CN109847603A - A kind of method that surface glycosylation improves polymer separation film hydrophily and pollution resistance - Google Patents
A kind of method that surface glycosylation improves polymer separation film hydrophily and pollution resistance Download PDFInfo
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Landscapes
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Abstract
The present invention relates to a kind of methods that surface glycosylation improves polymer separation film hydrophily and pollution resistance, bioactive molecule glycolipid is dissolved in the glycolipid sample for being configured to that concentration is 0.05~4g/L in phosphate PBS buffer solution, dry polymer separation film is immersed in the glycolipid sample again, being placed into revolving speed is 50~200rpm, temperature is Static Adsorption 10min in 25~50 DEG C of shaking tables~for 24 hours, it takes out and is cleaned 6~10 times through deionized water, room temperature dries to obtain the polymer-modified seperation film of surface glycosylation, preparation process of the present invention is simple, green, modified effect is obvious, it is low for equipment requirements, conducive to industrialization large-scale production, surface glycosylation prepared by the present invention improves polymer separation film, both the original excellent bulk properties of polymer separation film had been remained, it is excellent that its is imparted again Hydrophilic and antifouling property, to adsorbance < 5 μ g/cm of bovine serum albumin(BSA) (BSA)2, so that the modified polymer separation film of function of surface water process, in terms of have good application value.
Description
Technical field
The present invention relates to a kind of methods that surface glycosylation improves polymer separation film hydrophily and pollution resistance, belong to high score
The sub- function modified field of separation membrane surface.
Background technique
Polymer separation film has safe and non-toxic, chemical stabilization, good mechanical property, controlled porosity, raw material economics etc. excellent
Point.However, the substances such as protein, bacterium and lipid pass through hydrophobic phase interaction due to the high hydrophobicity of polymer separation film material
Assemble in film surface and fenestra, cause fouling membrane, flux sharply declines, and energy consumption and use cost increase.Especially in blood
In dialysis procedure, this hydrophobic interaction is also easy to cause hemalbumin in the non-specific adhesion of surface of separating film of polymer,
To induce a series of undesirable immune responses, limit its application.In order to overcome the shortcomings of polymer separation film, widen its
The application of separation field, researchers are usually taken the specific surface that either physically or chemically carries out to it and are modified, excellent to obtain
Alloparent is aqueous and stain resistance.Current established polymer film surface hydrophilic modification method has: physical absorption, blending, catalysis
Reaction, ozone treatment, high-energy ray irradiation, corona treatment and the polymerization of ultraviolet light irradiation initiation grafting etc..In these methods
In, physical absorption refers to modified object Molecular Adsorption based on Physical interaction (hydrogen bond, electrostatic, hydrophobic, Van der Waals force etc.)
Membrane material surface is fixed on to realize membrane surface modification.Compared to other method of modifying, there is instrument and equipment to require low, operation letter
The advantages that list is with heavy industrialization application is easy to.
In numerous modified object molecules, sugar is a kind of polyhydroxy carbohydrate with specific biological function.
Surface of separating film of polymer is fixed in glycosyl introducing, the hydrophily of film surface can not only be improved, be effectively improved its pollution resistance, and
And its more special biological function can be assigned.Sugar biological function first is that Pleurotus Ostreatus albumen specificity know
Not, accordingly can also have this specific function through the modified polymer separation film of surface glycosylation, thus in agglutinant protein
It is had potential application in affine separation.
The surface of separating film of polymer glycosylation modification method reported at present predominantly contains sugared small molecule and surface macromolecule
The chemical reaction of chain.This chemical catalysis is cumbersome in the presence of the synthesis of the small molecule containing sugar and pre-treatment step, uses organic solvent environment
Pollution, immobilization glycosyl point/stereoselectivity it is poor the problems such as.Based on this, it is proposed that a kind of novel physical action that is based on will
Surface of separating film of polymer is fixed in glycolipid absorption to bioactive molecule obtained by biofermentation-and green prepares surface glycosylation and changes
The method of property polymer separation film.The physical adsorption process is not only simple, green, efficiently and low for equipment requirements, is suitble to big rule
Mould industrialized production.It is modified through surface glycosylation, do not change membrane material ontology excellent performance, and can assign film excellent table
The multi abilities such as face hydrophily, pollution resistance are with a wide range of applications in membrane surface modification and functional application field.
