Prohexadione soluble powder and preparation method thereof

Abstract

The invention belongs to the field of plant growth regulators, and particularly relates to prohexadione soluble powder and a preparation method thereof. The preparation method of the prohexadione soluble powder comprises the following steps: mixing prohexadione and inorganic base in a solvent until the solution is clear, and then carrying out any one of the following treatments: (1) removing the solvent, and then uniformly mixing with an anti-caking agent; and (2) adding anhydrous magnesium sulfate, uniformly mixing, and drying. The prohexadione and the inorganic base are mixed to enhance the water solubility, and then the anti-caking agent and the anhydrous magnesium sulfate are used for treatment to improve the heat storage stability; the prohexadione soluble powder prepared by the method is good in water solubility, does not separate out, is good in normal temperature and heat storage stability, and meets the use and storage requirements of typical soluble powder.

Description

Technical Field

[0001] This invention belongs to the field of plant growth regulators, specifically relating to a cyclohexane soluble powder and its preparation method. Background Technology

[0002] Cyclocycline, a plant growth regulator, is widely used for controlling excessive growth in lawns and fruit trees, as well as for preventing and controlling fire blight in fruit trees. When sprayed onto plants, cyclocycline is rapidly absorbed by the leaf cells of the crop. Since gibberellin is synthesized in the leaves, cyclocycline can directly target its growth, exhibiting high activity. Cyclocycline inhibits excessive vegetative growth, promotes root development, thicker stems, shorter internodes, and enhances lodging resistance; it increases chlorophyll content, enhancing photosynthesis; it promotes flower bud differentiation, improves fruit set, promotes fruit enlargement and sweetening, facilitating earlier market entry for agricultural products; it promotes tuber and rhizome enlargement, increases dry matter content and storage tolerance, increases yield, improves quality, and prevents premature aging; it also regulates endogenous plant hormones, enhancing stress resistance and disease resistance.

[0003] Cyclohexane is a chemical substance, its full name is 3,5-dioxo-4-propionylcyclohexanecarboxylic acid, and its chemical structure is as follows:

[0004]

[0005] Cyclocycline technical grade is in powder form at room temperature and is insoluble in water. In practice, cyclocycline is often prepared as calcium cyclocycline salt, which is also insoluble in water. Currently, common formulations of calcium cyclocycline salt are wettable powders and granules. While these solid formulations can achieve certain plant growth regulation functions, their water insolubility results in slow absorption by plants when sprayed onto crops, easily leading to loss of the active ingredient. Furthermore, the preparation of solid formulations such as wettable powders and granules involves high energy consumption and complex processing.

[0006] To improve the utilization rate of cyclohexane and achieve reduced application and increased efficiency, Zhengzhou Zhengshi Chemical Products Co., Ltd. disclosed a water-soluble fertilizer containing cyclohexane and its preparation method on October 25, 2024 (application publication number CN 118834099A). This method uses a stabilizer to convert cyclohexane into a soluble fertilizer form and avoids the decomposition of the active ingredient. However, this formulation is still a liquid, which lacks the natural advantages of solid formulations in terms of transportation and storage. Summary of the Invention

[0007] The purpose of this invention is to provide a method for preparing cyclohexane soluble powder, thereby solving the problem of the lack of cyclohexane soluble powder formulations in the prior art.

[0008] A second objective of this invention is to provide a cyclohexane soluble powder to solve the above-mentioned problems.

[0009] To achieve the above objectives, the technical solution adopted by the present invention is as follows:

[0010] A method for preparing cyclohexane soluble powder includes the following steps: mixing cyclohexane and an inorganic base in a solvent until the solution is clear, and then performing any of the following treatments:

[0011] (1) Remove the solvent and then mix with the anti-caking agent;

[0012] (2) Add anhydrous magnesium sulfate, mix well, and dry.

[0013] This invention is pioneering. It uses a mixture of cyclic acid and inorganic base to enhance its water solubility, and then uses an anti-caking agent and anhydrous magnesium sulfate to improve its thermal storage stability. The cyclic acid soluble powder prepared by this method has good water solubility, does not precipitate, and has good stability at room temperature and thermal storage, meeting the usage and storage requirements of typical soluble powder formulations.

