4-methoxysalicylic acid and its soluble salts for use as cytokinins and for promoting the growth and development of plants

By applying 4-methoxysalicylic acid and its soluble salts, the problem of its unknown function in plant growth and development has been solved. It has been found to promote seed germination, inhibit hypocotyl elongation, promote cotyledon expansion, and improve fertilizer absorption and utilization. It is applicable to the growth regulation and yield and quality improvement of a variety of plants.

CN117084248BActive Publication Date: 2026-04-10ZHENGZHOU ZHENGSHI CHEMICAL CO LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
ZHENGZHOU ZHENGSHI CHEMICAL CO LTD
Filing Date
2023-08-04
Publication Date
2026-04-10

AI Technical Summary

Technical Problem

The function of 4-methoxysalicylic acid and its soluble salts in regulating plant growth and development is unknown in the existing technology, and there is a lack of effective adjuvants to promote plant growth and fertilizer absorption.

Method used

Using 4-methoxysalicylic acid and its soluble salts as cytokinins, indoor experiments including lettuce seed germination, lettuce hypocotyl elongation, and radish cotyledon expansion demonstrated its biological activities of promoting seed germination, inhibiting hypocotyl elongation, and promoting cotyledon expansion. Field experiments verified its regulatory effects on the growth of maize, peanut, cucumber, and citrus fruits.

Benefits of technology

4-Methoxysalicylic acid and its soluble salts can promote plant growth and development, improve fertilizer absorption and utilization efficiency, enhance fruit growth, and increase yield and quality. They are suitable for agricultural production of grain crops, oil crops, vegetables, and fruit trees.

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Abstract

The present application relates to the application of 4-methoxysalicylic acid and its soluble salt as a cell division-like substance and to the promotion of plant growth and development. The present application uses indoor tests such as lettuce seed germination, lettuce hypocotyl elongation, radish cotyledon expansion, and field tests to comprehensively study the influence of 4-methoxysalicylic acid and its soluble salt on plant growth and development. The indoor test results show that 4-methoxysalicylic acid has a promoting effect on the germination of lettuce seeds, an inhibiting effect on the elongation of lettuce hypocotyls, and a promoting effect on the expansion of radish cotyledons, and it can be preliminarily determined that it has a function similar to that of a cell division-like substance. Further field tests show that 4-methoxysalicylic acid and its soluble salt can effectively promote the absorption and utilization of fertilizer by corn and peanuts, and can effectively regulate the growth of cucumber and citrus fruits, showing an agricultural beneficial physiological effect, and having development and utilization value and application prospect in agricultural production.
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Description

TECHNICAL FIELD

[0001] The present application relates to the application of 4-methoxysalicylic acid and its soluble salt as a kind of cytokinin and promoting plant growth and development, and belongs to the field of agricultural technology. BACKGROUND

[0002] With the continuous growth of population and the increasing demand for food quality, improving crop yield and quality has become the goal of agricultural growers. Cytokinins are plant hormones isolated from corn or other plants or artificially synthesized, which are a class of substances that promote cell division, promote differentiation and growth of various tissues, and are plant hormones that regulate plant cell growth and development. Cytokinins are often used to prepare plant growth regulators to regulate plant growth and development, such as regulating seed germination and dormancy, promoting plant rooting, controlling flowering, controlling fruit drop or promoting fruit setting, etc. At present, commonly used cytokinins are kinetin (KT), zeatin (ZT) and 6-benzylaminopurine (6-BA), etc. Exploring new cytokinins is of great significance for analyzing the regulation mechanism of plant growth and development, and also provides new choices for plant regulators.

[0003] 4-methoxysalicylic acid and its potassium salt are a new type of medicinal whitening ingredient used in the field of cosmetics. When applied to cosmetics, it can coordinate keratin metabolism, correct abnormal epidermal proliferation, promote the excretion of melanin, and has the effects of skin smoothing and whitening. It can also block the source of melanin production and has the effect of improving self-healing. When used with various types of whitening products, it can improve the whitening effect and has good development prospects. However, there is no relevant research, reports or patents on the agricultural application of 4-methoxysalicylic acid. Whether it can regulate plant growth and development is still unknown. SUMMARY

[0004] The first object of the present application is to provide the application of 4-methoxysalicylic acid and its soluble salt as a kind of cytokinin. The present application proves that 4-methoxysalicylic acid has biological activity as a kind of cytokinin through seed germination method, hypocotyl elongation method and cotyledon expansion method.

[0005] The second object of the present application is to provide the application of 4-methoxysalicylic acid and its soluble salt in promoting plant growth and development, in order to solve the problem that the function of 4-methoxysalicylic acid and its soluble salt in regulating plant growth and development is unknown in the prior art.

[0006] The third object of the present application is to provide a kind of plant growth promoting agent and / or fertilizer absorption aid to solve the above problems.

[0007] A fourth object of the present application is to provide a fertilizer comprising 4-methoxysalicylic acid or a soluble salt thereof and a base ingredient to solve the above problems.

[0008] To achieve the above object, the technical solution of the present application is the use of 4-methoxysalicylic acid and a soluble salt thereof as a cytokinin-like substance.

