CN103657450A - Polyvinyl acetate/polyion liquid semi-interpenetrating polymer network film and thermosetting preparation method thereof - Google Patents
Polyvinyl acetate/polyion liquid semi-interpenetrating polymer network film and thermosetting preparation method thereof Download PDFInfo
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- CN103657450A CN103657450A CN201310556573.8A CN201310556573A CN103657450A CN 103657450 A CN103657450 A CN 103657450A CN 201310556573 A CN201310556573 A CN 201310556573A CN 103657450 A CN103657450 A CN 103657450A
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Abstract
The invention belongs to the field of preparation of gas separation films, and particularly relates to a polyvinyl acetate/polyion liquid semi-interpenetrating polymer network film and a thermosetting preparation method thereof. The preparation method comprises the following steps: 1) preparing a film preparation solution, namely uniformly mixing polyvinyl acetate, a solvent and an ionic liquid monomer at 50 DEG C to form the film preparation solution; 2) crosslinking to form an interpenetrating network polymer film: adding a crosslinking agent and a thermal initiator into the film preparation solution to perform crosslinking reaction, thereby obtaining a film casting solution; and 3) after-treatment: carrying out ultrasonic treatment on the film casting solution subjected to crosslinking reaction, drying in air for 48 hours, transferring into a vacuum drying oven, and drying at room temperature for 12 hours. The polymerizable ionic liquid monomer used as one component in the semi-interpenetrating polymer network film has the advantages of favorable compatibility with other components, high stability and low tendency to loss, and can ensure the physical structure and enduring and stable properties of the film.
Description
Technical field
The invention belongs to gas separation membrane preparation field, relate in particular to a kind of polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film and heat cure preparation method thereof.
Background technology
In the past few decades, along with a large amount of uses of fossil fuel, airborne CO
2content sharply increase, aggravated global greenhouse effects.At present, be used for CO in segregated combustion tail gas
2method and technology have absorption, absorb cryogenic condensation and film separation etc.Membrane separation technique is low with its energy consumption, and equipment scale is little, is easy to the advantages such as same other technologies combine, and becomes current research CO
2separated focus.Polyvinyl acetate (PVAc) is a kind of glassy polymers cheap and easy to get, owing to containing the carbonyl (C=O) of polarity on strand, makes itself and CO
2there is very strong interaction; Compared to rubbery feel polymer, glassy polymers PVAc film is for CO
2/ N
2separated time have higher selective.But PVAc permeability of the membrane is lower, its CO
2infiltration coefficient be only 2-5barrer.For improving the gas permeation and separation performance of PVAc film, researcher adds the inorganic particulates such as zeolite4A, ABS, PU or organic material in PVAc, to prepare blend film to.Zeolite4A adds the gas-selectively that can improve PVAc blend film, but rigid inorganic particle suppresses the permeability of gas, and inorganic particulate is easily reunited in macromolecular material in addition, causes the gas-selectively of blend film to decline.ABS and PU etc. are easily separated with PVAc blend film, thereby reduce film strength and separating property.Semi-interpenetrating polymer network (Semi-Interpenetrating Polymer Network, S-IPN or Semi-IPN) distinctively force mutual appearance interaction energy to make two kinds of performance differences polymer very large or that there is difference in functionality form stable combination, thereby realize between component, at macro property, produce special synergy.In recent years, it is found that ionic liquid is to CO
2have special affinity, compare above-mentioned inorganic particulate or organic material, the plurality of advantages of ionic liquid becomes the ideal material for gas separation membrane.But pure poly ion liquid segment rigidity is stronger, the fragility of film is large, is difficult to be directly used in gas separation.
Summary of the invention
The object of the present invention is to provide a kind of polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film and heat cure preparation method thereof for gas separation, to overcome the defect of prior art.
A kind of polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film heat cure preparation method that the present invention proposes, is characterized in that comprising the steps:
A forms masking feed liquid after polyvinyl acetate 4.2-8.5 part, solvent 84.8-87.6 part, ionic liquid monomer 3.9-11 part are evenly mixed at 50 ℃.
B adds crosslinking agent, 0.1-0.25 part thermal initiator cross-linking reaction 10-26 hour at 65 ℃ of 0.5-1.4 part in described masking feed liquid, obtains casting solution.
C carries out deaeration processing for 10 minutes by the good ultrasonic processing of casting solution of cross-linking reaction, then casting solution is fallen on poly tetrafluoroethylene tool; Air drying 48 hours, then proceed to vacuum drying chamber under room temperature dry 12 hours thickness be vinylacetate/poly ion liquid semi-interpenetrating polymer network film of 150 microns of left and right.
