CN109647232A - A method of cobalt (II) ion blotting composite membrane is prepared with N- methylpyrrole alkyl acrylamide - Google Patents
A method of cobalt (II) ion blotting composite membrane is prepared with N- methylpyrrole alkyl acrylamide Download PDFInfo
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- CN109647232A CN109647232A CN201811462149.6A CN201811462149A CN109647232A CN 109647232 A CN109647232 A CN 109647232A CN 201811462149 A CN201811462149 A CN 201811462149A CN 109647232 A CN109647232 A CN 109647232A
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- cobalt
- ion
- composite membrane
- alkyl acrylamide
- methylpyrrole alkyl
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- XLJKHNWPARRRJB-UHFFFAOYSA-N cobalt(2+) Chemical compound [Co+2] XLJKHNWPARRRJB-UHFFFAOYSA-N 0.000 title claims abstract description 77
- 239000012528 membrane Substances 0.000 title claims abstract description 52
- 239000002131 composite material Substances 0.000 title claims abstract description 45
- OXHNLMTVIGZXSG-UHFFFAOYSA-N 1-Methylpyrrole Chemical compound CN1C=CC=C1 OXHNLMTVIGZXSG-UHFFFAOYSA-N 0.000 title claims abstract description 35
- 125000000217 alkyl group Chemical group 0.000 title claims abstract description 34
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 title claims abstract description 33
- 238000000034 method Methods 0.000 title claims abstract description 30
- 150000002500 ions Chemical class 0.000 claims abstract description 30
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 17
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims abstract description 16
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000003999 initiator Substances 0.000 claims abstract description 14
- 150000001875 compounds Chemical class 0.000 claims abstract description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 72
- 210000004379 membrane Anatomy 0.000 claims description 46
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 33
- 229910001429 cobalt ion Inorganic materials 0.000 claims description 23
- 239000000243 solution Substances 0.000 claims description 23
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims description 16
- 239000011259 mixed solution Substances 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 9
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 6
- 229920001343 polytetrafluoroethylene Polymers 0.000 claims description 6
- 239000004810 polytetrafluoroethylene Substances 0.000 claims description 6
- -1 polytetrafluoroethylene Polymers 0.000 claims description 5
- 238000002791 soaking Methods 0.000 claims description 5
- 238000001291 vacuum drying Methods 0.000 claims description 5
- 210000002469 basement membrane Anatomy 0.000 claims description 4
- 235000019441 ethanol Nutrition 0.000 claims description 4
- 239000002033 PVDF binder Substances 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 229920002981 polyvinylidene fluoride Polymers 0.000 claims description 3
- 239000004088 foaming agent Substances 0.000 claims description 2
- 238000002604 ultrasonography Methods 0.000 claims description 2
- 239000000052 vinegar Substances 0.000 claims 1
- 235000021419 vinegar Nutrition 0.000 claims 1
- 239000000178 monomer Substances 0.000 abstract description 13
- 229910021645 metal ion Inorganic materials 0.000 abstract description 5
- 238000002360 preparation method Methods 0.000 abstract description 4
- 238000001179 sorption measurement Methods 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract description 2
- 238000006243 chemical reaction Methods 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 5
- 229920002292 Nylon 6 Polymers 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000010828 elution Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000011161 development Methods 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- YYPNJNDODFVZLE-UHFFFAOYSA-N 3-methylbut-2-enoic acid Chemical compound CC(C)=CC(O)=O YYPNJNDODFVZLE-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000009920 chelation Effects 0.000 description 1
- 238000009388 chemical precipitation Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- DGPGGSRBDAZGPP-UHFFFAOYSA-N ethane-1,2-diol;2-methylbut-2-ene Chemical group OCCO.CC=C(C)C DGPGGSRBDAZGPP-UHFFFAOYSA-N 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000010355 oscillation Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000003911 water pollution Methods 0.000 description 1
Classifications
-
- 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
-
- 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
-
- 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
- B01D69/12—Composite membranes; Ultra-thin membranes
- B01D69/125—In situ manufacturing by polymerisation, polycondensation, cross-linking or chemical reaction
