CN103588742B - Method for extracting rose flavone from rose residue solution - Google Patents
Method for extracting rose flavone from rose residue solution Download PDFInfo
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- CN103588742B CN103588742B CN201310591570.8A CN201310591570A CN103588742B CN 103588742 B CN103588742 B CN 103588742B CN 201310591570 A CN201310591570 A CN 201310591570A CN 103588742 B CN103588742 B CN 103588742B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
- C07D311/30—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/40—Separation, e.g. from natural material; Purification
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B61/00—Dyes of natural origin prepared from natural sources, e.g. vegetable sources
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Abstract
The invention relates to a method for extracting rose flavone from a rose residue solution. The method comprises the following steps: (1), filtering the rose residue solution, concentrating, adding ethyl alcohol to adjust the pH value of the solution, refrigerating and standing in the absence of light; (2), performing suction filtration on the solution in the step (1), and concentrating, so as to obtain rose flavone pigment coarse powder; (3), performing separation and purification on the rose flavone pigment coarse powder obtained in the step (2), so as to obtain eluant; (4), concentrating and drying the eluant, so as to obtain dry flavone. According to the invention, the flavone extraction ratio reaches above 8% to the maximum extent, and is greatly improved compared with the flavone extraction ratio being not higher than 5% in the prior art; the obtained flavone is bright red in color, and can be widely applied to the fields of medicine and food.
Description
Technical field
The invention discloses a kind of method extracting flavones, be specifically related to a kind of method extracting rose flavone from rose residue solution.
Background technology
Rose makes sex seduction to people, gives off a strong fragrance, is the edible flower of a class, can be used as rose tea, the gourmet foods such as rose paste, can extracts Flos Rosae Rugosae quintessence oil again from Rose.Carried containing abundant pigment in coloured residue liquid of essential oil, the flavones contained in pigment has certain nourishing function, as Ginseng Extract, improves physique, beautifying face and moistering lotion etc., is the natural pigment that a class is worth developing.From the rose residue extracting essential oil, extract rose pigment, both can solve the Solid state fermentation problem of Flos Rosae Rugosae quintessence oil factory, the natural food colour of safe healthcare can be obtained again, there is good economic worth and social value.
The method that prior art extracts rose pigment from rose residue is generally with organic solvent lixiviate rose residue, by vat liquor concentrate drying after filtration, obtains rose pigment.The productive rate of the rose pigment that leach extraction method obtains is lower, and not through separation and purification, in gained rose pigment, the foreign matter content such as protein, polysaccharide is high, and the content of flavones is lower, and product colour is dark.
Publication number is CN102453345A, denomination of invention be " extraction process of red pigment in rose residue " application discloses a kind of technical process of extracting haematochrome from rose residue.The processing step of this patent application is: rose slag is put into flask, adds the solvent that solid-liquid ratio is 1:20 ~ 1:50, lixiviate at 50 ~ 80 DEG C, hierarchy of control pH value is 1 ~ 4, extraction time is 0.5 ~ 2.0h, suction filtration, then filtrate is merged, dry, concentrated.Mention in this patent application that its extraction yield is 81%, in fresh rose flower, the content of pigment is 10-12%, and this extraction yield should be the ratio of the amount of the haematochrome extracted in the amount of the haematochrome extracted in rose slag and fresh rose flower.Also use methyl alcohol, sherwood oil or ethyl acetate to make solvent in this patent, no doubt can improve extraction yield, but the product obtained is more or less containing these poisonous and harmful solvents, limits the use of product.Lack the purifies and separates process to product in this patent, the product foreign matter content obtained is high.
Summary of the invention
The object of the invention is to for the deficiencies in the prior art, the method for the extraction rose flavone that a kind of extracting flavonoids rate is high, purity is high is provided.
To achieve these goals, technical scheme of the present invention is:
From rose residue solution, extract a method for rose flavone, comprise the following steps:
(1) rose residue extracting Flos Rosae Rugosae quintessence oil is filtered, collect supernatant liquor, obtain rose residue solution; Gained rose residue solution concentrated, in concentrated solution, add ethanol, make alcohol concn in described concentrated solution be 70-85%, mixing, regulator solution pH value is 2-4, and 4 DEG C-7 DEG C refrigeration lucifuges leave standstill 12-30h;
(2) by gained refrigeration liquid suction filtration in step (1), filtrate concentrates, dry, obtains rose flavones pigment meal;
(3) by gained rose flavones pigment meal macroporous resin separation and purification in step (2), elutriant is obtained;
(4) step (3) gained elutriant is concentrated, dry, obtain dry flavones.
Contriver finds to extract in the residue of Flos Rosae Rugosae quintessence oil, in solid substance in rose residue, flavones content is extremely low, major part flavones has dissolved and has entered in water, so the rose flavone extraction yield extracted in rose residue solid substance is lower, and it is higher directly to reclaim rose flavone extraction yield soluble in water.But because the amount of liquid of rose residue is large, directly reclaim and will use comparatively multi-solvent, and the existence of solid substance is unfavorable for the carrying out that concentrate; Therefore the present invention isolates the colored slag liquid after solid substance to extract from rose residue and reclaims flavones, can reduce the use of solvent, cost-saving, improves productive rate; Regulator solution pH value is 1-4, and flavones can be made more stable in the solution, improves the extracting flavonoids rate of recovery; Owing to also containing the impurity such as a large amount of protein and polysaccharide in rose residue solution, after 4 DEG C-7 DEG C refrigeration lucifuges leave standstill 12-30h, the impurity such as the macro-molecular protein in solution and polysaccharide easily generate Precipitation.Use alcohol settling isolated protein, polysaccharide, toxicity is little, is conducive to extracting the rose flavone obtained and uses in the broader context; And the ethanol added and water azeotropic, the boiling point of water can be reduced, be conducive to the carrying out that next step is concentrated.Make alcohol concn in described concentrated solution be 70-85%, while better can ensureing that contamination precipitation is separated out, improve the extracting flavonoids rate of recovery, extracting flavonoids rate reaches as high as more than 8%.
