Bactericide containing organic metal salt and preparation method thereof

Abstract

The invention discloses a bactericide containing organic metal salt and a preparation method thereof, the bactericide is generated by chemical reaction of N-phenyl-o-carboxybenzamide and metal inorganic salt, and the preparation method specifically comprises the following steps: adding the metal inorganic salt into water to obtain a metal inorganic salt solution; adding N-phenyl o-carboxybenzamide into the metal inorganic salt solution to obtain a mixture A; heating the mixture A to 55-90 DEG C, keeping the constant temperature for 60-150 minutes, cooling the mixture A to room temperature after the reaction is finished, and then adjusting the pH value of the mixture A to 6-10 to obtain a mixture B; and heating the mixture B to 70-90 DEG C, keeping the constant temperature for 3-5 hours, cooling the mixture B to room temperature after the reaction is finished, filtering, and drying the filtered solid to obtain the bactericide. The bactericide disclosed by the invention not only has good sterilization and control effects on apple tree canker and kiwi fruit canker, but also has a certain regulation effect on plant growth.

Description

Technical Field

[0001] The invention belongs to the technical field of pesticide fungicides, and specifically relates to a fungicide containing an organic metal salt and a preparation method thereof. Background Art

[0002] N-phenyl-o-carboxybenzamide (N-phenyl-phthalamic acid), also known as "phthalamic acid", is a plant growth regulator developed by the Hungarian Neviki Chemical Industry Institute in 1982. It was commercially produced and put into use in 1993. The active ingredients of N-phenyl-o-carboxybenzamide can quickly enter the plant body through foliar spraying, and have the following effects: 1. Promote flowering and pregnancy, can promote the formation of chlorophyll and anthocyanin, alleviate the problem of insufficient endogenous hormones in the flowering period of plants, meet the requirements of flower bud differentiation for growth hormones, and promote the movement of nutrients to flower buds to induce flowering. 2. Preserve flowers and fruits, enhance plant cell vitality, can make the ovary and nectar cells divide normally, and the stigma is relatively elongated, which is conducive to pollination and fertilization; it can prevent the separation of petioles and fruit stalks at the base, prevent physiological and pre-harvest fruit drop, and the natural maturity period can be advanced by 5-7 days. 3. Improve the photosynthetic efficiency of leaves and make the leaves dark green. 4. Improve the fruit setting rate, reduce the occurrence of fruit drop, make the fruit swell, and increase the fruit weight. 5. Enhance stress resistance and strengthen the ability of plants to resist adverse climates such as low temperature, frost, rain, drought and strong wind.

[0003] The invention patent "A fungicide and yield-increasing composition containing benzylidene acid" with application number 201210140002.1, publication number CN 102657198 A and publication date 2012.09.12, includes a first active ingredient, benzylidene acid, and a second active ingredient, a methoxyacrylate fungicide; wherein the methoxyacrylate fungicide is selected from azoxystrobin, kresoxim-methyl, pyraclostrobin, trifloxystrobin, and enoxamyl. Benzylidene acid is a plant growth regulator with biological activity, and methoxyacrylates are fungicides. The patent adds benzylidene acid, a plant growth regulator that promotes crop flower and fruit preservation and increases crop yield, to the methoxyacrylate fungicide, which can not only alleviate the symptoms of crop growth stunting, flower and fruit drop, and other phytotoxicity caused by improper use of methoxyacrylate fungicides, but also reduce the dosage of such fungicides. The bactericidal and yield-increasing composition can prevent and treat anthrax, powdery mildew and downy mildew of crops, and can also increase crop yields. However, paragraph 9 of the patent specification clearly states that "a plant growth regulator, phenylamino acid, which promotes the preservation of flowers and fruits of crops and increases crop yields, is added to the methoxyacrylate fungicide." That is to say, although phenylamino acid is added to the fungicide, it cannot directly kill bacteria and only plays the role of a plant growth regulator in the fungicide. In addition, the fungicide component in this patent has certain limitations. The methoxyacrylate fungicide is only active against some fungi and has no effect on bacteria. Summary of the invention

[0004] The purpose of the present invention is to provide a fungicide containing an organic metal salt, which not only has a good fungicidal and preventive effect on apple tree rot and kiwifruit canker, but also can play a certain regulatory role on plant growth.

[0005] Another object of the present invention is to provide a method for preparing the above-mentioned fungicide.

[0006] The technical solution adopted by the present invention is:

[0007] A fungicide containing an organic metal salt, the chemical formula of the fungicide is,

[0008] (C 14 H 10 NO3) X R

[0009] In the chemical formula, R is one of La, Ce, Ca, Mg, Cu, Mn, Zn or Fe; in the chemical formula, X=2 to 4.

[0010] When X=2, the chemical structure of the fungicide is:

[0011]

[0012] When X=3, the chemical structure of the fungicide is:

[0013]

[0014] When X=4, the chemical structure of the fungicide is:

[0015]

[0016] In the above three chemical structural formulas, R is one of La, Ce, Ca, Mg, Cu, Mn, Zn or Fe.

[0017] The preparation method of the above-mentioned organic metal salt fungicide comprises the following specific steps:

[0018] Step 1,

[0019] First, weigh N-phenyl o-carboxybenzamide and a metal inorganic salt, wherein the mass ratio of N-phenyl o-carboxybenzamide to the metal inorganic salt is (1.74-3.24):1;

[0020] Step 2,

[0021] Adding a metal inorganic salt into water and stirring evenly to fully dissolve the metal inorganic salt, thereby obtaining a metal inorganic salt solution; wherein the volume molar concentration of the metal inorganic salt in the metal inorganic salt solution is 0.15 to 0.3 mol / L;

[0022] Step 3,

[0023] Adding N-phenyl o-carboxybenzamide to the metal inorganic salt solution and stirring evenly to obtain a mixture A;

[0024] Step 4,

[0025] Heat the mixture A to 55°C to 90°C while stirring; then, keep the mixture A at a constant temperature of 55°C to 90°C for 60 to 150 minutes while continuing to stir, so that the substances in the mixture A can fully react; continue to stir after the reaction is completed until the temperature of the mixture A drops to room temperature;

[0026] Step 5,

[0027] Adding sodium hydroxide to mixture A, adjusting the pH value of mixture A to 6-10, and obtaining mixture B; then heating mixture B to 70-90° C. while stirring; then maintaining mixture B at a constant temperature of 70-90° C. for 3-5 hours under the condition of continued stirring, so that the substances in mixture B can fully react; and continuing stirring after the reaction is completed until the temperature of mixture B drops to room temperature;

[0028] Step 6,

[0029] The mixture B cooled to room temperature is filtered, and the filtered solid is dried to obtain a fungicide containing an organic metal salt.

