CN104289117A - Taurine modified hydrophilic complex film - Google Patents
Taurine modified hydrophilic complex film Download PDFInfo
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- CN104289117A CN104289117A CN201410596772.6A CN201410596772A CN104289117A CN 104289117 A CN104289117 A CN 104289117A CN 201410596772 A CN201410596772 A CN 201410596772A CN 104289117 A CN104289117 A CN 104289117A
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Abstract
The invention relates to a taurine modified hydrophilic complex film, and belongs to the field of film material manufacturing. According to the invention, taurine with reactive amino group and dissolvable sulfonic group and water-soluble diamine are adopted and mixed according to a ratio to serve as a water phase; interfacial polymerization of the water phase and trimesoyl chloride dissolved in an organic solvent is carried out on the surface of a polymer ultrafiltration base film, so that pollution resisting complex film with a hydrophilic functional layer is prepared. The taurine modified hydrophilic complex film is characterized in that the taurine is added into the water solution of diamine according to a certain ratio, the mixture is applied to the surface of a plate or a hollow fiber ultrafiltration membrane and is aired; organic solvent solution of trimesoyl chloride is then applied to the surface, so that hydrophilic surface layer bonded with sulfonic group is obtained through interfacial polymerization, the hydrophilicity of the film is improved, the entrapment rate of the film is maintained, the water flux of the film is increased, the pollution resistance of the film material is improved, and the service life of the film is prolonged; the complex film can be applied to the dissolution of organic and inorganic molecules and particles contained in water.
Description
Technical field
The present invention relates to a kind of taurine modified hydrophilic composite film and preparation method thereof, relate to a kind of anti-pollution membrane for water treatment technology of preparing.
Background technology
Preparing polyamide film by the method for interfacial polymerization on the surface of ultrafiltration membranes, can obtain the less milipore filter in aperture, top layer or reverse osmosis membrane, is important composite membrane preparation method.Piperazine or the diamine aqueous solution are coated to high polymer ultrafiltration membrane surface, the piperazine pyromellitic trimethylsilyl chloride and film surface that are dissolved in non-polar organic solvent applied after drying or diamines react, form compacted zone on film surface, can be used for desalinization and multiple water treatment field.
At present, the diamine that interfacial polymerization adopts mostly is linear fatty amine, ester cyclammonium or aromatic amine.Obtained composite membrane top layer hydrophily is poor, easily by Organic Pollution.After pollution, be difficult to cleaning and recover, thus reduction of service life, improve use cost.For preventing and reducing fouling membrane, introducing hydrophilic radical or charged groups in membrane material, reduce surface water contact angle, is the Main way of this kind of composite membrane exploitation.Short chain sulfonic acids has very strong hydrophily, is commonly used for wetting agent and biochemical reagents etc., introduces suitable sulfonic acid group unit, can improve the hydrophily on film surface to composite film surface.Employing, not only containing reacting amino but also containing hydrophilic sulfonic acid groups taurine, participates in interface polymerization reaction, makes hydrophilic radical be able to key and be connected in film surface, imparting film surface long term hydrophily, thus improves the anti-pollution ability of film.The standby comparable basement membrane of composite membrane functional layer water contact angle of this legal system reduces by 10 ° to 15 °.
Summary of the invention
The object of the invention is to overcome deficiency of the prior art, prepare a kind of taurine modified hydrophilic composite film.
Technical scheme of the present invention is summarized as follows:
A kind of taurine modified hydrophilic composite film; its preparation method is: taurine (I) is mixed into two amine aqueous solutions in proportion, obtains interfacial polymerization with isophthalic three formyl chloride (II) be dissolved in organic solvent on high polymer ultrafiltration membranes surface by interfacial polymerization.Taurine (I) structural formula is:
Isophthalic three formyl chloride (II) structural formula is:
Diamines is one or more mixing in piperazine (III), p-phenylenediamine (PPD) (IV), m-phenylene diamine (MPD) (V) and alkyl diamine (VI), and its structural formula is respectively:
A kind of preparation method of taurine modified hydrophilic composite film is specific as follows:
A certain amount of diamines is dissolved in deionized water, the taurine taken in proportion (I) is added in two amine aqueous solutions prepared, is coated on membrane surface, dries.Isophthalic three formyl chloride (II) is mixed with organic solution, is coated on above-mentioned surface of drying, under room temperature, reacts certain hour, film is placed in deionized water and removes excessive monomer and accessory substance.
