TW321589B - - Google Patents

Description

331S89 A6 _B6__ 5. Description of the invention (l) The present invention is a herbicide composition containing at least one compound of the 3-substituted phenylpyrazole derivative Λ represented by the following formula (I) as an effective ingredient ： (Please read the notes on the back before filling the nest page)

XI

(Where R3 is Ci-C6 alkyl, Ct-C6 haloalkyl, C2-C6 alkenyl or C2_C6 alkynyl and Y1 is -0- or -S-), -Y2 CH (R4) CO-OR5 ( Where R4 is a hydrogen atom or Ci-C6 alkyl group, Rs is a hydrogen atom,

Ci-Ce alkyl, Ci-Ce lower haloalkyl, C2-C6 alkenyl or C2-C6 alkynyl, and Y 2 is -0-, -S- or -NH-), -CO 0 CH (R 4) CO -Y 1 R 5 (where R4, Rs, and Y1 are as defined above), or -C00R 6 (where R6 is Ci-Ce, C2-Ce, or C2-Cs alkynyl), RigCi-Ce alkane Group, R2 is a hydrogen atom, Ci-Ce alkyl group or Cl-C6 haloalkyl group, X1 and X2 may be the same or different but halogen atoms, Y is -S-, -S0-or -S〇2 _, η 0 or 1), the herbicide composition -3- This paper scale is applicable to the Chinese National Standard (CNS) A 4 specifications (210X297 mm). Order.-Line. Ministry of Economic Affairs t Central Standards Bureau Bei Gong Consumer Cooperative Printed Economy Printed by the Beigong Consumer Cooperative of the Central Bureau of Standards of the Ministry of Education. · S2JcS89 A6 _B6_ V. Description of the invention (2) The substance still contains at least one anionic surfactant selected from the following as an additive: Polyoxyethylene styryl phenyl ether sulfate Salt, polyoxyethylene styryl phenyl ether phosphate, polyoxyethylene styryl phenyl ether sulfonate, polyoxyethylene styryl phenyl ether carbonate, C8-Cue alkyl sulfate sulfate, lignin Condensate of sulfonate, naphthalene sulfonate and formaldehyde, benzene Salts of carbonates, polycarbonates, cresol formaldehyde condensates and fatty acid alkyl esters and taurine. In the substituents of the 3-substituted phenylpyrazole derivatives of formula (I) used in the present invention, each alkyl group is a straight-chain or branched Ci-Ce alkyl group; each halo group has one or more Substituted alkyl groups with halogen atoms as substituents, these halogen atoms may be selected from atmosphere, fluorine, iodine and bromine; each lower alkenyl group is a C2-C6 alkenyl group which is a straight bond or branched chain; and each The alkynyl group is always a C2_C6 fast radical. The 3-substituted phenylpyrazole derivative of the formula (I) is a compound described in Japanese Unexamined Publication Nos. 3-163063 and 4-211065. As a herbicide, the above derivatives have an excellent herbicidal effect on all herb weeds that can damage highland crops. Especially when applied to crops such as wheat (barley, oats or rye), the derivatives show a significant herbicidal effect on the following general weeds: Galium aparine, Stellaria media, grandmother Na (Veronica persica), sentless chamomile (Matricaria i η odora), purple deadnettle (L amium purpureum) 'Lamium amplexicaule, Capsella bursapostoris, wind wood dish (Rorippa -4-' (please first Η Read the precautions on the back and fill the nest page). Binding. Thread. The paper size is applicable to the National Oak Standard (CNS) Grade 4 (210X297mm) A6 B6 821589 5. Description of the invention (3) ( Please read the precautions on the back before filling in this page) i s1 andica), sticky chickweediCerastium viscosum) '黎 （Cheη οpodiub album)' tufted knotweed (Polygonu · l ο ngisetum), article storage (P o 1 yg ο numavicu 1 are) etc. However, the following facts were found. When the 3-substituted phenylpyrazole derivative of formula (I) is prepared into a herbicide containing the derivative as an active ingredient, such as concentrated suspending agents, concentrated emulsions, wettable powders or water-dispersible granules, Application, the