CN103348984A - Desflurane bacteria amide compound bactericide - Google Patents

Desflurane bacteria amide compound bactericide Download PDF

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Publication number
CN103348984A
CN103348984A CN2013102973345A CN201310297334A CN103348984A CN 103348984 A CN103348984 A CN 103348984A CN 2013102973345 A CN2013102973345 A CN 2013102973345A CN 201310297334 A CN201310297334 A CN 201310297334A CN 103348984 A CN103348984 A CN 103348984A
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acid amides
fluorine ether
ether bacterium
bacterium acid
chlorphenyl
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CN103348984B (en
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许辉
唐剑锋
刘杰
吴雪
李凝
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SHANDONG UNITED PESTICIDE INDUSTRY Co Ltd
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刘杰
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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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/50—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids the nitrogen atom being doubly bound to the carbon skeleton

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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)
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  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention provides a desflurane bacteria amide compound bactericide. The active ingredients of the desflurane bacteria amide compound bactericide are desflurane bacteria amide and (E, Z) - 4-[3- (4-chlorphenyl) 3-(3, 4-dimethoxy phenyl) acrylyl] morpholine. In the desflurane bacteria amide compound bactericide, 1-50% of desflurane bacteria amide is contained, and 1-45% of (E, Z) - 4-[3- (4-chlorphenyl) 3-(3, 4-dimethoxy phenyl) acrylyl] morpholine is contained. The desflurane bacteria amide compound bactericide has the advantages of improvement on sterilizing effect and efficiency.

Description

A kind of fluorine ether bacterium acid amides composite bactericide
Technical field
The present invention relates to agricultural chemicals, is a kind of fluorine ether bacterium acid amides composite bactericide.
Background technology
Applicant's fluorine ether bacterium acid amides bactericide, clearly record has good bactericidal effect in the CN201010274196.5 file, and it is high to have therapeutic activity, and the ability to ward off risks is strong, and the lasting period is long, low cost and other advantages.The applicant further studies discovery, this bactericide and known bactericide compounded, and its bactericidal effect is better.
Summary of the invention
The purpose of this invention is to provide a kind of fluorine ether bacterium acid amides composite bactericide, make it have advantages of the bactericidal effect of raising, synergy.
The present invention for achieving the above object, be achieved through the following technical solutions: a kind of fluorine ether bacterium acid amides composite bactericide, its active ingredient is fluorine ether bacterium acid amides and (E, Z)-4-[3-(4-chlorphenyl) 3-(3, the 4-Dimethoxyphenyl) acryloyl] morpholine, fluorine ether bacterium acid amides is 1-50%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 1-45%.
Described a kind of fluorine ether bacterium acid amides composite bactericide, its active ingredient are that fluorine ether bacterium acid amides is 10-40%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 10-20%.
Described a kind of fluorine ether bacterium acid amides composite bactericide, its active ingredient are that fluorine ether bacterium acid amides is 15-25%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 15-20%.
Described a kind of fluorine ether bacterium acid amides composite bactericide, the component of water dispersible granules is that fluorine ether bacterium acid amides is 10-40%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3, the 4-Dimethoxyphenyl) acryloyl] morpholine is 12-20%, dispersant is that 0.5-5%, wetting agent are that 0.5-5%, disintegrant are that 1-10%, adhesive are 0.5-5%, and surplus is filler.
Described a kind of fluorine ether bacterium acid amides composite bactericide, the component of water dispersible granules is that fluorine ether bacterium acid amides is 20%, (E, Z)-and 4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 40%, calcium lignosulfonate is 3%, aliphatic alcohol sulfate is 5%, ammonium sulfate is 8%, and hydroxyethylcellulose is 4%, and surplus is kaolin.
Described a kind of fluorine ether bacterium acid amides composite bactericide, the component of water dispersible granules is that fluorine ether bacterium acid amides is 50%, (E, Z)-and 4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 45%, alkyl sulfate is 0.5%, Nekal BX is 0.5%, sodium alginate is 1%, and dextrin is 0.5%, and surplus is bentonite.
Described a kind of fluorine ether bacterium acid amides composite bactericide, the component of water dispersible granules is that fluorine ether bacterium acid amides is 40%, (E, Z)-and 4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 12%, aliphatic alcohol polyether is 5%, aliphatic alcohol sulfate is 0.5%, bentonite is 10%, and hydroxyethylcellulose is 0.5%, and surplus is precipitated calcium carbonate.
