CN108929219A - A method of syringic acid is extracted using ionic liquid double-aqueous phase system and recycles ionic liquid - Google Patents
A method of syringic acid is extracted using ionic liquid double-aqueous phase system and recycles ionic liquid Download PDFInfo
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- CN108929219A CN108929219A CN201810697649.1A CN201810697649A CN108929219A CN 108929219 A CN108929219 A CN 108929219A CN 201810697649 A CN201810697649 A CN 201810697649A CN 108929219 A CN108929219 A CN 108929219A
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/48—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
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Abstract
The invention belongs to technical field of biochemical separation, and in particular to utilize method ionic liquid double-aqueous phase system extraction syringic acid and recycle ionic liquid；Specific step is as follows: configuration cloves acid solution, ionic liquid, sodium carbonate, water, cloves acid solution is added and obtains mixed liquor, concussion, it is placed in thermostat water bath and stands reaction, completion system split-phase takes ionic liquid enrichment phase and sodium carbonate enrichment phase solution to weigh respectively and carries out the measurement of syringic acid concentration, calculates extraction yield, ionic liquid enrichment phase directly takes out, and the recycling of ionic liquid can be realized by carrying out vacuum drying；Extraction efficiency of the present invention is higher, the split-phase time is shorter, experiment condition is simple, whole process is easy to operate, is easy to amplify, is advantageously implemented industrialization.
Description
Technical field
The invention belongs to technical field of biochemical separation, and in particular to using ionic liquid double-aqueous phase system extraction syringic acid and
Recycle ionic liquid.
Background technique
Phenolic acid is a kind of organic acid containing phenol ring, is present in many plants, especially content is higher in dry fruit.It is protecting
On strong, phenolic acid can refresh the mind, reduce fatigue, beautifying face and moistering lotion；Can medically be reduced with phenolic acid the intracorporal cholesterol of people,
Treat hypertension and prevention cardiovascular disease.These effects mainly have structure phase that is anti-oxidant and removing free radical with phenols
It closes.Compared to synthesis substitute, application effect of the natural phenolic substance in nutrition and health care and cosmetics is more preferable.Syringic acid is phenol
One of the representative of acid, mainly extracts from the plants such as cuckoo, has been widely used in organic synthesis, medicine, change
The fields such as, fragrance.
Aqueous two phase extraction technique is a kind of novel liquid-liquid extraction techniques, compared with traditional abstraction technique, because of its volume
Small, processing capacity is strong, the split-phase time is short, is suitble to the features such as large-scale production, be widely used in the extraction of substance, separation and
Purifying.Ionic liquid (Ionic liquid, IL) refers in room temperature or close to liquid is presented at room temperature, generally by nitrogenous, phosphorus
Organic cation and inorganic anion formed, also referred to as room temperature molten salt (fusing point general < 100 DEG C).Ionic liquid has
Liquid state range is wide, fusing point is low, vapour pressure is small, not volatile, electrochemical window is big, acidity is adjustable, viscosity is low and density is big, can be with
The features such as forming aqueous two-phase.The structure for changing zwitterion, can synthesize the ionic liquid with special properties, be that " can set
Meter ", to reach corresponding application purpose.Compared with conventional organic solvents, special nature outstanding and performance make ionic liquid
Which give the title of " green solvent ", in electrochemistry, solvent extraction, organic reaction, Polymer Synthesizing, isolate and purify and biology
The multiple fields such as sensor have obtained extensive research and application, receive the concern of more and more researchers.But ionic liquid
Body is generally all more expensive, still has certain pollution and toxic action to food and recycling ionic liquid is relatively difficult, so
Application is not extensive at present.
Ionic liquid double-aqueous phase system is the hot topic risen in recent years, due to having many advantages, such as that good biocompatibility is thus wide
In the general extraction for applying to biological substance, but application of the double-aqueous phase system on phenolic acid is seldom, and main cause is extraction
It is constructed with recovery system complicated；Ionic liquid double-aqueous phase system is applied in the extraction of phenolic acid, at the same time on this basis
Improving ionic liquid recovery system will be of great significance, new by opening up for the recycling of the extraction of phenolic acid and ionic liquid
Path.
