CN113973836A - Pesticide composition containing diazinon and amides - Google Patents
Pesticide composition containing diazinon and amides Download PDFInfo
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- CN113973836A CN113973836A CN202111424067.4A CN202111424067A CN113973836A CN 113973836 A CN113973836 A CN 113973836A CN 202111424067 A CN202111424067 A CN 202111424067A CN 113973836 A CN113973836 A CN 113973836A
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- diazinon
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- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 title claims abstract description 45
- 239000000203 mixture Substances 0.000 title claims abstract description 29
- 239000000575 pesticide Substances 0.000 title claims abstract description 27
- 150000001408 amides Chemical class 0.000 title claims abstract description 20
- 238000006243 chemical reaction Methods 0.000 claims abstract description 36
- 239000003607 modifier Substances 0.000 claims abstract description 31
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 26
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000005901 Flubendiamide Substances 0.000 claims abstract description 13
- ZGNITFSDLCMLGI-UHFFFAOYSA-N flubendiamide Chemical compound CC1=CC(C(F)(C(F)(F)F)C(F)(F)F)=CC=C1NC(=O)C1=CC=CC(I)=C1C(=O)NC(C)(C)CS(C)(=O)=O ZGNITFSDLCMLGI-UHFFFAOYSA-N 0.000 claims abstract description 13
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 8
- 239000003094 microcapsule Substances 0.000 claims abstract description 6
- 238000003756 stirring Methods 0.000 claims description 67
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 36
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 27
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 24
- 239000000243 solution Substances 0.000 claims description 23
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 20
- 239000008098 formaldehyde solution Substances 0.000 claims description 18
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 18
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 claims description 17
- 238000001035 drying Methods 0.000 claims description 16
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 15
- 239000007795 chemical reaction product Substances 0.000 claims description 15
- 238000001291 vacuum drying Methods 0.000 claims description 15
- 239000012065 filter cake Substances 0.000 claims description 13
- 239000000706 filtrate Substances 0.000 claims description 12
- 238000001816 cooling Methods 0.000 claims description 10
- 238000001914 filtration Methods 0.000 claims description 10
- 238000010438 heat treatment Methods 0.000 claims description 10
- 239000003513 alkali Substances 0.000 claims description 9
- 229920005610 lignin Polymers 0.000 claims description 9
- 239000000843 powder Substances 0.000 claims description 9
- 235000010265 sodium sulphite Nutrition 0.000 claims description 9
- 229910021529 ammonia Inorganic materials 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000008187 granular material Substances 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- 238000001132 ultrasonic dispersion Methods 0.000 claims description 5
- 238000003828 vacuum filtration Methods 0.000 claims description 5
- BMDVPRGEZHHGLJ-UHFFFAOYSA-N [S](Cl)(Cl)Cl.[P] Chemical compound [S](Cl)(Cl)Cl.[P] BMDVPRGEZHHGLJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 3
- 239000007931 coated granule Substances 0.000 claims description 2
- 238000000576 coating method Methods 0.000 claims description 2
- 239000003090 pesticide formulation Substances 0.000 claims description 2
- 239000004563 wettable powder Substances 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims 2
- 239000006185 dispersion Substances 0.000 claims 1
- 230000000361 pesticidal effect Effects 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 12
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 8
- 230000002265 prevention Effects 0.000 abstract description 6
- 125000003277 amino group Chemical group 0.000 abstract description 5
- 108010046334 Urease Proteins 0.000 abstract description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract description 2
- 125000003172 aldehyde group Chemical group 0.000 abstract description 2
- 239000004202 carbamide Substances 0.000 abstract description 2
- 238000004132 cross linking Methods 0.000 abstract description 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract description 2
- 239000011574 phosphorus Substances 0.000 abstract description 2
- 125000000542 sulfonic acid group Chemical group 0.000 abstract 1
- 239000011259 mixed solution Substances 0.000 description 12
- 241000607479 Yersinia pestis Species 0.000 description 10
- 238000002156 mixing Methods 0.000 description 9
- 238000001125 extrusion Methods 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 239000008367 deionised water Substances 0.000 description 5
- 229910021641 deionized water Inorganic materials 0.000 description 5
- 239000002270 dispersing agent Substances 0.000 description 4
- 239000005995 Aluminium silicate Substances 0.000 description 3
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- 235000012211 aluminium silicate Nutrition 0.000 description 3
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 3