[0014] Preferably, the amount of inorganic base used per mole of cyclic acid is 1.8 to 3 mol; the inorganic base is selected from one or two of potassium hydroxide and sodium hydroxide.

[0015] More preferably, for every 10g of cyclohexane, the corresponding amount of solvent is 19-27g; the solvent is selected from one or two of water and ethanol.

[0016] Preferably, for every 10g of cyclohexane, 3-4g of anti-caking agent is used; the anti-caking agent is a silica anti-caking agent.

[0017] Preferably, for every 10g of cyclohexane, 40-60g of anhydrous magnesium sulfate is used. Using anhydrous magnesium sulfate converts free water in the system into bound water, making the overall treatment more convenient, reducing the difficulty of process implementation, saving energy, reducing costs, and not affecting the state of the original drug.

[0018] Preferably, in the process of (1), when the solvent used is water, the solvent removal is carried out by rotary drying; when the solvent used is ethanol, the solvent removal is carried out by drying at a temperature below 55°C. Using water as the solvent results in lower solvent costs. Using ethanol as the solvent simplifies the drying process and reduces processing difficulty.

[0019] Preferably, the process is carried out in manner (2), wherein the drying is performed at a temperature below 55°C or by natural air drying.

[0020] A cyclohexane soluble powder comprising a potassium salt and / or sodium salt of cyclohexane, and an anticaking agent and / or magnesium sulfate.

[0021] The cyclic cyclic acid soluble powder provided by this invention has good water solubility, does not precipitate, has stability at room temperature and during thermal storage, and the decomposition rate of the active ingredient is less than 1%. It can be directly mixed with water for use, which can improve the utilization rate of cyclic cyclic acid and realize the effect of reducing the application of cyclic cyclic acid and increasing its efficiency.

[0022] Preferably, the effective component content in the cyclohexane soluble powder, calculated as cyclohexane, is 10-58% by mass.

[0023] More preferably, the excipient of the cyclohexane soluble powder is an anti-caking agent, and the mass content of the effective component in the cyclohexane soluble powder, calculated as cyclohexane, is 53-58%; or the excipient of the cyclohexane soluble powder is magnesium sulfate, and the mass content of the effective component in the cyclohexane soluble powder, calculated as cyclohexane, is 10-14%. Attached Figure Description

[0024] Figure 1 These are solubility appearance diagrams of different reagents of the present invention mixed with cyclohexane technical;

[0025] Figure 2 The pH values ​​of the solutions obtained by mixing and dissolving different reagents with the original drug of cyclohexane in this invention;

[0026] Figure 3 These are room temperature and heat storage appearance images of different formulation samples in this invention;

[0027] Figure 4 A chromatogram of the content of cyclic acid standard sample;

[0028] Figure 5 A chromatogram showing the content of cyclohexane technical grade drug;

[0029] Figure 6 A chromatogram of the purity of the cyclic acid solution;

[0030] Figure 7 The room temperature content spectrum of cyclohexane soluble powder in formulation 4;

[0031] Figure 8 The thermal storage content of cyclohexane soluble powder in formulation 4 is shown in the graph.

[0032] Figure 9 The chromatogram of the soluble powder of cyclohexane in Formula 8 at room temperature;

[0033] Figure 10 The thermal storage content chromatogram of cyclohexane soluble powder in formulation 8;

[0034] Figure 11 The room temperature content spectrum of cyclohexane soluble powder in formulation 12;

[0035] Figure 12 The thermal storage content of cyclohexane soluble powder in formulation 12 is shown in the graph.

[0036] Figure 13 The images show the appearance of a 1% aqueous solution of each formulation of the present invention. Detailed Implementation

[0037] (I) Description of preferred embodiments of cyclohexane soluble powder and its preparation method

[0038] In view of the fact that cyclocycline technical is insoluble in water, this invention provides a processing technology for cyclocycline soluble powder, which promotes the dissolution of cyclocycline, achieving the effect of dissolving in water without precipitation or decomposition, thereby facilitating the transportation, storage and efficient application of cyclocycline preparations.

[0039] Specifically, the preparation method of the above-mentioned cyclohexane soluble powder includes: mixing cyclohexane and an inorganic base in a solvent until the solution is clear, and then performing any of the following treatments:

[0040] (1) Remove the solvent and then mix with the anti-caking agent;

[0041] (2) Add anhydrous magnesium sulfate, mix well, and dry.

