CN107149881B - A kind of dopamine modifying polymer film and preparation method thereof - Google Patents
A kind of dopamine modifying polymer film and preparation method thereof Download PDFInfo
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- CN107149881B CN107149881B CN201610114843.3A CN201610114843A CN107149881B CN 107149881 B CN107149881 B CN 107149881B CN 201610114843 A CN201610114843 A CN 201610114843A CN 107149881 B CN107149881 B CN 107149881B
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
- B01D71/30—Polyalkenyl halides
- B01D71/32—Polyalkenyl halides containing fluorine atoms
- B01D71/34—Polyvinylidene fluoride
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0002—Organic membrane manufacture
- B01D67/0009—Organic membrane manufacture by phase separation, sol-gel transition, evaporation or solvent quenching
- B01D67/0011—Casting solutions therefor
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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
- B01D69/04—Tubular membranes
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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
- B01D69/06—Flat membranes
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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
- B01D69/08—Hollow fibre membranes
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
- B01D71/40—Polymers of unsaturated acids or derivatives thereof, e.g. salts, amides, imides, nitriles, anhydrides, esters
- B01D71/42—Polymers of nitriles, e.g. polyacrylonitrile
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- 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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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2323/00—Details relating to membrane preparation
- B01D2323/12—Specific ratios of components used
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2323/00—Details relating to membrane preparation
- B01D2323/15—Use of additives
- B01D2323/18—Pore-control agents or pore formers
Abstract
The invention discloses one kind based on dopamine modifying polymer film and preparation method thereof, belongs to environmental material field.Dopamine modifying polymer film is made of following methods: (1) carrying out auto polymerization on polymer powder surface by dopamine, the poly-dopamine functional layer of generation is adhered to polymer powder surface；(2) it using solution inversion of phases film build method prepared by dopamine modified polymer powders and is formed a film.It is an advantage of the invention that being first modified with dopamine to filmogen, then form a film again, can flexibly and easily regulate and control membrane structure according to the needs of use；Prepared film has good hydrophily and resistance tocrocking, can be with further progress functional modification；Modification does not damage membrane material, does not sacrifice former film physical and chemical performance, method is simple, and effect is good, energy conservation and environmental protection.Prepared film hydrophily and resistance tocrocking are good, are suitable for various UF membrane fields and apply.
Description
Technical field
The present invention relates to a kind of dopamine modifying polymer films and preparation method thereof, specially right using dopamine (PDA)
Polymer film-forming material is modified, and is then prepared film forming, is belonged to environmental material field.
Background technique
UF membrane can operate, in a mild condition without phase transformation, be one of important technology of chemical field.The core of UF membrane
The heart is film, and the structure and physicochemical properties of membrane material are most important to separating property.Common membrane material have Kynoar,
Polysulfones, polyether sulfone, polyacrylonitrile etc..These materials have excellent uvioresistant and ageing-resistant ability, and chemical stability
It is good, do not corroded at room temperature by acid, alkali etc., while also there is preferable thermal stability and mechanical strength, is the film forming of function admirable
Material.However, these material modifications are difficult, the extensive use of corresponding membrane is greatly constrained.In order to meet application environment requirement, film
Material has to pass through functional modification.Currently, the modification of membrane material is divided into grafting and blending and modifying.What membrane body or surface carried out
Graft modification requires harshness to reaction condition, and at high cost, polymer and membrane structure may be by a degree of destructions；Blending changes
Although property process is simple, compatibility difference is big between different materials, modified uneven.
Researcher has found one kind during exploring modified membrane with Electrostatic Absorption, hydrogen bond, coordinate bond and surpasses
Method of modifying based on interaction of molecules.This method is simple and reliable, can change to the film surface with complex topography
Property, prepare organic/organic and organic/inorganic film.
