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CN1078852A - The weed killer herbicide of control weeds in paddy field - Google Patents

The weed killer herbicide of control weeds in paddy field Download PDF

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Publication number
CN1078852A
CN1078852A CN 93105937 CN93105937A CN1078852A CN 1078852 A CN1078852 A CN 1078852A CN 93105937 CN93105937 CN 93105937 CN 93105937 A CN93105937 A CN 93105937A CN 1078852 A CN1078852 A CN 1078852A
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China
Prior art keywords
alkyl
chloro
methyl
base
killer herbicide
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Pending
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CN 93105937
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Chinese (zh)
Inventor
H·H·舒伯特
中岛岳彦
K·鲍尔
H·比尔格
E·哈克
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Hoechst AG
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Hoechst AG
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing keto or thioketo groups as part of a ring, e.g. cyclohexanone, quinone; Derivatives thereof, e.g. ketals
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01C—PLANTING; SOWING; FERTILISING
    • A01C1/00—Apparatus, or methods of use thereof, for testing or treating seed, roots, or the like, prior to sowing or planting
    • A01C1/08—Immunising seed
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/12—Powders or granules
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/26—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests in coated particulate form
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
    • A01N41/10—Sulfones; Sulfoxides

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

Abstract

A kind of herbicidal composition is disclosed, comprising at least a compound (compd A) or its salt shown in the formula I of effective dose, and at least a compd B, wherein said compd B is selected from butachlor, the third careless amine, Mefenacet, Esprocarb, Butenachlor, molinate, benthiocarb, dimepiperate, NSK-850, Pyrazolate, Naproanilid, bensulfuron-methyl, Pyrazosulfuron, Cinosulfuron, Imazosulfuron, H1, Pyrazoxyfen, Benzofenap, Dithopyr, HW52, Pyributiearb, Anilofos, CH900 and sand-grass are grand.

