CN107513080A - Ultrasonic coupling vacuum prepares the integrated approach of cottonseed oil, raffinose and gossypol - Google Patents
Ultrasonic coupling vacuum prepares the integrated approach of cottonseed oil, raffinose and gossypol Download PDFInfo
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- CN107513080A CN107513080A CN201710846819.3A CN201710846819A CN107513080A CN 107513080 A CN107513080 A CN 107513080A CN 201710846819 A CN201710846819 A CN 201710846819A CN 107513080 A CN107513080 A CN 107513080A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
- C07H3/06—Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
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- C07C45/78—Separation; Purification; Stabilisation; Use of additives
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- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
- C07H1/08—Separation; Purification from natural products
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B1/00—Production of fats or fatty oils from raw materials
- C11B1/02—Pretreatment
- C11B1/04—Pretreatment of vegetable raw material
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- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B1/00—Production of fats or fatty oils from raw materials
- C11B1/10—Production of fats or fatty oils from raw materials by extracting
- C11B1/106—Production of fats or fatty oils from raw materials by extracting using ultra-sounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B1/00—Production of fats or fatty oils from raw materials
- C11B1/10—Production of fats or fatty oils from raw materials by extracting
- C11B1/108—Production of fats or fatty oils from raw materials by extracting after-treatment, e.g. of miscellae
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Abstract
The present invention relates to the integrated approach that a kind of ultrasonic coupling vacuum prepares cottonseed oil, raffinose and gossypol.Operating procedure is as follows：Cottonseed, low carbon alcohol solution etc. are mixed into ultrasonication, obtain mixed liquor；Nonpolar low-carbon alkanes solvent extraction is added in mixed liquor, obtains cottonseed oil and pending thing；Low carbon alcohol solution extraction is added in pending thing, obtains raffinose, gossypol mixture and cotton dregs；Raffinose and the filtering of gossypol mixture and vacuum decompression are removed, recovery organic solvent, obtain water-soluble liquid phase and solid phase；The aqueous solution was communicated into macroporous resin adsorption to decolourize, electrodialysis desalination and Activated carbon separation, and obtained the raffinose that purity is more than 95%；Low carbon alcohol solution and glacial acetic acid are added in solid, freezing and crystallizing, is filtrated to get coarse cotton phenol；Coarse cotton phenol is dried in vacuo, obtains the gossypol that purity is more than 95%.The present invention reduces production cost more than 50%；Aniline, acetone etc. are substituted using low-carbon alcohols, make final products can be used for food and medicine aspect.
Description
Technical field
The invention belongs to the comprehensive utilization technique of cottonseed, and in particular to prepare cottonseed oil, gossypol and raffinose using cottonseed.
Background technology
Cotton is a kind of important industrial crops, and the leading raw material of textile industry, in the world and Chinese national economy
In account for critical role.Seed of the cottonseed as cotton, it is a kind of byproduct, national cottonseed yield is in up to ten million tons or so.Cottonseed
It is not only a kind of important edible oil and fat resource, and the composition such as gossypol contained by cottonseed, raffinose, cottonseed kernel protein, eating
The industries such as product, medicine, feed have very high comprehensive utilization value.The cottonseed obtained in cotton processing, in addition to breeding, mostly
For preparing life and iundustrial oil.Due to the nutrient health characteristic of cottonseed oil more rational aliphatic acid composition and fried food,
Become the special frying oil with fine potentiality to be exploited.But free gossypol contained in cottonseed, it is a kind of polyhydric phenols
Class, it is poisonous to domestic animal and people, it is necessary to be separated and extracted, it is impossible to used directly as feed and food.After separation
To gossypol there is multiple pharmacological effect, such as inhibitory action to hormone receptor and hormone sensitive lipase gene enzyme, to endometrial cell DNA
Inhibitory action, while the growth of tumour cell can also be suppressed.Pharmacy characteristic has attracted researcher's possessed by gossypol
Concern, has good DEVELOPMENT PROSPECT.Cotton dregs after degreasing are also the important sources of raffinose.Raffinose be it is a kind of it is oligomeric it is non-also
Raw sugar, it is made up of galactolipin, glucose and fructose, there is good physiologically active.Raffinose can promote double in human body intestinal canal
The increment of the probioticses such as discrimination bacillus, lactobacillus acidophilus, suppress the growth of enteron aisle spoilage organisms.In addition, raffinose can also improve
The digestive function of human body, promote the absorption to calcium constituent, strengthen body immunity, and there is anti-aging.Therefore cottonseed
Sugar is widely used in medicine, foods and cosmetics industry.
