Application of camphorquinone and derivative thereof as pest control agent

Abstract

The invention provides an application of camphorquinone and a derivative thereof as a pest control agent. The camphorquinone and the derivative thereof have the following structure: # imgabs0 #, wherein R is H, C1-4 alkyl, sulfonic acid group and salts or esters thereof, and carboxylic acid group and salts and esters thereof. Compared with the existing insecticide, the camphorquinone and the derivative thereof are environment-friendly, safe and non-toxic to human beings, and higher in use safety.

Description

Technical Field

[0001] The present invention relates to the technical field of biological control, and specifically to the use of camphorquinone and its derivatives as pest control agents. Background Art

[0002] Pest infections, especially nematode and insect infections, such as infections by insects of Lepidoptera, Thysanoptera, Coleoptera, Isoptera (now incorporated into Blattodea), are a major threat to important cash crops today. Isopteran pests, also known as termites, not only invade living plants, causing yield losses in crops and forestry plants, but also attack buildings, furniture, utility poles, and other wooden objects. Their nesting in dams can also pose a risk of dam breakage.

[0003] A variety of compounds have been developed to target pests, and a variety of different types of insecticides are already available on the market. However, the currently used insecticides have problems such as excessive residues and environmental pollution, and these compounds are generally harmful to humans. Long-term consumption of foods with residues of these compounds by humans or exposure to the environment contaminated by these compounds has led to a variety of well-known problems. Therefore, there is a continuous demand for environmentally friendly and safe and effective insecticides that are safe for human contact. Summary of the Invention

[0004] The inventors of the present invention unexpectedly discovered that camphorquinone, a photoinitiator used in the preparation of human medical adhesives, and its derivatives have the effect of killing pests. In addition to being used in the medical field, camphorquinone and its derivatives can also be used in the manufacture of photodegradable polymers, and thus can be used to alleviate environmental pollution. Therefore, the discovery of the effect of camphorquinone and its derivatives on pests will change the general perception of insecticides.

[0005] Therefore, the purpose of the present invention is to provide the use of camphorquinone as a pest control agent, thereby providing an environmentally friendly and safe and effective pest control agent.

[0006] To achieve the above purpose, the present invention provides the following technical solutions:

[0007] In a first aspect, the present invention discloses the use of camphorquinone and its derivatives as pest control agents, and the camphorquinone and its derivatives have the following structure:

[0008]

[0009] Wherein R is H, an alkyl group of C1-4, a sulfonic acid group and its salts or esters, a carboxylic acid group and its salts and esters.

[0010] Preferably, the sulfonic acid group and its salts and esters include methanesulfonic acid, halogenated methanesulfonic acid and its salts and esters, and the carboxylic acid group and its salts and esters include -COOH, -CH2COOH and their salts or esters.

[0011] Preferably, the pests are one or more selected from Orthoptera, Homoptera, Hymenoptera, Hemiptera, Neuroptera, Diptera, Lepidoptera, Thysanoptera, Coleoptera, Blattodea insects and nematodes.

[0012] More preferably, the pests are selected from aphids, cockroaches, ants, flies, mosquitoes, leafhoppers, thrips, planthoppers, mole crickets, wireworms, termites, flea beetles, leaf miners, nematodes, white grubs, meadow moths, locusts, rice gall midge, rice planthopper, rice leafhopper, striped stem borer, yellow rice borer, corn borer, cotton thrips, cutworms, sugarcane borer, peach fruit borer, wheat blossom midge, sorghum borer, corn aphid, cotton aphid, cotton plant bug, bean pod borer, red imported fire ant, fall armyworm, diamondback moth, silverleaf whitefly.

[0013] Preferably, the control includes killing and / or repelling of pests.

[0014] In a second aspect, the present invention provides a pest control composition, which comprises camphorquinone or its derivative shown in the above formula and auxiliary components.