Description

The weed killer herbicide of control weeds in paddy field
Weed killer herbicide among known WO91/05469 and the WO91/05470 and active ingredient composition can be used for preventing and treating the growth that paddy field does not need plant.The mixture of synergistic effect of wherein having has the preventive and therapeutic effect of wide spectrum to unifacial leaf in the paddy field and broadleaf weed.
Yet, known with these compositions and can not prevent and treat effectively at the Japan and the paddy field weed of south east asia, particularly as arrowhead belong to several, water chestnut and some broad leaved weedses.
Surprisingly find the new composition with synergistic effect in the biologic test of the active ingredient of some different weed killer herbicides, these compositions have shown good broad-spectrum weed-killing effect when common the use, and paddy rice has good tolerance to it.Their sphere of action and action intensity are better than known weed killer herbicide and composition, and its consumption can be seldom.
These new compositions are also had an advantage of lasting medicine, can grow to several weeks, so that unnecessaryly use the new weeds that sprouting of other weed killer herbicide control again.So can save the process of weeding for the second time, only need a drug can solve the growth of competition weeds.
Of the present invention to as if weed killer herbicide, its characteristics are that it contains compound or their salt (category-A type compound) shown at least one general formula I of useful effect dosage
Figure 931059372_IMG26
（Ⅰ）
In the formula
R 1Be halogen, (C 1-C 4)-alkoxyl, (C 1-C 4)-alkyl, (C 1-C 4)-haloalkyl ,-NO 2,-CN or S(O) and nR 10;
R 2And R 3Be respectively hydrogen, halogen, (C 1-C 4)-alkyl, (C 1-C 4)-alkoxyl, (C 1-C 4)-halogenated alkoxy, (C 1-C 4)-haloalkyl ,-CN ,-NO 2The m-R of ,-S(O) 11,-NR 12R 13,-NR 14-CO-R 15;
R 4Be hydrogen, (C 1-C 4)-alkyl or-CO-O-(C 1-C 4)-alkyl;
R 5, R 6, R 7, R 8, R 9Be respectively hydrogen or (C 1-C 4)-alkyl or-CO-R 16;
R 10Be (C 1-C 4)-alkyl, (C 1-C 4)-haloalkyl or (C 1-C 4)-alkoxyl;
R 11Be (C 1-C 4)-alkyl, (C 1-C 4)-haloalkyl, phenyl, benzyl, or-NR 17R 18;
R 12And R 13Be respectively hydrogen or (C 1-C 4)-alkyl;
R 14Be hydrogen or (C 1-C 4)-alkyl;
R 15Be (C 1-C 4)-alkyl;
R 16Be hydrogen, (C 1-C 4)-alkyl, (C 1-C 4)-haloalkyl or (C 1-C 4)-alkoxyl;
R 17And R 18Be respectively hydrogen or (C 1-C 4)-alkyl and
N and m are respectively 0,1 or 2,
With combined at least one compd B (category-B type compound), category-B comprises following these compounds:
B1) butachlor, the N-(butoxymethyl)-2-chloro-N-(2,6-diethyl phenyl)-acetamide
Figure 931059372_IMG27
B2) the third careless amine, N-(2-propoxyl group ethyl)-2-chloro-N-(2,6-diethyl phenyl)-acetamide
B3) Mefenacet, 2-(1,3-benzothiazole-2-base oxygen base)-N-methyl acetanil
Figure 931059372_IMG29
B4) Esprocarb, S-benzyl-N-ethyl-(1,2-dimethyl-propyl group)-thiocarbamate ester
Figure 931059372_IMG30
B5) Butenchlor, (Z)-N-butene-2-Ji oxygen ylmethyl-2-chloro-2 ', 6 '-the diethyl acetanil, KH-218
Figure 931059372_IMG31
B6) molinate, N-(ethylmercapto group-carbonyl)-azepine
Figure 931059372_IMG32
B7) benthiocarb (Benthiocarb), N, N-diethyl-carbamic acid-4-chloro benzyl thioesters
Figure 931059372_IMG33
B8) dimepiperate (My-93), N-(2-phenyl-third-2-base thiocarbonyl)-piperidines
Figure 931059372_IMG34
B9) NSK-850, α-chloro-N-(3-methoxyl group-2-thienyl)-methyl-2 ', 6 '-dimythyl acetanilide
Figure 931059372_IMG35
B10) Pyrazolate, 4-(2,4-dichloro-benzenes acyl group)-1,3-dimethyl pyrazole-5-base-toluene-4-sulfonic acid ester
Figure 931059372_IMG36
B11) Naproanilid, the 2-(2-naphthoxy)-propionanilide
Figure 931059372_IMG37
B12) bensulfuron-methyl (Bensulfuron-methyl), α-(4,6-dimethoxypyridin-2-base-carbamoyl-amino-sulfonyl)-O-toluic acid
Figure 931059372_IMG38
B13) Pyrazosulfuron-ethyl, 5-(4,6-dimethoxypyridin-2-base-carbamoyl amino-sulfonyl)-1-methylpyrazole-4-carboxylic acid
Figure 931059372_IMG39
B14) Cinosulfuron, 3-(4,6-dimethoxy-1,3,5-triazole-2-base-1-(2-(2-methoxy ethoxy)-phenyl sulfonyl) urea
B15) Imazosulfuron, N-(2-chloro-imidazo (1,2-α) pyridin-3-yl-sulfonyl)-N '-(4,6-dimethoxy-2-pyrimidine radicals) urea (TH-913, the example 1 among the EP238070)
Figure 931059372_IMG41
B16) H1,3-(4,6-dimethoxy-pyridine-2-yl)-1-(2-ethoxy phenoxy sulfonyl)-urea, (P3816704.2, EP-A-0342569)
Figure 931059372_IMG42
B17) Pyrazoxyfen, 2-(4-(2,4-two chloro-benzyls)-1,3-dimethyl pyrazole-5-base oxygen base)-acetophenone
Figure 931059372_IMG43
B18) Benzofenap(MY71), 2-(4-(2,4-two chloro-m-toluyls)-1,3-dimethyl pyrazole-5-base oxygen base)-4 '-methyl acetophenone
Figure 931059372_IMG44
B19) Dithiopyr, 5,5 '-dimethyl-2-difluoromethyl-4-isobutyl group-6-5-flumethiazine-3, the 5-dithiocarboxylic esters
Figure 931059372_IMG45
B20) HW52,2 ', 3 '-two chloro-4-ethyoxyl methoxy base benzanilides, (J60042-312A)
B21) Pyributicarb, O-3-tert-butyl-phenyl-6-methoxyl group-2-pyridine radicals (methyl) thiocarbamate
Figure 931059372_IMG47
B22) Anilofos, 4 '-chloro-2-dimethoxy sulfo-phosphino-sulfo--N-isopropyl acetanil
Figure 931059372_IMG48
B23) CH900,1-(diethylamino formoxyl)-3-(2,4,6-trimethylphenyl sulfonyl)-1,2, the 4-triazole and
Figure 931059372_IMG49
B24) sand-grass is grand, 1-(1-methyl isophthalic acid-phenethyl)-the 3-P-tolyl urea
Figure 931059372_IMG50