Dopamine is the main component of mussel adhesion protein secreted by marine organisms mussel pedal gland cell, is left-handed 3,4-
The analog of dihydroxyphenylalanine.Since dopamine contains catechol and amido functional group, it is poly- that oxidation can occur
It closes, it can be in many inorganic and organic material (including metal, ceramics, timber, quartz and polymerization under room temperature wet environment
Object) one layer of poly-dopamine (PDA) composite layer with superpower adhesive force of surface formation.This adhesion layer has excellent environment steady
Qualitative, good biocompatibility, excellent hydrophily and the subsequent reactions platform rich in a large amount of-OH.Recent years, some classes
Topic group is based on dopamine and has carried out study on the modification to a variety of film surfaces.Zhu seminar by PVDF, PE film with dopamine (Xi Z-Y,
Xu Y-Y, Zhu L-P, et al.Journal of Membrane Science, 2009,327 (1-2): 244-253 and Jiang
J-H, Zhu L-P, Zhang H-T, et al.Journal of Membrane Science, 2014,457:73-81.) it carries out
It is modified, improve the hydrophily and resistance tocrocking of membrane material.Cao etc. receives the PVDF made of electrostatic spinning using dopamine
Rice tunica fibrosa is modified, and is applied in lithium ion battery separator, lithium ion battery is made to have preferable cycle performance (Cao
C, Tan L, Liu W, et al.Journal of Power Sources, 2014,248:224-229.).The above modification only limits
In in existing membrane surface modification, original film fenestra can reduce, and flux can reduce, and sacrifice original Base film portion performance, in fenestra
Portion is modified incomplete.
In view of the shortcomings of the prior art and insufficient, the present invention is changed using dopamine from film forming raw material polymer powder
Property, it is then formed a film again by phase conversion method, obtains fenestra and film surface film modified simultaneously, overcome to coat after dopamine and cause
Former film properties reduce defect.
Summary of the invention
The object of the present invention is to provide a kind of dopamine modifying polymer films and preparation method thereof, by polymer powder
The dopamine adhesion layer of upper formation is modified polymer film-forming material, and then by forming film with phase transformation method, preparation structure is steady
Film fixed, performance is uniform overcomes the defect of original film properties reduction caused by coating method after dopamine.Preparation process letter of the present invention
It is single, it is easy to amplify, is suitble to industrial applications.
Dopamine Modified Membrane of the present invention the preparation method is as follows:
(1) Tris-HCl buffer solution is prepared, trishydroxymethylaminomethane is dissolved in distilled water, extremely with salt acid for adjusting pH
8.5, obtain Tris-HCl buffer solution；
(2) under the stirring of room temperature continuing magnetic force, polymer is rapidly joined into Tris-HCl buffer solution obtained by step (1)
Powder and ethyl alcohol or isopropanol or glycerine；
(3) by mixed liquor obtained by step (2) at 25 DEG C magnetic agitation 6~for 24 hours；
(4) step (3) products therefrom is filtered, is then washed with deionized-is centrifuged 3 times, removes nonadherent
Poly-dopamine and DOPA amine monomers, it is then modified to get dopamine place the product in drying to constant weight in 40 DEG C of vacuum desiccators
Polymer powder；
(5) 15~35 parts of step (4) resulting polymers powder are weighed respectively by mass fraction, 2~5 parts of pore-foaming agents, 60~
83 parts of solvents, mixing stir 2~6h at 50~70 DEG C and form uniform casting solution, after 0.5~1.5h of vacuum defoamation, by casting film
Liquid is poured on the glass plate of dried and clean, with hymenotome knifing is scraped, is then placed into pure water coagulating bath and is obtained the dopamine
Modifying polymer film.
Polymer powder of the present invention is Kynoar (PVDF), polysulfones (PSU), polyether sulfone (PES) or poly- third
One of alkene nitrile (PAN).
Pore-foaming agent of the present invention is polyethylene pyrrole network alkanone (PVP), polyvinyl alcohol (PEG), ethylene oxide-epoxy third
One of alkane-ethylene oxide (F127) triblock polymer.
Solvent of the present invention is n,N-Dimethylformamide (DMF), n,N-dimethylacetamide (DMAC), N- methyl pyrrole
One of pyrrolidone (NMP).
Polymer powder of the present invention is modified using dopamine as modified object object, then passes through phase inversion
The polymer film of preparation has the advantage that compared with previous preparation method
(1) easy to operate: to be suitable for any polymeric film material and be modified, modified condition is mild, and equipment requirement is low, can be used for
Industrialization building stability is strong, the high functional polymer film of Functional group density.
(2) modifying process environmental protection: for dopamine in polymer powder modifying process, modification medium is water and a small amount of alcohol, nothing
Environmental pollution.
(3) modifying process is to material structure without destruction: the method is right only in polymer powder surface adhesion poly-dopamine
The structure and performance of raw material are without destruction.