[0015] Preferably, the auxiliary components are one or more selected from the following: water, solvent, emulsifier, dispersant, wetting agent, thickener, defoamer, stabilizer, binder, disintegrant, antifreeze, anticaking agent, suspending agent, film-forming agent, preservative, colorant, polymer wall material, pH regulator or filler.

[0016] More preferably, the solvent is an organic solvent and / or water, and the mass concentration of the camphorquinone or its derivative therein is 0.01 - 10%.

[0017] The pest control agent formulation of the present invention contains auxiliary components (excipients), which can improve the stability, efficacy, safety and ease of use of the insecticide. The following are common auxiliary components and their functions:

[0018] 1. Solvent

[0019] The function of the solvent is to dissolve the active ingredient and help it disperse evenly. Commonly used substances include, for example, water (the most commonly used), ethanol, isopropanol (organic solvent), acetone, xylene (for oil-based formulations), etc.

[0020] 2. Emulsifier

[0021] The function of the emulsifier is to mix the aqueous phase and the oil phase to form a stable emulsion. Commonly used substances include, for example, polyoxyethylene fatty acid esters (such as the Tween series), alkylbenzene sulfonates (such as sodium dodecylbenzenesulfonate), sorbitan monooleate (such as the Span series), etc.

[0022] 3. Stabilizer

[0023] The function of the stabilizer is to prevent the degradation of the active ingredient and extend the shelf life. Commonly used substances include, for example, antioxidants (such as BHT, BHA), UV absorbers (such as benzotriazoles), chelating agents (such as EDTA), etc.

[0024] 4. Thickener

[0025] The function of the thickener is to adjust the viscosity and improve the spraying performance. Commonly used substances include, for example, xanthan gum, carboxymethyl cellulose (CMC), magnesium aluminum silicate, etc.

[0026] 5. Dispersant

[0027] The function of the dispersant is to prevent particle aggregation and ensure uniform distribution. Commonly used substances include, for example, lignosulfonates, polycarboxylates, naphthalenesulfonate formaldehyde condensates, etc.

[0028] 6. Wetting agent

[0029] The function of the wetting agent is to reduce the surface tension and enhance the adhesion and penetration of the liquid medicine on the target surface. Commonly used substances include, for example, alkyl sulfates (such as sodium dodecyl sulfate), alkylphenol polyoxyethylene ethers (such as Triton X-100), etc.

[0030] 7. Antifreeze

[0031] The function of the antifreeze is to prevent the liquid medicine from freezing at low temperatures. Commonly used substances include, for example, ethylene glycol, propylene glycol, etc.

[0032] 8. Preservative

[0033] The function of the preservative is to prevent microbial contamination. Commonly used substances include, for example, sodium benzoate, potassium sorbate, formaldehyde donors (such as DMDM hydantoin), etc.

[0034] 9. Synergist

[0035] The function of the synergist is to enhance the effect of the active ingredient. Commonly used substances include, for example, piperonyl butoxide (PBO), octachlorodipropyl ether (S-421), etc.

[0036] 10. Colorant

[0037] The function of the colorant is to identify the liquid medicine and avoid misuse. Commonly used substances include, for example, food-grade pigments (such as brilliant blue, carmine), etc.

[0038] 11. Spices

[0039] The function of spices is to mask unpleasant odors and improve the user experience. Commonly used substances include, for example, natural spices (such as lemon oil, mint oil), synthetic spices (such as vanillin), etc.

[0040] 12. Antifoaming agents

[0041] The function of antifoaming agents is to reduce foam during production and use. Commonly used substances include, for example, silicone oil, polydimethylsiloxane, etc.

[0042] 13. pH regulators

[0043] The function of pH regulators is to adjust the acidity and alkalinity of the liquid medicine to ensure stability. Commonly used substances include, for example, citric acid (to lower the pH), sodium hydroxide (to raise the pH), etc.

