CN107439555A - The method that anionic pesticide and paraquat cation salt are prepared into compound pesticide - Google Patents
The method that anionic pesticide and paraquat cation salt are prepared into compound pesticide Download PDFInfo
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- CN107439555A CN107439555A CN201710811832.5A CN201710811832A CN107439555A CN 107439555 A CN107439555 A CN 107439555A CN 201710811832 A CN201710811832 A CN 201710811832A CN 107439555 A CN107439555 A CN 107439555A
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- Prior art keywords
- pesticide
- paraquat
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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
- A01N43/34—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
-
- 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
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
- A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
- A01N39/04—Aryloxy-acetic acids; Derivatives thereof
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
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- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Present invention relates particularly to a kind of method that anionic pesticide and paraquat cation salt are prepared into compound pesticide.Anionic pesticide is suspended in water, is slowly stirred and adds the water soluble alkali aqueous solution, makes solution precipitation dissolving；It is evaporated under reduced pressure after this solution is mixed with the chloride aqueous solution of paraquat two, removes moisture；Organic solvent is added, precipitation is recovered by filtration, filtrate is evaporated under reduced pressure, organic solvent is reclaimed, obtains the salt containing anionic pesticide and paraquat cation, purity is more than 95%.The method operating procedure of the present invention is simple, can obtain the difunctional herbicide containing anionic pesticide and paraquat cation, have higher economic benefit and environmental protection meaning.
Description
Technical field
The present invention relates to a kind of technology that anionic pesticide and paraquat cation salt are prepared into compound pesticide, belonging to
Learn technical field.
Background technology
Paraquat, chemical name are 1-1 '-dimethyl -4-4 '-bipyridine cation salt, are a kind of quick total weed controls
Agent, there is action of contace poison and certain systemic action.It can be absorbed by plant green tissues rapidly, make its withered.To non-green tissue
Do not act on.In soil rapidly with soil with reference to and be passivated, it is invalid to plant root and perennial subterranean stem and perennial root.Hundred grass
It is its cationic moiety that herbicide effect is played in withered two villaumite, unrelated with chlorion.Meanwhile paraquat or other herbicides, if long
Phase is used alone, and weeds is produced certain resistance to the action of a drug, dosage increase, preventive effect can be caused to reduce, duration shortening
The problem of.Using single variety herbicide, weeding scope is narrower, causes user to repeat dispenser, increases labour cost, is unfavorable for saving
Can environmental protection.
The content of the invention
Technical problem：It is an object of the invention to provide a kind of compounding agriculture containing anionic pesticide and paraquat cation salt
The preparation method of medicine, the preparation method is simple, can obtain with synergistic function, expand that herbicide controlling spectrum, use cost be low, medicine
Outstanding Herbicidal combinations are imitated, there is higher application value.
Technical scheme：A kind of method that anionic pesticide and paraquat cation salt are prepared into compound pesticide of the present invention
Comprise the following steps：
A. anionic pesticide is suspended in water, is slowly stirred and adds the water soluble alkali aqueous solution, make solution precipitation dissolving；
B. it will be evaporated under reduced pressure after the chloride aqueous solution of paraquat two is added in solution made from step a and is mixed, and remove moisture；
C. organic solvent is added in through product made from step b, precipitation is recovered by filtration, filtrate is evaporated under reduced pressure back
Organic solvent is received, obtains the compound pesticide containing anionic pesticide Yu paraquat cation salt.
Wherein,
The anionic pesticide is carboxylic acid, thiocarbonic acid, sulfonic acid, sulfinic acid, thiosulfonic acid or phosphorous acid.
The water soluble alkali is one or both of sodium hydroxide or potassium hydroxide.
The sodium hydroxide or potassium hydroxide quality concentration are 10%~50%.
The mol ratio of the water soluble alkali and anionic pesticide is 1：1~X.
The anionic pesticide and the mol ratio of diquat dibromide dibromo salt are 1~2：1.
The organic solvent is the one or more in methanol, ethanol or dichloromethane.
Beneficial effect：Technical solution of the present invention preparation method is simple, suitable for industrialized production, obtained Herbicidal combinations
With synergistic function, the prevention effect significantly improved to weeds is used alone than single dose.
Embodiment
The present invention is achieved through the following technical solutions, and step includes：
A. anionic pesticide is suspended in water, is slowly stirred and adds the water soluble alkali aqueous solution, make solution precipitation dissolving.
B. it will be evaporated under reduced pressure after the chloride aqueous solution of paraquat two is added in solution made from step a and is mixed, and remove moisture.