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 3
- 235000011130 ammonium sulphate Nutrition 0.000 description 3
- 238000002425 crystallisation Methods 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- 238000005469 granulation Methods 0.000 description 3
- 230000003179 granulation Effects 0.000 description 3
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 3
- 230000003151 ovacidal effect Effects 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- 241000255777 Lepidoptera Species 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 230000000749 insecticidal effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000003986 organophosphate insecticide Substances 0.000 description 2
- 231100000572 poisoning Toxicity 0.000 description 2
- 230000000607 poisoning effect Effects 0.000 description 2
- 239000000375 suspending agent Substances 0.000 description 2
- 230000009885 systemic effect Effects 0.000 description 2
- 241000238876 Acari Species 0.000 description 1
- 241001364569 Cofana spectra Species 0.000 description 1
- QAGGICSUEVNSGH-UHFFFAOYSA-N Diosmetin Natural products C1=C(O)C(OC)=CC=C1C1=CC(=O)C2=CC=C(O)C=C2O1 QAGGICSUEVNSGH-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 238000006683 Mannich reaction Methods 0.000 description 1
- 102000019315 Nicotinic acetylcholine receptors Human genes 0.000 description 1
- 108050006807 Nicotinic acetylcholine receptors Proteins 0.000 description 1
- 206010034133 Pathogen resistance Diseases 0.000 description 1
- 230000000895 acaricidal effect Effects 0.000 description 1
- 239000000642 acaricide Substances 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- MBNGWHIJMBWFHU-UHFFFAOYSA-N diosmetin Chemical compound C1=C(O)C(OC)=CC=C1C1=CC(=O)C2=C(O)C=C(O)C=C2O1 MBNGWHIJMBWFHU-UHFFFAOYSA-N 0.000 description 1
- 229960001876 diosmetin Drugs 0.000 description 1
- 235000015428 diosmetin Nutrition 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 230000002147 killing effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 210000000653 nervous system Anatomy 0.000 description 1
- 230000014075 nitrogen utilization Effects 0.000 description 1
- NAYYNDKKHOIIOD-UHFFFAOYSA-N phthalamide Chemical compound NC(=O)C1=CC=CC=C1C(N)=O NAYYNDKKHOIIOD-UHFFFAOYSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 102000042094 ryanodine receptor (TC 1.A.3.1) family Human genes 0.000 description 1
- 108091052345 ryanodine receptor (TC 1.A.3.1) family Proteins 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
Classifications
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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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/26—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests in coated particulate form
- A01N25/28—Microcapsules or nanocapsules
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/10—Sulfones; Sulfoxides
-
- C—CHEMISTRY; METALLURGY
- C05—FERTILISERS; MANUFACTURE THEREOF
- C05G—MIXTURES OF FERTILISERS COVERED INDIVIDUALLY BY DIFFERENT SUBCLASSES OF CLASS C05; MIXTURES OF ONE OR MORE FERTILISERS WITH MATERIALS NOT HAVING A SPECIFIC FERTILISING ACTIVITY, e.g. PESTICIDES, SOIL-CONDITIONERS, WETTING AGENTS; FERTILISERS CHARACTERISED BY THEIR FORM
- C05G1/00—Mixtures of fertilisers belonging individually to different subclasses of C05
-
- C—CHEMISTRY; METALLURGY
- C05—FERTILISERS; MANUFACTURE THEREOF
- C05G—MIXTURES OF FERTILISERS COVERED INDIVIDUALLY BY DIFFERENT SUBCLASSES OF CLASS C05; MIXTURES OF ONE OR MORE FERTILISERS WITH MATERIALS NOT HAVING A SPECIFIC FERTILISING ACTIVITY, e.g. PESTICIDES, SOIL-CONDITIONERS, WETTING AGENTS; FERTILISERS CHARACTERISED BY THEIR FORM
- C05G3/00—Mixtures of one or more fertilisers with additives not having a specially fertilising activity
- C05G3/90—Mixtures of one or more fertilisers with additives not having a specially fertilising activity for affecting the nitrification of ammonium compounds or urea in the soil
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Toxicology (AREA)
- Soil Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention discloses a pesticide composition containing diazinon and amides, which relates to the field of pesticides, wherein the diazinon is modified by a modifier, amine groups on the molecules of the modifier are protonated and then electrostatically attracted with sulfonic acid groups to form a microcapsule structure, glutaraldehyde is added, aldehyde groups at two ends of the glutaraldehyde react with the amine groups of the modifier to realize the crosslinking and curing of the microcapsule, so that the stability of the diazinon is improved, the slow-release effect is achieved, the dispersibility of the diazinon in water is improved, the diazinon and the flubendiamide are favorably compounded, the cooperativity of the diazinon and the flubendiamide is improved, the prevention range is expanded, the good prevention and treatment effect is achieved, meanwhile, the amine groups on the molecules of the modifier react with urease, the probability of the reaction of urea and the urease is reduced, the release of ammonia gas is reduced, the utilization rate of nitrogen is improved while the environment is protected, and after the modifier is decomposed, the nitrogen element and the phosphorus element can grow plants.