[0044] 14. Fillers

[0045] The function of fillers is to increase volume and reduce costs. Commonly used substances include, for example, talc powder, kaolin, diatomaceous earth, etc.

[0046] By reasonably selecting excipients, the performance and user experience of the pest control agent can be significantly improved.

[0047] In a third aspect, the present invention provides a pest control agent, a killing agent or a repellent, which comprises the pest control composition as described above.

[0048] Compared with the prior art, the beneficial effects of the present invention are as follows: The inventors unexpectedly found that camphorquinone or its derivatives have pest control activity. Specifically, the present invention found that camphorquinone or its derivatives can exhibit a killing and / or repellent effect on pests. Camphorquinone is a monoterpene dione compound with physiological activity and photosensitive activity, and is widely used in related fields such as biology, medicine, electronics, and chemical industry. Camphorquinone is a highly efficient and low-toxic photosensitizer, and has very wide applications in medicine and industry. In medicine, it is used to manufacture acrylic lenses, dental fillers, enamel repair agents, dental adhesives, surgical molds, medical plasters, etc., so it has very high safety when contacting humans. In industry, it is used to manufacture printed circuit boards, sealed insulation parts of optoelectronic instruments, developing materials, recording media in holography, printing, copying, faxing and other equipment, photo-polymerization catalysts, etc. It is also used to manufacture photo-degradable ethylene polymers, which is obviously also very meaningful for alleviating environmental pollution, so it also has very high environmental friendliness characteristics. Therefore, compared with existing insecticides, the pest control agent using camphorquinone and its derivatives of the present invention is environmentally friendly, safe and non-toxic to humans, and has higher use safety. BRIEF DESCRIPTION OF THE DRAWINGS

[0049] Figure 1 It is the experimental photo of Example 3;

[0050] Figure 2 A bar graph showing the corrected mortality rates at different time periods of the compound of Example 1 in Example 3 at 0.625, 1.25, 2.5, 5, and 10 mg / mL;

[0051] Figure 3 A bar graph showing the corrected mortality rates at different time periods of the compound of Example 2 in Example 4 at 6.25, 12.5, 25, 50, and 100 mg / mL;

[0052] Figure 4 A bar graph showing the mortality rates at different time periods of the compound of Example 2 in Example 4 at 7.5, 15, 30, 60, and 120 mg / mL;

[0053] Figure 5 Showing the experimental results of the toxic effect transmission of the compound of Example 1 in the termite population of Odontotermes formosanus;

[0054] Figure 6 Showing the diagram of the bait selectivity experimental device;

[0055] Figure 7 Showing the selectivity experimental results of Example 6;

[0056] Figure 8 Showing the cockroach experimental results shown in Example 7. Detailed implementation manners

[0057] Next, in combination with the specific embodiments of the present invention, the technical solutions in the embodiments of the present invention will be clearly and completely described. Obviously, the described embodiments are only a part of the embodiments of the present invention, rather than all the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those of ordinary skill in the art without creative efforts shall fall within the protection scope of the present invention.

[0058] In the description of the present invention, it should be noted that the orientation or positional relationships indicated by the terms "upper", "lower", "inner", "outer", "front end", "rear end", "both ends", "one end", "the other end", etc. are only for the convenience of describing the present invention and simplifying the description, rather than indicating or implying that the device or element referred to must have a specific orientation, be constructed and operated in a specific orientation, and thus cannot be construed as a limitation of the present invention. In addition, the terms "first" and "second" are only used for descriptive purposes and cannot be construed as indicating or implying relative importance.

[0059] In the description of the present invention, it should be noted that unless otherwise clearly specified and defined, terms such as "installation", "equipped with", "connection", etc. should be understood in a broad sense. For example, "connection" can be a fixed connection, a detachable connection, or an integral connection; it can be a mechanical connection or an electrical connection; it can be directly connected or indirectly connected through an intermediate medium, and it can be the communication inside two components. For those of ordinary skill in the art, the specific meanings of the above terms in the present invention can be understood according to specific circumstances.