(4) modified effect is good: using film prepared by method of modifying of the present invention, functional group simultaneously in film surface and
Fenestra distribution is uniform, and density is high, and effect is good.
(5) widely applicable: using first polymer-modified film forming raw material, then to form a film, be widely used in different polymer films
Material modification and film preparation, can be made plate membrane, the hollow-fibre membrane of different pore size size according to actual needs, tubular membrane and
Static spinning membrane etc..
Specific embodiment
Below with reference to embodiment, present invention is further described in detail:
Embodiment 1
(1) 0.1815g trishydroxymethylaminomethane is dissolved in 300mL distilled water, with salt acid for adjusting pH to 8.5, is obtained
Tris-HCl buffer solution；
(2) under room temperature magnetic agitation, 0.3g Dopamine hydrochloride is dissolved in step (1) acquired solution, is rapidly joined
6.0g PVDF powder and 10mL ethyl alcohol or isopropanol or glycerine；
(3) by step (2) resulting mixed liquor under the conditions of 25 DEG C magnetic agitation 6h；
(4) step (3) products therefrom is filtered, is then washed with deionized-is centrifuged 3 times, then sets product
In the PVDF powder modified to get dopamine that dry to constant weight in 40 DEG C of vacuum desiccators；
(5) 15~35 parts of step (4) resulting polymers powder are weighed respectively by mass fraction, 2~5 parts of PVP, 60~83 parts
DMF, mixing stir 2~6h at 50~70 DEG C and form uniform casting solution, then after 0.5~1.5h of vacuum defoamation, by casting solution
It is poured on the glass plate of dried and clean, with hymenotome knifing is scraped, is then placed into pure water coagulating bath and obtains the dopamine and change
Property polymer film.
Embodiment 2
(1) with embodiment 1；
(2) with embodiment 1；
(3) with embodiment 1；
(4) with embodiment 1；
(5) 15~35 parts of step (4) resulting polymers powder are weighed respectively by mass fraction, 2~5 parts of PEG, 60~83 parts
DMF, mixing stir 2~6h at 50~70 DEG C and form uniform casting solution, then after 0.5~1.5h of vacuum defoamation, by casting solution
It is poured on the glass plate of dried and clean, with hymenotome knifing is scraped, is then placed into pure water coagulating bath and obtains the dopamine and change
Property polymer film.
Embodiment 3
(1) with embodiment 1；
(2) with embodiment 1；
(3) with embodiment 1；
(4) with embodiment 1；
(5) 15~35 parts of step (4) resulting polymers powder are weighed respectively by mass fraction, 2~5 parts of F127,60~83
Part DMF, mixing stir 2~6h at 50~70 DEG C and form uniform casting solution, then after 0.5~1.5h of vacuum defoamation, by casting film
Liquid is poured on the glass plate of dried and clean, with hymenotome knifing is scraped, is then placed into pure water coagulating bath and is obtained the dopamine
Modifying polymer film.
Embodiment 4
(1) with embodiment 1；
(2) with embodiment 1；
(3) with embodiment 1；
(4) with embodiment 1；
(5) weigh 15~35 parts of step (4) resulting polymers powder respectively by mass fraction, 2~5 parts of pore-foaming agent PVP or
PEG or F127,60~83 parts of solvent NMP, mixing stir 2~6h at 50~70 DEG C and form uniform casting solution, and then vacuum is de-
After steeping 0.5~1.5h, casting solution is poured on the glass plate of dried and clean, with hymenotome knifing is scraped, it is solidifying to be then placed into pure water
Gu obtaining the dopamine modifying polymer film in bath.
Embodiment 5
(1) with embodiment 1；
(2) with embodiment 1；
(3) with embodiment 1；
(4) with embodiment 1；
(5) weigh 15~35 parts of step (4) resulting polymers powder respectively by mass fraction, 2~5 parts of pore-foaming agent PVP or
PEG or F127,60~83 parts of solvent DMAC, mixing stir 2~6h at 50~70 DEG C and form uniform casting solution, then vacuum
After 0.5~1.5h of deaeration, casting solution is poured on the glass plate of dried and clean, with hymenotome knifing is scraped, is then placed into pure water
The dopamine modifying polymer film is obtained in coagulating bath.