[0030] Among them, the metal inorganic salt is one of lanthanum nitrate, lanthanum chloride, cerium nitrate, cerium chloride, calcium chloride, calcium nitrate, magnesium chloride, magnesium nitrate, magnesium sulfate, copper nitrate, copper chloride, copper sulfate, zinc nitrate, zinc chloride, zinc sulfate, manganese nitrate, manganese chloride, manganese sulfate, ferrous nitrate, ferrous chloride or ferrous sulfate.

[0031] Further, the preparation method of the organic metal salt fungicide, the specific operation steps are as follows:

[0032] Step 1,

[0033] First, weigh N-phenyl o-carboxybenzamide and a metal inorganic salt, wherein the mass ratio of N-phenyl o-carboxybenzamide to the metal inorganic salt is 2.13:1; the metal inorganic salt is copper sulfate pentahydrate;

[0034] Step 2,

[0035] Add copper sulfate pentahydrate into water and stir evenly to fully dissolve the copper sulfate pentahydrate to obtain a copper sulfate solution; the copper sulfate solution has a volume molar concentration of 0.3 mol / L;

[0036] Step 3,

[0037] Adding N-phenyl o-carboxybenzamide to the copper sulfate solution and stirring evenly to obtain a mixture A;

[0038] Step 4,

[0039] The mixture A is heated to 80° C. while being stirred; then, the mixture A is kept at a constant temperature of 80° C. for 100 minutes while being stirred continuously to allow the substances in the mixture A to fully react; after the reaction is completed, stirring is continued until the temperature of the mixture A drops to room temperature;

[0040] Step 5,

[0041] Sodium hydroxide is added to mixture A to adjust the pH value of mixture A to 8 to obtain mixture B; then mixture B is heated to 85° C. while stirring; then, mixture B is kept at a constant temperature of 85° C. for 4 hours while continuing to stir, so that the substances in mixture B are fully reacted; after the reaction is completed, stirring is continued until the temperature of mixture B drops to room temperature;

[0042] Step 6,

[0043] The mixture B cooled to room temperature is filtered, and the filtered solid is dried to obtain a fungicide containing an organic metal salt, the chemical formula of which is (C 14 H 10NO3)2Cu.

[0044] The beneficial effects of the present invention are as follows:

[0045] 1. The fungicide containing organic metal salts is obtained by reacting N-phenyl-o-carboxybenzamide with metal inorganic salts; after the fungicide is sprayed on plant leaves, the organic metal salts form an effective protective layer on the surface of the plant leaves, thereby inhibiting the germination and invasion of pathogens, and achieving the purpose of preventing and controlling diseases. There are two ways for these organic metal salts to enter the plant body: one is to enter the plant body under the acidification of water on the plant surface, and the other is that the organic metal salts directly enter the plant body after the fungicide of the present invention is sprayed on the plant leaves; after the organic metal salts enter the plant body, they gradually release metal ions through biochemical reactions in the plant body, and the released metal ions combine with the proteins of pathogens to cause the pathogen proteins to denature and die, ultimately achieving the prevention and control of diseases.

[0046] 2. The fungicide of the present invention also plays a certain regulatory role on plant growth. The fungicide releases N-phenyl-o-carboxybenzamide into the plant body through the acidification of water on the plant surface, or the organic metal salt enters the plant body and then gradually releases N-phenyl-o-carboxybenzamide through the biochemical reaction in the plant body; N-phenyl-o-carboxybenzamide, as a plant growth regulator, can transport nutrients to growth points such as flower buds, enhance the vitality of crop cells, promote the synthesis of chlorophyll, and enhance the stress resistance of crops; it is beneficial to fertilization and pollination, and induces flower buds to bloom and bear fruit; it prevents physiological fruit drop and fruit drop before harvest, and matures early, induces the fruit of a single ear plant to swell, and has obvious flower and fruit protection effects.

[0047] 3. The fungicide of the present invention has a good fungicidal and preventive effect on apple tree rot and kiwi fruit canker.

[0048] 4. The synthesis process of the fungicide of the present invention is simple, under normal temperature and pressure, without environmental pollution, and safe and environmentally friendly. BRIEF DESCRIPTION OF THE DRAWINGS

[0049] Figure 1 This is a graph showing the results of an indoor toxicity test of the fungicide of the present invention against apple tree rot;

[0050] Figure 2 This is a graph showing the results of an indoor toxicity test of the fungicide of the present invention against kiwifruit canker. DETAILED DESCRIPTION

[0051] The present invention provides a fungicide containing an organic metal salt, the chemical formula of the fungicide is:

[0052] (C 14 H 10 NO3) X R

[0053] In the chemical formula, R is one of La, Ce, Ca, Mg, Cu, Mn, Zn or Fe;

[0054] In the chemical molecular formula, X=2~4.

[0055] When X=2, the chemical structural formula of the fungicide of the present invention is:

[0056]

[0057] When X=3, the chemical structural formula of the fungicide of the present invention is:

[0058]

[0059] When X=4, the chemical structural formula of the fungicide of the present invention is:

[0060]

[0061] In the above three chemical structural formulas, R is one of La, Ce, Ca, Mg, Cu, Mn, Zn or Fe.

[0062] The bactericide of the invention is produced by chemical reaction between N-phenyl o-carboxybenzamide and metal inorganic salt.

[0063] The metal inorganic salt is one of lanthanum nitrate, lanthanum chloride, cerium nitrate, cerium chloride, calcium chloride, calcium nitrate, magnesium chloride, magnesium nitrate, magnesium sulfate, copper nitrate, copper chloride, copper sulfate, zinc nitrate, zinc chloride, zinc sulfate, manganese nitrate, manganese chloride, manganese sulfate, ferrous nitrate, ferrous chloride or ferrous sulfate.

[0064] N-phenyl o-carboxybenzamide, its molecular structure is as follows:

[0065]

[0066] From the molecular structure of N-phenyl-o-carboxybenzamide, it can be seen that N-phenyl-o-carboxybenzamide contains a carbonyl group and lone pair electrons N and O elements; in addition to the bonding electrons used to form covalent bonds in the molecule, there are also non-bonding electrons in the outermost electron layer of the atom that are not used to form covalent bonds; and the carbonyl group of N-phenyl-o-carboxybenzamide reacts with metal ions in metal inorganic salts to form organic metal salts.