In the above in the composition that category-A compound and category-B compound form, the compd A of an effective action with only one be selected from B1 to B4, B6 to B8, the except combinations of the compd B of B17 to B20 and B22.
These compounds are known in " agricultural chemicals handbook " (the 9th edition, Brit.Crop.Prot.Council, 1991), but B15, and except the B16, B20, they are on the books in described patent application.Compd B 23 is in Brighton Crop Prot Conf Weeds(Brighton farming protection meeting, weeds) report is arranged in 1991,923～928 pages.
What weed killer herbicide of the present invention was interesting especially is compound shown in the following formula 1 or their salt,
In the formula
R 1Be fluorine, chlorine, bromine, iodine, methoxyl group, nitro, cyano group or-S(O) nR 10, R 2And R 3Be respectively hydrogen, fluorine, chlorine, bromine, iodine, methyl, methoxyl group, trifluoromethoxy, cyano group, nitro, trifluoromethyl ,-SO 2R 11, NR 12R 13,-N(CH 3)-CO-R 14Or-CO-O-(C 1-C 4)-alkyl and
R 4, R 5, R 6, R 7, R 8And R 9Be respectively hydrogen or methyl and
R 10, R 11, R 12, R 13, R 14With n such as top determined implication.
Weed killer herbicide of the present invention particularly preferably is the compound shown in the following formula 1, R in the formula 2And R 3Be respectively hydrogen, fluorine, chlorine, bromine ,-N(CH 3) 2, methoxyl group, nitro ,-SO 2CH 3,-SO 2CH 2Cl ,-SO 2N(CH 3) 2Or trifluoromethyl and n=2 and
R 1, R 4, R 5, R 6, R 7, R 8And R 9As top determined implication.
Formula I compound can be different tautomerism body structures (ketoenol tautomerization), and a hydrogen atom that acidity is very strong is arranged on the methine between three carbonyls, and this hydrogen atom can be suitable for agricultural and go up the cation replacement of using.Formed salt normally metal-, particularly alkali metal-, alkaline earth metal-, be sometimes replace or unsubstituted ammonium-, sulfonium-Huo phosphonium salts, here substituting group is aliphatic or aromatic group.The suitable alkali that is used to prepare salt of the present invention is alkali carbonate for example, as potash, and alkali metal-and alkaline earth metal hydroxide, ammonia or monoethanolamine.
Alkyl can be regarded as the group of the carbon atom that brings determined number.It can be straight chain or side chain.The most frequently used group is for example methyl, ethyl, n-pro-pyl, isopropyl, normal-butyl, isobutyl group, sec-butyl or the tert-butyl group.Halogen refers to fluorine, chlorine, bromine or iodine.Haloalkyl one-or many halos, also can be perhalogeno.
Specially suitable formula I compound for example is in weed killer herbicide mixture of the present invention
2-(2-chloro-4-methyl sulphonyl benzyl acyl group) hydroresorcinol (A1)
2-(2-nitrobenzyl acyl group)-4,4-dimethyl-hydroresorcinol (A2) and
2-(2-nitrobenzyl acyl group)-5,5-dimethyl-hydroresorcinol (A3)
2-benzyl acyl group cyclohexanedione derivatives shown in the formula I is known, referring to the open (EP-A-Ver of for example European patent
Figure 931059372_IMG51
Ffentlichungen Nr.) 0 137 963,0 186 118,0 274 634 and 0 298 680 and United States Patent (USP) (U.S.Patent) 4 780 127, or according to the method preparation of being given in the document.
Be some special cases that require the active ingredient mixture below, but be not limited to this:
A 1+ bensulfuron-methyl
A 1+″ +Mefenacet
A 1+ "+butachlor
A 1+″ +Esprocarb
A 1+ "+the third careless amine
A 1+ "+molinate
A 1+″ +Butenachlor
A 1+ "+benthiocarb
A 1+ "+dimepiperate
A 1+″ +NSIY-850
A 1+″ +Dithiopyr
A 1+″ +NW52
A 1+″ +Pyributicarb
A 1+″ +Anilofos
A 1+″ +CN900
Following mixture until quaternary built also is possible, has shown good herbicidal effect in biologic test,
A 1+ bensulfuron-methyl+sand-grass is grand
A 1+ "+Mefenacet+ sand-grass is grand
A 1+ "+butachlor+sand-grass is grand
A 1+ "+Esprocarb+ sand-grass is grand
A 1+ "+the third careless amine+sand-grass is grand
A 1+ "+molinate+sand-grass is grand
A 1+ "+Butenachlor+ sand-grass is grand
A 1+ "+benthiocarb+sand-grass is grand
A 1+ "+dimepiperate+sand-grass is grand
A 1+ "+NSK850+ sand-grass is grand
A 1+ "+Dithiopyr+ sand-grass is grand
A 1+ "+NW52+ sand-grass is grand
A 1+ "+Pyributicarb+ sand-grass is grand
A 1+ "+Anilofos+ sand-grass is grand
A 1+ "+CH900+ sand-grass is grand
In the composition that these are enumerated, use sand-grass to swell two tangible advantages are arranged: the grand herbicide effect effect that has strengthened Cyperus and grassy weed of one side sand-grass, sand-grass is grand has on the other hand played the effect of safener for paddy rice, and it has reduced the injury that may be caused paddy rice by weed killer herbicide such as sulfonylurea derivative or other active ingredient.
By using effective constituents A 2 or A3 substituted compound A1, mixture listed above can also further be changed.
With same method, the active ingredient in the cited mixture
The B12=bensulfuron-methyl can replace with following sulfonylurea material:
B13, Pyrazosulfuron-ethyl or
B14, Cinosulfuron or
B15, Imazosulfuron(TH913) or
B16, the composition of H1 or two sulfonylurea materials is formed as adding B16 by B13.
With similar methods, with one in the following weed killer herbicide replace ternary-or the quaternary built preparation in sulfonylurea derivative:
B10，Pyrazolate
