CN110201545A - A kind of preparation method of antibacterial high-flux nanofiltration membrane - Google Patents
A kind of preparation method of antibacterial high-flux nanofiltration membrane Download PDFInfo
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
- B01D61/02—Reverse osmosis; Hyperfiltration ; Nanofiltration
- B01D61/027—Nanofiltration
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0002—Organic membrane manufacture
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D69/00—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
- B01D69/02—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor characterised by their properties
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D69/00—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
- B01D69/12—Composite membranes; Ultra-thin membranes
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
- B01D71/66—Polymers having sulfur in the main chain, with or without nitrogen, oxygen or carbon only
- B01D71/68—Polysulfones; Polyethersulfones
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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Abstract
The present invention provides a kind of preparation method of antibacterial high-flux nanofiltration membrane, polysulfone ultrafiltration membrane is subjected to an interface polymerization reaction by the first aqueous phase solution and oil-phase solution processing first, then it will contain Cucurbituril and 1, second aqueous phase solution of 2- benzisothiazole-3-ketone is poured over nascent state film surface and carries out secondary interface polymerization, it is heat-treated after outwelling the second aqueous phase solution, finally diaphragm taking-up is washed, obtains composite nanometer filtering film.Utilize host-guest interaction stronger between Cucurbituril, by 1,2- benzisothiazole-3-ketone inclusion is in Cucurbituril cavity, it is introduced into aramid layer by secondary interface polymerization again, it can be obviously improved the anti-microbial property and water flux of nanofiltration membrane, durable antibacterial effect is effective, and influences on the salt rejection rate of film smaller, this method is simple and effective, safety and environmental protection, is easy to implement industrialized production.
Description
Technical field
The invention belongs to nanofiltration fields, and in particular to a kind of preparation method of antibacterial high-flux nanofiltration membrane.
Background technique
Nanofiltration is a kind of pressure-driven membrane separating process between reverse osmosis between ultrafiltration, and the core of nanofiltration is to receive
Filter membrane.The maximum application field of nanofiltration membrane is the softening of drinking water and the removing of organic matter, with the improvement of living standards and ring
Border pollution is on the rise, and people become more concerned with drinking water quality.Traditional drinking water treatment mainly passes through flocculation, sinks
Drop, sand filtration and chlorination are made a return journey suspended matter and bacterium in water removal, and very low to the removal efficiency of various dissolved matters.It receives
Filter membrane can microorganism, suspended solid, bacterium and pathogen and micro quantity organic pollutant in trap water, moreover, nanofiltration membrane
Water hardness can also be effectively reduced, it is inorganic to remove nitrate, arsenic, fluoride and heavy metal being harmful to the human body in drinking water etc.
Pollutant.Therefore, the attention of people is increasingly subject to using nanofiltration membrane as " Advanced Treatment of Drinking Water " of core.
But in actual application, membrane pollution problem but restricts nanofiltration membrane and is widely applied and further develops,
The especially film surface microbial contamination as caused by the microorganism adsorptions such as bacterium, fungi in water, causes membrane separating property to decline, and
Cleaning is very difficult, reduces the economy of nanofiltration application, and drinking water safety threatens to treated.It is conventional
Method is periodically to carry out sterilization processing to film, and clean using medicament, but want fundamentally to solve this problem, most effective
Method is to improve the antibiotic property of nanofiltration film surface.
For a long time, people, which are typically employed in nanofiltration membrane preparation process, introduces inorganic antibacterial nanoparticle or antibacterial base
Group, surface coat the methods of antibacterial agent to improve the anti-microbial property of film surface.Chinese patent CN 104548951A discloses one kind
The preparation method of high salt-stopping rate antibacterial composite nanometer filtering film passes through be modified film and chitosan quaternary ammonium salt after the completion of interfacial polymerization
Attapulgite contact preparation goes out antibacterial nanofiltration membrane.Chinese patent CN 107983158A selects polyethyleneimine as aqueous phase monomers,
The composite nanometer filtering film that surface has a large amount of amino is prepared, then is complexed with antibacterial metal ions, the anti-of composite nanometer filtering film is improved
Bacterium performance.Chinese patent CN 103263862A prepares surface by the trichloro-benzenes oxygen formyl chloride of the addition antibiotic property in oily phase
Composite nanometer filtering film with antibiotic property organic group.
