CN117256620A - Low Wen Caogan phosphine isopropyl amine salt soluble agent and preparation method and application thereof - Google Patents
Low Wen Caogan phosphine isopropyl amine salt soluble agent and preparation method and application thereof Download PDFInfo
- Publication number
- CN117256620A CN117256620A CN202311209896.XA CN202311209896A CN117256620A CN 117256620 A CN117256620 A CN 117256620A CN 202311209896 A CN202311209896 A CN 202311209896A CN 117256620 A CN117256620 A CN 117256620A
- Authority
- CN
- China
- Prior art keywords
- amine salt
- caogan
- isopropyl amine
- parts
- polyoxyethylene ether
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- -1 phosphine isopropyl amine salt Chemical class 0.000 title claims abstract description 39
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Natural products P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 title claims abstract description 37
- 229910000073 phosphorus hydride Inorganic materials 0.000 title claims abstract description 37
- 238000002360 preparation method Methods 0.000 title claims abstract description 23
- 229920000056 polyoxyethylene ether Polymers 0.000 claims abstract description 59
- 229940051841 polyoxyethylene ether Drugs 0.000 claims abstract description 59
- 239000000243 solution Substances 0.000 claims abstract description 52
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 34
- ZEKANFGSDXODPD-UHFFFAOYSA-N glyphosate-isopropylammonium Chemical compound CC(C)N.OC(=O)CNCP(O)(O)=O ZEKANFGSDXODPD-UHFFFAOYSA-N 0.000 claims abstract description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 22
- 239000004530 micro-emulsion Substances 0.000 claims abstract description 20
- 239000003381 stabilizer Substances 0.000 claims abstract description 19
- 238000009333 weeding Methods 0.000 claims abstract description 12
- 239000004606 Fillers/Extenders Substances 0.000 claims abstract description 9
- 230000014759 maintenance of location Effects 0.000 claims abstract description 9
- 239000007864 aqueous solution Substances 0.000 claims abstract description 4
- 238000006243 chemical reaction Methods 0.000 claims description 52
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 39
- 238000010438 heat treatment Methods 0.000 claims description 31
- 238000003756 stirring Methods 0.000 claims description 29
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 18
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 18
- 239000002253 acid Substances 0.000 claims description 17
- 239000008367 deionised water Substances 0.000 claims description 15
- 229910021641 deionized water Inorganic materials 0.000 claims description 15
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 claims description 12
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims description 12
- 239000012043 crude product Substances 0.000 claims description 12
- SWGZAKPJNWCPRY-UHFFFAOYSA-N methyl-bis(trimethylsilyloxy)silicon Chemical compound C[Si](C)(C)O[Si](C)O[Si](C)(C)C SWGZAKPJNWCPRY-UHFFFAOYSA-N 0.000 claims description 12
- 230000002829 reductive effect Effects 0.000 claims description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- 238000001914 filtration Methods 0.000 claims description 10
- 230000002363 herbicidal effect Effects 0.000 claims description 10
- 230000001105 regulatory effect Effects 0.000 claims description 10
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 9
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 claims description 8
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 claims description 8
- 150000002191 fatty alcohols Chemical class 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 claims description 8
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 7
- 239000004927 clay Substances 0.000 claims description 7
- 238000001816 cooling Methods 0.000 claims description 7
- 239000000839 emulsion Substances 0.000 claims description 7
- IYDGMDWEHDFVQI-UHFFFAOYSA-N phosphoric acid;trioxotungsten Chemical compound O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.OP(O)(O)=O IYDGMDWEHDFVQI-UHFFFAOYSA-N 0.000 claims description 7
- 229920000570 polyether Polymers 0.000 claims description 7
- 239000004009 herbicide Substances 0.000 claims description 6
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 5
- 235000019441 ethanol Nutrition 0.000 claims description 5
- 238000009472 formulation Methods 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 238000010992 reflux Methods 0.000 claims description 5
- 238000005070 sampling Methods 0.000 claims description 5
- 238000005303 weighing Methods 0.000 claims description 5
- 238000007872 degassing Methods 0.000 claims description 4
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 claims description 4
- 239000012747 synergistic agent Substances 0.000 claims description 4
- MPNXSZJPSVBLHP-UHFFFAOYSA-N 2-chloro-n-phenylpyridine-3-carboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=CC=C1 MPNXSZJPSVBLHP-UHFFFAOYSA-N 0.000 claims description 3
- XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical compound CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 claims description 3
- GYWKDYIPNPVNRD-UHFFFAOYSA-M aminomethyl-(2-hydroxypropyl)-dimethylazanium chloride Chemical compound [Cl-].NC[N+](C)(C)CC(C)O GYWKDYIPNPVNRD-UHFFFAOYSA-M 0.000 claims description 3
- 229940010514 ammonium ferrous sulfate Drugs 0.000 claims description 3
- 239000011790 ferrous sulphate Substances 0.000 claims description 3
- 235000003891 ferrous sulphate Nutrition 0.000 claims description 3
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 claims description 3
- 229910000359 iron(II) sulfate Inorganic materials 0.000 claims description 3
- 229940035044 sorbitan monolaurate Drugs 0.000 claims description 3
- 229960003237 betaine Drugs 0.000 claims description 2
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 claims description 2
- 229910000342 sodium bisulfate Inorganic materials 0.000 claims description 2
- PORPENFLTBBHSG-MGBGTMOVSA-N 1,2-dihexadecanoyl-sn-glycerol-3-phosphate Chemical group CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC PORPENFLTBBHSG-MGBGTMOVSA-N 0.000 claims 1
- 239000005909 Kieselgur Substances 0.000 claims 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 claims 1
- 241000196324 Embryophyta Species 0.000 abstract description 27
- 230000000694 effects Effects 0.000 abstract description 12
- 210000002615 epidermis Anatomy 0.000 abstract description 3
- 230000000149 penetrating effect Effects 0.000 abstract description 3
- 239000000575 pesticide Substances 0.000 abstract description 3
- 238000009833 condensation Methods 0.000 abstract description 2
