CN110028401B - Preparation method of vegetable acid ester magnesium stearate - Google Patents
Preparation method of vegetable acid ester magnesium stearate Download PDFInfo
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- CN110028401B CN110028401B CN201910454281.0A CN201910454281A CN110028401B CN 110028401 B CN110028401 B CN 110028401B CN 201910454281 A CN201910454281 A CN 201910454281A CN 110028401 B CN110028401 B CN 110028401B
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- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
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Abstract
The invention discloses a preparation method and application of vegetable acid ester magnesium stearate. According to the preparation method of the vegetable acid ester magnesium stearate, the ethanol and acetic acid purification method is adopted, safety and environmental protection are realized, the energy consumption is low, the solvent can be recycled, the dispersion degree of the purified stearic acid is better, soybean phospholipid is added in the subsequent reaction to form an emulsion reaction, the solubility of the stearic acid is improved, a micro-phase emulsion is formed, and the micro-phase emulsion is fully reacted with magnesium oxide under the condition that hydrogen peroxide is used as a catalyst, so that the purity and the quality of the product are improved.
Description
Technical Field
The invention relates to the technical field of magnesium stearate preparation, and particularly relates to a preparation method of vegetable acid ester magnesium stearate.
Background
Magnesium stearate is white loose non-sandy fine powder, has a greasy feeling when being contacted with skin, and is easy to stick to skin. Used as lubricant, antisticking agent and glidant. Is especially suitable for granulating oil and extract medicines, and the prepared granules have good fluidity and compressibility. The texture of the granules is soft, so that the granules can fill pits on the surfaces of the granules, the embedding effect between the granules is weakened after the granules are used, and the granules are easy to slide. The particle size, fluidity and dispersibility indexes of the magnesium stearate directly influence the moldability of the prepared medicine. The existing preparation method of magnesium stearate comprises the following steps: heating and melting 1 part of stearic acid and water; adding 0.1-0.2 part of solid caustic soda flakes to saponify to generate a sodium stearate solution; then adding 0.5-0.6 part of solid magnesium sulfate for double decomposition reaction to obtain magnesium stearate; no catalyst is added in the production process to promote the reaction. The magnesium stearate obtained by the method has the advantages of coarse particle size, poor fluidity and dispersibility, and incapability of meeting the differentiation requirements of customers.
Chinese patent application No. CN201210422495.8 discloses a method for producing stearic acid, which comprises the following steps: a hydrolysis step, a hydrogenation step and a distillation step; the hydrolysis step comprises the following steps: palm oil or other grease is selected as raw material oil, the hydrolysis reaction temperature is controlled to 245-260 ℃ according to the mass ratio of the raw material oil to water of 95-105: 55-65, the hydrolysis pressure is ensured to be 48-55bar, the production process cost of the stearic acid is low, the utilization rate of the raw material is high, the product quality is stable, the product price is low, the competitiveness of the product in the market is improved, and the product can be popularized in the market. However, the distillation steps required for purifying stearic acid in the invention are complicated, and the yield is low.
CN201410811290.8 discloses a method for preparing magnesium stearate, which comprises heating stearic acid and water to melt, uniformly adding alkali liquor to saponify to generate sodium stearate solution, and then adding magnesium sulfate solution to carry out double decomposition reaction to obtain magnesium stearate. The ammonium persulfate and hydrogen peroxide which are used as catalysts are added in the reaction process to promote the reaction, the prepared product is not suitable for the fields of medicine and food, sodium hydroxide and magnesium sulfate are added in the reaction, useless salt substances are generated, the salt content of the prepared wastewater is high, and the quality of the product is unsatisfactory.
Disclosure of Invention
The invention aims to provide a preparation method and application of vegetable acid ester magnesium stearate, on the basis of the prior art, an original ethanol and acetic acid purification method is adopted, safety and environmental protection are realized, the energy consumption is low, a solvent can be recycled, the dispersion degree of purified stearic acid is better, soybean phospholipid is added in subsequent reaction to form emulsion reaction, the solubility of stearic acid is improved, a micro-phase emulsion is formed, and the micro-phase emulsion and magnesium oxide are fully reacted under the condition that hydrogen peroxide is used as a catalyst, so that the purity and the quality of a product are improved.
