CN112552360B - Disinfectant for culturing coilia ectenes and preparation method thereof - Google Patents
Disinfectant for culturing coilia ectenes and preparation method thereof Download PDFInfo
- Publication number
- CN112552360B CN112552360B CN202011464414.1A CN202011464414A CN112552360B CN 112552360 B CN112552360 B CN 112552360B CN 202011464414 A CN202011464414 A CN 202011464414A CN 112552360 B CN112552360 B CN 112552360B
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- Prior art keywords
- derivative
- flutriafol
- bactericide
- solution
- coilia ectenes
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- 238000002360 preparation method Methods 0.000 title claims abstract description 16
- 241001460967 Coilia nasus Species 0.000 title description 82
- 239000000645 desinfectant Substances 0.000 title description 37
- 238000012258 culturing Methods 0.000 title description 29
- 230000000844 anti-bacterial effect Effects 0.000 claims abstract description 53
- 239000003899 bactericide agent Substances 0.000 claims abstract description 37
- WBZFUFAFFUEMEI-UHFFFAOYSA-M Acesulfame k Chemical compound [K+].CC1=CC(=O)[N-]S(=O)(=O)O1 WBZFUFAFFUEMEI-UHFFFAOYSA-M 0.000 claims abstract description 26
- 229960004998 acesulfame potassium Drugs 0.000 claims abstract description 26
- 235000010358 acesulfame potassium Nutrition 0.000 claims abstract description 26
- 239000000619 acesulfame-K Substances 0.000 claims abstract description 26
- LLLILZLFKGJCCV-UHFFFAOYSA-M n-methyl-n-[(1-methylpyridin-1-ium-4-yl)methylideneamino]aniline;methyl sulfate Chemical compound COS([O-])(=O)=O.C=1C=CC=CC=1N(C)\N=C\C1=CC=[N+](C)C=C1 LLLILZLFKGJCCV-UHFFFAOYSA-M 0.000 claims abstract description 23
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 15
- YKRGDOXKVOZESV-WRJNSLSBSA-N Paeoniflorin Chemical compound C([C@]12[C@H]3O[C@]4(O)C[C@](O3)([C@]1(C[C@@H]42)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)C)OC(=O)C1=CC=CC=C1 YKRGDOXKVOZESV-WRJNSLSBSA-N 0.000 claims abstract description 15
- YKRGDOXKVOZESV-UHFFFAOYSA-N paeoniflorin Natural products O1C(C)(C2(CC34)OC5C(C(O)C(O)C(CO)O5)O)CC3(O)OC1C24COC(=O)C1=CC=CC=C1 YKRGDOXKVOZESV-UHFFFAOYSA-N 0.000 claims abstract description 15
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- 238000009395 breeding Methods 0.000 claims abstract description 6
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- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims abstract description 5
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- 239000012312 sodium hydride Substances 0.000 claims abstract description 5
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 34
- 238000009360 aquaculture Methods 0.000 claims description 15
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- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims description 4
- 239000003619 algicide Substances 0.000 claims description 2
- FQKFPGMGQXQHLP-UHFFFAOYSA-N 1-hydroxytriazole Chemical compound ON1C=CN=N1 FQKFPGMGQXQHLP-UHFFFAOYSA-N 0.000 claims 2
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- 230000000694 effects Effects 0.000 abstract description 35
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- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract description 7
- 238000001816 cooling Methods 0.000 abstract description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract description 3
- 150000001875 compounds Chemical class 0.000 abstract description 2
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 abstract 1
- XONPDZSGENTBNJ-UHFFFAOYSA-N molecular hydrogen;sodium Chemical compound [Na].[H][H] XONPDZSGENTBNJ-UHFFFAOYSA-N 0.000 abstract 1
- JWUCHKBSVLQQCO-UHFFFAOYSA-N 1-(2-fluorophenyl)-1-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanol Chemical class C=1C=C(F)C=CC=1C(C=1C(=CC=CC=1)F)(O)CN1C=NC=N1 JWUCHKBSVLQQCO-UHFFFAOYSA-N 0.000 description 113
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- 230000002353 algacidal effect Effects 0.000 description 8
- 238000002474 experimental method Methods 0.000 description 8
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- 125000004383 glucosinolate group Chemical group 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 230000000149 penetrating effect Effects 0.000 description 7
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- 238000007865 diluting Methods 0.000 description 6
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- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical class C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 description 3
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- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 239000005839 Tebuconazole Substances 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
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- SKIVFJLNDNKQPD-UHFFFAOYSA-N sulfacetamide Chemical compound CC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 SKIVFJLNDNKQPD-UHFFFAOYSA-N 0.000 description 2
