WO2006058478A1 - Granules hydrodispersibles d’abamectine ou de ses dérivés, et méthodes de production desdits granules - Google Patents

Granules hydrodispersibles d’abamectine ou de ses dérivés, et méthodes de production desdits granules Download PDF

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Publication number
WO2006058478A1
WO2006058478A1 PCT/CN2005/001660 CN2005001660W WO2006058478A1 WO 2006058478 A1 WO2006058478 A1 WO 2006058478A1 CN 2005001660 W CN2005001660 W CN 2005001660W WO 2006058478 A1 WO2006058478 A1 WO 2006058478A1
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WO
WIPO (PCT)
Prior art keywords
water
avermectin
emulsifier
dispersible granule
solvent
Prior art date
Application number
PCT/CN2005/001660
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English (en)
Chinese (zh)
Inventor
Jiugao Xie
Kaichun Lin
Guoan Zhang
Original Assignee
Wuhan Green-Century Bioengineering Company Ltd.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from CN 200410009966 external-priority patent/CN1781372A/zh
Priority claimed from CN 200510011428 external-priority patent/CN1669422A/zh
Application filed by Wuhan Green-Century Bioengineering Company Ltd. filed Critical Wuhan Green-Century Bioengineering Company Ltd.
Publication of WO2006058478A1 publication Critical patent/WO2006058478A1/fr

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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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • C—CHEMISTRY; METALLURGY
    • C05—FERTILISERS; MANUFACTURE THEREOF
    • C05G—MIXTURES OF FERTILISERS COVERED INDIVIDUALLY BY DIFFERENT SUBCLASSES OF CLASS C05; MIXTURES OF ONE OR MORE FERTILISERS WITH MATERIALS NOT HAVING A SPECIFIC FERTILISING ACTIVITY, e.g. PESTICIDES, SOIL-CONDITIONERS, WETTING AGENTS; FERTILISERS CHARACTERISED BY THEIR FORM
    • C05G3/00—Mixtures of one or more fertilisers with additives not having a specially fertilising activity
    • C05G3/60—Biocides or preservatives, e.g. disinfectants, pesticides or herbicides; Pest repellants or attractants
    • C—CHEMISTRY; METALLURGY
    • C05—FERTILISERS; MANUFACTURE THEREOF
    • C05G—MIXTURES OF FERTILISERS COVERED INDIVIDUALLY BY DIFFERENT SUBCLASSES OF CLASS C05; MIXTURES OF ONE OR MORE FERTILISERS WITH MATERIALS NOT HAVING A SPECIFIC FERTILISING ACTIVITY, e.g. PESTICIDES, SOIL-CONDITIONERS, WETTING AGENTS; FERTILISERS CHARACTERISED BY THEIR FORM
    • C05G5/00—Fertilisers characterised by their form
    • C05G5/30—Layered or coated, e.g. dust-preventing coatings

