CN1081815A - Safe with pyrazolyl sulfonylureas of activity of weeding - Google Patents
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Abstract
Content disclosed herein relates to and adopts multiple antidotal compound well known in the prior art, makes crop single from weeding pyrazolyl sulfonylureas, or it with injury that the mixed herbicide of polytype chemicals mixes in safe.
Description
The field of the invention is the safe about the single pyrazolyl sulfonylureas with activity of weeding, or at multiple mix weeding compound, particularly there is the safe that has the pyrazolyl sulfonylureas of activity of weeding down in α-Lv Yixianan.
Many weed killer herbicides can injure crop under the necessary formulation rate of controlling weeds.Therefore when some specific crop existed, multiple weed killer herbicide can not be used for controlling weeds.Owing to can not control weed growth, weeds and crop contention light, moisture and soil nutrient cause crop yield reduction and quality to descend.By using crop protection agents, weed killer herbicide " antagonist ", " antipoison " or " safener " as is known can alleviate weed killer herbicide and the injury of crop is unlikely brings unacceptable corresponding activity of weeding to reduce.
The control of weeds of crop, especially corn field are one of fields that the most ancient and development level is the highest in the weeds science.The weed killer herbicide product that is suitable for corn crop economically must be able to provide the high-caliber relatively control to grassy weed in the corn field and broad leaved weed, satisfies other several standards simultaneously.For example, this weed killer herbicide should have high relatively units activity, so that adopt lower herbicide application amount easily.For minimally makes environmental exposure in weed killer herbicide, wish to use lower usage amount.Simultaneously, have only the weed killer herbicide of selective herbicidal, just can not injure crop.Adopt corresponding antipoison to combine, can improve the selectivity of weeding with weed killer herbicide.But, determine that crop is had the weed killer herbicide of safety or the antipoison of Herbicidal mixtures is very complicated work.Whether an a kind of compound or a compounds can provide effective detoxifcation or safe activity not to determine theoretically, must experimentize.By observing several biological and chemical factors, that is: the type of herbicidal compounds; By the type of controlling weeds; With the poisoning of weed competition and weeding in the type of protected crop; And the comprehensive interaction of these factors of antipoison compound itself, can be active from experimentally determining safety.Say that further each weed killer herbicide and antipoison must possess the chemistry and the physical property that can be prepared into stabilization formulations, said preparation response environment safety, and be easy to be applied in the field.
Found that in polytype compound alpha-halogen monoacetylaniline class and sulfonyl urea compound are to be fit to various weeding purposes.Commercial last class weed killer herbicide specifically comprises, for example, and alachlor, acetochlor, isopropyl methoxalamine, etc., these weed killer herbicides are in control of maize, peanut, annual gramineous weed and many broad leaved weeds aspect in soybean and other crop, be the best preceding and early stage herbicide after seedling of seedling, and some back one class weed killer herbicides, for example, chlorine sulphur is grand, thifensulfuronmethyl, chlorimuronethyl, triasulfuron, metsulfuron-methyl, bensulfuron-methyl and analog can be used as the weed killer herbicide of leaf-or soil-use, and are applicable to the control asparagus fern, cereal, corn, jowar, sugarcane, multiple annual and perennial broad leaved plant in soybean and other crop, and the control pasture, the woody shrub and the climing rattan on pasture range and plant growth ground, other sulfonylurea can be used for before the plantation or preemergence application.
Adopt multiple antidotal compound, reducing some weed killer herbicides is general agrotechnique to the poisoning of various crop.For example, flurazole(SCREEN
Active component in the safener), using alachlor (LASSO as coating agent for seed
Active component in the weed killer herbicide) protection jowar seed the time.Similarly, press down evil nitrile (CONCEP
Once be used as the safener of Chinese sorghum when the active component in the safener) share with isopropyl methoxalamine, and the oxabetrinil(CONCEP II
Active component in the safener) also as the safener of jowar seed, avoids the injury of isopropyl methoxalamine.Press down the evil nitrile and also be described in United States Patent (USP) 4,070, in 389, it is as chlorine monoacetylaniline and thiocarbamate herbicide in antipoison antagonism millet and the paddy rice.Compound N, N-diallyl dichloro acetamide (common name " dichlormid " code clerk R-25788) is used for protecting corn to exempt from thiocarbamate 5-ethyl-N, N-dipropyl thiocarbamate (ERADICANE
Active component in the weed killer herbicide) injury and acetochlor (WENNER
Active component in the weed killer herbicide) injury.Antidotal compound " AD-67 " is used for protecting corn to exempt from commodity weed killer herbicide GUARDIAN
And ACENIT
In the injury of acetochlor.
Also disclose safe in utilization dose of fenchlorim in the document and made single α-chlorine monoacetylaniline herbicide pretilachlor safe, or made at general " cinosulfuron " (SOFIT by name
Active component in the SUPER weed killer herbicide) the third careless amine safe under sulfonylureas exists.Fenchlorim and cinosulfuron with under chemical name consistent.Cinosulfuron is characterized in that being respectively on the relevant urea nitrogen atom substituted benzene sulfonyl-and replace triazinyl.Adopt multiple safener to make general " primisulfuron " (BEACON by name
Active component in the weed killer herbicide) sulfonylureas safe also is known." Primisulfuron " is characterised in that the phenyl sulfonyl that is respectively replacement on the relevant urea nitrogen atom-and pyrimidine radicals of replacing.Its chemical constitution is with following consistent.
Also disclose in the prior art and adopted 1; the 8-naphthalic anhydride; R-25788 and press down the evil nitrile and make cereal; for example, corn, wheat; paddy rice and jowar safe; be characterised in that on the relevant urea nitrogen atom respectively by phenyl sulfonyl-replacement with by pyrimidine radicals-or the sulfonylureas (United States Patent (USP) 4,343,649) of triazinyl-arbitrary replacement to resist some.Another piece document (European application numbers 147365, July 3 in 1985, order was open) also disclose and made the sulfonylurea safe, it has adopted and has been similar to the described identical safener in United States Patent (USP) ' 649 and two additives, promptly, R-28725 and flurazole, the chemical property of disclosed safener is described below to some extent in these two pieces of documents.
Applicant's agent once disclosed the patent application about the herbicide mixture of using multiple 5-Za ring substituted oxazole alkane dichloro acetamide safety agent and the multiple α of comprising-chlorine monoacetylaniline and sulfonylureas and composition thereof.
In this article before this discovery of Xiang Shuing, as far as I know, do not find the safe of Pyrazolesulfonylureacompound weed killer herbicide, although this class weed killer herbicide itself is known, for example at U.S. Patent number 4,668,277 and 4,931,081 and European Application Publication numbers 286,631(1988 September 21), 087,780(1982 August 18) and South Africa openly apply for 83/03850(1983 November 28).
An object of the present invention is to provide the composition that pyrazolyl sulfonylureas and antipoison thereof mix, said composition can at random contain a kind of mixe herbicide, and said composition can be used for reducing described weed killer herbicide phytotoxicity to crop thus, the particularly injury of corn.
The present invention relates to contain the Herbicidal combinations of Pyrazolesulfonylureacompound derivative and antidotal compound thereof, when composition use separately or with other compound, particularly as the α-halogen acetamide of Synergistic herbicidal and α-when the halogen monoacetylaniline share, can reduce described weed killer herbicide phytotoxicity thus to the particularly injury of corn of various crop.Except as otherwise noted, " α-Lu Daiyixianan " speech generally includes alpha-halogen monoacetylaniline gang (needing phenyl or substituted-phenyl to be connected on the N atom of acetamide) and acetamide herein, and acetamide has the substituting group except that (not) substituted-phenyl.
More specifically, the present invention main aspect, relate to a kind of composition, it contains:
(a) a kind of herbicides compounds with following structural formula
R wherein
1Be H, C
1-3Alkyl or phenyl;
R
2Be H, C
1-3Alkyl or halogen;
R
3Be R
2, NO
2Or COOR
4;
R
4Be C
1-3Alkyl, C
2-3Alkenyl, N(R
5) (R
6),
SO
2N(R
7) (R
8) or SO
2R
9;
R
5-R
9Be C
1-3Alkyl;
R
10Be H or C
1-3Alkyl;
R
11And R
12Be respectively C
1-3Alkyl or alkoxyl, halogen or
N（R
13）（R
14）;
R
13And R
14Be C
1-3Alkyl and
A be CH or N and
(b) a kind of effective dose of detoxifying
(ⅰ) compound of structural formula II
R wherein
15Composition part that optional free following groups is formed comprises haloalkyl; Halogenated alkenyl; Alkyl; Alkenyl; Cycloalkyl; Cycloalkyl-alkyl, halogen; Hydrogen; The carbonyl alkoxyl; N-alkenyl amino formyl alkyl; N-alkenyl amino formoxyl; N-alkyl-N-chain alkynyl amino formoxyl; N-alkyl-N-chain alkynyl amino formoxyl alkyl; N-alkenyl amino formyl alkoxyalkyl; N-alkyl-N-alkyne carbamyl alkoxyalkyl; Chain oxy-acetylene; Halogenated alkoxy; The thiocyano alkyl; The alkenyl amino alkyl; The alkyl oxycarbonyl alkyl; Cyanoalkyl; The cyanato-alkyl; The alkenyl amino sulfoalkyl; Alkyl-thio-alkyl; The halogenated alkyl carbonyl oxyalkyl; Alkoxycarbonylalkyl group; Halogenated alkenyl ketonic oxygen alkyl; Hydroxyl haloalkoxy alkyl; The hydroxyalkyl carbonyl alkyloxyalkyl; Hydroxyalkyl; Alcoxyl sulphonyl alkyl; Furyl; Thienyl; Alkyl dithiole base; The thiophene alkyl; The phenyl of phenyl and replacement, wherein said substituting group is selected from halogen, alkyl, haloalkyl, alkoxyl, carbamoyl, nitro, carboxylic acid and carboxylate, haloalkyl carbamoyl; Phenylalkyl; The phenyl-halide substituted alkyl; The phenyl alkenyl; The phenyl alkenyl that replaces, wherein said substituting group can be selected from halogen, alkyl, alkoxyl, halogenated phenoxy, phenyl alkoxyl; The phenylalkyl carboxyalkyl; The benzyl ring alkyl; The halogenophenyl alkenyloxy; Halo sulfur phenenyl alkyl; The halogeno-benzene oxyalkyl; Bicyclic alkyl; Alkenyl amino formoxyl pyridine radicals; Chain alkynyl amino formoxyl pyridine radicals; Two alkenyl amino formyls, two cycloalkenyls; Chain alkynyl amino formyl two cycloalkenyls;
R
16And R
17Can be identical or different, and can be selected from down the alkenyl that group comprises; Halogenated alkenyl; Hydrogen; Alkyl; Haloalkyl; Alkynyl group; Cyanoalkyl; Hydroxyalkyl; The hydroxyl haloalkyl; The haloalkyl carboxyalkyl; The alkyl carboxyalkyl; The alcoxyl carboxyalkyl; The alkylthio carboxyalkyl; Alkoxycarbonylalkyl group; The alkyl carbamoyloxy alkyl; Amino; Formoxyl; Haloalkyl-N-alkyl amido; The haloalkyl acylamino-; Haloalkyl acyl aminoalkyl; Haloalkyl-N-alkyl acyl aminoalkyl; Haloalkyl acyl ammonia alkenyl; The alkyl imido grpup; Cycloalkyl; Alkyl-cycloalkyl; Alkoxyalkyl; The alkyl sulfonyl oxyalkyl; Mercaptoalkyl; The alkyl amino alkyl; Alcoxyl carbonyl alkenyl; Halogenated alkyl carbonyl; Alkyl-carbonyl; Alkenyl amino methanoyl alkyl; Cycloalkyl amino methanoyl alkyl; Alkoxy carbonyl group; The haloalkoxy carbonyl; Halogenophenyl carbamyl oxyalkyl; Cycloalkenyl group; Phenyl; The phenyl that replaces, wherein said substituting group can be selected from alkyl, halogen, haloalkyl, alkoxyl, haloalkyl acylamino-, O-phthalic acylamino-, hydroxyl, alkyl-carbamoyl oxygen base, alkenyl amino formoxyl oxygen base, alkyl amido, haloalkyl acyl ammonia or alkyl oxycarbonyl alkenyl; Phenyl sulfonyl; The phenylalkyl that replaces, wherein said substituting group can be selected from halogen or alkyl; Two oxyalkylenes; Halogeno-benzene oxyalkyl acyl aminoalkyl; The alkylthio di azoly; Piperidyl; The piperidyl alkyl; The dioxolanyl alkyl; Thiazolyl; The alkyl thiazolyl; Benzothiazolyl; The halogeno-benzene benzothiazolyl; Furyl; The furyl that alkyl replaces; Furyl alkyl; Pyridine radicals; Alkylpyridyl; Wan Ji oxazolyl; The tetrahydrofuran base alkyl; 3-cyano group, thienyl; The thienyl that alkyl replaces; 4,5-polyalkylene thienyl; Alpha-halogen alkyl acetyl aminophenyl alkyl; Alpha-halogen alkyl acetylamino nitrobenzophenone alkyl; Alpha-halogen alkyl acetylamino halogenophenyl alkyl; The cyano group alkenyl;
R
16And R
17In conjunction with the time can form and comprise following structures, piperidyl; The Alkylpiperidine base; Pyridine radicals; Two-or tetrahydro pyridyl; The alkyl tetrahydro pyridine radicals; Morpholinyl; The alkyl morpholine base; The azabicyclo nonyl; The diazacyclo alkyl; Benzo alkyl pyrrolidine base; The oxazole alkyl; Full hydrogen oxazole alkyl; Alkane base oxazole alkyl; The furan basic oxazole alkyl of muttering; Thiophene fen base oxazole alkyl; Pyrrole pyridine base oxazole alkyl; Phonetic pyridine base oxazole alkyl; The benzoxazole alkyl; C
3-7Volution alkyl oxazolidine base; The alkyl amino alkenyl; Alkyl subunit imino group; Pyrrolidinyl; Piperidone base; Perhydro azepines base; Perhydro azocine base; Pyrazolyl, the pyrazoline base; Piperazinyl; Perhydro-1,4-two azepines bases; Quinolyl; Isoquinolyl; Dihydro-, tetrahydrochysene-and perhydro-quinolyl or isoquinolyl; Indyl and two-and the perhydro indyl, and the R of described combination
1And R
2Part can be by the above-mentioned independent R that enumerates
1And R
2Base replaces: or
(ⅱ) a kind of in the following compound
α-[(cyanogen methoxyl group) imino group] benzene acetonitrile (the general term life " presses down the evil nitrile "),
α-[(1,3-dioxolanes-2-base-methoxyl group) imido] benzene acetonitrile (common name " oxabetrinil "),
O-[1,3-dioxolanes-2-ylmethyl]-2,2,2 ,-trifluoromethyl-4 '-chloro-acetophenone ketoxime (code clerk " CGA-133205 "),
N-[4-(dichloro methylene)-1,3-dithiolane-2-base subunit]-Alpha-Methyl benzene methanamine hydrochloride,
1, the 8-naphthalic anhydride,
4,6-two chloro-2-phenyl-pyrimidines (common name " fenchlorim "),
2-chloro-N-[1-(2,4, the 6-trimethylphenyl) vinyl] acetamide,
1, the 1,2 ethylene glycol ketal of 1-dichloroacetone,
The 2-(dichloromethyl)-and the 2-methyl isophthalic acid, the 3-dioxolanes,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid (phenyl methyl)-ester (common name " flurazole "),
O, O-diethyl D2EHDTPA ((3-aminomethyl phenyl) ester,
2-methyl-2-[(4-methyl-phenyl) sulphur]-allyl acetonitrile,
5-chloro-8-(cyanogen methoxyl group) quinoline,
1-methyl n-hexyl-2-(5-chloro-8-quinoline oxygen)-acetic acid esters,
The O-(methoxycarbonyl group)-and 2-(8-quinoline oxygen) the acetyl amidoxime,
2-[(2, the 2-dimethyl ethyl) amino]-the 4-(trifluoromethyl)-5-oxazole carboxylic acid ethyl ester,
(diphenyl methoxy base)-acetate methyl ester (code clerk MON-7400),
Pi-allyl-N-methyl two sulphur phenyl isocyanates, (dithiocarbanilate)
5-(2, the 4-dichlorophenyl)-4-isoxazole carboxylic acid ethyl ester,
4,6-two chloro-2-phenyl-pyrimidines,
2-methyl-2-[(4-aminomethyl phenyl) sulphur]-allyl acetonitrile,
[(5-chloro-8-quinolyl) oxygen]-acetonitrile,
2-(diphenyl methoxy base)-N-methyl-acetamide,
Two (4-the anisyl)-methyl of N-[]-the glycine ethyl ester,
Two (4-the chlorphenyl)-methyl of N-[]-the glycine ethyl ester,
[(10,11-dihydro-5H-dibenzo [1, d] cycloheptene-5-yl) oxygen]-acetate 1,1-dimethyl ethyl ester,
2-(diphenyl methoxy base)-the ethane sulphamide,
(diphenyl methoxy base)-acetate propyl diester,
(diphenyl methoxy base)-acetate 2,2,2-trifluoroethyl ester,
Phenyl [the 3-(trifluoromethyl) phenyl] methoxyl group }-acetate 2-methyl-2-propylamine salt,
(diphenyl methoxy base)-acetate phenylester,
2-(diphenyl methoxy base)-ethane thio-acid S-ethyl ester,
(diphenyl methoxy base)-acetate 2-cyanogen ethyl ester,
Phenyl [the 3-(trifluoromethyl) phenyl] methoxyl group }-acetate 2,2,2 ,-trifluoroethyl ester,
(diphenyl methoxy base)-acetate 2-propynyl ester,
(diphenyl methoxy base)-acetate 3-furyl methyl ester,
[two (2, the 6-3,5-dimethylphenyl) methoxyl group]-acetate,
(diphenyl methoxy base)-acetate 3-nitrobenzophenone ester,
{ [two (2, the 6-3,5-dimethylphenyl)] methoxyl group }-acetate ethyl ester,
(diphenyl methoxy base)-acetate 1-cyano group-1-Methylethyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid ethyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid butyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid hexyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid octyl group ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid phenylester,
2-chloro-4-(trifluoromethyl)-the 5-thiazole carboxylic acid,
2-[bromo-4-(trifluoromethyl)]-5-thiazole carboxylic acid ethyl ester,
2-iodo-4-(trifluoromethyl)-5-thiazole carboxylic acid ethyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid 1-methyl ethyl-amine salt,
(Alpha-Methyl-, the N-4-(methyl) 1,3-dithiolane-2-base subunit) the benzene methanamine hydrochloride,
The N-oxidation, 2-(3,4,5,6-tetrachloro-2-pyridylthio)-pyridine,
[3, two (trifluoromethyl) phenoxy groups of 5-]-acetate,
2-chloro-N-[5-iodo-4-(trifluoromethyl)-the 2-thiazolyl]-propionamide,
1-[(3, the 4-3,5-dimethylphenyl) sulfo-]-cyclopropylniitrile,
3-[[2-(1, the 1-dimethyl ethyl) phenyl] sulfo-]-propionitrile,
2-methyl-2-[[4-(1-Methylethyl) phenyl] sulfo-]-allyl acetonitrile,
N '-[(methoxycarbonyl group) oxygen]-2-(8-quinolyl oxygen)-the ethane acid imide, (Ethanimidamide)
3-[2-(2, the 5-dimethoxy phenyl)-2-oxygen ethyl]-1(3H)-isobenzofuranone,
2-(diphenyl methoxy base) acetic acid sodium salt semihydrate,
2-(diphenyl methoxy base)-acetate or
(diphenyl methoxy base)-acetate 2-propylamine salt.
The preferred pyrazolyl solsonylurea compounds that this paper adopts is the compound according to following I A, and they are the gangs in the formula I compound:
R wherein
1And R
3Be C
1-3Alkyl;
R
2Be H, C
1-3Alkyl, bromine or chlorine; And
R
11And R
12Be respectively C
1-3Alkyl or alkoxyl.
According to the further preferred kind of formula I A be those wherein
R
1And R
3Be methyl or ethyl;
R
2Be H, methyl, bromine or chlorine and
R
11And R
12It is respectively the compound of methyl or methoxy.
In the kind of pyrazolyl sulfonylureas, making us interested herein especially is the following compound of mentioning:
N-[(4-methoxyl group-6-methylpyrimidine-2-yl) amino carbonyl]-3-chloro-4-methoxyl group-carbonyl-1-methylpyrazole-5-sulfonamide;
N-[(4,6-SDM-2-yl) amino carbonyl]-3-chloro-4-methoxycarbonyl group-1-methylpyrazole-5-sulfonamide;
N-[(4-methoxy-6-methylpyrimidine-2-yl) amino carbonyl]-3-chloro-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide;
N-[(4,6-SDM-2-yl) amino carbonyl]-3-chloro-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide;
N-[(4-methoxy-6-methylpyrimidine-2-yl) amino carbonyl]-3-bromo-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide;
N-[(4,6-SDM-2-yl) amino carbonyl]-3-bromo-4-ethoxy-carbonyl-1-methylpyrazole-5-sulfonamide and
N-[(4,6-SDM-2-yl) amino carbonyl]-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide.
The kind of most preferred pyrazolyl solsonylurea compounds is according to the present invention:
N-[(4,6-SDM-2-yl) amino carbonyl]-3-chloro-4-methoxycarbonyl group-1-methylpyrazole-5-sulfonamide (code clerk NC-319) and
N-[(4,6-SDM-2-yl) amino carbonyl]-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide (code clerk NC-311).
One group of compound that preferably detoxifies comprises those compounds according to the formula II, wherein R
15Be C
1-3Haloalkyl, R
16And R
17Be respectively C
2-4Alkenyl or halogenated alkenyl or 2,3-dioxolanes-2-base-methyl and work as R
16And R
17In conjunction with the time form and to contain O, the C of S and/or N atom
4-10Saturated or unsaturated heterocycle, and this ring can be by C
1-5Alkyl, haloalkyl, alkoxyl, or alkoxyalkyl or the replacement of halogen acetyl group.Preferred haloalkyl R in the formula II
15Part is a dichloromethyl.Preferred kind is N in this group antipoison compound, N-diallyl-dichloro acetamide and N-(2-acrylic)-N-(1,3-dioxolanes ylmethyl) dichloro acetamide.
According to the general formula II further the compound of preferred detoxifcation be 1 of one group of replacement with formula III, 3-oxazole alkyl dichloro acetamide
R wherein
18Be H, C
1-4Alkyl, silane alcohol base, haloalkyl or alkoxyl, C
2-6Alkoxyalkyl has nearly two ring hydrocarbon groups of 10 carbon atoms, phenyl or have C
4-10Annular atoms and contain O, the saturated or unsaturated heterocycle of S and/or N atom or heterocyclic methyl group, or described phenyl and the available one or more C of heterocycle (methyl) base
1-4Alkyl, haloalkyl, alkoxyl, alkoxyalkyl, halogen or nitryl group replace, and
R
19And R
20Be respectively H, C
1-4Alkyl or haloalkyl, phenyl or R
18Heterocycle (methyl) part, or connect with carbon atom and can form C
3-7Spiral shell-group of naphthene base.
According to the preferred member of formula III is those wherein R
18Be one of described heterocycle and R
19And R
20Be respectively methyl, trifluoromethyl or when connected carbon atom in conjunction with the time form C
5Or C
6The compound of group of naphthene base.
According to the preferred antidotal compound of formula III is following compound:
The 3-(dichloro-acetyl)-2,2,5-trimethyl-oxazolidines, (code clerk R-29148),
The 3-(dichloro-acetyl)-2,2-dimethyl-oxazolidines (code clerk R-28725 and AD-2),
The 3-(dichloro-acetyl)-2,2-dimethyl-5-phenyl-oxazolidines,
The 3-(dichloro-acetyl)-2,2-dimethyl-5-(2-furyl)-oxazolidines,
The 3-(dichloro-acetyl)-2,2-dimethyl-5-(2-thienyl)-oxazolidines,
The 3-[3-(dichloro-acetyl)-2,2-dimethyl-5-oxazole alkyl]-pyridine,
The 4-(dichloro-acetyl)-1-oxa--4-azaspiro-(4,5)-decane (code clerk " AD-67 ").
Another group dichloro acetamide antidotal compound according to the formula II is following compound:
The 4-(dichloro-acetyl)-3,4-dihydro-3-methyl-2H-2,4-benzoxazine (common name benoxychlor code clerk " CGA-154281 "),
2,2-two chloro-1-(1,2,3,4-tetrahydrochysene-1-methyl-2-isoquinolin)-ethyl ketone (Ethanone),
The N-(dichloro-acetyl)-1,2,3,4-tetrahydrochysene quinaldine,
The 1-(dichloro-acetyl)-1,2,3, the 4-tetrahydroquinoline,
Suitable/anti-1, two (dichloro 1, the 4-acetyl group)-2 of 4-, 5-dimethyl-piperazine,
N, N-two-acrylic dichloro acetamide,
The N-(2-acrylic)-and N-(1,3-dioxolanes-2-ylmethyl) dichloro acetamide (code clerk PPG-1292),
1,5-pair-(dichloro-acetyl) 1,5-diazacyclo nonane,
The 1-(dichloro-acetyl) 1-azaspiro [4,4] nonane,
The 1-(dichloro-acetyl) six hydrogen-3,3-8a-trimethyl pyrrolo-[1,2-a]-pyrimidine-[6(2H)]-ketone,
2,2-dimethyl-3-(dichloro-acetyl)-1, the 3-oxazole and
2,2-dimethyl-5-methoxyl group-3-(dichloro-acetyl)-1, the 3-oxazole.
Above-mentioned conclusion among the present invention, other preferred one group of antidotal compound are to be illustrated in (b) (ⅱ) compound in the section.
Found the special purposes of thing combined according to the invention, for example, used at corn, paddy rice, wheat, cereal (for example, barley, rye), soybean, sugar beet is on the crops such as cotton.
Another aspect of the present invention is that multiple mixe herbicide and the mixture that contains pyrazolyl sulfonylurea herbicide and safener are merged, with the scope of the noxious plant of expanding prevention and valuable crop association.
The herbicides compounds that can be used as the weed killer herbicide of using with formula I pyrazolyl solsonylurea compounds, from the known compound of numerous species, for example, α-Lv Yixianan, thiocarbamate, imidazolone, pyridine, triazine, heterocycle phenyl ether, diphenyl ether, urea, sulfonylureas, azoles and pyrimidine sulphonamide, thiazole, pyrazoles ， isoxazole, nitroaniline, pyrrolidones, fragrance with heterocycle two-and triketone, etc.Aforementioned all kinds of single weed killer herbicide can be to have one or more substituent derivatives that are generally suitable for herbicide molecular that are selected from.
Comprise herein α-Lv Yixianan as the compound of the most preferred type of mixe herbicide composition according to the formula IV.
R wherein
21And R
22Be respectively H; C
1-8Alkyl, alkoxyl, alkoxyalkyl, acyl amino methyl, the amino methyl that acyl group-low alkyl group replaces; Have the nearly cycloalkyl of 8 carbon atoms, methyl cycloalkyl, single-or many unsaturated chains thiazolinyl, alkynyl group, cycloalkenyl group, cycloalkenyl group methyl; Phenyl; Or contain 1 to 4 and be selected from N respectively, the C of S or O ring hetero atom
4-10Heterocycle or heterocyclic methyl; And described R
21And R
22Part can be had the nearly alkyl of 8 carbon atoms, alkenyl, alkynyl group, alkenyloxy, chain oxy-acetylene, alkoxyl, alkoxyalkyl, alcoxyl carbonyl methyl or ethyl; Nitro; Halogen; Cyano group; Amino or C
1-4The amino that alkyl replaces replaces; And R wherein
21And R
22Can combine with the N atom and form a described heterocycle or substituted heterocycle part.
According to the preferred herbicides compounds of formula IV is those wherein R
21Part is alkoxyalkyl-B-O-R
23The compound of structure, wherein B and R
23Be to have to merge the nearly straight or branched alkyl group of 8 carbon atoms of sum; Or contain 1 to 4 and be selected from N respectively, the replacement of the ring hetero atom of S or O atom or non-replacement C
4-10Heterocycle or heterocyclic methyl group.And R
22Part also is or any phenyl group that replaces in described heterocycle or the heterocyclic methyl group.Preferred phenyl group is particularly replaced at the ortho position by alkyl.Similarly, some preferred heterocyclic moieties are replaced by alkyl or alkoxy grp.
At the prior heterocycle R described in the formula IV
21And/or R
22Part is respectively: furyl, and thienyl, pyrazolyl, pyrrole radicals, isoxazolyl, isothiazolyl, triazolyl, imidazole radicals and pyrimidine group and their analog, this analog has a methylene (CH that can connect heterocyclic radical and acetamide nitrogen-atoms
2-) part, for example, the pyrazol-1-yl methyl.When heterocyclic group directly is connected with amide nitrogen atom (methylene moiety that does not have intervention), can connect by suitable ring carbon atom or ring hetero atom.The R that other is important
21And/or R
22Part comprises following: propinyl, alcoxyl carbonyl methyl or-ethyl, alcoxyl imido alkyl, benzyl, hydroxyalkyl, halogenated alkoxy and-alkoxyalkyl, the cyanogen alkoxyl and-alkoxyalkyl, methyl, ethyl, propyl group, the isomer of butyl and they, and analog.