- 230000005494 condensation Effects 0.000 abstract description 2
- 230000006866 deterioration Effects 0.000 abstract description 2
- 230000000052 comparative effect Effects 0.000 description 16
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 description 15
- 239000005562 Glyphosate Substances 0.000 description 13
- 229940097068 glyphosate Drugs 0.000 description 13
- AFVQWTSSURHHMS-UHFFFAOYSA-N phosphane propan-2-amine Chemical compound P.CC(N)C AFVQWTSSURHHMS-UHFFFAOYSA-N 0.000 description 6
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000010413 mother solution Substances 0.000 description 4
- 229920001296 polysiloxane Polymers 0.000 description 4
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 4
- 239000004289 sodium hydrogen sulphite Substances 0.000 description 4
- 239000003905 agrochemical Substances 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- 244000025254 Cannabis sativa Species 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 230000000857 drug effect Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 230000002147 killing effect Effects 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000012266 salt solution Substances 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 241000207199 Citrus Species 0.000 description 1
- 208000005156 Dehydration Diseases 0.000 description 1
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 1
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 description 1
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 241000209504 Poaceae Species 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 description 1
- JXLYSJRDGCGARV-WWYNWVTFSA-N Vinblastine Natural products O=C(O[C@H]1[C@](O)(C(=O)OC)[C@@H]2N(C)c3c(cc(c(OC)c3)[C@]3(C(=O)OC)c4[nH]c5c(c4CCN4C[C@](O)(CC)C[C@H](C3)C4)cccc5)[C@@]32[C@H]2[C@@]1(CC)C=CCN2CC3)C JXLYSJRDGCGARV-WWYNWVTFSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 description 1
- MITFXPHMIHQXPI-UHFFFAOYSA-N benzoxaprofen Natural products N=1C2=CC(C(C(O)=O)C)=CC=C2OC=1C1=CC=C(Cl)C=C1 MITFXPHMIHQXPI-UHFFFAOYSA-N 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 125000001165 hydrophobic group Chemical group 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 231100000989 no adverse effect Toxicity 0.000 description 1
- 239000002420 orchard Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 230000005080 plant death Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000001243 protein synthesis Methods 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- JXOHGGNKMLTUBP-HSUXUTPPSA-N shikimic acid Chemical compound O[C@@H]1CC(C(O)=O)=C[C@@H](O)[C@H]1O JXOHGGNKMLTUBP-HSUXUTPPSA-N 0.000 description 1
- JXOHGGNKMLTUBP-JKUQZMGJSA-N shikimic acid Natural products O[C@@H]1CC(C(O)=O)=C[C@H](O)[C@@H]1O JXOHGGNKMLTUBP-JKUQZMGJSA-N 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 230000014616 translation Effects 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 238000009849 vacuum degassing Methods 0.000 description 1
- 229960003048 vinblastine Drugs 0.000 description 1
- JXLYSJRDGCGARV-XQKSVPLYSA-N vincaleukoblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-XQKSVPLYSA-N 0.000 description 1
Classifications
-
- 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
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic 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
- A01N25/02—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 containing liquids as carriers, diluents or solvents
-
- 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
- A01N25/22—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 containing ingredients stabilising the active ingredients
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P13/00—Herbicides; Algicides
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Toxicology (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention relates to the technical field of pesticides, in particular to a low Wen Caogan phosphine isopropyl amine salt resistant solution, a preparation method and application thereof, and the solution comprises the following components in parts by weight: 50 to 60 parts of 62 percent glyphosate isopropylamine salt aqueous solution, 1 to 5 parts of extender, 3 to 7 parts of retention agent, 0.3 to 0.7 part of synergist, 5 to 12 parts of organosilicon modified polyoxyethylene ether auxiliary agent, 1 to 3 parts of stabilizer microemulsion and 30 to 40 parts of water. The low Wen Caogan phosphine isopropyl amine salt resistant soluble agent has good stability in a low-temperature environment, is not easy to generate the phenomena of deterioration, condensation, turbidity, layering and the like, so that the weeding effect of the glyphosate isopropyl amine salt at low temperature can be improved, the waxy layer of the epidermis of the stem and leaf of the weed can be dissolved, the penetrating capacity of the glyphosate isopropyl amine salt to the stem and leaf of the weed can be improved, the conduction capacity of the glyphosate isopropyl amine salt in the weed body can be enhanced, and the high-efficiency weed removal effect can be realized.
Description
Technical Field
The invention relates to the technical field of pesticides, in particular to a low Wen Caogan phosphine isopropyl amine salt resistant solution agent, a preparation method and application thereof.
Background
Glyphosate is also known as: the novel agricultural chemical is characterized in that the novel agricultural chemical is composed of benomyl, agricultural chemical reaches (Roundup), glyphosate and glyphosate, is a high-efficiency, low-toxicity, broad-spectrum and systemic herbicide, and is the pesticide variety with the largest production in the world today. Glyphosate inhibits mainly enolpyruvylshikimate phosphate synthase in plants, thereby inhibiting the conversion of shikimate to phenylalanine, tyrosine and tryptophan, and interfering with protein synthesis, leading to plant death. Glyphosate is absorbed by the stems and leaves and then transmitted to all parts of plants, and can prevent and kill more than 40 families of plants such as monocotyledonous and dicotyledonous plants, annual and perennial plants, herbaceous plants, shrubs and the like. After the glyphosate is buried in the soil, the glyphosate is combined with metal ions such as iron, aluminum and the like to lose activity, and the glyphosate has no adverse effect on hidden seeds in the soil and soil microorganisms. However, because glyphosate has very low solubility in water, in practical use, glyphosate is usually formulated as glyphosate salts, and glyphosate isopropylamine salt is one of the most effective varieties of glyphosate salts.
