CN105076150B - Bactericide composition and preparation and application thereof - Google Patents
Bactericide composition and preparation and application thereof Download PDFInfo
- Publication number
- CN105076150B CN105076150B CN201510494474.0A CN201510494474A CN105076150B CN 105076150 B CN105076150 B CN 105076150B CN 201510494474 A CN201510494474 A CN 201510494474A CN 105076150 B CN105076150 B CN 105076150B
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- Prior art keywords
- agent
- microbicide compositions
- preparation
- pyrimethanil
- active component
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- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
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- 229920002472 Starch Polymers 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 241000779819 Syncarpia glomulifera Species 0.000 description 1
- 102100021131 Zinc finger and BTB domain-containing protein 22 Human genes 0.000 description 1
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 238000012271 agricultural production Methods 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 210000004883 areola Anatomy 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- RRTCFFFUTAGOSG-UHFFFAOYSA-N benzene;phenol Chemical compound C1=CC=CC=C1.OC1=CC=CC=C1 RRTCFFFUTAGOSG-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229920005551 calcium lignosulfonate Polymers 0.000 description 1
- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 1
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000008120 corn starch Substances 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- CGZZMOTZOONQIA-UHFFFAOYSA-N cycloheptanone Chemical compound O=C1CCCCCC1 CGZZMOTZOONQIA-UHFFFAOYSA-N 0.000 description 1
- 238000007405 data analysis Methods 0.000 description 1
- 238000002242 deionisation method Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 244000037666 field crops Species 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 1
- 235000012055 fruits and vegetables Nutrition 0.000 description 1
- 238000003958 fumigation Methods 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 239000003630 growth substance Substances 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 230000002147 killing effect Effects 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 238000012417 linear regression Methods 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 239000010721 machine oil Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 239000003595 mist Substances 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 239000010413 mother solution Substances 0.000 description 1
- 230000005405 multipole Effects 0.000 description 1
- 239000005645 nematicide Substances 0.000 description 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- WUFSRLQSIDFFMT-UHFFFAOYSA-N oxirane;phosphoric acid Chemical compound C1CO1.OP(O)(O)=O WUFSRLQSIDFFMT-UHFFFAOYSA-N 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 244000045947 parasite Species 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 239000001739 pinus spp. Substances 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000004302 potassium sorbate Substances 0.000 description 1
- 235000010241 potassium sorbate Nutrition 0.000 description 1
- 229940069338 potassium sorbate Drugs 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
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- 239000000741 silica gel Substances 0.000 description 1
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- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- JHJUUEHSAZXEEO-UHFFFAOYSA-M sodium;4-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=C(S([O-])(=O)=O)C=C1 JHJUUEHSAZXEEO-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
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- 235000021012 strawberries Nutrition 0.000 description 1
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- 235000012222 talc Nutrition 0.000 description 1
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- 238000010998 test method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
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- 230000001225 therapeutic effect Effects 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
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Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention relates to the field of agricultural bactericides, discloses a bactericide composition and a preparation and an application thereof, and particularly relates to a bactericide composition for preventing and controlling grey mold and a preparation and an application thereof. The active ingredients of the composition comprise compounds shown in formula (I) and pyrimethanil. The pesticide preparation processed by the composition can be used for preventing and controlling the grey mold, has both the treatment function and the protection function, the good efficiency enhancing function and the good bactericidal effect, the pesticide applying times can be decreased, and the preparation is safe for crops. formula (I).
Description
Technical field
The present invention relates to disinfectant use in agriculture field, specifically, is related to a kind of microbicide compositions and preparation and its application,
More particularly to a kind of bactericidal composition and preparation and its application for preventing and treating gray mold.
Background technology
Gray mold is open country, protecting field crop is common and compares a kind of fungal disease of difficult preventing and treating, belongs to low temperature and high relative humidity type
Disease, growth of pathogenic bacteria temperature are 2-30 DEG C, and it is the disease high-incidence season that temperature 20-25 DEG C, humidity continue when more than 90%.Gray mold
Caused by the pathogen of Botrytis cinerea infects, belong to fungal disease, flower, fruit, leaf, stem can be fallen ill, and can be led to more than 200 kinds of known plants
Gray mold (such as water fruits and vegetables and flowers), can not only infect field crops, equally can cause huge to the rear stage of adopting of plant
Loss.In the real process of agricultural production, controlling disease is easiest to generate the problem that the drug-fast generation of pathogenic bacteria.
Pyrimethanil (pyrimethanil), chemical name：N- (4,6- dimethyl pyrimidine -2- bases) aniline, has to gray mold
Effect, its bactericidal action mechanism are unique, by suppressing the secretion of infection process enzyme so as to prevent infection process, and kill pathogenic bacteria, have
There are protection and therapeutical effect, while having interior suction and fumigation action.But it is increasing that dose is administered alone in recent years, in order to extend
The service life of medicament, there is provided preventive effect, will be science, rational use of drug by pyrimethanil and the bactericide compounded of other mechanisms of action
Development need.