Preferred kind is described N-(2 in the formula IV, 4-thioxene-3-yl)-N-(1-methoxy third-2-yl)-the 2-chloroacetamide: N-(1H-pyrazol-1-yl methyl)-N-(2,4-thioxene-3-yl)-the 2-chloroacetamide; N-(1-pyrazol-1-yl methyl)-and N-(4,6-SDM-5-yl)-2-chloroacetamide and 2-chloro-N-isopropyl-1-(3,5,5-trimethyl cyclohexene-1-yl) acetamide.
Other important preferred α-halogen acetamide compound subtribe as the mixe herbicide composition is the α-chlorine monoacetylaniline according to the formula V herein
Wherein
R
24Be H, C
1-6Alkyl, haloalkyl, alcoxyl or alkoxyalkyl have the nearly alkenyl of 6 carbon atoms, halogenated alkenyl, alkynyl group or halo alkynyl group have O, and S and/or N atom and its can be by halogen, C
1-4Alkyl, carbonylic alkyl or carbonyl alkoxyalkyl, nitro, the C that amino or cyano group replace
5-10Heterocyclic radical or heterocyclic methyl;
R
25Be H, halogen, nitro, amino, C
1-6Alkyl, alkoxyl or alkoxyalkyl, and
N is 0-5.
Example according to the important acetamide herbicide of formula IV and V is as described below:
2-chloro-N-isopropyl antifebrin (common name " propachlor ");
2-chloro-2 ', 6 '-diethyl-N-(methoxyl methyl)-antifebrin (common name " alachlor ");
2-chloro-2 ', 6 '-diethyl-N-(fourth oxygen methyl)-antifebrin (common name " butachlor ");
2-chloro-N-(ethoxymethyl)-6 '-ethyl-O-N-acetyl toluidine (common name " acetochlor ");
N-chloracetyl-N-(2,6-diethyl phenyl) glycine ethyl ester (common name " peace tower ");
2-chloro-N-(2, the 6-3,5-dimethylphenyl)-the N-(2-methoxyethyl) acetamide (common name " kecaoan ");
The 2-chloro-N-(2-n-third oxygen ethyl)-2 ', 6 '-diethyl-antifebrin (common name " the third careless amine ");
2-chloro-N-(2-methoxy-1-Methylethyl)-6 '-ethyl-O-acetyl toluidine (common name " isopropyl methoxalamine ");
2-chloro-2 ', 6 '-dimethyl-N-(1-pyrazol-1-yl-methyl) antifebrin (common name " metazachlor ");
2-chloro-N-(2,6-dimethyl-1-cyclohexene-1-yl)-N-(1H-pyrazol-1-yl methyl) acetamide;
2-chloro-N-isopropyl-1-(3,5,5-trimethyl-cyclohexene-1-yl) acetamide (common name " trimexachlor ");
2-chloro-2 '-methyl-6 '-the different third oxygen methyl of methoxyl group-N-() antifebrin;
2-chloro-2 '-methyl-6 '-trifluoromethyl-N-(ethoxymethyl) antifebrin;
N-(2,4-thioxene-3-yl)-N-(1-methoxy third-2-yl)-the 2-chloroacetamide;
N-(1H-pyrazoles-2-ylmethyl)-N-(2,4-dimethyl-thiene-3-yl-)-the 2-chloroacetamide and
N-(1H-pyrazol-1-yl methyl)-and N-(4,6-SDM-5-yl)-the 2-chloroacetamide.
According to the formula V most preferably the compound of kind be 2-chloro-2 '-ethyl-6 '-methyl-N-(ethoxymethyl) antifebrin (common name " acetochlor "), 2-chloro-2 ', 6 '-diethyl-N-(methoxyl methyl) antifebrin (common name " alachlor "), 2-chloro-2 ', 6 '-diethyl-N-(fourth oxygen methyl) antifebrin (common name " butachlor "), 2-chloro-2 '-ethyl-6 '-methyl-N-(1-methyl-2-methoxyethyl) antifebrin (common name " isopropyl methoxalamine "), 2-chloro-2 ', 6 '-diethyl-N-(2-n-third oxygen ethyl)-antifebrin (common name " the third careless amine ") and 2-chloro-2 ', 6 '-dimethyl-N-(pyrazolyl methyl) antifebrin (common name " metazachlor ").
The one big preferred α-Lv Yixianan of group and α-halogen monoacetylaniline weed killer herbicide comprise the particularly preferred formula IV of above-mentioned discriminating and the compound of formula V.
In addition, in composition/method of the present invention, the preferred compound that is used as other class of mix weeding composition is a thiocarbamate.
The example of important thiocarbamate herbicide is as described below:
Suitable-/anti--2,3-two chlorallyls-diisopropyl-thiocarbamate (common name " Avadex ");
2,3,3-three chlorallyls-diisopropyl thiocarbamate (common name " triallate ").
Dipropyl sulphur is for carbamic acid ethyl ester (common name " Eptam ");
Diisobutyl thiocarbamic acid S-ethyl ester (common name " sutan ");
Dipropyl thiocarbamic acid S-propyl diester (common name " vernolate ");
The example of important sulfonylurea mixe herbicide comprises:
2-chloro-N-[[(4-methoxy-6-methyl isophthalic acid, 3,5-triazine-2-yl) amino] carbonyl] benzsulfamide (common name " chlorine sulphur is grand ");
2-[[[[(4-chloro-6-methoxyl group-2-pyrimidine-2-base) amino] carbonyl] amino] sulfonyl] benzoic acid ethyl ester (common name " chlorimuronethyl ")
3-[[[[(4,6-dimethoxy-1,3,5-triazines-2-yl) amino] carbonyl] amino] sulfonyl]-the 2-Thiophene Carboxylic Acid methyl ester (the common name thifensulfuronmethyl "; Code clerk " DPXM6316 ");
2-[[[[(4,6-dimethyl-2-pyrimidine radicals) amino] carbonyl] amino] sulfonyl]-benzoic acid methyl ester (common name " sulfuron methyl ");
The 2-(2-chloroethoxy)-and N-[[(4-methoxyl group-6-methyl isophthalic acid, 3,5-triazine-2-yl) amino] carbonyl] benzsulfamide (common name " triasulfuron ");
2-[[[[(4-methoxyl group-6-methyl isophthalic acid, 3,5-triazine-2-yl) amino] carbonyl] amino] sulfonyl]-benzoic acid methyl ester (common name " metsulfuron-methyl ");
2-[[[[[4,6-two (difluoro-methoxy)-2-pyrimidine radicals-2-yl] amino] carbonyl] amino] sulfonyl] benzoic acid methyl ester (common name " primisulfuron ");
3-[[[[(4,6-dimethyl-2-pyrimidine-2-base) amino] carbonyl] amino] sulfonyl]-N, N-formyl-dimethylamino pyridine (common name " nicosulfuron ");
3-[[[[(4,6-dimethoxy-2-pyrimidine-2-base) amino] carbonyl] amino] sulfonyl] ethylsulfonyl pyridine (code clerk " DPXE9636 ");
The 2-(methoxy (ethoxy))-and N-[[(4,6-dimethoxy-1,3,5-triazines-2-yl) amino] carbonyl] benzsulfamide (common name " cinosulfuron ");
2-[[[[[4,6-dimethoxy-2-pyrimidine-2-base) amino] carbonyl] amino] sulfonyl] methyl] benzoic acid methyl ester (common name " bensulfuron-methyl ");
N-[(4,6-dimethyl pyrimidine-2-yl) amino carbonyl]-the 1-(1-Methylethyl)-1H-imidazoles-2-sulfonamide;
N-[(4-methoxyl group-6-methylpyrimidine-2-yl) amino carbonyl]-the 1-(1-Methylethyl)-1H-imidazoles-2-sulfonamide;
N-[(4,6-SDM-2-yl) amino carbonyl]-the 1-(1-Methylethyl)-1H-imidazoles-2-sulfonamide);
N-[(4,6-dimethyl pyrimidine-2-yl) amino carbonyl]-1-ethyl-1H-imidazoles-2-sulfonamide;
N-[(4-methoxy-6-methylpyrimidine-2-yl) amino carbonyl]-1-ethyl-1H-imidazoles-2-sulfonamide;
N-[(4,6-SDM-2-yl) amino carbonyl]-1-ethyl-1H-imidazoles-2-sulfonamide;
N-[(4,6-SDM-2-yl) amino carbonyl]-5-bromo-1-methyl isophthalic acid H-imidazoles-4-sulfonamide;
Important ureas mixe herbicide comprises following compound:
N-(4-chlorobenzene oxygen) phenyl-N, the N-dimethyl urea;
N, N-dimethyl-N '-(3-chloro-4-aminomethyl phenyl) urea;
3-(3, the 4-dichlorophenyl)-1, the 1-dimethyl urea;
1,3-dimethyl-3-(2-benzothiazolyl) urea;
3-(is right-chlorphenyl)-1, the 1-dimethyl urea and
1-butyl-3-(3, the 4-dichlorophenyl)-1-methyl urea.
Another kind of preferred compound as the mixe herbicide composition is an imidazolone herein.
The example of important imidazolidinone weedicide comprises:
2-[4,5-dihydro-4-methyl-4-(1-Methylethyl)-5-Evil-1H-imidazoles-2-yl]-the 3-quinoline carboxylic acid;
2-[4,5-dihydro-4-methyl-4-(1-Methylethyl)-5-Evil-1H-imidazoles-2-yl]-the 3-picolinic acid;
2-[4,5-dihydro-4-methyl-4-(1-Methylethyl)-5-Evil-1H-imidazoles-2-yl]-4(or 5)-methyl benzoic acid;
5-ethyl-2-[4-methyl-4-(1-Methylethyl)-5-Evil-1H-imidazoles-2-yl]-the 3-picolinic acid;
2-[4,5-dihydro-4-methyl-4-(1-Methylethyl)-5-Evil-1H-imidazoles-2-yl]-5-methyl-3-picolinic acid ammonium salt;
2-(5-methyl-5-Trifluoromethyl-1-H-imidazol-4-one-2-yl) pyridine-3-carboxylic acid;
2-(5-methyl-5-Trifluoromethyl-1-H-imidazol-4-one-2-yl) between 5-() acid of ethyl isonicotine;
The 2-[5-(1-fluoro ethyl)-5-(between) ethyl-1-H-imidazoles-imidazol-4-one-2-yl] isonicotine acid;
Between 2-(5-(difluoromethyl-5-() ethyl-1-H-imidazol-4-one-2-yl]-5-(between) ethyl-isonicotine acid;
The 2-(5-(1-fluoro ethyl)-5-(between) ethyl)-imidazol-4-one-2-yl] isonicotine acid () ethyl ester.
The example of important pyridines mixe herbicide comprises:
The 2-(difluoromethyl)-and 5-4,5-dihydro-2-thiazolyl-4-(2-methyl-propyl)-the 6-(trifluoromethyl)-3-picolinic acid methyl ester;
The 2-(difluoromethyl)-the 4-(2-methyl-propyl)-5-(1H-pyrazol-1-yl carbonyl)-the 6-(trifluoromethyl)-the 2-Pyridinecarboxylic Acid methyl ester;
The 2-(difluoromethyl)-the 4-(2-methyl-propyl)-6-trifluoromethyl-3,5-pyridinedicarboxylic acid dimethyl esters;
The 2-(difluoromethyl)-the 4-(2-methyl-propyl)-the 6-(trifluoromethyl)-3,5-pyridine carbodithioic acid S, S-dimethyl esters;
The 5-(trifluoromethyl)-4-chloro-3-(3 '-[1-carbethoxyl group]-ethyoxyl-4 '-nitro-phenoxy)-the 1-methylpyrazole;
The 5-(trifluoromethyl)-4-chloro-3-(3 '-methoxyl group-4 '-nitro-phenoxy)-the 1-methylpyrazole;
The 5-(trifluoromethyl)-4-chloro-3-(3 '-[1-butoxy carbonyl]-ethyoxyl-4 '-nitro-phenoxy)-4-methylpyrazole;
The 5-(trifluoromethyl)-4-chloro-3-(3 '-methyl sulfonamides carbonyl third oxygen-4 '-nitrobenzene oxygen)-4-methylpyrazole;
The 5-(trifluoromethyl)-4-chloro-3-(3 '-third oxygen carbonyl methyloxime-4 '-nitrobenzene oxygen)-the 1-methylpyrazole;
(±)-2-[4-[[5-(trifluoromethyl)-and the 2-pyridine radicals] oxygen] benzene oxygen] propionic acid (9CI);
S, S-dimethyl-2-(difluoromethyl)-4-isobutyl group-6-trifluoromethyl-3,5-pyridine dithiocarboxylic esters;
The 2-(difluoromethyl)-and 5-(4,5-dihydro-2-thiazolyl)-the 4-(2-methyl-propyl)-the 6-(trifluoromethyl)-the 3-(picolinic acid) methyl ester;
The 2-(difluoromethyl)-the 4-(2-methyl-propyl)-the 6-(trifluoromethyl)-3,5-pyridinedicarboxylic acid dimethyl esters;
4-(cyclopropyl methyl)-the 2-(difluoromethyl)-the 6-(trifluoromethyl)-3,5-pyridine carbodithioic acid S, S-dimethyl esters;
N-(diethoxy phosphino-)-S-methyl-S-phenyl-sulphur imines (sulfoximine).
The example of important heterocycle phenyl ethers mixe herbicide comprises:
The 5-(trifluoromethyl)-4-chloro-3-(3 '-[1-carbethoxyl group]-ethyoxyl-4 '-nitrobenzene oxygen)-the 1-methylpyrazole;
The 5-(trifluoromethyl)-4-chloro-3-(3 '-methoxyl group-4 '-nitrobenzene oxygen)-the 1-methylpyrazole;
The 5-(trifluoromethyl)-4-chloro-3-(3 '-[1-butoxy carbonyl]-ethyoxyl-4 '-nitro-phenoxy)-4-methylpyrazole;
The 5-(trifluoromethyl)-4-chloro-3-(3 '-methyl sulfonamides carbonyl third oxygen-4 '-nitro-phenoxy)-4-methylpyrazole;
The 5-(trifluoromethyl)-4-chloro-3-(3 '-third oxygen carbonyl methyloxime-4 '-nitro-phenoxy)-the 1-methylpyrazole;
(±)-2-[4-[[5-(trifluoromethyl)-and the 2-pyridine radicals] oxygen] benzene oxygen] propionic acid.
The example of important benzoic acid derivative class weed killer herbicide comprises:
3,6-two chloro-2-methoxy benzoic acids (common name " dicamba "),
2,5-two chloro-3-aminobenzoic acids (common name " Amiben " and " chloramben "),
5-(2 '-chloro-4 '-4-trifluoromethylphenopendant)-2-nitrobenzoic acid (common name " acifluorfen "),
2,6-dichloro-benzonitrile (common name " dichlobenil "),
3,5,6-three chloro-2-methoxy benzoic acids (common name " tricamba "),
2,3, the 6-trichlorobenzoic acid and
2,3,5, the 6-tetrachloro-benzoic acid,
And the salt of above-mentioned acid, ester and acid amides.
In addition, the another kind of compound that is used as mixe herbicide in the present composition is azoles and pyrimidine sulphonamide, illustrates by following preferred kind:
5,7-dimethyl-N-(2,6-dichlorophenyl)-1,2,4-triazol [1,5-a]-pyrimidine-2-sulfonamide;
5-methyl-N-(2-bromo-6-chlorphenyl)-(1,2,4-triazol [1,5-a]-pyrimidine-2-sulfonamide;
5-methyl-N-(2,6-two fluoro-3-aminomethyl phenyls)-1,2,4-triazol [1,5-a] pyrimidine-2-sulfonamide;
5-methyl-N-(2, the 6-difluorophenyl)-1,2,4-triazol [1,5-a]-pyrimidine-2-sulfonamide;
5,7-dimethoxy-N-(2,6-two chloro-3-aminomethyl phenyls)-1,2,4-triazol [1,5-a] pyrimidine-2-sulfonamide;
5,7-dimethoxy-N-(2-methoxyl group-6-trifluoromethyl)-1,2,4-triazol [1,5-a]-pyrimidine-2-sulfonamide;
5,7-dimethyl-2-(N-[2-chlorine, 6-propargyl oxygen phenyl]-sulfonamides)-1,2,4-triazol [1,5-a] pyrimidine;
5,7-dimethyl-2-(N-[2-chloro-6-(2-ethoxy ethoxy) phenyl]-sulfonamides-1,2,4-triazol [1,5-a]-pyrimidine;
5,7-dimethyl-2-(N-(2-allyl oxygen-6-fluorophenyl]-sulfonamides)-1,2,4-triazol [1,5-a]-pyrimidine.
5-methoxyl methyl-N-(2-chloro-6-aminomethyl phenyl)-1,2,4-triazol [2,5-a]-pyrimidine-2-sulfonamide;
N-(2, the 6-difluorophenyl)-4,6-dimethyl-imidazo [1,2-a]-pyrimidine-2-sulfonamide
N-(2, the 6-dichlorophenyl)-4,6-dimethyl-imidazo [1,2-a]-pyrimidine-2-sulfonamide
N-(2, the 6-difluorophenyl)-3-cyano group-4,6-dimethyl-imidazo [1,2-a]-pyrimidine-2-sulfonamide;
5,7 dimethyl-N-(2-chloro-6-aminomethyl phenyl)-1,2,4-triazol [1,5-a]-[4H, 7H]-dihydro-pyrimidin-2-sulfonamide;
7-methyl-N-(2-chloro-6-aminomethyl phenyl)-1,2,4-triazol [1,5-a]-[4H, 7H]-dihydro-pyrimidin-2-sulfonamide;
5,7 dimethyl-N-(2-chloro-6-ethoxyl phenenyl)-1,2,4-triazol [1,5-a]-[4H, 7H]-dihydro-pyrimidin-2-sulfonamide;
5-fluoro-7-methoxyl group-N-(2, the 6-difluorophenyl)-1,2,4-triazol [1,5-c]-pyrimidine-2-sulfonamide;
N-(2, the 6-dichlorophenyl)-6,7-dihydro-5,6-dimethyl-7-oxo [1,2,4] triazol [1,5-a] [1,3,5]-triazine-2-sulfonamide;
N-(2, the 6-dichlorophenyl)-6,7 dihydros-5,6-dimethyl-7-sulfo--[1,2,4] triazol [1,5-a]-[1,3,5]-triazine-2-sulfonamide;
6,7-dihydro-5,6-dimethyl-N-(2-methyl-6-nitrobenzophenone)-7-sulfo--[1,2,4] triazol [1,5-a]-[1,3,5]-triazine-2-sulfonamide;
N-(2, the 6-dichlorophenyl)-6,7-dihydro-5,6-dimethyl-3-methoxycarbonyl group-7-oxygen pyrazolo [1,5-a] [1,3,5]-triazine-2-sulfonamide;
N-(2, the 6-difluorophenyl)-6,7-dihydro-5,6-dimethyl-3-methoxycarbonyl group-7-sulfo-pyrazolo [1,5-a] [1,3,5]-triazine-2-sulfonamide;
N-(2-chloro-6-fluorophenyl)-6,7-dihydro-5,6-dimethyl-3-methoxycarbonyl group-7-oxygen-pyrazolo [1,5-a] [1,3,5]-triazine-2-sulfonamide;
N-(2-chloro-6-fluorophenyl)-6,7-dihydro-5,6-dimethyl-3-methoxycarbonyl group-7-sulfo-pyrazolo [1,5-a] [1,3,5]-triazine-2-sulfonamide;
N-(2, the 6-difluorophenyl)-thiazole [3,2-b] [1,2,4]-triazole-2-sulfonamide;
N-5-methyl-4,5,6,7-tetrahydrochysene-1,2,4-triazol [1,5-a]-pyrimidine-2-base-2-(2,6-difluorophenyl)-sulfonamide;
N-(5,7-dimethyl-1,2,4-triazol [1,5-a]-pyrimidine-2-base)-the 2-thiophene sulfonamide;
N-acetyl group-2,6-two chloro-N-(5,7-dimethyl-1,2,4-triazol [1,5-a]-pyrimidine-2-base)-benzsulfamide;
N-(5,7-dimethyl-1,2,4-triazol [1,5-a]-pyrimidine-2-base)-the 2-nitrobenzene sulfonamide;
N-(5-amino-1,2,4-triazole-3-yl)-2,5-two chloro-benzsulfamides;
2-chloro-N-(5-methyl-7-Trifluoromethyl-1,2,4-triazol [1,5-a] pyrimidine-2-base)-benzsulfamide;
2-chloro-N-(6-chloro-1,2,4-triazol [1,5-a]-pyrimidine-2-base) benzsulfamide;
N-(5, the 7-dimethyl)-6,7-dihydro [1,2,4] triazol [1,5-a] [1,3,5]-triazine-2-(2,6-difluorophenyl)-sulfonamide;
N-(7-methoxyl group-6,7-dihydro-[1,2,4]-triazol [2,5-a] [1,3,5]-triazine-2-(2,6-dichlorophenyl)-sulfonamide;
N-(5-chlorine)-6, sulfonamide 7-dihydro-[1,2,4]-triazol [1,5-a] [1,3,5]-triazine-2-(2-acetyl group-6-aminomethyl phenyl);
The N-(5-methoxy)-6,7-dihydro [1,2,4]-triazol [1,5-a]-[1,3,5]-triazine-2-(2,6-difluorophenyl)-sulfonamide.
Other important compound that can be used as mixe herbicide comprise:
2-chloro-4-(ethylamino)-the 6-(isopropylamino)-s-triazine;
4-amino-6-the tert-butyl group-3-(methyl mercapto)-1,2, the ketone of 4-triazine-5(4H).
Three fluoro-2,6-dinitro-N, N-dipropyl-right-toluidines;
The N-(1-ethyl propyl)-3,4-dimethyl-2,6-dinitro-aniline;
Trans-3-chloro-4-(chloromethyl)-the 1-[3-(trifluoromethyl) phenyl]-2-Pyrrolidone;
The 2-[(2-chlorphenyl)-and methyl]-4,4-dimethyl-3-isoxazole alkyl ketone;
3-[5-(1, the 1-dimethyl ethyl)-the 3-isoxazolyl]-4-hydroxyl-1-methyl-2-imidazolone;
2-chloro-4-(1-cyano group-1-Methylethyl amino)-6-ethylamino-1,3,5-triazines;
5-(2, the 4-dichlorophenoxy)-2-nitro-benzoic acid methyl ester;
1 '-(carbonyl ethyoxyl) ethyl-5-[2-chloro-4-(trifluoromethyl) phenoxy group]-2-nitrobenzoyl acid esters;
(DL)-high lactamine-4-base (methyl)-phosphonic acids ammonium;
1-[(2-fluoro-4-chloro-5-(2,3-dimethyl-butoxy phenyl))] the tetrahydro phthalimide;
2-(3, the 4-dichlorophenyl)-the 4-methyl isophthalic acid, 2,4-oxa--two oxazolidinyl (diazolidine)-3,5-diketone;
2, the 6-dichloro-benzonitrile;
Methylarsonic acid one sodium;
Tonarsin;
The 2-(2-chlorphenyl) methyl-4,4-dimethyl-3-isoxazolinone;
1-methyl-4-(1-first and second bases)-2-(2-aminomethyl phenyl methoxyl group)-outer-7-oxabicyclo (2,2,1) heptane;
Glyphosate and salt thereof;
(2,4 dichloro benzene oxygen base) acetate (common name " 2,4-drips) and salt and ester, and
2-(4-chloro-2-methylphenoxy) propionic acid (common name Vi par) and salt and ester.
Among the different embodiment within the scope of the present invention, the mixe herbicide composition in the mixture of the pyrazolyl sulfonyl urea compound of formula I and a kind of safener can comprise the mixture of various weed killer herbicides.For example, coml composition TRIMEC
Be a kind of 2, the mixture of the dimethylamine salt that 4-drips, diformazan 4 chloropropionic acids and dicamba, 2,4-drips with many other similar mixtures of other herbicides compounds and can buy from commercial by different trade names; Many these class mixtures have the catalogue record on 220 pages of Pesticide Manual the 9th edition (1991).
Specific and the meaningful weed killer herbicide that can use with the pyrazolyl sulfonylurea composition that contains antipoison of the present invention, the important weed killer herbicide that comprises each above-mentioned various different chemical classification compound, especially those have the weed killer herbicide of commercial profit and purposes at present, by determining its commercial practicality a bit.
Preferred mix weeding compound comprises following material:
Alachlor
Acetochlor
Butachlor
Isopropyl methoxalamine
The third careless amine
metazachlor
Kecaoan
Eptam
Sutan and
Vernolate
Before mixing with formula I pyrazolyl sulfonylurea herbicide or combining by any way, above-mentioned and other safeners with weed killer herbicide and selection can be pre-mixed.For example, above-claimed cpd can with safener AD-67, R-25788, R-29148, PPG-1292 or 3-(two chloracetyls)-2,2-dimethyl-5-(2-furyl)-oxazolidine or other suitable safeners disclosed herein or other additives, as extender, for example dietholate etc. carries out barreled together and mixes or packed mixing, then with formula I compound simultaneously or be used in the place of plant growing in order.
The preferred specific Herbicidal combinations of this paper is those pyrazolyl sulfonylurea and formula III or II (b) safener (ⅱ) and the herbicidal compositions that are selected from formula II (b) safener (ⅰ) of containing formula I A.
The weeding and the antidotal compound of formula I-V are well known in the art.
The particular composition that this paper has preferred meaning comprises formula I weeding composition NC-311 or NC-319 and detoxifcation composition: R-29148; PPG-1292; AD-67 and 3-(dichloro-acetyl)-2; 2-dimethyl-5-(2-furyl)-oxazolidines and according to other combination of compounds of formula III; said composition can also comprise arbitrarily that a kind of α-Lv Yixianan of formula IV or V is as the mix weeding composition; especially acetochlor; alachlor; butachlor; isopropyl methoxalamine, third careless amine or the trimexachlor.
More significant composition contains NC-311 or NC-319 as the weeding composition; And R-25788, AD-67 or 3-(two chloro-acetyl group)-2,2-dimethyl-5-(2-furyl)-oxazolidine as detoxifcation composition and acetochlor as optional mixe herbicide composition.
The component of said composition can comprise the composition that each class is independent, the independent composition of weed killer herbicide, mixe herbicide and antipoison just, or the combination of the combination of each class composition, especially weed killer herbicide and antipoison.Be particularly suited for comprising above-mentioned thiocarbamates as other representational herbicides compounds of mixe herbicide pyridines, assorted phenyl ethers, sulfonylurea, imidazolone type and azoles and pyrimidine sulfonyl amine with preferred formula I class weed killer herbicide.
More be described in detail as following, above-mentioned composition can form by various mode, comprises that said separation composition is carried out barreled to be mixed to be used for scattering in a large number or to be storage, transportation, sale and use are packed in advance.Also can be independent composition to be applied to respectively use local time, various compositions contact with each other simultaneously or with any order successively in conjunction with forming said composition.For example, can be at first respectively or antipoison and/or formula I herbicidal composition are used in the middle of the soil simultaneously, then mix weeding composition or antipoison composition are applied on the crop seed, this seed becomes the divisional processing mistake with formula I and/or mixe herbicide in advance or subsequently planting before soil.The unique conditional that forms said composition must have the antipoison composition to exist exactly, that is, contact in plant seed or plant growing ground herbicidal constituents and antipoison composition, and two kinds of compositions combine simultaneously.
Term used herein " haloalkyl " comprises wherein arbitrary or a plurality of carbon atoms, 1 to 4 carbon atom preferably, by one or more halogen groups, the halogen radical that preferably is selected from bromine, chlorine and fluorine replaces, this term " haloalkyl " is particularly including single haloalkyl, two haloalkyls and multi-haloalkyl group.For example, single haloalkyl can have any bromine, chlorine or fluorine atom in group.Dihalo alkyl and multi-haloalkyl can be the haloalkyls that replaces with two or more identical halogen groups, maybe can have different halogen atoms in conjunction with haloalkyl.For example, two haloalkyls can have two bromine atoms, as the dibromo methyl group, or two chlorine atoms, as the dichloromethyl group, or a bromine atoms and a chlorine atom, as the bromine chloro-methyl group.The example of multi-haloalkyl is the whole haloalkyl group, for example trifluoromethyl and perfluor ethyl.
The halogen that is connected in molecular formula II, V and III on the acetyl group is a chlorion, will be understood that other halogen, and promptly bromine, iodine or fluorine can replace chlorine.
The R of molecular formula II antipoison
15Preferred alkylhalide group is a dihalomethyl among the member, especially dichloromethyl, the R of molecular formula III antipoison simultaneously
19Or R
20Preferred alkylhalide group is trihalogenated methyl, preferably a trifluoromethyl among the member.
