CN115943967A - Indoxacarb water dispersible granule and preparation method thereof - Google Patents
Indoxacarb water dispersible granule and preparation method thereof Download PDFInfo
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- CN115943967A CN115943967A CN202211087901.XA CN202211087901A CN115943967A CN 115943967 A CN115943967 A CN 115943967A CN 202211087901 A CN202211087901 A CN 202211087901A CN 115943967 A CN115943967 A CN 115943967A
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- indoxacarb
- water dispersible
- parts
- dispersible granule
- sodium
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- 239000005907 Indoxacarb Substances 0.000 title claims abstract description 61
- VBCVPMMZEGZULK-NRFANRHFSA-N indoxacarb Chemical compound C([C@@]1(OC2)C(=O)OC)C3=CC(Cl)=CC=C3C1=NN2C(=O)N(C(=O)OC)C1=CC=C(OC(F)(F)F)C=C1 VBCVPMMZEGZULK-NRFANRHFSA-N 0.000 title claims abstract description 61
- 239000004562 water dispersible granule Substances 0.000 title claims abstract description 34
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- -1 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine Chemical compound 0.000 claims abstract description 31
- GJISNVPLOICVDR-UHFFFAOYSA-N 2-chloro-5-[(4-phenoxyphenoxy)methyl]-1,3-thiazole Chemical compound S1C(Cl)=NC=C1COC(C=C1)=CC=C1OC1=CC=CC=C1 GJISNVPLOICVDR-UHFFFAOYSA-N 0.000 claims abstract description 19
- 229940126062 Compound A Drugs 0.000 claims abstract description 18
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000002270 dispersing agent Substances 0.000 claims abstract description 15
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 10
- 239000000945 filler Substances 0.000 claims abstract description 10
- 230000000149 penetrating effect Effects 0.000 claims abstract description 9
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims abstract description 6
- 239000002994 raw material Substances 0.000 claims abstract description 6
- 229910052938 sodium sulfate Inorganic materials 0.000 claims abstract description 6
- 235000011152 sodium sulphate Nutrition 0.000 claims abstract description 6
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 12
- 235000019333 sodium laurylsulphate Nutrition 0.000 claims description 12
- 229920005646 polycarboxylate Polymers 0.000 claims description 11
- 239000011734 sodium Substances 0.000 claims description 11
- 229910052708 sodium Inorganic materials 0.000 claims description 11
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 claims description 11
- 235000019982 sodium hexametaphosphate Nutrition 0.000 claims description 11
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 claims description 11
- 239000005995 Aluminium silicate Substances 0.000 claims description 9
- 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 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 235000012211 aluminium silicate Nutrition 0.000 claims description 9
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 claims description 9
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims description 9
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 claims description 9
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 claims description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 8
- 229940051841 polyoxyethylene ether Drugs 0.000 claims description 8
- 229920000056 polyoxyethylene ether Polymers 0.000 claims description 8
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 4
- 239000000194 fatty acid Substances 0.000 claims description 4
- 229930195729 fatty acid Natural products 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- OMKBBIQIHSBGRL-UHFFFAOYSA-N 1-methylidene-2h-naphthalene;sodium Chemical compound [Na].C1=CC=C2C(=C)CC=CC2=C1 OMKBBIQIHSBGRL-UHFFFAOYSA-N 0.000 claims description 2
- 229910021532 Calcite Inorganic materials 0.000 claims description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 2
- 229920001732 Lignosulfonate Polymers 0.000 claims description 2
- 239000004113 Sepiolite Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 229960000892 attapulgite Drugs 0.000 claims description 2
- 239000000440 bentonite Substances 0.000 claims description 2
- 229910000278 bentonite Inorganic materials 0.000 claims description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims description 2
- 229920001400 block copolymer Polymers 0.000 claims description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 2
- 239000006229 carbon black Substances 0.000 claims description 2
- 239000004927 clay Substances 0.000 claims description 2
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 150000004665 fatty acids Chemical class 0.000 claims description 2
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 claims description 2
- 235000011187 glycerol Nutrition 0.000 claims description 2
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 claims description 2
- 229910052901 montmorillonite Inorganic materials 0.000 claims description 2
- 229910052625 palygorskite Inorganic materials 0.000 claims description 2
