CN104829579B - A kind of method that organic acid hydrolysis aurantiin prepares naringenin - Google Patents
A kind of method that organic acid hydrolysis aurantiin prepares naringenin Download PDFInfo
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- CN104829579B CN104829579B CN201510160588.1A CN201510160588A CN104829579B CN 104829579 B CN104829579 B CN 104829579B CN 201510160588 A CN201510160588 A CN 201510160588A CN 104829579 B CN104829579 B CN 104829579B
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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
- C07D311/32—2,3-Dihydro derivatives, e.g. flavanones
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Abstract
The present invention provides a kind of preparation method of naringenin, by aurantiin and organic acid soln mixed hydrolysis, is washed with water after suction filtration and obtains naringenin crude product；Ethanol solution stirring is added, through filtering after activated carbon decolorizing, crystallization after standing, suction filtration is dried, that is, obtains naringenin.The present invention uses organic acid soln in acid hydrolysis, naringenin obtained by this technique is compared with conventionally used mineral acid hydrolysis technique, products obtained therefrom is compared with commercially available mineral acid hydrolysis purify gained naringenin, good taste, there is no miscellaneous taste, and the naringenin yield of hydrolysis is high, reduces subsequent purification difficulty and cost, more environmental protection.
Description
Technical field
The present invention relates to a kind of method for preparing naringenin, belong to technical field of chemical purification.
Background technology
Naringenin is the aglycon of aurantiin, because naringenin has important bioactivity, therefore is widely used in
The fields such as medicine, health products, food.
In field of medicaments, naringenin has the antitumor potential of high-efficiency low-toxicity, (Li Ruifang, the Zuo Xuelan, week such as Li Ruifang
Grain husk, effect [J] the Wuhan University Journals for waiting naringenins to breed human myeloid leukemia K562 cells:Medicine, 2007,28
(3):Influence and its mechanism of action of the naringenin to people's chronic myelogenous leukemia K562 cell strain growths 344-347.) are have studied,
Tentative confirmation naringenin has significant inhibited proliferation to K562 cell；Song Zihui (Song's purple brightness naringenins
To protective effect [D] Kaifeng of acute immune hepatic injury:He'nan University, 2009:1-68.) find naringenin to mouse immune
Property acute liver damage have protective effect, it directly suppresses the activation of T lymphocytes, thus prevent various inflammatory factors point
Secrete, reach the purpose for mitigating hepatic injury.In field of health care products, naringenin can be used as function food additive, for treat due to
Disease caused by excessive blood cholesterol levels and triglycerides in blood of human body.
In field of food, naringenin can carry out flavorant or sweetener as the perfume additive in food
Allotment.As perfume additive, the mostly important index of quality is that purity is high and mouthfeel is without bitter taste free from extraneous odour, is only met
The index of quality is stated, the use in conjunction of naringenin and plant origin sweetener with function can be just realized, so as to utilize
Naringenin covers the bad mouthfeel of sweetener, with the application of a large amount of sucrose in substitute food product industry, before boundless market
Scape.
Because naringenin is widely present in the natural plants such as chinaroot greenbrier, Exocarpium Citri Grandis, the dried immature fruit of citron orange, peach leaf, so, current naringenin
Preparation method mainly have two kinds：Firstth, extraction method, i.e., carried from the natural plants containing naringenin by special process
Take, purify；Secondth, Hydrolyze method, i.e., using aurantiin as reactant, shaddock ped is prepared by the way that reaction is hydrolyzed to reactant
Element.Wherein, the method extracted from natural plants is, it is necessary to which the extraction and separation process of complexity, often extract yield is low and the three wastes are arranged
It is high-volume big.
