CN109173756A - A kind of quaternized polypyrrole modified cation exchange membrane of bromine alkane and its preparation and application - Google Patents
A kind of quaternized polypyrrole modified cation exchange membrane of bromine alkane and its preparation and application Download PDFInfo
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- CN109173756A CN109173756A CN201810987760.4A CN201810987760A CN109173756A CN 109173756 A CN109173756 A CN 109173756A CN 201810987760 A CN201810987760 A CN 201810987760A CN 109173756 A CN109173756 A CN 109173756A
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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
- B01D71/76—Macromolecular material not specifically provided for in a single one of groups B01D71/08 - B01D71/74
- B01D71/82—Macromolecular material not specifically provided for in a single one of groups B01D71/08 - B01D71/74 characterised by the presence of specified groups, e.g. introduced by chemical after-treatment
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
- B01D61/42—Electrodialysis; Electro-osmosis ; Electro-ultrafiltration; Membrane capacitive deionization
- B01D61/422—Electrodialysis
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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
- B01D67/0006—Organic membrane manufacture by chemical reactions
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D69/00—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
- B01D69/02—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor characterised by their properties
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01D2325/00—Details relating to properties of membranes
- B01D2325/42—Ion-exchange membranes
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Abstract
The invention discloses a kind of quaternized polypyrrole modified cation exchange membrane of bromine alkane and its preparation and application, the exchange membrane successively impregnates cation-exchange membrane in aqueous slkali and acid solution, deionized water cleaning, the cation-exchange membrane after obtaining soda acid activation；Cation-exchange membrane after activation is immersed in chromium solution, is stored at room temperature to chromium solution after volatilizing, aqueous oxidizing agent solution is added, is shaken, film is taken out, obtains polypyrrole modifying film；At room temperature, by polypyrrole modifying film immerse bromine alkane solution in 1~for 24 hours, take out film, cleaned with deionized water to get the quaternized polypyrrole modified cation exchange membrane of bromine alkane.The quaternized polypyrrole modified cation exchange membrane of bromine alkane of the present invention is used for Na+Monovalent selectivity separation.
Description
(1) technical field
The present invention relates to a kind of mono-/multi- valence selectivity cation-exchange membranes and preparation method thereof, and in particular to one kind is based on
The Monovalent selectivity cation-exchange membrane and preparation method of quaternized polypyrrole.
(2) background technique
For water as Source of life, importance is self-evident.But current, increasingly depleted with global resources, water resource is short
Scarce problem is stood in the breach, and becomes to get worse, and the pollution of water resource similarly aggravates, this, which is undoubtedly, makes the matter worse.Drink
Rare with water is also global problem, at present in water treatment field, has been formd including micro-filtration, ultrafiltration, nanofiltration, reverse osmosis
With unique water treatment system of the methods of electrodialysis.Wherein, electrodialytic technique because its water rate of recovery is high, service life of equipment is long and
Operating cost is low, simultaneously for the separation between non-same sex ion, even same sex ion have not replaceable huge advantage and
It is concerned.Electrodialysis is the selective penetrated property energy using amberplex to ion, under the promotion of applying direct current electric field power,
So that ion directional migration, to reach a special kind of skill of the separation of electrolyte solution, purification and concentration.
Electrodialysis at present has been widely used in sewage treatment as a kind of membrane separation technique, and food processing and medicine are strong
Health etc..Although electrodialytic technique has apparent application advantage, as the increasing of drinking water treatment difficulty, chemical industry are raw
The progress of production and the raising of aquatic products class requirement, people are consequently increased electrodialytic expectation.This is to traditional electric osmose
More stringent requirements are proposed for analysis technology: the ability with Selective Separation different valence state same sex ion.It is industrial in order to meet
The research and development of actual demand, selective electrodialytic technique are brought into schedule.
(3) summary of the invention
It is quaternizing agent by the quaternized processing of polypyrrole that it is an object of the present invention to provide one kind using bromine alkane, obtains surface modification
Quaternized polypyrrole cation-exchange membrane is used to prepare mono-/multi- valence selectivity cation-exchange membrane, in non-same sex ion, even
Separation between same sex ion has not replaceable huge advantage and is concerned.
