CN106538552A - A kind of thiophene containing first lures the complex composition and preparation of amine and S-Ethyl ethylthio sulfonate - Google Patents

A kind of thiophene containing first lures the complex composition and preparation of amine and S-Ethyl ethylthio sulfonate Download PDF

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Publication number
CN106538552A
CN106538552A CN201610869711.1A CN201610869711A CN106538552A CN 106538552 A CN106538552 A CN 106538552A CN 201610869711 A CN201610869711 A CN 201610869711A CN 106538552 A CN106538552 A CN 106538552A
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amine
thiophene
lures
ethyl ethylthio
ethylthio sulfonate
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许海波
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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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
    • 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
    • A01N41/04—Sulfonic acids; Derivatives thereof
    • A01N41/08—Sulfonic acid halides; alpha-Hydroxy-sulfonic acids; Amino-sulfonic acids; Thiosulfonic acids; Derivatives thereof

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

Abstract

The invention discloses a kind of thiophene containing first lures the complex composition and pesticidal preparations of amine and S-Ethyl ethylthio sulfonate, the complex composition to lure amine and S-Ethyl ethylthio sulfonate to constitute by first thiophene, it is (40 that first thiophene lures the weight ratio of amine and S-Ethyl ethylthio sulfonate:1)～(1:20).The present invention also provides the pesticidal preparations containing the complex composition, described pesticidal preparations compound the diseases such as preventing and treating watermelon virus disease in the range of certain proportion and show obvious synergistic function, improve prevention effect, reduce the using dosage of pesticide, and promotion plant growth is also acted as, effect of increasing production is obvious.