[0060] Synthesis experiment

[0061] Synthesis of camphorquinone in Example 1

[0062]

[0063] 50 ml of acetic anhydride, 30.42 g of D-camphor, and 51.04 g of selenium dioxide were successively added to a 250 ml flask. The mixture was heated under reflux for 17 h at an internal temperature of 170 °C until the reaction was complete. Then it was cooled to room temperature, and the black selenium precipitate was removed by suction filtration. Cold water was added to the filtrate, and a yellow precipitate was formed by stirring in an ice-water bath. It was suction filtered, and the solid was washed with cold water. The filter cake was neutralized with an aqueous sodium hydroxide solution, then extracted with DCM. The organic phase was washed with water and then with brine, dried, suction filtered, and concentrated to dryness to obtain 33.1 g of a yellow solid product with a yield of 99.6%.

[0064] Synthesis of camphorquinone sulfonic acid in Example 2

[0065]

[0066] 54.1 g of 10-camphorsulfonic acid, 38.7 g of selenium dioxide (1.5 equivalents), and 250 mL of dioxane (HPLC grade) were prepared. First, the solid 10-camphorsulfonic acid was suspended in the dioxane solvent and the mixture was stirred and refluxed for 120 h (the temperature dropped from reflux to 60 °C overnight). A bright yellow solution and a black solid were obtained. The solid was filtered off and the clear yellow solution was evaporated to a viscous oily residue. The residue was dissolved in water (200 mL) and acidified with 40 mL of water + 20 mL of 37% HCl. Sodium metabisulfite (30 g of Na2S2O5 / NaHSO3 in 100 mL of water) was added dropwise to the slightly turbid yellow / orange solution overnight with stirring to obtain a turbid brown-red suspension. The suspension was heated to 80 °C for 1 h, the black selenium precipitate was filtered off, and the filtrate was evaporated to an oil, which was completely solidified in the refrigerator overnight. The light yellow solid was extracted with methanol (250 mL). The white inorganic matter was filtered off and the light yellow filtrate was evaporated to dryness. The solid was then suspended in tetrahydrofuran (1000 mL) and filtered to further remove the inorganic residue. The resulting light yellow solution was evaporated to dryness to obtain 10-camphorsulfonic acid (45.8 g; 80% yield).

[0067] Other synthesis examples:

[0068] Referring to Example 1 and Example 2, corresponding alkyl- or carboxyl-substituted camphorquinone derivatives were synthesized using other corresponding camphors and camphor carboxylic acid derivatives. Camphorquinone sulfonic acid and camphorquinone carboxylic acid react with bases under salification conditions to form corresponding camphorquinone sulfonates and camphorquinone carboxylates, and react under the same esterification conditions to form corresponding camphorquinone sulfonates and camphorquinone carboxylates.

[0069] Biological experiments

[0070] The following biological experiments were carried out using the solutions of the compounds in Example 1 and Example 2. The solutions were prepared as follows: The compounds in Example 1 and Example 2 were weighed using an analytical balance, dissolved in acetone to prepare a stock solution for standby, and diluted into a series of concentrations according to a geometric gradient with 0.05%-Tween80 solution for experiments. The specific experimental concentrations are as described in the specific examples.

[0071] Example 3 Determination of the toxicity of the compound in Example 1 to Odontotermes formosanus using the drop method

[0072] 3.1 Experimental method

[0073] The determination was carried out using the drop method. The qualitative filter paper was placed flat in a 70-mm petri dish, flattened so that the filter paper adhered to the bottom of the dish without gaps, and left to dry slightly before covering and setting aside. 20 healthy and similarly aged worker termites outside the nest of Odontotermes formosanus were placed in each dish. 1 μL of the medicinal liquid was dropped onto the pronotum of each termite using a micro-drop pipette. The test was carried out under dark conditions at (25 ± 1)°C and 80% ± 5% RH. Observations were made every 12 h. Individuals that could not straighten their bodies and did not move after being gently touched with a brush were recorded as dead. The dead worker termites were picked out and the number of deaths was recorded. Continuous observations were made, and during the observations, water was added to the filter paper to keep it moist and clean water was used as the water source until the end of the test. Each treatment was set with 3 replicates, and 0.05%-Tween80 solution was set as the control, and BCL was used as the positive control.