[0067] After the fungicide of the present invention is sprayed on plant leaves, the organic metal salt forms an effective protective layer on the surface of the plant leaves, thereby inhibiting the germination and invasion of pathogens, and achieving the purpose of preventing and controlling diseases. These organic metal salts enter the plant body in two ways: one is to enter the plant body under the acidification effect of water on the plant surface, and the other is that the organic metal salt directly enters the plant body after the fungicide of the present invention is sprayed on the plant leaves; after the organic metal salt enters the plant body, it gradually releases metal ions through biochemical reactions in the plant body, and the released metal ions combine with the protein of the pathogen to cause the pathogen protein to denature and die, ultimately achieving the prevention and control of diseases.

[0068] The present invention is described in detail below through specific embodiments.

[0069] Example 1

[0070] A method for preparing an organic metal salt fungicide, the specific steps of which are as follows:

[0071] Step 1,

[0072] First weigh 122 g of N-phenyl o-carboxybenzamide and 50 g of lanthanum nitrate monohydrate;

[0073] Step 2,

[0074] 50 g of lanthanum nitrate monohydrate was added to 1 L of water and stirred for 20 minutes to fully dissolve the lanthanum nitrate monohydrate to obtain a lanthanum nitrate solution; the volume molar concentration of lanthanum nitrate in the lanthanum nitrate solution was 0.15 mol / L;

[0075] Step 3,

[0076] Add 122 g of N-phenyl o-carboxybenzamide to the lanthanum nitrate solution and stir evenly to obtain a mixture A;

[0077] Step 4,

[0078] The mixture A is heated to 70° C. while being stirred; then, the mixture A is kept at a constant temperature of 70° C. for 120 minutes while being stirred continuously to allow the substances in the mixture A to fully react; after the reaction is completed, stirring is continued until the temperature of the mixture A drops to room temperature;

[0079] Step 5,

[0080] 17 g of sodium hydroxide was added to mixture A to adjust the pH value of mixture A to 7, thereby obtaining mixture B; mixture B was then heated to 80° C. while being stirred; mixture B was then kept at a constant temperature of 80° C. for 3 hours while continuing to stir, so that the substances in mixture B were fully reacted; stirring was continued after the reaction was completed until the temperature of mixture B dropped to room temperature;

[0081] Step 6,

[0082] The mixture B cooled to room temperature is filtered, and the filtered solid is dried to finally obtain 100 g of a fungicide containing an organic metal salt, the chemical formula of which is (C 14 H 10 NO3)3La.

[0083] The chemical structure of the fungicide is:

[0084]

[0085] The chemical reaction equation of the bactericide obtained in Example 1 is:

[0086] 3C 14 H 11 NO3+H2LaN3O 10 =(C 14 H 10 NO3)3La+3HNO3+H2O

[0087] Example 2

[0088] A method for preparing an organic metal salt fungicide, the specific steps of which are as follows:

[0089] Step 1,

[0090] First weigh 240 g of N-phenyl o-carboxybenzamide and 74 g of cerium chloride;

[0091] Step 2,

[0092] 74 g of cerium chloride was added to 1 L of water and stirred for 30 minutes to fully dissolve the cerium chloride to obtain a cerium chloride solution; the volume molar concentration of cerium chloride in the cerium chloride solution was 0.3 mol / L;

[0093] Step 3,

[0094] Add 240 g of N-phenyl o-carboxybenzamide to the cerium chloride solution and stir evenly to obtain a mixture A;

[0095] Step 4,

[0096] The mixture A is heated to 90° C. while being stirred; then, the mixture A is kept at a constant temperature of 90° C. for 60 minutes while being stirred continuously to allow the substances in the mixture A to fully react; after the reaction is completed, stirring is continued until the temperature of the mixture A drops to room temperature;

[0097] Step 5,

[0098] 34 g of sodium hydroxide was added to the mixture A to adjust the pH value of the mixture A to 6 to obtain a mixture B; the mixture B was then heated to 70° C. while being stirred; the mixture B was then kept at a constant temperature of 70° C. for 5 hours while continuing to stir, so that the substances in the mixture B were fully reacted; after the reaction was completed, stirring was continued until the temperature of the mixture B dropped to room temperature;

[0099] Step 6,

[0100] The mixture B cooled to room temperature was filtered, and the filtered solid was dried to finally obtain 195 g of a fungicide containing an organic metal salt, the chemical formula of which is (C 14 H 10 NO3)3Ce.

[0101] The chemical structure of the fungicide is:

[0102]

[0103] The chemical reaction equation of the bactericide obtained in Example 2 is:

[0104] 3C 14 H 11 NO3+CeCl3=(C 14 H 10 NO3)3Ce+3HCl

[0105] Example 3

[0106] A method for preparing an organic metal salt fungicide, the specific steps of which are as follows:

[0107] Step 1,

[0108] First weigh 100 g of N-phenyl o-carboxybenzamide and 57.5 g of zinc sulfate heptahydrate;

[0109] Step 2,

[0110] 57.5 g of zinc sulfate heptahydrate was added into 1 L of water and stirred for 25 minutes to fully dissolve the zinc sulfate heptahydrate to obtain a zinc sulfate solution; the volume molar concentration of zinc sulfate in the zinc sulfate solution was 0.2 mol / L;

[0111] Step 3,

[0112] Add 100 g of N-phenyl o-carboxybenzamide to the zinc sulfate solution and stir evenly to obtain a mixture A;

[0113] Step 4,

[0114] The mixture A is heated to 55° C. while being stirred; then, the mixture A is kept at a constant temperature of 55° C. for 150 minutes while being stirred continuously to allow the substances in the mixture A to fully react; after the reaction is completed, stirring is continued until the temperature of the mixture A drops to room temperature;

[0115] Step 5,

[0116] 17 g of sodium hydroxide was added to the mixture A, and the pH value of the mixture A was adjusted to 10 to obtain a mixture B; then the mixture B was heated to 90° C. while being stirred; then, the mixture B was kept at a constant temperature of 90° C. for 3 hours while continuing to stir, so that the substances in the mixture B were fully reacted; after the reaction was completed, stirring was continued until the temperature of the mixture B dropped to room temperature;

[0117] Step 6,

[0118] The mixture B cooled to room temperature was filtered, and the filtered solid was dried to finally obtain 82 grams of a fungicide containing an organic metal salt, the chemical formula of which is (C 14 H 10 NO3)2Zn.