Further, the present invention extracts in the method for rose flavone, and in step (1), the filtration of rose residue uses pressure filter press filtration.Press filtration effectively can be separated solid substance in rose slag and rose residue solution, makes technical process easier, quick, increases work efficiency.
Further, the present invention extracts in the method for rose flavone, and regather supernatant liquor after the further centrifugation solid substance of filtrate obtained after filtering in step (1), the rotating speed of described centrifugation is 3000-4000r/min, and the time of centrifugation is 15-30min.After filtration, centrifugation more effectively can remove the solid impurity in rose residue solution again, is conducive to the precipitation of next step impurity such as protein, polysaccharide.
Preferably, the present invention extracts in the method for rose flavone, concentrated specifically vacuum concentration under temperature is the condition of 50-80 DEG C described in step (1), 50 DEG C time, extracting flavonoids rate is minimum is about 6%, and 70 DEG C time, extraction yield is minimum is about 4%, be best 80 DEG C time, extraction yield can reach more than 8%.
Preferably, concentrated described in step (1) is the 40-70% being concentrated into stoste volume, while can ensureing the extracting flavonoids rate of recovery, is more conducive to the precipitation of next step impurity, and saves time, can increase work efficiency.The volume of concentrated solution is tightly relevant to step below, how many decisions of concentrated solution volume add amount of alcohol number, the amount of concentrated liquid sum ethanol determines the cumulative volume of solution, and the cumulative volume of solution separates out precipitation capacity close relation with leaving standstill to filter.
When being concentrated into the 70-60% of stoste volume, concentrated solution reduces, and extracting flavonoids rate increases thereupon, and when being concentrated into the 60-40% of stoste volume, concentrated solution reduces, and extracting flavonoids rate reduces thereupon.Be best when being concentrated into 60% of stoste volume, extracting flavonoids rate can reach more than 8%.
Preferably, the present invention extracts in the method for rose flavone, and the solution ph in step (1) is 3.When pH value is 3, can ensure the stability of flavones, can ensure again the high extraction of flavones, extraction yield is the highest can be more than 8%.
Preferably, the present invention extracts in the method for rose flavone, uses citric acid or HCl adjust ph in step (1).Citric acid or HCl is used to make the flavones use range of extraction wider, the flavones edible of extraction.
Preferably, the present invention extracts in the method for rose flavone, and in step (1), 5 DEG C of refrigeration lucifuges leave standstill.
Preferably, in step (1), lucifuge leaves standstill 24h, when leaving standstill, the impurity such as the protein in solution, polysaccharide can form Precipitation, may separate out together by package clip band portion flavones in precipitation, but while forming precipitation, partly precipitated also can dissolve, and wraps up the flavones carried secretly and can get back to again in solution in the precipitation of dissolving.When time of repose is 12-24h, along with the increase of time, extracting flavonoids rate increases, and extraction yield increases to more than 8% by 4%; When time of repose is 24-30h, along with the increase of time, extracting flavonoids rate reduces, and extraction yield is reduced to 4% by more than 8%.Time of repose is that 24h is best, and extracting flavonoids rate reaches more than 8%.
In order to cost-saving, above-mentionedly extract in the step (2) of the method for rose flavone from rose residue solution, in the process that filtrate is concentrated, reclaim ethanol.
Further, the present invention extracts in the method for rose flavone, comprising the following steps with macroporous resin separation purification method of the meal of rose flavones pigment described in step (3):
A, macroporous adsorbent resin process: after the alcohol immersion 12h of macroporous adsorbent resin 15-30%, then mix not in white casse to ethanol eluate with water with the ethanol purge of 15-30%;
B, wet method dress post: get clean resin pillar, in the high ratio than 1:7-9 of resin pillar diameter and post, the macroporous adsorbent resin wet method crossed by processing of step A dress post;
C, loading separation and purification: get the alcohol dilution that rose flavones pigment meal prepared by step (2) adds 80-95% and become to be equivalent to the flavones pigment extract of every 1mL containing flavones pigment meal 0.5-1.5mg;
Get above-mentioned flavones pigment extract loading, applied sample amount is in the quality of flavones pigment meal, and applied sample amount is 1/9-1/12 times of macroporous adsorbent resin weight, and loading flow velocity is 1.0-1.5mL/min, leaves standstill 15-30min after completion of the sample;
With the pure water rinsing removal of impurity of 4-6 times of volume of macroporous adsorbent resin, use the alcohol flushing removal of impurity of the 15%-30% of macroporous adsorbent resin 4-6 times volume again, irrigation flow rate is 25-30mL/min, finally use the 75%-90% ethanol elution of macroporous adsorbent resin 4-8 times volume, elution flow rate is 30-35mL/min, collects elutriant.
Further, the present invention extracts rose flavone pigment meal separation purification method in rose flavone method, and by macroporous resin adsorption and screening principle, flavones pigment extract reaches separation and purification object through certain solvent elution on macroporous adsorbent resin.Macroporous adsorbent resin effectively can remove the impurity such as protein, polysaccharide and micromolecular compound in rose flavones meal, greatly improves the purity of flavones.And absorption with macroporous adsorbent resin is fast, desorption efficiency is high, loading capacity is large, eluting rate is high, cost is low, can Reusability, is applicable to industrial production.
