CN111848389A - Preparation method and application of palm oil fatty acid magnesium - Google Patents

Preparation method and application of palm oil fatty acid magnesium Download PDF

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Publication number
CN111848389A
CN111848389A CN202010844128.1A CN202010844128A CN111848389A CN 111848389 A CN111848389 A CN 111848389A CN 202010844128 A CN202010844128 A CN 202010844128A CN 111848389 A CN111848389 A CN 111848389A
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magnesium
palm oil
fatty acid
stirring
oil fatty
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郭向荣
王海
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Zhongshan Huamingtai Technology Co ltd
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Zhongshan Huamingtai Technology Co ltd
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/41Preparation of salts of carboxylic acids
    • C07C51/412Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K20/00Accessory food factors for animal feeding-stuffs
    • A23K20/10Organic substances
    • A23K20/105Aliphatic or alicyclic compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42Separation; Purification; Stabilisation; Use of additives

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Animal Husbandry (AREA)
  • Zoology (AREA)
  • Food Science & Technology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention discloses a preparation method of palm oil fatty acid magnesium, which comprises the following steps: (1) introducing nitrogen into the reaction kettle for oxygen discharge, increasing the nitrogen flow during the oxygen discharge, regulating the nitrogen flow to be small after the oxygen discharge is finished, adding ethylene glycol polyoxyethylene ether and palm oil under the protection of nitrogen, and heating under stirring to prepare a heated mixture a; (2) adding magnesium hydroxide into the mixture a prepared in the step (1) and stirring to prepare a mixture b; (3) heating the mixture b prepared in the step (2), adding water and maleic anhydride, keeping the temperature unchanged, increasing the rotating speed, and stirring for reaction to prepare a reactant; (4) and (4) filtering and dehydrating the reactant prepared in the step (3), recovering maleic acid and ethylene glycol polyoxyethylene ether, and then introducing water for cooling while stirring to prepare the magnesium palm oil fatty acid. The method for producing the magnesium palmitate fatty acid has high efficiency, is suitable for large-scale production, has less environmental pollution, is low-carbon and environment-friendly, and can be widely popularized and applied to feed additives.

