NL2030853B1 - Method for producing octocosanol with specific content - Google Patents

Abstract

The present disclosure discloses a method for producing octocosanol with specific content, comprising the steps of: adding a higher fatty alcohol mixture containing 10—13% of octocosanol into a rectifying still, heating, and turning on a vacuum pump when the rectifying still reaches 230—250°C to keep the vacuum degree at 20—50Pa, after 30—50 min of total reflux, controlling the reflux ratio to be l:(5—20); collecting fractions at 210—235°C to obtain octocosanol with a purity of 40-95%, wherein by—products produced in the rectification process are classified and applied according to the detection results of gas chromatography.

Description

P1083 /NLpd

METHOD FOR PRODUCING OCTOCOSANOL WITH SPECIFIC CONTENT

TECHNICAL FIELD

The present disclosure relates to a method for producing oc- tocosanol with specific content, and belongs to the separation and purification deep processing technology of higher fatty alcohols.

BACKGROUND ART

Octocosanol has a chemical name of 1 (n)-octocosanol, its mo- lecular formula is CH; (CH;)..CH.OH, and its relative molecular weight is 410.77. It is a white powder or flaky crystal. Its melt- ing point is 83.2 to 83.6°C (purity297%) and its relative density is 0.783 (85°C). It is soluble in hot ethanol, ether, benzene, tol- uene, dichloromethane, chloroform, petroleum ether and other or- ganic solvents, insoluble in water. It is stable to acid, alkali and reducing agents, is stable to light and heat, and is non- hygroscopic. Octocosanol is extremely safe. The oral tests in mice have confirmed that the LDs; of octocosanol is more than 18000 mg -kg'. The sperm aberration test, bone marrow micronucleus test and Ames test in mice showed negative results. Its safety is higher than table salt (LDs = 3000 mg kg’).

Octocosanol is a calcitonin formation promoter, which can be used to treat osteoporosis with hypercalcemia, treat high choles- terol and high lipoprotein blood groups, and stimulate sexual be- havior in animals and humans. Cosmetics containing octocosanol can promote the blood circulation of the skin and activate cells II, and has the effects of reducing inflammation and preventing and treating skin diseases (such as dermatophytosis, eczema, itching, acne, etc.). Dr. Cureton has conducted 42 experimental studies on 894 subjects for nearly 20 years, and study results showed that octocosanol has the following effects: (1) improve endurance, en- ergy and physical strength; (2) improve muscle strength; (3) im- prove reaction time, reflexes and acuity; (4)strengthen heart functions; (5) eliminate muscle pain and reduce muscle friction;

(6) enhance resistance to stress such as high mountains; (7) change the rate of metabolism; (8) reduce necessary oxygen demand (9) stimulate hormones; (10) reduce systolic blood pressure. Octo- cosanol is widely used in medicines, nutraceuticals, cosmetics and high-grade feeds. Studies have shown that octocosanol (12-90%) at different purity has different effects in different fields, and it is not that the higher the content, the better the effect.

Octocosanol is mainly found in natural products such as cane wax, rice bran wax, wheat germ oil and beeswax. The Chinese patent

CN 1321627A discloses a method for preparing a mixture of higher primary aliphatic alcohols. According to the method, fatty alco- hols containing 24 to 34 carbon atoms are prepared from sugar cane wax. The sugar cane wax is homogenecusly saponified in KOH butanol solution for 1-3 hours, after acidification, organic phases are separated, then Ca(QH); and activated carbon are added for decolor- ization, and filtered, the butanol is recovered to dryness, then decolorized and recrystallized with ethanol, filtered with dichlo- roethane, and dried at 60-65°C to obtain a mixture of higher prima- ry aliphatic alcohols. The main active component is 1-octocosanol with the content of about 70%. Its composition range is as fol- lows: 0.5-5.0% of tetracosanol 0.5-5.0%; 5.0-15.0% of hexacosanol; 0.5-5.0% of heptacosanol; 60.0%-75.0% of octocosanol; 0-3.0% of nonacosanol; 4-15% of triacontanol; 0-5.0% of dotriacontanol; 0- 2.53 of tetratriacontanol. The above method has the disadvantages of complicated process, too long operation time, low yield, con- sumption of a large amount of organic solvents, and residual sol- vent in the final product; in addition, solvents such as ethylene dichloride, butanol, ethanol are used in the purification process, which will not only introduce heavy metals, but also the solvent volatilization and emission will produce a certain influence on the environment; the crude products and solvents will be lost in each recrystallization process, and the loss of crude products will reach 10%.

