CN1194096A - Weeding synergetic composition and weed controlling method - Google Patents

Weeding synergetic composition and weed controlling method Download PDF

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CN1194096A
CN1194096A CN98106340A CN98106340A CN1194096A CN 1194096 A CN1194096 A CN 1194096A CN 98106340 A CN98106340 A CN 98106340A CN 98106340 A CN98106340 A CN 98106340A CN 1194096 A CN1194096 A CN 1194096A
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W·胡格
M·胡德茨
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Syngenta Participations AG
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Novartis AG
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Abstract

A weed-killer of synergetic composition which includes, in addition to the conventional inert, subsidiary compositions, a compound of FORMULA I in admixture with an effective, synergetic quantity of at least one of the compounds from the categories of substances in FORMULA II, FORMULA III, FORMULA IV, FORMULA V, FORMULA VII, FORMULA VIII or FORMULA IX where Xb is chlorine or CH3SO3 and FORMULA X where the substituents are as defined in claim 1.

Description

Weeding synergetic composition and method of weed control
The present invention relates to contain the new Weeding synergetic composition of herbicidal active component combination, described composition is suitable in useful crop the control of electing property of weeds, for example at cereal, and cotton, soybean, beet, sugarcane, plantation crops, grape is in corn and the rice.The invention further relates in useful crop the use of control method for weed and new for this purpose composition.
The compound of formula I has activity of weeding.
Figure A9810634000081
Following compound also is known weed killer herbicide, and some of them also are that commerce can get: the compound of formula II, wherein A is group A 1Or A 2, E is group E 1Or E 2, A-SO 2-NH-E (ll),
Figure A9810634000082
COOC 2H 5(E 1)
Be known, for example by " agricultural chemicals handbook, the 10th edition, the Britain crop protection committee, 1994,549 pages and 49 pages; The compound of formula III,
Figure A9810634000091
Wherein U-V is the group of following formula: R 1C=N, N=CR 1, CONR 1, R 1NCO or R 1C=CR 2, R wherein 1Be-NHC 3H 7-(different) ,-NHC (CH 3) 2CN ,-NHC 4H 9-(uncle) ,-NHC 2H 5,-SCH 3,
Figure A9810634000092
Or
W-Y is the group of following formula: CR 2=N, CONR 2, NR 2CO, CONR 3Or CR 2=CR 3, R wherein 2Be methyl ,-Cl ,-NH 2,-NHC 3H 7-(different) or NHC 2H 5And R 3Be-NHCH 3Or C 4H 9-(uncle) and R are Cl ,-SCH 3,-C 4H 9-(uncle), methoxyl group, hydroxyl, N (CH 3) 2, CHF 2Or hydrogen; Or U-V-W-Y forms group-C (CF together 3)=C (R 4)-C (CH 2-C 3H 7-(different))=C (R 5)-, be R wherein 4Be COSCH 3Or
And R 5Be COOCH 3Or COSCH 3, it is known, for example by " agricultural chemicals handbook, the 10th edition, the Britain crop protection committee 1994,32,51,565,840,740,239,956,699,959,962,974 and 375 pages; The compound of formula IV,
Figure A9810634000101
Wherein n is 0 or 1, R 6Be hydrogen ,-CH 3Or-NH 2R 7Be hydroxyl, C 2H 5, Na +,-CH (CH 3) 2-CO 2-CH=CH 2,-C 4H 9-n or-CH 2-CH 2-O-N=C (CH 3) 2With Q be group
Figure A9810634000103
(HO) 2-P (O)-CH 2NH-(O 4) HO-P (O) (CH 3)-CH 2-CH 2-(O 5),
Figure A9810634000104
Figure A9810634000105
Or
Figure A9810634000106
It is known, for example by " agricultural chemicals handbook, the 10th edition, the Britain crop protection committee 1994,271,888,542,541,898,441,623,471,848 and 298, and by US-A-5183492; The compound of formula V, R wherein 8It is group
Figure A9810634000112
3-trifluoromethyl or phenyl, R 9And R 10Be hydrogen or methyl and R independently of each other 11Be methyl or group
Figure A9810634000113
It is known, for example by " agricultural chemicals handbook, the 10th edition, 1994,376,490,947 and 975 pages in the Britain crop protection committee; The compound of formula VI
Figure A9810634000114
Wherein X be-NH-or-NC 3H 7-(n), R 12Be C 3H 7(n) or CH (C 2H 5) 2, or X and R 12Be cyano group together, R 13Be 2-NO 2Or 3-Br, R 14Be 4-CF 3, 4-CH 3Or 4-OH, R 15Be 6-NO 2Or 5-Br, and R 16Be 3-CH 3Or 5-NH 2, it is known, for example by " agricultural chemicals handbook, the 10th edition, 1994,1025,779,121 and 835 pages in the Britain crop protection committee; Compound Z-N (the R of formula VII 17)-R 18(VII), wherein Z is a group
Figure A9810634000121
Or
Figure A9810634000122
R 17Be-CH (CH 3)-CH 2OCH 3, CH 2OC 2H 5Or-CH 2OCH 3, R 18Be-C (O)-CH 2Cl or R 17And R 18Be group-C (O)-C (CH together 3) 2-CH 2-O-or
It is known, for example by " the agricultural chemicals handbook, the 10th edition, 1994,693,10,21 and 220 pages in the Britain crop protection committee, by AGROW No.247, (1996) 19 pages of 5.1. and US-A-5002606; The compound of formula VII R wherein 19Be hydrogen or-CH 2-CH (CH 3)-SC 2H 5, R 20Be-C 2H 5,-C 3H 7-(n) or
Figure A9810634000126
Xa is an oxygen, NOC 2H 5Or NOCH 2-CH=CHCl (trans), it is known, for example by " agricultural chemicals handbook, the 10th edition, 1994,909,214 and 577 pages in the Britain crop protection committee; The compound of formula IX
Figure A9810634000131
X wherein bBe chlorine or CH 3SO 3, be known, by " agricultural chemicals handbook, the 10th edition, 1994,767 pages in the Britain crop protection committee; The compound of formula X
CH 3-As(O)-(OH) 2(X)，
With its salt, especially single sodium salt and double sodium salt are known for example by " agricultural chemicals handbook, the 10th edition, 1994,683 pages in the Britain crop protection committee.
Surprisingly, the combination of finding two kinds of active components in varing proportions now is that the combination of active component formula I and above-mentioned active component formula II to X has the synergistic effect that can control most of weeds generations behind Miao Qianmiao, especially in useful crop, and damage useful crop not obviously.Therefore according to the present invention, proposed the new synergistic composition of weeds control action selectively, except traditional inert formulation auxiliary agent, it contains the compound as the formula I of active component
With at least a compound that is selected from the following substances class of synergy effective dose, formula II compound, wherein A is group A 1Or A 2, E is group E 1Or E 2
A-SO 2-NH-E (ll)
Figure A9810634000133
COOC 2H 5(E 1)
Figure A9810634000134
The compound of formula III,
Figure A9810634000141
Wherein U-V is following formula group: R 1C=N, N=CR 1, CONR 1, R 1NCO or R 1C=CR 2, R wherein 1Be-NHC 3H 7-(different) ,-NHC (CH 3) 2CN ,-NHC 4H 9-(uncle) ,-NHC 2H 5,-SCH 3, Or
W-Y is the group of following formula: CR 2=N, CONR 2, NR 2CO, CONR 3Or CR 2=CR 3, R wherein 2Be methyl ,-Cl ,-NH 2,-NHC 3H 7-(different) or-NHC 2H 5And R 3Be-NHCH 3Or C 4H 9-(uncle) and R are-Cl SCH 3,-C 4H 9-(uncle), methoxyl group, hydroxyl, N (CH 3) 2, CHF 2Or hydrogen; Or U-V-W-Y forms group-C (CF together 3)=C (R 4)-C (CH 2-C 3H 7-(different))=C (R 5)-, be R wherein 4Be-COSCH 3Or
Figure A9810634000144
And R 5Be COOCH 3Or COSCH 3The compound of formula IV,
Figure A9810634000145
Wherein n is 0 or 1, R 6Be hydrogen ,-CH 3Or-NH 2R 7Be hydroxyl, C 2H 5, Na +,-CH (CH 3) 2-CO 2-CH=CH 2,-C 4H 9-n or-CH 2-CH 2-O-N=C (CH 3) 2And Q is a group (HO) 2-P (O)-CH 2-NH-(Q 4), HO-P (O) (CH 3)-CH 2-CH 2-(Q 5),
Figure A9810634000154
Or
Figure A9810634000155
The compound of formula V, R wherein 8It is group 3-trifluoromethyl or phenyl, R 9And R 10Be hydrogen or methyl and R independently of each other 11Be methyl or group The compound of formula VI
Figure A9810634000164
Wherein X be-NH-or-NC 3H 7-(n), R 12Be C 3H 7(n) or CH (C 2H 5) 2, or X and R 12Be cyano group together, R 13Be 2-NO 2, or 3-Br, R 14Be 4-CF 3, 4-CH 3Or 4-OH, R 15Be 6-NO 2Or 5-Br, and R 16Be 3-CH 3Or 5-NH 2Compound Z-N (the R of formula VII 17)-R 18(VII), wherein Z is a group Or
Figure A9810634000172
R 17Be-CH (CH 3)-CH 2OCH 3,
Figure A9810634000173
CH 2OC 2H 5Or-CH 2OCH 3, R 18Be-C (O)-CH 2Cl or R 17And R 18Be group-C (O)-C (CH together 3) 2-CH 2-O-or
Figure A9810634000174
The compound of formula VII
Figure A9810634000175
R wherein 19Be hydrogen or-CH 2-CH (CH 3)-SC 2H 5, R 20Be-C 2H 5,-C 3H 7-(n) or
Figure A9810634000176
Xa is an oxygen, NOC 2H 5Or NOCH 2The compound of-CH=CHCl (trans) and formula IX
Figure A9810634000181
X wherein bBe chlorine or CH 3SO 3The Compound C H of formula X 3-As (O)-(OH 2(X) and its salt mix.
Formula F 1Solsonylurea compounds,
Its salt corresponding to formula I is known, for example by EP-A-0103453.By reacting formula F with suitable salt formation agent 1Compound can be changed into the compound of formula I with known traditional approach itself.It is can be at group SO that such salt forms on the agent principle 2Remove all alkali of sour hydrogen atom among-the NH-CO.Have been found that in this respect, the hydride of sodium, hydroxide, alkoxide, bicarbonate and carbonate are especially favourable.For forming the compound of formula I, formula F 1Compound and the reaction of alkali carry out in a known way, preferably in proton or aprotic solvent, temperature in room temperature or rising, in this reaction, can there be crown ether and/or phase transfer catalyst, as at J.March, Advanced Org.Chem., John Wiley and Sons, the 4th edition, 1992: phase transfer catalyst, described in 362 pages.For example, the compound of formula I is only at room temperature by stirring-type F 1The sodium hydrate aqueous solution of the compound output that just can obtain.This method for example is described in WO97/41112.
According to the present invention, preferred compositions is to contain the compound of formula I and at least aly be selected from following compound compositions: ametryn, and atrazine, hexazinone, the spirit of sulphur grass, diuron, 2,4-D, the compound of halosulfuron and formula IV, wherein Q is Q 1, R 7Be C (CH 3) 2-C (O) O-CH 2CH=CH 2With n be 0.In these compositions, especially preferred is compound and at least a compound ametryn that is selected from that contains formula I, atrazine, the composition of hexazinone and the spirit of sulphur grass.The compound and at least a compound fluometuron, Eptam, the isopropyl methoxalamine of being selected from that contain formula I, α-isopropyl methoxalamine, norflurazon, pyrithiobac-sodium, Ansar, monsodium acid methanearsonate (MSMA), trefanocide, Pendimethalin, Brominal, glyphosate, the composition of cremart and different humulone is also given prominence to.Wherein especially outstanding is compound and at least a compound that contains formula I, and it is selected from compound fluometuron, Eptam, isopropyl methoxalamine, α-isopropyl methoxalamine, norflurazon, pyrithiobac-sodium, monsodium acid methanearsonate (MSMA), Ansar combination according to those compositions of the present invention.
R as formula IV 6When being not hydrogen, especially preferred its R-enantiomer.
The compound of the formula II that uses in being particularly suited for making up according to the present invention is:
A) A is A 1With E be E 1(common name: sulphur grass spirit) and
B) A is that A2 and E are E2 (common names: halosulfuron).
The formula III compound that is particularly useful for thing combined according to the invention is listed in table 1:
Table 1: the preferred compound of formula III: Compound sequence number U-V W-Y R R 1R 2R 3R 4R 51.01 R 1C=N R 2C=N SCH 3NHC 2H 5NHC 3H 3(different)---1.02 R 1C=N R 2C=N Cl NHC 2H 5NHC 3H 7-(different)---1.03 CONR 1CONR 2N (CH 3) 2Cyclohexyl CH 21.04 R of--- 1C=N R 2C=N SCH 3NHC 3H 7-(different) NHC 3H 7-(different)---1.05 R 1NCO R 2C=CR 3H 3-trifluoromethyl Cl NHCH 3--1.06 R 1C=N R 2C=N Cl NHC 2H 3NHC (CH 3) 2----
CN1.07 R 1C=CR 2CONR 3OH CH 3Cl C 4H 9-(uncle)--1.08 N=CR 1R 2NCO C 4H 9-(uncle) SCH 3NH 21.09 R of--- 1C=N R 2C=N OCH 3NHC 2H 5NHC 4H 9(uncle)---1.10 R 1C=N R 2C=N SCH 3NHC 2H 5NHC 4H 9(uncle)---1.11-C (CF 3)=C (R 1)-C (CH 2-CHF 2----
Figure A9810634000192
COOCH 3
C 3H 7-(i is different)=C (R 5)-1.12-C (CF 3)=C (R 1)-C (CH 2-CHF 2----COSCH 3COSCH 3
C 3H 7-(i is different)=C (R 5The compound of)-table 1 is called following title: common name
1.01 ametryn
1.02 Aunar draws only
1.03 hexazinone
1.04 Eptam
1.05 norflurazon
1.06 cyanazine
1.07 Kusakira
1.08 piperazine humulone
1.09 Te Dingtong
1.10 terbutryn
1.11 thiazopyr
1.12 dithiopyr is particularly useful for listing in table 2 according to the formula IV compound of composition of the present invention: table 2: the compound of preferred formula IV Compound sequence number Q R 6R 7N common name 2.01 Q 1--C (C 3) 2-C (O)-CH 2CH=CH 20-2.02 Q 2H H (and salt) 12,4-D2.03 Q 3-Na 0 pyrithiobac-sodium2.04 Q 4H H (and salt) 1 glyphosate 2.05 Q 5NH 2H (and salt) 1 phosphine oxamate 2.06 Q 6CH 3(R) C 2H 51 quizalofop-ethyl, 2.07 Q 7CH 3(R) C 2H 51 high azoles diclofop-methyl 2.08 Q 9CH 3C 2H 51 lactofen, 2.09 Q 8CH 3(R) C 4H 9(n) 1 fluazifop, 2.10 Q 6CH 3(R) C 2H 4ON=C (CH 3)-CH 31 propaquizafop, 2.11 Q 10-H (and salt) 0 dicamba is particularly useful for listing in table 3 according to the formula V compound of composition of the present invention: table 3: the compound of preferred formula V
Figure A9810634000211
Compound sequence number R 8R 9R 10R 11Common name 3.01
Figure A9810634000212
H CH 3CH 3Diuron 3.02 3-fluoroform phenyl H CH 3CH 3Fluometuron 3.03 CH 3H CH 3Terbufos benzthiazuron
Figure A9810634000213
3.04 phenyl H H
Figure A9810634000214
The disleave spirit is particularly useful for listing in table 4 according to the compound of the formula VI of composition of the present invention: table 4: the compound of preferred formula VI
Figure A9810634000215
Compound preface X R 12R 13R 14R 15R 16Common name
Number
4.01 N-C 3H 7-(n) C 3H 7-(n) 2-NO 24-CF 36-NO 2The H trefanocide
4.02 NH CH (C 2H 5) 22-NO 24-CH 36-NO 23-CH 3Pendimethalin
4.03 CN 3-Br 4-OH 5-Br H Brominal 4.04 N-C 3H 7-(n) C 3H 7-(n) 2-NO 24-CF 36-NO 25-NH 2Prodiamine is particularly useful for the formula VII compound of thing combined according to the invention and lists in table 5: table 5: the compound Z-N (R of preferred formula VII 17)-R 18(VII) compound sequence number z R 17R 18Common name 5.01
-CH (CH 3)-CH 2OCH 3-C (O)-CH 2Cl isopropyl methoxalamine 5.02
Figure A9810634000222
-C (O)-CH 2Cl α-isopropyl methoxalamine 5.03
Figure A9810634000223
-CH 2OC 2H 5-C (O)-CH 2Cl Acetochlor 5.04
-CH 2OCH 3C (O)-CH 2Cl alachlor 5.05
Figure A9810634000225
-C (O)-C (CH 3) 2-CH 2-O-clomazone 5.06
Figure A9810634000226
Azafenidine is particularly useful for listing in table 6 according to the compound of the formula VIII of composition of the present invention: table 6: the compound of preferred formula VIII
Figure A9810634000231
Compound sequence number Xa R 19R 20Common name
6.01 NOC 2H 5-CH 2-CH (CH 3)--C 3H 7-(n) sethoxydim
SC 2H 5
6.02 NOCH 2-CH=CHCl (trans)-CH 2-CH (CH 3)--C 2H 5Clethodim
SC 2H 5
6.03 O H
Figure A9810634000232
sulcotrione
The known title of single sodium salt of the compound of formula X is MSMA.The double sodium salt of the compound of formula X is called DSMA.X is that the compound of the formula IX of chlorine is called paraquat.
Extremely surprisingly active component formula I and active component formula II, III, IV, V, VI, VII, VIII, IX or X have surpassed predetermined in theory addition to the grass that will control, so especially enlarged the sphere of action of two kinds of active components aspect two at this: at first, do the time spent when keeping high level, every kind of Compound I and II, III, IV, V, VI, VII, VIII, the amount of application of IX and X has reduced.The second, even when using with low amount of application, each compound is die on agriculture application point, but composition according to the present invention has reached the weeds control of height.This result has widened the weeds spectrum considerably, and has additionally increased the selectivity to useful crop, and this is not intended under the excessive situation in active component is necessary with desired.And the outstanding control of weeds can make the back crop bigger flexibility be arranged according to composition of the present invention simultaneously in maintaining useful crop.In addition, the beginning of the compound effects of formula I can be at formula II, III, and IV, V, VI, VII, there are acceleration down in VIII, IX or X.
Can be used for important weeds on the agricultural of Chinese People's Anti-Japanese Military and Political College amount according to Herbicidal mixture of the present invention, as Stellaria, creeping bentgrass belongs to, knotgrass, Avena, setaria, mustard seed, lolium temulentum belongs to, Solanum, Echinochloa, Scirpus, Monochoria, arrowhead belongs to, Brome, amur foxtail belongs to, false jowar, Rottboellia exaltata L. F belongs to, Cyperus, abutilon, chrysanthemum harvest spp, Xanthium, Amaranthus, Chenopodium, sweet potato genus, Chrysanthemum, Bedstraw, Viola and Veronica.
Weed killer herbicide according to the present invention is applicable to the method therefor of using usually in the agricultural, and as preemergence application, postemergence application and seed topdress.
Herbicidal mixture according to the present invention is particularly useful for useful crop such as cereal, grape, and beet, sugarcane, raise crop (cotton), rice, corn and soybean, more preferably sugarcane and cotton (especially seedling post processing) also are applicable to non-selective weeds control.
The present composition especially is suitable for the weeds in the following sugarcane crop of control: Horseweed Herb, field bindweed, false jowar, cogongrass, bermuda grass, commenlina benghalensis, nutgrass flatsedge, painted euphorbia, Amaranthus retroflexus, pharbitis nilChoisy, car forearm shape grass, mao matang, yard grass, broomcorn millet and faber bristlegrass herb.