Description
Technical Field
The invention relates to the field of insecticides, and particularly relates to a pesticide composition containing diazinon and amides.
Background
Flubendiamide belongs to a novel o-phthalamide pesticide, is a few compounds acting on insect cell ryanodine receptors at present, has a spectrum control effect on lepidoptera pests, does not generate cross resistance with the existing pesticide, is very suitable for controlling pests generating resistance with the existing pesticide, almost all the lepidoptera pests have good activity, excellent activity on adults and larvae, high action speed and long duration, but the components have no ovicidal action and no systemic action, so the application of the pesticide to pests such as piercing-sucking pests is limited;
diazinon is also called diazinon, diosmetin, dipirofos, it is organophosphorus insecticide, pure product diazinon is colorless oily liquid, unstable above 50 duC, it is apt to decompose above 120 duC, diazinon is broad-spectrum organophosphorus insecticide, acaricide, the mechanism of action is through combining with nicotinic acetylcholine receptor, interfere pest nervous system normal conduction, make pest paralyze and die, have very strong contact poisoning, stomach poisoning and better fumigating action and weaker systemic action to pest and mite, have ovicidal action to some pest, have good killing effects to various mites, fly, louse, tick, the adhesive force on skin, back hair is very strong after spraying, can maintain the insecticidal action of the longer term, the effective period of a single use of medicine can reach 6-8 weeks;
the key point of the invention is to select reasonable mixture ratio through formula screening, effectively improve the actual control effect, reduce the pesticide use amount and reduce the cost, and therefore, how to reasonably compound diazinon and flubendiamide to achieve good insecticidal effect.
Disclosure of Invention
In order to overcome the technical problems, the invention aims to provide a pesticide composition containing diazinon and amides, which comprises the following components in percentage by weight: the method comprises the steps of reacting trichlorothiophosphor-butyl with n-butylamine to generate an intermediate 1, reacting the intermediate 1 with ammonia gas to generate an intermediate 2, reacting alkali lignin powder, formaldehyde and sodium sulfite to generate an intermediate 3, reacting the intermediate 3 with the intermediate 2 to generate a modifier, dissolving diazinon in isopropanol, dissolving the modifier in deionized water, and modifying the diazinon-isopropanol solution through the modifier, so that the problem that the existing individual use effect of the flubendiamide and the diazinon is poor is solved.
