CN104387446A - Preparation methods of graphene dispersant and graphene dispersion liquid - Google Patents
Preparation methods of graphene dispersant and graphene dispersion liquid Download PDFInfo
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- CN104387446A CN104387446A CN201410532476.XA CN201410532476A CN104387446A CN 104387446 A CN104387446 A CN 104387446A CN 201410532476 A CN201410532476 A CN 201410532476A CN 104387446 A CN104387446 A CN 104387446A
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Abstract
The invention relates to the technical field of dispersants and especially relates to preparation methods of a graphene dispersant and a graphene dispersion liquid. The preparation methods design and develop an amphiphilic peptide molecule with a Gemini structure and utilize the amphiphilic peptide molecule as a dispersant to realize stable dispersion of graphene in an aqueous solution. The graphene dispersant is a polypeptide dispersant completely composed of natural amino acid residues, has high biocompatibility and is conducive to use of a graphene dispersion system in the field of biomedicine. The graphene dispersant has charge changing with solution pH value change. The graphene dispersion system prepared from the graphene dispersant has pH responsiveness, can adjust graphene dispersion behavior by change of pH, and is used for preparing an intelligent nanometer drug-carrying and controlled-release system. The graphene dispersion system is a compound of a polypeptide nanometer assembly and a graphene lamellar structure and can be used for preparing a nanometer composite material.
Description
Technical field
The present invention relates to dispersion agent technical field, particularly the preparation method of a kind of graphene dispersion agent and graphene dispersing solution.
Background technology
Graphene has the character such as excellent electricity, mechanics, optics and calorifics, is widely used in the fields such as electronic devices and components, stored energy, catalysis, bio-sensing.Graphene film interlayer has stronger Van der Waals force, very easyly assembles, and makes it be insoluble in water and conventional organic solvent, greatly affects the performance of Graphene performance in practical application.Therefore, in order to give full play to its advantageous property, preparing graphene dispersion system that is homogeneous, high stability is its essential condition at various fields investigation and application.
At present, " oxidation-modify-reduction-dispersion " method prepares a kind of indirect method of graphene dispersing solution, namely first Strong oxdiative process is carried out to graphite, obtain surface and edge and have the graphene oxide (GO) of the groups such as a large amount of hydroxyls, carboxyl, epoxy, these functional groups make GO easily and other reagent react, obtain the graphene oxide of modification, then reduction is carried out to it again and obtain hydrophilic grapheme modified, there is good dispersion in aqueous.But all employ the material of severe corrosive, strong oxidizing property in these methods, high and need significant care in operating process to equipment requirements, and its crystalline structure of the Graphene obtained is also extremely imperfect, a large amount of defect is had to exist, there is considerable influence to its electricity, calorifics, biology performance etc., limit its investigation and application in association area.
A kind of method directly preparing graphene dispersing solution is directly added in certain organic solvent or water phase surfactant mixture by graphite or expanded graphite, and certain density single or multiple lift graphene solution is prepared in the effect by ultrasonic wave, heating or air-flow.Solvent molecule or surfactant molecule are adsorbed on graphenic surface by pi-pi accumulation and hydrophobic interaction etc., rely on electrostatic repulsion or Intermolecular Forces, realize effective dispersion of Graphene, so for based on Graphene material assembling and character research provide convenience.The solvent of bibliographical information has dimethyl formamide (DMF), N-methyl-pyrrolidon (NMP), polyvinylpyrrolidone (PVP), orthodichlorobenzene, acetonitrile, trichloromethane etc., and tensio-active agent has Sodium dodecylbenzene sulfonate (SDBS), cholic acid (SDC), cetyl trimethylammonium bromide (CTAB), tween 80, triton X-100 etc.The liquid phase Direct dispersion method preparation process of Graphene does not relate to chemical transformation, has that cost is low, simple to operate, high quality, but also to have that single-layer graphene productive rate is not high, lamella is reunited serious, need slough the defects such as stablizer further.Wherein: water phase surfactant mixture cost is low, easy and simple to handle, but the graphene dispersing solution concentration obtained is lower; Organic solvent can obtain the graphene dispersing solution of higher concentration, but cost is high, and its boiling point is higher, not easily removes, and is unfavorable for the further application of Graphene.