B17，Pyrazoxyphen
B18，Benzofenap
B11，Naproanilide
So there are many possibilities, promptly 3 or 4 weeding active ingredients make up, and are used for killing weeds in rice field jointly.
Weed killer herbicide of the present invention (composition) confirm its to important economically many unifacial leaves-and dicotyledonous harmful plants have the herbicide effect of good wide spectrum.Active ingredient composition also can be prevented and treated those perennial weeds with the long organ breeding of piece root, rhizome or other time-to-live that is difficult to prevent and kill off effectively.No matter prior to seeding, sprout preceding or the back dispenser of sprouting all effectively same.Enumerated some unifacial leaves-and the representative kind of broadleaf weed as an example, their available chemical control of the present invention, but be not limited to cited kind.
The monocotyledon weed that can effectively prevent and kill off such as annual barnyard grass grass and cyperus and perennial cyperus.
Can also prevent and kill off weeds such as the arrowhead that under the paddy field specified conditions, occurs, rhizoma alismatis, Monochoria vaginalis, water chestnut, Fischer grass, nutgrass flatsedge etc. effectively with weed killer herbicide of the present invention.
Weed killer herbicide of the present invention imposes on the soil table before germination, it can suppress the weeds germination fully like this, or makes weed growth to leaf period, stops growing, and is then dead in 3 to 4 all backs.
If composition of the present invention is applied to green plants part after sprouting, handles the back plant growing in medication and occur obviously stopping.So vegetative stage when weed growth rests on dispenser or more or less rapidly dead after certain hour is can be as early as possible and solve the weeds problem that crops is had harmful competition constantly by the method for using new medicament of the present invention.
Though medicament of the present invention to unifacial leaf-and broadleaf weed excellent herbicidal is arranged, they only have slight for paddy rice or do not have poisoning fully.In view of this, so medicament of the present invention is particularly suitable for optionally preventing and kill off undesired plant growth in paddy field.
The effect that has surpassed each single agent of expection with the herbicidal effect of active ingredient composition of the present invention.The result of this synergy can make each single effective ingredient consumption significantly reduce.The drug effect of herbicidal composition is also prolonged or speed of action is accelerated.These characteristics provide very big superiority when the actual management of weeds for the user.It can be more cheap, faster, with still less working cost and lasting management of weeds, crops can obtain higher output thus.
Find also that further a series of active ingredient composition also has safener-or antipoison effect, i.e. their plant toxicity side effects that can reduce or avoid used active ingredient on crops such as paddy rice, to produce fully.
Various mixing active ingredients ratios can in very large range change.It and used blending ingredients, the growth and development stage of weeds, the weeds spectrum is relevant with weather conditions.
Active ingredient composition of the present invention both can be the formulation that two components are mixed, its common water is further dilution again, also can be processed into granule for using, can also be so-called canned mixture, is about to the method that each formulation components water dilutes together and prepares.
Compound (composition) can be processed with different modes according to their biology and/or chemistry-physical parameter.The example of machinable formulation has: wetting powder (WP), missible oil (EC), the aqueous solution (SL), emulsion (EW) is as oil-in-water-and water-in-oil emulsion, solution that can spray or emulsion, with oil or water is the dispersion liquid of matrix, suspension emulsion, pulvis (DP), impregnating agent, particularly can make the granule (WG) that soil application or the granule that spreads fertilizer over the fields or available water are sprayed, ultralow amount formulation, microcapsule formulations or cerate.
These single formulations are known basically, and record is for example arranged in the document below:
Winnacker-Küchler，"Chemische Technologie"，Band 7，C.Hauser Verlag München，4.Aufl.1986;van Valkenburg，"Pesticides Formulations"，Marcel Dekker N.Y.，2.Auflage 1972-73;K.Martens，"Spray Drying Handbook"，3.Auflage 1979，G.Goodwin Ltd.London.
Necessary formulation auxiliary material such as inert substance, surfactant, solvent and other additive are known too, and record is arranged in the document below:
Watkins，"Handbook of Insecticide Dust Diluents and Carriers"，2.Auflage，Darland Books，Caldwell N.J.;H.v.Olphen，"Introduction to Clay Colloid Chemistry"，2.Auflage，J.Wiley & Sons，N.Y.，Marsden，"Solvents Guide"，2.Auflage，Interscience，N.Y.1950;McCutcheon's，"Detergents and Emulsifiers Annual"，MC Publ.Corp.，Ridgewood N.J.;Sisley and Wood，"Encyclopedia of Surface Active Agents"，Chem.Publ.Co.Inc.，N.Y.1964;Sch
Figure 931059372_IMG52
nfeldt，"Grenzfl
Figure 931059372_IMG53
chenaktive Athylenoxidaddukte"，Wiss.Verlagsgesell.，Stuttgart 1976;
