 | 0 | 0 |
| 0.2500 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 87 | 1.0000 | 10 | 100 | 0 | 0 | 0 | 0 |
| 0.2500 | 0 | 80 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 88 | 1.0000 | 10 | 100 | 0 | 70 | 80 | 0 |
| 0.2500 | 0 | 100 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 89 | 4.0000 | 10 | 100 | 10 | 90 | 0 | 0 |
| 1.0000 | 0 | 100 | 0 | 50 | 0 | 0 | |
| 0.2500 | 0 | 100 | 0 | 50 | 0 | 0 | |
| 0.0625 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 90 | 1.0000 | 0 | 100 | 0 | 0 | 0 | 0 |
| 0.2500 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 91 | 1.0000 | 20 | 90 | 0 | 0 | 0 | 0 |
| 0.2500 | 0 | 40 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 10 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 10 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 93 | 1.0000 | 20 | 100 | 0 | 100 | 0 | 0 |
| 0.2500 | 10 | 100 | 0 | 80 | 0 | 0 | |
| 0.0625 | 0 | 100 | 0 | 80 | 0 | 0 | |
| 0.0156 | 0 | 80 | 0 | 20 | 0 | 0 | |
| 0.0040 | 0 | 10 | 0 | 0 | 0 | 0 | |
| 94 | 1.0000 | 20 | 100 | 0 | 100 | 0 | 40 |
| 0.2500 | 0 | 100 | 0 | 50 | 0 | 0 | |
| 0.0625 | 0 | 80 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 95 | 1.0000 | 10 | 100 | 0 | 90 | 40 | 0 |
| 0.2500 | 0 | 100 | 0 | 70 | 30 | 0 | |
| 0.0625 | 0 | 100 | 0 | 50 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 30 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 96 | 1.0000 | 0 | 100 | 10 | 100 | 50 | 20 |
| 0.2500 | 0 | 95 | 0 | 50 | 0 | 0 | |
| 0.0625 | 0 | 30 | 0 | 40 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 97 | 1.0000 | 30 | 100 | 20 | 80 | 0 | 20 |
| 0.2500 | 20 | 100 | 0 | 30 | 0 | 0 | |
| 0.0625 | 10 | 90 | 0 | 30 | 0 | 0 | |
| 0.0156 | 0 | 80 | 0 | 30 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 99 | 1.0000 | 0 | 100 | 0 | 90 | 0 | 0 |
| 0.2500 | 0 | 100 | 0 | 70 | 0 | 0 | |
| 0.0625 | 0 | 85 | 0 | 50 | 0 | 0 | |
| 0.0156 | 0 | 10 | 0 | 30 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 100 | 1.0000 | 20 | 100 | 70 | 100 | 100 | 10 |
| 0.2500 | 10 | 100 | 0 | 40 | 90 | 0 | |
| 0.0625 | 10 | 100 | 0 | 0 | 0 | 0 | |
| 0.0156 | 10 | 80 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 10 | 0 | 0 | 0 | 0 | |
| 101 | 1.0000 | 20 | 100 | 0 | 90 | 100 | 20 |
| 0.2500 | 0 | 100 | 0 | 80 | 90 | 0 | |
| 0.0625 | 0 | 95 | 0 | 20 | 0 | 0 | |
| 0.0156 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 102 | 1.0000 | 10 | 100 | 30 | 90 | 30 | 0 |
| 0.2500 | 0 | 100 | 10 | 60 | 0 | 0 | |
| 0.0625 | 0 | 80 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 70 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 103 | 1.0000 | 0 | 100 | 10 | 70 | 0 | 10 |
| 0.2500 | 0 | 80 | 0 | 40 | 0 | 0 | |
| 0.0625 | 0 | 10 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 106 | 4.0000 | 0 | 100 | 0 | 100 | 30 | 0 |
| 1.0000 | 0 | 100 | 0 | 100 | 0 | 0 | |
| 0.2500 | 0 | 100 | 0 | 80 | 0 | 0 | |
| 0.0625 | 0 | 90 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 107 | 4.0000 | 20 | 100 | 30 | 90 | 100 | 0 |
| 1.0000 | 0 | 100 | 30 | 80 | 30 | 0 | |
| 0.2500 | 0 | 100 | 0 | 70 | 0 | 0 | |
| 0.0625 | 0 | 80 | 0 | 50 | 0 | 0 | |
| 0.0156 | 0 | 30 | 0 | 20 | 0 | 0 | |
| 108 | 1.0000 | 0 | 100 | 30 | 90 | 80 | 0 |
| 0.2500 | 0 | 100 | 0 | 90 | 50 | 0 | |
| 0.0625 | 0 | 95 | 0 | 70 | 0 | 0 | |
| 0.0156 | 0 | 75 | 0 | 50 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 109 | 4.0000 | 20 | 100 | 0 | 100 | 0 | 0 |
| 1.0000 | 0 | 100 | 0 | 100 | 0 | 0 | |
| 0.2500 | 0 | 95 | 0 | 30 | 0 | 0 | |
| 0.0625 | 0 | 90 | 0 | 20 | 0 | 0 | |
| 0.0156 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 112 | 1.0000 | 0 | 100 | 50 | 100 | 100 | 0 |
| 0.2500 | 0 | 100 | 10 | 70 | 80 | 0 | |
| 0.0625 | 0 | 100 | 0 | 40 | 40 | 0 | |
| 0.0156 | 0 | 70 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 113 | 1.0000 | 0 | 100 | 50 | 90 | 0 | 10 |
| 0.2500 | 0 | 70 | 20 | 70 | 0 | 0 | |
| 0.0625 | 0 | 40 | 0 | 30 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 114 | 4.0000 | 30 | 100 | 0 | 100 | 90 | 0 |
| 1.0000 | 0 | 100 | 0 | 90 | 0 | 0 | |
| 0.2500 | 0 | 100 | 0 | 70 | 0 | 0 | |
| 0.0625 | 0 | 90 | 0 | 40 | 0 | 0 | |
| 0.0156 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 115 | 1.0000 | 0 | 100 | 20 | 90 | 0 | 0 |
| 0.2500 | 0 | 95 | 0 | 60 | 0 | 0 | |
| 0.0625 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 116 | 1.0000 | 0 | 100 | 60 | 100 | 30 | 20 |
| 0.2500 | 0 | 100 | 10 | 60 | 0 | 0 | |
| 0.0625 | 0 | 85 | 0 | 40 | 0 | 0 | |
| 0.0156 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 117 | 1.0000 | 0 | 100 | 10 | 100 | 0 | 0 |
| 0.2500 | 0 | 100 | 0 | 90 | 0 | 0 | |
| 0.0625 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 118 | 4.0000 | 0 | 100 | 0 | 80 | 100 | 0 |
