Sesame oil with low peroxide value and anisidine value and preparation process thereof

Abstract

The invention belongs to the technical field of purification of compounds, and particularly relates to sesame oil with a low peroxide value and a low anisidine value and a preparation process of the sesame oil. The peroxide value of the sesame oil with low peroxide value and anisidine value is less than or equal to 1, and the anisidine value is less than or equal to 2. The invention provides sesame oil with low peroxide value and low anisidine value and a purification method thereof, i.e., industrial-grade sesame oil is used as a raw material, and refined, filter-pressed and other processes are performed to prepare a sesame oil pure product. The sesame oil is purified by a refining method, and the quality of the obtained sesame oil meets the index requirement of the peroxide value of the sesame oil in the 2025 edition of Chinese pharmacopoeia. The refining process is simple, the purification effect is good, and the yield of the obtained product is 90-95%.

Description

Technical Field

[0001] This invention belongs to the field of compound purification technology, and specifically relates to a sesame oil with low peroxide value and methoxyaniline value and its preparation process. Background Technology

[0002] Sesame oil, also known as sesame seed oil or fragrant oil, is an oil extracted from sesame (Sesamum indicum) seeds. It is a colorless or pale yellow transparent oily liquid, rich in monounsaturated and polyunsaturated fatty acids, primarily oleic acid and linoleic acid. It is miscible with ether or petroleum ether, slightly soluble in ethanol, and insoluble in water, possessing a distinctive sesame aroma and flavor. Medicinally, sesame oil can be used in oral capsules, subcutaneous injections, and other oil-soluble medications. Because the fatty acids in sesame oil are mainly oleic acid and linoleic acid, the unsaturated double bonds in these acids undergo oxidation reactions under the influence of air, temperature, light, and microorganisms, generating oxygen-containing functional groups such as hydroxyl, carbonyl, carboxyl, furans, aldehydes, phenols, and epoxy groups. These altered substances can cause changes in the peroxide value of the oil. Peroxide value is an indicator of the degree of oxidation of oils and fats, and also a measure of the degree of rancidity. Generally, the higher the peroxide value, the more severe the rancidity. Changes in peroxide value directly affect the safety of oils and fats and human health. Therefore, the peroxide value of sesame oil is one of the important indicators for judging the quality of oils and fats. Methoxyaniline value is an indicator of the aldehyde content (especially α,β-unsaturated aldehydes) in oils and fats. It is used to assess the degree of oxidation of oils and fats. It is calculated by measuring the absorbance of the colored substances formed by the reaction of methoxyaniline and aldehydes at a wavelength of 350 nm. It is widely used in the quality control of food and pharmaceuticals.

[0003] Sesame oil is used in pharmaceutical preparations sold both domestically and internationally, and therefore, quality standards for sesame oil are included in the pharmacopoeias of various countries. All these pharmacopoeias have requirements regarding peroxide value. The United States Pharmacopeia and the European Pharmacopeia require that the peroxide value of sesame oil not exceed 10, while the Chinese Pharmacopoeia requires that it not exceed 5. Currently, the peroxide value of industrial-grade sesame oil products is generally greater than 5, failing to meet the requirements for pharmaceutical-grade excipients. While the European and American pharmacopoeias do not specify requirements for methoxyaniline value, the 2025 edition of the Chinese Pharmacopoeia requires that the methoxyaniline value for sesame oil not exceed 5. Therefore, it is essential to provide a sesame oil with low peroxide value and methoxyaniline value and its preparation process, which is of great significance for the production of pharmaceutical-grade products. Summary of the Invention

[0004] The purpose of this invention is to provide a sesame oil with peroxide value and methoxyaniline value and its preparation process, so as to realize the large-scale production of pharmaceutical-grade sesame oil.

[0005] Therefore, the present invention provides the following technical solution.

[0006] The first aspect of the present invention provides a sesame oil with low peroxide value and methoxyaniline value, wherein the peroxide value of the sesame oil is ≤1 and the methoxyaniline value is ≤2.

[0007] A second aspect of the present invention provides a process for preparing sesame oil with low peroxide value and methoxyaniline value, comprising the following steps: S1: Add the refining agent to the sesame oil raw material and mix evenly to obtain a mixture; S2: Under an inert atmosphere, the mixture is stirred and reacted to obtain a sesame oil solution; S3: The sesame oil solution is filtered to obtain pure sesame oil.

[0008] In a preferred embodiment of the present invention, in step S1, the sesame oil raw material is industrial grade sesame oil.