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- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
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- CJDWRQLODFKPEL-UHFFFAOYSA-N teflubenzuron Chemical class FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC(Cl)=C(F)C(Cl)=C1F CJDWRQLODFKPEL-UHFFFAOYSA-N 0.000 description 1
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-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/06—Benzopyran radicals
- C07H17/065—Benzo[b]pyrans
-
- 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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/88—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with three ring hetero atoms
-
- 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
- A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
- A01N65/08—Magnoliopsida [dicotyledons]
- A01N65/36—Rutaceae [Rue family], e.g. lime, orange, lemon, corktree or pricklyash
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/38—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/6426—Heterocyclic compounds
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
- D06P3/248—Polyamides; Polyurethanes using reactive dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
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- Dentistry (AREA)
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- Mycology (AREA)
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- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
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Abstract
本发明公开了一种刀鲚养殖用杀菌剂及制备方法；其制备方法为：将氢化钠与DMF加入至装有温度计的双口瓶中，磁力搅拌，冰水冷却，得到溶液A；将粉唑醇与DMF混合均匀，滴加至溶液A中，撤去冰浴，自然恢复至室温，得到溶液B；将氯化葡萄糖苷芍药素滴加至溶液B中，然后将反应液倒入至含有碳酸氢钠的分液漏斗中，用乙酸乙酯萃取，合并有机相，干燥，抽滤，浓缩，得到粉唑醇衍生物；将粉唑醇衍生物、乙酰磺胺酸钾与柑橘黄复配，得到刀鲚养殖用杀菌剂。粉唑醇衍生物结构式为：其具有较好杀菌灭藻、植物防治效果以及纺织染色作用；制得的刀鲚养殖用杀菌剂具有较好的杀菌灭藻作用与穿透粘泥和分散粘泥的能力，对刀鲚的生长速率有促进作用。The invention discloses a bactericide for scallop breeding and a preparation method. The preparation method is as follows: adding sodium hydride and DMF into a double-necked bottle equipped with a thermometer, stirring magnetically, and cooling with ice water to obtain solution A; Mix oxazole and DMF evenly, add dropwise to solution A, remove the ice bath, and naturally return to room temperature to obtain solution B; add glucoside paeoniflorin chloride dropwise to solution B, and then pour the reaction solution into a solution containing carbonic acid. In a separatory funnel of sodium hydrogen, extract with ethyl acetate, combine the organic phases, dry, filter with suction, and concentrate to obtain the tributamol derivative; compound the tributamol derivative, acesulfame potassium and citrus yellow to obtain Fungicides for scallop breeding. The structural formula of fenazole alcohol derivatives is: 
It has better bactericidal and algae killing, plant control effects and textile dyeing effects; the prepared fungicide for scallop breeding has better bactericidal and algae killing effects and the ability to penetrate and disperse slime, and has a good effect on the growth of serrata. speed has a boosting effect.
Description
Technical Field
The invention belongs to the field of bactericides and particularly relates to a bactericide for culturing coilia ectenes and a preparation method thereof.
Background
The coilia ectenes are mainly distributed in yellow Bohai sea and east sea areas in China, and river of various sea communications along the coast, such as Yangtze river, Qiantangjiang river, yellow river, Huai river, Liaohe river and the like are also distributed. The famous and precious migratory fish which is famous for the high yield of Yangtze river basin, rich skin, plump fish body, tender and delicious meat and enjoys one of the reputations of Yangtze river Sanxian. Because the water area of China is polluted and the hydrological conditions are changed, the coilia ectenes spawning site is damaged, and meanwhile, the artificial catching strength is continuously improved, so that the coilia ectenes natural resources are rapidly declined.
With the progress of industrial and agricultural production, a great deal of chemical substances provide great convenience for people's life, and simultaneously enter into environmental biological systems including human beings through the atmosphere, water, soil, food and the like, wherein compounds which can cause the abnormality of endocrine systems bring great harm to the whole ecological environment and the health and survival of human beings. Therefore, the development of chemical substances beneficial to the ecological environment and the water body biology is the key direction of researchers at present. The prior art such as civilization generally develops a non-oxidizing bactericide GD-423 and discloses the application thereof in a circulating cooling water system (refer to the report on water treatment information, 2012 (004)); GD-423 has good effects of sterilization and algae removal, and has the capability of penetrating and dispersing slime.