[0119] The chemical structure of the fungicide is:

[0120]

[0121] The chemical reaction equation of the bactericide obtained in Example 3 is:

[0122] 2C 14 H 11 NO3+ZnSO4·7(H2O)=(C 14 H 10 NO3)2Zn+H2SO4+7H2O

[0123] Example 4

[0124] A method for preparing an organic metal salt fungicide, the specific steps of which are as follows:

[0125] Step 1,

[0126] First weigh 160 g of N-phenyl o-carboxybenzamide and 75 g of copper sulfate pentahydrate;

[0127] Step 2,

[0128] 75 g of copper sulfate pentahydrate was added to 1 L of water and stirred for 25 minutes to fully dissolve the copper sulfate pentahydrate to obtain a copper sulfate solution; the volume molar concentration of copper sulfate in the copper sulfate solution was 0.3 mol / L;

[0129] Step 3,

[0130] Add 160 g of N-phenyl o-carboxybenzamide to the copper sulfate solution and stir evenly to obtain a mixture A;

[0131] Step 4,

[0132] The mixture A is heated to 80° C. while being stirred; then, the mixture A is kept at a constant temperature of 80° C. for 100 minutes while being stirred continuously to allow the substances in the mixture A to fully react; after the reaction is completed, stirring is continued until the temperature of the mixture A drops to room temperature;

[0133] Step 5,

[0134] 24 g of sodium hydroxide was added to mixture A to adjust the pH value of mixture A to 8, thereby obtaining mixture B; mixture B was then heated to 85° C. while being stirred; mixture B was then kept at a constant temperature of 85° C. for 4 hours while continuing to stir, so that the substances in mixture B were fully reacted; stirring was continued after the reaction was completed until the temperature of mixture B dropped to room temperature;

[0135] Step 6,

[0136] The mixture B cooled to room temperature was filtered, and the filtered solid was dried to finally obtain 120 g of a fungicide containing an organic metal salt, the chemical formula of which is (C 14 H 10 NO3)2Cu.

[0137] The chemical structure of the fungicide is:

[0138]

[0139] The bactericide obtained in Example 4 has the chemical reaction equation:

[0140] 2C 14 H 11 NO3+CuSO4·5H2O=(C 14 H 10 NO3)2Cu+H2SO4+5H2O

[0141] 1. The bactericidal effect of the bactericide of the present invention is demonstrated by the indoor toxicity test of apple tree rot

[0142] In this experiment, the apple tree rot pathogen was used as the test object, and the indoor toxicity test of the fungicide of the present invention was carried out.

[0143] 1 Materials and methods

[0144] 1.1 Test strains

[0145] Apple tree rot (Cytospora sp.), the pathogen was provided by the Pesticide Research Institute of Northwest Agriculture and Forestry University;

[0146] 1.2 Culture conditions

[0147] The growth conditions of apple rot pathogens are PDA medium and culture in an incubator at 25±3℃.

[0148] 1.3 Instruments and Equipment

[0149] Electronic balance MPA100, test tubes (10mL, 50mL), conical flask (500mL), puncher, inoculation needle, pipette, culture dish, beaker, pipette, filter paper, marker pen, volumetric flask (10mL), quantitative sampler.

[0150] 2 Experimental design

[0151] 2.1 Test agents

[0152] The fungicide containing organic metal salt prepared in Example 4 of the present invention.

[0153] 2.2 Processing

[0154] 2.2.1 Dose setting

[0155] Preparation of fungicide stock solution: Take a 10mL volumetric flask, add 0.05g of the test agent and 8.0mL of dimethylformamide (DMF) to the volumetric flask, cover the stopper and shake the volumetric flask to dissolve all the test agent; then add 0.6mL of Span80 and 1.4mL of Tween80 to the volumetric flask, make up to 10mL, cover the stopper and shake the contents of the volumetric flask evenly to prepare 10mL of fungicide stock solution with a fungicide (test agent) content of 5g / L.

[0156] Take a 10mL volumetric flask, use a quantitative sampler to draw 1.0mL of 5g / L fungicide stock solution and add it to the volumetric flask, then dilute the fungicide stock solution to 10mL with sterile water to obtain a drug mixture marked as No. ①. In the drug mixture No. ①, the concentration of the test drug is 500mg / L.

[0157] Take a 10mL volumetric flask, use a quantitative sampler to draw 0.2mL of 5g / L fungicide stock solution and add it to the volumetric flask, then dilute the fungicide stock solution to 10mL with sterile water to obtain a drug mixture marked as No. ②. In the drug mixture No. ②, the concentration of the test drug is 100mg / L.

[0158] Take a 10mL volumetric flask, use a quantitative sampler to draw 0.1mL of 5g / L fungicide stock solution and add it to the volumetric flask, then dilute the fungicide stock solution to 10mL with sterile water to obtain a drug mixture marked as No. ③. In the drug mixture No. ③, the concentration of the test drug is 50mg / L.

[0159] Take a 10mL volumetric flask, use a quantitative sampler to draw 1.0mL of the No. ② drug mixture (the concentration of the test drug is 100mg / L) and add it to the volumetric flask, then dilute the No. ② drug mixture to 10mL with sterile water to obtain a drug mixture marked as No. ④. In the No. ④ drug mixture, the concentration of the test drug is 10mg / L.

[0160] Take a 10mL volumetric flask, use a quantitative sampler to draw 1.0mL of the No. ④ drug mixture (the concentration of the test drug is 10mg / L) and add it to the volumetric flask, dilute the No. ④ drug mixture to 10mL with sterile water to obtain a drug mixture marked as No. ⑤. In the No. ⑤ drug mixture, the concentration of the test drug is 1mg / L.

[0161] Take a 10mL volumetric flask, use a quantitative sampler to draw 5.0mL of the No. ⑤ drug mixture (the concentration of the test drug is 1mg / L) and add it to the volumetric flask, dilute the No. ⑤ drug mixture to 10mL with sterile water to obtain a drug mixture marked as No. ⑥. In the No. ⑥ drug mixture, the concentration of the test drug is 0.5mg / L.

[0162] Take a 10mL volumetric flask and use a quantitative sampler to draw the No. ⑤ reagent mixture (the concentration of the test reagent is 1mg / L)

[0163] 1.0 mL was added to a volumetric flask, and the drug mixture No. ⑤ was diluted to 10 mL with sterile water to obtain a drug mixture labeled No. ⑦. The concentration of the test drug in the drug mixture No. ⑦ was 0.1 mg / L.

[0164] Take a 10 mL volumetric flask, add 8.0 mL of dimethylformamide (DMF), 0.6 mL of Span80 and 1.4 mL of Tween80 to the volumetric flask, and then shake the contents of the volumetric flask evenly to obtain a blank emulsifier marked as No. ⑧. In the blank emulsifier No. ⑧, the concentration of the test agent is 0 mg / L.