[0009] The use of 4-methoxysalicylic acid and a soluble salt thereof as a cytokinin-like substance.

[0010] The above technical solution has the beneficial effect that, in the screening of compounds with biological activity from aromatic acid derivatives, the present application found that the compound 4-methoxysalicylic acid has the function of regulating plant growth and development. Using the lettuce seed germination method and the lettuce hypocotyl elongation method, it was proved that 4-methoxysalicylic acid has a promoting effect on the germination of lettuce seeds and an inhibitory effect on the elongation of lettuce hypocotyls, and it was preliminarily predicted that it has biological activity similar to cytokinin. To further clarify the function of 4-methoxysalicylic acid in plants, the radish cotyledon expansion method was used to prove that it has a promoting effect on the expansion of radish cotyledons, indicating that 4-methoxysalicylic acid has the biological activity of cytokinin. The discovery of the present application provides a new direction for the selection of cytokinin and lays a foundation for the further development and utilization of 4-methoxysalicylic acid.

[0011] Specifically, 4-methoxysalicylic acid has the chemical structural formula:

[0012]

[0013] To achieve the above object, the technical solution of the present application is the use of 4-methoxysalicylic acid and a soluble salt thereof as a cytokinin-like substance.

[0014] The use of 4-methoxysalicylic acid and a soluble salt thereof in regulating plant growth and development, including seed germination, growth of plant in vitro organ tissues, plant absorption and utilization of fertilizer, and / or growth and development of plant fruits.

[0015] The beneficial effects of the above technical solutions are that the present application adopts indoor test and field test to comprehensively study the influence of 4-methoxysalicylic acid on the growth and development of plants by using lettuce seed germination method, lettuce hypocotyl elongation method, radish cotyledon expansion method and the like. The indoor test results show that 4-methoxysalicylic acid has a promoting effect on the germination of lettuce seeds, an inhibiting effect on the elongation of lettuce hypocotyls, and a promoting effect on the expansion of radish cotyledons. It can be preliminarily determined that it has a function similar to that of cytokinin. Further through field test, the results show that 4-methoxysalicylic acid and its soluble salt can effectively promote the absorption and utilization of fertilizer by corn and peanuts, and can effectively regulate the growth of cucumber and citrus fruits, showing an agricultural beneficial physiological effect, and having development and utilization value and application prospect in agricultural production.

[0016] Specifically, the promoting fruit growth and development includes increasing yield, fruit setting rate, single fruit weight, increasing fruit transverse diameter, vitamin C content and / or soluble solid content.

[0017] As a further improvement, the plant is selected from the group consisting of food crops, oil crops, vegetables and fruit trees.

[0018] The beneficial effects of the above technical solutions are that food crops, oil crops, vegetables and fruit trees are important economic crops and are closely related to our life, and promoting their growth and development, increasing yield and improving fruit quality and being green and pollution-free are helpful to promote agricultural harvest and yield, promote the progress of agricultural economy, and meet people's high requirements for food safety and quality.

[0019] Preferably, the food crop is preferably corn, the oil crop is preferably peanut, the vegetable is preferably cucumber, lettuce and radish, and the fruit tree is preferably citrus. Further preferably, 4-methoxysalicylic acid and its soluble salt can promote the germination of vegetable seeds such as lettuce seeds, can promote the weight increase and leaf area increase of vegetable cotyledons such as radish cotyledons (i.e. promote the growth of plant in vitro organ tissues), can promote the absorption and utilization of fertilizer by food crops such as corn and oil crops such as peanut, and can promote the growth and development of vegetable fruits such as cucumber and fruit tree fruits such as citrus.

[0020] In order to achieve the above-mentioned purpose, the technical solution of the present application for promoting plant growth and / or fertilizer absorption is:

[0021] An agent for promoting plant growth and / or fertilizer absorption, comprising 4-methoxysalicylic acid or a soluble salt thereof.

[0022] The beneficial effects of the above technical solutions are that through comprehensive researches such as indoor tests and field tests, it is proved that 4-methoxysalicylic acid and its soluble salt can be used for regulating the growth of plant in vitro organs and tissues, the absorption and utilization of fertilizer by plants, and the growth and development of plant fruits, and has the biological activity of cytokinin, and after the application in the test field is observed, the plant appearance and growth are normal, and no phytotoxicity symptoms are observed, and it has the potential to be developed into a broad-spectrum plant growth regulator or fertilizer efficiency enhancer.

[0023] Specifically, the 4-methoxysalicylic acid soluble salt is any one of sodium salt, potassium salt and amine salt of 4-methoxysalicylic acid.

[0024] Specifically, the plant growth promoting and / or fertilizer absorption aid (plant growth regulator or fertilizer efficiency enhancer) containing 4-methoxysalicylic acid or its soluble salt is preferably but not limited to selected from two dosage forms of soluble powder and soluble liquid.

[0025] As a further improvement, the mass percentage content of the 4-methoxysalicylic acid or its soluble salt in the aid is 0.1-50%.

[0026] As a further improvement, the dosage form of the aid is soluble powder or soluble liquid.