| 1.0000 | 0 | 100 | 0 | 40 | 100 | 0 | |
| 0.2500 | 0 | 80 | 0 | 10 | 100 | 0 | |
| 0.0625 | 0 | 50 | 0 | 0 | 40 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 120 | 4.0000 | 10 | 100 | 20 | 60 | 0 | 0 |
| 1.0000 | 0 | 100 | 0 | 0 | 0 | 0 | |
| 0.2500 | 0 | 80 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 122 | 4.0000 | 0 | 100 | 100 | 100 | 100 | 50 |
| 1.0000 | 0 | 100 | 40 | 95 | 100 | 30 | |
| 0.2500 | 0 | 100 | 0 | 90 | 100 | 30 | |
| 0.0625 | 0 | 95 | 0 | 70 | 100 | 30 | |
| 0.0156 | 0 | 95 | 0 | 30 | 50 | 30 | |
| 123 | 4.0000 | 30 | 100 | 40 | 100 | 100 | 60 |
| 1.0000 | 20 | 100 | 0 | 100 | 60 | 0 | |
| 0.2500 | 0 | 100 | 0 | 100 | 0 | 0 | |
| 0.0625 | 0 | 100 | 0 | 80 | 0 | 0 | |
| 0.0156 | 0 | 90 | 0 | 40 | 0 | 0 | |
| 124 | 4.0000 | 40 | 100 | 40 | 100 | 50 | 40 |
| 1.0000 | 30 | 100 | 40 | 100 | 0 | 0 | |
| 0.2500 | 30 | 100 | 30 | 100 | 0 | 0 | |
| 0.0625 | 0 | 80 | 0 | 50 | 0 | 0 | |
| 0.0156 | 0 | 60 | 0 | 20 | 0 | 0 | |
| 125 | 4.0000 | 10 | 100 | 50 | 100 | 100 | 100 |
| 1.0000 | 0 | 100 | 40 | 90 | 100 | 100 | |
| 0.2500 | 0 | 100 | 0 | 80 | 100 | 0 | |
| 0.0625 | 0 | 60 | 0 | 50 | 0 | 0 | |
| 0.0156 | 0 | 20 | 0 | 20 | 0 | 0 | |
| 126 | 1.0000 | 0 | 100 | 40 | 100 | 0 | 20 |
| 0.2500 | 0 | 100 | 20 | 70 | 0 | 10 | |
| 0.0625 | 0 | 95 | 20 | 60 | 0 | 0 | |
| 0.0156 | 0 | 70 | 0 | 30 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 127 | 4.0000 | 30 | 100 | 10 | 100 | 0 | 80 |
| 1.0000 | 0 | 100 | 0 | 90 | 0 | 0 | |
| 0.2500 | 0 | 95 | 0 | 50 | 00 | 0 | |
| 0.0625 | 0 | 95 | 0 | 50 | 0 | 0 | |
| 0.0156 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 128 | 4.0000 | 0 | 100 | 50 | 100 | - | - |
| 1.0000 | 0 | 100 | 20 | 100 | 0 | - | |
| 0.2500 | 0 | 95 | 0 | 70 | 0 | - | |
| 0.0625 | 0 | 95 | 0 | 30 | 0 | - | |
| 0.0156 | 0 | 70 | 0 | 0 | 0 | - | |
| 129 | 1.0000 | 0 | 100 | 10 | 30 | 0 | 0 |
| 0.2500 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 138 | 1.0000 | 10 | 100 | 0 | 0 | 0 | 0 |
| 0.2500 | 0 | 90 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 142 | 4.0000 | 0 | 100 | 0 | 100 | 30 | 80 |
| 1.0000 | 0 | 100 | 0 | 90 | 30 | 30 | |
| 0.2500 | 0 | 90 | 0 | 40 | 20 | 0 | |
| 0.0625 | 0 | 70 | 0 | 20 | 0 | 0 | |
| 0.0156 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 143 | 4.0000 | 0 | 100 | 0 | 100 | 60 | 60 |
| 1.0000 | 0 | 100 | 0 | 90 | 0 | 30 | |
| 0.2500 | 0 | 100 | 0 | 70 | 0 | 30 | |
| 0.0625 | 0 | 100 | 0 | 50 | 0 | 20 | |
| 0.0156 | 0 | 0 | 0 | 40 | 0 | 0 | |
| 144 | 4.0000 | 30 | 100 | 0 | 100 | 0 | 0 |
| 1.0000 | 0 | 100 | 0 | 100 | 0 | 0 | |
| 0.2500 | 0 | 100 | 0 | 30 | 0 | 0 | |
| 0.0625 | 0 | 95 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 145 | 1.0000 | 0 | 90 | 0 | 70 | 50 | 20 |
| 0.2500 | 0 | 80 | 0 | 40 | 0 | 0 | |
| 0.0625 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 146 | 1.0000 | 0 | 100 | 0 | 70 | 40 | 0 |
| 0.2500 | 0 | 100 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 147 | 1.0000 | 0 | 100 | 0 | 0 | 20 | 30 |
| 0.2500 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 148 | 1.0000 | 0 | 100 | 0 | 10 | 0 | 20 |
| 0.2500 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 151 | 1.0000 | 0 | 100 | 30 | 0 | 30 | 0 |
| 0.2500 | 0 | 95 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 20 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 152 | 1.0000 | 0 | 100 | 0 | 70 | 0 | 0 |
| 0.2500 | 0 | 100 | 0 | 70 | 0 | 0 | |
| 0.0625 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 153 | 1.0000 | 0 | 100 | 0 | 30 | 20 | 10 |
| 0.2500 | 0 | 70 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 156 | 1.0000 | 0 | 100 | 0 | 60 | 0 | 0 |
| 0.2500 | 0 | 70 | 0 | 30 | 0 | 0 | |
| 0.0625 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 162 | 4.0000 | 80 | 100 | 100 | 100 | 100 | |
| 1.0000 | 20 | 100 | 100 | 100 | 100 | ||
| 0.2500 | 0 | 100 | 100 | 100 | 100 | ||
| 0.0625 | 0 | 100 | 100 | 80 | 0 | ||
| 0.0157 | |||||||
| 163 | 4.0000 | 60 | 100 | 70 | 100 | ||
| 1.0000 | 40 | 100 | 100 | 100 | |||
| 0.2500 | 40 | 100 | 100 | 100 | |||
| 0.0625 | 10 | 100 | 0 | 70 | |||
| 0.0157 | 0 | 95 | 0 | 0 | |||
| 164 | 4.0000 | 60 | 100 | 100 | 100 | ||
| 1.0000 | 50 | 100 | 30 | 100 | |||
| 0.2500 | 20 | 100 | 0 | 100 | |||
| 0.0625 | 10 | 100 | 0 | 50 | |||
| 0.0157 | 10 | 70 | 0 | 20 | |||
| 165 | 4.0000 | 100 | 100 | 100 | 100 | ||
| 1.0000 | 60 | 100 | 90 | 100 | |||
| 0.2500 | 40 | 100 | 50 | 100 | |||
| 0.0625 | 20 | 100 | 50 | 100 | |||
| 0.0157 | 0 | 100 | 0 | 30 | |||
| 166 | 4.0000 | 40 | 100 | 20 | 100 | ||
| 1.0000 | 30 | 100 | 0 | 100 | |||
| 0.2500 | 20 | 100 | 0 | 70 | |||
| 0.0625 | 0 | 80 | 0 | 50 | |||
| 0.0157 | 0 | 80 | 0 | 0 | |||
| 167 | 4.0000 | 50 | 100 | 100 | 100 | ||
| 1.0000 | 50 | 100 | 0 | 100 | |||