Further, the method steps (3) that the present invention extracts flavones is further comprising the steps of, get step C gained elutriant and be concentrated into ethanol content lower than 5%, thin up becomes to be equivalent to the flavones pigment extract of every 1mL containing flavones pigment meal 0.5-1.5mg, and the macroporous adsorbent resin using step C to cross comes again the step of step C.
Further, the present invention extracts the method for flavones, in step C preferably 20% the alcohol flushing removal of impurity, 80% ethanol elution absorption flavones.Use the alcohol flushing removal of impurities of 20%, while impurity removing, the loss amount of flavones is minimum; Use the ethanol of 80%, while the flavones wash-out that resin adsorbs, save time, ensure working efficiency.
Compared with prior art, the invention has the beneficial effects as follows: flavones is a kind of material being easy to become solution in water, in the residue stayed after extracting Flos Rosae Rugosae quintessence oil, the flavones content of solid substance is extremely low, and most of flavones has dissolved and entered in water; Therefore the present invention uses rose residue solution to extract and reclaims flavones, not only simple and efficient to handle, and can obtain higher extraction yield.The extraction yield of flavones of the present invention is up to more than 8%, is greatly improved lower than 5% with extracting flavonoids rate in prior art.
The present invention extracts in the method for rose flavone, with the impurity such as protein, polysaccharide in the method removing flavone extractive of ethanol alcohol precipitation, then uses macroporous resin separating and purifying flavone extracting solution; Effective combination of two kinds of methods substantially increases the purity of flavones, and the purity of flavones can reach more than 90%.
Experiment proves: in flower slag, the extraction yield of flavones is not higher than 1%, and in flower slag liquid, the extraction yield of flavones is up to more than 8%; Show that the present invention uses colored slag liquid to extract flavones further, compared with extracting flavones with prior art from flower slag, the use of solvent can be reduced, Simplified flowsheet step, cost-saving, improve productive rate.
The present invention is simple to operate, and the short production cost of process cycle is low, is easy to large scale continuous prod.
Embodiment
Below in conjunction with test example and embodiment, the present invention is described in further detail.But this should be interpreted as that the scope of the above-mentioned theme of the present invention is only limitted to following embodiment, all technology realized based on content of the present invention all belong to scope of the present invention.
In following examples, comparative example, the measuring method of rose flavone:
The method of thin-layer chromatography qualitative test rose flavone:
The preparation of reference substance solution: take control substance of Rutin 100mg, adds 1mL methyl alcohol and makes it dissolve, obtained reference substance solution.
Preparation for real product solution: take rose flavone 100mg, add 1mL methyl alcohol and make it dissolve, obtained need testing solution.
Measuring method: draw above-mentioned two kinds of solution 5ul, put respectively on same silica gel thin-layer plate, with propyl carbinol: Glacial acetic acid: water=4:1:2 is developping agent, launch, taking-up is dried, and sprays 1% aluminum chloride ethanolic soln, dries, and puts inspection under 365nm ultraviolet lamp; On the position corresponding to control substance of Rutin chromatogram, the spot of aobvious same color.
The method of ultraviolet-visible spectrophotometry quantitative assay rose flavone:
The preparation of reference substance solution: precision takes control substance of Rutin 5g, is placed in 50mL measuring bottle, adds dissolve with methanol and is diluted to scale, shaking up, obtained reference substance solution.
Preparation for real product solution: take rose flavone 5g, put in 50mL measuring bottle, add methyl alcohol 30mL, shake up, ultrasonic 30S, with methanol dilution to scale, obtained need testing solution.
Measuring method: precision measures control substance of Rutin solution and each 3mL of need testing solution respectively, splits in 25mL measuring bottle, adds 5%NaNO
3solution 1mL, shakes up, and leaves standstill 6min, then adds 10%NaNO
3solution 1mL, shakes up, and continues to leave standstill 6min, adds the NaOH solution 5mL of 4%, with distilled water diluting to scale, shakes up, and leaves standstill 15min, measures absorbancy in 505nm and 506nm wavelength place, calculates content.
Embodiment 1
Flavones is extracted: 300kg fresh flower adds 250 ~ 350kg clear water from rose residue solution, logical steam extraction Flos Rosae Rugosae quintessence oil, the colored slag liquid after extracting Flos Rosae Rugosae quintessence oil is carried out press filtration, and filtrate is separated 15min with the centrifugation of 3000r/min, collect supernatant liquor, obtain rose flavones pigment treatment solution.By treatment solution in temperature be under the condition of 80 DEG C vacuum concentration to stoste volume 60%, ethanol is added while hot in concentrated solution, alcohol concn in described concentrated solution is made to be 85%, mixing, hierarchy of control pH value is pH=3, and lucifuge leaves standstill refrigeration 24h, suction filtration, vacuum concentration, dry, obtain rose flavones pigment meal.
By FL-2 type macroporous adsorbent resin with after the alcohol immersion 12h of 15%, then mix not in white casse with water to ethanol eluate with the ethanol purge of 15%.Get clean resin pillar, in the high ratio than 1:7 of resin pillar diameter and post, with the macroporous adsorbent resin wet method dress post processed.Get the alcohol dilution that above-mentioned rose flavones pigment meal adds 80% and become to be equivalent to every 1mL containing the flavones pigment extract of flavones pigment meal 0.5mg.Get flavones pigment extract loading, applied sample amount is 1/9 times of macroporous adsorbent resin weight, and loading flow velocity is 1.0mL/min, leaves standstill 15min; With the pure water rinsing removal of impurity of 4 times of weight of macroporous adsorbent resin, use the alcohol flushing removal of impurity of 15% of macroporous adsorbent resin 4 times of weight again, finally use 75% ethanol elution of macroporous adsorbent resin 4 times of weight, irrigation flow rate is 25mL/min, elution flow rate is 30mL/min, collects elutriant.