The purpose of the invention can be realized by the following technical scheme:
a pesticide composition containing diazinon and amides comprises the following components in parts by weight:
1-50 parts of diazinon, 1-50 parts of flubendiamide and 50-100 parts of modifier;
the modifier is prepared by the following steps:
the method comprises the following steps: adding trichloro-sulfur phosphorus and dichloromethane into a four-neck flask provided with a stirrer, a gas-guide tube and a constant-pressure dropping funnel, introducing nitrogen for 20-30min to replace air in the four-neck flask, then adding n-butylamine solution dropwise under the conditions that the temperature is 0-2 ℃ and the stirring speed is 500r/min while stirring, controlling the dropping speed to be 1 drop/s, then introducing ammonia for 20-30min, continuing to stir for reaction for 2-3h after the dropping is finished to obtain an intermediate 1, then continuing to introduce ammonia under the condition of heating to 10-15 ℃, continuing to stir for reaction for 1-2h at constant temperature, then stopping introducing ammonia, continuing to stir for reaction for 0.5-1h, after the reaction is finished, carrying out vacuum filtration on a reaction product, distilling the filtrate under reduced pressure to remove the solvent, then placing in a vacuum drying box, drying for 2-3h at the temperature of 50-70 ℃, then adding the mixture into ethyl acetate, performing ultrasonic dispersion, cooling, crystallizing, filtering, placing a filter cake into a vacuum drying oven, and drying the filter cake to constant weight at the temperature of 50-70 ℃ to obtain an intermediate 2;
the reaction principle is as follows:
step two: adding alkali lignin powder, sodium hydroxide solution and sodium sulfite into a three-neck flask provided with a stirrer and a constant-pressure dropping funnel, stirring for 30-40min under the conditions that the temperature is 80-90 ℃ and the stirring speed is 200-300r/min, dropwise adding formaldehyde solution a while stirring after solid is dissolved, controlling the dropwise adding speed to be 1 drop/s, after the dropwise adding is finished, heating to 90-100 ℃ and carrying out constant-temperature stirring reaction for 30-40min to obtain an intermediate 3, then adding the intermediate 2 into the intermediate 3, then continuously adding formaldehyde solution b while stirring, controlling the dropwise adding speed to be 1 drop/s, after the dropwise adding is finished, carrying out constant-temperature stirring reaction for 1.5-2.5h under the condition that the temperature is 90-100 ℃, cooling a reaction product to room temperature after the reaction is finished, adding the reaction product into isopropanol to precipitate, and then filtering, placing the filter cake in a vacuum drying oven, and drying at 85-100 ℃ to constant weight to obtain the modifier.
The reaction principle is as follows:
as a further scheme of the invention: the pesticide composition containing diazinon and amides has a pesticide formulation of one of a suspending agent, a seed coating agent, a wettable powder, a water dispersant, a microcapsule suspending agent, a coated granule and an extruded granule.
As a further scheme of the invention: the dosage ratio of the trichloro-sulfur-phosphorus solution, the dichloromethane and the n-butylamine solution in the step one is 0.3-0.35 mol: 90-100 g: 60-70g, wherein the n-butylamine solution is n-butylamine according to the mol ratio of 0.5-0.55 mol: 30-40g of a solution dissolved in dichloromethane, the ammonia gas being introduced at a rate of 15-18 mL/min.
As a further scheme of the invention: the dosage ratio of the alkali lignin powder, the sodium hydroxide solution, the sodium sulfite, the formaldehyde solution a, the intermediate 2 and the formaldehyde solution b in the second step is 10 g: 30g of: 0.8-1.0 g: 0.5-0.65 g: 5-8 g: 2.5-4.5g, the mass fraction of the sodium hydroxide solution is 5-8%, and the mass fractions of the formaldehyde solution a and the formaldehyde solution b are 35-40%.
The invention has the following beneficial effects:
the invention relates to a pesticide composition containing diazinon and amides, which is prepared by reacting trichlorothion with n-butylamine to generate an intermediate 1, reacting the intermediate 1 with ammonia gas to generate an intermediate 2, reacting alkali lignin powder, formaldehyde and sodium sulfite to generate an intermediate 3, reacting the intermediate 3 with the intermediate 2 to generate a modifier, dissolving diazinon in isopropanol, dissolving the modifier in deionized water, modifying the diazinon-isopropanol solution by the modifier, protonating amine on the modifier molecule, performing electrostatic attraction with sulfonate to form a microcapsule structure, continuously adding a cross-linking agent glutaraldehyde, performing Mannich reaction between aldehyde groups at two ends of the glutaraldehyde and amine groups of the modifier, realizing cross-linking