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
- B01J20/268—Polymers created by use of a template, e.g. molecularly imprinted polymers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28014—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their form
- B01J20/28033—Membrane, sheet, cloth, pad, lamellar or mat
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2323/00—Details relating to membrane preparation
- B01D2323/24—Use of template or surface directing agents [SDA]
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2325/00—Details relating to properties of membranes
- B01D2325/12—Adsorbents being present on the surface of the membranes or in the pores
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Analytical Chemistry (AREA)
- Organic Chemistry (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Abstract
The present invention relates to a kind of methods for preparing cobalt (II) ion blotting composite membrane with N- methylpyrrole alkyl acrylamide, belong to membrane material preparation science technical field.The method of the invention is with Co (II) for template ion, N- methylpyrrole alkyl acrylamide is function monomer, ethylene glycol dimethacrylate is crosslinking agent, azodiisobutyronitrile is initiator, it is combined by metal ion engram technology and membrane technology, prepares cobalt (II) ion blotting composite membrane Co (II)-MICM.The compound membrane stability of cobalt (II) ion blotting that the present invention is prepared is high, has preferable specific adsorption ability and imprinting effect to cobalt (II) ion.
Description
Technical field
The present invention relates to a kind of method for preparing cobalt (II) ion blotting composite membrane with N- methylpyrrole alkyl acrylamide,
Belong to membrane material preparation science technical field.
Background technique
With the development of industrial production technology, water pollution problems is increasingly serious.The discharge of the waste water containing cobalt ions is to cause water
An one of important sources for pollution.The removal common method of cobalt ions has electrochemical process, chemical precipitation method, absorption method and film point
From method etc..Research in terms of these methods are applied to processing waste water containing cobalt ions is very extensive, but these processing methods are deposited
In some shortcomings, such as complex process, cost is high, poor selectivity or easily causes secondary pollution problems.Therefore, it is necessary to seek
Look for a kind of pair of cobalt ions that there is highly selective method for separating and concentrating.
Ionic imprinting technique (ion imprinted technology, IIT) is molecular imprinting technology (molecular
Imprintedtechnology, MIT) important development direction can be produced with metal ion using special metal ion as template
The compound of raw chelation is function monomer, and a kind of ion imprinted polymer is formed under the action of crosslinking agent and initiator
(ion-imprinted polymer, IIPs), it is internal containing largely and object ion is big in size after eluted template ion
The imprinted cavity of small, binding site etc. all matcheds.The IIPs of CN107573462A preparation has object ion
Efficient identification selection and compatibility, to realize that the Selective Separation of object ion provides effective approach.However, polymerization
Object is uneven in the presence of grinding, particle is big, and template ion embeds too deep, difficult elution, or even the problems such as leakage.
Summary of the invention
In view of the above problems and insufficient, the present invention, which provides, a kind of prepares cobalt with N- methylpyrrole alkyl acrylamide
(II) method of ion blotting composite membrane.For the present invention with Co (II) for template ion, N- methylpyrrole alkyl acrylamide is function
Energy monomer, ethylene glycol dimethacrylate is crosslinking agent, and azodiisobutyronitrile is initiator, passes through metal ion engram technology
It is combined with membrane technology, prepares cobalt (II) ion blotting composite membrane Co (II)-MICM.Cobalt (II) ion that the present invention is prepared
The compound membrane stability of trace is high, has preferable specific adsorption ability and imprinting effect to cobalt (II) ion.
The invention is realized by the following technical scheme, the specific steps are as follows:
Step (1): cobalt (II) ion is dissolved completely in porogenic solvents, and N- methylpyrrole alkyl acrylamide, room temperature is added
It vibrates (2~3h) to mix, crosslinking agent ethylene glycol dimethacrylate and initiator azodiisobutyronitrile is added, shakes up, ultrasound 5
~10min forms pre-polymer solution.