[0074] 3.2 Result analysis

[0075] The compound in Example 1 at concentration gradients of 0.625, 1.25, 2.5, 5, 10 mg / mL was used to contact Odontotermes formosanus, and the number of dead insects was recorded at 12, 24, 36, 48, 60, 72, 84 hours respectively. At the same time, 0.05%-Tween80 (CK) and imidacloprid (BCL) were used as controls. The experimental photos are as Figure 1 shown.

[0076] Table 1 Toxicity determination of the compound in Example 1 to Odontotermes formosanus

[0077]

[0078] According to Figure 2 it can be seen that the corrected mortality rate of the 10 mg / mL compound reached 60% at 12 h, and there were significant differences compared with other concentrations at each time period; there were no differences in the corrected mortality rates of 0.625, 1.25, 2.5, and 5 mg / mL against Odontotermes formosanus within 12 h - 48 h. After 60 h, the mortality rate of termites increased at each concentration, and there were differences at each concentration at 72 h and 84 h. As shown in Table 1, the LC50 of the compound in Example 1 against Odontotermes formosanus was 5.8203 mg / mL at 72 h, and the LD50 was 5.8203 μg / head; the LC50 at 84 h was 5.0919 mg / mL, and the LD50 was 5.0919 μg / head.

[0079] Example 4 used the dropping method to determine the toxicity of the compound in Example 2 against Reticulitermes chinensis

[0080] 4.1 Experimental method

[0081] Weigh the required compound with an analytical balance, dissolve it with acetone, prepare a stock solution for later use, and then dilute it into a series of gradients according to a geometric ratio with acetone.

[0082] Set up the experiment as described in Example 3. Select 20 worker termites of Reticulitermes chinensis that are strong and have small size differences, place them flat on a qualitative filter paper in a 70 mm petri dish, spread them out, make the filter paper fit the bottom of the dish without gaps, let it dry slightly and then cover it for later use. Drop 0.5 μL of the liquid medicine on the pronotum of the termites with the dropping method, and moisten the filter paper with 400 μL of distilled water. Each dish contains 20 strong and similarly aged Reticulitermes chinensis, and each treatment is set with 3 replicates. Use acetone as the control, and at the same time use BCL as the positive control, and the control group is also set with three replicates. All petri dishes are tested under dark conditions at (25 ± 1) °C and 80% ± 5% RH. Observe once every 12 h continuously. During the observation, pay attention to adding water to the filter paper to keep it moist and use clear water as the water source until the end of the experiment. Gently jump the insect body with a brush, and if the feet do not move, it is considered dead. Stop observing until the mortality rate of all control groups exceeds 20%. And count the mortality rate of termites in each treatment group.

[0083] 4.2 Result analysis

[0084] See Figure 3 , the experimental results show that the compound in Example 2 killed more than 50% of the termites at 50 mg / mL and 25 mg / mL at 24 h, and the poisoning effect also reached 50% after 36 h, indicating that the compound in Example 2 has an effect on poisoning termites.

[0085] Meanwhile, further explore the toxic effect of the compound of Example 2 on Reticulitermes chinensis Snyder over a longer period. The mortality rates at each time period under 7.5, 15, 30, 60, and 120 mg / mL are shown in Table 2 and Figure 4 in.