[0165] 2.2.2 Experimental Repetition

[0166] In the experiment, there were seven drug mixtures, No. ① to No. ⑦, plus a blank emulsifier No. ⑧ as a control, for a total of eight treatments; each treatment was set up with 3 replicates.

[0167] 2.3 Test methods

[0168] Apple tree rot is a fungal disease and is not suitable for biological activity determination using the inhibition zone method. Therefore, the growth rate method is used for biological activity determination. The specific steps are as follows:

[0169] 2.3.1 Use a 5 mm diameter hole puncher to punch holes in the apple tree rot bacteria tray and cut out 24 round cakes with a diameter of 5 mm.

[0170] 2.3.2 First, heat the solid PDA culture medium in a microwave oven to melt it, and then maintain the temperature of the melted PDA culture medium at 45℃~50℃.

[0171] 2.3.3 Use a pipette to draw 2 mL of the drug mixture into the test tube, then add the 45℃~50℃ PDA culture medium into the same test tube to the 20 mL mark, shake and mix, then immediately pour into the culture dish, lay it flat, and after cooling, the drug-containing culture medium will become a flat plate of uniform thickness. There are seven drug mixtures from No. ① to No. ⑦, and each concentration of drug mixture is set up with 3 replicates, and a total of 21 drug-containing culture media are prepared.

[0172] 2.3.4 First, use a pipette to draw 2mL of No. ⑧ blank emulsifier and add it to the test tube, then add 45℃~50℃ PDA culture medium to the same test tube to the 20mL mark, shake and mix, then immediately pour into a culture dish, lay it flat, and after cooling, the culture medium with blank emulsifier becomes a flat plate with uniform thickness. No. ⑧ blank emulsifier is also set up as a blank control group with 3 replicates, and a total of 3 blank control culture media are prepared.

[0173] 2.3.5 Use an inoculation needle to pick up the bacterial cakes and place one bacterial cake into each medicated culture medium, with the bacterial surface of the bacterial cake facing down, and place the bacterial cake in the center of the medicated culture medium. Finally, cover the culture dish with the lid and seal it with a sealing film.

[0174] 2.3.6 Use an inoculation needle to pick up a bacterial cake and place one bacterial cake into each blank control culture medium, with the bacterial surface of the bacterial cake facing down, and place the bacterial cake in the center of the blank control culture medium. Finally, cover the culture dish with a lid and seal it with a sealing film.

[0175] 2.3.7 Finally, place 24 culture dishes upside down in a 25±3℃ incubator for culture. After 5 days, observe the growth of the fungus cake and the inhibitory effect of the agent on the fungi.

[0176] 3 Investigation

[0177] After five days of cultivation, observe the growth and size differences of the bacterial cakes on the culture medium with different concentrations of the drug solution, and take pictures and record the results.

[0178] 4 Data Statistics and Analysis

[0179] 4.1 Calculation method

[0180]

[0181] Note: The diameter of the mushroom cake is 5 mm.

[0182] 4.2 Statistical analysis

[0183] The data processing system (SPSS) software was used for analysis and calculation of the EC of the drug. 50 , R (correlation coefficient) and its 95% confidence limit were used to evaluate the activity of the test agent against the target bacterial species.

[0184] 5 Results and Analysis

[0185] Table 1 Effects of different concentrations of the tested agents on the growth of the fungus cake

[0186]

[0187] It can be seen from Table 1 that the greater the concentration of the test agent added to the PDA medium, the smaller the diameter of the apple tree rot pathogen cake; the smaller the concentration of the test agent added to the PDA medium, the larger the diameter of the apple tree rot pathogen cake.

[0188] Figure 1 In the table, the concentration of the test agent corresponding to cake No. ① is 500 mg / L, the concentration of the test agent corresponding to cake No. ② is 100 mg / L, the concentration of the test agent corresponding to cake No. ③ is 50 mg / L, the concentration of the test agent corresponding to cake No. ④ is 10 mg / L, the concentration of the test agent corresponding to cake No. ⑤ is 1 mg / L, the concentration of the test agent corresponding to cake No. ⑥ is 0.5 mg / L, the concentration of the test agent corresponding to cake No. ⑦ is 0.1 mg / L, and the concentration of the test agent corresponding to cake No. ⑧ is 0 mg / L.

[0189] from Figure 1 It can be seen that as the concentration of the agent added to the culture medium continues to increase, the diameter of the apple tree rot pathogen gradually decreases. When the concentration of the test agent is 500 mg / L (corresponding to the No. 1 bacterial cake), there is almost no mycelium growth. When the concentration of the test agent is 0.1 mg / L (corresponding to the No. 7 bacterial cake), the diameter of the bacterial cake is almost close to the size of the No. 8 blank control bacterial cake, which fully reflects the inhibition of the apple tree rot pathogen by the fungicide of Example 4 of the present invention at different concentrations.

[0190] Table 2 Results of toxicity test of different concentrations of the tested agents against apple tree rot

[0191]

[0192] According to Table 2, the toxicity curve of the fungicide of Example 4 of the present invention against apple tree rot is calculated and shown in Table 3.

[0193] Table 3 Toxicity of the fungicide in Example 4 of the present invention to apple tree rot

[0194]

[0195] It can be seen from Table 2 and Table 3 that the fungicide prepared in Example 4 of the present invention has a high toxicity to apple rot. Its EC 50 It is 1.964 mg / L, and the confidence interval is 0.235~9.150 mg / L.

[0196] Second, the bactericidal effect of the bactericide of the present invention is demonstrated by the indoor toxicity test of kiwifruit canker

[0197] In this experiment, kiwifruit canker was used as the test object, and the toxicity of the fungicide of the present invention was determined indoors.

[0198] 1 Materials and methods

[0199] 1.1 Test strains

[0200] Kiwifruit canker (Pseudomonas syringae pv. Actinidiae Takikawa et al.), the pathogen was provided by the Pesticide Research Institute of Northwest Agriculture and Forestry University;

[0201] 1.2 Culture conditions

[0202] The growth conditions of kiwifruit canker pathogens are LB medium and cultured in an incubator at 25±3℃.

[0203] 1.3 Instruments and Equipment

[0204] Electronic balance MPA100, centrifuge tubes (10mL, 50mL), conical flasks (500mL), punchers, inoculation needles, disposable long-handled cotton swabs, pipettes, culture dishes, beakers, pipettes, filter paper, markers, volumetric flasks (100mL).