The content of the invention
It is an object of the invention to provide a kind of microbicide compositions to control of plant disease effect is significant, particularly carry
For a kind of to the significant microbicide compositions of gray mold prevention effect.
In order to prevent the drug-fast generation of pathogenic bacteria, the kind composition of the different mechanisms of action is compounded, is to prevent and treat resistance
The very common method of pathogenic bacteria.Heterogeneity is compounded, and according to practical application effect, judges that certain compounding is potentiation, addition
Or antagonism.But, in most cases, the compounding effect of pesticide is all summation action, really has potentiation
Compounding is little, especially potentiation clearly, the very high compounding of synergy ratio it is just less.And the present inventor Jing
Research is crossed, it has surprisingly been found that compound shown in following formula (I)s is used with Pyrimethanil compositional, respective medicine is not only offset
Effect, conversely, also having obviously potentiation, significantly improves to the prevention effect of fungus-caused plant disease, especially
It is that the prevention effect to gray mold is significantly improved, this completes the present invention.
To achieve these goals, according to the first aspect of the invention, the invention provides a kind of microbicide compositions, its
In, the active component of the microbicide compositions includes compound and pyrimethanil shown in formula (I),
According to the second aspect of the invention, the invention provides above-mentioned microbicide compositions answering in gray mold is prevented and treated
With.
According to the third aspect of the invention we, the invention provides a kind of preparation having prepared by above-mentioned microbicide compositions,
Wherein, the dosage form of the preparation is cream, aqueous emulsion, microemulsion, soluble liquid, aqueous suspension agent, suspension emulsion, ultra-low volume spray
It is mist agent, oil-suspending agent, microcapsule suspending agent, water surface film-spreading oil solution, wettable powder, water-dispersible granules, dry suspending agent, solvable
Property powder, soluble granula, emulsifiable powder, emulsifiable granule, granule, solid microcapsule formulation, effervescent tablet, effervescent
Granule, water floating dispersible granule or seed coat agent.
According to the fourth aspect of the invention, the invention provides application of the above-mentioned preparation in gray mold is prevented and treated.
According to the microbicide compositions that the present invention is provided, which has obvious synergistic function, and bactericidal effect is good, medication
Low cost, is not likely to produce resistance, good to crop safety.The microbicide compositions that particularly present invention is provided are prevented to gray mold
Control effect is significant.
Other features and advantages of the present invention will be described in detail in subsequent specific embodiment part.
Specific embodiment
Hereinafter the specific embodiment of the present invention is described in detail.It should be appreciated that described herein concrete
Embodiment is merely to illustrate and explains the present invention, is not limited to the present invention.
The active component of the microbicide compositions that the present invention is provided includes compound and pyrimethanil shown in formula (I),
Compound shown in Chinese style (1) of the present invention (also becoming Y12196 below) can be using shown in following synthetic route (1)
Synthetic route synthesis：
In addition, pyrimethanil can synthesize obtaining, it is also possible to by commercially available, for example pyrimethanil can be purchased from Jiangsu and reach soon
Agrochemical limited company.
In the present invention, the active component includes that the weight ratio of Y12196 and pyrimethanil, Y12196 and pyrimethanil can be with
Change in very large range, specifically, for example, Y12196 and be 1 with the weight ratio of pyrimethanil：100～100：1.Although at this
In invention, if the active component can be shown that good synergistic function including Y12196 and with pyrimethanil, but from
Further improve in terms of the synergistic function to consider, the weight ratio of preferably Y12196 and pyrimethanil is 1：60～60：1；More
It is preferred that the weight ratio of Y12196 and pyrimethanil is 1：40～40：1；Further preferably the weight ratio of Y12196 and pyrimethanil is 1：20
～20：1；The weight ratio of still more preferably Y12196 and pyrimethanil is 1：16～16：1, still more preferably Y12196 and phonetic
The weight ratio of mould amine is 1：8～8：1；The weight ratio of still more preferably Y12196 and pyrimethanil is 1：4～4：1；Particularly preferably
The weight ratio of Y12196 and pyrimethanil is 1：2～2：1.
In the microbicide compositions of the present invention, content of the active component in microbicide compositions can be in very big model
Interior change is enclosed, specifically, active component content in the composition is 1-95 weight %, preferably 5-80 weight %.
The present invention microbicide compositions in, in addition to the active ingredient (s, microbicide compositions generally also include Pesticide Science on can
The surfactant and carrier of acceptance.
Above-mentioned surfactant can be the various surfactants well known to formulations of pesticide field, and the present invention is preferably newborn
One or more in agent, dispersant and wetting agent.
