CN104607158B - Phenolic hydroxyl modified adsorption resin and application thereof - Google Patents
Phenolic hydroxyl modified adsorption resin and application thereof Download PDFInfo
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- CN104607158B CN104607158B CN201510015754.9A CN201510015754A CN104607158B CN 104607158 B CN104607158 B CN 104607158B CN 201510015754 A CN201510015754 A CN 201510015754A CN 104607158 B CN104607158 B CN 104607158B
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Abstract
The invention provides phenolic hydroxyl modified adsorption resin which is a grafted chloromethylated polyphenylene diene-divinyl benzene microsphere containing a phenolic hydroxyl group, and the content of the phenolic hydroxyl group is 1.50-2.86 mmol/g. The invention also provides application of the phenolic hydroxyl modified adsorption resin to the separation and the purification of stibene glucoside in polygonum multiflorum. According to the phenolic hydroxyl modified adsorption resin, the phenolic hydroxyl group is introduced onto the chloromethylated polyphenylene diene-divinyl benzene microsphere, so that the adsorption efficiency and the selectivity of the phenolic hydroxyl modified adsorption resin for the stibene glucoside in the polygonum multiflorum are improved; a technical support is provided for efficient separation and purification of the stibene glucoside in the polygonum multiflorum and other phenolic compounds. The phenolic hydroxyl modified adsorption resin has high selectivity, high adsorption capacity, high absorption efficiency and high resolution efficiency for the stibene glucoside in the polygonum multiflorum, and a high-purity stibene glucoside monomer component can be obtained through separation; the grafting ratio reaches 85.7 percent.
Description
Technical field
The invention belongs to functional polymer technical field of adsorbent resins is and in particular to a kind of phenolic hydroxyl group modifies macroporous absorption tree
Fat and its application.
Background technology
Radix Polygoni Multiflori is the tuber of polygonum multiflorum thunb, is one of traditional Chinese crude drug, is widely used in for a long time growing
Mend the treatment use with anti-ageing aspect of waiting for a long time.In Radix Polygoni Multiflori, stilbene glucoside is in antioxidation, prevention senile dementia, protection cardiovascular
The aspects such as system, minimizing hyperlipidemia and suppression tumor show distinctive feature, and this is in the society of current aging increasingly, tool
There are important research and Development volue.
How high efficiency separation purified diphenylethylene glycosides from Radix Polygoni Multiflori, is the current matter of utmost importance be badly in need of and solving.Tradition how
In the Radix Polygoni Multiflori, the separating and purifying technology of stilbene glucoside has：Room temperature cold-maceration, heat reflow method, ultrasound on extracting, microwave-assisted extraction
The technology such as take；But these technology all have such problems as that time-consuming, effort, solvent consumption be big, dissolvent residual, high cost, low return, no
It is applied to large-scale industrial production.Therefore, develop simple, inexpensive, efficient, environmental friendliness, high selectivity isolating and purifying
Technology is in good time and necessary.
MARs macroporous adsorbent resin has high mechanical strength, acid and alkali-resistance, reusable, simple to operate, low cost, solvent
Consumption is low, carry the features such as difference in functionality group, range of choice width, is particularly well-suited to important natural product in pharmacy corporation
Isolate and purify, in recent years gradually paid close attention to by people.Existing document record, Li Huijun etc. adopt HPD500, S-8, D101, AB-8,
HPD600 and NKA-9 macroporous adsorbent resin isolates and purifies the stilbene glucoside in Radix Polygoni Multiflori extracting solution；Sun Jing etc. adopts HSCCC skill
Art is combined with X-5 macroporous adsorbent resin, isolates and purifies Radix Et Rhizoma Rhei stilbene glucoside；Cao gallops and has investigated 9 kinds of different model macropores suctions
The absorption property to stilbene glucoside for the attached resin；The technique that Lv Lishuan etc. have studied purification with macroreticular resin stilbene glucoside；
How isolated and purified stilbene glucoside in Radix Polygoni Multiflori crude extract using acrylamide resin.
Although existing commercial macroporous resin species is various, when being isolated and purified for realistic objective component,
Because the property of realistic objective component and structure are not quite similar, however it remains selection is difficult, workload is big, selectivity is not good and divides
From limited efficacy etc. not enough it is difficult to meet isolating and purifying of active component in complicated natural product.In order to improve in natural product
Given activity component isolate and purify efficiency, according to the property and structure of material to be separated, rational design prepares high adsorption and Gao Xuan
The resin of selecting property, is the effective way solving this problem, receives much concern in recent years.
