CN112552360B - Disinfectant for culturing coilia ectenes and preparation method thereof - Google Patents

Disinfectant for culturing coilia ectenes and preparation method thereof Download PDF

Info

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
Authority
CN
China
Prior art keywords
flutriafol
derivative
coilia ectenes
disinfectant
solution
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN202011464414.1A
Other languages
Chinese (zh)
Other versions
CN112552360A (en
Inventor
印瑞
蒋日进
朱文斌
陈�峰
刘志坚
李霞芳
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Zhejiang Marine Fisheries Research Institute
Original Assignee
Zhejiang Marine Fisheries Research Institute
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
Application filed by Zhejiang Marine Fisheries Research Institute filed Critical Zhejiang Marine Fisheries Research Institute
Priority to CN202011464414.1A priority Critical patent/CN112552360B/en
Publication of CN112552360A publication Critical patent/CN112552360A/en
Application granted granted Critical
Publication of CN112552360B publication Critical patent/CN112552360B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/04Heterocyclic radicals containing only oxygen as ring hetero atoms
    • C07H17/06Benzopyran radicals
    • C07H17/065Benzo[b]pyrans
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647Triazoles; Hydrogenated triazoles
    • A01N43/6531,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/88Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N65/00Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N65/00Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/08Magnoliopsida [dicotyledons]
    • A01N65/36Rutaceae [Rue family], e.g. lime, orange, lemon, corktree or pricklyash
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00Processes for the preparation of sugar derivatives
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/38General 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
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/64General 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
    • D06P1/642Compounds containing nitrogen
    • D06P1/6426Heterocyclic compounds
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/24Polyamides; Polyurethanes
    • D06P3/248Polyamides; Polyurethanes using reactive dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/66Natural or regenerated cellulose using reactive dyes

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Environmental Sciences (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Agronomy & Crop Science (AREA)
  • Textile Engineering (AREA)
  • Biotechnology (AREA)
  • Mycology (AREA)
  • Microbiology (AREA)
  • Molecular Biology (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • Botany (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention discloses a bactericide for culturing coilia ectenes and a preparation method thereof; the preparation method comprises the following steps: adding sodium hydride and DMF into a double-mouth bottle with a thermometer, magnetically stirring, and cooling with ice water to obtain a solution A; uniformly mixing flutriafol and DMF, dropwise adding the mixture into the solution A, removing the ice bath, and naturally returning to room temperature to obtain a solution B; dropwise adding the glucosinolate paeoniflorin into the solution B, then pouring the reaction solution into a separating funnel containing sodium bicarbonate, extracting with ethyl acetate, combining organic phases, drying, carrying out suction filtration, and concentrating to obtain a flutriafol derivative; the flutriafol derivative, the acesulfame potassium and the citrus yellow are compounded to obtain the disinfectant for culturing the coilia ectenes. The flutriafol derivative has a structural formula as follows:

Description

Disinfectant for culturing coilia ectenes and preparation method thereof
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:
Figure BDA0002833617400000011
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:
Figure BDA0002833617400000031
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.
Grade standard 0 grade of tomato leaf mold: no disease spots on the leaves; level 1: the area of the lesion spots accounts for less than 25% of the area of the leaves; the 3-grade lesion spot area accounts for less than 26-50% of the leaf area; and 5, stage: the area of the scab accounts for less than 51-75% of the leaf surface; the area of the lesion spots accounts for more than 75 percent of the area of the leaves.
TABLE 2 Functions of teflubenzuron derivatives on control of plants
Figure BDA0002833617400000061
Figure BDA0002833617400000071
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
Figure BDA0002833617400000072
Figure BDA0002833617400000081
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)

1. A flutriafol derivative, which has the following structural formula:
Figure DEST_PATH_IMAGE002
2. use of the flutriafol derivative according to claim 1 for producing a bactericide for coilia ectenes aquaculture.
3. A bactericide for coilia ectenes culture, comprising the flutriafol derivative according to claim 1.
4. The disinfectant for coilia ectenes aquaculture according to claim 3, wherein: the usage amount of the disinfectant for coilia ectenes culture in the coilia ectenes culture water body is 0.02-0.08% of the culture water body.
5. The disinfectant for coilia ectenes aquaculture according to claim 3, further comprising acesulfame potassium and citrus yellow.
6. The method for preparing the disinfectant for coilia ectenes aquaculture according to claim 5, comprising the following steps of:
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.
7. The method for preparing a disinfectant for coilia ectenes aquaculture according to claim 6, wherein the disinfectant comprises the following components: the weight ratio of the flutriafol derivative to the acesulfame potassium to the orange yellow is 5-25: 1-3: 1-5.
8. Use of acesulfame potassium, citrus yellow and the flutriafol derivative of claim 1 for the preparation of bactericidal algicides.
CN202011464414.1A 2020-12-14 2020-12-14 Disinfectant for culturing coilia ectenes and preparation method thereof Active CN112552360B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202011464414.1A CN112552360B (en) 2020-12-14 2020-12-14 Disinfectant for culturing coilia ectenes and preparation method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202011464414.1A CN112552360B (en) 2020-12-14 2020-12-14 Disinfectant for culturing coilia ectenes and preparation method thereof

