CN106279243A - A kind of glufosinate-ammonium water preparation auxiliary agent compounding glyphosate and preparation method thereof - Google Patents
A kind of glufosinate-ammonium water preparation auxiliary agent compounding glyphosate and preparation method thereof Download PDFInfo
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- CN106279243A CN106279243A CN201610644911.7A CN201610644911A CN106279243A CN 106279243 A CN106279243 A CN 106279243A CN 201610644911 A CN201610644911 A CN 201610644911A CN 106279243 A CN106279243 A CN 106279243A
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- Prior art keywords
- glufosinate
- glyphosate
- aminoethyl
- ammonium
- auxiliary agent
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- 238000002360 preparation method Methods 0.000 title claims abstract description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 28
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 239000005562 Glyphosate Substances 0.000 title claims abstract description 24
- 229940097068 glyphosate Drugs 0.000 title claims abstract description 24
- 239000012752 auxiliary agent Substances 0.000 title claims abstract description 21
- 238000013329 compounding Methods 0.000 title description 3
- IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 title 1
- ZBMRKNMTMPPMMK-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid;azane Chemical compound [NH4+].CP(O)(=O)CCC(N)C([O-])=O ZBMRKNMTMPPMMK-UHFFFAOYSA-N 0.000 claims abstract description 27
- 125000002252 acyl group Chemical group 0.000 claims abstract description 14
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims abstract description 14
- -1 aminoethyl 3 aminopropyltriethoxy dimethoxysilane mono succinate Chemical compound 0.000 claims abstract description 13
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 claims abstract description 12
- ZEKANFGSDXODPD-UHFFFAOYSA-N glyphosate-isopropylammonium Chemical compound CC(C)N.OC(=O)CNCP(O)(O)=O ZEKANFGSDXODPD-UHFFFAOYSA-N 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 6
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 6
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 6
- QMMBZOSZCYBCDC-UHFFFAOYSA-N NCCNCCC[SiH](OC(OCC)(OCC)OCC)OC Chemical compound NCCNCCC[SiH](OC(OCC)(OCC)OCC)OC QMMBZOSZCYBCDC-UHFFFAOYSA-N 0.000 claims description 3
- 235000010265 sodium sulphite Nutrition 0.000 claims description 3
- 239000001384 succinic acid Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 claims 1
- 239000013530 defoamer Substances 0.000 claims 1
- UXFBJATYVZPQTG-UHFFFAOYSA-N dimethoxysilicon Chemical compound CO[Si]OC UXFBJATYVZPQTG-UHFFFAOYSA-N 0.000 claims 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims 1
- 241000196324 Embryophyta Species 0.000 description 8
- 230000002363 herbicidal effect Effects 0.000 description 8
- 239000004009 herbicide Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 5
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- 244000074881 Conyza canadensis Species 0.000 description 2
- 235000004385 Conyza canadensis Nutrition 0.000 description 2
- 244000052363 Cynodon dactylon Species 0.000 description 2
- 235000007351 Eleusine Nutrition 0.000 description 2
- 241000209215 Eleusine Species 0.000 description 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 230000005945 translocation Effects 0.000 description 2
- 244000025254 Cannabis sativa Species 0.000 description 1
- 206010019233 Headaches Diseases 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 241001464837 Viridiplantae Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- QLULGSLAHXLKSR-UHFFFAOYSA-N azane;phosphane Chemical class N.P QLULGSLAHXLKSR-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 229940126540 compound 41 Drugs 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000000857 drug effect Effects 0.000 description 1
- 244000037671 genetically modified crops Species 0.000 description 1
- 102000005396 glutamine synthetase Human genes 0.000 description 1
- 108020002326 glutamine synthetase Proteins 0.000 description 1
- 231100000869 headache Toxicity 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- RENRQMCACQEWFC-UGKGYDQZSA-N lnp023 Chemical compound C1([C@H]2N(CC=3C=4C=CNC=4C(C)=CC=3OC)CC[C@@H](C2)OCC)=CC=C(C(O)=O)C=C1 RENRQMCACQEWFC-UGKGYDQZSA-N 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000002420 orchard Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000056 polyoxyethylene ether Polymers 0.000 description 1
- 229940051841 polyoxyethylene ether Drugs 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- YWICANUUQPYHOW-UHFFFAOYSA-M sodium;2-(phosphonomethylamino)acetate Chemical compound [Na+].OP(O)(=O)CNCC([O-])=O YWICANUUQPYHOW-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 230000009261 transgenic effect Effects 0.000 description 1
- 238000012795 verification Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/1892—Preparation; Treatments not provided for in C07F7/20 by reactions not provided for in C07F7/1876 - C07F7/1888
-
- 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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (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)
- Chemical Kinetics & Catalysis (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention discloses a kind of glufosinate-ammonium and compound the water preparation auxiliary agent of glyphosate, its characteristic is, described water preparation auxiliary agent is N aminoethyl 3 aminopropyltriethoxy dimethoxysilane mono succinate acyl disodium sulfonate, and its structure is as follows:;The invention also discloses the preparation method that this glufosinate-ammonium compounds the water preparation auxiliary agent of glyphosate.