This term " alkyl " can be to use separately or use (as " alkylhalide group ") with combining form, and it is meant and comprises the straight or branched group with 4 carbon atoms that preferred group is methyl and ethyl.
Be meant the cation or the anionic salt of easy said compound in the formation of aqueous medium intermediate ion with " the acceptable salt on the agricultural " of the compound of above-mentioned any molecular formula definition, anion or cation with corresponding salt, these salt do not have adverse effect for the detoxifcation characteristic of said compound or the weeding characteristic of the weed killer herbicide of giving, and make in the process of preparing the weed killer herbicide antidotes composition and do not have mixing, suspension, stability, the too much unreasonable problem of aspects such as the application equipment of use and packing.
" detoxifcation effectively " is meant the amount that reduces weed killer herbicide phytotoxicity level or act on required antipoison, is preferably at least 10% or 15%, but under the natural conditions, the minimizing of weed killer herbicide damage is the bigger the better.
" weeding is effective " is meant for the affected amount that does not need plant or weeds to reach meaningful damage or the needed weed killer herbicide composition of destruction (one or more) of major part.The standard fast although there is not strictness wishes that from commercial point of view 80-85% or more weeds are destroyed, although low-down level can occur to commercial inhibition of the significance of weed growth, and some harmful herbicide resistant plants especially.
This term " antipoison " " safe agent " " safener ", " antagonist ", " agent interfering ", " crop protection agents " and " crop protection " are that some Essential Terms are used in reference to and can reduce weed killer herbicide to plant or the phytotoxic compound of plant seed.This term " crop protection agents " and " crop protection " are to be used to refer to contain the composition of a kind of weeding-antipoison bond as active ingredient sometimes; it can be by reducing the weed killer herbicide damage to useful crop plants; and the weeds that grow with crop plants of control simultaneously or inhibition, prevent competitive weed growth.Antipoison by disturb weed killer herbicide to the herbicide effect of crop plants so that herbicide selective ground acts on the ruderal plant that exists with crop plants germinates or grow.
As what hereinafter be described in further detail, although optional, the said composition that contains weed killer herbicide/antipoison can also contain other additive composition, as various kill agent, insecticide for example, fungicide, nematocide, or the like, chemical fertilizer, the inert formulation auxiliary agent, surfactant for example, emulsifier, defoamer, dyestuff, filler or the like.
Those of skill in the art in this area should admit that all weed killer herbicides have in various degree phytotoxic to each plant species, because plant has susceptibility to weed killer herbicide.Therefore, such as, although some crop such as corn and soybean have high-caliber tolerance (hyposensitivity just) to the phytotoxicity effect of alachlor, but other crop, for example, jowar, rice and wheat have low-level tolerance (also being hypersensitivity) to the phytotoxicity of alachlor.Crop plants can show also on the weeds that to the susceptibility of the same type that weed killer herbicide showed some phytotoxicity to weed killer herbicide is highstrung, and other then has repellence very.
If crop plants is low to the susceptibility of weed killer herbicide, and weeds are to the susceptibility height of this weed killer herbicide, and weed killer herbicide is partial to kill and wound weeds and not damage " selectivity factor " of crop just high so.
In a kind of similar but more complicated mode, antidotal compound can, and usually really, have the crop protection effect of anti-different weed killer herbicides in various degree for Different Crop.Therefore, can reckon with that as the those of skill in the art in this area various antipoisons of the present invention are the same with all kinds of antidotal compounds, can have the crop safety effect of greater or lesser anti-various weed killer herbicides than other detoxifcation for Different Crop.Therefore; when a kind of antidotal compound of preliminary election does not have the crop protection ability for institute to weed killer herbicide in institute on to crop; this identical antidotal compound is being sent out speed or difference to send out mode also is being PPI with identical or different; PRE; when seed pelletings etc. are sent out; can have anti-identical very high crop protection ability of giving weed killer herbicide for different crops, perhaps have the very high crop protection ability of anti-different weed killer herbicides for identical crop.This is a kind of expected phenomenon.
As aforementioned, implementing the used antidotal compound of the present invention is compound known.Here used preferred compound is according to 1 of molecular formula III, 3-oxazolidine dichloro acetamide, wherein R
18Part is a heterocyclic radical.
The result who handles plant growing ground with the bond of a kind of weed killer herbicide and antidotal compound controls weeds effectively and hangs down damage to making deposits yields.Use " plant growing ground " to be to use in plant growth medium such as soil, and seed, the seed bud of growth, root, stem, leaf or other plant part.
Term " bond of weed killer herbicide and/or antidotal compound " comprises various processing methods.For example, can be with the soil on " bucket mixes " compositions-treated plant growing ground of the weed killer herbicide that contains combination and antipoison mixture.Perhaps, respectively with weed killer herbicide and antipoison compound treatment soil so that make it in soil or carry out combination on the soil.Use the mixture of weed killer herbicide and antipoison that soil is so handled, after perhaps respectively or successively using weed killer herbicide and antipoison in the soil, soil is carried out mechanical mixture or be penetrated in the soil to finish mixing of weed killer herbicide and antipoison by rainfall or irrigation water with instrument.Also can use a kind of antipoison such as granula of diffusible conc forms to handle plant growing ground soil.Granula can be sent out in a kind of furrow ditch of sowing seed, before or after the granula that will contain antipoison places the furrow ditch, weed killer herbicide be used plant growing ground, so that make weed killer herbicide and antipoison form a kind of combination.Handle or the parcel crop seed with antidotal compound after just ditch has been gone in sowing at crop seed, or more usually, before ditch is gone in sowing, handle or wrap up crop seed with antipoison.Can before or after inserting kind, weed killer herbicide be used in edaphophyte vegetatively, when the seed of weed killer herbicide and antipoison parcel is in soil, form combination.Also can be interpreted as it is convenient combination of weed killer herbicide and antipoison coml or sale to " combination ".For example, the weed killer herbicide of conc forms can leave in respectively in the different containers with the antipoison composition, but these containers can be used to sell or sell together in a kind of mode (composition) of combination.Perhaps, the weed killer herbicide of conc forms and the antipoison composition form that can be used as " bond " is deposited in the container with mixture.This bond both can dilute also and can mix with a kind of auxiliary agent that is suitable for the soil use.The example of the another kind of commercial bond of selling is to sell a kind of packing material that antipoison dressing crop seed is housed, and perhaps sells with a kind of packing material that the weed killer herbicide material is housed.These packing materials can, perhaps also can not be bonded together physically mutually, but in any case, when finally attempting to use same plant growing ground, to form combining of weed killer herbicide and antipoison ".
In the various occupation modes of above-mentioned weed killer herbicide/antipoison bond, each type of service should be to make weed killer herbicide and antipoison carry out the composition that physical bond forms these compositions in some way.
Be used in the amount of the antipoison in the present composition and the method, according to the particular herbicide of using with this antipoison, the usage amount of this weed killer herbicide, claimed specific crop and be used in the mode on plant growing ground and different.In each case, using the amount of antipoison is a kind of safe and effective amount, just, and a kind of amount that can reduce or prevent to produce the crop damage because of the existence of weed killer herbicide.The amount of used antipoison is less than the amount of damaging crop plants substantially.
Antipoison can use crop plants vegetatively with the form of mixture with a kind of selective herbicide.For example, at first sow crop seed, then a kind of antipoison of homogeneous solution, emulsion, suspension or solid form and the suitable mixture of weed killer herbicide are used soil surface or the inside of having sowed seed.Perhaps, weed killer herbicide/antipoison mixture is used in soil, then with seed " drilling " in the soil below the upper soll layer that contains weed killer herbicide/antipoison mixture.Weed killer herbicide can reduce or eliminate the existence of unwanted ruderal plant.If weed killer herbicide itself can damage the crop rice shoot, the existence of antipoison can reduce or eliminate the infringement to crop seed that is increased the weight of by insecticide usually that is caused by weed killer herbicide.Might not be to use the weed killer herbicide of selection and antipoison weed killer herbicide and antipoison to be applied to plant growing ground with the form of mixture or composition.Can in a sequential manner weed killer herbicide and antipoison be applied to plant growing ground.For example, can at first antipoison be applied to plant growing ground, use weed killer herbicide afterwards again.Perhaps at first weed killer herbicide at first is applied to plant growing ground, re-uses antipoison afterwards.
The ratio of weed killer herbicide and antipoison is according to the weed killer herbicide of claimed crop, the weeds that will suppress and use etc. and different; but the proportion of normally used weed killer herbicide and antipoison be 1: 25 to 60: weight portion preferred 1: 5 to 30: 1 of 1(); but can use higher antipoison ratio, for example weed killer herbicide is 1 with the ratio of antipoison: 100-1: 300 weight ratios.As mentioned above, antipoison can mixture form use plant growing ground, the mixture of the antipoison of a kind of weed killer herbicide of herbicidally effective amount and safe and effective amount just, perhaps use successively, herbicide treatment plant growing ground with a kind of effective dose, then handle, perhaps also can out of order with antipoison.Generally speaking, effectively the scope of weeding amount approximately is 0.03 to 12 kg/ha, but effectively amount of application also can be low to moderate the 0.004Kg/ hectare.Preferred amount of application scope is about 0.1 to 10Kg/ hectare.Preferred antipoison usage amount scope is from the extremely about 0.05Kg/ hectare of about 8-10Kg/ hectare.What will be appreciated that is sometimes in order to obtain the consumption that optimum must be below or above these scopes.Depend on the kind that to control weeds and the kind of the cover crop of wanting for the selection of the weed killer herbicide that is used for suppressing weed germination and growth.
The use of all biocides will be used according to the amount of sale/producer's suggestion.
Can before sowing, antipoison directly be applied to seed, in the middle of this enforcement, at first give a certain amount of crop seed dressing, sow the seed of dressing then with antipoison.Can the sowing dressing seed before or after with herbicide application in soil.
In the specification of application, when weed killer herbicide and antipoison or its mixture are applied to plant growing ground except a kind of solvent any auxiliary agent of no use.Usually, weed killer herbicide, antipoison or its mixture will be used in combination with the auxiliary agent of one or more liquid or solid forms.Contain the composition of a kind of suitable weed killer herbicide and antipoison mixture or the preparation of preparation, normally weed killer herbicide and antipoison are mixed these auxiliary agents such as biocide with one or more auxiliary agents, thinner, solvent, filler, carrier, conditioning agent, water, wetting agent, dispersant, or emulsifier, or any suitable combination of these auxiliary agents.The formulation of these mixtures can be solid dosage forms granule, pill, wetting powder, pulvis, liquor, water dispersant or the emulsion of pulverizing.
Can use traditional method, for example use portable or the pull-alongs dispenser, motor duster, hanging and manual sprayer, duster and particle dispenser are used weed killer herbicide, antipoison and their mixture.If desired, the present composition can be attached in soil or other media so that composition of the present invention is administered on the plant.
The order that adds chemical substance is selectable, still in common use, earlier antipoison is used in seed or soil, then uses or mix with mixe herbicide the weed killer herbicide of use molecular formula I separately.The method of application that different order can be arranged chemical substance in the conventional process of this area.
Greenhouse and field trial with following particular step are assessed the safe activity of representational weeding of the present invention and antidotal compound.By visual observations and biological respinse to be reported in the plant injury level determinations table 1 represented of damage percentage.
Below cited be the various antidotal compounds that the present invention measures, the compound title of being measured with the number representative of having reported in the table.
The antipoison name
Sequence number
1 N, two (2-the acrylic)-α of N-, α-dichloro acetamide (common name " dichlormid "; Numbering R-25788),
2 1H, 3H-naphtho-[1,8-cd] pyrans-1, the 3-diketone,
3 cis/trans-1, two (dichloro-acetyl)-2 of 4-, 5-dimethyl-piperazine,
4 2-chloro-4-(trifluoromethyls)-the 5-thiazole carboxylic acid, (common name " flurazole ")
5 3-(dichloro-acetyls)-2,2,5-trimethyl-oxazolidines, (numbering R-29148),
6 α-{ [(1,3-dioxolanes-2-yl) methoxyl group] imino group }-benzene acetonitrile, (common name " oxabetrinil "),
7 4-(dichloro-acetyls)-1-oxa--4-azaspiro [4,5] decane, (numbering, AD-67),
81, two (dichloro-acetyl)-1 of 5-, 5-diazacyclo nonane,
9 1-(dichloro-acetyls)-1-azaspiro [4,4] nonane,
10 2,2-two chloro-N-(1,3-dioxolanes-2-ylmethyl)-N-2-acrylic-acetamide, (numbering PPG-1292),
11 3-(dichloro-acetyls)-2,2-dimethyl-5-(2-thienyl)-oxazolidines,
12 2,2-two chloro-1-(1,2,3,4-tetrahydrochysene-1-methyl]-the 2-isoquinolyl)-ethyl ketone,
13 2-(dichloromethyls)-and the 2-methyl isophthalic acid, the 3-dioxolanes, (numbering MG-191),
14 5-dichloro-acetyls-3,3,6-trimethyl-9-oxo-1,5-diazabicyclo [4,3,0] nonane (numbering BAS-145138),
15 3-(dichloro-acetyls)-and the 5-(2-furyl)-2,2-dimethyl-oxazolidines,
16 3-[3-(dichloro-acetyls)-2,2-dimethyl-5-oxazole alkyl]-pyridine,
17 4-(dichloro-acetyls)-3,4-two chloro-3-methyl-2H-1,4-benzoxazine (common name " benoxychlor "; Numbering CGA-154281),
18 (diphenyl methoxy base)-sodium acetate semihydrates,
19 (diphenyl methoxy base)-acetate,
20 (diphenyl methoxy base)-acetate methyl ester, (numbering MON-7400)
21 2-(diphenyl methoxy bases)-5-ethylenebis dithiocarbamate acetoacetic ester
What enumerate below is the various herbicidal compounds that the present invention tests, to have reported the title of the representation compound of number in the table.
The weed killer herbicide name
Sequence number
1 N-[(4,6-dimethoxy-pyridine-2-yl) amino carbonyl]-3-chloro-4-methoxycarbonyl (numbering No.A-84110; Also can be NC-319),
2 N-[(4,6-dimethoxy-pyridine-2-yl) amino carbonyl]-3-chloro-4-ethoxy carbonyl (numbering No.A-841065; Also NC-319-EX),
3 N-[(4,6-dimethoxypyridin-2-yl) amino carbonyl]-4-ethoxy carbonyl (numbering NC-311),
4 dipropyl sulphurs are for carbamic acid ethyl ester (common name " EPTC "),
5 2-chloro-N-isopropyl antifebrins (common name " propachlor ")
6 2-chloro-N-(ethoxyl methyls)-6 '-ethyl-O-acetoluide (common name " acetochlor ")
7 2-chloro-2 ', 6 '-diethyl-N-(methoxy)-antifebrin (common name " alachlor ")
83,6-two chloro-O-Anisic Acids (common name " dicamba ")
9 2-chloro-2 ', 6 '-diethyl-N-(butoxymethyl)-antifebrin (common name " butachlor ")
10 S-ethyl-diisobutyl thiocarbamate (common name " sutan ")
11 dipropyl thiocarbamic acid S-propyl diesters (common name " vernolate ")
12 2-chloro-N-(2-methoxyl group-1-Methylethyls)-6 '-ethyl-O-acetoluide (common name " isopropyl methoxalamine ")
13 2-chloro-N-(2-n-propoxyl group ethyls)-2 ', 6 '-diethyl antifebrin (common name " the third careless amine ")
14 2-chloro-2 ', 6 '-dimethyl-N-(1-pyrazol-1-yl-methyl) antifebrin (common name " metazachlor ")
According to following conventional method I-II above-claimed cpd is carried out the greenhouse and measures, in related embodiment if there is modification then to point out.
The method I
Below method representation before crop and weeds emerge with weed killer herbicide and antipoison soil cover in conjunction with the time the two between interaction.With a kind of stifling mud loam upper layer of soil filling containers and compress, filling the degree of depth is apart from container top 1.3cm.First container is appointed as untreated control group, and second container is appointed as the weed killer herbicide control group, and the 3rd container is appointed as weed killer herbicide+antipoison test container.Insert kind of each container with crop seed.The weed killer herbicide that will be scattered in or be dissolved in the measured quantity of acetone is used in the soil of measured quantity.With the soil of herbicide treatment same amount, and adding is scattered in or is dissolved in the antipoison of the measured quantity of acetone.Fully mix the soil of handling with weed killer herbicide and antipoison and make the evenly combination in soil of weed killer herbicide and antipoison.The soil of handling with weed killer herbicide and antipoison covers the 3rd seed bed in the containers of soil, and smooth this container.Measure series for each, use the same method and cover the seed bed of first and second container with soil horizon.The cover layer of first container weed killer herbicide of no use or antipoison were handled.The cover layer of second container only is combined with the weed killer herbicide of measured quantity.
Then container is placed on the bench in greenhouse, according to need irrigating of testing time in the bottom.In the reaction of different time observation of plant, but normally after beginning, observed in three weeks; Can observe various variations in an embodiment.Measure plant reaction with damage percentage.Antipoison efficient is expressed as the weed killer herbicide that does not have antipoison and plant injury that weed killer herbicide causes poor of antipoison arranged.
The method II
The method is same as the method I, and it revises part is that in adding chemical substance (weed killer herbicide and antipoison) afterwards, the sprinkler irrigation with suitable 0.6cm rainfall is equipped with the container that covers seed bed earlier, then carries out the bottom then on demand and irrigate on the greenhouse stool.
In a series of greenhouses are measured, anti-the efficient of different weed killer herbicides of various antidotal compounds tested.In a test series (embodiment 1-4), there be not mixe herbicide to have under the situation the efficient of the representative of the anti-molecular formula I of test antidotal compound and preferred herbicides compounds.In another test series (embodiment 5-22), compoundmolecularformula is combined with the mix weeding immunomodulator compounds of various different chemical classifications, whether kept antidotal effect with the combination of determining this weed killer herbicide.
In following greenhouse test series, in order to carry out routine screening, with crop/weeds in conjunction with test weed killer herbicide/antidotes composition, wherein with corn as crop, and use barnyard grass grass (Echinochloa crusgalli), a kind of monocotyledon weed and
Fiber crops (Abutilon theophrasti), a kind of dicotyledon weeds the two or wherein a kind of as weeds.In following table, these weeds are respectively with symbol " BYG " and " VL " expression.
Embodiment 1
The purpose of design of present embodiment be barnyard grass grass and
The existence of fiber crops is the detoxifcation efficient of the many antipoisons of test anti-No. 1 weed killer herbicide in corn down.The antipoison that is used for present embodiment is 1-10,12,13 and No. 15 antipoisons.
Carry out the test of present embodiment with above-mentioned method II.After the weed sprays agent, with suction pipe with antipoison use make it in the soil cover in conjunction with and simulated rainfall.
Table 1
No. 1 weed killer herbicide antipoison amount of application % damage ratio
Kg/Ha NO. kg/ha corn BYG VL
0.56 - 40 75 95
0.14 - - 5 50 85
0.56 15 8.96 10 55 70
0.14 " " 15 40 65
0.56 " 2.24 5 55 80
0.14 " " 5 45 65
0.56 7 8.96 15 55 90
0.14 " " 5 35 75
0.56 " 2.24 30 75 90
0.14 " " 0 55 60
0.56 1 8.96 0 85 90
0.14 " " 20 50 85
0.56 " 2.24 15 75 95
0.14 " " 10 60 75
0.56 5 8.96 10 65 80
0.14 " " 5 40 70
0.56 " 2.24 15 80 90
0.14 " " 10 50 70
0.56 10 8.96 10 50 65
0.14 " " 20 40 80
Table 1 (continuing)
No. 1 weed killer herbicide antipoison amount of application % damage ratio
Kg/Ha NO. kg/ha corn BYG VL
0.56 " 2.24 5 65 80
0.14 " " 20 50 65
0.56 3 8.96 20 65 85
0.14 " " 5 40 80
0.56 " 2.24 5 65 95
0.14 " " 5 45 75
0.56 12 8.96 25 50 85
0.14 " " 15 50 65
0.56 " 2.24 10 60 95
0.14 " " 5 30 80
0.56 9 8.96 0 65 75
0.14 " " 5 40 55
0.56 " 2.24 10 60 65
0.14 " " 5 35 60
0.56 8 8.96 10 60 85
0.14 8 8.96 5 20 65
0.56 " 2.24 20 70 85
0.14 " " 5 40 70
0.56 2 8.96 10 35 85
0.14 " " 10 15 65
Table 1 (continuing)
No. 1 weed killer herbicide antipoison amount of application % damage ratio
Kg/Ha NO. kg/ha corn BYG VL
0.56 " 2.24 10 35 85
0.14 " " 5 40 55
0.56 13 8.96 20 85 95
0.14 " " 5 35 75
0.56 " 2.24 25 60 65
0.14 " " 15 25 55
0.56 4 8.96 10 60 70
0.14 " " 10 45 60
0.56 " 2.24 5 50 80
0.14 " " 0 20 65
0.56 6 8.96 20 30 85
0.14 " " 10 15 70
0.56 " 2.24 10 30 65
0.14 " " 15 15 55
Contrast 000
Contrast 000
Referring to the data in the table 1, can find that the antipoison of anti-No. 1 weed killer herbicide of all tests is being planted preceding combination with 0.56kg/ hectare PPI(kind) can the damage to corn not had antipoison from 40%(when using) be reduced to by 0% level of damage to maximum 30%.In this testing experiment, No. 9 antipoisons can obtain to measure the best safety effect of handling through four times.Except that four antipoisons (3,6,12 and No. 13), weed killer herbicide: the ratio of antipoison is all can obtain the commercial acceptable protective effect (also promptly being no more than 15% damage ratio) to corn at 1: 16.But, weed killer herbicide: the ratio of antipoison was reduced to 1: 57 o'clock, and all antipoisons can obtain the safety effectiveness of business level except that 1 and No. 10 antipoison, and No. 1 and No. 10 are heavy slightly to the damage of corn, damage ratio 20%.
Embodiment 2
In this embodiment, tested the security effectiveness of multiple dichloro acetamide antipoison anti-No. 1 weed killer herbicide in corn with the method II.Weeds are in this experiment
Fiber crops; There is not the barnyard grass grass in this experiment.Test result is as shown in table 2.
Table 21 weed killer herbicide antipoison amount of application % damage ratio
Kg/Ha NO. kg/ha corn VL
0.14 - - 10 95
0.56 - - 55 85
2.24 - - 80 95
0.14 1 0.56 10 100
0.56 1 " 10 95
2.24 1 " 30 100
0.14 1 2.24 10 90
0.56 1 " 25 85
Table 2 (continuing)
No. 1 weed killer herbicide antipoison amount of application % damage ratio
Kg/Ha NO. kg/ha corn VL
2.24 1 " 40 100
0.14 3 0.56 15 90
0.56 3 " 10 90
2.24 3 " 40 90
0.14 3 2.24 10 90
0.56 3 " 10 90
2.24 3 " 50 100
0.14 5 0.56 10 95
0.56 5 " 8 95
2.24 5 " 30 100
0.14 5 2.24 25 90
0.56 5 " 15 95
2.24 5 " 20 100
0.14 7 0.56 5 95
0.56 7 " 15 85
2.24 7 " 40 95
0.14 7 2.24 10 75
0.56 7 " 5 90
2.24 7 " 50 95
Table 2 (continuing)
No. 1 weed killer herbicide antipoison amount of application % damage ratio
Kg/Ha NO. kg/ha corn VL
0.14 10 0.56 5 95
0.56 10 " 10 65
2.24 10 " 40 90
0.14 10 2.24 10 95
0.56 10 " 15 95
2.24 10 " 20 95
0.14 12 0.56 5 100
0.56 12 " 20 95
2.24 12 " 35 95
0.14 12 2.24 10 80
0.56 12 " 5 85
2.24 12 " 15 95
0.14 14 0.56 5 95
0.56 14 " 5 80
2.24 14 " 20 95
0.14 14 2.24 0 60
0.56 14 " 5 90
2.24 14 " 20 95
Table 2 (continuing)
No. 1 weed killer herbicide antipoison amount of application % damage ratio
Kg/Ha NO. kg/ha corn VL
0.14 15 0.56 5 75
0.56 15 " 10 90
2.24 15 " 10 95
0.14 15 2.24 10 65
0.56 15 " 15 95
2.24 15 " 10 90
Data see Table 2 in this test, can find to be 14,12,7 and No. 10 then successively to have the protective effect of safest business level for corn No. 15 in all antipoisons of whole ratio testings.Generally speaking, higher antipoison: the ratio effects of weed killer herbicide ratio can produce maximum safety effectiveness.
Embodiment 3
Present embodiment be described in detail in the presence of barnyard grass grass 12,15 and No. 16 antipoisons in corn with the 4.48kg/ hectare to the usage amount of 0.56kg/ hectare safeguard protection result to No. 1 weed killer herbicide.In these experiments, used above-mentioned method I.These result of experiment see Table 3.
Table 31 weed killer herbicide antipoison amount of application % damage ratio
Kg/Ha NO. kg/ha corn BYG
4.48 - - 60 75
2.24 - - 38 70
1.12 - - 13 70
0.56 - - 7 50
4.48 11 0.56 50 80
2.24 11 " 30 75
1.12 11 " 5 80
0.56 11 " 15 70
4.48 11 2.24 30 80
2.24 11 " 0 30
1.12 11 " 0 15
0.56 11 " 0 20
4.48 11 8.96 5 50
2.24 11 " 0 0
1.12 11 " 0 0
0.56 11 " 0 0
- 11 " 15 0
4.48 15 0.56 0 75
2.24 15 " 15 60
Table 3 (continuing)
No. 1 weed killer herbicide antipoison amount of application % damage ratio
Kg/Ha NO. kg/ha corn BYG
1.12 15 " 0 75
0.56 15 " 0 50
4.48 15 2.24 5 70
2.24 15 " 0 70
1.12 15 " 0 60
0.56 15 " 0 35
4.48 15 8.96 0 80
2.24 15 " 0 50
1.12 15 " 0 60
0.56 15 " 0 10
- 15 " 0 0
4.48 16 0.56 5 75
2.24 16 " 5 85
1.12 16 " 0 70
0.56 16 " 0 65
4.48 16 2.24 5 80
2.24 16 " 0 90
1.12 16 " 0 80
0.56 16 " 0 60
4.48 16 8.96 5 95
Table 3 (continuing)
No. 1 weed killer herbicide antipoison amount of application % damage ratio
Kg/Ha NO. kg/ha corn BYG
2.24 16 " 0 80
1.12 16 " 0 85
0.56 16 " 0 50
- 16 " 0 0
Can find from the data of table 3 with different antipoisons: when the weed killer herbicide ratio used, the antipoison of each test all had outstanding protective effect for corn, especially 15 and No. 16 antipoisons.And use a kind of weed killer herbicide of selection: the ratio of antipoison, viewed corn protective effect is attended by a kind of unexpected synergy, also promptly generally compares the control that can strengthen weeds with the weed killer herbicide of not safeguard protection.
Table 4
Present embodiment according to method 1 usefulness corn and barnyard grass grass with
The fiber crops weeds are as the safeguard protection effect of 15 and No. 16 antipoisons of test plants test to No. 1 weed killer herbicide.Test result (mean values of two samples) sees Table 4.
Table 41 weed killer herbicide antipoison amount of application % damage ratio
Kg/Ha NO. kg/ha corn BYG VL
6.72 - - 90 90 90
4.48 - - 85 80 90
6.72 15 0.56 35 90 95
4.48 15 " 10 95 95
6.72 15 2.24 50 90 95
4.48 15 " 13 90 95
6.72 16 0.56 35 95 95
4.48 16 " 70 95 95
6.72 16 2.24 30 95 95
4.48 16 " 15 95 95
The data of table 4 show that 15 and No. 16 antipoisons all have the safeguard protection effect to No. 1 weed killer herbicide basically, and they itself damage corn crop separately basically.This protective effect that tightens security to weed killer herbicide is to unite by the usage rate of usage amount that reduces weed killer herbicide and/or increase antipoison to reach.For two kinds of antipoisons, can on business level, protect corn to resist No. 1 weed killer herbicide with the weed killer herbicide usage amount and the 2.24kg/ hectare antipoison usage amount of 4.48kg/ hectare, and keep control fully simultaneously basically weeds.
As finding the front that experiment that embodiment 1-4 is carried out is in order to determine that multiple antipoison resists the detoxifcation efficient of the weed killer herbicide of typical representational molecular formula I.In the following embodiments, the test of being carried out is in order to determine that multiple antipoison resists the efficient of the bond of said weed killer herbicide and multiple mix weeding compound.
Embodiment 5
In the described test of present embodiment, adopt embodiment 4 described same procedure simultaneously under identical condition, be in the same combination of No. 1 weed killer herbicide and No. 15 and No. 16 antipoisons, to have comprised a kind of mixe herbicide, alachlor in the difference.Alachlor (being No. 7 weed killer herbicides in this specification) is commodity LASSO
Active ingredient in the weed killer herbicide, test result sees Table 5.