Preferably, described polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network membrane preparation method, is characterized in that, described solvent is oxolane, acetone or chloroform.
Preferably, described ionic liquid monomer is 1-octyl group-3-vinyl imidazole hexafluorophosphate, 1-hexyl-3-vinyl imidazole hexafluorophosphate or 1-butyl-3-vinyl imidazole hexafluorophosphate.
Preferably, described crosslinking agent is 1,6-hexanediyl ester, GDMA or divinylbenzene.
Preferably, described thermal initiator is azo-initiator: azodiisobutyronitrile, ABVN or azo-bis-iso-dimethyl.
The present invention also proposes a kind of polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film, it is characterized in that formula comprises following component: polyvinyl acetate 5.4-8.8 part, solvent 85.5-87.3 part, ionic liquid monomer 3.9-9 part, crosslinking agent 0.25-1.2 part, thermal initiator 0.1-0.25 part.
Preferably, described solvent is oxolane, acetone or chloroform.
Preferably, described ionic liquid monomer is 1-octyl group-3-vinyl imidazole hexafluorophosphate, 1-hexyl-3-vinyl imidazole hexafluorophosphate or 1-butyl-3-vinyl imidazole hexafluorophosphate.
Preferably, described crosslinking agent is 1,6-hexanediyl ester, GDMA or divinylbenzene.
Preferably, described thermal initiator is azo-initiator: azodiisobutyronitrile, ABVN or azo-bis-iso-dimethyl.
Polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film provided by the invention, inside has crosslinked three-dimensional ionic liquid skeleton to support, and has improved to a certain extent the mechanical strength of film, and the anti-pressure ability of film is strong; In addition the ionic liquid of crosslinking condition has good stability, be not easy to run off, and high to the adsorption/desorption efficiency of gas.In addition, the CO of polarity
2polar carbonyl (C=O) in molecule and PVAc segment and the active H on the imidazole ring in poly ion liquid have strong interaction, make CO
2at film internal ratio N
2there is better permeability, be applicable to CO
2/ N
2gas separated.
In sum, the preparation method of polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film of the present invention, is formed based on interpenetrating networks principle, has the following advantages:
1, the present invention uses hot initiation method, and polymerization efficiency is high, and technique is simple, easy to operate, produces reproducible.
2, to use polymerisable ionic liquid monomer be wherein a kind of component of semi-interpenetrating polymer network film in the present invention, and the compatibility of itself and other component is good; In film-forming process, have good stability, be difficult for running off, can guarantee the physical arrangement of film and the lasting stability of performance.
Polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network the film that adopts the inventive method to prepare, due to the chemical constitution of film self and the impact of molecular function group, to CO
2the permeance property of gas is good, to CO
2/ N
2separation factor high.
The specific embodiment
Be below polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film and heat cure preparation method's thereof embodiment, but described embodiment is not construed as limiting the invention.
Embodiment mono-:
1) prepare masking feed liquid:
After 3.9 parts of 8.5 parts of polyvinyl acetate (molecular weight 40,000), 87.6 parts of oxolanes, 1-octyl group-3-vinyl imidazole hexafluorophosphate are evenly mixed at 50 ℃, form masking feed liquid.
2) be cross-linked to form interpenetrating net polymer film:
In above-mentioned masking feed liquid, add 0.5 part 1,6-hexanediyl ester, 0.1 part of azodiisobutyronitrile cross-linking reaction 20-24 hour at 65 ℃, obtain casting solution.
3) post processing:
The ultrasonic processing of casting solution that cross-linking reaction is good is carried out to deaeration processing for 10 minutes, then casting solution is fallen on poly tetrafluoroethylene tool; Air drying 48 hours, then proceed to vacuum drying chamber under room temperature dry 12 hours thickness be vinylacetate/poly ion liquid semi-interpenetrating polymer network film of 150 microns of left and right.
By above-mentioned vinylacetate/poly ion liquid semi-interpenetrating polymer network film for separating of CO
2/ N
2, CO
2infiltration be that property is better, infiltration coefficient is 12.342barrer, CO
2/ N
2separation factor be 39.23.
Embodiment bis-:
1) prepare masking feed liquid:
After 3.9 parts of 8.5 parts of polyvinyl acetate (molecular weight 40,000), 87.6 parts, acetone, 1-hexyl-3-vinyl imidazole hexafluorophosphate are evenly mixed at 50 ℃, form masking feed liquid.
2) be cross-linked to form interpenetrating net polymer film:
In above-mentioned masking feed liquid, add 0.5 part 1,6-hexanediyl ester, 0.1 part of azodiisobutyronitrile cross-linking reaction 18-21 hour at 65 ℃, obtain casting solution.