Content of the invention
Stilbene glucoside in Radix Polygoni Multiflori is isolated and purified with efficiency not and selectivity for existing macroporous adsorbent resin
Not good technical problem, it is an object of the invention to provide a kind of selectivity is good, have high-adsorption-capacity, high adsorption efficiency and height solve
The phenolic hydroxyl group of analysis efficiency modifies adsorbent resin.
The present invention also provides described phenolic hydroxyl group to modify the application of adsorbent resin.
Realize above-mentioned purpose, the present invention adopts the following technical scheme that：
A kind of phenolic hydroxyl group modifies adsorbent resin, is a kind of polyphenyl diene-diethyl of chloromethylation containing phenolic hydroxyl group grafting
Alkenyl benzene microsphere, content of phenolic hydroxyl groups is 1.50 mmol/g ~ 2.86 mmol/g.
Further, above-mentioned phenolic hydroxyl group modifies the preparation method of adsorbent resin, comprises the following steps：
（1）By the polyphenyl diene-divinylbenzene microspheres of chloromethylation, deionized water and methanol fully clean, and remove
The residue of microsphere in the hole, then carries out being vacuum dried 4 ~ 5 h to the microsphere after cleaning at 80 ~ 85 DEG C；
（2）Take step（1）Polyphenyl diene-the divinylbenzene microspheres of the chloromethylation after vacuum drying, in Nitrobenzol
After swelling, phenol is added to carry out mechanical agitation；Add anhydrous zinc chloride, be heated to 90 ~ 95 DEG C of stirring reaction 4 ~ 10 h, dissolving
Uniformly there is friedel-craft post-crosslinking reaction；Wherein, the mass ratio of the polyphenyl diene-divinylbenzene microspheres of chloromethylation and phenol
For 3:1~4:1, the polyphenyl diene-divinylbenzene microspheres of chloromethylation and the mass ratio of anhydrous zinc chloride are 5:1, chloromethylation
The mass volume ratio of polyphenyl diene-divinylbenzene microspheres and Nitrobenzol be 1:10；
（3）To step（2）Reacted solution is filtered, and deionized water rinses the microsphere after washing reaction, directly
Add silver nitrate solution to in the deionized water after washing microsphere, till no longer producing white precipitate, obtain phenolic hydroxyl group and modify and inhale
Attached resin；
（4）To step（3）Prepared phenolic hydroxyl group modifies adsorbent resin, carries out 3 washings with methanol, and is carried with methanol Soxhlet
After taking 24 ~ 28h, carry out vacuum lyophilization 4 ~ 5 h, obtain phenolic hydroxyl group and modify adsorbent resin finished product.
Above-mentioned phenolic hydroxyl group modifies the application of adsorbent resin stilbene glucoside in isolating and purifying Radix Polygoni Multiflori.
Phenolic hydroxyl group modifies the method that adsorbent resin is used for isolating and purifying stilbene glucoside in Radix Polygoni Multiflori, comprises the steps：
（1）Take 1 kg Radix Polygoni Multiflori to pulverize, after the ethanol water being 60% with volume fraction 10 L soaked overnight, be repeated 3 times
60 DEG C of extraction 2 h steps；After extraction terminates, remove ethanol with Rotary Evaporators, obtain Radix Polygoni Multiflori extractum；Radix Polygoni Multiflori extractum is carried out
Lyophilization, obtains powder Radix Polygoni Multiflori extract, is stored in refrigerator；
（2）Take step（1）Powder Radix Polygoni Multiflori extract, deionized water dissolves, and is configured to the sample that concentration is 10 g/L
Product solution；
（3）Claim the above-mentioned phenolic hydroxyl group of 1.0 g to modify macroporous adsorbent resin and 1.0 g D101 dried resins respectively, be respectively placed in
In 250 mL conical flasks, and it is separately added into 100 mL steps（2）Prepared sample solution, in 35 DEG C of constant-temperature tables, 100
Under the rotating speed of rpm/min, continuous absorption 6 h；
（4）After absorption terminates, ethanol water 50 mL being 70% with volume fraction, carry out parsing 4 h at 30 DEG C；
（5）After parsing terminates, measure the concentration of stilbene glucoside and rheum emodin in surplus solution respectively with HPLC, wherein greatly
Flavin is impurity.