Description
Technical field
The present invention relates to a kind of glufosinate-ammonium water preparation auxiliary agent compounding glyphosate and preparation method thereof.
Background technology
Glyphosate (glyphosate), is the herbicide developed by Monsanto Chemicals.Also known as: glyphosate, agriculture reach
(Roundup), careless dry phosphine, the sweet acid of phosphine, molecular formula C3H8NO5P, molecular weight 169.08, outward appearance is white solid, insoluble in organic
Solvent, belongs to the non-selective high-efficiency broad spectrum steriland herbicide of interior suction after bud, by dissolving the leaf diameter surface wax coat of weeds, medicine
Effect quickly enters plant conducting system generation effect, makes weeds exhaustion dead, have wide spectrum, low toxicity, noresidue, Uptake and translocation and
The excellent features such as natural disposition of going out, to plant non-selectivity, general all green plantss, either crop or weeds, after medicine
I.e. killed.The glyphosate pesticide original medicine herbicide kind that always whole world yield is maximum, is also that the big transgenic of the first in the world is made
Thing herbicide-tolerant.The glyphosate assistant of current domestic use specifically includes that tallow amine polyoxyethylene ether, alkyl polyglucoside, Radix Betae
The compounds such as alkali.
Glufosinate-ammonium (Glufosinate ammonium) belongs to organic phosphates herbicide, is glutamine synthetase inhibitor, non-
Selectivity contact killing type herbicide, is also second-biggest-in-the-world genetically modified crops herbicide-tolerant.Its effect is rapider than glyphosate, tool
Have broad weed-killing spectrum, fast in degraded in soil, toxicity is low, the advantage such as environmentally friendly, is that another performance is excellent after glyphosate
Good steriland herbicide kind, the most domestic only registration for orchard, the preventing and kill off of bare place weeds.Along with both at home and abroad to BAICAO
Withered disabling, glufosinate-ammonium is as the representative of contact killing type herbicide, and the market share will be increasing.Compare accreditation both at home and abroad at present
Glufosinate-ammoniumaqua aqua auxiliary agent mainly include the compounds such as AES, alkyl polyglucoside, alkyl, polyether.
Glyphosate and this two weeks herbicides of glufosinate-ammonium have some defects when being used alone at present, and glyphosate kills root, but
It is that quick-acting is poor, for resistant weed, such as anti-heterodynes such as Conyza canadensis (L.) Cronq., Bermuda grass, Herba Eleusines Indicae;Glufosinate-ammonium is then that quick-acting is good but portion
Weeds are divided easily to turn green.The problem how both features are combined together into research staff's headache, through studying us
Find this problem mainly to fall at auxiliary agent to develop above.
Summary of the invention
The purpose of the present invention is intended to exploitation provides a kind of glufosinate-ammonium to compound the water preparation auxiliary agent of glyphosate, the grass of present invention exploitation
It is N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl sulfonic acid two that ammonium phosphine compounds the water preparation auxiliary agent of glyphosate
Sodium, its structure is as follows:
。
The preparation method of the N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl disodium sulfonate of the present invention
As follows:
Step one, use N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane and succinic acid according to material amount than for 1:1 ~
1.2, normal pressure also reacts, response time 1 ~ 3h under the conditions of 80 ~ 100 DEG C, obtains N-aminoethyl-3-aminopropyltriethoxy dimethoxy
Silane mono succinate acyl;
Described N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl molecular formula is: CH3Si(OCH3)2CH2CH2CH2NHCH2CH2CH2NHOCCH=CHCOOH;
Step 2, by step one gained N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl and sodium sulfite
Mix in the water of 80 ~ 100 DEG C by the ratio 1: 1 ~ 1.2 of the amount of material and react, response time 3 ~ 5h, obtain molecular formula following
N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl disodium sulfonate:
。
Knowable to foregoing description, the beneficial effects of the present invention is: the glufosinate-ammonium of the present invention compounds the water preparation auxiliary agent warp of glyphosate
Cross N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl disodium sulfonate owing to having containing N, Si, sulfonate, carboxylic
The structures such as hydrochlorate, meet simultaneously containing N compound to glyphosate potentiation, containing Si compound penetration good and sulfonate, carboxylate pair
The conditions such as the potentiation of glufosinate-ammonium, compound glufosinate-ammonium system for glyphosate and have good potentiation.
Detailed description of the invention
The present invention is further illustrated below by way of specific embodiment.
