CN100384832C - Method of extracting proto anthocyanidin by supercritical extraction grape seed oil and resin absorption - Google Patents
Method of extracting proto anthocyanidin by supercritical extraction grape seed oil and resin absorption Download PDFInfo
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- CN100384832C CN100384832C CNB200510014550XA CN200510014550A CN100384832C CN 100384832 C CN100384832 C CN 100384832C CN B200510014550X A CNB200510014550X A CN B200510014550XA CN 200510014550 A CN200510014550 A CN 200510014550A CN 100384832 C CN100384832 C CN 100384832C
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Abstract
The present invention discloses a method of absorbing and extracting procyanidin by supercritical extraction grape seed oil and resin, particularly the preparation technique of grape seed oil and procyanidin. The method comprises the following processes: firstly, supercritical carbon dioxide is adopted under the conditions that extraction pressure is from 20 to 35MPa, and temperature is from 40 to 50DEG C; the grape seed oil is extracted from the pulverized grape seeds; then, 25 to 35% of grape seeds without oil are heated with ethanol water by reflux; after extracting liquid is condensed, 50 to 70% of alcohol is added; or after isopropyl alcohol liquid is mixed and placed, the coarsely extracted liquid of the procyanidin is obtained by depressurization and suction filtration; then, the coarsely extracted liquid of the procyanidin is absorbed by polystyrene resin; the flow speed of the liquid as a sample is from 1.0 to 3.0 BV/h; the quantity of the liquid as a sample is 2 to 6 times the volume of resin; absorbent temperature is 20 DEG C; the concentration of the liquid as a sample is from 0.05 to 0.5 g/ml, and the pH value is from 3 to 5. After absorption is saturated, desorbents are adopted for desorbing, and after eluent is depressurized and dried, refined procyanidin products are obtained. The method has the advantages that after two kinds of technology are integrated, two products with health care and medicinal value are obtained. The present invention has the characteristics of simple operation, easy control of parameters, high adsorptive selectivity, high stability, low energy consumption, etc.
Description
Technical field
The present invention relates to a kind of supercritical extraction raisin seed oil and resin absorption and extract the method for pycnogenols, be specially the technology of preparing of raisin seed oil and pycnogenols.
Background technology
Contain 9～15% the raisin seed oil of having an appointment in the Semen Vitis viniferae, wherein linoleic acid content is 45～72%.The linolic acid that contains in the raisin seed oil has the hypertension of control, arteriosclerosis, cardiopathic function; To reducing the imbalance of human serum cholesterol and vegetative nervous function tangible curative effect is arranged, good application is all arranged in food, makeup and medicine industry.
Pycnogenols (PC) is the general name of the big class polypeptide phenolic compound that extensively exists in the vegetable kingdom, is that catechin or the l-Epicatechol condensation by different quantities forms.The simplest pycnogenols is the dimer of catechin or l-Epicatechol or catechin and l-Epicatechol formation, also has tripolymer, the tetramer etc. in addition until ten aggressiveness.Pycnogenols is a kind of polyphenol substance, has antioxidant activity, enzyme inhibition activity, anti-mutation activity, reduces capillary permeability (anti-inflammatory activity), cardiac vascular activity etc.The method of existing extraction raisin seed oil has: (1) milling process; (2) organic solvent extractionprocess; (3) supercritical CO
2Extraction process, the extracting method of the existing relevant pycnogenols of bibliographical information comprises organic solvent extractionprocess, membrane separation process, water extract-alcohol precipitation-resin adsorption method etc.Extract pycnogenols in the Semen Vitis viniferae that present industrial production adopts water extract-alcohol precipitation-resin absorption technology directly never to pulverize more, then the most cheapness of residue of grape seeds is sold the peasant and is made feed or further thick grape seed oil, and the effective constituent in the Semen Vitis viniferae is underutilized.Two kinds of integrated technologies that obtain raisin seed oil and two kinds of products of pycnogenols simultaneously of technology are not appeared in the newspapers.
Summary of the invention
The object of the present invention is to provide a kind of supercritical extraction raisin seed oil and resin absorption to extract the method for pycnogenols, this method integrates by the technology of extracting raisin seed oil and pycnogenols in the Semen Vitis viniferae, and the products obtained therefrom quality is good.