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 claims description 2
- 229910052903 pyrophyllite Inorganic materials 0.000 claims description 2
- 238000012216 screening Methods 0.000 claims description 2
- 229910052624 sepiolite Inorganic materials 0.000 claims description 2
- 235000019355 sepiolite Nutrition 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- 239000013589 supplement Substances 0.000 claims description 2
- 239000000811 xylitol Substances 0.000 claims description 2
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 claims description 2
- 235000010447 xylitol Nutrition 0.000 claims description 2
- 229960002675 xylitol Drugs 0.000 claims description 2
- XUZHLZDRCCUWEV-UHFFFAOYSA-N formaldehyde;methyl naphthalene-1-sulfonate Chemical compound O=C.C1=CC=C2C(S(=O)(=O)OC)=CC=CC2=C1 XUZHLZDRCCUWEV-UHFFFAOYSA-N 0.000 claims 1
- 241000607479 Yersinia pestis Species 0.000 abstract description 12
- 206010059866 Drug resistance Diseases 0.000 abstract description 11
- 239000004480 active ingredient Substances 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract description 6
- 230000000749 insecticidal effect Effects 0.000 abstract description 5
- 230000009044 synergistic interaction Effects 0.000 abstract description 3
- 230000009471 action Effects 0.000 abstract description 2
- 230000003111 delayed effect Effects 0.000 abstract 1
- 241000238631 Hexapoda Species 0.000 description 10
- 239000003814 drug Substances 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- 230000002195 synergetic effect Effects 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 241000500437 Plutella xylostella Species 0.000 description 5
- 229940079593 drug Drugs 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 230000002776 aggregation Effects 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000000575 pesticide Substances 0.000 description 4
- 238000004220 aggregation Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 3
- 229920000053 polysorbate 80 Polymers 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 230000008859 change Effects 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- 231100000518 lethal Toxicity 0.000 description 2
- 230000001665 lethal effect Effects 0.000 description 2
- 231100000053 low toxicity Toxicity 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 239000010413 mother solution Substances 0.000 description 2
- 231100000572 poisoning Toxicity 0.000 description 2
- 230000000607 poisoning effect Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 239000013049 sediment Substances 0.000 description 2
- 238000002791 soaking Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000012085 test solution Substances 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- 240000007124 Brassica oleracea Species 0.000 description 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000258937 Hemiptera Species 0.000 description 1
- 229920006308 Indorama Polymers 0.000 description 1
- 241000255777 Lepidoptera Species 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 206010033799 Paralysis Diseases 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 238000012271 agricultural production Methods 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 230000003321 amplification Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000003042 antagnostic effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 238000010009 beating Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- WQHQCQSAAOGHQP-UHFFFAOYSA-N formaldehyde;2-methylnaphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=CC2=C(S(O)(=O)=O)C(C)=CC=C21 WQHQCQSAAOGHQP-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 238000005338 heat storage Methods 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 238000003199 nucleic acid amplification method Methods 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 231100000820 toxicity test Toxicity 0.000 description 1
- 230000001018 virulence Effects 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention relates to the field of A01N43, in particular to indoxacarb water dispersible granules and a preparation method thereof, wherein the preparation raw materials at least comprise the following components in parts by weight: 10-50 parts of functional compound A, 10-50 parts of indoxacarb, 3-10 parts of penetrating agent, 4-12 parts of dispersing agent, 1-4 parts of sodium sulfate and 100 parts of filler, 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine or 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and the indoxacarb are introduced as effective active ingredients, so that a synergistic interaction effect can be generated, the problem of pest drug resistance is effectively solved, the provided water dispersible granule has a wide action range and a remarkable insecticidal effect, the generation of pest drug resistance is delayed, the use times and the use amount of the water dispersible granule are reduced, the residual amount is low, and the water dispersible granule has a great significance for the safe use of agricultural products.