Organic solvent described in preparation method is one or more mixing in n-hexane, normal heptane, cyclohexane, toluene, dimethylbenzene and ether.
Basement membrane is that the one in polysulfones, polyether sulfone, polyether-ether-ketone, polyvinyl chloride, polypropylene, polytetrafluoroethylene (PTFE) or Kynoar prepares Flat Membrane or hollow fiber microfiltration membrane.
Taurine and diamines mass ratio is in the solution (0.001 ~ 10): 1.
Using taurine as aqueous phase additive, prepare composite membrane for interfacial polymerization, introduce the hydrophilic sulfonic group that can dissociate to film surface, be conducive to improving composite membrane top layer hydrophily, reduce fouling membrane, improve the service life of film.
Preparation embodiment
Embodiment 1
1.0g piperazine is dissolved in 100ml deionized water; be mixed with the aqueous solution that concentration is 1% (w/v), then (taurine: piperazine=0.01: 1), mixes to add 0.01g taurine; then the aqueous solution is coated on polysulphone flat ultrafiltration membrane membrane surface, dries.0.1g isophthalic three formyl chloride is dissolved in 100ml cyclohexane and is mixed with the solution that concentration is 0.1% (w/v), be poured onto the basement membrane film surface of coated piperazine solution, left at room temperature 30 second, film is placed in deionized water and removes excessive monomer and accessory substance.
Embodiment 2
1.5g p-phenylenediamine (PPD) is dissolved in 100ml deionized water, is mixed with the aqueous solution that concentration is 1.5% (w/v), adds 0.75g taurine (taurine
:p-phenylenediamine (PPD)=0.5: 1), mixes, and then Polyethersulfone Hollow Fiber Plasma microfiltration membranes outer surface to be impregnated in this aqueous solution 3 minutes, taking-up is dried.0.1g isophthalic three formyl chloride is dissolved in 100ml normal heptane and is mixed with the solution that concentration is 0.1% (w/v), the hollow-fibre membrane of above-mentioned process be impregnated in wherein 2 minutes, left at room temperature 40 second, film is placed in deionized water and removes excessive monomer and accessory substance.
Embodiment 3
1.8g piperazine is dissolved in 100ml deionized water; be mixed with the aqueous solution that concentration is 1% (w/v), then (taurine: piperazine=0.11: 1), mixes to add 0.2g taurine; then the aqueous solution is coated on polysulphone flat ultrafiltration membrane membrane surface, dries.0.1g isophthalic three formyl chloride is dissolved in 100ml cyclohexane and is mixed with the solution that concentration is 0.1% (w/v), be poured onto the basement membrane film surface of coated piperazine solution, left at room temperature 30 second, film is placed in deionized water and removes excessive monomer and accessory substance.
Embodiment 4
1.6g m-phenylene diamine (MPD) is dissolved in 100ml deionized water; be mixed with the aqueous solution that concentration is 1.6% (w/v); add 1.2g taurine (taurine: m-phenylene diamine (MPD)=0.75: 1) again; mix; then the aqueous solution is applied Pvc Ultrafiltration Membrane membrane surface, dry.0.1g isophthalic three formyl chloride is dissolved in 100ml n-hexane and is mixed with the solution that concentration is 0.1% (w/v), be poured onto the membrane surface of coated m-phenylene diamine (MPD) solution, left at room temperature 30 second, film is placed in deionized water and removes excessive monomer and accessory substance.
Embodiment 5
2.0g hexamethylene diamine is dissolved in 100ml deionized water; be mixed with the aqueous solution that concentration is 2% (w/v); add 2.0g taurine (taurine: hexamethylene diamine=1: 1) again; mix; then polypropylene hollow fiber microfiltration membranes outer surface to be impregnated in this aqueous solution 3 minutes, taking-up is dried.0.1g isophthalic three formyl chloride is dissolved in 100ml toluene to be mixed with concentration be concentration and is the solution of 0.1% (w/v), the hollow-fibre membrane of above-mentioned process be impregnated in wherein 2 minutes, left at room temperature 40 second, film is placed in deionized water and removes excessive monomer and accessory substance.
Embodiment 6
0.8g decamethylene diamine is dissolved in 100ml deionized water; be mixed with the aqueous solution that concentration is 0.8% (w/v), then (taurine: decamethylene diamine=3: 1), mixes to add 2.4g taurine; then the aqueous solution is coated on polytetrafluoroethylene (PTFE) milipore filter membrane surface, dries.0.1g isophthalic three formyl chloride is dissolved in 100ml ether to be mixed with concentration be concentration and is the solution of 0.1% (w/v), be poured onto the basement membrane film surface of coated decamethylene diamine solution, left at room temperature 30 second, film is placed in deionized water and removes excessive monomer and accessory substance.
Embodiment 7
0.3g piperazine is dissolved in 100ml deionized water; be mixed with the aqueous solution that concentration is 0.3% (w/v); add 2.7g taurine (taurine: piperazine=9: 1) again; mix; then polyvinylidene fluoride hollow fiber microfiltration membranes outer surface to be impregnated in this aqueous solution 3 minutes, taking-up is dried.0.1g isophthalic three formyl chloride is dissolved in 100ml dimethylbenzene and is mixed with the solution that concentration is 0.1% (w/v), the hollow-fibre membrane of above-mentioned process be impregnated in wherein 2 minutes, left at room temperature 30 second, film is placed in deionized water and removes excessive monomer and accessory substance.
Claims (5)
1. a taurine modified composite hydrophilic membrane, is characterized in that composite membrane is compounded to form by the hydrophilic layer containing taurine and high polymer ultrafiltration membranes.
2. according to claim 1, hydrophilic layer containing taurine is mixed into two amine aqueous solutions in proportion by taurine (I), then on high polymer ultrafiltration membranes surface, interface polymerization reaction occurs with isophthalic three formyl chloride (II) be dissolved in organic solvent and obtains; Taurine (I) structural formula is:
Isophthalic three formyl chloride (II) structural formula is:
Described water-soluble diamines is the mixing of one or more in piperazine (III), p-phenylenediamine (PPD) (IV), m-phenylene diamine (MPD) (V) and alkyl diamine (VI), and its structural formula is respectively:
Wherein n is the integer of 1 ~ 7.
3. the organic solvent according to claim 1 and 2 is one or more mixing in n-hexane, normal heptane, cyclohexane, toluene, dimethylbenzene and ether.
4., according to claim 1 and 2, described high polymer ultrafiltration membranes is the flat plate ultrafiltration membrane prepared of a kind of in polysulfones, polyether sulfone, polyether-ether-ketone, polyvinyl chloride, polypropylene, polytetrafluoroethylene (PTFE) or Kynoar or hollow fiber ultrafiltration membrane.
5., according to claim 1 and 2, taurine and diamines mass ratio is in the solution (0.001 ~ 10): 1.
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| CN201410596772.6A CN104289117A (en) | 2014-10-29 | 2014-10-29 | Taurine modified hydrophilic complex film |
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| CN201410596772.6A CN104289117A (en) | 2014-10-29 | 2014-10-29 | Taurine modified hydrophilic complex film |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108295659A (en) * | 2018-03-10 | 2018-07-20 | 王艺霖 | A kind of preparation method of reverse osmosis membrane |
| CN109925897A (en) * | 2019-04-16 | 2019-06-25 | 常州大学 | A kind of preparation method and application of the aromatic series gantry organic-silicon hybridization film of sulfonic group functionalization and modification |
| CN110508162A (en) * | 2018-05-22 | 2019-11-29 | 中国石油化工股份有限公司 | Reverse osmosis membrane and its preparation method and application |
| CN110508154A (en) * | 2018-05-22 | 2019-11-29 | 中国石油化工股份有限公司 | Nanofiltration membrane and its preparation method and application |
| CN111566182A (en) * | 2018-01-02 | 2020-08-21 | 沙特阿拉伯石油公司 | Compositions of encapsulated chemical additives and methods of making the same |