Embodiment 6
(1) with embodiment 1；
(2) with embodiment 1；
(3) step (2) resulting mixed liquor is reacted 10,14,18 under 25 DEG C of magnetic agitations, for 24 hours；
(4) with embodiment 1；
(5) weigh 15~35 parts of step (4) resulting polymers powder respectively by mass fraction, 2~5 parts of pore-foaming agent PVP or
PEG or F127,60~83 parts of solvent DMAC or DMF or NMP, mixing stir 2~6h at 50~70 DEG C and form uniform casting film
Casting solution is poured on the glass plate of dried and clean by liquid then after 0.5~1.5h of vacuum defoamation, with hymenotome knifing is scraped, then
It is placed in pure water coagulating bath and obtains the dopamine modifying polymer film.
Embodiment 7
(1) with embodiment 1；
(2) under conditions of room temperature continuing magnetic force stirs, 0.3g Dopamine hydrochloride is dissolved in step (1) acquired solution,
Rapidly join 6.0g polysulfones (PSU) or polyether sulfone (PES), polyacrylonitrile (PAN) powder and 10mL ethyl alcohol or isopropanol or third
Triol；
(3) with embodiment 6；
(4) step (3) resulting product is filtered, is then washed with deionized-is centrifuged 3 time, place the product in
Dry to constant weight the polysulfones (PSU) or polyether sulfone (PES), polyacrylonitrile (PAN) modified to get dopamine in 40 DEG C of vacuum desiccators
Powder；
(5) with embodiment 6.
Embodiment 8
(1) with embodiment 1；
(2) under conditions of room temperature continuing magnetic force stirs, 0.6g Dopamine hydrochloride is dissolved in step (1) acquired solution,
Rapidly join 6.0g Kynoar ethylene or polysulfones (PSU), polyether sulfone (PES), polyacrylonitrile (PAN) powder and 10mL second
Alcohol or isopropanol or glycerine；
(3) with embodiment 1；
(4) step (3) resulting product is filtered, is then washed with deionized-is centrifuged 3 time, place the product in
It dried to constant weight in 40 DEG C of vacuum desiccators to get the modified Kynoar of dopamine or polysulfones (PSU), polyether sulfone (PES), gathered
Acrylonitrile (PAN) powder；
(5) with embodiment 6.
Embodiment 9
(1) with embodiment 1；
(2) with embodiment 8；
(3) with embodiment 6；
(4) with embodiment 8；
(5) with embodiment 6.
Embodiment 10
(1) 1.815g trishydroxymethylaminomethane is dissolved in 3000mL distilled water, with salt acid for adjusting pH to 8.5, is obtained
Tris-HCl buffer solution；
(2) under conditions of room temperature continuing magnetic force stirs, 1.0,1.5,4.5,6.0g Dopamine hydrochlorides are dissolved in step (1)
In acquired solution, rapidly join 6.0g Kynoar or polysulfones (PSU), polyether sulfone (PES), polyacrylonitrile (PAN) powder with
And 100mL ethyl alcohol or isopropanol or glycerine；
(3) with embodiment 1；
(4) with embodiment 8；
(5) with embodiment 6.
Embodiment 11
(1) with embodiment 10；
(2) with embodiment 10；
(3) with embodiment 6；
(4) with embodiment 8；
(5) with embodiment 6.
Through detecting, dopamine modifying polymer film of the present invention, fenestra pore size is 20.0~250nm, membrane pores
Rate is 90%-99%, and pure water flux is 200~2000L.m under 0.1Mpa-2, there is good hydrophily, film is porous structure,
There is good separating property and contamination resistance to bovine serum albumin and oil hydrosol；The modified polymer powder of dopamine with
And the film film surface and fenestra obtained using these powder is had very strong further containing a large amount of hydroxyl and amino-functional group
Modification power.Membrane modifying preparation process is simple, is easy to industrial amplification, and modified layer has preferable stability.
It is proposed by the present invention a kind of based on the polymer-modified filmogen of dopamine and its membrane preparation method, pass through implementation
Example is described, related technical personnel obviously can not depart from the contents of the present invention, in spirit and scope to as described herein
Content is modified or appropriate changes and combinations realize the present invention.In particular, it should be pointed out that all similar replacements and
Change be for a person skilled in the art it is apparent, they are considered as including in spirit of the invention, range and interior
Rong Zhong.