Cobalt (II) ion, N- methylpyrrole alkyl acrylamide, ethylene glycol dimethacrylate molar ratio be
1:(2~8): (10~50).
Step (2): basement membrane being placed in the pre-polymer solution that step (1) obtains, soaking at room temperature 3 ~ 30min, and last 50 ~ 70
DEG C reaction 12 ~ for 24 hours, form cobalt ions trace composite membrane i.e. Co (II)-MICM.
Step (3): the methanol that cobalt ions trace composite membrane Co (the II)-MICM that step (2) is obtained is 9:1 with volume ratio
With acetic acid mixed solution eluted template ion, again with methanol is washed till neutrality, the cobalt ions trace being dried in vacuo after being eluted for 24 hours
Composite membrane Co (II)-MICM.
Pore-foaming agent of the present invention is the mixed solution of organic solvent and water, and the volume ratio of organic solvent and water is 1:1 ~ 1:
3；The organic solvent is methanol, ethyl alcohol, acetonitrile, N,N-dimethylformamide or isopropanol.
The molar ratio of cobalt (II) ion and azodiisobutyronitrile is 1:(0.06~0.12 in step (1) of the present invention).
Basement membrane described in step (2) of the present invention is polytetrafluoroethylene (PTFE) miillpore filter, polyvinylidene fluoride microporous filtering film, Nylon-
One of 6 miillpore filters are commercial product.
In step (3) of the present invention in methanol/acetic acid mixed solution, methanol and acetic acid volume ratio are 9:1.
Cobalt (II) ion of the present invention is commercially available reagent.
The beneficial effects of the present invention are:
(1) the method for the present invention is combined by metal ion engram technology and membrane technology, with N- methylpyrrole alkyl acrylamide
Cobalt (II) ion blotting composite membrane Co (II)-MICM is prepared, has many advantages, such as that large amount of adsorption, imprinting effect are good, be convenient for elution, solution
The problems such as imprinted polymer last handling process of current methods of having determined preparation is many and diverse, elution time is long.
(2) cobalt (II) the ion blotting composite membrane being prepared is to cobalt (II) ion specific adsorption ability with higher
With higher imprinting factor.
Specific embodiment
With reference to embodiment, the invention will be further described.
Embodiment 1
A method of cobalt (II) ion blotting composite membrane being prepared with N- methylpyrrole alkyl acrylamide, specifically includes following step
It is rapid:
Step (1): 0.1mmol cobalt (II) ion is dissolved completely in 10mL porogenic solvents (methanol/water, v/v=1:2), is added
0.4mmol function monomer N- methylpyrrole alkyl acrylamide vibrates 2h, and 1mmol crosslinking agent ethyleneglycol dimethacrylate is added
Ester and initiator azodiisobutyronitrile, shake up, ultrasonic 5min, form pre-polymer solution；Wherein cobalt (II) ion, function monomer N-
Methylpyrrole alkyl acrylamide and crosslinking agent ethylene glycol dimethacrylate molar ratio are 1:4:10, cobalt (II) ion and are drawn
Hair agent azodiisobutyronitrile molar ratio is 1:0.06.
Step (2): polytetrafluoroethylene (PTFE) miillpore filter is placed in the pre-polymer solution that step (1) obtains, soaking at room temperature
3min, last 50 DEG C of reactions 12h form cobalt ions trace composite membrane i.e. Co (II)-MICM.
Step (3): cobalt (II) the ion blotting composite membrane that step (2) is obtained with 150mL volume ratio be 9:1 methanol and
Acetic acid mixed solution eluted template ion, again with methanol are washed till neutrality, and the ion blotting after vacuum drying is eluted for 24 hours is compound
Film Co (II)-MICM.
By cobalt ions trace composite membrane Co (II)-MICM that the present embodiment is prepared weigh 20mg in concentration be 50mg/
To Co(II in the solution of ml) it adsorbs, adsorbance 659.44mg/g, imprinting factor 1.38.