Description
Technical Field
The invention relates to the field of A01N43, in particular to indoxacarb water dispersible granules and a preparation method thereof.
Background
Indoxacarb has the effects of contact poisoning and stomach poisoning, can effectively control various pests on crops such as grains, cotton, fruits, vegetables and the like, and is effective on larvae in all ages. The pesticide enters the insect body by contacting and feeding, the insect stops feeding within 0-4 hours and is paralyzed immediately, the coordination capability of the insect is reduced, and the drug resistance harm of dead pests within 24-60 hours after the pesticide is one of important factors which seriously affect the harvest of agricultural production. The indoxacarb has low toxicity to mammals and livestock, is very safe to beneficial insects such as non-target organisms in the environment and the like, has low residue in crops, can be harvested after the pesticide is applied for 2 days, is also suitable for crops harvested for multiple times such as vegetables, and can be used for comprehensive control and resistance control of pests. For example, in the case of the indoxacarb water dispersible granule disclosed in chinese application CN102763665a, the indoxacarb water dispersible granule is prepared by using indoxacarb as a core drug component in the presence of a wetting agent, a dispersing agent, a disintegrating agent, a binder, an antifoaming agent, and the like, but from the viewpoint of drug resistance, the drug resistance of pests has a selective effect, that is, there is a drug resistance gene in the insect population, and the long-term action of the indoxacarb insecticide or other factors causes the amplification of the drug resistance gene of the insect population, which leads to the failure of the insecticide, so the drug resistance problem of the pests is a serious factor in the field of pesticide development.
Disclosure of Invention
In order to solve the problems, the invention provides an indoxacarb water dispersible granule which at least comprises the following preparation raw materials in parts by weight: 1-50 parts of functional compound A, 1-50 parts of indoxacarb, 3-10 parts of penetrating agent, 4-12 parts of dispersing agent, 1-4 parts of sodium sulfate and 100 parts of filler supplement.
As a preferable technical scheme, the structure of the functional compound A contains a 4-p-phenoxy phenoxymethyl structure.
Preferably, the functional compound A is selected from any one or two combinations of 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine and 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole; preferably, the functional compound A is 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole.
As a preferable technical scheme, the mass ratio of the functional compound A to the indoxacarb is (1-4): (1-2), based on the system of the invention, the mass ratio of the introduced functional compound A to the indoxacarb is controlled to be (1-4): (1-2), especially when the functional compound A is 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole, 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and indoxacarb can generate a synergistic interaction effect, the problem of drug resistance of pests is effectively solved, and the inventor analyzes the reason that the 4-phenoxyphenoxy methyl structure in the 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole structure has an insecticidal effect through the cooperation of insecticidal mechanisms different from that of the indoxacarb, no interaction resistance is generated between the two insecticidal mechanisms, an individual with resistance is eliminated, common pests such as homoptera, lepidoptera and coleoptera can be effectively controlled, the characteristics of high efficiency, low toxicity and low residue are achieved, and the multi-site effect of pest control is achieved.