Winnacker-Küchler，"Chemische Technologie"，Band 7，C.Hauser Verlag München，4.Aufl.1986.
On the basis of these formulations, composition can also with the active ingredient material of other agricultural chemicals, as other weed killer herbicide, bactericide or insecticide, and fertilizer and/or plant growth regulator are prepared into form or canned mixture as finished product preparation together.
Wetting powder (wettable powder) is can homodisperse preparation in water; it is except containing active ingredient; outside thinner or the inert substance, also contain wetting agent such as polyoxyethylene alkylphenol, polyoxyethylene fatty alcohol or fatty amine; alkane-or benzene sulfonamide acid esters and dispersant; as sodium lignin sulfonate, 2,2 '-dinaphthyl-methane-6; 6 '-sodium disulfonate, dibutyl naphthalene-sodium sulfonate or oleoyl N-methyltaurine sodium.
Missible oil is that active ingredient is dissolved in an organic solvent such as butanols, cyclohexanone, and dimethyl formamide, dimethylbenzene or high boiling aromatic hydrocarbon or hydro carbons Zhong ， And add one or more emulsifier and are prepared from.The example that can be used as emulsifier has: alkyl aryl sulphonic acid calcium salt such as calcium dodecyl benzene sulfonate or nonionic emulsifier such as fatty acid polyethylene glycol ester, alkylaryl polyglycol ether, fatty alcohol polyglycol ether, expoxy propane-oxirane-condensation product, alkyl, polyether, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters or polyoxyethylene sorbitol ester.
Pulvis is with the solid matter of active ingredient and finely divided shape such as talcum, natural clay such as kaolin, and bentonite, pyrophyllite soil or diatomite make through abrasive dust processing.
The preparation of granule is active ingredient to be sprayed at particulate inert material surface with absorption property or with the active ingredient polyvinyl alcohol, the surface of carrier mass surfaces such as these adhesives of polypropylene sodium alkoxide or mineral oil adhere to sand, kaolin or particulate inert material.Also can the active ingredient that some is suitable be processed into granule with the method for common manufacturing granular fertilizer.When needing also can with the fertilizer processing that mixes.
Agrochemical formulations contains 0.1 to 99%(percentage by weight usually), 2 to 95%(weight particularly) effective constituents A and B.Effective constituents A is different with the concentration of B in formulation.
Wetting powder contains effective composition greatly about for example 10～95%(weight) remainder filled the post of by some commonly used formulation auxiliary materials.Active constituent content is approximately 1 to 85%(weight in the missible oil), preferred 5 to 80%(weight).Pulvis contains effective composition and is approximately 1 to 25%(weight), major part is 5 to 20%(weight).The solution that can spray contains effective composition and is approximately 0.2 to 25%(weight), preferred 2 to 20%(weight).For granule, such as dispersible granules agent in the water, it is to be in a liquid state or solid-state and which type of particle auxiliary agent and filler of use that its active constituent content depends in part on active ingredient.Usually in water its active constituent content of dispersible granules agent 5 and 90%(weight) between, to broadcasting sowing its active constituent content of granule between 1 and 50%, between preferred 2 and 25%.
In addition, also contain sometimes in the cited preparation of active ingredient the conventional adhesive that uses-, wetting agent-, dispersant-, emulsifier-, bleeding agent-, solvent-, filler-or carrier mass.
Usually the formulation that provides with commercial form needs to adopt conventional method dilution, for example dispersible granules agent dilutable water in wetting powder, missible oil, dispersant and the water in use sometimes.Before using, pulvis, the granule that broadcasts sowing or use in soil and the solution that can spray then need not further to dilute with inert substance.
The type of the consumption Yin Wendu of mixture, these external conditions of humidity and used weed killer herbicide is different and change.
Following Example is in order to explain the present invention:
A. formulation preparation example
A) pulvis: the active ingredient composition of the present invention of 10 parts of weights and the talcum powder as inert material of 90 parts of weights are blended in the hammer mill and grind.
B) wetting powder that easily disperses in the water: 5 parts of heavy active ingredient compositions and 64 parts of weights as containing of inert material of kaolinic silica flour; the oleoyl N-methyltaurine sodium of 10 parts heavy lignin sulfonic acid potassium and 1 part of weight is used as wetting agent and dispersant, and said mixture is processing and grinding in bar crusher.
C) the dispersion concentrating agents that easily disperses in the water: the active ingredient composition of 20 parts of weights, the alkyl phenol polyglycol ether of 6 parts of weights (
Figure 931059372_IMG54
Triton * 207), the different tridecanol polyglycol ether (8 ethyleneoxy unit) of 3 parts of weights and 71 parts of scheelite wax mineral oil (boiling spread about more than 255～277 ℃), said mixture is milled to granularity below 5 microns in ball mill.