Recent years, Graphene and derivative thereof are at biomedical sector, and the application comprising the preparation of biological components and parts, medical diagnosis on disease, bio-imaging and drug delivery oncotherapy etc. is subject to the attention of numerous scientists, become the focus of nano biological medical field research.And in current graphene dispersion system, the graphene dispersing solution based on organic solvent (DMF, NMP, PVP etc.) cannot be used for living things system due to the bio-toxicity of organic solvent; Although utilize conventional surfactants can obtain the aqueous solution of graphene dispersion as dispersion agent, the biocompatibility due to utilized tensio-active agent is general all poor, also greatly limit its application at biomedical sector.Therefore, carry out the Biology Applications of Graphene, in the urgent need to design, the exploitation of the graphene dispersion agent of high-biocompatibility and aqueous dispersion system, this is also an important topic in the research of current Graphene.Further, if the graphene dispersion system obtained has the responsiveness to specific ambient conditions (as pH value, temperature etc.), the exploitation for intelligent nano material and pharmaceutical carrier etc. is provided and provides powerful support for.
Summary of the invention
In order to solve problems of the prior art, the present invention proposes the preparation method of a kind of graphene dispersion agent and graphene dispersing solution.
The technical scheme that the present invention takes is:
A kind of graphene dispersion agent, the structure of described dispersion agent is:
The preparation method of graphene dispersion agent as above, concrete step is as follows:
1) Fmoc solid-phase synthesis improvement on synthesis is used
obtain thick product;
2) reacted reaction solution is transferred to revolve and steam in bottle, rotary evaporation in vacuo under 35 DEG C of conditions, the residual liquids such as removing DCM, TFA; With dropper, the liquid after rotary evaporation is dropwise added in the ice ether of 7-8 times of raffinate volume, leave standstill after producing precipitation, with high speed freezing centrifuge centrifugal 10min, repeatedly ether sedimentation under 9000rpm, 4 DEG C of conditions, centrifugal 5-6 time; Removing supernatant liquid, retains precipitation, after treating that ether is evaporated completely, adds ultrapure water, ultrasonicly to shake up, put into refrigerator pre-freeze 1h, re-use Freeze Drying Equipment-60 DEG C of lyophilize 24h, namely obtain the product of purifying, seal-20 DEG C of preservations in precipitation in stink cupboard.
3) by step 2) polypeptide that obtains is dissolved in the mixing solutions of DCM/DMF (volume ratio 1/1), passes into oxygen 24 hours;
4) by step 3) after reaction solution transfer to revolve and steam in bottle, rotary evaporation in vacuo under 35 DEG C of conditions, the residual liquids such as removing DCM/DMF;
5) with dropper, the liquid after rotary evaporation is dropwise added in the ice ether of 7-8 times of volume, leave standstill after producing precipitation, with high speed freezing centrifuge centrifugal 10min, repeatedly ether sedimentation under 9000rpm, 4 DEG C of conditions, centrifugal 5-6 time; Removing supernatant liquid, retains precipitation, after treating that ether is evaporated completely, adds ultrapure water, ultrasonicly to shake up, put into refrigerator pre-freeze 1h, re-use Freeze Drying Equipment-60 DEG C of lyophilize 24h, namely obtain the dispersion agent of purifying, seal-20 DEG C of preservations in precipitation in stink cupboard.
A preparation method for Graphene, employs dispersion agent described above, and concrete preparation method is as follows:
Take the described dispersion agent of 5 weight parts and the Graphite Powder 99 of 25 weight parts respectively, add the water of 10 weight parts, regulate pH to 6-7, concussion mixes, and puts into ultrasonic machine ultrasonic, and ultrasonic time is at least 24h, and in ultrasonic procedure, water temperature must not higher than 70 DEG C; Ultrasonic complete after, polypeptide/Graphene mixed solution carries out centrifugation; Centrifugal rotational speed 500rpm-8000rpm, centrifugal 10min-30min; Centrifugal complete after, be separated and obtain supernatant liquor and be Graphene.
Preferably, the method for described ultrasonic procedure is: power 100W, after ultrasonic 4 hours, stops, and after 12 hours, more ultrasonic 4 hours, then stops 12 hours, is so circulated to ultrasonic time and adds and be 24 hours.
The invention has the beneficial effects as follows:
In current graphene dispersion system, the graphene dispersing solution based on organic solvent cannot be used for living things system due to the bio-toxicity of organic solvent; Although utilize conventional surfactants can obtain the aqueous solution of graphene dispersion as dispersion agent, the biocompatibility due to utilized tensio-active agent is general all poor, also greatly limit its application at biomedical sector.And above-mentioned two kinds of graphene dispersion systems do not possess the responsiveness of condition to external world, are unfavorable for the exploitation of intelligent response nano material and pharmaceutical carrier etc.The present invention has designed and developed the Amphiphilic peptide molecule of Gemini structure, and achieves Graphene stable dispersion in aqueous using this molecule as dispersion agent.
The acquisition of graphene dispersing solution of the present invention:
1) Graphene is conducive in the deposition of solid surface and film preparation.
2) disclosed dispersion agent of the present invention is polypeptide dispersion agent, is made up of native amino acid residues completely, has the advantage of high-biocompatibility, is conducive to developing the application of graphene dispersion system at biomedical sector.
3) this polypeptide dispersion agent institute is electrically charged changes with solution ph change, and obtained graphene dispersion system has pH responsiveness, and pH can be utilized to change the dispersion behavior regulating Graphene, for the preparation of intelligent nano drug-carrying and control delivery.
4) this polypeptide dispersion agent self can be assembled into nanofibre-like structure, and therefore dispersions obtained system is the complex body of a kind of polypeptide nano assembly and graphene film Rotating fields, may be used for preparing nano composite material.
Accompanying drawing explanation
The present invention has following accompanying drawing:
Fig. 1 is through the I of 1000rpm centrifugal treating after 30 minutes
3c-CI
3the graphene aqueous solution photo of dispersion;
Fig. 2 is through the I of 1000rpm centrifugal treating after 30 minutes
3c-CI
3the ultraviolet-visible spectrum of the graphene aqueous solution of dispersion;
Fig. 3 crosses the I of 1000rpm centrifugal treating after 30 minutes
3c-CI
3the transmission electron microscope picture of the graphene aqueous solution of dispersion
Wherein, Fig. 3 (a): redyeing process, Fig. 3 (b): Cryo-TEM;
Fig. 4 I
3c-CI
3the photo of graphene aqueous solution under different pH of dispersion.
Embodiment
Embodiment 1:
I
3the preparation of C:
Design and synthesis C holds the single-chain polypeptide molecules I containing cysteine residues
3c, its structure is:
Its synthetic method is to synthesize the I of 0.25mM
3c molecule is example (following all reagent used is all purchased from gill biochemistry (Shanghai)):
1) Wang-resin resin 0.439g is taken; Compound concentration is the 50mL Fmoc-Ile-OH (A) of 0.2mol/L and the amino acid DMF solution of 25mL Fmoc-Cys (Trt)-OH (C), takes A:2.456g respectively; C:1.661g, abundant stirring and dissolving;
2) prepare following synthetic agent: 1. activator: 0.45mol/L, get HBTU 17.07g and HOBt 6.08g is dissolved in 100mLDMF; 2. activate alkali: 2mol/L, get the diisopropylethylamine (DIEA) of 17.4mL and the DMF mixing of 32.6mL; 3. deprotection agent: the HOBt of volume ratio 20% piperidines and 0.1mol/L is dissolved in DMF, gets piperidinyl-1 00mL, 6.756g HOBt is dissolved in 400mL DMF; 4. acetylation reagent: be mixed with in the DMF solution that 0.5mol/L diacetyl oxide, 0.125mol/LDIEA and 0.015mol/L HOBt are dissolved in, get 3mL diacetyl oxide, DIEA 0.244g, HOBt 0.031g is dissolved in 12mLDMF solution; 5. cracking agent: TFA: TIS: Water=95: 2.5: 2.5 (volume ratios), preparation 15mL solution.
3) utilize the Liberty microwave Peptide synthesizer application Fmoc solid-phase synthesis improvement on synthesis of CEM company, obtain the still uncracked thick product of polypeptide being connected with resin;
4) being transferred to by reaction solution after having reacted to revolve steams in bottle, rotary evaporation in vacuo under 35 DEG C of conditions, the residual liquids such as removing DCM, TFA.With dropper, the liquid after rotary evaporation is dropwise added in the ice ether of 7-8 times of raffinate volume, leave standstill after producing precipitation, with high speed freezing centrifuge centrifugal 10min, repeatedly ether sedimentation under 9000rpm, 4 DEG C of conditions, centrifugal 5-6 time.Removing supernatant liquid, retains precipitation, after treating that ether is evaporated completely, adds ultrapure water, ultrasonicly to shake up, put into refrigerator pre-freeze 1h, re-use Freeze Drying Equipment-60 DEG C of lyophilize about 24h, namely obtain the product of purifying, seal-20 DEG C of preservations in precipitation in stink cupboard.
Embodiment 2:
The single-chain polypeptide molecules connecting embodiment 1 preparation obtains peptide molecule, and flow process is as follows:
Concrete synthetic method is:
1) I is taken
3c monomer molecule, is dissolved in the mixing solutions of DCM/DMF (volume ratio 1/1), in above-mentioned mixing solutions, is passed into pure O
2gas 24 hours;
2) reaction solution is transferred to revolve and steam in bottle, rotary evaporation in vacuo under 35 DEG C of conditions, the residual liquids such as removing DCM/DMF.With dropper, the liquid after rotary evaporation is dropwise added in the ice ether of 7-8 times of raffinate volume, leave standstill after producing precipitation, with high speed freezing centrifuge centrifugal 10min, repeatedly ether sedimentation under 9000rpm, 4 DEG C of conditions, centrifugal 5-6 time.Removing supernatant liquid, retains precipitation, after treating that ether is evaporated completely, adds ultrapure water, ultrasonicly to shake up, put into refrigerator pre-freeze 1h, re-use Freeze Drying Equipment-60 DEG C of lyophilize about 24h, namely obtain the product of purifying, seal-20 DEG C of preservations in precipitation in stink cupboard.
Embodiment 3:
The preparation of graphene dispersing solution:
Graphite flake, purchased from Qingdao Jin Peng graphite company limited, uses porcelain mortar grinder to become Graphite Powder 99 for subsequent use.Choose clean reagent bottle, take peptide molecule and 25mg Graphite Powder 99 prepared by 5mg embodiment respectively, add 10ml water, regulate pH to 6-7, concussion mixes, and it is ultrasonic that sealed membrane puts into ultrasonic machine after sealing.
Ultrasonic method: power 100W, after ultrasonic 4 hours, stops, and after 12 hours, more ultrasonic 4 hours, then stops 12 hours, is so circulated to ultrasonic time and adds and be 24 hours.Keep water temperature in ultrasonic procedure between 30 DEG C to 70 DEG C, should temperature be reduced the water that change on the rocks when water temperature is more than 70 DEG C.Ultrasonic complete after, polypeptide/Graphene mixed solution carries out centrifugation.Centrifugal rotational speed 1000rpm, centrifugal 30 minutes.Centrifugal complete after, be separated that to obtain supernatant liquor be graphene dispersing solution.
The centrifugal graphite granule that can remove not fully Redispersion, obtain the dispersion liquid being rich in graphene sheet layer, as shown in Figure 1, dispersion liquid presents the aterrimus of stable homogeneous to result, does not have the generation precipitated, and has a large amount of graphene sheet layers to exist in explanation system.
Characterize the Graphene system of polypeptide dispersion, ultraviolet-visible spectrum (Fig. 2) presents a characteristic spectrum peak at 268nm place, illustrates in solution containing graphene film Rotating fields.
Transmission electron microscope Electronic Speculum result (Fig. 3) shows in solution the existence having a large amount of graphene sheet layers and polypeptide nano fiber.
I
3c-CI
3peptide molecule contains carboxyl (-COOH), and its ionization changes with pH change, and cause the change of its static electrification lotus number, this makes I
3c-CI
3/ graphene dispersing solution has pH responsiveness, and as shown in Figure 4, as pH<5, system produces precipitation, and Graphene is separated out, and when pH>=5, system can stable existence, and graphene dispersion is good.
Claims (4)
1. a graphene dispersion agent, is characterized in that: the structure of described dispersion agent is:
2. a preparation method for graphene dispersion agent according to claim 1, is characterized in that concrete step is as follows:
1) Fmoc solid-phase synthesis improvement on synthesis is used
obtain thick product;
2) reacted reaction solution is transferred to revolve and steam in bottle, rotary evaporation in vacuo under 35 DEG C of conditions; Liquid after rotary evaporation is dropwise added in the ice ether of 7-8 times of raffinate volume, leave standstill after producing precipitation, with high speed freezing centrifuge centrifugal 10min, repeatedly ether sedimentation under 9000rpm, 4 DEG C of conditions, centrifugal 5-6 time; Removing supernatant liquid, retains precipitation, after treating that ether is evaporated completely, adds ultrapure water, ultrasonicly to shake up, put into refrigerator pre-freeze 1h, re-use Freeze Drying Equipment-60 DEG C of lyophilize 24h, namely obtain the product of purifying, seal-20 DEG C of preservations in precipitation in stink cupboard;
3) by step 2) polypeptide that obtains is dissolved in the DCM/DMF of volume ratio 1:1, in mixing solutions, passes into oxygen 24 hours;
4) by step 3) after reaction solution transfer to revolve and steam in bottle, rotary evaporation in vacuo under 35 DEG C of conditions, the residual liquids such as removing DCM/DMF;
5) with dropper, the liquid after rotary evaporation is dropwise added in the ice ether of 7-8 times of volume, leave standstill after producing precipitation, with high speed freezing centrifuge centrifugal 10min, repeatedly ether sedimentation under 9000rpm, 4 DEG C of conditions, centrifugal 5-6 time; Removing supernatant liquid, retains precipitation, after treating that ether is evaporated completely, adds ultrapure water, ultrasonicly to shake up, put into refrigerator pre-freeze 1h, re-use Freeze Drying Equipment-60 DEG C of lyophilize 24h, namely obtain the dispersion agent of purifying, seal-20 DEG C of preservations in precipitation.
3. a preparation method for graphene dispersing solution, is characterized in that employing dispersion agent described in claim 1 or 2, and concrete preparation method is as follows:
Take the described dispersion agent of 5 weight parts and the Graphite Powder 99 of 25 weight parts respectively, add the water of 10 weight parts, regulate pH to 6-7, concussion mixes, and puts into ultrasonic machine ultrasonic, and ultrasonic time is at least 24h, and in ultrasonic procedure, water temperature must not higher than 70 DEG C; Ultrasonic complete after, polypeptide/Graphene mixed solution carries out centrifugation; Centrifugal rotational speed 500rpm-8000rpm, centrifugal 10min-30min; Centrifugal complete after, be separated and obtain supernatant liquor and be graphene dispersing solution.
4. the preparation method of graphene dispersing solution according to claim 3, is characterized in that, the method for described ultrasonic procedure is: power 100W, after ultrasonic 4 hours, stop, after 12 hours, ultrasonic 4 hours again, then stop 12 hours, be so circulated to ultrasonic time and add and be 24 hours.
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Cited By (7)
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| CN105110318A (en) * | 2015-07-23 | 2015-12-02 | 深圳市国创新能源研究院 | Graphene aqueous slurry, and preparation method thereof |
| CN106629670A (en) * | 2016-12-14 | 2017-05-10 | 北京工业大学 | Method for dispersing carbon nano tubes by Gemini type dispersing agent |
| CN107082422A (en) * | 2017-04-28 | 2017-08-22 | 山东欧铂新材料有限公司 | A kind of process for dispersing of graphene |
| CN107934949A (en) * | 2016-10-12 | 2018-04-20 | 上海大学 | A kind of preparation method of graphene dispersing solution for infused ceramic based composites |
| CN108559092A (en) * | 2018-03-14 | 2018-09-21 | 上海交通大学 | The water-borne dispersions of carbon material dispersant and preparation method thereof and the carbon material of stabilization containing the dispersant |
| CN109553094A (en) * | 2019-01-03 | 2019-04-02 | 深圳天元羲王材料科技有限公司 | A kind of grapheme platelet liquid phase ultrasonic dispersing method |
| CN110510606A (en) * | 2019-08-23 | 2019-11-29 | 陕西科技大学 | Degradation scrap leather bits are used as the preparation method that graphene oxide lacks lamella dispersing agent |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105110318A (en) * | 2015-07-23 | 2015-12-02 | 深圳市国创新能源研究院 | Graphene aqueous slurry, and preparation method thereof |
| CN107934949A (en) * | 2016-10-12 | 2018-04-20 | 上海大学 | A kind of preparation method of graphene dispersing solution for infused ceramic based composites |
| CN107934949B (en) * | 2016-10-12 | 2020-12-15 | 上海大学 | Preparation method of graphene dispersion liquid for impregnating ceramic matrix composite material |
| CN106629670A (en) * | 2016-12-14 | 2017-05-10 | 北京工业大学 | Method for dispersing carbon nano tubes by Gemini type dispersing agent |
| CN107082422A (en) * | 2017-04-28 | 2017-08-22 | 山东欧铂新材料有限公司 | A kind of process for dispersing of graphene |
| CN108559092A (en) * | 2018-03-14 | 2018-09-21 | 上海交通大学 | The water-borne dispersions of carbon material dispersant and preparation method thereof and the carbon material of stabilization containing the dispersant |
| CN108559092B (en) * | 2018-03-14 | 2021-02-26 | 上海交通大学 | Carbon material dispersant, method for producing the same, and stable aqueous dispersion of carbon material containing the dispersant |
| CN109553094A (en) * | 2019-01-03 | 2019-04-02 | 深圳天元羲王材料科技有限公司 | A kind of grapheme platelet liquid phase ultrasonic dispersing method |
| CN110510606A (en) * | 2019-08-23 | 2019-11-29 | 陕西科技大学 | Degradation scrap leather bits are used as the preparation method that graphene oxide lacks lamella dispersing agent |
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