Wherein, Hydrolyze method mainly includes acid hydrolyzation method and enzyme hydrolyzation method.(Lei Shengjiao, Pan Si's Lei Shengjiao etc. are lost shaddocks (skin) glycosides
Progress [J] Food Sciences of enzyme, 2009,30 (19):314-317.) a kind of enzyme hydrolysis method of report prepares naringenin
Technique, the technique constitutes mixing naringinase by alpha-L-Rhamnosidase and β-D-Glucose glycosides enzyme, and this kind of enzyme can be effectively by shaddock
Skin glycosides is hydrolyzed to rhamnose, naringenin and glucose, but biology enzyme cost is high, easy in inactivation, and enzyme hydrolysis method is time-consuming longer, hydrolysis
Process usually requires tens hours, and production efficiency is extremely low, and production cost is high.Acid-hydrolysis method typically makees molten using water or alcohol
Agent, Liu Yaping (Liu Yaping, the preparation method research of naringenin, spectrographic laboratory, 2008,25 (6), 1292-1294.) is in " shaddock
Naringenin is obtained using sulphuric acid hydrolysis aurantiin in Pi Su preparation method research ", but the aglycon obtained by this method needs
High-purity naringenin can be just obtained with ethanol repeated crystallization.Disclosed in the Chinese invention application of application number 201010530272.4
One kind carries out acid-hydrolyzed method using lower alcohol or ketone as solvent, and obtained naringenin crude product impurity is less, but has
Machine solvent carries out sour water solution and also increases cost and complex operation degree.
The naringenin that extraction or Hydrolyze method are obtained in the prior art, has the problem of bitter taste or other peculiar smell are remained, sternly
Application of the naringenin as food additives in food or field of health care products is have impact on again.In consideration of it, it is pure to study a kind of taste
Just, the preparation method of the naringenin remained without bitter taste or other peculiar smell, is urgent problem to be solved of the present invention.
The content of the invention
Therefore, the technical problems to be solved by the invention be to overcome in naringenin product of the prior art have bitter taste or
The technological deficiency of other peculiar smell residual, so as to propose a kind of purity height, good taste, the preparation side of naringenin without miscellaneous taste
Method.
Therefore, the present invention provides a kind of preparation method of naringenin, including：
A, naringin solid added in organic acidic solution while stirring, hydrolysis is heated in autoclave, hydrolysis is certain
The reaction solution after hydrolysis is cooled to room temperature after time, by reaction solution suction filtration, filter cake is eluted into a certain amount of purified water suction filtration
Property, obtain naringenin crude product；
B, by the naringenin dissolving crude product obtained in step A in the ethanol solution containing activated carbon, heating stirring decolourize
Removal of impurities, and activated carbon is filtered out while hot, obtain the filtrate after decolouring removal of impurities；Filtrate after decolouring removal of impurities is stood into crystallization, suction filtration is received
Collect the white, needle-shaped crystals separated out, dry, obtain naringenin.
In the preparation method of above-mentioned naringenin, the organic acid is one in citric acid, fumaric acid, tartaric acid, malic acid
Plant or a variety of.
In the preparation method of above-mentioned naringenin, the additional proportion of aurantiin and organic acid is solid-to-liquid ratio (W/ in the step A
V)1:3-1:25, preferably 1:5-1:20；Organic acid concentration is 0.5-4.5mol/L, preferably 0.8-4mol/L, more preferably 1.5-
3.5mol/L, more preferably 0.5-2.5mol/L, more preferably 0.8-2mol/L, 0.6-2mol/L, more preferably 2-3mol/L.
In the preparation method of above-mentioned naringenin, the temperature that hydrolysis is heated in the step A is 80-140 DEG C, and the reaction time is
0.5-5h, the temperature for preferably heating hydrolysis is 90-130 DEG C, and the reaction time is 1-4h.
In the preparation method of above-mentioned naringenin, the additional proportion of naringenin crude product and ethanol solution is solid in the step B
Liquor ratio (W/V) 1:5-1:35, preferably 1:10-1:30；Concentration of alcohol (V/V%) is 45%-95%, preferably 50%-90%；Activity
Carbon content (W/V%) is 1%-12%, preferably 2%-10%.
In the preparation method of above-mentioned naringenin, the temperature of heating stirring is 55-100 DEG C, preferably 60-95 in the step B
℃；Reaction time is 25-70min, preferably 30-60min.
In the preparation method of above-mentioned naringenin, when being catalyzed using organic acid, hydrolysis is heated in preferably described step A
Temperature be 90-130 DEG C, the reaction time is 1-4h；Concentration of alcohol (V/V%) is 50%-90%, activated carbon in the step B
Content (W/V%) is 2%-10%, and the temperature of heating stirring is 60-95 DEG C, and the reaction time is 30-60min, after purification naringenin
Content is up to more than 98%.
