CN107814378B - Lignin functional modification graphene and preparation method thereof - Google Patents
Lignin functional modification graphene and preparation method thereof Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/08—Anti-corrosive paints
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D1/00—Coating compositions, e.g. paints, varnishes or lacquers, based on inorganic substances
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- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2204/00—Structure or properties of graphene
- C01B2204/20—Graphene characterized by its properties
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Abstract
The invention discloses a kind of lignin functional modification graphenes and preparation method thereof, belong to functional grapheme material preparation technical field.Lignin is first uniformly mixed by the present invention with graphene oxide, so that lignin is sufficiently adsorbed on surface of graphene oxide, then add sulfonated polyaniline thereto, is reacted certain time at a certain temperature after mixing evenly, and the lignin functional modification graphene is obtained.The dispersion stabilization of gained graphene of the invention is good, can be used as environment-friendly type graphene anticorrosive paint, and preparation method is simple and easy to do, and the preparation for functional grapheme material provides new method.
Description
Technical field
The invention belongs to functional grapheme material preparation technical fields, and in particular to a kind of lignin functional modification stone
Black alkene and preparation method thereof.
Background technique
Graphene is by single layer of carbon atom with the two-dimentional carbon nanomaterial that six side's honeycombs stack and are formed, because excellent
Mechanical property, electric property and chemical stabilization property and be people institute extensive concern, and anticorrosive coating field widely apply.
Graphene have it is special laminar structured, can as flakey mica powder, aluminium powder, glass flake etc. as applying filler in anti-
In rotten coating, play the role of physical barriers, hinder the infiltration of oxygen and corrosive medium, reduce the permeance property of corrosion-inhibiting coating,
Improve the corrosion resistance of coating.Graphene in anticorrosive metal field of functional coatings application tentatively achieve it is some at
Fruit.However, due in graphene pi-pi bond interaction caused by spontaneous coherency so that it is easy to produce reunion in primers,
To affect the dispersion stabilization of graphene in primers.
There are mainly two types of the methods for solving graphene dispersion stabilization in primers at present, one is addition dispersing agent,
Using its peptizaiton, it is dispersed stably in graphene uniform in priming paint；Another kind is to be modified graphene, such as surface
Functional modification, surface functionalization, chemical doping etc. to overcome the excessive stacking phenomenon of graphene film, and obtain performance
More superior grapheme material, and increase the dispersion stabilization of graphene in primers.Wherein, the non-covalent functionalization of graphene
Surface modification is especially noticeable, because this method can effectively keep the electronic structure of graphene.Stone is had been used at present
The substance of the black non-covalent functional modification of alkene has sulfonated polyether-ether-ketone (Kuila T, Mishra A K, Khanra P, Kim N
H, Uddin Md E, Lee J H. Facile method for the preparation of water
dispersible graphene using sulfonated poly(ether–ether–ketone) and its
Application as energy storage materials. Langmuir, 2012,28:9825.), 4- amino it is even
Pyridine -4 '-sodium sulfonate (Yu D S, Kuila T, Kim N H, Khanra P, Lee J H. Effects of
covalent surface modifications on the electrical and electrochemical
properties of graphene using sodium 4-aminoazobenzene-4′-sulfonate. Carbon,
2013,54:310), sulfonated polystyrene (Du F P, Wang J J, Tang, C Y Tsui C P, Zhou X P,
Xie X L, Liao Y G. Water-soluble graphene grafted by poly(sodium 4-
styrenesulfonate) for enhancement of electric capacitance. Nanotechnology,
2012,23:475704.), neopelex (Zhang K, Mao L, Zhang L L, Chan H S O,
Zhao X S, Wu J. Surfactant-intercalated, chemically reduced graphene oxide
for high performance supercapacitor electrodes. J. Mater. Chem., 2011, 21:
7302.), -4 hydroxyl -2- naphthalene sulfonic acids of 6- amino (Jana M, Khanra P, Murmu N C, Samanta P, Lee J H,
T Kuila.Covalent surface modification of chemically derived graphene and its
application as supercapacitor electrode material. Phys. Chem. Chem. Phys.,
2014,16:7618.), oligomer of phenylamine carboxylate (Gu L, Liu S, Zhao H, Yu H. Facile
preparation of water-dispersible graphene sheets stabilized by carboxylated
oligoanilines and their anticorrosion coatings. ACS Appl. Mater. Interfaces
2015,7,17641.) etc..Result of study shows the group in these functional moleculars, such as amino and sulfonic acid group, can inhale
It is attached to graphene surface, and then weakens the Van der Waals force of graphene film interlayer by π-π interaction, so as to effectively prevent
The reunion of graphene.