As a preferable technical scheme, the penetrating agent is selected from one or a combination of more of sodium dodecyl sulfate, sodium dodecyl benzene sulfonate, sodium alkyl naphthalene sulfonate, polyoxyethylene triphenyl sodium phenyl phosphate, sodium alkyl sulfonate, alkylphenol polyoxyethylene, polyoxyethylene polyoxypropylene block copolymer, sodium lauryl sulfate and alkylphenol polyoxyethylene formaldehyde condensate. Preferably, the penetrant is a combination of sodium dodecyl sulfate, sodium dodecyl benzene sulfonate and sodium alkyl naphthalene sulfonate; preferably, the mass ratio of the sodium dodecyl sulfate to the sodium dodecyl benzene sulfonate to the sodium alkyl naphthalene sulfonate is (2-4): (1-3): 3. based on the system of the invention, the mass ratio is selected to be (2-4): (1-3): 3, the sodium dodecyl sulfate, the sodium dodecyl benzene sulfonate and the sodium alkyl naphthalene sulfonate are used as penetrants, so that solid raw materials in the system are more easily wetted by water, and the combination of functional compounds A, indoxacarb and kaolin in the system is promoted.
As a preferable technical scheme, the dispersing agent is selected from one or a combination of more of polycarboxylate, lignosulfonate, methyl naphthalene sulfonic acid formaldehyde condensate, sodium methylene naphthalene sulfonate, sodium hexametaphosphate, alkylphenol polyoxyethylene phosphate, alkylphenol polyoxyethylene ether formaldehyde condensate sulfate, calcium alkylbenzene sulfonate, naphthalene sulfonic acid formaldehyde condensate sodium salt, alkylphenol polyoxyethylene ether, fatty amine polyoxyethylene ether, fatty acid polyoxyethylene ester and glycerin fatty acid ester polyoxyethylene ether. Preferably, the dispersant is a combination of a polycarboxylate and sodium hexametaphosphate; preferably, the mass ratio of the polycarboxylate to the sodium hexametaphosphate is (0.8-1.2): (0.5-1.5). Based on the system of the invention, the mass ratio of (0.8-1.2): the polycarboxylate and sodium hexametaphosphate (0.5-1.5) are used as dispersants to effectively reduce the aggregation of kaolin in the system and form a stable dispersion liquid, and the analysis reason of the inventor is probably that: the mass ratio is (0.8-1.2): the polycarboxylate and sodium hexametaphosphate (0.5-1.5) are introduced, so that aggregation and agglomeration caused by strong interfacial affinity and attractive energy between the original drug and the kaolin are avoided, and the system is promoted to achieve good dispersion stability.
As a preferable technical scheme, the filler is one or a combination of more of kaolin, diatomite, bentonite, light calcium carbonate, white carbon black, attapulgite, corncobs, sepiolite, calcite, silica, pyrophyllite, xylitol, montmorillonite and pottery clay; preferably, the filler is kaolin.
The invention provides a preparation method of the indoxacarb water dispersible granule, which comprises the steps of uniformly mixing the functional compound A, the indoxacarb, the penetrating agent, the dispersing agent, the sodium sulfate and the filler in parts by weight, crushing the mixture by a superfine jet mill, granulating by a fluidized bed, drying and screening to obtain the indoxacarb water dispersible granule.
Has the advantages that:
1. the indoxacarb water dispersible granule provided by the invention has the advantages of wide action range, obvious insecticidal effect, capability of delaying the generation of pest drug resistance, reduction of the use times and the use amount of the water dispersible granule, low residual quantity and great significance for safe use of agricultural products.
2. Based on the system, the mass ratio of the introduced functional compound A to the indoxacarb is controlled to be (1-4): (1-2), especially when the functional compound A is 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole, the 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and the indoxacarb can generate a synergistic interaction effect, and the problem of drug resistance of pests is effectively solved.
3. Based on the system of the invention, the mass ratio is selected to be (2-4): (1-3): 3, the sodium dodecyl sulfate, the sodium dodecyl benzene sulfonate and the sodium alkyl naphthalene sulfonate are used as penetrants, so that solid raw materials in the system are more easily wetted by water, and the combination of the functional compounds A, the indoxacarb and the kaolin in the system is promoted.
4. Based on the system of the invention, the mass ratio of (0.8-1.2): and (0.5-1.5) the polycarboxylate and the sodium hexametaphosphate are used as dispersing agents, so that the aggregation between kaolin and original medicine in the system is effectively reduced, and a stable dispersion liquid is formed.