C. to precipitation being recovered by filtration, filtrate is evaporated under reduced pressure through adding organic solvent in product made from step b
Organic solvent is reclaimed, obtains the salt containing anionic pesticide and paraquat cation.
The anionic pesticide is to include carboxylic acid, thiocarbonic acid, sulfonic acid, sulfinic acid, thiosulfonic acid or phosphorous acid, especially
It is the herbicide of hydroxy-acid group.Example is aromatics acid herbicide, phenoxy carboxylic acid class herbicide or having comprising hydroxy-acid group
Machine phosphorus (organophosphorous) herbicide.
Suitable aromatics acid herbicide is benzoic acid herbicides, such as difluoro pyrrole grand (diflufenzopyr), alanap
(naptalam), Amiben (chloramben), Mediben, 2,3,6- trichlorobenzoic acids (2,3,6-TBA), tricamba
(tricamba)；Pyrimidine oxy-benzoic acid herbicide, such as double phonetic benzoic acid (bispyribac), oxime pyridine are careless (pyriminobac)；
Pyrimadinylthio benzoic acid herbicides, such as phonetic sulphur benzoic acid (pyrithiobac)；O-phthalic acid herbicide, such as chlorthal
(chlorthal)；Pyridine carboxylic acid herbicide, such as Dorema ammoniacum pyridine (aminopyralid), morpholine acid dichloride picoline (clopyralid), poison
Green bristlegrass is fixed (picloram)；Quinoline carboxylic acid's herbicide, such as dichloro quinolinic acid (quinclorac), quinmerac (quinmerac)；Or its
His aromatics acid herbicide, such as the pyrimidine acid of ring third (aminocyclopyrachlor).It is preferred that benzoic acid herbicides, especially wheat straw
Fear.
Suitable phenoxy carboxylic acid herbicide is phenoxy acetic acids herbicide, such as 4- tomatotones (Tomatotone (4-
CPA)), (2,4 dichloro benzene epoxide) acetic acid (2,4- drops (2,4-D)), (3,4- dichlorophenoxies) acetic acid (3,4- drop amine (3,4-
DA)), the chlorine of 2 first 4 (MCPA) (4- (4- chlorine oxy-o-cresyl) butyric acid), the chloroethene thioesters (MCPA-thioethyl) of 2 first 4, (2,4,
5- Trichlorophenoxies) acetic acid (2,4,5- tears (2,4,5-T))；Phenoxybutyhc class herbicide, as chlorobenzene oxy butyrate (4-CPB),
4- (2,4 dichloro benzene epoxide) butyric acid (2,4- Embutoxs (2,4-DB)), 4- (3,4- dichlorophenoxies) butyric acid (3,4- Embutoxs
(3,4-DB)), 4- (4- chlorine oxy-o-cresyl) butyric acid (Thistrol (MCPB)), 4- (2,4,5- Trichlorophenoxies) butyric acid
(2,4,5- tears butyric acid (2,4,5-TB))；Phenoxypropionic acid herbicide, such as Fruitone CPA (cloprop), 2- (4- chlorophenoxies) third
Sour (chlorine phenoxy propionic acid (4-CPP)), 2,4- drops propionic acid (dichlorprop), high 2,4- drops propionic acid (dichlorprop-P), 4-
(3,4- dichlorophenoxies) butyric acid (3,4- drops propionic acid (3,4-DP)), 2,4,5- tears propionic acid (fenoprop), Vi par
(mecoprop), mecopropP (mecoprop-P)；Aryloxyphenoxypropionic herbicide, such as chloroazifoppropynyl
(chlorazifop), clodinafop-propargyl (clodinafop), neoprene careless (clofop), cyhalofop-butyl (cyhalofop), chloroformate grass
(diclofop), oxazoles diclofop-methyl (fenoxaprop), Gao oxazoles diclofop-methyls (fenoxaprop-P), diclofop-methyl thiazole
(fenthiaprop), fluazifop (fluazifop), efficient fluazifop (fluazifop-P), haloxyfop
(haloxyfop), haloxyfop-P-methyl (haloxyfop-P), the careless ether (isoxapyrifop) of evil, metamifop
(metamifop), propaquizafop (propaquizafop), quizalofop-ethyl (quizalofop), Quizalotop-ethyl (quizalofop-P),
Trifluoromethoxy phenoxy propionic acid (trifop).It is preferred that phenoxyacetic acid herbicide, the especially chlorine of 2 first 4 (MCPA).
The suitable organophosphorus herbicide comprising hydroxy-acid group is bilanafos (bialafos), glufosinate-ammonium
(glufosinate), glufosinate-ammonium (glufosinate-P), glyphosate (glyphosate).It is preferred that glyphosate.