Summary of the invention
For overcome the deficiencies in the prior art, the present invention provides a kind of utilization ionic liquid double-aqueous phase system extraction syringic acid
And the method for recycling ionic liquid, it carries out as steps described below:
(1) configure certain density cloves acid solution first, then weigh ionic liquid, sodium carbonate, water and cloves acid solution into
Row mixing, obtains mixed liquor；
(2) mixed liquor that step (1) obtains is placed on vortex oscillator and is shaken uniformly, be then placed in thermostat water bath and stand
Reaction completes system split-phase, obtains ionic liquid enrichment phase and sodium carbonate enrichment phase；
(3) after the completion of split-phase, syringic acid is extracted to sodium carbonate enrichment phase, and ionic liquid mutually directly takes out, and is dried in vacuo
The recycling that can realize ionic liquid, by the way that extraction yield and the rate of recovery is calculated.
Preferably, step (1) intermediate ion liquid is 1- butyl -3- methylimidazole fluoroform sulphonate ([C4mim]
[CF3SO3]).
Preferably, cloves acid concentration is 3 × 10 in step (1)-3mol/L。
Preferably, step (1) intermediate ion liquid, sodium carbonate, water, cloves acid solution mass ratio be 1 ~ 2.2:0.8 ~ 1.6:
5.2 ~ 7.2:1.
Preferably, the temperature of water bath with thermostatic control is 25 DEG C in step (2) and step (5), stands the time of reaction for 24 hours.
The present invention has the advantages that ionic liquid/inorganic salts double-aqueous phase system is double compared to traditional polymer/inorganic salt
Aqueous phase system, extraction efficiency is higher, the split-phase time is shorter, experiment condition is simple, whole process is easy to operate, is easy to amplify, have
It is industrialized conducive to realizing.Ionic liquid chemical stability used in the present invention is good, environmentally friendly；Ionic liquid/nothing used
Machine salt double-aqueous phase system can obtain very high syringic acid extraction yield, and syringic acid is in inorganic salts richness in the system containing sodium carbonate
Extraction yield in collection phase can achieve 93.41%.The recycling of ionic liquid may be implemented in method of the invention, and the rate of recovery reaches
95.12%。
Detailed description of the invention
Fig. 1 is the map that ultraviolet specrophotometer scanning cloves acid solution obtains, and map shows that syringic acid maximal ultraviolet is inhaled
Receipts wavelength is 266nm.
Fig. 2 is the histogram of syringic acid extraction yield in ionic liquid double-aqueous phase system in embodiment 2.
Fig. 3 is the histogram of the ionic liquid rate of recovery of embodiment 2.
Fig. 4 is to obtain ionic liquid and inorganic salts establishment double-aqueous phase system extraction syringic acid using recycling in embodiment 4
Histogram.
Specific embodiment
The calculating of extraction yield (EE%)
(1) when syringic acid is enriched in salt phase:
(2) when syringic acid is enriched in ionic liquid phase:
×100
The calculating of the rate of recovery (RE)
RE(%)=
In formula: CSIndicate the concentration of syringic acid in inorganic salts enrichment phase, CILIt is expressed as syringic acid in ionic liquid enrichment phase
Concentration, WSFor the quality of inorganic salts phase, WILFor the quality of ionic liquid enrichment phase, W0For the quality for being initially added ionic liquid, W1
For the quality for recycling obtained ionic liquid.
Below in conjunction with specific example, the present invention is described in further detail.
Embodiment 1:
(1) it takes the 1- butyl -3- methylimidazole trifluoro-methanyl sulfonate of 1.0g in centrifuge tube, then weighs 0.8gNa2CO3Add
Enter in the centrifuge tube, it is 3 × 10 that 1g concentration, which is and then added,-3The cloves acid solution of mol/L, the distilled water for being eventually adding 7.2g are mended
Being charged to double-aqueous phase system gross mass is 10g, obtains ionic liquid/sodium carbonate double-aqueous phase system.For the accuracy of test data,
Every a sample matches three groups of carry out parallel tests.