By elutriant vacuum concentration, spraying dry dry rose flavones 24.9kg, flavones content is 90% after testing, and color is shiny red.
Embodiment 2
Flavones is extracted: 300kg fresh flower adds 250 ~ 350kg clear water from rose residue solution, logical steam extraction Flos Rosae Rugosae quintessence oil, the colored slag liquid after extracting Flos Rosae Rugosae quintessence oil is carried out press filtration, and filtrate is separated 15min with the centrifugation of 3000r/min, collect supernatant liquor, obtain rose flavones pigment treatment solution.By treatment solution in temperature be under the condition of 60 DEG C vacuum concentration to stoste volume 40%, ethanol is added while hot in concentrated solution, alcohol concn in described concentrated solution is made to be 75%, mixing, hierarchy of control pH value is pH=4, and lucifuge leaves standstill refrigeration 24h, suction filtration, vacuum concentration, dry, obtain rose flavones pigment meal.
By FL-2 type macroporous adsorbent resin with after the alcohol immersion 12h of 20%, then mix not in white casse with water to ethanol eluate with the ethanol purge of 20%.Get clean resin pillar, in the high ratio than 1:9 of resin pillar diameter and post, with the macroporous adsorbent resin wet method dress post processed.Get the alcohol dilution that above-mentioned rose flavones pigment meal adds 90% and become to be equivalent to every 1mL containing the flavones pigment extract of flavones pigment meal 1.5mg.Get flavones pigment extract loading, applied sample amount is 1/12 times of macroporous adsorbent resin weight, and loading flow velocity is 1.5mL/min, leaves standstill 30min; With the pure water rinsing removal of impurity of 6 times of weight of macroporous adsorbent resin, use the alcohol flushing removal of impurity of 30% of macroporous adsorbent resin 6 times of weight again, finally use 90% ethanol elution of macroporous adsorbent resin 6 times of weight, irrigation flow rate is 30mL/min, elution flow rate is 35mL/min, collects elutriant.
By elutriant vacuum concentration, spraying dry dry rose flavones 18.36kg, flavones content is 92% after testing, and color is bright red.
Embodiment 3
Flavones is extracted: 300kg fresh flower adds 250 ~ 350kg clear water from rose residue solution, logical steam extraction Flos Rosae Rugosae quintessence oil, the colored residue after extracting Flos Rosae Rugosae quintessence oil is carried out press filtration, and filtrate is separated 15min with the centrifugation of 3000r/min, collect supernatant liquor, obtain rose flavones pigment treatment solution.By treatment solution in temperature be under the condition of 50 DEG C vacuum concentration to stoste volume 50%, ethanol is added while hot in concentrated solution, alcohol concn in described concentrated solution is made to be 80%, mixing, hierarchy of control pH value is pH=2, and lucifuge leaves standstill refrigeration 23h, suction filtration, vacuum concentration, dry, obtain rose flavones pigment meal.
By FL-2 type macroporous adsorbent resin with after the alcohol immersion 12h of 30%, then mix not in white casse with water to ethanol eluate with the ethanol purge of 30%.Get clean resin pillar, in the high ratio than 1:8 of resin pillar diameter and post, with the macroporous adsorbent resin wet method dress post processed.Get the alcohol dilution that above-mentioned rose flavones pigment meal adds 95% and become to be equivalent to every 1mL containing the flavones pigment extract of flavones pigment meal 1.0mg.Get flavones pigment extract loading, applied sample amount is 1/11 times of macroporous adsorbent resin weight, and loading flow velocity is 1.2mL/min; With the pure water rinsing removal of impurity of 5 times of weight of macroporous adsorbent resin, use the alcohol flushing removal of impurity of 20% of macroporous adsorbent resin 5 times of weight again, finally use 85% ethanol elution of macroporous adsorbent resin 5 times of weight, irrigation flow rate is 27mL/min, elution flow rate is 33mL/min, collects elutriant.
By elutriant vacuum concentration, spraying dry dry rose flavones 21.9kg, flavones content is 98% after testing, and color is incarnadine.
Embodiment 4
Flavones is extracted: 300kg fresh flower adds 250 ~ 350kg clear water from rose residue solution, logical steam extraction Flos Rosae Rugosae quintessence oil, the colored residue after extracting Flos Rosae Rugosae quintessence oil is carried out press filtration, and filtrate is separated 15min with the centrifugation of 3000r/min, collect supernatant liquor, obtain rose flavones pigment treatment solution.By treatment solution in temperature be under the condition of 60 DEG C vacuum concentration to stoste volume 60%, ethanol is added while hot in concentrated solution, alcohol concn in described concentrated solution is made to be 85%, mixing, hierarchy of control pH value is pH=3, and lucifuge leaves standstill refrigeration 23h, suction filtration, vacuum concentration, dry, obtain rose flavones pigment meal.