and solidification of the microcapsule, and improving the stability of the diazinon after coating the diazinon, the slow release effect of the diazinon can be achieved, the dispersibility of the diazinon in water is improved, the diazinon and the flubendiamide are facilitated to be compounded, the cooperativity of the diazinon and the flubendiamide is improved, the diazinon has an ovicidal effect on pests, the defect of the flubendiamide is overcome, the prevention and control range is expanded, the good prevention and control effect is achieved, meanwhile, the amine group on the modifier molecule reacts with urease, the probability of the reaction of the urea and the urease is reduced, the release of ammonia gas is reduced, the nitrogen utilization rate is improved while the environment is protected, and after the modifier is decomposed, the nitrogen element and the phosphorus element in the modifier can grow on plants.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1:
the embodiment is a preparation method of a pesticide composition containing diazinon and amides, which comprises the following steps:
the method comprises the following steps: adding 0.3mol of trichloro-thion and 90g of dichloromethane into a four-neck flask provided with a stirrer, an air duct and a constant-pressure dropping funnel, introducing nitrogen for 20min to replace air in the four-neck flask, and then dropwise adding n-butylamine into the flask under the conditions that the temperature is 0 ℃ and the stirring speed is 300r/min while stirring according to the proportion of 0.5 mol: 30g of n-butylamine solution formed by dissolving in dichloromethane is 60g, the dropping rate is controlled to be 1 drop/s, then ammonia gas is introduced at the introduction rate of 15mL/min for 20min, after the dropping is finished, the mixture is continuously stirred and reacts for 2h to obtain an intermediate 1, then the mixture is continuously introduced under the condition of heating to 10 ℃, the mixture is continuously stirred and reacts for 1h at a constant temperature, then the introduction of the ammonia gas is stopped, the mixture is continuously stirred and reacts for 0.5h, after the reaction is finished, the reaction product is subjected to vacuum filtration, the filtrate is subjected to reduced pressure distillation to remove the solvent, then the filtrate is placed in a vacuum drying oven, the filtrate is dried for 2h at the temperature of 50 ℃, then the filtrate is added into ethyl acetate, ultrasonic dispersion is carried out, cooling crystallization is carried out, filtration is carried out, the filter cake is placed in the vacuum drying oven, and the filter cake is dried to constant weight at the temperature of 50 ℃ to obtain an intermediate 2;
step two: adding 10g of alkali lignin powder, 30g of sodium hydroxide solution with the mass fraction of 5% and 0.8g of sodium sulfite into a three-neck flask provided with a stirrer and a constant-pressure dropping funnel, stirring for 30min under the conditions that the temperature is 80 ℃ and the stirring speed is 200r/min, dropwise adding 0.5g of formaldehyde solution with the mass fraction of 35% while stirring after solid is dissolved, controlling the dropwise adding speed to be 1 drop/s, heating to 90 ℃ after the dropwise adding is finished, carrying out constant-temperature stirring reaction for 30min to obtain an intermediate 3, then adding 5g of an intermediate 2 into the intermediate 3, dropwise adding 2.5g of formaldehyde solution with the mass fraction of 35% while stirring, controlling the dropwise adding speed to be 1 drop/s, carrying out constant-temperature stirring reaction for 1.5h under the temperature of 90 ℃ after the dropwise adding is finished, cooling a reaction product to room temperature after the reaction is finished, adding the reaction product into isopropanol to precipitate, then filtering, placing the filter cake in a vacuum drying oven, and drying at 85 ℃ to constant weight to obtain a modifier;
step three: uniformly mixing 1g of diazinon and 50g of isopropanol to obtain a mixed solution A, uniformly mixing 50g of modifier and 100g of deionized water to obtain a mixed solution B, dropwise adding the mixed solution A into the mixed solution B while stirring at the stirring speed of 800r/min, controlling the dropping rate to be 1 drop/s, continuously stirring for 2min after the dropping is finished, dropwise adding 5mL of glutaraldehyde solution with the mass fraction of 25% while stirring, controlling the dropping rate to be 1 drop/s, continuously stirring for 1h after the dropping is finished, then adding 1g of flubendiamide, 1g of wetting dispersant SOPA-27010g, 5g of sodium dodecyl sulfate, 50g of kaolin and 110g of ammonium sulfate, uniformly mixing, adding into an extrusion granulator for extrusion granulation, and drying at the temperature of 50-80 ℃ to constant weight to obtain the diazinon and amide containing pesticide composition in the form of extruded granules.