Claims (6)
1. a kind of dopamine modifying polymer film, it is characterized in that step is prepared the film by the following method:
(1) it prepares Tris-HCl buffer solution: trishydroxymethylaminomethane is dissolved in distilled water, with salt acid for adjusting pH to 8.5,
Obtain Tris-HCl buffer solution；
(2) it under conditions of room temperature continuing magnetic force stirs, is rapidly joined in the resulting Tris-HCl buffer solution of step (1) poly-
Close object powder and ethyl alcohol or isopropanol or glycerine, the polymer powder is Kynoar (PVDF), polysulfones (PSU),
One of polyether sulfone (PES), polyacrylonitrile (PAN)；
(3) by step (2) resulting mixed liquor at 25 DEG C magnetic agitation 6~for 24 hours；
(4) by step, (3 resulting products are filtered, and are then washed with deionized-are centrifuged 3 times, products therefrom is placed in 40
It dries to constant weight in DEG C vacuum desiccator, obtains the modified polymer powder of dopamine；
(5) 15~35 parts of step (4) resulting polymers powder are weighed respectively by mass fraction, 2~5 parts of pore-foaming agents, 60~83 parts
Solvent, mixing stir 2~6h at 50~70 DEG C and form uniform casting solution, after 0.5~1.5h of vacuum defoamation, casting solution is inclined
In on the glass plate of dried and clean, with hymenotome knifing is scraped, it is then placed into pure water coagulating bath and obtains the dopamine modification
Polymer film；The solvent is n,N-Dimethylformamide (DMF), n,N-dimethylacetamide (DMAC), N- crassitude
One of ketone (NMP)；The pore-foaming agent is polyethylene pyrrole network alkanone (PVP), polyvinyl alcohol (PEG), ethylene oxide-epoxy third
One of alkane-ethylene oxide (F127) triblock polymer.
2. a kind of dopamine modifying polymer film according to claim 1, it is characterized in that the form of the film is plate membrane.
3. a kind of dopamine modifying polymer film according to claim 1, it is characterized in that the film is perforated membrane, fenestra size
For 20.0~250nm, pure water flux is 200~2000Lm under membrane porosity 90%-99%, 0.1Mpa-2。
4. a kind of dopamine modifying polymer film according to claim 1, it is characterized in that the film good hydrophilic property, to cow's serum
Albumen and oil hydrosol have good separating property.
5. a kind of dopamine modifying polymer film according to claim 1, it is characterized in that the film surface and fenestra are containing a large amount of
Hydroxyl and amino-functional group, have very strong further functionalization ability.
6. a kind of dopamine modifying polymer film according to claim 1, it is characterized in that the film has good antipollution
Performance.
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| CN107486037B (en) * | 2017-09-15 | 2019-11-12 | 福州大学 | A kind of PVDF/PDA composite membrane with super hydrophilicity |
| CN108905647B (en) * | 2018-06-19 | 2021-07-09 | 杭州安诺过滤器材有限公司 | Preparation method of hydrophilic polyvinylidene fluoride microfiltration membrane |
| CN110201558B (en) * | 2019-06-04 | 2021-11-09 | 泉州碧蓝膜科技有限责任公司 | Large-flux reinforced PVDF unlined ultrafiltration membrane and preparation method thereof |
| CN110201557B (en) * | 2019-06-04 | 2021-11-09 | 泉州碧蓝膜科技有限责任公司 | Large-flux reinforced ultrafiltration membrane and preparation method thereof |
| CN111001307B (en) * | 2019-12-03 | 2022-04-05 | 广西大学 | Preparation method of composite film with replaceable active layer |
| CN115051107B (en) * | 2022-06-02 | 2023-08-22 | 哈尔滨工业大学 | Composite diaphragm modified by core-shell nano-tube type structural material and preparation method and application thereof |
| CN115337790B (en) * | 2022-07-15 | 2023-10-20 | 上海工程技术大学 | Preparation method of super-hydrophilic polyethersulfone separation membrane and separation membrane prepared by same |
| CN115178097B (en) * | 2022-08-15 | 2024-02-23 | 无锡零界净化设备股份有限公司 | PVDF microporous filter membrane and preparation process thereof |
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| CN102380318A (en) * | 2011-09-09 | 2012-03-21 | 贵阳时代沃顿科技有限公司 | Reverse osmosis membrane with high-efficiency boron-removing rate and manufacturing method thereof |
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