Embodiment 2
A method of cobalt (II) ion blotting composite membrane being prepared with N- methylpyrrole alkyl acrylamide, specifically includes following step
It is rapid:
Step (1): 0.1mmol cobalt (II) ion is dissolved completely in 10mL porogenic solvents (ethanol/water, v/v=1:1), is added
0.4mmol function monomer N- methylpyrrole alkyl acrylamide vibrates 3h, and 3mmol crosslinking agent ethyleneglycol dimethacrylate is added
Ester and initiator azodiisobutyronitrile, shake up, ultrasonic 10min, form pre-polymer solution；Wherein cobalt (II) ion, function list N-
Methylpyrrole alkyl acrylamide and crosslinking agent ethylene glycol dimethacrylate molar ratio are 1:4:30, cobalt (II) ion and are drawn
Hair agent azodiisobutyronitrile molar ratio is 1:0.12.
Step (2): polyvinylidene fluoride microporous filtering film is placed in the pre-polymer solution that step (1) obtains, soaking at room temperature
15min, last 60 DEG C of reactions 12h form cobalt ions trace composite membrane i.e. Co (II)-MICM
Step (3): the methanol and acetic acid that cobalt (II) the ion blotting composite membrane that step (2) is obtained is 9:1 with 150mL volume ratio
Mixed solution eluted template ion, again with methanol are washed till neutrality, the cobalt ions trace composite membrane being dried in vacuo after being eluted for 24 hours
Co(II)-MICM。
By cobalt ions trace composite membrane Co (II)-MICM that the present embodiment is prepared weigh 20mg in concentration be 50mg/
To Co(II in the solution of ml) it adsorbs, adsorbance 696.67mg/g, imprinting factor 1.51.
Embodiment 3
A method of cobalt (II) ion blotting composite membrane being prepared with N- methylpyrrole alkyl acrylamide, specifically includes following step
It is rapid:
Step (1): 0.1mmol cobalt (II) ion is dissolved completely in 10mL porogenic solvents (n,N-Dimethylformamide/water, v/v
=1:1) in, 0.4mmol function monomer N- methylpyrrole alkyl acrylamide is added and vibrates 2.5h, 5mmol crosslinking agent second two is added
Alcohol dimethylacrylate and initiator azodiisobutyronitrile, shake up, ultrasonic 7min, form pre-polymer solution；Wherein cobalt (II)
Ion, function monomer N- methylpyrrole alkyl acrylamide and crosslinking agent ethylene glycol dimethacrylate molar ratio are 1:4:
50, cobalt (II) ion and initiator azodiisobutyronitrile molar ratio are 1:0.09.
Step (2): Nylon-6 miillpore filter being placed in the pre-polymer solution that step (1) obtains, soaking at room temperature 30min,
Last 70 DEG C of reactions 12h forms cobalt ions trace composite membrane i.e. Co (II)-MICM
Step (3): the methanol and acetic acid that cobalt (II) the ion blotting composite membrane that step (2) is obtained is 9:1 with 150mL volume ratio
Mixed solution eluted template ion, again with methanol are washed till neutrality, the ion blotting composite membrane Co being dried in vacuo after being eluted for 24 hours
(II)-MICM。
By cobalt ions trace composite membrane Co (II)-MICM that the present embodiment is prepared weigh 20mg in concentration be 50mg/
To Co(II in the solution of ml) it adsorbs, adsorbance 661.58mg/g, imprinting factor is up to 1.39.
Embodiment 4
A method of cobalt (II) ion blotting composite membrane being prepared with N- methylpyrrole alkyl acrylamide, specifically includes following step
It is rapid:
Step (1): 0.1mmol cobalt (II) ion is dissolved completely in 10mL porogenic solvents (isopropanol/water, v/v=1:1), is added
Enter 0.2mmol function monomer N- methylpyrrole alkyl acrylamide oscillation 3h, 3mmol crosslinking agent ethylene glycol dimethyl propylene is added
Acid esters and initiator azodiisobutyronitrile, shake up, ultrasonic 5min, form pre-polymer solution；Wherein cobalt (II) ion, function monomer
N- methylpyrrole alkyl acrylamide and crosslinking agent ethylene glycol dimethacrylate molar ratio are 1:2:30, cobalt (II) ion and
Initiator azodiisobutyronitrile molar ratio is 1:0.06.