Description

A kind of thiophene containing first lures the complex composition and preparation of amine and S-Ethyl ethylthio sulfonate
Technical field
The present invention relates to technical field of pesticide, more particularly to two kinds of bactericide compounded compositionss and its preparation.
Background technology
The viroses of plant are the very serious diseases of a class, are known as " cancer " of plant, and occurring area has constantly in recent years The trend of expansion.The medicament that existing market prevents and treats virosiss is few, and due to the use of long term frequent, virosiss to these medicaments Certain resistance is produced, prevention effect is not good enough.And first thiophene to lure amine be a kind of activating plants agent, it is main anti-by inducing plant to produce Property and play a role.S-Ethyl ethylthio sulfonate is a kind of plant bionic pesticide, is the ethyl homologue of garlicin, is a kind of broad spectrum activity sterilization Multiple diseases are had good prevention and control effect, with plant growth regulation by agent.S-Ethyl ethylthio sulfonate can pass through molecular structure In (S-S=O=O) group and phage molecule in the substance reaction containing-SH bases, suppress thalline eubolism, so as to rise To the effect of bacteriostasis and sterilization.Inventor has found that first thiophene lures amine and S-Ethyl ethylthio sulfonate compounding, and both prevent and treat crop pest and play Synergistic Effect.
Not yet find that first thiophene lures the compositionss report of amine and S-Ethyl ethylthio sulfonate at present.
The content of the invention
By in consideration of it, in view of the shortcomings of the prior art, it is an object of the invention to provide a kind of complex composition and Its preparation.Contrast with single dose, the complex composition has obvious synergistic function, delays the Drug resistance of pathogen, reduce Times for spraying, is conducive to environmental conservation and the comprehensive control of agricultural disease.
In order to realize the purpose of the present invention, the technical solution used in the present invention is：
A kind of thiophene containing first lures the complex composition of amine and S-Ethyl ethylthio sulfonate, the complex composition to lure amine and S-Ethyl ethylthio sulfonate group by first thiophene Into；It is (40 that first thiophene lures the weight ratio of amine and S-Ethyl ethylthio sulfonate:1)～(1:20).
Preferably, it is (20 that the above first thiophene lures the weight ratio of amine and S-Ethyl ethylthio sulfonate:1)～(1:10).
The present invention also provides the pesticidal preparations that a kind of thiophene containing first lures amine and S-Ethyl ethylthio sulfonate, and the pesticidal preparations include above-described Acceptable adjuvant on complex composition and pesticide, is then prepared into pesticidal preparations.
Preferably, the weight percentage that the above complex composition accounts for the pesticidal preparations is 0.1%～85%.
It is highly preferred that the above complex composition account for the weight percentage of the pesticidal preparations for 1.1%～ 62%.
The dosage form of pesticidal preparations of the present invention can be various dosage forms disclosed in this area, preferably, in the present invention Offer embodiment in, the dosage form of pesticidal preparations is wettable powder, suspending agent or granule.Present invention offer is provided Dosage form.
The pesticidal preparations of the present invention also include acceptable adjuvant on pesticide in addition to including pesticide complex composition.Its Middle adjuvant is the mixture of filler and auxiliary agent.Auxiliary agent of the present invention can according to different dosage form require to include emulsifying agent, Wetting agent, dispersant, defoamer, thickening agent and antifreezing agent etc., can also include other auxiliary agents that the industry is commonly used as needed.
Described moistening, dispersant include sodium lauryl sulphate, naphthalene sulfonic acid condensate sodium salt, aliphatic alcohol polyethenoxy Ether, sodium metnylene bis-naphthalene sulfonate, tea seed cake powder, alkylnaphthalene sulfonate, alkylnaphthalene sulfonate, naphthalene sulfonic acid condensate sodium salt etc..
Described filler includes attapulgite, Kaolin, bentonite, white carbon, carbamide, water etc..
The emulsifying agent include alkylphenol polyoxyethylene, three phenethyl phenol polyethenoxy ethers, Ben-zylphenol Polyoxyethyl Ether, Lauryl sulphate acid calcium, APES formaldehyde condensation product etc..
The thickening agent includes xanthan gum, arabic gum etc..
The antifreezing agent includes ethylene glycol, glycerol etc..
Application of the pesticide complex composition that the present invention is provided in controlling plant diseases,
Compared with prior art, complex composition and preparation of the invention have the advantages that：
1st, complex composition of the invention and pesticidal preparations are prevented and treated watermelon virus disease in certain ratio range, prevent and treat sweet The co-toxicity coefficient of cucurbit wilt is more than 120, shows obvious synergistic function.