With the continuous progress of oil crops process technology and purification techniques, cottonseed oil is squeezed from cottonseed, extracts gossypol
The comprehensive utilization value of cottonseed can be improved with raffinose.Existing technology can pass through cottonseed oil and gossypol immiscible double
Liquid phase method is separated, and cottonseed oil, while sub-department's gossypol are such as extracted from Cotton Seed by using low-carbon alcohols and industrial hexane；
On the other hand, prior art can also be extracted and separated to gossypol and raffinose, and such as Cottonseed Meal is entered by polar solvent
Row extraction, vacuum desorption organic solvent are obtained aqueous phase and solid phase, raffinose separated using macroporous absorbent resin, finally
The extraction of gossypol is carried out to gossypol filtrate by crystallisation.But above technology can not also maximize while three kinds are had at present
Effect composition is separated and extracted.
The content of the invention
In order to further realize the comprehensive utilization of cottonseed, the present invention provide a kind of ultrasonic coupling vacuum prepare cottonseed oil,
The integrated approach of raffinose and gossypol.
Specific technical solution is as follows：
The operating procedure that a kind of ultrasonic coupling vacuum prepares cottonseed oil, raffinose and gossypol is as follows：
（1）By cottonseed, low carbon alcohol solution and auxiliary agent, ultrasonication processing is carried out, is stood；Obtain mixed liquor；
（2）The nonpolar low-carbon alkanes solvent extraction cottonseed oil of 4 times of cottonseed quality is added in mixed liquor, is ultrasonically treated, is stood,
Filtering；Obtain the cottonseed oil of 0.1-0.2 times of cottonseed quality and pending thing；
（3）The low carbon alcohol solution for adding 3-4 times of cottonseed quality in pending thing is extracted as polar solvent, stands 20
Min, filtering, obtains raffinose, gossypol mixture and cotton dregs；
（4）Raffinose and gossypol mixture are removed by filtering and vacuum decompression, recovery organic solvent, obtain water-soluble liquid phase and
Solid phase；
（5）The aqueous solution was communicated into macroporous resin adsorption to decolourize, electrodialysis desalination and Activated carbon separation processing, purity is obtained and is more than
95% raffinose；
（6）The low carbon alcohol solution of 3-4 times of solid phase quality is added in solid, adds the ice vinegar of 1-3 times of solid phase quality
Acid, normal temperature stand 30 min, are freezed 24 hours in -20 DEG C, crystallize, be filtrated to get coarse cotton phenol；
（7）Coarse cotton phenol is dried in vacuo, the low carbon alcohol solution for adding 3-4 times of coarse cotton phenol quality is sufficiently mixed dissolving, adds
Enter the glacial acetic acid of 2-2.5 times of solid phase quality, carry out secondary crystallization, vacuum drying, the purity for obtaining needle-like is more than 95% cotton
Phenol.
The technical scheme further limited is as follows：
Step（1）、（3）、（6）With（7）Described in low carbon alcohol solution be concentration 65-80% methanol aqueous solution or concentration 65-
80% ethanol water or the isopropanol water solution of concentration 80%.
Step（1）Citric acid or the tartaric acid of concentration 0.1% or the bigcatkin willow of concentration 0.1% of the auxiliary agent for concentration 0.1%
Acid.
Step（1）With（2）Middle supersound process condition：Power is 100-500W, and temperature is 50-70 DEG C, time 20-30
Min, stand 20 min.
Step（2）Described in nonpolar low-carbon alkanes solvent be hexane.
Step（4）Middle vacuum decompression condition is -60 DEG C of temperature, pressure 0.1MPa.
Step（5）In, under 20V voltage, 0.2-0.5 times of aqueous solution solid masses is added in the water-soluble liquid phases of 100ml
Niter cake（NaHSO4）, the min of electrodialysis desalination 100.
Step（5）In, the water content of the macroreticular resin is in 60-70%, and particle size range is in 0.3-1.3mm.
The advantageous effects of the present invention embody in the following areas：
（1）Improve gossypol yield：The present invention utilizes cavitation effect, mechanical effect and fuel factor increase using ultrasonic wave extraction
The penetration power of medium, accelerate the dissolution of phenols, carbohydrate and lipid.The acid additives such as added salicylic acid, citric acid, tartaric acid,
The compatibility of phenols can be increased, improve distribution coefficient of the gossypol in low-carbon alcohols.Pass through Lyophilisation technique for making simultaneously, enter
One step improves the production yield of gossypol.This method can obtain the gossypol product that purity is more than 98%, and cost reduces by 55%, increases
The competitiveness of product in market is added.
