CN106614640A - Preparation method of special-purpose herbicide for unmanned aerial vehicles for aviation crop protection - Google Patents
Preparation method of special-purpose herbicide for unmanned aerial vehicles for aviation crop protection Download PDFInfo
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- CN106614640A CN106614640A CN201611232627.5A CN201611232627A CN106614640A CN 106614640 A CN106614640 A CN 106614640A CN 201611232627 A CN201611232627 A CN 201611232627A CN 106614640 A CN106614640 A CN 106614640A
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/80—Acids; Esters in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/803—Processes of preparation
Abstract
The invention discloses a preparation method of a special-purpose herbicide for unmanned aerial vehicles for aviation crop protection. The preparation method comprises the following steps of step 1: adding 2-chloronicotinic acid into a dry container, adding xylene as a solvent, slowly adding SOCl2 by a dropping pipette at 60 DEG C, slowly raising the temperature till back flow, and performing a magnetic stirring reaction for about 6 hours; step 2: determining an end point by dotting assay, boiling off the solvent to obtain 2-chloronicotinic acid acyl chloride, and performing sealed preservation on the obtained 2-chloronicotinic acid acyl chloride for the next reaction; step 3: preparing a dry container, adding methyl alcohol in the dry container, at 60 DEG C, dropwise adding the 2-chloronicotinic acid acyl chloride prepared in the step 2, slowly raising the temperature till back flow, and performing a reaction for 5 hours; and step 4: determining the end point by the dotting assay, performing reduced pressure distillation to remove residual solvents, obtaining oily liquid, namely the product, and mixing the product with topramezone and warfarin.
Description
Technical field
The present invention relates to a kind of preparation method of aviation plant protection unmanned plane herbicides special, belongs to organic synthesis field.
Background technology
Into after 21 century, China propose sustainable development, the rise of plant protection unmanned plane, its have carrier fluid amount it is larger, spray
Spill operating efficiency it is high the advantages of, it is adaptable to the operation such as the preventing and treating of large area agricultural land, health and epidemic prevention dissipation in flakes, using existing
Agricultural chemicals there is also the shortcomings of operation height is high, and float of mist droplet control difficulty is big, easily floating away target zones pollute.
The content of the invention
For the problem that above-mentioned prior art is present, the present invention provides a kind of aviation plant protection unmanned plane herbicides special and prepares
Method, the herbicide herbicidal effect for preparing is good, and local does viscosity, dispersion is difficult, beneficial to plant protection unmanned plane low latitude
Sprinkling.
To achieve these goals, the technical solution used in the present invention is：A kind of aviation plant protection unmanned plane herbicides special
Preparation method, comprises the steps：
Step 1：2- chlorine apellagrins are added in dry container, add dimethylbenzene to make solvent, at 60 DEG C with minim pipette slowly
SOCl2 is added, backflow, magnetic agitation reaction 6h or so is slowly increased the temperature to；
Step 2：Point plate determines terminal, boils off solvent, obtains 2- chlorine apellagrin acyl chlorides, and Seal and preservation carries out next step reaction；
Step 3：Xerophilous container will be prepared, methyl alcohol will be added, the acyl chlorides of above-mentioned system will be added dropwise in the case of 60 DEG C, it is slow to rise
High-temperature reacts 5h to backflow；
Step 4：Point plate determines terminal, and vacuum distillation removes residual solvent, and remaining oily liquids is product, by product and benzene azoles
Humulone and warfarin mix.
The volume ratio of described product, topramezone and warfarin is 3-6:4-8:0.5-1.
Beneficial effect：A kind of aviation plant protection unmanned plane herbicides special preparation method of the present invention, the method is simple to operate, former
Material is relatively easy to be obtained, and by the proportioning synergy of the selection consumption of different material the generation of active group is further enhanced,
Active group more can participate in promoting so as to advantageously in herbicidal effect, it is even more important that by synthesizing 2- chlorine apellagrin acyl chlorides
Oil product mixes with topramezone and warfarin, not only strengthens the generation of active group and greatly strengthen herbicide
Viscosity and mass density, Volume Changes are reduced after medicine sprays, and effective deposition that can be on plant, target effect is bright
It is aobvious.
Specific embodiment
In the present invention, warfarin CAS 81-81-2.
Embodiment 1
Step 1：0.2mol2- chlorine apellagrins are added in dry container, add 100ml dimethylbenzene to make solvent, used at 60 DEG C
Minim pipette is slowly added into 0.1molSOCl2, slowly increases the temperature to backflow, magnetic agitation reaction 6h or so；
Step 2：Point plate determines terminal, boils off solvent, obtains 2- chlorine apellagrin acyl chlorides, and Seal and preservation carries out next step reaction；
Step 3：Xerophilous container will be prepared, 80ml methyl alcohol will be added（Solvent is made, reaction raw materials are done again）, in 60 DEG C of situation
The lower acyl chlorides that above-mentioned system is added dropwise, slowly increases the temperature to backflow, reacts 5h；
Step 4：Point plate determines terminal, and vacuum distillation removes residual solvent, and remaining oily liquids is product, obtains product；
Step 5：Product is mixed with topramezone and warfarin, according to volume ratio 3:4:0.5.
Embodiment 2
Step 1：0.2mol2- chlorine apellagrins are added in dry container, add 100ml dimethylbenzene to make solvent, used at 60 DEG C
Minim pipette is slowly added into 0.1molSOCl2, slowly increases the temperature to backflow, magnetic agitation reaction 6h or so；
Step 2：Point plate determines terminal, boils off solvent, obtains 2- chlorine apellagrin acyl chlorides, and Seal and preservation carries out next step reaction；
Step 3：Xerophilous container will be prepared, 80ml methyl alcohol will be added（Solvent is made, reaction raw materials are done again）, in 60 DEG C of situation
The lower acyl chlorides that above-mentioned system is added dropwise, slowly increases the temperature to backflow, reacts 5h；
Step 4：Point plate determines terminal, and vacuum distillation removes residual solvent, and remaining oily liquids is product, obtains product；
Step 5：Product is mixed with topramezone and warfarin, according to volume ratio 4:4:1.
Comparative example 1
Step 1：0.2mol2- chlorine apellagrins are added in dry container, add 100ml dimethylbenzene to make solvent, used at 60 DEG C
Minim pipette is slowly added into 0.1molSOCl2, slowly increases the temperature to backflow, magnetic agitation reaction 6h or so；
Step 2：Point plate determines terminal, boils off solvent, obtains 2- chlorine apellagrin acyl chlorides, and Seal and preservation carries out next step reaction；
Step 3：Xerophilous container will be prepared, 80ml methyl alcohol will be added, the acyl chlorides of above-mentioned system will be added dropwise in the case of 60 DEG C, be delayed
Slowly backflow is increased the temperature to, 5h is reacted；
Step 4：Point plate determines terminal, and vacuum distillation removes residual solvent, and remaining oily liquids is product, obtains product；
Step 5：Product is mixed with topramezone and warfarin, according to volume ratio 3:4:3.
Comparative example 2
Step 1：0.2mol2- chlorine apellagrins are added in dry container, add 100ml dimethylbenzene to make solvent, used at 60 DEG C
Minim pipette is slowly added into 0.1molSOCl2, slowly increases the temperature to backflow, magnetic agitation reaction 6h or so；
Step 2：Point plate determines terminal, boils off solvent, obtains 2- chlorine apellagrin acyl chlorides, and Seal and preservation carries out next step reaction；
Step 3：Xerophilous container will be prepared, 80ml methyl alcohol will be added, the acyl chlorides of above-mentioned system will be added dropwise in the case of 60 DEG C, be delayed
Slowly backflow is increased the temperature to, 5h is reacted；
Step 4：Point plate determines terminal, and vacuum distillation removes residual solvent, and remaining oily liquids is product, obtains product；
Step 5：Product is mixed with topramezone and warfarin, according to volume ratio 3:1:3.
Comparative example 3
Step 1：0.2mol2- chlorine apellagrins are added in dry container, add 100ml dimethylbenzene to make solvent, used at 60 DEG C
Minim pipette is slowly added into 0.1molSOCl2, slowly increases the temperature to backflow, magnetic agitation reaction 6h or so；
Step 2：Point plate determines terminal, boils off solvent, obtains 2- chlorine apellagrin acyl chlorides, and Seal and preservation carries out next step reaction；
Step 3：Xerophilous container will be prepared, 80ml methyl alcohol will be added, the acyl chlorides of above-mentioned system will be added dropwise in the case of 60 DEG C, be delayed
Slowly backflow is increased the temperature to, 5h is reacted；
Step 4：Point plate determines terminal, and vacuum distillation removes residual solvent, and remaining oily liquids is product, obtains product；
Step 5：Product is mixed with topramezone and warfarin, according to volume ratio 1:4:1.