Definitions

  • the invention belongs to the field of pesticide preparation, and particularly relates to a water-dispersible granule of avermectin or a derivative thereof and a preparation method thereof.
  • Avermectins are macrolide antibacterial antibiotics with high-efficiency, broad-spectrum acaricidal and insecticidal activity, stomach poisoning and contact killing effects on mites and insects, and strong permeability.
  • the liquid sprayed on the leaf surface quickly penetrated into the mesophyll to form numerous micro sachets.
  • the adult mites and nymphs and insect larvae immediately appeared paralyzed after taking food and contact with the liquid, inactive, not feeding, 2 - After 4 days, he died. Since the residual leaf surface has few agents and is quickly decomposed into non-toxic substances, it is less harmful to natural enemies.
  • Emamectin benzoate (hereinafter referred to as "a vitamin salt”) is a highly effective insecticidal compound obtained after structural modification of avermectin Bl a . Its insecticidal activity, especially against the larvae of Helicoverpa armigera, Spodoptera exigua and Spodoptera litura, is much higher than that of avermectin 6, and the toxicity to mammals is greatly reduced. Therefore, the vitamin A has become an important agricultural product for controlling agricultural pests.
  • the commercial dosage forms of the Awei salt are relatively single, mainly including emulsifiable concentrates and microemulsions. The water-dispersible granules have not been reported yet and no patent application has been found.
  • the organic solvent content in the emulsifiable concentrate is as high as 90%, the widespread use of emulsifiable concentrates causes environmental pollution of organic solvents, and on the other hand, wastes valuable organic resources.
  • the suspension rate of the wettable powder is generally about 70%, which affects the effect of the drug.
  • the microemulsion is essentially a thick emulsion containing about 50% of cosolvent and emulsifier and stabilizer.
  • the cosolvent is actually an organic solvent. Therefore, the microemulsion basically does not solve the waste of organic solvent and environmental pollution. problem.
  • the invention provides a water-dispersible granule of avermectin and its derivative, which is composed as follows
  • the composition is made of: avermectin or its derivative 0.3 ⁇ 15%, solvent 4 - 30%, emulsifier 1 ⁇ 15%, coating agent 5 ⁇ 12%, the balance is carrier material, solvent is dried in granules Recycling in the process.
  • the formazan-dispersed granules of the present invention are prepared from the following components: avermectin or a derivative thereof 0.5 to 10%, a solvent 5 to 15%, an emulsifier 4 to 10%, and a coating agent 4 to 10 %, the balance is the carrier, and the solvent is recovered during the drying of the granules.
  • the weight percentages of the above components are based on the weight of the final formulation.
  • avermectin derivative is emamectin benzoate.
  • Carrier a core for use as a water-dispersible granule of avermectin or a derivative thereof of the present invention, selected from the group consisting of: crystallization of disaccharides and monosaccharides such as sucrose, lactose, glucose; urea, KC1, NH 4 CL KN0 3 , K 2 S0 4 , NH 4 N0 3 , (NH 4 ) 2 S0 4 , NH 4 HC0 3 , ammonium phosphate, potassium dihydrogen phosphate, superphosphate, borax (rapid boron fertilizer produced from borax), ZnS0 4 and other commonly used fertilizers and trace element fertilizers in agricultural production, crystals or particles of compound fertilizer; crystals of inorganic salts such as NaCl, Na 2 S0 4 , NaN0 3 , Na3 ⁇ 4P0 4 .
  • One of the above substances may be used as a carrier, or two or more kinds may be used in a ratio of a mixture
  • the avermectin or its derivative may be dissolved in a single solvent or a mixed solvent.
  • the solvent is selected from the group consisting of: methanol, absolute ethanol, 95% ethanol, propanol, isopropanol, n-butanol, sec-butanol, tert-butanol, dichloromethane, acetone, ethyl acetate, dimethyl Sulfoxide and N-methylformamide.
  • Emulsifier It is a mixture of nonionic emulsifier and anionic emulsifier.
  • the nonionic emulsifier is selected from one or more of Span-40, Span-80, Tween 60, and Tween 80.
  • the anionic emulsifier is selected from one or more of sodium dodecyl succinate, sodium dodecyl benzene sulfonate, and sodium dodecyl benzene sulfonate.
  • the two-type and cationic emulsifiers have higher cost, poor emulsification efficiency, and have a decomposing effect on pesticides having ester bonds, so they are not used.
  • Coating agent selected from dextrin, soluble starch, white carbon black, talcum powder, saponin powder, tea powder (bleaching), carboxymethyl cellulose, kaolin, sodium dodecyl sulfonate, twelve Two or more kinds of substances such as sodium decylbenzenesulfonate and calcium dodecylbenzenesulfonate are mixed, various solvents, various emulsifiers, various coating agents, and various There is no particular requirement for the weight ratio between the carrier phosphates.
  • the present invention designs a water-dispersible granule of avermectin or a derivative thereof into a three-layer structure of a drug core, a drug layer and a coating layer.
  • a suitable emulsifier to the drug layer and the coating layer achieves the purpose of allowing the avermectin or its derivative to rapidly disintegrate and uniformly disperse in water.
  • avermectin In addition to the toxicity of avermectin in the granules of the present invention, most other components are substantially non-toxic, more than 80% of the components are easily soluble in water, about 10% of the components are completely emulsified in water, and the components insoluble in water are about 5%, high suspension rate, strong permeability and low toxicity.