Other carriers in addition to above-mentioned surfactant can be the various carriers well known to formulations of pesticide field, including each
Plant silicates, carbonate, Sulfateses, oxide-based, phosphoric acid salt, plant vector class, synthetic vectors class.Specifically,
For example：It is white carbon, Kaolin, kieselguhr, clay, Talcum, organobentonite, Pumex, titanium dioxide, dextrin, cellulose powder, light
The mixture of matter Calcium Carbonate, soluble starch, corn starch, sawdust powder, carbamide, amine fertilizer, carbamide and amine fertilizer, glucose, Fructus Hordei Germinatus
Sugar, sucrose, Anhydrous potassium carbonate, natrium carbonicum calcinatum, Carbon Dioxide hydrogen potassium, anhydrous sodium bicarbonate, attapulgite, Anhydrous potassium carbonate with
One or more in the mixture and natrium carbonicum calcinatum of Carbon Dioxide hydrogen potassium and the mixture of anhydrous sodium bicarbonate.
Mentioned emulsifier can be the various emulsifying agents well known to formulations of pesticide field, and specifically, the emulsifying agent can be
Calcium dodecyl benzene sulfonate, three phenethyl phenol polyoxyethylene ether phosphates, fatty alcohol-polyoxyethylene ether, alkylphenol-polyethenoxy
Ether, alkylphenol-polyethenoxy polyethenoxy ether, fatty amine, the ethylene oxide adduct of fatty acid amide, polyoxyethylene carboxylate,
Rosin acid ethylene oxide adduct, polyol fatty acid ester and its ethylene oxide adduct, styryl phenyl polyoxyethylene ether,
Alkyl phenol formaldehyde resin polyoxyethylene ether, terminal hydroxy group polyoxyethylene poly-oxygen propylene aether, styrylphenol formaldehyde resin polyoxy second
One or more in alkene polyethenoxy ether and castor oil polyoxyethylene ether.
Above-mentioned dispersant can be the various dispersants well known to formulations of pesticide field, and specifically, the dispersant is propylene
Sour homopolymer sodium salt, Malaysia acid disodium salt, naphthalene sulfonic acid-formaldehyde condensation product sodium salt, rosin segmented polyoxyethylene ether polyethenoxy ether sulphur
Hydrochlorate, terminal hydroxy group polyoxyethylene poly-oxygen propylene aether block copolymer, three phenethyl phenol polyoxyethylene ether phosphates, fatty alcohol polyoxy
One or more in ethylene ether phosphate and p-hydroxyphenyl lignin sulfonic acid sodium salt.
Above-mentioned wetting agent can be the various wetting agent well known to formulations of pesticide field, and specifically, the wetting agent can be
Sodium lauryl sulphate, Teepol, dodecylbenzene sodium sulfonate, fatty alcohol-polyoxyethylene ether, alkylnaphthalene sulfonate, alkane
One or more in base phenol resin polyoxyethylene ether sulfate.
Microbicide compositions of the invention, the microbicide compositions can also be commonly used containing formulations of pesticide field
Various preparation used additives, specifically, said preparation used additives can be solvent, cosolvent, thickening agent, antifreezing agent, capsule material, protection
One or more in agent, defoamer, disintegrating agent, stabilizer, preservative and binding agent.
Above-mentioned solvent can be the various solvents well known to formulations of pesticide field, and specifically, the solvent can be organic molten
One or more in agent, vegetable oil, mineral oil, solvent naphtha and water.
Wherein, the organic solvent includes N-Methyl pyrrolidone, tetrahydrofuran, dimethyl sulfoxide, N, the N- dimethyl last of the ten Heavenly stems
Amide, DMF, trimethylbenzene, durene, dimethylbenzene, toluene, octane, heptane, methanol, isopropanol, n-butyl alcohol,
One or more in tetrahydrofurfuryl alcohol, tributyl phosphate, 1,4- dioxane and Ketohexamethylene.
The vegetable oil includes methylated vegetable oils, turpentine-based vegetable oil, Oleum Terebinthinae, epoxy soybean oil, soybean oil, Semen arachidis hypogaeae
One or more in oil, Oleum Brassicae campestriss, Oleum Ricini, Semen Maydis oil and Oleum pini koraiensis.
The mineral oil includes one or more in liquid wax, machine oil, kerosene and lubricating oil.
Meanwhile, above-mentioned solvent can also be used as cosolvent.
Above-mentioned antifreezing agent can be the various antifreezing agents well known to formulations of pesticide field, the present invention be preferably ethylene glycol, third
One or more in glycol, glycerol and carbamide.
Above-mentioned thickening agent can be the various thickening agents well known to formulations of pesticide field, and specifically, the thickening agent can be
Xanthan gum, polyvinyl alcohol, POLYPROPYLENE GLYCOL, Polyethylene Glycol, white carbon, kieselguhr, Kaolin, clay, sodium alginate, aluminium silicate
One or more in magnesium, lagoriolite, carboxymethyl cellulose, HPMC and organobentonite.
Above-mentioned capsule material can be the various capsule materials well known to formulations of pesticide field, the present invention be preferably polyurethane, polyureas and
One or more in Lauxite.
Above-mentioned protective agent can be the various protective agents well known to formulations of pesticide field, of the invention to be preferably polyvinyl alcohol
And/or Polyethylene Glycol.