Rhamnolipid is a kind of common bioactivity glycolipid, has good hydrophily, antibacterial activity, antifouling property,
CN107513324A reports rhamnolipid as biosurfactant, and 1 or 2 β hydroxy fatty acids are contained in structure, are made
Obtaining rhamnolipid has excellent antibacterial activity and stain resistance.CN103070167A reports a kind of rhamnolipid as pesticide
The application of auxiliary agent, can significantly improve hydrophily.
Summary of the invention
The purpose of the present invention is to provide the sides that a kind of surface glycosylation improves polymer separation film hydrophily and pollution resistance
Method imparts polymer film excellent hydrophilicity and antifouling property on the basis of reservation polymer film original excellent performance,
So that its water process, bio-chemistry separation, in terms of have good application value.
To achieve the above object, the present invention adopts the following technical scheme that:
It is more by hydrophobic, electrostatic and Van der Waals force etc. between glycolipid hydrophobic side (beta-hydroxy alkanoic acid ester) and polymer separation film
Kind physical force interaction, by bioactive molecule-glycolipid obtained by biofermentation (such as single rhamnolipid, double rhamnolipids, sophorose
Rouge etc.) it adsorbs and is fixed on the polymer separation film that surface glycosylation modification is prepared in polymer film surface.Surface glycosylation changes
Property impart a variety of excellent properties such as the excellent hydrophily of film, pollution resistance, have in membrane surface modification with regard to functional application field wide
General application value.And modification method for preparing simple process, green, modified effect is obvious, and it is low for equipment requirements, it is conducive to extensive
Industrialized production.
The preparation method specifically includes the following steps:
(1) by bioactive molecule glycolipid, being dissolved in and being configured to concentration in phosphate PBS buffer solution is 0.05~4g/L's
Glycolipid sample；
(2) dry polymer separation film is immersed in the glycolipid sample of step (1) configuration, be placed into revolving speed be 50~
200rpm, temperature are Static Adsorption 10min in 25~50 DEG C of shaking tables~for 24 hours, take out and clean 6~10 times through deionized water, room temperature
It dries to obtain the polymer-modified seperation film of surface glycosylation.
Preferably, the glycolipid is selected from one of single rhamnolipid, double rhamnolipids, sophorolipid or any combination thereof.
Preferably, the pH of the phosphate PBS buffer solution is 6~7.
Preferably, the polymer separation film is polypropylene (PP) microporous barrier, polyacrylonitrile (PAN) ultrafiltration membrane, polysulfones
(PSF) at least one of ultrafiltration membrane, Kynoar (PVDF) ultrafiltration plate or hollow-fibre membrane.
Preferably, the micropore size of the polymer separation film is 0.1~0.5 μm.
Preferably, bioactive molecule glycolipid described in step (1) is using single rhamnolipid, single rhamnose liposoluble of configuration
Liquid concentration is 2g/L；Polymer separation film is polypropylene (PP) microporous barrier that micropore size is 0.22 μm, institute in the step (2)
The temperature for stating shaking table is 25 DEG C, revolving speed 200rpm, and the Static Adsorption time is 4h in the step (2).
Another technical solution of the invention is the surface glycosylation modified poly being prepared using above-mentioned preparation method
Object seperation film.
Preferably, the surface static water contact angle of the polymer-modified seperation film of the surface glycosylation is≤30 °.
Preferably, adsorbance < 5 μs of the polymer-modified seperation film of the surface glycosylation to bovine serum albumin(BSA) (BSA)
g/cm2。
Another technical solution of the invention is that the above-mentioned polymer-modified seperation film of surface glycosylation is as stain resistant material
Using.
Present invention advantageous effects obtained:
(1) present invention is surface modified modification to polymer separation film using bioactive molecule-glycolipid, is not changing
While membrane body excellent performance, the excellent hydrophily of polymer separation film and antifouling property, surface sugar of the invention are imparted
Baseization improves polymer separation film especially suitable for fields such as water process, bio-chemistry separation, haemodialysis.
(2) present invention by glycolipid hydrophobic side (beta-hydroxy alkanoic acid ester) and membrane material surface physics power (electrostatic, Van der Waals,
It is hydrophobic) action principle, bioactive molecule glycolipid is dissolved in phosphate PBS buffer solution, and to be configured to certain density glycolipid molten
Polymer separation film is immersed by certain technique and carries out Static Adsorption certain time in glycolipid sample by liquid, to polymer point
Physical modification is carried out from film；The preferential glycolipid of the present invention prepares glycolipid sample 2g/L, Static Adsorption time using single rhamnolipid
4h has reached the modified technique of optimal polypropylene (PP) microporous barrier；
(3) the Modified Membrane modified effect of this method of the invention preparation is significant, and method of modifying is very simple, to equipment requirement
It is low, it is easy to industrialization large-scale production, the modified glycolipid amount used is less, but modified polymer separation film is with good
Hydrophily and antifouling property, to adsorbance < 5 μ g/cm of bovine serum albumin(BSA) (BSA)2。
Detailed description of the invention
The drawings described herein are used to provide a further understanding of the present invention, constitutes part of this application, this hair
Bright illustrative embodiments and their description are used to explain the present invention, and are not constituted improper limitations of the present invention.
In the accompanying drawings:
Attached drawing 1 is polypropylene (PP) microporous barrier adsorption rate and water absorption rate variation under different single rhamnolipid concentration；
Attached drawing 2 is that polypropylene (PP) microporous modification front and rear surfaces water contact angle changes under different single rhamnolipid concentration；
Attached drawing 3 is modified polypropene (PP) microporous barrier Static Adsorption adsorption curve in different time periods；
Attached drawing 4 is the Fourier transform infrared spectroscopy (FTIR) before and after polypropylene (PP) microporous modification；
Attached drawing 5 is the standard curve of bovine serum albumin(BSA) (BSA)；
Specific embodiment
Hereinafter reference will be made to the drawings, illustrates or describe in detail technical solution of the present invention by way of example.It needs herein
It is noted that the descriptions of the manners of these embodiments are used to facilitate the understanding of the present invention, but do not constitute to limit of the invention
It is fixed.
The terms "and/or", only a kind of incidence relation for describing affiliated partner, indicates that there may be three kinds of passes
System, for example, A and/or B, can indicate: individualism A, individualism B exist simultaneously tri- kinds of situations of A and B, the terms
"/and " it is to describe another affiliated partner relationship, indicate may exist two kinds of relationships, for example, A/ and B, can indicate: individually depositing
In A, two kinds of situations of individualism A and B, in addition, character "/" herein, typicallying represent forward-backward correlation object is a kind of "or" pass
System.
Embodiment 1
A kind of method that surface glycosylation improves polyacrylonitrile (PAN) ultrafiltration membrane hydrophily and pollution resistance, including following step
It is rapid:
(1) it by bioactive molecule list rhamnolipid, is dissolved in the phosphate PBS buffer solution that pH is 6 and is configured to concentration
For single rhamnolipid solution of 0.05g/L；
(2) polyacrylonitrile (PAN) ultrafiltration membrane that dry micropore size is 0.5 μm is immersed to single mouse of step (1) configuration
In Lee's glycolipid sample, being placed into revolving speed is 50rpm, and temperature is that Static Adsorption for 24 hours, clean through deionized water by taking-up in 25 DEG C of shaking tables
10 times, room temperature dries to obtain surface glycosylation modified polyacrylonitrile (PAN) ultrafiltration membrane.
Embodiment 2
A kind of method that surface glycosylation improves polysulfones (PSF) ultrafiltration membrane hydrophily and pollution resistance, comprising the following steps:
(1) by the double rhamnolipids of bioactive molecule, it is dense to be configured in 6.5 phosphate PBS buffer solution to be dissolved in pH
Degree is double rhamnolipid solution of 2g/L；
(2) polysulfones (PSF) ultrafiltration membrane that dry micropore size is 0.3 μm is immersed to double rhamnoses of step (1) configuration
In lipoprotein solution, being placed into revolving speed is 125rpm, and temperature is Static Adsorption 12h in 37.5 DEG C of shaking tables, is taken out through deionized water cleaning 8
Secondary, room temperature dries to obtain surface glycosylation modified polysulfone (PSF) ultrafiltration membrane.