Table 5 weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.7 NO. amount of application corn BYG VL
6.72 - - - 90. 90 90
4.48 - - - 85 80 90
6.72 2.24 - - 95 100 98
4.48 " - - 95 100 98
6.72 0.56 - - 93 99 98
4.48 " - - 95 99 98
6.72 - 15 0.56 35 90 95
4.48 - 15 " 10 95 95
6.72 - 15 2.24 50 90 95
Table 5 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.7 NO. amount of application corn BYG VL
4.48 - 15 " 13 90 95
6.72 2.24 15 0.56 45 100 99
4.48 " 15 " 30 100 98
6.72 0.56 15 " 25 99 95
4.48 " 15 " 23 99 95
6.72 2.24 15 2.24 50 100 95
4.48 " 15 " 23 100 95
6.72 0.56 15 " 25 99 99
4.48 " 15 " 40 95 95
6.72 - 16 0.56 35 95 95
4.48 - 16 " 70 95 95
6.72 - 16 2.24 30 95 95
4.48 - 16 " 15 95 95
6.72 2.24 16 0.56 80 100 98
4.48 " 16 " 53 100 98
Table 5 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.7 NO. amount of application corn BYG VL
6.72 0.56 16 " 43 95 98
4.48 " 16 " 48 100 95
6.72 2.25 16 2.24 55 100 99
4.48 " 16 " 40 100 98
6.72 0.56 16 " 55 100 95
4.48 " 16 " 18 100 95
Can find that from the data of above-mentioned table 5 No. 15 and No. 16 antipoisons have all shown the basic protective effect that prevents that corn is influenced by the herbicide effect of No. 1 and No. 7 weed killer herbicide, simultaneously two kinds of weeds kept control fully.Do not having in the presence of the alachlor, respectively with 0.56 and the amount of 2.24kg/ hectare use No. 15 antipoisons, the damage to corn when its detoxication can make No. 1 weed killer herbicide use with 4.48kg/ hectare amount reduces to 10% and 13% respectively by 85%.However, in the presence of No. 7 weed killer herbicides, when using with all dosage, the minimum of damage ratio has reduced 45%(just, under the situation that does not have antipoison to exist, No. 7 weed killer herbicides with 2.24kg/ hectare dosage with 6.72 and No. 1 weed killer herbicide of 4.48kg/ hectare dosage when using, 50% when its damage ratio of 95% is reduced to No. 1 antipoison that uses 2.24kg/ hectare dosage).
Equally, what No. 16 antipoisons can make two kinds of weed killer herbicides effectively is reduced to certain level in conjunction with damage ratio, especially the antipoison to increase: when the weed killer herbicide concentration rate is used, but the degree that No. 16 antipoisons reduce damage ratios is more less.
Embodiment 6
The design of present embodiment is the most antidotal compounds of research in the detoxifcation efficient of the Composition Aspects that suppresses to contain No. 1 weed killer herbicide and No. 7 weed killer herbicides (alachlor) bond.Here employed antidotal compound is 1,2,7,13 and No. 15.
In the present embodiment, used above-mentioned method II.Present embodiment test gained data are listed in table 6, and it has represented the mean value of two samples.
Table 6 weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.7 NO. amount of application corn BYG VL
0.56 4.48 - - 30 100 85
0.14 " - - 20 100 70
0.56 " 15 8.96 15 100 95
0.14 " 15 " 10 100 65
0.56 " 15 2.24 15 100 90
0.14 " 15 " 20 100 80
0.56 " 7 8.96 5 100 90
0.14 " 7 " 10 100 75
0.56 " 7 2.24 10 100 90
Table 6 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.7 NO. amount of application corn BYG VL
0.14 " 7 " 0 100 75
0.56 " 1 8.96 5 100 85
0.14 " 1 " 0 100 80
0.56 " 1 2.24 15 100 80
0.14 " 1 " 10 100 75
0.56 " 2 8.96 15 100 90
0.14 " 2 " 15 100 75
0.56 " 2 2.24 10 100 90
0.14 " 2 " 0 100 70
0.56 " 13 8.96 15 100 90
0.14 " 13 " 0 100 65
0.56 " 13 2.24 5 100 90
0.14 " 13 " 0 100 75
0.56 - - - 25 70 60
0.14 - - - 5 20 40
- 4.48 - - 10 100 25
Contrast 000
Show that with reference to the data in the table 6 antipoison of all tests can protect corn to avoid adopting the damage of No. 1 and No. 7 herbicidal composition that PPI uses.No. 13 antipoison has shown best protective effect in 4 times are handled.Use No. 1 and No. 7 antipoisons can obtain the corn protective effect of the best in this test with the highest weed killer herbicide and antipoison test ratio.When having reduced weed killer herbicide corn is injured, kept the fabulous control of barnyard grass grass and right
The control that fiber crops are suppressed to.
Embodiment 7
Same procedure and antipoison used among the embodiment 6 have been followed in test in the present embodiment.But, used the mixe herbicide of No. 12 weed killer herbicides (isopropyl methoxalamine) as No. 1 weed killer herbicide.Result of the test is listed in table 7.
Table 7 weed killer herbicide antipoison
Kg/ha kg/ha % injury rate
NO.1 NO.12 NO. amount of application corn BYG VL
0.56 3.36 - - 30 100 85
0.14 " - - 20 100 70
0.56 " 15 8.96 15 100 70
0.14 " 15 " 10 100 65
0.56 " 15 2.24 15 100 75
0.14 " 15 " 0 100 70
Table 7 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % injury rate
NO.1 NO.12 NO. amount of application corn BYG VL
0.56 " 7 8.96 15 100 85
0.14 " 7 " 10 100 65
0.56 " 7 2.24 20 100 85
0.14 " 7 " 10 100 70
0.56 " 1 8.96 10 100 80
0.14 " 1 " 0 100 75
0.56 " 1 2.24 0 100 85
0.14 " 1 " 0 100 70
0.56 " 2 8.96 15 100 85
0.14 " 2 " 0 100 75
0.56 " 2 2.24 10 100 80
0.14 " 2 " 0 100 75
0.56 " 13 8.86 10 100 85
0.14 " 13 " 0 100 80
0.56 " 13 2.24 10 100 85
0.14 " 13 0 100 75
Table 7 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % injury rate
NO.1 NO.12 NO. amount of application corn BYG VL
0.56 " - - 10 75 75
0.14 " - - 0 35 60
- 3.36 - - 0 100 20
Contrast---0 00
Can find that from the data of table 7 all antipoisons that use can play a protective role to corn in the composition that contains two kinds of test weed killer herbicides, and keep control or inhibition substantially weeds.Except No. 7 antipoisons, all safeners can obtain commercial acceptable corn protective effect when handling and using with all tested numbers.Damage ratio to corn when adding that with No. 1 weed killer herbicide of 0.56kg/ hectare No. 7 antipoisons of No. 12 weed killer herbicides of 3.36kg/ hectare and 2.24kg/ hectare are used is 20%, and is desirable higher slightly than commercial.In four processing procedures, No. 1 antipoison has obtained best safeguard protection effect.Controlled fully the barnyard grass grass with fashion to fabulous degree controlled
Fiber crops.
Embodiment 8
In this test, identical five kinds of antipoisons used among the embodiment 6 and 7 are used for containing the composition of No. 1 weed killer herbicide and mixe herbicide butachlor (No. 9 weed killer herbicides) and study, butachlor is commercial popular rice weeding MACHETE
The active ingredient of weed killer herbicide.Used test procedure is identical with step in embodiment 6 and 7 in the present embodiment.Result of the test is listed in table 8.
Table 8 weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.9 NO. amount of application corn BYG VL
0.56 2.24 - - 65 110 85
0.14 " - - 25 110 70
0.56 " 15 8.96 10 97 75
0.14 " 15 " 15 98 70
0.56 " 15 2.24 10 95 80
0.14 " 15 " 20 99 85
0.56 " 7 8.96 20 99 65
0.14 " 7 " 10 99 65
0.56 " 7 2.24 25 99 75
0.14 " 7 " 5 97 70
0.56 " 1 8.96 15 99 80
0.14 " 1 " 10 99 70
0.56 " 1 2.24 20 98 85
0.14 " 1 " 20 99 70
0.56 " 2 8.96 20 98 80
0.14 " 2 " 15 99 75
0.56 " 2 2.24 25 99 90
0.14 " 2 " 15 99 70
Table 8 (continuing)
Weed killer herbicide antipoison % damage ratio
Kg/ha kg/ha % damage ratio
NO.1 NO.9 NO. amount of application corn BYG VL
0.56 " 13 8.96 30 100 85
0.14 " 13 " 10 99 80
0.56 " 13 2.24 45 99 85
0.14 " 13 " 25 99 75
0.56 - - - 60 93 85
0.14 - - - 10 55 70
- 2.24 - - 5 99 25
Contrast 000
In above-mentioned data, do not having under the situation of antipoison, No. 1 weed killer herbicide of 0.56kg/ hectare adds that No. 9 weed killer herbicides of 2.24kg/ mu can cause 65% corn damage.Basically can reduce the corn damage ratio in all cases after adding antipoison; Can make the corn damage be reduced to commercial acceptable level for examination multiple combination of composition and ratio, and keep or strengthened control or inhibition weeds.No. 15 antipoisons have reached the best protection effect in all four times are handled.
Embodiment 9
In the present embodiment, with identical antipoison described in the previous embodiment and Test Research to containing No. 1 weed killer herbicide and another kind of rice herbicide commonly used, the also i.e. protective effect of the composition of No. 13 weed killer herbicides.No. 13 weed killer herbicides are the third careless amine, and it is commercial rice herbicide RIFIT
, SOFIT
And SOFIT
The active ingredient of SUPER.Result of the test is listed in table 9.
Table 9 weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.13 NO. amount of application corn BYG VL
0.56 2.24 - - 65 100 90
0.14 " - - 10 100 70
0/56 " 15 8.96 5 100 75
0.14 " 15 " 0 100 90
0.56 " 15 2.24 15 99 85
0.14 " 15 " 5 100 60
0.56 " 7 8.96 25 100 85
0.14 " 7 " 0 100 75
0.56 " 7 2.24 30 100 85
0.14 " 7 " 10 100 80
0.56 " 1 8.96 10 100 85
0.14 " 1 " 0 100 75
0.56 " 1 2.24 5 100 85
0.14 " 1 " 0 100 75
Table 9 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.13 NO. amount of application corn BYG VL
0.56 " 2 8.96 20 100 80
0.14 " 2 " 5 100 75
0.56 " 2 2.24 20 100 85
0.14 " 2 " 5 100 80
0.56 " 13 8.96 20 100 90
0.14 " 13 " 0 100 75
0.56 " 13 2.24 25 100 90
0.14 " 13 " 10 100 70
0.56 " - - 20 75 80
0.14 " - - 5 60 70
- 2.24 - - 0 100 5
Contrast 000
Be used in combination No. 1 weed killer herbicide of 0.56kg/ hectare and No. 13 weed killer herbicides of 2.24kg/ hectare and can cause 65% damage ratio to corn.But, this damage to corn can be reduced greatly by each of five kinds of antipoisons in the test.No. 1 antipoison can obtain best protective effect in four times are handled, use with No. 15 antipoisons, at all weed killer herbicides: the corn protective effect of business level can be provided two kinds of weed killer herbicides under the antipoison combining ratio.All processing can be controlled the barnyard grass grass fully, and control or inhibition basically
Fiber crops.
Embodiment 10
In this test, various antipoisons have been studied to No. 1 weed killer herbicide and another kind of alpha-Chloroacetophenone amine mixe herbicide, propachlor, the bond protective effect of the weeding of (No. 5 weed killer herbicides).Propachlor is commercial weed killer herbicide RAMROD
Active ingredient.Also use the method II in the previous embodiment in this test.Result of the test is listed in table 10.
Table 10 weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.5 NO. dosage corn BYG VL
0.56 4.48 - - 70 100 80
0.14 " - - 5 100 70
0.56 " 15 8.96 10 85 75
0.14 " 15 " 0 90 80
0.56 " 15 2.24 10 93 80
0.14 " 15 " 0 98 70
0.56 " 7 8.96 25 96 80
0.14 " 7 " 10 98 75
0.56 " 7 2.24 40 98 95
0.14 " 7 " 10 99 70
Table 10 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.5 NO. dosage corn BYG VL
0.56 " 1 8.96 0 99 80
0.14 " 1 " 0 99 70
0.56 " 1 2.24 15 98 70
0.14 " 1 " 10 99 75
0.56 " 2 8.96 25 99 80
0.14 " 2 " 10 99 80
0.56 " 2 2.24 15 99 75
0.14 " 2 " 15 100 60
0.56 " 13 8.96 10 98 75
0.14 " 13 " 15 97 70
0.56 " 13 2.24 45 99 80
0.14 " 13 " 0 98 70
0.56 - - - 30 80 75
0.14 - - - 20 75 70
- 4.48 - - 0 100 15
Contrast 000
The antipoison of all tests can reduce the corn damage that is caused by herbicidal composition significantly.No. 15 antipoison has reached best protective effect, and then is No. 1 antipoison; These two kinds of antipoisons and No. 13 antipoisons (different No. 1 weed killer herbicide that is to use the 0.56kg/ hectare together; 4.48kg/ No. 13 weed killer herbicides of hectare and the antipoison of 2.24kg/ hectare) the corn protection of business level can be provided, and control the barnyard grass grass significantly and suppress even control significantly
Fiber crops.
Embodiment 11
In this embodiment, with another kind of alpha-Chloroacetophenone amine mixe herbicide, metazachlor(14 weed killer herbicide) be used in combination with No. 1 weed killer herbicide, study of the effect of various safeners to said composition.Metazachlor is commercial weed killer herbicide BUTISA-N
The active ingredient of S, the concentration use that rises preparation here with 500g/.And this experiment still followed the method II, and result of the test is listed in table 11.
Table 11 weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.14 NO. amount of application corn BYG VL
1.12 3.36 - - 97 99 95
0.56 " - - 93 99 85
1.12 " 15 8.96 40 100 85
0.56 " 15 " 65 100 90
1.12 " 15 2.24 25 100 85
0.56 " 15 " 65 100 90
Table 11 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.14 NO. amount of application corn BYG VL
1.12 " 7 8.96 45 99 90
0.56 " 7 " 45 100 85
1.12 " 7 2.24 70 99 90
0.56 " 7 " 10 99 80
1.12 " 1 8.96 50 100 80
0.56 " 1 " 50 100 90
1.12 " 1 2.24 45 99 85
0.56 " 1 " 25 99 80
1.12 " 2 8.96 75 100 85
0.56 " 2 " 75 99 90
1.12 " 2 2.24 75 100 97
0.56 " 2 " 75 99 85
1.12 " 13 8.96 70 100 95
0.56 " 13 " 40 100 85
1.12 " 13 2.24 60 100 90
0.56 " 13 " 75 100 85
Table 11 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.14 NO. amount of application corn BYG VL
1.12 - - - 65 80 80
0.56 - - - 65 75 75
- 3.36 - - 85 100 65
Contrast 000
Shown in the data in the table 11, No. 1 and No. 14 weed killer herbicides are separately and unite the major injury that use all can cause corn.Although (the under certain conditions very significantly) minimizing to some extent of various antipoisons is to the damage of corn, this specific herbicidal composition does not show the general getable obvious protective effect of other herbicidal compositions when using with test volume.In these trials, dichloro acetamide antipoison (1,7 and No. 15) has exceeded other chemical antidotes (No. 2 and No. 13).
Embodiment 12
The design of present embodiment be for 13 kinds of different antipoisons studying the different chemical kind as the safeguard protection efficient of safener to the composition that contains No. 1 weed killer herbicide and mixe herbicide acetochlor (No. 6 weed killer herbicides).Acetochlor is commodity weed killer herbicide GUARDIA-N
And WENNER
In active ingredient.
The method of using in the present embodiment is above-mentioned method II.Result of the test sees Table 12.
Table 12 weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.6 NO. amount of application corn BYG VL
0.56 2.24 - - 45 100 95
0.14 " - - 25 100 75
0.56 " 15 8.96 5 100 80
0.14 " 15 " 10 100 75
0.56 " 15 2.24 20 100 90
0.14 " 15 " 15 100 70
0.56 " 7 8.96 5 100 75
0.14 " 7 " 5 100 65
0.56 " 7 2.24 20 100 85
0.14 " 7 " 15 100 80
0.56 " 1 8.96 15 100 80
0.14 " 1 " 10 100 80
0.56 " 1 2.24 15 100 80
0.14 " 1 " 10 100 65
0.56 " 5 8.96 5 100 90
0.14 " 5 " 10 100 85
0.56 " 5 2.24 10 100 85
0.14 " 5 " 5 100 75
Table 12 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.6 NO. amount of application corn BYG VL
0.56 " 10 8.96 10 100 90
0.14 " 10 " 10 100 80
0.56 " 10 2.24 30 100 80
0.14 " 10 " 10 100 75
0.56 " 3 8.96 20 100 90
0.14 " 3 " 15 100 70
0.56 " 3 2.24 15 100 80
0.14 " 3 " 10 100 75
0.56 2.24 12 8.96 15 100 85
0.14 " 12 " 10 100 85
0.56 " 12 2.24 25 100 95
0.14 " 12 " 15 100 75
0.56 " 9 8.96 25 100 75
0.14 " 9 " 15 100 75
0.56 " 9 2.24 20 100 90
0.14 " 9 " 15 100 65
Table 12 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.6 NO. amount of application corn BYG VL
0.56 " 8 8.96 10 100 80
0.14 " 8 " 10 100 70
0.56 " 8 2.24 20 100 90
0.14 " 8 " 15 100 85
0.56 " 2 8.96 25 100 90
0.14 " 2 " 20 100 70
0.56 " 2 2.24 10 100 85
0.14 " 2 " 20 100 75
0.56 " 13 8.96 40 100 90
0.14 " 13 " 30 100 85
0.56 " 13 2.24 35 100 95
0.14 " 13 " 10 100 80
0.56 " 4 8.96 25 100 95
0.14 " 4 " 35 100 80
0.56 " 4 2.24 40 100 90
0.14 " 4 " 25 100 65
Table 12 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.6 NO. amount of application corn BYG VL
0.56 2.24 6 8.96 20 100 80
0.14 " 6 " 15 100 80
0.56 " 6 2.24 20 100 75
0.14 " 6 " 15 100 90
0.56 - - - 20 75 85
0.14 - - - 15 55 50
- 2.24 - - 25 100 10
Contrast 000
The data of table 12 show not to be had under the situation of antipoison, 0.56kg/ No. 1 weed killer herbicide of hectare and No. 6 weed killer herbicides of 2.24kg/ hectare (the highest tested number) cause 20% and 25% corn damage respectively, and cause 45% corn damage ratio when co-administered with same amount.But if add 8.96kg/ hectare antipoison, the corn damage ratio under all situations significantly descends, and just No. 13 weed killer herbicides make an exception to some extent, be apparent that the most at adding dichloro acetamide antipoison (15,7,1,5 and descend, 10,3,12,9 and No. 8) situation under.Under the situation of full test amount, remove 3 and 9 extras, all dichloro acetamide antipoisons can reduce to commercial acceptable level to the corn damage ratio, when the amount of application of No. 1 weed killer herbicide is reduced to the 0.14kg/ hectare, even No. 3 and No. 9 antipoisons also can be reduced to business level with the weeding damage to corn.
In following weed killer herbicide and antipoison particular combination proportion, non-dichloro acetamide antipoison reduces with the damage ratio that similar but inapparent mode shows business level: No. 6 antipoison is used for containing weed killer herbicide No. 1: No. 6 weed killer herbicides: the antipoison ratio is 0.14: 2.24: the composition of 8.96kg/ hectare, No. 2 antipoisons and said weed killer herbicide: the antipoison ratio is 0.56: 2.24: 2.24kg/ hectare, and No. 6 and No. 13 antipoisons and said weed killer herbicide: the antipoison ratio is 0.14: 2.24: the 2.24kg/ hectare.
In all above-mentioned experiments, be complete for the control of barnyard grass grass, and for
The weak effect of the general herbicidal composition with no safener of the control of fiber crops is few.
Embodiment 13
In this embodiment, exist
Fiber crops exist down, and the multiple dichloro acetamide antipoison of test is for the protection efficient of the herbicidal composition that contains No. 1 weed killer herbicide and mixe herbicide acetochlor (No. 6 weed killer herbicides) in corn.The method of using among this embodiment is above-mentioned method II.Result of the test sees Table 13.
Table 13 weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.6 NO. amount of application corn VL
0.14 - - - 10 95
0.56 - - - 55 85
2.24 - - - 80 95
- 4.48 - - 50 10
0.56 " - - 65 100
Table 13 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.6 NO. amount of application corn VL
- " 1 0.56 20 100
0.56 " 1 " 5 5
- " 1 2.24 10 60
0.56 " 1 " 10 85
- " 3 0.56 10 80
0.56 " 3 " 40 100
- " 3 2.24 5 0
0.56 " 3 " 10 95
- " 5 0.56 5 0
0.56 " 5 " 10 90
- " 5 2.24 15 30
0.56 " 5 " 10 100
- " 7 0.56 0 0
0.56 " 7 " 25 95
- " 7 2.24 5 40
0.56 " 7 " - -
Table 13 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.6 NO. amount of application corn VL
- " 10 0.56 15 30
0.56 " 10 " 40 100
- " 10 2.24 5 0
0.56 " 10 " 40 9
- " 12 0.56 25 60
0.56 " 12 " 10 100
- " 12 2.24 10 25
0.56 " 12 " 10 100
- " 14 0.56 5 0
0.56 " 14 " 15 100
- " 14 2.24 5 60
0.56 " 14 " 15 95
- " 15 0.56 5 20
0.56 " 15 " 5 100
- " 15 2.24 15 95
0.56 " 15 " 15 90
Can find that all antipoisons in embodiment 13 tests can reduce, with the damage to corn independent respectively or that cause in conjunction with using weed killer herbicide of higher amount of application.From composition, remove No. 1 weed killer herbicide and cause that the reduction of weeds controlling value has illustrated that No. 1 weed killer herbicide is right
The remarkable importance of fiber crops control.
No. 15 is the most effective in all antipoisons, according to being 14,1 successively, and 12,7 and No. 10.5,14 and No. 15 antipoisons can show business level under all dosage and combination safeguard protection effect.
Embodiment 14
In the present embodiment, test the effectiveness of No. 17 antipoisons on the herbicidal composition of No. 1 weed killer herbicide of inhibition and mixe herbicide isopropyl methoxalamine (No. 12 weed killer herbicides), (isopropyl methoxalamine is DUAL
The active ingredient of weed killer herbicide).This experiment with embodiment 13 in carry out under the used same experimental conditions.Experimental result sees Table 14, and the amount of application of chemical substance is to be unit with the kg/ hectare.
Table 14 weed killer herbicide weed killer herbicide antipoison % damage ratio
NO.1 NO.12 NO.17 corn piemarker
0.14 4.48 0.15 15 90
0.56 " " 25 95
2.24 " " 80 100
Even above-mentioned experimental result shows that No. 17 antipoisons also can be with commercial acceptable horizontal antiweed composition (No. 1: No. 12 dosage is 0.14: 4.48) with the protection corn under the low dosage of 0.15kg/ hectare.When under higher dosage, using No. 1 weed killer herbicide this protective effect is reduced and most of forfeiture.But, when the concentration with antipoison increased to a suitable and suitable level, the protective value of this reduction can be restored undoubtedly.
Among the embodiment in front, when describing according to the present invention the safety Herbicidal combinations, the mix weeding immunomodulator compounds is a α-Lv Yixianan.Among the embodiment 15-22 below, the safety herbicidal composition of description includes according to the important goods weed killer herbicide of the sulfonyl urea compound of molecular formula I (with I A) and a kind of thiocarbamates chemicals bond as the mix weeding immunomodulator compounds.
Embodiment 15
The experiment that present embodiment is described, be for study most antipoisons corn and main weeds barnyard grass grass and
The detoxicating adhesive of the herbicide effect of No. 1 weed killer herbicide of inhibition and sutan composition in the fiber crops.The antipoison that uses in these experiments is 1-10,12,13 and No. 15.
The method of testing of using in these experiments is the method for testing of said method II.With after herbicide sprays is in the soil, with suction pipe antipoison is applied to soil cover, then make it in conjunction with and irrigate in the above.Result of the test is listed in table 15.
Table 15 weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.10 NO. amount of application corn BYG VL
1.12 6.72 - - 25 98 85
0.56 " - - 20 97 80
1.12 " 15 8.96 15 97 85
0.56 " 15 " 10 99 80
1.12 " 15 2.24 15 97 85
0.56 " 15 " 20 98 75
1.12 " 7 8.96 10 98 85
0.56 " 7 " 0 98 70
1.12 " 7 2.24 20 90 85
0.56 " 7 " 15 95 80
1.12 " 1 8.96 30 90 65
0.56 " 1 " 10 90 70
1.12 " 1 2.24 20 93 70
0.56 " 1 " 15 97 80
1.12 " 5 8.96 15 98 85
0.56 " 5 " 20 95 70
1.12 " 5 2.24 10 90 85
0.56 " 5 " 5 97 85
Table 15 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.10 NO. amount of application corn BYG VL
1.12 " 10 8.96 10 98 85
0.56 " 10 " 5 96 70
1.12 " 10 2.24 20 96 80
0.56 " 10 " 5 97 70
1.12 " 3 8.96 15 97 80
0.56 " 3 " 10 97 80
1.12 " 3 2.24 5 93 80
0.56 " 3 " 15 95 75
1.12 6.72 12 8.96 20 98 80
0.56 " 12 " 0 96 80
1.12 " 12 2.24 35 97 85
0.56 " 12 " 10 90 75
1.12 " 9 8.96 15 97 80
0.56 " 9 " 15 95 70
1.12 " 9 2.24 5 97 80
0.56 " 9 " 15 97 65
Table 15 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.10 NO. amount of application corn BYG VL
1.12 " 8 8.96 20 85 85
0.56 " 8 " 10 90 70
1.12 " 8 2.24 5 95 80
0.56 " 8 " 0 93 75
1.12 " 2 8.96 20 98 85
0.56 " 2 " 15 90 75
1.12 " 2 2.24 10 96 85
0.56 " 2 " 25 96 75
1.12 " 13 8.96 0 95 85
0.56 " 13 " 15 95 70
1.12 " 13 2.24 20 97 90
0.56 " 13 " 10 97 85
1.12 " 4 8.96 25 90 85
0.56 " 4 " 5 85 85
1.12 " 4 2.24 15 95 85
0.56 " 4 " 15 93 85
Table 15 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 NO.10 NO. amount of application corn BYG VL
1.12 6.72 8 8.96 20 99 95
0.56 " 8 " 20 97 85
1.12 " 8 2.24 10 98 90
0.56 " 8 " 5 95 80
1.12 - - - 20 55 70
0.56 - - - 20 35 50
- 6.72 - - 5 97 55
Contrast 000
With reference to the data of Figure 15, can find when No. 1 weed killer herbicide with 1.12 and the dosage of 0.56kg/ hectare and No. 10
Plant preceding combination with 6.72kg/ hectare PPI(kind) unite when using, all
Antipoison can be when using with the weed killer herbicide of one or both dosage to the damage of corn
Commercial acceptable level.In this experiment, No. 13 antipoisons are at the highest using dosage
Can reach the best protection effect, and then be No. 7 and No. 10 antipoisons.Under the various ratio combined situation of two kinds of weed killer herbicides and antipoison, 4 kinds of antipoisons (7,8,1
Number) can fully protect corn to avoid damage, kept significantly right to the barnyard grass grass simultaneously
Good control or the inhibitory action of fiber crops.
Embodiment 16
In this embodiment, used identical antipoison and the method described in the previous embodiment, the mixe herbicide in the present embodiment experiment that different is is EPTC, and it is commodity weed killer herbicide EPTAM
Active ingredient; EPTC can think weed killer herbicide No. 4.
