CN102795960B - Large-scale preparation method of high-purity octacosanol and triacontanol - Google Patents
Large-scale preparation method of high-purity octacosanol and triacontanol Download PDFInfo
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Abstract
The invention relates to a large-scale preparation method of high-purity octacosanol and triacontanol, belonging to the comprehensive utilization of animal or vegetable wax. The method comprises the following steps in order: preparing calcium oxide or calcium hydrate according to weight ratio mixing with water, then reacting with natural wax for 8-10 h at 200-250 DEG C, and cooling to obtain a solid product; extracting by using ethanol at 70-78 DEG C for 1-2h to obtain long-chain fatty alcohol; carrying out prefrationation on the obtained long-chain fatty alcohol for 10-12 h at 175-270 DEG C under a vacuum degree of 5-20 Pa, and collecting the distillate of 175-270 DEG C; conducting column molecular distillation under a vacuum degree of 0.5-5 Pa and collecting the distillate of 185-195 DEG C, then repeating the step to obtain the high-purity octacosanol; collecting the distillate of 200-215 DEG C under a vacuum degree of 0.5-5 Pa, then repeating the step to obtain the high-purity triacontanol. According to the invention, the method has the advantages of environmental protection, the purity of octacosanol reaches more than 90%, and the purity of triacontanol reaches more than 95%.
Description
Technical field
The present invention relates to the large-scale preparation method of a kind of high-purity octacosanol, triacontanol price quote, belong to the comprehensive utilization of animals and plants wax.
Background technology
Policosanol, triacontanol price quote have bioactive functional substance, is mainly present in animal wax and natural phant wax, and the homology high-carbon fatty alcohol containing C22-C38, content reaches about 45%.The traditional extraction purity of policosanol can only reach 15-35%, and this purity can only be used for antifatigue and improve the health-care effect of function of human body, the effect of effective lipopenicillinase, preventing cardiovascular disease is reached if want, purity at least will reach 60-90%, and therefore purity determines the physiologically active of a medicine.The traditional extraction purity of triacontanol price quote is also lower.
CN1257142C (2006-5-24) discloses the preparation method of a kind of active matters of rice bran matter policosanol, triacontanol price quote, policosanol content prepared by its laboratory is 82.12%, triacontanol price quote content is 82.3%, specifically adopt ultrasound hydrolysis, the industrial sewage produced is many, and percent hydrolysis is low; Adopt propanol extraction fatty alcohol after hydrolysis, extraction yield is low; Thereafter molecular distillation method and condition not good enough, holistic approach is all to be modified.
It take rice bran wax as the method for waste policosanol, triacontanol price quote that CN102311307 (2012-1-11) discloses a kind of, policosanol content prepared by its laboratory is 80.5%, triacontanol price quote content is 81.9%, specifically also adopt ul-trasonic irradiation during hydrolysis, the industrial sewage of generation is many; Extraction step repeats loaded down with trivial details; The temperature of hydrolysis reaction is low, and the purity preparing product haves much room for improvement.
The international and domestic report being showed no the highly purified policosanol of scale suitability for industrialized production, triacontanol price quote at present.
Summary of the invention
The object of this invention is to provide the large-scale preparation method of a kind of high-purity octacosanol, triacontanol price quote, the method production environmental protection, the purity of policosanol reaches more than 90%, and the purity of triacontanol price quote reaches more than 95%.
Above-mentioned technical purpose of the present invention is achieved by the following technical programs: the large-scale preparation method of a kind of high-purity octacosanol, triacontanol price quote, and it comprises the following steps successively:
1) calcification: natural wax 100 parts, calcium oxide or calcium hydroxide 15-20 part, water 20-40 part by weight ratio, the calcium oxide of described proportioning or calcium hydroxide are mixed with water, then be 200-250 DEG C in temperature and react 8-10h with described natural wax, cooling, obtains solid product;
2) solvent extraction: step 1) gained solid product is pulverized, then the ethanolic soln of 92-98% is added, ethanolic soln needed for the solid product of every weight part is 12-18 weight part, be 70-78 DEG C in temperature and react 1-2h, heat filtering removing insolubles, then the solvent reclaimed in filtrate obtains long chain aliphatic alcohol;
3) prefractionation: by step 2) gained long chain aliphatic alcohol vacuum tightness be 5-20Pa, temperature is 175-270 DEG C of fractionation 10-12h, collects the fraction of 175-270 DEG C;
4) pillar molecular distillation: the fraction of step 3) gained is carried out pillar molecular distillation, and actual conditions is:
1. under vacuum tightness is 0.5-5Pa, carry out pillar molecular distillation, collect the fraction that temperature is 185-195 DEG C, then repeat this step, obtain high-purity octacosanol;
2. under vacuum tightness is 0.5-5Pa, carry out pillar molecular distillation, collect the fraction that temperature is 200-215 DEG C, then repeat this step, obtain high-purity.