Embodiment 3
A kind of method that surface glycosylation improves polyester hollow-fibre membrane hydrophily and pollution resistance, comprising the following steps:
(1) together by the double rhamnolipids of bioactive molecule and sophorolipid, it is dissolved in the phosphate PBS buffer solution that pH is 7
In be configured to concentration be 4g/L mixing glycolipid sample；
(2) the polyester hollow-fibre membrane that dry micropore size is 0.1 μm is immersed to the mixed sugar liposoluble of step (1) configuration
In liquid, being placed into revolving speed is 200rpm, and temperature is Static Adsorption 10min in 50 DEG C of shaking tables, takes out and cleans 6 times through deionized water,
Room temperature dries to obtain surface glycosylation modified poly ester hollow-fibre membrane.
The present invention passes through hydrophobic, electrostatic and Van der Waals between glycolipid hydrophobic side (- hydroxyalkanoate) and polymer separation film
A variety of physical force interactions such as power, by bioactive molecule-glycolipid obtained by biofermentation, such as single rhamnolipid, double rhamnoses
The absorption such as rouge, sophorolipid are fixed on polymer film surface and the modified polymer separation film of surface glycosylation are prepared, according to this
The all glycolipids of the above-mentioned physical principle of invention are using one of single rhamnolipid, double rhamnolipids, sophorolipid or any combination thereof
Or other bioactive molecule glycolipids, polymer separation film using polypropylene (PP) microporous barrier, polyacrylonitrile (PAN) ultrafiltration membrane,
The seperation films such as polysulfones (PSF) ultrafiltration membrane, Kynoar (PVDF) ultrafiltration plate or hollow-fibre membrane can reach identical change
Property effect, in following embodiment of the invention applicant emphatically using single rhamnolipid as bioactive molecule glycolipid, with gather
Propylene pp microporous barrier for seperation film as being explained in more detail the present invention and illustrate technical effect of the invention.
Embodiment 4
(1) bioactive molecule list rhamnolipid is dissolved in the phosphate PBS buffer solution that pH is 6~7, is respectively configured
It is single rhamnolipid solution of 0.05g/L, 0.1g/L, 0.25g/L, 0.5g/L, 1g/L, 2g/L, 4g/L various concentration at concentration；
(2) polypropylene (PP) microporous barrier that dry micropore size is 0.22 μm is immersed respectively to step (1) configuration
In single rhamnolipid solution of a variety of various concentrations, 25 DEG C of shaking tables, 200rpm are placed into, Static Adsorption certain time takes out warp
Deionized water is cleaned 6~10 times, and room temperature dries to obtain a variety of surface glycosylation modified polypropene (PP) microporous barriers.
Its weight W is surveyed to polypropylene (PP) microporous barrier of the drying before the single rhamnolipid solution of immersion1；Using step (1)
A variety of surface glycosyls that single rhamnolipid solution of the various concentration of configuration obtains after the process of identical step (2)
Change modified polypropene (PP) microporous barrier, surveys its weight W respectivelyx, wherein x is 1~7, W1~W7Correspond respectively to using it is above-mentioned not
Single rhamnolipid solution with concentration is by the weight of surface glycosylation modified polypropene (PP) microporous barrier obtained after step (2) processing
Amount, calculate separately surface glycosylation modified polypropene (PP) microporous barrier adsorption rate=(Wx-W1)/W1* 100%, adsorption rate is surveyed
Test result is shown in Fig. 1.
Shown in Figure 1, from figure 1 it appears that the raising of the concentration with single rhamnolipid, surface glycosylation is modified
Polypropylene (PP) microporous barrier falls after rising to the adsorption efficiency of single rhamnolipid.When the concentration of single rhamnolipid is 2g/L, table
Face glycosylation modification polypropylene (PP) microporous barrier is up to 13.4% to its adsorption efficiency.
A variety of surface glycosylation modified polypropene (PP) microporous barriers of above-mentioned preparation are put into pure water and stand 5h, takes out and uses
Filter paper suck dry moisture surveys its weight G respectivelyX, wherein x is 1~7, G1~G7Correspond respectively to the list using above-mentioned various concentration
Surface glycosylation modified polypropene (PP) microporous barrier that rhamnolipid solution obtains after handling by step (2) is after immersion processing
Weight, calculate separately its water absorption rate=(GX–Wx)/Wx* 100%, water absorption rate test the result is shown in Figure 1.
With continued reference to Fig. 1, from figure 1 it appears that the raising of the concentration with initial modified single rhamnolipid, surface sugar
The water-taking efficiency of base modified polypropene (PP) microporous barrier is fallen after rising.When the concentration of single rhamnolipid is 2g/L, surface sugar
The water-taking efficiency of base modified polypropene (PP) microporous barrier is up to about 80%.
A variety of surface glycosylation modified polypropene (PP) microporous barriers of above-mentioned preparation are subjected to the survey of surface static water contact angle
Fixed experiment, it is shown in Figure 2.From figure 2 it can be seen that the raising of the concentration with single rhamnolipid, surface glycosylation is modified
The water contact angle of polypropylene (PP) micropore film surface is constantly down to 30 ° or less even water droplet moments through film, and when single mouse
When the concentration of Lee's glycolipid is 2g/L, contact angle is relatively minimal.It can be seen that surface glycosylation modified polypropene (PP) microporous barrier
With excellent hydrophilicity.
Embodiment 5
(1) by single rhamnolipid, it is dissolved in single rhamnose liposoluble that concentration 2g/L is configured in phosphate PBS buffer solution
Liquid；
(2) polypropylene (PP) microporous barrier that micropore size is 0.22 μm is dried and surveys its weight T1.By the polypropylene
(PP) microporous barrier immerses in single rhamnolipid solution, is placed into 25 DEG C of shaking tables, and 200rpm adsorbs certain time.It is taken out every 1h
(1h, 2h, 3h, 4h, 5h, 6h), is cleaned with ionized water and room temperature is dried, and obtains modified polypropylene (PP) micropore of surface glycosylation
Film surveys its weight Tx, x is 1~6, T1~T6Correspond respectively to what the surface glycosylation that above-mentioned interval different time sections are tested was modified
The weight of polypropylene (PP) microporous barrier, calculates to obtain adsorption rate=(Tx-T1)/T1* 100%, test result is shown in Fig. 3.
As shown in figure 3, polypropylene (PP) microporous barrier adsorption list rhamnolipid has reached saturation shape after adsorbing 4h
State, it is preferred that the Static Adsorption certain time is 4h.
Embodiment 6
Surface glycosylation modified polypropene (PP) microporous barrier prepared by embodiment 5 carries out the test of surface fourier infrared,
Unmodified polypropylene (PP) microporous barrier is as control, referring to fig. 4, the results showed that, surface glycosylation modified polypropene (PP) is micro-
Pore membrane has had more two peaks, in 1740.81cm-1Place is the stretching vibration area of single rhamnolipid hydrophobic side C=O；In 3200cm-1-
3500cm-1It is the broad peak that single rhamnolipid water-wet side O-H stretching vibration is formed.It can be seen that multiple list rhamnolipid is successfully fixed
It is realized in polypropylene (PP) micropore film surface surface modified.
Embodiment 7
The ox blood that the pH for configuring 0.025g/L, 0.05g/L, 0.1g/L, 0.2g/L, 0.3g/L various concentration is 7.4 is pure
Albumen (BSA) phosphate PBS buffer solution solution takes 20 μ L BSA albumen in 96 orifice plates, adds the examination of 200 μ L Coomassie brilliant blues
Agent, is protected from light 2~3min in room temperature, measures light absorption value at OD595 with microplate reader, draws the standard curve of BSA, such as Fig. 5
It is shown.
The modified polypropylene (PP) of surface glycosylation prepared by blank unmodified polypropylene (PP) microporous barrier and embodiment 5
Microporous barrier is placed in the BSA solution of 4mL 0.2g/L, places 32h, takes 20 μ L BSA solution that 200 μ L coomassie brilliant blue stainings are added
Reagent surveys OD595 with microplate reader, calculate unit area BSA protein adsorbance, it is specific that adsorb test result as shown in table 1.