（2）Improve the comprehensive utilization value of each composition：Cottonseed oil, cotton are obtained using ultrasonic coupling vacuum technique simultaneously first
Seed sugar and gossypol, the purity of wherein gossypol reach 98%.Repeatedly the cotton slag after extraction can make cottonseed protein fodder.Whole work
Skill flow can carry out industrialized production, filled up blank of the China in terms of cottonseed comprehensive utilization, there is preferable Utilization prospects.
（3）Safety and low toxicity：The present invention substitutes the poisonous poles such as the aniline used in traditional handicraft, acetone using low-carbon alcohols
Property reagent, the toxicity in final products is greatly reduced, available in terms of food and medicine.
（4）Safety non-pollution：The present invention substitutes the inflammable and explosive ethers thing used in traditional handicraft using low-carbon alcohols
Matter, make production operation safer, while avirulent low-carbon alcohols do not pollute to environment.
（5）Recycling：To the organic solvent in operating process in the present invention（Low-carbon alcohols and alkane）Reclaimed, followed
Ring utilizes, and reduces production cost.
Embodiment
With reference to embodiment, the present invention is further described.
Embodiment 1
The operating procedure that a kind of ultrasonic coupling vacuum prepares cottonseed oil, raffinose and gossypol is as follows：
（1）The lemon acid assistant of 100g cottonseeds, the methanol aqueous solution of 300ml concentration 70% and 4g concentration 0.1% is uniformly mixed,
Ultrasonication processing 20min is carried out, stands 20 min；Obtain 400g mixed liquors.
（2）The nonpolar hexane solvent extraction cottonseed oil of 4 times of cottonseed quality, ultrasound 25 are added in 400g mixed liquors
Min, stand 20 min, filtering；Obtain 20g cottonseed oils and the pending things of 780g.
（3）The methanol aqueous solution that 70% concentration of 3 times of cottonseed quality is added in the pending things of 780g enters as polar solvent
Row extraction, 20 min are stood, filtering, obtain 1000g raffinoses and gossypol mixture solution and 40g cotton dregs.
（4）1000g raffinoses and gossypol mixed solution are removed by filtering and vacuum decompression, recovery organic solvent, very
Empty reduced pressure is -60 DEG C of temperature, pressure 0.1MPa, obtains the water-soluble liquid phases of 100ml and 30g solid phases.
（5）The aqueous solution is mutually decolourized by HZ-801 macroporous resin adsorptions, the water content of the macroreticular resin is 60%, grain
Spend for 0.3mm.Under 20V voltage, the niter cake of 0.2 times of water-soluble liquid phase quality is added in the water-soluble liquid phases of 100ml
（NaHSO4）Electrodialysis desalination 100min and Activated carbon separation processing are carried out, obtains the raffinose of 5g purity 98%.
（6）The methanol aqueous solution of 70% concentration of 3 times of solid phase quality is added in 30g solid phases, adds 1 times of solid
The glacial acetic acid of phase quality, normal temperature stand 30 min, are freezed 24 hours in -20 DEG C, crystallize, be filtrated to get 0.6g coarse cotton phenol.
（7）0.6g coarse cotton phenol is dried in vacuo, the methanol aqueous solution for adding 70% concentration of 4 times of coarse cotton phenol quality fills
Divide mixed dissolution, add the glacial acetic acid of 2 times of solid phase quality, carry out secondary crystallization, vacuum drying, obtain the 0.5g purity of needle-like
For 99% gossypol.
Embodiment 2
The operating procedure that a kind of ultrasonic coupling vacuum prepares cottonseed oil, raffinose and gossypol is as follows：
（1）The winestone acid assistant of 100g cottonseeds, the ethanol water of 250ml concentration 65% and 5g concentration 0.1% is uniformly mixed, entered
Row ultrasonication handles 20min, stands 20 min；Obtain mixed liquor 350g.
（2）The nonpolar hexane solvent extraction cottonseed oil of 4 times of cottonseed quality, ultrasound 30 are added in 350g mixed liquors
Min, stand 20 min, filtering；Obtain 20g cottonseed oils and pending thing 730g.