The present invention is particularly useful for the weeds in the cotton crop: nutgrass flatsedge, two look chinese sorghums, lady's-grass, barnyard grass, yard grass, foreign wild broomcorn millet, faber bristlegrass herb, car forearm shape grass, abutilon, Amaranthus retroflexus, blunt leaf Cassia tora, white lamb's-quarters, pharbitis nilChoisy, big fruit sesbania, xanthium canadense.And, containing compound and at least a weed killer herbicide of formula I, it is selected from dithiopyr, prodiamine, the composition of Simanex is particularly useful in the meadow.Formula I and pyridine ethyl methyl are (by " agricultural chemicals handbook, the 9th edition, 397 pages are known) and isoxaflutole (by BRIGHTON CROP PROTECTIONCONFENCE-weeds-1995, compilation volume 1,3542 pages are known) composition that mixes also expresses the Herbicidal synergistic effect, especially in sugarcane and meadow, uses.Usually good effect also shows by the synergistic composition of being made up of the active component of formula I and azafenidine (by AGROW, No.261,1996.8.2,23 pages known).Crop also can be interpreted as comprise those since tradition is cultivated or technique for gene engineering to weed killer herbicide or weed killer herbicide kind crop in tolerance, corn for example, soybean, cotton or sugarcane, it is to glyphosate, careless ammonium phosphine, and Brominal and ALS-inhibitor are as sulfonylureas (chlorimuron, thiophene methyl), the mixture of imidazolone (Imazethapyr) or these compounds has tolerance.
Active ingredient compositions according to the present invention contains active component and the formula II of the formula I that mixes with any required ratio, III, and I, V, VI, VII, VIII, living of IX or X divides, and common a kind of composition is excessive in another kind of composition.At active component and the formula II of formula I, III, IV, V, VI, VII, VIII, the preferred blending ratio between the mixture of IX or X is 1: 1 to 1: 350, especially 1: 5 to 1: 70.Amount of application can change on a large scale, and depends on the character of soil, the type of using (before the bud, after; Seed topdresses; Groove uses between kind; Non-farming is used), the crop of cultivation is wanted controlled weeds, and popular weather condition and other are by the factor of using the decision of type time of application and target crop.Usually, can use from 0.008 to 5kg/ha amount of application according to mixture of active principles of the present invention, especially 0.3 to 2kg/ha mixture of active principles.The compound of formula I and formula II, III, IV; V, VI, VII; VIII; the mixture of the compound of IX or X can promptly be used by the synthetic form that obtains with unaltered form, but preferably in a usual manner with normally used auxiliary agent such as solvent in process technology, formulated as the direct sprayable or dilutable solution of solid carrier or surfactant; wetting powder; soluble powder, pulvis, particle or microcapsules.According to the character of composition, select application process as spraying, atomizing is dusted, and is moistening, spreads fertilizer over the fields or water, makes it and the target of planning and popular weather adapt.Preparation promptly in a known way homogeneous mix and/or grind active component and formulation auxiliary agents for example solvent or solid carrier prepare preparation, i.e. composition, prepared product or mixture, it contains compound (active component) and the formula II of formula I, III, IV, V, VI, VII, VIII, IX or X, as suitable, also contain one or more solid or liquid preparation auxiliary agent.In addition, surface active cpd (surfactant) also can be used in the preparation of preparation.
Suitable solvent is: aromatic hydrocarbons, the cut that preferably contains 8 to 12 carbon atoms, mixture or replacement naphthalene as dimethylbenzene, phthalate, as phthalic acid dibutyl or dioctyl ester, aliphatic hydrocarbon is as cyclohexane, or paraffin, pure and mild glycol and its ether and ester such as ethanol, ethylene glycol, glycol monoethyl ether or single ether, ketone such as cyclohexanone, intensive polar solvent such as N-N-methyl-2-2-pyrrolidone N-, dimethyl sulfoxide (DMSO) or N, dinethylformamide, vegetable oil or epoxidized vegetable oil are as epoxidation cocoa butter or soybean oil and water.But the solid carrier that is used for for example pulvis and dispersion powder is the natural minerals filler normally, as calcite, and talcum, kaolin, montmorillonite or Attagel.In order to improve the physical property of preparation, can add the silicic acid of high dispersive or the absorbable polymer of high dispersive.It is the porous class that suitable graininess absorbs carrier, float stone for example, brickbat, sepiolite or bentonite; Suitable non-absorption carrier is for example calcite or sandy soil.
In addition, can use the impregnated material of a large amount of organic or inorganic character, as the plant residue of dolomite or grinding especially.According to the character of the compound of the formula I that will prepare, suitable surface active composition thing is a nonionic, and anion and/or cationic surfactant and well emulsify is arranged disperse and the Surfactant mixture of wet and slippery performance.So-called water soluble soap and water-soluble synthetic surface active compound are suitable cationic surfactants.Suitable soap is higher fatty acid (C 10-C 22) natural acid mixture that maybe can obtain from for example cocoa butter or tallow oil as oleic acid or stearic acid the alkali metal salt alkali salt or do not replace or substituted ammonium salt such as sodium salt or sylvite.It also can be the fatty acid methyl taurate.Usually use so-called synthetic surfactant, especially fatty alcohol sulfonate, aliphatic alcohol sulfate, Sulfonated benzimidizole derivatives or alkylaryl sulfonate.Fatty alcohol sulphonic acid ester or sulphate is the form of the ammonium salt of alkali metal salt, alkali salt or unsubstituted or replacement normally, and contains C 8-C 22Alkyl, it also comprises the moieties of acyl group, as lignosulphonic acid sodium salt or calcium salt and lauryl sodium sulfate salt or calcium salt or from the fatty alcohol sulphuric acid salt mixture of natural acid.These compounds also comprise the salt of sulphation and sulfonated fatty alcohol/ethylene oxide adduct.Sulfonated benzimidizole derivatives preferably contains 2 sulfonic acid groups and contains a fatty acid group of 8 to 22 carbon atoms.The example of alkane aromatic sulfonic acid salt is sodium, calcium or the triethanolamine salt of DBSA, dibutyl naphthalene sulfonic acids or naphthalene sulfonic acids and formaldehyde condensation products.Corresponding phosphate is for example to the phosphate ester salt of nonyl phenol and 4 to 14mol ethylene oxide adducts, or phosphatide also is suitable.Non-ionic surface active agent preferred aliphatic series or cycloaliphatic alcohol, the polyglycol ether derivative of saturated or unsaturated fatty acid and alkyl phenol, described derivative contain 3 to 30 ethylene glycol ether groups and at 8 to 20 carbon atoms of aliphatic hydrocarbon part with at 6 to 18 carbon atoms of the moieties of induced by alkyl hydroxybenzene.More suitably non-ionic surface active agent is PEO and polypropylene glycol, the water dissolvable adduct that contains the alkyl polypropylene glycol of 1 to 10 carbon on ethylenediamine polypropylene glycol and the alkyl chain, it contains 20 to 250 ethylene glycol ether groups and 10 to 100 propylene glycol groups.These compounds contain 1 to 5 ethylene glycol unit in each propane diols unit usually.The example of non-ionic surface active agent is the poly-ethoxy ethanol of nonyl phenol, the castor oil polyglycol ether, and poly(propylene oxide)/PEO adduct, tributyl benzene oxygen gathers ethoxy ethanol, and polyethylene glycol and octyl group benzene oxygen gather ethoxy ethanol.Polyoxyethylene sorbitol fatty acid ester for example polyoxyethylene sorbitol trioleate also is suitable.Cationic surfactant is quaternary ammonium salt preferably, and it contains the N-substituting group, at least one C 8-C 22Alkyl group also has other replacement, does not replace or junior alkyl halides, benzyl or hydroxy lower alkyl group.Preferred salt is halide, methylsulfuric acid or sulfovinate, for example stearyl trimethyl ammonium chloride or benzyl two (2-chloroethyl) ethyl ammonium bromide.Also can be used in according to the surfactant of common use in the conventional formulation technology in the composition of the present invention and be described in particularly " Mc Cutcheon ' s Detergents and Emulsifiers Annual " MC PublishingCorp., Ridgewood New Jersey.1981, Stache, H., " Tensid-Taschenbuch ", CarlHanserVerlag, Munich/Vienna, 1981 and M. and J.Ash, " Encyclopedia of Surfactants ", Vol I-III, Chemical Publishing Co., New York, 1980-81.