[0086] Table 2 Mortality rates at each time period under 7.5, 15, 30, 60, and 120 mg / mL

[0087]

[0088]

[0089] It can be seen from the experimental results that the compound concentration of Example 2 above 30 mg / mL has a toxic effect on Reticulitermes chinensis Snyder. The toxic effect of treating Reticulitermes chinensis Snyder with 120 mg / mL is the best, and 15 mg / mL has a certain effect on Reticulitermes chinensis Snyder.

[0090] The LD50 at 48 h is 23.9077 μg / head, the LD50 at 96 h is 19.8874 μg / head, the LD50 at 144 h is 20.2090 μg / head, the LD50 at 192 h is 13.3887 μg / head, and the LD50 at 240 h is 8.4642 μg / head.

[0091] Example 5 Toxic effect transmission experiment of the compound of Example 1 in the colony of Odontotermes formosanus

[0092] 5.1 Experimental method

[0093] 5.1.1 Termite staining treatment

[0094] Immerse a filter paper with a diameter of 70 mm into an aqueous solution of Nile blue (prepared and used immediately), take it out after 10 s, place it in a petri dish with a diameter of 70 mm for termites to feed on, and reserve the termites with blue abdomens after 24 h.

[0095] 5.1.2 Testing method

[0096] Imidacloprid was used as the reference agent. Five groups of culture dishes were taken, and 100 worker termites and 10 soldier termites were added to each culture dish. Using the dropping method, 1 μL of the compound of Example 1, imidacloprid or Tween-80 aqueous solution was applied to each of the dyed healthy worker termites. According to the results of the above experiments, the compound of Example 1 and imidacloprid were treated with the compound of Example 1 at the 84h LD50 (5.0919 μg / termite) and imidacloprid, and the compound of Example 1 and imidacloprid were treated with imidacloprid at the 84h LD50 (0.0007 μg / termite), with a total of 4 treatments and 1 control. Ten termite worker termites with the agent were selected and introduced into the culture dish. The control group introduced 10 untreated worker termites. The test device was moved into a constant temperature and humidity incubator under test conditions. The number of dead undyed termite worker termites was observed and recorded every 12 hours, and the number of dead termite soldier termites was not counted. Each treatment was set with 3 replicates. When the mortality rate of the worker termites in the control group exceeded 20%, the experiment ended.

[0097] 5.2 Result analysis

[0098] Figure 5 Survival curves of CK, the compound of Example 1 and imidacloprid treatment were shown (*: P<0.05; *: P<0.001). As Figure 5 shown, the treatment groups of 5.2 μg of the compound of Example 1 (LXY) and 0.0007 μg of imidacloprid had significant differences compared with CK (Tween-80 control group) (P<0.05). Under their respective LD50 (5.2 μg / termite for LXY and 0.0007 μg / termite for imidacloprid), the virus transmission effects of LXY and imidacloprid were comparable, and the mortality rate was about 30% at 96 h.

[0099] The experimental results showed that the compound of Example 1 had a certain virus transmission effect in the Odontotermes formosanus colony.

[0100] Example 6 Control of Odontotermes formosanus with the compound of Example 2

[0101] 6.1 Selectivity

[0102] 6.1.1 Experimental method

[0103] Weighed 5 g of bait with an analytical balance, and the compound of Example 2 was evenly mixed into the bait to prepare poisoned baits with a drug ratio of 1% and 5%. Added 10 g of clear water as the water source, and the bait without the compound of Example 2 was used as the control to determine the selectivity of the compound of Example 2 to Odontotermes formosanus. Figure 6 The experimental device was shown, where device A was the bait with the drug added, device B was the place where 100 termites were placed, and device C was the bait without the drug added. During the experiment, as Figure 6 shown, the prepared poisoned baits and the control baits were put into Figure 6In the AC container shown in the figure, 100 termites were placed in the B container. Then the test device was moved into a constant temperature and humidity incubator. After 24 hours, the number of termites in devices A and C was counted. The test was set with 3 replicates.