Step (2): Nylon-6 miillpore filter being placed in the pre-polymer solution that step (1) obtains, soak at room temperature 3min,
Last 50 DEG C of reactions 18h forms cobalt ions trace composite membrane i.e. Co (II)-MICM.
Step (3): cobalt (II) the ion blotting composite membrane that step (2) is obtained with 150mL volume ratio be 9:1 methanol and
Acetic acid mixed solution eluted template ion, again with methanol are washed till neutrality, and the ion blotting after vacuum drying is eluted for 24 hours is compound
Film Co (II)-MICM.
By cobalt ions trace composite membrane Co (II)-MICM that the present embodiment is prepared weigh 20mg in concentration be 50mg/
To Co(II in the solution of ml) it adsorbs, adsorbance 659.44mg/g, imprinting factor is up to 1.38.
Embodiment 5
A method of cobalt (II) ion blotting composite membrane being prepared with N- methylpyrrole alkyl acrylamide, specifically includes following step
It is rapid:
Step (1): 0.1mmol cobalt (II) ion is dissolved completely in 10mL porogenic solvents (acetonitrile/water, v/v=1:1), is added
0.8mmol function monomer N- methylpyrrole alkyl acrylamide vibrates 3h, and 3mmol crosslinking agent ethyleneglycol dimethacrylate is added
Ester and initiator azodiisobutyronitrile, shake up, ultrasonic 5min, form pre-polymer solution；Wherein cobalt (II) ion, function monomer N-
Methylpyrrole alkyl acrylamide and crosslinking agent ethylene glycol dimethacrylate molar ratio are 1:8:30, cobalt (II) ion and are drawn
Hair agent azodiisobutyronitrile molar ratio is 1:0.09.
Step (2): Nylon-6 miillpore filter being placed in the pre-polymer solution that step (1) obtains, soak at room temperature 15min,
Last 70 DEG C of reactions 18h forms cobalt ions trace composite membrane i.e. Co (II)-MICM.
Step (3): cobalt (II) the ion blotting composite membrane that step (2) is obtained with 150mL volume ratio be 9:1 methanol and
Acetic acid mixed solution eluted template ion, again with methanol are washed till neutrality, and the ion blotting after vacuum drying is eluted for 24 hours is compound
Film Co (II)-MICM.
By cobalt ions trace composite membrane Co (II)-MICM that the present embodiment is prepared weigh 20mg in concentration be 50mg/
To Co(II in the solution of ml) it adsorbs, adsorbance 611.58mg/g, imprinting factor is up to 1.25.
Embodiment 6
A method of cobalt (II) ion blotting composite membrane being prepared with N- methylpyrrole alkyl acrylamide, specifically includes following step
It is rapid:
Step (1): 0.1mmol cobalt (II) ion is dissolved completely in 10mL porogenic solvents (methanol/water, v/v=1:3), is added
0.4mmol function monomer N- methylpyrrole alkyl acrylamide vibrates 3h, and 2mmol crosslinking agent ethyleneglycol dimethacrylate is added
Ester and initiator azodiisobutyronitrile, shake up, ultrasonic 5min, form pre-polymer solution；Wherein cobalt (II) ion, N- methylpyrrole
Alkyl acrylamide and crosslinking agent ethylene glycol dimethacrylate molar ratio are 1:4:20, cobalt (II) ion and initiator azo
Bis-isobutyronitrile molar ratio is 1:0.06.
Step (2): Nylon-6 miillpore filter being placed in the pre-polymer solution that step (1) obtains, soak at room temperature 3min,
Last 60 DEG C of reactions for 24 hours, form cobalt ions trace composite membrane i.e. Co (II)-MICM.
Step (3): cobalt (II) the ion blotting composite membrane that step (2) is obtained with 150mL volume ratio be 9:1 methanol and
Acetic acid mixed solution eluted template ion, again with methanol are washed till neutrality, and the ion blotting after vacuum drying is eluted for 24 hours is compound
Film Co (II)-MICM.
By cobalt ions trace composite membrane Co (II)-MICM that the present embodiment is prepared weigh 20mg in concentration be 50mg/
To Co(II in the solution of ml) it adsorbs, adsorbance 725.37mg/g, imprinting factor is up to 2.16.
Above the embodiment of the present invention is explained in detail, but the present invention is not limited to above-mentioned embodiment party
Formula can also be made without departing from the purpose of the present invention within the knowledge of a person skilled in the art
Various change out.
Claims (5)
1. a kind of method for preparing cobalt (II) ion blotting composite membrane with N- methylpyrrole alkyl acrylamide, which is characterized in that
Specifically includes the following steps:
Step (1): cobalt (II) ion is dissolved completely in porogenic solvents, and N- methylpyrrole alkyl acrylamide, room temperature is added
It vibrates (2~3h) to mix, crosslinking agent ethylene glycol dimethacrylate and initiator azodiisobutyronitrile is added, shakes up, ultrasound 5
~10min forms pre-polymer solution；
Cobalt (II) ion, N- methylpyrrole alkyl acrylamide, ethylene glycol dimethacrylate molar ratio be 1:(2
~8): (10~50)；
Step (2): basement membrane being placed in the pre-polymer solution that step (1) obtains, and 3 ~ 30min of soaking at room temperature, last 50 ~ 70 DEG C anti-
Answer 12 ~ for 24 hours, form cobalt ions trace composite membrane i.e. Co (II)-MICM；
Step (3): the methanol and vinegar that cobalt ions trace composite membrane Co (the II)-MICM that step (2) is obtained is 9:1 with volume ratio
Sour mixed solution eluted template ion, again with methanol are washed till neutrality, and the cobalt ions trace after vacuum drying is eluted for 24 hours is compound
Film Co (II)-MICM.
2. the side of cobalt (II) ion blotting composite membrane is prepared with N- methylpyrrole alkyl acrylamide according to claim 1
Method, it is characterised in that: the pore-foaming agent is the mixed solution of organic solvent and water, and the volume ratio of organic solvent and water is 1:1 ~ 1:
3；The organic solvent is methanol, ethyl alcohol, acetonitrile, N,N-dimethylformamide or isopropanol.
3. the side of cobalt (II) ion blotting composite membrane is prepared with N- methylpyrrole alkyl acrylamide according to claim 1
Method, it is characterised in that: the molar ratio of cobalt (II) ion and azodiisobutyronitrile is 1:(0.06~0.12 in step (1)).
4. the side of cobalt (II) ion blotting composite membrane is prepared with N- methylpyrrole alkyl acrylamide according to claim 1
Method, it is characterised in that: basement membrane described in step (2) is polytetrafluoroethylene (PTFE) miillpore filter, polyvinylidene fluoride microporous filtering film, Nylon-
One of 6 miillpore filters.
5. the side of cobalt (II) ion blotting composite membrane is prepared with N- methylpyrrole alkyl acrylamide according to claim 1
Method, it is characterised in that: in step (3) in methanol/acetic acid mixed solution, methanol and acetic acid volume ratio are 9:1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811462149.6A CN109647232B (en) | 2018-12-03 | 2018-12-03 | Method for preparing cobalt (II) ion imprinting composite membrane by using N-methylpyrrolidine acrylamide |
Applications Claiming Priority (1)
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110256726A (en) * | 2019-07-02 | 2019-09-20 | 昆明理工大学 | A kind of preparation method and application of lead (II) ion blotting composite membrane |
| CN110339728A (en) * | 2019-07-02 | 2019-10-18 | 昆明理工大学 | One kind being based on the preparation method and application of new function monomer lead (II) ion blotting composite membrane |
| CN110339727A (en) * | 2019-07-02 | 2019-10-18 | 昆明理工大学 | A kind of preparation method and application of lead (II) ion trace composite membrane |
| CN113061215A (en) * | 2021-05-20 | 2021-07-02 | 重庆科技学院 | MOFs-based cobalt ion imprinted polymer and preparation method and application thereof |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102824899A (en) * | 2012-09-07 | 2012-12-19 | 盐城工学院 | Metal ion imprinted hydrogel adsorbing material with interpenetrating polymer network (IPN) structure and preparation method for metal ion imprinted hydrogel adsorbing material |
| CN103304833A (en) * | 2013-04-23 | 2013-09-18 | 天津工业大学 | Preparation method of molecular imprinted polymer membrane by means of grafting rejection |
| US20150194691A1 (en) * | 2010-06-18 | 2015-07-09 | Shangdong Huaxia Shenzhou New Material Co., Ltd. | Preparation method of fluorine-containing ionomer composite material with ion exchange function |
| CN106008843A (en) * | 2016-08-01 | 2016-10-12 | 南昌航空大学 | Surface-modified ion-imprinted polymer microspheres and preparation method thereof |
| CN106256414A (en) * | 2015-06-18 | 2016-12-28 | 中国石油化工股份有限公司 | A kind of preparation method of the hollow fiber film assembly of Selective Separation metal ion |
| CN106256839A (en) * | 2015-06-18 | 2016-12-28 | 中国石油化工股份有限公司 | A kind of method that ion blotting composite membrane is prepared in surface heat polymerization |
-
2018
- 2018-12-03 CN CN201811462149.6A patent/CN109647232B/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20150194691A1 (en) * | 2010-06-18 | 2015-07-09 | Shangdong Huaxia Shenzhou New Material Co., Ltd. | Preparation method of fluorine-containing ionomer composite material with ion exchange function |
| CN102824899A (en) * | 2012-09-07 | 2012-12-19 | 盐城工学院 | Metal ion imprinted hydrogel adsorbing material with interpenetrating polymer network (IPN) structure and preparation method for metal ion imprinted hydrogel adsorbing material |
| CN103304833A (en) * | 2013-04-23 | 2013-09-18 | 天津工业大学 | Preparation method of molecular imprinted polymer membrane by means of grafting rejection |
| CN106256414A (en) * | 2015-06-18 | 2016-12-28 | 中国石油化工股份有限公司 | A kind of preparation method of the hollow fiber film assembly of Selective Separation metal ion |
| CN106256839A (en) * | 2015-06-18 | 2016-12-28 | 中国石油化工股份有限公司 | A kind of method that ion blotting composite membrane is prepared in surface heat polymerization |
| CN106008843A (en) * | 2016-08-01 | 2016-10-12 | 南昌航空大学 | Surface-modified ion-imprinted polymer microspheres and preparation method thereof |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110256726A (en) * | 2019-07-02 | 2019-09-20 | 昆明理工大学 | A kind of preparation method and application of lead (II) ion blotting composite membrane |
| CN110339728A (en) * | 2019-07-02 | 2019-10-18 | 昆明理工大学 | One kind being based on the preparation method and application of new function monomer lead (II) ion blotting composite membrane |
| CN110339727A (en) * | 2019-07-02 | 2019-10-18 | 昆明理工大学 | A kind of preparation method and application of lead (II) ion trace composite membrane |
| CN110339728B (en) * | 2019-07-02 | 2021-10-22 | 昆明理工大学 | Preparation method and application of lead (II) ion imprinting composite membrane based on new functional monomer |
| CN110339727B (en) * | 2019-07-02 | 2021-10-22 | 昆明理工大学 | Preparation method and application of divalent lead ion imprinting composite membrane |
| CN110256726B (en) * | 2019-07-02 | 2021-11-12 | 昆明理工大学 | Preparation method and application of lead (II) ion imprinting composite membrane |
| CN113061215A (en) * | 2021-05-20 | 2021-07-02 | 重庆科技学院 | MOFs-based cobalt ion imprinted polymer and preparation method and application thereof |
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