Detailed Description
Examples 1 to 13
In one aspect, embodiments 1-13 of the present invention provide indoxacarb water dispersible granules, and the raw material formula is shown in table 1 in parts by weight.
TABLE 1,
Wherein the functional compound A is 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine.
The penetrating agent is a combination of sodium dodecyl sulfate, sodium dodecyl benzene sulfonate and sodium alkyl naphthalene sulfonate; the preferable mass ratio of the sodium dodecyl sulfate, the sodium dodecyl benzene sulfonate and the sodium alkyl naphthalene sulfonate is 3:2:3.
the dispersant is a combination of polycarboxylate and sodium hexametaphosphate; the mass ratio of the polycarboxylate to the sodium hexametaphosphate is 1:1.
the polycarboxylate was model TERSPERSE 2700 from Indorama corporation.
The filler is kaolin.
According to the preparation method of the indoxacarb water dispersible granule, provided by the embodiments 1-13 of the invention, the functional compound A, indoxacarb, a penetrating agent, a dispersing agent, sodium sulfate and a filler are uniformly mixed according to parts by weight, then crushed by a superfine airflow crusher, granulated by a fluidized bed, dried and sieved, and the indoxacarb water dispersible granule is obtained.
Examples 14 to 26
Embodiments 14 to 26 of the invention provide indoxacarb water dispersible granules and a preparation method thereof, and the specific implementation modes are respectively the same as those in embodiments 1 to 13. Except that the functional compound a is 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole.
Comparative example 1
The invention provides indoxacarb water dispersible granules and a preparation method thereof in a comparative example 1, which are the same as in example 5 in specific implementation mode, and are different from the preparation method in that the penetrating agent is sodium dodecyl sulfate.
Comparative example 2
The invention provides an indoxacarb water dispersible granule and a preparation method thereof in a comparative example 2, which is the same as in example 5 in specific implementation mode, and is characterized in that the dispersing agent is sodium hexametaphosphate.
Performance test method
1. Dispersibility: the indoxacarb water dispersible granule prepared in 2g of the indoxacarb water dispersible granules prepared in the embodiment and the comparative example is inverted from top to bottom 10 times and then is kept stand for 24 hours by adopting a measuring cylinder mixing method, if the inversion frequency is less than 10 times for sediment redispersion, the dispersibility of the granule is recorded as qualified, and if the inversion frequency is more than or equal to 10 times for sediment redispersion, the dispersibility of the granule is recorded as unqualified, and the result is recorded in table 2;
2. heat storage stability: the indoxacarb water dispersible granules prepared in examples and comparative examples were sealed in a 50mL glass bottle, stored in an incubator at 54 ℃ ± 2 ℃ for 14 days, taken out, placed in a drier, cooled to room temperature, the contents of the active ingredients (2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine (A1), 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole (A2) and indoxacarb (B)) before and after hot storage of the product were measured, and the rate of change in the content of the active ingredient was calculated by the following formula.
Content change rate of active ingredient = (content of active ingredient before hot storage-content of active ingredient after hot storage)/content of active ingredient before hot storage × 100%.
TABLE 2,
3. The co-toxicity coefficient of 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine or 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and indoxacarb with different proportions to plutella xylostella was determined.
The specific test method comprises the following steps:
adopting a leaf soaking method: 0.21052g of a 95% crude drug of 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine or 0.2062g of a 97% crude drug of 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole is weighed, dissolved in 0.5mL of LDMF, added with 0.2mL of an emulsifying agent of LTween80, stirred uniformly, added with 99.3mL of clear water to prepare a stock solution of 2000mg/L, and diluted with water containing 0.1 times of the emulsifying agent of Tween80 into 1000, 500, 250, 125 and 62.5mg/L by 2 times, and 6 concentrations are tested.