Herbicidal formulations contains 0.1 to 99% percentage by weight usually, the formula I of preferred 0.1 to 95% percentage by weight and formula II, III, IV, V, VI, VII, VIII, the mixture of active principles of IX or X, the solid of 1 to 99.9% percentage by weight or liquid adjuvants and 0 to 25% percentage by weight, the surfactant of preferred 0.1 to 25% percentage by weight.Though commercial product is preferably made concentrate, the user uses thinner usually.Composition also can contain further component, as stabilizing agent, and for example vegetable oil or epoxidized vegetable oil (epoxidised cocoa butter, rapeseed oil or soybean oil), foam reducing composition, silicone oil for example, preservative, viscosity modifier, bonding agent, tackifier, fertilizer or other active component.
Preferred preparation is especially formed (all being percetage by weight) pulvis mixture of active principles with following component: 0.1 to 10%; preferred 0.1 to 5% solid carrier: 99.9 to 90%; preferred 99.9 to 99% suspension concentrates mixture of active principles: 5 to 75%; preferred 10 to 50% water 94 to 24%; preferred 88 to 30% surfactants 1 to 40%; preferred 2 to 30% wetting powder mixture of active principles: 05 to 90%; preferred 1 to 80% surfactant 0.5 to 20%; preferred 1 to 15% solid carrier 5 to 95%; preferred 15 to 90% seed activity constituents mixts: 0.1 to 30%; preferred 0.1 to 15% solid carrier 99.5 to 70%, preferred 97 to 85%
The following examples in more detail but and describe the present invention non-limitingly.
Formula I and II, III, IV, V, VI, VII, VIII, IX or X mixture preparation (all being weight percentage):
F1. d c a) b of solution)))
Compound I+according to the compound 5% 10% 5% 90% of table 1-6
1-methoxyl group 3 (3-methoxy-propoxyl group)-propane-20% 20%-
Molecular weight polyethylene glycol 400 20% 10%--
N-methyl-2-pyrrolones--30% 10%
C 9-C 12Aromatic hydrocarbons mixture 75% 60%--
Solution is applicable to the droplet agent.
F2. d c a) b of wetting powder)))
Compound I+according to the compound 5% 25% 50% 80% of table 1-6
Sodium lignosulfonate 4%-3%-
NaLS 2% 3%-4%
Diisobutyl sodium naphthalene sulfonate-6% 5% 6%
Hot phenol polyglycol ether (7-8 moles of ethylene oxide)-1% 2%-
High dispersive silicic acid 1% 3% 5% 10%
Kaolin 88% 62% 35%-
Active component mixes with auxiliary agent fully, and mixture provides the energy dilute with water to provide the wetting powder of the suspension of any desired concn fully in suitable grinding machine for grinding.
F3. coated particle is b a)) c)
Compound I+according to the compound 0.1% 5% 15% of table 1-6
High dispersive silicic acid 0.9% 2% 2%
Inorganic carrier 99.0% 93% 83%
As CaCO 3Or SiO 2Solubilization of active ingredient is in methane dioxide, and solution is sprayed onto on the carrier, then the solvent vaporising under vacuum.
The coated particle of F4 is b a)) c)
Compound I+according to the compound 0.1% 5% 5% of table 1-6
Molecular weight polyethylene glycol 200 1.0% 2% 3%
High dispersive silicic acid 0.9% 1% 2%
Inorganic carrier 98.0% 92% 80%
Figure A9810634000282
Example CaCO 3Or SiO 2
The good active component homogeneous that grinds is applied to the moistening carrier of polyethylene glycol in blender.The particle of non-dust bag quilt obtains in this way.
F5. push a) b of particle) c) d)
Compound I+according to the compound 0.1% 3% 5% 15% of table 1-6
Sodium lignosulfonate 1.5% 2% 3% 4%
Carboxymethyl cellulose 1.4% 2% 2% 2%
Kaolin 97.0% 93% 90% 79%
Active component is mixed and the auxiliary agent grinding, and the mixture water is moistening.Mixture is extruded and is dry in air flow.
F6. c a) b of pulvis))
Compound I+according to the compound 01% 1% 5% of table 1-6
Talcum 39.9% 49% 35%
Kaolin 60.0% 50% 60%
Ready-made pulvis obtains by mixed active composition and carrier and at suitable grinding machine for grinding mixture.
F7. d c a) b of suspension concentrates)))
Compound I+according to the compound 3% 10% 25% 50% of table 1-6
Ethylene glycol 5% 5% 5% 5%
Nonylbenzene phenol polyglycol ether (oxirane 15mol)-1% 2%-
Sodium lignosulfonate 3% 3% 4% 5%
Carboxymethyl cellulose 1% 1% 1% 1%
37% formalin 0.2% 0.2% 0.2% 0.2%
Silicone oil emulsion 0.8% 0.8% 0.8% 0.8%
Water 87% 79% 62% 38%
Good active component of grinding is fully mixed with auxiliary agent, provides dense suspension, and the suspension of any desired concn can be obtained by the dilution of water.
Difference preparation formula I and II, III, IV, V, VI, VII, VIII, the mixture of IX or X, and in applicator, before using, with required ratio it is mixed in water soon, form the mixed thing of bucket.
Biological Examples:
Whenever active ingredient compositions I and II, III, IV, V, VI, VII, VIII, the effect of IX or X just produces synergistic effect during greater than the summation of the active component effect of using separately.Desired herbicide effect, We can calculate for the composition of two kinds of weed killer herbicides being given that (referring to COLBY, S.R. " calculates synergy and antagonism reaction " in the Herbicidal combinations with following formula." weeds " 15, the 20-22 page or leaf; 1967):
We＝X+[Y·(100-X)/100]
Wherein: X=compares with untreated contrast, uses the compound of formula I, the herbicide effect % of per hectare pkg amount of application.