Bactericidal composition of the present invention; the Oomycete pathogen there is very high biologically active; stronger permeability is arranged; can permeate downwards from the blade upper surface; conduct from phyllopodium to the blade tip direction; to protecting blade not to be subjected to infection process after the young shoot processing; can distribute from root along the plant xylem to whole strain crop; simultaneously; can destroy the formation of cell envelope; stages to oomycetes history of life has effect, and is particularly responsive at the formation stages of sporangiophore and egg spore, even also can be suppressed under extremely low concentration.In Oomycete diseases such as control cucumber downy mildew, tomato late blight, wheat rust good effect is arranged, treatment and protection effect all can reach more than 90%, exceed about 30% than the preventive effect effect of independent use fluorine ether bacterium acid amides.
Embodiment
A kind of fluorine ether bacterium acid amides composite bactericide of the present invention, its active ingredient is fluorine ether bacterium acid amides and (E, Z)-4-[3-(4-chlorphenyl) 3-(3, the 4-Dimethoxyphenyl) acryloyl] morpholine, fluorine ether bacterium acid amides is 1-50%, (E, Z)-and 4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 1-45%.
One of preferred scheme is: described a kind of fluorine ether bacterium acid amides composite bactericide, its active ingredient are that fluorine ether bacterium acid amides is 10-40%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 10-20%.
Two of preferred scheme is: described a kind of fluorine ether bacterium acid amides composite bactericide, its active ingredient are that fluorine ether bacterium acid amides is 15-25%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 15-20%.
Fluorine ether bacterium acid amides composite bactericide active ingredient of the present invention can have following multiple combination:
1, fluorine ether bacterium acid amides be 1%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 1%.
2, fluorine ether bacterium acid amides be 50%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 45%.
3, fluorine ether bacterium acid amides be 10%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 10%.
4, fluorine ether bacterium acid amides be 40%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 20%.
5, fluorine ether bacterium acid amides be 15%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 15%.
6, fluorine ether bacterium acid amides be 25%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 20%.
7, fluorine ether bacterium acid amides be 20%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 40%.
8, fluorine ether bacterium acid amides be 30%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 30%.
9, fluorine ether bacterium acid amides be 1%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 45%.
10, fluorine ether bacterium acid amides be 50%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 1%.
11, fluorine ether bacterium acid amides be 10%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 20%.
12, fluorine ether bacterium acid amides be 40%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 10%.
13, fluorine ether bacterium acid amides be 15%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 20%.
14, fluorine ether bacterium acid amides be 25%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 15%.
(E, Z) of the present invention-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is hereinafter to be referred as dimethomorph.
Study discovery through the applicant, fluorine ether bacterium acid amides in the fluorine ether bacterium acid amides composite bactericide of the present invention can also be composite with following compound: M 9834, frost urea cyanogen, cyprofuram, metalaxyl, Metalaxyl-M, fenfuram, Wakil, aliette, phosphorous acid or phosphorous acid disodium, carbendazim, tricyclazole, Tebuconazole, oxime bacterium ester, triazolone, phosethyl-Al, probenazole, thifluzamide, phonetic mould amine, Fluoxastrobin, nitrile bacterium azoles, thiophanate-methyl, own azoles alcohol, the mould prestige of second, procymidone, epoxiconazole, Flusilazole, Flutriafol, sodium dichloro cyanurate, fenoxanil, Isoprothiolane, kasugarnycin, propiconazole, Difenoconazole, benomyl, octicin solution, Prochloraz, prochloraz-manganese chloride complex, kresoxim-methyl, bitertanol, alkene azoles alcohol; Anilazine, difoltan, captan, tpn, Delan, Euparen, fentinacetate, come bacterium pellet, copper, Cupravit, iprodione, Kocide SD, copper acetate, asomate, network ammonia copper, sulphur, copper 8-hydroxyquinolinate, copper oxychloride (Cupravit), mancozeb, maneb, Carbatene, zineb, tmtd, ziram, two hot guanidine; Grandox fumigant, fenaminosulf, hymexazo, Propamocarb and hydrochloride thereof, prothiocarb, pcnb, cyazofamid.
Though the present invention is above-mentioned composite without crossing its effect of land for growing field crops evidence, research finds that composite effect is still arranged, and is all better than the result of use of single medicine.
Above-mentioned composite can in the scope of 1:20 to 10:1, the selection of the present invention.