Although the antibiotic property of nanofiltration film surface can be improved in these methods, but there is many shortcomings, as introduced
Inorganic antibacterial particle dispersibility is poor and be easy to be lost in actual use, the processing time needed for antibacterial modified process compared with
The disadvantages of long, film antibacterial effect is general.
Summary of the invention
It is an object of the present invention to which it is high-throughput to provide a kind of antibacterial for deficiency present in above-mentioned membrane modifying technology
The preparation method of nanofiltration membrane can be obviously improved the anti-microbial property and water flux of nanofiltration membrane, and smaller on the influence of the salt rejection rate of film,
This method is simple and effective, safety and environmental protection, is easy to implement industrialized production.
The present invention adopts the following technical scheme:
A kind of preparation method of antibacterial high-flux nanofiltration membrane, comprising the following steps:
(1) polysulfone ultrafiltration membrane that non-woven fabrics supports is fixed, prepared first aqueous phase solution is poured over ultrafiltration membrane table
Face impregnates 1~5min, removes ultrafiltration membrane surface residual solution after outwelling the first aqueous phase solution；
(2) prepared pyromellitic trimethylsilyl chloride oil-phase solution is then poured over ultrafiltration membrane surface and carries out an interfacial polymerization
Reaction, reaction time are 20~60s, outwell and directly adopt air knife or air knife after oil-phase solution and uniformly purge up to film surface is without residual
Stay solvent；
(3) prepared second aqueous phase solution is then poured over to the nascent state film surface formed in step (2) and carries out two
Secondary interfacial polymerization, reaction time are 10~30s,
(4) it after the completion of secondary response, outwells the second aqueous phase solution and diaphragm is put into 80~100 DEG C of baking ovens and carry out hot place
Reason, heat treatment time are 5~10min, finally wash diaphragm taking-up, obtain composite nanometer filtering film.
Preferably, the first aqueous phase solution in the step (1) includes piperazine and acid absorbent, the acid absorbent is preferably
Tertiary sodium phosphate, wherein the concentration of piperazine is 0.2~2.0wt%, and the concentration of the acid absorbent is 0.5~3.0wt%.
Preferably, the oil-phase solution in the step (2) includes pyromellitic trimethylsilyl chloride and organic solvent, wherein equal benzene
The concentration of three formyl chlorides is 0.1~0.4wt%.
Preferably, the organic solvent is selected from the isomeric alkane hydro carbons that boiling point is higher than 160 DEG C, further preferably Isopar
G, one of Isopar H and Isopar L or a variety of mixed solvents.
Preferably, the second aqueous phase solution in the step (3) includes piperazine, Cucurbituril and 1,2- benzisothiazole
Quinoline -3- ketone.
Preferably, Cucurbituril used in the second aqueous phase solution in the step (3) is cucurbit [5] urea, cucurbit [6]
Urea, cucurbit [7] urea or cucurbit [8] urea, further preferably cucurbit [7] urea.
Preferably, the concentration of the Cucurbituril is 0.1~2.0wt%, further preferably 0.1~1.0wt%.
Preferably, the concentration of 1,2-benzisothiazolin-3-one is in the second aqueous phase solution in the step (3)
0.01~0.2wt%, further preferably 0.01~0.1wt%.
Preferably, 1,2-benzisothiazolin-3-one and Cucurbituril in the second aqueous phase solution in the step (3)
Mass ratio is 1:5~1:50, further preferably 1:10.
Preferably, the concentration of piperazine is 0.1~1.0wt%, the second water in the second aqueous phase solution in the step (3)
Acid absorbent is not added in phase solution.
Preferably, the process for preparation of the second aqueous phase solution are as follows: Cucurbituril is dissolved in pure water, then stirs one on one side
1,2-benzisothiazolin-3-one liquid is added in side, finally in aqueous solution by piperazine dissolved, the second aqueous phase solution is made；Its
Middle 1,2- benzisothiazole-3-ketone liquid need to be slowly added to.
Compared with prior art, the beneficial effects of the present invention are:
The present invention provides a kind of simple and effective, safety and environmental protection, is easy to implement the antibacterial high-flux nanofiltration membrane of industrialized production
Preparation method.The hydrophobic internal cavities having using Cucurbituril and two symmetrical polar carbonyl ports, can be with antibacterial agent 1,2-
Benzisothiazole-3-ketone generates stronger host-guest interaction, the hydrophobic virtue in 1,2-benzisothiazolin-3-one molecule
Ring enters the cavity of Cucurbituril, and the secondary amino group in molecule and port carbonyl form hydrogen bond, and 1,2-benzisothiazolin-3-one can
To be retained in aramid layer surface and not in the Cucurbituril with special construction, then through secondary interface polymerization by inclusion
It is easy to run off.The Cucurbituril being dispersed in aramid layer constructs new aquaporin, improves because having biggish cavity structure
The water flux of nanofiltration membrane, the 1,2-benzisothiazolin-3-one of inclusion is by the active part on heterocycle by destroying biology
Intracellular DNA molecular can effectively kill the microorganisms such as the bacterium contacted with surface, fungi, be obviously improved nanofiltration membrane
Anti-microbial property, and the salt rejection rate of film will not be affected greatly.
Specific embodiment
Technical solution of the present invention is described in further detail combined with specific embodiments below, but protection scope of the present invention
It is not limited to that.
1. a composite nanometer filter membrane separating property for pair preparation is evaluated and is mainly characterized by two characteristic parameters, i.e. film
Water flux and salt rejection rate.
Water flux (LMH) is defined as: under the conditions of certain operating pressure, through the water of effective membrane area in the unit time
Volume.
Salt rejection rate calculation formula: R=(1-Cp/Cf) × 100%, R represents rejection, C in formulafAnd CpRespectively penetrate
The concentration (ppm) of salt in liquid and feeding liquid.
The test condition of diaphragm separating property of the present invention are as follows: feeding liquid is the magnesium sulfate solution of 2000ppm, feed liquid temperature
It is 25 DEG C, operating pressure 0.4MPa.
2. diaphragm antibacterial effect quantitative detection:
Antibacterial examination criteria refer to national standard GB/T 37206-2018, specifically by antibacterial nanofiltration membrane cut into 40mm ×
The sample of 40mm contacts above-mentioned sample with Escherichia coli (ATCC 25922) bacterium solution of 100 μ L, in 37 DEG C of constant incubator
Then middle culture 2h uses 10mL PBS buffer solution repeated flushing sample, viable bacteria culture is carried out after taking washing lotion to make appropriate dilution and is counted,
And test is compared to common nanofiltration membrane (being free of antimicrobial component).Sterilizing rate calculates as follows:
Sterilizing rate=((NB-NA)/NB) × 100%, N in formulaBRepresent common nanofiltration membrane sample viable count (CFU), NAIt represents
Antibacterial nanofiltration membrane sample viable count (CFU).
Embodiment 1
(1) polysulfone ultrafiltration membrane that non-woven fabrics supports is fixed, by prepared piperazine containing 1.0wt% and 2.0wt% phosphoric acid
First aqueous phase solution of trisodium is poured over ultrafiltration membrane surface, and dip time 2min uses rubber rollers after outwelling the first aqueous phase solution
Rolling removes ultrafiltration membrane surface residual solution；
(2) the Isopar L oil-phase solution of the prepared pyromellitic trimethylsilyl chloride containing 0.2wt% is then poured over ultrafiltration membrane
Surface carries out an interface polymerization reaction, and reaction time 40s does not do any heat treatment after outwelling oil-phase solution, using air knife
Or air knife uniformly purges until film surface noresidue solvent；
(3) then by prepared piperazine containing 0.3wt%, 0.4wt% cucurbit [7] urea and 0.04wt%1,2- benzisothia
Second aqueous phase solution of oxazoline -3- ketone is poured over above-mentioned film surface and carries out secondary interface polymerization, reaction time 20s, wherein the
The process for preparation of two aqueous phase solutions are as follows: cucurbit [7] urea is dissolved in pure water, 1,2- benzene is then slowly added dropwise while stirring
And finally in aqueous solution by piperazine dissolved the second aqueous phase solution is made in isothiazoline -3- ketone liquid；
(4) it after the completion of secondary response, outwells the second aqueous phase solution and diaphragm is put into 90 DEG C of baking ovens and be heat-treated, heat
The processing time is 5~10min, finally washes diaphragm taking-up, obtains composite nanometer filtering film.