Phenolic hydroxyl group modifies the method that adsorbent resin is used for isolating and purifying stilbene glucoside in Radix Polygoni Multiflori, comprises the steps：
（1）Take 1 kg Radix Polygoni Multiflori to pulverize, after the ethanol water being 60% with volume fraction 10 L soaked overnight, be repeated 3 times
60 DEG C of extraction 2 h steps；After extraction terminates, remove ethanol with Rotary Evaporators, obtain Radix Polygoni Multiflori extractum；Radix Polygoni Multiflori extractum is carried out
Lyophilization, obtains powder Radix Polygoni Multiflori extract, is stored in refrigerator；
（2）Take step（1）Powder Radix Polygoni Multiflori extract, deionized water dissolves, and is configured to the sample that concentration is 10 g/L
Product solution；
（3）Weigh the above-mentioned phenolic hydroxyl group of 1.0 g and modify adsorbent resin in 250 mL conical flasks, add 100 mL steps（2）
Prepared sample solution, static adsorption 12 h at room temperature；
（4）After static adsorption, ethanol water 50 mL being 70% with volume fraction, carry out room temperature parsing 4h；
（5）Measure the concentration of surplus solution stilbene glucoside respectively with HPLC after adsorption equilibrium and parsing balance.
The present invention is directed to the construction featuress of stilbene glucoside and main interfering component Anthraquinones in Radix Polygoni Multiflori, from low cross-linking
Polyphenyl diene-the divinylbenzene microspheres of the chloromethylation of degree are base material, phenolic hydroxyl group is functional group, Nitrobenzol is reaction phase,
Anhydrous zinc chloride is catalyst, and design modifies phenolic hydroxyl group in the polyphenyl diene-divinylbenzene microspheres surface grafting of chloromethylation,
To improve the adsorption efficiency to stilbene glucoside and selectivity.
Although it is identical that the principle of present invention preparation modified resins and Wang Jinnan prepare phenolic hydroxyl group modified resins principle, it is all base
In friedel-craft post-crosslinking reaction（Friedel-Crafts post-crosslinking reaction）, but the reaction ratio of base material used, base material and phenol,
The conditions such as reaction temperature, response time are different；It is true that the present invention is exactly directed to the spy of stilbene glucoside sample in Radix Polygoni Multiflori
Point, by test creative in a large number, optimization has the phenolic hydroxyl group of optimal adsorption performance to modify to stilbene glucoside in Radix Polygoni Multiflori
Resin, only working as the polyphenyl diene-divinylbenzene microspheres of chloromethylation and phenol reactant ratio is 10:3（w/w）, 90 ~
There is friedel-craft post-crosslinking reaction at 95 DEG C（Friedel-Crafts post-crosslinking reaction）During 4 ~ 10 h, prepared phenolic hydroxyl group is modified
Polyphenyl diene-the divinylbenzene microspheres of chloromethylation are to the stilbene glucoside selectivity in Radix Polygoni Multiflori, adsorption effect and absorption
Efficiency is just optimal.
Compared to existing technology, the present invention has the advantages that：
1st, the present invention introduces phenolic hydroxyl group on the polyphenyl diene-divinylbenzene microspheres of chloromethylation, improves it to what
The adsorption efficiency of stilbene glucoside and selectivity in the Radix Polygoni Multiflori, are the height of stilbene glucoside and other polyphenol compound in Radix Polygoni Multiflori
Effect isolates and purifies offer technical support.
2nd, the phenolic hydroxyl group grafting and modifying adsorbent resin percent grafting prepared by the present invention is controlled, can reach 85.7% percent grafting；
And for stilbene glucoside sample characteristics in Radix Polygoni Multiflori, optimization phenolic hydroxyl group is modified in adsorbent resin, most preferably the containing of functional group
Measure as 2.27 mmol/g, effectively increase separation efficiency.
3rd, the present invention time carrying out methanol surname extraction is limited and is controlled in 24 more than h, can make prepared phenolic hydroxyl group
Modify adsorbent resin in the hole residual component and remove clean, noresidue.