The technical solution adopted by the present invention is that:
The present invention provides a kind of quaternized polypyrrole modified cation exchange membrane of bromine alkane, and the exchange membrane is made as follows
It is standby: 1) at room temperature, by cation-exchange membrane successively in aqueous slkali (preferably sodium hydrate aqueous solution) and acid solution (preferably hydrochloric acid water
Solution) in impregnate and remove film surface wax material, deionized water cleaning removes film surface extra alkali and acid, it is living to obtain soda acid
Cation-exchange membrane after change；
2) at room temperature, the cation-exchange membrane after step 1) activation is immersed in chromium solution, is stored at room temperature to pyrroles
After solution volatilizes (preferably 2-6h), aqueous oxidizing agent solution is added, concussion makes pyrroles's polymerization (preferably 100 times/min shakes 1h),
Film is taken out, polypyrrole modifying film is obtained；Oxidant is sodium peroxydisulfate, iron chloride, hydrogen peroxide, mistake in the aqueous oxidizing agent solution
One of fluoroacetic acid, sodium dichromate, chromic acid, potassium permanganate or ammonium persulfate；
3) at room temperature, by step 2) polypyrrole modifying film immerse bromine alkane solution in 1~for 24 hours, take out film, it is clear with deionized water
It washes to get the quaternized polypyrrole modified cation exchange membrane of bromine alkane.
Further, the step 1) sodium hydrate aqueous solution and aqueous hydrochloric acid solution concentration are 1mol/L.
Further, step 2) the chromium solution concentration is 2mol/L, and solvent is water, ethyl alcohol, ether or benzene.
Further, step 2) the aqueous oxidizing agent solution concentration is 0.5mol/L.
Further, step 3) the bromine alkane solution 1-20g/L, in the bromine alkane solution bromine alkane be bromoethane, 1- N-Propyl Bromide,
2- N-Propyl Bromide, 1- bromobutane, 2- bromobutane, 1- bromo pentane silane, 2 bromo pentane, 3- bromo pentane silane, hexyl bromide 1 bromohexane, 2- bromohexane, 3- bromine
Hexane, 1- heptyl bromide, 2- heptyl bromide, 3- heptyl bromide, 4- heptyl bromide, 1- bromooctane, sec-Octyl Bromide, 1- bromononane or the 1- bromine last of the ten Heavenly stems
Alkane, solvent are water, ethyl alcohol, ether or benzene.
The present invention also provides a kind of preparation method of quaternized polypyrrole modified cation exchange membrane of bromine alkane, the sides
Method carries out as follows: 1) at room temperature, cation-exchange membrane being impregnated 2h at sodium hydrate aqueous solution (preferably 1mol/L), is gone
Ionized water washes off the alkali of film surface, then impregnates 2h with aqueous hydrochloric acid solution (preferably 1mol/L), and deionized water washes off
The acid of film surface, the cation-exchange membrane after obtaining soda acid activation；
2) at room temperature, the cation-exchange membrane after step 1) activation is immersed in chromium solution (preferably 2mol/L), it is quiet
It sets to chromium solution after volatilizing, adds aqueous oxidizing agent solution (preferably 0.5mol/L), concussion (preferably 100 times/min, concussion
1h), film is taken out, polypyrrole modifying film is obtained；Oxidant is sodium peroxydisulfate, iron chloride, peroxidating in the aqueous oxidizing agent solution
One of hydrogen, Peracetic acid, sodium dichromate, chromic acid, potassium permanganate or ammonium persulfate, preferably sodium peroxydisulfate or iron chloride；
3) at room temperature, step 2) polypyrrole modifying film is immersed in 1-20g/L bromine alkane solution for 24 hours, film is taken out, uses deionization
Water cleans to get bromine alkane polypyrrole modified cation exchange membrane；Bromine alkyl structure formula Br- (CH in the bromine alkane solution2)n-CH3(n
=0-12), preferably bromoethane, 1- N-Propyl Bromide, 2- N-Propyl Bromide, 1- bromobutane, 2- bromobutane, 1- bromo pentane silane, 2 bromo pentane, 3-
Bromo pentane silane, hexyl bromide 1 bromohexane, 2- bromohexane, 3- bromohexane, 1- heptyl bromide, 2- heptyl bromide, 3- heptyl bromide, 4- heptyl bromide, 1- bromine are pungent
Alkane, sec-Octyl Bromide, 1- bromononane or 1- bromo-decane, more preferably bromoethane, hexyl bromide 1 bromohexane or bromo-decane, solvent be water, ethyl alcohol,
Ether or benzene.
