CN108380177A - A kind of preparation method of magnetism modified graphene oxide hydrogel - Google Patents
A kind of preparation method of magnetism modified graphene oxide hydrogel Download PDFInfo
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- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
- B01J20/20—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising free carbon; comprising carbon obtained by carbonising processes
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28002—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their physical properties
- B01J20/28009—Magnetic properties
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28014—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their form
- B01J20/28047—Gels
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/28—Treatment of water, waste water, or sewage by sorption
- C02F1/283—Treatment of water, waste water, or sewage by sorption using coal, charred products, or inorganic mixtures containing them
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/10—Inorganic compounds
- C02F2101/20—Heavy metals or heavy metal compounds
Abstract
The present invention relates to hydrogel sorbing material fields, there is the problems such as being not readily separated regeneration, not degradable, absorption property is short of mostly to solve current hydrogel sorbing material, the present invention proposes a kind of preparation method of magnetic modified graphene oxide hydrogel, traditional Hummers methods are replaced to synthesize graphene oxide using oxidant, thiocarbamide obtains sulfhydryl oxidase graphene to its sulfhydrylation, L cysteines and its copolyreaction, finally by coprecipitation synthesis magnetism modified graphene oxide hydrogel.The modified magnetic graphene oxide hydrogel of preparation has good separation regenerability and the absorption property to heavy metal ion, realizes synchronous absorption and the quick separating of sorbing material and waste water of contents of many kinds of heavy metal ion.
Description
Technical field
The present invention relates to hydrogel sorbing material fields, and in particular to a kind of preparation of identification contents of many kinds of heavy metal ion material
Method.
Background technology
As urbanization, industrialization are fast-developing, the environmental pollution being on the rise threatens human health and social harmony,
Environmental quality issues causes unprecedentedly to pay attention to, wherein the industrial wastewater treatment containing heavy metal ion obtains extensive concern.A huge sum of money at present
The minimizing technology for belonging to ion has ion-exchange, chemical precipitation method, membrane separation process, absorption method, electrochemical process etc., wherein absorption method
Using relatively broad, and the selection of sorbing material is then crucial.Hydrogel has good water permeability, adsorptivity, biofacies
Capacitive and degradability can perceive and respond simultaneously environmental change, be a kind of good environmentally friendly sorbing material.Hydrogel
Raw material selection directly affect its absorption property, magnetic oxygenated graphene is because having many advantages, such as current research hotspot.
Magnetic oxygenated graphene maintains the superior absorption property of graphene oxide high-specific surface area, a large amount of oxygen-containing functional groups in surface, together
When again have magnetism, can quick separating regeneration, but lack identification intelligent, especially to the weight with a variety of redox valence states
Metal ion, thus using methodology of organic synthesis prepare can intelligent recognition redox bifunctional group compound be extremely intentionally
The research of justice.
Existing patent is related to correlative study at present, for example, the patent of 104043396 B of Patent No. CN discloses one kind
Diethylenetriamine grafting is prepared magnetic amination graphene oxide in magnetic oxygenated graphene surface to be used to go two in water removal
Valence copper ion；It is original that 103601899 B of Patent No. CN, which disclose one kind with graphene oxide, ferroso-ferric oxide, polyvinyl alcohol,
Graphene oxide made of material enhances magnetic hydrogel.To sum up, the sorbing material described in existing patent exists and is not readily separated mostly
The problems such as regeneration, not degradable, absorption property are short of.
Invention content
There is the problems such as being not readily separated regeneration, not degradable, absorption property is short of mostly to solve current sorbing material, this
Invention proposes a kind of preparation method of magnetic modified graphene oxide hydrogel, the modified magnetic graphene oxide water-setting of preparation
Glue has good separation regenerability and the absorption property to heavy metal ion, realizes contents of many kinds of heavy metal ion and synchronizes absorption
And the quick separating with waste water.
The present invention is achieved by the following technical solutions：A kind of preparation method of magnetism modified graphene oxide hydrogel
For following steps：
(1) graphite powder and sodium nitrite are mixed and is placed in 0~5 DEG C of water-bath, the concentrated sulfuric acid is added, be added after reacting 1~2h
Potassium bichromate reacts 1~2h, and it is solvent, metachloroperbenzoic acid that dichloromethane, which is then added, and 20 are warming up to after reacting 1~2h
0.5~the 1h that adds after deionized water that the reaction was continued after~25 DEG C, is filtered, washed to neutrality, 40~45 DEG C of vacuum drying obtain
Graphene oxide；
Preferably, the mass ratio of graphite powder and sodium nitrite is 3~5：1, the mass ratio of graphite powder and potassium bichromate is
1：5~8, the mass ratio of graphite powder and metachloroperbenzoic acid is 1：5~6.
