CN104555996A - Preparation method and application of aminated graphene film - Google Patents
Preparation method and application of aminated graphene film Download PDFInfo
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- CN104555996A CN104555996A CN201410361609.1A CN201410361609A CN104555996A CN 104555996 A CN104555996 A CN 104555996A CN 201410361609 A CN201410361609 A CN 201410361609A CN 104555996 A CN104555996 A CN 104555996A
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- 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
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- 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
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/151—Reduction of greenhouse gas [GHG] emissions, e.g. CO2
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Abstract
The invention belongs to the field of film preparation and in particular relates to a preparation method and application of an aminated graphene film. According to the specific technical scheme, the method comprises the following steps: performing pre-activating treatment on carboxyl groups on graphene oxide, and carrying out a chemical reaction between the activated carboxyl group and an amino compound, so that amino is grafted to the graphene oxide; and performing suction filtration to prepare the aminated graphene film. The aminated film is applied to the fields of inorganic salt ion adsorption, sea water desalination and the like by utilizing the adsorptive action between positive charges of the amino on the film and inorganic salt negative ions and the adsorptive action between negative charges on the graphene oxide and positive ions. In addition, a reaction can be carried out between the amino on the film and CO2 gas, so that the film can be applied to capturing CO2 gas in flue gas in cement or power industry.
Description
Technical field
The invention belongs to field of film preparation, be specifically related to a kind of preparation method and application thereof of amination graphene film.
Background technology
Two-dimensional graphene film is because of the space structure of its uniqueness, the target of a series of environmental protection such as sea water desaltination and power generation with sea water can be realized in theory, the preparation method of existing graphene film has spin coating, the methods such as chemical vapour deposition, but the graphene film prepared due to these methods is all in the laboratory study stage, cannot realize industrial scale operation, the difficulty be applied in life production is larger.The difficulty prepared in view of extensive graphene film and current click chemistry to the research of graphene oxide deeply, prepare by functional graphene oxide the focus that film is research at present.Therefore, the present invention carries out amination modification by the carboxylic group on graphene oxide, and preparation is a kind of to inorganic ion adsorbent thin film, and can be applicable to CO
2trapping and field of seawater desalination.
Summary of the invention
Technical problem solved by the invention is to provide one, by chemical bond mode of connection, graphene oxide is carried out amination modification, prepares amination film, and is applied to absorption, the CO of inorganic ion
2the medium of gas trapping and field of seawater desalination.
For solving the problem, first carboxylic group on graphene oxide is carried out pre-activate process by the present invention, postactivated after carboxyl and amino-complex carry out chemical reaction, make grafting on graphene oxide amino, and suction filtration makes amination graphene film, to utilize on film negative charge and the cationic adsorption of inorganic salt on adsorption between amino and inorganic salt negatively charged ion and GO, this amination film is applied to the fields such as inorganic ion absorption, sea water desaltination.In addition, amino on film and CO
2gas also can react, and just can apply and CO in cement or power industry flue gas
2the trapping of gas.
Technical scheme of the present invention specifically comprises the following steps:
(1) preparation of graphene oxide
By the Hummers legal system improved for graphene oxide, and freeze-drying is stand-by;
(2) preparation of amination Graphene
Get a certain amount of dimethylformamide (DMF) and put into the molecular sieve activated, dewater 5 ~ 10h.Be dissolved in by a certain amount of graphene oxide (GO) in anhydrous dimethyl base acid amides, the concentration that graphite oxide is dissolved in DMF is 2 ~ 50 mg/ml, and the ultrasonic GO of making is dispersed in DMF solution.The activator of 30 wt% ~ 150 wt% relative to graphite oxide consumption is added again in solution, be 40 DEG C ~ 120 DEG C in temperature and react 1h ~ 10h, make the aerobic group activation on graphene sheet layer, add the diamine compound relative to graphite oxide consumption 50 wt% ~ 150 wt% afterwards, under 50 DEG C ~ 150 DEG C temperature condition, react 10 h ~ 36 h, make the activation aerobic radical reaction on itself and graphene sheet layer form chemical bond; Again solution is poured in ethanol and leave standstill, with deionized water centrifuge washing product; Finally being spin-dried for product with revolving steaming instrument, namely obtaining amidized graphene oxide.