[0027] The beneficial effects of the above technical solutions are that soluble powder or soluble liquid is the most common two dosage forms in the agricultural field, the preparation process is simple, neither expensive production equipment nor complex technical support is needed, and it is suitable for large-scale production.

[0028] As a further improvement, when the dosage form of the aid is the soluble powder, it is composed of 4-methoxysalicylic acid 1-50%, surfactant 1-10%, and carrier to make up 100%.

[0029] The beneficial effects of the above technical solutions are that the components of the soluble powder are simple, and only need to be mixed uniformly during preparation, which is also convenient for transportation.

[0030] As a further improvement, the surfactant is selected from one or two of Pingpingka O, sodium dodecyl sulfate and polyethylene glycol 6000; and the carrier is selected from one or two of potassium pyrophosphate, boric acid, potassium citrate, sucrose and sodium glutamate.

[0031] The beneficial effects of the above technical solutions are that the above surfactants and carriers are common raw materials in agricultural production, which are widely available and low in price, and can effectively control the production cost while ensuring the use effect.

[0032] As a further improvement, when the adjuvant is the soluble liquid, it consists of 4-methoxysalicylic acid 0.1-20%, a solubilizing agent 1-20%, a stabilizing agent 5-20%, a surfactant 1-10%, and solvent to make up 100%.

[0033] The above technical solution has the beneficial effects that the soluble liquid is convenient to use, and only needs to be diluted to an effective amount in practical application, and is convenient to store.

[0034] As a further improvement, the solubilizing agent is selected from one or two of monoethanolamine, triethanolamine, potassium hydroxide, sodium hydroxide, and potassium citrate; the stabilizing agent is selected from one or two of urea, ethylene glycol, propylene glycol, dimethyl sulfoxide, and glycerol; and the surfactant is selected from one or two of dodecyl phenol polyoxyethylene ether, alkyl glycoside, and polyethylene glycol 400.

[0035] The above technical solution has the beneficial effects that the solubilizing agent can effectively improve the solubility of 4-methoxysalicylic acid, the stabilizing agent can maintain the stability of the entire system, and the surfactant can effectively reduce the surface tension of the liquid and promote the absorption of the effective component by plants. Moreover, the above raw materials are commonly used raw materials in the agricultural field and are easy to obtain.

[0036] Specifically, the soluble powder or the soluble liquid is diluted to an effective amount and contacted with plant tissue organs such as cotyledons, seeds, root systems, leaves, fruits, etc.

[0037] Further specifically,

[0038] Soaking treatment of lettuce seeds with an effective amount of 0.1-10 mg / L, more preferably 1-7.5 mg / L, can promote the germination of the lettuce seeds and inhibit the elongation of the hypocotyls;

[0039] Soaking treatment of radish cotyledons with an effective amount of 1-20 mg / L, more preferably 2.5-15 mg / L, can promote the weight increase and leaf area increase of the cotyledons;

[0040] Root irrigation with an effective amount of 0.5-20 mg / L, more preferably 5-20 mg / L, or foliar spraying treatment with an effective amount of 5-50 mg / L, more preferably 20-50 mg / L, can promote the utilization efficiency of fertilizers by peanuts and corns;

[0041] Whole plant spraying with an effective amount of 5-50 mg / L, more preferably 10-40 mg / L, or fruit soaking treatment with an effective amount of 25-200 mg / L, more preferably 50-200 mg / L, can promote the growth and development of plant fruits.

[0042] To achieve the above-mentioned purposes, the technical solution of the fertilizer containing 4-methoxysalicylic acid or a soluble salt thereof and a base component in the present application is:

[0043] A fertilizer comprising 4-methoxysalicylic acid or a soluble salt thereof and a base component.

[0044] The beneficial effects of the above technical solution are that the present application proves through experiments that 4-methoxysalicylic acid and its soluble salt can effectively promote the absorption and utilization of fertilizer by corn and peanuts, and improve the yield and quality thereof.

[0045] Specifically, the base component can be a fertilizer of different nutrient components commonly used in agriculture.

[0046] Compared with the prior art, the beneficial effects of the present application are that:

[0047] The present application finds that 4-methoxysalicylic acid can effectively regulate the growth and development of multiple types of plants, and can be used for regulating the growth of plant in vitro organ tissues, the absorption and utilization of fertilizer by plants, and the growth and development of plant fruits, etc., to achieve the effects of regulating plant growth, increasing yield, and improving quality, etc. It provides a basis for further mechanism research, registration application, batch production, and large-area agricultural use, and has important practical significance. DETAILED DESCRIPTION

[0048] The present application will be further described in conjunction with specific embodiments. It should be noted that the embodiments described below or technical features thereof can be combined with each other to form new embodiments without conflict. The equipment and raw materials used can be purchased from the market or commonly used in the art. The methods in the following examples are conventional methods in the art unless otherwise specified.

[0049] The 4-methoxysalicylic acid used in the following examples was purchased from Aladdin Reagent Platform, and the remaining raw materials were obtained by conventional commercial routes.