Disclosure of Invention
The invention aims to provide a flutriafol derivative which has good effects of sterilization, algae removal and plant control and has a dyeing effect on textiles.
The technical scheme adopted by the invention for realizing the purpose is as follows:
a flutriafol derivative, which has the following structural formula:
the flutriafol and the glucosinolate paeoniflorin are reacted to obtain the flutriafol derivative, and the flutriafol derivative has a good sterilization and algae removal effect, and the reason is that the flutriafol derivative can damage the cell membrane function of thalli, so that the development of the thalli is inhibited or interfered, the morphological change of the thalli is caused, the thalli grow abnormally, cell death is caused finally, and the flutriafol derivative has the sterilization and algae removal effects on an aquatic ecosystem; meanwhile, the composition can effectively prevent and treat plant diseases and insect pests, plant defoliation caused by bacteria and fungi and the like, and has good application in aquaculture, water ecosystem and textile dyeing.
The invention also discloses the application of the flutriafol derivative in aquaculture and/or water ecosystem.
The invention also discloses the application of the flutriafol derivative in sterilization and/or algae removal.
The invention also discloses application of the flutriafol derivative in the bactericide for culturing the coilia ectenes.
The invention aims to provide the disinfectant for cultivating the coilia ectenes, which has better sterilizing and algae killing effects, the capacity of penetrating and dispersing slime, a certain promotion effect on the growth rate of the coilia ectenes, no pollution effect on water environment and environmental protection.
The technical scheme adopted by the invention for realizing the purpose is as follows:
a bactericide for culturing coilia ectenes comprises flutriafol derivatives.
Preferably, the usage amount of the disinfectant for coilia ectenes aquaculture in the coilia ectenes aquaculture water body is 0.02-0.08% of the aquaculture water body.
Preferably, the disinfectant for culturing coilia ectenes further comprises acesulfame potassium and citrus yellow.
The invention also discloses a preparation method of the disinfectant for culturing the anchovy.
The technical scheme adopted by the invention for realizing the purpose is as follows:
a preparation method of a bactericide for culturing coilia ectenes comprises the following steps:
adding 3-5 parts by weight of sodium hydride and 50-80 parts by weight of DMF (dimethyl formamide) into a double-mouth bottle with a thermometer, magnetically stirring, and cooling with ice water to obtain a solution A;
uniformly mixing 10-15 parts of flutriafol and 50-80 parts of DMF (dimethyl formamide), dropwise adding the mixture into the solution A, removing the ice bath after dropwise adding is finished, and naturally returning to room temperature to obtain a solution B;
dropwise adding 5-10 parts of glucosinolate paeoniflorin into the solution B at 0-5 ℃, after dropwise adding is finished for 2-5 hours, pouring the reaction solution into a separating funnel containing sodium bicarbonate, extracting with ethyl acetate, combining organic phases, drying, performing suction filtration and concentration to obtain a flutriafol derivative, wherein the yield is 90.5-93.1%;
the flutriafol derivative, the acesulfame potassium and the citrus yellow are uniformly compounded to obtain the disinfectant for culturing the coilia ectenes.
According to the coilia ectenes culture bactericide, the flutriafol derivative, the acesulfame potassium and the citrus yellow are compounded to obtain the coilia ectenes culture bactericide, the coilia ectenes culture bactericide has a good sterilizing and algae-killing effect, can sterilize and peel microorganisms in a water system, plays a role in inhibiting the growth of the microorganisms, and can be widely applied to the field of coilia ectenes culture; meanwhile, the disinfectant for cultivating the coilia ectenes can prevent a large amount of breeding and soft scale formation in slime, prevent bacterial and algal outbreak in a coilia ectenes cultivation system, reduce microbial corrosion and slime blockage, and has the capacity of penetrating and dispersing the slime; in addition, the bactericide for culturing the coilia ectenes can improve the growth rate of the coilia ectenes to a certain extent in the culture of the coilia ectenes, has no pollution effect on water environment, and is green and environment-friendly.
