CN104226127A - Preparation method of graphene/polyurethane hybridized gas separation membrane and product of preparation method - Google Patents
Preparation method of graphene/polyurethane hybridized gas separation membrane and product of preparation method Download PDFInfo
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- CN104226127A CN104226127A CN201410457557.8A CN201410457557A CN104226127A CN 104226127 A CN104226127 A CN 104226127A CN 201410457557 A CN201410457557 A CN 201410457557A CN 104226127 A CN104226127 A CN 104226127A
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Abstract
The invention discloses a preparation method of a graphene/polyurethane hybridized gas separation membrane. The preparation method comprises the following steps: mixing functionalized graphene with N,N-dimethylformamide to obtain a mixed solution; uniformly dispersing the mixed solution by ultrasounds and adding 1,4-butanediol, 4,4-diphenyl-methane-diisocyanate and dibutyltin dilaurate into the mixed solution; heating in a water bath and carrying out a polymerization reaction at 40-50 DEG C; coating a porous supporting body with the reaction solution after the viscosity of a reaction system is 90-110mPa.s; carrying out heat treatment at 50-70 DEG C for 10-20 hours; and drying to obtain the graphene/polyurethane hybridized gas separation membrane. According to the preparation method, the graphene is effectively introduced into a polyurethane membrane by an in-situ polymerization reaction, so that on the one hand, the dispersion capability of the graphene is improved; and on the other hand, the gas separation performance of the polyurethane membrane is effectively improved.
Description
Technical field
The present invention relates to the technical field of gas separation membrane, be specifically related to preparation method of a kind of Graphene/polyurethane hybrid gas separation membrane and products thereof.
Background technology
Polyurethane (PU) is formed by isocyanates and polymerization, has the block copolymer that soft/hard section replaces connection, micro phase separation structure.Polyurethane material is of a great variety, character is controlled, have that mechanical property is good, stretch-proof, good film-forming property and the easy advantage such as processing.In addition, it is a kind of up-and-coming membrane material that soft/hard section of polyurethane replaces the imparting such as molecular structure and micro phase separation structure thereof polyurethane, has good using value.
In order to improve the gas separating property of polyurethane film further, (the Shadi Hassanajili such as Shadi Hassanajili, Mohammadamin Khademi, PeymanKeshavarz.Influence of variou stypes of silica nanoparticles on permeation properties of polyurethane/silica mixed matrix membranes, Journal of Membrane Science, 2014,453,369 – 383) have studied various types of SiO
2nano particle is to PU/SiO
2the impact of the permeance property of hybridized film.(the Mohammad AliSemsarzadeh Behnam Ghalei.Preparation such as Mohammad AliSemsarzadeh, characterization and gas permeation properties of polyurethane – silica/polyvinyl alcohol mixed matrix membranes, Journal of Membrane Science, 2012,432,115 – 125) propose a kind of PU-SiO
2the preparation and characterization of the hybridized film of/PVA, and the gas permeability of this hybridized film is studied.(the Morteza Sadeghi such as Morteza Sadeghi, Mohammad Mehdi Talakesh, Behnam Ghalei.Preparation, characterization and gas permeation properties of a polycaprolactone based polyurethane-silica nanocomposite membrane, Journal of Membrane Science, 2013,427,21 – 29) have studied based on PU-SiO
2the preparation of the pla-pcl of nanoparticulate thin films, sign and gas permeability.And for example, (the Shadi Hassanajili such as Shadi Hassanajil, Esmaiel Masoudi, Gholamreza Karimi, Mohammadamin Khademi.Mixed matrix membranes based on polyetherurethane and polyester-urethane containing silica nanoparticles for separation of CO
2/ CH
4gases, Separation and Purification Technology 2013,116,1 – 12), (Morteza Sadeghia, Mohammad Ali Semsarzadeh, the Mehdi Barikani.Gas separation properties of polyether-based polyurethane-silica nanocomposite membranes such as Morteza Sadeghia, Journal of Membrane Science, 2011,376,188 – 195) by Nano-meter SiO_2
2particle adds in polyurethane prepares hybrid organic-inorganic film, also obtain good result.
Graphene is a kind of New Two Dimensional plane nano material, and it is intensive by one deck, the carbon atom be wrapped in honeycomb crystal lattice forms, and is two-dimensional material the thinnest in the world, and its thickness is only 0.35nm.This special monoatomic layer structures shape Graphene has the abundant and physical property of novelty.Compare with known inorganic nano material, Graphene has high absorption and permeability as parting material.Research finds that the transfer rate of Small molecular in Graphene is than several orders of magnitude fast in common polymeric membrane or molecular screen membrane.The structures and characteristics of Graphene uniqueness, is doomed for gas separation membrane provides an alternative new material.