Step 2) described ethanolic soln is aqueous ethanolic solution.Step 4) 1. described repeat this step refer to by be 0.5-5Pa in vacuum tightness, temperature be 185-195 DEG C at the fraction that obtains of pillar molecular distillation continue to carry out pillar molecular distillation under vacuum tightness is 0.5-5Pa, collecting temperature is the fraction of 185-195 DEG C.Step 4) 2. described repeat this step refer to by be 0.5-5Pa in vacuum tightness, temperature be 200-215 DEG C at the fraction that obtains of pillar molecular distillation continue to carry out pillar molecular distillation under vacuum tightness is 0.5-5Pa, collecting temperature is the fraction of 200-215 DEG C.
Step 1) described solid product is the mixture of fatty alcohol and fatty acid calcium, step 2) heat filtering removing insolubles fatty acid calcium, the mixed solution of remaining fatty alcoholic solvent, reclaims aliphatic alcohol solvent and obtains long chain aliphatic alcohol.
Calcified material of the present invention does not need washing, avoid industrial sewage, reduce production cost, actual calcification efficiency of pcr product more than 98%, and existing ultrasound hydrolysis and saponification rate is generally about 60%; Existing method also needs a large amount of water washings to the refining of long chain aliphatic alcohol, and prefractionation of the present invention refining in, fatty acid calcium residue can be removed, improve the content of policosanol, triacontanol price quote in prefractionation fraction to a certain extent, for next step pillar molecular distillation provides purer long chain aliphatic alcohol simultaneously; Pillar molecular distillation respectively fractionation in two steps obtains policosanol, triacontanol price quote, and one time fractionation content reaches about 60%, and the purity of policosanol is brought up to more than 90% by secondary fractionation, and the purity of triacontanol price quote brings up to more than 95%.
The high-purity octacosanol that the present invention produces meets the service requirements of medicine, healthcare products, foodstuff additive, the industries such as functional foodstuff, medicine, makeup, feed can be used successfully to, human body be had to the effect of effective lipopenicillinase, decompression and preventing cardiovascular disease.
The high-purity that the present invention produces meets the service requirements of medicine, healthcare products, foodstuff additive, except having promoter action to natural phant growth, can be used for preparing liver cancer, lung cancer and bowelcancer medicine, having obvious antitumous effect to in-vivo tumour.
As preferably, described natural wax is one or more in beeswax, Insect Wax, rice bran wax or sugar-cane wax.
As preferably, in described step 1), the weight of natural wax, calcium oxide or calcium hydroxide and water is 100:18:20-40.
As preferably, described step 1) is 220 DEG C of reaction 8-10h in temperature.
As preferably, described step 2) in step 1) gained solid product is crushed to 50-100 order.
As preferably, described step 2) alcohol concn of ethanolic soln is 95%.
As preferably, described step 2) ethanolic soln needed for solid product of every weight part is 15 weight parts.
As preferably, described step 2) be 75 DEG C of reaction 1.5h in temperature.
As preferably, described step 3) vacuum tightness be 10-15Pa, temperature is 175-270 DEG C of fractionation 10-12h.
As preferably, the vacuum tightness of described step 4) is 1-2Pa.
Embodiment
Embodiment one
Select refining rice bran wax to be raw material, index is: fusing point 78.9 DEG C; Acid number 8.7; Iodine value 8.9; Saponification value 81.2; Moisture is less than 0.5%; Impurity is less than 0.5%.