It is compared as known from Table 1 with the unmodified polypropylene of blank (PP) microporous barrier, surface glycosylation modified polypropene (PP)
The BSA protein adsorption quantity of microporous barrier decreased significantly, from 25.97 μ g/cm2It is down to 4.46 μ g/cm2.It is modified, due to polymer
The introducing of separation membrane surface glycosyl increases film surface hydrophilicity, due to the presence of hydrated sheath, in BSA protein and basilar memebrane
Between form good barrier layer, significantly reduce BSA protein in the non-specific adhesion of surface of separating film of polymer,
To improve the stain resistance of film, the polymer-modified seperation film of the surface glycosylation is suitable for as stain resistant material.
BSA protein adsorption situation before and after 1 polypropylene of table (PP) microporous modification
The above description is only a preferred embodiment of the present invention or embodiment is enumerated, and is not intended to restrict the invention, for
For those skilled in the art, the present invention in bioactive molecule glycolipid, polymer separation film be not restricted to this, it is all
Within spirit and principles of the present invention, any modification, equivalent replacement, improvement and so on should be included in protection of the invention
Within the scope of.
Claims (10)
1. a kind of method that surface glycosylation improves polymer separation film hydrophily and pollution resistance, which is characterized in that including following
Step:
(1) by bioactive molecule glycolipid, it is dissolved in the glycolipid for being configured to that concentration is 0.05~4g/L in phosphate PBS buffer solution
Solution；
(2) dry polymer separation film is immersed in the glycolipid sample of step (1) configuration, be placed into revolving speed be 50~
200rpm, temperature are Static Adsorption 10min in 25~50 DEG C of shaking tables~for 24 hours, take out and clean 6~10 times through deionized water, room temperature
It dries to obtain the polymer-modified seperation film of surface glycosylation.
2. the method that surface glycosylation according to claim 1 improves polymer separation film hydrophily and pollution resistance, special
Sign is that the glycolipid is selected from one of single rhamnolipid, double rhamnolipids, sophorolipid or any combination thereof.
3. the method that surface glycosylation according to claim 1 improves polymer separation film hydrophily and pollution resistance, special
Sign is that the pH of the phosphate PBS buffer solution is 6~7.
4. the side that surface glycosylation according to claim 1-3 improves polymer separation film hydrophily and pollution resistance
Method, which is characterized in that the polymer separation film is polypropylene (PP) microporous barrier, polyacrylonitrile (PAN) ultrafiltration membrane, polysulfones
(PSF) at least one of ultrafiltration membrane, Kynoar (PVDF) ultrafiltration plate or hollow-fibre membrane.
5. the side that surface glycosylation according to claim 1-3 improves polymer separation film hydrophily and pollution resistance
Method, which is characterized in that the micropore size of the polymer separation film is 0.1~0.5 μm.
6. the side that surface glycosylation according to claim 1-3 improves polymer separation film hydrophily and pollution resistance
Method, which is characterized in that bioactive molecule glycolipid described in step (1) is using single rhamnolipid, single rhamnose liposoluble of configuration
Liquid concentration is 2g/L；Polymer separation film is polypropylene (PP) microporous barrier that micropore size is 0.22 μm, institute in the step (2)
The temperature for stating shaking table is 25 DEG C, revolving speed 200rpm, and the Static Adsorption time is 4h in the step (2).
7. a kind of polymer-modified point of the surface glycosylation being prepared using preparation method described in any one of claims 1-6
From film.
8. the polymer-modified seperation film of surface glycosylation according to claim 7, which is characterized in that the surface glycosyl
The surface static water contact angle for changing polymer-modified seperation film is≤30 °.
9. the polymer-modified seperation film of surface glycosylation according to claim 7, which is characterized in that the surface glycosyl
Change polymer-modified seperation film to adsorbance < 5 μ g/cm of bovine serum albumin(BSA) (BSA)2。
10. according to the polymer-modified seperation film of the described in any item surface glycosylations of claim 7-9 answering as stain resistant material
With.
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