Description

Preparation method and application of palm oil fatty acid magnesium
Technical Field
The invention belongs to the technical field of fatty acid magnesium preparation, and particularly relates to a preparation method and application of palm oil fatty acid magnesium.
Background
The magnesium fatty acid is a derivative product of fatty acid and is widely applied to the fields of food, feed and the like.
The fatty acid magnesium prepared by the prior art has excellent performance, but has small magnesium content and can not meet the requirements of popularization and application.
For example, the method disclosed in "research and application of production technology of magnesium ricinoleate (published in university of inner Mongolia university, 2011, 26 (5): 552) to prepare magnesium stearate has a low magnesium content of only 3.8% -4.2%, and cannot meet the application requirements in feed additives.
Disclosure of Invention
The invention provides a preparation method and application of palm oil fatty acid magnesium, and aims to solve the problem of how to improve the magnesium content of palm oil fatty acid magnesium so as to meet the application requirement in a feed additive.
In order to solve the technical problems, the invention adopts the following technical scheme:
a preparation method of palm oil fatty acid magnesium comprises the following steps:
(1) introducing nitrogen into the reaction kettle for oxygen discharge, increasing the nitrogen flow to 0.9-1.2L/min during the oxygen discharge, regulating the nitrogen flow to 0.1-0.2L/min after the oxygen discharge is carried out for 10-14min, adding 30-45g of ethylene glycol polyoxyethylene ether with the average molecular weight of 1000 and 312-350g of palm oil under the protection of nitrogen, stirring and heating to 62-65 ℃ at the rotating speed of 200-300r/min to prepare a heated mixture a;
(2) adding 19-22g of magnesium hydroxide into the mixture a prepared in the step (1), and stirring for 8-14min at the rotating speed of 300-500r/min to prepare a mixture b;
(3) heating the mixture b prepared in the step (2) to 106-;
(4) and (4) filtering and dehydrating the reactant prepared in the step (3), recovering maleic acid and ethylene glycol polyoxyethylene ether with the average molecular weight of 1000, and then introducing water for cooling while stirring to prepare the magnesium palm oil fatty acid.
Preferably, in the step 1), after 12min of oxygen discharge, the nitrogen flow is reduced to 0.1L/min.
Preferably, the polyoxyethylene glycol ether in step (1) has an average molecular weight of 1000.
Preferably, the mass ratio of the ethylene glycol polyoxyethylene ether to the palm oil in the step (1) is 38: 340.
Preferably, the conditions of heating under stirring in step (1): the mixture was heated to 64 ℃ with stirring at a rotational speed of 300 r/min.
Preferably, the mass ratio of the palm oil to the magnesium hydroxide is 340: 20.6.
Preferably, the conditions of stirring in step (2): stirring for 8min at the rotating speed of 500 r/min.
Preferably, the mass ratio of the water to the maleic anhydride in the step (3) is 15.8: 5.
Preferably, the temperature in the step (3) is kept unchanged at 115 ℃, and the reaction is stirred for 75min under the condition that the rotation speed is increased to 800 r/min.
The invention also provides application of the palm oil fatty acid magnesium in a feed additive.
The invention has the following beneficial effects:
(1) the added glycol polyoxyethylene ether with the average molecular weight of 1000 can fully emulsify and disperse the palm oil, the particle size of the emulsified palm oil is extremely small, so that the palm oil can fully react with the magnesium maleate, and the magnesium hydroxide is excessive, so that the magnesium content of the palm oil fatty acid magnesium is further improved.
(2) The maleic anhydride added in the invention reacts with water to generate maleic acid, the maleic acid can promote catalytic reaction, so that the reaction of the maleic acid magnesium and the palm oil is quicker and more complete, and the magnesium hydroxide is excessive, thereby further improving the magnesium content of the palm oil fatty acid magnesium.
(3) The method for preparing the magnesium palmitate is characterized in that water is introduced for cooling, so that the magnesium palmitate is good in brittleness and easy to crush to produce powder, the production cost can be greatly reduced, and the problem of environmental pollution caused by dust generated by intermittent crushing is solved.
(4) The raw materials are easy to obtain, the price is low, the solvent can be recycled, the prepared palm oil fatty acid magnesium can be used as a novel non-toxic environment-friendly product, the magnesium content is up to more than 9.2 percent, the requirements of being applied to feed additives can be met, the animal growth is effectively promoted, and the meat quality is improved.
(5) The method for producing the magnesium palmitate fatty acid has high efficiency, is suitable for large-scale production, has less environmental pollution, is low-carbon and environment-friendly, and can be widely popularized and applied.
(6) The magnesium content of the magnesium palmitate fatty acid obtained by the method is obviously higher than that of the magnesium fatty acid obtained by the prior art, and is at least increased by 40.5 percent.
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.
In an embodiment, the preparation method of magnesium palm oil fatty acid comprises the following steps:
(1) introducing nitrogen into the reaction kettle for oxygen discharge, increasing the nitrogen flow to 0.9-1.2L/min during the oxygen discharge, regulating the nitrogen flow to 0.1-0.2L/min after the oxygen discharge is carried out for 10-14min, adding 30-45g of ethylene glycol polyoxyethylene ether with the average molecular weight of 1000 and 312-350g of palm oil under the protection of nitrogen, stirring and heating to 62-65 ℃ at the rotating speed of 200-300r/min to prepare a heated mixture a;
(2) adding 19-22g of magnesium hydroxide into the mixture a prepared in the step (1), and stirring for 8-14min at the rotating speed of 300-500r/min to prepare a mixture b;
(3) heating the mixture b prepared in the step (2) to 106-;
(4) and (4) filtering and dehydrating the reactant prepared in the step (3), recovering maleic acid and ethylene glycol polyoxyethylene ether with the average molecular weight of 1000, and then introducing water for cooling while stirring to prepare the magnesium palm oil fatty acid, wherein the magnesium palm oil fatty acid is applied to feed additives.
The following is a more specific example.
Example 1
A preparation method of palm oil fatty acid magnesium comprises the following steps:
(1) introducing nitrogen into the reaction kettle for oxygen discharge, increasing the nitrogen flow to 0.9L/min during oxygen discharge, adjusting the nitrogen flow to 0.2L/min after oxygen discharge for 14min, adding 31g of ethylene glycol polyoxyethylene ether with the average molecular weight of 1000 and 315g of palm oil under the protection of nitrogen, stirring and heating to 63 ℃ at the rotating speed of 200r/min to prepare a heated mixture a;
(2) adding 19.6g of magnesium hydroxide into the mixture a prepared in the step (1), and stirring for 14min at the rotating speed of 300r/min to prepare a mixture b;