Dichloromethane is solvent, and usage amount is that solute is made to dissolve amount used.
Preferably, concentrated sulfuric acid mass fraction is 95%~98%, graphite powder quality is 1g with concentrated sulfuric acid volume ratio：20~
25mL。
Preferably, deionized water is 4~6 with concentrated sulfuric acid volume ratio：1.
Preferably, washing is washed using dilute hydrochloric acid, saturated sodium bicarbonate solution and deionized water.The dilute hydrochloric acid matter
It is 3%~5% to measure score.The saturated sodium bicarbonate mass fraction is 10%~20%.
(2) under inert gas protection, graphene oxide and thiocarbamide made from step (1) are dissolved in hydrobromic acid, are reacted
20~30min, 50~60 DEG C of 12~15h of reflux, is cooled to room temperature, and sodium hydroxide solution is added in 0~5 DEG C of 20~30min of reaction
8~12h is reacted, adjusts pH value of solution to 2.0~3.0,45~50 DEG C of vacuum drying after deionized water recrystallizes obtain sulfhydryl oxidase
Graphene；
Preferably, the mass ratio of graphene oxide and thiocarbamide is 1：10~15, thiocarbamide quality is with hydrobromic acid volume ratio
1g：15~20mL, wherein hydrobromic acid mass fraction is 30%~40%.
Sodium hydroxide is to provide for alkaline environment, preferably, sodium hydroxide mass fraction is 10%~20%.
(3) sulfhydryl oxidase graphene made from L-cysteine, step (2) is added to the phosphate that pH is 7.4~8.0
In buffer solution, 3~4h is reacted, product is taken out and places it in and impregnated in deionized water 2~3 days, 40~50 DEG C of drying obtain
Modified graphene oxide hydrogel；
Preferably, sulfhydryl oxidase graphene and the mass ratio of L-cysteine are 9~11：1, sulfhydryl oxidase graphene matter
Amount is 1g with phosphate buffer solution volume ratio：10~12mL.
Phosphate buffer solution plays dissolving protection reagent as solvent, phosphate buffer solution by NaCl, KCl,
Na2HPO4、KH2PO4It configures, preferably phosphate concentration all in buffer solution is 0.01mol/L.
(4) under inert gas protection, by FeCl3·6H2O and FeSO4·7H2O dissolving mixing, is added to step (3) system
In the modified graphene oxide hydrogel obtained, pH to 8.0~10.0 is adjusted, 30~40 DEG C of 3~4h of reaction detach hydrogel, go
Ion water washing, 45~50 DEG C of vacuum drying obtain a kind of magnetic modified graphene oxide hydrogel.
Preferably, FeCl3·6H2O and FeSO4·7H2The molar ratio of O is 1.4~2.0：1.0, FeCl3·6H2O with change
Property graphene oxide hydrogel mass ratio be 4.0~6.0：1.0.
Preferably, above-mentioned inert gas is selected as nitrogen.
The present invention replaces traditional Hummers methods to synthesize graphene oxide using oxidant, and thiocarbamide obtains its sulfhydrylation
Sulfhydryl oxidase graphene, L-cysteine and its copolyreaction, finally by the magnetic modified oxidized stone of coprecipitation synthesis
Black alkene hydrogel.
Application of the above-mentioned magnetism modified graphene oxide hydrogel in identification contents of many kinds of heavy metal ion, can be used for adsorbing dirty
Contents of many kinds of heavy metal ion in aqueous systems.The present invention is by sulfhydrylation and L-cysteine to magnetic oxygenated graphene copolymerized grafting ammonia
Base and disulfide bond enhance the Complex effect of composite material and heavy metal ion, have absorption heavy metal ion performance outstanding.
Compared with prior art, the beneficial effects of the invention are as follows：Institute's modified magnetic graphene oxide hydrogel has good
Separation regenerability and absorption property to heavy metal ion, realize contents of many kinds of heavy metal ion and synchronize absorption and and waste water
Quick separating.
Description of the drawings
Fig. 1 is the magnetic modified graphene oxide hydrogel infrared spectrogram of embodiment 1；
Fig. 2 is the magnetic modified graphene oxide hydrogel hydrogen nuclear magnetic resonance spectrogram of embodiment 1.
Specific implementation method
Below by attached drawing, the invention will be further described with specific embodiment, raw materials used commercially available in embodiment
Or it is prepared using conventional method.Following embodiment is intended to illustrate invention rather than in limitation of the invention further.