[0009] In a preferred embodiment of the present invention, in step S1, the refining agent is selected from one or more of sodium bisulfite, activated clay, alumina, and magnesium silicate.

[0010] In a preferred embodiment of the present invention, in step S1, the amount of the refined preparation added is 0.002 to 0.03 times the mass of the sesame oil raw material.

[0011] In a preferred embodiment of the present invention, in step S2, the inert atmosphere includes nitrogen and argon.

[0012] In a preferred embodiment of the present invention, in step S2, the stirring reaction conditions are: temperature of 20~100℃, time of 0.2~5h, and gas flow rate of 0.1~1 L / min.

[0013] In a preferred embodiment of the present invention, in step S3, the pressure filtration is performed using a pressure filtration membrane.

[0014] In a preferred embodiment of the present invention, in step S3, the pore size of the filter membrane is 0.22-0.45 μm, and the filter membrane pressure is 0.1-0.8 MPa.

[0015] In a preferred embodiment of the present invention, in step S3, the conditions for pressure filtration are: pressure ≤ 0.5 MPa and temperature 20~70℃.

[0016] By employing the above technical solution, the present invention has at least the following advantages: This invention provides a method for purifying sesame oil with low peroxide value and low methoxyaniline value. Using industrial-grade sesame oil as raw material, the method involves refining and pressure filtration to obtain pure sesame oil. This invention utilizes a refining method to purify sesame oil, achieving a quality that meets the peroxide value requirements of the 2025 edition of the Chinese Pharmacopoeia. The refining process of this invention is simple, yields good purification results, and achieves a product yield of 90-95%.

[0017] The above description is merely an overview of the technical solution of the present invention. In order to better understand the technical means of the present invention and to implement it in accordance with the contents of the specification, the preferred embodiments of the present invention are described in detail below. Attached Figure Description

[0018] Figure 1 This is a schematic diagram of a device for detecting the methoxyaniline value. Detailed Implementation

[0019] To make the technical means, creative features, achieved objectives, and effects of this invention readily understandable, the technical solutions in the embodiments of this invention will be clearly and completely described below in conjunction with the embodiments of this invention. Obviously, the described embodiments are merely some embodiments of this invention, and not all embodiments. Based on the embodiments of this invention, all other embodiments obtained by those skilled in the art without creative effort are within the scope of protection of this invention.

[0020] Based on the demand for pharmaceutical excipients in sesame oil, this invention provides a refining method for sesame oil. The main purpose of the refining method is to reduce the peroxide value in sesame oil, thereby enabling the large-scale production of pharmaceutical excipient-grade sesame oil.

[0021] Therefore, the preparation process of sesame oil with low peroxide value and low methoxyaniline value of the present invention includes the following steps: The first step involves adding a refining agent to the sesame oil raw material and mixing them thoroughly to obtain a mixture. In this step, the refining agent used to refine the raw material includes, but is not limited to, sodium bisulfite, activated clay, alumina, and magnesium silicate. The amount of the refining agent added is 0.002 to 0.03 times the mass of the sesame oil raw material, for example, 0.002, 0.005, 0.01, 0.02, or 0.03 times, preferably 0.01 times.

[0022] After the raw materials and refining agent are mixed evenly, the materials are refined by stirring. The specific operation is as follows: turn on the heating circulation pump of the 50L glass reactor, add the sesame oil raw materials and refining agent into the glass reactor and start stirring. The refining agent is selected from one or more of sodium bisulfite, activated clay, alumina and magnesium silicate, preferably sodium bisulfite.

[0023] The second step is the refining process of the sesame oil raw material, specifically: under the protection of an inert gas such as nitrogen, the mixture is stirred and refined to obtain a sesame oil solution. During this process, the gas flow rate is 0.1~1 L / min, for example, 0.1 L / min, 0.2 L / min, 0.3 L / min, 0.4 L / min, 0.5 L / min, 0.6 L / min, 0.7 L / min, 0.8 L / min, 0.9 L / min, or 1.0 L / min, preferably 0.2 L / min; the temperature is 20~100℃, for example, 20℃, 40℃, 60℃, 70℃, 80℃, 90℃, or 100℃, preferably 90℃; the time is 0.2~5h, for example, 0.2h, 0.4h, 1h, 2h, 3h, 4h, or 5h, preferably 2h.

[0024] The third step is a precision pressure filtration process for the refined sesame oil solution, specifically including: pressing the obtained sesame oil solution under a filter membrane to obtain pure sesame oil. The pore size of the filter membrane used is 0.22-0.45μm, for example, 0.22μm, 0.45μm, preferably 0.22μm; the pressure of the filter membrane is 0.1~0.8MPa, for example, 0.1 MPa, 0.2 MPa, 0.3 MPa, 0.4 MPa, 0.5 MPa, 0.6 MPa, 0.7 MPa or 0.8 MPa, preferably 0.4MPa.