Example 2:
the embodiment is a preparation method of a pesticide composition containing diazinon and amides, which comprises the following steps:
the method comprises the following steps: adding 0.35mol of trichloro-thion and 100g of dichloromethane into a four-neck flask provided with a stirrer, an air duct and a constant-pressure dropping funnel, introducing nitrogen for 30min to replace air in the four-neck flask, and then dropwise adding n-butylamine into the flask under stirring at the temperature of 2 ℃ and the stirring speed of 500r/min according to the molar ratio of 0.55 mol: 40g of n-butylamine solution dissolved in dichloromethane to form 70g of n-butylamine solution, controlling the dropping rate to be 1 drop/s, then introducing ammonia gas at the introduction rate of 18mL/min for 30min, continuing to stir for reaction for 3h after the dropping is finished to obtain an intermediate 1, then continuing to introduce the ammonia gas under the condition of heating to 15 ℃, stirring for reaction for 2h at a constant temperature, then stopping introducing the ammonia gas, continuing to stir for reaction for 1h, carrying out vacuum filtration on a reaction product after the reaction is finished, carrying out reduced pressure distillation on a filtrate to remove a solvent, then placing the filtrate in a vacuum drying oven, drying for 3h at the temperature of 70 ℃, then adding the filtrate into ethyl acetate, carrying out ultrasonic dispersion, cooling for crystallization, filtering, placing a filter cake in the vacuum drying oven, and drying to constant weight at the temperature of 70 ℃ to obtain an intermediate 2;
step two: adding 10g of alkali lignin powder, 30g of sodium hydroxide solution with the mass fraction of 8% and 1.0g of sodium sulfite into a three-neck flask provided with a stirrer and a constant-pressure dropping funnel, stirring for 40min under the conditions that the temperature is 90 ℃ and the stirring speed is 300r/min, dropwise adding 0.65g of formaldehyde solution with the mass fraction of 40% while stirring after solid is dissolved, controlling the dropwise adding speed to be 1 drop/s, heating to 100 ℃ after the dropwise adding is finished, carrying out constant-temperature stirring reaction for 40min to obtain an intermediate 3, then adding 8g of an intermediate 2 into the intermediate 3, dropwise adding 4.5g of formaldehyde solution with the mass fraction of 40% while stirring, controlling the dropwise adding speed to be 1 drop/s, carrying out constant-temperature stirring reaction for 2.5h under the temperature of 100 ℃ after the dropwise adding is finished, cooling a reaction product to room temperature after the reaction is finished, adding the reaction product into isopropanol to precipitate, then filtering, placing the filter cake in a vacuum drying oven, and drying at 100 ℃ to constant weight to obtain a modifier;
step three: uniformly mixing 50g of diazinon and 150g of isopropanol to obtain a mixed solution A, uniformly mixing 100g of modifier and 200g of deionized water to obtain a mixed solution B, dropwise adding the mixed solution A into the mixed solution B while stirring at the stirring speed of 1200r/min, controlling the dropping rate to be 5 drops/s, continuously stirring for 5min after the dropping is finished, dropwise adding 25mL of glutaraldehyde solution with the mass fraction of 30% while stirring, controlling the dropping rate to be 5 drops/s, continuously stirring for 1.5h after the dropping is finished, then adding 50g of flubendiamide, 50g of wetting dispersant SOPA-27030g, 25g of sodium dodecyl sulfate, 80g of kaolin and 190g of ammonium sulfate, uniformly mixing, adding into an extrusion granulator for extrusion granulation, and drying to constant weight at the temperature of 80 ℃ to obtain the diazinon and amide containing pesticide composition in the form of extruded granules.