[0050] One specific embodiment of an aid for promoting plant growth and / or fertilizer absorption

[0051] The aid for promoting plant growth and / or fertilizer absorption provided in the embodiments of the present application is in two dosage forms of soluble powder and soluble liquid. The specific implementation operations are as follows:

[0052] Example 1 0.1% 4-methoxysalicylic acid soluble solution

[0053] The 0.1% 4-methoxysalicylic acid soluble solution of the present embodiment is prepared from the following raw materials in the following weight percentages: 4-methoxysalicylic acid 0.1%, potassium hydroxide 1%, urea 5%, polyethylene glycol 400 1%, and deionized water to make up.

[0054] The preparation method is as follows: the weighed liquid components (deionized water, polyethylene glycol 400) in the formula are sequentially added to a reaction container, and stirring is started (rotation speed 300 rpm). The weighed potassium hydroxide according to the proportion is added and stirred to dissolve, and then the 4-methoxysalicylic acid and other solid components (urea) according to the proportion are weighed and added to dissolve. After the solution is clear and transparent, the soluble liquid product of the present application is prepared.

[0055] Example 2 1% 4-methoxysalicylic acid soluble powder

[0056] The 1% 4-methoxysalicylic acid soluble solution of the present example is prepared from the following raw materials in the following weight percentages: 4-methoxysalicylic acid 1%, polyethylene glycol 6000 1%, sucrose 10%, and sodium glutamate to make up 100%.

[0057] The preparation method is as follows: the weighed liquid components (deionized water, polyethylene glycol 400) in the formula are sequentially added to a reaction container, and stirring is started (rotation speed 300 rpm). The weighed potassium hydroxide according to the proportion is added and stirred to dissolve, and then the 4-methoxysalicylic acid and other solid components (urea) according to the proportion are weighed and added to dissolve. After the solution is clear and transparent, the soluble liquid product of the present application is prepared.

[0058] Example 3 10% 4-methoxysalicylic acid soluble solution

[0059] The 10% 4-methoxysalicylic acid soluble solution of the present example is prepared from the following raw materials in the following weight percentages: 4-methoxysalicylic acid 10%, ethanolamine 5%, sodium hydroxide 3%, ethylene glycol 5%, dodecyl phenol polyoxyethylene ether 1%, polyethylene glycol 400 5%, and deionized water to make up 100%.

[0060] The preparation method is as follows: the weighed liquid components (deionized water, polyethylene glycol 400) in the formula are sequentially added to a reaction container, and stirring is started (rotation speed 300 rpm). The weighed potassium hydroxide according to the proportion is added and stirred to dissolve, and then the 4-methoxysalicylic acid and other solid components (urea) according to the proportion are weighed and added to dissolve. After the solution is clear and transparent, the soluble liquid product of the present application is prepared.

[0061] Example 4 20% 4-methoxysalicylic acid soluble powder

[0062] The 20% 4-methoxysalicylic acid soluble powder of the present example is prepared from the following raw materials in the following weight percentages: 4-methoxysalicylic acid 20%, peregal O 5%, sodium dodecyl sulfate 3%, potassium pyrophosphate 20%, and potassium citrate to make up 100%.

[0063] The preparation method is as follows: the weighed liquid components (deionized water, polyethylene glycol 400) in the formula are sequentially added to a reaction container, and stirring is started (rotation speed 300 rpm). The weighed potassium hydroxide according to the proportion is added and stirred to dissolve, and then the 4-methoxysalicylic acid and other solid components (urea) according to the proportion are weighed and added to dissolve. After the solution is clear and transparent, the soluble liquid product of the present application is prepared.

[0064] Example 5 30% 4-methoxysalicylic acid soluble solution

[0065] The 30% 4-methoxysalicylic acid soluble solution of the present embodiment is prepared from the following raw materials in the following weight percentages: 4-methoxysalicylic acid 30%, ethanolamine 15%, potassium hydroxide 5%, dimethyl sulfoxide 15%, glycerol 5%, alkyl glycoside 10%, and deionized water to make up the balance.

[0066] The preparation method is as follows: the liquid components (deionized water, ethanolamine, dimethyl sulfoxide, glycerol, and alkyl glycoside) in the formula are weighed and sequentially added to a reaction container, and stirring is started (300 rpm). The weighed potassium hydroxide is added and stirred to dissolve, and finally the raw drug is weighed and added to dissolve. After the solution is clear and transparent, the soluble solution product of the present embodiment is prepared.

[0067] Example 6 50% 4-methoxysalicylic acid soluble powder

[0068] The 50% 4-methoxysalicylic acid soluble powder of the present embodiment is prepared from the following raw materials in the following weight percentages: 4-methoxysalicylic acid 50%, PPG- 5%, polyethylene glycol 6000 5%, boric acid 20%, and potassium pyrophosphate to make up the balance of 100%.

[0069] The preparation method is as follows: the components in the formula are weighed and added to a mixer according to the corresponding proportions, mixed, and then ground to 80-100 mesh in a pulverizer. The product is discharged to prepare the soluble powder product of the present embodiment.

[0070] In other embodiments, the 4-methoxysalicylic acid can be replaced by one of the sodium salt, potassium salt, or amine salt of 4-methoxysalicylic acid.

[0071] The plant growth and / or fertilizer absorption promoting adjuvants prepared in Examples 1-6 are subjected to quality testing.

[0072] The 4-methoxysalicylic acid active ingredient content is detected by high performance liquid chromatography. The specific detection method is as follows: using "methanol + water" as the mobile phase, dissolving the sample with the mobile phase, using a stainless steel column with C18 as the filler and a variable wavelength ultraviolet detector, and separating and measuring the 4-methoxysalicylic acid in the sample at a wavelength of 252 nm.

[0073] The solubility and solution stability determination method is as follows: dissolve the sample in standard hard water at 25°C, invert 15 times, stand for 5 min, filter with a 75 μm aperture standard sieve, and quantitatively determine the residue on the sieve; after standing for 18 h, observe and measure the residue again.

[0074] The pH value is detected in accordance with GB / T 1601;

[0075] The dilution stability is detected in accordance with GB / T 1603;

[0076] Wetting time was tested according to GB / T 5451;

[0077] Water insolubles were tested according to GB / T 28136;

[0078] Persistent foaming was tested according to GB / T 28137;

[0079] Hot storage stability was tested according to GB / T 19136;

[0080] Low temperature stability was tested according to GB / T 19137.

[0081] The determination results are shown in Table 1:

[0082] Table 1 Quality test results of Examples 1-6

[0083]

[0084] II. Comparative Examples

[0085] Comparative Example 1 10% salicylic acid soluble solution

[0086] The 10% salicylic acid soluble solution of this comparative example was prepared from the following raw materials in the following weight percentages: salicylic acid 10%, ethanolamine 5%, sodium hydroxide 3%, ethylene glycol 5%, dodecyl phenol polyoxyethylene ether 1%, polyethylene glycol 400 5%, and deionized water to make up the balance; the preparation method referred to Example 3.

[0087] Comparative Example 2 10% 3-methoxysalicylic acid soluble solution

[0088] The 10% 3-methoxysalicylic acid soluble solution of this comparative example was prepared from the following raw materials in the following weight percentages: 3-methoxysalicylic acid 10%, ethanolamine 5%, sodium hydroxide 3%, ethylene glycol 5%, dodecyl phenol polyoxyethylene ether 1%, polyethylene glycol 400 5%, and deionized water to make up the balance; the preparation method referred to Example 3.

[0089] Comparative Example 3 10% 5-methoxysalicylic acid soluble solution

[0090] The 10% 5-methoxysalicylic acid soluble solution of this comparative example was prepared from the following raw materials in the following weight percentages: 5-methoxysalicylic acid 10%, ethanolamine 5%, sodium hydroxide 3%, ethylene glycol 5%, dodecyl phenol polyoxyethylene ether 1%, polyethylene glycol 400 5%, and deionized water to make up the balance; the preparation method referred to Example 3.

[0091] Comparative Example 4 10% 6-methoxysalicylic acid soluble solution

[0092] The 10% 6-methoxysalicylic acid soluble solution of the comparative example is prepared from the following raw materials in the following weight percentages: 6-methoxysalicylic acid 10%, ethanolamine 5%, sodium hydroxide 3%, ethylene glycol 5%, dodecyl phenol polyoxyethylene ether 1%, polyethylene glycol 400 5%, and deionized water to make up the total; the preparation method is referred to Example 3.

[0093] III. Test Example 4-Methoxysalicylic Acid and Its Soluble Salts in Promoting Plant Growth and Development

[0094] In order to further verify the actual effect of 4-methoxysalicylic acid in plant growth regulation, indoor bioassay + field test method is used, combined with different application methods such as soaking, root irrigation, spraying, fruit soaking, etc., to evaluate the actual implementation effect.

[0095] The specific operation is as follows:

[0096] Test Example 1 Effect of 4-methoxysalicylic acid on lettuce seed germination and hypocotyl elongation

[0097] Test crop: lettuce

[0098] Test time: April 2022

[0099] Test site: Henan Crop Chemical Control Engineering Technology Research Center - Bioassay Room

[0100] Test agent: Select Examples 1, 2 and Comparative Examples 1-4 as test agents, set commercially available 2% 6-benzylaminopurine SL and 4% gibberellic acid SL (both produced by Zhengzhou Zhengsheng Chemical Product Co., Ltd.) as control agents, and set water as blank control. The specific test design of the test agents is shown in Table 2:

[0101] Table 2 Test design of test agents

[0102]

[0103]

[0104] Test method: The selected lettuce seeds are evenly arranged at 25 seeds per dish, 5 mL of different concentrations of agents are added to each dish, 5 mL of pure water is added to the blank control, and 3 parallel tests are set. Cultivate in the dark.

[0105] Investigation method: After 3 days of culture, investigate the germination potential; after 7 days of culture, investigate the germination rate and measure the hypocotyl length.

[0106] The results are shown in Table 3:

[0107] Table 3 Germination and hypocotyl growth of lettuce seeds under different treatments

[0108]

[0109] Test Conclusion: Gibberellin and 6-benzylaminopurine (the first artificially synthesized cytokinin) can both promote the germination of lettuce seeds under dark culture conditions, but gibberellin promotes the elongation of the hypocotyl, while cytokinin such as 6-benzylaminopurine inhibits the elongation of the hypocotyl. The compounds provided by the present application have similar effects to 6-benzylaminopurine and may have similar biological activities to cytokinin. The compounds of the comparative examples have different effects, for example, the compound of Comparative Example 1 promotes the increase of germination potential and germination rate at a low concentration (1 mg / L), but inhibits the germination rate at a high concentration (10 mg / L). The compounds of Comparative Examples 2 and 3 both inhibit the germination rate. The compounds of Comparative Examples 1, 2 and 3 have no obvious promoting or inhibiting effect on the elongation of the hypocotyl. The compound of Comparative Example 4 has similar effects to the compounds of the present application, but the biological activity is not as good as that of the compounds of the present application.

[0110] Test Example 2 Effect of 4-methoxysalicylic acid on radish cotyledon expansion

[0111] Test Crop: Radish

[0112] Test Time: May 2022

[0113] Test Location: Crop Chemical Control Engineering Technology Research Center of Henan Province - Bioassay Room

[0114] Test Pesticides: Selecting Example 3, 4 and Comparative Example 4 as test pesticides, setting commercially available 2% 6-benzylaminopurine SL (produced by Zhengzhou Zhengshi Chemical Industry Co., Ltd.) as the control pesticide, and setting water as the blank control. The specific test design of the test pesticides is shown in Table 4.

[0115] Table 4 Test Design of Test Pesticides

[0116]

[0117] Test Method: After disinfecting and washing the radish seeds, they were placed in germination boxes for culture at room temperature in the dark. When the cotyledons were not fully expanded, the hypocotyls were removed and small cotyledons were cut from pairs of cotyledons. Cotyledons of uniform size were selected for use in the test. In culture dishes lined with filter paper, 5 mL of pesticide solution and 5 mL of pure water were added, and 10 mL of pure water was added to the blank control. Each dish was evenly spread with 10 weighed cotyledons, and 5 replicates were set for each treatment. The culture was carried out under light / dark conditions of 12 hours each.

[0118] Investigation Method: After 3 days of culture, the cotyledons were removed and the surface water was absorbed with filter paper. The mass of the cotyledons in each dish was immediately weighed on a balance, the weight gain of the cotyledons in each treatment was calculated, and the average weight gain was recorded. The cotyledons were scanned with a leaf area meter, and the average leaf area was recorded.

[0119] Results are shown in Table 5:

[0120] Table 5 Growth of radish cotyledons under different treatments

[0121]

[0122] Test conclusion: cytokinin (6-benzylaminopurine is a commonly used cytokinin) can promote cell separation and expansion, and has the effect of promoting the enlargement of radish cotyledons. The radish cotyledon expansion method is also a commonly used method for determining the biological activity of cytokinin. The compound 4-methoxysalicylic acid provided in the present application can promote the weight increase and leaf area expansion of cotyledons under this method, and it can be determined that the compound provided in the present application has the biological activity of cytokinin. 6-methoxysalicylic acid in Comparative Example 4 also has the effect of promoting the weight increase and leaf area expansion of cotyledons, but the effect is significantly different from that of 4-methoxysalicylic acid.

[0123] Test Example 3 Effect of 4-methoxysalicylic acid spray treatment on peanut growth

[0124] Test crop: peanut

[0125] Test time: July-September 2022

[0126] Test site: Zhongmou, Henan

[0127] Test agent: 0.5% urea + 0.5% potassium dihydrogen phosphate + 0.1% boric acid + 0.005% ammonium molybdate as base fertilizer, wherein urea, potassium dihydrogen phosphate, boric acid and ammonium molybdate are all used by Sinopharm Reagent raw materials. Selecting Examples 4, 5 and Comparative Example 4 as test agents, setting commercially available 2% 6-benzylaminopurine SL (produced by Zhengzhou Zhengshi Chemical Co., Ltd.) as a control agent, and setting pure fertilizer as a blank control. The specific test design of the test agent is shown in the following table.

[0128] Table 6 Test design of test agent

[0129]

[0130] Test method: select peanut fields with consistent growth, randomly divide the areas, cover three rows of peanuts in each plot, set a row of protection lines between different plots, each treatment area is 30m 2 , make good signs of each treatment; the test agent is diluted twice with water, and the uniform leaf surface of each treatment plot is sprayed with a backpack electric sprayer. The application period is at the flowering stage, and the amount of liquid per mu is 20L / mu.

[0131] Investigation index: 7 days after treatment, the functional leaves in the growth period were collected to measure and collect the nitrogen, phosphorus, potassium, boron and molybdenum contents to Henan Academy of Agricultural Sciences for detection. The yield and quality were measured at harvest, wherein the protein and fat contents in peanut quality were measured by GB / T14489.2 and GB / T14488.1 methods respectively.

[0132] The results are shown in Tables 7 and 8:

[0133] Table 7 Effect of each treatment on the nitrogen, phosphorus, potassium, boron and molybdenum contents in peanut leaves

[0134]

[0135]

[0136] Compared with the application of fertilizer alone, the fertilizer synergist treatment of the present application has a certain promoting effect on the contents of nitrogen, phosphorus, potassium, boron and molybdenum in the leaves in the growth period. Especially, it has a large accumulation and increase in the contents of potassium, boron and molybdenum, which is beneficial to promote early needle, more needle, early fruiting, more fruiting and increase yield.

[0137] Table 8 Effect of each treatment on the yield and quality of peanuts

[0138]

[0139] Test conclusion: Compared with the application of fertilizer alone, the compound of the present application and the conventional regulator 6-benzylaminopurine have a certain promoting effect on the yield and quality of peanuts. In combination with the single plant fruit rate data, the yield increase is mainly based on the factors such as early nutrient accumulation and increase in grain fullness.

[0140] Test example 4 Effect of 4-methoxysalicylic acid spraying treatment on the growth of corn

[0141] Test crop: corn

[0142] Test time: July-September 2022

[0143] Test site: Zhongmou, Henan

[0144] Test agent: In the large trumpet period of corn, 20 kg of water-soluble fertilizer (17-17-17, produced by Zhengzhou Zhengshi Chemical Industry Co., Ltd.) per mu + 50 g of zinc sulfate (Guojia Reagent) were used as topdressing, and different contents of the agent and the control agent were applied. Example 3 and comparative example 4 were selected as the test agent, and the commercially available 2% 6-benzylaminopurine SL (produced by Zhengzhou Zhengshi Chemical Industry Co., Ltd.) was set as the control agent, and the pure fertilizer was set as the blank control. The specific test design of the test agent is shown in Table 9.

[0145] Table 9 Test design of the test agent

[0146]

[0147] Test method: In the corn big trumpet period, according to 20 kg of water-soluble fertilizer (17-17-17, produced by Zhengzhou Zhengsheng Chemical Products Co., Ltd.) + 50 g of zinc sulfate (Guo Yao reagent) per mu, all fertilizers were applied by hole fertilization. After fertilization, root irrigation was carried out in each setting area (simulating drip irrigation, with water consumption of 5 tons per mu), and water was used as control.

[0148] Investigation index: 7 days after treatment, the growing season leaves were measured and collected, and the contents of nitrogen, phosphorus, potassium and zinc elements were determined by Henan Academy of Agricultural Sciences, and the yield was determined at the harvest period.

[0149] The results are shown in Table 10:

[0150] Table 10 Effect of each treatment on the absorption promotion rate of mineral elements in corn leaves and yield

[0151]

[0152] Test conclusion: Compared with the application of fertilizer alone, the compound of the application and the conventional regulator 6-benzylaminopurine can greatly improve the absorption efficiency of corn to nutrient elements, increase the accumulation of nitrogen, phosphorus and zinc elements in the growing season leaves of corn, and further promote the yield increase by increasing the absorption and utilization of fertilizer, and the yield increase rate can reach 27.30-39.95%. 6-benzylaminopurine also has a certain effect on the absorption of mineral elements in corn leaves, but the effect is poor.

[0153] Test example 5 Effect of 4-methoxysalicylic acid on cucumber fruit growth

[0154] Test crop: cucumber

[0155] Test time: May 2022

[0156] Test site: Huaiyang, Henan

[0157] Test agent: select example 6 and comparative examples 1, 4 as test agents, set commercially available 0.1% forchlorfenuron SL (produced by Zhengzhou Zhengsheng Chemical Products Co., Ltd.) as control agent, and set water as blank control, the specific test agent test design is shown in Table 11.

[0158] Table 11 Test design of test agent

[0159]

[0160] Test method: cucumber was soaked on the day of flowering or the day before, 50 cucumbers were marked for each treatment, and the water consumption was 1L per mu.

[0161] Investigation method: investigate whether there is phytotoxicity on cucumbers 3 days after application; harvest and measure yield once 15 days after application, and analyze quality to calculate the fruit setting rate and yield increase. The harvested fruits are weighed for single fruit weight, and the water content, vitamin C and soluble solids content are determined. The water content is determined by drying method, the soluble solids are determined by handheld refractometer method, and the vitamin C is determined by national standard 2, 6-dichloroindophenol sodium titration method.

[0162] Fruit setting rate (%) = (number of set fruits / number of soaked fruits) x 100

[0163] Yield increase rate (%) = (yield of the pesticide treatment area - yield of the blank control area) / yield of the blank control area x 100

[0164] The test results are shown in Table 12:

[0165] Table 12 Investigation results of each treatment on cucumber growth yield and quality

[0166]

[0167]

[0168] Safety: During the test period, the field observation showed that the leaves of treatment F (comparative example 1) were black and thick, the cucumber strips were curved and not straight, which affected the development, and the other treatments showed safety to the test cucumbers. After the application, the appearance and growth of cucumbers were normal, and no phytotoxicity symptoms were observed.

[0169] Test conclusion: The compound of the present application and the conventional regulator control agent 0.1% forchlorfenuron soluble solution can increase the yield, fruit setting rate and single fruit weight of cucumbers. In terms of quality, the dry matter accumulation, vitamin C and soluble solids content are higher than those of the blank control, and the compound is safe to crops, which has market potential for registration and large-scale application.

[0170] Test example 6 Effect of 4-methoxysalicylic acid on the growth of citrus fruits

[0171] Test crop: citrus

[0172] Test time: May-October 2022

[0173] Test site: Kaihua, Zhejiang

[0174] Test agent: select example 6 and comparative example 4 as test agents, set commercially available 2% 6-benzylaminopurine SL (produced by Zhengzhou Zhengshi Chemical Product Co., Ltd.) as a control agent, and set water as a blank control. The specific test design of the test agent is shown in Table 13.

[0175] Table 13 Test design of test agent

[0176]

[0177]

[0178] Method of application: 3 trees per plot, 3 replicates per treatment. Spray once at the beginning of flowering, fruiting and fruit enlargement stage, a total of 3 times, whole plant spray treatment. The amount of each tree is 1L.

[0179] Test method: 3 days after each application, investigate whether there is phytotoxicity; randomly investigate 1 tree per plot, mark according to the four directions of southeast, west and north, record the total number of flowers before the first application, record the number of young fruits after the second physiological fruit drop, calculate the fruit setting rate; at harvest time, randomly select 30 fruits per plot to measure the longitudinal diameter, transverse diameter, single fruit weight, soluble solids, and yield per single tree per plot.

[0180] Test results are shown in Table 14:

[0181] Table 14 Effect of each treatment on the yield and quality of citrus

[0182]

[0183] Safety: During the test period, the appearance and growth of the citrus peel were observed, and no phytotoxicity symptoms were observed. The tested citrus was safe within the dosage range of the tested agent.

[0184] Conclusion: The compound of the present application and the conventional regulator control agent 2% 6-benzylaminopurine soluble solution can effectively improve the fruit setting rate of citrus trees, increase the fruit transverse diameter and single fruit weight, and improve the yield of citrus trees, and has no adverse effect on the quality of citrus. It has market potential for registration and large-scale application.

[0185] The above is only a preferred embodiment of the present application, and is not intended to limit the present application, the patent protection scope of the present application is subject to the claims, any equivalent structural changes made by using the content of the present application should be included in the protection scope of the present application.

Claims

1. Use of 4-methoxysalicylic acid and its soluble salts for promoting the growth and development of plants, characterized in that: The plant growth and development includes seed germination, growth of plant in vitro organ tissue, absorption and utilization of fertilizer by plant and / or growth and development of plant fruit.

2. Use of 4-methoxysalicylic acid and its soluble salts according to claim 1 for promoting the growth and development of plants, characterized in that: The plant is selected from grain crops, oil crops, vegetables and fruit trees.

3. Use of an adjuvant for promoting plant growth and / or fertilizer uptake in promoting plant growth and development, characterized in that: The plant growth and development includes seed germination, growth of plant in vitro organ tissue, absorption and utilization of fertilizer by plant and / or growth and development of plant fruit.

4. The use of the plant growth and / or fertilizer absorption promoting adjuvant according to claim 3 for promoting the growth and development of plants, characterized in that: The mass percentage of 4-methoxysalicylic acid or its soluble salt in the adjuvant is 0.1-50%.

5. Use of the adjuvant for promoting plant growth and / or fertilizer absorption according to claim 3 or 4 for promoting the growth and development of plants, characterized in that: The dosage form of the adjuvant is soluble powder or soluble liquid.

6. The use of the plant growth and / or fertilizer absorption promoting adjuvant according to claim 5 for promoting the growth and development of plants, characterized in that: When the dosage form of the adjuvant is the soluble powder, it is composed of 4-methoxysalicylic acid 1-50%, surfactant 1-10%, carrier to make up 100%.

7. Use of the plant growth and / or fertilizer absorption promoting adjuvant according to claim 6 for promoting the growth and development of plants, characterized in that: The surfactant is selected from one or two of Pingpingka O, sodium dodecyl sulfate and polyethylene glycol 6000; the carrier is selected from one or two of potassium pyrophosphate, boric acid, potassium citrate, sucrose and sodium glutamate.

8. The use of the plant growth and / or fertilizer absorption promoting adjuvant according to claim 5 for promoting the growth and development of plants, characterized in that: When the dosage form of the adjuvant is the soluble liquid, it is composed of 4-methoxysalicylic acid 0.1-20%, solubilizing agent 1-20%, stabilizer 5-20%, surfactant 1-10%, solvent to make up 100%.

9. Use of the plant growth and / or fertilizer absorption promoting adjuvant according to claim 8 for promoting the growth and development of plants, characterized in that: The solubilizing agent is selected from one or two of monoethanolamine, triethanolamine, potassium hydroxide, sodium hydroxide and potassium citrate; the stabilizer is selected from one or two of urea, ethylene glycol, propylene glycol, dimethyl sulfoxide and glycerol; the surfactant is selected from one or two of dodecyl phenol polyoxyethylene ether, alkyl glycoside and polyethylene glycol 400.

10. Use of a fertilizer comprising 4-methoxysalicylic acid or a soluble salt thereof and a base component in promoting the growth and development of a plant, characterized in that: The plant growth and development includes seed germination, growth of plant in vitro organ tissue, absorption and utilization of fertilizer by plant and / or growth and development of plant fruit.

Citation Information

Patent Citations

  • Compositions based on cupric salts, cupric salts and their use for controlling phytopathogens

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