derivative shows excellent herbicidal effect on the various herb hybrids exemplified above, but it increases the growth of phytotoxicity such as wheat, barley, oats, rye, etc., or the leaves are yellow, depending on the herbicide Type of surfactant used. The inventors eagerly studied to solve these problems * and found that: incorporating at least one special anionic surfactant into a compound containing at least one compound selected from 3-substituted phenylpyrazole derivatives of formula (I) is effective The herbicide of the component can maintain the herbicidal effect on the herb mixed grassland and can reduce the damage to wheat, barley, oats and rye, thereby achieving (finishing) the present invention. Printed by the Beigong Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs among the substituents in the 3-substituted phenylpyrazole derivatives of formula (I), preferably R is an alkoxycarbonylalkoxy group, such as methoxycarbonylmethoxy Group, ethoxycarbonyl methoxy, n-propoxycarbonyl methoxy, isopropoxycarbonyl methoxy and alkylthiocarbonyl alkoxycarbonyl like methylthiocarbonyl methoxycarbonyl, ethylthiocarbonyl methoxycarbonyl, etc. An alkyl group such as methyl group, ethyl group, n-propyl group, isopropyl group and the like as R1 is preferred, and a methyl group as R 1 group is more preferred. -5- This paper scale uses the Chinese National Chess Standard (CNS) Grade 4 (210X297mm) B6 5. Description of the invention (4) It is best to use R2 as alkyl, such as methyl, ethyl, n-propyl Group, isopropyl and haloalkyl like fluoromethyl, difluoromethyl, trifluoromethyl, etc. More preferably, R2 is difluoromethyl. It is preferably a halogen atom of X1, such as a chlorine atom, a fluorine atom, a bromine atom, an iodine atom, etc., and more preferably a fluorine atom of X1. The X2 group is preferably a halogen atom, such as an atmosphere atom, a fluorine atom, a bromine atom, an iodine atom, and the like, and the X2 group is preferably a fluorine atom or a bromine atom. The Y atom is preferably an oxygen or sulfur atom, and the Y atom is more preferably an oxygen atom. As a representative example of the compound selected from the 3-substituted phenylpyrazole derivative of formula (I), that is, the active ingredient used in the present invention, the compound of formula (I) wherein R1 is (: 113 is listed in Table 1 , But in no way intended to limit the scope of the present invention. 装 ........................ 定 ........................ ..... line (please read the precautions on the back before filling the nest page) Printed by the Beigong Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs-6-This paper scale is based on the Chinese Myanmar Family Standard (CNS) A4 specifications (210X297mm) 32M89.- V. Description of the invention (5) Formula (I):

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Table 1 (Please read the precautions on the back before filling the nest page) Printed by Beigong Consumer Cooperative of Central Bureau of Standards, Ministry of Economic Affairs

rm R R2 xl X2 (Y) n Physical properties 1 och2ch = ch2 ch3 Cl Cl s nD 1.6131 (25.3 ° C) 2 och2ch = ch2 chf2 Cl Cl 0 nD 1.5536 (28.4 ° C) 3 och2ch = ch2 chf2 F Cl 0 rn P 63.7-64.1 ° C 4 SCH2CH = CH2 ch3 Cl Cl s paste 5 sch2ch = ch2 chf2 Cl Cl 0 m, p. 52.0-55.0 ° C 6 sch2ch = ch2 chf2 F Cl 0 nD 1.5670 (17.9 ° C) 7 och2c = ch ch3 Cl Cl s mp 71.5 ° C 8 och2c = ch chf2 Cl Cl 0 mp 84.0 ° C 9 OCH2CsCH chf2 F Cl 0 m, p. 98.0-98.1oC 10 SCH2CsCH ch3 Cl Cl s ru.p. 94.5 ° C 11 SCH2CsCH chf2 Cl Cl 0 mp 127-129 ° C. Binding · Thread * -7- This paper size is suitable for ta-man family standard (CNS) A 4 specifications (210X297 mm) V. Invention description (8) Α6Β6 Economy Printed by the Ministry of Central Standards Bureau Beigong Consumer Cooperative Society m R R2 xl χ2 (Y) n Physical properties 12 SCH2C surface