The present invention is realized by following technical proposals.A kind of from Semen Vitis viniferae supercritical extraction raisin seed oil and resin absorption extract the method for pycnogenols, it is characterized in that comprising following process:
1. Semen Vitis viniferae being crushed to granularity is 20～100 orders, pulverizes the back Semen Vitis viniferae extraction kettle of packing into, CO
2Contact with raw material by sending into extracting system after the booster system, carry out supercritical CO for 40～50 ℃ in extracting pressure 20～35MPa, temperature
2Extraction, CO
2Flow velocity 10Kg/h has dissolved the CO of raisin seed oil
2Enter separating still and separate under 20 ℃ of temperature, pressure 3～10MPa, raisin seed oil receives with receptor, CO
2Recycle, whole process 1～3 hour time of extraction.
2. prepare 25～35% aqueous ethanolic solutions and back Semen Vitis viniferae the mixings post-heating backflow of deoiling, filter extracting solution.With the extracting solution evaporation concentration to the 1.2g/ml with the flow velocity of 10mL/min to wherein Dropwise 5 0～70% ethanol or isopropyl alcohol liquid with precipitated impurities, then use double-deck filter paper filtration under diminished pressure, and dripping acetic acid, to get concentration be that 0.05～0.5g/ml, pH value are 3～5 pycnogenols crude extract.
3. the polystyrene resin of handling well is packed in the adsorption column, adsorption column adds the pycnogenols crude extract that step 2 is handled well, the flow velocity that adds the pycnogenols crude extract is 1.0～3.0BV/h, and the amount that adds the pycnogenols crude extract is 2～6 times of resin volume, 20 ℃ of adsorption temps, resin absorption reach saturated after, use 15～45% ethanolic soln desorptions, eluent flow rate 0.5～2BV/h, 70 ℃ of desorption temperatures, carry out rinsing with distilled water with the flow velocity of 600ml/h again, be washed till colourless till.Collector fraction collection effluent liquid.Effluent liquid must be made with extra care the pycnogenols product through rotary evaporation.
The advantage of present method is two kinds of technology are integrated two kinds of products with health care and pharmaceutical use, wherein supercritical extraction technique has easily advantage such as control of less energy-consumption, pollution-free, simple to operate, parameter, product does not have any dissolvent residual, and the entire operation process is simple and convenient, yield is high and weak point consuming time.Effect reaches the separation to material, the purpose of purification thereby the resin absorption technology is utilized resin generation absorption-desorption, has characteristics such as adsorption selectivity height, good stability.
Embodiment
Embodiment of the present invention are as follows:
Example 1
To pulverize Semen Vitis viniferae raw material 1563g and drop in the extraction kettle, 50 ℃ of extraction kettle pressure 30MPa, temperature are waited to stablize after 30 minutes continuously to extraction kettle feeding supercritical CO
2Extract CO
2Flow velocity 10Kg/h, 3 hours extraction time, 20 ℃ of control separating still temperature, pressure 6MPa collect product by receptor, get raisin seed oil 204g at last, and the raisin seed oil productive rate is 13.02%.
Take by weighing 100g Semen Vitis viniferae extract remainder and mix with 30% ethanol-water solution 500mL of preparation and put into there-necked flask, stirring velocity 20rpm, 60 ℃ of about 1h that reflux of Heating temperature.Filtrate decompression is filtered, and reclaims the dregs of a decoction, adds solvent, carries out second and reflux for the third time, and the time is respectively about 0.5h.It is 1.2g/ml that No. three extracting solutions are merged evaporation concentration, pure liquid is dripped simultaneously with the 10ml/min constant speed stir fast.Airtight leave standstill 12h after, with double-deck filter paper filtration under diminished pressure.Drip 60% dehydrated alcohol precipitation, gained pycnogenols alcohol precipitation rate reaches 7.45%, content 70.15%; Drip 60% isopropanol precipitating, gained pycnogenols alcohol precipitation rate reaches 5.93%, content 73.16%.
Carrying out adsorption conditions is adsorption column post footpath 22mm, aspect ratio 9, sample solution flow velocity 2.0BV/h, applied sample amount are 4 times of resin volume, liquor strength 0.25g/ml, pH value 3.8,20 ℃ of adsorption temps use 40% ethanolic soln desorption, flow velocity 1.0BV/h is taken off in suction, 70 ℃ of desorption temperatures, gained procyanidin content 94.57% after macroporous resin adsorption, pycnogenols extraction yield 5.36%.Carry out absorption for the second time according to above-mentioned condition: the pycnogenols under the desorb is carried out adsorption-desorption again, can obtain procyanidin content 97.82%, water insoluble matter content 1.67%, pycnogenols extraction yield 4.88%.