| CN111790277A (en) * | 2020-07-08 | 2020-10-20 | 浙江工业大学 | Preparation method of high-performance reverse osmosis membrane for promoting growth of polyamide nano vesicles |
| CN114367203A (en) * | 2022-01-17 | 2022-04-19 | 上海乐纯生物技术有限公司 | Composite ultrafiltration membrane and manufacturing method thereof |
| CN114534521A (en) * | 2022-03-23 | 2022-05-27 | 烟台大学 | Cross-linked polyether-ether-ketone hollow fiber composite nanofiltration membrane and preparation method thereof |
| CN115948012A (en) * | 2022-11-30 | 2023-04-11 | 华电重工股份有限公司 | Fiber-reinforced proton exchange membrane for hydrogen production by water electrolysis and preparation method thereof |
| WO2023219223A1 (en) * | 2022-05-11 | 2023-11-16 | 도레이첨단소재 주식회사 | Water treatment separation membrane with improved nitrate nitrogen removal ability, manufacturing method therefor, and separation membrane module comprising same |
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| CN1468649A (en) * | 2002-07-16 | 2004-01-21 | 世韩工业株式会社 | Method for producing selective diffusion barrier with excellent pollution resistibility |
| CN102665882A (en) * | 2010-04-30 | 2012-09-12 | 熊津化学有限公司 | Forward osmosis membrane having high flux for removing salt from sea water and manufacturing method threrof |
| CN103406027A (en) * | 2013-06-18 | 2013-11-27 | 天津工业大学 | Hydrophilic composite film containing ether groups in surface layer |
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Patent Citations (3)
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| CN1468649A (en) * | 2002-07-16 | 2004-01-21 | 世韩工业株式会社 | Method for producing selective diffusion barrier with excellent pollution resistibility |
| CN102665882A (en) * | 2010-04-30 | 2012-09-12 | 熊津化学有限公司 | Forward osmosis membrane having high flux for removing salt from sea water and manufacturing method threrof |
| CN103406027A (en) * | 2013-06-18 | 2013-11-27 | 天津工业大学 | Hydrophilic composite film containing ether groups in surface layer |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111566182A (en) * | 2018-01-02 | 2020-08-21 | 沙特阿拉伯石油公司 | Compositions of encapsulated chemical additives and methods of making the same |
| CN108295659A (en) * | 2018-03-10 | 2018-07-20 | 王艺霖 | A kind of preparation method of reverse osmosis membrane |
| CN110508162A (en) * | 2018-05-22 | 2019-11-29 | 中国石油化工股份有限公司 | Reverse osmosis membrane and its preparation method and application |
| CN110508154A (en) * | 2018-05-22 | 2019-11-29 | 中国石油化工股份有限公司 | Nanofiltration membrane and its preparation method and application |
| CN109925897A (en) * | 2019-04-16 | 2019-06-25 | 常州大学 | A kind of preparation method and application of the aromatic series gantry organic-silicon hybridization film of sulfonic group functionalization and modification |
| CN109925897B (en) * | 2019-04-16 | 2021-06-22 | 常州大学 | Preparation method and application of sulfonic group functionalized modified aromatic bridge frame organic silicon hybrid membrane |
| CN111790277A (en) * | 2020-07-08 | 2020-10-20 | 浙江工业大学 | Preparation method of high-performance reverse osmosis membrane for promoting growth of polyamide nano vesicles |
| CN114367203A (en) * | 2022-01-17 | 2022-04-19 | 上海乐纯生物技术有限公司 | Composite ultrafiltration membrane and manufacturing method thereof |
| CN114534521A (en) * | 2022-03-23 | 2022-05-27 | 烟台大学 | Cross-linked polyether-ether-ketone hollow fiber composite nanofiltration membrane and preparation method thereof |
| WO2023219223A1 (en) * | 2022-05-11 | 2023-11-16 | 도레이첨단소재 주식회사 | Water treatment separation membrane with improved nitrate nitrogen removal ability, manufacturing method therefor, and separation membrane module comprising same |
| CN115948012A (en) * | 2022-11-30 | 2023-04-11 | 华电重工股份有限公司 | Fiber-reinforced proton exchange membrane for hydrogen production by water electrolysis and preparation method thereof |
| CN115948012B (en) * | 2022-11-30 | 2023-12-19 | 华电重工股份有限公司 | Fiber reinforced proton exchange membrane for hydrogen production by water electrolysis and preparation method thereof |
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