Comparative example 4
Step 1：0.2mol2- chlorine apellagrins are added in dry container, add 100ml dimethylbenzene to make solvent, used at 60 DEG C
Minim pipette is slowly added into 0.1molSOCl2, slowly increases the temperature to backflow, magnetic agitation reaction 6h or so；
Step 2：Point plate determines terminal, boils off solvent, obtains 2- chlorine apellagrin acyl chlorides, and Seal and preservation carries out next step reaction；
Step 3：Xerophilous container will be prepared, 80ml methyl alcohol will be added, the acyl chlorides of above-mentioned system will be added dropwise in the case of 60 DEG C, be delayed
Slowly backflow is increased the temperature to, 5h is reacted；
Step 4：Point plate determines terminal, and vacuum distillation removes residual solvent, and remaining oily liquids is product, obtains product.
Comparative example 5
Step 1：0.2mol2- chlorine apellagrins are added in dry container, add 100ml dimethylbenzene to make solvent, used at 60 DEG C
Minim pipette is slowly added into 0.1molSOCl2, slowly increases the temperature to backflow, magnetic agitation reaction 6h or so；
Step 2：Point plate determines terminal, boils off solvent, obtains 2- chlorine apellagrin acyl chlorides, and Seal and preservation carries out next step reaction；
Step 3：Xerophilous container will be prepared, 80ml methyl alcohol will be added, the acyl chlorides of above-mentioned system will be added dropwise in the case of 60 DEG C, be delayed
Slowly backflow is increased the temperature to, 5h is reacted；
Step 4：Point plate determines terminal, and vacuum distillation removes residual solvent, and remaining oily liquids is product, obtains product；
Step 5：Product is mixed with topramezone, according to volume ratio 3:4.
Comparative example 6
Step 1：0.2mol2- chlorine apellagrins are added in dry container, add 100ml dimethylbenzene to make solvent, used at 60 DEG C
Minim pipette is slowly added into 0.1molSOCl2, slowly increases the temperature to backflow, magnetic agitation reaction 6h or so；
Step 2：Point plate determines terminal, boils off solvent, obtains 2- chlorine apellagrin acyl chlorides, and Seal and preservation carries out next step reaction；
Step 3：Xerophilous container will be prepared, 80ml methyl alcohol will be added（Solvent is made, reaction raw materials are done again）, in 60 DEG C of situation
The lower acyl chlorides that above-mentioned system is added dropwise, slowly increases the temperature to backflow, reacts 5h；
Step 4：Point plate determines terminal, and vacuum distillation removes residual solvent, and remaining oily liquids is product, obtains product；
Step 5：Product and warfarin are mixed, according to volume ratio 6:1.
Comparative example 6
Topramezone and warfarin are mixed with herbicide, according to volume ratio 8:1.
The TTA days rotor plant protection unmanned planes of way M6A six, flying speed is 5m/s, and spray height is 3m, and pesticide application technology is carried out
Explore, concrete outcome is as follows：1) different dispenser formulation liquids are measured, are as a result shown：
Embodiment 1 its liquid volatility is about 20%%, and viscosity is about 12mPas, in rotating speed 6000-10000r/min, flow
In the range of 100-250ml/min, mist droplet particle size is 40 μm.
The liquid volatility of comparative example 6 is about 65%, and viscosity is about 4mPas, in rotating speed 6000-10000r/min, flow
In the range of 100-250ml/min, mist droplet particle size is 180 μm.
In the case of same consumption so that Volume Changes are reduced after the medicine of embodiment 1 sprays, and can be had on plant
Effect deposition, reduces drift phenomenon, and target effect is obvious.
Field control effectiveness test
Preventing and treating crop：Corn.
Prevent and kill off object：The grassy weeds such as hard grass, annual bluegrass, amur foxtail, barnyard grass, wartwort, moleplant seed, chickweed, ox chickweed,
The broad leaved weeds such as rice crock, clearvers, Veronica, Conyza canadensis.
Test method：Each plot area is 66.7m2, is repeated 3 times；Investigation drug effect side after investigating and prevent and treat before dispenser
Method is：5 points of grab sample (per each sampling 2m2) in test process area, artificial spray is marked according to national field test is related
Standard carries out severity Scaling, calculates preventive effect.
Embodiments of the invention Herbicidal Testing Trials effect see the table below：
Same dosage, method is according to by the rotor plant protection unmanned planes of way M6A six sprinkling in TTA days, flying speed was 5m/s, spray
Mist is highly 3m, test effect：
It can be seen that embodiment 1 has good low latitude spray effect, drift is difficult, target effect is good.
Claims (2)
1. a kind of preparation method of aviation plant protection unmanned plane herbicides special, it is characterised in that comprise the following steps：
Step 1：2- chlorine apellagrins are added in dry container, add dimethylbenzene to make solvent, at 60 DEG C with minim pipette slowly
SOCl2 is added, backflow, magnetic agitation reaction 6h or so is slowly increased the temperature to；
Step 2：Point plate determines terminal, boils off solvent, obtains 2- chlorine apellagrin acyl chlorides, and Seal and preservation carries out next step reaction；
Step 3：Xerophilous container will be prepared, methyl alcohol will be added（Solvent is made, reaction raw materials are done again）, drip in the case of 60 DEG C
Plus the acyl chlorides of above-mentioned system, backflow is slowly increased the temperature to, react 5h；
Step 4：Point plate determines terminal, and vacuum distillation removes residual solvent, and remaining oily liquids is product, by product and benzene azoles
Humulone and warfarin mix.
2. the preparation method of a kind of aviation plant protection unmanned plane herbicides special according to claim 1, described product, benzene
The volume ratio of azoles humulone and warfarin is 3-6:4-8:0.5-1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201611232627.5A CN106614640A (en) | 2016-12-28 | 2016-12-28 | Preparation method of special-purpose herbicide for unmanned aerial vehicles for aviation crop protection |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201611232627.5A CN106614640A (en) | 2016-12-28 | 2016-12-28 | Preparation method of special-purpose herbicide for unmanned aerial vehicles for aviation crop protection |
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| Publication Number | Publication Date |
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| CN106614640A true CN106614640A (en) | 2017-05-10 |
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| CN201611232627.5A Pending CN106614640A (en) | 2016-12-28 | 2016-12-28 | Preparation method of special-purpose herbicide for unmanned aerial vehicles for aviation crop protection |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107450596A (en) * | 2017-09-28 | 2017-12-08 | 烟台燕晟信息技术有限公司 | A kind of application of unmanned plane in Unifying control |
| CN108174726A (en) * | 2017-12-13 | 2018-06-19 | 巴州极飞农业航空科技有限公司 | Herbicidal methods |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1292642A (en) * | 1998-03-09 | 2001-04-25 | 雷克特本克斯尔有限公司 | Enhancing toxicity for warfarin in rodents |
| CN104041507A (en) * | 2014-06-26 | 2014-09-17 | 北京燕化永乐生物科技股份有限公司 | Weeding composition containing topramezone |
| CN104402814A (en) * | 2014-12-01 | 2015-03-11 | 南通嘉禾化工有限公司 | Method for synthesizing 2-chlorine-N-(2,4-difluorophenyl) nicotinamide by one-pot method |
-
2016
- 2016-12-28 CN CN201611232627.5A patent/CN106614640A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1292642A (en) * | 1998-03-09 | 2001-04-25 | 雷克特本克斯尔有限公司 | Enhancing toxicity for warfarin in rodents |
| CN104041507A (en) * | 2014-06-26 | 2014-09-17 | 北京燕化永乐生物科技股份有限公司 | Weeding composition containing topramezone |
| CN104402814A (en) * | 2014-12-01 | 2015-03-11 | 南通嘉禾化工有限公司 | Method for synthesizing 2-chlorine-N-(2,4-difluorophenyl) nicotinamide by one-pot method |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107450596A (en) * | 2017-09-28 | 2017-12-08 | 烟台燕晟信息技术有限公司 | A kind of application of unmanned plane in Unifying control |
| CN108174726A (en) * | 2017-12-13 | 2018-06-19 | 巴州极飞农业航空科技有限公司 | Herbicidal methods |
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