By FL-2 type macroporous adsorbent resin with after the alcohol immersion 12h of 25%, then mix not in white casse with water to ethanol eluate with the ethanol purge of 25%.Get clean resin pillar, in the high ratio than 1:7 of resin pillar diameter and post, with the macroporous adsorbent resin wet method dress post processed.Get the alcohol dilution that above-mentioned rose flavones pigment meal adds 85% and become to be equivalent to every 1mL containing the flavones pigment extract of flavones pigment meal 1.0mg.Get flavones pigment extract loading, applied sample amount is 1/9 times of macroporous adsorbent resin weight, and loading flow velocity is 1.5mL/min, leaves standstill 30min; With the pure water rinsing removal of impurity of 4 times of weight of macroporous adsorbent resin, use the alcohol flushing removal of impurity of 15% of macroporous adsorbent resin 4 times of weight again, finally use 75% ethanol elution of macroporous adsorbent resin 4 times of weight, irrigation flow rate is 25mL/min, elution flow rate is 30mL/min, collects elutriant.
By elutriant vacuum concentration, spraying dry dry rose flavones 24kg, flavones content is 95% after testing, and color is pale pink.
Embodiment 5
Flavones is extracted: 300kg fresh flower adds 250 ~ 350kg clear water from rose residue solution, logical steam extraction Flos Rosae Rugosae quintessence oil, the colored residue after extracting Flos Rosae Rugosae quintessence oil is carried out press filtration, and filtrate is separated 15min with the centrifugation of 3000r/min, collect supernatant liquor, obtain rose flavones pigment treatment solution.By treatment solution in temperature be under the condition of 80 DEG C vacuum concentration to stoste volume about 60%, ethanol is added while hot in concentrated solution, alcohol concn in described concentrated solution is made to be 85%, mixing, hierarchy of control pH value is pH=2.0, and lucifuge leaves standstill refrigeration 24h, suction filtration, vacuum concentration, dry, obtain rose flavones pigment meal.
By FL-2 type macroporous adsorbent resin with after the alcohol immersion 12h of 30%, then mix not in white casse with water to ethanol eluate with the ethanol purge of 30%.Get clean resin pillar, in the high ratio than 1:7 of resin pillar diameter and post, with the macroporous adsorbent resin wet method dress post processed.Get the alcohol dilution that above-mentioned rose flavones pigment meal adds 95% and become to be equivalent to every 1mL containing the flavones pigment extract of flavones pigment meal 0.5mg.Get flavones pigment extract loading, applied sample amount is 1/9 times of macroporous adsorbent resin weight, loading flow velocity is 1.5mL/min, with the pure water rinsing removal of impurity of 5 times of weight of macroporous adsorbent resin, use the alcohol flushing removal of impurity of 15% of macroporous adsorbent resin 5 times of weight again, finally use 75% ethanol elution of macroporous adsorbent resin 8 times of weight, irrigation flow rate is 25mL/min, elution flow rate is 30mL/min, collects elutriant.
By elutriant vacuum concentration, spraying dry dry rose flavones 24.3kg, flavones content is 96% after testing, and color is shiny red.
Embodiment 6
Flavones is extracted: 300kg fresh flower adds 250 ~ 350kg clear water from rose residue solution, logical steam extraction Flos Rosae Rugosae quintessence oil, the colored residue after extracting Flos Rosae Rugosae quintessence oil is carried out press filtration, and filtrate is separated 15min with the centrifugation of 3000r/min, collect supernatant liquor, obtain rose flavones pigment treatment solution.By treatment solution in temperature be under the condition of 80 DEG C vacuum concentration to stoste volume 60%, ethanol is added while hot in concentrated solution, alcohol concn in described concentrated solution is made to be 85%, mixing, hierarchy of control pH value is pH=3, and lucifuge leaves standstill refrigeration 24h, suction filtration, vacuum concentration, dry, obtain rose flavones pigment meal.
By FL-2 type macroporous adsorbent resin with after the alcohol immersion 12h of 25%, then mix not in white casse with water to ethanol eluate with the ethanol purge of 25%.Get clean resin pillar, in the high ratio than 1:9 of resin pillar diameter and post, with the macroporous adsorbent resin wet method dress post processed.Get the alcohol dilution that above-mentioned rose flavones pigment meal adds 90% and become to be equivalent to every 1mL containing the flavones pigment extract of flavones pigment meal 0.5mg.Get flavones pigment extract loading, applied sample amount is 1/12 times of macroporous adsorbent resin weight, and loading flow velocity is 1.0mL/min, leaves standstill 30min; With the pure water rinsing removal of impurity of 6 times of weight of macroporous adsorbent resin, use the alcohol flushing removal of impurity of 20% of macroporous adsorbent resin 6 times of weight again, finally use 80% ethanol elution of macroporous adsorbent resin 8 times of weight, irrigation flow rate is 25mL/min, elution flow rate is 30mL/min, collects elutriant.
Get above-mentioned gained elutriant and be concentrated into ethanol content lower than 5%, thin up becomes to be equivalent to the flavones pigment extract of every 1mL containing flavones pigment meal 0.5-1.5mg;
Get above-mentioned flavones pigment extract loading, applied sample amount is in the quality of flavones pigment meal, and applied sample amount is 1/12 times of macroporous adsorbent resin weight, and loading flow velocity is 1.0mL/min, leaves standstill 30min after completion of the sample;
With the pure water rinsing removal of impurity of 4 times of volumes of macroporous adsorbent resin, use the alcohol flushing removal of impurity of 30% of macroporous adsorbent resin 6 times of volumes again, irrigation flow rate is 30mL/min, finally uses 75% ethanol elution of macroporous adsorbent resin 8 times of volumes, elution flow rate is 35mL/min, collects elutriant.
By above-mentioned elutriant vacuum concentration, spraying dry dry rose flavones 25.5kg, flavones content is 98% after testing, and color is shiny red.