[0042] The inorganic base can be selected from one or both of sodium hydroxide and potassium hydroxide. Sodium hydroxide and potassium hydroxide are preferably used in aqueous solution form, and the mass concentration of the sodium hydroxide or potassium hydroxide aqueous solution can be controlled at 10-50%, preferably 40-50%, which can improve the reaction rate and promote a uniform and stable reaction. The amount of inorganic base used per mole of cyclic acid is 1.8-3 mol; the inorganic base is selected from one or both of potassium hydroxide and sodium hydroxide.

[0043] When cyclic acid and an inorganic base are mixed in a solvent until the solution becomes clear, it indicates that the cyclic acid has reacted with sodium hydroxide or potassium hydroxide to form water-soluble sodium and potassium salts. A clear solution means that there are few or no solid particles in the solution, making the solution appear clear. In actual preparation, cyclic acid can be mixed with a solvent first, and then an aqueous solution of sodium hydroxide or potassium hydroxide can be added and stirred until the solution becomes clear. The solvent can be one or both of water and ethanol.

[0044] For every 10g of cyclohexane, the corresponding amount of solvent is 19-27g. When water and ethanol are used simultaneously, the mass ratio of water to ethanol is (5-6):15.

[0045] After the solution is clarified, it is processed according to method (1), which involves removing the solvent and mixing it with a silica anti-caking agent to isolate moisture and enhance the stability of sodium and potassium cyclic acid salts. For every 10g of cyclic acid, 3-4g of anti-caking agent is used. When the solvent used is water, to avoid product decomposition during solvent removal, rotary drying is adopted. When the solvent used is mainly ethanol, the volatility of ethanol can be utilized to dry at a low temperature below 55℃, making the process simpler and more controllable. The drying time at a low temperature below 55℃ is more than 8 hours, for example, 8-24 hours.

[0046] After the solution is clarified, it is treated according to method (2), which involves adding anhydrous magnesium sulfate and mixing it thoroughly. The anhydrous magnesium sulfate converts the free water into bound water, thus achieving isolation from moisture. For every 10g of cyclohexane, 40-60g of anhydrous magnesium sulfate is used. After adding anhydrous magnesium sulfate, the moisture is completely absorbed, and the solution can be dried simply to meet the requirements. The drying can be done at a low temperature below 55℃ or by placing it in a ventilated and dry place to air dry naturally. The drying time at a low temperature below 55℃ is more than 8 hours, for example, 8-24 hours. The time for placing it in a ventilated and dry place to air dry is more than 8 hours, for example, 8-24 hours.

[0047] The cyclohexane soluble powder prepared by the above method contains potassium and / or sodium salts of cyclohexane as its active ingredient, and also contains excipients. Excipients may include anti-caking agents and magnesium sulfate. Since the reactants are inorganic bases, unreacted inorganic bases or byproducts of inorganic base reactions may remain, but these do not affect the original drug's state, water solubility, or stability at room temperature and during thermal storage, and it can be used normally.

[0048] The effective component content (calculated as cyclohexane) in the cyclohexane soluble powder is 10-58% by mass, based on cyclohexane. When the excipient is an anti-caking agent, the effective component content (calculated as cyclohexane) in the cyclohexane soluble powder is 53-58% by mass; when the excipient is magnesium sulfate, the effective component content (calculated as cyclohexane) in the cyclohexane soluble powder is 10-14% by mass.

[0049] The preferred embodiments described above are illustrated below with specific examples. In the following examples, the silica anti-caking agent was purchased from Evonik Chemicals, and the active ingredient was 325 mesh silica, product name: SIPERNAT 622S. Unless otherwise specified, other raw materials are commercially available products. Unless otherwise specified, "%" refers to mass percentage.

[0050] Examples 1-8

[0051] The preparation methods of the cyclohexane soluble powders in Examples 1-8 are shown in Table 1 below:

[0052] Table 1 Formulation of Cyclocycline Soluble Powder for Each Embodiment

[0053]

[0054]

[0055] The preparation methods of the cyclohexyl soluble powder in each embodiment are described in detail below:

[0056] Example 1: Weigh 15 g of water (accurate to 0.01 g) into a beaker, add 10 g of cyclohexane technical grade, add 8.96 g of 50% NaOH aqueous solution, stir until the solution is clear, then evaporate the clear solution to dryness, add 3 g of anti-caking agent, then pulverize and mix evenly to obtain the final product. During the reaction, each mole of cyclohexane corresponds to approximately 2.4 mol of NaOH; each 10 g of cyclohexane corresponds to 19.5 g of solvent.