| 0.2500 | 40 | 100 | 0 | 100 | |||
| 0.0625 | 30 | 100 | 0 | 80 | |||
| 0.0157 | 20 | 100 | 0 | 60 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 168 | 4.0000 | 60 | 100 | 100 | 100 | 100 | 30 |
| 1.0000 | 20 | 100 | 100 | 100 | 100 | 30 | |
| 0.2500 | 0 | 100 | 90 | 90 | 70 | 0 | |
| 0.0625 | 0 | 90 | 80 | 90 | 20 | 0 | |
| 0.0157 | 0 | 70 | 0 | 50 | 0 | 0 | |
| 169 | 4.0000 | 40 | 100 | 100 | 100 | 100 | |
| 1.0000 | 0 | 100 | 90 | 95 | 100 | ||
| 0.2500 | 0 | 100 | 0 | 90 | 100 | ||
| 0.0625 | 0 | 99 | 0 | 50 | 100 | ||
| 0.0157 | 0 | 80 | 0 | 30 | 100 | ||
| 170 | 4.0000 | 10 | 100 | 0 | 100 | 100 | |
| 1.0000 | 0 | 100 | 0 | 90 | 100 | ||
| 0.2500 | 0 | 100 | 0 | 90 | 70 | ||
| 0.0625 | 0 | 100 | 0 | 60 | 0 | ||
| 0.0157 | 0 | 60 | 0 | 0 | 0 | ||
| 171 | 4.0000 | 10 | 100 | 100 | 100 | 100 | |
| 1.0000 | 0 | 100 | 100 | 100 | 100 | ||
| 0.2500 | 0 | 100 | 70 | 70 | 40 | ||
| 0.0625 | 0 | 100 | 50 | 30 | 0 | ||
| 0.0157 | 0 | 75 | 0 | 0 | 0 | ||
| 172 | 4.0000 | 50 | 100 | 100 | 100 | 100 | 50 |
| 1.0000 | 20 | 100 | 60 | 100 | 100 | 30 | |
| 0.2500 | 10 | 100 | 40 | 90 | 50 | 20 | |
| 0.0625 | 0 | 100 | 30 | 80 | 50 | 0 | |
| 0.0157 | 0 | 100 | 30 | 60 | 0 | 0 | |
| 173 | 4.0000 | 30 | 100 | 70 | 100 | 100 | |
| 1.0000 | 0 | 100 | 0 | 100 | 100 | ||
| 0.2500 | 0 | 100 | 0 | 70 | 0 | ||
| 0.0625 | 0 | 100 | 0 | 60 | 0 | ||
| 0.0157 | 0 | 40 | 0 | 0 | 0 | ||
| 174 | 4.0000 | 0 | 100 | 10 | 100 | 100 | |
| 1.0000 | 0 | 100 | 0 | 100 | 100 | ||
| 0.2500 | 0 | 100 | 0 | 70 | 100 | ||
| 0.0625 | 0 | 0 | 0 | 20 | 0 | ||
| 0.0157 | 0 | 0 | 0 | 0 | 0 | ||
| 175 | 4.0000 | 40 | 90 | 10 | 100 | 100 | 20 |
| 1.0000 | 30 | 90 | 0 | 70 | 0 | 10 | |
| 0.2500 | 30 | 50 | 0 | 20 | 0 | 0 | |
| 0.0625 | 10 | 10 | 0 | 0 | 0 | 0 | |
| 0.0157 | 10 | 0 | 0 | 0 | 0 | 0 | |
| 176 | 4.0000 | 50 | 100 | 30 | 100 | ||
| 1.0000 | 30 | 100 | 0 | 100 | |||
| 0.2500 | 20 | 100 | 0 | 100 | |||
| 0.0625 | 20 | 100 | 0 | 60 | |||
| 0.0157 | 0 | 100 | 0 | 30 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 177 | 4.0000 | 30 | 100 | 80 | 100 | 100 | |
| 1.0000 | 10 | 100 | 80 | 100 | 100 | ||
| 0.2500 | 10 | 100 | 60 | 100 | 100 | ||
| 0.0625 | 0 | 100 | 30 | 70 | 0 | ||
| 0.0157 | 0 | 60 | 30 | 0 | 0 | ||
| 178 | 4.0000 | 30 | 100 | 50 | 100 | 100 | |
| 1.0000 | 0 | 100 | 50 | 100 | 100 | ||
| 0.2500 | 0 | 100 | 30 | 90 | 100 | ||
| 0.0625 | 0 | 95 | 30 | 0 | 0 | ||
| 0.0157 | 0 | 30 | 0 | 0 | 0 | ||
| 179 | 4.0000 | 0 | 100 | 30 | 100 | 100 | |
| 1.0000 | 0 | 100 | 30 | 80 | 100 | ||
| 0.2500 | 0 | 60 | 0 | 20 | 100 | ||
| 0.0625 | 0 | 10 | 0 | 0 | 0 | ||
| 0.0157 | 0 | 0 | 0 | 0 | 0 | ||
| 180 | 4.0000 | 20 | 100 | 30 | 100 | 100 | |
| 1.0000 | 0 | 100 | 20 | 100 | 100 | ||
| 0.2500 | 0 | 90 | 20 | 50 | 100 | ||
| 0.0625 | 0 | 20 | 0 | 0 | 100 | ||
| 0.0157 | 0 | 60 | 0 | 0 | 0 | ||
| 181 | 4.0000 | 10 | 100 | 0 | 100 | 100 | 0 |
| 1.0000 | 0 | 100 | 0 | 100 | 100 | 0 | |
| 0.2500 | 0 | 98 | 0 | 90 | 90 | 0 | |
| 0.0625 | 0 | 80 | 0 | 80 | 0 | 0 | |
| 0.0157 | 0 | 60 | 0 | 40 | 0 | 0 | |
| 183 | 4.0000 | 30 | 100 | 20 | 100 | 70 | |
| 1.0000 | 0 | 100 | 20 | 100 | |||
| 0.2500 | 0 | 100 | 10 | 100 | |||
| 0.0625 | 0 | 30 | 0 | 0 | 0 | ||
| 0.0157 | 0 | 0 | 0 | 0 | 0 | ||
| 185 | 4.0000 | 10 | 100 | 10 | 100 | ||
| 1.0000 | 0 | 100 | 0 | 100 | |||
| 0.2500 | 0 | 100 | 0 | 100 | |||
| 0.0625 | 0 | 90 | 0 | 0 | |||
| 0.0157 | 0 | 0 | 0 | 0 | |||
| 186 | 4.0000 | 30 | 100 | 0 | 95 | ||
| 1.0000 | 0 | 100 | 0 | 30 | |||
| 0.2500 | 0 | 100 | 0 | 0 | |||
| 0.0625 | 0 | 100 | 0 | 0 | |||
| 0.0157 | 0 | 10 | 0 | 0 | |||
| 187 | 4.0000 | 30 | 100 | 20 | 90 | ||
| 1.0000 | 20 | 100 | 0 | 60 | |||
| 0.2500 | 10 | 100 | 0 | 0 | |||
| 0.0625 | 0 | 80 | 0 | 0 | |||
| 0.0157 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 189 | 4.0000 | 80 | 100 | 100 | 100 | ||
| 1.0000 | 40 | 100 | 100 | 100 | |||
| 0.2500 | 0 | 100 | 100 | 100 | |||
| 0.0625 | 0 | 100 | 0 | 100 | |||
| 0.0157 | 0 | 100 | 0 | 40 | |||
| 190 | 4.0000 | 50 | 100 | 100 | 100 | 100 | |
| 1.0000 | 20 | 100 | 100 | 100 | 100 | ||
| 0.2500 | 0 | 100 | 60 | 100 | 100 | ||
| 0.0625 | 0 | 100 | 0 | 90 | 100 | ||
| 0.0157 | 0 | 100 | 0 | 90 | 0 | ||
| 191 | 4.0000 | 40 | 100 | 70 | 100 | 100 | |
| 1.0000 | 0 | 100 | 50 | 95 | 100 | ||
| 0.2500 | 0 | 100 | 30 | 80 | 100 | ||
| 0.0625 | 0 | 100 | 0 | 80 | 100 | ||
| 0.0157 | 0 | 85 | 0 | 0 | 0 | ||
| 192 | 4.0000 | 10 | 100 | 60 | 100 | 100 | |
| 1.0000 | 0 | 100 | 50 | 100 | 100 | ||
| 0.2500 | 0 | 100 | 30 | 100 | 0 | ||
| 0.0625 | 0 | 80 | 20 | 20 | 0 | ||
| 0.0157 | 0 | 30 | 0 | 0 | 0 | ||
| 193 | 4.0000 | 20 | 100 | 10 | 100 | ||
| 1.0000 | 20 | 100 | 0 | 100 | |||
| 0.2500 | 0 | 100 | 0 | 100 | |||
| 0.0625 | 0 | 95 | 0 | 30 | |||