Preferably, the weight ratio of the flutriafol derivative to the acesulfame potassium to the orange yellow is 5-25: 1-3: 1-5.
The invention also discloses the application of the acesulfame potassium and the citrus yellow in improving the bactericidal and algae removal effects of the flutriafol derivative.
The invention adopts the reaction of the flutriafol and the glucosinolate paeoniflorin to obtain the flutriafol derivative, and the flutriafol derivative is compounded with the acesulfame potassium and the citrus yellow to obtain the disinfectant for culturing the coilia ectenes, so the disinfectant has the following beneficial effects: the flutriafol derivative has good activity, can effectively prevent and treat plant diseases and insect pests, plant defoliation caused by bacteria and fungi and the like, and has the functions of sterilizing and killing algae on a water ecosystem; in addition, the method has good application in aquaculture, water ecosystem and textile dyeing; the coilia ectenes culture bactericide obtained by compounding the coilia ectenes culture bactericide with acesulfame potassium and citrus yellow has good sterilizing and algae killing effects, has the capabilities of penetrating slime and dispersing slime, has no pollution effect on water environment, and is green and environment-friendly. Therefore, the flutriafol derivative has good sterilizing and algae killing effects and plant control effects and has a dyeing effect on textiles, the disinfectant for coilia ectenes culture prepared by using the flutriafol derivative as a disinfectant component has good sterilizing and algae killing effects, and simultaneously has the capacity of penetrating slime and dispersing the slime, the disinfectant for coilia ectenes culture can improve the growth rate of coilia ectenes to a certain extent in coilia ectenes culture, has no pollution effect on a water environment, and is green and environment-friendly.
Drawings
FIG. 1 is an infrared spectrum of a flutriafol derivative;
fig. 2 shows the bactericidal rate and the algae removal inhibition rate of the disinfectant for cultivating coilia ectenes;
FIG. 3 shows the amount of adhesion of the disinfectant for coilia ectenes aquaculture;
fig. 4 shows the daily increase of the body mass of coilia ectenes.
Detailed Description
The sources of the medicines used in the embodiment of the invention are as follows:
flutriafol: purity not less than 99%, Wuhan Hua Zhi scientific and Biotech limited;
glucosinolate chloride paeoniflorin: purity is more than or equal to 98%, Shanghai Tong Wei Biotech limited;
acesulfame potassium: purity not less than 99%, Xian Ruibo Biotech Co., Ltd;
orange yellow: the purity is more than or equal to 99 percent, and the Anhui Zhonghong bioengineering company is limited.
The flutriafol derivative prepared in the embodiment of the invention has a structural formula as follows:
the technical solution of the present invention is further described in detail below with reference to the following detailed description and the accompanying drawings:
example 1
A preparation method of a bactericide for culturing coilia ectenes comprises the following steps:
adding 3.5 parts by weight of sodium hydride and 70 parts by weight of DMF (dimethyl formamide) into a double-mouth bottle with a thermometer, magnetically stirring, and cooling with ice water to obtain a solution A;
uniformly mixing 12 parts by weight of flutriafol and 64 parts by weight of DMF (dimethyl formamide), dropwise adding the mixture into the solution A, removing the ice bath after the dropwise adding is finished, and naturally returning to room temperature to obtain a solution B;
dropwise adding 5.5 parts by weight of glucosinolate paeoniflorin into the solution B at 0 ℃, after dropwise adding is finished for 3 hours, pouring the reaction solution into a separating funnel containing sodium bicarbonate, extracting with ethyl acetate for 4 times, combining organic phases, drying, carrying out suction filtration and concentration to obtain a flutriafol derivative, wherein the yield is 92.4%;
uniformly compounding the flutriafol derivative, the acesulfame potassium and the citrus yellow, wherein the weight ratio of the flutriafol derivative to the acesulfame potassium to the citrus yellow is 15:1:2, so as to obtain the disinfectant for culturing the coilia ectenes;
example 2
A preparation method of a bactericide for culturing coilia ectenes comprises the following steps:
adding 5.5 parts by weight of sodium hydride and 80 parts by weight of DMF (dimethyl formamide) into a double-mouth bottle with a thermometer, magnetically stirring, and cooling with ice water to obtain a solution A;
uniformly mixing 18 parts by weight of flutriafol and 75 parts by weight of DMF (dimethyl formamide), dropwise adding the mixture into the solution A, removing the ice bath after dropwise adding is finished, and naturally returning to room temperature to obtain a solution B;
dropwise adding 8 parts by weight of glucosinolate paeoniflorin into the solution B at 0 ℃, after dropwise adding is finished for 4 hours, pouring the reaction solution into a separating funnel containing sodium bicarbonate, extracting for 4 times by using ethyl acetate, combining organic phases, drying, carrying out suction filtration and concentration to obtain a flutriafol derivative, wherein the yield is 93%;
uniformly compounding the flutriafol derivative, the acesulfame potassium and the citrus yellow, wherein the weight ratio of the flutriafol derivative to the acesulfame potassium to the citrus yellow is 10:2:5, so as to obtain the disinfectant for culturing the coilia ectenes.