Containing phenolic hydroxyl group, alcoholic extract hydroxyl group, sulfonic acid group and aromatic rings etc. in lignin molecule, have three-dimensional network-like structure,
Higher rigidity, thermal stability and corrosion resistance, meanwhile, lignin can be interacted by π-π stablizes graphene, therefore wooden
Element can also be used for the functional modification of graphene.Such as, lignosulfonates are a kind of natural polymer anionic surface activities
Agent has the characteristics that abundance, cheap, renewable, degradable, is widely used as dispersing agent.Lignosulfonates can
It is used to prepare high concentration water phase graphene (Lou H, Zhu D, Yuan L, Qiu X, Lin X, Yang D, Li Y.
Fabrication of high-concentration aqueous graphene suspensions dispersed by
Sodium lignosulfonate and its mechanism. J. Phys. Chem. C 2015,119,23221.).
When sodium lignin sulfonate is during dispersed graphite alkene, electrostatic repulsion plays a leading role, the lignin of small-molecular-weight, highly sulfonated
Preferably (the survey of application and its sulfonation degree of the Zhu Douming sodium lignin sulfonate in preparation water phase graphene of sodium sulfonate dispersion performance
Determine South China Science & Engineering University master thesis, 2016.5.).For another example, the derivative of lignin sulfonic acid is used for as dispersing agent
The modification of graphene can obtain water system graphene/epoxy resin anticorrosive coating (Ding J, Shi S, Yu H. Study
on modification of lignin as dispersant of aqueous graphene suspension and
Corrosion performance in waterborne g/epoxy coating.2016,3:101.).Polyaniline and its spread out
Biology has many advantages, such as that nonhazardous, redox reversible, chemical stability is good, is easy preparation and cheap, many research works
Make it has been shown that polyaniline has become one of optimal candidate of anticorrosive paint.
The present invention makes it carry out functional modification to graphene oxide, then with sulphur using lignin as function chemoattractant molecule
Change polyaniline is reducing agent, and graphene oxide is reduced to graphene by the effect of sulfonated polyaniline, obtains lignin function
Change modified graphene, products therefrom has both the anticorrosion effect of three components, can be used as the environment-friendly type graphene haveing excellent performance and prevent again
Rotten coating.
Summary of the invention
The purpose of the present invention is to provide a kind of lignin functional modification graphene and preparation method thereof, gained functionalization
Modified graphene has the characteristics that the problems such as dispersion stabilization is good, can solve conventional graphite alkene easy to reunite, bad dispersibility, can be used as
Environment-friendly type graphene anticorrosive paint.
For achieving the above object, the present invention adopts the following technical scheme:
A kind of preparation method of lignin functional modification graphene, specifically includes the following steps:
(1) lignin-graphene oxide mixed solution preparation: solvent is added in graphene oxide and is configured to oxidation stone
Black alkene solution, and lignin is added, ultrasonic disperse 0.5 ~ 1 hour, so that lignin is sufficiently adsorbed on surface of graphene oxide, obtain
Lignin-graphene oxide mixed solution；
(2) preparation of lignin functional modification graphene: to the resulting lignin of step (1)-graphene oxide mixing
Sulfonated polyaniline is added in solution, continuously stirring comes into full contact with it, then reacts 0.5 ~ 6 hour at -5 DEG C ~ 50 DEG C, freezes
Drying is dried under vacuum to constant weight to get the lignin functional modification graphene is arrived.
Wherein, the mass ratio of lignin and graphene oxide is 1:1 ~ 1:200, the matter of sulfonated polyaniline and graphene oxide
Amount is than being 1:1 ~ 1:200.
