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CN1092925C - Metribuzin-amide herbicide composition and preparation thereof - Google Patents

Metribuzin-amide herbicide composition and preparation thereof Download PDF

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Publication number
CN1092925C
CN1092925C CN00109812A CN00109812A CN1092925C CN 1092925 C CN1092925 C CN 1092925C CN 00109812 A CN00109812 A CN 00109812A CN 00109812 A CN00109812 A CN 00109812A CN 1092925 C CN1092925 C CN 1092925C
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China
Prior art keywords
piperazine
corn
piperazine humulone
ethysine
present
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CN00109812A
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CN1302544A (en
Inventor
卢向阳
方矩生
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INST OF PLANT PROT AND ENVIRON
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INST OF PLANT PROT AND ENVIRON
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Abstract

The present invention belongs to the field of farm insecticides. A compound provided by the present invention is composed of metribuzin and butachlor. The compound is formed by preparing two kinds of farm insecticides, such as emulsifiable solution and suspending emulsion, and has the advantages of providing safety for the present crops of soy beans, corn, etc. without residual herbicide damage to subsequently planted crops, enlarging wide application, preventing and removing annual monogenus and dicotyledonous weed at a time, reducing environmental pollution, providing easy use, etc., and the present invention is a favorable formula for weeding a stripping field between the soy beans and the corn.