（3）The ethanol water that 65% concentration of 4 times of cottonseed quality is added in the pending things of 730g enters as polar solvent
Row extraction, 20 min are stood, filtering, obtain 950g raffinoses and gossypol mixed solution and 36g cotton dregs.
（4）950g raffinoses and gossypol mixed solution are removed by filtering and vacuum decompression, recovery organic solvent, vacuum
Reduced pressure is -60 DEG C of temperature, pressure 0.1MPa, obtains the water-soluble liquid phases of 90ml and 30g solid phases.
（5）The aqueous solution is mutually decolourized by HZ-802 macroporous resin adsorptions, the water content of the macroreticular resin is 65%, grain
Spend for 0.8mm.Under 20V voltage, the niter cake of 0.3 times of water-soluble liquid phase quality is added in the water-soluble liquid phases of 90ml
（NaHSO4）Electrodialysis desalination 100min and Activated carbon separation processing are carried out, obtains the raffinose of 4.8g purity 98%.
（6）The ethanol water of 65% concentration of 3 times of solid phase quality is added in 30g solids, adds 2 times of solid phases
The glacial acetic acid of quality, normal temperature stand 30 min, are freezed 24 hours in -20 DEG C, crystallize, be filtrated to get 0.55g coarse cotton phenol.
（7）0.55g coarse cotton phenol is dried in vacuo, the methanol aqueous solution for adding 70% concentration of 3 times of coarse cotton phenol quality fills
Divide mixed dissolution, add the glacial acetic acid of 2.5 times of solid phase quality, carry out secondary crystallization, vacuum drying, obtain the 0.45g of needle-like
The gossypol of purity 98%.
Embodiment 3
The operating procedure that a kind of ultrasonic coupling vacuum prepares cottonseed oil, raffinose and gossypol is as follows：
（1）The bigcatkin willow acid assistant of 80g cottonseeds, the isopropanol water solution of 200ml concentration 80% and 3g concentration 0.1% is uniformly mixed,
Ultrasonication processing 20min is carried out, stands 20 min；Obtain mixed liquor 280g.
（2）The nonpolar hexane solvent extraction cottonseed oil of 4 times of cottonseed quality, ultrasound 30 are added in 280g mixed liquors
Min, stand 20 min, filtering；Obtain 8g cottonseed oils and the pending things of 590g.
（3）The isopropanol water solution that 80% concentration of 3.5 times of cottonseed quality is added in the pending things of 590g is molten as polarity
Agent is extracted, and is stood 20 min, filtering, is obtained 830g raffinoses and gossypol mixed solution and cotton dregs 32g.
（4）830g raffinoses and gossypol mixed solution are removed by filtering and vacuum decompression, recovery organic solvent, vacuum
Reduced pressure is -60 DEG C of temperature, pressure 0.1MPa, obtains the water-soluble liquid phases of 70ml and 22g solid phases.
（5）The aqueous solution is mutually decolourized by HZ-801 macroporous resin adsorptions, the water content 70% of the macroreticular resin, granularity
For 1.3mm.Under 20V voltage, the niter cake of 0.5 times of water-soluble liquid phase quality is added in the water-soluble liquid phases of 70ml（NaHSO4）
Electrodialysis desalination 100min and Activated carbon separation processing are carried out, obtains the raffinose that 3.8g purity is 97%.
（6）The isopropanol water solution of 80% concentration of 3 times of solid phase quality is added in 22g solids, adds 3 times of solids
The glacial acetic acid of phase quality, normal temperature stand 30 min, are freezed 24 hours in -20 DEG C, crystallize, be filtrated to get 0.4g coarse cotton phenol.
（7）0.4g coarse cotton phenol is dried in vacuo, the isopropanol for adding 80% concentration of 3.5 times of coarse cotton phenol quality is water-soluble
Liquid is sufficiently mixed dissolving, adds the glacial acetic acid of 2 times of solid phase quality, carries out secondary crystallization, vacuum drying, obtains the 0.3g of needle-like
The gossypol of purity 98%.