In the preparation method of above-mentioned naringenin, when being catalyzed using citric acid, organic acid concentration is excellent in the step A
Elect 1.5-3.5mol/L as, naringenin content in crude product reaches 87%-92%；When being catalyzed using fumaric acid, in the step A
Organic acid concentration is preferably 1-3mol/L, and naringenin content in crude product reaches 84%-91%；When being catalyzed using tartaric acid, institute
Organic acid concentration preferably 1-3mol/L in step A is stated, naringenin content in crude product reaches 83%-90%；Carried out when using malic acid
During catalysis, organic acid concentration is preferably 2-4mol/L in the step A, and naringenin content in crude product reaches 81%-88%；Above preferably
In step B described in scheme through once after purification shaddock ped cellulose content up to more than 98%.
The present invention also provides a kind of naringenin, is prepared by above-mentioned preparation method, shaddock ped cellulose content >=98% (HPLC).
The applicant is by the discovery that studies for a long period of time, during sour water solution aurantiin is carried out using sulfuric acid, general hydrolysis
Temperature is higher, and the time is longer.Because sulfuric acid has stronger oxidisability, aurantiin or naringenin is set to produce a certain degree of oxygen
Change product, there is residual in subsequent purification process, cause to have bitter taste or other peculiar smell residual in final products.
The above-mentioned technical proposal of the present invention has advantages below compared with prior art：
The preparation method of naringenin of the present invention, it hydrolyzes aurantiin using organic acid soln, and the naringenin of hydrolysis is obtained
Rate is high, and hydrolytic process is more stable, reduces subsequent purification difficulty and cost, and naringenin obtained by this technique is preparing whole flows
In be natural material, compare good taste with mineral acid hydrolysis technique used in the prior art, without bitter taste or other miscellaneous tastes,
Through primary crystallization without repeating crystallization and purification it is the product that can obtain purity >=98% in more environmental protection, purge process.
Embodiment
In order to make the purpose , technical scheme and advantage of the present invention be clearer, with reference to embodiments, to the present invention
It is further elaborated.
The organic acid such as citric acid, fumaric acid, tartaric acid, malic acid used is that commercially available purity is more than 99% in embodiment
Food grade products.Aurantiin is the qualified products that commercially available purity is more than 95%.Commercially available naringenin for mouthfeel contrast experiment is
Purity is more than 98% qualified products.Liquid phase detection naringenin reference substance used is the product of self-control purity >=99%.
Embodiment 1-4 hydrolyzes aurantiin by catalyst of citric acid and prepares naringenin
In the citric acid solutions of A respectively by 50g aurantiins by different solid than entering various concentrations while stirring, in autoclave
Middle heating hydrolysis (concrete technology condition is shown in Table 1), the reaction solution after hydrolysis terminates is cooled down, separately sampled to use liquid phase measurement hydrolyzate
Middle shaddock ped cellulose content and the percent hydrolysis for calculating aurantiin (testing result is shown in Table 1).Reaction solution is subjected to suction filtration, a certain amount of pure water is used
Filter cake is eluted to neutrality, that is, obtains naringenin crude product.
Table 1：Lemon acid-catalyzed hydrolysis aurantiin condition
B is by gained naringenin crude product in step A by different solid than adding the molten of different ethanol concentration and activated carbon content
In liquid, heating stirring decolouring removal of impurities, and activated carbon is filtered out while hot, by gained filtrate cooling crystallization, filter the white collected and separated out
Acicular crystal, naringenin is produced after drying (concrete technology condition is shown in Table 2).Naringenin purity (detection obtained by separately sampled detection
It the results are shown in Table 2).
Table 2：Naringenin purifying crude condition
Embodiment 5-8 hydrolyzes aurantiin by catalyst of fumaric acid and prepares naringenin
In the fumaric acid solutions of A respectively by 50g aurantiins by different solid than entering various concentrations while stirring, in autoclave
Middle heating hydrolysis (concrete technology condition is shown in Table 3), the reaction solution after hydrolysis terminates is cooled to room temperature, separately sampled to use liquid phase measurement
Shaddock ped cellulose content and the percent hydrolysis of aurantiin is calculated in hydrolyzate (testing result is shown in Table 3).Reaction solution is subjected to suction filtration, water wash
Filter cake obtains naringenin crude product to neutrality.