Description

Piperazine humulone and amide herbicide composition and preparation thereof
The invention belongs to pesticide field, specifically it is a kind of new herbicidal composition and preparation thereof.Said composition contains known piperazine humulone (metribuzin) and a kind of herbicide butachlor (butachlor) or Acetochlor (acetochlor) that is selected from amide-type with activity of weeding.
The piperazine humulone is the weed killer herbicide of Soybean and Other Crops based on soil treatment, but is guaranteeing under the prerequisite of effective management of weeds, employed dosage to the safety of soybean relatively poor (referring to the chief editor of medicine inspecting institute of the Ministry of Agriculture " newly organized agricultural chemicals handbook P531-534).On the contrary, if the dosage of reduction piperazine humulone does not reach the good result (light soil soybeans dosage is no more than 28 gram/mus) to weeds again.But the piperazine humulone longevity of residure is short than atrazine, is difficult for being stranded in environment.1981~1987 years Fank, people such as R are to U.S. Sydenhan River river monitoring (30~50 times/year), the result is: the percentage that the piperazine humulone measures is 2~7%, and atrazine (atrazine) is up to 89~100% (Weed Abstracts 40:2484).Therefore improve the utilization rate of piperazine humulone, the mixture that substitutes atrazine at corn field uses, and is significant in environmental protection.
The object of the present invention is to provide a kind of piperazine humulone and amide herbicide composition, it both can guarantee good preventive effect, can reduce the dosage of piperazine humulone again, improve the safety of crop, enlarge and kill the grass spectrum, weeds such as lady's-grass, lamb's-quarters, piemarker there is synergistic effect, and can be used as the use of corn field soil treatment type weed killer herbicide.Below be described in detail main contents of the present invention.A, missible oil (emulsifiable concentrate)
Said preparation contains the piperazine humulone of 5-40% and the acetamide-group herbicides of 5-40%, the solvent of 10-60%, the cosolvent of 10-30%, 3-10% emulsifier.
The optimization formula of said preparation contains the piperazine humulone of 10-30% and butachlor or the Acetochlor of 10-30%, the solvent of 25-50%, the cosolvent of 15-25%, 5-8% emulsifier.
The solvent that is fit to: arene (as dimethylbenzene, toluene, Fluhyzon etc.), chlorinated aromatic hydrocarbons or chlorinated aliphatic class (as chlorobenzene, dichloroethane or carrene, chloroform), fat hydrocarbon (as cyclohexane etc.), ketone (as acetone, MEK, methyl iso-butyl ketone (MIBK) or ring ethyl ketone etc.), ethers, lipid, intensive polar solvent (as dimethyl formamide and dimethyl sulfoxide (DMSO) etc.).
The cosolvent that is fit to: alcohols (as methyl alcohol, ethanol, propyl alcohol, butanols, octanol).
The emulsifier that is fit to: 0204 (calcium dodecyl benzene sulfonate+alkylphenol polyoxyethylene), 2201 (dibutyl naphthalene sulfonic acids calcium+phenethyl phenol polyethenoxy ether), trip 2101, trip 2102.
Composition can also contain other additive such as stabilizing agent (as triphenyl phosphate, triphenyl phosphite, tributyl phosphate, BHT etc.), antifreezing agent (as ethylene glycol, glycerine, polyethylene glycol), bleeding agent, defoamer, preservative or in order to obtain other active ingredient of special-effect.
Preparation method: with solvent and cosolvent dissolving piperazine humulone (can heating and stir in case of necessity), after treating that the piperazine humulone dissolves fully, add acetamide-group herbicides crude oil, emulsifier and other additive again, stir the back (can remove by filter sediment in case of necessity at last).
B, suspension emulsion (suspoemulsions)
Said preparation contains 5~40% piperazine humulones and 5~40% acetamide-group herbicides, 3~10% emulsifier, and 0.1~5% thickener, 0.5~5% antifreezing agent, dispersant 1~3%, surplus is a water.
The optimization formula of said preparation contains 10~30% piperazine humulones and 10~30% butachlors or Acetochlor, 5~8% emulsifier, and 0.1~3% thickener, 1~2% antifreezing agent, dispersant 1~3%, surplus is a water.
The emulsifier that is fit to: 0201B (+dialkyl group sulfoacid calcium+dibenzyl xenol polyoxyethylene polyoxypropylene ether)+Tween 80 (polyoxyethylene (20) sorbitan mono-oleic acid ester), trip 2101+ farming breast 500 #(dodecyl sodium sulfonate calcium), trip 2102+ farming breast 500 #
The thickener that is fit to: CMC (sodium carboxymethylcellulose), xanthans, polyvinyl alcohol, sodium alginate, diatomite, bentonite.
The dispersant that is fit to: sodium lignin sulfonate, No, NNO.
The antifreezing agent that is fit to: urea, ethylene glycol, polyethylene glycol, glycerine.
Can also contain other additive such as stabilizing agent, defoamer, preservative, bleeding agent, proportion conditioning agent in the composite preparation or in order to obtain other active ingredient of special-effect.