(3) heating the mixture b prepared in the step (2) to 108 ℃, adding 15g of water and 4.2g of maleic anhydride, keeping the temperature at 108 ℃ unchanged, and increasing the rotating speed to 600r/min to stir and react for 90min to prepare a reactant;
(4) and (4) filtering and dehydrating the reactant prepared in the step (3), recovering maleic acid and ethylene glycol polyoxyethylene ether with the average molecular weight of 1000, and then introducing water for cooling while stirring to prepare the magnesium palm oil fatty acid, wherein the magnesium palm oil fatty acid is applied to feed additives.
Example 2
A preparation method of palm oil fatty acid magnesium comprises the following steps:
(1) introducing nitrogen into the reaction kettle for oxygen discharge, increasing the nitrogen flow to 1L/min during oxygen discharge, regulating the nitrogen flow to 0.1L/min after 12min of oxygen discharge, adding 38g of ethylene glycol polyoxyethylene ether with the average molecular weight of 1000 and 340g of palm oil under the protection of nitrogen, stirring and heating to 64 ℃ at the rotating speed of 300r/min to prepare a heated mixture a;
(2) adding 20.6g of magnesium hydroxide into the mixture a prepared in the step (1), and stirring for 8min at the rotating speed of 500r/min to prepare a mixture b;
(3) heating the mixture b prepared in the step (2) to 115 ℃, adding 15.8g of water and 5g of maleic anhydride, keeping the temperature at 115 ℃ unchanged, and increasing the rotation speed to 800r/min to stir and react for 75min to prepare a reactant;
(4) and (4) filtering and dehydrating the reactant prepared in the step (3), recovering maleic acid and ethylene glycol polyoxyethylene ether with the average molecular weight of 1000, and then introducing water for cooling while stirring to prepare the magnesium palm oil fatty acid, wherein the magnesium palm oil fatty acid is applied to feed additives.
Example 3
A preparation method of palm oil fatty acid magnesium comprises the following steps:
(1) introducing nitrogen into the reaction kettle for oxygen discharge, increasing the nitrogen flow to 1.2L/min during oxygen discharge, adjusting the nitrogen flow to 0.1L/min after 10min of oxygen discharge, adding 43g of ethylene glycol polyoxyethylene ether with the average molecular weight of 1000 and 348g of palm oil under the protection of nitrogen, stirring and heating to 65 ℃ at the rotating speed of 200r/min to prepare a heated mixture a;
(2) adding 21.6g of magnesium hydroxide into the mixture a prepared in the step (1), and stirring for 14min at the rotating speed of 300r/min to prepare a mixture b;
(3) heating the mixture b prepared in the step (2) to 113 ℃, adding 16.5g of water and 5.5g of maleic anhydride, keeping the temperature at 113 ℃ unchanged, increasing the rotating speed to 700r/min, and stirring for reaction for 85min to prepare a reactant;
(4) and (4) filtering and dehydrating the reactant prepared in the step (3), recovering maleic acid and ethylene glycol polyoxyethylene ether with the average molecular weight of 1000, and then introducing water for cooling while stirring to prepare the magnesium palm oil fatty acid, wherein the magnesium palm oil fatty acid is applied to feed additives.
Comparative example 1
The procedure was substantially the same as that used in example 2 for the preparation of magnesium palmitate, except that no polyoxyethylene glycol ether having an average molecular weight of 1000 was added in step (1).
Comparative example 2
The procedure was essentially the same as that used to prepare magnesium palmitate in example 2, except that no maleic anhydride was added in step (3).
Comparative example 3
The method for preparing the magnesium fatty acid is disclosed by Chinese literature ' research and application of castor oil magnesium fatty acid production technology ' (published in university of inner Mongolia, 2011, 26 (5): 552-554) '.
The magnesium content of the fatty acid magnesium prepared in the examples 1 to 3 and the comparative examples 1 to 3 of the invention is detected, and the detection method comprises the following steps: accurately weighing 0.5g of magnesium fatty acid, placing the magnesium fatty acid in a beaker, adding 20mL of 3mol/L hydrochloric acid, heating to boil, completely acidifying the sample, and floating the generated oily liquid on the liquid surface. Stopping heating, after the oily matter is solidified, filtering the oily matter, collecting filtrate, adjusting the pH value to be neutral, and fixing the volume to 250 mL. Transferring 25mL of the solution to be detected into a 250mL conical flask, sequentially adding 3mL of 2mol/L sodium hydroxide solution and 10mg of magnesium indicator, shaking for several minutes, titrating with 0.01mol/LEDTA standard solution until the solution changes color, recording the consumption of the EDTA standard solution, and calculating the magnesium content according to the mole number multiplied by 24. The results are shown in the following table.
Experimental groups Magnesium content (%)
Example 1 6.6
Example 2 5.9
Example 3 7.0
Comparative example 1 5.2
Comparative example 2 5.5
Comparative example 3 3.8-4.2
From the above table, it can be seen that:
(1) as can be seen from the data of examples 1-3, the magnesium content is as high as 5.9% or more, with example 2 being the most preferred example.
(2) It can be seen from the data of example 2 and comparative example 1 that, after the ethylene glycol polyoxyethylene ether with the average molecular weight of 1000 is added, the magnesium content of example 2 is increased by 34.6% compared with the magnesium content of comparative example 1, so that the palm oil can be fully emulsified and dispersed by the added ethylene glycol polyoxyethylene ether with the average molecular weight of 1000, the particle size of the emulsified palm oil is extremely small, thereby fully reacting with the magnesium maleate, and the magnesium hydroxide is excessive, thereby further increasing the magnesium content of the magnesium palmitate.
(3) It can be seen from the data of example 2 and comparative example 2 that the magnesium content of example 2 is increased by 27.3% compared to the magnesium content of comparative example 2 after the addition of maleic anhydride, which reacts with water to form maleic acid, which promotes the catalytic reaction to allow the magnesium maleate to react more rapidly and sufficiently with palm oil, while the magnesium hydroxide is excessive, thereby further increasing the magnesium content of the magnesium palmitate.
(4) As can be seen from the data of examples 1-3 and comparative example 3, the magnesium content of the magnesium palmitate obtained using the process of the present invention is significantly higher than that obtained using the prior art, by at least 40.5%.
The foregoing is a more detailed description of the invention in connection with specific/preferred embodiments and is not intended to limit the practice of the invention to those descriptions. It will be apparent to those skilled in the art that various substitutions and modifications can be made to the described embodiments without departing from the spirit of the invention, and such substitutions and modifications are to be considered as within the scope of the invention.