(2) step (1) is obtained into ionic liquid/sodium carbonate double-aqueous phase system vortex oscillator and shakes 5min, then put
Enter and stood in 25 DEG C of thermostat water bath for 24 hours, system is divided into ionic liquid enrichment phase and inorganic salts enrichment phase；Syringic acid is extracted
To inorganic salts phase, extraction yield of the syringic acid in inorganic salts enrichment phase is further calculated out；Ionic liquid mutually directly takes out, and carries out
Vacuum drying can realize the recycling of ionic liquid.
Embodiment 2:
(1) it takes the 1- butyl -3- methylimidazole trifluoro-methanyl sulfonate of 2.0g in centrifuge tube, then weighs the Na of 1g2CO3Add
Enter in the centrifuge tube, it is 3 × 10 that 1g concentration, which is and then added,-3The cloves acid solution of mol/L is eventually adding the distilled water supplement of 6g
It is 10g to double-aqueous phase system gross mass, obtains ionic liquid/sodium carbonate double-aqueous phase system.For the accuracy of test data, often
A sample matches three groups of carry out parallel tests.
(2) ionic liquid/sodium carbonate double-aqueous phase system for completing configuration vortex oscillator shakes 5min, is put into 25 DEG C
Thermostat water bath in stand for 24 hours, system is divided into ionic liquid enrichment phase and inorganic salts enrichment phase；Syringic acid is extracted to inorganic
Salt phase further calculates out extraction yield of the syringic acid in inorganic salts enrichment phase；Ionic liquid can mutually directly take out, and carry out vacuum
Drying can realize the recycling of ionic liquid.
Embodiment 3:
(1) it takes the 1- butyl -3- methylimidazole trifluoro-methanyl sulfonate of 2.2g in centrifuge tube, then weighs 1.6gNa2CO3Add
Enter in the centrifuge tube, it is 3 × 10 that 1g concentration, which is and then added,-3The cloves acid solution of mol/L, the distilled water for being eventually adding 5.2g are mended
Being charged to double-aqueous phase system gross mass is 10g, obtains ionic liquid/sodium carbonate double-aqueous phase system.For the accuracy of test data,
Every a sample matches three groups of carry out parallel tests.
(2) ionic liquid/sodium carbonate double-aqueous phase system that configuration is completed is shaken into 5min with vortex oscillator and is put into 25 DEG C
Thermostat water bath in stand for 24 hours, system is divided into ionic liquid enrichment phase and inorganic salts enrichment phase.Syringic acid is extracted to inorganic
Salt phase further calculates out extraction yield of the syringic acid in inorganic salts enrichment phase, and ionic liquid enrichment phase directly takes out, and carries out true
Empty drying can realize the recycling of ionic liquid.
Embodiment 4:
(1) 2.0g embodiment 2 is added into the centrifuge tube of 10ml and recycles obtained ionic liquid ([C4mim][CF3SO3]), then
Weigh the Na of 1.0g2CO3It is added in the centrifuge tube, 1g is and then added, and prepared concentration is 3 × 10 in advance-3The fourth of mol/L
Fragrant acid solution, finally adding to double-aqueous phase system gross mass with distilled water is 10g.For the accuracy of test data, per the same
Product match three groups of carry out parallel tests.
(2) it after the completion of ionic liquid double-aqueous phase system is prepared, is placed on vortex oscillator and shakes 5min, guarantee that salt is completely molten
The uniform mixing of solution and whole system is put into the thermostat water bath that temperature is 25 DEG C after mixing and stands for 24 hours.To double water
After the completion of phase system split-phase, ionic liquid enrichment phase and inorganic salts enrichment phase solution is taken to weigh and measure syringic acid in two-phase respectively
Absorbance value.