[0025] Specifically, during the pressure filtration process, the pressure is ≤0.5 MPa and the temperature is 20~70℃; suitable pressures can be, for example, 0.5 MPa, 0.4 MPa, 0.3 MPa, 0.2 MPa or 0.1 MPa, preferably 0.4 MPa; suitable temperatures can be, for example, 20℃, 30℃, 40℃, 50℃, 60℃ or 70℃, preferably 50~70℃.

[0026] The sesame oil obtained from the above process has a peroxide value ≤1 and a methoxyaniline value ≤2, which meets the standards for sesame oil as a pharmaceutical excipient.

[0027] The present invention will be further illustrated below with reference to specific embodiments. It should be understood that these embodiments are for illustrative purposes only and are not intended to limit the scope of the invention. The conventional reagents used in the following embodiments are commercially available, and the biological experiments performed are routine biological experiments in the art, which can be performed according to the instructions in the corresponding experimental manual or kit.

[0028] Unless otherwise specified, the glass reactor used in the following examples is model F-50, purchased from Nanjing Jinzheng Teaching Instrument Equipment Co., Ltd.; the sesame oil raw material is purchased from Hefei Yanzhuang Oil Co., Ltd.

[0029] The following embodiments involve and mention: 1. Detection of peroxide value Peroxide value refers to the amount of peroxides in 1000g of a test sample whose oxidizing power is equivalent to a certain amount of oxygen. The detection method is as follows: Unless otherwise specified, accurately weigh 5 g of the test sample and place it in a 250 mL iodine flask. Add 30 mL of a chloroform-glacial acetic acid (2:3) mixture, shake to dissolve, then add 0.5 mL of potassium iodide solution. Shake thoroughly for 1 minute to extract. Then add 30 mL of water and titrate with sodium thiosulfate titrant (0.01 mol / L). During titration, add the titrant slowly and shake thoroughly until the yellow color almost disappears. Add 5 mL of starch indicator solution and continue titrating, shaking thoroughly until the blue color disappears. Perform a blank test simultaneously. The amount of sodium thiosulfate titrant (0.01 mol / L) consumed in the blank test should not exceed 0.1 mL. Let A be the volume (mL) of sodium thiosulfate titrant (0.01 mol / L) consumed by the test sample, B be the volume (mL) of sodium thiosulfate titrant (0.01 mol / L) consumed by the blank test, and W be the weight (g) of the test sample. Calculate the peroxide value of the sample using the following formula: Peroxide value of the test sample = 10 * (AB) / W 2. Detection of methoxyaniline value Instruments and devices for detecting methoxyaniline values, such as Figure 1 As shown, A is a 50 mL round-bottom flask with a side branch with an inner diameter of 1 mm for introducing carbon dioxide or nitrogen gas; the neck is vertically fitted with a straight air condenser tube E about 25 cm long and with an inner diameter of 9 mm, the upper end of which is bent into a glass capillary tube with the outlet facing downward and narrowed to an inner diameter of 2 mm, which is immersed in a gas washing bottle B containing about 2 mL of water; the gas washing bottle B has a glass tube with an outlet of about 7 mm inner diameter, and its end is a detachable glass tube with an inner diameter of 4 mm, which can be immersed below the liquid surface in the first container C of the two connected receiving containers C and D.

[0030] The specific measurement method is as follows: Accurately weigh the dried test sample (equivalent to 10 mg of methoxy groups) and place it in flask A. Add 2.5 mL of molten phenol and 5 mL of hydroiodic acid, and connect the above apparatus. In two receiving containers C and D, add 6 mL and 4 mL of 10% potassium acetate glacial acetic acid solution, respectively, and then add 0.2 mL of bromine to each. Slowly and constantly introduce CO2 or N2 gas (preferably 1-2 bubbles per second) into the flask through the side arm. Heat slowly until the temperature is controlled at just enough to raise the vapor of the boiling liquid to half the height of the condenser (until the oil temperature rises to 135-140°C in about 30 minutes). At this temperature, the reaction can usually be completed in 45 minutes (depending on the nature of the test sample; if the test sample contains more than two methoxy groups, the heating time should be extended to 1-3 hours). The apparatus was then dismantled, and the contents of the two receiving containers C and D were poured into a 250 mL iodine flask (containing 5 mL of 25% sodium acetate solution). The flask was rinsed with water to bring the total volume to approximately 125 mL. 0.3 mL of formic acid was added, and the iodine flask was rotated until the bromine color disappeared. Another 0.6 mL of formic acid was added, the flask was sealed tightly, and the mixture was shaken to completely remove excess bromine. After standing for 1-2 minutes, 1.0 g of potassium iodide and 5 mL of dilute sulfuric acid were added. The solution was titrated with sodium thiosulfate titrant (0.1 mol / L), and the titration result was corrected using a blank test. Each 1 mL of sodium thiosulfate titrant (0.1 mol / L) is equivalent to 0.5172 mg of methoxy group.