Fluorine ether bacterium acid amides of the present invention can also be composite with following component: 1-(2-cyano group-2-methoxyimino acetyl group)-3-ethyl carbamide (white urea cyanogen); Methyl (E)-methoxyl group imido grpup-(E)-α-[1-(α, α-three fluoro-m-tolyl)-ethyleneimino oxygen base]-o-tolyl } ethyl acetate (oxime bacterium ester); Propyl group-3-(dimethylamino) propyl carbamic acid hydrochloride (propamocarb); (E)-and 2-{2-[6 (2-cyano-benzene oxygen) pyrimidine-4-yl oxygen] phenyl }-3-methoxy acrylate (Fluoxastrobin); Methyl (N)-[[[1-(4-chlorobenzene) pyrazoles-3 base)-oxygen]-the 0-methoxyl group]-N-methoxymethyl carbamate (pyraclostrobin).
An advantage of fluorine ether bacterium acid amides composite bactericide of the present invention be synergistic effect or reduce pesticide resistance, another advantage is broad spectrum of activity.
Fluorine ether bacterium acid amides composite bactericide of the present invention has protection concurrently, treats and roots out activity, is used for preventing and treating by the microbial disease of Oomycete cause of disease: downy mildew, late blight, white epidemic disease, rotten mildew, damping off, balck shank, canker, white blister, (millet) poliosis.The method that fluorine ether bacterium acid amides composite bactericide of the present invention is catched and killed fungi at the scene, comprise with fluorine ether bacterium acid amides composite bactericide of the present invention and process this place, wherein the on-the-spot plant of standing fungal attack, the seed of these plants or the medium of plant growth of comprising: fruit tree (apple tree, pear tree, oranges and tangerines, grape, lichee, pineapple, banana, watermelon); Cereal (wheat, barley, rye, oat, corn, paddy rice, Chinese sorghum, triticale and relevant crop); Beet (sugar beet and fodder beet); Leguminous plant (Kidney bean, kidney bean, pea, soybean); Oil crop (rape, leaf mustard, rape, sunflower, peanut); Cucumber plants (custard squash, cucumber, muskmelon); Fibre plant (cotton, flax, hemp, jute); Vegetables (spinach, lettuce, asparagus, wild cabbage, cauliflower, carrot, onion, tomato, potato, capsicum, ginger); And ornamental plants (flower, shrub, broad-leaved tree, evergreen tree such as coniferophyte).Suitable especially is cotton, corn, soybean, beet, cucumber plants and vegetables.
Control by the microbial disease of Oomycete cause of disease such as downy mildew, late blight, white epidemic disease, rotten mildew, damping off, balck shank, canker, white blister, (millet) poliosis etc. there is special efficacy.
Fluorine ether bacterium acid amides composite bactericide of the present invention can be mixed with granule, wetting powder, water dispersible granules, water-soluble granule, soluble concentrate, missible oil, aqueous emulsion, microemulsion, (water) but but suspending agent, microcapsule suspending agent dispersed oil suspending agent, suspension emulsion, seed treatment dispersion powder, seed treatment emulsion, suspension seed-coating agent.
The auxiliary material of described water dispersible granules is by dispersant, wetting agent, disintegrant, adhesive, media assemblage, the acting in conjunction of each auxiliary material and mutual coordination not only make water dispersible granules have quick humidification, disintegrative and good suspension, suspension again, have simultaneously good stability and do not play the performances such as dirt, and can also take increase fluorine ether bacterium acid amides composite bactericide liquid in the hold-up of plant surface, prolong holdup time and raising to the purposes such as penetration capacity of plant surface, thereby improved the biologically active of fluorine ether bacterium acid amides composite bactericide, reduced the using dosage of fluorine ether bacterium acid amides composite bactericide, reduce cost, alleviated the pollution to environment.
The dispersant kind that described water dispersible granules is commonly used mainly contains: the cationic surfactants such as calcium lignosulfonate, naphthalene sulfonate, polycarboxylate, GY-D04, naphthalenesulfonic acid-formaldehyde condensate (NNO), fatty acid amide-N methyl taurine salt, alkyl sulfate, alkyl sulfo succinate, the non-ionic surface active agents such as aliphatic alcohol polyether, alkyl phenol polyether; The wetting agent kind mainly contains: anionic surfactant (such as aliphatic alcohol sulfate, dodecyl benzene sulfonate etc.) and nonionic (such as peregal, agricultural newborn 100#, agricultural newborn 600# tween, sorbitol polyoxyethylene ether etc.), Nekal BX; The adhesive kind mainly contains: hydroxyethylcellulose, soluble starch, polyethylene glycol, methylcellulose, dextrin, polyvinyl alcohol, fructose; The principal item of disintegrant has: ammonium sulfate, urea, polyvinylpyrrolidone, sodium sulphate, starch and derivative thereof, cellulose, sodium bicarbonate, sldium lauryl sulfate, sodium alginate, bentonite, sodium chloride.Filler mainly contains: kaolin, precipitated calcium carbonate, bentonite.