In order to solve the technical problems, the invention adopts the following technical scheme:
the preparation method of the vegetable acid ester magnesium stearate is characterized by comprising the following steps: (1) selecting palm oil as raw oil, controlling the hydrolysis reaction temperature to be 245-260 ℃ and the hydrolysis pressure to be 48-55bar according to the mass ratio of the raw oil to water of 95-105: 55-65 to obtain crude fatty acid; (2) in a continuous fixed bed, taking catalyst nickel as a catalyst, then introducing hydrogen, taking water as a mobile phase, carrying out hydrogenation reaction at an inlet temperature of 80 ℃, a reaction temperature of 200 ℃ and a controlled pressure of 30 bar; (3) distilling the solid-liquid mixture collected at the discharge port in the step (2) under reduced pressure until the solid content is 50%, adding a mixed solution of 2 times of ethanol and acetic acid in a ratio of 5: 1, heating to reflux, keeping for 1 hour, cooling in an ice bath, filtering, and washing with water to obtain the plant stearic acid; (4) fully mixing the plant stearic acid, the soybean lecithin and water obtained in the step (3), dispersing for 2-4 hours under the condition of 200-.
Further, the adding amount of the catalyst nickel in the step (2) is 0.06% of the mass of the reaction liquid.
Further, the raw oil is refined palm stearin, and the indexes of the refined palm stearin are as follows: palmitic acid is less than or equal to 0.2 percent, water and volatile matters are less than or equal to 0.15 percent, iodine value is less than or equal to 48gI2/100g, color is less than or equal to 3R, the content of fatty acid (C18: 0+ C18: 1+ C18: 2) is 36, the melting point is 50-56 ℃, the saponification value is 193-.
Further, the mass ratio of the plant stearic acid, the soybean lecithin and the water in the step (4) is 100: 2-4: 200-300.
Further, the mass ratio of the plant stearic acid, the magnesium oxide and the hydrogen peroxide in the step (4) is 100: 30-40: 0.5-1.
Further, the oleic acid in the filtrate obtained after the step (3) is cooled in an ice bath and filtered is purified by distillation and concentration.
The application of the magnesium stearate is characterized in that the magnesium stearate is used for medical auxiliary materials, cosmetic additives and food additives.
The invention has the following beneficial effects:
the invention aims to provide a preparation method of vegetable acid ester magnesium stearate, on the basis of the prior art, an original ethanol and acetic acid purification method is adopted, the preparation method is safe and environment-friendly, the energy consumption is low, the solvent can be recycled, the dispersion degree of purified stearic acid is better, the quality is higher, and the filtrate can be used for preparing byproducts such as oleic acid. In the prior art, acetone, methanol or ethanol is adopted in a general solvent extraction method, but the separation efficiency of ethanol is not high, the sample loss is large, and researches show that 75% of ethanol has high separation efficiency. However, the research of the invention discovers that the mixed solvent of ethanol and acetic acid is added into the hydrogenated oil filter cake with the water content of 50%, the filter cake is not required to be completely dried firstly, and after filter pressing, the filter cake is dried properly, and wet materials can be directly carried out in the next step, so that the time and the energy consumption are greatly saved, and the problem that the dried material aggregates are difficult to separate is avoided. After the mixed solvent is added, the contained water can play a certain role in dilution, so that the yield is improved, the dosage of the mixed solvent of the ethanol and the acetic acid is only 2 times, and the extracted stearic acid has high purity, high yield, finer granularity and better dispersibility.
Soybean phospholipid is added in the subsequent reaction to form emulsion reaction, so that the solubility and the dispersibility of stearic acid are improved, a micro-phase emulsion is formed, the reaction activity is ultrahigh, the micro-phase emulsion can be obtained by fully reacting with magnesium oxide under the condition of taking hydrogen peroxide as a catalyst, the reaction can be completed in one step, the purity and the quality of the prepared product are high, other raw materials such as sodium hydroxide and peroxide salts are not needed, and no wastewater is generated.
Detailed Description
In order to facilitate a better understanding of the invention, the following examples are given to illustrate, but not to limit the scope of the invention.
Example 1
The preparation method of the vegetable acid ester magnesium stearate is characterized by comprising the following steps: (1) selecting palm oil as raw material oil, controlling the hydrolysis reaction temperature to be 250 ℃ and the hydrolysis pressure to be 52bar according to the mass ratio of the raw material oil to water of 100: 60; (2) in a continuous fixed bed, taking catalyst nickel as a catalyst, then introducing hydrogen, taking water as a mobile phase, carrying out hydrogenation reaction at an inlet temperature of 80 ℃, a reaction temperature of 200 ℃ and a control pressure of 30bar, wherein the addition amount of the catalyst nickel is 0.06 percent of the mass of a reaction solution; (3) distilling the solid-liquid mixture collected from the discharge hole in the step (2) under reduced pressure until the solid content is 50%, adding a mixed solution with 2 times of ethanol and acetic acid in a ratio of 5: 1, heating to reflux, keeping for 1 hour, cooling in an ice bath, filtering, and washing with water to obtain the plant stearic acid; (4) and (3) fully mixing 100 parts of the plant stearic acid obtained in the step (3), 3 parts of soybean phospholipid and 250 parts of water, dispersing for 3 hours at the speed of 300 revolutions per minute, adding 35 parts of magnesium oxide and 0.75 part of hydrogen peroxide, reacting at the temperature of 110 ℃ in a sealed manner, exhausting, and crushing and drying the materials.