[0057] Example 2: Weigh 15 g of water (accurate to 0.01 g) into a beaker, add 10 g of cyclohexane technical grade, add 9.7 g of 50% KOH aqueous solution, and stir until the solution is clear. Then, evaporate the clear solution to dryness, add 3 g of anti-caking agent, pulverize and mix evenly to obtain the final product. During the reaction, each mole of cyclohexane corresponds to approximately 1.8 mol of KOH; each 10 g of cyclohexane corresponds to 19.9 g of solvent.

[0058] Example 3: Weigh 15 g of anhydrous ethanol (accurate to 0.01 g) into a beaker, add 10 g of cyclohexane technical grade, add 10.56 g of 50% NaOH aqueous solution, and stir until the solution is clear. Then place the clear solution in a 54°C oven for 8 hours, add 3 g of anti-caking agent, then pulverize and mix evenly to obtain the final product. During the reaction, each mole of cyclohexane corresponds to approximately 2.8 mol of NaOH; each 10 g of cyclohexane corresponds to 20.3 g of solvent.

[0059] Example 4: Weigh 15 g of anhydrous ethanol (accurate to 0.01 g) into a beaker, add 10 g of cyclohexane technical grade, add 11.7 g of 50% KOH aqueous solution, and stir until the solution is clear. Then place the clear solution in a 54°C oven for 8 hours, add 3 g of anti-caking agent, then pulverize and mix evenly to obtain the final product. During the reaction, each mole of cyclohexane corresponds to approximately 2.2 mol of KOH; each 10 g of cyclohexane corresponds to 26.7 g of solvent.

[0060] Example 5: Weigh 15 grams of water (accurate to 0.01 g) into a beaker, add 10 g of cyclohexane technical grade, add 8.96 g of 50% NaOH aqueous solution and stir until the solution is clear. Then add 60 g of anhydrous magnesium sulfate and stir until the water is completely absorbed. Place in an oven for 8 hours, then pulverize and mix evenly to obtain the final product. The relative amounts of cyclohexane, NaOH, and solvent used in the reaction are the same as in Example 1.

[0061] Example 6: Weigh 15 g of water (accurate to 0.01 g) into a beaker, add 10 g of cyclohexane technical grade, add 9.7 g of 50% KOH aqueous solution and stir until the solution is clear. Then add 60 g of anhydrous magnesium sulfate and stir until the water is completely absorbed. Place in an oven for 8 hours, then pulverize and mix evenly to obtain the final product. The relative amounts of cyclohexane, KOH, and solvent used in the reaction are the same as in Example 2.

[0062] Example 7: Weigh 15 g of anhydrous ethanol (accurate to 0.01 g) into a beaker, add 10 g of cyclohexane technical grade, add 10.56 g of 50% NaOH aqueous solution and stir until the solution is clear. Then add 40 g of anhydrous magnesium sulfate, stir evenly, and let stand in a ventilated and dry place for 8 hours. Then pulverize and mix evenly to obtain the final product. During the reaction, the relative amounts of cyclohexane, NaOH, and solvent are the same as in Example 3.

[0063] Example 8: Weigh 15 g of anhydrous ethanol (accurate to 0.01 g) into a beaker, add 10 g of cyclohexane technical grade, add 11.7 g of 50% KOH aqueous solution and stir until the solution is clear. Then add 40 g of anhydrous magnesium sulfate, stir evenly, and let stand in a ventilated and dry place for 8 hours. Then pulverize and mix evenly to obtain the final product. During the reaction, the relative amounts of cyclohexane, KOH, and solvent are the same as in Example 4.

[0064] In the above preparation methods, using anhydrous ethanol as the solvent reduces drying requirements and lowers processing difficulty. Using anhydrous magnesium sulfate as an excipient reduces drying requirements because it converts free water in the system into bound water, thus optimizing the processing technology and reducing processing difficulty.

