CN109821427A - A kind of preparation method of chlorine-resistant aromatic polyamides composite nanometer filtering film - Google Patents
A kind of preparation method of chlorine-resistant aromatic polyamides composite nanometer filtering film Download PDFInfo
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Abstract
The present invention relates to a kind of preparation methods of chlorine-resistant aromatic polyamides composite nanometer filtering film, belong to technical field of membrane separation.It generates aramid layer by the interfacial polymerization between polyamine and aromatic series acyl chlorides；Film is immersed in activated solution, unreacted acyl chlorides hydrolysis is activated into active ester after becoming carboxyl in polyamide；Polyamine is re-used as the connection unit of active ester and graphene oxide quantum dot, and graphene oxide quantum dot is grafted to polyamide film surface, realizes the preparation of chlorine-resistant aromatic polyamides composite nanometer filtering film.The present invention prepares chlorine-resistant polyamide composite nanofiltration membrane using the method for first interfacial polymerization, the modification of rear quantum dot, and preparation process is simple, easy to operate, produces reproducible.
Description
Technical field
The present invention relates to a kind of preparation methods of chlorine-resistant aromatic polyamides composite nanometer filtering film, belong to technical field of membrane separation.
Background technique
Nanofiltration be a kind of separating property between ultrafiltration and it is reverse osmosis between pressure-driven membrane separation technique, there is land occupation face
Product is small, overall cost is low, the opposite high advantage of efficiency, has been widely used in wastewater treatment, Treated sewage reusing, sea water desalination and drink
With fields such as Water warfares.The separating mechanism of nanofiltration membrane is based on nanometer level microporous screening and electric charging effect, therefore the reason of membrane material
Changing property and structure influences significantly separating property.Based on the presently commercially available main polyamide composite nanofiltration membrane of nanofiltration membrane.This film
It is mainly prepared by polyamine and aromatic series acyl chlorides by interfacial polymerization, membrane structure consists of three parts, and being followed successively by has choosing
Select diactinic polyamide ultrathin separating layer (with a thickness of 50-200nm), porous support layer (usually with a thickness of 50-150 μm) and
Non-woven fabrics enhancement layer.Nanofiltration membrane in use, in order to clean water inlet and reduce membrane biological pollution, usually in membrane separation device
Front end is added hypochlorite or chlorine and carries out sterilizing to water.However, the Active Chlorine with oxidisability thus introduced can be with
Polyamide reacts, and irreversible breaking is generated to the separating layer structure of PA membrane, so that membrane separating property deteriorates.Cause
This, for the service life for extending polyamide nanofiltration membrane, developing has the PA membrane of chlorine-resistant property particularly important, especially in length
In phase operation, the service life of polyamide nanofiltration membrane can be extended and enhance its stability.
Summary of the invention
The purpose of the present invention is overcoming above-mentioned shortcoming, a kind of preparation of chlorine-resistant aromatic polyamides composite nanometer filtering film is provided
Method.
Technical solution of the present invention, a kind of preparation method of chlorine-resistant aromatic polyamides composite nanometer filtering film, by polyamine and
Interfacial polymerization between aromatic series acyl chlorides generates aramid layer；Film is immersed in activated solution, unreacted acyl chlorides in polyamide
Hydrolysis is activated into active ester after becoming carboxyl；Polyamine is re-used as the connection unit of active ester and graphene oxide quantum dot,
Graphene oxide quantum dot is grafted to polyamide film surface, realizes the preparation of chlorine-resistant aromatic polyamides composite nanometer filtering film.
