CN104974124A - Method for extracting procyanidine from dahurian larch barks - Google Patents
Method for extracting procyanidine from dahurian larch barks Download PDFInfo
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- CN104974124A CN104974124A CN201510448485.5A CN201510448485A CN104974124A CN 104974124 A CN104974124 A CN 104974124A CN 201510448485 A CN201510448485 A CN 201510448485A CN 104974124 A CN104974124 A CN 104974124A
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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
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/60—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2
- C07D311/62—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2 with oxygen atoms directly attached in position 3, e.g. anthocyanidins
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Abstract
The invention provides a method for extracting procyanidine from dahurian larch barks. The method is characterized by comprising the following steps: drying the dahurian larch barks in the shade, then porphyrizing, adding a bromide-1-allyl-3-methyl glyoxaline ion liquid solution, and performing ultrasonic-assisted extraction, thereby obtaining an extracting solution; absorbing the extracting solution with macroporous resin, resolving the extracting solution with an ethanol solution, condensing a desorbed solution, and drying the desorbed solution, thereby obtaining a product. In the operation process, the bromide-1-allyl-3-methyl glyoxaline ion liquid solution is selected as an extractant; the advantages such as no volatilization, no burning explosion and stable performance, which are superior to those of common additives, of the ion liquid solution are utilized, and further methods such as ultrasonic-assisted extraction and macroporous resin purification are used, so that the method is capable of well improving the procyanidine extraction rate and the procyanidine purity, and is simple, convenient and feasible to operate and suitable for industrial production of procyanidine.
Description
Technical field
The present invention relates to field of natural product chemistry, particularly relate to a kind of method extracting pycnogenols from larch in Xinanlin area bark.
Background technology
Pycnogenols is the one in polyphenolic compound, all contains pycnogenols in the various plants such as grape, hawthorn, pinaceae plant.Pycnogenols has the multiple pharmacologically actives such as anti-oxidant, hypotensive, anticancer, and its anti-oxidant activity is better than vitamin-E and vitamins C.In recent years, pycnogenols is obtained for widespread use at protective foods industry and cosmetic industry etc.
Publication number is a kind of method that patent describes separation and Extraction Cortex Pini Procyanidcic Oligomers of CN1436777, the technological process of production is: crude drug → pre-treatment → extraction → recovery solvent, concentrated → solid-liquid separation → concentrated → high performance counter current extraction → concentrated → drying → sterilizing, packaging, wherein adopt water for extracting solvent, ethyl acetate is extraction solvent, this method technique is loaded down with trivial details, and consumption of organic solvent is large, seriously polluted, yield is low, and cost is high.
Publication number be CN1431205 patent describes a kind of extraction agent for extracting pycnogenols from plant and extracting method, the extraction agent of this method be metaphosphoric acid or sulphite or both share, add water preparation, control pH, described technique is water extract method, extraction process also comprises at ambient pressure, control treatment temperature and treatment time, after feed liquid is filtered, polishing purification, solvent elution, after concentrated, drying is finished product, this method adopts inorganic salt to be extraction agent, adjust ph, control treatment temperature and time, working method is complicated, it is long to there is the time consumed in water extraction, the shortcomings such as extraction yield is low.
Publication number be CN1264729 patent describes a kind of supercritical CO
2from seed of black currant, extract the method for seed of black currant oil and cyanine oligomer, this method is carried out in two steps: the first step, is utilize supercritical CO
2extract seed of black currant oil, control extracting pressure at 25-29MPa, temperature is 60 DEG C; Second step is that supercritical CO 2 adds with acetone: water be 70: 30 properties-correcting agent CO2 and properties-correcting agent throughput ratio be 4: 1, pressure is 22-25MPa, temperature is 60 DEG C, extract cyanine oligomer, the method uses supercritical extraction technology, equipment requirements is high, and production cost is high, is not suitable for suitability for industrialized production.