[0104] 6.1.2 Result analysis

[0105] Figure 7 Show the experimental results. As Figure 7 shown, among the 1% and 5% ratios, more termites chose the bait without medicine than the bait with medicine; compared with the 5% medicine in the bait, more termites chose the 1% medicine, and there was a difference from 5%. The selection rate of 1% was about 20%, and only about 3% for 5%. Both had a repellent effect, and the repellent effect of the compound in Example 2 at 5% on termites was stronger.

[0106] 6.2 Indoor toxicity experiment

[0107] 6.2.1 Toxicity experiment in petri dishes

[0108] 6.2.1.1 Experimental method

[0109] Weighed 20 pieces of filter paper with an analytical balance, and the average weight was 325 mg. The acetone solution of the compound in Example 2 was evenly added to the filter paper to form a drug film with a uniform drug proportion of 1% and 5% and closely attached to the bottom of the dish without gaps. Added clean water as the water source, and the filter paper added with acetone was used as the control. 50 termites were placed in the petri dish. Then the test device was moved into a constant temperature and humidity incubator, and pay attention to replenishing water during the experiment. Every 24 hours, observe the death situation of termites in the petri dish. The test was set with 3 replicates.

[0110] 6.2.1.2 Experimental results

[0111] At the beginning of the experiment, the 5% medicine treatment group was yellow in color and had a relatively strong smell; the 1% medicine treatment group was slightly lighter in color and smell. After 12 hours, the 5% and 1% medicine treatment groups still had a relatively strong smell, and all the termites in the dish died. It may be that the termites were killed by the medicine vapor. Combining with the previous selectivity experiment, it was proved that the compound of the present invention has contact toxicity to termites and fumigation toxicity to termites. While most of the termites in the CK treatment group survived, and a small number of termites still survived after observing until the 6th day.

[0112] Example 7: The effect of the compound of the present invention on cockroaches

[0113] Take 0.1 g of the compound in Example 2 and dissolve it ultrasonically with 100 ml of water to form a spraying solution. Take 5 German cockroaches (Blattella germanica) and place them in a cage, as Figure 8 shown in the left figure. Spray the obtained spraying solution on the live cockroaches and observe for about 15 minutes. AsFigure 8 As shown, the activity ability of the cockroaches gradually decreases and they gradually die, as Figure 8 shown in the right figure.

[0114] Conclusion

[0115] The LC50 of the compound of the present invention against Odontotermes formosanus at 72 h is 5.8203 mg / mL, and the LD50 is 5.8203 μg / head; the LC50 at 84 h is 5.0919 mg / mL, and the LD50 is 5.0919 μg / head. The LD50 of the compound of the present invention against Reticulitermes chinensis at 48 h is 23.9077 μg / head, at 96 h is 19.8874 μg / head, at 144 h is 20.2090 μg / head, at 192 h is 13.3887 μg / head, and at 240 h is 8.4642 μg / head.

[0116] In the experiment on the toxic effect transmission of the compound of the present invention against Odontotermes formosanus, the experimental results show that the compound of the present invention has a certain effect of transmitting poison in the colony of Odontotermes formosanus.

[0117] In the experiment on controlling Odontotermes formosanus by adding the compound of the present invention to bait, the results show that the compound of the present invention has a very strong repellent effect on Odontotermes formosanus. At the same time, in the fumigation experiment, the compound of the present invention has a certain special smell, and the compound of the present invention shows a strong effect as a fumigant. Therefore, the compound of the present invention is an effective termite repellent, fumigant and killer.

[0118] At the same time, the compound of the present invention also has an obvious killing effect on cockroaches. Therefore, the compound of the present invention is also applicable to killing cockroaches.

[0119] Safety

[0120] According to the records of chemicalbook, the oral LD50 of camphorquinone for mammals is 500.1 mg / kg, which has extremely high safety.