Embodiment 1
The preparation method of N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl disodium sulfonate of the present invention, including
Following steps:
Step 1, use N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane and succinic acid according to material amount than for 1:1 ~
1.2, normal pressure also reacts, response time 1 ~ 3h under the conditions of 80 ~ 100 DEG C, obtains N-aminoethyl-3-aminopropyltriethoxy dimethoxy
Silane mono succinate acyl;
Described N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl molecular formula is: CH3Si(OCH3)2CH2CH2CH2NHCH2CH2CH2NHOCCH=CHCOOH;
Step 2, step 1 gained N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl is pressed with sodium sulfite
The ratio 1: 1 ~ 1.2 of the amount of material mixes in the water of 80 ~ 100 DEG C and reacts, and response time 3 ~ 5h obtains the N-that molecular formula is following
Aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl disodium sulfonate:
。
Above-mentioned by gained water preparation auxiliary agent N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl sulfonic acid two
Sodium, is applied to prepare 10% glufosinate-ammonium and compounds 41% glyphosate isopropylamine salt water solution, and process for preparation is: 10% Glufosinate-ammonium, 41%
Glyphosate isopropyl amine salt, 20%N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl disodium sulfonate, 0.3% disappears
Infusion, surplus water complements to 100%, obtains 10% glufosinate-ammonium and compound 41% glyphosate isopropylamine salt water solution finished product after stirring.
Above-mentioned preparation is reached carry out comparative efficacy test with Nong Da and guarantor's examination, verification the verifying results:
Wherein No. 1 for agriculture reach (41% glyphosate isopropylamine salt water solution), No. 2 reach (200g/L glufosinate-ammoniumaqua aqua), 3 respectively for protecting examination
Corresponding auxiliary agent is the 10% of N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl disodium sulfonate of the present invention preparation
Glufosinate-ammonium compounds 41% glyphosate isopropylamine salt water solution, and concrete herbicidal effect is shown in Table a, b, c in 1 ~ 3(table and represents evaluating drug effect level
Not, wherein effect is followed successively by from excellent to bad: a, ab, b, bc, c).
From above-mentioned table, can be seen that 10% glufosinate-ammonium using product configuration of the present invention compounds 41% glyphosate isopropyl amine salt
Water preparation has the advantage of oneself uniqueness, contrasts 7 days quick-acting and guarantor's examination reaches almost, on Herba Eleusines Indicae, Conyza canadensis (L.) Cronq. and Bermuda grass
Reach significantly better than agriculture, contrast 30 days and in lasting effect, then show all optimums, so the auxiliary agent of the present invention is well suited for glufosinate-ammonium again
Joining the system of glyphosate, the auxiliary agent of the present invention can either play glufosinate-ammonium quick-acting, can play the Uptake and translocation of glyphosate again
Effect very well.
Claims (3)
1. glufosinate-ammonium compounds a water preparation auxiliary agent for glyphosate, and its characteristic is, described water preparation auxiliary agent is N-aminoethyl-3-
Aminopropyltriethoxy dimethoxysilane mono succinate acyl disodium sulfonate, its structure is as follows:
。
Glufosinate-ammonium the most according to claim 1 compounds the preparation method of the water preparation auxiliary agent of glyphosate, and its characteristic is, institute
The preparation method of the water preparation auxiliary agent N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl disodium sulfonate stated is such as
Under:
Step one, use N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane and succinic acid according to material amount than for 1:1 ~
1.2, normal pressure also reacts, response time 1 ~ 3h under the conditions of 80 ~ 100 DEG C, obtains N-aminoethyl-3-aminopropyltriethoxy dimethoxy
Silane mono succinate acyl;
Described N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl molecular formula is: CH3Si(OCH3)2CH2CH2CH2NHCH2CH2CH2NHOCCH=CHCOOH;
Step 2, by step one gained N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl and sodium sulfite
Mix in the water of 80 ~ 100 DEG C by the ratio 1: 1 ~ 1.2 of the amount of material and react, response time 3 ~ 5h, obtain molecular formula following
N-aminoethyl-3-aminopropyltriethoxy dimethoxysilane mono succinate acyl disodium sulfonate:
。
Glufosinate-ammonium the most according to claim 1 compounds the application of the water preparation auxiliary agent of glyphosate, and its characteristic is, described
Described glufosinate-ammonium compounds the water preparation auxiliary agent of glyphosate and is applied to prepare 10% glufosinate-ammonium and compounds 41% glyphosate isopropylamine salt water solution,
Process for preparation is: 10% Glufosinate-ammonium, 41% glyphosate isopropyl amine salt, 20%N-aminoethyl-3-aminopropyltriethoxy dimethoxy silicon
Alkane mono succinate acyl disodium sulfonate, 0.3% defoamer, surplus water complements to 100%, obtains 10% glufosinate-ammonium multiple after stirring
Join 41% glyphosate isopropylamine salt water solution finished product.
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Application publication date: 20170104 |