Further, steps are as follows:
(1) monomer solution configures: it is molten that polyamine is dissolved in water the water phase that preparation mass concentration is 0.1%~15%
Aromatic series acyl chlorides is dissolved in and prepares the organic phase solution that mass concentration is 0.01%~2% in n-hexane by liquid；
(2) interfacial polymerization: ultrafiltration counterdie is immersed in 3~30min in step (1) configuration gained aqueous phase solution, is taken out simultaneously
After the extra aqueous phase solution of air knife removal film surface, then 30~60s in step (1) configuration gained organic phase solution is immersed, into
Row interface polymerization reaction then drains prepared film taking-up；After being heat-treated 3~7min in 50~100 DEG C of baking ovens, it is placed in
It is impregnated in deionized water for 24 hours, removes unreacted monomer, obtain aromatic polyamides composite nanometer filtering film；
(3) film surface activates: aromatic polyamides composite nanometer filtering film obtained by step (2) is immersed in work by configuration activated solution
Change and carry out 1~3h of surface active generation active ester in solution, then immerses again in step (1) configuration gained aqueous phase solution 1 minute；
(4) quantum dot is grafted: the aromatic polyamides composite nanometer filtering film after above-mentioned activation obtained by step (3) is immersed in matter
It measures in the graphene oxide quantum dot suspension that concentration is 0.01~0.1%, in shaking table after 1~3h of vibration reaction, it is placed in 50~
It is heat-treated 3~7min in 90 DEG C of baking ovens and obtains chlorine-resistant aromatic polyamides composite nanometer filtering film after deionized water is rinsed.
Further, step (1) described polyamine be specially o-phenylenediamine, m-phenylene diamine (MPD), piperazine, polyethyleneimine,
The one or more combination of benzene triamine.
Further, step (1) the aromatic series acyl chlorides is specially o-phthaloyl chloride, m-phthaloyl chloride, to benzene two
The one or more combination of formyl chloride, four acyl chlorides of biphenyl, pyromellitic trimethylsilyl chloride.
Further, step (2) the ultrafiltration counterdie be specially Kynoar, polysulfones, polyacrylonitrile, sulfonated polysulfone or
Polyether sulfone ultrafiltration counterdie.
Further, step (3) described activated solution is specifically by 1- (3- dimethylamino-propyl) -3- ethyl carbodiimide salt
Hydrochlorate and N- hydroxysuccinimide be dissolved into 2- (N- morpholine) ethanesulfonic acid buffer solution of 35-45mmol/L configure and
At, wherein the ratio of 1- (3- dimethylamino-propyl) -3- ethyl-carbodiimide hydrochloride and N- hydroxysuccinimide is 1:2,
The pH value of activated solution is 4.5~5.5.
Further, step (4) described graphene oxide quantum dot is prepared by citric acid pyrolysismethod.
Further, detailed process is as follows for graphene oxide quantum dot preparation: weighing 2~5g citric acid, citric acid is put
Into beaker, then beaker is placed on micro-control digital display temperature platform and is pyrolyzed 15~20 minutes for 180~200 DEG C；It then will oxidation
Graphene quantum dot is transferred to dialysis 1~2 day in the bag filter of 1000Da, and the solution after dialysis is freeze-dried, is finally obtained
Graphene oxide quantum dot.
The preparation method of chlorine-resistant aromatic polyamides composite nanometer filtering film provided by the invention, on the one hand, graphene oxide quantum
Spot size is small, edge has the oxygen-containing groups such as more carboxyl, hydroxyl, can be used as preferential sacrifice group, and Active Chlorine first consumes this
Part protects the amido bond of aramid layer；On the other hand, the structure of graphene oxide quantum dot hinders the diffusion of OCL-,
OCL-The reduction of diffusion rate leads to the increase of chlorine resistance.In addition, graphene oxide quantum dot not only has graphene oxide
Excellent properties, such as biggish surface area, higher electron mobility and higher mechanical strength, and possess preferable biofacies
Capacitive also shows many special properties because of its quantum limitation effect and boundary effect, after being introduced into polyamide film surface
The water penetration and antifouling property of film can be improved.
Beneficial effects of the present invention: the preparation method of chlorine-resistant polyamide composite nanofiltration membrane provided by the invention has following excellent
Point:
1, the present invention prepares chlorine-resistant polyamide composite nanofiltration membrane, system using the method for first interfacial polymerization, the modification of rear quantum dot
Standby simple process, it is easy to operate, it produces reproducible.
2, graphene oxide quantum dot is introduced into polyamide film surface by the present invention, utilizes the nothing of graphene quantum dot itself
Machine characteristic and surface oxygen-containing functional group abundant, significantly improve the chlorine-resistant property of polyamide separating layer.
3, graphene oxide quantum dot is introduced polyamide film surface, graphene oxide amount by chemical bond linkage by the present invention
Son point not easily runs off in use, and the segregational stability of chlorine-resistant polyamide composite nanofiltration membrane is good.
4, graphene oxide quantum dot of the present invention has good water dispersible, and hydrophily is strong, obtained resistance to
The water penetration and rejection of chlorine aromatic polyamides composite nanometer filtering film are all improved.
Detailed description of the invention
The surface electromicroscopic photograph of Fig. 1 chlorine-resistant aromatic polyamides composite nanometer filtering film.
Specific embodiment
It is the embodiment of chlorine-resistant aromatic polyamides composite nanometer filter film preparation below, but the embodiment is not constituted to the present invention
Limitation.
Embodiment 1
(1) monomer solution configures: m-phenylene diamine (MPD) is dissolved in water and prepares aqueous phase solution, mass concentration 1%, by equal benzene
Three formyl chlorides, which are dissolved in n-hexane, prepares organic phase solution, mass concentration 0.01%；
(2) interfacial polymerization: Kynoar ultrafiltration counterdie is immersed in aqueous phase solution 30 minutes, is taken out and is gone with air knife
It after the aqueous phase solution of membrane removal excess surface, then immerses in organic phase solution 30 seconds, carries out interface polymerization reaction, then take the film out
It drains, is heat-treated after five minutes in 70 DEG C of baking ovens, be placed in deionized water and impregnate 24 hours, remove unreacted monomer, obtain
Aromatic polyamides composite nanometer filtering film；
(3) film surface activates: configuration 1- (3- dimethylamino-propyl) -3- ethyl-carbodiimide hydrochloride and N- hydroxyl fourth two
Imido activated solution；Aromatic polyamides composite nanometer filtering film is immersed in activated solution and carries out surface active 1h generation activity
Ester then immerses in above-mentioned polyamine aqueous phase solution 1 minute again, and surface contacts bonding；
The activating solution is by 1- (3- dimethylamino-propyl) -3- ethyl-carbodiimide hydrochloride and N- hydroxysuccinimide
It is dissolved into 2- (N- morpholine) ethanesulfonic acid buffer solution of 40mmol/L and configures, wherein 1- (3- dimethylamino-propyl)-
The ratio of 3- ethyl-carbodiimide hydrochloride and N- hydroxysuccinimide is 1:2, and the pH value of activated solution is 5.
(4) quantum dot is grafted: the aromatic polyamides composite nanometer filtering film after above-mentioned activation being immersed in is in mass concentration
In 0.05% graphene oxide quantum dot suspension, in shaking table after vibration reaction 1 hour, it is placed in 60 DEG C of baking ovens and is heat-treated 5
Minute, after deionized water is rinsed, obtain chlorine-resistant aromatic polyamides composite nanometer filtering film.
The surface electromicroscopic photograph of chlorine-resistant aromatic polyamides composite nanometer filtering film is as shown in Figure 1.
Embodiment 2
(1) monomer solution configures: o-phenylenediamine being dissolved in water and prepares aqueous phase solution, mass concentration 15% will join
Four acyl chlorides of benzene, which is dissolved in n-hexane, prepares organic phase solution, mass concentration 2%；
(2) interfacial polymerization: polysulfones ultrafiltration counterdie is immersed in aqueous phase solution 30 minutes, is taken out and is removed membrane removal table with air knife
It after the extra aqueous phase solution in face, then immerses in organic phase solution 30 seconds, carries out interface polymerization reaction, then take the film out and drain,
After being heat-treated 3 minutes in 100 DEG C of baking ovens, it is placed in deionized water and impregnates 24 hours, remove unreacted monomer, obtain fragrance
Polyamide composite nanofiltration membrane；
(3) film surface activates: configuration 1- (3- dimethylamino-propyl) -3- ethyl-carbodiimide hydrochloride and N- hydroxyl fourth two
Imido activated solution；Aromatic polyamides composite nanometer filtering film is immersed in activated solution and carries out surface active 2h generation activity
Ester then immerses in above-mentioned polyamine aqueous phase solution 1 minute again, and surface contacts bonding；
The activating solution is by 1- (3- dimethylamino-propyl) -3- ethyl-carbodiimide hydrochloride and N- hydroxysuccinimide
It is dissolved into 2- (N- morpholine) ethanesulfonic acid buffer solution of 35mmol/L and configures, wherein 1- (3- dimethylamino-propyl)-
The ratio of 3- ethyl-carbodiimide hydrochloride and N- hydroxysuccinimide is 1:2, and the pH value of activated solution is 5.5.
(4) quantum dot is grafted: the aromatic polyamides composite nanometer filtering film after above-mentioned activation being immersed in is in mass concentration
In 0.01% graphene oxide quantum dot suspension, in shaking table after vibration reaction 3 hours, it is placed in 60 DEG C of baking ovens and is heat-treated 5
Minute, after deionized water is rinsed, obtain chlorine-resistant aromatic polyamides composite nanometer filtering film.
Embodiment 3
(1) monomer solution configures: equal benzene triamine being dissolved in water and prepares aqueous phase solution, mass concentration 0.1% will be right
Phthalyl chloride, which is dissolved in n-hexane, prepares organic phase solution, mass concentration 1%；
(2) interfacial polymerization: polyacrylonitrile ultrafiltration counterdie is immersed in aqueous phase solution 30 minutes, is taken out and is removed with air knife
It after the extra aqueous phase solution of film surface, then immerses in organic phase solution 30 seconds, carries out interface polymerization reaction, then take the film out drip
It is dry, after being heat-treated 7 minutes in 50 DEG C of baking ovens, it is placed in deionized water and impregnates 24 hours, remove unreacted monomer, obtain virtue
Fragrant polyamide composite nanofiltration membrane；
(3) film surface activates: configuration 1- (3- dimethylamino-propyl) -3- ethyl-carbodiimide hydrochloride and N- hydroxyl fourth two
Imido activated solution；Aromatic polyamides composite nanometer filtering film is immersed in activated solution and carries out surface active 3h generation activity
Ester then immerses in above-mentioned polyamine aqueous phase solution 1 minute again, and surface contacts bonding；
The activating solution is by 1- (3- dimethylamino-propyl) -3- ethyl-carbodiimide hydrochloride and N- hydroxysuccinimide
It is dissolved into 2- (N- morpholine) ethanesulfonic acid buffer solution of 45mmol/L and configures, wherein 1- (3- dimethylamino-propyl)-
The ratio of 3- ethyl-carbodiimide hydrochloride and N- hydroxysuccinimide is 1:2, and the pH value of activated solution is 4.5.
(4) quantum dot is grafted: the aromatic polyamides composite nanometer filtering film after above-mentioned activation being immersed in is in mass concentration
In 0.1% graphene oxide quantum dot suspension, in shaking table after vibration reaction 2 hours, it is placed in 60 DEG C of baking ovens and is heat-treated 5 points
Clock obtains chlorine-resistant aromatic polyamides composite nanometer filtering film after deionized water is rinsed.