4th, the phenolic hydroxyl group that the present invention is obtained modifies adsorbent resin, can be according to the content of stilbene glucoside in extract, suitably
Adjustment phenolic hydroxyl group modifies the ratio between adsorbent resin and sample Radix Polygoni Multiflori extract to be adsorbed, has being adjusted flexibly property
Advantage.
5th, adopt phenolic hydroxyl group of the present invention to modify adsorbent resin, can separate from polygonum multiflorum medicinal material and obtain purity more than 85%
Stilbene glucoside monomer component, show and good isolate and purify ability.
6th, preparation process is simple of the present invention, technological parameter are easy to control, and prepared phenolic hydroxyl group modification adsorbent resin has stable
Absorption property and adsorption efficiency, the big production of industrial scale can be carried out, have a good application prospect.
Specific embodiment
With reference to specific embodiment, the present invention is described in further detail, in embodiment if no special instructions, adopts
Raw material be ordinary commercial products.
Embodiment 1：A kind of phenolic hydroxyl group modifies the preparation method of adsorbent resin, comprises the steps：
By the polyphenyl diene-divinylbenzene microspheres of chloromethylation, deionized water and methanol fully clean, and remove microsphere hole
Interior residue, then to the microsphere after cleaning, carries out being vacuum dried 4 h at 80 DEG C；Weigh the chlorine that 10 g are vacuum dried
Methylated polyphenyl diene-divinylbenzene microspheres, swelling 12 h in 100 mL Nitrobenzol, add 3.0 g phenol to carry out machine
Tool stirs, and adds 2 g anhydrous zinc chlorides, is heated to 95 DEG C of stirring reaction 4 h, fully dissolves, and friedel-craft post-crosslinking reaction occurs
（Friedel-Crafts post-crosslinking reaction）；Solution after post-crosslinking reaction is filtered, and deionized water rinses washing
Reacted microsphere, until adding silver nitrate solution in the deionized water after washing microsphere, till no longer producing white precipitate,
Obtain phenolic hydroxyl group and modify macroporous adsorbent resin；Wash phenolic hydroxyl group with methanol and modify macroporous adsorbent resin 3 times, and use methanol surname extraction
After 24 h, carry out vacuum lyophilization 4 h, obtain the phenolic hydroxyl group that content of phenolic hydroxyl groups is 2.27 mmol/L and modify macroporous adsorbent resin
Finished product.
Embodiment 2：A kind of phenolic hydroxyl group modifies the preparation method of adsorbent resin, comprises the steps：
By the polyphenyl diene-divinylbenzene microspheres of chloromethylation, deionized water and methanol fully clean, and remove microsphere hole
Interior residue, then to the microsphere after cleaning, carries out being vacuum dried 4.5 h at 83 DEG C；Weigh what 20 g were vacuum dried
Polyphenyl diene-the divinylbenzene microspheres of chloromethylation, swelling 8 h in 200 mL Nitrobenzol, add 5.0 g phenol to carry out machine
Tool stirs, and adds 4 g anhydrous zinc chlorides, is heated to 90 DEG C of reaction 6h, fully dissolves, friedel-craft post-crosslinking reaction occurs
（Friedel-Crafts post-crosslinking reaction）；Solution after post-crosslinking reaction is filtered, and deionized water rinses washing
Reacted microsphere, until adding silver nitrate solution in the deionized water after washing microsphere, till no longer producing white precipitate,
Obtain phenolic hydroxyl group and modify macroporous adsorbent resin；Wash phenolic hydroxyl group with methanol and modify macroporous adsorbent resin 3 times, and use methanol surname extraction
After 26 h, carry out vacuum lyophilization 4.5 h, the phenolic hydroxyl group obtaining content of phenolic hydroxyl groups 1.50 mmol/L modifies macroporous adsorbent resin
Finished product.