Embodiment 7
Flavones is extracted: 300kg fresh flower adds 250 ~ 350kg clear water from rose residue solution, logical steam extraction Flos Rosae Rugosae quintessence oil, the colored residue after extracting Flos Rosae Rugosae quintessence oil is carried out press filtration, and filtrate is separated 15min with the centrifugation of 3000r/min, collect supernatant liquor, obtain rose flavones pigment treatment solution.By treatment solution in temperature be under the condition of 80 DEG C vacuum concentration to stoste volume 60%, ethanol is added while hot in concentrated solution, alcohol concn in described concentrated solution is made to be 85%, mixing, hierarchy of control pH value is pH=3, and lucifuge leaves standstill refrigeration 24h, suction filtration, vacuum concentration, dry, obtain rose flavones pigment meal.
By FL-2 type macroporous adsorbent resin with after the alcohol immersion 12h of 30%, then mix not in white casse with water to ethanol eluate with the ethanol purge of 30%.Get clean resin pillar, high than 1:9 ratio with post in resin pillar diameter, with the macroporous adsorbent resin wet method dress post processed.Get the alcohol dilution that above-mentioned rose flavones pigment meal adds 95% and become to be equivalent to every 1mL containing the flavones pigment extract of flavones pigment meal 0.5mg.Get flavones pigment extract loading, applied sample amount is 1/12 times of macroporous adsorbent resin weight, loading flow velocity is 1.0mL/min, with the pure water rinsing removal of impurity of 6 times of weight of macroporous adsorbent resin, use the alcohol flushing removal of impurity of 20% of macroporous adsorbent resin 6 times of weight again, finally use 80% ethanol elution of macroporous adsorbent resin 8 times of weight, collect elutriant.
Get above-mentioned gained elutriant and be concentrated into ethanol content lower than 5%, thin up becomes to be equivalent to the flavones pigment extract of every 1mL containing flavones pigment meal 0.5-1.5mg;
Get above-mentioned flavones pigment extract loading, applied sample amount is in the quality of flavones pigment meal, and applied sample amount is 1/12 times of macroporous adsorbent resin weight, and loading flow velocity is 1.0mL/min, leaves standstill 30min after completion of the sample;
With the pure water rinsing removal of impurity of 4 times of volumes of macroporous adsorbent resin, use the alcohol flushing removal of impurity of 20% of macroporous adsorbent resin 6 times of volumes again, irrigation flow rate is 25mL/min, finally uses 80% ethanol elution of macroporous adsorbent resin 8 times of volumes, elution flow rate is 35mL/min, collects elutriant.
By elutriant vacuum concentration, spraying dry dry rose flavones 24.9kg, color is red-purple.
Embodiment 8
Flavones is extracted: 300kg fresh flower adds 250 ~ 350kg clear water from rose residue solution, logical steam extraction Flos Rosae Rugosae quintessence oil, the colored residue after extracting Flos Rosae Rugosae quintessence oil is carried out press filtration, and filtrate is separated 15min with the centrifugation of 3000r/min, collect supernatant liquor, obtain rose flavones pigment treatment solution.By treatment solution in temperature be under the condition of 80 DEG C vacuum concentration to stoste volume 60%, ethanol is added while hot in concentrated solution, alcohol concn in described concentrated solution is made to be 85%, mixing, hierarchy of control pH value is pH=3, and lucifuge leaves standstill refrigeration 24h, suction filtration, vacuum concentration, dry, obtain rose flavones pigment meal.
By FL-2 type macroporous adsorbent resin with after the alcohol immersion 12h of 30%, then mix not in white casse with water to ethanol eluate with the ethanol purge of 30%.Get clean resin pillar, in the high ratio than 1:9 of resin pillar diameter and post, with the macroporous adsorbent resin wet method dress post processed.Get the alcohol dilution that above-mentioned rose flavones pigment meal adds 95% and become to be equivalent to every 1mL containing the flavones pigment extract of flavones pigment meal 0.5mg.Get flavones pigment extract loading, applied sample amount is 1/12 times of macroporous adsorbent resin weight, and loading flow velocity is 1.0mL/min, leaves standstill 30min; With the pure water rinsing removal of impurity of 6 times of weight of macroporous adsorbent resin, then use macroporous adsorbent resin 6 times of weight 15% the alcohol flushing removal of impurity, finally use 80% ethanol elution of macroporous adsorbent resin 6 times of weight, collect elutriant.
By elutriant vacuum concentration, spraying dry dry rose flavones 24.8kg, color is incarnadine.
Embodiment 9
Flavones is extracted: 300kg fresh flower adds 250 ~ 350kg clear water from rose residue solution, logical steam extraction Flos Rosae Rugosae quintessence oil, the colored residue after extracting Flos Rosae Rugosae quintessence oil is carried out press filtration, and filtrate is separated 15min with the centrifugation of 3000r/min, collect supernatant liquor, obtain rose flavones pigment treatment solution.By treatment solution in temperature be under the condition of 80 DEG C vacuum concentration to stoste volume 60%, ethanol is added while hot in concentrated solution, alcohol concn in described concentrated solution is made to be 85%, mixing, hierarchy of control pH value is pH=3, and lucifuge leaves standstill refrigeration 24h, suction filtration, vacuum concentration, dry, obtain rose flavones pigment meal.