For example, the patent publication No. CN114680130A discloses a glyphosate isopropylammonium salt soluble solution and a preparation method thereof, and the glyphosate isopropylamine soluble solution comprises the following components in percentage by mass: 62-72% of glyphosate isopropylamine salt, 1-5% of compound auxiliary agent and 100% of deionized water; the preparation method of the glyphosate isopropylamine salt soluble solution has simple preparation process, less equipment investment and no three wastes, the obtained high-content solution product has transparent appearance and no crystallization precipitation after being stored at 0 ℃ for 90 days, and the use of the compound auxiliary agent generates a synergistic effect on preventing and killing weeds, and the solution has higher prevention effect on preventing and killing gramineae weeds, broadleaf weeds, such as non-cultivated weeds, citrus orchards and the like at the dosage of 180-240 g/mu; however, because of the existence of a waxy layer on the surfaces of the stems and leaves of the weeds, the herbicide has an obstructing effect on the penetration of the liquor, and the absorption rate of the weeds to the glyphosate isopropylamine salt is lower, so that the weeding efficiency of the glyphosate isopropylamine salt is affected.
Disclosure of Invention
Aiming at the problems existing in the prior art, the invention aims to provide a low Wen Caogan phosphine isopropyl amine salt resistant solution, and a preparation method and application thereof.
In order to achieve the above purpose, the present invention provides the following technical solutions:
a low Wen Caogan phosphine isopropyl amine salt resistant soluble agent comprises the following components in parts by weight: 50 to 60 parts of 62 percent glyphosate isopropylamine salt aqueous solution, 1 to 5 parts of extender, 3 to 7 parts of retention agent, 0.3 to 0.7 part of synergist, 5 to 12 parts of organosilicon modified polyoxyethylene ether auxiliary agent, 1 to 3 parts of stabilizer microemulsion and 30 to 40 parts of water.
As a further preferable scheme of the invention, the extender is at least one of dipalmitoyl carboxyethyl hydroxyethyl methyl ammonium sulfate salt and 3-rosin amino-2-hydroxypropyl trimethyl ammonium chloride;
the retention agent is at least one of betaine and sorbitan monolaurate;
the synergistic agent is prepared from coco trimethyl ammonium chloride, ferrous sulfate and heptamethyl trisiloxane polyoxyethylene ether according to the weight ratio of (1-3): (0.01-0.05): 1.
As a further preferable scheme of the invention, the preparation method of the organosilicon modified polyoxyethylene ether auxiliary agent comprises the following steps:
1) Adding 1500-1800 g of allyl alcohol polyether and 130-138 g of sodium hydroxide into a reaction kettle, fully stirring, slowly adding 1.5-1.8 mol of allyl chloride at normal temperature, heating to 75-80 ℃ at 0.5-0.8 ℃/min, reacting for 3-6 hours at 0.1-0.2 MPa, after the reaction is finished, heating to 110-115 ℃, vacuumizing, degassing, dehydrating for 3-5 hours, cooling to 75-80 ℃, continuously adding 0.6-0.8 mol of allyl chloride, reacting for 3-6 hours at 0.1-0.2 MPa, and obtaining a crude product for later use;
2) Adding deionized water and phosphoric acid solution into the crude product in turn, stirring for 30-50 min, adding acid clay and diatomite, heating to 80-86 ℃, dehydrating for 2-5 h under 0.04-0.07 MPa, slowly adjusting the pressure of a reaction kettle to minus 0.09-minus 0.10MPa, and dehydrating for 1-3 h under 105-110 ℃ to obtain modified polyoxyethylene ether;
3) Adding heptamethyltrisiloxane polyoxyethylene ether and modified polyoxyethylene ether into a container, adding phosphotungstic acid, introducing nitrogen, stirring and heating to 60-65 ℃, slowly adding maleic anhydride, heating to 130-136 ℃ and stirring for reaction for 6-10 h, in the reaction process, sampling at fixed time to determine the acid value of the system, stopping the reaction when the acid value of the system is no longer changed, distilling under reduced pressure to remove unreacted maleic anhydride, then regulating the pH value to 7 by using a sodium hydroxide solution, then dropwise adding sodium bisulfate with the same mass as maleic anhydride, carrying out reflux reaction for 4-6 h, adding absolute ethyl alcohol after the reaction is finished, filtering and distilling under reduced pressure to remove the ethyl alcohol, thereby obtaining the organosilicon modified polyoxyethylene ether auxiliary agent.
As a further preferable scheme of the invention, in the step 2), the dosage proportion of the crude product, deionized water, phosphoric acid solution, acid clay and kieselguhr is (150-300 g): (80-120) mL: (15-30) mL: (3-8) g: (5-12) g;
the concentration of the phosphoric acid solution is 60-70 wt%.
As a further preferable embodiment of the present invention, in the step 3), the mass ratio of the heptamethyltrisiloxane polyoxyethylene ether, the modified polyoxyethylene ether, the phosphotungstic acid and the maleic anhydride is (5 to 10): (3-6): (0.3-0.8): (10-18);
the concentration of the sodium hydroxide solution is 30-35 wt%.