Example 2
To pulverize Semen Vitis viniferae raw material 1587g and drop in the extraction kettle, 45 ℃ of extraction kettle pressure 25MPa, temperature are waited to stablize after 30 minutes continuously to extraction kettle feeding supercritical CO
2Extract CO
2Flow velocity 10Kg/h, 1 hour extraction time, 20 ℃ of control separating still temperature, pressure 5MPa collect product by receptor, get raisin seed oil 204g at last, and the raisin seed oil productive rate is 12.90%.
Take by weighing 100g Semen Vitis viniferae extract remainder and mix with 25% ethanol-water solution 500mL of preparation and put into there-necked flask, stirring velocity 20rpm, 60 ℃ of about 1h that reflux of Heating temperature.Filtrate decompression is filtered, and reclaims the dregs of a decoction, adds solvent, carries out second and reflux for the third time, and the time is respectively about 0.5h.It is 1.2g/ml that No. three extracting solutions are merged evaporation concentration, pure liquid is dripped simultaneously with the 10ml/min constant speed stir fast.Airtight leave standstill 12h after, with double-deck filter paper filtration under diminished pressure.Dropwise 5 0% dehydrated alcohol precipitation, gained pycnogenols alcohol precipitation rate reaches 7.69%, content 62.86%; Dropwise 5 0% isopropanol precipitating, gained pycnogenols alcohol precipitation rate reaches 6.37%, content 63.10%.
Carrying out adsorption conditions is adsorption column post footpath 22mm, aspect ratio 9, sample solution flow velocity 1.5BV/h, applied sample amount are 2 times of resin volume, liquor strength 0.05g/ml, pH value 4.7,20 ℃ of adsorption temps use 45% ethanolic soln desorption, flow velocity 0.5BV/h is taken off in suction, 70 ℃ of desorption temperatures, gained procyanidin content 91.62% after macroporous resin adsorption, pycnogenols extraction yield 3.75%.Carry out absorption for the second time according to above-mentioned condition: the pycnogenols under the desorb is carried out adsorption-desorption again, can obtain procyanidin content 95.11%, water insoluble matter content 4.83%, pycnogenols extraction yield 3.22%.
Example 3
To pulverize Semen Vitis viniferae raw material 1576g and drop in the extraction kettle, 40 ℃ of extraction kettle pressure 35MPa, temperature are waited to stablize after 30 minutes continuously to extraction kettle feeding supercritical CO
2Extract CO
2Flow velocity 10Kg/h, 2 hours extraction time, 20 ℃ of control separating still temperature, pressure 6MPa collect product by receptor, get raisin seed oil 205g at last, and the raisin seed oil productive rate is 12.97%.
Take by weighing 100g Semen Vitis viniferae extract remainder and mix with 35% ethanol-water solution 500mL of preparation and put into there-necked flask, stirring velocity 20rpm, 60 ℃ of about 1h that reflux of Heating temperature.Filtrate decompression is filtered, and reclaims the dregs of a decoction, adds solvent, carries out second and reflux for the third time, and the time is respectively about 0.5h.It is 1.2g/ml that No. three extracting solutions are merged evaporation concentration, pure liquid is dripped with the 10ml/min constant speed, and follow quick stirring.Airtight leave standstill 12h after, with double-deck filter paper filtration under diminished pressure.Drip 80% dehydrated alcohol precipitation, gained pycnogenols alcohol precipitation rate reaches 6.68%, content 61.91%; Drip 80% isopropanol precipitating, gained pycnogenols alcohol precipitation rate reaches 6.21%, content 60.67%.
Carrying out adsorption conditions is adsorption column post footpath 22mm, aspect ratio 9, sample solution flow velocity 3.0BV/h, applied sample amount are 6 times of resin volume, liquor strength 0.5g/ml, pH value 3.8,20 ℃ of adsorption temps use 40% ethanolic soln desorption, flow velocity 2.0BV/h is taken off in suction, 70 ℃ of desorption temperatures, gained procyanidin content 92.63% after macroporous resin adsorption, pycnogenols extraction yield 5.11%.Carry out absorption for the second time according to above-mentioned top condition: the pycnogenols under the desorb is carried out adsorption-desorption again, can obtain procyanidin content 95.25%, water insoluble matter content 4.12%, pycnogenols extraction yield 4.26%.