Further, step 2) is immersed in beaker and carries out, the chromium solution be added that volume is beaker total volume 5~
30%, 5~30% that volume is beaker total volume are added in the oxidizing agent solution.
The present invention also provides a kind of quaternized polypyrrole modified cation exchange membranes of bromine alkane in preparation unit price or multivalence
Application in selective cation-exchange membrane.
Cation-exchange membrane of the present invention for any business or oneself can scrape the cation-exchange membrane of film preparation, preferably
CM-1Y cation-exchange membrane.
Room temperature of the present invention refers to 25-30 DEG C.
Compared with prior art, beneficial effect of the present invention is mainly reflected in: the modified sun of the quaternized polypyrrole of bromine alkane of the present invention
Amberplex is used for Na+Monovalent selectivity separation, by the modified Na of the quaternized polypyrrole of bromohexane+Opposite Mg2+Selection
Property through the more unmodified commercial membranes of value from 0.94 increase to 4.13；By the modified cation-exchange membrane of this patent, Na+/
Mg2+Selectivity factor (flux ratio) can be improved 4 times compared to highest before modified, this selectivity factor is to sell on the market
1.5 times of selectivity factor of two products (CSO of the CSV and Astom of Asahi Glass) of Japan.
(4) Detailed description of the invention
Fig. 1 is the preparation process schematic diagram of the quaternized polypyrrole modified cation exchange membrane of bromine alkane of the present invention.
Fig. 2 is the quaternized polypyrrole modified cation exchange membrane surface (a) of bromine alkane, section (a1) electron microscope and unmodified sun
Ion exchange film surface (b), section (b1) electron microscope.
Fig. 3 is unmodified cation-exchange membrane and the quaternized poly- pyrrole of bromine alkane in the Monovalent selectivity electrodialysis experiment of 1h
Modified cation exchange membrane is coughed up in the sodium ion of enriched chamber with respect to the flux of magnesium ion and the schematic diagram of Monovalent selectivity, C-1 generation
The quaternized polypyrrole modified cation exchange membrane of 1 bromoethane of table embodiment, C-2 represent the modified sun of 2 bromohexane polypyrrole of embodiment
Amberplex, C-3 represent 3 bromo-decane polypyrrole modified cation exchange membrane of embodiment, and C-4 represents unmodified cation exchange
Film (i.e. CM-1Y cation-exchange membrane).
(5) specific embodiment
The present invention is described further combined with specific embodiments below, but protection scope of the present invention is not limited in
This:
Embodiment 1
1, the quaternized polypyrrole modified cation exchange membrane of bromine alkane
Step 1: under room temperature (25-30 DEG C, similarly hereinafter), by the CM-1Y sun of a Tokuyama (day Bender mountain Cao Da company)
Amberplex is soaked in 1mol/L sodium hydrate aqueous solution after 2h, is drawn off being cleaned repeatedly with deionized water, removes table
The extra alkali in face, places into 1mol/L aqueous hydrochloric acid solution and impregnates 2h, is cleaned repeatedly after taking-up with deionized water, removes its surface
Upper extra acid, the cation-exchange membrane after obtaining soda acid activation.
Step 2: as shown in Figure 1, at room temperature, step 1 cation-exchange membrane after activation is immersed in hold 20ml,
In the 500ml beaker of 2mol/L epolamine solution, after standing 90min is volatilized to chromium solution, 20ml, 0.5mol/L are added
Ferric chloride in aqueous solution is put into concussion 1h (frequency is 100 times/min) in oscillator, takes out film, obtains polypyrrole modifying film.
Step 3: at room temperature, polypyrrole modifying film being put into the ethanol solution of 5g/L bromoethane, immersion for 24 hours afterwards takes film
Out, and with deionized water the bromoethane for washing surface repeatedly obtains the quaternized polypyrrole mono-/multi- valence selectivity cation of bromine alkane
Exchange membrane, surface electron microscope is as shown in a in Fig. 2, and section electron microscope is as shown in a1 in Fig. 2.Simultaneously with CM-1Y cation-exchange membrane
For control, surface electron microscope is as shown in b in Fig. 2, and section electron microscope is as shown in b1 in Fig. 2.
The b from a in Fig. 2 and Fig. 2, it can clearly be seen that membrane modifying and unmodified difference, the b1 from a1 in Fig. 2 and Fig. 2
It can clearly be seen that the presence of modified layer.