Claims (8)
1. a kind of ultrasonic coupling vacuum prepares the integrated approach of cottonseed oil, raffinose and gossypol, it is characterised in that operating procedure is such as
Under：
（1）By 80-100g cottonseeds, 200-300ml low carbon alcohol solutions and 3-5g auxiliary agents, ultrasonication processing is carried out, is stood；
To mixed liquor；
（2）The nonpolar low-carbon alkanes solvent extraction cottonseed oil of 4 times of cottonseed quality is added in mixed liquor, is ultrasonically treated, is stood,
Filtering；Obtain the cottonseed oil of 0.1-0.2 times of cottonseed quality and pending thing；
（3）The low carbon alcohol solution for adding 3-4 times of cottonseed quality in pending thing is extracted as polar solvent, stands 20
Min, filtering, obtains raffinose, gossypol mixture and cotton dregs；
（4）Raffinose and gossypol mixture are removed by filtering and vacuum decompression, recovery organic solvent, obtain water-soluble liquid phase and
Solid phase；
（5）The aqueous solution was communicated into macroporous resin adsorption to decolourize, electrodialysis desalination and Activated carbon separation processing, purity is obtained and is more than
95% raffinose；
（6）The low carbon alcohol solution of 3 times of solid phase quality is added in solid, adds the glacial acetic acid of 1-3 times of solid phase quality,
Normal temperature stands 30 min, is freezed 24 hours in -20 DEG C, crystallizes, is filtrated to get coarse cotton phenol；
（7）Coarse cotton phenol is dried in vacuo, the low carbon alcohol solution for adding 3-4 times of coarse cotton phenol quality is sufficiently mixed dissolving, adds
Enter the glacial acetic acid of 2-2.5 times of solid phase quality, carry out secondary crystallization, vacuum drying, the purity for obtaining needle-like is more than 95% cotton
Phenol.
2. a kind of ultrasonic coupling vacuum according to claim 1 prepares the integrated approach of cottonseed oil, raffinose and gossypol, its
It is characterised by：Step（1）、（3）、（6）With（7）Described in low carbon alcohol solution be concentration 70-80% methanol aqueous solution or dense
Spend 65-80% ethanol water or the isopropanol water solution of concentration 80%.
3. a kind of ultrasonic coupling vacuum according to claim 1 prepares the integrated approach of cottonseed oil, raffinose and gossypol, its
It is characterised by：Step（1）Citric acid or the tartaric acid of concentration 0.1% or the bigcatkin willow of concentration 0.1% of the auxiliary agent for concentration 0.1%
Acid.
4. a kind of ultrasonic coupling vacuum according to claim 1 prepares the integrated approach of cottonseed oil, raffinose and gossypol, its
It is characterised by：Step（1）With（2）Middle ultrasound condition：Power is 100-500W, and temperature is 50-70 DEG C.
5. a kind of ultrasonic coupling vacuum according to claim 1 prepares the integrated approach of cottonseed oil, raffinose and gossypol, its
It is characterised by：Step（2）Described in nonpolar low-carbon alkanes solvent be hexane.
6. a kind of ultrasonic coupling vacuum according to claim 1 prepares the integrated approach of cottonseed oil, raffinose and gossypol, its
It is characterised by：Step（4）Middle vacuum decompression condition is -60 DEG C of temperature, pressure 0.1MPa.
7. a kind of ultrasonic coupling vacuum according to claim 1 prepares the integrated approach of cottonseed oil, raffinose and gossypol, its
It is characterised by：Step（5）In, under 20V voltage, 0.2-0.5 times of aqueous solution solid masses is added in the water-soluble liquid phases of 100ml
Niter cake（NaHSO4）, the min of electrodialysis desalination 100.
8. a kind of ultrasonic coupling vacuum according to claim 1 prepares the integrated approach of cottonseed oil, raffinose and gossypol, its
It is characterised by：Step（5）In, the water content of the macroreticular resin is in 60-70%, and particle size range is in 0.3-1.3mm.
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Cited By (2)
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| CN114085253A (en) * | 2021-11-03 | 2022-02-25 | 石河子大学 | Method for extracting gossypol and raffinose from cottonseed processing waste liquid |
| CN118127091A (en) * | 2024-02-29 | 2024-06-04 | 常州市金坛区维格生物科技有限公司 | Method for preparing fatty acid ester by using cotton seed oil and liquid enzyme as raw materials and recycling liquid enzyme |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN114085253A (en) * | 2021-11-03 | 2022-02-25 | 石河子大学 | Method for extracting gossypol and raffinose from cottonseed processing waste liquid |
| CN114085253B (en) * | 2021-11-03 | 2023-09-12 | 石河子大学 | Method for extracting gossypol and raffinose from cottonseed processing waste liquid |
| CN118127091A (en) * | 2024-02-29 | 2024-06-04 | 常州市金坛区维格生物科技有限公司 | Method for preparing fatty acid ester by using cotton seed oil and liquid enzyme as raw materials and recycling liquid enzyme |
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