0.0105g indoxacarb 95% original drug is weighed and dissolved by 0.5mL DMF, 0.2mL Tween80 emulsifier is added, the mixture is stirred evenly, 99.3mL clear water is added to prepare 100mg/L mother solution, 10mL of the mother solution is added into 90mL water containing 0.1 mg Tween80 emulsifier to prepare 10mg/L test solution, the test solution is diluted into 5, 2.5, 1.25, 0.625 and 0.3125mg/L according to 2 times proportion, and 6 concentrations are tested in total.
Preparing the 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine or the 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and the indoxacarb according to the proportion shown in the tables 3 and 4 to obtain the test liquid.
Beating cabbage into leaf disks by using a puncher with the diameter of 18mm, soaking the leaf disks in test liquid medicine for 10s, putting the leaf disks into culture dishes (with the diameter of 90 mm) filled with moisturizing filter paper, putting 5 leaf disks into each dish, naturally drying, then selecting 3-year-old larvae of diamondback moth starved for 4h into the culture dishes, repeating the steps for 15 times, covering the dishes with a dish cover, and culturing in an incubator under the condition that the temperature is 25 +/-1 ℃ and the humidity is 60-80%, wherein the illumination L is D = 16h. And (5) checking the death condition of the test insects after 72h, and taking the test insects as dead insects if the test insects are lightly contacted with tweezers and do not respond. And (3) carrying out statistical processing on the data obtained by the test by using SPSS software to obtain a toxicity regression equation, lethal medium concentration, correlation coefficient and the like, and solving a cotoxicity coefficient (CTC) by using a Sun cloud Peel method. The judgment standard of the synergistic effect of the two effective components after compounding is as follows:
when CTC is greater than 120, it is synergistic, when CTC is less than 80, it is antagonistic, and when CTC is 80-120, it is additive.
The lethal median concentration, the toxicity regression equation, the correlation coefficient and the cotoxicity coefficient of the 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine or the 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and the indoxacarb in each proportion to the plutella xylostella are shown in the table 3 and the table 4.
Table 3, indoor toxicity test results of 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine (a) and indoxacarb (B) in different ratios to plutella xylostella.
| Proportioning | Regression method of virulenceProgram for programming | Correlation coefficient | LC50(mg/L) | Co-toxicity coefficient |
| A:B＝40：1 | Y＝3.0978+1.2499X | 0.9999 | 33.2572(24.6813-44.8130) | 93.441 |
| A:B＝20:1 | Y＝3.6412+0.9654X | 0.9876 | 25.5587(18.6356-35.0537) | 102.7384 |
| A:B＝8:1 | Y＝3.7975+1.0249X | 0.9804 | 14.9022(11.8702-18.7086) | 123.7651 |
| A:B＝4:1 | Y＝3.9146+1.0961X | 0.9759 | 9.7766(8.0348-11.8961) | 133.167 |
| A:B＝2:1 | Y＝4.0496+1.1513X | 0.98 | 6.6921(5.4528-8.2130) | 134.9917 |
| A:B＝1:1 | Y＝4.1855+1.1454X | 0.9752 | 5.0797(4.0131-6.4300) | 128.6223 |
| A:B＝1:2 | Y＝4.2868+1.1749X | 0.9773 | 4.0458(3.1088-5.2652) | 126.488 |
| A:B＝1:4 | Y＝4.2904+1.3014X | 0.9873 | 3.5097(2.6952-4.5705) | 124.2586 |
| A:B＝1:8 | Y＝4.2405+1.4809X | 0.9824 | 3.2573(2.5345-4.1863) | 121.8799 |
| A:B＝1:20 | Y＝3.9322+2.0225X | 0.9664 | 3.3728(2.7786-4.0939) | 110.622 |
| A:B＝1:40 | Y＝3.9222+1.9422X | 0.9851 | 3.5793(2.9526-4.3391) | 101.9916 |
| A | Y＝2.8973+1.3263X | 0.9988 | 38.4902(28.1618-52.6065) | — |
| B | Y＝3.9382+1.9212X | 0.9815 | 3.3598(2.9386-4.3367) | — |
As can be seen from the data in the table, 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine and indoxacarb have synergistic effect, and especially when the mass ratio of the 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine to the indoxacarb is 2:1, the synergistic effect is most remarkable.