Above-mentioned defoamer can be the various defoamer well known to formulations of pesticide field, of the invention to be preferably organic silica
One or more in alkane, tributyl phosphate and silicone.
One or more in triphenyl phosphite, epoxychloropropane and acetic anhydride of aforementioned stable agent.
Foregoing preservatives are selected from benzoic acid, sodium benzoate, 1,2- benzisothiazole-3-ketones (abbreviation BIT), Kazon and mountain
One or more in potassium sorbate.
The present invention also provides application of the above-mentioned microbicide compositions in gray mold is prevented and treated.
The present invention also provides a kind of preparation by prepared by above-mentioned microbicide compositions, the dosage form of the preparation be cream,
Aqueous emulsion, microemulsion, soluble liquid, aqueous suspension agent, suspension emulsion, ultra-low volume spray agent, oil-suspending agent, microcapsule suspending agent,
It is water surface film-spreading oil solution, wettable powder, water-dispersible granules, dry suspending agent, soluble powder, soluble granula, emulsifiable
Powder, emulsifiable granule, granule, solid microcapsule formulation, effervescent tablet, effervescent granule, water floating dispersible granule
Or seed coat agent.Above-mentioned dosage form can be prepared by the conventional method of this area.
Under preferable case, the cream preparation weight percent consists of active component 1～95%, cosolvent 0-
20%th, emulsifying agent 1～30%, solvent complements to 100%.
The preparation method of above-mentioned cream preparation can for example include mixing each active component, solvent, cosolvent and emulsifying agent
Close stirring and form it into homogeneous transparent oil phase, you can obtain cream preparation.
Under preferable case, the aqueous emulsion or microemulsion weight percent consist of active component 1～95%, emulsifying
Agent 1～30%, cosolvent 0～30%, solvent 1～30%, antifreezing agent 0～10%, thickening agent 0～10%, water are complemented to
100%.
Under preferable case, the method for producing aqueous emulsion can for example be included active component, emulsifying agent, cosolvent and molten
Agent mixes so as to become homogeneous oil phase；Water, thickening agent, antifreezing agent etc. are mixed so as to into homogeneous water phase.Under high speed shear,
Water is added to into oil phase or oil phase is added to into water phase, form the aqueous emulsion of favorable dispersibility.
Under preferable case, the preparation method of the microemulsion is that emulsifying agent, solvent are mixed into homogeneous by active component
Transparent oil phase.Under conditions of stirring.It is gradual to add water so as to form the microemulsion of transparent and homogeneous.
Under preferable case, the aqueous suspension agent weight percent consists of active component 1～95%, surfactant
1～30%, antifreezing agent 1～10%, thickening agent 0.1～5%, water complement to 100%.
Under preferable case, the oil-suspending agent weight percent consist of active component 1～95%, emulsifying agent 1～
30%th, dispersant 0.1～10%, thickening agent 0.1～5%, oil complement to 100%.
The preparation method of water/oil-suspending agent：With water or oil as medium, the auxiliary agents such as active component, surfactant are added
In sand milling kettle, it is ground to certain particle diameter, filters.Again the thickening agent for measuring is added in ground mother solution, is cut
Cut and be uniformly dispersed.Make oil-suspending agent or aqueous suspension agent.
Under preferable case, the soluble granula, soluble powder, water dispersible granules or wettable powder percentage by weight
Several consist of active component 1～95%, surfactant 1～30%, other carriers complement to 100%.
Wherein, the preparation method of water-dispersible granules and soluble granula is：By each active component, dispersant, wetting agent,
The mix homogeneously such as carrier, then by comminution by gas stream to certain particle diameter, add water and are mediated, enter in being eventually adding comminutor
Row pelletize, is obtained water-dispersible granules or soluble granula after being dried.
The preparation method of soluble powder and wettable powder is：By each active component, various auxiliary agents and other carriers etc.
Filler is sufficiently mixed, and uses ultra-fine pulverizer disintegrating.
Present invention also offers application of the above-mentioned preparation in gray mold is prevented and treated.
The microbicide compositions of the present invention can be provided with finished product preparation form, i.e., in compositionss, each material is blended；
Can also be provided with independent dosage form, voluntarily be mixed in bucket or tank using front, and be selected according to the concentration of required active substance
Mix with water to selecting property and be diluted.
The compound that the compositionss of the present invention can also have sterilization, parasite killing or herbicidal performance with other is used in mixed way, and also may be used
It is used in mixed way with nematicide, protective agent, growth regulator, nutrient for plants or soil conditioner.
The using method of the microbicide compositions of the present invention is simple, before plant disease is sprouted or after sprouting, to work
The place of thing and plant growth is applied according to a conventional method, such as mixes soil, spraying, injection, cast etc., and its amount of application is according to weather conditions
Or depending on crop condition, generally per mu of administration 1-100g, is diluted to 1-2000mg/L administrations.Diluent is preferably water.
The microbicide compositions of the present invention, its bactericidal effect are generally relevant with extraneous factor such as weather, but by using suitable
When dosage form can slow down the impact of weather.