The raw material oil is Refined Palm Stearin (RPS), and the indexes of the refined palm stearin are as follows: palmitic acid is less than or equal to 0.2 percent, water and volatile matters are less than or equal to 0.15 percent, iodine value is less than or equal to 48gI2/100g, color is less than or equal to 3R, fatty acid content (C18: 0+ C18: 1+ C18: 2) is more than or equal to 36, melting point is 50-56 ℃, saponification value is 193-205mgKOH/g, and unsaponifiable matters are less than or equal to 1.0 percent.
Example 2
The preparation method of the vegetable acid ester magnesium stearate is characterized by comprising the following steps: (1) selecting palm oil as raw material oil, controlling the hydrolysis reaction temperature at 245 ℃ and the hydrolysis pressure at 55bar according to the mass ratio of the raw material oil to water of 95: 65; (2) in a continuous fixed bed, taking catalyst nickel as a catalyst, then introducing hydrogen, taking water as a mobile phase, carrying out hydrogenation reaction at an inlet temperature of 80 ℃, a reaction temperature of 200 ℃ and a control pressure of 30bar, wherein the addition amount of the catalyst nickel is 0.06 percent of the mass of a reaction solution; (3) distilling the solid-liquid mixture collected at the discharge port in the step (2) under reduced pressure until the solid content is 50%, distilling under reduced pressure until the solid content is 50%, adding a mixed solution with 2 times of ethanol and acetic acid in a ratio of 5: 1, heating to reflux, keeping for 1 hour, cooling in an ice bath, filtering, and washing with water to obtain the plant stearic acid; (4) and (3) fully mixing 100 parts of plant stearic acid obtained in the step (3), 4 parts of soybean phospholipid and 200 parts of water, dispersing for 2 hours at the speed of 400 revolutions per minute, adding 40 parts of magnesium oxide and 0.5 part of hydrogen peroxide, reacting at the temperature of 120 ℃ in a sealed manner, exhausting, and crushing and drying the materials.
Example 3
The preparation method of the vegetable acid ester magnesium stearate is characterized by comprising the following steps: (1) selecting palm oil as raw material oil, controlling the hydrolysis reaction temperature to be 260 ℃ and the hydrolysis pressure to be 48bar according to the mass ratio of the raw material oil to water of 105: 55; (2) in a continuous fixed bed, taking catalyst nickel as a catalyst, then introducing hydrogen, taking water as a mobile phase, carrying out hydrogenation reaction at an inlet temperature of 80 ℃, a reaction temperature of 200 ℃ and a control pressure of 30bar, wherein the addition amount of the catalyst nickel is 0.06 percent of the mass of a reaction solution; (3) distilling the solid-liquid mixture collected at the discharge port in the step (2) under reduced pressure until the solid content is 50%, distilling under reduced pressure until the solid content is 50%, adding a mixed solution with 2 times of ethanol and acetic acid in a ratio of 5: 1, heating to reflux, keeping for 1 hour, cooling in an ice bath, filtering, and washing with water to obtain the plant stearic acid; (4) and (3) fully mixing 100 parts of the plant stearic acid obtained in the step (3), 2 parts of soybean phospholipid and 300 parts of water, dispersing for 4 hours at 200 revolutions per minute, adding 30 parts of magnesium oxide and 1 part of hydrogen peroxide, reacting at 100 ℃ in a sealed manner, exhausting, and crushing and drying the materials.
Comparative example 1
After stearic acid was prepared in the same manner as in example 1 of CN201210422495.8, the reaction of step (4) was carried out.
Comparative example 2
Following the stearic acid prepared in step 3 of example 1, the process of example 1 in CN201410811290.8 was carried out to prepare magnesium stearate.
Comparative example 3
The preparation process is basically the same as that of example 1, except that after the material is dried in step 3, 5 times of 75% ethanol is added.
Comparative example 4
The procedure was essentially the same as in example 1, except that the raw materials used to prepare the vegetable fatty acid ester magnesium stearate lacked soy phospholipids.