| 0.0157 | 0 | 10 | 0 | 0 | |||
| 194 | 4.0000 | 20 | 100 | 0 | 100 | ||
| 1.0000 | 10 | 100 | 0 | 100 | |||
| 0.2500 | 10 | 70 | 0 | 20 | |||
| 0.0625 | 0 | 30 | 0 | 0 | |||
| 0.0157 | 0 | 0 | 0 | 0 | |||
| 195 | 4.0000 | 40 | 100 | 100 | 100 | 100 | |
| 1.0000 | 20 | 100 | 60 | 100 | 100 | ||
| 0.2500 | 20 | 100 | 0 | 70 | 100 | ||
| 0.0625 | 0 | 95 | 0 | 0 | 50 | ||
| 0.0157 | 0 | 30 | 0 | 0 | 0 | ||
| 196 | 4.0000 | 40 | 100 | 100 | 100 | 100 | |
| 1.0000 | 30 | 100 | 100 | 100 | 100 | ||
| 0.2500 | 20 | 100 | 20 | 100 | 100 | ||
| 0.0625 | 0 | 100 | 10 | 40 | 100 | ||
| 0.0157 | 0 | 60 | 0 | 20 | 0 | ||
| 197 | 4.0000 | 50 | 100 | 50 | 100 | ||
| 1.0000 | 30 | 100 | 30 | 100 | |||
| 0.2500 | 30 | 100 | 20 | 100 | |||
| 0.0625 | 20 | 100 | 0 | 70 | |||
| 0.0157 | 0 | 100 | 0 | 50 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 198 | 4.0000 | 0 | 100 | 40 | 100 | 100 | |
| 1.0000 | 0 | 100 | 40 | 100 | 100 | ||
| 0.2500 | 0 | 100 | 40 | 100 | 0 | ||
| 0.0625 | 0 | 60 | 0 | 10 | 0 | ||
| 0.0157 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 199 | 4.0000 | 20 | 100 | 100 | 100 | 100 | 40 |
| 1.0000 | 0 | 100 | 50 | 100 | 100 | 0 | |
| 0.2500 | 0 | 100 | 50 | 100 | 100 | 0 | |
| 0.0625 | 0 | 95 | 30 | 80 | 20 | 0 | |
| 0.0157 | 0 | 60 | 30 | 30 | 0 | 0 | |
| 200 | 4.0000 | 0 | 100 | 0 | 100 | 100 | 60 |
| 1.0000 | 0 | 100 | 0 | 100 | 100 | 0 | |
| 0.2500 | 0 | 100 | 0 | 90 | 50 | 0 | |
| 0.0625 | 0 | 70 | 0 | 50 | 0 | 0 | |
| 0.0157 | 0 | 50 | 0 | 40 | 0 | 0 | |
| 201 | 4.0000 | 0 | 100 | 30 | 100 | 100 | 0 |
| 1.0000 | 0 | 100 | 0 | 100 | 100 | 0 | |
| 0.2500 | 0 | 80 | 0 | 80 | 40 | 0 | |
| 0.0625 | 0 | 70 | 0 | 60 | 40 | 0 | |
| 0.0157 | 0 | 60 | 0 | 40 | 0 | 0 | |
| 202 | 4.0000 | 20 | 100 | 100 | 100 | 100 | |
| 1.0000 | 0 | 100 | 0 | 100 | 100 | ||
| 0.2500 | 0 | 80 | 0 | 60 | 100 | ||
| 0.0625 | 0 | 60 | 0 | 0 | 0 | ||
| 0.0157 | 0 | 0 | 0 | 0 | 0 | ||
| 203 | 4.0000 | 30 | 100 | 0 | 100 | 100 | 20 |
| 1.0000 | 20 | 100 | 0 | 95 | 50 | 0 | |
| 0.2500 | 10 | 75 | 0 | 50 | 0 | 0 | |
| 0.0625 | 10 | 30 | 0 | 30 | 0 | 0 | |
| 0.0157 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 204 | 4.0000 | 20 | 100 | 40 | 100 | 100 | 20 |
| 1.0000 | 0 | 100 | 40 | 90 | 100 | 10 | |
| 0.2500 | 0 | 100 | 30 | 90 | 100 | 10 | |
| 0.0625 | 0 | 85 | 30 | 70 | 30 | 0 | |
| 0.0157 | 0 | 40 | 0 | 0 | 0 | 0 | |
| 205 | 4.0000 | 30 | 100 | 50 | 100 | 100 | 20 |
| 1.0000 | 30 | 100 | 0 | 95 | 100 | 0 | |
| 0.2500 | 30 | 100 | 0 | 80 | 50 | 0 | |
| 0.0625 | 20 | 80 | 0 | 80 | 0 | 0 | |
| 0.0157 | 10 | 40 | 0 | 20 | 0 | 0 | |
| 206 | 4.0000 | 20 | 100 | 40 | 100 | 100 | 30 |
| 1.0000 | 0 | 100 | 30 | 90 | 100 | 0 | |
| 0.2500 | 0 | 100 | 10 | 90 | 70 | 0 | |
| 0.0625 | 0 | 100 | 10 | 80 | 0 | 0 | |
| 0.0157 | 0 | 50 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 207 | 4.0000 | 0 | 100 | 20 | 100 | 100 | 30 |
| 1.0000 | 0 | 100 | 10 | 100 | 100 | 0 | |
| 0.2500 | 0 | 100 | 0 | 90 | 100 | 0 | |
| 0.0625 | 0 | 80 | 0 | 90 | 0 | 0 | |
| 0.0157 | 0 | 60 | 0 | 50 | 0 | 0 | |
| 208 | 4.0000 | 10 | 100 | 20 | 100 | 100 | 20 |
| 1.0000 | 0 | 100 | 20 | 90 | 30 | 0 | |
| 0.2500 | 0 | 70 | 10 | 80 | 0 | 0 | |
| 0.0625 | 0 | 60 | 0 | 20 | 0 | 0 | |
| 0.0157 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 209 | 4.0000 | 0 | 100 | 10 | 100 | 50 | 0 |
| 1.0000 | 0 | 100 | 10 | 100 | 50 | 0 | |
| 0.2500 | 0 | 70 | 0 | 70 | 50 | 0 | |
| 0.0625 | 0 | 50 | 0 | 40 | 0 | 0 | |
| 0.0157 | 0 | 50 | 0 | 20 | 0 | 0 | |
| 210 | 4.0000 | 20 | 100 | 100 | 100 | ||
| 1.0000 | 20 | 100 | 100 | 100 | |||
| 0.2500 | 10 | 80 | 100 | 95 | |||
| 0.0625 | 0 | 0 | 0 | 30 | |||
| 0.0157 | 0 | 0 | 0 | 30 | |||
| 211 | 4.0000 | 0 | 90 | 0 | 0 | 0 | 0 |
| 1.0000 | 0 | 80 | 0 | 0 | 0 | 0 | |
| 0.2500 | 0 | 70 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0157 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 212 | 4.0000 | 40 | 100 | 40 | 100 | 100 | 0 |
| 1.0000 | 20 | 100 | 40 | 90 | 100 | 0 | |
| 0.2500 | 10 | 100 | 30 | 70 | 70 | 0 | |
| 0.0625 | 0 | 95 | 20 | 20 | 70 | 0 | |
| 0.0157 | 0 | 80 | 0 | 0 | 0 | 0 | |
| 213 | 4.0000 | 0 | 100 | 30 | 80 | 30 | 0 |
| 1.0000 | 0 | 100 | 20 | 70 | 0 | 0 | |
| 0.2500 | 0 | 90 | 10 | 0 | 0 | 0 | |
| 0.0625 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 0.0157 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 214 | 4.0000 | 0 | 100 | 10 | 100 | 0 | 0 |
| 1.0000 | 0 | 100 | 0 | 90 | 0 | 0 | |
| 0.2500 | 0 | 95 | 0 | 40 | 0 | 0 | |
| 0.0625 | 0 | 70 | 0 | 0 | 0 | 0 | |
| 0.0157 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 216 | 4.0000 | 0 | 100 | 40 | 50 | 0 | 0 |
| 1.0000 | 0 | 100 | 20 | 0 | 0 | 0 | |
| 0.2500 | 0 | 60 | 10 | 0 | 0 | 0 | |