Y=compares (=0%) with untreated contrast, uses formula II, III, IV, V, VI, VII, VIII, the compound of IX or X, the herbicide effect % of per hectare qkg amount of application.
We=uses formula I and II, III, IV, V, VI, VII, VIII, the compound of IX or X, the expection herbicide effect of the amount of application of per hectare p+qkg active component.(the herbicide effect % that compares with untreated contrast).
If so just there is synergy in observed effect greater than the effect We of expection.Prove active component I and II, III, IV, V, VI, VII, VIII, the synergistic effect of the composition of IX or X below.
Embodiment B 1: herbicide effect before the seedling:
Unifacial leaf and broadleaf weed and raise crop are sowed in the standard soil of plastic basin.Use water slurry (500 liters the water/ha) of test compounds after the sowing immediately.Amount of application depends on the optimal concentration that field condition and greenhouse experiment are determined down.The calculating that experimentizes with effect % after 15 and 27 days (DAA=implements fate afterwards).100% refers to plant death, and 0% refers to the plant-less toxicity effect.Active component formula I and formula II, III, IV, V, VI, VII, VIII, the composition of IX or X has showed synergistic effect in this experiment.Following table has provided according to synergy implementation column before the seedling of composition of the present invention:
Table B1: according to the composition of formula I of the present invention and prometryn herbicide effect before the seedling when the DAA15: the compound 3.75g/ha 250g/ha Eptam 3.75g/haI+250g/ha of amount of application formula I is according to pretest plant Eptam time value Daubentonia 35 10 50 42 Xanthiums 85 0 90 85 of Colby
Table B2: according to the composition of formula I of the present invention and prometryn herbicide effect before the seedling when the DAA27: execute the compound 3.75g/ha 250g/ha Eptam 3.75g/haI+250 of field amount formula I according to desired value test plants g/ha Eptam knotgrass 25 10 80 33 Daubentonias 25 0 35 25 Brachiarias 25 10 60 33 abutilons 50 0 85 50 of Colby
Table B3: according to the composition of formula I of the present invention and norflurazon herbicide effect before the seedling when the DAA27: the chemical combination norflurazon norflurazon 3.75g/haI+500 of amount of application formula I is according to value cotton 10 000 10 0 10 abutilons 50 60 60 96 80 96 80 Daubentonias 25 30 10 50 48 30 32 Xanthiums 96 35 10 98 97 98 96 of Colby 3.75g/haI+250 according to the value g/ha norflurazon expection of Colby test plants 3.75g/ha 500g/ha 250g/ha g/ha norflurazon expection
Except the Herbicidal synergistic effect of composition according to the present invention to weeds; surprisingly found the antagonism favourable to the raise crop cotton; infringement cotton 10% when promptly though the compound of formula I is used with the amount of 3.75g/ha; but when 500 or the norflurazon of 250g/ha add the compound of formula I; protected cotton (0% infringement) to a great extent, and the herbicide effect of weeds has been increased.
Table B4: according to the composition of formula I of the present invention and Pendimethalin herbicide effect before the seedling when the DAA15:
The value that amount of application/weed killer herbicide is expected according to Colby to the herbicide effect of Xanthium
7.5g/ha the compound 90 of formula I-
3.75g/ha the compound 85 of formula I-
1000g/ha Pendimethalin 0-
500g/ha Pendimethalin 0-
250g/ha Pendimethalin 0-
7.5g/haI+1000g/ha Pendimethalin 97 90
7.5g/haI+500g/ha Pendimethalin 97 90
7.5g/haI+250g/ha Pendimethalin 95 90
3.75g/haI+1000g/ha Pendimethalin 90 85
3.75g/haI+500g/ha Pendimethalin 95 85
3.75g/haI+250g/ha first penta happy spirit 95 85
Table B5: according to the composition of formula I of the present invention and different humulone herbicide effect before the seedling when the DAA15:
The value that amount of application/weed killer herbicide is expected according to Colby to the herbicide effect of Xanthium
3.75g/ha the compound 85 of formula I-
The different humulone 60 of 500g/ha-
The different humulone 25 of 250g/ha-
The different humulone 10 of 125g/ha-
3.75g/haI+500g/ha different humulone 95 94
3.75g/haI+250g/ha different humulone 95 89
3.75g/haI+125g/ha different humulone 95 87
Embodiment B 2: postemergence weed control effect
Crop was cultivated for to 2 to 3 leaf phases in the plastic basin under the greenhouse experiment in test.Use standard soil is as cultivating substrate.In 2 to 3 leaf phases, weed killer herbicide use respectively become then mixture act on the test crop.Test compounds is used with aqueous suspension among water/ha of 500 liters.Amount of application depends on the optimal concentration that field condition ox and greenhouse experiment are measured down.After 11 and 22 days, test estimation (DAA=uses fate afterwards).100% refers to plant death, and 0% refers to not have the phytotoxicity effect.Active component formula I and formula II in this experiment, III, IV, V, VI, VII, VIII, the compositions table of IX or X illustrates synergistic effect.Following table has provided according to synergistic effect embodiment behind the seedling of composition of the present invention.