The Chinese patent CN1450041A discloses a method for prepar- ing octocosanol with purity of 60-90% through molecular distilla- tion process by using saponified beeswax as a raw material. Its technical feature is that a short-path evaporator with a distance of 2 to 15cm between the evaporation surface and the condensation surface is used, and the pressure is 0.01-10Pa, the evaporation temperature is 110-200°C, the cooling temperature is -15-18°C, the stirring speed is 10-1000 rpm, and the distillation residue is used as raw material of the next distillation for repeated distil- lation. Each distillation is maintained until the temperature dif- ference between the evaporator and the condenser is 30-100°C and the product requirements are met. The advantages of molecular dis- tillation is that the octocosanol in the obtained mixture of high- er primary aliphatic alcohols has high content and wide applica- tion, the separation and purification method is simple, the yield is high, and the process has no pollution to the environment. How- ever, the separation efficiency of molecular distillation method is low and cannot provide octocosancl with specific content, which brings difficulties to wider development and application of octo- cosanol.

SUMMARY

The object of the present disclosure is to provide a method for producing octocosanol with specific content. The octocosanol is stable in content, wide in applications and good in effect. The process is simple, does not use any solvent, and does not bring in heavy metals, does not waste raw materials, is low in production cost, good in product quality, and is safe and environmentally friendly.

The present disclosure provides a method for producing octo- cosanol with specific content, specifically comprising the steps of: adding a higher fatty alcohol mixture containing 10-13% of oc- tocosanol into a rectifying still, heating, and turning on a vacu- um pump when the rectifying still reaches 230-250°C to keep the vacuum degree at 20-50Pa, after 30-50 min of total reflux, con- trolling the reflux ratio to be 1:(5-20); collecting fractions at 210-235°C in stages to obtain octocosanol with a purity of 40-95%, wherein by-products produced in the rectification process are classified and applied according to the detection results of gas chromatography.

In the present disclosure, the higher fatty alcohol mixture is a fatty alcohol crude product obtained through saponification reaction with beeswax or rice bran wax as raw materials.

In the present disclosure, the fatty alcohol crude product includes 10.0-13.0% of octocosanol, 30.0-55.0% of triacontanol and 11.0-15.0% of dotriacontanol.

The present disclosure has the advantages as follows: the production process is simple, the separation efficiency is high, and various desired contents of octocosanol can be produced by controlling the reflux ratio. In the production process, no sol- vent is used, no heavy metals are introduced, no raw materials are wasted, the production cost is low, the product purity is high, and the process is safe and environmentally friendly. Compared with molecular distillation, this method can meet the purity re- quirements of octocosanol only through the rectification process, without repeated extraction, crystallization, solvent recovery and removal of solvent from the final product, etc. The separation ef- ficiency is more than 7 times that of the molecular distillation.

DETAILED DESCRIPTION OF THE EMBODIMENTS

The method of the present disclosure will be described in de- tail below in conjunction with specific embodiments.