The products obtained in examples 1 to 3 and comparative examples 1 to 4 were subjected to the test, and the results are shown in the following table.
| Experimental project | Yield% | Content% | Dispersibility | Appearance of the product |
| Example 1 | 91 | 98 | Is uniformly dispersed | White colour (Bai) |
| Example 2 | 89 | 98 | Is uniformly dispersed | White colour (Bai) |
| Example 3 | 90 | 98 | Is uniformly dispersed | White colour (Bai) |
| Comparative example 1 | 82 | 98 | Partial cohesive mass | White colour (Bai) |
| Comparative example 2 | 86 | 98 | Partial cohesive mass | White colour (Bai) |
| Comparative example 3 | 79 | 96 | Partial cohesive mass | White colour (Bai) |
| Comparative example 4 | 90 | 96 | Partial cohesive mass | White colour (Bai) |
The above description should not be taken as limiting the invention to the embodiments, but rather, as will be apparent to those skilled in the art to which the invention pertains, numerous simplifications or substitutions may be made without departing from the spirit of the invention, which shall be deemed to fall within the scope of the invention as defined by the claims appended hereto.
Claims (5)
1. The preparation method of the vegetable acid ester magnesium stearate is characterized by comprising the following steps:
(1) selecting palm oil as raw oil, controlling the hydrolysis reaction temperature to be 245-260 ℃ and the hydrolysis pressure to be 48-55bar according to the mass ratio of the raw oil to water of 95-105: 55-65 to obtain crude fatty acid;
(2) in a continuous fixed bed, taking catalyst nickel as a catalyst, then introducing hydrogen, taking water as a mobile phase, carrying out hydrogenation reaction at an inlet temperature of 80 ℃, a reaction temperature of 200 ℃ and a controlled pressure of 30 bar;
(3) distilling the solid-liquid mixture collected at the discharge port in the step (2) under reduced pressure until the solid content is 50%, adding a mixed solution of 2 times of ethanol and acetic acid in a ratio of 5: 1, heating to reflux, keeping for 1 hour, cooling in an ice bath, filtering, and washing with water to obtain the plant stearic acid;
(4) fully mixing the plant stearic acid, the soybean lecithin and water obtained in the step (3), dispersing for 2-4 hours under the condition of 200-.
2. The method for preparing the vegetable acid ester magnesium stearate as claimed in claim 1, wherein the amount of the catalyst nickel added in the step (2) is 0.06% of the mass of the reaction solution.
3. The method for preparing the vegetable acid ester magnesium stearate as claimed in claim 1, wherein the mass ratio of the vegetable stearic acid, the soybean lecithin and the water in the step (4) is 100: 2-4: 200-300.
4. The preparation method of the vegetable acid ester magnesium stearate as claimed in claim 1, wherein the mass ratio of the vegetable stearic acid, the magnesium oxide and the hydrogen peroxide in the step (4) is 100: 30-40: 0.5-1.
5. The method for preparing the magnesium stearate as claimed in claim 1, wherein the oleic acid is purified from the filtrate obtained after the filtering after the cooling in the ice bath in the step (3) by distillation and concentration.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| GB2180835B (en) * | 1985-09-26 | 1989-10-18 | Nicholas Muraguri | A method for the preparation of sodium and magnesium stearate |
| CN101648859A (en) * | 2009-07-02 | 2010-02-17 | 荀育军 | Production formula and novel process of magnesium stearate |
| CN101747175B (en) * | 2009-12-29 | 2013-05-22 | 湖南尔康制药股份有限公司 | Medicinal-grade magnesium stearate and refining process thereof |
| CN102942994B (en) * | 2012-10-30 | 2014-10-29 | 嘉里油脂化学工业（天津）有限公司 | Production method of stearic acid |
| CN105949049B (en) * | 2016-05-23 | 2018-06-01 | 惠州市志海新威科技有限公司 | A kind of magnesium stearate and its preparation process |
| CN107253910A (en) * | 2017-06-13 | 2017-10-17 | 江苏九洲环保技术有限公司 | The zinc stearate colloidal sol and preparation method of a kind of low free acid content |
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Effective date of registration: 20211206 Address after: Room 702, investment building, 12 exhibition East Road, Torch Development Zone, Zhongshan City, Guangdong Province 528400 Patentee after: ZHONGSHAN HUAMINGTAI TECHNOLOGY CO.,LTD. Address before: 222000 Haizhou Bay Biotechnology Park, Haitou Town, Ganyu District, Lianyungang City, Jiangsu Province Patentee before: Lianyungang Huamingtai Material Technology Co.,Ltd. |
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