Experimental result sees Table 16
Table 16 weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 EPTAM NO. dosage corn BYG VL
1.12 6.72 - - 25 90 85
0.56 " - - 25 93 80
1.12 " 15 8.96 15 85 75
0.56 " 15 " 10 85 75
1.12 " 15 2.24 5 80 70
0.56 " 15 " 10 85 75
1.12 " 7 8.96 20 75 80
0.56 " 7 " 5 80 75
1.12 " 7 2.24 5 75 80
0.56 " 7 " 0 80 80
1.12 " 1 8.96 15 85 75
0.56 " 1 " 0 95 70
Table 16 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 EPTAM NO. dosage corn BYG VL
1.12 " 1 2.24 0 85 80
0.56 " 1 " 0 80 80
1.12 " 5 8.96 10 75 85
0.56 " 5 " 15 80 80
1.12 " 5 2.24 10 80 85
0.56 " 5 " 0 80 80
1.12 " 10 8.96 5 95 85
0.56 " 10 " 5 98 80
1.12 " 10 2.24 20 85 85
0.56 " 10 " 0 85 85
1.12 " 3 8.96 15 85 80
0.56 " 3 " 15 85 80
1.12 " 3 2.24 0 85 80
0.56 " 3 " 15 85 85
1.12 6.72 12 8.96 10 90 85
0.56 " 12 " 15 85 75
1.12 " 12 2.24 0 90 85
0.56 " 12 " 5 90 85
Table 16 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 EPTAM NO. dosage corn BYG VL
1.12 " 9 8.96 15 75 75
0.56 " 9 " 10 80 75
1.12 " 9 2.24 0 80 80
0.56 " 9 " 5 85 85
1.12 " 8 8.96 25 75 80
0.56 " 8 " 10 85 80
1.12 " 8 2.24 25 80 80
0.56 " 8 " 5 80 80
1.12 " 2 8.96 5 85 85
0.56 " 2 " 0 80 80
1.12 " 2 2.24 15 90 80
0.56 " 2 " 5 85 75
1.12 " 13 8.96 10 75 80
0.56 " 13 " 0 80 75
1.12 " 13 2.24 15 85 85
0.56 " 13 " 10 85 85
Table 16 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 EPTAM NO. dosage corn BYG VL
1.12 " 4 8.96 5 85 80
0.56 " 4 " 0 90 80
1.12 " 4 2.24 30 80 80
0.56 " 4 " 10 80 80
1.12 " 6 8.96 10 90 90
0.56 " 6 " 0 90 85
1.12 " 6 2.24 5 85 85
0.56 " 6 " 15 85 80
0.56 - - - 10 70 60
1.12 - - - 15 55 40
- 6.72 - - 5 95 55
Contrast 000
Data in the table 16 show that except that No. 8, all antipoisons can be protected corn for No. 1 weed killer herbicide 1.12kg/ hectare of the highest test dose and the composition of EPTAM6.72kg/ hectare.In addition, the weeding damage to corn that the every other combination of No. 1 weed killer herbicide and EPTAM causes also is reduced, and No. 4 antipoisons are for No. 1 antipoison of 1.12kg/ hectare, and the effect of the composition of 6.72kg/ hectare EPTAM and the detoxifcation of 2.24kg/ hectare belongs to exception.Seven kinds of dichloro acetamide antipoisons and the weed killer herbicide 1,4,6 and 13 that comes from other chemical plant have shown the business control of barnyard grass grass and right
Control or the inhibition of fiber crops.
Embodiment 17
In this embodiment, be vernolate (No. 11 weed killer herbicides) at the mixe herbicide of in the composition that No. 1 weed killer herbicide uses, testing; This compound is VERNAM
The active ingredient of weed killer herbicide.Identical in these experiments in used antipoisons and method and embodiment 15 and 16.Experimental result sees Table 17
Table 17 weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 VERNAM NO. dosage corn BYG VL
1.12 6.72 - - 70 99 85
0.56 " - - 75 99 85
1.12 " 15 8.96 0 99 95
0.56 " 15 " 15 99 80
1.12 " 15 2.24 15 99 80
0.56 " 15 " 0 99 85
1.12 " 7 8.96 5 99 98
0.56 " 7 " 10 99 95
Table 17 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 VERNAM NO. dosage corn BYG VL
1.12 " 7 2.24 15 99 85
0.56 " 7 " 0 99 90
1.12 " 1 8.96 10 99 85
0.56 " 1 " 0 98 80
1.12 " 1 2.24 10 100 85
0.56 " 1 " 5 98 85
1.12 " 5 8.96 5 98 97
0.56 " 5 " 10 99 90
1.12 " 5 2.24 10 99 85
0.56 " 5 " 15 99 85
1.12 " 10 8.96 15 99 95
0.56 " 10 " 10 99 90
1.12 " 10 2.24 10 99 90
0.56 " 10 " 5 99 95
1.12 " 3 8.96 0 99 85
0.56 " 3 " 15 99 90
1.12 " 3 2.24 10 99 90
0.56 " 3 " 15 99 85
Table 17 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 VERNAM NO. dosage corn BYG VL
1.12 6.72 12 8.96 5 99 85
0.56 " 12 " 10 99 85
1.12 " 12 2.24 15 99 90
0.56 " 12 " 5 99 85
1.12 " 9 8.96 0 99 95
0.56 " 9 " 5 99 85
1.12 " 9 2.24 10 99 85
0.56 " 9 " 5 99 90
1.12 " 8 8.96 10 99 85
0.56 " 8 " 0 99 90
1.12 " 8 2.24 15 99 95
0.56 " 8 " 15 99 95
1.12 " 2 8.96 15 99 80
0.56 " 2 " 25 99 80
1.12 " 2 2.24 25 98 85
0.56 " 2 " 35 98 85
Table 17 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 VERNAM NO. dosage corn BYG VL
1.12 " 13 8.96 10 99 85
0.56 " 13 " 25 99 85
1.12 " 13 2.24 15 99 85
0.56 " 13 " 15 99 85
1.12 " 4 8.96 20 99 85
0.56 " 4 " 15 99 90
1.12 " 4 2.24 25 99 85
0.56 " 4 " 15 99 80
1.12 " 6 8.96 15 100 95
0.56 " 6 " 20 99 90
1.12 " 6 2.24 35 99 95
0.56 " 6 " 25 99 80
1.12 - - - 5 45 65
0.56 - - - 0 25 10
- 6.72 - - 80 100 75
Contrast 000
The data of table 17 show under the situation of one or more weed killer herbicides and the combination of antipoison dosage; all antipoisons are to No. 1, sulfonylurea herbicide and thiocarbamate; the herbicidal composition of vernolate has shown the protective effect of business level, and does not reduce the remarkable control of barnyard grass grass and right
The good of fiber crops controlled to remarkable.In fact, remove 2,4,6 and 13 extras, all antipoisons can both be protected safety to business level to all combinations of these two kinds of weed killer herbicides.Moreover the dichloro acetamide antipoison more effectively makes the damage (mainly being caused by vernolate) of corn reduce to minimum than the antipoison of other types.In this experiment, No. 9 antipoison has reached the best safety protective effect.
Embodiment 18
In the experiment of present embodiment report, used similar among herbicidal composition and the embodiment 16, wherein No. 1 weed killer herbicide and mixe herbicide EPTC(4 weed killer herbicide) be used in combination, antipoison comprises 1,2,7,13 and No. 15.But, EPTC is with ERADICANE(EPTC+ antipoison R-25788 in this experiment, also i.e. No. 1 antipoison) form of preparation uses by the dosage of 8.96kg/ hectare.Therefore, have two kinds of antipoisons to exist in this experiment, their titles are a kind of in R-25788 and auxiliary antipoison 2,13 and No. 15.
Experimental technique is the step of said method II.Experimental result sees Table 18.
Table 18 weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 ERADICANE NO. dosage corn BYG VL
1.12 8.96 - - 20 85 75
0.56 " - - 25 90 80
0.56 " 15 8.96 25 90 85
1.12 " 15 " 30 85 65
0.56 " 15 2.24 25 90 80
1.12 " 15 " 15 93 80
0.56 " 7 8.96 20 85 80
1.12 " 7 " 10 85 75
0.56 " 7 2.24 15 90 75
1.12 " 7 " 15 85 70
0.56 " 1 8.96 25 90 85
1.12 " 1 " 25 85 75
0.56 " 1 2.24 30 90 85
1.12 " 1 " 35 90 75
0.56 " 2 8.96 25 85 93
1.12 " 2 " 20 95 75
0.56 " 2 2.24 15 93 80
1.12 " 2 " 20 85 70
Table 18 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 ERADICANE NO. dosage corn BYG VL
0.56 " 13 8.96 20 85 80
1.12 " 13 " 40 90 75
0.56 " 13 2.24 10 85 80
1.12 " 13 " 10 85 75
1.12 - - - 25 55 55
0.56 - - - 30 30 45
- 8.96 - - 10 95 35
Contrast 000
In this experiment, the data of table 18 are to use chemical substance and obtain in the PPI mode, and the barnyard grass grass is controlled and right
Fiber crops have played inhibitory action, but only have inadequate corn protective effect.Although low slightly to the damage of corn with No. 7 antipoisons in handling for four times, other safeners can not reduce weed killer herbicide under the highest proof load and the corn of this edge of safener level damages.
Embodiment 19
Identical among experiment method of reporting in the present embodiment and used antipoison and the embodiment 18, unique difference is used commodity weed killer herbicide ERADICANE exactly
EXTRA has replaced ERADICANE
ERADICANE EXTRA is that a kind of antipoison that contains is that R-29148(is No. 5 antipoisons here) and the preparation of filler dietholat.
Experimental result is listed in table 19.
Table 19 weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
ERADICANE
NO.1 EXTRA NO. dosage corn BYG VL
1.12 8.96 - - 20 95 85
0.56 " - - 30 95 80
1.12 " 15 8.96 25 90 75
0.56 " 15 " 30 85 75
1.12 " 15 2.24 25 85 85
0.56 " 15 " 20 90 70
1.12 " 7 8.96 25 85 85
0.56 " 7 " 20 85 80
1.12 " 7 2.24 25 90 75
0.56 " 7 " 15 85 75
1.12 " 1 8.96 25 95 85
0.56 " 1 " 15 90 75
1.12 " 1 2.24 35 90 70
0.56 " 1 " 35 90 70
Table 19 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
ERADICANE
NO.1 EXTRA NO. dosage corn BYG VL
1.12 " 2 8.96 20 85 75
0.56 " 2 " 25 90 75
1.12 " 2 2.24 25 85 85
0.56 " 2 " 20 90 75
1.12 " 13 8.96 15 95 85
0.56 " 13 " 15 90 70
1.12 " 13 2.24 20 90 80
0.56 " 13 " 15 90 65
1.12 - - - 25 70 65
0.56 - - - 20 30 50
- 8.96 - - 5 98 55
Contrast 000
In the EPTC preparation that contains the R-29148 antipoison, add other antipoisons, can reduce higher corn damage in some cases really.No. 13 antipoisons are antipoisons most effectively in whole four times are handled.On the other hand, under the combination of some weed killer herbicide and antipoison dosage, some antipoison shows the damage reinforcement of corn in this experiment; For example, under the antipoison and weed killer herbicide situation of maximum dose level, 1,7 and No. 15 antipoison can slightly increase the damage of corn, increases to 25% from 20%.In this experiment, reached good barnyard grass grass control and right
Inhibition of fiber crops even good control.
Embodiment 20
The described experiment purpose of present embodiment be two kinds of tests usually effectively antidotal compounds promptly 5 and No. 15 antipoisons for sulfonyl urea compound, No. 1 weed killer herbicide and commodity weed killer herbicide EPTC(4 weed killer herbicide) and ERADICANE
EXTRA(EPTC+R-29148, No. 5 antipoisons) situation of antagonism herbicide effect.Carry out these experiments with above-mentioned method II.The preparation of EPTC and ERADICANE EXTRA is applied to upper soll layer (being applied to above the seed bed), then sucks No. 1 weed killer herbicide and No. 15 antipoisons.Fully mixing soil and bedding then carry out the abundant irrigation of 0.6cm on each seed bed.In this experiment especially interesting be about
The control of fiber crops, and do not comprise the barnyard grass grass.
Experimental result sees Table 20.
Table 20 weed killer herbicide
Kg/ha antipoison % damage ratio
ERADICANE
NO.1 NO.4 EXTRA NO.15 corn VL
- - 2.24 - 0 0
- - 4.48 - 0 15
- - 6.72 - 0 85
- - - - 0 0
- 2.24 - - 0 0
- 4.48 - - 0 0
- 6.72 - - 10 18
0.56 - - - 70 95
2.24 - 2.24 - 90 100
0.56 - " - 55 95
2.24 - 4.48 - 85 100
0.56 - " - 65 90
2.24 - 6.72 - 95 95
0.56 - " - 75 100
2.24 - - - 85 100
0.56 2.24 - - 75 95
2.24 " - - 90 95
0.56 4.48 - - 35 90
Table 20 (continuing)
Weed killer herbicide
Kg/ha antipoison % damage ratio
ERADICANE
NO.1 NO.4 EXTRA NO.15 corn VL
2.24 " - - 70 95
0.56 6.72 - - 85 100
2.24 " - - 90 100
0.56 2.24 - 0.18 5 90
2.24 " - " 35 95
0.56 4.48 - 0.35 15 95
2.24 " - " 15 95
0.56 6.78 - 0.56 0 95
2.24 " - " 15 100
Data in the table 20 show that ERADICANE EXTRA is not having effect aspect the herbicidal composition of No. 1 weed killer herbicide of antagonism and No. 4 weed killer herbicides.This result is consistent with the result of embodiment 18.But; these results should compare with the result of embodiment 16; in embodiment 16; the composition of No. 1 and No. 4 weed killer herbicides (not being to exist with ERADICANE EXTRA dosage form) can obtain the protection of detoxifying composition (R-29148) among the ERAD-ICANE EXTRA and comprising other antipoisons of majority of No. 1 antipoison (antipoison among the ERADICANE) effectively; test data in table 16 has also shown, can make the abundant safe of weed killer herbicide No. 4.
Embodiment 21
In this embodiment, experimentize according to the method for front embodiment 18-20, different is that the mixe herbicide composition that present embodiment uses is SUTAN
PLUS, this commodity contain compound sutan (No. 10 weed killer herbicides) as the activity of weeding composition, and contain a kind of antipoison R-27588(1 antipoison).Moreover the antidotal compound of present embodiment is 1,2,7,13 and No. 15.The using method II.Experimental data sees Table 21.
Table 21 weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 SUTAN+ NO. dosage corn BYG VL
1.12 8.96 - - 5 50 70
0.56 " - - 10 20 60
1.12 " 15 8.96 20 40 65
0.56 " 15 " 25 10 60
1.12 " 15 2.24 30 15 65
0.56 " 15 " 25 0 50
1.12 " 7 8.96 15 10 45
0.56 " 7 " 20 10 65
1.12 " 7 2.24 15 40 65
0.56 " 7 " 5 25 45
Table 21 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 SUTAN+ NO. dosage corn BYG VL
1.12 " 1 8.96 20 35 60
0.56 " 1 " 15 25 65
1.12 " 1 2.24 30 10 65
0.56 " 1 " 15 0 40
1.12 " 2 8.96 15 5 70
0.56 " 2 " 5 10 65
1.12 " 2 2.24 0 45 70
0.56 " 2 " 10 5 55
1.12 " 13 8.96 10 70 70
0.56 " 13 " 10 50 40
1.12 " 13 2.24 5 70 70
0.56 " 13 " 0 40 55
1.12 - - - 30 10 65
0.56 - - - 0 10 50
- 8.96 - - 15 10 0
Contrast 000
Can find that from the data of table 21 using mixture with PPI can provide significant corn protective effect.Add of the protective effect not improvement of other dichloro acetamide antipoisons to corn.Although the corn protective effect can be thought acceptable reluctantly, be medium even very poor to the control of weeds.
Embodiment 22
Experiment in the present embodiment is the repeated experiments of embodiment 21 described experiments.Reason is to consider the non-distinctive undesirable corn protective effect of appearance and weeds control, and this is that high temperature by the greenhouse unknown cause is caused.So reduced temperature in this experiment.Experimental result sees Table 22.
Table 22 weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 SUTAN+ NO. dosage corn BYG VL
1.12 8.96 - - 60 93 85
0.56 " - - 55 93 80
1.12 " 15 8.96 45 90 80
0.56 " 15 " 55 90 98
1.12 " 15 2.24 60 85 80
0.56 " 15 " 45 85 70
1.12 " 7 8.96 50 80 70
0.56 " 7 " 50 90 75
Table 22 (continuing)
The weed killer herbicide antipoison
Kg/ha kg/ha % damage ratio
NO.1 SUTAN+ NO. dosage corn BYG VL
1.12 " 7 2.24 65 95 97
0.56 " 7 " 45 90 80
1.12 " 1 8.96 55 90 80
0.56 " 1 " 60 90 80
1.12 " 1 2.24 50 85 80
0.56 " 1 " 45 93 80
1.12 " 2 8.96 50 90 90
0.56 " 2 " 55 90 90
1.12 " 2 2.24 40 85 93
0.56 " 2 " 45 80 80
1.12 " 13 8.96 60 93 90
0.56 " 13 " 60 90 95
1.12 " 13 2.24 75 95 95
0.56 " 13 " 70 90 85
1.12 - - - 65 70 80
0.56 - - - 60 55 65
- 8.96 - - 5 100 75
Contrast 000
The data of table 22 show, the herbicidal composition of all safeties shown to the barnyard grass grass well in addition significantly control and right
Medium even the remarkable control of fiber crops.Discovery medium root occurred and has wiped out in corn plant.In these experiments, antipoison can not be wiped out the protective effect that provides enough to the obvious root that is caused by No. 1 weed killer herbicide.
Embodiment 23
In other greenhouse experiment, use above-mentioned method II, faber bristlegrass herb (Setariafabergi) and
Fiber crops (Abutilon theophrasti) exist down as representational annual monocotyledon and dicotyledon weeds respectively, in corn to 15 and No. 1 weed killer herbicide of 17-21 antipoison antagonism aspect safeguard protection render a service and estimate.
Experimental result sees Table 23A and 23B, and the plant shown in it suppresses to represent the mean value of two samples, observes obtaining data after chemical substance is used 13 days.Respectively with symbol " GFT " and " VL " represent faber bristlegrass herb and
Fiber crops.Data among the table 23A are to use the test result of 2.24kg/ hectare antipoison, and in table 23B, the amount of application of antipoison is reduced to the 0.56kg/ hectare.
Table 23A1 weed killer herbicide antipoison % inhibiting rate
Kg/Ha NO. kg/ha corn GFT VL
1.12 - - 65 80 95
0.56 - - 50 60 95
0.28 - - 25 35 90
0.14 - - 15 25 90
Table 23A (continuing)
No. 1 weed killer herbicide antipoison % inhibiting rate
Kg/Ha NO. kg/ha corn GFT VL
1.12 18 2.24 10 70 95
0.56 18 2.24 10 65 95
0.28 18 2.24 0 30 95
0.14 18 2.24 0 15 90
1.12 19 2.24 15 70 95
0.56 19 2.24 5 50 95
0.28 19 2.24 0 30 85
0.14 19 2.24 0 15 90
1.12 20 2.24 15 65 90
0.56 20 2.24 0 40 85
0.28 20 2.24 0 35 90
0.14 20 2.24 0 15 90
1.12 21 2.24 30 70 95
0.56 21 2.24 5 35 95
0.28 21 2.24 0 20 85
0.14 21 2.24 0 10 85
1.12 15 2.24 20 75 98
0.56 15 2.24 5 65 90
Table 23A (continuing)
No. 1 weed killer herbicide antipoison % inhibiting rate
Kg/Ha NO. kg/ha corn GFT VL
0.28 15 2.24 0 30 90
0.14 15 2.24 5 20 90
1.12 17 2.24 25 70 95
0.56 17 2.24 15 60 95
0.28 17 2.24 0 25 85
0.14 17 2.24 0 25 95
Table 23B
No. 1 weed killer herbicide antipoison % inhibiting rate
Kg/Ha NO. kg/ha corn GFT VL
1.12 - - 60 70 90
0.56 - - 40 60 90
0.28 - - 25 30 95
0.14 - - 10 30 85
1.12 18 0.56 30 60 95
0.56 18 0.56 20 60 90
1.28 18 0.56 5 20 95
0.14 18 0.56 5 15 90
Table 23B (continuing)
No. 1 weed killer herbicide antipoison % inhibiting rate
Kg/Ha NO. kg/ha corn GFT VL
1.12 19 0.56 40 65 90
0.56 19 0.56 15 60 90
0.28 19 0.56 5 40 85
0.14 19 0.56 0 25 85
1.12 20 0.56 40 75 95
0.56 20 0.56 20 60 90
0.28 20 0.56 5 20 90
0.14 20 0.56 0 15 90
1.12 21 0.56 35 75 95
0.56 21 0.56 20 50 90
0.28 21 0.56 5 45 90
0.14 21 0.56 0 20 85
1.12 15 0.56 10 70 95
0.56 15 0.56 5 60 95
0.28 15 0.56 0 30 90
0.14 15 0.56 0 20 85
1.12 17 0.56 30 65 95
0.56 17 0.56 20 55 90
Table 23B (continuing)
No. 1 weed killer herbicide antipoison % inhibiting rate
Kg/Ha NO. kg/ha corn GFT VL
0.28 17 0.56 10 40 90
0.14 17 0.56 0 15 90
Data with reference to table 23A and 23B, can find, at suitable weed killer herbicide: when using with two kinds of different administration dosage of antipoison under the antipoison ratio, the antipoison of each test can both reduce the weed killer herbicide damage because of there not being antipoison to exist following No. 1 weed killer herbicide to cause.Particularly; when using antipoison with the dosage of 2.24kg/ hectare; except 15 and No. 17 antipoisons can not reduce corn damage (still can reach the corn protective effect when low dosage uses) under the high herbicidal agent proof load of 1.12kg/ hectare; the corn damage that all situations can cause No. 1 weed killer herbicide down is reduced to commercial acceptable level (inhibiting rate also promptly, 〉=15%).
Equally, even under the low antipoison application dosage and weed killer herbicide dosage of 0.56kg/ hectare, all can guarantee commercial acceptable corn protective effect under all situations less than the 0.28kg/ hectare.No. 15 antipoison all can protect corn to avoid the damage of weed killer herbicide under all proof loads widely, and remaining antipoison under three high herbicidal agent using dosages reducible corn degree of injury between 20% to 50%.
Test data also further shows, basically in all cases, with weed killer herbicide under the no antipoison existence control of weeds is compared, and the adding antipoison can not influence the control to weeds.
Embodiment 24
Repeat the experiment described in the embodiment 23, but in this embodiment, comprised many mixe herbicides, contain No. 1 weed killer herbicide and 4,6,7 and No. 12 weed killer herbicides efficient as the composition of mixe herbicide to determine the antipoison antagonism.Test result sees Table 24, and wherein the antipoison using dosage is the 2.24kg/ hectare.
Table 241 herbicide mixture weed killer herbicide antipoison % inhibiting rate
Kg/Ha NO.kg/ha NO.kg/ha corn GFT VL
0.56 7 0.28 - - 45 99 95
0.28 7 0.28 - - 30 100 95
0.14 7 0.28 - - 15 100 90
0.07 7 0.28 - - 5 100 90
0.56 7 0.28 18 2.24 10 100 98
0.28 7 0.28 18 2.24 5 100 95
0.14 7 0.28 18 2.24 10 99 95
0.07 7 0.28 18 2.24 0 99 90
0.56 7 0.28 19 2.24 10 99 98
0.28 7 0.28 19 2.24 5 99 95
0.14 7 0.28 19 2.24 0 99 90
0.07 7 0.28 19 2.24 0 99 90
Table 24 (continuing)
No. 1 herbicide mixture weed killer herbicide antipoison % inhibiting rate
Kg/Ha NO.kg/ha NO.kg/ha corn GFT VL
0.56 7 0.28 20 2.24 5 99 95
0.28 7 0.28 20 2.24 0 100 95
0.14 7 0.28 20 2.24 0 98 90
0.07 7 0.28 20 2.24 0 98 95
0.56 7 0.28 21 2.24 15 100 98
0.28 7 0.28 21 2.24 5 98 95
0.14 7 0.28 21 2.24 0 100 90
0.07 7 0.28 21 2.24 0 100 95
0.56 7 0.28 15 2.24 5 100 98
0.28 7 0.28 15 2.24 0 100 95
0.14 7 0.28 15 2.24 0 100 95
0.07 7 0.28 15 2.24 0 100 85
0.56 7 0.28 17 2.24 15 99 98
0.28 7 0.28 17 2.24 5 100 98
0.14 7 0.28 17 2.24 0 100 95
0.07 7 0.28 17 2.24 0 100 85
0.56 12 0.28 - - 45 99 90
0.28 12 0.28 - - 30 99 95
Table 24 (continuing)
No. 1 herbicide mixture weed killer herbicide antipoison % inhibiting rate
Kg/Ha NO.kg/ha NO.kg/ha corn GFT VL
0.14 12 0.28 - - 10 99 90
0.07 12 0.28 - - 5 99 85
0.56 12 0.28 18 2.24 15 99 95
0.28 12 0.28 18 2.24 10 100 95
0.14 12 0.28 18 2.24 0 99 99
0.07 12 0.28 18 2.24 0 100 80
0.56 12 0.28 19 2.24 20 99 99
0.28 12 0.28 19 2.24 5 100 95
0.14 12 0.28 19 2.24 0 99 85
0.07 12 0.28 19 2.24 0 99 85
0.56 12 0.28 20 2.24 10 100 98
0.28 12 0.28 20 2.24 5 100 98
0.14 12 0.28 20 2.24 5 100 95
0.07 12 0.28 20 2.24 0 99 90
0.56 12 0.28 21 2.24 20 99 98
0.28 12 0.28 21 2.24 10 100 98
0.14 12 0.28 21 2.24 5 99 95
0.07 12 0.28 21 2.24 0 100 90
Table 24 (continuing)
No. 1 herbicide mixture weed killer herbicide antipoison % inhibiting rate
Kg/Ha NO.kg/ha NO.kg/ha corn GFT VL
0.56 12 0.28 15 2.24 5 99 99
0.28 12 0.28 15 2.24 5 100 98
0.14 12 0.28 15 2.24 5 99 95
0.07 12 0.28 15 2.24 5 99 90
0.56 12 0.28 17 2.24 20 100 95
0.28 12 0.28 17 2.24 5 98 98
0.14 12 0.28 17 2.24 5 99 98
0.07 12 0.28 17 2.24 5 99 90
0.56 6 0.14 - - 40 100 95
0.28 6 0.14 - - 25 100 95
0.14 6 0.14 - - 20 100 95
0.07 6 0.14 - - 5 100 85
0.56 6 0.14 18 2.24 20 100 98
0.28 6 0.14 18 2.24 5 99 95
0.14 6 0.14 18 2.24 0 99 95
0.07 6 0.14 18 2.24 0 100 90
0.56 6 0.14 19 2.24 10 99 99
0.28 6 0.14 19 2.24 5 99 95
Table 24 (continuing)
No. 1 herbicide mixture weed killer herbicide antipoison % inhibiting rate
Kg/Ha NO.kg/ha NO.kg/ha corn GFT VL
0.14 6 0.14 19 2.24 0 100 95
0.07 6 0.14 19 2.24 0 100 90
0.56 6 0.14 20 2.24 20 100 95
0.28 6 0.14 20 2.24 5 100 98
0.14 6 0.14 20 2.24 5 99 90
0.07 6 0.14 20 2.24 0 100 95
0.56 6 0.14 21 2.24 10 100 98
0.28 6 0.14 21 2.24 5 99 95
0.14 6 0.14 21 2.24 5 100 90
0.07 6 0.14 21 2.24 0 100 85
0.56 6 0.14 15 2.24 10 99 99
0.28 6 0.14 15 2.24 10 100 98
0.14 6 0.14 15 2.24 5 100 85
0.07 6 0.14 15 2.24 5 100 95
0.56 6 0.14 17 2.24 15 99 98
0.28 6 0.14 17 2.24 15 98 95
0.14 6 0.14 17 2.24 0 100 90
0.07 6 0.14 17 2.24 5 100 90
Table 24 (continuing)
No. 1 herbicide mixture weed killer herbicide antipoison % inhibiting rate
Kg/Ha NO.kg/ha NO.kg/ha corn GFT VL
0.56 4 1.12 - - 40 75 90
0.28 4 1.12 - - 25 85 95
0.14 4 1.12 - - 20 80 90
0.07 4 1.12 - - 10 70 90
0.56 4 1.12 18 2.24 10 65 90
0.28 4 1.12 18 2.24 5 70 95
0.14 4 1.12 18 2.24 5 55 95
0.07 4 1.12 18 2.24 5 65 90
0.56 4 1.12 19 2.24 5 70 90
0.28 4 1.12 19 2.24 5 45 95
0.14 4 1.12 19 2.24 0 60 95
0.07 4 1.12 19 2.24 0 40 90
0.56 4 1.12 20 2.24 10 65 95
0.28 4 1.12 20 2.24 0 65 90
0.14 4 1.12 20 2.24 0 40 90
0.07 4 1.12 20 2.24 0 65 90
0.56 4 1.12 21 2.24 5 70 90
0.28 4 1.12 21 2.24 0 65 95
Table 24 (continuing)
No. 1 herbicide mixture weed killer herbicide antipoison % inhibiting rate
Kg/Ha NO.kg/ha NO.kg/ha corn GFT VL
0.14 4 1.12 21 2.24 5 60 90
0.07 4 1.12 21 2.24 5 65 90
0.56 4 1.12 15 2.24 15 60 95
0.28 4 1.12 15 2.24 5 60 95
0.14 4 1.12 15 2.24 10 65 95
0.07 4 1.12 15 2.24 0 40 90
0.56 4 1.12 17 2.24 20 70 95
0.28 4 1.12 17 2.24 5 45 90
1.14 4 1.12 17 2.24 0 50 90
0.07 4 1.12 17 2.24 0 55 90
Data in the table 24 show in all cases, and the composition of each mixe herbicide of dosage can cause commercial unacceptable damage to corn crop between No. 1 weed killer herbicide of 0.28kg/ hectare and 0.56kg/ hectare proof load and 0.14kg/ hectare and the 1.12kg/ hectare.And No. 6 mixe herbicides of No. 1 weed killer herbicide of 0.14kg/ hectare low dosage and 0.14kg/ hectare dosage and No. 4 mixe herbicides of 1.12kg/ hectare dosage are formed compositions and also can be caused commercial unacceptable damage to corn.