Example 3:
the embodiment is a preparation method of a pesticide composition containing diazinon and amides, which comprises the following steps:
the method comprises the following steps: adding 0.32mol of trichloro-thion and 95g of dichloromethane into a four-neck flask provided with a stirrer, an air duct and a constant-pressure dropping funnel, introducing nitrogen for 20-30min to replace air in the four-neck flask, and then adding n-butylamine dropwise under stirring at the temperature of 1 ℃ and the stirring speed of 400r/min according to the molar ratio of 0.52 mol: 35g of n-butylamine solution formed by dissolving in dichloromethane, controlling the dropping rate to be 1 drop/s, then introducing ammonia gas at the introduction rate of 17mL/min for 25min, continuing to stir for reaction for 2.5h after the dropping is finished to obtain an intermediate 1, then continuing to introduce the ammonia gas under the condition of heating to 13 ℃, stirring for reaction for 1.5h at a constant temperature, then stopping introducing the ammonia gas, continuing to stir for reaction for 0.75h, performing vacuum filtration on a reaction product after the reaction is finished, distilling the filtrate under reduced pressure to remove the solvent, then placing the filtrate in a vacuum drying oven, drying for 2.5h at the temperature of 60 ℃, then adding the filtrate into ethyl acetate, performing ultrasonic dispersion, cooling crystallization, filtering, placing the filter cake in the vacuum drying oven, and drying to constant weight at the temperature of 60 ℃ to obtain an intermediate 2;
step two: adding 10g of alkali lignin powder, 30g of 7% sodium hydroxide solution and 0.9g of sodium sulfite into a three-neck flask provided with a stirrer and a constant-pressure dropping funnel, stirring for 35min under the conditions that the temperature is 85 ℃ and the stirring speed is 250r/min, dropwise adding 0.6g of 38% formaldehyde solution while stirring after solid is dissolved, controlling the dropwise adding speed to be 1 drop/s, heating to 95 ℃ after the dropwise adding, carrying out constant-temperature stirring reaction for 35min to obtain an intermediate 3, then adding 7g of an intermediate 2 into the intermediate 3, dropwise adding 3.5g of 38% formaldehyde solution while stirring, controlling the dropwise adding speed to be 1 drop/s, carrying out constant-temperature stirring reaction for 2.0h at the temperature of 95 ℃ after the dropwise adding is finished, cooling a reaction product to room temperature after the reaction is finished, adding the reaction product into isopropanol to precipitate, then filtering, placing the filter cake in a vacuum drying oven, and drying at the temperature of 92 ℃ to constant weight to obtain a modifier;
step three: uniformly mixing 25g of diazinon and 100g of isopropanol to obtain a mixed solution A, uniformly mixing 75g of modifier and 150g of deionized water to obtain a mixed solution B, dropwise adding the mixed solution A into the mixed solution B while stirring at the stirring speed of 1000r/min, controlling the dropping rate to be 2 drops/s, continuously stirring for 3min after the dropping is finished, then dropwise adding 15mL of glutaraldehyde solution with the mass fraction of 27% while stirring, controlling the dropping rate to be 3 drops/s, continuously stirring for 1.5h after the dropping is finished, then adding 25g of flubendiamide, 25g of wetting dispersant SOPA-27020g, 15g of sodium dodecyl sulfate, 65g of kaolin and 150g of ammonium sulfate, uniformly mixing, adding into an extrusion granulator for extrusion granulation, and drying to constant weight at the temperature of 65 ℃ to obtain the diazinon and amide containing pesticide composition in the form of extruded granules.
Comparative example 1:
comparative example 1 differs from example 3 in that no modifier and no glutaraldehyde solution were added.
The control effects of the examples 1 to 3 and the comparative example 1 were examined, the detection object was rice leafhopper, and the control effects were examined 7 days and 21 days after the application.
| Sample (I) | Amount of the composition used | 7 days prevention efficiency/%) | 21 days prevention efficiency/%) |
| Example 1 | 30 g/mu | 91.8 | 90.7 |
| Example 2 | 30 g/mu | 90.5 | 95.1 |
| Example 3 | 30 g/mu | 95.6 | 96.6 |
| Comparative example 1 | 30 g/mu | 97.4 | 77.5 |
Referring to the data in the table, according to comparison between example 3 and comparative example 1, it can be known that the control duration of the pesticide composition can be effectively improved after the modifier is added, and according to comparison between examples 1 to 3, it can be known that the two pesticides diazinon and amide have similar proportion and good control effect, and the pesticide composition can achieve the advantages of high control efficiency and long control duration after being compounded with the modifier.
In the description herein, references to the description of "one embodiment," "an example," "a specific example" or the like are intended to mean that a particular feature, structure, material, or characteristic described in connection with the embodiment or example is included in at least one embodiment or example of the invention. In this specification, the schematic representations of the terms used above do not necessarily refer to the same embodiment or example. Furthermore, the particular features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more embodiments or examples.
The foregoing is illustrative and explanatory only and is not intended to be exhaustive or to limit the invention to the precise embodiments described, and various modifications, additions, and substitutions may be made by those skilled in the art without departing from the scope of the invention or exceeding the scope of the claims.