  • This dosage form not only maintains the high insecticidal activity of avermectin, but also has the effect of foliar fertilization. Since the preparation does not contain organic solvents such as xylene and toluene, the product is environmentally friendly and is also easy to transport and store. More importantly, it reduces the pollution of the agricultural ecological environment by the above-mentioned toxic organic solvents, which is conducive to the sustainable development of agriculture and food safety. detailed description
  • the solvent is prepared by mixing methanol and ethyl acetate in equal proportions.
  • the emulsifier is prepared by mixing Span-80 and calcium dodecylbenzenesulfonate in equal proportions.
  • the coating agent is bleached tea powder, lauryl Sodium benzenesulfonate and dextrin (3:3:4) were thoroughly mixed and pulverized to 400 mesh or more by a jet mill.
  • the solvent is a single solvent, 95% ethanol.
  • the emulsifier is prepared by mixing Tween-60 with sodium dodecylbenzenesulfonate in a ratio of 2:3.
  • the coating agent is thoroughly mixed with sodium dodecyl sulfate, yunyun mother powder and soluble starch (4:3:3) and then pulverized to 400 mesh with a jet mill! 3 ⁇ 4 on standby.
  • the solvent was prepared by mixing anhydrous ethanol, isopropanol and dimethyl sulfoxide (6:3:1).
  • the emulsifier is prepared by thoroughly mixing and mixing Tween 80 and sodium dodecyl succinate (2:3).
  • the coating agent consists of saponin powder, dextrin, sodium dodecylbenzene sulfonate and white carbon black (1:2: 4:3) After mixing, it is prepared and pulverized to 400 mesh or more by a jet mill.
  • the solvent was homogeneously mixed with dichloromethane, acetone and dimethyl sulfoxide (4:5:1).
  • the emulsifier is prepared by mixing and mixing Span-60 and calcium dodecylbenzenesulfonate (3:7).
  • the coating agent was thoroughly mixed by white carbon black powder (light), carboxymethyl cellulose, soluble starch and sodium dodecylsulfonate (4:3:3:10) and then pulverized to 400 by a jet mill. Above the target.
  • the solvent was prepared by mixing anhydrous ethanol and sec-butanol (3:2).
  • the emulsifier is thoroughly stirred by calcium dodecylbenzenesulfonate, Tween 80, Span-40 and (3:1:1).
  • the coating agent was mixed with saponin powder, diatomaceous earth and sodium dodecylsulfonate (1:1:3), and then pulverized to 400 mesh or more by a jet mill.
  • the fast-dissolving boron fertilizer granules were used as the carrier, and the instant boron fertilizer granules were used in an amount of about 68 kg to supplement the solid weight of all the raw materials in this example to 100 kg.
  • Granulation, drying and solvent recovery were carried out as in Example 2.
  • the amount of the coating agent is 12 kg.
  • 100.4 kg of dry powder of the methicillin salt was finally obtained, and the content of the methicillin ( ) in the granule was 3.99%.
  • Example 6 Preparation of 1% Avermectin Water-Dispersible Granules
  • the solvent ratio is: isopropanol 60%, dichloromethane 40%, and the two are mixed.
  • the ratio of emulsifier is: Tween 80 60%, calcium dodecylbenzenesulfonate 40%, and the two are mixed well.
  • the ratio of the coating agent is: Juansi powder 70%, sodium dodecylbenzenesulfonate 30%, the two are thoroughly mixed and pulverized to 325 mesh.
  • the first step is to accurately weigh 80 kg of solvent and 60 kg of emulsifier. The two are thoroughly mixed into a homogeneous solution. Then we accurately weighed 10 kilograms of avermectin crystals (calculated according to the B la component). In this case, urea is used as the carrier, and in the third step, 855 kg of urea is accurately weighed. Finally weighed 100 kg of mixed coating agent and the total weight of the material was 1108 kg.
  • Example 7 Preparation of 2% Avermectin Water-Dispersible Granules The solvent ratio is: 60% n-butanol, 30% dichloromethane, 10% dimethyl sulfoxide, and the three are thoroughly mixed.
  • the ratio of emulsifier is: Tween 60 70%, calcium 12-dodecylbenzenesulfonate 30%, and the two are well mixed.
  • the ratio of the coating agent is: soluble starch 85%, sodium dodecylbenzenesulfonate 15%, and the two are thoroughly mixed and pulverized to 325 mesh.
  • KC1 was used as the carrier, and KC1 836 kg was weighed.
  • avermectin B la solution into the granulator, start stirring, put 840 kg of the carrier into it and stir for more than 1 hour, then slowly add 100 kg of the mixed coating agent to continue stirring, and from the air inlet to the granulator The hot air of about 40 ° C is blown in the middle, and the granules produced are dried to be a finished product.
  • 1000 kg of avermectin water-dispersible granules were finally obtained.
  • the content of avermectin B Ia in the granules was 2.01% as determined by HPLC.
  • Example 8 Preparation of 2.5% avermectin water-dispersible granules
  • Solvent ratio ⁇ Anhydrous ethanol 60%, xylene 30% and dimethyl sulfoxide 10%, mixed.
  • the ratio of emulsifier is: Tween 80 45%, calcium dodecylbenzenesulfonate 55%, and the two are thoroughly mixed.
  • the ratio of the coating agent is: dextrin 40%, carboxymethylcellulose 10%, sodium dodecylbenzenesulfonate 50%, and the three are mixed and pulverized to 325 mesh.
  • the solvent ratio is: anhydrous ethanol 40%, propanol 50% and dimethyl sulfoxide 10%.
  • the ratio of emulsifier is: calcium dodecylbenzenesulfonate 60%, Tween 40 40%, and the two are thoroughly mixed.
  • the ratio of coating agent is: white carbon black powder (light) 10%, soluble starch 40%, sodium dodecyl benzene sulfonate 50%, and the three are mixed and pulverized to 325 mesh for use.
  • Example 10 Preparation of 2% Docetaxel Water Dispersible Granules
  • the solvent is prepared by mixing propanol and methanol (3:2).
  • the emulsifier is prepared by thoroughly mixing the dodecylbenzene sulfonate and Tween 80 (2:3).