Example 1: Production of 40-45% octocosanol

To a rectifying still, 18 kg of higher fatty alcohol mixture (namely, the fatty alcohol crude product obtained by the saponifi- cation of beeswax or rice bran wax) containing 10-13% octocosanol was added, heated, and when the temperature of the rectifying still reached 230°C, the vacuum pump was turned on, and the vacuum degree was kept at 20-50Pa, and the reflux ratio was controlled to be 1:5. After 30-50 min of total reflux, the front fractions, main fractions and rear fractions were collected in the first stage and the second stage at 210-235°C according to the change of the tem- perature at the top of the tower, to obtain 1.8-2.0 kg of front fraction, 4.2-4.6 kg of main fraction, and 0.4-0.6 kg of rear fraction of the first stage, and 4.7-5.0 kg of the front fraction,

4.2-4.5 kg of main fraction, and 0.4-0.6 kg of rear fraction of the second stage, and 1.0-1.3 kg of still residue. The collected main fraction of the first stage contained 40-45% octocosanol, and its compositions and content range were as follows: octocosanol 40.0- 5 45.0%; triacontanol 35.0-39%; dotriacontanol 0.8-1.1%.

Example 2: Production of 68-73% octocosanol

To a rectifying still, 18 kg of rectification product of Ex- ample 1 was added, with the octocosanol content of 40-45%, heated, and when the temperature of the rectifying still reached 240°C, the vacuum pump was turned on, and the vacuum degree was kept at 20-50

Pa, and the reflux ratio was controlled to be 1:10. After 30-50 min of total reflux, the front fractions, main fractions and rear fractions were collected in the first stage and the second stage at 210-235°C according to the change of the temperature at the top of the tower, to obtain 2.5-3.0 kg of front fraction, 6.5-7.0 kg of main fraction, and 0.5-1.0 kg of rear fraction of the first stage, and 0.8-1.3 kg of the front fraction, 3.1-3.7 kg of main fraction, and 1.3-1.8 kg of rear fraction of the second stage, and 0.9-1.2 kg of still residue. The collected main fraction of the first stage contained about 68-73% octocosanol, and its compositions and con- tent range were as follows: octocosanol 68.0-73.0%; triacontanol 16.0-25.0%; dotriacontanol 0.1-0.3%.

Example 3: Production of 90-95% octocosanol

To a rectifying still, 18 kg of rectification product of Ex- ample 2 was added, with the octocosanol content of 68-73%, heated, and when the temperature of the rectifying still reached 250°C, the vacuum pump was turned on, and the vacuum degree was kept at 20-50

Pa, and the reflux ratio was controlled to be 1:20. After 30-50 min of total reflux, the front fractions, main fractions and rear fractions were collected in the first stage and the second stage at 210-235°C according to the change of the temperature at the top of the tower, to obtain 0.5-0.8 kg of front fraction, 9.0-9.5 kg of main fraction, and 1.8-2.1 kg of rear fraction of the first stage, and 1.3-1.7 kg of the front fraction, 2.0-2.5 kg of main fraction, and 0.5-1.0 kg of rear fraction of the second stage, and 0.1-0.3 kg of still residue.

The collected main fraction of the first stage contained 90-95% of octocosanol, and its compositions and content range were as follows: octocosanol 90.0-95.0%; triacontanol 1.0- 3.0%; dotriacontanol <0.1%.

Claims (3)

CONCLUSIONS 1. Process for producing octocosanol of specific content, comprising the steps of: adding a mixture of higher fatty alcohols containing 10 to 13 % octocosanol to a rectifying distillation plant, heating and turning on a vacuum pump when the rectifying distiller reaches 230 to 250°C to maintain the vacuum degree at 20 to 50 Pa, after 30 to 50 min total reflux, controlling the reflux ratio to 1: (5 to 20); collecting fractions in stages at 210 to 235 °C to obtain octocosanol with a purity of 40 to 95%, classifying and applying by-products generated during the rectification process in accordance with the detection results of gas chromatography fie. A method for preparing octocosanol having a specific content according to claim 1, characterized in that the mixture of higher fatty alcohols is a crude fatty alcohol product obtained by a saponification reaction with beeswax or rice bran wax as raw materials. A method for producing octocosanol having a specific content according to claim 2, wherein the crude fatty alcohol product contains 10.0 to 13.0% octocosanol, 30.0 to 55.0% triacontanol and 11.0 to 15.03 contains dotriacontanol.