CH chp2 P Cl 0 ra.p. 82.8 ° c 13 OCH2COOCH3 ch3 Cl Cl s mp 126.2 ° C 14 OCH2COOCH3 chf2 Cl Cl 0 mp 119.8 ° C 15 OCH2COOCH3 chp2 Cl Br 0 mp 133.8 ° C 16 OCH2COOCH3 chf2 F Cl 0 m, p122.8-123.1 ° C 17 OCH2COOC2H5 ch3 Cl Cl s mp 106.5 ° C 18 OCH2COOC2H5 chf2 Cl Cl 0 mp 102.3 ° C 19 OCH2COOC2H5 chf2 F Cl 0 mp 126.7 ° C 20 OCH2COOC3H7-n chf2 Cl Cl 0 mp 89.7 ° C 21 OCH2COOC3H7-n chf2 F Cl 0 mp 97.6-97.8 ° C 22 OCH2COOC3H7-1 chf2 Cl Cl 0 mp106.0 ° C 23 OCH2COOC3H7-i chf2 F Cl 0 mp 120.3-120.5 ° C 24 OCH2COOCH2CH = CH2 chf2 Cl Cl 0 mp 84.7 ° C 25 OCH2COOCH2CH = CH2 chf2 F Cl 0 卬 .P.-. 89.2-89.4 ° C 26 OCH2COOCH2CeCH chf 2 mp 119.6 ° C 27 OCH2COOCH2CeCH chf2 F Cl 0 mp 99.0 ° C 28 OCH (CH3) COOH ch3 Cl Cl s mp 191-194 ° C 29 OCH (CH3) COOCH3 ch3 Cl Cl s mp 9〇-93 ° C 30 OCH ( CH3) COOCH3 chf2 F Cl 0 mp 95.6 ° C 31 OCH (CH3) COOC2H5 ch3 Cl Cl s nD 1.5763 (28.P ° C) 32 OCH (CH3) COOC2H5 chf2 Cl Cl 0 nD 1.5238 ° C (25.7 ° C) 33 OCH (CH3) COOC2H5 chf2 Cl Br 0 nD 1.5396 (20.8 ° C) 34 OCH (CH3) COOC2H5 chf2 F Cl 0 mp. 67.0-67.2 ° C 35 OCH (CH3) COOC3H7-i ch3 Cl Cl s mp 87- 90oC 36 SCH (CH3) COOCH3 chf2 Cl Cl 0 nD 1.5654 (19.8 ° C) 37 SCH (CH3) COOCH3 chf2 F Cl 0 nD 1.5494 (25.0 ° C) -8-This paper size is used in the "Maijia sample standard ( CN8) T4 specification (210X297mm) { Please read the precautions on the back first and then fill out this package ...................... Order ... ....... Line V. Description of the invention (6) Table 1 (Mine) 雠 R R2 χΐ X2 ⑴n Physical properties 38 SCH (CH3) COOC2H5 chf2 Cl Cl 0 nD 1.5565 (28.0 ° C) 39 SCH (CH3) COOC2H5 chf2 F Cl 0 nD 1.5328 (18.0 ° C) 40 NHCH (CH3) COOCH3 ch3 Cl Cl s mp 144.2 ° C 41 nhch (ch3) cooc2h5 ch3 Cl Cl s paste 42 NHCH (CH3) COOC2H5 chp2 Cl Cl 0 nD 1.5371 ( 23.4 ° C) 43 NHCH (CH3) COOC2H5 chf2 F Cl 0 nD 1.5264 (26.6 ° C) 44 COOCH2COOCH3 chf2 Cl Cl 0 mp 74.4 ° C 45 COOCH2COOCH3 chf2 F Cl 0 nD 1.5350 (27.3 ° C) 46 COOCH2COSCH3 chf2 Cl Cl 0 47 COOCH2COSCH3 chp2 F Cl 0 48 COOCH2COOC2H5 chf2 Cl Cl 0 mp 57.2 ° C 49 COOCH2COOC2H5 chf2 y Cl 0 nD 1.5362 (23.4 ° C) 50 COOCH2COSC2H5 chf2 Cl Cl 0 nD 1.5763 (20.7 ° C) 1.5 COOCH2 CO2 (27.3 ° C) 52 COOCH2COOC3H7-1 chf2 Cl Cl 0 nD 1.5289 (24.0 ° C) 53 COOCH2COOC3H7-1 chf2 P Cl 0 54 COOCH2COSC3H7-i chf2 Cl Cl 0 nD 1.5684 (20.2 ° C) 55 COOCH2COSC3H7-i chf2 F Cl 0 56 COOCH2 COOCH2CH = CH2 chf2 Cl Cl 0 mp 45.4 ° C 57 cooch2cooch2ch = ch2 chf2 F Cl 0 58 COOCH2COOCH2C = CH chf2 Cl Cl 0 mp? 9.3 ° C 59 COOCH2COOCH2CSCH chf2 F Cl 0 60 COOCH (CH3) COOCH3 chf 1.5 (25.7 ° C) _9 · Various paper standards Xiao Λ> National standards (_A 4 specifications (21〇297 297 public love> A6 B6 V. Invention description (7) Table 1 (禳) m R R2 xl X2 (Y) n Physical properties 61 COOCH (CH3) COOCH3 chp2 F Cl 0 nD 1.5314 (23.0 ° C) 62 COCCH (CH3) COOC2H5 chf2 Cl Cl 0 nD 1.5672 (26.0 ° C) 63 COOCH (CH3) COOC2H5 chf2 F Cl 0 nD 1.5212 (14.1 ° C) 64 COOCH2CsCH chf2 Cl Cl 0 mp 78.5 ° C 65 cooch3 chf2 Cl Cl 0 mp 63.9 ° C 66 COOCH3 chf2 F Cl 0 nD 1.5430 (17.0 ° C) 67 COOC2H5 ch3 Cl Cl • s nD 1.6029 (20.1 ° C) 68 COOC2H5 chf2 Cl Cl 0 nD 1.5446 (26.8 ° C) 69 COOC2H5 chf2 F " ei 0 hD 1.5320 '(21.0 ° C) 70 och2ch = ch2 chf2 Cl Cl NH mp 80.6 ° C 71 OCH2CsCH chf2 Cl Cl NH mp 118.9 ° C 72 OCH2COOCH3 i-C3H7 Cl Cl-paste 73 OCH2CH = CH2 1-C3H7 Cl Cl one paste 74 OCH2CsCH 1-C3H7 Cl Cl paste award 75 SCH2C OOCH3 t-C4H9 Cl Cl one paste 76 OCH2CH = CH2 CH2Br Cl Cl one paste (please first read the notes on the back and then fill out this «} binding-binding-line. Printed by the Central Standards Bureau of the Ministry of Economic Affairs, printed by the labor consumption cooperative -10- This paper is used _ Zhong 観 B home oak quasi (which) A 4 specifications (210X297 Gongdong plant A6 _B6_ V. Description of the invention (9) as a special Yindiaozi surfactant used in the present invention, The one or more anionic surfactants may be selected from