Solvent for use be selected from deionized water, ammonia spirit, sodium hydroxide solution, potassium hydroxide solution, sodium bicarbonate solution,
Dimethyl sulfoxide, N,N-dimethylformamide, N-Methyl pyrrolidone, any one or more in tetrahydrofuran.
Lignin used appointing in alkali lignin, enzymolysis xylogen, enzymolysis xylogen amine, enzymolysis xylogen sulfonate
It anticipates one or more, the enzymolysis xylogen sulfonate includes enzymolysis xylogen sodium sulfonate, enzymolysis xylogen sulfoacid calcium, enzymatic hydrolysis wood
Quality ichthyodin, enzymolysis xylogen sulfonic acid magnesium.
Sulfonated polyphenyl amino acid used be selected from polyaniline sulfonated bodies, sulfonic aniline polymer, aniline-sulfoacid aniline copolymer or
Any one or more in polyaniline/lignin sulfonic acid compound.
Gained lignin functional modification graphene of the invention can be used as environment-friendly type graphene anticorrosive paint.
The beneficial effects of the present invention are:
(1) lignin has charging property and network-like benzene ring structure, and the existing big conjugated structure of π-π can make its stabilization,
Thus its surface that can be stacked to graphene oxide, and have the function that Van der Waals force between reduction graphene oxide layer, with
Prevent the reunion between graphene planes.
(2) present invention is reduction agent molecule, benefit by function chemoattractant molecule, polyaniline derivative (sulfonated polyaniline) of lignin
With three-dimensional network-like structure, surface functional group and the steric hindrance effect of lignin and sulfonated polyaniline to graphene oxide
Reduction not only can solve by graphene oxide and be reduced to during graphene for the functional modification of graphene oxide
Phenomenon easy to reunite, and the structure of graphene is not destroyed, meanwhile, it can have on the graphene after functional modification and largely contain
The functional group of charge can be such that the graphene of functionalization has more using the interaction between its electrostatic potential barrier and functional group
Good dispersibility.
(3) lignin used in the present invention has the advantages that cheap, from a wealth of sources, renewable, phosphorus content is high, sulphur
Changing polyaniline sulfonic acid has many advantages, such as that nonhazardous, redox reversible, chemical stability are good, easily prepared and cheap, two
Person can be combined together by π-π interaction, hydrogen bond, electrostatic interaction and graphene oxide, thereby may be ensured that prepared
Lignin functional modification graphene have the advantages that monolithic layer structural integrity, Corrosion Protection are excellent.
Detailed description of the invention
Fig. 1 is the SEM picture of lignin functional modification grapheme material prepared by the embodiment of the present invention 1.
Fig. 2 is the SEM picture of lignin functional modification grapheme material prepared by the embodiment of the present invention 2.
Fig. 3 is the SEM picture of lignin functional modification grapheme material prepared by the embodiment of the present invention 3.
Fig. 4 is the SEM picture of lignin functional modification grapheme material prepared by the embodiment of the present invention 4.
Fig. 5 is the SEM picture of polyaniline sulfonated bodies modified graphene material prepared by comparative example of the present invention.
Specific embodiment
In order to make content of the present invention easily facilitate understanding, With reference to embodiment to of the present invention
Technical solution is described further, but the present invention is not limited only to this.
Embodiment 1
(1) stannic oxide/graphene nano piece is prepared using improved Hummers method, through centrifuge washing step by step, ultrasonic disperse
After obtain uniform dispersion liquid, measure graphene oxide solid content be 3.2 mg/mL；
(2) 17 mL(54.4 mg are taken) in 50 mL deionized waters, 10 mg sulfomethylated lignins are added in the dispersion liquid of step (1)
Sour sodium, ultrasonic disperse obtain lignin sulfonic acid-graphene oxide mixed solution after 0.5 hour；
(3) 50 mg polyaniline sulfonation are added into sodium lignin sulfonate-graphene oxide mixed solution obtained by step (2)
Object, continuously stirring makes its full and uniform contact, then reacts 6 hours at 0 DEG C, dries to constant weight to get lignin function is arrived
Change modified graphene powder, SEM figure is as shown in Figure 1.As seen from Figure 1, lignin functional modification graphene dispersion is good,
There is no agglomeration generations.