As a further preferable scheme of the invention, the preparation method of the stabilizer microemulsion is as follows:
adding deionized water into a container, adding fatty alcohol polyoxyethylene ether, stirring and heating to 50-60 ℃, then adding octamethyl cyclotetrasiloxane, continuously stirring for 20-30 min to obtain a pre-emulsion, maintaining the temperature unchanged, adding dodecylbenzene sulfonic acid, heating to 75-85 ℃, reacting at constant temperature for 3-5 h, cooling to room temperature after the reaction is finished, and regulating the pH value to 6-7 by using triethanolamine to obtain the required stabilizer microemulsion.
As a further preferable scheme of the invention, the dosage proportion of the deionized water, the fatty alcohol polyoxyethylene ether, the octamethyl cyclotetrasiloxane and the dodecylbenzene sulfonic acid is (100-200) mL: (0.2-0.5) g: (10-20) g: (0.3-0.8 g).
The preparation method of the low Wen Caogan phosphine isopropyl amine salt resistant solution comprises the steps of weighing the components according to parts by weight, mixing and filtering to obtain the low Wen Caogan phosphine isopropyl amine salt resistant solution.
A weeding method comprises the step of spraying a low Wen Caogan phosphine isopropyl amine salt solution resistant agent into a region to be weeding, wherein the dosage of the low Wen Caogan phosphine isopropyl amine salt solution resistant agent per square meter region is 0.2-0.3 mL.
Compared with the prior art, the invention has the beneficial effects that:
according to the invention, allyl alcohol polyether, allyl chloride and sodium hydroxide are taken as raw materials, allyl chloride is added step by step to obtain modified polyoxyethylene ether, both ends of the synthesized modified polyoxyethylene ether are allyl active groups, good lubricity and hydrophilicity are achieved, meanwhile, the modified polyoxyethylene ether and heptamethyl trisiloxane polyoxyethylene ether, maleic anhydride and sodium bisulphite are taken as raw materials, an organosilicon modified polyoxyethylene ether auxiliary agent is synthesized, hydrophilic groups are introduced into sulfosuccinate, so that the modified polyoxyethylene ether auxiliary agent contains hydrophobic groups and hydrophilic groups in one molecule, hydrophilic groups are oxygen atoms with lone electron pairs in a plurality of ether groups, sulfonic groups and carboxylic groups, wherein the sulfonic groups are positioned on intermediate carbon atoms of succinic acid, and the carboxylic groups are positioned at the tail ends of the molecule, so that the charge distribution surface of the whole molecule is wider, and the compound has the properties of a surfactant, so that the compound has good emulsifying, dispersing and wetting properties, low surface tension, low temperature resistance, ageing resistance, good wetting permeability and the like, and also has good spreadability and emulsion stability provided by polyether segments; the herbicide composition is added into the glyphosate isopropylamine salt mother solution, so that the low temperature resistance of the herbicide composition can be effectively improved, the herbicide composition has good stability in a low-temperature environment, and is not easy to deteriorate, agglomerate, turbid and the like, so that the weeding effect of the glyphosate isopropylamine salt at low temperature can be improved, the waxy layer of the epidermis of the stem and leaf of the weed can be dissolved, the penetrating capacity of the glyphosate isopropylamine salt to the stem and leaf of the weed can be improved, the transmission capacity of the glyphosate isopropylamine salt in the weed body can be enhanced, and the high-efficiency weed removal effect can be realized; in addition, under the effect of good wetting permeability of the organosilicon modified polyoxyethylene ether auxiliary agent, the glyphosate isopropylamine salt mother solution can be rapidly and uniformly spread on the surfaces of stems and leaves of weeds, so that the glyphosate isopropylamine salt mother solution can be rapidly absorbed by the weeds, and the effect of rapid weeding is achieved; meanwhile, in the invention, fatty alcohol polyoxyethylene ether is used as an emulsifier, dodecyl benzene sulfonic acid is used as a catalyst, and the stabilizer microemulsion is synthesized through the ring-opening polymerization reaction of octamethyl cyclotetrasiloxane, and the emulsion particle of the microemulsion has small particle size, is easier to diffuse and permeate, has good stability and good hydrophilicity, and can be added into the glyphosate isopropylamine salt mother solution to effectively improve the stability of the glyphosate, so that the glyphosate can not generate layering phenomenon in a low-temperature environment, and can be normally used in the low-temperature environment, thereby achieving good weeding effect.
The low Wen Caogan phosphine isopropyl amine salt resistant soluble agent has good stability in a low-temperature environment, is not easy to generate the phenomena of deterioration, condensation, turbidity, layering and the like, so that the weeding effect of the glyphosate isopropyl amine salt at low temperature can be improved, the waxy layer of the epidermis of the stem and leaf of the weed can be dissolved, the penetrating capacity of the glyphosate isopropyl amine salt to the stem and leaf of the weed can be improved, the conduction capacity of the glyphosate isopropyl amine salt in the weed body can be enhanced, and the high-efficiency weed removal effect can be realized.
Detailed Description
The following description of the technical solutions in the embodiments of the present invention will be clear and complete, and it is obvious that the described embodiments are only some embodiments of the present invention, but not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
In the embodiment of the invention, 62% glyphosate isopropylamine salt water agent is produced by Hubei Xingfu chemical group Co., ltd; the extender is 3-rosin amino-2-hydroxypropyl trimethyl ammonium chloride; the retention agent is sorbitan monolaurate; the synergistic agent is prepared from coco trimethyl ammonium chloride, ferrous sulfate and heptamethyl trisiloxane polyoxyethylene ether according to the weight ratio of 2:0.05: 1.