By FL-2 type macroporous adsorbent resin with after the alcohol immersion 12h of 30%, then mix not in white casse with water to ethanol eluate with the ethanol purge of 30%.Get clean resin pillar, in the high ratio than 1:9 of resin pillar diameter and post, with the macroporous adsorbent resin wet method dress post processed.Get the alcohol dilution that above-mentioned rose flavones pigment meal adds 95% and become to be equivalent to every 1mL containing the flavones pigment extract of flavones pigment meal 0.5mg.Get flavones pigment extract loading, applied sample amount is 1/12 times of macroporous adsorbent resin weight, and loading flow velocity is 1.0mL/min, leaves standstill 30min; With the pure water rinsing removal of impurity of 6 times of weight of macroporous adsorbent resin, then use macroporous adsorbent resin 6 times of weight 20% the alcohol flushing removal of impurity, finally use 80% ethanol elution of macroporous adsorbent resin 6 times of weight, collect elutriant.
By elutriant vacuum concentration, spraying dry dry rose flavones 24.9kg, color is shiny red;
Table 1, Different Weight fresh rose flower extracted the extraction yield of flavones in the colored slag liquid after essential oil
| Fresh flower amount | 300kg | 300kg | 300kg | 300kg | 300kg | 300kg | 300kg | 300kg | 300kg |
| Extraction yield | 8.2% | 6.12% | 7.3% | 8% | 8.1% | 8.5% | 8.3% | 8.26% | 8.3% |
Comparative example 1
300kg fresh flower adds 250 ~ 350kg clear water, logical steam extraction Flos Rosae Rugosae quintessence oil, colored residue after extracting Flos Rosae Rugosae quintessence oil is carried out press filtration, the solid substance obtained after press filtration is added the solvent that solid-liquid ratio is 1:20 ~ 1:50, lixiviate at 50 ~ 80 DEG C, hierarchy of control pH value is 1 ~ 4, extraction time is 0.5 ~ 2.0h, suction filtration, then merges filtrate, dry, concentrated, obtains rose-bengal pigment 2.58kg.
The extraction yield of the Rose Pigment of above-mentioned comparison example is 0.86%, and flavones content is 40% after testing, can be found out with embodiment 1 by comparative example 1 above, and the present invention extracts flavones by using rose residue solution, and productive rate and purity have had large increase.
Comparative example 2
Employing publication number is the method in CN102453345A, 300kg fresh flower adds 250 ~ 350kg clear water, logical steam extraction Flos Rosae Rugosae quintessence oil, rose residue after extracting Flos Rosae Rugosae quintessence oil is added the solvent that solid-liquid ratio is 1:20 ~ 1:50, lixiviate at 50 ~ 80 DEG C, and hierarchy of control pH value is 1 ~ 4, extraction time is 0.5 ~ 2.0h, suction filtration, then merges filtrate, dry, concentrated, obtains rose-bengal pigment 12kg.
The extraction yield of the Rose Pigment of above-mentioned comparison example is 4%, and flavones content is 45% after testing, and can be found out with embodiment 1 by comparative example 2 above, method of the present invention extracts the flavones reclaimed in rose residue solution, and productive rate and purity are greatly improved.
Can clearly be found out by above embodiment, the method for extraction flavones of the present invention, productive rate and purity are all greatly improved than prior art, and the present invention is simple and practical, are applicable to industrial production.
Experimental example 1
The concentrated volume of step (1) difference is on the impact of rose flavone extraction effect
This experimental example extracts the method for rose flavone, comprises (1) and is filtered by the rose residue extracting Flos Rosae Rugosae quintessence oil, collect supernatant liquor, obtain rose residue solution; Gained rose residue solution concentrated, in concentrated solution, add ethanol, make alcohol concn in described concentrated solution be 70-85%, mixing, regulator solution pH value is 1-4, and 4 DEG C-7 DEG C refrigeration lucifuges leave standstill 12-30h; (2) by gained refrigeration liquid suction filtration in step (1), filtrate concentrates, dry, obtains rose flavones pigment meal; (3) by gained rose flavones pigment meal macroporous resin separation and purification in step (2), elutriant is obtained; (4) step (3) gained elutriant is concentrated, dry, obtain dry flavones.Wherein step (1) rose residue solution is concentrated into 70%, 60%, 50%, 40% of stoste volume, and all the other methods are with embodiment 1.Calculate rose flavone extraction yield, compare extraction effect, result is as table 2.
The extraction yield of rose flavone under table 2, different concentrated volume
| Be concentrated into stoste volume | 70% | 60% | 50% | 40% |
| Extraction yield | 6.41% | 8.12% | 5.85% | 4.06% |
As shown in Table 2, when in step (1), rose residue solution is concentrated into 60% of original volume, the extraction yield of flavones is the highest.
Experimental example 2
The different pH value of step (1) solution is on the impact of rose flavone extraction effect
This experimental example extracts the method for rose flavone, comprises (1) and is filtered by the rose residue extracting Flos Rosae Rugosae quintessence oil, collect supernatant liquor, obtain rose residue solution; Gained rose residue solution concentrated, in concentrated solution, add ethanol, make alcohol concn in described concentrated solution be 70-85%, mixing, regulator solution pH value is 1-4, and 4 DEG C-7 DEG C refrigeration lucifuges leave standstill 12-30h; (2) by gained refrigeration liquid suction filtration in step (1), filtrate concentrates, dry, obtains rose flavones pigment meal; (3) by gained rose flavones pigment meal macroporous resin separation and purification in step (2), elutriant is obtained; (4) step (3) gained elutriant is concentrated, dry, obtain dry flavones.Wherein step (1) solution ph is 5,4,3,2, and all the other methods are with embodiment 9.Calculate rose flavone extraction yield, compare extraction effect, result is as table 3.
The extraction yield of rose flavone under different pH value in table 3, solution
| PH value | 5 | 4 | 3 | 2 |
| Extraction yield | 2.57% | 4.8% | 8.26% | 6.14% |
As shown in Table 3, the pH value in solution is when 5-3, and pH value is less, and extraction yield is higher, and pH value is when 3-2, and pH value is less, and extraction yield is lower, and when pH value is 3, extraction yield is the highest.