Example 3
A method for preparing a disinfectant for culturing coilia ectenes, which is different from the disinfectant prepared in example 1: in the disinfectant for culturing the coilia ectenes, the weight ratio of the flutriafol derivative, the acesulfame potassium and the orange yellow is 20:3: 5.
Example 4
A preparation method of a bactericide for culturing coilia ectenes comprises the following steps:
uniformly compounding flutriafol, acesulfame potassium and citrus yellow, wherein the weight ratio of the flutriafol, the acesulfame potassium to the citrus yellow is 15:1:2, and obtaining the disinfectant for culturing the coilia ectenes.
Example 5
A preparation method of a bactericide for culturing coilia ectenes comprises the following steps:
the potassium sulfacetamide and the orange yellow are uniformly compounded, wherein the weight ratio of the potassium sulfacetamide to the orange yellow is 1:2, and the disinfectant for culturing the coilia ectenes is obtained.
Example 6
A method for preparing a disinfectant for culturing coilia ectenes, which is different from the disinfectant prepared in example 1: the disinfectant for culturing coilia ectenes only contains flutriafol derivatives, and potassium acetylsulfanilate and orange yellow are not added.
Example 7
A method for preparing a disinfectant for culturing coilia ectenes, which is different from the disinfectant prepared in example 1: in the disinfectant for culturing the coilia ectenes, the flutriafol derivative and the acesulfame potassium are uniformly compounded, wherein the weight ratio of the flutriafol derivative to the acesulfame potassium is 15: 1.
Example 8
A method for preparing a disinfectant for culturing coilia ectenes, which is different from the disinfectant prepared in example 1: in the bactericide for cultivating coilia ectenes, flutriafol derivatives and citrus yellow are uniformly compounded, wherein the weight ratio of the flutriafol derivatives to the citrus yellow is 15: 2.
Test example 1
1. Determination of infrared spectrogram of flutriafol derivative
The experiment was carried out using an AVATAR370 Fourier Infrared spectrometer from Nicolet, USA, and KBr pellet and KBr wafer coating were used for sample preparation.
FIG. 1 is an infrared spectrum of a flutriafol derivative. As can be seen from FIG. 1, the flutriafol derivative is at 3400-3000cm-1The stretching vibration peak of (a) is widened, and the stretching vibration may be caused by the phenolic hydroxyl group in the flutriafol derivative and the hydroxyl group on the six-membered ring; at 1594cm-1A strong and wide vibration peak appears nearby, and the vibration is probably stretching vibration of a benzene ring in the flutriafol derivative; at 1046cm-1A wider vibration peak appears nearby, and is probably stretching vibration caused by six-membered epoxy in the flutriafol derivative. Therefore, the flutriafol and the glucosinolate chloride paeoniflorin synthesize the flutriafol derivative.
2. Determination of flutriafol derivative structure nuclear magnetism
In the experiment, an AV-400 type nuclear magnetic resonance spectrometer ((BRUKER, model AV60003030709)) is used for carrying out nuclear magnetic characterization on the structure of the flutriafol derivative.