Table 4, co-toxicity coefficient determination results of 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole (a) and indoxacarb (B) in different ratios against plutella xylostella.
| Proportioning | Regression equation of virulence | Coefficient of correlation | LC50 (mg/L) 95% confidence Limit | Co-toxicity coefficient |
| A:B＝40：1 | Y＝3.3638+1.1018X | 0.9963 | 30.5495(22.3428-41.7704) | 97.0129 |
| A:B＝20:1 | Y＝3.7531+0.9357X | 0.985 | 21.5109(16.0137-28.8952) | 117.3703 |
| A:B＝8:1 | Y＝3.9010+0.9479X | 0.9822 | 14.4346(11.3388-18.3756) | 124.5054 |
| A:B＝4:1 | Y＝3.8799+1.1417X | 0.9831 | 9.5734(7.9243-11.5658) | 133.7618 |
| A:B＝2:1 | Y＝4.0658+1.1397X | 0.9864 | 6.6027(5.3641-8.1274) | 135.5123 |
| A:B＝1:1 | Y＝4.1761+1.1748X | 0.9772 | 5.0277(3.9870-6.3401) | 129.2766 |
| A:B＝1:2 | Y＝4.2751+1.2022X | 0.9748 | 4.0086(3.0909-5.1986) | 127.3146 |
| A:B＝1:4 | Y＝4.2657+1.3591X | 0.979 | 3.4695(2.6820-4.4882) | 125.5247 |
| A:B＝1:8 | Y＝4.1836+1.5950X | 0.976 | 3.2499(2.5618-4.1227) | 122.0741 |
| A:B＝1:20 | Y＝3.9587+2.0200X | 0.9705 | 3.2772(2.6889-3.9941) | 113.8163 |
| A:B＝1:40 | Y＝3.8497+2.0927X | 0.9728 | 3.5454(2.9528-4.2596) | 102.9529 |
| A | Y＝2.9465+1.3169X | 0.9994 | 36.2554(26.7919-49.0614) | — |
| B | Y＝3.9382+1.9212X | 0.9815 | 3.3598(2.9386-4.3367) | — |
As can be seen from the data in the table, the 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and the indoxacarb have a synergistic effect, and particularly, the synergistic effect is most remarkable when the mass ratio of the 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole to the indoxacarb is 2:1.
Claims (10)
1. The indoxacarb water dispersible granule is characterized by at least comprising the following preparation raw materials in parts by weight: 1-50 parts of functional compound A, 1-50 parts of indoxacarb, 3-10 parts of penetrating agent, 4-12 parts of dispersing agent, 1-4 parts of sodium sulfate and 100 parts of filler supplement.
2. The indoxacarb water dispersible granule according to claim 1, characterized in that the structure of the functional compound A contains a 4-p-phenoxy phenoxymethyl structure.
3. The indoxacarb water dispersible granule according to claim 2, characterized in that the functional compound A is selected from any one or two of 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine and 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole.
4. The indoxacarb water dispersible granule according to any one of claims 1 to 3, characterized in that the mass ratio of the functional compound A to the indoxacarb is (1-4): (1-2).
5. The indoxacarb water dispersible granule according to claim 4, wherein the penetrant is selected from one or more of sodium dodecyl sulfate, sodium dodecyl benzene sulfonate, sodium alkyl naphthalene sulfonate, polyoxyethylene triphenylethylene phenyl sodium phosphate, sodium alkyl sulfonate, alkylphenol polyoxyethylene, polyoxyethylene polyoxypropylene block copolymer, sodium lauryl sulfate and alkylphenol polyoxyethylene formaldehyde condensate.