Embodiment 3：A kind of phenolic hydroxyl group modifies the preparation method of adsorbent resin, comprises the steps：
By the polyphenyl diene-divinylbenzene microspheres of chloromethylation, deionized water and methanol fully clean, and remove microsphere hole
Interior residue, then to the microsphere after cleaning at 85 DEG C, carries out being vacuum dried 5 h；Weigh the chlorine that 30 g are vacuum dried
Methylated polyphenyl diene-divinylbenzene microspheres, swelling 10 h in 300 mL Nitrobenzol, add 10.0 g phenol to carry out machine
Tool stirs, and adds 6 g anhydrous zinc chlorides, is heated to 93 DEG C of reaction 10 h, fully dissolves, friedel-craft post-crosslinking reaction occurs
（Friedel-Crafts post-crosslinking reaction）；Solution after post-crosslinking reaction is filtered, and deionized water rinses washing
Reacted microsphere, until adding silver nitrate solution in the deionized water after washing microsphere, till no longer producing white precipitate,
Obtain phenolic hydroxyl group and modify macroporous adsorbent resin；Wash phenolic hydroxyl group with methanol and modify macroporous adsorbent resin 3 times, and use methanol surname extraction
28 h, carry out vacuum lyophilization 5 h, and the phenolic hydroxyl group obtaining content of phenolic hydroxyl groups 2.86 mmol/L modifies macroporous adsorbent resin finished product.
Embodiment 4：Above-mentioned phenolic hydroxyl group modifies the method that adsorbent resin is used for isolating and purifying stilbene glucoside in Radix Polygoni Multiflori, bag
Include following steps：
Take 1 kg Radix Polygoni Multiflori to pulverize, after the ethanol water being 60% with volume fraction 10 L soaked overnight, be repeated 3 times 60
DEG C extract 2 h step；After extraction terminates, remove ethanol with Rotary Evaporators, obtain Radix Polygoni Multiflori extractum, Radix Polygoni Multiflori extractum is carried out
Lyophilization, obtains powder Radix Polygoni Multiflori extract, is stored in refrigerator.
Take powder Radix Polygoni Multiflori extract, deionized water dissolves, and is configured to the sample solution that concentration is 10 g/L.Respectively
The above-mentioned phenolic hydroxyl group of 1.0 g is claimed to modify macroporous adsorbent resin and 1.0 g commercialization D101 dried resins（Select in the documents such as Li Huijun
The relatively good resin of absorption property）, it is respectively placed in 250 mL conical flasks, and adds 100 mL sample solutions, in 35 DEG C of perseverances
Warm shaking table, under the rotating speed of 100 rpm/min, continuous absorption 6 h, after absorption terminates, then the ethanol water being 70% with volume fraction
Solution 50 mL, carries out parsing 4 h at 30 DEG C.Parsing terminate after, respectively with HPLC measure surplus solution in stilbene glucoside with
The concentration of rheum emodin, wherein rheum emodin are impurity；Chromatographic condition is：Chromatographic column（Thermo BDS HYPERSIL C18
Column, 4.6 mm × 150 mm, 5 μm）, flow velocity：0.8 mL/min, column temperature：25 DEG C, sample size：5 μ L, Detection wavelength：
280 nm, mobile phase is water（A）And acetonitrile（B）, gradient elution is：0-16min：5-40%（v/v）B phase, 16-17min：40-
60%（v/v）B phase, 17-22min：60-80%（v/v）B phase, 22-25min：80-100%（v/v）B phase, carries out gradient elution.
Result of the test shows, phenolic hydroxyl group of the present invention modifies the polyphenyl diene-divinylbenzene microspheres of chloromethylation, to hexichol
The adsorption capacity of ethylene glycosides is 256.67 mg/g, and in solution after parsing, stilbene glucoside and rheum emodin concentration ratio are 2611.67：
7.00；D101 resin is 87.54 mg/g to the adsorption capacity of stilbene glucoside, stilbene glucoside and Radix Et Rhizoma Rhei in solution after parsing
Plain concentration ratio is 875.42：7.37.Result shows：Phenolic hydroxyl group of the present invention modifies macroporous adsorbent resin（Phenolic hydroxyl group modifies chloromethyl
Polyphenyl diene-the divinylbenzene microspheres changed）Adsorption capacity to stilbene glucoside in Radix Polygoni Multiflori and selectivity, compare D101 tree
Fat is significantly improved.
Embodiment 5：Above-mentioned phenolic hydroxyl group modifies the method that adsorbent resin is used for isolating and purifying stilbene glucoside in Radix Polygoni Multiflori, bag
Include following steps：
Take 1kg Radix Polygoni Multiflori to pulverize, after the ethanol water being 60% with volume fraction 10 L soaked overnight, be repeated 3 times 60 DEG C
The step extracting 2h；After extraction terminates, remove ethanol with Rotary Evaporators, obtain Radix Polygoni Multiflori extractum, Radix Polygoni Multiflori extractum is carried out cold
Lyophilizing is dry, obtains powder Radix Polygoni Multiflori extract, is stored in refrigerator.