Suitable other herbicides comprising carboxylic acid are the pyridine Herbicides for including carboxylic acid, such as fluroxypramide
(fluroxypyr), Triclopyr (triclopyr)；Triazolo pyrimidine herbicide comprising carboxylic acid, such as the phonetic sulfanilic acid of azoles
(cloransulam)；Pyrimidine radicals sulfonylurea herbicide comprising carboxylic acid, such as benzyl ethyl methyl (bensulfuron), chlorimuron
(chlorimuron), acid amides sulphur grand (foramsulfuron), pyrrole chlorsulfuron (halosulfuron), mesosulfuronmethyl
(mesosulfuron), Fluoropyrimidinesulfuron (primisulfuron), ethyl methyl (sulfometuron)；Imidazolidinone weedicide, such as
Miaow grass ester (imazamethabenz), imazamox (imazamox), imazapic (imazapic), Arsenal
(imazapyr), Scepter (imazaquin) and Imazethapyr (imazethapyr).
In order to ensure that anionic pesticide is fully converted into soluble-salt, select sodium hydroxide and one kind in potassium hydroxide or
Two kinds are used as water soluble alkali, and the mol ratio of water soluble alkali and anionic pesticide are arranged into 1：1.
Described water soluble alkali sodium hydroxide or the mass concentration of potassium hydroxide are 10%~50%.
Described anionic pesticide and the mol ratio of the villaumite of paraquat two are 1~2：1.
The organic solvent is the one or more in methanol, ethanol or dichloromethane.In some preferable technical schemes
In：The organic solvent is ethanol and dichloromethane.
Embodiment 1
It is suspended in 33.4g difluoro pyrroles are grand in 100g water, is slowly stirred the NaOH solution for adding 10.0g40%, makes solution
Dissolving.After the chloride aqueous solution (50%) of addition 25.7g paraquats two fully reacts afterwards, it is evaporated under reduced pressure and removes moisture.Add two
Chloromethanes 400g, precipitation is filtered out, filtrate is carried out to be evaporated under reduced pressure recovery dichloromethane, obtained containing difluoro pyrrole is grand and paraquat
The salt 39.7g of cation.By cation chromatography qualitative detection, and chromatography of ions anion is identified, be containing difluoro pyrrole it is grand and
The salt of paraquat cation, yield 93.1%, purity 98.2%.
Embodiment 2
20.1g MCPA,MCP,methoxones are suspended in 100g water, the NaOH solution for adding 10.0g40% is slowly stirred, makes solution
Dissolving.After the chloride aqueous solution (50%) of addition 25.7g paraquats two fully reacts afterwards, it is evaporated under reduced pressure and removes moisture.Add two
Chloromethanes 400g, precipitation is filtered out, filtrate is carried out to be evaporated under reduced pressure recovery dichloromethane, obtained containing MCPA,MCP,methoxone and paraquat
The salt 26.6g of cation.By cation chromatography qualitative detection, and chromatography of ions anion is identified, be containing MCPA,MCP,methoxone and
The salt of paraquat cation, yield 94.2%, purity 97.3%.
Embodiment 3
25.5g fluroxypramides are suspended in 100g water, the NaOH solution for adding 10.0g40% is slowly stirred, makes solution molten
Solution.After the chloride aqueous solution (50%) of addition 25.7g paraquats two fully reacts afterwards, it is evaporated under reduced pressure and removes moisture.Add dichloro
Methane 400g, filter out precipitation, filtrate carried out to be evaporated under reduced pressure recovery dichloromethane, obtain containing fluroxypramide and paraquat sun from
The salt 33.3g of son.Identified by cation chromatography qualitative detection, and chromatography of ions anion, be containing fluroxypramide and paraquat
The salt of cation, yield 91.2%, purity 97.2%.
Embodiment 4
39.6g bensulfuron-methyls are suspended in 70g water, the NaOH solution for adding 10.0g40% is slowly stirred, makes solution molten
Solution.After the chloride aqueous solution (50%) of addition 25.7g paraquats two fully reacts afterwards, it is evaporated under reduced pressure and removes moisture.Add dichloro
Methane 400g, precipitation is filtered out, filtrate is carried out to be evaporated under reduced pressure recovery dichloromethane, obtained containing benzyl ethyl methyl and paraquat sun
The salt 46.7g of ion.Identified by cation chromatography qualitative detection, and chromatography of ions anion, be containing benzyl ethyl methyl and hundred
The salt of the withered cation of grass, yield 92.3%, purity 96.4%.