Example 1
A low Wen Caogan phosphine isopropyl amine salt resistant soluble agent comprises the following components in parts by weight: 50 parts of 62% glyphosate isopropylamine salt aqueous solution, 1 part of extender, 3 parts of retention agent, 0.3 part of synergist, 5 parts of organosilicon modified polyoxyethylene ether auxiliary agent, 1 part of stabilizer microemulsion and 30 parts of water;
the preparation method of the low Wen Caogan phosphine isopropyl amine salt resistant soluble agent comprises the following steps:
weighing the components according to the weight parts, and mixing and filtering to obtain a low Wen Caogan phosphine isopropylamine salt-resistant solution;
the weeding method by using the low Wen Caogan phosphine isopropylamine salt soluble solution:
the low Wen Caogan phosphine isopropyl amine salt resistant solution agent is sprayed on the area to be herbicidal, and the dosage of the low Wen Caogan phosphine isopropyl amine salt resistant solution agent per square meter area is 0.2mL.
The preparation method of the organosilicon modified polyoxyethylene ether auxiliary agent comprises the following steps:
1) Adding 1500g of allyl alcohol polyether and 130g of sodium hydroxide into a reaction kettle, stirring fully, slowly adding 1.5mol of allyl chloride at normal temperature, heating to 75 ℃ at 0.5 ℃/min, reacting for 3 hours under 0.1MPa, heating to 110 ℃ after the reaction is finished, vacuumizing, degassing, dehydrating for 3 hours, cooling to 75 ℃, continuously adding 0.6mol of allyl chloride, reacting for 3 hours under 0.1MPa, and obtaining a crude product for later use;
2) Sequentially adding 80mL of deionized water and 15mL of 60wt% phosphoric acid solution into 150g of crude product, stirring for 30min at 300r/min, adding 3g of acid clay and 5g of kieselguhr, heating to 80 ℃, dehydrating for 2h under 0.04MPa, slowly adjusting the pressure of a reaction kettle to-0.09 MPa, and dehydrating for 1h under 105 ℃ to obtain modified polyoxyethylene ether;
3) Adding 5g of heptamethyltrisiloxane polyoxyethylene ether and 3g of modified polyoxyethylene ether into a container, adding 0.3g of phosphotungstic acid, introducing nitrogen, stirring and heating to 60 ℃, slowly adding 10g of maleic anhydride, heating to 130 ℃ and stirring for reaction for 6 hours, sampling at regular time to determine the acid value of the system in the reaction process, stopping the reaction when the acid value of the system is not changed, distilling under reduced pressure to remove unreacted maleic anhydride, then regulating the pH value to 7 by using a sodium hydroxide solution with the concentration of 30wt% and then dropwise adding sodium bisulphite with the same mass as maleic anhydride, refluxing for reaction for 4 hours, adding absolute ethyl alcohol after the reaction is finished, filtering and distilling under reduced pressure to remove the ethanol to obtain the organosilicon modified polyoxyethylene ether auxiliary agent.
The preparation method of the stabilizer microemulsion comprises the following steps:
adding 100mL of deionized water into a container, adding 0.2g of fatty alcohol polyoxyethylene ether, stirring and heating to 50 ℃, then adding 10g of octamethyl cyclotetrasiloxane, continuously stirring for 20min to obtain a pre-emulsion, maintaining the temperature unchanged, adding 0.3g of dodecylbenzene sulfonic acid, heating to 75 ℃, reacting at constant temperature for 3h, cooling to room temperature after the reaction is finished, and regulating the pH value to 6 by using triethanolamine to obtain the required stabilizer microemulsion.
Example 2
A low Wen Caogan phosphine isopropyl amine salt resistant soluble agent comprises the following components in parts by weight: 55 parts of 62% glyphosate isopropylamine brine agent, 3 parts of extender, 5 parts of retention agent, 0.5 part of synergist, 10 parts of organosilicon modified polyoxyethylene ether auxiliary agent, 2 parts of stabilizer microemulsion and 35 parts of water;
the preparation method of the low Wen Caogan phosphine isopropyl amine salt resistant soluble agent comprises the following steps:
weighing the components according to the weight parts, and mixing and filtering to obtain a low Wen Caogan phosphine isopropylamine salt-resistant solution;
the weeding method by using the low Wen Caogan phosphine isopropylamine salt soluble solution:
the low Wen Caogan phosphine isopropyl amine salt resistant solution agent is sprayed on the area to be herbicidal, and the dosage of the low Wen Caogan phosphine isopropyl amine salt resistant solution agent per square meter area is 0.25mL.
The preparation method of the organosilicon modified polyoxyethylene ether auxiliary agent comprises the following steps:
1) 1700g of allyl alcohol polyether and 135g of sodium hydroxide are added into a reaction kettle, after being fully stirred, 1.6mol of allyl chloride is slowly added at normal temperature, the temperature is raised to 78 ℃ at 0.7 ℃/min, the reaction is carried out for 5 hours under 0.15MPa, after the reaction is finished, the temperature is raised to 113 ℃, the vacuum degassing and the dehydration treatment are carried out for 4 hours, then the temperature is reduced to 78 ℃, 0.7mol of allyl chloride is continuously added, the reaction is carried out for 5 hours under 0.15MPa, and a crude product is obtained for standby;
2) Sequentially adding 100mL of deionized water and 25mL of 65wt% phosphoric acid solution into 260g of crude product, stirring for 40min at 350r/min, adding 5g of acid clay and 10g of kieselguhr, heating to 83 ℃, dehydrating for 3h under 0.05MPa, slowly adjusting the pressure of a reaction kettle to-0.09 MPa, and dehydrating for 2h at 108 ℃ to obtain modified polyoxyethylene ether;
3) Adding 8g of heptamethyltrisiloxane polyoxyethylene ether and 5g of modified polyoxyethylene ether into a container, adding 0.5g of phosphotungstic acid, introducing nitrogen, stirring and heating to 62 ℃, slowly adding 15g of maleic anhydride, heating to 135 ℃ and stirring for reaction for 8 hours, sampling at regular time to determine the acid value of the system in the reaction process, stopping the reaction when the acid value of the system is not changed, distilling under reduced pressure to remove unreacted maleic anhydride, then regulating the pH value to 7 by using a sodium hydroxide solution with the concentration of 32wt% and then dropwise adding sodium bisulphite with the same mass as maleic anhydride, refluxing for reaction for 5 hours, adding absolute ethyl alcohol after the reaction is finished, filtering and distilling under reduced pressure to remove the ethanol to obtain the organosilicon modified polyoxyethylene ether auxiliary agent.