| 0.0625 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 0.0157 | 0 | 20 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 218 | 4.0000 | 10 | 100 | 40 | 100 | 0 | 0 |
| 1.0000 | 0 | 100 | 20 | 80 | 0 | 0 | |
| 0.2500 | 0 | 100 | 10 | 70 | 0 | 0 | |
| 0.0625 | 0 | 90 | 0 | 30 | 0 | 0 | |
| 0.0157 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 219 | 4.0000 | 0 | 100 | 0 | 10 | 0 | 0 |
| 1.0000 | 0 | 80 | 0 | 0 | 0 | 0 | |
| 0.2500 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0157 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 220 | 4.0000 | 0 | 100 | 80 | 100 | 100 | 60 |
| 1.0000 | 0 | 95 | 0 | 0 | 90 | 0 | |
| 0.2500 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0157 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 221 | 1.0000 | 80 | 100 | 100 | 100 | 100 | 90 |
| 0.2500 | 0 | 100 | 100 | 90 | 100 | 80 | |
| 0.0625 | 0 | 100 | 60 | 90 | 100 | 0 | |
| 0.0156 | 0 | 95 | 20 | 60 | 0 | 0 | |
| 0.0040 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 222 | 1.0000 | 80 | 100 | 100 | 100 | - | 70 |
| 0.2500 | 70 | 100 | 100 | 100 | - | 60 | |
| 0.0625 | 20 | 100 | 40 | 90 | - | 30 | |
| 0.0156 | 0 | 70 | 10 | 80 | - | 0 | |
| 0.0040 | 0 | 30 | 0 | 40 | - | 0 | |
| 223 | 4.0000 | 100 | 100 | 100 | 100 | 100 | 0 |
| 1.0000 | 60 | 100 | 100 | 100 | 100 | 0 | |
| 0.2500 | 20 | 100 | 100 | 80 | 0 | 0 | |
| 0.0625 | 0 | 100 | 50 | 30 | 0 | 0 | |
| 0.0156 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 224 | 1.0000 | 0 | 100 | 100 | 90 | - | 50 |
| 0.2500 | 0 | 100 | 60 | 90 | - | 10 | |
| 0.0625 | 0 | 95 | 10 | 80 | - | 0 | |
| 0.0156 | 0 | 40 | 0 | 50 | - | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | - | 0 | |
| 225 | 1.0000 | 30 | 100 | 100 | 90 | - | 50 |
| 0.2500 | 30 | 100 | 100 | 90 | 80 | 20 | |
| 0.0625 | 0 | 80 | 20 | 80 | 80 | 0 | |
| 0.0156 | 0 | 60 | 0 | 50 | 70 | 0 | |
| 0.0040 | 0 | 0 | 0 | 20 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 226 | 1.0000 | 70 | 100 | 100 | 90 | - | 60 |
| 0.2500 | 40 | 100 | 100 | 80 | 90 | 30 | |
| 0.0625 | 0 | 85 | 30 | 80 | 40 | 0 | |
| 0.0156 | 0 | 50 | 10 | 50 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 20 | 0 | 0 | |
| 227 | 4.0000 | 100 | 100 | 100 | 100 | 0 | 100 |
| 1.0000 | 50 | 100 | 100 | 100 | 0 | 100 | |
| 0.2500 | 30 | 100 | 100 | 90 | 0 | 100 | |
| 0.0625 | 0 | 100 | 100 | 90 | 0 | 40 | |
| 0.0156 | 0 | 90 | 40 | 70 | 0 | 0 | |
| 228 | 1.0000 | 40 | 100 | 100 | 100 | 100 | 60 |
| 0.2500 | 10 | 100 | 70 | 90 | 100 | 40 | |
| 0.0625 | 0 | 90 | 0 | 50 | 0 | 10 | |
| 0.0156 | 0 | 30 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 229 | 1.0000 | 65 | 100 | 100 | 100 | - | 70 |
| 0.2500 | 0 | 100 | 90 | 90 | - | 50 | |
| 0.0625 | 0 | 80 | 30 | 70 | - | 20 | |
| 0.0156 | 0 | 30 | 0 | 40 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 20 | 0 | 0 | |
| 230 | 4.0000 | 80 | 100 | 100 | 100 | 100 | 0 |
| 1.0000 | 60 | 100 | 100 | 100 | 100 | 0 | |
| 0.2500 | 20 | 100 | 40 | 90 | 100 | 0 | |
| 0.0625 | 20 | 100 | 0 | 80 | 20 | 0 | |
| 0.0156 | 20 | 90 | 0 | 50 | 0 | 0 | |
| 231 | 4.0000 | 90 | 100 | 100 | 100 | 100 | 100 |
| 1.0000 | 90 | 100 | 100 | 100 | 100 | 100 | |
| 0.2500 | 70 | 100 | 100 | 100 | 100 | 60 | |
| 0.0625 | 0 | 100 | 100 | 100 | 100 | 30 | |
| 0.0156 | 0 | 70 | 40 | 60 | 0 | 0 | |
| 232 | 1.0000 | 65 | 100 | 100 | 100 | - | 50 |
| 0.2500 | 30 | 100 | 100 | 90 | - | 50 | |
| 0.0625 | 0 | 100 | 100 | 90 | - | 0 | |
| 0.0156 | 0 | 90 | 50 | 80 | 50 | 0 | |
| 0.0040 | 0 | 70 | 10 | 50 | 0 | 0 | |
| 233 | 1.0000 | 65 | 100 | 100 | 90 | - | 80 |
| 0.2500 | 20 | 100 | 50 | 90 | 60 | 50 | |
| 0.0625 | 0 | 95 | 10 | 70 | - | 0 | |
| 0.0156 | 0 | 80 | 0 | 70 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 20 | 0 | 0 | |
| 234 | 1.0000 | 60 | 100 | 100 | 100 | 100 | 70 |
| 0.2500 | 20 | 100 | 100 | 100 | 100 | 50 | |
| 0.0625 | 0 | 100 | 60 | 100 | 100 | 20 | |
| 0.0156 | 0 | 80 | 10 | 30 | 0 | 0 | |
| 0.0040 | 0 | 30 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 235 | 1.0000 | 0 | 100 | 30 | 100 | 100 | 50 |
| 0.2500 | 0 | 100 | 0 | 90 | 20 | 20 | |
| 0.0625 | 0 | 95 | 0 | 80 | 0 | 0 | |
| 0.0156 | 0 | 30 | 0 | 10 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 236 | 4.0000 | 50 | 100 | 100 | 100 | 100 | 100 |
| 1.0000 | 50 | 100 | 100 | 100 | 100 | 100 | |
| 0.2500 | 30 | 100 | 60 | 100 | 0 | 100 | |
| 0.0625 | 10 | 80 | 40 | 60 | 0 | 0 | |
| 0.0156 | 0 | 60 | 0 | 40 | 0 | 0 | |
| 237 | 1.0000 | 60 | 100 | 100 | 100 | 100 | 70 |
| 0.2500 | 10 | 100 | 100 | 100 | 100 | 50 | |
| 0.0625 | 0 | 100 | 40 | 100 | 100 | 30 | |
| 0.0156 | 0 | 95 | 0 | 80 | 0 | 0 | |
| 0.0040 | 0 | 60 | 0 | 20 | 0 | 0 | |
| 238 | 1.0000 | 50 | 100 | 100 | 100 | 100 | 100 |
| 0.2500 | 20 | 100 | 80 | 100 | 90 | 60 | |
| 0.0625 | 0 | 100 | 30 | 60 | 0 | 0 | |
| 0.0156 | 0 | 60 | 0 | 20 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 239 | 4.0000 | 100 | 100 | 100 | 100 | 100 | 50 |
| 1.0000 | 50 | 100 | 100 | 100 | 100 | 30 | |
| 0.2500 | 20 | 100 | 30 | 100 | 100 | 0 | |
| 0.0625 | 0 | 90 | 20 | 60 | 20 | 0 | |
| 0.0156 | 0 | 20 | 0 | 30 | 0 | 0 | |
| 240 | 1.0000 | 10 | 100 | 60 | 100 | 100 | 60 |
| 0.2500 | 0 | 100 | 30 | 90 | 0 | 0 | |
| 0.0625 | 0 | 90 | 0 | 70 | 0 | 0 | |
| 0.0156 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 241 | 1.0000 | 10 | 100 | 40 | 90 | 100 | 60 |
| 0.2500 | 0 | 95 | 10 | 90 | 10 | 10 | |
| 0.0625 | 0 | 90 | 0 | 90 | 0 | 0 | |
| 0.0156 | 0 | 60 | 0 | 10 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 242 | 1.0000 | 20 | 100 | 60 | 100 | 100 | 60 |
| 0.2500 | 10 | 100 | 0 | 100 | 80 | 40 | |
| 0.0625 | 0 | 80 | 0 | 40 | 0 | 10 | |
| 0.0156 | 0 | 50 | 0 | 10 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 243 | 1.0000 | 40 | 100 | 100 | 90 | 100 | 50 |
| 0.2500 | 10 | 100 | 90 | 90 | 100 | 0 | |
| 0.0625 | 0 | 100 | 10 | 90 | 0 | 0 | |
| 0.0156 | 0 | 90 | 0 | 30 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | M0OVA | CYPSE | SAGPY |
| 244 | 1.0000 | 20 | 100 | 60 | 100 | 70 | 90 |
| 0.2500 | 0 | 100 | 40 | 50 | 50 | 0 | |
| 0.0625 | 0 | 100 | 0 | 30 | 40 | 0 | |
| 0.0156 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 245 | 1.0000 | 20 | 100 | 100 | 90 | 100 | 0 |
| 0.2500 | 0 | 100 | 100 | 90 | 100 | 0 | |
| 0.0625 | 0 | 95 | 30 | 70 | 80 | 0 | |
| 0.0156 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 246 | 1.0000 | 50 | 100 | 100 | 100 | - | 60 |
| 0.2500 | 30 | 100 | 50 | 90 | - | 60 | |
| 0.0625 | 10 | 95 | 0 | 80 | 80 | 30 | |
| 0.0156 | 0 | 40 | 0 | 40 | - | 0 | |
| 0.0040 | 0 | 10 | 0 | 20 | - | 0 | |
| 247 | 1.0000 | 50 | 100 | 100 | 100 | 100 | 80 |
| 0.2500 | 0 | 100 | 70 | 90 | 100 | 40 | |
| 0.0625 | 0 | 100 | 40 | 70 | 0 | 10 | |
| 0.0156 | 0 | 80 | 10 | 40 | 0 | 0 | |
| 0.0040 | 0 | 60 | 0 | 10 | 0 | 0 | |
| 248 | 1.0000 | 70 | 100 | 100 | 100 | 100 | 90 |
| 0.2500 | 10 | 100 | 100 | 90 | 90 | 40 | |
| 0.0625 | 0 | 100 | 50 | 90 | 80 | 20 | |
| 0.0156 | 0 | 95 | 20 | 80 | 0 | 0 | |
| 0.0040 | 0 | 80 | 0 | 10 | 0 | 0 | |
| 249 | 1.0000 | 20 | 100 | 100 | 100 | 100 | 40 |
| 0.2500 | 10 | 100 | 50 | 100 | 30 | 30 | |
| 0.0625 | 0 | 100 | 50 | 100 | 0 | 30 | |
| 0.0156 | 0 | 70 | 50 | 50 | 0 | 30 | |
| 0.0040 | 0 | 50 | 50 | 50 | 0 | 0 | |
| 250 | 1.0000 | 10 | 100 | 100 | 100 | 100 | 40 |
| 0.2500 | 0 | 100 | 100 | 100 | 100 | 40 | |
| 0.0625 | 0 | 80 | 50 | 80 | 100 | 20 | |
| 0.0156 | 0 | 50 | 30 | 50 | 0 | 10 | |
| 0.0040 | 0 | 0 | 0 | 10 | 0 | 0 | |
| 251 | 1.0000 | 10 | 100 | 70 | 90 | 100 | 20 |
| 0.2500 | 0 | 90 | 50 | 90 | 100 | 60 | |
| 0.0625 | 0 | 60 | 0 | 20 | 0 | 0 | |
| 0.0156 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 252 | 1.0000 | 20 | 100 | 100 | 100 | - | 20 |
| 0.2500 | 20 | 90 | 70 | 90 | 0 | 0 | |
| 0.0625 | 10 | 80 | 20 | 80 | 0 | 0 | |
| 0.0156 | 0 | 60 | 0 | 80 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 30 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 253 | 4.0000 | 70 | 100 | 100 | 100 | 100 | 100 |
| 1.0000 | 40 | 100 | 100 | 100 | 100 | 90 | |
| 0.2500 | 0 | 100 | 30 | 80 | 100 | 50 | |
| 0.0625 | 0 | 100 | 0 | 70 | 30 | 0 | |
| 0.0156 | 0 | 60 | 0 | 40 | 0 | 0 | |
| 254 | 4.0000 | 50 | 100 | 100 | 100 | 100 | 100 |
| 1.0000 | 40 | 100 | 80 | 100 | 100 | 100 | |
| 0.2500 | 20 | 100 | 50 | 90 | 0 | 0 | |
| 0.0625 | 0 | 95 | 0 | 40 | 0 | 0 | |
| 0.0156 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 255 | 1.0000 | 20 | 100 | 50 | 100 | 100 | 60 |
| 0.2500 | 10 | 100 | 20 | 90 | 100 | 0 | |
| 0.0625 | 0 | 90 | 0 | 70 | 0 | 0 | |
| 0.0156 | 0 | 40 | 0 | 30 | 0 | 0 | |
| 0.0040 | 0 | 40 | 0 | 0 | 0 | 0 | |
| 256 | 4.0000 | 60 | 100 | 100 | 100 | 100 | 0 |
| 1.0000 | 0 | 100 | 50 | 100 | 100 | 0 | |
| 0.2500 | 0 | 100 | 0 | 60 | 0 | 0 | |
| 0.0625 | 0 | 80 | 0 | 20 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 257 | 1.0000 | 0 | 100 | 40 | 100 | 100 | 0 |
| 0.2500 | 0 | 100 | 20 | 90 | 100 | 0 | |
| 0.0625 | 0 | 95 | 0 | 40 | 0 | 0 | |
| 0.0156 | 0 | 40 | 0 | 10 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 258 | 1.0000 | 10 | 95 | 10 | 90 | 0 | 20 |
| 0.2500 | 0 | 80 | 0 | 40 | 0 | 10 | |
| 0.0625 | 0 | 70 | 0 | 10 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 259 | 4.0000 | 70 | 100 | 100 | 100 | 100 | 90 |
| 1.0000 | 50 | 100 | 100 | 100 | 100 | 60 | |
| 0.2500 | 20 | 90 | 40 | 70 | 0 | 0 | |
| 0.0625 | 0 | 80 | 0 | 30 | 0 | 0 | |
| 0.0156 | 0 | 80 | 0 | 0 | 0 | 0 | |
| 260 | 4.0000 | 90 | 100 | 100 | 100 | 100 | 100 |
| 1.0000 | 80 | 100 | 100 | 100 | 100 | 80 | |
| 0.2500 | 50 | 100 | 90 | 100 | 100 | 50 | |
| 0.0625 | 20 | 100 | 40 | 70 | 40 | 0 | |
| 0.0156 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 261 | 4.0000 | 100 | 100 | 100 | 100 | 100 | 90 |
| 1.0000 | 90 | 100 | 100 | 100 | 100 | 0 | |
| 0.2500 | 20 | 90 | 90 | 60 | 100 | 0 | |
| 0.0625 | 0 | 70 | 30 | 20 | 100 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 262 | 2.0000 | 0 | 100 | 0 | 100 | 50 | 50 |
| 0.5000 | 0 | 100 | 0 | 100 | 20 | 0 | |
| 0.1250 | 0 | 100 | 0 | 90 | 0 | 0 | |
| 0.0310 | 0 | 60 | 0 | 30 | 0 | 0 | |
| 0.0080 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 263 | 4.0000 | 0 | 100 | 20 | 100 | 100 | 50 |
| 1.0000 | 0 | 100 | 0 | 100 | 100 | 0 | |
| 0.2500 | 0 | 100 | 0 | 100 | 100 | 0 | |
| 0.0625 | 0 | 95 | 0 | 100 | 50 | 0 | |
| 0.0156 | 0 | 80 | 0 | 30 | 0 | 0 | |
| 264 | 4.0000 | 90 | 100 | 100 | 100 | 100 | 100 |
| 1.0000 | 80 | 100 | 100 | 100 | 100 | 90 | |
| 0.2500 | 60 | 100 | 100 | 90 | 50 | 80 | |
| 0.0625 | 10 | 100 | 100 | 90 | 30 | 30 | |
| 0.0156 | 0 | 70 | 20 | 70 | 0 | 0 | |
| 265 | 1.0000 | 50 | 100 | 100 | 100 | - | 80 |
| 0.2500 | 10 | 100 | 60 | 90 | - | 0 | |
| 0.0625 | 0 | 95 | 10 | 90 | - | 0 | |
| 0.0156 | 0 | 80 | 0 | 70 | - | 0 | |
| 0.0040 | 0 | 20 | 0 | 60 | - | 0 | |
| 266 | 1.0000 | 100 | 100 | 100 | 100 | - | 90 |
| 0.2500 | 0 | 100 | 90 | 90 | - | 60 | |
| 0.0625 | 0 | 100 | 20 | 90 | 90 | 20 | |
| 0.0156 | 0 | 70 | 10 | 80 | 0 | 0 | |
| 0.0040 | 0 | 30 | 0 | 60 | 0 | 0 | |
| 267 | 1.0000 | 10 | 100 | 50 | 90 | - | 80 |
| 0.2500 | 0 | 100 | 40 | 80 | - | 0 | |
| 0.0625 | 0 | 95 | 30 | 80 | 70 | 0 | |
| 0.0156 | 0 | 60 | 0 | 50 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 268 | 1.0000 | 40 | 100 | 100 | 90 | - | 60 |
| 0.2500 | 0 | 100 | 90 | 90 | - | 40 | |
| 0.0625 | 0 | 95 | 10 | 80 | 60 | 30 | |
| 0.0156 | 0 | 65 | 0 | 70 | 0 | 0 | |
| 0.0040 | 0 | 20 | 0 | 50 | 0 | 0 | |
| 269 | 1.0000 | 70 | 100 | 90 | 100 | - | 80 |
| 0.2500 | 10 | 100 | 30 | 90 | - | 50 | |
| 0.0625 | 0 | 95 | 0 | 80 | - | 10 | |
| 0.0156 | 0 | 70 | 0 | 80 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 40 | 0 | 0 | |
| 270 | 1.0000 | 90 | 100 | 100 | 100 | - | 80 |
| 0.2500 | 50 | 100 | 30 | 90 | - | 50 | |
| 0.0625 | 30 | 100 | 20 | 90 | - | 10 | |
| 0.0156 | 10 | 70 | 10 | 80 | 0 | 0 | |
| 0.0040 | 0 | 20 | 10 | 60 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 271 | 1.0000 | 10 | 100 | 90 | 90 | - | 80 |
| 0.2500 | 0 | 100 | 50 | 80 | - | 0 | |
| 0.0625 | 0 | 90 | 10 | 70 | 60 | 0 | |
| 0.0156 | 0 | 70 | 0 | 60 | - | 0 | |
| 0.0040 | 0 | 0 | 0 | 50 | 0 | 0 | |
| 272 | 1.0000 | 50 | 100 | 100 | 100 | 100 | 60 |
| 0.2500 | 0 | 100 | 30 | 80 | 20 | 0 | |
| 0.0625 | 0 | 100 | 0 | 70 | 20 | 0 | |
| 0.0156 | 0 | 70 | 0 | 20 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 273 | 1.0000 | 50 | 100 | 100 | 100 | - | 90 |
| 0.2500 | 20 | 100 | 100 | 90 | - | 70 | |
| 0.0625 | 0 | 100 | 30 | 90 | 60 | 20 | |
| 0.0156 | 0 | 70 | 20 | 80 | 30 | 0 | |
| 0.0040 | 0 | 30 | 0 | 30 | 30 | 0 | |
| 274 | 1.0000 | 60 | 100 | 100 | 100 | - | 100 |
| 0.2500 | 0 | 100 | 100 | 100 | - | 90 | |
| 0.0625 | 0 | 100 | 30 | 90 | - | 40 | |
| 0.0156 | 0 | 80 | 30 | 80 | 80 | 0 | |
| 0.0040 | 0 | 60 | 0 | 50 | 0 | 0 | |
| 275 | 1.0000 | 20 | 100 | 100 | 100 | - | 70 |
| 0.2500 | 0 | 100 | 50 | 90 | - | 50 | |
| 0.0625 | 0 | 90 | 10 | 80 | 50 | 10 | |
| 0.0156 | 0 | 70 | 0 | 50 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 30 | 0 | 0 | |
| 276 | 1.0000 | 20 | 100 | 70 | 100 | - | 70 |
| 0.2500 | 0 | 100 | 30 | 90 | - | 20 | |
| 0.0625 | 0 | 95 | 20 | 80 | - | 0 | |
| 0.0156 | 0 | 75 | 0 | 50 | - | 0 | |
| 0.0040 | 0 | 20 | 0 | 40 | 0 | 0 | |
| 277 | 1.0000 | 20 | 100 | 10 | 100 | 0 | 50 |
| 0.2500 | 0 | 95 | 0 | 90 | 0 | 10 | |
| 0.0625 | 0 | 30 | 0 | 70 | 0 | 0 | |
| 0.0156 | 0 | 30 | 0 | 50 | 0 | 0 | |
| 0.0040 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 278 | 1.0000 | 0 | 100 | 90 | 90 | 50 | 50 |
| 0.2500 | 0 | 90 | 70 | 90 | - | 0 | |
| 0.0625 | 0 | 75 | 10 | 70 | - | 0 | |
| 0.0156 | 0 | 50 | 0 | 50 | 0 | 0 | |
| 0.0040 | 0 | 10 | 0 | 20 | 0 | 0 | |
| 279 | 4.0000 | 90 | 100 | 100 | 100 | 100 | 100 |
| 1.0000 | 80 | 100 | 100 | 100 | 100 | 70 | |
| 0.2500 | 10 | 100 | 90 | 80 | 100 | 50 | |
| 0.0625 | 0 | 90 | 70 | 70 | 40 | 30 | |
| 0.0156 | 0 | 60 | 0 | 30 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 280 | 4.0000 | 100 | 100 | 100 | 100 | 100 | 60 |
| 1.0000 | 40 | 100 | 100 | 90 | 100 | 50 | |
| 0.2500 | 10 | 100 | 100 | 90 | 100 | 0 | |
| 0.0625 | 0 | 90 | 30 | 30 | 0 | 0 | |
| 0.0156 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 281 | 4.0000 | 40 | 100 | 100 | 100 | 70 | 0 |
| 1.0000 | 20 | 100 | 100 | 100 | 0 | 0 | |
| 0.2500 | 0 | 90 | 0 | 40 | 0 | 0 | |
| 0.0625 | 0 | 70 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 282 | 4.0000 | 0 | 100 | 40 | 90 | 0 | 0 |
| 1.0000 | 0 | 100 | 0 | 50 | 0 | 0 | |
| 0.2500 | 0 | 60 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 40 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 283 | 4.0000 | 70 | 100 | 100 | 100 | 100 | 0 |
| 1.0000 | 30 | 100 | 100 | 100 | 100 | 0 | |
| 0.2500 | 0 | 100 | 50 | 100 | 100 | 0 | |
| 0.0625 | 0 | 90 | 0 | 90 | 100 | 0 | |
| 0.0156 | 0 | 90 | 0 | 20 | 10 | 0 | |
| 284 | 4.0000 | 80 | 100 | 100 | 100 | 100 | 0 |
| 1.0000 | 40 | 100 | 100 | 100 | 100 | 0 | |
| 0.2500 | 0 | 100 | 0 | 100 | 100 | 0 | |
| 0.0625 | 0 | 80 | 0 | 80 | 100 | 0 | |
| 0.0156 | 0 | 80 | 0 | 0 | 0 | 0 | |
| 285 | 4.0000 | 80 | 100 | 100 | 100 | 100 | 100 |
| 1.0000 | 50 | 100 | 100 | 100 | 100 | 100 | |
| 0.2500 | 40 | 100 | 90 | 90 | 100 | 100 | |
| 0.0625 | 30 | 100 | 60 | 80 | 60 | 60 | |
| 0.0156 | 0 | 60 | 0 | 50 | 0 | 0 | |
| 286 | 4.0000 | 80 | 100 | 100 | 100 | 100 | 0 |
| 1.0000 | 40 | 100 | 40 | 100 | 100 | 0 | |
| 0.2500 | 20 | 100 | 30 | 90 | 90 | 0 | |
| 0.0625 | 0 | 80 | 20 | 80 | 20 | 0 | |
| 0.0156 | 0 | 60 | 0 | 50 | 10 | 0 | |
| 287 | 4.0000 | 60 | 100 | 100 | 100 | 100 | 100 |
| 1.0000 | 40 | 100 | 80 | 100 | 100 | 100 | |
| 0.2500 | 30 | 100 | 40 | 100 | 50 | 100 | |
| 0.0625 | 0 | 80 | 30 | 100 | 30 | 100 | |
| 0.0156 | 0 | 80 | 0 | 60 | 30 | 50 | |
| 288 | 4.0000 | 50 | 100 | 40 | 90 | 50 | 0 |
| 1.0000 | 0 | 100 | 0 | 40 | 0 | 0 | |
| 0.2500 | 0 | 90 | 0 | 0 | 0 | 0 | |
| 0.0625 | 0 | 50 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 10 | 0 | 0 | 0 | 0 |
表8(续)
| 化合物 | 量(kg/ha) | ORYSA | ECHOR | SCPJU | MOOVA | CYPSE | SAGPY |
| 289 | 4.0000 | 0 | 80 | 0 | 40 | 100 | 60 |
| 1.0000 | |||||||
| 0.2500 | |||||||
| 0.0625 | |||||||
| 0.0156 | |||||||
| 290 | 4.0000 | 100 | 100 | 100 | 100 | 100 | 80 |
| 1.0000 | 40 | 100 | 100 | 100 | 100 | 80 | |
| 0.2500 | 10 | 100 | 100 | 100 | 100 | 50 | |
| 0.0625 | 0 | 100 | 50 | 70 | 40 | 0 | |
| 0.0156 | 0 | 70 | 0 | 20 | 0 | 0 | |
| 291 | 4.0000 | 100 | 100 | 100 | 100 | 100 | 0 |
| 1.0000 | 40 | 100 | 100 | 100 | 100 | 0 | |
| 0.2500 | 10 | 100 | 0 | 100 | 100 | 0 | |
| 0.0625 | 0 | 100 | 0 | 80 | 100 | 0 | |
| 0.0156 | 0 | 80 | 0 | 0 | 0 | 0 | |
| 292 | 4.0000 | 60 | 100 | 100 | 100 | 100 | 0 |
| 1.0000 | 30 | 100 | 100 | 100 | 100 | 0 | |
| 0.2500 | 0 | 100 | 0 | 50 | 0 | 0 | |
| 0.0625 | 0 | 95 | 0 | 0 | 0 | 0 | |
| 0.0156 | 0 | 20 | 0 | 0 | 0 | 0 | |
| 293 | 4.0000 | 70 | 100 | 100 | 100 | 100 | 90 |
| 1.0000 | 0 | 100 | 100 | 100 | 30 | 90 | |
| 0.2500 | 0 | 100 | 100 | 100 | 30 | 0 | |
| 0.0625 | 0 | 100 | 0 | 80 | 20 | 0 | |
| 0.0156 | 0 | 50 | 0 | 20 | 0 | 0 | |
| 294 | 4.0000 | 50 | 100 | 90 | 100 | 100 | 40 |
| 1.0000 | 20 | 100 | 60 | 100 | 20 | - | |
| 0.2500 | 0 | 100 | 30 | 80 | 0 | - | |
| 0.0625 | 0 | 80 | 0 | 80 | 0 | 0 | |
| 0.0156 | 0 | 0 | 0 | 70 | 0 | 0 |
由表8可以看出，本发明的化合物对广谱杂草具有高度的除草活性，而且是选择性的，例如它们对稻没有损坏。
虽然已参考具体的实施方案描述了本发明，但应认识到，本领域技术人员还可进行各种的改进和变化，它们也应在所附权利要求书的限定范围内。
Claims (7)
1、式(I)的化合物：
其中：
R1是任选具有一个或两个取代基的苯基，所述取代基选自于以下组中：C1-6烷基、卤素取代的C1-6烷基、C1-6烷氧基以及卤素；
R2是C1-6烷基；或者
R1和R2与它们所连接的氮原子一起形成6或7元氮杂环，该氮杂环任选具有一个或两个环氧原子、双键以及C1-6烷基取代基；
R3是任选具有一个或两个取代基的苯基或噻吩-2-基，所述取代基选自于以下组中：C1-6烷基、卤素取代的C1-6烷基、C1-6烷氧基、亚甲二氧基以及卤素；以及
R4是全氟代C1-6烷基。
2、如权利要求1所述的化合物，其是式(I-a)的E异构体：
3、如权利要求1所述的化合物，其是式(I-b)的Z异构体：
4、如权利要求1所述的化合物，其中，R1是未取代的或具有卤素、甲基或甲氧基取代基的苯基，R2是甲基或异丙基，R3是未取代的或被卤素或甲氧基取代的苯基，而R4是CF3或CF2CF3。
5、如权利要求1所述的化合物，其中，R1和R2与它们所连接的氮原子一起形成未取代的或具有1或2个C1-2烷基取代基的哌啶子基、六亚甲基亚胺、吗啉基或1，2，3，6-四氢吡啶基，R3是未取代的或被卤素或甲氧基取代的苯基，而R4是CF3。
6、制备如权利要求1所述的化合物的方法，其包括使式(II)的化合物与式(III)的化合物在碱存在下反应：
其中：R1、R2、R3和R4的含意与权利要求1所述的相同。
7、一种除草组合物，其包括除草有效量的如权利要求1所述的化合物作为活性成分以及惰性载体。
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR8750/1998 | 1998-03-16 | ||
| KR1019980008750A KR100256548B1 (ko) | 1998-03-16 | 1998-03-16 | 신규한 불소화 프로페닐옥시아세트아미드 및 그의 제조방법 |
| KR19980008751 | 1998-03-16 | ||
| KR8751/1998 | 1998-03-16 | ||
| KR1019990006035A KR100285539B1 (ko) | 1998-03-16 | 1999-02-24 | 플루오로알케닐기가 치환된 신규의 옥시아세트아닐리드 및 그의제조방법 |
| KR6035/1999 | 1999-02-24 |
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| CN1167673C true CN1167673C (zh) | 2004-09-22 |
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| EP (1) | EP1071656B1 (zh) |
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| AU733102B2 (en) | 2001-05-10 |
| DE69908118T2 (de) | 2003-10-09 |
| EP1071656B1 (en) | 2003-05-21 |
| DE69908118D1 (de) | 2003-06-26 |
| JP2002506848A (ja) | 2002-03-05 |
| US6310246B1 (en) | 2001-10-30 |
| WO1999047491A1 (en) | 1999-09-23 |
| JP3538144B2 (ja) | 2004-06-14 |
| CN1305453A (zh) | 2001-07-25 |
| AU2857599A (en) | 1999-10-11 |
| EP1071656A1 (en) | 2001-01-31 |
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