  • the coating agent was prepared by mixing white carbon black, dextrin and sodium dodecylbenzenesulfonate (6:1:3), and pulverized to 400 mesh or more by a jet mill.
  • the solvent was mixed with decyl alcohol, methanol and isopropanol propanol and methanol (1:3:1) for use.
  • the emulsifier is well mixed with calcium dodecylbenzenesulfonate and Span-80 (3:7).
  • the coating agent was prepared by mixing white carbon black, cellulose powder, sodium lignosulfonate and soluble starch (5:2:1:2), and pulverized to 400 mesh or more by a jet mill.
  • Example 12 1%, 1.5%, 2%, 3%, 4% five kinds of KM salt dispersed granules and
  • the test insect was a 3rd instar larva of Helicoverpa armigera.
  • the insect-feeding room of the Bt Research and Development Center of Hubei Academy of Agricultural Sciences is fed with artificial feed. Healthy larvae.
  • the measurement method is the blade dipping method: taking the cabbage leaves, immersing in the sample solution for 30 seconds, taking out, drying to the surface of the blade without clear water, writing a label, respectively, and installing a plate, 20 worms per dish. Six concentration gradients were made for each sample.
  • E.C stands for Emulsion
  • WDG water-dispersible granules
  • the field efficacy test of beet armyworm was carried out on 5 kinds of N-type salt water-dispersed granules prepared by the method of the invention and 0.6% bismuth salt emulsifiable concentrates, such as 1%, 1.5%, 2.0%, 3.0%, 4.0%.
  • the test crop was cabbage, and the control object was beet armyworm/y3 ⁇ 4 e ⁇ ⁇
  • the majority of the larvae were from the end of the first to the second.
  • a comparative test was carried out under the same conditions of the same active ingredient concentration.
  • the spray volume is 60 kg of potion per acre. Repeat three times for each treatment.
  • the number of pests was investigated at 2, 3 and 7 days after the drug, and the mortality and control effects were calculated. Spray water as a blank control. The significance of the difference between the treatments was tested by the new complex range method.
  • Table 2 Effect of 6 kinds of methicone salt preparations on field control of beet armyworm
  • Example 6 The insecticidal activity of the 1% avermectin water-dispersible granules of Example 6 against Plutella xylostella was determined.
  • Test insects Plutella xyhstella larvae of Plutella xylostella, bred by Wuhan Tianhui Bioengineering Co., Ltd., and feedstuffs are cotyledons of rapeseed sprouting.
  • Test insect age 3rd instar larvae.
  • Test method 'Leaf impregnation method. Take the leaves of Shanghai green cabbage, take it in the sample solution for 30 seconds, take it out, and dry it to the surface of the leaf without clear water, and install the plate, each three leaves. Use an insect pen to gently pick the test insects as consistent as possible into the dish, 20 worms per dish. Each concentration was set to 3 replicates, counting 60 worms. Each sample was diluted to 5 concentrations. With clear water as the blank control, 1.8% avermectin EC was used as the standard drug control. Repeat three times. Check the test results after 48 hours.
  • Example 7 The insecticidal activity of 2% avermectin water-dispersible granules in Example 7 and 1.8% avermectin water-dispersible granules in Example 9 against spider mites was measured.
  • Test insects Citrus leafhopper ( Dr , collected from the citrus garden of Huazhong Agricultural University.
  • Insect age If you become a cockroach.
  • Test method Slide impregnation method: Apply double-sided tape to one end of the slide, in the dissection mirror Select a strong leafhopper, gently pick it up with a small brush, and make it back down, gently stick to the tape. Each slide has 25 worms, 4 pieces per concentration, and 100 worms. After standing for 2 hours and confirming that there is no dead insect, immerse one end of the slideworm in the liquid to be tested, take it out after 5 seconds, and blot the excess liquid with absorbent paper. The test results were examined under a dissecting microscope after standing at room temperature for 24 hours. With clear water as a blank control, 1.8% avermectin EC was used as a standard drug control.
  • Example 8 The insecticidal activity of 2.5% avermectin water-dispersible granules in Example 8 against cotton bollworm was determined.
  • Test insects Helicoverpa armpits othis armigera ), purchased from the B.t Research and Development Center of the Hubei Academy of Agricultural Sciences.
  • Insect-like insect state newly hatched larvae.
  • Test method Mixed feed method. See the Ministry of Agriculture industry standards for specific methods of operation.
  • the avermectin water-dispersible granules prepared in the present invention were compared with 1.8% emulsifiable concentrates for field insecticidal effects, and the insects in the field control were larvae of the second to third instar larvae, and the crops were pakchoi. Spray application at a dose of 60 kg of water per acre.
  • the comparison results are as follows:
  • the carrier is urea.
  • the concentration of the chemical solution is 0.1 g / kg 0.05 g / kg 0.025 g / kg.
  • the main component of the carrier is urea.
  • the concentration of the drug solution is 0.1 g / kg 0.05 g / kg 0.025 g / kg (active ingredient) water water water water
  • the main component of the carrier is KC1 concentration of 0.1 g / kg 0.05 g / kg 0.025 g / kg (active ingredient) water water water water water
  • the main component of the carrier is NaCl plus urea (1: 2, w/w) concentration of 0.1 g / kg 0.05 g / kg 0.025 g / kg (active ingredient) water Water
  • carrier is sucrose solution concentration 0.1 g / kg 0.05 g / kg 0.025 g / kg (active ingredient) water water water water water
  • control (%) 100 94.12 89.97, control (1.8% avermectin EC) concentration 0.1 g / kg 0.05 g / kg 0.025 g / kg (active ingredient) water water water water water