B is by gained naringenin crude product in step A by different solid than adding the molten of different ethanol concentration and activated carbon content
In liquid, heating stirring decolouring removal of impurities, and activated carbon is filtered out while hot, by gained filtrate cooling crystallization, filter the white collected and separated out
Acicular crystal, naringenin is produced after drying (concrete technology condition is shown in Table 4).Naringenin purity (detection obtained by separately sampled detection
It the results are shown in Table 4).
The fumaric acid catalyzing hydrolysis aurantiin condition of table 3
Table 4：Naringenin purifying crude condition
Embodiment 9-12 hydrolyzes aurantiin by catalyst of tartaric acid and prepares naringenin
In the present embodiment, using with embodiment 1-4 identical processing steps, differ only in will in embodiment 1-4 be catalyzed
Agent citric acid replaces with tartaric acid (concrete technology condition and measurement result are shown in Table 5, table 6)
The winestone acid-catalyzed hydrolysis aurantiin condition of table 5
Table 6：Naringenin purifying crude condition
Embodiment 13-16 hydrolyzes aurantiin by catalyst of malic acid and prepares naringenin
In the present embodiment, using with embodiment 5-8 identical processing steps, differ only in will in embodiment 5-8 be catalyzed
Agent fumaric acid replaces with malic acid (concrete technology condition and measurement result are shown in Table 7, table 8)
The apple acid-catalyzed hydrolysis aurantiin condition of table 7
The naringenin purifying crude condition of table 8
Comparative example 1 hydrolyzes aurantiin by catalyst of sulfuric acid and prepares naringenin
In order to contrast same process using inorganic acid catalyzed preparation effect, and for follow-up mouthfeel contrast experiment, sheet
In comparative example, using processing step same as Example 1, differ only in and replace with catalyst citric acid in embodiment 1
Sulfuric acid, purity is then purified (concrete technology condition and measurement result are shown in Table 9, table 10) again less than 98% using recrystallization method.
The sulfuric acid catalysis of table 9 hydrolyzes aurantiin condition
The naringenin purifying crude condition of table 10
From embodiment 1-16 Product checking result, with citric acid, fumaric acid, tartaric acid, the organic acid such as malic acid
For catalyst, respectively under table 1-8 process conditions, the naringenin of purity >=98% can be prepared, it is not necessary to repeat to tie
Crystalline substance purifying, and the shaddock ped cellulose content then prepared using sulfuric acid as catalyst under the conditions of similar technique less than 98%, it is necessary to through
Overweight complex crystallization purification can just access the product of purity >=98%.
The mouthfeel contrast experiment of test case 1
It is naringenin prepared by catalyst hydrolysis and the shaddock ped that inorganic acid is catalyst hydrolysis preparation to compare organic acid
Difference of the element in mouthfeel, in the present embodiment, will be prepared in process conditions in embodiment 1-16, comparative example 1 respectively
The naringenin of naringenin product and commercially available a few money different manufacturers carries out mouthfeel experiment, solid to naringenin respectively with double-blind study
Body, beta-schardinger dextrin solid, and it is 0.2mg/mL that naringenin Benexate Hydrochloride is configured into shaddock ped cellulose content with pure water,
0.6mg/mL solution carries out mouthfeel evaluation.
The influence of the mouthfeel of naringenin prepared by this experimental evaluation difference acid as catalyst, specific method is as follows：
1st, prepared by naringenin beta-schardinger dextrin (β-CD) inclusion compound：
Because naringenin is insoluble in water, naringenin solution is configured for convenience, naringenin beta-schardinger dextrin is prepared, for follow-up
The configuration of naringenin solution.Respectively in molar ratio 1：1 weighs tested naringenin and β-CD, first that naringenin is molten with a small amount of ethanol
Solution, is slowly added to β-CD saturated aqueous solutions and uniformly mixes while stirring, in stirring 30 minutes at 60 DEG C, continues to stir after stopping heating
Mix 5 hours, naturally cool to room temperature, in 4 DEG C of refrigerated overnights, filtering, by the drying 24 hours of freeze-dried dose of filtrate, obtains shaddock
Skin element beta-CD inclusion.