D) missible oil: the active ingredient composition of 15 parts of weights, 75 parts of cyclohexanone and 10 parts of ethoxylated nonylphenols that recast is an emulsifier that recast is a solvent.
E) the dispersible granules agent is composed as follows in water:
The active ingredient composition of 75 parts of weights
The calcium lignosulfonate of 10 parts of weights
The NaLS of 5 parts of weights
The POLYPROPYLENE GLYCOL of 3 parts of weights
The kaolin of 7 parts of weights
Above-mentioned each component is mixed, grind in bar crusher, flour passes through water as the granulation of graininess spray liquid on revolving bed.
F) granule that can spray in water is composed as follows:
The active ingredient composition of 25 parts of weights
5 parts heavy 2,2 '-dinaphthyl methane-6,6 '-sodium disulfonate
The oleoyl N-methyltaurine sodium of 2 parts of weights
The POLYPROPYLENE GLYCOL of 1 part of weight
The calcium carbonate of 17 parts of weights and
The water of 50 parts of weights
With said components homogenate in colloid mill, grind in advance, that continues further grinds in ball mill, more resulting suspension is sprayed mist And drying by a kind of single-stage spray head in spray tower.
Biological Examples
1. herbicidal effect before the bud
The seed of unifacial leaf and broadleaf weed or piece root place and fill the dauk diameter is 9 centimetres plastic basin, topped with loam above.The weeds that occur in the paddy field are placed with water saturated soil cultivate, the water level in cultivating process in the plastic basin maintains upper soll layer or several centimeters on the soil table.The wetting powder of active ingredient composition of the present invention or missible oil and be diluted with water to water slurry or emulsion as the single preparation of active ingredient that parallel test is used, the thin up amount is equivalent to 300～600 liters/hectare approximately, this dilution is sprayed on the surface of topped loam by various dose or adds with irrigation water having under the situation of rice plant.
After medication is handled basin placed that ， And keeps the condition that helps weed growth Nei the greenhouse.After 3 to 4 week tests, according to the situation of sprouting of test plant by the visual assessment plant of comparing with the untreated control group-or the victimization state that sprouts.Test confirms that weed killer herbicide of the present invention has herbicide effect before the bud of good wide spectrum to broad leaved weed and grassy weed.
In all cases, the calculated value of composition herbicidal effect is different with measured value.The herbicidal effect calculated value of a composition can be the synergy and the antagonism calculating (weeds 15(1967) of herbicidal composition by the S.R.Colby formula, 20～22 pages) obtain,
The computing formula of binary built is:
E＝X+Y- (x·y)/100
Computing formula for the weed killer herbicide of ternary built is:
E＝X+Y+Z+ (x·y·z)/10000 - (x·y+x·z+y·z)/100
In the formula
The percentage of being injured when X=weed killer herbicide A consumption is an x kilogram/hectare;
The percentage of being injured when Y=weed killer herbicide B consumption is a y kilogram/hectare;
The percentage of being injured when another weed killer herbicide of Z=B consumption is a z kilogram/hectare;
E=weed killer herbicide A+B(or+B) consumption be x+y(or+z) percentage of being injured of kilogram/hectare time expection.
The actual value of being injured is greater than calculated value; The actual herbicidal effect of composition is greater than its each single agent herbicidal effect sum thus, and promptly composition has synergistic effect.
2. herbicidal effect behind the bud
The seed of unifacial leaf or broadleaf weed or piece root place the plastic basin that fills dauk, and be topped with loam, cultivates in the greenhouse that helps growth conditions.The weeds that will occur in the rice field are cultivated in basin, and water layer maintains above 3 centimeters of soil surface in the nurturing period basin.3 weeks medication when 3 leaf phases of weeds or weeds highly are 3 to 5 centimetres (1～1,2 leaf phase) is after planting handled.
With the wetting powder of active ingredient composition of the present invention or missible oil and the single preparation of active ingredient used as parallel test, be sprayed on the green portion of plant after with the water dilution that is equivalent to 300 to 600 liters of/hectare sprinkling amounts by various dose.Test plant is handled and to be placed in the greenhouse under the best growing condition, and approximately 3-4 estimates the effect of preparation after week by comparing with untreated control.For the weeds that the Tanaka of paddy rice or rice crop occurs, the active ingredient of medicament also can directly join in the irrigation water (with the using method that is similar to granule) or be sprayed in plant and the irrigation water.
Test confirms that medicament of the present invention has herbicide effect behind the good bud for many broad-leaveds that important economic implications arranged and grassy weed.According to the computational analysis of Colby formula, medicament of the present invention has synergistic effect.
Active ingredient composition of the present invention is given in table 1 for the herbicidal effect of nutgrass flatsedge.
Figure 931059372_IMG56