1. calcification: refining 15 parts, rice bran wax 100 parts, calcium oxide or calcium hydroxide, 25 parts, water by weight ratio, mixes the calcium oxide of proportioning or calcium hydroxide with water, and be then 200 DEG C in temperature and react 8-10h with refining rice bran wax, cooling, obtains solid product;
2. solvent extraction: gained solid product is crushed to 80 orders, then add the ethanolic soln of 95%, the aqueous ethanolic solution needed for the solid product of every weight part is 12 weight parts, is 70 DEG C of reaction 2h in temperature, heat filtering removing insolubles, then the solvent reclaimed in filtrate obtains long chain aliphatic alcohol;
3. prefractionation: by gained long chain aliphatic alcohol vacuum tightness be 5-10Pa, temperature is 175-270 DEG C of fractionation 10-12h, collects the fraction of 175-270 DEG C, in gained fraction, the content of policosanol is 28.96%, triacontanol price quote content is 35.59%;
4. pillar molecular distillation: the fraction of prefractionation gained is carried out pillar molecular distillation, and actual conditions is:
1. under vacuum tightness is 0.5-3Pa, carry out pillar molecular distillation, collect the fraction that temperature is 185-195 DEG C, then repeat this step, obtain high-purity octacosanol, through GC gas chromatographic detection, its purity is 92.62%, and concrete composition is in table 1;
2. under vacuum tightness is 0.5-3Pa, carry out pillar molecular distillation, collect the fraction that temperature is 200-215 DEG C, then repeat this step, obtain high-purity, through GC gas chromatographic detection, its purity is 96.12%, and concrete composition is in table 2.
The product component table of table 1 pillar molecular distillation policosanol
The product component table of table 2 pillar molecular distillation triacontanol price quote
Embodiment two
The natural wax raw material selected is refining Insect Wax, and index is: fusing point 81.2 DEG C; Acid number 2.1; Iodine value 6.7; Saponification value 72.
1. calcification: refining 20 parts, Insect Wax 100 parts, calcium oxide or calcium hydroxide, 20 parts, water by weight ratio, mixes the calcium oxide of proportioning or calcium hydroxide with water, and be then 250 DEG C in temperature and react 10h with refining Insect Wax, cooling, obtains solid product;
2. solvent extraction: gained solid product is crushed to 50-100 order, then add the ethanolic soln of 98%, the ethanolic soln needed for the solid product of every weight part is 18 weight parts, is 78 DEG C of reaction 1h in temperature, heat filtering removing insolubles, then the solvent reclaimed in filtrate obtains long chain aliphatic alcohol;
3. prefractionation: by gained long chain aliphatic alcohol vacuum tightness be 15-20Pa, temperature is 175-270 DEG C of fractionation 10-12h, collects the fraction of 175-270 DEG C;
4. pillar molecular distillation: the fraction of prefractionation gained is carried out pillar molecular distillation, and actual conditions is:
1. under vacuum tightness is 3-5Pa, carry out pillar molecular distillation, collect the fraction that temperature is 185-195 DEG C, then repeat this step, obtain high-purity octacosanol, through GC gas chromatographic detection, its purity is 93.11%;
2. under vacuum tightness is 3-5Pa, carry out pillar molecular distillation, collect the fraction that temperature is 200-215 DEG C, then repeat this step, obtain high-purity, through GC gas chromatographic detection, its purity is 95.94%.
Embodiment three
The natural wax raw material selected is refining sugar-cane wax, and index is: fusing point 80.3 DEG C; Acid number 10.7; Fat value 67; Saponification value 78.
1. calcification: refining 18 parts, sugar-cane wax 100 parts, calcium oxide or calcium hydroxide, 40 parts, water by weight ratio, mixes the calcium oxide of proportioning or calcium hydroxide with water, and be then 220 DEG C in temperature and react 9h with refining sugar-cane wax, cooling, obtains solid product;
2. solvent extraction: gained solid product is crushed to 50-100 order, then the aqueous ethanolic solution of 95% is added, aqueous ethanolic solution needed for the solid product of every weight part is 15 weight parts, be 75 DEG C in temperature and react 1.5h, heat filtering removing insolubles, then the solvent reclaimed in filtrate obtains long chain aliphatic alcohol;
3. prefractionation: by gained long chain aliphatic alcohol vacuum tightness be 10-15Pa, temperature is 175-270 DEG C of fractionation 10-12h, collects the fraction of 175-270 DEG C;
4. pillar molecular distillation: the fraction of prefractionation gained is carried out pillar molecular distillation, and actual conditions is:
1. under vacuum tightness is 1-2Pa, carry out pillar molecular distillation, collect the fraction that temperature is 185-195 DEG C, then repeat this step, obtain high-purity octacosanol, through GC gas chromatographic detection, its purity is 92.25%;
2. under vacuum tightness is 1-2Pa, carry out pillar molecular distillation, collect the fraction that temperature is 200-215 DEG C, then repeat this step, obtain high-purity, through GC gas chromatographic detection, its purity is 96.58%.