Embodiment 5
27.5g imazapics are suspended in 60g water, the NaOH solution for adding 10.0g40% is slowly stirred, makes solution
Dissolving.After the chloride aqueous solution (50%) of addition 25.7g paraquats two fully reacts afterwards, it is evaporated under reduced pressure and removes moisture.Add two
Chloromethanes 400g, precipitation is filtered out, filtrate is carried out to be evaporated under reduced pressure recovery dichloromethane, obtained containing imazapic and hundred grass
The salt 35.7g of withered cation.Identified by cation chromatography qualitative detection, and chromatography of ions anion, be containing methyl miaow grass
The salt of cigarette and paraquat cation, yield 92.5%, purity 95.5%.
Embodiment 6
26.1g Arsenals are suspended in 60g water, the NaOH solution for adding 10.0g40% is slowly stirred, makes solution molten
Solution.After the chloride aqueous solution (50%) of addition 25.7g paraquats two fully reacts afterwards, it is evaporated under reduced pressure and removes moisture.Add dichloro
Methane 400g, filter out precipitation, filtrate carried out to be evaporated under reduced pressure recovery dichloromethane, obtain containing Arsenal and paraquat sun from
The salt 32.5g of son.Identified by cation chromatography qualitative detection, and chromatography of ions anion, be containing Arsenal and paraquat
The salt of cation, yield 92.%, purity 94.6%.
Claims (7)
- A kind of 1. method that anionic pesticide and paraquat cation salt are prepared into compound pesticide, it is characterised in that the system Preparation Method comprises the following steps：A. anionic pesticide is suspended in water, is slowly stirred and adds the water soluble alkali aqueous solution, make solution precipitation dissolving；B. it will be evaporated under reduced pressure after the chloride aqueous solution of paraquat two is added in solution made from step a and is mixed, and remove moisture；C. organic solvent is added in through product made from step b, precipitation is recovered by filtration, filtrate is carried out into vacuum distillation recovery has Solvent, obtain the compound pesticide containing anionic pesticide Yu paraquat cation salt.
- 2. the method according to claim 1 that anionic pesticide and paraquat cation salt are prepared into compound pesticide, its It is characterised by, the anionic pesticide is carboxylic acid, thiocarbonic acid, sulfonic acid, sulfinic acid, thiosulfonic acid or phosphorous acid.
- 3. the method according to claim 1 that anionic pesticide and paraquat cation salt are prepared into compound pesticide, its It is characterised by, the water soluble alkali is one or both of sodium hydroxide or potassium hydroxide.
- 4. the method according to claim 3 that anionic pesticide and paraquat cation salt are prepared into compound pesticide, its It is characterised by, the sodium hydroxide or potassium hydroxide quality concentration are 10%~50%.
- 5. the method that anionic pesticide and paraquat cation salt are prepared into compound pesticide according to claim 1 or 3, Characterized in that, the mol ratio of the water soluble alkali and anionic pesticide is 1：1~X.
- 6. the method according to claim 1 that anionic pesticide and paraquat cation salt are prepared into compound pesticide, its It is characterised by, the mol ratio of the anionic pesticide and diquat dibromide dibromo salt is 1~2：1.
- 7. the method according to claim 1 that anionic pesticide and paraquat cation salt are prepared into compound pesticide, its It is characterised by, the organic solvent is the one or more in methanol, ethanol or dichloromethane.
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| CN201710811832.5A CN107439555A (en) | 2017-09-11 | 2017-09-11 | The method that anionic pesticide and paraquat cation salt are prepared into compound pesticide |
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| CN201710811832.5A CN107439555A (en) | 2017-09-11 | 2017-09-11 | The method that anionic pesticide and paraquat cation salt are prepared into compound pesticide |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108218766A (en) * | 2017-12-11 | 2018-06-29 | 东南大学 | A kind of preparation method of the compound containing paraquat or diquat |
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| CN1232614A (en) * | 1999-01-14 | 1999-10-27 | 龚庆维 | Composition containing glyphosate and paraguat |
| CN104336059A (en) * | 2013-08-11 | 2015-02-11 | 何猛 | Preparation method for compound herbicide for weed in growing period in mature ruby apricot tree garden |
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2017
- 2017-09-11 CN CN201710811832.5A patent/CN107439555A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1232614A (en) * | 1999-01-14 | 1999-10-27 | 龚庆维 | Composition containing glyphosate and paraguat |
| CN104336059A (en) * | 2013-08-11 | 2015-02-11 | 何猛 | Preparation method for compound herbicide for weed in growing period in mature ruby apricot tree garden |
Non-Patent Citations (2)
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108218766A (en) * | 2017-12-11 | 2018-06-29 | 东南大学 | A kind of preparation method of the compound containing paraquat or diquat |
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