Claims (1)
- One kind from Semen Vitis viniferae supercritical extraction raisin seed oil and resin absorption extract the method for pycnogenols, it is characterized in that comprising following process:(1) Semen Vitis viniferae being crushed to granularity is 20～100 orders, pulverizes the back Semen Vitis viniferae extraction kettle of packing into, CO 2Contact with raw material by sending into extracting system after the booster system, carry out supercritical CO for 40～50 ℃ in extracting pressure 20～35MPa, temperature 2Extraction, CO 2Flow velocity 10Kg/h has dissolved the CO of raisin seed oil 2Enter separating still and separate under 20 ℃ of temperature, pressure 3～10MPa, raisin seed oil receives with receptor, CO 2Recycle, whole process 1～3 hour time of extraction;(2) preparation 25～35% aqueous ethanolic solutions and the back Semen Vitis viniferae mixing post-heating backflow of deoiling, filter extracting solution; With the extracting solution evaporation concentration to the 1.2g/ml with the flow velocity of 10mL/min to wherein Dropwise 5 0～70% ethanol or isopropyl alcohol liquid with precipitated impurities, then use double-deck filter paper filtration under diminished pressure, and dripping acetic acid, to get concentration be that 0.05～0.5g/ml, pH value are 3～5 pycnogenols crude extract;(3) polystyrene resin of handling well is packed in the adsorption column, adsorption column adds the pycnogenols crude extract that step (2) is handled well, the flow velocity that adds the pycnogenols crude extract is 1.0～3.0BV/h, the volume that adds the pycnogenols crude extract is 2～6 times of resin volume, 20 ℃ of adsorption temps, resin absorption reach saturated after, use 15～45% ethanolic soln desorptions, eluent flow rate 0.5～2BV/h, 70 ℃ of desorption temperatures carry out rinsing with distilled water with the flow velocity of 600ml/h again, be washed till colourless till, collector fraction collection effluent liquid, effluent liquid must be made with extra care the pycnogenols product through rotary evaporation.
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Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102860507B (en) * | 2012-09-25 | 2014-10-29 | 北京康健仁人电子商务有限公司 | Novel grape seed extract and preparation method thereof |
| CN103351370B (en) * | 2013-07-16 | 2015-08-05 | 句容市春城镇年胜葡萄园 | A kind of extracting method of Proanthocyanidins from Grape Seeds |
| CN105232802B (en) * | 2015-11-05 | 2020-02-14 | 南京中医药大学 | Procyanidine composition with blood fat reducing effect and preparation method and application thereof |
| CN105623857A (en) * | 2015-12-25 | 2016-06-01 | 华宝食用香精香料（上海）有限公司 | Preparation method of raisin extract and application of raisin extract in cigarettes |
| CN105524036A (en) * | 2016-01-12 | 2016-04-27 | 北京宝得瑞健康产业有限公司 | High-efficiency low-consumption grape seed procyanidine extraction method |
| CN106675769A (en) * | 2017-02-28 | 2017-05-17 | 上海时迅农业科技发展有限公司 | Method for extracting vegetable oil under subcritical low temperature |
| CN107759555A (en) * | 2017-10-30 | 2018-03-06 | 潍坊友容实业有限公司 | A kind of Suaeda salsa anthocyanidin extracting method |
| CN107927696A (en) * | 2017-11-20 | 2018-04-20 | 广东聿津食品有限公司 | A kind of preparation method of black pepper essential oil |
| CN108795563A (en) * | 2018-06-29 | 2018-11-13 | 成都纺织高等专科学校 | A kind of supercritical CO2The method of extraction of oil from grape seeds |
| CN109540885B (en) * | 2018-11-30 | 2021-11-05 | 河北工程大学 | pH test paper and preparation method thereof |
| CN113712957A (en) * | 2021-08-19 | 2021-11-30 | 温州医科大学附属眼视光医院 | Preparation method and application of oligomeric proanthocyanidins ophthalmic product |
| CN114890973B (en) * | 2022-04-21 | 2023-09-19 | 陕西嘉禾药业有限公司 | Method for extracting and separating water-soluble procyanidine in grape seeds |
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