CN105964155A - Design and preparation of supramolecular beta-cyclodextrin-ionic liquid-polyimide CO2 gas separation membrane material - Google Patents
Design and preparation of supramolecular beta-cyclodextrin-ionic liquid-polyimide CO2 gas separation membrane material Download PDFInfo
- Publication number
- CN105964155A CN105964155A CN201610321198.2A CN201610321198A CN105964155A CN 105964155 A CN105964155 A CN 105964155A CN 201610321198 A CN201610321198 A CN 201610321198A CN 105964155 A CN105964155 A CN 105964155A
- Authority
- CN
- China
- Prior art keywords
- beta
- ionic liquid
- schardinger dextrin
- polyimide
- preparation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
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
- B01D71/58—Other polymers having nitrogen in the main chain, with or without oxygen or carbon only
- B01D71/62—Polycondensates having nitrogen-containing heterocyclic rings in the main chain
- B01D71/64—Polyimides; Polyamide-imides; Polyester-imides; Polyamide acids or similar polyimide precursors
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/22—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by diffusion
- B01D53/228—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by diffusion characterised by specific membranes
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2257/00—Components to be removed
- B01D2257/50—Carbon oxides
- B01D2257/504—Carbon dioxide
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02C—CAPTURE, STORAGE, SEQUESTRATION OR DISPOSAL OF GREENHOUSE GASES [GHG]
- Y02C20/00—Capture or disposal of greenhouse gases
- Y02C20/40—Capture or disposal of greenhouse gases of CO2
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Manufacturing & Machinery (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
The invention relates to design and preparation of a supramolecular beta-cyclodextrin-ionic liquid-polyimide CO2 gas separation membrane material. According to the design and the preparation, a supramolecular polyimide membrane material with certain content of beta-cyclodextrin quaternary ammonium ionic liquid is synthesized on the basis of an inclusion compound prepared from the beta-cyclodextrin quaternary ammonium ionic liquid and an aromatic diamine monomer, and a series of supramolecular cyclodextrin-ionic liquid-polyimide gas separation membranes with high gas permeability and high separation performance are prepared from the supramolecular polyimide membrane material. Finally, an organic macromolecular membrane which is applicable to the separation and recovery of common acidic gases such as CO2 and H2S at present is obtained , and then, the problems of polyimide membrane materials in gas separation application that the general gas permeability is relatively low and the cost of a membrane assembly is relatively high are solved to some extent.
Description
Technical field
The present invention relates to polymeric membrane for separation technology, first make polyimides main chain be inlaid into right
CO2Having formation supermolecular structure in the quaternized ionic liquid of beta-schardinger dextrin-of stronger faciliated diffusion effect, after film forming, β-ring is stuck with paste
The quaternized ionic liquid of essence can move freely and rotate in polyimides main chain section and promote CO with this2Gas transmission in film
With dissolving, thus prepare a series of gas permeability and high separability can supermolecular cyclodextrin-ionic liquid polyamides
Imines gas separation membrane.
Background technology
Membrane separation technique is the new and effective common technology adapting to industry development in the present age, is acknowledged as 21 century solution
Certainly one of Scientific And Technical of significant problem such as the energy of facing mankind, resource and environment.The development of gaseous jet simulation starts from 1831
Year J.K.Mitchell systematic study to natural rubber breathability.1979, Monsanto company of the U.S. successfully developed
Prism gaseous jet simulation device is used for separating H2/N2, indicate gaseous jet simulation first time industrialization truly.Subsequently
Gas membrane Seperation Technology fast development, Membrane Gas Separation Processes has evolved into independent chemical engineering unit operation, and successful Application
In H2Separation and recovery, oxygen-enriched (O2), rich nitrogen (N2), natural gas (CH4) purification, organic steam (ethylene, propylene and chlorine
Methane etc.) separation with reclaim and sour corrosion gas (CO2、SO2And H2S etc.) the key areas such as removal.
Gaseous jet simulation is developed so far, and the research of its membrane module and device is gradually improved, sending out of its core membrane material
Exhibition is turned with engineering plastics (such as cellulose acetate, silicone rubber, polysulfones and polyether sulfone etc.) by original simple employing natural high polymer
And research and develop and there is membrane material targetedly.Wherein polyimide film material because of the heat stability of its excellence, chemical stability,
Mechanical performance and gas separating property, by more and more many concerns, research and development have high gas permeability and high score concurrently
Preferable polyimide gas separating film from performance, high mechanical strength and good filming performance becomes numerous researcher
The target pursued.Current business-like separation membrane is mainly polyimides, because it has the mechanically and thermally stable of excellence
Performance and gas separating property.But its gas flux flux compared with rubbery state film is relatively low, under same treatment amount, need
Membrane area is bigger and then high expensive, this point becomes the resistance limiting its further large-scale promotion with application.It is foreseeable that
Research and development coming years tool has the polyimide film of superelevation gas flux concurrently will become the emphasis of gaseous jet simulation research.
This patent is in the case of ensureing that polyimides main chain is not destroyed, from supermolecule angle proposition new approaches,
Will be to CO2The quaternized ionic liquid of beta-schardinger dextrin-having stronger faciliated diffusion effect introduces and forms oversubscription in polyimides main chain section
Sonization structure, after film forming, the quaternized ionic liquid of beta-schardinger dextrin-can move freely in polyimides main chain section and promote with this with rotating
Enter CO2Gas transmission in film and dissolving, thus prepare a series of gas permeability and high separability can supermolecule
Change cyclodextrin-ionic liquid polyimide gas separating film.
Summary of the invention
It is an object of the invention to prepare supermolecular beta-schardinger dextrin--ionic liquid-polyimides CO2Gas separation membrane material
Material.
For achieving the above object, the technical solution used in the present invention is:
Make CO2The quaternized ionic liquid of beta-schardinger dextrin-having the strongest faciliated diffusion effect is incorporated in supermolecular mode
Supermolecular beta-schardinger dextrin--ionic liquid-polyimides CO is prepared in polyimide material main chain section2Gas separation membrane material
Material.
Specifically, its step of the preparation method of the present invention is as follows:
1. prepared by the supermolecular polyimide film material containing the quaternized ionic liquid of beta-schardinger dextrin-:
(1) formation of diamidogen clathrate: take a certain amount of aromatic diamine in water, be heated to reflux under nitrogen atmosphere, can
Observe that diamidogen is water insoluble.Take the quaternized ionic liquid of a certain amount of beta-schardinger dextrin-more soluble in water, be heated to reflux treating big portion
After dividing two amine solvents, filtering out undissolved diamidogen, solution stand at low temperature a period of time crystallizes, and is filtrated to get crystal, puts into true
In empty baking oven, 50～120 DEG C are dried 12～24h.
(2) press the molar ratio of diamine monomer and dianhydride monomer 1: 1 to 1.1, put into a certain amount of aromatic diamine inclusion
Thing, aromatic diamine and aromatic dianhydride are dissolved in polar solvent at normal temperatures, and nitrogen atmosphere high speed stirring 2～48h is extremely
Solution thickness, is subsequently adding diamine monomer mole 2～the catalyst of triethylamine of 10 times and dehydrant acetic anhydride, continues at a high speed
Stirring 2～48h, to solution again thickness, is then poured polymer solution in a large amount of methanol into and is settled, then polymer is put into
In vacuum drying oven, 50～150 DEG C are dried 24～48h, prepare main chain and contain different content and variety classes beta-schardinger dextrin-is quaternized
The polyimide material of ionic liquid is standby, its gas permeability to be tested.
(3) preparation of symmetric membrane sample: take the polyimides of a certain amount of quaternized ionic liquid of the beta-schardinger dextrin-prepared
Material is dissolved in a certain amount of solvent, then uses scraper knifing on a glass, makes film 50～120 after horizontal positioned
It is dried 12～24h at DEG C, then film is put into 50～120 DEG C of bakings 5～24h in vacuum drying oven.The film thickness obtained is 50～150
Between μm, prepare containing different content and different types of polyimides symmetric membrane.
(4) preservation of film: film leaves in exsiccator and preserves under room temperature.
2. according to the preparation method described in claim 1, it is characterised in that beta-schardinger dextrin-season used in step (1 and 2)
Ammonium ionic liquid includes: beta-schardinger dextrin--6-tetrafluoroborate ionic liquid, beta-schardinger dextrin--6-imidazoles hexafluorophosphoric acid from
Sub-liquid, beta-schardinger dextrin--6-pyridinium tetrafluoroborate ionic liquid and beta-schardinger dextrin--6-pyridine hexafluorophosphate ionic liquid
Body.
3. according to the preparation method described in claim 1, it is characterised in that synthesis of polyimides used in step (2)
Dianhydride as follows with diamine monomer: dianhydride monomer includes: 4,4 '-hexafluoroisopropyli,ene-phthalic anhydride, 4,4 '-biphenyl diformazan
Anhydride, 3,3 ', 4,4 '-benzophenone tetracarboxylic dianhydride, 1,2,4,5-tetracarboxylic acid dianhydrides, 4, the double phthalic anhydride of 4 '-oxygen；Two
Amine monomers includes: 4,4 '-diaminodiphenyl ether, 2,4,6-trimethyl-1,3-phenylenediamine, 1,3-phenylenediamine, 4,4 '-diaminourea two
Phenylmethane, 2,2 '-bis-(4-aminophenyl) HFC-236fa, durol diamidogen.
4. according to the preparation method described in claim 1, it is characterised in that the quaternized ion of beta-schardinger dextrin-in step (2)
Content liquid is 0.1～50wt%.
5. according to the preparation method described in claim 1, it is characterised in that in step (1), solvent for use is some polarity
Solvent is such as: chloroform, oxolane, N,N-dimethylacetamide, DMF, METHYLPYRROLIDONE, diformazan
Base sulfoxide.
Present invention have the advantage that
1. supermolecular beta-schardinger dextrin--ionic liquid-polyimide film material has the highest CO2Gas dissolves and transmission
Performance.
2. obtain the polyimide gas separating film that flux is big and separating property is good.
Embodiment 1
Take 4 containing beta-schardinger dextrin--6-tetrafluoroborate ionic liquid about 2wt%, 4 '-hexafluoroisopropyli,ene-neighbour's benzene
Dicarboxylic anhydride and 4,4 '-diaminodiphenyl ether type polyimides 27g adds in 50mlNMP Yu 23mlTHF mixed solvent, 60 DEG C of stirrings
24h, solution is poured on 60 DEG C of heating platforms after knifing, is dried 24h, then film is put into 120 DEG C of baking 24h in vacuum drying oven.?
The film thickness arrived is about 200 μm.
Test gas separating property:
PCO2=40Barrer
(1Barrer=10-10cm3(STP).cm/(cm2scmHg))
αCO2/CH4=46.2 αCO2/N2=29.6
Embodiment 2
Take 4 containing beta-schardinger dextrin--6-pyridinium tetrafluoroborate ionic liquid about 9.5wt%, 4 '-hexafluoroisopropyli,ene-neighbour
Phthalic acid and 4,4 '-diaminodiphenyl ether type polyimides 27g adds in 50mlNMP Yu 23mlTHF mixed solvent, and 60 DEG C are stirred
Mixing 24h, solution is poured on knifing on 60 DEG C of heating platforms, is dried 24h, then film is put into 120 DEG C of baking 24h in vacuum drying oven.?
The film thickness arrived is about 200 μm.
Test gas separating property:
PCO2=60Barrer
αCO2/CH4=54.8 αCO2/N2=38.6
Embodiment 3
Take 4 containing beta-schardinger dextrin--6-pyridine hexafluorophosphoric acid ionic liquid about 9.5wt%, 4 '-hexafluoroisopropyli,ene-neighbour
Phthalic acid and 4,4 '-diaminodiphenyl ether type polyimides 27g adds in 50mlNMP Yu 23mlTHF mixed solvent, and 60 DEG C are stirred
Mixing 24h, solution is poured on knifing on 60 DEG C of heating platforms, is dried 24h, then film is put into 120 DEG C of baking 24h in vacuum drying oven.?
The film thickness arrived is about 200 μm.
Test gas separating property:
PCO2=90Barrer
αCO2/CH4=51.8 αCO2/N2=31.2
Comparative example
Table 1 be supermolecular beta-schardinger dextrin--ionic liquid-polyimide film material in the embodiment of the present invention 1～3 with not
Adding the 4 of cyclodextrin, 4 '-hexafluoroisopropyli,ene-phthalic anhydride and 4,4 '-diaminodiphenyl ether type polyimide film material enters
Row compares.Different types of beta-schardinger dextrin--ionic liquid of the present invention is to CO2The faciliated diffusion effect of gas is different, but
Mostly improve CO2Breathability and CO2Separating property with other gases.
Supermolecular beta-schardinger dextrin--ionic liquid-polyimide film the material and pure 4 of table 1 patent of the present invention, 4 '-hexafluoro is sub-
Isopropyl-phthalic anhydride and 4,4 '-diaminodiphenyl ether type polyimide film material Performance comparision
Embodiment 1 and pure 6FDA-ODA compare can be seen that a small amount of beta-schardinger dextrin--6-tetrafluoroborate of addition from
The polyimide film gas flux of sub-liquid improves 2 times, and selectivity also has slightly raising.
Embodiment 1 and enforcement row 2 compare and can be seen that increase beta-schardinger dextrin--6-tetrafluoroborate ionic liquid
Content, gas flux is greatly improved, and selectivity remains in that preferably.
Implement row 2, implement row 3 compare with embodiment 4 three can be seen that beta-schardinger dextrin--6-pyridine hexafluorophosphate from
Sub-liquid is excellent to improving gas permeability with the effect of separation property.
Claims (5)
1. prepared by the supermolecular polyimide film material containing the quaternized ionic liquid of beta-schardinger dextrin-:
(1) formation of diamidogen clathrate: take a certain amount of aromatic diamine in water, be heated to reflux under nitrogen atmosphere, observable
Water insoluble to diamidogen.Take the quaternized ionic liquid of a certain amount of beta-schardinger dextrin-more soluble in water, be heated to reflux treating major part two
After amine solvent, filtering out undissolved diamidogen, solution stand at low temperature a period of time crystallizes, and is filtrated to get crystal, puts into vacuum and dries
In case, 50～120 DEG C are dried 12～24h.
(2) press the molar ratio of diamine monomer and dianhydride monomer 1: 1 to 1.1, put into a certain amount of aromatic diamine clathrate, virtue
Fragrant race's diamidogen and aromatic dianhydride are dissolved in polar solvent at normal temperatures, and nitrogen atmosphere high speed stirring 2～48h is glued to solution
Thick, it is subsequently adding diamine monomer mole 2～the catalyst of triethylamine of 10 times and dehydrant acetic anhydride, continues high-speed stirred 2
～48h is to solution again thickness, then polymer solution is poured in a large amount of methanol and settle, then polymer is put into vacuum and dry
In case, 50～150 DEG C are dried 24～48h, prepare main chain and contain different content and the quaternized ionic liquid of variety classes beta-schardinger dextrin-
The polyimide material of body is standby, its gas permeability to be tested.
(3) preparation of symmetric membrane sample: take the polyimide material of a certain amount of quaternized ionic liquid of the beta-schardinger dextrin-prepared
Material is dissolved in a certain amount of solvent, then uses scraper knifing on a glass, makes film after horizontal positioned at 50～120 DEG C
It is dried 12～24h, then film is put into 50～120 DEG C of bakings 5～24h in vacuum drying oven.The film thickness obtained 50～150 μm it
Between, prepare containing different content and different types of polyimides symmetric membrane.
(4) preservation of film: film leaves in exsiccator and preserves under room temperature.
2. according to the preparation method described in claim 1, it is characterised in that beta-schardinger dextrin-used in step (1 and 2) is quaternized
Ionic liquid includes: beta-schardinger dextrin--6-tetrafluoroborate ionic liquid, beta-schardinger dextrin--6-imidazoles hexafluorophosphate ion liquid
Body, beta-schardinger dextrin--6-pyridinium tetrafluoroborate ionic liquid and beta-schardinger dextrin--6-pyridine hexafluorophosphoric acid ionic liquid.
3. according to the preparation method described in claim 1, it is characterised in that the two of synthesis of polyimides used in step (2)
Acid anhydride is as follows with diamine monomer: dianhydride monomer includes: 4,4 '-hexafluoroisopropyli,ene-phthalic anhydride, 4,4 '-biphenyl dicarboxylic acid acid anhydride,
3,3 ', 4,4 '-benzophenone tetracarboxylic dianhydride, 1,2,4,5-tetracarboxylic acid dianhydrides, 4, the double phthalic anhydride of 4 '-oxygen；Diamidogen list
Body includes: 4,4 '-diaminodiphenyl ether, 2,4,6-trimethyl-1,3-phenylenediamine, 1,3-phenylenediamine, 4,4 '-diamino-diphenyl
Methane, 2,2 '-bis-(4-aminophenyl) HFC-236fa, durol diamidogen.
4. according to the preparation method described in claim 1, it is characterised in that the quaternized ionic liquid of beta-schardinger dextrin-in step (2)
Content is 0.1～50wt%.
5. according to the preparation method described in claim 1, it is characterised in that in step (1), solvent for use is some polar solvents
As: chloroform, oxolane, N,N-dimethylacetamide, DMF, METHYLPYRROLIDONE, dimethyl are sub-
Sulfone.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610321198.2A CN105964155B (en) | 2016-05-13 | 2016-05-13 | Supermolecular beta-cyclodextrin-ionic liquid-polyimides CO2The design and preparation of gas separation membrane material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610321198.2A CN105964155B (en) | 2016-05-13 | 2016-05-13 | Supermolecular beta-cyclodextrin-ionic liquid-polyimides CO2The design and preparation of gas separation membrane material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105964155A true CN105964155A (en) | 2016-09-28 |
| CN105964155B CN105964155B (en) | 2019-05-14 |
Family
ID=56955397
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610321198.2A Active CN105964155B (en) | 2016-05-13 | 2016-05-13 | Supermolecular beta-cyclodextrin-ionic liquid-polyimides CO2The design and preparation of gas separation membrane material |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105964155B (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110404425A (en) * | 2019-06-17 | 2019-11-05 | 沈阳工业大学 | Graft type ionic liquid polyimide film and preparation method and applications |
| CN110690467A (en) * | 2019-10-13 | 2020-01-14 | 浙江大学 | Preparation of monoatomic palladium catalyst and application thereof in direct formic acid fuel cell |
| CN111763503A (en) * | 2020-07-10 | 2020-10-13 | 西南石油大学 | Hydrogen sulfide inhibitor for drilling fluid and preparation method thereof |
| CN112535957A (en) * | 2020-11-10 | 2021-03-23 | 同济大学 | Composite membrane with intermediate layer for forward osmosis of organic solvent and preparation method and application thereof |
| CN112870979A (en) * | 2020-12-31 | 2021-06-01 | 内蒙古金达威药业有限公司 | Special membrane, preparation method and application thereof, and separation and purification method of beta-nicotinamide mononucleotide |
| CN113398775A (en) * | 2020-03-17 | 2021-09-17 | 四川大学 | Functional ionic liquid-gelatin composite membrane and preparation method thereof |
| CN113893709A (en) * | 2021-10-09 | 2022-01-07 | 中国科学院过程工程研究所 | Method for separating ammonia carbon by ionic liquid membrane |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101804304A (en) * | 2010-04-09 | 2010-08-18 | 北京化工大学 | Modification method of reverse osmosis membrane surface |
| CN103566782A (en) * | 2013-11-19 | 2014-02-12 | 天津工业大学 | Preparation of novel cyclodextrin thermally induced micropore polyimide gas separation membrane |
| CN103706263A (en) * | 2013-12-19 | 2014-04-09 | 大连理工大学 | High-flux carbon dioxide separation cellulose ethers derivative composite membrane and preparation method thereof |
| CN104073900A (en) * | 2014-06-25 | 2014-10-01 | 杭州师范大学 | Application of ionic liquid to polyurethane complex fiber |
-
2016
- 2016-05-13 CN CN201610321198.2A patent/CN105964155B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101804304A (en) * | 2010-04-09 | 2010-08-18 | 北京化工大学 | Modification method of reverse osmosis membrane surface |
| CN103566782A (en) * | 2013-11-19 | 2014-02-12 | 天津工业大学 | Preparation of novel cyclodextrin thermally induced micropore polyimide gas separation membrane |
| CN103706263A (en) * | 2013-12-19 | 2014-04-09 | 大连理工大学 | High-flux carbon dioxide separation cellulose ethers derivative composite membrane and preparation method thereof |
| CN104073900A (en) * | 2014-06-25 | 2014-10-01 | 杭州师范大学 | Application of ionic liquid to polyurethane complex fiber |
Non-Patent Citations (3)
| Title |
|---|
| MOHAMMAD ASKARI ET AL: "Natural gas purification and olefin/paraffin separation using cross-linkable 6FDA-Durene/DABA co-polyimides grafted with α, β, and γ-cyclodextrin", 《JOURNAL OF MEMBRANE SCIENCE》 * |
| PEI LI ET AL: "Synthesis of room temperature ionic liquids based random copolyimides for gas separation applications", 《EUROPEAN POLYMER JOURNAL》 * |
| 张稳等: "β-环糊精季铵化的吡啶类的离子液体的合成与表征", 《化学研究》 * |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110404425A (en) * | 2019-06-17 | 2019-11-05 | 沈阳工业大学 | Graft type ionic liquid polyimide film and preparation method and applications |
| CN110404424A (en) * | 2019-06-17 | 2019-11-05 | 沈阳工业大学 | Mixed substrate membrane containing nano-grade molecular sieve and preparation method and applications |
| CN110404424B (en) * | 2019-06-17 | 2021-12-14 | 沈阳工业大学 | Mixed matrix membrane and preparation method and application thereof |
| CN110404425B (en) * | 2019-06-17 | 2021-11-23 | 沈阳工业大学 | Grafted ionic liquid polyimide membrane, preparation method and application thereof |
| CN110690467A (en) * | 2019-10-13 | 2020-01-14 | 浙江大学 | Preparation of monoatomic palladium catalyst and application thereof in direct formic acid fuel cell |
| CN113398775A (en) * | 2020-03-17 | 2021-09-17 | 四川大学 | Functional ionic liquid-gelatin composite membrane and preparation method thereof |
| CN113398775B (en) * | 2020-03-17 | 2022-06-28 | 四川大学 | Functional ionic liquid-gelatin composite membrane and preparation method thereof |
| CN111763503A (en) * | 2020-07-10 | 2020-10-13 | 西南石油大学 | Hydrogen sulfide inhibitor for drilling fluid and preparation method thereof |
| CN112535957A (en) * | 2020-11-10 | 2021-03-23 | 同济大学 | Composite membrane with intermediate layer for forward osmosis of organic solvent and preparation method and application thereof |
| CN112535957B (en) * | 2020-11-10 | 2021-12-07 | 同济大学 | Composite membrane with intermediate layer for forward osmosis of organic solvent and preparation method and application thereof |
| CN112870979A (en) * | 2020-12-31 | 2021-06-01 | 内蒙古金达威药业有限公司 | Special membrane, preparation method and application thereof, and separation and purification method of beta-nicotinamide mononucleotide |
| CN112870979B (en) * | 2020-12-31 | 2022-12-23 | 内蒙古金达威药业有限公司 | Separation and purification method of beta-nicotinamide mononucleotide |
| CN113893709A (en) * | 2021-10-09 | 2022-01-07 | 中国科学院过程工程研究所 | Method for separating ammonia carbon by ionic liquid membrane |
Also Published As
| Publication number | Publication date |
|---|---|
| CN105964155B (en) | 2019-05-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105964155B (en) | Supermolecular beta-cyclodextrin-ionic liquid-polyimides CO2The design and preparation of gas separation membrane material | |
| Helberg et al. | PVA/PVP blend polymer matrix for hosting carriers in facilitated transport membranes: Synergistic enhancement of CO2 separation performance | |
| Zhuang et al. | Intrinsically microporous soluble polyimides incorporating Tröger’s base for membrane gas separation | |
| Park et al. | Thermally rearranged (TR) polymer membranes for CO2 separation | |
| Ma et al. | Polymers of intrinsic microporosity (PIMs) gas separation membranes: A mini review | |
| Wind et al. | The effects of crosslinking chemistry on CO2 plasticization of polyimide gas separation membranes | |
| Kim et al. | Thermally rearranged (TR) polybenzoxazole hollow fiber membranes for CO2 capture | |
| CN103788650B (en) | A kind of transparent polyimide film and preparation method thereof | |
| CN106139936B (en) | Polyimide gas separating film and its preparation method and application | |
| CN105289337B (en) | A kind of crosslinkable polyimide gas separation membrane and preparation method | |
| Lee et al. | CO2-philic PBEM-g-POEM comb copolymer membranes: Synthesis, characterization and CO2/N2 separation | |
| CN104829853A (en) | Polyimide gas separation membrane as well as preparation method and applications thereof | |
| Park et al. | Novel semi-alicyclic polyimide membranes: Synthesis, characterization, and gas separation properties | |
| CN108043232B (en) | Six-membered ring polyimide copolymer separation membrane and preparation method and application thereof | |
| CN102716680A (en) | Polyamide microporous membrane and preparation method thereof | |
| Cong et al. | Ionic liquid modified poly (2, 6-dimethyl-1, 4-phenylene oxide) for CO 2 separation | |
| Raaijmakers et al. | Hybrid polyhedral oligomeric silsesquioxanes–imides with tailored intercage spacing for sieving of hot gases | |
| CN105348551A (en) | Polyimide porous membrane and preparation method thereof | |
| Kim et al. | Research and development trends of polyimide based material for gas separation | |
| Hou et al. | Poly (arylene ether ketone) containing amino and fluorenyl groups for highly selective of gas separation | |
| Zhang et al. | Dibenzo-21-crown-7-ether contained 6FDA-based polyimide membrane with improved gas selectivity | |
| Huang et al. | Water vapor permeation properties of aromatic polyimides | |
| CN103566782A (en) | Preparation of novel cyclodextrin thermally induced micropore polyimide gas separation membrane | |
| CN105906808A (en) | Class I soluble polyimide containing tertiary butyl and multi-element aromatic ether structure and preparation method thereof | |
| Weng et al. | Preparation and characterization of PPSU/PBNPI blend membrane for hydrogen separation |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| TR01 | Transfer of patent right | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20211203 Address after: 300385 No. 30-2 Saida second branch road, Xiqing Economic and Technological Development Zone, Tianjin Patentee after: UNICORE MEMBRANE SCIENCE AND TECHNOLOGY (TIANJIN) Co.,Ltd. Address before: No. 399 Bingshui Road, Xiqing District, Tianjin, Tianjin Patentee before: TIANJIN POLYTECHNIC University |