the group consisting of, for example, polyoxyethylene styryl phenyl ether sulfate of sodium, potassium, calcium, ammonium alkylamine or alkanoylamine / polyoxyethylene styryl phenyl ether Phosphoric acid «, polyoxyethylene styryl phenyl ether sulfonate or polyoxyethylene styryl phenyl ether carbonate; sodium, potassium, calcium or ammonium C8-Cjs alkyl sulfate, lignin sulfonate, Condensate of naphthalene sulfonate and formaldehyde, phenyl sulfonate, polycarbonate and condensate of cresol and formaldehyde; and taurine fatty acid alkyl ester. Among these, polyoxyethylene styryl phenyl ether sulfate, polyoxyethylene styryl phenyl ether phosphate, polyoxygen Vinyl styryl phenyl ether sulfonate, polyoxyethylene styryl benzene * ether carbonate. Among these, polyoxyethylene styryl phenyl phosphate or sodium polyoxyethylene styryl ether phosphate of sodium, potassium, calcium, and ammonium are more useful. The above polyoxyethylene anionic surfactant has one or more styrene groups. Any of these forms can be used. In view of the proportion of the anionic surfactant used in the present invention, it is sufficient to use 0.1-80 parts by weight (preferably 0.5-60 parts by weight) of anionic surfactant per 100 parts by weight of the herbicide composition. Printed by the Beigong Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs (please read the "Notes on the back" and fill the page). The herbicide composition of the present invention may contain a nonionic surfactant. Sufficient amount of anionic surfactant can prevent non-ionic surfactant from causing phytotoxicity. In order to apply the herbicide composition of the present invention, it can be made into a suitable dosage form according to the general method of pesticide production according to the purpose. (210x297 mm) »· jr ;, U; -j A6 B6 Printed by Beigong Consumer Cooperative of the Central Bureau of Economic Development of the Ministry of Economic Affairs V. Description of invention (12) From solid carrier and liquid carrier and / or arbitrary Zuohe etc. The selected one or more substances are blended into different dosage forms such as concentrated suspending agents, emulsifiable agents, wettable powders, water-dispersible granules, concentrated emulsions, etc. The herbicidal orchid composition of the present invention can be used in highland crops, and is particularly useful as a selective herbicidal composition for wheat, barley, oats, and rye. In addition, the above-mentioned composition can be mixed with other active ingredients on the paeonia in order to reduce the amount of application or increase the type of larvae that can be controlled. For this purpose, the active ingredient used in other pesticides can be exemplified by: 3-p-cumyl-1,1-dimethyl screen (general name: I s 〇pr 〇tur ο η), (Shi) -2-[4-(6 -chloro-1,3-benzoxazol-2-ylamino) benzyloxy] propionic acid ethyl _ (general name: Fenoxaprop-ethyl), (RS > -2- [ 4- (2,4-Dichlorophenoxy) phenoxy] propanoic acid deer (general name: Diclofop-nethyl), (RS) -2- [2- [4- (3,5-dichloro- 2-pyridinyl) phenoxy] propanyl] -1,2-oxazolidine (general name; Isoxapyrifop), 2- [l- (ethoxyalkylidene) propyl] -3-hydroxy-5 -Trimethylphenylcyclohex-2-ene (general name: 1> 311? ≪ ^ 丫 & 11111), 2- (4-methylamino-6-methyl-1,3,5- Triple-well-2-ylamine methionyl sulfamoyl) benzoic acid methyl ester (general name: "^ 131111 > 1 ^ 011-ethyl), 2, 4, 4'-difluoro-2-α, α, α -Trifluoro-m-methylbenzyloxy) nicotine aniline (general name: Diflufenican), N- (l-ethylpropyl) -2,6-dinitro-3,4-dimethylaniline (general Name: PendinethalirO, 0- [5- (2- (2-ambient-α, α, α-trifluoro-p-tolyloxy > -2-nitrobenzene Methyl alcohol] Glycolate (general name: FUoroglycofen-ethly), 5- (2,4-dichlorophenoxy) -2_ nitro-12- This paper scale is applicable to China National Chess Standard (CNS) A4 specifications (210X297 