Table B6: according to the postemergence weed control effect that contains the composition of formula I and fluometuron at DAA11 of the present invention:
Amount of application/weed killer herbicide is to the herbicide effect of the Cyperus desired value according to Colby
3.75g/ha compound formula I 50-
1000g/ha fluometuron 20-
500g/ha fluometuron 25-
250g/ha fluometuron 0-
3.75g/hal+1000g/ha fluometuron 70 60
3.75g/hal+500g/ha the volt grass falls 70 63
3.75g/hal+250g/ha fluometuron 60 50
Table B7: according to the postemergence weed control effect that contains the composition of formula I and prometryn at DAA22 of the present invention
Amount of application/weed killer herbicide is to the herbicide effect of the black nightshade desired value according to Colby
7.5g/ha compound formula I 15-
3.75g/ha compound formula I 0-
188g/ha compound formula I 0-
1000g/ha prometryn 20-
500g/ha prometryn 0-
250g/ha prometryn 0-
7.5g/hal+1000g/ha prometryn 35 32
7.5g/ha+500g/ha prometryn 25 15
7.5g/hal+250g/ha prometryn 25 15
3.75g/hal+1000g/ha prometryn 50 20
3.75g/hal+500g/ha prometryn 45 0
3.75g/hal+250g/ha prometryn 10 0
1.88g/hal+1000g/ha prometryn 30 20
1.88g/hal+500g/ha prometryn 25 0
1.88g/hal+250g/ha prometryn 25 0
Table B8: according to the postemergence weed control effect that contains the composition of formula I and isopropyl methoxalamine at DAA22 of the present invention
Amount of application/weed killer herbicide is to the herbicide effect of the false beam desired value according to Colby
1.88g/ha compound formula I 75-
1500g/ha isopropyl methoxalamine 0-
750g/ha isopropyl methoxalamine 0-
375g/ha isopropyl methoxalamine 0-
1.88g/hal+1500g/ha isopropyl methoxalamine 90 75
1.88g/hal+750g/ha isopropyl methoxalamine 95 75
1.88g/hal+375g/ha isopropyl methoxalamine 92 75
Table B9: the composition that contains formula I and α-isopropyl methoxalamine according to the present invention DAA22 to the effect of abutilon postemergence weed control
Amount of application/weed killer herbicide is to the herbicide effect of the abutilon desired value according to Colby
1.88g/ha compound formula I 55-
500g/ha α-isopropyl methoxalamine 0-
250g/ha α-isopropyl methoxalamine 0-
1.88g/hal+500g/ha α-isopropyl methoxalamine 65 66
1.88g/hal+250g/ha α-isopropyl methoxalamine 95 66
Table B10: the composition that contains formula I and α-isopropyl methoxalamine according to the present invention DAA11 to the effect of Cassia tora postemergence weed control
Amount of application/weed killer herbicide is to the desired value of clear and decided herbicide effect according to Coly
1.88g/ha compound formula I 70-
1000g/ha α-isopropyl methoxalamine 0-
500g/ha α-isopropyl methoxalamine 0-
250g/ha α-isopropyl methoxalamine 0-
1.88g/ha+1000g/ha α-isopropyl methoxalamine 90 70
1.88g/hal+500g/ha α-isopropyl methoxalamine 80 70
1.88g/hal+250g/ha α-isopropyl methoxalamine 90 70
The table B11: according to of the present invention contain formula I and α-isopropyl methoxalamine DAA11 to the postemergence weed control effect of leading a cow
Amount of application/weed killer herbicide is to the herbicide effect of the leading a cow desired value according to Colby
1.88g/ha compound formula I 80-
1000g/ha α-isopropyl methoxalamine 0-
500g/ha α-isopropyl methoxalamine 0-
250g/ha α-isopropyl methoxalamine 0-
1.88g/haI+1000g/ha α-isopropyl methoxalamine 90 80
1.88g/haI+500g/ha α-isopropyl methoxalamine 90 80
1.88g/haI+250g/ha α-isopropyl methoxalamine 85 80
Table B12: the composition that contains formula I and α-isopropyl methoxalamine according to the present invention DAA11 to the effect of Daubentonia postemergence weed control
Amount of application/weed killer herbicide is to the herbicide effect of the Daubentonia desired value according to Colby
1.88g/ha compound formula I 70-
1000g/ha α-isopropyl methoxalamine 0-
500g/ha α-isopropyl methoxalamine 0-
250g/ha α-isopropyl methoxalamine 0-
1.88g/hal+1000g/ha α-isopropyl methoxalamine 85 70
1.88g/hal+500g/ha α-isopropyl methoxalamine 80 70
1.88g/hal+250g/ha α-isopropyl methoxalamine 85 70
Table B13: the composition that contains formula I and α-isopropyl methoxalamine according to the present invention DAA11 to the effect of Xanthium postemergence weed control
Amount of application/weed killer herbicide is to the herbicide effect of the Xanthium desired value according to Colby
1.88g/ha compound formula I 85-
1000g/ha α-isopropyl methoxalamine 0-
500g/ha α-isopropyl methoxalamine 0-
250g/ha α-isopropyl methoxalamine 0-
1.88g/hal+1000g/ha α-isopropyl methoxalamine 95 85
1.88g/hal+500g/ha α-isopropyl methoxalamine 95 85
1.88g/hal+250g/ha α-isopropyl methoxalamine 95 85
Table B14: according to the postemergence weed control effect that contains the composition of formula I and pvrithiobac at DAA11 of the present invention
Amount of application/weed killer herbicide is to the herbicide effect of the Cassia tora kind desired value according to Colby
1.88g/ha compound formula I 70-
100g/haPyrithiobac 70 -
50g/haPyrithiobac 80 -
25g/haPyrithiobac 50 -
1.88g/hal+100g/haPyrithiobac 95 91
1.88g/hal+50g/haPyrithiobac 95 94
1.88g/hal+25g/haPyrithiobac 95 85
The table B15: according to of the present invention contain formula I and Ansar DAA11 to the Cassia tora seedling after herbicide effect
Amount of application/weed killer herbicide is to the herbicide effect of the Cassia tora kind desired value according to Colby
1.88g/ha compound formula I 70-
2000g/ha monsodium acid methanearsonate (MSMA) 50-
1000g/ha monsodium acid methanearsonate (MSMA) 20-
500g/ha monsodium acid methanearsonate (MSMA) 0-
1.8g/hal+2000g/ha monsodium acid methanearsonate (MSMA) 85 85
1.8g/hal+1000g/ha monsodium acid methanearsonate (MSMA) 95 76
1.8g/hal+500g/ha monsodium acid methanearsonate (MSMA) 95 70
Table B16: the composition that contains formula I and monsodium acid methanearsonate (MSMA) according to the present invention DAA11 to the effect of Daubentonia postemergence weed control
Amount of application/weed killer herbicide is to the herbicide effect of the Daubentonia desired value according to Colby
1.88g/ha compound formula I 70-
2000g/ha monsodium acid methanearsonate (MSMA) 20-
1000g/ha monsodium acid methanearsonate (MSMA) 0-
500g/ha monsodium acid methanearsonate (MSMA) 0-
1.88g/hal+2000g/ha monsodium acid methanearsonate (MSMA) 90 76
1.88g/hal+1000g/ha monsodium acid methanearsonate (MSMA) 90 70
1.88g/hal+500g/ha monsodium acid methanearsonate (MSMA) 90 70
Table B17: the composition that contains formula I and Brominal according to the present invention DAA11 to the effect of Solanum postemergence weed control
Amount of application/weed killer herbicide is to the herbicide effect of the Solanum desired value according to Colby