Structure of flutriafol derivative H1And (3) NMR characterization, namely determining the structure and the molecular weight, and characterizing the structure as follows:
H1NMR(400MHz,CDCl3)：3.62(d,3H,OH)，3.41(m,1H,CH)，3.53(m,1H,CH)，3.68(m,1H,CH)，3.79(m,1H,CH)，3.85(t,2H,CH2)，3.69(t,1H,OH)，5.73(d,1H,CH)，5.54(s,1H,CH)，3.52(s,1H,CH)，6.88(s,1H,CH)，3.80(s,3H,CH3)，5.39(s,1H,OH)，6.72(d,1H,CH)，6.65(d,1H,CH)，5.36(s,1H,OH)，6.17(s,1H,CH)，6.44(s,1H,CH)，5.38(s,1H,OH)，4.39(s,2H,CH2)，8.81(s,1H,CH)，804(s,1H, CH), 7.38(d,2H, CH), 7.21(d,2H, CH), 7.35(d,1H, CH), 7.18(t,1H, CH), 7.66(t,1H, CH), 7.55(d,1H, CH), and the result of nuclear magnetic characterization shows that the chlorated glucoside paeoniflorin is used for modifying the flutriafol to obtain the flutriafol derivative.
3. Determination of flutriafol derivative bactericidal algicidal property
In the experiment, a plate counting method is adopted to test the killing rate (sterilization rate) of the flutriafol derivatives and the flutriafol after being added with the medicine for 2 hours, and a spectrophotometry method is utilized to test the inhibition rate of the sample on the algae (chlorella pyrenoidosa) after being added with the medicine for 24 hours; wherein the addition amount of the flutriafol derivative and the flutriafol is 0.05 percent, and a test group without the flutriafol derivative and the flutriafol is used as a blank group.
TABLE 1 Fungicide and algicide rates of flutriafol derivatives and flutriafol
| Test group | Sterilizing rate (%) | Inhibition ratio (%) |
| Blank group | -- | -- |
| Flutriafol derivative | 99.6 | 87.2 |
| Flutriafol | 94.8 | 78.5 |
Table 1 shows the bactericidal and algicidal rates of flutriafol derivatives and flutriafol. As can be seen from Table 1, the sterilizing rate of the flutriafol derivative test group after 2 hours reaches 99.6%, and the algae inhibition rate after 24 hours is higher than 87%; the sterilization rate of the flutriafol test group after 2 hours is 94.8%, and the algae inhibition rate after 24 hours is lower than 80%; comparing the flutriafol derivative test group with the flutriafol test group and the blank group, the bactericidal rate and the algae removal inhibition rate of the flutriafol derivative test group are higher than those of the flutriafol test group and the blank group, which shows that the flutriafol derivative obtained by modifying the flutriafol with the chlorinated glucoside paeoniflorin has better bactericidal and algae removal effects and improves the bactericidal and algae removal effects.
4. Determination of Effect of flutriafol derivative on plant control
In a greenhouse, plant seedlings with consistent growth are selected, tomatoes are adopted in the experiment, liquid medicine with proper concentration of each test medicament on living bodies is prepared, and then the following test treatments are respectively carried out: (1) protection: spraying medicinal liquid respectively containing flutriafol derivatives and flutriafol on the front and back surfaces of the tomato leaves by using clear water as a blank group and spraying 20-25 suspension liquid per visual field (10 x 40 times) on the back surfaces of the tomato leaves after 24 hours; (2) the treatment effect is as follows: spraying about 20-25 suspension of the Periploca robusta in each visual field (10 times by 40 times) on the back of the tomato leaves by using an oil-free vacuum pump; after 24h, spraying clear water as a blank group, and spraying medicinal liquid respectively containing flutriafol derivatives and flutriafol on the front and back surfaces of the leaves by using an oil-free vacuum pump. After the suspension and the liquid medicine of the roba are dried, the roba is placed in a small sealed plastic support shed with the temperature of about 25 ℃ for culture until the disease degree of the blank control leaves is suitable for statistical survey of disease indexes, and the prevention and treatment effect is calculated.
TABLE 2 Functions of teflubenzuron derivatives on control of plants
Table 2 shows the control effect of flutriafol derivatives on plants. As can be seen from Table 2, the control effect of the flutriafol derivative test group is higher than 96%, the control effect of the flutriafol test group is 82.7%, and compared with the flutriafol derivative test group, the control effect of the flutriafol derivative test group is higher than that of the blank group and the flutriafol test group, namely the flutriafol derivative has better control effect on plants. Therefore, the flutriafol derivative is obtained by modifying the flutriafol with the chloridized glucoside paeoniflorin, so that the control effect on plant diseases and insect pests is improved.