2nd, plant growing, activated plant disease resistance is promoted to make every mu of rate of growth of Citrullus vulgariss reach 18.6%-22.5%.
Specific embodiment
The present invention is illustrated with the following example, but is not limited the scope of the invention.Active compound and system that the present invention is used Agent, auxiliary agent etc. are commercial.
Preparation prepares embodiment：
First, the preparation of wettable powder
1 41% first thiophene of embodiment lures amine S-Ethyl ethylthio sulfonate wettable powder
First thiophene lures amine 40%, S-Ethyl ethylthio sulfonate 1%, sodium lauryl sulphate 3%, naphthalene sulfonic acid condensate sodium salt 6%, attapulgite Supply 100%.
2 62% first thiophene of embodiment lures amine S-Ethyl ethylthio sulfonate wettable powder
First thiophene lures amine 60%, S-Ethyl ethylthio sulfonate 2%, fatty alcohol-polyoxyethylene ether 3%, sodium metnylene bis-naphthalene sulfonate 7%, tea seed cake powder 1%, Kaolin supplies 100%.
3 21% first thiophene of embodiment lures amine S-Ethyl ethylthio sulfonate wettable powder
First thiophene lures amine 20%, S-Ethyl ethylthio sulfonate 1%, alkylnaphthalene sulfonate 2%, sodium lauryl sulphate 7%, and bentonite is supplied 100%.,
Processing technique：Material is weighed by the formula composition of embodiment 1-3 respectively, then each material input air flow has been crushed Co-grinding in machine, is crushed to certain fineness, and discharging can be prepared by the wettable powder of pesticidal preparations of the present invention.
2nd, the preparation of suspending agent
4 10% first thiophene of embodiment lures amine S-Ethyl ethylthio sulfonate suspending agent
First thiophene lures amine 5%, S-Ethyl ethylthio sulfonate 5%, alkylphenol polyoxyethylene 10%, three phenethyl phenol polyethenoxy ethers 4%, Ah Draw primary glue 0.2%, glycerol 1%, water subsidy 100%.
5 6% first thiophene of embodiment lures amine S-Ethyl ethylthio sulfonate suspending agent (1:5)
First thiophene lures amine 1%, S-Ethyl ethylthio sulfonate 5%, Ben-zylphenol Polyoxyethyl Ether 3%, lauryl sulphate acid calcium 2%, alkyl phenol to gather Oxygen vinyl Ether formaldehyde condensation products 1%, xanthan gum 0.5%, ethylene glycol 2%, water supplies 100%
Processing technique：Material is weighed by the formula composition of embodiment 4-5 respectively, first thiophene has been lured into amine, S-Ethyl ethylthio sulfonate, moistening point Powder, thickening agent stir, and carry out ball milling in input sand mill, obtain milky white liquid, by milky after ball milling certain hour Liquid is sheared, and is sheared and is added antifreezing agent and water, shears 30 minutes and pesticidal preparations of the present invention are obtained Suspending agent.
3rd, the preparation of granule
6 1.1% first thiophene of embodiment lures amine S-Ethyl ethylthio sulfonate granule (1：0.1)
First thiophene lures amine 1%, S-Ethyl ethylthio sulfonate 0.1%, alkylnaphthalene sulfonate 2%, naphthalene sulfonic acid condensate sodium salt 3%, white carbon 5%, carbamide supplies 100%.
Above-mentioned material, mix homogeneously, peplos method pelletize in closed compounding kettle, is dried to granule under the conditions of 120 DEG C Water content 1%, screening, 4000 microns of particle size range (μm), Jing obtain 1.1% first thiophene after the assay was approved, that is, and lure amine S-Ethyl ethylthio sulfonate Granule.
Toxicity Determination
Following indoor biometricses test calculates co-toxicity coefficient (CTC) to evaluate mixed effect using the abundant methods of Sun Yun.
Toxicity index TI (B)=(EC of standard agent A50The EC of/B agent50)×100
Actual toxicity index ATI (AB)=(EC of A50The EC of/AB50)×100
Percent+TIs (B) of theoretical toxicity index TTI (AB)=TI (the A) × A in mixture × percentages of the B in mixture Number
Actual measurement toxicity index (ATI)=(standard agent EC50/ reagent agent EC50)×100
Percentage composition+B the medicament toxicity index of A in theoretical toxicity index (TTI)=A medicament toxicity index × mixture × mixed The percentage composition of B in agent
Co-toxicity coefficient (CTC)=[mixture actual measurement toxicity index (ATI)/mixture theoretical toxicity index (TTI)] × 100
Evaluation criterion is：Co-toxicity coefficient >=120 show as potentiation；Co-toxicity coefficient≤80 show as antagonism；80< Co-toxicity coefficient<120 show as summation action.
Indoor pot Citrullus vulgariss susceptible variety plant to the 4-5 leaf phases, with the medicinal liquid mixing equal-volume of different ratio variable concentrations Viral juice frictional inoculation, often process 3 plants, 3 leaves of often selecting good strains in the field for seed are repeated 4 times, and investigate withered spot number after 3-4 days, calculate and suppress Rate, uses EC50Value is pressed the abundant methods of Sun Yun and calculates co-toxicity coefficient, and measurement result is shown in Table 1.
Table 1 prevents and treats the Toxicity Determination result of watermelon virus disease
Composition EC50(μg/ml) ATI TTI CTC
First thiophene lures amine (A) 15.61 100.00 / /
S-Ethyl ethylthio sulfonate (B) 81.84 19.07 / /
A:B=50:1 14.30 109.16 98.41 110.92
A:B=40:1 12.10 129.01 98.03 131.61