Comparatively speaking, in the composition of forming less than the mixe herbicide of No. 1 weed killer herbicide of 0.56kg/ hectare application dosage and described dosage, add each test antipoison of 2.24kg/ hectare application dosage, can make the corn damage correspondingly be reduced to commercial acceptable level.In fact, have only 17,18,19 and No. 20 antipoisons under No. 1 weed killer herbicide situation of the highest proof load (0.56kg/ hectare), can not protect said weed killer herbicide: the composition of mixe herbicide.
In addition, adding antipoison does not generally influence control to weeds, especially for
Fiber crops.15 and the 17-21 antipoison in the presence of, for the control of faber bristlegrass herb remarkable reduction can appear less than No. 4 mixe herbicides of No. 1 weed killer herbicide of 0.56kg/ hectare proof load and 1.12kg/ hectare.
Embodiment 25
In the greenhouse, experimentize again, with estimate No. 1 antipoison (dichlormid) and No. 2 antipoisons (naphthalic anhydride) aspect the protection corn to the detoxifcation efficient of 1-3 weed killer herbicide (also promptly, being respectively NC-319, NC-319EX and NC311) activity of weeding.To test these chemical substances with the postemergence application mode before the seedling.The miscibilty pulvis of preparation weed killer herbicide is also used it; Use the missible oil of dichlormid, and the method for application of naphthalic anhydride is to give the corn seed dressing with it before plantation.
In diameter is the basin of 12cm, corn seed (pioneer's 3424 mutation) is planted in the fluviogenic soil that contains compost and chemical fertilizer.Before the seedling when germinateing test and germinateed 7 days after seedling after use test chemical with 11.2 liters/hectare sprayed volume amount with spray gun in the test, plant grows to 16-20cm 3.0-3.2 leaf during the phase, check (contrast), the seed of naphthalic anhydride dressing, at plant growing 14-16cm, the 2.8-3.0 leaf was checked during the phase.
What table 25A represented is the test data of test before the seedling, and the test data in the test behind the seedling of representing among the table 25B.In table, the concentration of chemical substance is with per hectare active ingredient gram number (G/ha) expression; Concentration for naphthalic anhydride itself is not measured, but is traditional, and normal dressing mode is used.The corn damage ratio suppresses the growth percentage and represents.
Test before the table 25A-seedling
Weed killer herbicide antipoison % inhibiting rate
NO. G/ha NO. G/ha corn
1 0.25 - - 22.3
1 0.74 - - 32.3
1 2.5 - - 49.9
2 0.25 - - 21.7
2 0.74 - - 36.4
2 2.5 - - 42.7
3 0.07 - - 19.1
3 0.25 - - 80.9
3 0.74 - - 80.9
- - 2 * 17.4
1 0.25 2 " 18.2
1 0.74 2 " 31.2
1 2.5 2 " 27.3
2 0.25 2 " 31.5
2 0.74 2 " 18.9
2 2.5 2 " 31.9
Test (continuing) before the table 25A-seedling
Weed killer herbicide antipoison % inhibiting rate
NO. G/ha NO. G/ha corn
3 0.07 2 " 13.2
3 0.25 2 " 29.3
3 0.74 2 " 46.9
- - 1 7.41 21.0
1 0.25 1 7.41 23.2
1 0.74 1 7.41 28.4
1 2.5 1 7.41 26.2
2 0.25 1 7.41 26.5
2 0.74 1 7.41 28.9
2 2.5 1 7.41 37.3
3 0.07 1 7.41 9.3
3 0.25 1 7.41 43.0
3 0.74 1 7.41 83.9
* do not measure seed treatment antipoison concentration
Test behind the table 25B-seedling
Weed killer herbicide antipoison % inhibiting rate
NO. G/ha NO. G/ha corn
1 0.25 - - 12.4
1 0.74 - - 9.2
1 2.5 - - 24.5
2 0.25 - - 23.7
2 0.74 - - 14.9
2 2.5 - - 17.6
3 0.07 - - 42.2
3 0.25 - - 76.5
3 0.74 - - 76.1
- - 2 * 14.5
1 0.25 2 " 14.1
1 0.74 2 " 27.3
1 2.5 2 " 16.7
2 0.25 2 " 8.0
2 0.74 2 " 24.9
2 2.5 2 " 19.0
3 0.07 2 " 20.4
3 0.25 2 " 33.7
3 0.74 2 " 58.8
Test (continuing) behind the table 25B-seedling
Weed killer herbicide antipoison % inhibiting rate
NO. G/ha NO. G/ha corn
- - 1 - 1.4
1 0.25 1 7.41 16.1
1 0.74 1 7.41 16.3
1 2.5 1 7.41 22.4
2 0.25 1 7.41 17.6
2 0.74 1 7.41 15.9
2 2.5 1 7.41 23.7
3 0.07 1 7.41 39.8
3 0.25 1 7.41 73.9
3 0.74 1 7.41 73.1
* do not measure seed treatment antipoison concentration
With reference to test data before the seedling among the table 25A, find to add No. 2 antipoisons and reduce the corn damage that causes when using with two kinds of high herbicidal agent application dosages significantly because of each 1-3 weed killer herbicide.When using No. 1 weed killer herbicide with 7.41 gram/hectares; particularly under high herbicidal agent application dosage situation; can obtain similar type protection to these weed killer herbicides; significantly exception is; can find the slight damage that increases corn when No. 3 weed killer herbicide is used with 0.74 gram/hectare; but No. 3 weed killer herbicides obtain the protection of No. 1 antipoison significantly when 0.25 gram/hectare dosage, just reduce to 43.0% inhibiting rate from 80.9% inhibiting rate.
Behind seedling in the test, the data of table among the 25B show, No. 2 antipoisons reduce significantly because of damaging with the highest application dosage rather than with the corn that low application dosage is used No. 1 and No. 3 weed killer herbicides cause.In these trials, when being applied to the 1-3 weed killer herbicide behind plantling, No. 1 antipoison do not show protective effect significantly.
Embodiment 26
In order to understand and determine under the situation that contains and do not contain mixe herbicide, to carry out the result of greenhouse test gained better, carried out field trial in large quantities with the composition that representation compound and a kind of antipoison of molecular formula I are formed.Present embodiment has been summarized the situation of these field trials.
The main purpose of these field trials that this paper summarized is to have and do not having alpha-Chloroacetophenone amine mixe herbicide such as in the presence of 6 and No. 7 weed killer herbicides; determine the corn amount of damage that causes as No. 1 weed killer herbicide by the compound of molecular formula I, and the dichloro acetamide antidotal compound is such as No. 15 antipoisons degree of protection to any corn damage.
The corn damage is generally expressed with nonrestrictive term, and expressing term can be that upright strain reduces, and reduces growth, and monster and other are effect more specifically.For the present invention is summarized, the result of most field trials just represents with the remarkable reduction of corn upright plant height to reduce growth (GR) expression.A kind of commercial acceptable corn damage common standard is to be equal to or less than 10% deformity plant or upright strain minimizing, for purpose of the present invention, and should be greater than 15% reduction growth.These field experiments are meant by commercial unacceptable to commercial acceptable corn damage/protection.
In these field experiments, experiment place, soil types (containing the organic substance more than 2% all), climatic factor etc. are extensively to distribute, test is to use in every way after bucket mixes with chemical substance, and also the mode that combination (PPI) and seedling front surface are used (PRE) before the i.e. plantation is used.The experimental plot is three repeated sample small plot experiment points in the complete area design at random.Handle 31 to 50 days during in observe and record.
In brief, in PPI test, do not having under the situation of antipoison, No. 1 weed killer herbicide with 0.07 and 0.14kg/ hectare active ingredient amount of application when using, can cause 9.75% and 13.25% GR with No. 7 weed killer herbicides (alachlor) respectively as mixe herbicide.But, be that the corn damage ratio can reduce to 7.75% and 9.82% respectively when adding No. 15 antipoisons at 1: 1 than the ratio of No. 1 weed killer herbicide with No. 15 antipoisons.What is more important, maximum level of damage from 48%(because of No. 1 weed killer herbicide with 0.07 and 0.14kg/ hectare amount of application use cause) reduce to 22 and 26%GR.
When No. 6 weed killer herbicides (acetyl Acetochlor) and No. 1 weed killer herbicide with 0.7,0.14 and 0.28kg/ hectare active ingredient amount of application when using, the corn level of damage that does not have antipoison is respectively 12.5%, 14.9% and 24.9%GR.Adding No. 15 antipoisons in this composition can make said corn damage ratio reduce to 8.6%, 10.3% and 12.5%GR respectively.The more important thing is that under above-mentioned chemical substance amount of application, the corn damage ratio surpasses the probability of 20%GR and reduces to 1/27 from 5/27 damage plant respectively; Reduce to 1/27 and reduce to 2/27 from 7/27 from 15/27.
In the seedling front surface was used chemical substance test, the composition of No. 1 weed killer herbicide and acetochlor was with 0.07,0.14 and 0.28kg/ hectare active ingredient amount of application when using, and can cause 9.8%, 13.4% and 20.3%GR respectively.In said composition, add No. 15 antipoisons and can respectively the damage of growth minimizing property be reduced to 8.7%, 8.2% and 14.5%.The ratio of No. 15 antipoisons and No. 1 weed killer herbicide increases to the crop damage is further reduced.
The result of above-mentioned field experiment shows under most situation, and No. 15 antipoisons can make the caused corn GR damage of No. 1 weed killer herbicide of representative weed killer herbicide in the pyrazolyl sulfonylurea of molecular formula I be reduced to commercial acceptable level effectively.
Obviously; data in the above-mentioned table have reflected such fact; that is exactly; as known in the field, different safeners comprise that according to different factors relative concentration, weather and soil condition, the water content etc. of weed killer herbicide and/or mixe herbicide and/or antipoison have effect in various degree for the protective effect of different weed killer herbicides.
Herbicidal combinations of the present invention comprises needs the concentrate that dilutes before using, and it contains the auxiliary agent of at least a effective active ingredient and a kind of liquid or solid form.This preparation of compositions is that active ingredient is mixed with a kind of auxiliary agent of thinner, filler, carrier and conditioning agent that comprises, a kind of composition of granular solids, granula, pill, liquor, dispersant or emulsion dosage form of fine dispersion is provided.Therefore, should believe that active ingredient can use with any suitable composition of the solid of a kind of auxiliary agent such as a kind of fine dispersion, a kind of organic origin liquid, water, wetting agent, dispersant, emulsifier or these auxiliary agents.
Suitable wetting agent should comprise the long-chain acid esters of alkylbenzene, alkylnaphthalene sulfonate, sulfated fatty alcohol, amine or acid amides, different sodium thiosulfate, the ester of sulfosuccinate sodium, sulphation or sulfonated fatty acid ester, petroleum sulfonate, Sulfonated vegetable oil, two uncle's alkynes ethylene glycol, the polyoxyethylene deriv of the polyoxyethylene deriv of alkyl phenol (especially isooctylphenol and nonyl phenol) and single high-grade aliphatic ester of hexitan (as sorbitan).Preferred dispersing agent is a methylcellulose, polyvinyl alcohol, sodium lignin sulfonate, poly-alkyl naphthalene sulfonic acid ester, sodium naphthalene sulfonate and polymethylene two napsylates.Wetting powder is to contain one or more active ingredients, a kind of inert solid filler and one or more moistening and water dispersible compositions dispersant.The inert solid filler generally be mineral origin as natural clay, diatomite and derive from the synthetic mineral matter of silica and analog thereof.The example of this filler comprises kaolin, Attagel and synthetic magnesium silicate.Wetting powder composition of the present invention generally contains the active ingredient of about 0.5 to 60 part (preferred 5 to 20 parts), the wetting agent of about 0.25 to 25 part (preferred 1-15 part), the inert solid filler of the dispersant of about 0.25 to 25 part (preferred 1.0-15 part) and 5 to about 95 parts (preferred 5-50 parts), all umbers are meant the weight portion of whole composition.If desired, can replace about 0.1 to 2.0 part solid, inert filler together with a kind of corrosion inhibitor or anti-blowing agent or the two.
Other formulation comprises the active ingredient that contains 0.1 to 60% weight portion and a kind of dense pulvis of suitable filler, and these pulvis can dilute in the concentration range of 0.1-10% weight ratio when using.
The preparation of aqueous suspension agent or emulsion is that a kind of non-aqueous solution of water-insoluble active ingredient is stirred until evenly with emulsifier, water, and then homogenizing obtains having the stable emulsion of very thin discrete particles.The condensed water suspending agent that is produced is characterized in that particle size is very little, so that after dilution and spraying, its coverage rate is very even.The suitable concn of these preparations contains about 0.1-60%, the active ingredient of preferred 5-50% weight portion, and its upper limit is by the solubility range decision of active ingredient in solvent.Concentrate generally is to contain the solution that active ingredient adds surfactant again and get in water unmixing or the part water immiscible solvent.The solvent that is applicable to this active ingredient of the present invention comprises dimethyl formamide, dimethyl sulfoxide (DMSO), N-methyl-pyrrolidones, hydrocarbon and water unmixing ether, ester or ketone.But, by active ingredient being dissolved in the concentrate that can prepare other high concentrations in the solvent, and then, be diluted to spraying concentration with as kerosene.
The concentrate composition here generally contains the active ingredient of about 0.1 to 95 part (preferred 5-60 part), the surfactant of about 0.25 to 50 part (preferred 1-25 part), and also can comprise 5 to 94 parts solvent if desired, all umbers are based on the weight portion of the gross weight of missible oil.
Granule is physically stable particulate composition, and it includes and is attached to or is scattered in active ingredient in the particles filled dose of matrix of a kind of inertia and fine dispersion.In order to help active ingredient from particles filled dose, to leach, can in this composition, add a kind of surfactant.Natural clay, pyrophyllite, illite and vermiculite are the examples of the class particulate mineral filler that is suitable for.Preferred filler is Attagel particle or the vermiculite granule of thermal expansion and the clay such as the kaolin of fine dispersion of that loosen, absorbefacient, shaped granule such as moulding and screening, hydration Attagel or bentonite.These fillers are sprayed with active ingredient or are mixed and form the weed killer herbicide particle.
Contain about 0.1 surfactant that contains 0 to 5 weight portion to the particulate of the active ingredient of about 30 weight portions and per 100 weight portions in the particulate composition of the present invention in per 100 parts by weight of clay.
Composition of the present invention also contains other additional composition, for example, chemical fertilizer, other weed killer herbicides, other insecticide, safener and can be used as auxiliary agent or be used in combination a class material with above-mentioned any auxiliary agent.Can comprise with the chemical substance that active ingredient of the present invention is used in combination, for example, triazine, ureas, imidazolone, sulfonylurea, carbamate, acetamide, antifebrin, uracil, acetate or amphyl, thiol-carbamate, triazole, benzoic acid and derivative thereof, nitrile, diphenyl ether, nitrobenzene, etc.
The chemical fertilizer that can be used in combination with active ingredient comprises, for example, and ammonium nitrate, urea, potash and perphosphate.Other available additional compositions comprise material that organic plant can be taken root therein and grow such as compost, muck, humus soil, sandy soil or the like.
Foresighted as the institute of the those of skill in the art in this area, enforcement the present invention includes, this specification and the disclosed antidotal compound of claim are used with any pyrazolyl sulfonylurea or its derivative compound with activity of weeding, and these herbicidal compounds can optionally be used in combination with the mixe herbicide of different chemical kind.Obviously, above-mentioned cited exemplary compounds does not exemplify to the greatest extent fully, just some representative compounds.Moreover; as previously mentioned; the combination of not expecting each weed killer herbicide and antipoison can produce the protective effect to all plants; but to any composition of giving weed killer herbicide/antipoison in any plant scope the test that foliage filter screening carried out and the result of record, all belong to the technical scope of this area.
The embodiment of front explanation, weed killer herbicide of the present invention and antidotes composition can be used for controlling weeds and reduce weeding damage to crop plants in greenhouse and field trial.
Weed killer herbicide, antipoison or its mixture can be applied to plant growing ground under the situation without any auxiliary agent outside desolventizing.As mentioned above, the formulation of these mixtures can be missible oil, microcapsule formulations, granular solids, and the granule of different size particles, as, water dispersible or water-soluble granular or bigger dried particle, pill, wetting powder, pulvis, liquor, water dispersant, or emulsion.
The example of suitable auxiliary agents is the solid carrier and the filler of fine separation, comprise talcum, clay, float stone, silica, diatomite, quartz, bleaching earth, Sulfur, cork powder, wood powder, English walnut powder, chalk, tobacco ash, charcoal, or the like.Typical liquid diluent comprises stoddard's naphtha, acetone, carrene, alcohols, glycols, ethyl acetate, benzene, or the like.Liquor and wetting powder generally contain one or more surfactants of q.s as conditioning agent, so that make composition be easy to be dispersed in water or the oil.This term " surfactant " comprises wetting agent, dispersant, suspending agent and emulsifier.Exemplary surfactants is in U.S. Patent No. 2,547, describes to some extent in 724.
The present composition can contain about 5 to 95 parts weed killer herbicide and antipoison, about 1 to 50 part surfactant and about 4 to 94 parts solvent, and all umbers are based on the weight portion with composition total weight.
Handling crop seed with the antipoison of certain effective dose before plantation can play a protective role to crop.Generally speaking, it is little to handle the needed antipoison consumption of these seeds.Per 1000 parts of seeds promptly can be effective than the weight ratio of 0.6 portion of antipoison.Can increase the amount of handling the used antipoison of seed if desired.But, generally speaking, antipoison is the antipoisons of per 1000 parts of seeds than 0.1 to 10.0 part with the weight ratio scope of seed.Because general needs very small amount of active antipoison in the seed treatment process, this compound preferably is mixed with a kind of organic solution, pulvis, missible oil, the aqueous solution, or suspending agent, these preparations can be by the seed processing machine dilute with waters when being used for seed treatment equipment.Under given conditions, hope is dissolved in this antipoison in a kind of organic solvent or the carrier and is used for seed treatment, or only uses pure compound under the condition of suitable control.
In order seed to be carried out the antipoison dressing and antipoison to be applied to soil with the formulation of granula or liquor, active antipoison can be to be dissolved in or to be scattered in the following carrier, suitable carriers can be a solid, as talcum, sand, clay, diatomite, sawdust, calcium carbonate etc. or liquid, as water, kerosene, acetone, benzene,toluene,xylene, or the like.If use two kinds of immiscible liquids can use emulsifier to obtain suitable emulsion as carrier.Also can use wetting agent help with active antipoison be distributed to antipoison can not consoluet liquid-carrier in the middle of.Emulsifier and wetting agent can multiple trade name or trade mark buy, they can be pure compounds, the mixture of the same compound of a class or the mixture of different classes of compound.The operable typical surfactant that is fit to is the senior alkylaryl sulfonate of alkali metal such as neopelex and alkyl sodium naphthasulfonate, fatty alcohol sulfate, as has a sodium salt of the sulfuric acid monoester of 8-18 carbon atom n-aliphatic alcohol, long chain quaternary ammonium compound, the mersolates of petroleum derivation, the pure monoleate of polyethylene dehydration sorb (sugar), alkyl aryl polyether alcohol, hydrotropic lignin sulfonate, the alkalescence casein composition, usually the long-chain alcohol that contains 10-18 carbon atom, the condensation product of oxirane and fatty acid, alkyl phenol and mercaptan.
The present invention has used pyrazolyl sulfonylurea herbicide cereal and several commodity weed killer herbicide of some molecular formula I and I A in certain embodiments, uses as the multiple antidotal compound of representational mixe herbicide composition with representational molecular formula II and III compound.Should be appreciated that other compounds within above-mentioned molecular formula and other chemical classes scopes are considered to be within weed killer herbicide composition of the present invention or the mixe herbicide scope.
The antidotal compound that last mask body is mentioned and separately and/or just for example understand the kind of the compound of their representatives as the herbicidal compounds that mixe herbicide uses.But; should be noted that to compare with those compounds of representative here having various substituent many other weed killer herbicides and the antipoison similar compounds of being equal on the centronucleus can be used in equally in the middle of the composition, and similar to the aforementioned embodiment on bigger or less degree the various crop plants of protection.For example, can be used for the present invention and be recorded in U.S. Patent number 3,442,945,3,547 as the α-Lu Daiyixianan and the alpha-halogen antifebrin compound of mixe herbicide, 620,3,574,746,3,586,496,3,830,841,3,901,768,4,249,935,4,319,918,4,517,011,4,601,745,4,657,579 and 4,666,502 and Australian Patent No.AU-Al-18044/88.
The Thiourethane compound of useful as herbicides is seen United States Patent(USP) Nos. 2,913,327,3,330,643 and 3,330,821.
Other weed killer herbicide pyridine compounds is seen United States Patent(USP) Nos. 4,692,184,4,826,532 and 4,988,384.
Description as the heterocycle phenyl ether (especially pyrazolyl aryl ether) of weed killer herbicide is seen, as, United States Patent (USP) 4,298,749.
Diphenyl ether and nitrobenzene ether herbicide comprise 2,4-dichlorophenyl base 4 '-nitrobenzophenone ether (" nitrofen "), 2-chloro-1-(3 '-ethyoxyl-4 '-nitro-phenoxy)-4-trifluoromethylbenzene (" Oxyfluorfen "), 2 ', 4 '-dichlorophenyl, 3-methoxyl group-4-nitro phenylate (" Chlormethoxynil "), 2-[4 '-(2 "; 4 "-dichlorophenoxy)-phenoxy group]-the propionic acid methyl ester, N-(2 '-phenoxy group ethyl)-and 2-[5 '-(2 " chloro-4 "-4-trifluoromethylphenopendant)-phenoxy group] propionamide, 2-[nitro-5-(2-chloro-4-trifluoromethyl-phenoxy group)-phenoxy group-propionic acid 2-methoxy ethyl ester and 2-chloro-4-trifluoromethyl 3 '-oxazoline-2 '-Ji-4 '-nitro phenylate.
Thought especially and can be used in combination with antidotal compound of the present invention that other important herbicides compounds that belong to the class agricultural chemicals together are derivatives of urea class as mixe herbicide.Important carbamide herbicides comprises 1-(benzothiazole-2-yl)-1, the 3-dimethyl urea; Phenylurea, for example: 3-(3-chloro-P-tolyl)-1,1-dimethyl urea (" chlortoluron "), 1,1-dimethyl-3(α, α, α-three fluoro-m-tolyl) urea (" fluometuron "), 3-(4-bromo-3-chlorphenyl)-methoxyl group-1-methyl urea (" bromax "), the 3-(4-bromophenyl)-and 1-methoxyl group-1-methyl urea (" metobromuron "), 3-(3,4-dichlorophenyl)-1-methoxyl group-1-methyl urea (" lorox "), 3-(4-chlorphenyl-1-methoxyl group-1-methyl urea (" afesin "), 3-(3, the 4-dichlorophenyl)-1,1-dimethyl urea (" diuron "), the 3-(4-chlorphenyl)-and 1.1-dimethyl urea (" monuron ") and 3-(3-chloro-4-methoxyphenyl)-1,1-dimethyl urea (" metoxuron ").
Can be used as important sulfonylurea and the important weed killer herbicide of sulfonamides that weed killer herbicide composition and antidotal compound of the present invention be used from the composition and be included in those disclosed compound in the following patent: U.S. Patent number
4，383，113， 4，127，405， 4，343，649， 4，479，821，
4，481，029， 4，514，212， 4，420，325， 4，638，004，，
4，675，046， 4，681，620， 4，741，760， 4，723，123，
4，411，690， 4，718，937， 4，620，868， 4，668，277，
4，592，776， 4，666，508， 4，696，695， 4，731，446，
4,678,498,4,786,314,4,889,550,4,931,081 Hes
4,668,279; The open application number 084224,173312 in Europe,
147365， 87780， 190105， 256396，
264021， 264672， 142152， 244847，
176304， 177163， 187470， 187489，
184385， 232067， 234352， 189069，
224842,249938,246984 and 282613,
With the open .DE 3,618,004 of Germany.
Be used as the mixe herbicide composition in can composition within the scope of the present invention, and can use that protected other weed killer herbicide imidazolidinone compound imidazolinediones are included in those disclosed compound in the specification of enumerating down in various crops: european patent number
041623,133310,198552,216360 Hes
298029; JA 1109-790, JA 1197-580A, J6 1183-272A and
J6 3196-750A; And the open application number AU 8661-073A of Australia,
GB 2172 886A and U.S. Patent number 4,188,487,
4，297，128， 4，562，257， 4，554，013， 4，647，301，
4，638，068， 4，650，514， 4，709，036， 4，749，403，
4,749,404,4,776,619,4,798,619 and 4,741,767.
What also have some other classifications can comprise following representative classes with the herbicidal compounds that weed killer herbicide of the present invention and antipoison composition are used in combination:
Triazine and triazinone: 2,4-pair-(isopropyl amino)-6-methyl sulfo--1,3,5-triazine (" prometryn "), 2,4-pair-(ethylamino)-6-methyl sulfo--1,3,5-triazine (" symetryne "), 2-(1 ', 2 '-dimethyl propyl amino)-4-ethylamino-6-methyl sulfo--1,3,5-triazines (" penta Kusatsu "), 2-(chloro-4,6-pair-(ethylamino)-1,3,5-triazines (" Simanex "), 2-tert-butyl amino-4-chloro-6-ethylamino-1,3,5-triazine (" Garagard "), 2-tert-butyl amino-4-ethylamino-6-methoxyl group-1,3,5-triazine (" terbumeton "), 2-tert-butyl group amino-4-ethylamino-6-methyl sulfo--1,3,5-triazine (" terbutryn "), 2-ethylamino-4-isopropyl amino-6-methyl sulfo--1,3,5-triazines (" ametryn ") and 3,4-pair-(methylamino)-6-tert-butyl-4,4-dihydro-1,2,4-triazine-5-ketone.
Oxadiazole ketone: 5-tert-butyl-3-(2 ', 4 '-two chloro-5 '-isopropyl phenyl) 1,3,4-oxadiazole-2-ketone (" Lonster ").
Phosphoric acid ester: S-2-methyl piperidine subbase carbonyl methyl O, O-dipropyl phosphorodithioate (" piperophos ").
Pyrazoles: 1,3-dimethyl-4-(2 ', 4 '-dichlorophenyl)-5-(4 '-tolylsulfonyl-oxygen base)-pyrazoles; Aryl-and the pyrazoles of heterocycle-replacement, for example, at EPNo.0361114; Exemplified in day disclosure No.JP50137061 and the United States Patent (USP) 4,008,249.The pyrazole compound preferred kind of this replacement comprises: phenyl 4-chloro-3-(4-chloro-2-fluoro-5-(2-propinyl oxygen base))-and 1-methyl-5-(methyl-sulfonyl)-1H pyrazoles and analog thereof; for example; substituting group is an alkylhalide group on the 5-position of pyrazoles ring, preferred CF
3Compound.
Also comprise α-(phenoxy group phenoxy group)-propanoic derivatives and α-(pyridine radicals-2-phenoxy base)-propanoic derivatives.
Other the herbicides compounds that can be used as mixe herbicide comprises U.S. Patent number .4,797,147,4,853,028,4,854,966,4,855,477, the aromatics and heterocycle two and the triketone that are exemplified in 4,938,796 and 4,869,748.
Said other mix weeding immunomodulator compounds of this paper are pyrrolidones, for example, and United States Patent (USP) 4,874,422 disclosed 1-phenyl-3-carboxyl amidopyrrol alkane ketone and United States Patent (USP) 4,515,627 disclosed 1-phenyl-4-alkylhalide group pyrrolidones etc.
Can also be in the present invention comprise a class benzoic acid derivative by following compound representative as other herbicidal compounds of mixe herbicide, they be 5-(2 '-chloro-4 '-trifluoromethyl-phenoxy group)-2-nitrobenzoic acid (" acifluorfen "), 2,6-dichloro-benzonitrile (" dichlobenil "), 3,6-two chloro-O-Anisic Acids (" dicamba ") etc. and United States Patent (USP) 3,013,054,3,027,248 and 3,979,437 disclosed compounds etc.
Except the antidotal compound that is exemplified here, open in different patents according to other representative antidotal compounds of molecule II and III or other structures, for example
U.S. Patent number 3,959,304,4,072,688,4,137,070,4,124,372,4,124,376,4,483,706,4,636,244,4,033,756,4,493,726,4,708,735,4,256,481,4,199,506,4,251,261,4,070,389,4,231,783,4,269,775,4,152,137,4,755,218,4,964,893,4,623,727,4,822,884,4,851,031,4,902,340,4,749,406,4,758,264,4,785,105,4,785,106,4,900,350 and 4,294,764, and EP Nos.159,287,159,290,258,184,94,349,2,121,403 0253291,0007588,0190105,0229649, with 16618 and Deutsches Reichs-Patent application number .28 28 222,28 28 293.1 and 29 30 450.5, south african patent .82/7681 number and Chinese patent application number: 102 879-87.