(3) carry out standard curve in advance (related coefficient, which reaches 0.999 side, to be used).Blank sample: (1) 1g concentration is in
3×10-3The cloves acid solution of mol/L is replaced by 1g distilled water, other are constant.The absorbance value of sample is measured with blank control,
The concentration that syringic acid in two-phase is calculated according to standard curve further calculates out extraction of the syringic acid in inorganic salts enrichment phase
Rate.It is 93.21% that test result, which obtains extraction yield of the syringic acid in inorganic salts enrichment phase, as shown in Figure 4.
Fig. 1 is the map that ultraviolet specrophotometer scanning cloves acid solution obtains, and map shows that syringic acid maximal ultraviolet is inhaled
Receipts wavelength is 266nm.
Fig. 2 is the histogram of syringic acid extraction yield in ionic liquid double-aqueous phase system in embodiment 2, wherein for syringic acid
In [C4mim][CF3SO3] and Na2CO3Extraction yield in double-aqueous phase system, extraction yield 93.41%.
Fig. 3 is the histogram of the ionic liquid rate of recovery of embodiment 2, and the rate of recovery reaches 95.12%.
Fig. 4 is to obtain ionic liquid and inorganic salts establishment double-aqueous phase system extraction syringic acid using recycling in embodiment 4
The histogram, [C obtained for syringic acid in recycling4mim][CF3SO3] and Na2CO3Extraction yield in double-aqueous phase system, extraction yield
It is 93.21%.
Syringic acid can achieve 93% or more in ionic liquid/sodium carbonate system extraction yield, and can be very good to realize
The recycling of ionic liquid, the rate of recovery have reached 95.12%.Simpler compared to traditional extraction separating method, extraction yield is higher.?
The upper conventional method of the problem of ionic liquid recycles such as vacuum drying and rotary evaporation is all time-consuming and laborious, the ion that the present invention constructs
Liquid system is simpler, and the rate of recovery is higher.
Claims (4)
1. a kind of method for extracting syringic acid using ionic liquid double-aqueous phase system and recycling ionic liquid, which is characterized in that tool
Steps are as follows for body:
(1) configure certain density cloves acid solution first, then weigh ionic liquid, sodium carbonate, water and cloves acid solution into
Row mixing, obtains mixed liquor；The ionic liquid is 1- butyl -3- methylimidazole fluoroform sulphonate；
(2) mixed liquor that step (1) obtains is placed on vortex oscillator and is shaken uniformly, be then placed in thermostat water bath and stand
Reaction completes system split-phase, obtains ionic liquid enrichment phase and sodium carbonate enrichment phase；
(3) after the completion of split-phase, syringic acid is extracted to sodium carbonate enrichment phase, realizes the extraction of syringic acid；Ionic liquid is mutually direct
It takes out, the recycling of ionic liquid can be realized by carrying out vacuum drying.
2. a kind of extracted using ionic liquid double-aqueous phase system according to claim 1 and recycles ionic liquid at syringic acid
Method, which is characterized in that the concentration of step (1) the cloves acid solution is 3 × 10-3mol/L。
3. a kind of extracted using ionic liquid double-aqueous phase system according to claim 1 and recycles ionic liquid at syringic acid
Method, which is characterized in that step (1) 1- butyl -3- methylimidazole fluoroform sulphonate, sodium carbonate, water and syringic acid are molten
The mass ratio of liquid is 1 ~ 2.2:0.8 ~ 1.6:5.2 ~ 7.2:1；.
4. a kind of extracted using ionic liquid double-aqueous phase system according to claim 1 and recycles ionic liquid at syringic acid
Method, which is characterized in that the temperature of step (2) described water bath with thermostatic control is 25 DEG C, stands the time of reaction for 24 hours.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113372202A (en) * | 2021-06-24 | 2021-09-10 | 华南理工大学 | Method for extracting and separating eugenol and syringic acid by using aqueous two-phase system |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113372202A (en) * | 2021-06-24 | 2021-09-10 | 华南理工大学 | Method for extracting and separating eugenol and syringic acid by using aqueous two-phase system |
| CN113372202B (en) * | 2021-06-24 | 2022-04-22 | 华南理工大学 | Method for extracting and separating eugenol and syringic acid by using aqueous two-phase system |
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