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  • Life Sciences & Earth Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

La présente invention concerne des granules hydrodispersibles d’abamectine ou de ses dérivés, ainsi que les méthodes de production desdits granules. Lesdits granules sont préparés selon la méthode suivante : dans une première étape sont sélectionnés des cristaux hydrosolubles, par exemple des saccharides tels que le sucrose et le lactose, des sels inorganiques tels que KCl, NaCl, NH4Cl, Na2SO4, K2SO4, (NH4)2SO4, NaNO3, KNO3, KH2PO4, K2HPO4, NH4H2PO4, ou des engrais chimiques tels que des carbamides, en tant que vecteurs des granules hydrodispersibles ; dans une seconde étape, les cristaux sont enrobés du mélange de benzoate de méthylaminoabamectine, d’émulsifiants et d’agents à pouvoir pénétrant élevé ; enfin, les granules enrobés sont habillés alors qu'ils sont humides à l'aide d'agents d'habillage pulvérulents.
PCT/CN2005/001660 2004-12-03 2005-10-10 Granules hydrodispersibles d’abamectine ou de ses dérivés, et méthodes de production desdits granules WO2006058478A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CN200410009966.8 2004-12-03
CN 200410009966 CN1781372A (zh) 2004-12-03 2004-12-03 阿维菌素水分散颗粒剂及其生产方法
CN200510011428.7 2005-03-14
CN 200510011428 CN1669422A (zh) 2005-03-14 2005-03-14 甲胺基阿维菌素苯甲酸盐水分散颗粒剂及其制备方法