Embodiment 4
(1) monomer solution configures: piperazine dissolved is prepared aqueous phase solution, mass concentration 0.1%, by adjacent benzene two in water
Formyl chloride, which is dissolved in n-hexane, prepares organic phase solution, mass concentration 1%；
(2) interfacial polymerization: polyether sulfone ultrafiltration counterdie is immersed in aqueous phase solution 30 minutes, is taken out and is gone membrane removal with air knife
It after the aqueous phase solution of excess surface, then immerses in organic phase solution 30 seconds, carries out interface polymerization reaction, then take the film out drip
It is dry, after being heat-treated 7 minutes in 50 DEG C of baking ovens, it is placed in deionized water and impregnates 24 hours, remove unreacted monomer, obtain virtue
Fragrant polyamide composite nanofiltration membrane；
(3) film surface activates: configuration 1- (3- dimethylamino-propyl) -3- ethyl-carbodiimide hydrochloride and N- hydroxyl fourth two
Imido activated solution；Aromatic polyamides composite nanometer filtering film is immersed in activated solution and carries out surface active 2h generation activity
Ester then immerses in above-mentioned polyamine aqueous phase solution 1 minute again, and surface contacts bonding；
The activating solution is by 1- (3- dimethylamino-propyl) -3- ethyl-carbodiimide hydrochloride and N- hydroxysuccinimide
It is dissolved into 2- (N- morpholine) ethanesulfonic acid buffer solution of 40mmol/L and configures, wherein 1- (3- dimethylamino-propyl)-
The ratio of 3- ethyl-carbodiimide hydrochloride and N- hydroxysuccinimide is 1:2, and the pH value of activated solution is 5.
(4) quantum dot is grafted: the aromatic polyamides composite nanometer filtering film after above-mentioned activation being immersed in is in mass concentration
In 0.1% graphene oxide quantum dot suspension, in shaking table after vibration reaction 2 hours, it is placed in 60 DEG C of baking ovens and is heat-treated 5 points
Clock obtains chlorine-resistant aromatic polyamides composite nanometer filtering film after deionized water is rinsed.
Comparative example 1
A kind of polyamide composite nanofiltration membrane preparation method being not added with graphene oxide quantum dot:
(1) monomer solution configures: m-phenylene diamine (MPD) is dissolved in water and prepares aqueous phase solution, mass concentration 1%, by equal benzene
Three formyl chlorides, which are dissolved in n-hexane, prepares organic phase solution, mass concentration 0.1%；
(2) interfacial polymerization: sulfonated polyether sulfone ultrafiltration counterdie is immersed in aqueous phase solution 30 minutes, is taken out and is gone with air knife
It after the aqueous phase solution of membrane removal excess surface, then immerses in organic phase solution 30 seconds, carries out interface polymerization reaction, then take the film out
It drains, is heat-treated after five minutes in 70 DEG C of baking ovens, be placed in deionized water and impregnate 24 hours, remove unreacted monomer, obtain
Aromatic polyamides composite nanometer filtering film；
The following are the separating property comparisons of the polyamide composite nanofiltration membrane of different embodiments preparation:
Note: 4000ppmNaClO aqueous solution soaking 1 hour.
The description of above-described embodiment should be considered as illustrating, it can be readily appreciated that can not depart from such as in claims
Described in the case where the present invention using many variations and combination of the feature being described above, this kind of variation is not viewed as taking off
From the spirit and scope of the present invention, and all such variations are included in the range of following claims.
Claims (8)
1. a kind of preparation method of chlorine-resistant aromatic polyamides composite nanometer filtering film, it is characterized in that: passing through polyamine and aromatic series acyl chlorides
Between interfacial polymerization generate aramid layer；Film is immersed in activated solution, unreacted acyl chlorides hydrolysis becomes carboxylic in polyamide
Active ester is activated into after base；Polyamine is re-used as the connection unit of active ester and graphene oxide quantum dot, by graphite oxide
Alkene quantum dot is grafted to polyamide film surface, realizes the preparation of chlorine-resistant aromatic polyamides composite nanometer filtering film.