Ionic liquid is the salt be made up of zwitterion completely, also referred to as low temperature molten salt, in room temperature or close under room temperature being liquid state (W.Liu, L.Cheng, Y.Zhang, H.Wang, M.Yu, 2008,68 – 72.).Ionic liquid has stable in properties, non-volatile, non-combustible, and electroconductibility is strong, and thermal capacitance is large, the advantage that the conventional solvent such as vapour pressure is little do not possess, therefore, current ionic liquid at ambits such as electrochemistry, organic synthesis, catalysis, separation by investigation and application widely.But, in the Extraction and separation of natural active matter, about using the research report of ionic liquid solution Extraction and separation activeconstituents also seldom.Publication number is the method that the patent of CN102586002A, CN101880597A and CN101712698A describes grease, Rice pollard oil and the xylogen utilized in the micro-algae of ionic liquid extract respectively, and achieves good effect.
The present invention with larch in Xinanlin area bark for raw material, with bromination 1-allyl group-3-Methylimidazole ionic liquid solution for extraction agent, the method for ultrasonic-assisted extraction is utilized to extract pycnogenols, extracting solution macroporous resin adsorption, ethanolic soln is resolved, and after desorbed solution is concentrated, drying obtains product.The ionic liquid solution of environment for use friendly of the present invention extracts the pycnogenols in bark of dahurian larch, this technique has that loss is little, environmental pollution is little and the advantage such as easy and simple to handle, the method that extracting solution adopts macroporous resin adsorption and ethanolic soln to resolve obtains pycnogenols, macroporous resin reclaims and can reuse, save production cost, the pycnogenols purity of producing is high, may be used for suitability for industrialized production pycnogenols.
Summary of the invention
The object of the present invention is to provide a kind of method extracting pycnogenols from larch in Xinanlin area bark.
In order to achieve the above object, the technical solution used in the present invention comprises: pulverize after being dried in the shade by larch in Xinanlin area bark, add bromination 1-allyl group-3-Methylimidazole ionic liquid solution, ultrasonic-assisted extraction, obtain extracting solution, by extracting solution macroporous resin adsorption, ethanolic soln is resolved, and is drying to obtain product after desorbed solution is concentrated.
Advantage of the present invention is:
1. the present invention uses the method for ultrasonic wave added bromination 1-allyl group-3-Methylimidazole ionic liquid solution to extract tamarack pycnogenols, compared with traditional production technique, ionic liquid solution has stable in properties, do not fire and the advantage such as non-volatile, and comparatively traditional method is high to use this method to extract tamarack pycnogenols yield.
2, after extracting solution macroporous resin adsorption and ethanolic soln are resolved, desorbed solution concentrate drying obtains pycnogenols, and macroporous resin reclaims and can reuse, and saved production cost, the pycnogenols purity of production is high, may be used for suitability for industrialized production pycnogenols.
Embodiment
Below the invention process is described in further detail:
Pulverize after being dried in the shade by larch in Xinanlin area bark, add bromination 1-allyl group-3-Methylimidazole ionic liquid solution, ultrasonic-assisted extraction, obtains extracting solution, and by extracting solution macroporous resin adsorption, ethanolic soln is resolved, and is drying to obtain product after desorbed solution is concentrated.Below, the present invention will be further detailed by embodiment, but it is not limited to any one or similar example of these embodiments.
Embodiment 1:
Pulverize after bark of being fallen leaves by 500g dries in the shade, add bromination 1-allyl group-3-Methylimidazole ionic liquid aqueous solution 4L, extracting factor is: the concentration of ionic liquid solution is 1.0mol/L, and ultrasonic power is 800W, ultrasonic time 1h.Must containing the extracting solution of pycnogenols after filtering after extracting, be HPD-450 macroporous resin adsorption by extracting solution model, the blade diameter length ratio of adsorption column is 1:8, extracting solution dilutes 10 times, the deionized water of loading speed 3BV/h, the macroporous resin column 6BV of absorption pycnogenols, with the washing of 4BV/h speed removing impurity, is then resolved with the ethanolic soln that volume fraction is 60%, collect desorbed solution, after concentrated, drying obtains 38.9g product.