Embodiment 2
(1) stannic oxide/graphene nano piece is prepared using improved Hummers method, through centrifuge washing step by step, ultrasonic disperse
After obtain uniform dispersion liquid, measure graphene oxide solid content be 3.2 mg/mL；
(2) 10 mL(32 mg are taken) dispersion liquid of step (1) in the ammonia spirit of 50 mL, 0.01 mol/L, is added 5
Mg enzymolysis xylogen, ultrasonic disperse obtain enzymolysis xylogen-graphene oxide mixed solution after 0.5 hour；
(3) it is poly- that 30 mg sulfonation diphenylamines are added into enzymolysis xylogen-graphene oxide mixed solution obtained by step (2)
Object, continuously stirring makes its full and uniform contact, then reacts 4 hours at 5 DEG C, dries to constant weight to get lignin function is arrived
Change modified graphene powder, SEM picture is as shown in Figure 2.From Figure 2 it can be seen that decorating molecule effectively insert graphene sheet layer it
Between, the lignin functional modification graphene dispersion made is good, and there is no agglomeration generations.
Embodiment 3
(1) stannic oxide/graphene nano piece is prepared using improved Hummers method, through centrifuge washing step by step, ultrasonic disperse
After obtain uniform dispersion liquid, measure graphene oxide solid content be 5 mg/mL；
(2) 6 mL(30 mg are taken) dispersion liquid of step (1) in 50 mL, 0.01 mol/L sodium bicarbonate solution, is added 3
Mg enzymolysis xylogen, ultrasonic disperse obtain enzymolysis xylogen-graphene oxide mixed solution after 1 hour；
(3) 80 mg polyanilines/lignin is added into enzymolysis xylogen-graphene oxide mixed solution obtained by step (2)
Sulfonic acid compound, continuously stirring makes its full and uniform contact, then reacts 5 hours at 1 DEG C, dry wooden to get arriving to constant weight
Quality functional modification graphene powder, SEM picture are as shown in Figure 3.As seen from Figure 3, the lignin functional modification obtained
Graphene dispersion is good, and there is no agglomeration generations.
Embodiment 4
(1) stannic oxide/graphene nano piece is prepared using improved Hummers method, after being centrifuged, washed step by step, being dried
To graphene oxide powder；
(2) it takes 20 mg graphene oxide powders to be scattered in 50 mL tetrahydrofuran solvents, it is wooden that 15 mg alkali is then added
Element, ultrasonic disperse obtain alkali lignin-graphene oxide mixed solution after 3 hours；
(3) to add 10 mg aniline-sulfoacid aniline into alkali lignin-graphene oxide mixed solution obtained by step (2) total
Polymers, continuously stirring makes its full and uniform contact, then reacts 4 hours at 50 DEG C, dries to constant weight to get lignin is arrived
Functional modification graphene powder, SEM picture are as shown in Figure 4.From fig. 4, it can be seen that obtained lignin functional modification graphite
Alkene favorable dispersibility.
Comparative example
(1) stannic oxide/graphene nano piece is prepared using improved Hummers method, through centrifuge washing step by step, ultrasonic disperse
After obtain uniform dispersion liquid, measure graphene oxide solid content be 3.2 mg/mL；
(2) 6 mL(30 mg are taken) dispersion liquid of step (1) is in 50 mL, 0.01 mol/L sodium bicarbonate solution, ultrasound
Dispersion obtained the dispersion solution of graphene oxide after 0.5 hour；
(3) to add 80 mg polyanilines/lignin sulfonic acid into the dispersion solution of graphene oxide obtained by step (2) compound
Object, continuously stirring makes its full and uniform contact, then reacts 6 hours at 0 DEG C, dries to constant weight to get polyaniline/wood is arrived
Quality sulfonic acid compound modified graphene powder, SEM figure are as shown in Figure 5.As seen from Figure 5, polyaniline/lignin sulfonic acid
Compound modified graphene dispersibility is very poor, and graphene film is obviously reunited together.It proves to handle through lignin obtained wooden
Plain functional modification graphene just has preferable dispersibility.