A:B=30:1 10.80 144.54 97.39 148.41
A:B=20:1 8.36 186.72 96.15 194.21
A:B=10:1 9.20 169.67 92.64 183.15
A:B=5:1 10.31 151.41 86.51 175.01
A:B=1:1 15.47 100.90 59.54 169.48
A:B=1:5 28.85 54.11 32.56 166.17
A:B=1:10 36.51 42.76 26.43 161.76
A:B=1:20 48.91 31.92 22.93 139.20
A:B=1:30 64.22 24.31 21.68 112.10
From the measurement result of table 1, it is (40 with S-Ethyl ethylthio sulfonate by weight that first thiophene lures amine:1)～(1:20) in the range of The co-toxicity coefficient to watermelon virus disease is compounded more than 120, obvious synergistic function is shown, particularly in weight ratio For (20:1)～(1:10), in the range of, the two compound synergic is more notable.
Toxicity Determination embodiment two：Preventing and treating Muskmelon Fusarium wilt
Test method：Test reference《Pesticide bioassay technology》(old spring chief editor, publishing house of Beijing Agricultural University go out Version) and《Farm-chemical indoor determination test rule NY/T1156.2-2006》.This test adopts inhibition zone method.In aseptic behaviour Make on platform, NA culture medium is poured on NA flat boards, after drying, take the Muskmelon Fusarium wilt bacteria suspension spreading rod of 0.1ml equably It is applied on NA flat boards.After drying, punched in flat board central authorities with the card punch of diameter 7mm, then take 100 μ l medicinal liquids in aperture. 5 repetitions of each concentration.The process of sterilized water is added with aperture as blank.28 ± 0.5 DEG C of constant temperature is placed on after process Case aseptic culture, takes out after 2d.Crossing method is adopted to measure the antibacterial circle diameter (in units of millimeter) of each process respectively, and Calculate meansigma methodss, the suppression ratio of antibacterial circle diameter.Statistical analysiss are carried out with DPS data processing softwares, the EC of each medicament is calculated50, Then the abundant methods of Sun Yun are pressed and calculates co-toxicity coefficient (CTC).
2 first thiophene of table lures amine to compound the Toxicity Determination result of preventing and treating Muskmelon Fusarium wilt with S-Ethyl ethylthio sulfonate
Composition EC50(μg/ml) ATI TTI CTC
First thiophene lures amine (A) 95.6 100.00 / /
S-Ethyl ethylthio sulfonate (B) 45.3 211.04 / /
A:B=50:1 83.30 114.77 102.18 112.32
A:B=40:1 71.10 134.46 102.71 130.91
A:B=30:1 64.60 147.99 103.58 142.87
A:B=20:1 47.72 200.34 105.29 190.27
A:B=10:1 49.34 193.76 110.09 175.99
A:B=5:1 50.11 190.78 118.51 160.99
A:B=1:1 37.20 256.99 155.52 165.25
A:B=1:5 31.48 303.68 192.53 157.73
A:B=1:10 30.51 313.34 200.94 155.93
A:B=1:20 32.88 290.75 205.75 141.31
A:B=1:30 41.46 230.58 207.46 111.15
From table 2, it is (40 with S-Ethyl ethylthio sulfonate by weight that first thiophene lures amine:1)～(1:20) compound to Fructus Melo in the range of The co-toxicity coefficient of droop shows obvious synergistic function more than 120, is (20 particularly in weight ratio:1)～ (1:10) in the range of, co-toxicity coefficient is more than 150, and potentiation is especially pronounced.
Field efficacy embodiment
Treatment agent is the sample of each embodiment
Comparison medicament 1：25% first thiophene lures amine suspending agent, registration card LS20130369, the limited public affairs of Sichuan rel crop science Department；
Comparison medicament 2:30% S-Ethyl ethylthio sulfonate cream, registration card PD20141471, the limited duty of Anyang City well-to-do level pesticide Ren companies.
The field control effectiveness test of preventing and treating watermelon virus disease
Test method：According to《Pesticide field efficacy medicine test criterion Part IX (NY/T 1464.9-2007)》The field of regulation Between drug effect plot experiment and evaluation methodology, beginning see that scab constantly carries out first time dispenser, sprayed medicament after 7d for the second time.Altogether Twice, 10 square metres of each cell is repeated 4 times for dispenser.
Investigation method：According to《Pesticide field efficacy medicine test criterion Part IX (NY/T 1464.9-2007)》The tune of regulation Checking method, it is listed at random per cell to fix 15 plants, respectively in 7d after the-secondary dispenser, sending out in each process plant of listing of 14d investigation Sick blade and severity (Herb investigation), and calculate disease leaf rate, average severity, disease index and prevention effect.Result of the test Refer to table 3.
Table 3 prevents and treats the field test results of watermelon virus disease
From result of the test table 3, dispenser is carried out in watermelon virus disease their early stage, each embodiment is in usage amount less than right In the case of medicament, 7d preventive effects (effective ingredient dosage 20g/667m after medicine2) respectively than comparison medicament 1, comparison medicament 2 (effective ingredient dosage 30g/667m2) high 15.33%-21.77%, 41.19%-47.63%；14d preventive effects after medicine (effectively into Divide dosage 20g/667m2) respectively than comparison medicament 1,2 (effective ingredient dosage 30g/667m of comparison medicament2) high 17.38%- 26.41%th, 30.86%-39.89%.Secondly, every mu of rate of growth of each embodiment is high than comparison medicament.