(3) preparation of amination graphene oxide film
Mixing amination graphene oxide according to the ratio that mass ratio is 1:10 ~ 1:30 with DMF, with the ultrasonic 1 ~ 2h of cell crushing instrument, poly tetrafluoroethylene vacuum filtration is used after waiting to be uniformly dispersed, by DMF solution suction filtration 5min ~ 70min under-0.001MPa ~-0.5MPa vacuum condition, drain and obtain amination graphene oxide film.
As a further improvement on the present invention, wherein activator is any one or two kinds of mixtures combined in any proportion in dicyclohexylcarbodiimide, 1-(3-dimethylamino-propyl)-3-ethyl-carbodiimide hydrochloride, sulfur oxychloride.
As a further improvement on the present invention, wherein diamine compound is any one or a few mixture combined in any proportion in 1,8-octamethylenediamine, 4-4-methyne-bis-(2-chloroaniline), 4,4-two (4-ammonia phenoxy group) biphenyl.
As a further improvement on the present invention, wherein chemical bond is not limited only to covalent linkage, ionic linkage, hydrogen bond.
As a further improvement on the present invention, wherein the aperture of polytetrafluoroethylene film is 0.22um, and diameter is 90mm.
Amination graphene film prepared by aforesaid method, the negatively charged ion generation adsorption on it in amino positively charged and inorganic salt and the upper adsorption between negative charge and positively charged ion of GO, amino and CO simultaneously
2gas reacts, and therefore amination graphene film can be widely used in CO in inorganic ion absorption, sea water desaltination, cement or power industry flue gas
2gas trapping.
As a further improvement on the present invention, wherein the process of amination graphene film absorption inorganic ion is: amination graphene film is placed in Vacuum filtration device and replaces filter paper, and being mixed with the inorganic salt solution of different concns, pour in Vacuum filtration device, suction filtration inorganic salt, inorganic ion will be attracted on film, in the container after water molecules filters through film instillation.
As a further improvement on the present invention, wherein inorganic salt are any one in sodium carbonate, magnesiumcarbonate, zinc carbonate, potassium permanganate, iron(ic) chloride, magnesium chloride, cupric chloride, iron protochloride, sodium chloride, sodium sulfate, magnesium sulfate.
As a further improvement on the present invention, wherein the concentration of inorganic salt is 0.02 mg/ml ~ 0.8 mg/ml.
As a further improvement on the present invention, suction filtration inorganic salt carry out under-0.001MPa ~-0.5MPa vacuum condition.
Beneficial effect of the present invention: by activator activation GO lamella has oxygen groups, have oxygen groups and amino to carry out chemical reaction after activation and form chemical bond, and obtain film by the stacking of lamella, then film is with the positive charge of amino, make it have the performance of adsorpting anion, and can with CO
2gas reacts, and GO itself also has absorption property with negative charge to inorganic salt positively charged ion in addition, and the amination graphene film therefore prepared can be widely used in CO in inorganic ion absorption, sea water desaltination, cement or power industry flue gas
2the field such as absorption.
This
accompanying drawing explanation
Fig. 1 is 1,8 octamethylenediamine graphene oxide synthesis mechanism schematic diagram in embodiment 1.
Fig. 2 is the infrared spectra comparison diagram of graphene oxide and 1 in embodiment 1,8 octamethylenediamine graphene oxides.
Fig. 3 is the scanning electron microscope diagram of 1,8 octamethylenediamine graphene oxide films in embodiment 1.
Fig. 4 is the scanning electron microscope diagram of graphene oxide in embodiment 1.
Fig. 5 is high manganese ion adsorption test in embodiment 1.
Embodiment
Below in conjunction with the drawings and specific embodiments, technical scheme of the present invention is described in detail, but the explanation of described embodiment, and be only a part of embodiment of the present invention, wherein major part is not limited in this.
embodiment 1
(1) preparation of graphite oxide
1 g graphite is joined the dense H of 100 ml
2sO
4(98%) in solution, ice bath stirs 30 min, then slowly adds Potassium Persulphate and the 1.5g Vanadium Pentoxide in FLAKES of 1 g, and ice bath stirs 30min; Again solution is reacted 5 h in the oil bath of 80 DEG C, solution is slowly transferred in 300ml distilled water, suction filtration, dry; The graphite of the preoxidation of oven dry is placed in dry beaker, add the 100ml vitriol oil, stir under ice bath, slowly add 4g potassium permanganate, stirring 30min is placed in the oil bath pan of 35 DEG C and reacts 2h, is slowly poured into by reaction soln in 300ml distilled water, stir, cooling 1h, then slowly adds 10ml hydrogen peroxide (30%), obtains orange solution in solution; Add the HCl solution of 5% of 500ml again, standing 3h pours out supernatant liquor, removing metal ion; Then use deionized water centrifuge washing, remove unnecessary acid, until solution is in neutral; Again the solution of gained is placed in temperature and is-54 DEG C, pressure, lower than freeze-drying in the Freeze Drying Equipment of 10 Pa, namely obtains low-density graphene oxide (GO).
(2) 1,8-octamethylenediamine graphene oxide preparations
First, with molecular sieve drying dimethylformamide (DMF) 2h through 300 DEG C of process 4h, take 1 gGO and be dissolved in DMF solution, be mixed with the solution that concentration is 5 mg/ml, ultrasonic disperse solution 1h, make GO dispersed in solution; Solution is inverted in 250ml twoport flask again, adds 0.3 g sulfur oxychloride, solution is stirred 1 h at 40 DEG C; Then by solution warms to 110 DEG C, the SO in solution is steamed
2with HCl gas, after solution cools to 50 DEG C again, add 0.5 g 1,8-octamethylenediamine, react 10 h; Then solution is poured in ethanol and leave standstill, with deionized water centrifuge washing product, then product is put in and revolves steaming instrument, be spin-dried in 80 DEG C, the product of graphene oxide grafting 1,8 octamethylenediamine can be obtained.And to graphene oxide and 1,8 octamethylenediamine graphene oxides carry out infrared spectra comparative analysis, as shown in Figure 2, wavelength is at 3000-3500 cm as seen from the figure for result
-1between the graphene oxide of 1,8 octamethylenediamines have very strong peak, and cause the carboxyl peak intensity of graphene oxide to weaken clearly due to the activation in early stage and amination.
The preparation of (3) 1,8-octamethylenediamine graphene oxide films
Be 1:10 obtain solution according to the quality proportioning of 1,8-octamethylenediamine graphene oxide and DMF, ultrasonic 2h, makes it to be uniformly dispersed,
Put up Vacuum filtration device, under-0.1MPa condition, it is 0.22 μm with aperture, diameter is the polytetrafluoroethylene film suction filtration of 90mm, and syringe extracts 5ml solution suction filtration 20 min at every turn, adds solution at every turn again and continue suction filtration after treating to drain, repetitive operation, until solution suction filtration is complete, natural air drying obtains 1,8-octamethylenediamine graphene oxide film.And scanning electron microscope analysis is carried out to this film, as shown in Figure 3, the cross section of film is that one is stacking between layers as seen from the figure, this is main because in the grafting of graphene oxide sheet interlayer 1,8-octamethylenediamine, makes comparatively ordinary oxygen functionalized graphene (as Fig. 4) the spacing increase of graphene oxide sheet interlayer spacing.
(4) high manganese ion adsorption test
Compound concentration is the potassium permanganate solution of 0.02 mg/ml, by 1 of above-mentioned preparation, 8-octamethylenediamine graphene oxide film is arranged on Vacuum filtration device and replaces filter paper, added by potassium permanganate solution, decompress filter 30min under-0.1MPa, high manganese ion is adsorbed on 1, on 8-octamethylenediamine graphene oxide film, in container after water molecules filters through film instillation, find that the red-purple of potassium permanganate solution is clearly decorporated, whole process as shown in Figure 5.
embodiment 2
The preparation method of GO is with embodiment 1, and with molecular sieve drying dimethylformamide (DMF) 2h through 400 DEG C of process 2h, take 1 g GO and be dissolved in DMF solution, be mixed with the solution that concentration is 50 mg/ml, the ultrasonic GO that makes is dispersed; Solution is inverted in 250ml twoport flask again, adds 1.5 g dicyclohexylcarbodiimide, solution is stirred 10 h at 80 DEG C; Then by solution warms to 170 DEG C, the SO in solution is steamed
2with HCl gas, after solution cools to 150 DEG C again, add 1.5 g 4-4-methynes-bis-(2-chloroaniline) and react 36 h; Then solution is poured in ethanol and leave standstill, with deionized water centrifuge washing product, then product is put in and revolves steaming instrument, be spin-dried in 90 DEG C, graphene oxide grafting 4-4-methyne-bis-(2-chloroaniline) can be obtained.
Be 1:30 obtain solution according to the quality proportioning of 4-4-methyne-bis-(2-chloroaniline) graphene oxide and DMF, ultrasonic 3 h make it to be uniformly dispersed, put up Vacuum filtration device, under-0.05MPa condition, it is 0.22 μm with aperture, diameter is polytetrafluoroethylene film suction filtration 40 min of 90mm, syringe extracts 10 ml solution suction filtrations at every turn, add solution at every turn after treating to drain again and continue suction filtration, repetitive operation, until solution suction filtration is complete, natural air drying or oven dry obtain 4-4-methyne-bis-(2-chloroaniline) graphene oxide film.
Compound concentration is the ferric chloride Solution of 0.8 mg/ml, the 4-4-methyne of above-mentioned preparation-bis-(2-chloroaniline) graphene oxide film is arranged on Vacuum filtration device and replaces filter paper, ferric chloride Solution is added, decompress filter 10min under-0.5 Mpa, iron ion is adsorbed on 4-4-methyne-bis-(2-chloroaniline) graphene oxide film, in container after water molecules filters through film instillation, find that the yellow of ferric chloride Solution is clearly decorporated.
embodiment 3
The preparation method of GO is with embodiment 1, and with molecular sieve drying dimethylformamide (DMF) 3h through 350 DEG C of process 2h, take 1 g GO and be dissolved in DMF solution, be mixed with the solution that concentration is 20 mg/ml, the ultrasonic GO that makes is dispersed; Solution is inverted in 250ml twoport flask again, adds 0.75 g 1-(3-dimethylamino-propyl)-3-ethyl-carbodiimide hydrochloride, solution is stirred 4 h at 70 DEG C; Then by solution warms to 120 DEG C, the SO in solution is steamed
2with HCl gas, after solution cools to 80 DEG C again, add two (the 4-ammonia phenoxy group) biphenyl of 0.8 g 4,4-and react 18 h; Then solution is poured in ethanol and leave standstill, with deionized water centrifuge washing product, then product is put in and revolves steaming instrument, be spin-dried in 80 DEG C, two (the 4-ammonia phenoxy group) biphenyl of graphene oxide grafting 4,4-can be obtained.
According to 4, the quality proportioning of two (4-ammonia phenoxy group) the biphenyl graphene oxide of 4-and DMF is 1:15 obtain solution, ultrasonic 1 h makes it to be uniformly dispersed, put up Vacuum filtration device, under-0.5 Mpa vacuum condition, it is 0.22 μm with aperture, diameter is polytetrafluoroethylene film suction filtration 5 min of 90 mm, syringe extracts 10 ml solution suction filtrations at every turn, add solution at every turn after treating to drain again and continue suction filtration, repetitive operation, until solution suction filtration is complete, natural air drying or oven dry obtain two (4-ammonia phenoxy group) the biphenyl film of 4,4-.
Compound concentration is the Cupric Chloride Solution of 0.3 mg/ml, by 4 of above-mentioned preparation, two (4-ammonia phenoxy group) the biphenyl film of 4-is arranged on Vacuum filtration device and replaces filter paper, Cupric Chloride Solution is added, decompress filter 20min under-0.25 Mpa, copper absorption is on two (4-ammonia phenoxy group) the biphenyl graphene oxide film of 4,4-, in container after water molecules filters through film instillation, find that the blueness of Cupric Chloride Solution is decorporated significantly.
embodiment 4
The preparation method of GO is with embodiment 1, and with molecular sieve drying dimethylformamide (DMF) 3h through 350 DEG C of process 2h, take 1 g GO and be dissolved in DMF solution, be mixed with the solution that concentration is 35 mg/ml, the ultrasonic GO that makes is dispersed; Solution is inverted in 250ml twoport flask again, adds 1 g dicyclohexylcarbodiimide, solution is stirred 6 h at 100 DEG C; Then by solution warms to 130 DEG C, the SO in solution is steamed
2with HCl gas, after solution cools to 120 DEG C again, add 1.2 g 4-4-methynes-bis-(2-chloroaniline) and react 24 h; Then solution is poured in ethanol and leave standstill, with deionized water centrifuge washing product, then product is put in and revolves steaming instrument, be spin-dried in 90 DEG C, graphene oxide grafting 4-4-methyne-bis-(2-chloroaniline) can be obtained.
Be 1:20 obtain solution according to the quality proportioning of 4-4-methyne-bis-(2-chloroaniline) graphene oxide and DMF, ultrasonic 3 h make it to be uniformly dispersed, put up Vacuum filtration device, under-0.001Mpa vacuum condition, it is 0.22 μm with aperture, diameter is polytetrafluoroethylene film suction filtration 70 min of 90 mm, syringe extracts 10 ml solution suction filtrations at every turn, add solution at every turn after treating to drain again and continue suction filtration, repetitive operation, until solution suction filtration is complete, natural air drying or oven dry obtain 4-4-methyne-bis-(2-chloroaniline) graphene oxide film.
Compound concentration is the sodium carbonate solution of 0.5 mg/ml, the 4-4-methyne of above-mentioned preparation-bis-(2-chloroaniline) graphene oxide film is arranged on Vacuum filtration device and replaces filter paper, sodium carbonate solution is added, decompress filter 60min under-0.001Mpa, carbanion ionic adsorption is on 4-4-methyne-bis-(2-chloroaniline) graphene oxide film, in container after water molecules filters through film instillation, pH test is carried out to the solution before and after suction filtration, before discovery suction filtration, the pH of solution is 13, pH value of solution after suction filtration is 11, provable carbanion is attracted on 4-4-methyne-bis-(2-chloroaniline) graphene oxide film thus.
Claims (10)
1. a preparation method for amination graphene film, comprises the following steps:
(1) preparation of graphene oxide
By the Hummers legal system improved for graphene oxide, and by stand-by for its freeze-drying;
(2) amination graphene oxide
The graphene oxide got after a certain amount of freeze-drying is dispersed in N, in dinethylformamide (DMF) solution, adding, a small amount of activator active oxidation Graphene (GO) lamella has oxygen groups, the aerobic radical reaction added after a certain amount of diamine compound and activation forms chemical bond, obtains amidized graphene oxide lamella; Washing, drying, obtain the amination Graphene of purifying;
(3) amination graphene film preparation
Getting a certain amount of amination graphene oxide is dispersed in DMF, utilizes poly tetrafluoroethylene vacuum filtration, obtains pure GOA film.
2. the method for amination graphene film according to claim 1, is characterized in that: in step (2), the graphene oxide concentration be scattered in DMF (DMF) solution is 2 mg/ml-30 mg/ml.
3. the method for amination graphene film according to claim 1, is characterized in that: the activator described in step (2) is any one or two kinds of mixtures combined in any proportion in dicyclohexylcarbodiimide, 1-(3-dimethylamino-propyl)-3-ethyl-carbodiimide hydrochloride, sulfur oxychloride.
4. the method for amination graphene film according to claim 1, is characterized in that: described activator level is 30 wt% ~ 150 wt% of graphene oxide consumption.
5. the method for amination graphene film according to claim 1, is characterized in that: the priming reaction temperature in step (2) 40 DEG C ~ 120 DEG C, reaction times 1 h ~ 10 h.
6. the method for amination graphene film according to claim 1, it is characterized in that: the method for amination graphene film according to claim 1, it is characterized in that: the diamine compound described in step (2) is 1, any one or a few mixture combined in any proportion in 8-octamethylenediamine, 4-4-methyne-bis-(2-chloroaniline), 4,4-two (4-ammonia phenoxy group) biphenyl; The consumption of diamine compound is 50 wt% ~ 150wt% of graphene oxide consumption.
7. the method for amination graphene film according to claim 1, is characterized in that: in step (2), the temperature of ammoxidation is 50 DEG C ~ 150 DEG C, reaction times 10 h ~ 36 h.
8. the method for amination graphene film according to claim 1, is characterized in that: in step (3), the mass ratio of amination graphene oxide and DMF is 1:10 ~ 1:30.
9. the amination graphene film that prepared by method described in any one of claim 1 to 8 can be applicable to absorption, the CO of inorganic ion
2the trapping of gas and sea water desaltination.
10. application according to claim 9, it is characterized in that: the process of amination graphene film absorption inorganic ion replaces filter paper for amination graphene film is placed in Vacuum filtration device, and preparation is gone back the inorganic salt solution of different concns, pour in Vacuum filtration device, suction filtration inorganic salt, inorganic ion will be attracted on film, in the container after water molecules filters through film instillation.
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