Although the present invention is the narration of carrying out from relevant concrete aspect, these detailed contents of specializing are not construed as limiting the invention.Under the situation that does not depart from spirit and scope of the invention, can carry out various variations that are equal to and modification, and should be interpreted as a part of the present invention to these embodiment that is equal to the present invention.
Claims (35)
1, a kind of composition contains
(a) compound of the structural formula I of herbicidally effective amount
R wherein
1Be H, C
1-3Alkyl or phenyl;
R
2Be H, C
1-3Alkyl or halogen;
R
3Be R
2, NO
2Or COOR
4
R
4Be C
1-3Alkyl, C
2-3Alkenyl, N (R
5) (R
6),
SO
2N (R
7) (R
8) or SO
2R
9
R
5-R
9Be C
1-3Alkyl;
R
10Be H or C
1-3Alkyl;
R
11And R
12Be respectively C
1-3Alkyl or alkoxyl, halogen or
N(R
13)(R
14)；
R
13And R
14Be C
1-3Alkyl and
A be CH or N and
(b) detoxifcation effective dose
(i) a kind of compound of structural formula II
R wherein
15Can be selected from down the haloalkyl that group comprises; Halogenated alkenyl; Alkyl; Alkenyl; Cycloalkyl; Cycloalkyl-alkyl, halogen; Hydrogen; The carbonyl alkoxyl; N-alkenyl amino formyl alkyl; N-alkenyl amino formoxyl; N-alkyl-N-chain alkynyl amino formoxyl; N-alkyl-N-chain alkynyl amino formoxyl alkyl; N-alkenyl amino formyl alkoxyalkyl; N-alkyl-N-alkyne carbamyl alkoxyalkyl; Chain oxy-acetylene; Halogenated alkoxy; The thiocyano alkyl; The alkenyl amino alkyl; The alkyl oxycarbonyl alkyl; Cyanoalkyl; The cyanato-alkyl; The alkenyl amino sulfoalkyl; Alkyl-thio-alkyl; The halogenated alkyl carbonyl oxyalkyl; Alkoxycarbonylalkyl group; Halogenated alkenyl ketonic oxygen alkyl; Hydroxyl haloalkoxy alkyl; The hydroxyalkyl carbonyl alkyloxyalkyl; Hydroxyalkyl; Alcoxyl sulphonyl alkyl; Furyl; Thienyl; Alkyl dithia ring penta dialkyl group; The thiophene alkyl; The phenyl of phenyl and replacement, wherein said substituting group is selected from halogen, alkyl, haloalkyl, alkoxyl, carbamoyl, nitro, carboxylic acid and carboxylate, haloalkyl carbamoyl; Phenylalkyl; The phenyl-halide substituted alkyl; The phenyl alkenyl; The phenyl alkenyl that replaces, wherein said substituting group can be selected from halogen, alkyl, alkoxyl, halogenated phenoxy, phenyl alkoxyl; The phenylalkyl carboxyalkyl; The benzyl ring alkyl; The halogenophenyl alkenyloxy; Halo sulfur phenenyl alkyl; The halogeno-benzene oxyalkyl; Bicyclic alkyl; Alkenyl amino formoxyl pyridine radicals; Chain alkynyl amino formoxyl pyridine radicals; Two alkenyl amino formyl bicycloenyls; Chain alkynyl amino formyl bicycloenyl;
R
16And R
17Can be identical or different, and can be selected from down the alkenyl that group comprises; Halogenated alkenyl; Hydrogen; Alkyl; Haloalkyl; Alkynyl group; Cyanoalkyl; Hydroxyalkyl; The hydroxyl haloalkyl; The haloalkyl carboxyalkyl; The alkyl carboxyalkyl; The alcoxyl carboxyalkyl; The alkylthio carboxyalkyl; Alkoxycarbonylalkyl group; The alkyl carbamoyloxy alkyl; Amino; Formoxyl; Haloalkyl-N-alkyl amido; Haloalkyl acyl ammonia; Haloalkyl acyl aminoalkyl; Haloalkyl-N-alkyl acyl aminoalkyl; Haloalkyl acyl ammonia alkenyl; The alkyl imido grpup; Cycloalkyl; Alkyl-cycloalkyl; Alkoxyalkyl; The alkyl sulfonyl oxyalkyl; Mercaptoalkyl; The alkyl amino alkyl; Alcoxyl carbonyl alkenyl; Haloalkyl; Alkyl-carbonyl; Alkenyl amino methanoyl alkyl; Cycloalkyl amino methanoyl alkyl; Alkoxy carbonyl group; The haloalkoxy carbonyl; Halogenophenyl carbamyl oxyalkyl; Cycloalkenyl group; Phenyl; The phenyl that replaces, wherein said substituting group can be selected from alkyl, halogen, haloalkyl, alkoxyl, haloalkyl acyl ammonia, phthalyl ammonia, hydroxyl, alkyl-carbamoyl oxygen base, alkenyl amino formoxyl oxygen, alkyl acyl ammonia, haloalkyl acyl ammonia or alkyl oxycarbonyl alkenyl; Phenyl sulfonyl; The phenylalkyl that replaces, wherein said substituting group can be selected from halogen or alkyl; Two oxyalkylenes; Halogeno-benzene oxyalkyl acyl aminoalkyl; The alkylthio di azoly; Piperidyl; The piperidyl alkyl; The dioxolanyl alkyl; Thiazolyl; The alkyl thiazolyl; Benzothiazolyl; The halogeno-benzene benzothiazolyl; Furyl; The furyl that alkyl replaces; Furyl alkyl; Pyridine radicals; Alkylpyridyl; Wan Ji oxazolyl; The tetrahydrofuran base alkyl; 3-cyano group, thienyl; The thienyl that alkyl replaces; 4,5-polyalkylene thienyl; Alpha-halogen alkyl acetyl aminophenyl alkyl; Alpha-halogen alkyl acetylamino nitrobenzophenone alkyl; Alpha-halogen alkyl acetylamino halogenophenyl alkyl; The cyano group alkenyl;
R
16And R
17In conjunction with the time can form and comprise following structures, piperidyl; The Alkylpiperidine base; Pyridine radicals; Two-or tetrahydro pyridyl; The alkyl tetrahydro pyridine radicals; Morpholinyl; The alkyl morpholine base; The azabicyclic nonyl; The diazacyclo alkyl; Benzo alkyl pyrrolidine base; The oxazole alkyl; Full hydrogen oxazole alkyl; Alkane base oxazole alkyl; The furan basic oxazole alkyl of muttering; Thiophene fen base oxazole alkyl; Pyrrole pyridine base oxazole alkyl; Phonetic pyridine base oxazole alkyl; The benzoxazole alkyl; C
3-7Volution alkyl oxazolidine base; The alkyl amino alkenyl; Alkyl subunit imido; Pyrrolidinyl; Piperidone base; Perhydro azocine base; Pyrazolyl, the pyrazoline base; Piperazinyl; Perhydro-1,4-two azepines bases; Quinolyl; Isoquinolyl; Dihydro-, tetrahydrochysene-and perhydro-quinolyl or-isoquinolyl; Indyl and two-and the perhydro indyl, and the R of described combination
1And R
2Part can be by the above-mentioned independent R that enumerates
1And R
2Base replaces: or
(ⅱ) a kind of in the following compound
α-[(cyanogen methoxyl group) imino group] benzene acetonitrile,
α-[(1,3-dioxolanes-2-base-methoxyl group) imido]
Benzene acetonitrile,
O-[1,3-dioxolanes-2-ylmethyl]-2,2,
2 ,-trifluoromethyl-4 '-chloro-acetophenone oxime,
N-[4-(dichloro methylene)-1,3-dithia penta ring-2-
The base subunit]-Alpha-Methyl benzene methanamine hydrochloride,
1, the 8-naphthalic anhydride,
4,6-two chloro-2-phenyl-pyrimidines,
2-chloro-N-[1-(2,4, the 6-trimethylphenyl) ethene
Base] acetamide,
1, the 1,2 ethylene glycol ketal of 1-dichloroacetone,
2-(dichloromethyl)-2-methyl isophthalic acid, 3-two oxa-s penta ring,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid (phenyl first
Base) ester,
O, O-diethyl D2EHDTPA ((3-aminomethyl phenyl) ester,
2-methyl-2-[(4-aminomethyl phenyl) sulphur]-allyl acetonitrile,
5-chloro-8-(cyanogen methoxyl group) quinoline,
1-methyl n-hexyl-2-(5-chloro-8-quinoline oxygen)-acetate
Ester,
O-(methoxycarbonyl group)-2-(8-quinoline oxygen) acetyl amidoxime,
2-[(2, the 2-dimethyl ethyl) amino]-4-(fluoroform
Base)-5-oxazole carboxylic acid ethyl ester,
(diphenyl methoxy base)-acetate methyl ester (code clerk MON-7400),
Pi-allyl-N-methyl two sulphur phenyl isocyanates,
5-(2,4 dichloro benzene base)-isoxazole carboxylic acid ethyl esters,
4,6-two chloro-2-phenyl-pyrimidines,
2-methyl-2-[(4-aminomethyl phenyl) sulphur]-allyl acetonitrile,
[(5-chloro-8-quinolyl) oxygen]-acetonitrile,
2-(diphenyl methoxy base)-N-methyl-acetamide,
Two (4-the anisyl)-methyl of N-[]-the glycine ethyl ester,
Two (4-the chlorphenyl)-methyl of N-[]-the glycine ethyl ester,
[(10,11-dihydro-5H-dibenzo [1, d] encircles heptan
Alkene-5-yl) oxygen]-acetate 1,1-dimethyl ethyl ester,
2-(diphenyl methoxy base)-ethane sulphamide,
(diphenyl methoxy base)-acetate propyl diester,
(diphenyl methoxy base)-acetate 2,2,2-trifluoroethyl ester,
{ phenyl [3-(trifluoromethyl) phenyl] methoxyl group }-acetate 2-methyl-2-propylamine salt,
(diphenyl methoxy base)-acetate phenylester,
2-(diphenyl methoxy base)-ethane thio-acid S-ethyl ester,
(diphenyl methoxy base)-acetate 2-cyanogen ethyl ester,
{ phenyl [3-(trifluoromethyl) phenyl] methoxyl group }-acetate 2,
2,2 ,-trifluoroethyl ester,
(diphenyl methoxy base)-acetate 2-propynyl ester,
(diphenyl methoxy base)-acetate 3-furyl methyl ester,
[two (2, the 6-3,5-dimethylphenyl) methoxyl group]-acetate ethyl
(diphenyl methoxy base)-acetate 3-nitrobenzophenone ester,
{ [two (2, the 6-3,5-dimethylphenyl)] methoxyl group }-acetate ethyl
Ester,
(diphenyl methoxy base)-acetate 1-cyano group-1-Methylethyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid ethyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid butyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid hexyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid octyl group ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid phenylester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid,
2-[bromo-4-(trifluoromethyl)]-5-thiazole carboxylic acid ethyl ester,
2-iodo-4-(trifluoromethyl)-5-thiazole carboxylic acid ethyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid 1-methyl second
Amine salt,
(Alpha-Methyl-, N-4-(methyl)-1,3-dithia penta ring-2
-Ji Yaji) benzene methanamine hydrochloride,
The N-oxidation, and 2-(3,4,5,6-tetrachloro-2-pyridine radicals
Sulfo-)-pyridine,
[3, two (trifluoromethyl) phenoxy groups of 5-]-acetate,
2-chloro-N-[5-iodo-4-(trifluoromethyl)-2-thiazole
Base]-propionamide,
1-[(3, the 4-3,5-dimethylphenyl) sulfo-]-cyclopropylniitrile,
3-[[2-(1, the 1-dimethyl ethyl) phenyl] sulfo-]-
Propionitrile,
2-methyl-2-[[4-(1-Methylethyl) phenyl] sulphur
Generation]-allyl acetonitrile,
N '-[(methoxycarbonyl group) oxygen]-2-(8-quinolyl oxygen)-
The ethane acid imide,
3-[2-(2, the 5-dimethoxy phenyl)-2-oxygen ethyl]-
1 (3H)-isobenzofuranone,
2-(diphenylmethyl ethoxyacetic acid sodium salt semihydrate,
2-(diphenyl methoxy base)-acetate or
(diphenyl methoxy base)-acetate 2-propylamine salt.
2, according to the composition of claim 1, wherein said herbicidal constituents (a) is a kind of compound according to general formula I A
R wherein
1And R
3Be C
1-3Alkyl;
R
2Be H, C
1-3Alkyl, bromine or chlorine;
And
R
11And R
12Be respectively C
1-3Alkyl or alkoxyl.
3, be selected from following one group of compound according to the wherein said compound of the composition of claim 2
N-[(4-methoxy-6-methylpyrimidine-2-yl) amino carbonyl]-3-chloro-4-methoxyl group-carbonyl-1-methylpyrazole-5-sulfonamide;
N-[(4,6-SDM-2-yl) amino carbonyl]-3-chloro-4-methoxycarbonyl group-1-methylpyrazole-5-sulfonamide;
N-[(4-methoxy-6-methylpyrimidine-2-yl) amino carbonyl]-3-chloro-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide;
N-[(4,6-SDM-2-yl) amino carbonyl]-3-chloro-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide;
N-[(4-methoxy-6-methylpyrimidine-2-yl) amino carbonyl]-3-bromo-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide;
N-[(4,6-SDM-2-yl) amino carbonyl]-3-bromo-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide and
N-[(4,6-SDM-2-yl) amino carbonyl]-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide.
4, contain the NC-319 of herbicidally effective amount and the 3-(dichloro-acetyl of detoxifcation effective dose)-2,2-dimethyl-5-(2-furyl) composition of oxazolidine.
5, contain the NC-311 of herbicidally effective amount and the 3-(dichloro-acetyl of detoxifcation effective dose)-2,2-dimethyl-5-(2-furyl) composition of oxazolidine.
6, according to the composition of claim 2, wherein said formula II compound is selected from down group, and it is made up of following compounds:
The 4-(dichloro-acetyl)-3,4-dihydro-3-methyl-2H-2, the 4-benzoxazine,
2-2-two chloro-1-(1,2,3,4-tetrahydrochysene-1-methyl-2-isoquinolyl)-ethyl ketone,
The N-(dichloro-acetyl)-1,2,3,4-tetrahydrochysene quinaldine,
The 1-(dichloro-acetyl)-1,2,3, the 4-tetrahydroquinoline,
Suitable/anti--1, two (two chloro-1, the 4-acetyl group)-2 of 4-, 5-dimethyl-piperazine,
N, N-two-acrylic dichloro acetamide,
The N-(2-acrylic)-and N-(1,3-dioxolanes-2-ylmethyl) dichloro acetamide,
1,5-pair-(dichloro-acetyl) 1,5-diazacyclo nonane,
The 1-(dichloro-acetyl) 1-azaspiro [4,4] nonane,
The 1-(dichloro-acetyl) six hydrogen-3,3-8a-trimethyl pyrrolo-[1,2-a]-pyrimidine-[6(2H)]-ketone,
2,2-dimethyl-3-(dichloro-acetyl)-1, the 3-oxazole and
2,2-dimethyl-5-methoxyl group-3-(dichloro-acetyl)-1, the 3-oxazole.
7, according to the composition of claim 2, wherein said general formula II antidotal compound is the compounds of group according to the general formula III
R wherein
18, R
19And R
20As defined herein.
8, according to the composition of claim 7, wherein said compound according to the general formula III is selected from down group and comprises
The 3-(dichloro-acetyl)-2,2,5-San Jia Ji oxazolidine,
The 3-(dichloro-acetyl)-2,2-Er Jia Ji oxazolidine,
The 3-(dichloro-acetyl)-2,2-dimethyl-5-Ben Ji oxazolidine,
The 3-(dichloro-acetyl)-2,2-dimethyl-5-(2-furyl)-oxazolidines,
The 3-(dichloro-acetyl)-2,2-dimethyl-5-(2-thienyl)-oxazolidines,
The 3-[3-(dichloro-acetyl)-2,2-dimethyl-5-oxazole alkyl]-pyridine and
The 4-(dichloro-acetyl)-1-oxa--4-azaspiro-(4,5)-decane.
9, according to the composition of claim 2, wherein said antidotal compound is selected from the compound of (b) group (ⅱ), and it is made up of following compound:
α-[(cyanogen methoxyl group) imino group] benzene acetonitrile,
α-[(1,3-dioxolanes-2-base-methoxyl group) imido] benzene acetonitrile,
O-[1,3-two oxa-s penta ring-2-ylmethyl]-2,2,2 ,-trifluoromethyl-4 '-the chloro-acetophenone oxime,
N-[4-(dichloro methylene)-1,3-dithia penta ring-2-base subunit]-Alpha-Methyl benzene methanamine hydrochloride,
1, the 8-naphthalic anhydride,
4,6-two chloro-2-phenyl-pyrimidines,
2-chloro-N-[1-(2,4, the 6-trimethylphenyl) vinyl] acetamide,
1, the 1,2 ethylene glycol ketal of 1-dichloroacetone,
The 2-(dichloromethyl)-and the 2-methyl isophthalic acid, 3-two oxa-s penta ring,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid (phenyl methyl) ester,
O, O-diethyl O-(3-aminomethyl phenyl) thiophosphate,
2-methyl-2-[(4-aminomethyl phenyl) sulphur]-allyl acetonitrile,
5-chloro-8-(cyanogen methoxyl group) quinoline,
1-methyl n-hexyl-2-(5-chloro-8-quinoline oxygen) acetic acid esters,
The O-(methoxycarbonyl group)-and 2-(8-quinoline oxygen) the acetyl amidoxime,
2-[(2, the 2-dimethyl ethyl) amino]-the 4-(trifluoromethyl)-5-oxazole carboxylic acid ethyl ester,
(diphenyl methoxy base)-acetate methyl ester (code clerk MON-7400),
Pi-allyl-N-methyl two sulphur phenyl isocyanates,
5-(2, the 4-dichlorophenyl)-4-isoxazole carboxylic acid ethyl ester,
4,6-two chloro-2-phenyl-pyrimidines,
2-methyl-2-[(4-aminomethyl phenyl) sulphur]-allyl acetonitrile,
[(5-chloro-8-quinolyl) oxygen]-acetonitrile,
2-(diphenyl methoxy base)-N-methyl-acetamide,
Two (4-the anisyl)-methyl of N-[]-the glycine ethyl ester,
Two (4-the chlorphenyl)-methyl of N-[]-the glycine ethyl ester,
[(10,11-dihydro-5H-dibenzo [1, d] cycloheptene-5-yl) oxygen]-acetate 1,1-dimethyl ethyl ester,
2-(diphenyl methoxy base)-the ethane sulphamide,
(diphenyl methoxy base)-acetate propyl diester,
(diphenyl methoxy base)-acetate 2,2,2-trifluoroethyl ester,
Phenyl [the 3-(trifluoromethyl) phenyl] methoxyl group }-acetate 2-methyl-2-propylamine salt,
(diphenyl methoxy base)-acetate phenylester,
2-(diphenyl methoxy base)-ethane thio-acid S-ethyl ester,
(diphenyl methoxy base)-acetate 2-cyanogen ethyl ester,
Phenyl [the 3-(trifluoromethyl) phenyl] methoxyl group }-acetate 2,2,2-trifluoroethyl ester,
(diphenyl methoxy base)-acetate 2-propynyl ester,
(diphenyl methoxy base)-acetate 3-furyl methyl ester,
[two (2, the 6-3,5-dimethylphenyl) methoxyl group]-acetate,
(diphenyl methoxy base)-acetate 3-nitrobenzophenone ester,
{ [two (2, the 6-3,5-dimethylphenyl)] methoxyl group }-acetate ethyl ester,
(diphenyl methoxy base)-acetate 1-cyano group-1-Methylethyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid ethyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid butyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid hexyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid octyl group ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid phenylester,
2-chloro-4-(trifluoromethyl)-the 5-thiazole carboxylic acid,
2-[bromo-4-(trifluoromethyl)]-5-thiazole carboxylic acid ethyl ester,
2-iodo-4-(trifluoromethyl)-5-thiazole carboxylic acid ethyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid 1-methyl ethyl-amine salt,
(Alpha-Methyl-, the N-4-(methyl) 1,3-dithia penta ring-2-base subunit) the benzene methanamine hydrochloride,
The N-oxidation, 2-(3,4,5,6-tetrachloro-2-pyridylthio)-pyridine,
[3, two (trifluoromethyl) phenoxy groups of 5-]-acetate,
2-chloro-N-[5-iodo-4-(trifluoromethyl)-the 2-thiazolyl]-propionamide,
1-[(3, the 4-3,5-dimethylphenyl) sulfo-]-cyclopropylniitrile,
3-[[2-(1, the 1-dimethyl ethyl) phenyl] sulfo-]-propionitrile,
2-methyl-2-[[4-(1-Methylethyl) phenyl] sulfo-]-allyl acetonitrile,
N '-[(methoxycarbonyl group) oxygen]-2-(8-quinolyl oxygen)-the ethane acid imide,
3-[2-(2, the 5-dimethoxy phenyl)-2-oxygen ethyl]-1(3H)-isobenzofuranone,
2-(diphenyl methoxy base) acetic acid sodium salt semihydrate,
2-(diphenyl methoxy base)-acetate or
(diphenyl methoxy base)-acetate 2-propylamine salt.
10, a kind of composition contains
(a) a kind of compound of herbicidally effective amount according to the formula I;
(b) a kind of effective dose of detoxifying
(ⅰ) formula II compound
R wherein
15Can be selected from down the haloalkyl that group comprises; Halogenated alkenyl; Alkyl; Alkenyl; Cycloalkyl; Cycloalkyl-alkyl, halogen; Hydrogen; The carbonyl alkoxyl; N-alkenyl amino formyl alkyl; N-alkenyl amino formoxyl; N-alkyl-N-chain alkynyl amino formoxyl; N-alkyl-N-chain alkynyl amino formoxyl alkyl; N-alkenyl amino formyl alkoxyalkyl; N-alkyl-N-alkyne carbamyl alkoxyalkyl; Chain oxy-acetylene; Halogenated alkoxy; The thiocyano alkyl; The alkenyl amino alkyl; The alkyl oxycarbonyl alkyl; Cyanoalkyl; The cyanato-alkyl; The alkenyl amino sulfoalkyl; Alkyl-thio-alkyl; The halogenated alkyl carbonyl oxyalkyl; Alkoxycarbonylalkyl group; Halogenated alkenyl ketonic oxygen alkyl; Hydroxyl haloalkoxy alkyl; The hydroxyalkyl carbonyl alkyloxyalkyl; Hydroxyalkyl; Alcoxyl sulphonyl alkyl; Furyl; Thienyl; Alkyl dithiole base; The thiophene alkyl; The phenyl of phenyl and replacement, wherein said substituting group is selected from halogen, alkyl, haloalkyl, alkoxyl, carbamoyl, nitro, carboxylic acid and carboxylate, haloalkyl carbamoyl; Phenylalkyl; The phenyl-halide substituted alkyl; The phenyl alkenyl; The phenyl alkenyl that replaces, wherein said substituting group can be selected from halogen, alkyl, alkoxyl, halogenated phenoxy, phenyl alkoxyl; The phenylalkyl carboxyalkyl; The benzyl ring alkyl; The halogenophenyl alkenyloxy; Halo sulfur phenenyl alkyl; The halogeno-benzene oxyalkyl; Bicyclic alkyl; Alkenyl amino formoxyl pyridine radicals; Chain alkynyl amino formoxyl pyridine radicals; Two alkenyl amino formyl bicycloenyls; Chain alkynyl amino formyl bicycloenyl;
R
16And R
17Can be identical or different, and can be selected from down the alkenyl that group comprises; Halogenated alkenyl; Hydrogen; Alkyl; Haloalkyl; Alkynyl group; Cyanoalkyl; Hydroxyalkyl; The hydroxyl haloalkyl; The haloalkyl carboxyalkyl; The alkyl carboxyalkyl; The alcoxyl carboxyalkyl; The alkylthio carboxyalkyl; Alkoxycarbonylalkyl group; The alkyl carbamoyloxy alkyl; Amino; Formoxyl; Haloalkyl-N-alkyl amido; Haloalkyl acyl ammonia; Haloalkyl acyl aminoalkyl; Haloalkyl-N-alkyl acyl aminoalkyl; Haloalkyl acyl ammonia alkenyl; The alkyl imido grpup; Cycloalkyl; Alkyl-cycloalkyl; Alkoxyalkyl; The alkyl sulfonyl oxyalkyl; Mercaptoalkyl; The alkyl amino alkyl; Alcoxyl carbonyl alkenyl; Halogenated alkyl carbonyl; Alkyl-carbonyl; Alkenyl amino methanoyl alkyl; Cycloalkyl amino methanoyl alkyl; Alkoxy carbonyl group; The haloalkoxy carbonyl; Halogenophenyl carbamyl oxyalkyl; Cycloalkenyl group; Phenyl; The phenyl that replaces, wherein said substituting group can be selected from alkyl, halogen, haloalkyl, alkoxyl, haloalkyl acyl ammonia, phthalyl ammonia, hydroxyl, alkyl-carbamoyl oxygen, alkenyl amino formoxyl oxygen, alkyl acyl ammonia, haloalkyl acyl ammonia or alkyl oxycarbonyl alkenyl; Phenyl sulfonyl; The phenylalkyl that replaces, wherein said substituting group can be selected from halogen or alkyl; Two oxyalkylenes; Halogeno-benzene oxyalkyl acyl aminoalkyl; The alkylthio di azoly; Piperidyl; The piperidyl alkyl; The dioxolanyl alkyl; Thiazolyl; The alkyl thiazolyl; Benzothiazolyl; The halogeno-benzene benzothiazolyl; Furyl; The furyl that alkyl replaces; Furyl alkyl; Pyridine radicals; Alkylpyridyl; Wan Ji oxazolyl; The tetrahydrofuran base alkyl; 3-cyano group, thienyl; The thienyl that alkyl replaces; 4,5-polyalkylene thienyl; Alpha-halogen alkyl acetyl aminophenyl alkyl; Alpha-halogen alkyl acetylamino nitrobenzophenone alkyl; Alpha-halogen alkyl acetylamino halogenophenyl alkyl; The cyano group alkenyl;
R
16And R
17In conjunction with the time can form and comprise following structures, piperidyl; The Alkylpiperidine base; Pyridine radicals; Two-or tetrahydro pyridyl; The alkyl tetrahydro pyridine radicals; Morpholinyl; The alkyl morpholine base; The azabicyclic nonyl; The diazacyclo alkyl; Benzo alkyl pyrrolidine base; The oxazole alkyl; Full hydrogen oxazole alkyl; Alkane base oxazole alkyl; The furan basic oxazole alkyl of muttering; Thiophene fen base oxazole alkyl; Pyrrole pyridine base oxazole alkyl; Phonetic pyridine base oxazole alkyl; The benzoxazole alkyl; C
3-7Volution alkyl oxazolidine base; The alkyl amino alkenyl; Alkyl subunit imino group; Pyrrolidinyl; Piperidone base; Perhydro azepines base; The perhydro azocine; Pyrazolyl, the pyrazoline base; Piperazinyl; Perhydro-1,4-two azepines bases; Quinolyl; Isoquinolyl; Dihydro-, tetrahydrochysene-and perhydro-quinolyl or isoquinolyl; Indyl and two-and the perhydro indyl, and the R of described combination
1And R
2Part can be by the above-mentioned independent R that enumerates
1And R
2Base replaces: or
(ⅱ) a kind of in the following compound
α-[(cyanogen methoxyl group) imino group] benzene acetonitrile (the general term life " presses down the evil nitrile "),
α-[(1,3-dioxolanes-2-base-methoxyl group) imido] benzene acetonitrile (common name " oxabetrinil "),
O-[1,3-dioxolanes-2-ylmethyl]-2,2,2 ,-trifluoromethyl-4 '-chloro-acetophenone oxime (code clerk " CGA-133205 "),
N-[4-(dichloro methylene)-1,3-dithia penta ring-2-base subunit]-Alpha-Methyl benzene methanamine hydrochloride,
1, the 8-naphthalic anhydride,
4,6-two chloro-2-phenyl-pyrimidines (common name " fenchlorim "),
2-chloro-N-[1-(2,4, the 6-trimethylphenyl) vinyl] acetamide,
1, the 1,2 ethylene glycol ketal of 1-dichloroacetone,
The 2-(dichloromethyl)-and the 2-methyl isophthalic acid, 3-two oxa-s penta ring,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid (phenyl methyl) ester (common name " flurazole "),
O, O-diethyl D2EHDTPA ((3-aminomethyl phenyl) ester,
2-methyl-2-[(4-aminomethyl phenyl) sulphur]-allyl acetonitrile,
5-chloro-8-(cyanogen methoxyl group) quinoline,
1-methyl n-hexyl-2-(5-chloro-8-quinoline oxygen)-acetic acid esters,
The O-(methoxycarbonyl group)-and 2-(8-quinoline oxygen) the acetyl amidoxime,
2-[(2, the 2-dimethyl ethyl) amino]-the 4-(trifluoromethyl)-5-oxazole carboxylic acid ethyl ester,
(diphenyl methoxy base)-acetate methyl ester (code clerk MON-7400),
Pi-allyl-N-methyl two sulphur phenyl isocyanates,
5-(2, the 4-dichlorophenyl)-4-isoxazole carboxylic acid ethyl ester,
4,6-two chloro-2-phenyl-pyrimidines,
2-methyl-2-[(4-aminomethyl phenyl) sulphur]-allyl acetonitrile,
[(5-chloro-8-quinolyl) oxygen]-acetonitrile,
2-(diphenyl methoxy base)-N-methyl-acetamide,
Two (4-the anisyl)-methyl of N-[]-the glycine ethyl ester,
Two (4-the chlorphenyl)-methyl of N-[]-the glycine ethyl ester,
[(10,11-dihydro-5H-dibenzo [1, d] cycloheptene-5-yl) oxygen]-acetate 1,1-dimethyl ethyl ester,
2-(diphenyl methoxy base)-the ethane sulphamide,
(diphenyl methoxy base)-acetate propyl diester,
(diphenyl methoxy base)-acetate 2,2,2-trifluoroethyl ester,
Phenyl [the 3-(trifluoromethyl) phenyl] methoxyl group }-acetate 2-methyl-2-propylamine salt,
(diphenyl methoxy base)-acetate phenylester,
2-(diphenyl methoxy base)-ethane thio-acid S-ethyl ester,
(diphenyl methoxy base)-acetate 2-cyanogen ethyl ester,
Phenyl [the 3-(trifluoromethyl) phenyl] methoxyl group }-acetate 2,2,2 ,-trifluoroethyl ester,
(diphenyl methoxy base)-acetate 2-propynyl ester,
(diphenyl methoxy base)-acetate 3-furyl methyl ester,
[two (2, the 6-3,5-dimethylphenyl) methoxyl group]-acetate,
(diphenyl methoxy base)-acetate 3-nitrobenzophenone ester,
{ [two (2, the 6-3,5-dimethylphenyl)] methoxyl group }-acetate ethyl ester,
(diphenyl methoxy base)-acetate 1-cyano group-1-Methylethyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid ethyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid butyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid hexyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid octyl group ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid phenylester,
2-chloro-4-(trifluoromethyl)-the 5-thiazole carboxylic acid,
2-[bromo-4-(trifluoromethyl)]-5-thiazole carboxylic acid ethyl ester,
2-iodo-4-(trifluoromethyl)-5-thiazole carboxylic acid ethyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid 1-methyl ethyl-amine salt,
(Alpha-Methyl-, the N-4-(methyl)-1,3-dithia penta ring-2-base subunit) the benzene methanamine hydrochloride,
The N-oxidation, 2-(3,4,5,6-tetrachloro-2-pyridylthio)-pyridine,
[3, two (trifluoromethyl) phenoxy groups of 5-]-acetate,
2-chloro-N-[5-iodo-4-(trifluoromethyl)-the 2-thiazolyl]-propionamide,
1-[(3, the 4-3,5-dimethylphenyl) sulfo-]-cyclopropylniitrile,
3-[[2-(1, the 1-dimethyl ethyl) phenyl] sulfo-]-propionitrile,
2-methyl-2-[[4-(1-Methylethyl) phenyl] sulfo-]-allyl acetonitrile,
N '-[(methoxycarbonyl group) oxygen]-2-(8-quinolyl oxygen)-the ethane acid imide,
3-[2-(2, the 5-dimethoxy phenyl)-2-oxygen ethyl]-1(3H)-isobenzofuranone,
2-(diphenyl methoxy base) acetic acid sodium salt semihydrate,
2-(diphenyl methoxy base)-acetate or
(diphenyl methoxy base)-acetate 2-propylamine salt.