Claims (7)

1. a kind of thiophene containing first lures the complex composition of amine and S-Ethyl ethylthio sulfonate, it is characterised in that the complex composition lures amine by first thiophene Constitute with S-Ethyl ethylthio sulfonate；It is (40 that first thiophene lures the weight ratio of amine and S-Ethyl ethylthio sulfonate:1)～(1:20).
2. complex composition according to claim 1, it is characterised in that the first thiophene lures the weight ratio of amine and S-Ethyl ethylthio sulfonate to be (20:1)～(1:10).
3. a kind of thiophene containing first lures the pesticidal preparations of amine and S-Ethyl ethylthio sulfonate, it is characterised in that arbitrary described including claim 1～2 Acceptable adjuvant on complex composition and pesticide, is then prepared into pesticidal preparations.
4. thiophene containing first according to claim 3 lures the pesticidal preparations of amine and S-Ethyl ethylthio sulfonate, it is characterised in that the compounded combination It is 0.1%～85% that thing accounts for the weight percentage of the pesticidal preparations.
5. thiophene containing first according to claim 4 lures the pesticidal preparations of amine and S-Ethyl ethylthio sulfonate, it is characterised in that the compounded combination It is 1.1%～62% that thing accounts for the weight percentage of the pesticidal preparations.
6. thiophene containing first according to claim 3 lures the pesticidal preparations of amine and S-Ethyl ethylthio sulfonate, it is characterised in that the pesticidal preparations Dosage form be wettable powder, suspending agent or granule.
7. application of the complex composition described in any one of claim 1～6 in controlling plant diseases.
CN201610869711.1A 2016-09-30 2016-09-30 A kind of thiophene containing first lures the complex composition and preparation of amine and S-Ethyl ethylthio sulfonate Pending CN106538552A (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1167569A (en) * 1997-01-03 1997-12-17 河南省四创应用技术发展有限公司 Pesticide for control of crop disease
CN1810808A (en) * 2006-02-20 2006-08-02 南开大学 New [1,2,3]-thiobiazole derivative and its synthesis and use
CN103098801A (en) * 2013-01-17 2013-05-15 海南正业中农高科股份有限公司 Sterilization composition containing tiadinil

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1167569A (en) * 1997-01-03 1997-12-17 河南省四创应用技术发展有限公司 Pesticide for control of crop disease
CN1810808A (en) * 2006-02-20 2006-08-02 南开大学 New [1,2,3]-thiobiazole derivative and its synthesis and use
CN103098801A (en) * 2013-01-17 2013-05-15 海南正业中农高科股份有限公司 Sterilization composition containing tiadinil

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Application publication date: 20170329