Claims (9)

1, weed killer herbicide is characterized in that it contains compound or their salt (category-A type compound) shown in the general formula 1 of a useful effect dosage
Figure 931059372_IMG1
In the formula
R 1Be halogen, (C 1-C 4)-alkoxyl, (C 1-C 4)-alkyl, (C 1-C 4)-haloalkyl ,-NO 2,-CN or S (O) nR 10
R 2And R 3Be respectively hydrogen, halogen, (C 1-C 4)-alkyl, (C 1-C 4)-alkoxyl, (C 1-C 4)-halogenated alkoxy, (C 1-C 4)-haloalkyl ,-CN ,-NO 2,-S (O) m-R 11,-NR 12R 13,-NR 14-CO-R 15
R 4, R 6, R 7, R 8, R 9Be respectively hydrogen or (C 1-C 4)-alkyl or-CO-R 16
R 5Be hydrogen, (C 1-C 4)-alkyl or-CO-O-(C 1-C 4)-alkyl;
R 10Be (C 1-C 4)-alkyl, (C 1-C 4)-haloalkyl or (C 1-C 4)-alkoxyl;
R 11Be (C 1-C 4)-alkyl, (C 1-C 4)-haloalkyl, phenyl, benzyl, or-NR 17R 18
R 12And R 13Be respectively hydrogen or (C 1-C 4)-alkyl;
R 14Be hydrogen or (C 1-C 4)-alkyl;
R 15Be (C 1-C 4)-alkyl;
R 16Be hydrogen, (C 1-C 4)-alkyl, (C 1-C 4)-haloalkyl or (C 1-C 4)-alkoxyl;
R 17And R 18Be respectively hydrogen or (C 1-C 4)-alkyl and
N and m are respectively 0,1 or 2;
With combined at least one compd B (category-B type compound), category-B comprises following these compounds,
B1) butachlor, N (butoxymethyl)-2-chloro-N-(2,6-diethyl phenyl)-acetamide
Figure 931059372_IMG2
B2) the third careless amine, N-(2-propoxyl group ethyl)-2-chloro-N-(2,6-diethyl-phenyl)-acetamide
B3) Mefenacet, 2-(1,3-benzothiazole-2-base oxygen base)-N-methyl-acetanil
Figure 931059372_IMG4
B4) Esprocarb, S-benzyl-N-ethyl-(1,2-dimethyl-propyl group)-thiocarbamate
Figure 931059372_IMG5
B5) Butenachlor, (Z)-N-butene-2-Ji oxygen ylmethyl-2-chloro-2 ', 6 '-the diethyl acetanil, KH-218
Figure 931059372_IMG6
B6) molinate, N-(ethylmercapto group-carbonyl)-azepine
B7) benthiocarb (Benthiocarb), N, N-diethyl-carbamic acid-4-chloro benzyl thioesters
Figure 931059372_IMG8
B8) dimepiperate (MY-93), N-(2-phenyl-third-2-base thiocarbonyl) piperidines
Figure 931059372_IMG9
B9) NSK-850, α-chloro-N-(3-methoxyl group-2-thienyl)-methyl-2 ', 6 '-dimythyl acetanilide
Figure 931059372_IMG10
B10) Pyrazolate, 4-(2,4 dichloro benzene acyl group)-1,3-dimethyl pyrazole-5-base toluene-4-sulfonic acid ester
Figure 931059372_IMG11
B11) Naproanilid, 2-(2-naphthoxy) propionanilide
Figure 931059372_IMG12
B12) bensulfuron-methyl, α-(4,6-dimethoxypyridin-2-base-carbamoyl-amino-sulfonyl)-O-toluic acid
Figure 931059372_IMG13
B13) Pyrazosulfuron-ethyl, 5-(4,6-dimethoxypyridin-2-base-carbamoyl amino-sulfonyl)-1-methylpyrazole-4-carboxylic acid
Figure 931059372_IMG14
B14) Cinosulfuron, and 3-(4,6-dimethoxy-1,3,5-triazole-2-base-1-[2-(2-methoxy ethoxy)-phenyl sulfonyl] urea
Figure 931059372_IMG15
B15) Imazosulfuron, N-(2-chloro-imidazo [1,2-α] pyridin-3-yl-sulfonyl)-N '-(4,6-dimethoxy-2-pyrimidine radicals) urea
Figure 931059372_IMG16
B16) H1,3-(4,6-dimethoxy-pyridine-2-yl)-1-(2-ethoxy phenoxy sulfonyl)-urea (P3816704.2, EP-A-0 342 569)
Figure 931059372_IMG17
B17) Pyrazoxyfen, 2-[4-(2,4-two chloro-benzyl acyl groups)-1,3-dimethyl pyrazole-5-base oxygen base]-acetophenone
Figure 931059372_IMG18
B18) Benzofenap (MY71), 2-[4-(2,4-two chloro-m-toluyls)-1,3-dimethyl pyrazole-5-base oxygen base]-4 '-methyl acetophenone
B19) Dithiopyr, 5,5 '-dimethyl-2-difluoromethyl-4-isobutyl group-6-5-flumethiazine-3, the 5-dithiocarboxylic esters
Figure 931059372_IMG20
B20) HW52,2 ', 3 '-two chloro-4-ethyoxyl methoxy base benzanilides, (J60042-312A)
B21) Pyributicarb, 0-3-tert-butyl-phenyl-6-methoxyl group-2-pyridine radicals (methyl) thiocarbamate
Figure 931059372_IMG22
B22) Anilofos, 4 '-chloro-2-dimethoxy sulfo-phosphino-sulfo--N-isopropyl acetanil
Figure 931059372_IMG23
B23) CH900,1-(diethylamino formoxyl)-3-(2,4,6-trimethylphenyl sulfonyl)-1,2, the 4-triazole and
B24) sand-grass is grand, 1-(1-methyl isophthalic acid-phenylethyl)-3-P-tolyl urea
Figure 931059372_IMG25
In the above in the composition that category-A compound and category-B compound form, the compd A of an effective action with only one be selected from B1 to B4, B6 to B8, the except combinations of the compd B of B17 to B20 and B22.
According to the weed killer herbicide of claim 1, it is characterized in that 2, it contains compound shown in the formula 1 or their salt, in the formula
R 1Be fluorine, chlorine, bromine, iodine, methoxyl group, nitro, cyano group or-S(O) nR 10;
R 2And R 3Be respectively hydrogen, fluorine, chlorine, bromine, iodine, methyl, methoxyl group, trifluoromethoxy, cyano group, nitro, trifluoromethyl ,-SO 2R 11,-NR 12R 13,-N(CH 3)-CO-R 14Or-CO-O-(C 1-C 4)-alkyl and
R 4, R 5, R 6, R 7, R 8And R 9Be respectively hydrogen or methyl.
3,, it is characterized in that it contains compound shown in one or more formula I or their salt, R in the formula according to the weed killer herbicide of claim 1 or 2 2And R 3Be respectively hydrogen, fluorine, chlorine, bromine ,-N(CH 3) 2, methoxyl group, nitro ,-SO 2CH 3,-SO 2CH 2Cl ,-SO 2N(CH 3) 2Or trifluoromethyl and n are 2.
4, according to 1 in the claim 1 to 3 or multinomial weed killer herbicide, it is characterized in that it also contains 1～99%(weight except containing formulation auxiliary material commonly used) by the category-A compound shown in the formula I and one or more active ingredient mixture of forming by category-B type active ingredient.
5, the method for preparation in the claim 1 to 4 or multinomial weed killer herbicide; it is characterized in that; can adopt the method that is similar to conventional plant protectant preparation to be processed into wetting powder a compd A and one or more compd B; missible oil; the aqueous solution; emulsion; the solution that can spray (canned mixture), with oil-or water be the dispersion liquid of matrix, the suspension emulsion; pulvis; impregnating agent, soil-or broadcast sowing granule, dispersible granules agent in water; ultralow amount formulation, microcapsule formulations or cerate.
6, prevent and kill off the method that does not need plant, it is characterized in that, people can impose on one in the claim 1 to 5 of a useful effect dosage or a multinomial medicament not to be needed on the plant or the surface in their farmlands, place.
7, according to the method for claim 6, it is characterized in that, optionally prevent and kill off the weeds in the useful plant.
8,, it is characterized in that useful plant is a paddy rice according to the method for claim 7.
9, in the claim 1 to 4 or multinomial weed killer herbicide carry out the optionally purposes of management of weeds in useful plant.
CN 93105937 1992-05-21 1993-05-20 The weed killer herbicide of control weeds in paddy field Pending CN1078852A (en)