The present invention is used for control by the water dispersible granules of the fluorine ether bacterium acid amides composite bactericide of the microbial disease of Oomycete cause of disease such as downy mildew, late blight, white epidemic disease, rotten mildew, damping off, balck shank, canker, white blister, (millet) poliosis, and it is to form (by mass percentage %) with following material combination:
1, fluorine ether bacterium acid amides: 1-50%
(E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine: 1-45%
Dispersant: 0.5-5%
Wetting agent: 0.5-5%
Disintegrant: 1-10%
Adhesive: 0.5-5%
Surplus is filler.
2, fluorine ether bacterium acid amides: 10-40%
(E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine: 12-20%
Dispersant: 0.5-5%
Wetting agent: 0.5-5%
Disintegrant: 1-10%
Adhesive: 0.5-5%
Surplus is filler.
3, fluorine ether bacterium acid amides: 20%,
(E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine: 40%
Calcium lignosulfonate: 3%
Aliphatic alcohol sulfate: 5%
Ammonium sulfate: 8%
Hydroxyethylcellulose: 4%
Surplus is kaolin.
4, fluorine ether bacterium acid amides: 1%
(E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine: 45%
Naphthalene sulfonate: 0.5%
Dodecyl benzene sulfonate: 0.5%
Urea: 1%
Soluble starch: 0.5%
Surplus is precipitated calcium carbonate.
5, fluorine ether bacterium acid amides: 50%
(E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine: 1%
Polycarboxylate: 5%
Peregal: 5%
Polyvinylpyrrolidone: 10%
Polyethylene glycol: 5%
Surplus is bentonite.
6, fluorine ether bacterium acid amides: 1%
(E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine: 45%
GY-D04：0.5%
The newborn 100#:5% of farming
Sodium sulphate: 1%
Methylcellulose: 5%
Surplus is precipitated calcium carbonate.
7, fluorine ether bacterium acid amides: 50%
(E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine: 1%
Naphthalenesulfonic acid-formaldehyde condensate: 5%
The newborn 600# tween of farming: 0.5%
Cellulose: 10%
Dextrin: 0.5%
Surplus is kaolin.
8, fluorine ether bacterium acid amides: 10%
(E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine: 12%
Naphthalenesulfonic acid-formaldehyde condensate: 0.5%
The newborn 600# tween of farming: 0.5%
Sodium bicarbonate: 1%
Polyvinyl alcohol: 0.5%
Surplus is bentonite.
9, fluorine ether bacterium acid amides: 40%
(E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine: 20%
Fatty acid amide-N methyl taurine salt: 5%
Sorbitol polyoxyethylene ether: 5%
Sldium lauryl sulfate: 10%
Fructose: 5%
Surplus is precipitated calcium carbonate.
10, fluorine ether bacterium acid amides: 10%
(E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine: 20%
Alkyl sulfate: 5%
Nekal BX: 0.5%
Sodium alginate: 10%
Dextrin: 0.5%
Surplus is kaolin.
11, fluorine ether bacterium acid amides: 40%
(E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine: 12%
Aliphatic alcohol polyether: 5%
Aliphatic alcohol sulfate: 0.5%
Bentonite: 10%
Hydroxyethylcellulose: 0.5%
Surplus is precipitated calcium carbonate.
12, fluorine ether bacterium acid amides: 50%
(E, Z)-4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine: 45%
Alkyl sulfate: 0.5%
Nekal BX: 0.5%
Sodium alginate: 1%
Dextrin: 0.5%
Surplus is bentonite.
Fluorine ether bacterium acid amides composite bactericide of the present invention also can contain other component, and for example other has the compound of weeding, desinsection or bactericidal property.Also can mix with nematocide, protective agent, growth regulator, nutrient for plants or soil conditioner.
The duration that fluorine ether bacterium acid amides composite bactericide of the present invention can improve prolection.Use a kind of carrier that can shift to the plant protected and slowly discharge Fungicidal compounds, the preparation of this slow release can be put near the soil the trailing plant root, or comprises a kind of adhesion component, in order to can be applied directly on the stem of trailing plant.