4. Determination of the dyeability of the flutriafol derivative
This experiment adopts certain quality cotton and the same polyamide fibre of size to sew up the back dyeing along the minor face, and the dyeing condition is: 2 percent of reactive dye (weight of cotton cloth), 0.02 percent of flutriafol derivative or 0.02 percent of flutriafol, 40g/L of anhydrous sodium sulphate, 8g/L of sodium carbonate, a bath ratio of 1:40, dyeing at 35 ℃, heating to 65 ℃ at 1 ℃/min, keeping the temperature for 30min, adding the sodium carbonate at 65 ℃, fixing the color for 60min, and taking the mixture as a test group. A set of experiments without the addition of flutriafol derivatives was set as a blank. And (3) sewing another nylon with the same size and dyed cotton cloth along the short edge, and then soaping, wherein the soaping conditions are as follows: 2g/L soaping agent, 2g/L sodium carbonate, a bath ratio of 1:40, a soaping temperature of 80 ℃ and a time of 15 min. And (3) transferring the standard dye solution into a 250mL volumetric flask, diluting the standard dye solution to a scale with distilled water, sucking 5mL of the standard dye solution, transferring the standard dye solution into a 100mL volumetric flask, diluting the standard dye solution to the scale with distilled water, and shaking the standard dye solution uniformly for later use. 20mL of the residual stain solution in the 250mL volumetric flask was aspirated and transferred into a 100mL volumetric flask and diluted to the mark with distilled water, and shaken up for use. The absorbance of the dye liquor at the maximum wavelength is determined on an ultraviolet-visible spectrophotometer. The dye uptake percentage E (%) was calculated as follows.
E＝100-(B×100/A×4)
In the formula: a is the absorbance of the dyeing stock solution; b is the absorbance of the dyeing residue.
Transferring the standard soap solution into a 250mL volumetric flask, diluting to the scale with distilled water, sucking 5mL of the standard soap solution, transferring into a 100mL volumetric flask, diluting to the scale with distilled water, and shaking uniformly for later use. Mixing the reduced soap boiling residual liquid with the dyeing cloth washing liquid, transferring into a 250mL volumetric flask, diluting with distilled water to a scale, sucking 20mL of the solution, transferring into a 100mL volumetric flask, diluting with distilled water to a scale, and shaking uniformly for later use. The absorbance of the dye liquor at the maximum wavelength is determined on an ultraviolet-visible spectrophotometer. The fixation ratio F (%) was calculated as follows.
F＝E-Y
Y＝C×100/D×4
In the formula: e is the dye uptake (%); y is the amount (%) of unfixed dye under soaping washing; d is the optical density value of the standard soap solution; c is the light density value of the soap boiling residual liquid.
TABLE 3 measurement results of the dyeability and color fastness of flutriafol derivatives
Table 3 shows the results of measurement of the dyeing property and the color fastness of the flutriafol derivative. As can be seen from Table 3, the dye uptake of the tebuconazole derivative test group on the textile is higher than 88%, the color fixing rate is higher than 78%, the dye uptake and the color fixing rate of the tebuconazole test group and the blank group are almost the same, and no obvious difference exists, which indicates that the tebuconazole has almost no influence on the improvement of the textile dyeing and color fixing effects; comparing the test group with a blank group and a flutriafol test group, wherein the dye uptake and the color fixing rate of the flutriafol derivative test group are higher than those of the blank group and the flutriafol test group; therefore, the flutriafol derivative obtained by modifying the flutriafol with the chloridized glucoside paeoniflorin can improve the dye-uptake and the color fixing rate of the textile and has better dyeing and color fixing effects on the textile product.
Test example 2
1. Determination of sterilization and algae removal performance of bactericide for coilia ectenes culture
The method for measuring the bactericide for coilia ectenes culture by the experiment is tested according to the test of the bactericidal and algicidal properties of the flutriafol derivative in test example 1 and 2.