Applications Claiming Priority (2)

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DE4216880A DE4216880A1 (en) 1992-05-21 1992-05-21 Synergistic herbicidal compsns. - contg. 2-benzoyl-1,3-cyclohexane-di:one deriv. and at least one other herbicide
DEP4216880.5 1992-05-21

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CN1130122C (en) * 1996-06-21 2003-12-10 纳幕尔杜邦公司 Herbicidal mixtures
CN103889230A (en) * 2011-06-07 2014-06-25 拜耳知识产权有限责任公司 Active compound combinations

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DE19518837A1 (en) * 1994-06-03 1995-12-07 Basf Ag Herbicide compsns.
US5741756A (en) * 1995-07-19 1998-04-21 Zeneca Limited Synergistic herbicidal composition comprising triketones and chloroacetanilides, and method of use thereof
AR020602A1 (en) * 1998-07-16 2002-05-22 Bayer Cropscience Ag COMPOSITIONS HERBICIDES WITH REPLACED PHENOXISULFONILURES, ITS EMPLOYMENT AND PROCEDURE TO COMBAT DANINE PLANTS AND PROCEDURE TO PREPARE SUCH COMPOSITIONS
IL148337A0 (en) * 1999-09-08 2002-09-12 Aventis Cropscience Uk Ltd New herbicidal compositions
GB0022833D0 (en) 2000-09-18 2000-11-01 Aventis Cropscience Sa New herbicidal composition
GB0022932D0 (en) 2000-09-18 2000-11-01 Aventis Cropscience Sa New herbicidal composition
GB0022835D0 (en) * 2000-09-18 2000-11-01 Aventis Cropscience Sa New herbicidal composition
DE10119728A1 (en) * 2001-04-21 2002-10-31 Bayer Cropscience Gmbh Synergistic herbicidal compositions containing herbicides from the group of benzoylcyclohexanediones for use in rice crops
DE10119727A1 (en) 2001-04-21 2002-10-31 Bayer Cropscience Gmbh Synergistic herbicidal compositions containing herbicides from the group of benzoylcyclohexanediones for use in rice crops
DE10160139A1 (en) * 2001-12-07 2003-06-18 Bayer Cropscience Gmbh Synergistic herbicidal compositions containing certain herbicides from the group of benzoylcylohexanediones
WO2006063834A2 (en) * 2004-12-17 2006-06-22 Syngenta Participations Ag Herbicidal composition comprising prosulfocars
TWI334123B (en) 2007-02-26 2010-12-01 Au Optronics Corp Lightting apparatus with current feedback
DE102007028019A1 (en) 2007-06-19 2008-12-24 Bayer Cropscience Ag Synergistic crop tolerated combinations containing herbicides from the group of benzoylcyclohexanediones for use in rice crops
TWI574622B (en) * 2012-05-22 2017-03-21 Ishihara Sangyo Kaisha Herbicidal composition

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1130122C (en) * 1996-06-21 2003-12-10 纳幕尔杜邦公司 Herbicidal mixtures
CN103889230A (en) * 2011-06-07 2014-06-25 拜耳知识产权有限责任公司 Active compound combinations
CN103889230B (en) * 2011-06-07 2016-06-15 拜耳知识产权有限责任公司 Active agent combinations

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