Fluorine ether bacterium acid amides composite bactericide of the present invention can be used by common method, such as blade face, dipping, cast, injection, spray, be fuming, distribution or dusting, select according to destination object and main environment.
The test of fluorine ether bacterium acid amides composite bactericide of the present invention is as follows:
Test 1: protection and therapeutic activity test (laboratory test)
At room temperature fluorine ether bacterium acid amides and other bactericide are tested them to the effect of bacterium of downy mildew of cucumber separately and jointly.
Method: the cucumber seedling pot-culture method is adopted in test, and cucumber grows to two leaves, one heart stage crops sprayer foliar spray processes, and chemicals treatment was carried out in therapeutic test inoculation in rear 24 hours, investigated in 7-8 days after the inoculation.
The therapeutic activity test:
Figure 938992DEST_PATH_IMAGE001
Test 2: protection and therapeutic activity test (laboratory test)
At room temperature fluorine ether bacterium acid amides and other bactericide are tested them to the effect of tomato late blight bacterium separately and jointly.
Method: the tomato seedling pot-culture method is adopted in test, and tomato seedling grows to two leaves, one heart stage crops sprayer foliar spray to be processed, and chemicals treatment was carried out in therapeutic test inoculation in rear 24 hours, investigated in 7-8 days after the inoculation.The therapeutic activity test:
Figure 419914DEST_PATH_IMAGE002
Test 3: protection and therapeutic activity test (outdoor test)
At room temperature fluorine ether bacterium acid amides and other bactericide are tested them to the effect of wheat rust separately and jointly.
Method: at the wheat jointing or be watered spraying booting stage and use, once sprayed again two weeks " Invest, Then Investigate " result every 7-10 days;
Figure 261968DEST_PATH_IMAGE003
The structural formula of fluorine ether bacterium acid amides of the present invention is:
Figure 2013102973345100002DEST_PATH_IMAGE004
。
Empirical formula: C 15H 8ClF 7N 20 2
Outward appearance: pale powder has no irritating odor.
Biologically active: sterilization
Fusing point (℃): 142 ℃
Vapour pressure (20 ℃):＜1 * 10 -5Pa
Solvability (20 ℃, mg/L): acetone 215.32 g/L, ethanol 49.44 g/L.
Stability: stable to light, decompose more than 310 ℃
Oxidation-reduction/chemical incompatibility: with common oxidant calcium hypochlorite, reductant reduced iron powder, the reaction of not causing danger when common extinguishing chemical ammonium dihydrogen phosphate (ADP) contacts with water.
Solid combustible: do not have flammability.
Corrosivity to packaging material: the test packaging material are not had corrosivity.
Explosive: as not have explosivity.
Synthesizing of fluorine ether bacterium acid amides of the present invention:
1, pentafluoro benzoic acid prepares the phenyl-pentafluoride formyl chloride: yield is greater than 98%, and content is greater than 98%
Figure 719494DEST_PATH_IMAGE005
2, phenyl-pentafluoride formyl chloride and 2-methylamino-3-chloro-5-trifluoromethylpyridine prepares five flutolanils: yield is greater than 90%, and content is greater than 98%
Figure 596183DEST_PATH_IMAGE006
3, fluorine ether bacterium acid amides preparation: yield is greater than 90%, and content is greater than 98%
Figure 2013102973345100002DEST_PATH_IMAGE007
The preparation method of fluorine ether bacterium acid amides is: throw 2 of 22.4 grams in there-necked flask, 3,5,6-tetrafluoro-4-methoxy benzoic acid, 200 milliliters of carrene, 15 milliliters of thionyl chlorides, stirred 10 hours at 0 ℃, decompression distillation goes out solvent and residual thionyl chloride, and control vacuum is at-0.010kpa during distillation, and temperature is not more than 100 degree, distillation finishes, cool to room temperature, add methylene chloride 200 milliliters, add 2-methylamino-3-chloro-5-5-flumethiazine 21.0 grams under stirring, cool to 0 ℃, under this temperature, drip 12.6 milliliters of triethylamines, drip and finish, be incubated 20 hours, add the triethylamine hydrochloride that 300 milliliters of flush away reactions of water generate, with the washing of 300 ml waters, drying is sloughed N-(the 3-chloro-5-trifluoromethyl) pyridine-2-yl that solvent obtains greyish white solid 38～39 grams again) methyl)-2,3,5,6-tetrafluoro-4-methoxy benzoic acid formamide, that is: abbreviation fluorine ether bacterium acid amides.