2nd, naringenin beta-CD inclusion content and solubility test
It is prepared by mark song：Naringenin reference substance is placed in after being dried 12 hours in phosphorus pentoxide desiccator, precision is weighed pair
It is placed according to product 10mg in 25mL volumetric flasks and adds the storing solution that the 0.4mg/mL containing naringenin is made in 70% ethanol constant volume, then will deposit
Liquid is configured to the μ g/mL-20 μ g/mL of naringenin 4 standard working solution with 70% ethanol, crosses 0.45 μm of filter membrane, to be measured.
It is prepared by content test liquid：Naringenin beta-CD inclusion about 20mg is weighed, is placed in 50mL volumetric flasks, 70% ethanol is used
Ultrasonic dissolution is simultaneously settled to scale.Solution 1mL is drawn in 10mL volumetric flasks, scale is settled to 70% ethanol, 0.45 μ is crossed
M filter membranes, it is to be measured.
It is prepared by solubility test test liquid:Weigh naringenin beta-CD inclusion appropriate, be allowed to form satiety in the aqueous solution
And solution, in 37 DEG C, 100 times/min constant temperature air baths vibration 48h, Aspirate supernatant, with 0.8 μm of filtering with microporous membrane, takes continuous
0.45 μm of filter membrane is crossed in filtrate, appropriate dilution, to be measured.
Liquid chromatography detecting method：Liquid chromatograph Agilent 1260, chromatographic column Agilent XDB C-18 (4.6mm
× 150mm, 5 μm), flow rate of mobile phase：1mL/min, 30 DEG C of column temperature, mobile phase is the phosphate aqueous solution of methanol -0.2% (50：50)；
Detection wavelength 288nm, the μ L of sample size 10.
Determine and calculate:Naringenin reference substance working solution and test liquid sample size are 10 μ L, with A pairs of reference substance peak area
Sample size X carries out linear regression, draws standard curve, and calculating regression equation is A=3231.2X-1.8863, r=0.999.Knot
Fruit shows that naringenin linear relationship in 0.04-0.20 μ g ranges is good.Thus naringenin in naringenin beta-CD inclusion is calculated
Mass fraction is 21.63%.Naringenin solubility is 0.849mg/mL after inclusion.
3rd, mouthfeel contrast experiment
24 (12 male 12 female) mouthfeel experimental subjects are randomly selected, given the test agent is tasted respectively with double-blind study and gives a mark,
Given the test agent is naringenin solid (purity is close) in embodiment 1-5, and (purity is detected commercially available different manufacturers naringenin through liquid phase
>=98%), beta-schardinger dextrin solid, and above-mentioned each naringenin Benexate Hydrochloride is configured to shaddock ped cellulose content with pure water
For 0.2mg/mL, 0.6mg/mL solution carries out mouthfeel evaluation.
Trial test method is：First gargled with clear water, taste a kind of sample, then gargled with clear water, taste another sample, can
Tasted with repeated multiple times as needed.
Evaluate scoring criterion：
1 grade：Without bitter taste or peculiar smell, bitter angle value 0.5~1.5；
2 grades：Slightly bitter taste or peculiar smell, bitter angle value 1.5~2.5；
3 grades：There are bitter taste or peculiar smell but acceptable, bitter angle value 2.5~3.5；
4 grades：Very bitter/peculiar smell is very heavy, but still can stand, bitter angle value 3.5~4.5；
5 grades：Insupportable bitter taste or peculiar smell, bitter angle value 4.5~5.5.
The rejecting of exceptional value：Using Grubbs methods of inspection data are carried out with the circular test and rejecting of exceptional value, takes double
Side is examined, and the mode of the level of signifiance 0.05 is rejected to outlier, and every group of each round only rejects an exceptional value, after rejecting not
Enter to examine using t after row interpolation or supplement test, rejecting abnormalities value again and each group of data is handled, the results are shown in Table 11.