Summary of the invention
The invention provides the preparation method of a kind of Graphene/polyurethane hybrid gas separation membrane, utilize home position polymerization reaction to be effectively incorporated in polyurethane film by Graphene, improve the gas separating property of polyurethane film.
A preparation method for carbon graphite alkene/polyurethane hybrid gas separation membrane, comprises the steps:
By functionalization graphene and N, dinethylformamide is mixed to get mixed liquor, after ultrasonic disperse is even, in mixed liquor, add BDO, 4,4-methyl diphenylene diisocyanate and dibutyl tin laurate, polymerisation is carried out in heating water bath to 40 ~ 50 DEG C, when question response system viscosity is 90 ~ 110mPas, is coated in by reactant liquor on porous supporting body, at 50 ~ 70 DEG C after heat treatment 10 ~ 20h, then drying obtains described Graphene/polyurethane gas separation membrane.
Described functionalization graphene is the graphene oxide, amino-functionalization Graphene, chloride Graphene or the isocyanate functionalized Graphene that obtain after chemical modification.
Described graphene oxide can by commercially available acquisition, also can according to document (Da Chen, Hongbin Feng, and Jinghong Li.Graphene Oxide:Preparation, Functionalization, and Electrochemical Applications.Chem.Rev., 2012,112 (11), 6027 – 6053) in method be prepared;
Described amino-functionalization Graphene can by commercially available acquisition, also can according to document (Functionalization of Graphene:Covalent and Non-covalent Approaches, Derivatives and Applications.Chem Rev, 2012,112 (11): 6156-6214) method in is prepared;
Described chloride Graphene can according to document (Functionalization of Graphene:Covalent and Non-covalent Approaches, Derivatives and Applications.Chem Rev, 2012,112 (11): 6156-6214) method in is prepared;
Described isocyanate functionalized Graphene can according to document (Functionalization of Graphene:Covalent and Non-covalent Approaches, Derivatives and Applications.Chem Rev, 2012,112 (11): 6156-6214) method in is prepared.
As preferably, in described mixed liquor, the mass concentration of functionalization graphene is 3.75 ~ 8.75g/L.
As preferably, the molar ratio of described BDO and 4,4-methyl diphenylene diisocyanate is 0.5 ~ 5.0:1; The inventory of described functionalization graphene is 0.1 ~ 1.5% of 4,4-methyl diphenylene diisocyanate and BDO gross mass.
When described functionalization graphene is graphene oxide,
As preferably, the content of described oxygen-containing functional group is 2.5 ~ 3.5wt%; The inventory of described graphene oxide is 0.4 ~ 1.0% of 4,4-methyl diphenylene diisocyanate and BDO gross mass.
Further preferably, the content of the oxygen-containing functional group of described graphene oxide is 3wt%, and the inventory of graphene oxide is 0.43% of 4,4-methyl diphenylene diisocyanate and BDO gross mass.
When described functionalization graphene is amino-functionalization Graphene,
As preferably, the amino content of described amino-functionalization Graphene is 3 ~ 5wt%, and the inventory of described amino-functionalization Graphene is 0.7 ~ 1.0% of 4,4-methyl diphenylene diisocyanate and BDO gross mass; Further preferably, the amino content of described amino-functionalization Graphene is 4.5wt%, and the inventory of amino-functionalization Graphene is 0.71% of 4,4-methyl diphenylene diisocyanate and BDO gross mass.
When described functionalization graphene is isocyanic acid functionalized graphene,
As preferably, the isocyano-content of described isocyanic acid functionalized graphene is 5 ~ 7wt%, and the inventory of isocyanate functionalized Graphene is 0.7 ~ 1.0% of 4,4-methyl diphenylene diisocyanate and BDO gross mass; Further preferably, isocyano-content is 5.6wt%, and the inventory of isocyanate functionalized Graphene is 1.0% of 4,4-methyl diphenylene diisocyanate and BDO gross mass.
As preferably,
When polymerization reaction system viscosity described in control is 100mPas, reactant liquor is coated on porous supporting body; Described porous supporting body is polysulfone porous support membrane.
Described heat treatment temperature is 60 DEG C, and the time is 12h.
The Graphene that preparation method described in a kind of basis obtains/polyurethane hybrid gas separation membrane.
Compared with prior art, tool of the present invention has the following advantages:
Graphene is incorporated into polyurethane film by home position polymerization reaction by the present invention effectively, improves the dispersive property of Graphene on the one hand, effectively improves the gas separating property of polyurethane film simultaneously.
Detailed description of the invention
Further illustrating below by way of specific embodiment utilizes the present invention how to prepare Graphene/polyurethane hybrid gas separation membrane, and prepared hybridized film gas permeability.
Graphene/polyurethane hybrid film gas separating property is evaluated:
25 DEG C, under 0.2Mpa operating pressure, in the unit interval, carry out the gas separating property of evaluating graphite alkene/polyurethane hybrid film through the gas permeation volume (under standard state) of per membrane area.
Embodiment 1
1. measure the DMF (DMF) of 40ml, (oxygen-containing functional group content is 3wt%) adds in beaker to take 0.15g graphene oxide, puts into the water-bath of 45 DEG C after ultrasonic disperse; 2. the 10g1 taken, 4-butanediol (BDO) adds in beaker and fully stirs; 3. take 4, the 4-methyl diphenylene diisocyanates of 25g, measure the dibutyl tin laurate of 45 μ L add in beaker stir, reaction, be about about 100mPas to system viscosity; 4. the viscous fluid of acquisition is upside down in the even knifing of polysulfone porous support membrane (controlling wet-film thickness 0.1mm); 5. polysulfone porous support membrane surface being scribbled viscous fluid puts into 60 DEG C, baking oven process 12 hours, obtain Graphene/polyurethane hybrid film, 6. the Graphene of acquisition/polyurethane hybrid film is put into 45 DEG C of vacuum drying chambers dry 12 hours, except organic matter (hybridized film separating layer finally thick 50.2 μm) residual in striping; 7. under 0.2MPa, the condition of 25 DEG C, by the H of gas permeameter test membrane
2, O
2, N
2, CH
4, CO
2permeability, test result is in table 1.
Embodiment 2
1. measure the DMF (DMF) of 40ml, take 0.25g amino-functionalization Graphene (-NH
2content about 4.5wt%) add in beaker, put into the water-bath of 45 DEG C after ultrasonic disperse; 2. the BDO (BDO) taking 15g adds in beaker and fully stirs; 3. take 4, the 4-methyl diphenylene diisocyanates of 20g, measure the dibutyl tin laurate of 45 μ L add in beaker stir, reaction, be about about 100mPas to system viscosity; 4. the viscous fluid of acquisition is upside down in the even knifing of polysulfone porous support membrane (controlling wet-film thickness 0.1mm); 5. polysulfone porous support membrane surface being scribbled viscous fluid puts into 60 DEG C, baking oven process 12 hours, obtain Graphene/polyurethane hybrid film, 6. the Graphene of acquisition/polyurethane hybrid film is put into 45 DEG C of vacuum drying chambers dry 12 hours, except organic matter (hybridized film separating layer finally thick 50.3 μm) residual in striping; 7. under 0.2MPa, the condition of 25 DEG C, by the H of gas permeameter test membrane
2, O
2, N
2, CH
4, CO
2permeability, test result is in table 1.
Embodiment 3
1. measure the DMF (DMF) of 40ml, (-NCO content 5.6wt%) adds in beaker to take the isocyanate functionalized Graphene of 0.35g, puts into the water-bath of 45 DEG C after ultrasonic disperse; 2. the BDO (BDO) taking 20g adds in beaker and fully stirs; 3. take 4, the 4-methyl diphenylene diisocyanates of 15g, measure the dibutyl tin laurate of 45 μ L add in beaker stir, reaction, be about about 100mPas to system viscosity; 4. the viscous fluid of acquisition is upside down in the even knifing of polysulfone porous support membrane (controlling wet-film thickness 0.1mm); 5. polysulfone porous support membrane surface being scribbled viscous fluid puts into 60 DEG C, baking oven process 12 hours, obtain Graphene/polyurethane hybrid film, 6. the Graphene of acquisition/polyurethane hybrid film is put into 45 DEG C of vacuum drying chambers dry 12 hours, except organic matter (hybridized film separating layer finally thick 50.3 μm) residual in striping; 7. under 0.2MPa, the condition of 25 DEG C, by the H of gas permeameter test membrane
2, O
2, N
2, CH
4, CO
2permeability, test result is in table 1.
Comparative example
1. the DMF measuring 40ml, the BDO taking 10g add in beaker, fully stir in the water-bath of 45 DEG C; 2. take 2, the 4-toluene diisocyanates of 25g, measure the dibutyl tin laurate of 45 μ L add in beaker stir, reaction, be about about 100mPas to system viscosity; 3. the viscous fluid of acquisition is upside down in the even knifing of polysulfone porous support membrane (controlling wet-film thickness 0.1mm); 4. polysulfone porous support membrane surface being scribbled viscous fluid puts into 60 DEG C, baking oven process 12 hours, obtains polyurethane film; 5. the polyurethane film of acquisition is put into 45 DEG C of vacuum drying chambers dry 12 hours, except organic matter (finally thick 50.2 μm, UF membrane layer) residual in striping; 6. under 0.2MPa, the condition of 25 DEG C, by the H of gas permeameter test membrane
2, O
2, N
2, CH
4, CO
2permeability, test result is in table 1.
Table 1
Gas separation membrane that embodiment 1-3 and comparative example prepared respectively is listed to H in table 1
2, O
2, N
2, CH
4, CO
2permeability, wherein, P
h2represent H
2infiltration coefficient, other represents identical meanings.Compare with pure PU film, functionalization graphene add the gas permeability and permselective property that can significantly improve PU film.
Claims (9)
1. a preparation method for Graphene/polyurethane hybrid gas separation membrane, is characterized in that, comprise the steps:
By functionalization graphene and N, dinethylformamide is mixed to get mixed liquor, after ultrasonic disperse is even, in mixed liquor, add BDO, 4,4-methyl diphenylene diisocyanate and dibutyl tin laurate, polymerisation is carried out in heating water bath to 40 ~ 50 DEG C, when question response system viscosity is 90 ~ 110mPas, is coated in by reactant liquor on porous supporting body, at 50 ~ 70 DEG C after heat treatment 10 ~ 20h, then drying obtains described Graphene/polyurethane hybrid gas separation membrane.
2. the preparation method of Graphene according to claim 1/polyurethane hybrid gas separation membrane, is characterized in that, described functionalization graphene is graphene oxide, amino-functionalization Graphene, chloride Graphene or isocyanate functionalized Graphene.
3. the preparation method of Graphene according to claim 2/polyurethane hybrid gas separation membrane, is characterized in that, in described mixed liquor, the concentration of functionalization graphene is 3.75 ~ 8.75g/L.
4. the preparation method of Graphene according to claim 3/polyurethane hybrid gas separation membrane, is characterized in that, the molar ratio of described BDO and 4,4-methyl diphenylene diisocyanate is 0.5 ~ 5.0:1;
The inventory of described functionalization graphene is 0.1 ~ 1.5% of 4,4-methyl diphenylene diisocyanate and BDO gross mass.
5. the preparation method of Graphene according to claim 4/polyurethane hybrid gas separation membrane, is characterized in that, described functionalization graphene is graphene oxide, and the content of oxygen-containing functional group is 2.5 ~ 3.5wt%; The inventory of described graphene oxide is 0.4 ~ 1.0% of 4,4-methyl diphenylene diisocyanate and BDO gross mass.
6. the preparation method of Graphene according to claim 4/polyurethane hybrid gas separation membrane, is characterized in that, described functionalization graphene is amino-functionalization Graphene, and amino content is 3 ~ 5wt%; The inventory of described amino-functionalization Graphene is 0.7 ~ 1.0% of 4,4-methyl diphenylene diisocyanate and BDO gross mass.
7. the preparation method of Graphene according to claim 4/polyurethane hybrid gas separation membrane, is characterized in that, described functionalization graphene is isocyanate functionalized Graphene, and isocyano-content is 5 ~ 7wt%; The inventory of described isocyanate functionalized Graphene is 0.7 ~ 1.0% of 4,4-methyl diphenylene diisocyanate and BDO gross mass.
8. the preparation method of Graphene according to claim 1/polyurethane hybrid gas separation membrane, is characterized in that, described heat treatment temperature is 60 DEG C, and the time is 12h.
9. Graphene/polyurethane hybrid gas separation membrane of obtaining of a preparation method according to claim 1.
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| CN105214511A (en) * | 2015-09-18 | 2016-01-06 | 浙江工商大学 | A kind of Nano Silver/Graphene/Kynoar hybrid membranes and preparation method thereof |
| CN105820791A (en) * | 2016-02-29 | 2016-08-03 | 洛阳尖端技术研究院 | Graphene modified polyurethane composition, polyurethane adhesive prepared from composition, preparation method of adhesive, and aerostat |
| CN105833735A (en) * | 2016-05-06 | 2016-08-10 | 中国科学院宁波材料技术与工程研究所 | Three-dimensional oxidized graphene frame film and preparing method and application thereof |
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| CN107974125B (en) * | 2017-12-13 | 2021-04-23 | 厦门中凯新材石墨烯科技有限公司 | Graphene intermediate for coating and preparation method thereof |
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Application publication date: 20141224 |