[0121] Although the present invention only illustrates the technical solution of the present invention by taking termites and cockroaches as examples in the embodiments, those skilled in the art should understand that these embodiments only serve as illustrative and should not be construed as limiting the protection scope of the present invention. Those skilled in the art can easily think of using the compound of the present invention to control other pests according to the principles taught by the present invention, such as other pests of Isoptera (now incorporated into Blattodea), and other pests within the scope of other pesticide control lineages, such as pests of Orthoptera, Homoptera, Hymenoptera, Hemiptera, Neuroptera, Diptera, Lepidoptera, Thysanoptera, Coleoptera and nematodes. Therefore, using the compound of the present invention to control pests of these categories is also within the protection scope of the present invention. Specifically, the protection scope of the present invention shall be subject to the claims.

[0122] Matters not described in detail in the present invention are all well-known technologies to those skilled in the art.

[0123] Finally, it should be noted that the above specific embodiments are only used to illustrate the technical solutions of the present invention rather than to limit them. Although the present invention has been described in detail with reference to the embodiments, those of ordinary skill in the art should understand that the technical solutions of the present invention can be modified and equivalently replaced without departing from the spirit and scope of the technical solutions of the present invention, and they should all be covered within the scope of the claims of the present invention.

Claims

1. A use of camphorquinone and its derivatives as pest control agents, characterized in that: The camphorquinone and its derivatives have the following structure: Wherein R is H, C1-4 alkyl, sulfonic acid group and its salts or esters, carboxylic acid group and its salts and esters.

2. The use according to claim 1, characterized in that The sulfonic acid group and its salts and esters include methanesulfonic acid, halogenated methanesulfonic acid and its salts and esters, and the carboxylic acid group and its salts and esters include -COOH, -CH2COOH and its salts or esters.

3. The use according to claim 1, characterized in that The pests are selected from one or more of the order Orthoptera, Homoptera, Hymenoptera, Hemiptera, Neuroptera, Diptera, Lepidoptera, Thysanoptera, Coleoptera, Blattodea and nematodes.

4. The use according to claim 3, characterized in that The pests are selected from aphids, cockroaches, ants, flies, mosquitoes, leafhoppers, thrips, planthoppers, mole crickets, wireworms, termites, flea beetles, leafminers, nematodes, white grubs, grass borers, locusts, rice gall midges, rice planthoppers, rice leafhoppers, striped stem borers, yellow stem borers, corn borers, cotton thrips, cutworms, sugarcane borers, peach borers, wheat midges, sorghum borers, corn aphids, cotton aphids, cotton blind bugs, bean pod borers, red fire ants, fall armyworms, diamondback moths, and whiteflies.

5. The use according to claim 1, characterized in that The control includes killing and / or repelling pests.

6. A pest control composition, characterized in that: The composition comprises camphorquinone or a derivative thereof and auxiliary components, wherein the camphorquinone or a derivative thereof has the following structure: Wherein R is H, C1-4 alkyl, sulfonic acid group and its salts or esters, carboxylic acid group and its salts and esters.

7. The composition according to claim 6, characterized in that The sulfonic acid group and its salts and esters include methanesulfonic acid, halogenated methanesulfonic acid and its salts and esters, and the carboxylic acid group and its salts and esters include -COOH, -CH2COOH and its salts or esters.

8. The composition according to claim 6, characterized in that The auxiliary ingredients are selected from one or more of the following: water, solvent, emulsifier, dispersant, wetting agent, thickener, defoamer, stabilizer, binder, disintegrant, antifreeze agent, anticaking agent, suspending agent, film former, preservative, colorant, polymer capsule wall material, pH regulator or filler.

9. The composition according to claim 8, characterized in that The solvent is an organic solvent and / or water, and the mass concentration of the camphorquinone or its derivative therein is 0.01-10%.

10. A pest control agent, insecticide or repellent, characterized in that: The pest control agent, killer or repellent comprises the pest control composition according to any one of claims 6 to 9.

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