The present invention is further detailed below by way of specific embodiment, but the present invention is not limited in following realities
Apply example.
In following test case and preparation example, pyrimethanil is purchased from Jiangsu Kuaidaagricultural Chemical Co., Ltd, and (purity is 98 weights
Amount %).
In following preparation example, in all formulations proportioning, percentage composition is weight percentage.
In following test case and preparation example, Y12196 is synthesized according to aforesaid synthetic route (1), its concrete synthesis side
Method is as follows.
1st, the synthesis of bis- chloro- 1- of 2,4- (2- nitro-phenoxies) benzene
By 2.82g (20mmol) 2- fluoronitrobenzenes and 4.89g (30mmol) 2,4 dichloro phenol, 4.15g (30mmol)
K2CO3Add in the mono- neck bottles of 100ml with 50ml DMF, after being heated to reflux 5h, DMF is removed under reduced pressure, the NaOH with 10 weight % is water-soluble
Liquid is washed three times, is extracted with ethyl acetate, anhydrous Na2SO4Desolvation after drying, obtains 2,4-, bis- chloro- 1- (the 2- Nitrobenzol of 5.50g
Epoxide) benzene, yield is 97%.
2nd, the synthesis of 2- (2,4 dichloro benzene epoxide) aniline
Bis- chloro- 1- (2- nitro-phenoxies) benzene of 5.50g (19.36mmol) 2,4- 100ml ethanol is dissolved, is added
1.04g (19.36mmol) ammonium chloride and 10ml water, add 3.24g (58.08mmol) iron powder in three batches after being heated to reflux, reaction
By reaction system silica gel sucking filtration after 6h, ethanol is removed in rotation, adds 100ml ethyl acetate, is washed with 60ml × 3 time saturated common salt,
Desolvation after drying, obtains 2- (2, the 4- dichlorophenoxy) aniline of 4.50g, yield 91%.
3rd, the synthesis of Y12196
0.50g (1.97mmol) 2- (2,4- dichlorophenoxy) aniline is dissolved in 20ml dichloromethane, 0.30g is added
(2.95mmol) triethylamine, then 3- difluoromethyl -1- methyl isophthalic acid H- pyrazoles -4- formyl chlorides are slowly added dropwise under condition of ice bath
0.46g(2.36mmol).30ml dichloromethane, 50ml × 3 time saturated aqueous common salt will be added in system after TLC monitoring reactions completely
Wash, anhydrous sodium sulfate drying, column chromatography purify 0.70g Y12196, yield 86%.
The related data of Y12196 is as follows：
Y12196:1H NMR(600MHz,CDCl3) δ 8.67 (s, 1H), 8.55 (d, J=8.4Hz, 1H), 7.99 (s, 1H),
7.48 (t, J=8.4Hz, 1H), 7.21 (m, 2H), 7.04 (s, 1H), 6.92 (t, J=48.6Hz, 1H), 6.74 (d, J=
13.8Hz,1H),3.95(s,3H).MS:M/z=411.29 (M+) .m.p.:102.5-103.6℃.
Test case 1
This test case is used for illustrating Y12196 and Toxicity Determination of the Pyrimethanil compositional to gray mold of cucumber
Subjects：Botrytis cinerea pers (Botrytis cinerea)
Test method：With reference to《People's Republic of China (PRC) agricultural industry criteria NY/T 1156.2-2006》Mycelial growth rate
Method.Each medicament sets 5 dosage respectively by active constituent content and processes, and by above-mentioned each pathogen PDA culture medium culture, treats bacterium
Fall when just covering with culture dish, truffle is broken into the card punch of diameter 5mm in colony edge, truffle is moved to Inoculating needle and matched somebody with somebody in advance
Made by toxic PDA culture medium central authorities, be subsequently placed in culture in 25 DEG C of incubators, often process and be repeated 4 times.Depending on CK colony growth feelings
Condition, measures each process colony diameter cm using crossing method slide calliper rule, obtains correction inhibition percentage.By the machine of suppression ratio
Linear regression analyses between rate value and the logarithm value of series concentration, obtain the EC of each medicament50Value, calculates further according to the abundant methods of Sun Yun
Co-toxicity coefficient (CTC).
Drug effect is calculated：Each bacterium colony decussation surveys two diameters, represents bacterium colony size with its average.Obtain as the following formula
Colony growth suppression ratio：Colony growth suppression ratio %=(blank bacterium colony increases diameter-chemicals treatment bacterium colony and increases diameter)
× 100/ blank bacterium colony increases diameter.
As a result data analysis statistical is carried out with 3.11 professional versions of DPS, obtain regression straight line, EC50, correlation coefficient.According to grandson
Yun Pei (Y-P Sun) methods by determine each process EC50It is converted into actual poison exponent (ATI)；According to the proportioning of mixture, obtain
Theoretical toxicity index (TTI), calculates the co-toxicity coefficient (CTC) of mixture by following equation.