Embodiment four
The refining rice bran wax selected is with embodiment one.The preparation method of high-purity octacosanol, triacontanol price quote is with embodiment three.Through GC gas chromatographic detection, the purity of policosanol is 93.18%, and the purity of triacontanol price quote is 97.23%.
Comparative example one
1, in 1000m1 reactor, add rice bran hair wax 1200g, calcium hydroxide 23g, water 3800m1, by P=150*f=150KHz ultrasonic wave 19, be heated to 90-95 DEG C, 0.05MPa, reacts 2 hours.
2, be cooled to room temperature, in reaction system, product forms hard cake mass, is separated and is separated with mother liquor, being discarded by reaction mother liquor, and repeatedly washs block resultant with clear water, neutral to pH value.
3, resultant is put into 105 DEG C, baking oven and be dried to constant weight, obtain alcohol mixture and fatty acid calcium 7223g is crushed to Powdered.
4, alcohol mixture and fatty acid calcium 7223g are proceeded in another 1000m1 reactor, at t=95 DEG C, carry out cycling extraction with 700m1 ethanol, after extract remainder cools, steam and desolventize to obtain fatty acid calcium.
5, extracting mother liquid repeatedly carries out crystallizing at room temperature, centrifugation, precipitation after merging.Obtain alcohol mixture 990g; Fatty acid calcium 8118g; Residue 5g; Mother liquor precipitate 7g; Loss 3g.
6, alcohol mixture 990g is added ethanol 4900m1 to be warming up to 95 DEG C of dissolvings and to carry out secondary circulation extraction, be incubated 35 DEG C of crystallizations, centrifugal crystallisate 1265g, secondary mother liquid steams and is moltenly incubated 35 DEG C of crystallizations to 300m1 and has a small amount of material more than 20 alcohol component to separate out to merge with gained more than 20 alcohol component last time.Repeat this process until no longer include solid precipitation.Be total to obtain 70g more than 20 alcohol component; Residue mother liquor steams and desolventizes to obtain lower boiling fatty alcohol 1021g, loss 4g.
7, molecular distillation
A molecular distillation 25, obtains 28 carbon and following higher alcohols component, the above higher alcohols component of 28 carbon respectively; 210-222 DEG C of fraction is collected in vacuum fractionation; Carry out secondary vacuum fractionation again and collect 214-222 DEG C of fraction;
Policosanol content is 12.5g, 80.5%; Three times molecular distillation collects 243-251 DEG C of fraction, and triacontanol price quote content is 14.6g, and 81.9%.
Wherein alcohol mixture detects through GC
Policosanol content is 80.5%;
Triacontanol price quote content is 81.9%.
Comparative example two
The hydrolysis of essence chaff wax, material alkali reacts 50 minutes than 1:2, l00W power, and all the other conditions are with stating.
The extraction of fatty alcohol: 10 hours time, temperature 80 DEG C, solvent ratio 1:12, the purification condition of all the other conditions and fatty alcohol is with above-mentioned.
Molecular distillation technique is separated policosanol, triacontanol price quote.
In alcohol mixture raw material used, policosanol content is 13.3%, and triacontanol price quote content is 25.18%.Be converted into molar percentage and be respectively 16.7%. 33.13%.Through molecular distillation, then collect 210-222 DEG C of fraction through a vacuum fractionation, then carry out secondary vacuum fractionation collection 214-220 DEG C of fraction, policosanol content is 82.12%; Collect 243-251 DEG C of fraction, triacontanol price quote content is 82.3%.