2, a bivalent cation selectivity electrodialysis is tested
According to bibliography (Recovery of chemically degraded polyethyleneimine by a
re-modification method:prolonging the lifetime of cation exchange membranes
(DOI:10.1039/C5RA27916J) test method, wherein test system is changed to Na+/Mg2+For test system, and it is initial
Concentration is all 0.05mol/L, wherein the solution of diluting compartment is taken to utilize ion chromatography Na after 1h+And Mg2+Concentration, and count
Calculate Na+Opposite Mg2+Selectivity is through value.It is simultaneously control with CM-1Y cation-exchange membrane.It as a result as shown in Figure 3, can from Fig. 3
To find out by the modified Na of quaternized polypyrrole+Opposite Mg2+Selectivity increases through the more unmodified commercial membranes of value from 0.94
To 3.67.
Embodiment 2
The ethanol solution of 2mol/L pyrroles in 1 step 2 of embodiment is changed to 2mol/L pyrroles's aqueous solution, the 5g/ in step 3
The ethanol solution that L bromoethane changes is the ethanol solution of 20g/L1- bromohexane, and oxidant is by 0.5mol/L FeCl3Aqueous solution is changed to
0.5mol/L sodium persulfate aqueous solution, remaining obtains the quaternized polypyrrole mono-/multi- valence selectivity cation of bromine alkane with embodiment 1
Exchange membrane.
Na is measured with same procedure+/Mg2+The Monovalent selectivity of system, by the modified Na of the quaternized polypyrrole of bromohexane+
Opposite Mg2+Selectivity increases to 4.13 from 0.94 through the more unmodified commercial membranes of value.
Embodiment 3
The ethanol solution of 2mol/L pyrroles in 1 step 2 of embodiment is changed to 2mol/L pyrroles's aqueous solution, the 5g/ in step 3
The ethanol solution of L bromoethane is changed to the ethanol solution of 1g/L bromo-decane, and oxidant is by 0.5mol/L FeCl3Aqueous solution is changed to
0.5mol/L sodium persulfate aqueous solution, the quaternized polypyrrole mono-/multi- valence selectivity cation of bromine alkane is made with embodiment 1 in remaining
Exchange membrane.
Na is measured with same procedure+/Mg2+The Monovalent selectivity of system, by the modified Na of the quaternized polypyrrole of bromo-decane+
Opposite Mg2+Selectivity increases to 3.56 from 0.94 through the more unmodified commercial membranes of value.
Claims (10)
1. a kind of quaternized polypyrrole modified cation exchange membrane of bromine alkane, it is characterised in that the exchange membrane is made as follows
It is standby: 1) successively to impregnate cation-exchange membrane in aqueous slkali, acid solution, the extra alkali of film surface is removed in deionized water cleaning
And acid, the cation-exchange membrane after obtaining soda acid activation；
2) cation-exchange membrane after step 1) activation is immersed in chromium solution, is stored at room temperature complete to epolamine solution
It vapors away, adds aqueous oxidizing agent solution, concussion polymerization takes out film, obtains polypyrrole modifying film；In the aqueous oxidizing agent solution
Oxidant is sodium peroxydisulfate, iron chloride, in hydrogen peroxide, Peracetic acid, sodium dichromate, chromic acid, potassium permanganate or ammonium persulfate
One kind；
3) at room temperature, by step 2) polypyrrole modifying film immerse bromine alkane solution in 1~for 24 hours, take out film, cleaned with deionized water,
Up to the quaternized polypyrrole modified cation exchange membrane of bromine alkane.
2. the quaternized polypyrrole modified cation exchange membrane of bromine alkane as described in claim 1, it is characterised in that the step 1) alkali
Solution is 1mol/L sodium hydrate aqueous solution, and the acid solution is 1mol/L aqueous hydrochloric acid solution.
3. the quaternized polypyrrole modified cation exchange membrane of bromine alkane as described in claim 1, it is characterised in that the step 2) pyrrole
Coughing up solution concentration is 2mol/L, and solvent is water, ethyl alcohol, ether or benzene.
4. the quaternized polypyrrole modified cation exchange membrane of bromine alkane as described in claim 1, it is characterised in that the step 2) oxygen
Agent concentration of aqueous solution is 0.5mol/L.
5. the quaternized polypyrrole modified cation exchange membrane of bromine alkane as described in claim 1, it is characterised in that the step 3) bromine
Alkane solution 1-20g/L.
6. the quaternized polypyrrole modified cation exchange membrane of bromine alkane as described in claim 1, it is characterised in that the step 3) bromine
Bromine alkane is bromoethane, 1- N-Propyl Bromide, 2- N-Propyl Bromide, 1- bromobutane, 2- bromobutane, 1- bromo pentane silane, 2 bromo pentane, 3- in alkane solution
Bromo pentane silane, hexyl bromide 1 bromohexane, 2- bromohexane, 3- bromohexane, 1- heptyl bromide, 2- heptyl bromide, 3- heptyl bromide, 4- heptyl bromide, 1- bromine are pungent
Alkane, sec-Octyl Bromide, 1- bromononane or 1- bromo-decane, solvent are water, ethyl alcohol, ether or benzene.
7. a kind of preparation method of the quaternized polypyrrole modified cation exchange membrane of bromine alkane described in claim 1, it is characterised in that
The method carries out as follows: 1) at room temperature, cation-exchange membrane being impregnated 2h, deionized water in sodium hydrate aqueous solution
The alkali of film surface is washed off, then impregnates 2h with aqueous hydrochloric acid solution, deionized water washes off the acid of film surface, obtains soda acid
Cation-exchange membrane after activation；
2) at room temperature, the cation-exchange membrane after step 1) activation is immersed in chromium solution, stands to chromium solution and volatilizes
Afterwards, aqueous oxidizing agent solution is added, concussion polymerization takes out film, obtains polypyrrole modifying film；It is aoxidized in the aqueous oxidizing agent solution
Agent is one in sodium peroxydisulfate, iron chloride, hydrogen peroxide, Peracetic acid, sodium dichromate, chromic acid, potassium permanganate or ammonium persulfate
Kind；
3) step 2) polypyrrole modifying film at room temperature, is immersed into 1-24h in 1-20g/L bromine alkane solution, film is taken out, uses deionized water
Cleaning is to get the quaternized polypyrrole modified cation exchange membrane of bromine alkane；Bromine alkane is bromoethane, 1- bromine third in the bromine alkane solution
Alkane, 2- N-Propyl Bromide, 1- bromobutane, 2- bromobutane, 1- bromo pentane silane, 2 bromo pentane, 3- bromo pentane silane, hexyl bromide 1 bromohexane, 2- bromohexane, 3-
Bromohexane, 1- heptyl bromide, 2- heptyl bromide, 3- heptyl bromide, 4- heptyl bromide, 1- bromooctane, sec-Octyl Bromide, 1- bromononane or the 1- bromine last of the ten Heavenly stems
Alkane, solvent are water, ethyl alcohol, ether or benzene.
8. preparation method as claimed in claim 7, it is characterised in that the step 1) sodium hydrate aqueous solution and hydrochloric acid are water-soluble
Liquid concentration is 1mol/L.
9. preparation method as claimed in claim 8, it is characterised in that step 2) the chromium solution concentration is 2mol/L, solvent
For water, ethyl alcohol, ether or benzene；The aqueous oxidizing agent solution concentration is 0.5mol/L.
10. a kind of quaternized polypyrrole modified cation exchange membrane of bromine alkane described in claim 1 is in preparation unit price or multivalence selection
Application in property cation-exchange membrane.
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| CN201810987760.4A CN109173756B (en) | 2018-08-28 | 2018-08-28 | Bromine alkyl quaternized polypyrrole modified cation exchange membrane and preparation and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108097069A (en) * | 2017-11-24 | 2018-06-01 | 浙江工业大学 | A kind of method that polypyrrole Monovalent selectivity cation-exchange membrane is prepared in situ |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN108097069A (en) * | 2017-11-24 | 2018-06-01 | 浙江工业大学 | A kind of method that polypyrrole Monovalent selectivity cation-exchange membrane is prepared in situ |
Non-Patent Citations (2)
| Title |
|---|
| G.S. GOHIL, ET.AL: "Preparation and characterization of mono-valent ion selective polypyrrole composite ion-exchange membranes", 《 JOURNAL OF MEMBRANE SCIENCE》 * |
| TING-TING YAO, ET.AL: "A modified coating method for preparing a mono-valent perm-selective cation exchange membrane: I. The evolution of membrane property corresponding to different preparing stage", 《DESALINATION AND WATER TREATMENT》 * |
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