7.5g/ha the compound 20 of formula I-
1000g/ha Brominal 40-
500g/ha Brominal 35-
7.5g/haI+1000g/ha Brominal 80 52
7.5g/haI+500g/ha Brominal 50 48
Table B18: according to the postemergence weed control effect that contains the composition of formula I and glyphosate at DAA11 of the present invention
The compound grass ammonium phosphine 187g/ha 1.88g/hal+187g/ha grass ammonium of amount of application formula I is according to Colby
The desired value of test plants 188g/ha phosphine
Abutilon 75 30 90 83
Cassia 70 40 90 82
Knotgrass 25 85 95 89
Lead a cow 80 30 90 86
Daubentonia 70 60 90 88
Jowar belongs to 70 40 85 82
Table B19: according to the postemergence weed control effect that contains formula I and Glufosinate of the present invention at DAA22
The compound glyphosate 250g/ha 1.88g/hal+250g/ha grass of amount of application formula I is sweet according to Colby
The desired value of test plants 1.88g/ha phosphine
Abutilon 55 55 90 80
Cyperus 70 35 85 81
Knotgrass 15 75 97 79
Jowar belongs to 75 85 98 96

Claims (9)

1. Weeding synergetic composition, it contains the compound of formula I except the inert formulation auxiliary agent of routine With at least a compound that is selected from the following substances class of synergy effective dose, the compound of formula II, wherein A is group A 1Or A 2, E is group E 1Or E 2: A-SO 2-NH-E (ll)
Figure A9810634000022
COOC 2H 5(E 1)
Figure A9810634000023
The compound of formula III,
Wherein U-V is a following radicals: R 1C=N, N=CR 1, CONR 1, R 1NCO or R 1C=CR 2, R wherein 1Be-NHC 3H 7-(different) ,-NHC (CH 3) 2CN ,-NHC 4H 9-(uncle) ,-NHC 2H 5,-SCH 3,
Figure A9810634000025
Or
Figure A9810634000031
W-Y is a following radicals: CR 2=N, CONR 2, NR 2CO, CONR 3Or CR 2=CR 3, R wherein 2Be methyl ,-Cl ,-NH 2,-NHC 3H 7-(different) or-NHC 2H 2And R 3Be-NHCH 3Or C 4H 9-(uncle) and R are-Cl-SCH 3,-C 4H 9-(uncle), methoxyl group, hydroxyl, N (CH 3) 2, CHF 2Or hydrogen; Or U-V-W-Y forms group-C (CF together 3)=C (R 4)-C (CH 2-C 3H 7-(different))=C (R 5)-, be R wherein 4Be-COSCH 3Or
Figure A9810634000032
And R 5Be COOCH 3Or COSCH 3The compound of formula IV,
Wherein n is 0 or 1, R 6Hydrogen ,-CH 3Or-NH 2R 7Be hydroxyl, C 2H 5, Na +,-CH (CH 3) 2-CO 2-CH=CH 2,-C 4H 9-nOr-CH 2-CH 2-O-N=C (CH 3) 2With Q be group (HO) 2-P (O)-CH 2-NH-(O 4), HO-P (O) (CH 3)-CH 2-CH 2-(Q 5),
Figure A9810634000043
The compound of formula V,
Figure A9810634000044
R wherein 8It is group
Figure A9810634000051
3-trifluoromethyl or phenyl, R 9And R 10Be hydrogen or methyl and R independently of each other 11Be methyl or group The compound of formula VI
Wherein X be-NH-or-NC 3H 7-(n), R 12Be C 3H 7(n) or CH (C 2H 5) 2, or X and R 12Be cyano group together, R 13Be 2-NO 2Or 3-Br, R 14Be 4-CF 3, 4-CH 3Or 4-OH, R 15Be 6-NO 2Or 5-Br, and R 16Be 3-CH 3Or 5-NH 2Compound Z-N (the R of formula VII 17)-R 18(VII), wherein Z is a group R 17Be-CH (CH 3)-CH 2OCH 3,
Figure A9810634000061
CH 2OC 2H 5Or-CH 2OCH 3, R 18Be-C (O)-CH 2Cl or R 17And R 18Be group-C (O)-C (CH together 3) 2-CH 2-O-or The compound of formula VIII R wherein 19Be hydrogen or-CH 2-CH (CH 3)-SC 2H 5, R 20Be-CH 5,-C 3H 7-(n) or
Figure A9810634000064
Xa is an oxygen, NOC 2H 5Or NOCH 2-CH=CHCl (trans), the compound of formula IX
Figure A9810634000065
X wherein bBe chlorine or CH 3SO 3Compound C H with formula X 3-As (O)-(OH) 2(X) and its salt.
2. according to the weed killer herbicide of claim 1, it contains compound and at least a compound ametryn that is selected from of formula I, atrazine, and hexazinone, the spirit of sulphur grass, diuron, 2,4-D, the compound of halosulfuron and formula IV, wherein Q is Q 1, R 7Be C (CH 3) 2-C (O) O-CH 2CH=CH 2With n be 0.
3. according to the weed killer herbicide of claim 2, it contains compound and at least a compound ametryn that is selected from of formula I, atrazine, hexazinone, the spirit of sulphur grass.
4. according to the weed killer herbicide of claim 1, it contains compound and at least a compound fluometuron, the Eptam of being selected from of formula I, isopropyl methoxalamine, α-isopropyl methoxalamine, norflurazon, pyrithiobac-sodium, Ansar, monsodium acid methanearsonate (MSMA), trefanocide, Pendimethalin, Brominal, glyphosate, phosphine oxamate and different humulone.
5. according to the weed killer herbicide of claim 4, it contains compound and at least a compound volt grass, Eptam, isopropyl methoxalamine, α-isopropyl methoxalamine, norflurazon, pyrithiobac-sodium, Ansar, the monsodium acid methanearsonate (MSMA) of being selected from of formula I.
6. according to the weed killer herbicide of claim 1, the component of its Chinese style I and formula II, III, IV, V, VI, VII, VIII, IX or X existed with weight ratio in 1: 100 to 1000: 1.
7. the method for control undesired plant growth in useful crop, it comprises the composition that makes according to the herbicidally effective amount of claim 1 and acts on raise crop or its planting area.
8. according to the method for claim 7, wherein raise crop is cotton or sugarcane.
9. according to the method for claim 7, wherein handle useful crop and use described composition with the amount of application of the active component of per hectare 0.008 to 5kg/ha total amount.
CN98106340A 1997-01-28 1998-01-26 Weeding synergetic composition and weed controlling method Pending CN1194096A (en)

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CNB021540241A Division CN1235475C (en) 1997-01-28 1998-01-26 Weed killer synergetic composition and control mehtod for weeds
CNB021559279A Division CN1253084C (en) 1997-01-28 1998-01-26 Weed killer synergetic composition and control method for weeds
CN021559309A Division CN1515156B (en) 1997-01-28 1998-01-26 Weeding synergistic composition and weeds control method
CNB021559287A Division CN1248582C (en) 1997-01-28 1998-01-26 Weed killer synergetic composition and control method for weeds
CNB02154025XA Division CN1235476C (en) 1997-01-28 1998-01-26 Weed killer synergetic composition and control method for weeds
CNB021540268A Division CN1248581C (en) 1997-01-28 1998-01-26 Weed killer synergetic composition and control method for weeds
CNA2006100059138A Division CN1891044A (en) 1997-01-28 1998-01-26 Herbicidal synergistic composition and method of weed control

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CN1194096A true CN1194096A (en) 1998-09-30

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CN98106340A Pending CN1194096A (en) 1997-01-28 1998-01-26 Weeding synergetic composition and weed controlling method

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CN (1) CN1194096A (en)

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