The foregoing is merely presently preferred embodiments of the present invention, all equivalent changes done according to scope of the present invention patent with
Modification, is all covered by the present invention.
Claims (5)
1. a kind of preparation method of lignin functional modification graphene, it is characterised in that: the following steps are included:
(1) lignin-graphene oxide mixed solution preparation: solvent is added in graphene oxide and is configured to solution, and adds
Enter lignin, ultrasonic disperse 0.5 ~ 1 hour, obtains lignin-graphene oxide mixed solution；
(2) preparation of lignin functional modification graphene: to the resulting lignin of step (1)-graphene oxide mixed solution
Middle addition sulfonated polyaniline, continuously stirring comes into full contact with it, then reacts 0.5 ~ 6 hour at -5 DEG C ~ 50 DEG C, dry to perseverance
It weighs to get the lignin functional modification graphene is arrived；
The mass ratio of lignin and graphene oxide is 1:1 ~ 1:200 in step (1)；
The mass ratio of sulfonated polyaniline and graphene oxide is 1:1 ~ 1:200 in step (2).
2. the preparation method of lignin functional modification graphene according to claim 1, it is characterised in that: step (1)
It is sub- that the solvent is selected from deionized water, ammonia spirit, sodium hydroxide solution, potassium hydroxide solution, sodium bicarbonate solution, dimethyl
Sulfone, N,N-dimethylformamide, N-Methyl pyrrolidone, any one or more in tetrahydrofuran.
3. the preparation method of lignin functional modification graphene according to claim 1, it is characterised in that: step (1)
The lignin in alkali lignin, enzymolysis xylogen, enzymolysis xylogen amine, enzymolysis xylogen sulfonate any one or
It is a variety of.
4. the preparation method of lignin functional modification graphene according to claim 1, it is characterised in that: step (2)
The sulfonated polyaniline is selected from polyaniline sulfonated bodies, sulfonic aniline polymer, aniline-sulfoacid aniline copolymer or polyaniline/wood
Any one or more in quality sulfonic acid compound.
5. a kind of lignin functional modification graphene as made from claim 1 ~ 4 either method.
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| CN108584934B (en) * | 2018-04-26 | 2020-04-14 | 湖南大学 | Sulfonic group functionalized graphene dispersion system and preparation method thereof |
| CN108659671B (en) * | 2018-05-14 | 2020-06-09 | 重庆中科检测技术服务有限公司 | Lignin/graphene-based composite anticorrosive coating and preparation method and application thereof |
| CN108899219B (en) * | 2018-07-09 | 2019-12-17 | 湖南鑫碳新材料有限公司 | lignin modified graphene film and preparation method thereof |
| CN109054156A (en) * | 2018-07-19 | 2018-12-21 | 佛山市高明区爪和新材料科技有限公司 | A kind of preparation method of high heat resistance highstrenghtpiston masterbatch |
| CN109294259A (en) * | 2018-09-04 | 2019-02-01 | 山西大学 | A kind of preparation method of graphene/lignin polymer composite |
| CN112062121A (en) * | 2020-08-26 | 2020-12-11 | 广西大学 | Method for preparing thermal reduction graphene oxide film by blending sodium lignosulfonate and graphene oxide |
| US11646165B2 (en) * | 2020-10-30 | 2023-05-09 | The Texas A&M University System | Use of wasted and recycled carbon materials in the manufacture of electrodes |
| CN113976085B (en) * | 2021-11-29 | 2023-08-18 | 福州大学 | Preparation method and application of lignin modified titanium carbide oil-water separation material |
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| US10253155B2 (en) * | 2014-10-29 | 2019-04-09 | Fondazione Istituto Italiano Di Tecnologia | Method for the preparation of polyaniline/reduced graphene oxide composites |
| CN105217607A (en) * | 2015-08-22 | 2016-01-06 | 苏州正业昌智能科技有限公司 | A kind of graphene preparation method based on xylogen |
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