Publications (2)

Publication Number Publication Date
CN112552360A CN112552360A (en) 2021-03-26
CN112552360B true CN112552360B (en) 2022-03-29

Family

ID=75064039

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202011464414.1A Active CN112552360B (en) 2020-12-14 2020-12-14 Disinfectant for culturing coilia ectenes and preparation method thereof

Country Status (1)

Country Link
CN (1) CN112552360B (en)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002017945A1 (en) * 2000-08-31 2002-03-07 Hauser, Inc. Efficient method for producing compositions enriched in anthocyanins
WO2006106811A1 (en) * 2005-03-31 2006-10-12 Mitsui Chemicals, Inc. Pesticidal composition
CN101379973A (en) * 2008-08-06 2009-03-11 张少武 Sterilization wettable powder containing flutriafol

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002017945A1 (en) * 2000-08-31 2002-03-07 Hauser, Inc. Efficient method for producing compositions enriched in anthocyanins
WO2006106811A1 (en) * 2005-03-31 2006-10-12 Mitsui Chemicals, Inc. Pesticidal composition
CN101379973A (en) * 2008-08-06 2009-03-11 张少武 Sterilization wettable powder containing flutriafol

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Qualitative/Chemical Analyses of Ankaferd Hemostat and Its Antioxidant Content in Synthetic Gastric Fluids;Ahmet Koluman et al.;《BioMed Research International》;20161231;第1-8页 *
一种高效杀菌剂粉唑醇的研究进展;戚晶晶;《科技创新导报》;20191231(第24期);第83、85页 *

Also Published As

Publication number Publication date
CN112552360A (en) 2021-03-26

Similar Documents

Publication Publication Date Title
SA92120483B1 (en) Hydroponic crop production
CN112741025A (en) Method for cultivating grouper seedlings
CN104938428A (en) Technical method for breeding hirudo in pond net cages
CN104788175B (en) Trichoderma biologic grain agent and its preparation method and application
CN110447413B (en) Watermelon fusarium oxysporum physiological race 2 resistance induction method
CN101766173B (en) Application of whiteflower hogfennel root coumarin II in inducing paddy rice to resist rice blast and cold
CN104957063B (en) River crab master supports the ecological prevention method of pond moss
CN110074027A (en) The method that a kind of river crab pond water plant recycles
CN107729285B (en) Irrigation and salt-washing flow calculation method for saline-alkali pond culture
CN112552360B (en) Disinfectant for culturing coilia ectenes and preparation method thereof
CN109628550A (en) A kind ofly by the screening technique of chrysanthemum anti-blight kind
CN104276669B (en) A kind of microbial water-purifying agent for loach breeding water and preparation method thereof
CN111690555A (en) Pseudomonas, microbial inoculum and application thereof
CN107858315B (en) Bacillus amyloliquefaciens for preventing and treating lotus seed rot disease and application thereof
CN108157367B (en) Application of 2, 6-di-tert-butyl-p-cresol as plant disease-resistant activator in apple leaf
CN103271093B (en) Method for preventing soil-borne diseases of crops by using ammonium-reinforced biogas slurry
CN101891539B (en) Water hyacinth biogas slurry-based plant source foliar insecticide-fertilizer, preparation method and application
CN106069159B (en) The inoculation method of blood aspidistra
CN112956483B (en) Compound phytocin A for inhibiting growth of weed seeds
CN114711130A (en) Method for improving saline-alkali resistance of wheat by quinoa polysaccharide
CN107603777A (en) A kind of Chinese medicine environmental-protective detergent and preparation method thereof
CN104276664B (en) A kind of microbial water-purifying agent for steamed crab aquaculture water and preparation method thereof
CN106172454A (en) A kind of root rot of alfalfa seed coat agent and preparation method thereof
CN113785765A (en) Kit for visually researching interaction relation between plant and nematode, method and application
CN104351179A (en) Agricultural bacteriostatic activity of 8-phenyl (isopropyl) cumarin

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant