CN107955179A - The graphene oxide and preparation method that dissaving polymer is modified in a kind of water phase - Google Patents
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
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Abstract
The graphene oxide and preparation method that dissaving polymer is modified in a kind of water phase, belong to the technical field of modification of grapheme material.Including：The stirring of diamine monomer constant temperature will be added after graphene oxide ultrasonic disperse, allow diamine monomer fully with graphite oxide alkene reaction；Diene monomers are added in above-mentioned reaction system, continue constant temperature stirring, allow two kinds of monomers to polymerize, partial monosomy can in graphene oxide layer in-situ polymerization, to graphene oxide progress modification.By dialysing, removing dissaving polymer can obtain modified graphene oxide.The process is simple, and operating condition is gentle, it is easily controllable and need not add other components or carry out multistep reaction.The modified graphene and its composite material that are prepared by this method can be used for the fields such as the preparation of novel separation film, newtype drug support materials, novel absorption material.
Description
Technical field
The present invention relates to a kind of modification technology of grapheme material, there is provided uses in-situ polymerization in a kind of specific water phase
The method that mode prepares dissaving polymer modified graphene oxide and its composite material, the modified graphene prepared by this method
And its composite material can be used for the fields such as the preparation of novel separation film, newtype drug support materials, novel absorption material.
Background technology
Graphene is by one layer of sp that is intensive, being wrapped in honeycomb crystal lattice2What the carbon atom arrangement of hydridization was formed
Individual layer two dimensional crystal, is current most thin material known in the world, the thickness of only one carbon atom.Its unique two-dimensional structure
Make it have excellent mechanics, calorifics, electrical and optical properties.Graphene oxide, as the important derivatives of graphene, it is made
Preparation Method is simple, can be by graphite ultrasound acquisition after potassium permanganate/concentrated sulfuric acid oxidation.Graphene oxide, its edge contain largely
Oxy radical, therefore there is good hydrophily and dispersiveness, and can be realized and be modified by the interaction between functional group, from
And its structure and property are regulated and controled, prepare the grapheme material of difference in functionality.
, can be by π-effect such as pi-conjugated, electrostatic attraction and covalent bond to it based on the chemical constitution of grapheme material uniqueness
It is modified, the relevant report of existing a large amount of grapheme material modification researchs.Wherein dissaving polymer, because there is height to prop up for it
The structure of change, good dissolubility, relatively low viscosity, a large amount of terminal functional groups and compared with the simpler synthesis side of dendrimer
Method, is widely used in the study on the modification of grapheme material.Grapheme material is modified using dissaving polymer, can be led to
Cross its unique molecular structure and physico-chemical property significantly improve the dispersiveness of graphene sheet layer, functionalization degree and with polymer
Compatibility.
Usual polymer to the covalent bond functional modification of graphene sheet layer, including " grafting on " (graft-from) and
" being grafted to " (graft-to) two methods.Wherein " it is grafted to " and refers to utilize terminal functionality and graphite on hyperbranched macromolecular
Hyperbranched macromolecular is grafted on graphene sheet layer by the direct reaction of active function groups on alkene lamella, and " grafting on " refers to elder generation
In graphene surface bound initiator, then trigger monomer polymerization, in graphene surface graft polymers.It is anti-in order to improve grafting
The success rate answered, generally requires to be modified graphene oxide, to improve its activity.And polymerization or graft reaction often exist
Carried out in organic phase or the higher system of temperature, be unfavorable for applying on a large scale.
The content of the invention
In order to solve problem above, in the present invention, there is provided the dissaving polymer in a kind of water phase is grapheme modified
The method of modifying of material.By one kettle way be can obtain dissaving polymer it is grapheme modified/composite wood of dissaving polymer
Material, and the grapheme material that polymer obtains dissaving polymer and modifies can be removed by follow-up dialysis procedure.
The preparation method for the graphene oxide that dissaving polymer is modified in a kind of water phase, it is characterised in that including following
Step：
A) graphene oxide powder is made it be dispersed in water phase, is prepared into stable oxidation using being ultrasonically treated
Graphene dispersing solution；
B) diamine monomer is added into step a) graphene oxide dispersions, when 10~60 DEG C of constant temperature stirrings 1~120 are small,
Amino-containing monomer is allowed to be modified graphene oxide；
C) another diene monomers are added in the mixed system prepared by step b), continue 10~60 DEG C of constant temperature stirrings
6~240 it is small when；
D) solution in step c) dialysed, precipitated, is dry, you can obtaining the graphite oxide of dissaving polymer modification
Alkene.
Graphene oxide concentration in step a) graphene oxide dispersions of the present invention is 10-6~10mg/mL.
The diamine monomer described in the present invention is can be with the 1- (2- of such as carboxyl reaction of oxygen-containing functional group on graphene oxide
Amine ethyl) one kind in piperazine, 4- aminomethylpiperidines, N- methyl ethylenediamines, n-ethylethylenediamine or N- hexyl diamines etc..
The diene monomers described in the present invention are N,N methylene bis acrylamide or N, N '-bis- (acryloyl) cystamines.
The diamine monomer described in the present invention and the molar ratio of diene monomers are 2:1~1:2.
The bag filter that molecular weight is 8-30kDa is selected in the dialysis described in the present invention, is dialysed in deionized water.
The technical principle of the present invention：Diamine monomer and long agitation are added into graphene oxide dispersion, make its with
Carboxylic acid group reaction in graphene oxide layer.And then diene monomers are added, make polymerisation at the same time diamine monomer with
Between diene monomers and diene monomers are carried out with the graphene film interlayer that diamine monomer is modified.Overspend at the same time by single step reaction
Fluidized polymer and the grapheme material of dissaving polymer modification, directly can carry out next step application by the composite material, also may be used
To obtain the grapheme material of dissaving polymer modification by removal polymer of dialysing.
Concrete scheme reaction condition provided by the invention is gentle, and reaction process is simple and practicable, the composite material being prepared
Or grapheme material can be applied to the fields such as the preparation of separation membrane material, sorbing material, drug controlled release material.
Brief description of the drawings
Fig. 1 is graphene oxide and uses the infrared of the dissaving polymer modified graphene oxide of the method for the present invention preparation
Spectrogram.
Fig. 2 is the Raman of graphene oxide and the dissaving polymer modified graphene oxide prepared using the method for the present invention
Spectrogram.
Fig. 3 is the AFM for the dissaving polymer modified graphene oxide that graphite oxide alkenyl is prepared using the method for the present invention
Figure and the before modified thickness of rear lamella (a is graphene oxide, and b is dissaving polymer modified graphene oxide).
Embodiment
With reference to specific embodiment, the present invention is described in detail, but the present invention is not limited to following embodiments.
Embodiment 1
Dissaving polymer modification graphene oxide specific method is as follows：
(1) 30mg graphene oxide powders are taken, add 30mL deionized waters, ultrasound 4 obtains the 1mg/ of stable dispersion when small
ML graphene oxide dispersions；
(2) 2.584g 1- (2- amine ethyl) piperazine, and 30 DEG C of constant temperature stirrings are added in the dispersion liquid prepared to step (1)
24 it is small when；
(3) 3.083g N, N- methylene-bisacrylamides are added into the reaction system of step (2), continue 30 DEG C of constant temperature
Stir 60 it is small when, you can obtain the mixed solution of 1mg/mL dissaving polymers/dissaving polymer modification graphene oxide；
(4) reaction solution that will be prepared in step (3), is placed in 8-14kDa bag filters, dialyses one week, you can
To the graphene oxide of dissaving polymer modification；
Being characterized to what is be prepared, Fig. 1 is the infrared spectrum of rear oxidation grapheme material before modified, wherein
2920cm-1Locate as c h bond characteristic peak, modified through dissaving polymer, which is remarkably reinforced, and illustrates on graphene sheet layer
The introducing of hydro carbons；Fig. 2 is the Raman spectrogram of rear oxidation grapheme material before modified, the I of modified materialD/IGSignificantly increase,
Illustrate that the regularity of graphene sheet layer is decreased obviously, this is because by modified, covalent bond is formd on graphene sheet layer, is led
Regularity is caused to decline, which also demonstrates modified successful progress；Fig. 3 is the characterization of rear oxidation graphene AFM before modified, is passed through
Cross and be modified, in-situ polymerization generates a large amount of dissaving polymers on graphene sheet layer, therefore the thickness of lamella substantially increases.
Embodiment 2
Dissaving polymer modification graphene oxide specific method is as follows：
(1) graphene oxide dispersion of 1mg/mL is prepared when small through ultrasound 4, takes 1mL dispersion liquids to add deionized water dilute
Release to 30mL；
(2) 2.584g 1- (2- amine ethyl) piperazine, and 30 DEG C of constant temperature stirrings are added in the dispersion liquid prepared to step (1)
24 it is small when；
(3) 3.083g N, N- methylene-bisacrylamides are added into the reaction system of step (2), continue 30 DEG C of constant temperature
Stir 48 it is small when；
(4) deionized water is added into the solution of step (3), is diluted to 500mL and can obtain graphene oxide concentration and be
The mixed solution of the dissaving polymer of 2mg/L/dissaving polymer modification graphene oxide.
The solution is used to prepare infiltrating and vaporizing membrane on inorganic ceramic material surface, inorganic tubular membrane is pre-processed：
By inoranic membrane immerse in 3- amino-triethoxysilane ethanol solution 2 it is small when, 110 DEG C of baking oven high temperatures processing 2 are put into after taking-up
Two hours；Tubular membrane after processing is placed in the reaction solution after step (4) dilution, under -0.9MPa or so condition of negative pressure
Dipping 10 minutes；Take out film, be placed in 40 DEG C of baking ovens dry 48 it is small when, you can obtain modified graphene oxide/hyperbranched polymerization
Thing composite membrane
The composite membrane of above-mentioned preparation is subjected to infiltration evaporation performance test in infiltration evaporation membrane cisterna, test condition is：It is former
Liquid material methanol content be 10wt% methyl tertiary butyl ether(MTBE)/methanol system, 40 DEG C of experimental temperature, film downstream lateral pressure 300Pa.Its
There is good separating effect to methyl tertiary butyl ether(MTBE)/methanol mixed system, methanol content is reachable respectively in flux and permeate
To 403g/m2H and 99.51%.
Claims (7)
1. the preparation method for the graphene oxide that dissaving polymer is modified in a kind of water phase, it is characterised in that including following step
Suddenly：
A) graphene oxide powder is made it be dispersed in water phase, is prepared into stable graphite oxide using being ultrasonically treated
Alkene dispersion liquid；
B) diamine monomer is added into step a) graphene oxide dispersions, when 10~60 DEG C of constant temperature stirrings 1~120 are small, allow and contains
The monomer of amino is modified graphene oxide；
C) another diene monomers are added in the mixed system prepared by step b), 10~60 DEG C of constant temperature stirrings 6 of continuation~
240 it is small when；
D) solution in step c) dialysed, precipitated, is dry, you can obtaining the graphene oxide of dissaving polymer modification.
2. the preparation method for the graphene oxide that dissaving polymer is modified in a kind of water phase described in accordance with the claim 1, its
It is characterized in that, the graphene oxide concentration in step a) graphene oxide dispersions is 10-6~10mg/mL.
3. the preparation method for the graphene oxide that dissaving polymer is modified in a kind of water phase described in accordance with the claim 1, its
Be characterized in that, diamine monomer for 1- (2- amine ethyl) piperazine, 4- aminomethylpiperidines, N- methyl ethylenediamines, n-ethylethylenediamine or
One kind in N- hexyl diamines.
4. the preparation method for the graphene oxide that dissaving polymer is modified in a kind of water phase described in accordance with the claim 1, its
It is characterized in that, diene monomers N, N- methylene-bisacrylamide or N, N '-bis- (acryloyl) cystamines.
5. the preparation method for the graphene oxide that dissaving polymer is modified in a kind of water phase described in accordance with the claim 1, its
It is characterized in that, the molar ratio of diamine monomer and diene monomers is 2:1~1:2.
6. the preparation method for the graphene oxide that dissaving polymer is modified in a kind of water phase described in accordance with the claim 1, its
It is characterized in that, the bag filter that molecular weight is 8-30kDa is selected in dialysis, is dialysed in deionized water.
7. the graphene oxide that the dissaving polymer being prepared according to claim 1-6 any one of them methods is modified.
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108940232A (en) * | 2018-07-11 | 2018-12-07 | 华南理工大学 | The preparation and application of Hyperbranched Polymer with Terminal Amido grafted graphene oxide magnetic anion adsorbent |
| CN109406507A (en) * | 2018-12-10 | 2019-03-01 | 鲁东大学 | The preparation and application of the stabilisation probe of silver ion in a kind of colorimetric detection seawater |
| CN109647514A (en) * | 2019-01-30 | 2019-04-19 | 中国科学院长春应用化学研究所 | Palladium catalyst of high dispersive and the preparation method and application thereof |
| CN110508247A (en) * | 2019-08-30 | 2019-11-29 | 方大炭素新材料科技股份有限公司 | A kind of preparation method of the graphene oxide composite material for Industrial Waste Water Treatments |
| KR20200144900A (en) * | 2019-06-19 | 2020-12-30 | 한국과학기술연구원 | Functionalized graphene oxide and preparing method thereof |
| CN113144915A (en) * | 2021-05-13 | 2021-07-23 | 清华大学 | Modified polyamide composite nanofiltration membrane and preparation method thereof |
| CN115491077A (en) * | 2022-09-21 | 2022-12-20 | 刘智惠 | Quick-drying high-stability printing ink and preparation method thereof |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108940232A (en) * | 2018-07-11 | 2018-12-07 | 华南理工大学 | The preparation and application of Hyperbranched Polymer with Terminal Amido grafted graphene oxide magnetic anion adsorbent |
| CN109406507A (en) * | 2018-12-10 | 2019-03-01 | 鲁东大学 | The preparation and application of the stabilisation probe of silver ion in a kind of colorimetric detection seawater |
| CN109647514A (en) * | 2019-01-30 | 2019-04-19 | 中国科学院长春应用化学研究所 | Palladium catalyst of high dispersive and the preparation method and application thereof |
| KR20200144900A (en) * | 2019-06-19 | 2020-12-30 | 한국과학기술연구원 | Functionalized graphene oxide and preparing method thereof |
| KR102225469B1 (en) | 2019-06-19 | 2021-03-10 | 한국과학기술연구원 | Functionalized graphene oxide and preparing method thereof |
| CN110508247A (en) * | 2019-08-30 | 2019-11-29 | 方大炭素新材料科技股份有限公司 | A kind of preparation method of the graphene oxide composite material for Industrial Waste Water Treatments |
| CN113144915A (en) * | 2021-05-13 | 2021-07-23 | 清华大学 | Modified polyamide composite nanofiltration membrane and preparation method thereof |
| CN113144915B (en) * | 2021-05-13 | 2023-02-28 | 清华大学 | Modified polyamide composite nanofiltration membrane and preparation method thereof |
| CN115491077A (en) * | 2022-09-21 | 2022-12-20 | 刘智惠 | Quick-drying high-stability printing ink and preparation method thereof |
| CN115491077B (en) * | 2022-09-21 | 2023-09-15 | 武汉易锦包装印务有限公司 | Quick-drying high-stability printing ink and preparation method thereof |
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