public *) (please read the precautions on the back before filling this page) • Binding-Line · < 3S1S89 a6 ______B6_ V. Description of the invention (13) Methyl benzoate (general name: 8 丨 『6 ^ 乂), 3,5-dibromo-4-hydroxybenzonitrile (general name: Bronoxynil), 3- (3-chloro-p-tolyl) -1,1-dimethyl solution (general name: Chlorotoluron), 2- (4-chloro-6-ethylamino-1,3,5-tris-2-ylamino) -2-methylpropionitrile (general name: Cyanazine), (士) -6- (4-iso Propyl-4-methyl-5-oxo-2-pyrazolin-2-yl) -m-toluic acid methyl ester and (tert) -2- (4-isopropyl-4-methyl-5- Oxy-2-pyrazolin-2-yl) -methyl p-toluate (general name: 1 | 83231 «61; 113 d 6112-11161 ^ 71), 4-keto-3,5-diiodobenzonitrile (General name: Ioxynil), N- [3- (Buethyl-Bumethylpropyl) -1,2-oxazol-5-yl] -2,6-dimethoxybenzylamine (General name: 18 (^ 31) 611), 1- (1,3-benzoxazol-2-yl> -1 , 3-Dimethyl P (general name: Methabenzthiazuron), 3- (3-chloro-4-methoxyphenyl) -1,1-dimethyl solution (general name: Metoxuron), S-2, 3,3-trifluoropropenyl diisopropyl- (½ generation carbamate) (general name: Tri-allate), 2- [4-methoxy-6-methyl-1,3,5- Triple-trap-2-yl (methyl) carbamoyl-sulfamoyl] sulfonate methyl ester (general name: Tribenuron-methyl), bu (2-chlorobenzenesulfonyl) -3- (4-methyl Oxy-6-methyl-6-methyl-1,3,5-triple-2-yl) screen (general name: (: 111 (^ 51 ^ 『1 ^ 〇11> Central Bureau of Standards Printed by Beigong Consumer Cooperative (please read "Precautions on the back and then fill out this page"), 3- (4-methoxy-6-methyl-1,3,5-tris-2-ylcarbamate Sulfazoyl) phenoxy-2-carboxylic acid methyl ester (general name: Thifensulfuron-methyl), bu [2- (2-chloroethoxy) benzenesulfonyl] -3- (4-methoxy -6-Methyl-l, 3,5-tris-2-yl) urea (general name: ThiaSUHuron), 1-[(Bumethylsulfonyl-^-methylamino) sulfonyl] -3- (4,6-Dimethoxy-1 3-This paper is used in medium Η Η home kneading (CNS) A 4 specifications (210X297mm) A6 B6_ printed by the Beigong Consumer Cooperative of the Central Bureau of Standards of the Ministry of Education (V). Description of the invention (14) pyrimidine-2-yl) urea (general name: Amido * sulfuron), 4-amino-3,5-dichloro-6-fluoro -2-pyridyloxyacetic acid (general name: FluoΓOJ {ypyl), 3,6-dihydro-fusidic acid (general name: Clopyralid), 7-chloro-3-methyl-quinolin-8-acid (general Name: Quinnerac), 6-ambient-3-phenyl-pyridin-4-yl S-octyl tellurocarbonate (general name: mouth teeth "丨 < ^ 1 ^), 4-ambient-o-meng oxygen Acetic acid (general name: ^ Jieran), 2,4-dioxophenoxyacetic acid (general name: 2,4-D), (RS) -2- (4-chloro-o-saccharyloxy) propane Sour (general name: Mecoprop), their articles and cool. These herbicide compounds may be mixed with any formulation obtained by the composition of the present invention or a mixture of "herbicidal composition made of a herbicide compound" and "a composition of the present invention" before application. The representative examples, comparative examples and test examples of the present invention are described in detail below, but their examples are not intended to limit the scope of the present invention. Example 1 f To 81.3 parts of water, add 10.0 parts of malonyl fermentation, 0.2 parts of dioctyl sulfosuccinate _ sodium salt (NE0C0L YSK, Dai-ichi Kogyo Seiyaku Co., Ltd), 5.0 parts of polyoxyethylene styryl Ether phosphate (S 〇r ρ ο 1 7 4 2 5, T 0 Η 0 KAGAKUK. K.), 0.5 parts defoaming agent (Silicone KM-73, Shin-Etsu Chemical Co. Ltd.) and 0.1 parts of preservatives (Proxel GXL, ICI PLC) followed by a stirrer (HOMO MIXER, TOKUSHU KIKA IHD. Co., Ltd) plus W to mix. Then add 2.5 parts of compound No. 19, and use a wet-type attritor (DYN0-MILL Model KDL, Bachofen Co., Ltd.) to make the resulting -14- ) A 4 specifications (210X297 mm) '.............................................. ..................................... Pretend ...... ................ Order ..................... Line {Please read the notes on the back before filling in this Page} Printed A6 __B6_ by the Beigong Consumer Cooperative of the Ministry of Economic Affairs of the Ministry of Economic Affairs 5. Description of the invention (13) Finely grind the mixture, then add 0.4 parts of wild rapeseed yellow gum (RHODOPOL 23, Rhone Poulenc), and mix it evenly. A concentrated suspending agent containing 2.5 «No. 19 compound. Example 2 To 81.3 parts of water, add 10.0 parts of malonate, 0.2 parts of dioctyl sulfosuccinate (NE0C0L YSK), 5.0 parts of polyoxyethylene stupid vinyl stupyl ether sulfate (SP-7290P, Τ0Η0 KAGAKU KK), 0.5 parts defoamer ((Silicone KM-73) and 0.1 parts preservative (proxel GXL), followed by a stirrer (HOMO mixer> Add M to dissolve, then, add 2.5 parts of compound No. 19 , Use a wet grinder (0 ¥ 1 < 0-»< 11 ^ type KDL) to grind the resulting mixture finely, then add 0.4 parts of wild rapeseed xanthan gum (| {[1000? 01 ^ 23) Then mix evenly to obtain a Shanghai suspending agent containing 2.5 «Bat 19 compound. Example 3 r Add 8 parts of oxirane and 0.2 parts of polyoxyethylene nonylphenyl ether (NPE-100, Asahi Denka Co) to 81.3 parts of water ., Ltd), 10.0 parts polyoxyethylene tristyryl benzenesulfonate (S 0 PRP Η 0 RFL, R h ο ne Poulenc), 0.5 parts defoamer (Silicone KH-73) and 0.1 parts preservative ( Proxel GXL), followed by a stirrer (HOMO mixer) to mix, and then add 2.5 parts of compound No. 19. Use a _ type attritor (DYN0-MILL type KDL) to the resulting mixture Finely grind, then add 0.4 parts of good canola yellow gum (1 ^ 000? 0123), and then mix evenly to obtain a concentrated suspending agent containing 2.5% of the number 19 compound. -15- This paper scale uses the Chinese national standard ( CNS) A4 specifications (210X297mm) (Chu Xian "Read the notes on the back and then fill the nest")-binding. Line. A6 B6 printed by the Beigong Consumer Cooperative of the Central Bureau of Economic Development of the Ministry of Economic Affairs 5. Description of the invention (14 ) Example 4 In 84.3 parts of water, 5.0 parts of ethanedioxygen, 0.2 parts of dioctyl sulfosuccinate sodium salt (NE0C0L YSK), 7.0 parts of calcium canapylsulfonate (SAN-EKISU P-201, Sanyo-Kokusaku Pulp Co.k Ltd.)., 0.5 parts defoamer (Silicone KM-73) and 0.1 part preservative (Proxel GXL), followed by a stirrer (HOMO mixer) to add M to mix, then add 2.5 parts Compound No. 19, the resulting mixture was finely ground with a wet-type milling powder (DYN0-MILL type KDL). Then, 0.4 parts of wild rapeseed yellow gum (RHODOPOL 23) was added and mixed evenly to obtain a 2.5 Concentrated suspending agent of compound 19. Example 5 To 88.3 parts of water, add 5.0 parts of ethanedioxygen, 0.2 parts of polyoxyethylene nonylphenyl ether (NPE-100), 3.0 parts of sulfonic acid and Aldehyde condensate (Dispersogen A, Hoechst AG), 0.5 parts defoamer (Silicone KM "73) and 0.1 part preservative (Proxel GXL), followed by a mixer (H0M0 mixer) plus M Add 2.5 parts of compound No. 19, use a wet grinder (DYH0-MILL type KDL) to finely grind the resulting mixture, then add 0.4 parts of wild rapeseed gum (RHODOPOL 23), and mix evenly to obtain a 2.5 Concentrated suspending agent of compound No. 19. Example 6 A concentrated floater containing 2.5! C No. 19 compound is uniformly mixed with the following ingredients to dissolve: 78.5 parts methylnaphthalene, 10.0 parts N-methylpyrrolidone, 1.0 part polyoxyethylene nonylphenyl ether (NPE-100), 8.0 parts polyoxyethylene styryl phenyl ether tellurate (5? -7290?) And 2.5 parts No. 19 of the chemical-16- {please read the precautions on the back * before filling the nest霣 霣 Binding. Binding. The paper size is suitable for China's sleepy home chess standard (CNS) A 4 specifications (210X297 mm) mm A6 B6_- V. Description of the invention (15) < Please read the note on the back first Please fill out this S) compound. Example 7 Mix and grind the condensate of 2.5X number 19 compound, 1.0 part polyoxyethylene nonyl phenyl ether (NPE-100), 5.0 parts naphthalenesulfonic acid and formaldehyde (New