Embodiment 2
It is in place of the present embodiment and the main distinction of embodiment 1, cucurbit in the second aqueous phase solution in the step (3)
[7] concentration of urea and 1,2- benzisothiazole-3-ketone is respectively 0.2wt% and 0.02wt%.
Embodiment 3
It is in place of the present embodiment and the main distinction of embodiment 1, cucurbit in the second aqueous phase solution in the step (3)
[7] concentration of urea and 1,2- benzisothiazole-3-ketone is respectively 1.0wt% and 0.1wt%.
Embodiment 4
It is in place of the present embodiment and the main distinction of embodiment 1, cucurbit in the second aqueous phase solution in the step (3)
[7] concentration of urea and 1,2- benzisothiazole-3-ketone is respectively 1.5wt% and 0.15wt%.
Comparative example 1
Be in place of the main distinction of this comparative example and embodiment 1: in the second aqueous phase solution in the step (3) containing only
0.3wt% piperazine.
Separating property and antibacterial effect test are carried out respectively to composite nanometer filtering film prepared by Examples 1 to 4 and comparative example 1,
Test result is shown in Table 1.
Table 1
It can be seen that from the test result of Examples 1 to 5 and comparative example 1 and do not add cucurbit [7] urea in second aqueous phase solution
When with 1,2-benzisothiazolin-3-one, the nanofiltration membrane of preparation does not have any antibiotic property, when cucurbit [7] urea and 1,2- benzisoxa
When the concentration of thiazoline -3- ketone is respectively 0.4wt% and 0.04wt%, the nanometer filtering film water flux of preparation is obviously improved, sterilization
Rate is more than 90%, and salt rejection rate only has dropped 0.3%.
Embodiment 5
It is in place of the present embodiment and the main distinction of embodiment 1,1,2- in the second aqueous phase solution in the step (3)
The concentration of benzisothiazole-3-ketone is 0.08wt%.
Embodiment 6
It is in place of the present embodiment and the main distinction of embodiment 1,1,2- in the second aqueous phase solution in the step (3)
The concentration of benzisothiazole-3-ketone is 0.02wt%.
Embodiment 7
It is in place of the present embodiment and the main distinction of embodiment 1,1,2- in the second aqueous phase solution in the step (3)
The concentration of benzisothiazole-3-ketone is 0.01wt%.
Comparative example 2
It is in place of this comparative example and the main distinction of embodiment 1, does not add in the second aqueous phase solution in the step (3)
Add 1,2- benzisothiazole-3-ketone.
Separating property and antibacterial effect test are carried out respectively to composite nanometer filtering film prepared by embodiment 5~7 and comparative example 2,
Test result is shown in Table 2.
Table 2
Embodiment 8
It is in place of the present embodiment and the main distinction of embodiment 1: piperazine in the second aqueous phase solution in the step (3)
Concentration be 0.1wt%.
Embodiment 9
It is in place of the present embodiment and the main distinction of embodiment 1: piperazine in the second aqueous phase solution in the step (3)
Concentration be 0.6wt%.
Embodiment 10
It is in place of the present embodiment and the main distinction of embodiment 1: piperazine in the second aqueous phase solution in the step (3)
Concentration be 1.0wt%.
Comparative example 3
It is in place of this comparative example and the main distinction of embodiment 1: does not add in the second aqueous phase solution in the step (3)
Add piperazine monomer.
Separating property and antibacterial effect test are carried out respectively to composite nanometer filtering film prepared by embodiment 8~10 and comparative example 3,
Test result is shown in Table 3.
Table 3
It can be seen that from the test result of embodiment 8~10 and comparative example 3 and do not add piperazine monomer in second aqueous phase solution
Shi Wufa forms complete secondary aramid layer, and the nanometer filtering film water flux of preparation is higher, but salt rejection rate and anti-microbial property are poor.
Claims (10)
1. a kind of preparation method of antibacterial high-flux nanofiltration membrane, which comprises the steps of:
(1) polysulfone ultrafiltration membrane is fixed, prepared first aqueous phase solution is poured over ultrafiltration membrane surface, impregnates 1~5min,
Ultrafiltration membrane surface residual solution is removed after falling the first aqueous phase solution；
(2) and then by prepared pyromellitic trimethylsilyl chloride oil-phase solution it is anti-to be poured over a ultrafiltration membrane surface interfacial polymerization of progress
It answers, the reaction time is 20~60s, outwells and directlys adopt air knife or air knife after oil-phase solution and uniformly purge up to film surface noresidue
Solvent；
(3) prepared second aqueous phase solution is then poured over to the nascent state film surface formed in step (2) and carries out secondary boundary
Face polymerization, reaction time are 10~30s.；
(4) it after the completion of secondary response, outwells the second aqueous phase solution and diaphragm is put into 80~100 DEG C of baking ovens and be heat-treated,
Heat treatment time is 5~10min, finally washes diaphragm taking-up, obtains composite nanometer filtering film.
2. preparation method according to claim 1, it is characterised in that: the first aqueous phase solution in the step (1) includes
Piperazine and acid absorbent, the acid absorbent are preferably tertiary sodium phosphate, wherein the concentration of piperazine is 0.2~2.0wt%, the suction acid
The concentration of agent is 0.5~3.0wt%.
3. preparation method according to claim 1, it is characterised in that: the oil-phase solution in the step (2) includes equal benzene
Three formyl chlorides and organic solvent, wherein the concentration of pyromellitic trimethylsilyl chloride is 0.1~0.4wt%.
4. preparation method according to claim 3, it is characterised in that: the organic solvent is selected from boiling point and is higher than 160 DEG C
Isomeric alkane hydro carbons, it is preferred that the organic solvent is selected from one of Isopar G, Isopar H and IsoparL or a variety of
Mixed solvent.
5. preparation method according to claim 1, it is characterised in that: the second aqueous phase solution in the step (3) includes
Piperazine, Cucurbituril and 1,2- benzisothiazole-3-ketone.
6. preparation method according to claim 5, it is characterised in that: make in the second aqueous phase solution in the step (3)
Cucurbituril is cucurbit [5] urea, cucurbit [6] urea, cucurbit [7] urea or cucurbit [8] urea, preferably cucurbit [7] urea.
7. preparation method according to claim 5 or 6, it is characterised in that: in the second aqueous phase solution in the step (3)
The concentration of 1,2-benzisothiazolin-3-one be 0.01~0.2wt%, preferably 0.01~0.1wt%, the Cucurbituril it is dense
Degree is 0.1~2.0wt%, preferably 0.1~1.0wt%.
8. preparation method according to claim 1-7, it is characterised in that: the second water phase is molten in the step (3)
The mass ratio of 1,2-benzisothiazolin-3-one and Cucurbituril is 1:5~1:50, preferably 1:10 in liquid.
9. preparation method according to claim 1-6, it is characterised in that: the second water phase in the step (3)
The concentration of piperazine is 0.1~1.0wt% in solution, does not add acid absorbent in the second aqueous phase solution.
10. preparation method according to claim 1-6, it is characterised in that: the process for preparation of the second aqueous phase solution
Are as follows: Cucurbituril is dissolved in pure water, 1,2-benzisothiazolin-3-one liquid is then added while stirring, finally will
In aqueous solution, the second aqueous phase solution is made in piperazine dissolved.
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| CN111420561A (en) * | 2020-04-30 | 2020-07-17 | 万华化学集团股份有限公司 | Preparation method of antibacterial water-softening nanofiltration membrane and antibacterial water-softening nanofiltration membrane prepared by same |
| CN111871223A (en) * | 2020-07-23 | 2020-11-03 | 华中科技大学 | High-flux antibacterial nanofiltration membrane and preparation method thereof |
| CN112725242A (en) * | 2021-02-10 | 2021-04-30 | 杭州楠大环保科技有限公司 | Special microbial inoculum for concentrated sewage treatment of reinforced activated sludge and preparation method thereof |
| CN113968906A (en) * | 2021-11-22 | 2022-01-25 | 四川大学 | Method for endowing collagen with lasting antibacterial function by utilizing outer wall quaternized cucurbituril |
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