2. the preparation method of chlorine-resistant aromatic polyamides composite nanometer filtering film as described in claim 1, it is characterized in that: steps are as follows:
(1) monomer solution configures: polyamine is dissolved in water the aqueous phase solution that preparation mass concentration is 0.1%~15%, it will be fragrant
Fragrant race's acyl chlorides is dissolved in the organic phase solution for preparing that mass concentration is 0.01%~2% in n-hexane；
(2) interfacial polymerization: ultrafiltration counterdie is immersed in 3~30min in step (1) configuration gained aqueous phase solution, takes out and uses gas
After knife removes the extra aqueous phase solution of film surface, then 30~60s in step (1) configuration gained organic phase solution is immersed, carries out boundary
Face polymerization reaction then drains prepared film taking-up；In 50~100 DEG C of baking ovens be heat-treated 3~7min after, be placed in from
It is impregnated in sub- water for 24 hours, removes unreacted monomer, obtain aromatic polyamides composite nanometer filtering film；
(3) film surface activates: configuration activated solution, and it is molten that aromatic polyamides composite nanometer filtering film obtained by step (2) is immersed in activation
1 ~ 3h of surface active is carried out in liquid and generates active ester, is then immersed again in step (1) configuration gained aqueous phase solution 1 minute；
(4) quantum dot is grafted: the aromatic polyamides composite nanometer filtering film after above-mentioned activation obtained by step (3) being immersed in dense in quality
After degree is shakes 1~3h of reaction in 0.01~0.1% graphene oxide quantum dot suspension, in shaking table, it is placed in 50~90 DEG C of bakings
It is heat-treated 3~7min in case and obtains chlorine-resistant aromatic polyamides composite nanometer filtering film after deionized water is rinsed.
3. the preparation method of chlorine-resistant aromatic polyamides composite nanometer filtering film as described in claim 1, it is characterized in that: step (1) is described
Polyamine is specially the one or more combination of o-phenylenediamine, m-phenylene diamine (MPD), piperazine, polyethyleneimine, equal benzene triamine.
4. the preparation method of chlorine-resistant aromatic polyamides composite nanometer filtering film as described in claim 1, it is characterized in that: step (1) is described
Aromatic series acyl chlorides is specially o-phthaloyl chloride, m-phthaloyl chloride, paraphthaloyl chloride, four acyl chlorides of biphenyl, three formyl of equal benzene
The one or more combination of chlorine.
5. the preparation method of chlorine-resistant aromatic polyamides composite nanometer filtering film as described in claim 1, it is characterized in that: step (2) is described
Ultrafiltration counterdie is specially Kynoar, polysulfones, polyacrylonitrile, sulfonated polysulfone or polyether sulfone ultrafiltration counterdie.
6. the preparation method of chlorine-resistant aromatic polyamides composite nanometer filtering film as described in claim 1, it is characterized in that: step (3) is described
Activated solution is specifically dissolved by 1- (3- dimethylamino-propyl) -3- ethyl-carbodiimide hydrochloride and N- hydroxysuccinimide
It is configured in 2- (N- morpholine) ethanesulfonic acid buffer solution of 35-45mmol/L, wherein 1- (3- dimethylamino-propyl) -3-
The ratio of ethyl-carbodiimide hydrochloride and N- hydroxysuccinimide is 1:2, and the pH value of activated solution is 4.5~5.5.
7. the preparation method of chlorine-resistant aromatic polyamides composite nanometer filtering film as described in claim 1, it is characterized in that: step (4) is described
Graphene oxide quantum dot is prepared by citric acid pyrolysismethod.
8. the preparation method of chlorine-resistant aromatic polyamides composite nanometer filtering film as claimed in claim 7, it is characterized in that graphene oxide amount
Detailed process is as follows for the preparation of son point: weighing 2~5g citric acid, citric acid is put into beaker, beaker is then placed on micro-control number
It is pyrolyzed 15~20 minutes for 180~200 DEG C on aobvious temperature platform；Then graphene oxide quantum dot is transferred to the saturating of 1000Da
Dialysis 1~2 day in bag is analysed, the solution after dialysis is freeze-dried, graphene oxide quantum dot is finally obtained.
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