Kalgen 20), Takeuoto Oil and Fat Co., Ltd.) and 91.5 parts of clay to obtain a wettable powder containing 2.5iK Fang 19 compound. Example 8 Uniformly mix 2.5 parts of strontium 19 compound, 0.5 parts of polyoxyethylene nonylphenyl ether ammonium salt (Hitenol N08, Dai, ichi Kogyo Seiyaku Co., 1 ^ < 1.), 5.0 parts of calcium lignosulfonate (5 6 ^ 1 (150? -201, 531 ^ 〇-K.okusaku Pulp Co., Ltd.), 25.0 parts of bentonite and 67.0 parts of clay, add the appropriate amount of water, use a barrel type granulator UG- 5. Kikusui Seisakusho LTD) squeeze the resulting compound through 1.0 mm pores, K fluidized dry method to obtain water-dispersible granules containing the compound of 2.5X number 19. Comparative Example 1 The same method as in Example 1 was carried out except that the polystyrene styryl phenyl ether phosphate (Sorpol 7425) was replaced with a dish acid salt (Electrostripper.N, Kao Corp.) to contain a compound No. 19 of 2.5¾. Comparative Example 2 The same method as Example 4 except that α-olefin sulfonic acid (RIB0RAN 440, Lion Co ,, Ltd.) was used instead of calcium lignosulfonate (SAN-EKISU P201) was printed by the Beige Consumer Cooperative of the Central Oak Quarantine Bureau of the Ministry of Economic Affairs. It should contain a concentrated suspension containing 2.5 mg of No. 19 compound. This paper uses the Chinese National Standards (CNS) Grade 4 specifications (210X297 mm) Α6 __Β6_ V. Description of the invention (16) Comparative Example 3 Excluding polyoxyethylene styryl ether amine ether sulfate (1 < 155611- 5 & 1 < -AMIDO, Nippon Oils and Fats Co, Ltd.) instead of the condensate of lysic acid and formaldehyde (New Kalgen 207), the same method as in Example 7 was obtained to contain 2.5 «; Test Example 1 Herbicidal effect and phytotoxicity test A plastic pot with a diameter of 12 cm and a height of 12 cm was filled with M sieved high mountain soil and sown with M wheat (WH), Galium aparine (GA) and Da The seeds of Veronica persica (BS) are adjusted to cover the soil to a thickness of 1 cm, and these plants are cultivated in a greenhouse. When the wheat grows to the 3-leaf stage and the pigs (GA) and Granny (BS) grow to the 1-leaf stage, a chemical solution containing each of the preparations exemplified in the above examples and comparative examples with a predetermined concentration is sprayed evenly. On the stems and leaves, the spray volume is 300 liters per hectare, and use a napsack aspirator to aspirate it. After pre-treatment, the plants are grown in the greenhouse for 14 days, and the herbicidal effects on wheat and weeds are judged visually to ΚΟ (no phytotoxicity or no herbicidal effect) to 100 (complete kill) Evaluate it. The results obtained are shown in Table 2. ...............One.................................. .................................. Pretend .............. ......... may ..................... line (please read the precautions on the back before filling this page) Ministry of Economic Affairs Central Standard Printed by Bureau Pongong Consumer Cooperative-18- This paper scale is applicable to China National Standards (CNS) Grade 4 (210X297mm)