[0031] Example 1: 10 kg of sesame oil raw material and 0.1 kg of sodium bisulfite were added to a glass reactor. Stirring was started, and nitrogen protection was activated simultaneously. The nitrogen flow rate was adjusted to approximately 0.2 L / min. The reactor was heated to approximately 90°C, and the reaction was carried out with stirring for approximately 120 minutes. After the reaction, the reactants were placed in a stainless steel filter press for precision filtration: the pressure was controlled at approximately 0.4 MPa, the temperature at approximately 50-70°C, and a 0.22 μm filter membrane was used for filtration to obtain pure sesame oil.

[0032] Calculations showed that the yield of pure sesame oil was 92.1%.

[0033] The peroxide value and methoxyaniline value of the obtained pure sesame oil were tested, and the results are shown in Table 1.

[0034] Example 2: 20 kg of sesame oil raw material and 0.2 kg of sodium bisulfite were added to a glass reactor. Stirring was started, and nitrogen protection was simultaneously activated. The nitrogen flow rate was adjusted to approximately 0.2 L / min. The reactor was heated to approximately 90°C, and the reaction was carried out with stirring for approximately 120 minutes. After the reaction, the reactants were placed in a stainless steel filter press for precision filtration: the pressure was controlled at approximately 0.4 MPa, the temperature at approximately 50-70°C, and filtration was performed using a 0.22 μm filter membrane to obtain pure sesame oil.

[0035] Calculations showed that the yield of pure sesame oil was 93.6%.

[0036] The peroxide value and methoxyaniline value of the obtained pure sesame oil were tested, and the results are shown in Table 1.

[0037] Example 3: 10 kg of sesame oil raw material and 0.2 kg of sodium bisulfite were added to a glass reactor. Stirring was started, nitrogen protection was activated, and the nitrogen flow rate was adjusted to approximately 0.2 L / min. The reactor was heated to approximately 90°C, and the reaction was stirred for approximately 120 minutes. After the reaction was completed, the reactants were placed in a stainless steel filter press for precision filtration: the pressure was controlled at approximately 0.4 MPa, the temperature at approximately 50-70°C, and filtration was performed using a 0.22 μm filter membrane to obtain pure sesame oil.

[0038] Calculations showed that the yield of pure sesame oil was 92.7%.

[0039] The peroxide value and methoxyaniline value of the obtained pure sesame oil were tested, and the results are shown in Table 1.

[0040] Example 4: 10 kg of sesame oil raw material and 0.2 kg of alumina were added to a glass reaction flask, stirred, and nitrogen protection was turned on. The nitrogen flow rate was adjusted to approximately 0.2 L / min. The temperature was raised and controlled at approximately 90°C, and the reaction was stirred for approximately 120 minutes. After the reaction is completed, the reactants are placed in a stainless steel filter press for precision filtration: the pressure is controlled at about 0.4 MPa, the temperature is about 50~70℃, and the filtration is carried out under a 0.22μm filter membrane to obtain pure sesame oil.

[0041] Calculations showed that the yield of pure sesame oil was 91.6%.

[0042] The peroxide value and methoxyaniline value of the obtained pure sesame oil were tested, and the results are shown in Table 1.

[0043] Example 5: 10 kg of sesame oil raw material and 0.2 kg of magnesium silicate were added to a glass reaction flask, stirred, and protected with nitrogen. The nitrogen flow rate was adjusted to approximately 0.2 L / min. The temperature was raised and controlled at approximately 90°C, and the reaction was stirred for approximately 120 minutes. After the reaction was completed, the reactants were placed in a stainless steel filter press for precision filtration: the pressure was controlled at approximately 0.4 MPa, the temperature at approximately 50~70°C, and filtration was performed through a 0.22 μm filter membrane to obtain pure sesame oil.

[0044] Calculations showed that the yield of pure sesame oil was 91.3%.

[0045] The peroxide value and methoxyaniline value of the obtained pure sesame oil were tested, and the results are shown in Table 1.

[0046] Example 6: 10 kg of sesame oil raw material and 0.1 kg of activated clay were added to a glass reactor. Stirring was started, and nitrogen protection was activated simultaneously. The nitrogen flow rate was adjusted to approximately 0.2 L / min. The reactor was heated to approximately 90°C, and the reaction was carried out with stirring for approximately 120 minutes. After the reaction was completed, the reactants were placed in a stainless steel filter press for precision filtration: the pressure was controlled at approximately 0.4 MPa, the temperature at approximately 50-70°C, and filtration was performed through a 0.22 μm filter membrane to obtain pure sesame oil.

[0047] Calculations showed that the yield of pure sesame oil was 91.8%.

[0048] The peroxide value and methoxyaniline value of the obtained pure sesame oil were tested, and the results are shown in Table 1.

[0049] Table 1. Component analysis results of pure sesame oil. ; Note: The peroxide value of the sesame oil raw material is 9.3, the methoxyaniline value is 1.6, and the color is light yellow.

[0050] As shown in Table 1, in Examples 1-3 of this invention, by using sodium bisulfite as a refining agent, the peroxide value of sesame oil decreased from 9.3 to a minimum of 0.2-0.6, and the methoxyaniline value decreased from 1.6 to 0.5-1.1, both meeting the quality standard requirements. In Example 4, 2% alumina was used as a refining agent, resulting in a decrease in the peroxide value of sesame oil from 9.3 to 7.7, and a decrease in the methoxyaniline value from 1.6 to 1.5. In Example 5, 2% magnesium silicate was used as a refining agent, resulting in a decrease in the peroxide value of sesame oil from 9.3 to 8.3, and a decrease in the methoxyaniline value from 1.6 to 1.3. In Example 6, 1% activated clay was used as a refining agent, resulting in a decrease in the peroxide value of the pure sesame oil from 9.3 to 0.7, but the methoxyaniline value increased from 1.6 to 5.1, exceeding the quality standard, and the color of the sesame oil was pale yellow, also failing to meet the standard requirements.

[0051] The above results show that the sesame oil purification method of the present invention can obtain sesame oil products with good quality indicators such as peroxide value and methoxyaniline value. Different refining agents have a significant impact on the final performance of the product, among which sodium bisulfite has the best effect.

[0052] The above description is merely a preferred embodiment of the present invention and is not intended to limit the present invention in any way. Although the present invention has been disclosed above with reference to preferred embodiments, it is not intended to limit the present invention. Any person skilled in the art can make some modifications or alterations to the methods and techniques disclosed above without departing from the scope of the present invention to create equivalent embodiments. Any simple modifications, equivalent changes and alterations made to the above embodiments based on the technical essence of the present invention without departing from the scope of the present invention shall still fall within the scope of the present invention.

Claims

1. A sesame oil with low peroxide value and methoxyaniline value, characterized in that, The sesame oil has a peroxide value ≤1 and a methoxyaniline value ≤2.

2. The sesame oil preparation process according to claim 1, characterized in that, Includes the following steps: S1: Add the refining agent to the sesame oil raw material and mix evenly to obtain a mixture; S2: Under an inert atmosphere, the mixture is stirred and reacted to obtain a sesame oil solution; S3: The sesame oil solution is filtered to obtain pure sesame oil.

3. The preparation process according to claim 2, characterized in that, In step S1, the sesame oil raw material is industrial-grade sesame oil.

4. The preparation process according to claim 2, characterized in that, In step S1, the refining agent is selected from one or more of sodium bisulfite, activated clay, alumina, and magnesium silicate.

5. The preparation process according to claim 2, characterized in that, In step S1, the amount of the refined agent added is 0.002 to 0.03 times the mass of the sesame oil raw material.

6. The preparation process according to claim 2, characterized in that, In step S2, the inert atmosphere includes nitrogen and argon.

7. The preparation process according to claim 2, characterized in that, In step S2, the stirring reaction conditions are: temperature 20~100℃, time 0.2~5h, and gas flow rate 0.1~1 L / min.

8. The preparation process according to claim 2, characterized in that, In step S3, the pressure filtration is performed using a pressure filtration membrane.

9. The preparation process according to claim 8, characterized in that, In step S3, the pore size of the filter membrane is 0.22-0.45 μm, and the pressure of the filter membrane is 0.1-0.8 MPa.

10. The preparation process according to claim 8, characterized in that, In step S3, the pressure filtration conditions are: pressure ≤ 0.5 MPa and temperature 20~70℃.

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