Preparation method: prepare material by proportioning provided by the invention, with agitator or manually stir, use colloid mill (or ball mill) to grind then, further be milled to the fineness that needs with sand mill again.
The present invention compares than prior art has following distinguishing feature:
1, reduces the dosage of piperazine humulone, improve the safety of crop.
<table 1〉the ethysine suspension emulsion is to the antagonism of soybean, corn<potted plant)
The weed killer herbicide title Dosage (gai/mu) Soybean survival rate (%) Dosage (gai/mu) Corn survival rate (%)
CK - 100 - 100
Acetochlor (X) 40 93.5 40 90.6
Piperazine humulone (Y) 40 100 40 87.2
Ethysine suspension emulsion (E) 80 94.7 80 91.9
x·Y/100(Eo) 93.5 79.0
Synergy is differentiated Antagonism Antagonism
Annotate: E>Eo is an antagonism, and E=Eo is addition, and E<Eo is synergy.
The ratio of Acetochlor and piperazine humulone is 1: 1 in the ethysine suspension emulsion.
2, enlarge grass spectrum extremely.
<table 2〉piperazine humulone and Acetochlor be to the ED of weeds 90(potted plant)
Medicament The piperazine humulone Acetochlor
The weeds title Piemarker lady's-grass black nightshade eleusine indica Piemarker lady's-grass black nightshade eleusine indica
ED 90 25.5 30.5 38.8 63.1 >50 11.3 18.7 <6.3
Annotate: 1. ED 90Be the dosage (g ai/mu) of medicament inhibition weeds 90%, computational methods
Referring to the chief editor of south China agricultural college " chemical protection of plant ".
2. the piperazine humulone is relatively poor to the eleusine indica preventive effect, and Acetochlor is relatively poor to the piemarker preventive effect, and using with can complementary defective separately, expands
The big grass spectrum of killing.
3, weeds such as lady's-grass, lamb's-quarters, piemarker there is synergistic effect, and can be used as the use of corn field soil treatment type weed killer herbicide.
<table 3〉co-toxicity coefficient (potted plant) of ethysine suspension emulsion
For the examination weeds Acetochlor ED 50 Piperazine humulone ED 50 Ethysine suspension emulsion ED 50 Co-toxicity coefficient
Lady's-grass 6.25 6.83 5.78 112.96
Piemarker 10.48 3.79 4.56 122.10
Annotating (1) ethysine suspension emulsion proportioning is 1: 1.
(2) ED 50Be the dosage of medicament inhibition weeds 50%, the g ai/mu of unit (down together).
<table 4〉co-toxicity coefficient (potted plant) of ethysine missible oil
For the examination weeds Acetochlor ED 50 Piperazine humulone ED 50 Ethysine suspension emulsion ED 50 Co-toxicity coefficient
Lady's-grass, lamb's-quarters 30.4 11.7 12.4 136.5
Annotate: the proportioning of ethysine missible oil is 2: a 1<table 5〉co-toxicity coefficient (potted plant) of fourth piperazine missible oil
For the examination weeds Butachlor ED 50 Piperazine humulone ED 50 Fourth piperazine suspension emulsion ED 50 Co-toxicity coefficient
Lady's-grass, lamb's-quarters 26.3 26.2 18.3 143.7
Annotate: the proportioning of fourth piperazine missible oil is 2: 1
4, piperazine humulone and butachlor or Acetochlor are made mixture, more convenient in the use.Because the former medicine of piperazine humulone is insoluble in common organic solvents, be mixed with missible oil and acquire a certain degree of difficulty, the past generally is processed into wetting powder or dry suspending agent.But we find that piperazine humulone solvability in the compound solvent of some specific solvent such as the fragrant same clan and alcohols can improve greatly, can satisfy the requirement of preparation piperazine humulone and amide-type herbiciding composite dose (missible oil).The former medicine of piperazine humulone belongs to water insoluble solid again, and it and acetamide-group herbicides crude oil also are suitable for using pesticides new formulation---suspension emulsion suspoemulsions) and process or prepare.5, good in economic efficiency.About 5~6 yuan of mu usefulness fourth piperazine or ethysine mixture cost, input-output ratio is: 1: 10~15.
Through internal authority World Patent Index (Britain Derwent), Chinese patent literature database, Weed Abstracts and U.S. chemical abstract (CA) retrieval find no all that piperazine humulone and butachlor or Acetochlor are used with and the report of mixture, therefore the present invention belongs to initiative both at home and abroad according to novelty is arranged.
Below be described in detail embodiments of the invention:
A) c a) b of missible oil))
1.1 1∶0.5 1∶0.5
Piperazine humulone 10% 10% 15%
Acetochlor 10% 20% 30%
Dimethylbenzene 50% 45% 25%
Methyl alcohol 25% 18% 25%
Emulsifier 2,201 5% 7% 5%
B) c a) b of suspension emulsion))
Piperazine humulone 20% 20% 20%
Butachlor 20% 20% 20%
Emulsifier travels 2,101 5% 6% 7%
Emulsifier farming breast 500 1.5% 1% 0.5%
CMC 2% 1.5% 1%
Urea 2% 2% 2%
NNO 1 1% 1%
Water surplus surplus surplus