[0205] 2 Experimental design

[0206] 2.1 Test agents

[0207] The fungicide containing organic metal salt prepared in Example 4 of the present invention.

[0208] 2.2 Processing

[0209] 2.2.1 Dose setting

[0210] Take a 100mL volumetric flask, add 0.6g of the test agent and 80.0mL of dimethylformamide (DMF) to the volumetric flask, cover the bottle stopper and shake the volumetric flask to dissolve the test agent completely; then add 6.0mL of Span80 and 14.0mL of Tween80 to the volumetric flask, make the volume to 100mL, cover the bottle stopper and shake the contents of the volumetric flask evenly to obtain a drug mixture marked as No. 9. In the drug mixture No. 9, the concentration of the test agent is 6000mg / L.

[0211] Take a 100mL volumetric flask, add 0.5g of the test agent and 80.0mL of dimethylformamide (DMF) to the volumetric flask, cover the bottle stopper and shake the volumetric flask to dissolve the test agent completely; then add 6.0mL of Span80 and 14.0mL of Tween80 to the volumetric flask, make the volume to 100mL, cover the bottle stopper and shake the contents of the volumetric flask evenly to obtain a drug mixture marked as No. ⑩. In the No. ⑩ drug mixture, the concentration of the test agent is 5000mg / L.

[0212] Take a 100mL volumetric flask, add 0.4g of the test agent and 80.0mL of dimethylformamide (DMF) to the volumetric flask, cover the bottle stopper and shake the volumetric flask to dissolve the test agent completely; then add 6.0mL of Span80 and 14.0mL of Tween80 to the volumetric flask, make the volume up to 100mL, cover the bottle stopper and shake the contents of the volumetric flask evenly to obtain the solution marked as A mixture of medicines. In the drug mixture No. , the concentration of the test drug is 4000 mg / L.

[0213] Take a 100mL volumetric flask, add 0.3g of the test agent and 80.0mL of dimethylformamide (DMF) to the volumetric flask, cover the bottle stopper and shake the volumetric flask to dissolve the test agent completely; then add 6.0mL of Span80 and 14.0mL of Tween80 to the volumetric flask, make the volume up to 100mL, cover the bottle stopper and shake the contents of the volumetric flask evenly to obtain the solution marked as A mixture of medicines. In the drug mixture No. , the concentration of the test drug is 3000 mg / L.

[0214] Take a 100mL volumetric flask, add 0.2g of the test agent and 80.0mL of dimethylformamide (DMF) to the volumetric flask, cover the bottle stopper and shake the volumetric flask to dissolve the test agent completely; then add 6.0mL of Span80 and 14.0mL of Tween80 to the volumetric flask, make the volume up to 100mL, cover the bottle stopper and shake the contents of the volumetric flask evenly to obtain the solution marked as A mixture of medicines. In the drug mixture No. , the concentration of the test drug is 2000 mg / L.

[0215] Take a 100mL volumetric flask, add 0.1g of the test agent and 80.0mL of dimethylformamide (DMF) to the volumetric flask, cover the bottle stopper and shake the volumetric flask to dissolve the test agent completely; then add 6.0mL of Span80 and 14.0mL of Tween80 to the volumetric flask, make the volume up to 100mL, cover the bottle stopper and shake the contents of the volumetric flask evenly to obtain the solution marked as A mixture of medicines. In the drug mixture No., the concentration of the test drug is 1000 mg / L.

[0216] Take a 100mL volumetric flask, add 30.0mg of the test agent and 80.0mL of dimethylformamide (DMF) to the volumetric flask, cover the bottle stopper and shake the volumetric flask to dissolve the test agent completely; then add 6.0mL of Span80 and 14.0mL of Tween80 to the volumetric flask, make the volume up to 100mL, cover the bottle stopper and shake the contents of the volumetric flask evenly to obtain the solution marked as A mixture of medicines. In the drug mixture No. , the concentration of the test drug is 300 mg / L.

[0217] Take a 100mL volumetric flask, add 25.0mg of the test agent and 80.0mL of dimethylformamide (DMF) to the volumetric flask, cover the bottle stopper and shake the volumetric flask to dissolve the test agent completely; then add 6.0mL of Span80 and 14.0mL of Tween80 to the volumetric flask, make the volume up to 100mL, cover the bottle stopper and shake the contents of the volumetric flask evenly to obtain the solution marked as A mixture of medicines. In the drug mixture No. 1, the concentration of the test drug is 250 mg / L.

[0218] Take a 100mL volumetric flask, add 20.0mg of the test agent and 80.0mL of dimethylformamide (DMF) to the volumetric flask, cover the bottle stopper and shake the volumetric flask to dissolve the test agent completely; then add 6.0mL of Span80 and 14.0mL of Tween80 to the volumetric flask, make the volume up to 100mL, cover the bottle stopper and shake the contents of the volumetric flask evenly to obtain the solution marked as A mixture of medicines. In the drug mixture No., the concentration of the test drug is 200 mg / L.

[0219] Take a 100mL volumetric flask, add 15.0mg of the test agent and 80.0mL of dimethylformamide (DMF) to the volumetric flask, cover the bottle stopper and shake the volumetric flask to dissolve the test agent completely; then add 6.0mL of Span80 and 14.0mL of Tween80 to the volumetric flask, make the volume up to 100mL, cover the bottle stopper and shake the contents of the volumetric flask evenly to obtain the solution marked as A mixture of medicines. In the drug mixture No. 1, the concentration of the test drug is 150 mg / L.

[0220] Take a 100mL volumetric flask, add 10.0mg of the test agent and 80.0mL of dimethylformamide (DMF) to the volumetric flask, cover the bottle stopper and shake the volumetric flask to dissolve the test agent completely; then add 6.0mL of Span80 and 14.0mL of Tween80 to the volumetric flask, make the volume up to 100mL, cover the bottle stopper and shake the contents of the volumetric flask evenly to obtain the solution marked as A mixture of medicines. In the drug mixture No., the concentration of the test drug is 100 mg / L.

[0221] Take a 100mL volumetric flask, add 5.0mg of the test agent and 80.0mL of dimethylformamide (DMF) to the volumetric flask, cover the bottle stopper and shake the volumetric flask to dissolve the test agent completely; then add 6.0mL of Span80 and 14.0mL of Tween80 to the volumetric flask, make the volume up to 100mL, cover the bottle stopper and shake the contents of the volumetric flask evenly to obtain the solution marked as A mixture of medicines. In the drug mixture No. 1, the concentration of the test drug is 50 mg / L.