3) post processing:
The ultrasonic processing of casting solution that cross-linking reaction is good is carried out to deaeration processing for 10 minutes, then casting solution is fallen on poly tetrafluoroethylene tool; Air drying 48 hours, then proceed to vacuum drying chamber under room temperature dry 12 hours thickness be vinylacetate/poly ion liquid semi-interpenetrating polymer network film of 150 microns of left and right.
By above-mentioned vinylacetate/poly ion liquid semi-interpenetrating polymer network film for separating of CO
2/ N
2, CO
2infiltration be that property is better, infiltration coefficient is 8.235barrer, CO
2/ N
2separation factor be 28.21.
Embodiment tri-:
1) prepare masking feed liquid:
After 8.5 parts of 6 parts of polyvinyl acetate (molecular weight 40,000), 85.5 parts of oxolanes, 1-octyl group-3-vinyl imidazole hexafluorophosphate are evenly mixed at 50 ℃, form masking feed liquid.
2) be cross-linked to form interpenetrating net polymer film:
In above-mentioned masking feed liquid, add 1 part 1,6-hexanediyl ester, 0.2 part of azodiisobutyronitrile cross-linking reaction 22-26 hour at 65 ℃, obtain casting solution.
3) post processing:
The ultrasonic processing of casting solution that cross-linking reaction is good is carried out to deaeration processing for 10 minutes, then casting solution is fallen on poly tetrafluoroethylene tool; Air drying 48 hours, then proceed to vacuum drying chamber under room temperature dry 12 hours thickness be vinylacetate/poly ion liquid semi-interpenetrating polymer network film of 150 microns of left and right.
By above-mentioned vinylacetate/poly ion liquid semi-interpenetrating polymer network film for separating of CO
2/ N
2, CO
2infiltration be that property is better, infiltration coefficient is 35.469barrer, CO
2/ N
2separation factor be 42.34.
Embodiment tetra-:
1) prepare masking feed liquid:
After 8.5 parts of 6 parts of polyvinyl acetate (molecular weight 40,000), 85.5 parts, acetone, 1-hexyl-3-vinyl imidazole hexafluorophosphate are evenly mixed at 50 ℃, form masking feed liquid.
2) be cross-linked to form interpenetrating net polymer film:
In above-mentioned masking feed liquid, add 1 part 1,6-hexanediyl ester, 0.2 part of azodiisobutyronitrile cross-linking reaction 18-21 hour at 65 ℃, obtain casting solution.
3) post processing:
The ultrasonic processing of casting solution that cross-linking reaction is good is carried out to deaeration processing for 10 minutes, then casting solution is fallen on poly tetrafluoroethylene tool; Air drying 48 hours, then proceed to vacuum drying chamber under room temperature dry 12 hours thickness be vinylacetate/poly ion liquid semi-interpenetrating polymer network film of 150 microns of left and right.
By above-mentioned vinylacetate/poly ion liquid semi-interpenetrating polymer network film for separating of CO
2/ N
2, CO
2infiltration be that property is better, infiltration coefficient is 21.32barrer, CO
2/ N
2separation factor be 30.2.
Embodiment five:
1) prepare masking feed liquid:
After 11 parts of 4.2 parts of polyvinyl acetate (molecular weight 40,000), 84.8 parts of oxolanes, 1-octyl group-3-vinyl imidazole hexafluorophosphate are evenly mixed at 50 ℃, form masking feed liquid.
2) be cross-linked to form interpenetrating net polymer film:
In above-mentioned masking feed liquid, add 1.4 parts 1,6-hexanediyl ester, 0.25 part of azodiisobutyronitrile cross-linking reaction 22-26 hour at 65 ℃, obtain casting solution.
3) post processing:
The ultrasonic processing of casting solution that cross-linking reaction is good is carried out to deaeration processing for 10 minutes, then casting solution is fallen on poly tetrafluoroethylene tool; Air drying 48 hours, then proceed to vacuum drying chamber under room temperature dry 12 hours thickness be vinylacetate/poly ion liquid semi-interpenetrating polymer network film of 150 microns of left and right.
By above-mentioned vinylacetate/poly ion liquid semi-interpenetrating polymer network film for separating of CO
2/ N
2, CO
2infiltration be that property is better, infiltration coefficient is 40.25barrer, CO
2/ N
2separation factor be 40.06.
Embodiment six:
1) prepare masking feed liquid:
After 11 parts of 4.2 parts of polyvinyl acetate (molecular weight 40,000), 84.8 parts, acetone, 1-hexyl-3-vinyl imidazole hexafluorophosphate are evenly mixed at 50 ℃, form masking feed liquid.
2) be cross-linked to form interpenetrating net polymer film:
In above-mentioned masking feed liquid, add 1.4 parts 1,6-hexanediyl ester, 0.25 part of azodiisobutyronitrile cross-linking reaction 18-21 hour at 65 ℃, obtain casting solution.
3) post processing:
The ultrasonic processing of casting solution that cross-linking reaction is good is carried out to deaeration processing for 10 minutes, then casting solution is fallen on poly tetrafluoroethylene tool; Air drying 48 hours, then proceed to vacuum drying chamber under room temperature dry 12 hours thickness be vinylacetate/poly ion liquid semi-interpenetrating polymer network film of 150 microns of left and right.
By above-mentioned vinylacetate/poly ion liquid semi-interpenetrating polymer network film for separating of CO
2/ N
2, CO
2infiltration be that property is better, infiltration coefficient is 21.32barrer, CO
2/ N
2separation factor be 26.84.
Embodiment seven:
1) prepare masking feed liquid:
After 3.9 parts of 8.5 parts of polyvinyl acetate (molecular weight 40,000), 87.6 parts of oxolanes, 1-octyl group-3-vinyl imidazole hexafluorophosphate are evenly mixed at 50 ℃, form masking feed liquid.
2) be cross-linked to form interpenetrating net polymer film:
In above-mentioned masking feed liquid, add the divinylbenzene of 0.5 part, 0.1 part of azodiisobutyronitrile cross-linking reaction 20-24 hour at 65 ℃, obtain casting solution.
3) post processing:
The ultrasonic processing of casting solution that cross-linking reaction is good is carried out to deaeration processing for 10 minutes, then casting solution is fallen on poly tetrafluoroethylene tool; Air drying 48 hours, then proceed to vacuum drying chamber under room temperature dry 12 hours thickness be vinylacetate/poly ion liquid semi-interpenetrating polymer network film of 150 microns of left and right.
By above-mentioned vinylacetate/poly ion liquid semi-interpenetrating polymer network film for separating of CO
2/ N
2, CO
2infiltration be that property is better, infiltration coefficient is 5.873barrer, CO
2/ N
2separation factor be 24.50.
Embodiment eight:
1) prepare masking feed liquid:
After 8.5 parts of 6 parts of polyvinyl acetate (molecular weight 40,000), 85.5 parts, acetone, 1-butyl-3-vinyl imidazole hexafluorophosphate are evenly mixed at 50 ℃, form masking feed liquid.
2) be cross-linked to form interpenetrating net polymer film:
In above-mentioned masking feed liquid, add the divinylbenzene of 1 part, 0.2 part of azo-bis-iso-dimethyl cross-linking reaction 10-14 hour at 65 ℃, obtain casting solution.
3) post processing:
The ultrasonic processing of casting solution that cross-linking reaction is good is carried out to deaeration processing for 10 minutes, then casting solution is fallen on poly tetrafluoroethylene tool; Air drying 48 hours, then proceed to vacuum drying chamber under room temperature dry 12 hours thickness be vinylacetate/poly ion liquid semi-interpenetrating polymer network film of 150 microns of left and right.
By above-mentioned vinylacetate/poly ion liquid semi-interpenetrating polymer network film for separating of CO
2/ N
2, CO
2infiltration be that property is better, infiltration coefficient is 14.234barrer, CO
2/ N
2separation factor be 26.8.
Embodiment nine:
1) prepare masking feed liquid:
After 11 parts of 4.2 parts of polyvinyl acetate (molecular weight 40,000), 84.8 parts of oxolanes, 1-hexyl-3-vinyl imidazole hexafluorophosphate are evenly mixed at 50 ℃, form masking feed liquid.
2) be cross-linked to form interpenetrating net polymer film:
In above-mentioned masking feed liquid, add the GDMA of 1.4 parts, 0.25 part of ABVN cross-linking reaction 18-21 hour at 65 ℃, obtain casting solution.
3) post processing:
The ultrasonic processing of casting solution that cross-linking reaction is good is carried out to deaeration processing for 10 minutes, then casting solution is fallen on poly tetrafluoroethylene tool; Air drying 48 hours, then proceed to vacuum drying chamber under room temperature dry 12 hours thickness be vinylacetate/poly ion liquid semi-interpenetrating polymer network film of 150 microns of left and right.
By above-mentioned vinylacetate/poly ion liquid semi-interpenetrating polymer network film for separating of CO
2/ N
2, CO
2infiltration be that property is better, infiltration coefficient is 20.21barrer, CO
2/ N
2separation factor be 19.25.
The description of above-described embodiment should be regarded as explanation, understandablely be, can in the situation of the present invention not departing from as set forth, use many variations and the combination of the feature of setting forth above in claims, this class variation has not been regarded as a departure from the spirit and scope of the present invention, and all this class variations are all included in the scope of above claims.
Claims (10)
1. polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film heat cure preparation method, is characterized in that comprising the steps:
A forms masking feed liquid after polyvinyl acetate 4.2-8.5 part, solvent 84.8-87.6 part, ionic liquid monomer 3.9-11 part are evenly mixed at 50 ℃.
B adds crosslinking agent, 0.1-0.25 part thermal initiator cross-linking reaction 10-26 hour at 65 ℃ of 0.5-1.4 part in described masking feed liquid, obtains casting solution.
C carries out deaeration processing for 10 minutes by the good ultrasonic processing of casting solution of cross-linking reaction, then casting solution is fallen on poly tetrafluoroethylene tool; Air drying 48 hours, then proceed to vacuum drying chamber under room temperature dry 12 hours thickness be vinylacetate/poly ion liquid semi-interpenetrating polymer network film of 150 microns of left and right.
2. polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film heat cure preparation method according to claim 1, is characterized in that, described solvent is oxolane, acetone or chloroform.
3. according to polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film heat cure preparation method described in claim 1-2, it is characterized in that, described ionic liquid monomer is 1-octyl group-3-vinyl imidazole hexafluorophosphate, 1-hexyl-3-vinyl imidazole hexafluorophosphate or 1-butyl-3-vinyl imidazole hexafluorophosphate.
4. according to polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film heat cure preparation method described in claim 1-3, it is characterized in that, described crosslinking agent is 1,6-hexanediyl ester, GDMA or divinylbenzene.
5. according to polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film heat cure preparation method described in claim 1-4, it is characterized in that, described thermal initiator is azo-initiator: azodiisobutyronitrile, ABVN or azo-bis-iso-dimethyl.
6. polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film, is characterized in that formula comprises following component: polyvinyl acetate 4.2-8.5 part, solvent 84.8-87.6 part, ionic liquid monomer 3.9-11 part, crosslinking agent 0.5-1.4 part, 0.1-0.25 part thermal initiator.
7. polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film according to claim 6, is characterized in that, described solvent is oxolane, acetone or chloroform.
8. according to polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film described in claim 6-7, it is characterized in that, described ionic liquid monomer is 1-octyl group-3-vinyl imidazole hexafluorophosphate, 1-hexyl-3-vinyl imidazole hexafluorophosphate or 1-butyl-3-vinyl imidazole hexafluorophosphate.
9. according to polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film described in claim 6-8, it is characterized in that, described crosslinking agent is 1,6-hexanediyl ester, GDMA or divinylbenzene.
10. according to polyvinyl acetate/poly ion liquid semi-interpenetrating polymer network film described in claim 6-9, it is characterized in that, described thermal initiator is azo-initiator: azodiisobutyronitrile, ABVN or azo-bis-iso-dimethyl.
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| CN107537562A (en) * | 2016-06-24 | 2018-01-05 | 中国科学院大连化学物理研究所 | The organic copolymer heterogeneous catalyst of ionic liquid containing phosphine and its preparation and application |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105148737A (en) * | 2015-08-14 | 2015-12-16 | 厦门市科宁沃特水处理科技股份有限公司 | Method for preparing electroosmosis film on basis of ionic liquid polymerization |
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| CN105504617A (en) * | 2015-12-29 | 2016-04-20 | 太原理工大学 | Method for preparing (1-vinyl-3-ethylimidazole borate)polyion liquid/polyvinyl alcohol polymer composite material |
| CN107537575A (en) * | 2016-06-24 | 2018-01-05 | 中国科学院大连化学物理研究所 | A kind of imidazole salts organic polymer catalyst and its preparation method and application |
| CN107537562A (en) * | 2016-06-24 | 2018-01-05 | 中国科学院大连化学物理研究所 | The organic copolymer heterogeneous catalyst of ionic liquid containing phosphine and its preparation and application |
| CN107537575B (en) * | 2016-06-24 | 2020-05-05 | 中国科学院大连化学物理研究所 | Imidazolium salt organic polymer catalyst and preparation method and application thereof |
| CN107537562B (en) * | 2016-06-24 | 2020-06-19 | 中国科学院大连化学物理研究所 | Phosphine-ionic liquid-containing organic copolymer heterogeneous catalyst, preparation and application thereof |
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|---|---|
| CN103657450B (en) | 2016-07-06 |
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