Printed by the Beigong Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs 321589 V. Description of the invention (17) Table 2 The weeding effect of metric grams per hectare of weeding wheat GA BS Example 1 5 0 100 100 10 2 100 100 Example 2 5 0 100 100 10 3 100 100 Example 3 5 0 100 100 10 2 100 100 Example 4 5 0 100 100 10 1 100 100 Example 5 5 0 100 100 10 2 100 100 Example 6 5 2 100 100 10 7 100 100 Example 7 5 0 100 100 10 2 100 100 Example 8 5 0 100 100 10 3 100 100 Comparative Example 1 5 25 100 100 10 40 100 100 Comparative Example 2 5 25 100 100 10 40 100 100 Comparative Example 3 5 20 100 100 10 30 100 100 -19-{ Please read the precautions on the back before filling the nest page.} Binding. Binding. The paper size uses the Chinese National Standard (CNS) A 4 specifications (210x297 mm) * * Α6 Β6 V. Invention description ( 18) As shown in Table 2, it is obvious that the herbicide composition containing one or more special anionic surfactants of the present invention has a significant herbicidal effect on the weeds sprouting in wheat planting and has very low phytotoxicity to wheat . ........ ^ ............................................ ........................... Pretend ..................... .. Order .................. line (please read the notes on the back before filling the nest page) Printed by the Employee Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs- 20 The size of this paper is in accordance with Chinese National Standard (CNS) Grade 4 (210X297mm)

Claims (1)

Lack of 158 9 Α8 Β8 C8 D8.: Luxury Jade Year I Lightly Fatty τ β No. 8 3 1 00 94 5 Patent Case for "Low Herbicide Weeding_Composition" (Amended on February 2, 1985) Jason Shen Patent Scope: 1. A herbicide composition containing at least one 3-substituted phenylpyrazole derivative represented by formula (I) as an active ingredient for cultivating wheat, barley, oats or rye: XI (Please read the note ^^ on the back and then fill in this page) Printed by Beigong Consumer Cooperative of Central Bureau of Standards of the Ministry of Economic Affairs (where R is -Υ1 R3 (where R3 is (^ -Ce alkyl, Ci- Ce haloalkyl, C2-Ce alkenyl or C2-Ce alkynyl and Y1 is -0- or -S-), -Υ2 CH (R4) CO-OR5 (where R4 is a single atom or Ci-Ce alkane Group, R5 is a single atom * Ci -Ce alkyl, Ci -Ce ® alkyl, C2 -Ce alkenyl or C2 -Ce alkynyl and Y2 is _0_, _S-or --COOCH (R4 iCO-Y1 R5 (In the formula, R +, R5 and Y1 are as defined above), or -C00R6 (In the formula, Re $ Ci-Ce alkyl, C2-Ce alkenyl or C2-Ce acetylene paper scale is applicable to the national rubbing rate of China. (CNS) Eight 4 specifications (210XW7 mm) Γ. 92U88 A8 B8 C8 D8 & 'patent application base, R1 is Ci -C5 burned group · R2 is a radium atom · Ci burned group or G -Ce New · alkyl · ΧΑ and X2 may be the same or different from each other as a halogen atom, y is -0-, -S-, -SO- or -S〇2-, η is 0 or 1) · The composition except for zhanger still contains the following At least one kind of ionic surfactant selected as additives: polystyrene styryl phenyl ether sulfonate, polyoxyethylene styrene Phenyl ether phosphate, polyoxyethylene styryl phenyl ether sulfonate, polyoxyethylene styryl phenyl K «acid», Ce-C sulfate, e alkyl jg * lignin sulfonate, Qi sulfonate Condensate of acid ester and methyl beta, benzene sulfonate, poly "acid a, condensate of cresol and methyl g and bovine acid and fatty acid alkyl ester, ·, ·.-· — ', ..... * 1. ν where the anionic interfacial activity contains 0.1 to 80 parts by weight per 100 parts by weight of the herbicide composition of Dong. According to the herbicide composition of patent application No. 1, the anion The interface activity is selected from polystyrene styryl phenyl sulfate, polyoxyethylene styryl phenyl ether phosphate, polystyrene styryl phenyl ether sulfonate K and poly gas vinyl styryl phenyl Ether Master Acid S (Read the notes on the back and fill in this page) Order + Printed by the Beigong Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs. According to the patented herbicide composition of Fan Li Item 2, where the anion interface The active agent is at least one S self-polymerized gas ethylene styryl phenyl ether sulfate and poly «ethylene stupid vinyl phenyl ether phosphoric acid» This paper scales with China Bu rubbing sleepy prospective home (CNS) A4 size (2 Shu 0x297 mm)