Claims (10)

1. The preparation method of the magnesium palm oil fatty acid is characterized by comprising the following steps of:
(1) introducing nitrogen into the reaction kettle for oxygen discharge, increasing the nitrogen flow to 0.9-1.2L/min during the oxygen discharge, regulating the nitrogen flow to 0.1-0.2L/min after the oxygen discharge is carried out for 10-14min, adding 30-45g of ethylene glycol polyoxyethylene ether with the average molecular weight of 1000 and 312-350g of palm oil under the protection of nitrogen, stirring and heating to 62-65 ℃ at the rotating speed of 200-300r/min to prepare a heated mixture a; (2) adding 19-22g of magnesium hydroxide into the mixture a prepared in the step (1), and stirring for 8-14min at the rotating speed of 300-500r/min to prepare a mixture b; (3) heating the mixture b prepared in the step (2) to 106-; (4) and (4) filtering and dehydrating the reactant prepared in the step (3), recovering maleic acid and ethylene glycol polyoxyethylene ether with the average molecular weight of 1000, and then introducing water for cooling while stirring to prepare the magnesium palm oil fatty acid.
2. The method for preparing magnesium palm oil fatty acid according to claim 1, wherein the nitrogen flow is reduced to 0.1L/min after 12min of oxygen discharge in step (1).
3. The method for preparing magnesium palm oil fatty acid according to claim 1, wherein the average molecular weight of the polyoxyethylene glycol ether in the step (1) is 1000.
4. The method for preparing magnesium palm oil fatty acid according to claim 1, wherein the mass ratio of the ethylene glycol polyoxyethylene ether to the palm oil in the step (1) is 38: 340.
5. The method for preparing magnesium palmitate according to claim 1, wherein the heating conditions in step (1) are: the mixture was heated to 64 ℃ with stirring at a rotational speed of 300 r/min.
6. The method for preparing magnesium palm oil fatty acid according to claim 1, wherein the mass ratio of palm oil to magnesium hydroxide is 340: 20.6.
7. The method for preparing magnesium palmitate according to claim 1, wherein the stirring conditions in step (2) are as follows: stirring for 8min at the rotating speed of 500 r/min.
8. The method for preparing magnesium palm oil fatty acid according to claim 1, wherein the mass ratio of the water to the maleic anhydride in the step (3) is 15.8: 5.
9. The method for preparing magnesium palmitate according to claim 1, wherein the temperature in step (3) is kept constant at 115 ℃, and the stirring reaction is carried out for 75min at a rotation speed of 800 r/min.
10. Use of magnesium palm oil fatty acid salt prepared according to the process of any one of claims 1 to 9 in a feed additive.
CN202010844128.1A 2020-08-20 2020-08-20 Preparation method and application of palm oil fatty acid magnesium Pending CN111848389A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112774807A (en) * 2020-12-31 2021-05-11 曹生们 Preparation method of palm oil fatty acid magnesium

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101337877A (en) * 2008-08-07 2009-01-07 百利合化工(中山)有限公司 Method for preparing higher fatty acid alkali salt

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101337877A (en) * 2008-08-07 2009-01-07 百利合化工(中山)有限公司 Method for preparing higher fatty acid alkali salt

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
王恩,许广秀: "蓖麻油脂肪酸镁生产技术研究与应用", 《内蒙古民族大学学报(自然科学版)》 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112774807A (en) * 2020-12-31 2021-05-11 曹生们 Preparation method of palm oil fatty acid magnesium

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Application publication date: 20201030