Take powder Radix Polygoni Multiflori extract, deionized water dissolves, and is configured to the sample solution that concentration is 10 g/L.Weigh
1.0 g phenolic hydroxyl groups modify macroporous absorption dried resin in 250 mL conical flasks, add 100 mL sample solutions, static at room temperature
Adsorb 12 h；After static adsorption, ethanol water 50 mL being 70% with volume fraction, carry out room temperature and parse 4 h, adsorption equilibrium
With the concentration measuring surplus solution stilbene glucoside after parsing balance respectively with HPLC.
Result of the test shows：Phenolic hydroxyl group of the present invention is modified macroporous adsorbent resin and the adsorption efficiency of stilbene glucoside is reached
84.5%, analyzing efficiency reaches 92.7%, and after parsing, the content of stilbene glucoside is 80.6%.Table is tested by static adsorption-parsing
Bright, phenolic hydroxyl group is modified macroporous adsorbent resin and is used for the isolating and purifying of stilbene glucoside in Radix Polygoni Multiflori, can obtain higher absorption
Efficiency, analyzing efficiency and of a relatively high purity.
Finally illustrate, above example only in order to technical scheme to be described and unrestricted, although with reference to relatively
Good embodiment has been described in detail to the present invention, it will be understood by those within the art that, can be to the skill of the present invention
Art scheme is modified or equivalent, the objective without deviating from technical solution of the present invention and scope, and it all should be covered at this
In the middle of the right of invention.
Claims (5)
1. a kind of phenolic hydroxyl group for isolating and purifying stilbene glucoside in Radix Polygoni Multiflori modifies adsorbent resin it is characterised in that being one
Kind containing phenolic hydroxyl group grafting chloromethylation polystyrene-divinylbenzene microspheres, content of phenolic hydroxyl groups be 1.50 mmol/g ~
2.86 mmol/g, its preparation method comprises the following steps：
（1）By the polystyrene-divinylbenzene microspheres of chloromethylation, deionized water and methanol fully clean, and remove microsphere
The residue of in the hole, then carries out being vacuum dried 4 ~ 5 h to the microsphere after cleaning at 80 ~ 85 DEG C；Described chloromethylation poly-
Styrene-divinylbenzene microsphere, chlorinty is 3.98 mmol/g, and the degree of cross linking is 8%；
（2）Take step（1）The polystyrene-divinylbenzene microspheres of the chloromethylation after vacuum drying, swelling in Nitrobenzol
Afterwards, phenol is added to carry out mechanical agitation；Add anhydrous zinc chloride, be heated to 90 ~ 95 DEG C of stirring reaction 4 ~ 10 h, be uniformly dissolved
There is friedel-craft post-crosslinking reaction；Wherein, the polystyrene-divinylbenzene microspheres of chloromethylation and the mass ratio of phenol are 3:1
~4:1, the polystyrene-divinylbenzene microspheres of chloromethylation and the mass ratio of anhydrous zinc chloride are 5:1, chloromethylation poly-
Styrene-divinylbenzene microsphere is 1 with the mass volume ratio of Nitrobenzol:10；
（3）To step（2）Reacted solution is filtered, and deionized water rinses the microsphere after washing reaction, until to
Add silver nitrate solution in deionized water after washing microsphere, till no longer producing white precipitate, obtain phenolic hydroxyl group and modify absorption tree
Fat；
（4）To step（3）Prepared phenolic hydroxyl group modifies adsorbent resin, carries out 3 washings with methanol, and with methanol surname extraction 24
After ~ 28h, carry out vacuum lyophilization 4 ~ 5 h, obtain phenolic hydroxyl group and modify adsorbent resin finished product.
2. the phenolic hydroxyl group being used for isolating and purifying stilbene glucoside in Radix Polygoni Multiflori according to claim 1 modifies adsorbent resin, its
It is characterised by, described step（2）Middle swelling time is 8 ~ 12 h.
3. the phenolic hydroxyl group being used for isolating and purifying stilbene glucoside in Radix Polygoni Multiflori according to claim 1 modifies adsorbent resin, its
It is characterised by, described step（2）The polystyrene-divinylbenzene microspheres of chloromethylation and the mass ratio of phenol preferably 10:3.