[0222] Take a 100 mL volumetric flask, add 80.0 mL of dimethylformamide (DMF), 6.0 mL of Span80 and 14.0 mL of Tween80 to the volumetric flask in sequence, and then shake the contents of the volumetric flask evenly to obtain No. of blank emulsifier. In the blank emulsifier No., the concentration of the test agent was 0 mg / L.

[0223] 2.2.2 Experimental Repetition

[0224] In the inhibition zone test, No. 9~ A total of six potion mixtures, plus The blank emulsifier No. was used as a control, with a total of seven treatments; each treatment was set up with 3 replicates.

[0225] In the absorbance test, No.~ A total of six potion mixtures, plus The blank emulsifier No. was used as a control, with a total of seven treatments; each treatment was set up with 3 replicates.

[0226] 2.3 Test methods

[0227] Kiwifruit canker is a bacterial disease. This experiment mainly uses the inhibition zone method and absorbance method to determine the bactericidal effect of the bactericide of the present invention. The specific operating steps are as follows:

[0228] 2.3.1 Inhibition zone method

[0229] (1) preparing bacterial solution: diluting the bacterial solution of kiwifruit canker bacteria after shaking to a concentration of 10^8 CFU / mL;

[0230] (2) Preparation of culture medium: First, heat the solid LB culture medium in a microwave oven to melt it, and then maintain the temperature of the melted LB culture medium at 45°C to 50°C. Pour 20 mL of the melted LB culture medium (45°C to 50°C) into a culture dish, spread it flat, and cool it to form a uniformly thick plate;

[0231] (3) Bacterial liquid coating:

[0232] (3.1) Place the bacterial solution of kiwifruit ulcer into a test tube, fully dip a disposable long-handled cotton swab into the bacterial solution, and then gently squeeze the cotton swab head against the inner wall of the test tube to remove excess bacterial solution;

[0233] (3.2) Then spread the bacterial solution on the LB medium plate. When spreading, use a cotton swab to make a straight line back and forth until the bacterial solution is spread on the entire surface of the LB medium plate.

[0234] (3.3) Rotate the culture dish 60° clockwise, and then use a cotton swab to make a line-shaped streak back and forth to spread the bacterial solution on the entire surface of the LB medium plate for the second time;

[0235] (3.4) Rotate the culture dish 60° clockwise and then use a cotton swab to make a line-shaped streak to spread the bacterial solution on the entire surface of the LB medium plate for the third time.

[0236] (4) Using the methods of steps (2) and (3) above, prepare six LB culture medium plates coated with bacterial solution.

[0237] (5) Punching: Use a sterilized puncher to punch holes on the LB medium plate coated with the bacterial solution, and punch through the LB medium plate. The hole diameter is 5 mm. Punch a total of 21 holes on six LB medium plates coated with the bacterial solution.

[0238] (6) Adding drug solution: Add 70ul of drug mixture or blank emulsifier to each well. After adding, cover the lid of the culture dish and seal it with sealing film. The drug mixture added to the well is No. 9~ The drug mixture of each concentration was repeated 3 times; the blank emulsifier added to the well was The blank emulsifier was used as a blank control group and three replicates were set up.

[0239] (7) Bacterial culture: All culture dishes were first placed in a 4°C refrigerator for 4 h of pre-diffusion, and then placed in a 25±3°C incubator for culture. The size of the inhibition zone was observed after 24 h.

[0240] 2.3.2 Absorbance method

[0241] (1) Using an ultraviolet spectrophotometer to measure the OD value of the kiwifruit canker bacterial solution after the shake-incubation, until the OD value reaches 0.5 to 0.6;

[0242] (2) Take six 10 mL centrifuge tubes; No.~ Among the six drug mixtures, take 0.25 mL of each concentration of drug mixture and add it to one of the centrifuge tubes, and then add 4.5 mL of liquid LB medium to each centrifuge tube;

[0243] (3) Take another 10 mL centrifuge tube; take 0.25 mL A blank emulsifier was added to the centrifuge tube, and then 4.5 mL of liquid LB medium was added to the centrifuge tube;

[0244] (4) Pipette bacterial solution with an OD value of 0.5 to 0.6 into seven centrifuge tubes, add 0.25 mL of bacterial solution to each centrifuge tube; then place the seven centrifuge tubes in a shaking incubator at 37°C and 180 rpm for 14 to 18 hours;

[0245] (5) The OD of the solution after incubation was measured under a UV spectrophotometer. 600 The absorbance value of the solution in each centrifuge tube was measured in triplicate, and the relevant data were recorded and collated.

[0246] 3 Investigation

[0247] After 24 hours of treatment with the inhibition zone method, check the size of the inhibition zone, take pictures and record the results, such as Figure 2 The criteria for judging the inhibition zone are: there is a clear boundary and color difference with the colonies on the culture dish.

[0248] Detect OD by absorbance method after 14-18h treatment 600 Changes in value.

[0249] 4 Data Statistics and Analysis

[0250] 4.1 Calculation method

[0251] Diameter of the inhibition zone (mm) = outer diameter of the inhibition zone - hole diameter

[0252]

[0253] A: absorbance of growth control; A0: absorbance of blank control;

[0254] A x : The absorbance of the sample to be tested.

[0255] Note: The hole diameter is 5mm.

[0256] 4.2 Statistical analysis

[0257] The sensitivity of kiwifruit canker pathogens to drugs was determined according to the "Antimicrobial Susceptibility Test Implementation Standards" issued by the National Committee for Clinical Laboratory Standards (NCCLS). The SPSS software was used for analysis and the EC 50 , R value (correlation coefficient) and its 95% confidence limit were used to evaluate the activity of the test agent against the target bacterial species.

[0258] 5 Results and Analysis

[0259] 5.1 The following experimental results were obtained by the inhibition zone method

[0260] Table 4 Effects of different concentrations of the tested agents on the diameter of the inhibition zone

[0261]

[0262] It can be seen from Table 4 that the greater the concentration of the test agent, the larger the diameter of the inhibition zone; the smaller the concentration of the test agent, the smaller the diameter of the inhibition zone.

[0263] Figure 2 The concentration of the test agent corresponding to the inhibition zone No. 9 is 6000 mg / L, and the concentration of the test agent corresponding to the inhibition zone No. 10 is 5000 mg / L. The concentration of the test agent corresponding to the inhibition zone is 4000 mg / L. The concentration of the test agent corresponding to the inhibition zone is 3000 mg / L. The concentration of the test agent corresponding to the inhibition zone is 2000 mg / L. The concentration of the test agent corresponding to the inhibition zone is 1000 mg / L. The concentration of the test agent corresponding to the inhibition zone is 0 mg / L.