Claims (4)
1. The pesticide composition containing diazinon and amides is characterized by comprising the following components in parts by weight:
1-50 parts of diazinon, 1-50 parts of flubendiamide and 50-100 parts of modifier;
the modifier is prepared by the following steps:
the method comprises the following steps: adding trichloro-sulfur phosphorus and dichloromethane into a four-neck flask provided with a stirrer, a gas-guide tube and a constant-pressure dropping funnel, introducing nitrogen for 20-30min to replace air in the four-neck flask, then adding n-butylamine solution dropwise under the conditions that the temperature is 0-2 ℃ and the stirring speed is 500r/min while stirring, controlling the dropping speed to be 1 drop/s, then introducing ammonia for 20-30min, continuing to stir for reaction for 2-3h after the dropping is finished to obtain an intermediate 1, then continuing to introduce ammonia under the condition of heating to 10-15 ℃, continuing to stir for reaction for 1-2h at constant temperature, then stopping introducing ammonia, continuing to stir for reaction for 0.5-1h, after the reaction is finished, carrying out vacuum filtration on a reaction product, distilling the filtrate under reduced pressure to remove the solvent, then placing in a vacuum drying box, drying for 2-3h at the temperature of 50-70 ℃, then adding the mixture into ethyl acetate, performing ultrasonic dispersion, cooling, crystallizing, filtering, placing a filter cake into a vacuum drying oven, and drying the filter cake to constant weight at the temperature of 50-70 ℃ to obtain an intermediate 2;
step two: adding alkali lignin powder, sodium hydroxide solution and sodium sulfite into a three-neck flask provided with a stirrer and a constant-pressure dropping funnel, stirring for 30-40min under the conditions that the temperature is 80-90 ℃ and the stirring speed is 200-300r/min, dropwise adding formaldehyde solution a while stirring after solid is dissolved, controlling the dropwise adding speed to be 1 drop/s, after the dropwise adding is finished, heating to 90-100 ℃ and carrying out constant-temperature stirring reaction for 30-40min to obtain an intermediate 3, then adding the intermediate 2 into the intermediate 3, then continuously adding formaldehyde solution b while stirring, controlling the dropwise adding speed to be 1 drop/s, after the dropwise adding is finished, carrying out constant-temperature stirring reaction for 1.5-2.5h under the condition that the temperature is 90-100 ℃, cooling a reaction product to room temperature after the reaction is finished, adding the reaction product into isopropanol to precipitate, and then filtering, placing the filter cake in a vacuum drying oven, and drying at 85-100 ℃ to constant weight to obtain the modifier.
2. The diazinon and amide-containing pesticide composition of claim 1, wherein the pesticide formulation of the diazinon and amide-containing pesticide composition is one of a suspension, a seed coating, a wettable powder, an aqueous dispersion, a microcapsule suspension, a coated granule and an extruded granule.
3. The pesticide composition containing diazinon and amides as claimed in claim 1, wherein the dosage ratio of the solution of trichloro-thion, dichloromethane and n-butylamine in step one is 0.3-0.35 mol: 90-100 g: 60-70g, wherein the n-butylamine solution is n-butylamine according to the mol ratio of 0.5-0.55 mol: 30-40g of a solution dissolved in dichloromethane, the ammonia gas being introduced at a rate of 15-18 mL/min.
4. The pesticidal composition containing diazinon and amides according to claim 1, wherein the ratio of the alkali lignin powder, sodium hydroxide solution, sodium sulfite, formaldehyde solution a, intermediate 2 and formaldehyde solution b in step two is 10 g: 30g of: 0.8-1.0 g: 0.5-0.65 g: 5-8 g: 2.5-4.5g, the mass fraction of the sodium hydroxide solution is 5-8%, and the mass fractions of the formaldehyde solution a and the formaldehyde solution b are 35-40%.
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| CN102626077A (en) * | 2012-04-01 | 2012-08-08 | 广西田园生化股份有限公司 | Ultra-low-volume liquid containing flubendiamide |
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| CN102626077A (en) * | 2012-04-01 | 2012-08-08 | 广西田园生化股份有限公司 | Ultra-low-volume liquid containing flubendiamide |
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