4. phenolic hydroxyl group modifies the method that adsorbent resin is used for isolating and purifying stilbene glucoside in Radix Polygoni Multiflori, comprises the steps：
（1）Take 1 kg Radix Polygoni Multiflori to pulverize, after the ethanol water being 60% with volume fraction 10 L soaked overnight, be repeated 3 times 60 DEG C
Extract 2 h steps；After extraction terminates, remove ethanol with Rotary Evaporators, obtain Radix Polygoni Multiflori extractum；Radix Polygoni Multiflori extractum is freezed
It is dried, obtain powder Radix Polygoni Multiflori extract, be stored in refrigerator；
（2）Take step（1）Powder Radix Polygoni Multiflori extract, deionized water dissolves, and is configured to the sample that concentration is 10 g/L molten
Liquid；
（3）Claim 1.0 g claim 1 ~ 2 arbitrary described phenolic hydroxyl group for isolating and purifying stilbene glucoside in Radix Polygoni Multiflori respectively
Modify macroporous adsorbent resin and 1.0 g D101 dried resins, be respectively placed in 250 mL conical flasks, and be separately added into 100 mL steps
Suddenly（2）Prepared sample solution, in 35 DEG C of constant-temperature tables, under the rotating speed of 100 rpm/min, continuous absorption 6 h；
（4）After absorption terminates, ethanol water 50 mL being 70% with volume fraction, carry out parsing 4 h at 30 DEG C；
（5）The concentration of stilbene glucoside and rheum emodin in surplus solution, wherein rheum emodin after parsing terminates, is measured respectively with HPLC
For impurity.
5. phenolic hydroxyl group modifies the method that adsorbent resin is used for isolating and purifying stilbene glucoside in Radix Polygoni Multiflori, comprises the steps：
（1）Take 1 kg Radix Polygoni Multiflori to pulverize, after the ethanol water being 60% with volume fraction 10 L soaked overnight, be repeated 3 times 60 DEG C
Extract 2 h steps；After extraction terminates, remove ethanol with Rotary Evaporators, obtain Radix Polygoni Multiflori extractum；Radix Polygoni Multiflori extractum is freezed
It is dried, obtain powder Radix Polygoni Multiflori extract, be stored in refrigerator；
（2）Take step（1）Powder Radix Polygoni Multiflori extract, deionized water dissolves, and is configured to the sample that concentration is 10 g/L molten
Liquid；
（3）Weigh the arbitrary described phenolic hydroxyl group for isolating and purifying stilbene glucoside in Radix Polygoni Multiflori of 1.0 g claim 1 ~ 2 to repair
Decorations adsorbent resin, in 250 mL conical flasks, adds 100 mL steps（2）Prepared sample solution, static adsorption 12 at room temperature
h；
（4）After static adsorption, ethanol water 50 mL being 70% with volume fraction, carry out room temperature parsing 4h；
（5）Measure the concentration of surplus solution stilbene glucoside respectively with HPLC after adsorption equilibrium and parsing balance.
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| CN105037602B (en) * | 2015-08-20 | 2017-11-14 | 天津博纳艾杰尔科技有限公司 | Surface phenolic group modified resin and preparation method thereof |
| CN105622823B (en) * | 2016-01-18 | 2017-12-26 | 张玲 | A kind of production method of alkoxy phenol polymeric adsorbent |
| CN109320654B (en) * | 2018-09-18 | 2020-07-31 | 贵州省化工研究院 | Tetrahydroxy stilbene glucoside adsorption material and preparation method thereof |
| CN114307252B (en) * | 2021-12-30 | 2022-09-20 | 南京工业大学 | Process for separating sugar and acid by using quasi-two-dimensional chromatography |
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| CN100488976C (en) * | 2006-12-26 | 2009-05-20 | 南京师范大学 | Method for preparing tetrahydroxy diphenyl ethylene glycoside separated from fleece-flower root |
| CN101560229B (en) * | 2008-04-17 | 2012-07-04 | 霸王（广州）有限公司 | Extracting method of stilbene glycoside of radix-polygoni multiflori extract |
| CN102942701B (en) * | 2012-11-19 | 2014-06-25 | 南京工业大学 | Phenolic hydroxyl group containing ultra-high cross-linking adsorbent resin, preparation method and application thereof |
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