6. The indoxacarb water dispersible granule according to claim 5, wherein the penetrant is a combination of sodium dodecyl sulfate, sodium dodecyl benzene sulfonate and sodium alkyl naphthalene sulfonate.
7. The indoxacarb water dispersible granule according to claim 4, characterized in that the dispersing agent is one or a combination of more of polycarboxylate, lignosulfonate, methyl naphthalene sulfonate formaldehyde condensate, sodium methylene naphthalene sulfonate, sodium hexametaphosphate, alkylphenol polyoxyethylene phosphate, alkylphenol polyoxyethylene ether formaldehyde condensate sulfate, alkylbenzene sulfonic acid calcium salt, naphthalene sulfonate formaldehyde condensate sodium salt, alkylphenol polyoxyethylene ether, fatty amine polyoxyethylene ether, fatty acid polyoxyethylene ester and glycerin fatty acid ester polyoxyethylene ether.
8. The indoxacarb water dispersible granule according to claim 7, characterized in that the dispersant is a combination of polycarboxylate and sodium hexametaphosphate.
9. The indoxacarb water dispersible granule according to claim 4, characterized in that the filler is one or a combination of more of kaolin, diatomite, bentonite, light calcium carbonate, white carbon black, attapulgite, corncob, sepiolite, calcite, silica, pyrophyllite, xylitol, montmorillonite and pottery clay.
10. The preparation method of the indoxacarb water dispersible granule according to any one of claims 1 to 8, characterized in that the indoxacarb water dispersible granule is prepared by uniformly mixing the functional compound A, the indoxacarb, the penetrating agent, the dispersing agent, the sodium sulfate and the filler in parts by weight, crushing the mixture by an ultramicro jet mill, and then granulating, drying and screening the mixture by a fluidized bed.
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4943584A (en) * | 1987-04-21 | 1990-07-24 | Basf Aktiengesellschaft | (p-Phenoxyphenoxy)-methyl-five-membered hetaryls |
| US5151428A (en) * | 1990-05-24 | 1992-09-29 | Noriyasu Sakamoto | Pyridine derivatives and their compositions for the control of insect pests |
| JPH04364167A (en) * | 1990-05-24 | 1992-12-16 | Sumitomo Chem Co Ltd | Pyridine compound, its production, intermediate thereof and pest control agent containing the same as active ingredient |
| CN102763665A (en) * | 2012-06-30 | 2012-11-07 | 广东中迅农科股份有限公司 | Indoxacarb water dispersible granule and preparation method thereof |
| CN111518022A (en) * | 2019-02-02 | 2020-08-11 | 华东理工大学 | Aromatic (hetero) cyclic ether compound with insecticidal activity and preparation method and application thereof |
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2022
- 2022-09-07 CN CN202211087901.XA patent/CN115943967A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4943584A (en) * | 1987-04-21 | 1990-07-24 | Basf Aktiengesellschaft | (p-Phenoxyphenoxy)-methyl-five-membered hetaryls |
| US5151428A (en) * | 1990-05-24 | 1992-09-29 | Noriyasu Sakamoto | Pyridine derivatives and their compositions for the control of insect pests |
| JPH04364167A (en) * | 1990-05-24 | 1992-12-16 | Sumitomo Chem Co Ltd | Pyridine compound, its production, intermediate thereof and pest control agent containing the same as active ingredient |
| CN102763665A (en) * | 2012-06-30 | 2012-11-07 | 广东中迅农科股份有限公司 | Indoxacarb water dispersible granule and preparation method thereof |
| CN111518022A (en) * | 2019-02-02 | 2020-08-11 | 华东理工大学 | Aromatic (hetero) cyclic ether compound with insecticidal activity and preparation method and application thereof |
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