Experimental example 3
Step (1) different time of repose is on the impact of rose flavone extraction effect
This experimental example extracts the method for rose flavone, comprises (1) and is filtered by the rose residue extracting Flos Rosae Rugosae quintessence oil, collect supernatant liquor, obtain rose residue solution; Gained rose residue solution concentrated, in concentrated solution, add ethanol, make alcohol concn in described concentrated solution be 70-85%, mixing, regulator solution pH value is 1-4, and 4 DEG C-7 DEG C refrigeration lucifuges leave standstill 12-30h; (2) by gained refrigeration liquid suction filtration in step (1), filtrate concentrates, dry, obtains rose flavones pigment meal; (3) by gained rose flavones pigment meal macroporous resin separation and purification in step (2), elutriant is obtained; (4) step (3) gained elutriant is concentrated, dry, obtain dry flavones.Wherein step (1) time of repose is 12h, 18h, 24h, 30h, and all the other methods are with embodiment 9.Calculate rose flavone extraction yield, compare extraction effect, result is as table 4.
Rose flavone extraction yield under table 4, different time of repose
| Time of repose (h) | 12 | 18 | 24 | 30 |
| Extraction yield | 5% | 6.41% | 8.3% | 4.8% |
As shown in Table 4, when time of repose is 12-24h, the time increases, and extraction yield increases thereupon, and during 24-30h, the time increases, and extraction yield reduces on the contrary, and when time of repose is 24h, extraction yield the best is 8.3%.
Claims (9)
1. from rose residue solution, extract a method for rose flavone, it is characterized in that, comprise the following steps:
(1) rose residue extracting Flos Rosae Rugosae quintessence oil is filtered, collect supernatant liquor, obtain rose residue solution; Gained rose residue solution concentrated, in concentrated solution, add ethanol, make alcohol concn in described concentrated solution be 70-85%, mixing, regulator solution pH value is 2-4, and 4 DEG C-7 DEG C refrigeration lucifuges leave standstill 12-30h;
(2) by gained refrigeration liquid suction filtration in step (1), filtrate concentrates, dry, obtains rose flavones pigment meal;
(3) by gained rose flavones pigment meal macroporous resin separation and purification in step (2), elutriant is obtained;
(4) step (3) gained elutriant is concentrated, dry, obtain dry flavones;
The separation purification method of the meal of rose flavones pigment described in step (3) comprises the following steps:
A, macroporous adsorbent resin process: after the alcohol immersion 12h of macroporous adsorbent resin 15-30%, then mix not in white casse to ethanol eluate with water with the ethanol purge of 15-30%;
B, wet method dress post: get clean resin pillar, in the high ratio than 1:7-9 of resin pillar diameter and post, the macroporous adsorbent resin wet method crossed by processing of step A dress post;
C, loading separation and purification: get the alcohol dilution that rose flavones pigment meal prepared by step (2) adds 80-95% and become to be equivalent to the flavones pigment extract of every 1mL containing flavones pigment meal 0.5-1.5mg;
Get above-mentioned flavones pigment extract loading, applied sample amount is in the quality of flavones pigment meal, and applied sample amount is 1/9-1/12 times of macroporous adsorbent resin weight, and loading flow velocity is 1.0-1.5mL/min, leaves standstill 15-30min after completion of the sample;
With the pure water rinsing removal of impurity of 4-6 times of volume of macroporous adsorbent resin, use the alcohol flushing removal of impurity of the 15%-30% of macroporous adsorbent resin 4-6 times volume again, irrigation flow rate is 25-30mL/min, finally use the 75%-90% ethanol elution of macroporous adsorbent resin 4-8 times volume, elution flow rate is 30-35mL/min, collects elutriant.
2. the method for extraction rose flavone according to claim 1, is characterized in that: the filtrate after step (1) comprises rose residue filtration is separated 15-30min with the centrifugation of 3000-4000r/min.
3. the method for extraction rose flavone according to claim 1, is characterized in that: concentrated in step (1) is vacuum concentration under temperature is the condition of 40-80 DEG C.
4. the method for extraction rose flavone according to claim 1, is characterized in that: concentrated in step (1) is the 40-70% being concentrated into stoste volume.
5. the method for extraction rose flavone according to claim 4, is characterized in that: step is concentrated into 60% of stoste volume in (1).
6. according to the method for extraction rose flavone according to claim 1, it is characterized in that: in step (1), regulator solution pH value is 3.
7. according to the method for extraction rose flavone according to claim 1, it is characterized in that: in step (1), 5 DEG C of refrigeration lucifuges leave standstill.
8. according to the method for extraction rose flavone according to claim 1, it is characterized in that: step (1) lucifuge leaves standstill 24h.
9. the method for extraction rose flavone according to claim 1, is characterized in that: described step C with 20% the alcohol flushing removal of impurity, with 80% ethanol elution absorption flavones.
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| CN105860572A (en) * | 2015-01-23 | 2016-08-17 | 四川大学 | Method for extracting pigment, polysaccharides and flavonoids from rose dregs |
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Address after: 618127 Lutang village, Tumen Town, Mianzhu City, Deyang City, Sichuan Province Patentee after: Silver Valley fragrance Technology Co.,Ltd. Address before: 618127 Lutang village, Tumen Town, Mianzhu City, Deyang City, Sichuan Province Patentee before: ROSEVIE ROSE TECHNOLOGY Co.,Ltd. |