The mouthfeel contrast experiment of table 11
* made products number naringenin in finished product corresponding in as embodiment 1-16, comparative example 1, commercially available prod
A, B, C, correspond to the product of three different manufacturers respectively
Understood to use sulfuric acid as the homemade naringenin solid of catalyst and commercially available naringenin solid by the result of table 11
There is obvious bitter taste, its bitter taste rank is 3 grades, and the solution of its configuration has due to the diluting effect and beta-schardinger dextrin of pure water
There is certain bitter taste to cover effect, its bitter angle value is less than solid, is 2 grades, in application of the naringenin as food additives
Produce harmful effect.Use organic acid as the solution of two kinds of various concentrations of naringenin obtained by catalyst preparation in the present invention and
Bitter taste of its solid itself is 1 grade, no bitter taste or almost without bitter taste, is conducive to it in the extensive use of food and other industry.
Obviously, the specific species of the organic acid used in above-described embodiment is only intended to clearly illustrate example,
And the not restriction to embodiment.For those of ordinary skill in the field, may be used also on the basis of the above description
To make other changes in different forms.There is no necessity and possibility to exhaust all the enbodiments.And thus
Among the obvious changes or variations extended out is still in the protection domain of the invention.
Claims (15)
1. a kind of preparation method of naringenin, it is characterised in that step includes：
A, aurantiin added in organic acid soln while stirring, heating hydrolysis cools down the reaction solution after hydrolysis, to reaction solution
Suction filtration is carried out, elution filter cake to neutrality obtains naringenin crude product；
Also include purification step, the purification step is specially：
B, by the naringenin dissolving crude product obtained in step A in the ethanol solution containing activated carbon, heating stirring decolouring removal of impurities,
And activated carbon is filtered out while hot, obtain the filtrate after decolouring removal of impurities；The white needles knot that filtrate cooling crystallization, collected by suction are separated out
Crystalline substance, is dried, and obtains naringenin；
The organic acid is the one or more in citric acid, fumaric acid, tartaric acid, malic acid.
2. preparation method according to claim 1, it is characterised in that in the step A, the addition of aurantiin and organic acid
Ratio is that solid-to-liquid ratio W/V is 1:3-1:25.
3. preparation method according to claim 1, it is characterised in that in the step A, the addition of aurantiin and organic acid
Ratio is that solid-to-liquid ratio W/V is 1:5-1:20.
4. preparation method according to claim 1, it is characterised in that in the step A, organic acid concentration is 0.5-
4.5mol/L。
5. preparation method according to claim 1, it is characterised in that in the step A, organic acid concentration is 0.8-
4mol/L。
6. preparation method according to claim 1, it is characterised in that in the step A, organic acid concentration is 1.5-
3.5mol/L。
7. preparation method according to claim 1, it is characterised in that in the step A, organic acid concentration is 0.5-
2.5mol/L。
8. preparation method according to claim 1, it is characterised in that in the step A, organic acid concentration is 0.8-
2mol/L。
9. preparation method according to claim 1, it is characterised in that in the step A, organic acid concentration is 2-3mol/
L。
10. preparation method according to claim 1, it is characterised in that the temperature that hydrolysis is heated in the step A is 80-
140 DEG C, the reaction time is 0.5-5h.
11. preparation method according to claim 1, it is characterised in that in the step A, the temperature of heating hydrolysis is 90-
130 DEG C, the reaction time is 1-4h.
12. preparation method according to claim 1, it is characterised in that in the step B, naringenin crude product and ethanol are molten
The additional proportion of liquid is solid-to-liquid ratio W/V1:5-1:35, concentration of alcohol V/V% are 45%-95%, and activated carbon content W/V% is
1%-12%.
13. preparation method according to claim 1, it is characterised in that in the step B, naringenin crude product and ethanol are molten
The additional proportion of liquid is solid-to-liquid ratio W/V1:10-1:30, concentration of alcohol V/V%50%-90%, activated carbon content W/V% are 2%-
10%.
14. preparation method according to claim 1, it is characterised in that in the step B, the temperature of heating stirring is 55-
100 DEG C, the reaction time is 25-70min.
15. preparation method according to claim 1, it is characterised in that in the step B, 60-95 DEG C of whipping temp, instead
30-60min between seasonable.
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