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WO2006058478A1 true WO2006058478A1 (fr) 2006-06-08

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2868195A4 (fr) * 2012-06-26 2015-12-23 Kyung Nong Corp Procédé de fabrication d'une composition agrochimique, à teneur en sel inorganique, à phase solide émulsifiable
CN107459419A (zh) * 2017-07-24 2017-12-12 徐州益康环保科技有限公司 一种生姜种植土壤调理配方
CN114885953A (zh) * 2022-05-27 2022-08-12 广西田园生化股份有限公司 一种甲维盐-海藻酸钠纳米颗粒缓释农药及其制备方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1439263A (zh) * 2003-03-06 2003-09-03 喻少帆 阿维菌素颗粒剂及其制备方法
CN1440652A (zh) * 2003-04-04 2003-09-10 于建垒 阿维菌素杀线虫颗粒剂
CN1488254A (zh) * 2002-10-11 2004-04-14 华中农业大学 阿菊水分散粒剂及其生产方法

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1488254A (zh) * 2002-10-11 2004-04-14 华中农业大学 阿菊水分散粒剂及其生产方法
CN1439263A (zh) * 2003-03-06 2003-09-03 喻少帆 阿维菌素颗粒剂及其制备方法
CN1440652A (zh) * 2003-04-04 2003-09-10 于建垒 阿维菌素杀线虫颗粒剂

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2868195A4 (fr) * 2012-06-26 2015-12-23 Kyung Nong Corp Procédé de fabrication d'une composition agrochimique, à teneur en sel inorganique, à phase solide émulsifiable
US9801382B2 (en) 2012-06-26 2017-10-31 Kyung Nong Corporation Method for preparing emulsifiable solid agrochemical composition containing inorganic salt
CN107459419A (zh) * 2017-07-24 2017-12-12 徐州益康环保科技有限公司 一种生姜种植土壤调理配方
CN114885953A (zh) * 2022-05-27 2022-08-12 广西田园生化股份有限公司 一种甲维盐-海藻酸钠纳米颗粒缓释农药及其制备方法

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