Embodiment 2:
Pulverize after bark of being fallen leaves by 10kg dries in the shade, add bromination 1-allyl group-3-Methylimidazole ionic liquid solution 80L, the concentration of ionic liquid solution is 1.5mol/L, supersound extraction 2h, ultrasonic power is 500w, the crude extract of pycnogenols is filtered to obtain after extraction, be AB-8 macroporous resin adsorption by extracting solution model, the blade diameter length ratio of adsorption column is 1:10, extracting solution dilutes 5 times, loading speed 6BV/h, the deionized water of the macroporous resin column 4BV of absorption pycnogenols is with the washing of 6BV/h speed removing impurity, then resolve with the ethanolic soln that volume fraction is 40%, collect desorbed solution, after concentrated, drying obtains 0.65kg product.
Claims (7)
1. one kind is extracted the method for pycnogenols from larch in Xinanlin area bark, it is characterized in that: pulverize after larch in Xinanlin area bark is dried in the shade, add bromination 1-allyl group-3-Methylimidazole ionic liquid solution, ultrasonic-assisted extraction, obtain extracting solution, by extracting solution macroporous resin adsorption, ethanolic soln is resolved, and is drying to obtain product after desorbed solution is concentrated.
2. according to a kind of method extracting pycnogenols from larch in Xinanlin area bark according to claim 1, it is characterized in that: the tamarack after pulverizing uses ultrasonic wave added bromination 1-allyl group-3-Methylimidazole ionic liquid solution to extract, and the concentration of bromination 1-allyl group-3-Methylimidazole ionic liquid is 0.5-3mol/L.
3. according to a kind of method extracting pycnogenols from larch in Xinanlin area bark according to claim 1, it is characterized in that: the solid-liquid ratio of bromination 1-allyl group-3-Methylimidazole ionic liquid solution and wood powder is 1:5-1:30g/mL, ultrasonic power is 100-1000w, and ultrasonic time is 0.5-3h.
4. according to a kind of method extracting pycnogenols from larch in Xinanlin area bark according to claim 1, it is characterized in that: macroporous resin is one or more in HPD-700, HPD-600, HPD-450, HPD-300, D-101, X-5 and AB-8.
5. according to a kind of method extracting pycnogenols from larch in Xinanlin area bark according to claim 1, it is characterized in that: adsorption column blade diameter length ratio 1:4-1:15, loading flow velocity is 2-6BV/h.
6. according to a kind of method extracting pycnogenols from larch in Xinanlin area bark according to claim 1, it is characterized in that: wash removing impurity with water, washing water consumption is 2-10BV, and washing speed is 2-8BV/h.
7. according to a kind of method extracting pycnogenols from larch in Xinanlin area bark according to claim 1, it is characterized in that: the ethanol of desorbed solution to be volume fraction be 10%-90%.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201510448485.5A CN104974124A (en) | 2015-07-28 | 2015-07-28 | Method for extracting procyanidine from dahurian larch barks |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106928177A (en) * | 2017-03-06 | 2017-07-07 | 北京石油化工学院 | A kind of process of utilization ionic liquid extract Proanthocyanidins from Grape Seeds |
| CN108272831A (en) * | 2018-03-15 | 2018-07-13 | 枣庄学院 | The extracting method of Korean Needle polyphenol compound and its application |
| CN111393486A (en) * | 2020-03-27 | 2020-07-10 | 东北林业大学 | Method for degrading larch bark polyphenol |
| CN113321635A (en) * | 2021-04-21 | 2021-08-31 | 东北林业大学 | Hydrogenolysis method of high polymeric proanthocyanidins, product and application thereof |
-
2015
- 2015-07-28 CN CN201510448485.5A patent/CN104974124A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106928177A (en) * | 2017-03-06 | 2017-07-07 | 北京石油化工学院 | A kind of process of utilization ionic liquid extract Proanthocyanidins from Grape Seeds |
| CN108272831A (en) * | 2018-03-15 | 2018-07-13 | 枣庄学院 | The extracting method of Korean Needle polyphenol compound and its application |
| CN111393486A (en) * | 2020-03-27 | 2020-07-10 | 东北林业大学 | Method for degrading larch bark polyphenol |
| CN113321635A (en) * | 2021-04-21 | 2021-08-31 | 东北林业大学 | Hydrogenolysis method of high polymeric proanthocyanidins, product and application thereof |
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Application publication date: 20151014 |