Fig. 2 shows the bactericidal rate and the algae removal inhibition rate of the disinfectant for coilia ectenes aquaculture. As can be seen from fig. 2, the sterilization rate of examples 1 to 3 is higher than 99.5%, the algae removal inhibition rate is higher than 89%, the sterilization rate of example 4 is lower than 94%, the algae removal inhibition rate is lower than 82%, comparing example 1 with example 4, the sterilization rate and the algae removal inhibition rate of example 1 are higher than those of example 4, which shows that the sterilizing rate and the algae removal inhibition rate of the bactericide for culturing coilia ectenes are improved by modifying the flutriafol with the chlorinated glucoside paeoniflorin to obtain the flutriafol derivative; the bactericide for coilia ectenes cultivation in the example 5 has almost no bactericidal and algicidal effects, the bactericidal rate of the examples 6 to 8 is higher than 95%, the algicidal inhibition rate is higher than 85%, and compared with the examples 1 and 6 to 8, the bactericidal rate and the algicidal inhibition rate of the example 1 are higher than those of the examples 6 to 8, which shows that the bactericidal rate and the algicidal inhibition rate of the bactericide for coilia ectenes cultivation are further improved by simultaneously adding acesulfame potassium and citrus yellow to the bactericide for coilia ectenes cultivation containing a flutriafol derivative, namely the bactericidal and algicidal effects of the flutriafol derivative are further improved.
2. Determination of penetration slime and dispersion slime of bactericide for coilia ectenes culture
The experiment is carried out by adopting the coilia ectenes culture circulating water system, 50-80 mg/L of the coilia ectenes culture bactericide is put into the coilia ectenes culture circulating water system, and the slime content of the circulating water system after 24 hours is measured.
Fig. 3 shows the amount of adhesion of the disinfectant for coilia ectenes aquaculture. As can be seen from FIG. 3, the amount of slime in the circulating water system before adding chemicals was 40mL/m3After 24 hours after dosing, the slime amount of the examples 1-3 is less than 10.5mL/m3Example 4 has a slime volume higher than 20mL/m3Comparing example 1 with example 4, the amount of slime in example 1 is lower than that in example 4, which shows that the improvement of the killing effect of coilia ectenes culture on the flutriafol by using the chloridized glucoside paeony element to modify the flutriafol to obtain the flutriafol derivativeThe microbial inoculum has depolymerization effect on slime, namely has good functions of penetrating and dispersing the slime; the disinfectant for coilia ectenes aquaculture of example 5 hardly penetrated slime and dispersed slime, and the slime amount of examples 6 to 8 was less than 14mL/m3Comparing example 1 with examples 6 to 8, the amount of slime in example 1 is lower than that in examples 6 to 8, which shows that the effect of penetrating and dispersing the slime of the disinfectant for coilia ectenes by adding acesulfame potassium and citrus yellow to the disinfectant for coilia ectenes containing flutriafol derivative is further improved.
3. Determination of coilia ectenes growth rate of bactericide for coilia ectenes culture
Simulating the growth environment of the squid culture, adding 0.05% of the disinfectant for culturing the coilia ectenes into the squid culture water body, and taking a test group without adding the disinfectant for culturing the coilia ectenes as a blank group; after 540 fries of coilia ectenes are stocked for 1 month, randomly sampling 30 fries of coilia ectenes to determine the quality of the coilia ectenes, wherein the salinity of seawater during the culture period is 5-15. Calculating the daily average increase of the physical quality according to the following formula:
increase (g/d) — (W)2-W1)/(t2-t1)
In the formula: w1、W2Are each t1、t2Body mass of squid.
Fig. 4 shows the daily increase of the body mass of coilia ectenes. As can be seen from FIG. 4, the growth of the coilia ectenes in examples 1-3 is higher than 2.4g/d, and the growth of the coilia ectenes in examples 4 and 5 is not obviously different from that of the blank group, which indicates that the growth of the coilia ectenes is hardly promoted by the flutriafol, the acesulfame potassium and the citrus yellow coilia ectenes; comparing example 1 with example 4, the increase of example 1 is higher than that of example 4, which shows that the growth rate of coilia ectenes is improved by modifying the flutriafol with the chloridized glucoside paeoniflorin to obtain the flutriafol derivative; the increase of the example 6 to 8 is higher than 2.25g/d, and the increase of the example 1 is higher than the increase of the example 6 to 8 compared with the example 1 and the example 6 to 8, which shows that the effect of the bactericide for the culture of coilia ectenes on the growth rate of the coilia ectenes is further improved by adding the acesulfame potassium and the citrus yellow to the bactericide for the culture of coilia ectenes containing the flutriafol.
Conventional operations in the operation steps of the present invention are well known to those skilled in the art and will not be described herein.
The above embodiments are merely illustrative, and not restrictive, and those skilled in the art can make various changes and modifications without departing from the spirit and scope of the invention. Therefore, all equivalent technical solutions also belong to the scope of the present invention, and the protection scope of the present invention should be defined by the claims.
Claims (8)
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