The preparation method of the stabilizer microemulsion comprises the following steps:
150mL of deionized water is added into a container, 0.3g of fatty alcohol polyoxyethylene ether is added, stirring and heating are carried out to 55 ℃, then 15g of octamethyl cyclotetrasiloxane is added, stirring is continued for 25min, the pre-emulsion is obtained, the temperature is kept unchanged, 0.5g of dodecylbenzene sulfonic acid is added, the temperature is increased to 80 ℃, the reaction is carried out for 4h at constant temperature, after the reaction is finished, the temperature is cooled to room temperature, and the pH value is regulated to 6.5 by triethanolamine, thus obtaining the required stabilizer microemulsion.
Example 3
A low Wen Caogan phosphine isopropyl amine salt resistant soluble agent comprises the following components in parts by weight: 60 parts of 62% glyphosate isopropylamine saline solution, 5 parts of an extender, 7 parts of a retention agent, 0.7 part of a synergistic agent, 12 parts of an organosilicon modified polyoxyethylene ether auxiliary agent, 3 parts of a stabilizer microemulsion and 40 parts of water;
the preparation method of the low Wen Caogan phosphine isopropyl amine salt resistant soluble agent comprises the following steps:
weighing the components according to the weight parts, and mixing and filtering to obtain a low Wen Caogan phosphine isopropylamine salt-resistant solution;
the weeding method by using the low Wen Caogan phosphine isopropylamine salt soluble solution:
the low Wen Caogan phosphine isopropyl amine salt resistant solution agent is sprayed on the area to be herbicidal, and the dosage of the low Wen Caogan phosphine isopropyl amine salt resistant solution agent per square meter area is 0.3mL.
The preparation method of the organosilicon modified polyoxyethylene ether auxiliary agent comprises the following steps:
1) Adding 1800g of allyl alcohol polyether and 138g of sodium hydroxide into a reaction kettle, fully stirring, slowly adding 1.8mol of allyl chloride at normal temperature, heating to 80 ℃ at 0.8 ℃/min, reacting for 6 hours under 0.2MPa, after the reaction is finished, heating to 115 ℃, vacuumizing, degassing, dehydrating for 5 hours, cooling to 80 ℃, continuously adding 0.8mol of allyl chloride, and reacting for 6 hours under 0.2MPa to obtain a crude product for later use;
2) Adding 120mL of deionized water and 30mL of 70wt% phosphoric acid solution into 300g of crude product in sequence, stirring for 50min at 400r/min, adding 8g of acid clay and 12g of kieselguhr, heating to 86 ℃, dehydrating for 5h under 0.07MPa, slowly adjusting the pressure of a reaction kettle to-0.10 MPa, and dehydrating for 3h at 110 ℃ to obtain modified polyoxyethylene ether;
3) Adding 10g of heptamethyltrisiloxane polyoxyethylene ether and 6g of modified polyoxyethylene ether into a container, adding 0.8g of phosphotungstic acid, introducing nitrogen, stirring and heating to 65 ℃, slowly adding 18g of maleic anhydride, heating to 136 ℃ and stirring for reaction for 10 hours, sampling at regular time to determine the acid value of the system in the reaction process, stopping the reaction when the acid value of the system is not changed, distilling under reduced pressure to remove unreacted maleic anhydride, then regulating the pH value to 7 by using a 35wt% sodium hydroxide solution, then dropwise adding sodium bisulphite with the same mass as maleic anhydride, refluxing for reaction for 6 hours, adding absolute ethyl alcohol after the reaction is finished, filtering and distilling under reduced pressure to remove the ethanol, thus obtaining the organosilicon modified polyoxyethylene ether auxiliary agent.
The preparation method of the stabilizer microemulsion comprises the following steps:
200mL of deionized water is added into a container, 0.5g of fatty alcohol polyoxyethylene ether is added, stirring and heating are carried out to 60 ℃, then 20g of octamethyl cyclotetrasiloxane is added, stirring is continued for 30min, the pre-emulsion is obtained, the temperature is kept unchanged, 0.8g of dodecylbenzene sulfonic acid is added, the temperature is raised to 85 ℃, the temperature is kept constant for reaction for 5h, after the reaction is finished, the temperature is cooled to room temperature, and the pH value is regulated to 7 by triethanolamine, thus obtaining the required stabilizer microemulsion.
Comparative example 1: this comparative example is substantially the same as example 1 except that the silicone modified polyoxyethylene ether auxiliary agent is not contained.
Comparative example 2: this comparative example is essentially the same as example 1, except that no stabilizer microemulsion is present.
Comparative example 3: this comparative example is essentially the same as example 1, except that the silicone modified polyoxyethylene ether auxiliary and stabilizer microemulsion are not included.
Comparative example 4: this comparative example is substantially the same as example 1 except that the modified polyoxyethylene ether was omitted from the formulation of the silicone modified polyoxyethylene ether adjuvant.