Piperazine humulone and amide herbicide composition preparation are applicable to the weed control on multiple kinds of crops ground, as following crop: soybean, corn, peanut, potato, tomato, sugarcane, clover, asparagus, coffee etc., be particularly useful for soybean and corn intercrop ground, replenished China does not have fine herbicide at this type crop field blank.
Biological Examples
1, synergistic effect
The effect of the mixture of piperazine humulone and acetamide-group herbicides butachlor or Acetochlor, no matter when it all greater than the summation of the effect of single time spent of each active ingredient, promptly has synergistic effect to the effects of weeds.Method of discrimination adopts the abundant method of Sun Yun (referring to Zhang Ruiting " using with and mixture of agricultural chemicals ", Chemical Industry Press, 1987, P26~28), and co-toxicity coefficient is a summation action near 100, is synergistic effect greater than 100 obviously, is antagonism less than 100 significantly.From table 3~5 as seen, ethysine, fourth piperazine mixture are 112.96~143.7 to the co-toxicity coefficient of lady's-grass, lamb's-quarters, piemarker, and synergistic effect is promptly all arranged.
2, to the safety of crop
Safety to crop is estimated with Cobly method [referring to Zhang Fayan " herbicide mixture and interaction ", agricultural chemicals collected translation, 1985,7 (3)] and selectivity index (referring to the P413 of south China agricultural college " chemical protection of plant "~415).If mixture has antagonism or selectivity index more than or equal to 2 to crop, illustrate that mixture is safe to crop, otherwise be unsafe.As seen from Table 1, ethysine mixture E>Eo, mixture has antagonism to soybean and corn.From table 6, table 7 as seen, medicament all more than or equal to 2, illustrates that it is safe that medicament uses to the selectivity index of soybean or corn and weeds on soybean and corn.
<table 6〉ethysine, fourth piperazine missible oil be to the selectivity of soybean and weeds
Medicament plant ED 10 ED 50 ED 90 Selectivity index
Ethysine missible oil (2: 1) Soybean 62.2 197.7 2.1
Lady's-grass+lamb's-quarters 11.5 29.6
Ethysine missible oil (2: 1) Soybean 84.7 283 2.2
Lady's-grass+lamb's-quarters 19.1 38.5
Annotate: (1) ED 10~90Be the dosage of medicament inhibition weeds 10%~90%, the g ai/mu of unit
(2) selectivity index=crop ED 10/ weeds ED 90
<table 7〉ethysine, fourth piperazine missible oil be to the selectivity of corn and weeds
Medicament plant ED 10 ED 50 ED 90 Selectivity index
Ethysine missible oil (2: 1) Corn 61.2 194.1 2.0
Lady's-grass+lamb's-quarters 11.5 30.6
Ethysine missible oil (2: 1) Corn 108.9 180.7 2.8
Lady's-grass+lamb's-quarters 19.1 38.5
3, field control effectiveness test
45% ethysine, fourth piperazine missible oil use, have crop safety Beijing area soybean and corn field, enlarge and kill the grass spectrum, preventive effect is good, can effectively prevent and kill off advantages (referring to table 8 and table 9) such as the annual single, double cotyledon weeds in field, filled up the blank of soybean, corn intercrop ground no fine herbicide, the initial stage on probation just is subjected to the welcome of peasant household deeply.Because half life period of piperazine humulone is about 28 days, to succession crop can not produce poisoning (referring to the chief editor of medicine inspecting institute of the Ministry of Agriculture " newly organized agricultural chemicals handbook P532), and acetamide-group herbicides are shorter than the half life period of piperazine humulone, more do not have residual drug injury problem.
<table 8〉the two kinds of herbicidal effects (Beijing Tong County, 1994 year July) of mixture in soybean and corn field
Crop species Medicament kind Dose (gram/mu) Monocotyledon weed Broadleaf weed
Strain number/chi 2 Preventive effect (%) Gram/chi 2 Preventive effect (%) Strain number/chi 2 Preventive effect (%) Gram/chi 2 Preventive effect (%)
Soybean 45% ethysine missible oil 100 150 5.7 5.3 92.2 92.7 22.0 10.3 93.4 96.9 3.7 5.7 91.1 86.2 9.6 9.0 97.0 97.2
45 fourth piperazine missible oil 100 150 16.0 10.3 78.0 85.8 83.0 17.0 75.1 94.9 4.0 2.7 90.2 93.5 15.2 1.2 95.2 99.6
CK / 72.7 / 333.3 / 41.0 / 316.7 /
Corn 45% ethysine missible oil 100 150 8.0 5.0 90.6 94.1 7.7 7.7 98.1 98.1 0.5 0.3 90.6 94.4 0.8 0.2 81.3 96.7
45% fourth piperazine missible oil 100 150 16.7 4.7 80.3 94.5 40.7 8.8 89.9 97.8 0.7 0.6 87.6 88.7 0.3 0.2 92.4 95.8
40% second green bristlegrass mixture 150 3.0 96.5 11.8 97.1 0.7 87.4 1.3 70.4
CK / 84.7 / 402.3 / 5.3 / 4.5 /
<table 9〉ethysine, fourth piperazine missible oil prevent and kill off soybean and corn intercrop ground weeds effect (farm, academy of agricultural sciences, Beijing, July nineteen ninety-five)
Medicament kind Dose (gram/mu) Monocotyledon weed Broadleaf weed
Strain number/chi 2 Preventive effect (%) Gram/chi 2 Preventive effect (%) Strain number/chi 2 Preventive effect (%) Gram/chi 2 Preventive effect (%)
45% ethysine 125 0.6 96.3 0.1 99.7 0.2 99.1 0.1 99.7
45% fourth piperazine 125 0 100 0 100 3.4 83.7 0.9 93.1
60% butachlor 150 0.2 98.8 0 100 9.4 55.7 2.1 85.0
CK / 16.4 / 26 / 21.2 / 14.1 /