(c) the Herbicidal mixture compound of one or more herbicidally effective amounts.
11, according to the composition of claim 10, wherein said Herbicidal mixture compound is a α-Lu Daiyixianan, thiocarbamate, urea, sulfonylureas, pyridine, assorted phenyl-or diphenyl ether, imidazolone, benzoic acid derivative, triazine, azoles and pyrimidine sulphonamide, the mixture of glyphosate or its herbicidal salt agent or herbicides compounds.
12, according to the composition of claim 11, wherein said mixed herbicide is the α-Lv Yixianan according to the formula IV
R wherein
21And R
22Be respectively hydrogen; C
1-8Alkyl, alkoxyl, alkoxyalkyl, acyl amino methyl, the amino methyl that acyl group-low alkyl replaces; Have the nearly cycloalkyl of 8 carbon atoms, methyl cycloalkyl, single-or many unsaturated chains thiazolinyl, alkynyl group, cycloalkenyl group, cycloalkenyl group methyl; Phenyl; Or contain 1 to 4 and be selected from N respectively, the C of S or O ring hetero atom
4-10Heterocycle or heterocyclic methyl; And described R
21And R
22Part can be had the nearly alkyl of 8 carbon atoms, alkenyl, alkynyl group, alkenyloxy, chain oxy-acetylene, alkoxyl, alkoxyalkyl, alcoxyl carbonyl methyl or ethyl; Nitro; Halogen; Cyano group; Amino or C
1-4The amino that alkyl replaces replaces; And R
21And R
22Can be combined together to form a described heterocycle or substituted heterocycle part with the N atom.
13, according to the composition of claim requirement 12, wherein said formula IV compound is selected from down the N-(2 that group comprises, 4-thioxene-3-yl)-N-(1-methoxy third-2-yl)-the 2-chloroacetamide; N-(1H-pyrazol-1-yl methyl)-and N-(2,4-thioxene-3-yl)-the 2-chloroacetamide; N-(1-pyrazol-1-yl methyl)-and N-(4,6-SDM-5-yl)-2-chloroacetamide and 2-chloro-N-isopropyl-1-(3,5,5-trimethyl cyclohexene-1-yl) acetamide.
14, according to the composition of claim 12, wherein said Herbicidal mixture compound is a kind of compound according to the formula V
Wherein
R
24Be hydrogen, C
1-6Alkyl, haloalkyl, alkoxyl or alkoxyalkyl have the nearly alkenyl of 6 carbon atoms, halogenated alkenyl, alkynyl group or halo alkynyl group have O, the C of S and/or N atom
5-10Heterocycle or C
5-10Heterocyclic methyl, and heterocycle wherein can be by halogen, C
1-4Alkyl, carbonylic alkyl or carbonylic alkoxy alkyl, nitro, amino or cyano group replace;
R
25Be hydrogen, halogen, nitro, amino, C
1-6Alkyl, alkoxyl or alkoxyalkyl, and
N is 0-5.
15, according to the composition of claim 14, wherein said compound according to the formula V is selected from down the acetochlor that group comprises, alachlor, butachlor, isopropyl methoxalamine, third careless amine, kecaoan and the metazachlor.
16, according to the composition of claim 11, wherein said thiocarbamate is selected from down Avadex, triallate, Eptam, sutan and the vernolate that group comprises.
17, according to the composition of claim 11, wherein said herbicides compounds composition (a) is a kind of compound according to formula I A
R wherein
1And R
3Be C
1-3Alkyl;
R
2Be H, C
1-3Alkyl, bromine or chlorine; And
R
11And R
12Be respectively C
1-3Alkyl or alkoxyl.
18, according to the composition of claim 17, wherein said compound is selected from down group and comprises
N-[(4-methoxy-6-methylpyrimidine-2-yl)-amino carbonyl]-3-chloro-4-methoxyl group-carbonyl-1-methylpyrazole-5-sulfonamide;
N-[(4,6-SDM-2-yl) amino carbonyl]-3-chloro-4-methoxycarbonyl group-1-methylpyrazole-5-sulfonamide;
N-[(4-methoxy-6-methylpyrimidine-2-yl) amino carbonyl]-3-chloro-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide;
N-[(4,6-SDM-2-yl) amino carbonyl]-3-chloro-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide;
N-[(4-methoxy-6-methylpyrimidine-2-yl) amino carbonyl]-3-bromo-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide;
N-[(4,6-SDM-2-yl) amino carbonyl]-3-bromo-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide and
N-[(4,6-SDM-2-yl) amino carbonyl]-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide.
19, according to the composition of claim 18, the antidotal compound of wherein said molecular formula II is the compounds of group according to the formula III
R wherein
18, R
19And R
20As definition herein.
20, according to the composition of claim 19, wherein said compound according to the formula III is selected from down group and comprises
The 3-(dichloro-acetyl)-2,2,5-San Jia Ji oxazolidine,
The 3-(dichloro-acetyl)-2,2-Er Jia Ji oxazolidine,
The 3-(dichloro-acetyl)-2,2-dimethyl-5-Ben Ji oxazolidine,
The 3-(dichloro-acetyl)-2,2-dimethyl-5-(2-furyl)-oxazolidines,
The 3-(dichloro-acetyl)-2,2-dimethyl-5-(2-thienyl)-oxazolidines,
The 3-[3-(dichloro-acetyl)-2,2-dimethyl-5-oxazole alkyl]-pyridine and
The 4-(dichloro-acetyl)-1-oxa--4-azaspiro-(4,5)-decane.
21, a kind of composition contains
(a) NC-319 of herbicidally effective amount;
(b) detoxifcation effective dose the 3-(dichloro-acetyl)-2,2-dimethyl-5-(2-furyl) oxazolidine and
(c) a kind of Herbicidal mixture compound, this compound are to be selected from down the acetochlor that group comprises, alachlor, butachlor, isopropyl methoxalamine, third careless amine, kecaoan and the metazachlor.
22, reduce the method to chemical injury of crops that causes when share because of the compound of independent use formula I or with one or more mixe herbicides, the structure of its Chinese style I is,
R wherein
1Be H, C
1-3Alkyl or phenyl;
R
2Be H, C
1-3Alkyl or halogen;
R
3Be R
2, NO
2Or COOR
4;
R
4Be C
1-3Alkyl, C
2-3Alkenyl, N(R
5) (R
6),
SO
2N(R
7) (R
8) or SO
2R
9;
R
5-R
9Be C
1-3Alkyl;
R
10Be H or C
1-3Alkyl;
R
11And R
12Be respectively C
1-3Alkyl or alkoxyl, halogen or
N（R
13）（R
14）;
R
13And R
14Be C
1-3Alkyl and
A is CH or N
This method comprises certain detoxifcation effective dose with being applied to plant growth
ⅰ) a kind of compound of formula II
R wherein
15Can be selected from down the haloalkyl that group comprises; Halogenated alkenyl; Alkyl; Alkenyl; Cycloalkyl; Cycloalkyl-alkyl, halogen; Hydrogen; The carbonyl alkoxyl; N-alkenyl amino formyl alkyl; N-alkenyl amino formoxyl; N-alkyl-N-chain alkynyl amino formoxyl; N-alkyl-N-chain alkynyl amino formoxyl alkyl; N-alkenyl amino formyl alkoxyalkyl; N-alkyl-N-alkyne carbamyl alkoxyalkyl; Chain oxy-acetylene; Halogenated alkoxy; The thiocyano alkyl; The alkenyl amino alkyl; The alkyl oxycarbonyl alkyl; Cyanoalkyl; The cyanato-alkyl; The alkenyl amino sulfoalkyl; Alkyl-thio-alkyl; The halogenated alkyl carbonyl oxyalkyl; Alkoxycarbonylalkyl group; Halogenated alkenyl ketonic oxygen alkyl; Hydroxyl haloalkoxy alkyl; The hydroxyalkyl carbonyl alkyloxyalkyl; Hydroxyalkyl; Alcoxyl sulphonyl alkyl; Furyl; Thienyl; Alkyl dithiole base; The thiophene alkyl; The phenyl of phenyl and replacement, wherein said substituting group is selected from halogen, alkyl, haloalkyl, alkoxyl, carbamoyl, nitro, carboxylic acid and carboxylate, haloalkyl carbamoyl; Phenylalkyl; The phenyl-halide substituted alkyl; The phenyl alkenyl; The phenyl alkenyl that replaces, wherein said substituting group can be selected from halogen, alkyl, alkoxyl, halogenated phenoxy, phenyl alkoxyl; The phenylalkyl carboxyalkyl; The benzyl ring alkyl; The halogenophenyl alkenyloxy; Halo sulfur phenenyl alkyl; The halogeno-benzene oxyalkyl; Bicyclic alkyl; Alkenyl amino formoxyl pyridine radicals; Chain alkynyl amino formoxyl pyridine radicals; Two alkenyl amino formyl bicycloenyls; Chain alkynyl amino formyl bicycloenyl;
R
16And R
17Can be identical or different, and can be selected from down the alkenyl that group comprises; Halogenated alkenyl; Hydrogen; Alkyl; Haloalkyl; Alkynyl group; Cyanoalkyl; Hydroxyalkyl; The hydroxyl haloalkyl; The haloalkyl carboxyalkyl; The alkyl carboxyalkyl; The alcoxyl carboxyalkyl; The alkylthio carboxyalkyl; Alkoxycarbonylalkyl group; The alkyl carbamoyloxy alkyl; Amino; Formoxyl; Haloalkyl-N-alkyl amido; Haloalkyl acyl ammonia; Haloalkyl acyl aminoalkyl; Haloalkyl-N-alkyl acyl aminoalkyl; Haloalkyl acyl ammonia alkenyl; The alkyl imido grpup; Cycloalkyl; Alkyl-cycloalkyl; Alkoxyalkyl; The alkyl sulfonyl oxyalkyl; Mercaptoalkyl; The alkyl amino alkyl; Alcoxyl carbonyl alkenyl; Halogenated alkyl carbonyl; Alkyl-carbonyl; Alkenyl amino methanoyl alkyl; Cycloalkyl amino methanoyl alkyl; Alkoxy carbonyl group; The haloalkoxy carbonyl; Halogenophenyl carbamyl oxyalkyl; Cycloalkenyl; Phenyl; The phenyl that replaces, wherein said substituting group can be selected from alkyl, halogen, haloalkyl, alkoxyl, haloalkyl acyl ammonia, phthalyl ammonia, hydroxyl, alkyl-carbamoyl oxygen, alkenyl amino formoxyl oxygen, alkyl acyl ammonia, haloalkyl acyl ammonia or alkyl oxycarbonyl alkenyl; Phenyl sulfonyl; The phenylalkyl that replaces, wherein said substituting group can be selected from halogen or alkyl; Two oxyalkylenes; Halogeno-benzene oxyalkyl acyl aminoalkyl; The alkylthio di azoly; Piperidyl; The piperidyl alkyl; The dioxolanyl alkyl; Thiazolyl; The alkyl thiazolyl; Benzothiazolyl; The halogeno-benzene benzothiazolyl; Furyl; The furyl that alkyl replaces; Furyl alkyl; Pyridine radicals; Alkylpyridyl; Wan Ji oxazolyl; The tetrahydrofuran base alkyl; 3-cyano group, thienyl; The thienyl that alkyl replaces; 4,5-polyalkylene thienyl; Alpha-halogen alkyl acetyl aminophenyl alkyl; Alpha-halogen alkyl acetylamino nitrobenzophenone alkyl; Alpha-halogen alkyl acetylamino halogenophenyl alkyl; The cyano group alkenyl;
R
16And R
17In conjunction with the time can form and comprise following structures, piperidyl; The Alkylpiperidine base; Pyridine radicals; Two-or tetrahydro pyridyl; The alkyl tetrahydro pyridine radicals; Morpholinyl; The alkyl morpholine base; The azabicyclic nonyl; The diazacyclo alkyl; Benzo alkyl pyrrolidine base; The oxazole alkyl; Full hydrogen oxazole alkyl; Alkane base oxazole alkyl; The furan basic oxazole alkyl of muttering; Thiophene fen base oxazole alkyl; Pyrrole pyridine base oxazole alkyl; Phonetic pyridine base oxazole alkyl; The benzoxazole alkyl; C
3-7Volution alkyl oxazolidine base; The alkyl amino alkenyl; Alkyl subunit imino group; Pyrrolidinyl; Piperidone base; Perhydro azepines base; The perhydro azocine; Pyrazolyl, the pyrazoline base; Piperazinyl; Perhydro-1,4-two azepines bases; Quinolyl; Isoquinolyl; Dihydro-, tetrahydrochysene-and perhydro-quinolyl or isoquinolyl; Indyl and two-and the perhydro indyl, and the R of described combination
1And R
2Part can be by the above-mentioned independent R that enumerates
1And R
2Base replaces: or
(ⅱ) a kind of in the following compound
α-[(cyanogen methoxyl group) imino group] benzene acetonitrile,
α-[(1,3-dioxolanes-2-base-methoxyl group) imido] benzene acetonitrile,
O-[1,3-dioxolanes-2-ylmethyl]-2,2,2 ,-trifluoromethyl-4 '-the chloro-acetophenone oxime,
N-[4-(dichloro methylene)-1,3-dithia penta ring-2-base subunit]-Alpha-Methyl benzene methanamine hydrochloride,
1, the 8-naphthalic anhydride,
4,6-two chloro-2-phenyl-pyrimidines,
2-chloro-N-[1-(2,4, the 6-trimethylphenyl) vinyl] acetamide,
1, the 1,2 ethylene glycol ketal of 1-dichloroacetone,
The 2-(dichloromethyl)-and the 2-methyl isophthalic acid, 3-two oxa-s penta ring,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid (phenyl methyl)-ester,
O, O-diethyl D2EHDTPA ((3-aminomethyl phenyl) ester,
2-methyl-2-[(4-methyl-phenyl) sulphur]-allyl acetonitrile,
5-chloro-8-(cyanogen methoxyl group) quinoline,
1-methyl n-hexyl-2-(5-chloro-8-quinoline oxygen)-acetic acid esters,
The O-(methoxycarbonyl group)-and 2-(8-quinoline oxygen) the acetyl amidoxime,
2-[(2, the 2-dimethyl ethyl) amino]-the 4-(trifluoromethyl)-5-oxazole carboxylic acid ethyl ester,
(diphenyl methoxy base)-acetate methyl ester (code clerk MON-7400),
Pi-allyl-N-methyl two sulphur phenyl isocyanates,
5-(2, the 4-dichlorophenyl)-4-isoxazole carboxylic acid ethyl ester,
4,6-two chloro-2-phenyl-pyrimidines,
2-methyl-2-[(4-aminomethyl phenyl) sulphur]-allyl acetonitrile,
[(5-chloro-8-quinolyl) oxygen]-acetonitrile,
2-(diphenyl methoxy base)-N-methyl-acetamide,
Two (4-the anisyl)-methyl of N-[]-the glycine ethyl ester,
Two (4-the chlorphenyl)-methyl of N-[]-the glycine ethyl ester,
[(10,11-dihydro-5H-dibenzo [1, d] cycloheptene-5-yl) oxygen]-acetate 1,1-dimethyl ethyl ester,
2-(diphenyl methoxy base)-the ethane sulphamide,
(diphenyl methoxy base)-acetate propyl diester,
(diphenyl methoxy base)-acetate 2,2,2-trifluoroethyl ester,
Phenyl [the 3-(trifluoromethyl) phenyl] methoxyl group }-acetate 2-methyl-2-propylamine salt,
(diphenyl methoxy base)-acetate phenylester,
2-(diphenyl methoxy base)-ethane thio-acid S-ethyl ester,
(diphenyl methoxy base)-acetate 2-cyanogen ethyl ester,
Phenyl [the 3-(trifluoromethyl) phenyl] methoxyl group }-acetate 2,2,2 ,-trifluoroethyl ester,
(diphenyl methoxy base)-acetate 2-propynyl ester,
(diphenyl methoxy base)-acetate 3-furyl methyl ester,
[two (2, the 6-3,5-dimethylphenyl) methoxyl group]-acetate,
(diphenyl methoxy base)-acetate 3-nitrobenzophenone ester,
{ [two (2, the 6-3,5-dimethylphenyl)] methoxyl group }-acetate ethyl ester,
(diphenyl methoxy base)-acetate 1-cyano group-1-Methylethyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid ethyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid butyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid hexyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid octyl group ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid phenylester,
2-chloro-4-(trifluoromethyl)-the 5-thiazole carboxylic acid,
2-[bromo-4-(trifluoromethyl)]-5-thiazole carboxylic acid ethyl ester,
2-iodo-4-(trifluoromethyl)-5-thiazole carboxylic acid ethyl ester,
2-chloro-4-(trifluoromethyl)-5-thiazole carboxylic acid 1-methyl ethyl-amine salt,
(Alpha-Methyl-, the N-4-(methyl)-1,3-dithia penta ring-2-base subunit) the benzene methanamine hydrochloride,
The N-oxidation, 2-(3,4,5,6-tetrachloro-2-pyridylthio)-pyridine,
[3, two (trifluoromethyl) phenoxy groups of 5-]-acetate,
2-chloro-N-[5-iodo-4-(trifluoromethyl)-the 2-thiazolyl]-propionamide,
1-[(3, the 4-3,5-dimethylphenyl) sulfo-]-cyclopropylniitrile,
3-[[2-(1, the 1-dimethyl ethyl) phenyl] sulfo-]-propionitrile,
2-methyl-2-[[4-(1-Methylethyl) phenyl] sulfo-]-allyl acetonitrile,
N '-[(methoxycarbonyl group) oxygen]-2-(8-quinolyl oxygen)-the ethane acid imide,
3-[2-(2, the 5-dimethoxy phenyl)-2-oxygen ethyl]-1(3H)-isobenzofuranone,
2-(diphenyl methoxy base) acetic acid sodium salt semihydrate,
2-(diphenyl methoxy base)-acetate or
(diphenyl methoxy base)-acetate 2-propylamine salt.
23, according to the method for claim 22, wherein said formula II antidotal compound is the compounds of group according to the formula III
R wherein
18, R
19And R
20As defined herein.
24, according to the method for claim 23, wherein said compound according to the formula III is selected from down group and comprises
The 3-(dichloro-acetyl)-2,2,5-San Jia Ji oxazolidine,
The 3-(dichloro-acetyl)-2,2-Er Jia Ji oxazolidine,
The 3-(dichloro-acetyl)-2,2-dimethyl-5-Ben Ji oxazolidine,
The 3-(dichloro-acetyl)-2,2-dimethyl-5-(2-furyl)-oxazolidines,
The 3-(dichloro-acetyl)-2,2-dimethyl-5-(2-thienyl)-oxazolidines,
The 3-[3-(dichloro-acetyl)-2,2-dimethyl-5-oxazole alkyl]-pyridine and
The 4-(dichloro-acetyl)-1-oxa--4-azaspiro-(4,5)-decane.
25, according to claim 23 or 24 arbitrary methods, wherein said herbicides compounds is a kind of compound according to formula I A,
R wherein
1And R
3Be C
1-3Alkyl;
R
2Be H, C
1-3Alkyl, bromine or chlorine; And
R
11And R
12Be respectively C
1-3Alkyl or alkoxyl.
26, according to the method for claim 25, wherein said compound is selected from down group and comprises
N-[(4-methoxy-6-methylpyrimidine-2-yl) amino carbonyl]-3-chloro-4-methoxycarbonyl group-1-methylpyrazole-5-sulfonamide;
N-[(4,6-SDM-2-yl) amino carbonyl]-3-chloro-4-methoxycarbonyl group-1-methylpyrazole-5-sulfonamide;
N-[(4-methoxy-6-methylpyrimidine-2-yl) amino carbonyl]-3-chloro-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide;
N-[(4,6-SDM-2-yl) amino carbonyl]-3-chloro-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide;
N-[(4-methoxy-6-methylpyrimidine-2-yl) amino carbonyl]-3-bromo-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide;
N-[(4,6-SDM-2-yl) amino carbonyl]-3-bromo-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide and
N-[(4,6-SDM-2-yl) amino carbonyl]-4-carbethoxyl group-1-methylpyrazole-5-sulfonamide.
27, reduce because of using the method to chemical injury of crops that NC-319 causes, this method comprises the 3-(dichloro-acetyl that is applied to the certain detoxifcation in plant growth ground effective dose)-2,2-dimethyl-5-(2-furyl) oxazolidine.
28, reduce because of using the method to chemical injury of crops that NC-311 causes, this method comprises the 3-(dichloro-acetyl that is applied to the certain detoxifcation in plant growth ground effective dose)-2,2-dimethyl-5-(2-furyl) oxazolidine.
29, according to the method for claim 22, wherein said Herbicidal mixture compound is a kind of α-Lu Daiyixianan, thiocarbamate, urea, sulfonylureas, pyridine, heterocycle phenyl-or diphenyl ether, quinoline azoles quinoline ketone, benzoic acid derivative, triazine, azoles and pyrimidine sulphonamide, glyphosate or its salt, the weed killer herbicide of these herbicides compounds or its mixture.
30, according to the method for claim 29, wherein said mixed herbicide is the α-Lv Yixianan according to the formula IV
R wherein
21And R
22Be respectively hydrogen; C
1-8Alkyl, alkoxyl, alkoxyalkyl, acyl amino methyl, the amino methyl that acyl group-low alkyl replaces; Have the nearly cycloalkyl of 8 carbon atoms, methyl cycloalkyl, single-or how unsaturated alkene thiazolinyl, alkynyl group, cycloalkenyl group, cycloalkenyl group methyl; Phenyl; Or contain 1 to 4 and be selected from N respectively, the C of S or O ring hetero atom
4-10Heterocycle or heterocyclic methyl; And described R
21And R
22Part can be had the nearly alkyl of 8 carbon atoms, alkenyl, alkynyl group, alkenyloxy, chain oxy-acetylene, alkoxyl, alkoxyalkyl, alcoxyl carbonyl methyl or ethyl; Nitro; Halogen; Cyano group; Amino or C
1-4The amino that alkyl replaces replaces; And R wherein
21And R
22Can be combined together to form a described heterocycle or substituted heterocycle part with the N atom.
31, according to the method for claim 29, wherein said Herbicidal mixture compound is a kind of compound according to the formula V
Wherein
R
24Be H, C
1-6Alkyl, haloalkyl, alkoxyl or alkoxyalkyl have the nearly alkenyl of 6 carbon atoms, halogenated alkenyl, alkynyl group or halo alkynyl group have O, the C of S and/or N atom
5-10Heterocycle or heterocyclic methyl, and heterocycle wherein can be by halogen, C
1-4Alkyl, carbonylic alkyl or carbonylic alkoxy alkyl, nitro, amino or cyano group replace;
R
25Be hydrogen, halogen, nitro, amino, C
1-6Alkyl, alkoxyl or alkoxyalkyl, and
N is 0-5.
32, according to the method for claim 31, wherein said compound according to the formula V is selected from down the acetochlor that group comprises, alachlor, butachlor, isopropyl methoxalamine, third careless amine, kecaoan and the metazachlor.
33, according to the method for claim 22, wherein said mixed herbicide is the thiocarbamate that is selected from down group, and this is organized by Avadex, triallate, and Eptam, sutan and vernolate are formed.
34, reduce the method that causes because of NC-319 to chemical injury of crops; this method comprises the 3-(dichloro-acetyl that is applied to the certain detoxifcation in plant growth ground effective dose)-2; 2-dimethyl-5-(2-furyl) oxazolidine; this antipoison optionally contains to be selected from down organizes the Herbicidal mixture compound acetochlor that comprises; alachlor, butachlor, isopropyl methoxalamine; third careless amine, kecaoan and the metazachlor.
35, according to the method for claim 34, wherein said crop is a corn.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US926,510 | 1978-07-20 | ||
| US92651092A | 1992-08-14 | 1992-08-14 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1081815A true CN1081815A (en) | 1994-02-16 |
| CN1044189C CN1044189C (en) | 1999-07-21 |
Family
ID=25453313
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN92111385A Expired - Fee Related CN1044189C (en) | 1992-08-14 | 1992-08-31 | Safening herbicidal pyrazolylsulfonylureas |
Country Status (3)
| Country | Link |
|---|---|
| CN (1) | CN1044189C (en) |
| LT (1) | LTIP213A (en) |
| SI (1) | SI9200191A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103288749A (en) * | 2013-03-04 | 2013-09-11 | 盐城工学院 | Amino sulfonylurea compounds capable of being used as herbicides |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0365484B1 (en) * | 1988-10-20 | 1993-01-07 | Ciba-Geigy Ag | Sulfamoyl phenyl ureas |
| EP0397602A1 (en) * | 1989-05-12 | 1990-11-14 | Ciba-Geigy Ag | N-phenylpyrrolidines |
-
1992
- 1992-08-27 SI SI9200191A patent/SI9200191A/en unknown
- 1992-08-31 CN CN92111385A patent/CN1044189C/en not_active Expired - Fee Related
- 1992-09-16 LT LTIP213A patent/LTIP213A/en not_active Application Discontinuation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103288749A (en) * | 2013-03-04 | 2013-09-11 | 盐城工学院 | Amino sulfonylurea compounds capable of being used as herbicides |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1044189C (en) | 1999-07-21 |
| LTIP213A (en) | 1994-07-15 |
| SI9200191A (en) | 1994-03-31 |
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