[0065] The cyclohexane soluble powders of Examples 1-4 above contain 53.05-57.20% effective components based on cyclohexane, and also contain silica anticaking agent. The remainder consists of unavoidable impurities, such as unreacted KOH and NaOH.

[0066] The cyclohexane soluble powders of Examples 5-8 above contain 10.18-13.31% effective components based on cyclohexane, and also contain magnesium sulfate. The remainder consists of unavoidable impurities, such as unreacted KOH, NaOH, or their by-reaction products.

[0067] (II) Comparative Example

[0068] Set up the comparative ratio according to the formula in Table 2 below.

[0069] Table 2. Formula settings for each comparative example

[0070]

[0071] The preparation methods for each comparative example are described below:

[0072] Comparative Example 1: Weigh 15 grams of water (accurate to 0.01 g) into a beaker, add 10 grams of cyclohexane technical, stir until evenly dispersed, then add 40 grams of anhydrous magnesium sulfate, stir until the water is completely absorbed, place in a 54°C oven for 8 hours, then pulverize and mix evenly to obtain the final product.

[0073] Comparative Example 2: Weigh 15 g of anhydrous ethanol (accurate to 0.01 g) into a beaker, add 10 g of cyclohexane technical, stir until evenly dispersed, then add 40 g of anhydrous magnesium sulfate, stir evenly, let stand in a ventilated and dry place for 8 hours, then pulverize and mix evenly to obtain the final product.

[0074] Comparative Example 3: Weigh 15 grams of water (accurate to 0.01 g) into a beaker, add 10 grams of cyclohexane technical, add 8.96 grams of 50% NaOH aqueous solution and stir until the solution is clear. Then, evaporate the clear solution to dryness, pulverize and mix evenly to obtain the final product.

[0075] Comparative Example 4: Weigh 15 grams of water (accurate to 0.01 g) into a beaker, add 10 grams of cyclohexane technical, add 9.7 grams of 50% KOH aqueous solution and stir until the solution is clear. Then, evaporate the clear solution to dryness, pulverize and mix evenly to obtain the final product.

[0076] Comparative Example 5: Weigh 15 g of anhydrous ethanol (accurate to 0.01 g) into a beaker, add 10 g of cyclohexane technical, add 10.56 g of 50% NaOH aqueous solution and stir until the solution is clear. Then place the clear solution in an oven at 54 °C for 8 hours, then pulverize and mix evenly to obtain the final product.

[0077] Comparative Example 6: Weigh 15 g of anhydrous ethanol (accurate to 0.01 g) into a beaker, add 10 g of cyclohexane technical, add 11.7 g of 50% KOH aqueous solution and stir until the solution is clear. Then place the clear solution in an oven at 54 °C for 8 hours, then pulverize and mix evenly to obtain the final product.

[0078] (III) Experimental Examples

[0079] For ease of comparison, in the following experiments, blank 1 and blank 2 represent comparative example 1 and comparative example 2, respectively; formulas 1-4 correspond to comparative examples 3-6, respectively; and formulas 5-12 correspond to examples 1-8, respectively.

[0080] Experimental Example 1: Preliminary assessment of the solubility of cyclohexyl alcohol mixed with different reagents

[0081] The solubility appearance of cyclocycline technical material after mixing with different reagents during the preparation of each embodiment and comparative example (i.e., the appearance of cyclocycline technical material after thorough mixing with water, ethanol, 50% NaOH solution, or 50% KOH aqueous solution) is as follows: Figure 1 As shown, the pH values ​​of each solution were tested, and the results are shown in Table 3 and... Figure 2 As shown.

[0082] Depend on Figure 1 It is known that cyclohexane cannot be directly dissolved in water or ethanol. However, sodium hydroxide or potassium hydroxide aqueous solutions can effectively dissolve cyclohexane.

[0083] Table 3. pH value test results for each solution

[0084]

[0085]

[0086] In Table 3, the pH of blanks 1 and 2 was not tested because the cyclamate was not dissolved. It can be seen that the pH of the solution increases with the increase of the amount of sodium hydroxide or potassium hydroxide aqueous solution added.

[0087] The above experiments show that cyclohexane can react with sodium hydroxide or potassium hydroxide to form water-soluble sodium / potassium salts, and the sodium / potassium salts of cyclohexane do not precipitate as the pH increases.