[0264] from Figure 2 It can be seen that the size of the inhibition zone gradually increases with the increase of the test agent concentration; when the test agent concentration is 6000 mg / L (corresponding to the ⑨ inhibition zone), the inhibition zone is the darkest and the boundary is the most obvious, which is similar to the case when the test agent concentration is 5000 mg / L (corresponding to the ⑩ inhibition zone); when the test agent concentration is 1000 mg / L (corresponding to the The inhibition zone is the smallest.

[0265] Table 5 The results of toxicity test of different concentrations of the tested agents on kiwifruit canker

[0266]

[0267] Note: Refer to the "Antimicrobial Susceptibility Test Implementation Standards" issued by the National Committee for Clinical Laboratory Standards (NCCLS) of the United States to judge the sensitivity to drugs. The judgment criteria for the inhibition zone test are: inhibition zone diameter >20mm is extremely sensitive, 15-20mm is highly sensitive, 10-15mm is moderately sensitive, 5-10mm is lowly sensitive, and no inhibition (≤5mm) is insensitive.

[0268] 5.2 The following experimental results were obtained by absorbance method

[0269] Table 6 Absorbance parameters of blank emulsifier

[0270]

[0271] Table 7 No.~ Absorbance parameters of the drug mixture

[0272]

[0273] According to the absorbance parameters measured in Tables 6 and 7, the inhibition rates of the tested agents at different concentrations on kiwifruit canker were calculated, as shown in Table 8.

[0274] Table 8 The results of toxicity test of different concentrations of the tested agents on kiwifruit canker

[0275]

[0276] According to Table 8, the toxicity curve of the fungicide of Example 4 of the present invention against kiwifruit canker was calculated and shown in Table 9.

[0277] Table 9 Toxicity of the fungicide in Example 4 of the present invention to kiwifruit canker

[0278]

[0279] It can be seen from Tables 8 and 9 that the fungicide prepared in Example 4 of the present invention has a high toxicity to kiwifruit canker. 50 It is 161.65 mg / L, and the confidence interval is 126.100~201.804 mg / L.

Claims

1. A fungicide containing an organic metal salt, characterized in that: The chemical formula of the fungicide is: 14 H 10 NO3) X R In the chemical formula, R is one of La, Ce, Ca, Mg, Cu, Mn, Zn or Fe; in the chemical formula, X=2 to 4.

2. The fungicide containing an organic metal salt according to claim 1, characterized in that: When X=2, the chemical structure of the fungicide is: When X=3, the chemical structure of the fungicide is: When X=4, the chemical structure of the fungicide is: In the above three chemical structural formulas, R is one of La, Ce, Ca, Mg, Cu, Mn, Zn or Fe.

3. A method for preparing an organic metal salt fungicide as claimed in claim 1, characterized in that: The specific steps are as follows: Step 1, First, weigh N-phenyl o-carboxybenzamide and a metal inorganic salt, wherein the mass ratio of N-phenyl o-carboxybenzamide to the metal inorganic salt is (1.74-3.24):1; Step 2, Adding a metal inorganic salt into water and stirring evenly to fully dissolve the metal inorganic salt, thereby obtaining a metal inorganic salt solution; wherein the volume molar concentration of the metal inorganic salt in the metal inorganic salt solution is 0.15 to 0.3 mol / L; Step 3, Adding N-phenyl o-carboxybenzamide to the metal inorganic salt solution and stirring evenly to obtain a mixture A; Step 4, Heat the mixture A to 55°C to 90°C while stirring; then, keep the mixture A at a constant temperature of 55°C to 90°C for 60 to 150 minutes while continuing to stir, so that the substances in the mixture A can fully react; continue to stir after the reaction is completed until the temperature of the mixture A drops to room temperature; Step 5, Adding sodium hydroxide to mixture A, adjusting the pH value of mixture A to 6-10, and obtaining mixture B; then heating mixture B to 70-90° C. while stirring; then maintaining mixture B at a constant temperature of 70-90° C. for 3-5 hours under the condition of continued stirring, so that the substances in mixture B can fully react; and continuing stirring after the reaction is completed until the temperature of mixture B drops to room temperature; Step 6, The mixture B cooled to room temperature is filtered, and the filtered solid is dried to obtain a fungicide containing an organic metal salt.

4. The method for preparing an organic metal salt fungicide according to claim 3, characterized in that: The metal inorganic salt is one of lanthanum nitrate, lanthanum chloride, cerium nitrate, cerium chloride, calcium chloride, calcium nitrate, magnesium chloride, magnesium nitrate, magnesium sulfate, copper nitrate, copper chloride, copper sulfate, zinc nitrate, zinc chloride, zinc sulfate, manganese nitrate, manganese chloride, manganese sulfate, ferrous nitrate, ferrous chloride or ferrous sulfate.

5. The method for preparing an organic metal salt fungicide according to claim 3, characterized in that: The specific steps are as follows: Step 1, First, weigh N-phenyl o-carboxybenzamide and a metal inorganic salt, wherein the mass ratio of N-phenyl o-carboxybenzamide to the metal inorganic salt is 2.13:1; the metal inorganic salt is copper sulfate pentahydrate; Step 2, Add copper sulfate pentahydrate into water and stir evenly to fully dissolve the copper sulfate pentahydrate to obtain a copper sulfate solution; the copper sulfate solution has a volume molar concentration of 0.3 mol / L; Step 3, Adding N-phenyl o-carboxybenzamide to the copper sulfate solution and stirring evenly to obtain a mixture A; Step 4, The mixture A is heated to 80° C. while being stirred; then, the mixture A is kept at a constant temperature of 80° C. for 100 minutes while being stirred continuously to allow the substances in the mixture A to fully react; after the reaction is completed, stirring is continued until the temperature of the mixture A drops to room temperature; Step 5, Sodium hydroxide is added to mixture A to adjust the pH value of mixture A to 8 to obtain mixture B; then mixture B is heated to 85° C. while stirring; then, mixture B is kept at a constant temperature of 85° C. for 4 hours while continuing to stir, so that the substances in mixture B are fully reacted; after the reaction is completed, stirring is continued until the temperature of mixture B drops to room temperature; Step 6, The mixture B cooled to room temperature is filtered, and the filtered solid is dried to obtain a fungicide containing an organic metal salt, the chemical formula of which is (C 14 H 10 NO3)2Cu.

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