Comparative example 5: this comparative example is substantially the same as example 1, except that in the formulation of the silicone modified polyoxyethylene ether auxiliary, heptamethyltrisiloxane polyoxyethylene ether was omitted.
Test experiment:
glyphosate spray tests were performed on Jilin vinblastine somewhere on 11 and 10 2022; the total of 240 square meters and 16 cells were divided, and experiments were conducted using the formulations provided in examples 1 to 3 and comparative examples 1 to 5 of the present invention, each of which was repeated twice, each cell was designed to 15 square meters, the dosage was 4mL per cell, spraying was performed at eight am, and after spraying for 1, 3, 5, 7, 12, 30 days, the test persons observed, and the time for the efficacy of the formulations, and the weed removal rate were recorded, and the results are shown in table 1.
TABLE 1
| Example 1 | Example 2 | Example 3 | Comparative example 1 | |
| Time d for exerting drug effect | 1 | 1 | 1 | 4 |
| Grass removal rate% | 98.3 | 99.2 | 98.6 | 85.1 |
| Comparative example 2 | Comparative example 3 | Comparative example 4 | Comparative example 5 | |
| Time d for exerting drug effect | 4 | 7 | 3 | 2 |
| Grass removal rate% | 87.7 | 76.3 | 90.5 | 92.8 |
As can be seen from Table 1, the low Wen Caogan phosphine isopropyl amine salt-resistant solution of the invention can be used normally in northern low-temperature areas and has high weed removal efficiency.
The preferred embodiments of the invention disclosed above are intended only to assist in the explanation of the invention. The preferred embodiments are not exhaustive or to limit the invention to the precise form disclosed. Obviously, many modifications and variations are possible in light of the above teaching. The embodiments were chosen and described in order to best explain the principles of the invention and the practical application, to thereby enable others skilled in the art to best understand and utilize the invention. The invention is limited only by the claims and the full scope and equivalents thereof.
Claims (10)
1. The low Wen Caogan phosphine isopropyl amine salt resistant soluble agent is characterized by comprising the following components in parts by weight: 50 to 60 parts of 62 percent glyphosate isopropylamine salt aqueous solution, 1 to 5 parts of extender, 3 to 7 parts of retention agent, 0.3 to 0.7 part of synergist, 5 to 12 parts of organosilicon modified polyoxyethylene ether auxiliary agent, 1 to 3 parts of stabilizer microemulsion and 30 to 40 parts of water.
2. A low Wen Caogan phosphine isopropyl amine salt resistant solution according to claim 1 wherein said extender is at least one of dipalmitoyl carboxyethyl hydroxyethyl methyl sulfate ammonium salt, 3-rosin amino-2-hydroxypropyl trimethyl ammonium chloride;
the retention agent is at least one of betaine and sorbitan monolaurate;
the synergistic agent is prepared from coco trimethyl ammonium chloride, ferrous sulfate and heptamethyl trisiloxane polyoxyethylene ether according to the weight ratio of (1-3): (0.01-0.05): 1.
3. The low Wen Caogan phosphine isopropyl amine salt resistant solution as claimed in claim 1, wherein the preparation method of the organosilicon modified polyoxyethylene ether auxiliary agent is as follows:
1) Adding 1500-1800 g of allyl alcohol polyether and 130-138 g of sodium hydroxide into a reaction kettle, fully stirring, slowly adding 1.5-1.8 mol of allyl chloride at normal temperature, heating to 75-80 ℃ at 0.5-0.8 ℃/min, reacting for 3-6 hours at 0.1-0.2 MPa, after the reaction is finished, heating to 110-115 ℃, vacuumizing, degassing, dehydrating for 3-5 hours, cooling to 75-80 ℃, continuously adding 0.6-0.8 mol of allyl chloride, reacting for 3-6 hours at 0.1-0.2 MPa, and obtaining a crude product for later use;
2) Adding deionized water and phosphoric acid solution into the crude product in turn, stirring for 30-50 min, adding acid clay and diatomite, heating to 80-86 ℃, dehydrating for 2-5 h under 0.04-0.07 MPa, slowly adjusting the pressure of a reaction kettle to minus 0.09-minus 0.10MPa, and dehydrating for 1-3 h under 105-110 ℃ to obtain modified polyoxyethylene ether;
3) Adding heptamethyltrisiloxane polyoxyethylene ether and modified polyoxyethylene ether into a container, adding phosphotungstic acid, introducing nitrogen, stirring and heating to 60-65 ℃, slowly adding maleic anhydride, heating to 130-136 ℃ and stirring for reaction for 6-10 h, in the reaction process, sampling at fixed time to determine the acid value of the system, stopping the reaction when the acid value of the system is no longer changed, distilling under reduced pressure to remove unreacted maleic anhydride, then regulating the pH value to 7 by using a sodium hydroxide solution, then dropwise adding sodium bisulfate with the same mass as maleic anhydride, carrying out reflux reaction for 4-6 h, adding absolute ethyl alcohol after the reaction is finished, filtering and distilling under reduced pressure to remove the ethyl alcohol, thereby obtaining the organosilicon modified polyoxyethylene ether auxiliary agent.
4. A low Wen Caogan phosphine isopropyl amine salt soluble solution resistant to the reaction according to claim 3, wherein in the step 2), the ratio of the crude product, deionized water, phosphoric acid solution, acid clay and diatomaceous earth is (150-300) g: (80-120) mL: (15-30) mL: (3-8) g: (5-12) g;
the concentration of the phosphoric acid solution is 60-70 wt%.