Co-toxicity coefficient (CTC)=[the actual toxicity index of mixture (ATI)/mixture theoretical toxicity index (TTI)] × 100
The actual toxicity index of mixture (ATI)=(EC of standard agent50The EC of/mixture50)×100
In the TI of mixture theoretical toxicity index (TTI)=A agent × mixture effective ingredient, the TI × mixture of the content+B agent of A has
The content of B in effect composition
Toxicity index (TI)=(EC of standard agent50The EC of/reagent agent50(one kind in A agent, B agent is made) × 100
For standard agent)
A agent, B agent are respectively two kinds of mutually mixed active component, and mixture is the mixture after A agent is mutually mixed with B agent.
Evaluation criterion：When CTC >=120, potentiation is shown as；When CTC≤80, antagonism is shown as；80 ＜ CTC ＜
120, show as summation action.
Table 1
| Medicament | EC50(μg/mL) | ATI | TTI | Co-toxicity coefficient CTC |
| Y12196(A) | 2.0857 | 100.00 | ||
| Pyrimethanil (B) | 1.2014 | 173.61 | ||
| A+B(60：1)(1) | 1.0032 | 207.90 | 101.21 | 205.43 |
| A+B(40：1) | 1.0210 | 204.28 | 101.80 | 200.68 |
| A+B(20：1) | 0.8855 | 235.54 | 103.51 | 227.56 |
| A+B(16：1) | 0.7111 | 293.31 | 104.33 | 281.13 |
| A+B(8：1) | 0.5899 | 353.57 | 108.18 | 326.84 |
| A+B(4：1) | 0.5332 | 391.17 | 114.72 | 340.97 |
| A+B(2：1) | 0.4255 | 490.18 | 124.54 | 393.60 |
| A+B(1：1) | 0.4111 | 507.35 | 136.81 | 370.85 |
| A+B(1：2) | 0.4025 | 518.19 | 149.07 | 347.60 |
| A+B(1：4) | 0.3999 | 521.56 | 158.89 | 328.25 |
| A+B(1：8) | 0.4056 | 514.23 | 165.43 | 310.84 |
| A+B(1：16) | 0.4026 | 518.06 | 169.28 | 306.04 |
| A+B(1：20) | 0.4288 | 486.40 | 170.10 | 285.94 |
| A+B(1：40) | 0.5333 | 391.09 | 171.81 | 227.63 |
| A+B(1：60) | 0.6011 | 346.98 | 172.40 | 201.26 |
Remarks：(1)Numeric ratio in the bracket of expression is the weight proportion of two kinds of medicaments.
Preparation example 1
This preparation example is used for illustrating the preparation of suspending agent
Weigh 32%Y12196,2% pyrimethanil, 2%TERSPERSE 2500 (being purchased from Hensel Man, same as below),
3%TERSPERSE 4896 (being purchased from Hensel Man, same as below), 0.2% xanthan gum, 3% white carbon, 5% ethylene glycol,
0.3% benzoic acid, 0.1% organic silicon defoamer (trade name：S-29, is purchased from Nanjing "four news" (new ideas applied chemistry product company), deionization
Water adds to 100%.
Preparation method：By mix homogeneously such as effective ingredient, wetting agent, dispersant, antifreezing agents, it is ground in adding sand mill
After certain particle diameter, filter.Add
Y1。
Preparation example 2
This preparation example is used for illustrating the preparation of suspending agent
(alkylnaphthalene sulfonate formaldehyde condensation products, are purchased from Shanghai to weigh 24%Y12196,3% pyrimethanil, 2% dispersing agent NNO
It is the Temple of Heaven auxiliary agent company limited, same as below), 2%TERSPERSE 2500,0.1% xanthan gum, 3% white carbon, 5% Propylene Glycol,
0.5% sodium benzoate, 0.5% organic silicon defoamer, deionized water add to 100%.
Preparation method：By mix homogeneously such as effective ingredient, wetting agent, dispersant, antifreezing agents, it is ground in adding sand mill
After certain particle diameter, filter.Add
Y2。
Preparation example 3
This preparation example is used for illustrating the preparation of wettable powder
Weigh 30% pyrimethanil, 45%Y12196,5% calcium lignosulfonate, 2% Nekal BX (nekal,
It is be purchased from Shanghai Tiantan Accessory Ingredient Co., Ltd, same as below), 1% sodium lauryl sulphate, 5% white carbon, kaolin add to
100%.
Preparation method：75% pyrimethanil-Y12196 wettable powders will be obtained after above-mentioned raw materials blended, comminution by gas stream
Y3。
Preparation example 4
This preparation example is used for illustrating the preparation of microemulsion
Weigh 5% pyrimethanil, 10%Y12196,4%TX-10 (being purchased from Xingtai blue star auxiliary agent company, same as below), 5%
Nongru-700 # (being purchased from Nanjing Teva-Chem. Co., Ltd., same as below), 6% agriculture breast 500# (are purchased from Nanjing too chemical industry limited
It is company, same as below), 4% agriculture breast 1601# (being purchased from Nanjing Teva-Chem. Co., Ltd., same as below), 15% cyclohexanone, 5%
N-Methyl pyrrolidone, 5% n-butyl alcohol, 1% epoxychloropropane, the complete simultaneously mix homogeneously of Jing dissolvings, deionized water are added to
100%, 15% pyrimethanil-Y12196 microemulsion Y4 are obtained after stirring.
Preparation example 5
This preparation example is used for illustrating the preparation of aqueous emulsion
Weigh 5% pyrimethanil, 5%Y12196,3% agriculture breast 2201# and (be purchased from Nanjing Teva-Chem. Co., Ltd., following phase
Together), 1.5% Nonyl pheno (EO=10) ether phosphate (being purchased from Nanjing Teva-Chem. Co., Ltd., same as below),
2.5% triphenoethyl benzene phenol polyethenoxy ether phosphate (agriculture breast 600# acid phospholipid, be purchased from Nanjing Teva-Chem. Co., Ltd.),
2%Span-60# (being purchased from Xingtai blue star auxiliary agent company, same as below), 1% epoxychloropropane, 20% dimethylbenzene, 10% hexamethylene
Ketone, 0.1% xanthan gum, 0.5% benzoic acid, deionized water add to 100%.
Preparation method：By above-mentioned effective ingredient, emulsifying agent, after dispersant is with solvent dissolving, under conditions of high shear, plus
Enter in water phase, add xanthan gum and stir prepared 10% pyrimethanil-Y12196 aqueous emulsion Y5.
Preparation example 6
This preparation example is used for illustrating the preparation of water dispersible granules
Weigh 20% pyrimethanil, 2700,2% dispersing agent NNO of 40%Y13149,3%TERSPERSE, 3% Nekal BX,
4%K-12 (sodium lauryl sulphate), 3% kieselguhr, 5% glucose, Kaolin add to 100%.
By formula proportion, the method that the Jing such as active compound and dispersant, wetting agent, binding agent is routinely produced water dispersible granules is i.e.
Mixing, ultra micro comminution by gas stream, addition carry out pelletize during the comminutor of certain specification screen cloth is housed.Then drying, screening are again
Obtain granular product and 60% pyrimethanil-Y12196 water dispersible granules Y6 are obtained.
Preparation example 7
This preparation example is used for illustrating the preparation of water dispersible granules
Weigh 40% pyrimethanil, 2700,2% dispersing agent NNO of 20%Y12196,3%TERSPERSE, 3% Nekal BX,
4%K-12,3% kieselguhr, 5% glucose, Kaolin add to 100%.
By formula proportion, the method that the Jing such as active compound and dispersant, wetting agent, binding agent is routinely produced water dispersible granules is i.e.
Mixing, ultra micro comminution by gas stream, addition carry out pelletize during the comminutor of certain specification screen cloth is housed.Then drying, screening are again
Obtain granular product and 60% pyrimethanil-Y12196 water dispersible granules Y7 are obtained.
Control preparation example 1
Weigh 20%Y12196,2%TERSPERSE 2500,3%TERSPERSE 2425,0.2% xanthan gum, 3% white
White carbon black, 5% ethylene glycol, 0.3% benzoic acid, 0.5% organic silicon defoamer (trade name：S-29, is purchased from Nanjing "four news" (new ideas applied chemistry
Product company), deionized water adds to 100%.
Preparation method：By mix homogeneously such as effective ingredient, wetting agent, dispersant, antifreezing agents, it is ground in adding sand mill
After certain particle diameter, filter.Add the xanthan gum for preparing and be stirred until homogeneous and can be prepared by 20%Y12196 suspending agent D1.
Test case 2
Field test example 1：Preventing and treating gray mold of cucumber field control effectiveness test
Preventing and treating gray mold of cucumber field control effectiveness test is with reference to medicine inspecting institute of the Ministry of Agriculture " pesticide field efficacy medicine test criterion ()
GB/T17980.28-2000 bactericidal agent for preventing and treating eliminating vegetable botrytis " carry out field control effectiveness test.Experimental plot is located at ShaoXing,ZheJiang agriculture section
Institute.The cell of test medicine, comparison medicament and blank is processed and is arranged using random district's groups, plot area 15m2, 4 times heavy
It is multiple, state of an illness radix is investigated before dispenser, altogether dispenser 2 times.Sampled using 5 points per cell, per is investigated 2 plants, investigates per plant of whole
Blade and whole fruits.
Leaf diseases grade scale is as follows：
0 grade：It is disease-free；
1 grade：Single blade has scab 3；
3 grades：Single blade has scab 4～6；
5 grades：Single blade has scab 7～10；
7 grades：Single blade has scab 11～20, and part is intensive in flakes；
9 grades：Single blade has that scab is intensive to account for more than leaf area a quarter.
Fruit disease grade scale is as follows：
0 grade：It is disease-free；
1 grade：Residual flower morbidity；
3 grades：Fall ill in areola portion；
5 grades：Scab length accounts for fruit less than 10%；
7 grades：Scab length accounts for fruit 11%～25%；
9 grades：Scab length accounts for more than the 26% of fruit.