[0088] Experimental Example 2: Evaluation of Thermal Storage Stability

[0089] 2.1 Comparison of appearance at room temperature and during thermal storage

[0090] Comparison of room temperature and heat storage appearance of different formulation samples, for example Figure 3 As shown, the sample was sealed and kept at 54°C for 14 days during heat storage. Figure 3 It can be seen that the samples of formulations 1-4 are off-white powders at room temperature, but appear as yellow blocky solids when heated. This indicates that the formulation samples have poor high-temperature resistance. High temperature will cause the cyclic acid to dissolve, and prolonged high temperature will cause the physical state of the cyclic acid to change.

[0091] In formulations 5-12, the samples appeared as off-white powders at both room temperature and heat storage, and their appearance did not change at either temperature.

[0092] The above experiments show that the sodium and potassium salts of cyclohexane in formulations 1-4 have a certain degree of water solubility. After absorbing water, they will cause the surface of the original drug particles to dissolve, and the original drug particles that are close to each other will form "crystal bridges" in the gaps, thus forming a yellow blocky solid.

[0093] In formulations 5-8, silica anti-caking agents were added. The anti-caking agents are ultrafine powders that prevent internal moisture migration by encapsulating and blocking the capillary pores on the surface of sodium and potassium salts of cyclohexane, thereby achieving the purpose of isolating cyclohexane from water. No clumping occurred in the samples.

[0094] Anhydrous magnesium sulfate was added to formulas 9-12. Anhydrous magnesium sulfate adsorbs moisture in the system, turning free water into bound water, thereby achieving excellent anti-caking effect.

[0095] In the above formulations, the use of ethanol as the solvent reduces drying energy consumption without affecting the original drug state; the use of anhydrous magnesium sulfate as the excipient also reduces drying energy consumption without affecting the original drug state.

[0096] 2.2 Comparison of thermal storage decomposition rates

[0097] The evaluation process for thermal storage decomposition rate is as follows:

[0098] 1) Take one sample of uniform texture without lumps, and accurately weigh 20 grams of each sample.

[0099] 2) Place the weighed raw materials into 50ml square transparent PE bottles, and seal the bottle openings with a sealing machine to prevent air from entering;

[0100] 3) Place the sealed PE bottle in a 54℃ constant temperature chamber;

[0101] 4) After standing for 14 days, take out the samples and measure their content at room temperature and heat storage.

[0102] 5) The formula for calculating the decomposition rate is:

[0103]

[0104] The detection method for cyclohexane content in different samples is as follows: High performance liquid chromatography is used for testing. Acetonitrile + 0.1% phosphoric acid aqueous solution (acetonitrile and 0.1% phosphoric acid aqueous solution, volume ratio of 1:1) is used as the mobile phase. The sample is dissolved in the mobile phase. A stainless steel column packed with C18 and a variable wavelength ultraviolet detector are used to separate and determine the cyclohexane in the sample at a wavelength of 275 nm.

[0105] The detection spectra of standard cyclic acid, experimental cyclic acid, and samples with different formulations are as follows: Figures 4-12 As shown in Table 4, the results of the thermal storage decomposition rate test are as follows.

[0106] Table 4 Comparison of thermal decomposition rate test results for different formulations

[0107]

[0108] Figure 4 and Figure 5 The detection chromatograms show that the cyclohexane used in the above experiments is the same as the standard cyclohexane, and the two are the same active ingredient. Figure 6 The test results for the clear solution obtained after dissolving the original drug in Formula 4 (i.e., the clear solution obtained by adding KOH aqueous solution to Comparative Example 6) indicate that the active ingredient of the analyte is cyclohexane. Figure 7 and Figure 8 The comparison shows that the soluble powder made from formula 4 will cause significant decomposition of the active ingredients after heat storage. Figures 9-12The test results show that the soluble powder prepared using the formulation in the example did not change significantly in terms of active ingredients before and after heat storage.

[0109] As shown in Table 4, the cyclohexane content of samples 1-4 decreased after heat storage, and the decomposition rate from room temperature to heat storage was too high, indicating that sodium and potassium cyclohexane salts decomposed severely when bound to moisture. In contrast, the content changes of samples 5-12 after heat storage were small, and the decomposition rate from room temperature to heat storage was far less than 5%, indicating that samples 5-12 have good heat storage stability and can effectively avoid the decomposition of active ingredients under heat storage conditions.