5. The low Wen Caogan phosphine isopropyl amine salt resistant solution according to claim 3, wherein in the step 3), the mass ratio of the heptamethyltrisiloxane polyoxyethylene ether, the modified polyoxyethylene ether, the phosphotungstic acid and the maleic anhydride is (5-10): (3-6): (0.3-0.8): (10-18);
the concentration of the sodium hydroxide solution is 30-35 wt%.
6. The low Wen Caogan phosphine isopropyl amine salt resistant solution formulation of claim 1, wherein the stabilizer microemulsion is formulated as follows:
adding deionized water into a container, adding fatty alcohol polyoxyethylene ether, stirring and heating to 50-60 ℃, then adding octamethyl cyclotetrasiloxane, continuously stirring for 20-30 min to obtain a pre-emulsion, maintaining the temperature unchanged, adding dodecylbenzene sulfonic acid, heating to 75-85 ℃, reacting at constant temperature for 3-5 h, cooling to room temperature after the reaction is finished, and regulating the pH value to 6-7 by using triethanolamine to obtain the required stabilizer microemulsion.
7. The low Wen Caogan phosphine isopropyl amine salt resistant solution of claim 6, wherein the deionized water, fatty alcohol polyoxyethylene ether, octamethyl cyclotetrasiloxane, dodecylbenzene sulfonic acid are used in a ratio of (100-200) mL: (0.2-0.5) g: (10-20) g: (0.3-0.8 g).
8. A preparation method of a low Wen Caogan phosphine isopropyl amine salt resistant solution, which is characterized in that the low Wen Caogan phosphine isopropyl amine salt resistant solution is obtained after weighing, mixing and filtering the components according to any one of claims 1 to 7.
9. Use of a low Wen Caogan phosphine isopropyl amine salt resistant soluable agent as claimed in any one of claims 1 to 7 in the preparation of a herbicide.
10. A weeding method, characterized in that: the low Wen Caogan phosphine isopropyl amine salt resistant solution agent of any one of claims 1 to 7 is sprayed on the area to be herbicidal, and the dosage of the low Wen Caogan phosphine isopropyl amine salt resistant solution agent per square meter area is 0.2 to 0.3mL.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311209896.XA CN117256620A (en) | 2023-09-19 | 2023-09-19 | Low Wen Caogan phosphine isopropyl amine salt soluble agent and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311209896.XA CN117256620A (en) | 2023-09-19 | 2023-09-19 | Low Wen Caogan phosphine isopropyl amine salt soluble agent and preparation method and application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN117256620A true CN117256620A (en) | 2023-12-22 |
Family
ID=89211628
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202311209896.XA Pending CN117256620A (en) | 2023-09-19 | 2023-09-19 | Low Wen Caogan phosphine isopropyl amine salt soluble agent and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN117256620A (en) |
-
2023
- 2023-09-19 CN CN202311209896.XA patent/CN117256620A/en active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN109438071A (en) | A kind of medicine fertilizer composition of controllable release and preparation method thereof | |
| US20050119127A1 (en) | Fertilizer composition to stimulate the absorption of nutritive substances in plants | |
| CN110367282B (en) | Biological stimulator compound agent suitable for cotton and preparation method and application thereof | |
| CN110461320B (en) | 1-amino-1-cyclopropanecarboxylic acid formulations | |
| CN117256620A (en) | Low Wen Caogan phosphine isopropyl amine salt soluble agent and preparation method and application thereof | |
| US20080227641A1 (en) | Liquid compositions containing S-(+)-abscisic acid in combination with selected lipophilic agents and methods of their preparation | |
| MXPA01000794A (en) | Treatment of plants with salicylic acid and organic amines. | |
| AU2015390108A1 (en) | Solutions employing herbicides and buffered amine oxides to kill weeds and related methods | |
| CN107232198A (en) | A kind of gardens herbicide | |
| CN114521555B (en) | Preparation and application of sorghum stress-resistance lodging-resistance regulator | |
| EP0403169A1 (en) | Foliar-applied herbicidal compositions containing a silicone glycol-silicone alkane terpolymer adjuvant | |
| Christov et al. | Use of paclobutrazol to control vegetative growth and improve fruiting efficiency of grapevines (Vitis vinifera L.) | |
| CN113785835A (en) | Compound herbicide based on benzobicyclon | |
| KR102654043B1 (en) | Method for enhancing the rate of the formation of the reaction product of a carboxylic acid and a urea via acid addition | |
| US4455162A (en) | 1-Triacontanol plant growth stimulator formulations | |
| CN111517849A (en) | Preparation method of composite liquid silicon fertilizer | |
| CN114732016B (en) | Preparation for promoting growth of creeping stem lateral buds of zoysia macrophylla in severe saline-alkali soil and application method of preparation | |
| CN117441715A (en) | Auxiliary agent applicable to aqua with 20% dichlord salt content of diquat | |
| AU743922B2 (en) | Fungicidal and bactericidal compositions for plants containing compounds in the form of heavy metal chelates | |
| CN105713052A (en) | Polyether glucoside sulfonate, preparation method and application thereof and herbicide | |
| CN115590038B (en) | Tobacco mosaic virus nucleic acid interferon dispersible oil suspending agent and application thereof | |
| AU2021104500A4 (en) | Herbicidal composition containing flufenacet and pyroxasulfone | |
| CN115104625B (en) | Low-foam auxiliary agent for glufosinate-fluoroglycofen-ethyl microemulsion and preparation method thereof | |
| CN109336679A (en) | A kind of Weed removal medicinal fertilizer composition of Glufosinate-ammoniumpesticideng and its preparation method and application | |
| CN115316391B (en) | Synergistic bactericide of metalaxyl-M and Xinjunan, and preparation method and application thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination |