CN110052185A - A kind of method of modifying based on dopamine UiO-66 film - Google Patents
A kind of method of modifying based on dopamine UiO-66 film Download PDFInfo
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- CN110052185A CN110052185A CN201910302721.0A CN201910302721A CN110052185A CN 110052185 A CN110052185 A CN 110052185A CN 201910302721 A CN201910302721 A CN 201910302721A CN 110052185 A CN110052185 A CN 110052185A
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- 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
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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
- B01D67/0079—Manufacture of membranes comprising organic and inorganic components
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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
- B01D71/58—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
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- 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
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Abstract
The invention discloses a kind of method of modifying based on dopamine UiO-66 film.Perforated substrate is vertically soaked in fixed frame and is dissolved in the precursor solution that n,N-Dimethylformamide is configured by zirconium chloride, terephthalic acid (TPA) by this method, is heat-treated 48-96h under constant temperature conditions；It is ultrasonically treated 3~30s, obtains the substrate for having crystal seed；The substrate for being deposited with crystal seed is heat-treated at least twice again by above-mentioned same mode, until obtaining continuous UiO-66 film；Obtained film is impregnated to for the first time and is impregnated again the UiO-66 film for obtaining and being grafted poly-dopamine, the dopamine solution concentration of the immersion twice is identical, and within the scope of 6.54~26.1mmol/L preferably, soaking time is preferred within the scope of 6~12h.Method of modifying provided by the present invention is easy, efficient, easy to operate, and the selectivity and flux of modified UiO-66 film all obtain significant increase；MOF film production and gas separation membrane application in have the characteristics that it is environmental-friendly, energy saving, CO2 trapping apply in show high industrial applications prospect.
Description
Technical field
The present invention relates to a kind of MOF membrane modifying methods, in particular to a kind of to utilize dopamine Modified lift UiO-66 film CO2
Trap a kind of method of modifying based on dopamine UiO-66 film of performance.
Background technique
In recent years, in field of porous materials, metal organic framework (MOF) material is very popular.UiO-66 radical functino
Modified, polymer reasonable selection is studied extensively by researchers.As the MOF material with prominent physical and chemical stability it
One, exploitation the composite membrane based on UiO-66 superior performance by be futurity industry gas separation a new direction.Polymer is most
Morning is developed and most popular membrane material.However polymer film gas separation in there is about flux and selectivity
The upper limit is separated, i.e. the flux of film is bigger, and usually it selectively can be smaller, and vice versa.One kind is by ligand and metal node coordination type
At porous crystalline material, have benefited from adjustable cellular structure and diversified physico-chemical property；It is separated again due to MOF film in gas
In show excellent separating property, and be widely studied, there is a batch the MOF of good physical-chemical stability to be developed,
The various MOF films such as ZIF-8, ZIF-90, CuBTC, MIL-53 are prepared out in succession.
However, in the relevant research of MOF film, the commonly used separation for hydrogen purification or hydro carbons, and in CO2Catch
The research of concentration is relatively fewer.UF membrane have the characteristics that it is environmental-friendly, energy saving, in CO2Trapping application in show it is high
Application prospect.UiO-66 has fabulous CO2Absorption property.UiO-66 film can be used for CO2/N2System separation is to carry out
CO2Trapping.CO can be used for by usually requiring that at present2The flux of the film of trapping will reach 1000GPU or more, and CO2/N2Selectivity
It to be more than 30.But so far, although the flux of UiO-66 film can be greater than 1000GPU, and CO2/N2Selectivity be usually less than
30.Therefore, the selectivity for further promoting UiO-66 film is particularly important.
Summary of the invention
It is an object of the invention to provide a kind of changing based on dopamine UiO-66 film in place of overcome the deficiencies in the prior art
Property method.UiO-66 film is modified using a kind of method of simple and efficient, modified film is while keeping high flux
It is improved in CO2Selectivity in trapping especially shows extremely excellent CO2/N2And CO2/CH4Separation selectivity makes it
It is able to satisfy the requirement of industrial applications.
The purpose of the present invention is what is be achieved through the following technical solutions:
A kind of method of modifying based on dopamine UiO-66 film, the described method comprises the following steps:
Step 1: UiO-66 film preparation
(1) preparation of precursor solution
Zirconium chloride, terephthalic acid (TPA) are dissolved in n,N-Dimethylformamide (DMF), and deionized water is added, makes it
Sufficiently dissolution, obtains clear precursor solution and transfers them in water heating kettle；
(2) it is heat-treated
Perforated substrate is vertically soaked in configured precursor solution with fixed frame, is heat-treated 48- under constant temperature conditions
96h is heat-treated after the completion simultaneously natural cooling；The perforated substrate selects anodised aluminium perforated substrate or doughnut base
Bottom.
(3) it is ultrasonically treated
Sonication treatment time is 3~30s, to remove the poor UiO-66 particle of binding force, obtains the substrate for having crystal seed；
(4) continuous UiO-66 film is formed
The substrate for being deposited with crystal seed is heat-treated at least twice in such a way that step 1 (2) is same, until obtaining continuous
UiO-66 film first cleans film with DMF, again with methanol cleaning, and drying at room temperature is spare；
Step 2: dopamine is modified
(1) it impregnates for the first time
The UiO-66 film that step 1 is prepared is soaked in the dopamine solution that concentration is 6.54~26.1mmol/L,
Dopamine soaking time is 3~12h for the first time, until dopamine is well into the non-selectivity crystal boundary and pin hole of UiO-66 film；
(2) poly-dopamine (PDA) is graft-polymerized
By concentration be 6.54~26.1mmol/L dopamine solution in the Tris-Hcl buffer solution of 10mmol/L, adjust
Save pH to 8~9, then will (1) impregnate for the first time after UiO-66 be soaked in above-mentioned mixed solution again, soaking time for 6~
12h makes dopamine spontaneous polymerization into poly-dopamine and is deposited on UiO-66；
(3) it cleans
UiO-66 film is taken out, and is cleaned with deionized water, drying at room temperature has been grafted the UiO-66 film of poly-dopamine
(PDA/UiO-66)。
Further, hollow fiber substrate described in step 1 (2) be Kynoar (PVDF) or polystyrene (PS) or
Polyacrylonitrile (PAN) is one such.
Further, the preferred 72h of heat treatment time described in step 1 (2)
Further, sonication treatment time preferably 5~10s described in step 1 (3).
Further, the dopamine solution concentration phase that immersion for the first time and step 2 (2) described in step 2 (1) are impregnated again
Together, preferably 6.54~13.1mmol/L.
Further, the preferred 12h of DOPA solution amine soaking time for the first time described in step 2 (1).
Further, second of preferred 12h of dopamine solution soaking time described in step 2 (2).
The present invention adhesiveness high using dopamine itself, is modified UiO-66 film by grafting, to improve it
In CO2Selectivity in trapping.CO can be provided by containing a large amount of amino and hydroxyl using poly-dopamine2Adsorption site, while its
In the pin hole and crystal boundary that can enter UiO-66 film inside non-selectivity that may be present, and then inhibit the invalid diffusion of gas；
Using a large amount of amino of poly-dopamine itself and hydroxyl to CO2Excellent compatibility, and its to gas film non-selectivity
The inhibiting effect transmitted in pin hole and crystal boundary makes be modified film while keeping high flux, improves it to CO2/N2With
CO2/CH4Separation selectivity.
The present invention has the advantages that following prominent and good effect compared with prior art:
1, the present invention is modified the UiO-66 film of preparation by a kind of method of simple and efficient, and the film being modified is being protected
While having held high flux, extremely excellent CO has been shown2/N2And CO2/CH4Separation selectivity.The film CO of embodiment 12's
Flux is up to 4.2 × 10-7mol m-2s-1Pa-1.Its corresponding H2/N2,H2/CH4,CO2/N2And CO2/CH4Ideal selectivity is respectively
13.1,7.3,47 and 26.3.Relative to unmodified film, PDA/UiO-66 film is keeping higher CO2While same amount, CO2/N2
And CO2/CH4Selectivity obtained very big promotion.CO2/N2Under mixed gas discrete state, the flux of PDA/UiO-66 film and
Selectivity is even more up to 3.7 × 10 respectively-7mol m-2s-1Pa-1(1115GPU) and 51.6.Compared to traditional polymer film, originally
The selectivity and flux of the PDA/UiO-66 film of invention method of modifying preparation all obtain significant increase, can easily surmount polymer
The separation upper limit of film；Even if the film still maintains excellent selectivity and flux under the pressure of 2.5bar.
2, whether method provided by the invention has the no requirement (NR) of functionalization group to MOF material itself, compared to traditional
MOF membrane modifying method, effectively expands the scope of application.
3, perforated substrate used in the present invention can also select Kynoar (PVDF) or polystyrene (PS) or polypropylene
Nitrile (PAN) considers that preferable polymer is the hollow-fibre membrane of PVDF, economically to reduce production cost.
4, method of modifying provided by the present invention is simple and easy to operate, and prepared PDA/UiO-66 film is had excellent performance,
Have the characteristics that in the production of MOF film and the application of gas separation membrane it is environmental-friendly, energy saving, in CO2Trapping application in show
High application prospect out.
Specific embodiment
Embodiment 1
A kind of method of modifying based on dopamine UiO-66 film, the preparation of PDA/UiO-66 film
Step and its process conditions are as follows:
Step 1: UiO-66 film preparation
(1) preparation of precursor solution
0.42g zirconium chloride, 0.30g terephthalic acid (TPA) are dissolved in 67.5mL n,N-Dimethylformamide (DMF), and
The deionized water of 32 μ L is added, dissolves reagent sufficiently using stirring and ultrasound, clear precursor solution is transferred to water heating kettle
In；
(2) it is heat-treated
Anodised aluminium perforated substrate is vertically soaked in configured precursor solution with fixed frame, in 120 DEG C of perseverance
72h is heat-treated under the conditions of temperature, after the completion of heat treatment, natural cooling；
(3) it is ultrasonically treated
5s is taken the film out and is ultrasonically treated, the poor UiO-66 particle of removal binding force obtains the substrate for having crystal seed；
(4) continuous UiO-66 film is formed
The substrate that deposited crystal seed is heat-treated twice in such a way that step 1 (2) is same, obtains continuous UiO-66 film,
Film is first cleaned with DMF, again with methanol cleaning, drying at room temperature is spare；
Step 2: dopamine is modified
(1) it impregnates for the first time
Dopamine is dissolved in first and obtains the dopamine solution that concentration is 13.1mmol/L in pure water, then by step 1 system
Standby UiO-66 film is soaked in 12h in dopamine solution, until non-selectivity crystal boundary and needle of the dopamine well into UiO-66 film
Kong Zhong；
(2) poly-dopamine (PDA) is graft-polymerized
Compound concentration is the dopamine solution of 13.1mmol/L in the Tris-Hcl buffer solution of 10mmol/L, adjusts pH
UiO-66 film to 8.5, then after step 2 (1) is impregnated is soaked in above-mentioned mixed solution, and soaking time 12h makes more
Bar amine spontaneous polymerization at poly-dopamine and is deposited on UiO-66；
(3) it cleans
UiO-66 film is taken out, and is cleaned with deionized water, drying at room temperature has been grafted the UiO-66 film of poly-dopamine
(PDA/UiO-66)。
Being tested and being tested proves that prepared PDA/UiO-66 film has extremely excellent continuity.Test the film
H2、CO2、N2And CH4Flux be respectively 1.2 × 10-7mol m-2s-1Pa-1、4.2×10-7mol m-2s-1Pa-1、9.0×10- 9mol m-2s-1Pa-1With 1.6 × 10-8mol m-2s-1Pa-1.Its corresponding H2/N2,H2/CH4,CO2/N2And CO2/CH4Ideal chose
Property is respectively 13.1,7.3,47 and 26.3.The H of unmodified UiO-66 film2、CO2、N2And CH4Flux be respectively 2.4 × 10- 7mol m-2s-1Pa-1、5.8×10-7mol m-2s-1Pa-1、2.2×10-8mol m-2s-1Pa-1With 3.4 × 10-8mol m-2s-1Pa-1.Its corresponding H2/N2,H2/CH4,CO2/N2And CO2/CH4Ideal selectivity is respectively 10.8,6.9,26.5 and 17.Relative to
Unmodified film, PDA/UiO-66 film are keeping higher CO2While flux, CO2/N2And CO2/CH4Selectivity obtained very
It is big to be promoted.CO2/N2Under mixed gas discrete state, the flux and selectivity of PDA/UiO-66 film are even more up to 3.7 × 10 respectively-7mol m-2s-1Pa-1(1115GPU) and 51.6.Although selectivity and flux can be declined with the increase of pressure, even if
Under the pressure of 2.5bar, which still maintains excellent selectivity and flux.Show prepared film in CO2It catches and is concentrated with
Good application prospect.
Embodiment 2
A kind of method of modifying and step based on dopamine UiO-66 film are substantially the same manner as Example 1, not with embodiment 1
It is with place:
Perforated substrate used can be Kynoar (PVDF) or polystyrene (PS) respectively in step 1 (2) heat treatment
Or polyacrylonitrile (PAN)；Economically consider that preferred polymers are the hollow-fibre membrane of PVDF；It is vertically soaked in fixed frame
In the precursor solution configured, it is heat-treated 72h at a temperature of 120 DEG C of constant temperature, is heat-treated after the completion simultaneously natural cooling；(3) ultrasonic
The sonication treatment time of processing is 7s；
It is 6.54mmol/L that step 2 (1) impregnates dopamine solution concentration for the first time, and soaking time is 6h for the first time；(2) gather more
Bar amine (PDA) be graft-polymerized in secondary immersion dopamine solution concentration be 6.54mmol/L and 10mmol/L Tris-Hcl it is slow
Rush the mixed solution of solution, soaking time 6h；UiO-66 film is taken out later, and slowly cleans cleaning, room with deionized water
Temperature be dried to obtain be grafted poly-dopamine UiO-66 film be used to characterize.From Electronic Speculum it will be clear that UiO-66 has succeeded
Be grafted on above PVDF or PS or PAN and have excellent continuity.
Embodiment 3:
A kind of method of modifying and step based on dopamine UiO-66 film are substantially the same manner as Example 1, not with embodiment 1
It is with place:
Step 2 (1) is for the first time and secondary dopamine soaking time is respectively 6h；
Prepared PDA/UiO-66 film has extremely excellent continuity.Test the CO of the film2、N2And CH4Flux point
It Wei 4.8 × 10-7mol m-2s-1Pa-1、1.2×10-8mol m-2s-1Pa-1With 2.1 × 10-8mol m-2s-1Pa-1.It is corresponding its
CO2/N2And CO2/CH4Ideal selectivity is respectively 40 and 23.4.The CO of unmodified UiO-66 film2、N2And CH4Flux difference
It is 5.8 × 10-7mol m-2s-1Pa-1、2.2×10-8mol m-2s-1Pa-1With 3.4 × 10-8mol m-2s-1Pa-1.It is corresponding its
CO2/N2And CO2/CH4Ideal selectivity is respectively 26.5 and 17.Relative to unmodified film, PDA/UiO-66 film keep compared with
High CO2While flux, CO2/N2And CO2/CH4Selectivity obtained increase promoted.Show prepared film in CO2In trapping
There are good performance and application prospect.
Claims (6)
1. a kind of method of modifying based on dopamine UiO-66 film, it is characterised in that: the described method comprises the following steps:
Step 1: UiO-66 film preparation
(1) preparation of precursor solution
Zirconium chloride, terephthalic acid (TPA) are dissolved in n,N-Dimethylformamide (DMF), and deionized water is added, makes it sufficiently
Dissolution, obtains clear precursor solution and transfers them in water heating kettle；
(2) it is heat-treated
Perforated substrate is vertically soaked in configured precursor solution with fixed frame, is heat-treated 48-96h under constant temperature conditions,
Heat treatment after the completion of and natural cooling；The perforated substrate selects anodised aluminium perforated substrate or hollow fiber substrate；
(3) it is ultrasonically treated
Sonication treatment time is 3~30s, to remove the poor UiO-66 particle of binding force, obtains the substrate for having crystal seed；
(4) continuous UiO-66 film is formed
The substrate for being deposited with crystal seed is heat-treated at least twice in such a way that step 1 (2) is same, until obtaining continuous UiO-66
Film first cleans film with DMF, again with methanol cleaning, and drying at room temperature is spare；
Step 2: dopamine is modified
(1) it impregnates for the first time
The UiO-66 film that step 1 is prepared is soaked in the dopamine solution that concentration is 6.54~26.1mmol/L, for the first time
Dopamine soaking time is 3~12h, until dopamine is well into the non-selectivity crystal boundary and pin hole of UiO-66 film；
(2) poly-dopamine (PDA) is graft-polymerized
By concentration be 6.54~26.1mmol/L dopamine solution in the Tris-Hcl buffer solution of 10mmol/L, adjust pH
UiO-66 to 8~9, then after (1) is impregnated for the first time is soaked in again in above-mentioned mixed solution, and soaking time is 6~12h,
Make dopamine spontaneous polymerization into poly-dopamine and is deposited on UiO-66；
(3) it cleans
UiO-66 film is taken out, and is cleaned with deionized water, drying at room temperature has been grafted the UiO-66 film (PDA/ of poly-dopamine
UiO-66)。
2. a kind of method of modifying based on dopamine UiO-66 film according to claim 1, it is characterised in that: step 1 (2)
The hollow fiber substrate is that Kynoar (PVDF) or polystyrene (PS) or polyacrylonitrile (PAN) are one such.
3. a kind of method of modifying based on dopamine UiO-66 film according to claim 1 or claim 2, it is characterised in that: step 1
(2) heat treatment time described in is 72h.
4. a kind of method of modifying based on dopamine UiO-66 film according to claim 1 or claim 2, it is characterised in that: step 1
(3) sonication treatment time described in is 5~10s.
5. a kind of method of modifying based on dopamine UiO-66 film according to claim 1 or claim 2, it is characterised in that: step 2
(1) the dopamine solution concentration that immersion for the first time described in and step 2 (2) are impregnated again is identical, and range is 6.54~
13.1mmol/L。
6. a kind of method of modifying based on dopamine UiO-66 film according to claim 1 or claim 2, it is characterised in that: step 2
(1) the solution amine soaking time of DOPA for the first time described in is 12h；Second of dopamine solution soaking time described in step 2 (2)
For 12h.
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Cited By (12)
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| CN111111459A (en) * | 2019-12-24 | 2020-05-08 | 西安交通大学 | Polyimide/surface modified metal organic framework mixed matrix membrane and preparation method and application thereof |
| WO2021051849A1 (en) * | 2019-09-20 | 2021-03-25 | 青岛理工大学 | Cationic metal-organic framework membrane material and preparation method and application |
| CN112691553A (en) * | 2019-10-23 | 2021-04-23 | 中国石油化工股份有限公司 | Method for preparing dopamine cross-linking MOFs separation membrane |
| CN113041863A (en) * | 2021-03-24 | 2021-06-29 | 大连理工大学 | Preparation method and application of defect-free and pollution-resistant zirconium-based metal organic framework film |
| CN113145427A (en) * | 2021-04-15 | 2021-07-23 | 昆山东申塑料科技有限公司 | Vacuum electroplating process for surface of shaft sleeve |
| CN113385055A (en) * | 2021-06-18 | 2021-09-14 | 大连理工大学 | Preparation method of composite material UiO-66@ HNT-based mixed matrix film |
| CN114085154A (en) * | 2021-12-01 | 2022-02-25 | 浙江解氏新材料股份有限公司 | Method for synthesizing para-fluoroaniline based on high-activity skeleton nickel |
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| CN115212735A (en) * | 2022-06-16 | 2022-10-21 | 大连理工大学 | High-efficiency CO 2 Method for producing a screened gas separation membrane |
| CN118558156A (en) * | 2024-06-13 | 2024-08-30 | 吉林大学 | Functionalized nanofiber hemodialysis membrane, preparation method, application and matched equipment |
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| WO2021051849A1 (en) * | 2019-09-20 | 2021-03-25 | 青岛理工大学 | Cationic metal-organic framework membrane material and preparation method and application |
| CN112691553A (en) * | 2019-10-23 | 2021-04-23 | 中国石油化工股份有限公司 | Method for preparing dopamine cross-linking MOFs separation membrane |
| CN111111459A (en) * | 2019-12-24 | 2020-05-08 | 西安交通大学 | Polyimide/surface modified metal organic framework mixed matrix membrane and preparation method and application thereof |
| WO2022077562A1 (en) | 2020-10-15 | 2022-04-21 | 中国石油化工股份有限公司 | Metal-organic framework material separation membrane, preparation method therefor, and use thereof |
| CN113041863A (en) * | 2021-03-24 | 2021-06-29 | 大连理工大学 | Preparation method and application of defect-free and pollution-resistant zirconium-based metal organic framework film |
| CN113145427B (en) * | 2021-04-15 | 2022-03-18 | 昆山东申塑料科技有限公司 | Vacuum electroplating process for surface of shaft sleeve |
| CN113145427A (en) * | 2021-04-15 | 2021-07-23 | 昆山东申塑料科技有限公司 | Vacuum electroplating process for surface of shaft sleeve |
| CN113385055A (en) * | 2021-06-18 | 2021-09-14 | 大连理工大学 | Preparation method of composite material UiO-66@ HNT-based mixed matrix film |
| CN114085154A (en) * | 2021-12-01 | 2022-02-25 | 浙江解氏新材料股份有限公司 | Method for synthesizing para-fluoroaniline based on high-activity skeleton nickel |
| CN114085154B (en) * | 2021-12-01 | 2024-03-19 | 浙江解氏新材料股份有限公司 | Method for synthesizing p-fluoroaniline based on high-activity framework nickel |
| CN114307693A (en) * | 2022-01-04 | 2022-04-12 | 大连理工大学 | Preparation method of MOFs and polymer bicontinuous mixed matrix membrane |
| CN114950167A (en) * | 2022-06-08 | 2022-08-30 | 大连理工大学 | Preparation method of ultrahigh-load MOFs-based mixed matrix membrane |
| CN115212735A (en) * | 2022-06-16 | 2022-10-21 | 大连理工大学 | High-efficiency CO 2 Method for producing a screened gas separation membrane |
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Application publication date: 20190726 |