This specific embodiment is only explanation of the invention; it is not limitation of the present invention; those skilled in the art can make to the present embodiment the amendment not having creative contribution as required after reading this specification sheets, as long as but be all subject to the protection of patent law in right of the present invention.
Claims (8)
1. a large-scale preparation method for high-purity octacosanol, triacontanol price quote, is characterized in that: comprise the following steps successively:
1) calcification: natural wax 100 parts, calcium oxide or calcium hydroxide 15-20 part, water 20-40 part by weight ratio, the calcium oxide of described proportioning or calcium hydroxide are mixed with water, then be 200-250 DEG C in temperature and react 8-10h with described natural wax, cooling, obtains solid product and is crushed to 50-100 order; Described natural wax is one or more in beeswax, Insect Wax, rice bran wax or sugar-cane wax;
2) solvent extraction: step 1) gained solid product is pulverized, then the ethanolic soln of 92-98% is added, ethanolic soln needed for the solid product of every weight part is 12-18 weight part, be 70-78 DEG C in temperature and react 1-2h, heat filtering removing insolubles, then the solvent reclaimed in filtrate obtains long chain aliphatic alcohol;
3) prefractionation: by step 2) gained long chain aliphatic alcohol vacuum tightness be 5-20Pa, temperature is 175-270 DEG C of fractionation 10-12h, collects the fraction of 175-270 DEG C;
4) pillar molecular distillation: the fraction of step 3) gained is carried out pillar molecular distillation, and actual conditions is:
1. under vacuum tightness is 0.5-5Pa, carry out pillar molecular distillation, collect the fraction that temperature is 185-195 DEG C, then repeat this step, obtain high-purity octacosanol;
2. under vacuum tightness is 0.5-5Pa, carry out pillar molecular distillation, collect the fraction that temperature is 200-215 DEG C, then repeat this step, obtain high-purity;
The purity of described high-purity octacosanol reaches more than 90%, and the purity of described high-purity reaches more than 95%.
2. the large-scale preparation method of a kind of high-purity octacosanol according to claim 1, triacontanol price quote, is characterized in that: in described step 1), the weight of natural wax, calcium oxide or calcium hydroxide and water is 100:18:20-40.
3. the large-scale preparation method of a kind of high-purity octacosanol according to claim 2, triacontanol price quote, is characterized in that: described step 1) is 220 DEG C of reaction 8-10h in temperature.
4. the large-scale preparation method of a kind of high-purity octacosanol according to claim 3, triacontanol price quote, is characterized in that: described step 2) ethanolic soln in alcohol concn be 95%.
5. the large-scale preparation method of a kind of high-purity octacosanol according to claim 4, triacontanol price quote, is characterized in that: described step 2) ethanolic soln needed for solid product of every weight part is 15 weight parts.
6. the large-scale preparation method of a kind of high-purity octacosanol according to claim 4, triacontanol price quote, is characterized in that: described step 2) temperature be 75 DEG C reaction 1.5h.
7. the large-scale preparation method of a kind of high-purity octacosanol according to claim 1, triacontanol price quote, is characterized in that: described step 3) vacuum tightness be 10-15Pa, temperature is 175-270 DEG C of fractionation 10-12h.
8. the large-scale preparation method of a kind of high-purity octacosanol according to claim 1, triacontanol price quote, is characterized in that: the vacuum tightness of described step 4) is 1-2Pa.
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CN105348042A (en) * | 2015-11-25 | 2016-02-24 | 南方医科大学 | Method for preparing higher aliphatic alcohol from bagasse |
CN107927536B (en) * | 2017-12-01 | 2021-09-03 | 广州玉婷阁医药科技有限公司 | Health product containing octacosanol |
CN109651089A (en) * | 2018-12-26 | 2019-04-19 | 杭州余杭博士达油脂有限公司 | A method of using rice bran hair wax as waste n-octacosanol |
CN110872207A (en) * | 2019-11-21 | 2020-03-10 | 武义县震威生物科技有限公司 | Production process for extracting high-carbon alcohol from natural wax and production line thereof |
CN114874070A (en) * | 2022-05-30 | 2022-08-09 | 南京威尔药业科技有限公司 | Preparation method of high-purity hexadecanol and octadecanol |
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