[0110] Example 3: Evaluation of the solubility and solution stability of cyclohexane soluble powder

[0111] According to GB / T 32777-2016, the solubility and solution stability of each formulation were determined, and the results are shown in Table 5.

[0112] Table 5. Results of solubility and solution stability tests

[0113]

[0114] As shown in Table 5, compared with the formulation of the comparative example, the solubility and solution stability test results of the formulation of the example are much lower than the standard indicators, which meet the formulation requirements of soluble powder.

[0115] Appearance of 1% aqueous solutions of each formulation sample in Experiment Example 4

[0116] 1g of each formulation sample was added to 99g of water to prepare a 1% (w / w) aqueous solution. The appearance of the aqueous solution of each formulation is as follows: Figure 13 As shown.

[0117] Depend on Figure 13 It can be seen that when cyclohexane is directly prepared into a soluble powder, it precipitates upon contact with water, indicating that the cyclohexane cannot dissolve and the uniformity is poor. In contrast, the soluble powders prepared by the formulations in the various embodiments exhibit good water solubility and do not precipitate. Although formulations 5-8 contain silica as an anti-caking agent, the content is very low, and a few small white flocculent precipitates can be seen at the bottom of the container.

[0118] Finally, it should be noted that the above description is only a preferred embodiment of the present invention and is not intended to limit the present invention. Although the present invention has been described in detail with reference to the foregoing embodiments, those skilled in the art can still modify the technical solutions described in the foregoing embodiments or make equivalent substitutions for some of the technical features. Any modifications, equivalent substitutions, improvements, etc., made within the spirit and principles of the present invention should be included within the protection scope of the present invention.

Claims

1. A method for preparing cyclohexane soluble powder, characterized in that, The steps include: mixing the cyclic acid and the inorganic base in a solvent until the solution is clear, and then performing any of the following treatments: (1) Remove the solvent and then mix with the anti-caking agent; (2) Add anhydrous magnesium sulfate, mix well, and dry.

2. The method for preparing cyclohexane soluble powder as described in claim 1, characterized in that, For each mole of cyclic acid, the corresponding amount of inorganic base is 1.8 to 3 mol; the inorganic base is selected from one or two of potassium hydroxide and sodium hydroxide.

3. The method for preparing cyclohexane soluble powder as described in claim 2, characterized in that, For every 10g of cyclohexane, the corresponding amount of solvent is 19-27g; the solvent is selected from one or both of water and ethanol.

4. The method for preparing cyclohexane soluble powder as described in claim 1, characterized in that, For every 10g of cyclohexane, 3-4g of anti-caking agent is used; the anti-caking agent is a silica anti-caking agent.

5. The method for preparing cyclohexane soluble powder as described in claim 1, characterized in that, For every 10g of cyclohexane, use 40-60g of anhydrous magnesium sulfate.

6. The method for preparing cyclohexane soluble powder as described in claim 1, 2, 3, or 4, characterized in that, When the solvent used in method (1) is water, the solvent removal is carried out by rotary drying; when the solvent used is ethanol, the solvent removal is carried out by drying at a temperature below 55°C.

7. The method for preparing cyclic cyclic acid soluble powder as described in claim 1, 2, 3, or 5, characterized in that, Processed in accordance with method (2), the drying method is to dry at a temperature below 55°C or air dry naturally.

8. A cyclohexane soluble powder, characterized in that, This includes potassium and / or sodium salts of cyclohexane, as well as anticaking agents and / or magnesium sulfate.

9. The cyclic acid soluble powder as described in claim 8, characterized in that, The effective component content (calculated as cyclic acid) in the cyclic acid soluble powder is 10-58% by mass.

10. The cyclic acid soluble powder according to claim 9, characterized in that, The excipient of the cyclohexane soluble powder is an anti-caking agent, and the mass content of the effective component in the cyclohexane soluble powder, calculated as cyclohexane, is 53-58%; or the excipient of the cyclohexane soluble powder is magnesium sulfate, and the mass content of the effective component in the cyclohexane soluble powder, calculated as cyclohexane, is 10-14%.

Images