Drug effect computational methods：
According to survey result, disease index and preventive effect is calculated according to following (1), (2) formula.Test data adopts Deng Kenshi
Duncan's new multiple range method (DMRT) carries out statistical analysiss.
In formula：CK0、CK1The respectively forward and backward disease index of blank district dispenser；PT0、PT1Respectively chemicals treatment
The forward and backward disease index of area's medicine.
In addition, dispenser medicine, effective ingredient amount and test result are as shown in table 2
Table 2
D2：40% pyrimethanil (is purchased from Jiangsu block up to agrochemical limited company)
Field test example 2：Preventing and treating grey mould fruit rot of strawberry field control effectiveness test
Preventing and treating grey mould fruit rot of strawberry field control effectiveness test is with reference to medicine inspecting institute of the Ministry of Agriculture " pesticide field efficacy medicine test criterion (two)
GB/T17980.120-2000 bactericidal agent for preventing and treating grey mould fruit rot of strawberries " carry out field control effectiveness test.Experimental plot is located at ShaoXing,ZheJiang five
And base.The cell of test medicine, comparison medicament and blank is processed and is arranged using random district's groups, plot area 15m2, 4 times
Repeat, investigate state of an illness radix before dispenser, altogether dispenser 2 times.Sampled using 5 points per cell, 200 fruits of per investigation, the total fruit of record
Number and disease fruit number.
Drug effect computational methods
According to survey result, disease index and preventive effect is calculated according to formula below.Test data adopts the new multipoles of Deng Kenshi
Difference method (DMRT) carries out statistical analysiss.
In addition, dispenser medicine, effective ingredient amount and test result are as shown in table 3
Table 3
D2：40% pyrimethanil (is purchased from Jiangsu block up to agrochemical limited company)
The bactericidal composition that present invention offer be can be seen that from above effect data has specially good effect, component to preventing and treating gray mold
Rationally, treatment plus protective effect, bactericidal effect are good, reduce times for spraying, and drug cost is low, and its activity and bactericidal effect are not
The simple superposition of each component activity, but have significant potentiation, slow down the generation of resistance, to crop safety, meet pesticide
The security requirement of preparation.
The preferred embodiment of the present invention described in detail above, but, the present invention is not limited in above-mentioned embodiment
Detail, the present invention range of the technology design in, various simple variants can be carried out to technical scheme, this
A little simple variants belong to protection scope of the present invention.
It is further to note that each particular technique feature described in above-mentioned specific embodiment, in not lance
In the case of shield, can be combined by any suitable means, in order to avoid unnecessary repetition, the present invention to it is various can
The compound mode of energy is no longer separately illustrated.
Additionally, combination in any between a variety of embodiments of the present invention, can also be carried out, as long as which is without prejudice to this
The thought of invention, which should equally be considered as content disclosed in this invention.
Claims (9)
1. a kind of microbicide compositions, it is characterised in that the active component of the microbicide compositions includes compound shown in formula (I)
And pyrimethanil, wherein, the weight ratio of compound and pyrimethanil shown in formula (I) is 1：60～60：1,
2. microbicide compositions according to claim 1, wherein, content of the active component in microbicide compositions
For 1-95 weight %.
3. microbicide compositions according to claim 2, wherein, content of the active component in microbicide compositions
For 5-80 weight %.
4. microbicide compositions according to any one in claim 1-3, wherein, compound shown in formula (I) and phonetic mould
The weight ratio of amine is 1：20～20：1.
5. microbicide compositions according to any one in claim 1-3, wherein, the microbicide compositions also include agriculture
Pharmaceutically acceptable surfactant and carrier.
6. application of the microbicide compositions in claim 1-5 described in any one in gray mold is prevented and treated.
7. the preparation prepared by the microbicide compositions by described in any one in claim 1-5, wherein, the agent of the preparation
Type is cream, aqueous emulsion, microemulsion, soluble liquid, aqueous suspension agent, suspension emulsion, ultra-low volume spray agent, oil-suspending agent, micro-
Capsule suspending agent, water surface film-spreading oil solution, wettable powder, water dispersible granules, soluble powder, soluble granula, emulsifiable powder,
Granule, solid microcapsule formulation, effervescent tablet or seed coat agent.
8. the preparation prepared by the microbicide compositions by described in any one in claim 1-5, wherein, the agent of the preparation
Type is emulsifiable granule, effervescent granule or water floating dispersible granule.
9. application of the preparation described in claim 7 in gray mold is prevented and treated.
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| CN104396962A (en) * | 2014-12-03 | 2015-03-11 | 北京燕化永乐生物科技股份有限公司 | Pesticide composition |
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| CN104381266A (en) * | 2014-09-25 | 2015-03-04 | 北京燕化永乐生物科技股份有限公司 | Sterilization composition |
| CN104396978A (en) * | 2014-11-28 | 2015-03-11 | 北京燕化永乐生物科技股份有限公司 | Compound bactericide |
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