Claims (2)

1, a kind of piperazine humulone and butachlor compound herbicide agent emulsifiable solution is characterized in that this missible oil contains piperazine humulone and the 5-40% butachlor of 5-40%.
2, a kind of piperazine humulone and butachlor suspension emulsion is characterized in that this suspension emulsion contains the piperazine humulone of 5-40% and the butachlor of 5-40%.
CN00109812A 2000-07-07 2000-07-07 Metribuzin-amide herbicide composition and preparation thereof Expired - Fee Related CN1092925C (en)

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CN96102443A Division CN1060912C (en) 1996-03-05 1996-03-05 Metribuzin-amide herbicide composition and preparation thereof

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CN1092925C true CN1092925C (en) 2002-10-23

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4150968A (en) * 1978-02-01 1979-04-24 Mobay Chemical Corporation Emulsifiable liquid concentrates containing 4-amino-6-t-butyl-3-(methylthio)-1,2,4-triazin-5-one and 2-chloro-N-(2,6-diethylphenyl)-N-methoxymethylacetamide
US4381194A (en) * 1981-02-09 1983-04-26 Westvaco Corporation Alkali lignin based pesticide phytotoxicity reducing composition
CN1154201A (en) * 1996-01-12 1997-07-16 大连经济技术开发区新星农药技术研究所 Herbicide for maize field and soya-bean field

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4150968A (en) * 1978-02-01 1979-04-24 Mobay Chemical Corporation Emulsifiable liquid concentrates containing 4-amino-6-t-butyl-3-(methylthio)-1,2,4-triazin-5-one and 2-chloro-N-(2,6-diethylphenyl)-N-methoxymethylacetamide
US4381194A (en) * 1981-02-09 1983-04-26 Westvaco Corporation Alkali lignin based pesticide phytotoxicity reducing composition
CN1154201A (en) * 1996-01-12 1997-07-16 大连经济技术开发区新星农药技术研究所 Herbicide for maize field and soya-bean field

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