M/Z：416.02(100％?)，418.01(32.0％?)，417.02(16.4％?)，419.02(5.3％?)，418.02(1.8％)。
Fluorine ether bacterium acid amides (N-(3-chloro-5-trifluoromethyl) pyridine-2-yl) methyl) biologically active-2,3,5,6-tetrafluoro-4-methoxy benzoic acid formamide):
The mechanism of action: fluorine ether bacterium acid amides has wider fungicidal spectrum, and cotton standing dead bacterium vegetative propagation process, permeability of cell membrane and tricarbonic acid cycle are had obvious inhibitory action.
Adopt the mycelial growth rate method to measure the virulence of fluorine ether bacterium acid amides to 10 kinds of pathogens, the result shows: fluorine ether bacterium acid amides is to the EC of 12 kinds of important pathogen of crop 50All less than 5 μ g/mL, wherein to the EC of Rhizoctonia solani Kuhn, cotton rhizoctonia solani and botrytis cinerea 50All less than 1 μ g/mL, the sterilization virulence is the highest; EC to apple anthrax bacteria, Fulvia fulva and Botryosphaeria berengeriana f. sp 50Be 1.051 ~ 1.276 μ g/mL, the sterilization virulence is also very high; EC to cotton-wilt fusarium, Strawberry Fusarium Wilt, Leaf Spot Caused by Corynespora cassiicola on Cucumber bacterium and rice blast fungus 50Be 2.392 ~ 4.566 μ g/mL, also be higher than the virulence of medicament commonly used;
Fluorine ether bacterium acid amides and fluopicolide compare the sterilization virulence of 10 kinds of pathogens
Figure 44744DEST_PATH_IMAGE008

Claims (7)

1. fluorine ether bacterium acid amides composite bactericide, it is characterized in that: its active ingredient is fluorine ether bacterium acid amides and (E, Z)-4-[3-(4-chlorphenyl) 3-(3, the 4-Dimethoxyphenyl) acryloyl] morpholine, fluorine ether bacterium acid amides is 1-50%, (E, Z)-and 4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 1-45%.
2. a kind of fluorine ether bacterium acid amides composite bactericide according to claim 1, it is characterized in that: its active ingredient is that fluorine ether bacterium acid amides is 10-40%, (E, Z)-and 4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 10-20%.
3. a kind of fluorine ether bacterium acid amides composite bactericide according to claim 1, it is characterized in that: its active ingredient is that fluorine ether bacterium acid amides is 15-25%, (E, Z)-and 4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 15-20%.
4. a kind of fluorine ether bacterium acid amides composite bactericide according to claim 1, it is characterized in that: the component of water dispersible granules is that fluorine ether bacterium acid amides is 10-40%, (E, Z)-4-[3-(4-chlorphenyl) 3-(3, the 4-Dimethoxyphenyl) acryloyl] morpholine is 12-20%, dispersant is that 0.5-5%, wetting agent are that 0.5-5%, disintegrant are that 1-10%, adhesive are 0.5-5%, and surplus is filler.
5. a kind of fluorine ether bacterium acid amides composite bactericide according to claim 1, it is characterized in that: the component of water dispersible granules is that fluorine ether bacterium acid amides is 20%, (E, Z)-and 4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 40%, calcium lignosulfonate is 3%, aliphatic alcohol sulfate is 5%, ammonium sulfate is 8%, and hydroxyethylcellulose is 4%, and surplus is kaolin.
6. a kind of fluorine ether bacterium acid amides composite bactericide according to claim 1, it is characterized in that: the component of water dispersible granules is that fluorine ether bacterium acid amides is 50%, (E, Z)-and 4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 45%, alkyl sulfate is 0.5%, Nekal BX is 0.5%, sodium alginate is 1%, and dextrin is 0.5%, and surplus is bentonite.
7. a kind of fluorine ether bacterium acid amides composite bactericide according to claim 1, it is characterized in that: the component of water dispersible granules is that fluorine ether bacterium acid amides is 40%, (E, Z)-and 4-[3-(4-chlorphenyl) 3-(3,4-Dimethoxyphenyl) acryloyl] morpholine is 12%, aliphatic alcohol polyether is 5%, aliphatic alcohol sulfate is 0.5%, bentonite is 10%, and hydroxyethylcellulose is 0.5%, and surplus is precipitated calcium carbonate.
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