Phosphate buffer solution is configured to 7.9g NaCl, 0.2g KCl, 0.24g KH2PO4, 1.8g K2HPO4, it is dissolved in
In 800ml distilled water, the pH value for adjusting solution with HCl finally adds distilled water to be settled to 1L, a concentration of 0.01mol/L to 7.4,
Then it is stored in 4 DEG C of refrigerators.
Embodiment 1
(1) 2g graphite powders and 0.5g sodium nitrites are mixed and are placed in 0 DEG C of ice bath, be slowly added to 95% concentrated sulfuric acids of 50mL,
2h is reacted, 10g potassium bichromates are slowly added to, reacts 2h, 100mL dichloromethane, 10g metachloroperbenzoic acids is added, reacts 2h,
20 DEG C are warming up to, be slowly added to after 200mL deionized waters that the reaction was continued 1h, filtering, 5% dilute hydrochloric acid, 10% saturated sodium bicarbonate
Solution is washed with deionized water to neutrality, and 45 DEG C of vacuum drying obtain graphene oxide 1.
(2) under nitrogen protection, 0.1g graphene oxides 1 and 1g thiocarbamides are dissolved in 40% hydrobromic acids of 15mL, are reacted
20min, 50 DEG C of reflux 12h, is cooled to room temperature, and 0 DEG C of reaction 30min is added 20% sodium hydroxide solutions of 40mL and reacts 8h, adjusts
PH value of solution is saved to 2.0,50 DEG C of vacuum drying after deionized water recrystallizes obtain sulfhydryl oxidase graphene 1.
(3) 0.5g L-cysteines, 5g sulfhydryl oxidases graphene 1 are added to the phosphate-buffered that 50mL pH are 7.4
In solution, 4h is reacted, product is taken out and places it in and impregnated in deionized water 2 days, 50 DEG C of drying obtain modified graphene oxide
Hydrogel 1.
(4) under nitrogen protection, by 2.7g FeCl3·6H2O and 1.98g FeSO4·7H2O dissolving mixing, is added to molten
Have in 1 solution of 0.5g modified graphene oxides hydrogel, adjust pH to 9.0,40 DEG C of reaction 4h detach hydrogel, deionized water
Washing, 45 DEG C of vacuum drying, obtains magnetic modified graphene oxide hydrogel 1.
The infrared spectrogram of magnetic modified graphene oxide hydrogel 1 magnetic modified graphene oxide water-setting as shown in Figure 1
The hydrogen nuclear magnetic resonance spectrogram of glue 1 is as shown in Figure 2.
Embodiment 2
(1) 2g graphite powders and 0.4g sodium nitrites are mixed and are placed in 0 DEG C of ice bath, be slowly added to 98% concentrated sulfuric acids of 45mL,
1h is reacted, 12g potassium bichromates are slowly added to, reacts 1h, 100mL dichloromethane, 12g metachloroperbenzoic acids is added, reacts 1h,
25 DEG C are warming up to, be slowly added to after 250mL deionized waters that the reaction was continued 1h, filtering, 5% dilute hydrochloric acid, 10% saturated sodium bicarbonate
Solution is washed with deionized water to neutrality, and 45 DEG C of vacuum drying obtain graphene oxide 2.
(2) under nitrogen protection, 0.1g graphene oxides 2 and 1.2g thiocarbamides are dissolved in 18mL35% hydrobromic acids, are reacted
30min, 40 DEG C of reflux 15h, is cooled to room temperature, and 0 DEG C of reaction 30min is added 20% sodium hydroxide solutions of 40mL and reacts 8h, adjusts
PH value of solution is saved to 3.0,50 DEG C of vacuum drying after deionized water recrystallizes obtain sulfhydryl oxidase graphene 2.
(3) 0.5g L-cysteines, 5.5g sulfhydryl oxidases graphene 2 phosphate that 55mL pH are 8.0 is added to delay
It rushes in solution, reacts 4h, take out product and place it in and impregnated in deionized water 3 days, 45 DEG C of drying obtain modified graphite oxide
Alkene hydrogel 2.
(4) under nitrogen protection, by 2gFeCl3·6H2O and 1gFeSO4·7H2O dissolving mixing, is added to dissolved with 0.5g
In 2 solution of modified graphene oxide hydrogel, pH to 10.0 is adjusted, 30 DEG C of reaction 4h detach hydrogel, and deionized water is washed,
45 DEG C of vacuum drying, obtain magnetic modified graphene oxide hydrogel 2.
Embodiment 3
(1) 2g graphite powders and 0.6g sodium nitrites are mixed and are placed in 5 DEG C of water-baths, be slowly added to 98% concentrated sulfuric acids of 40mL,
2h is reacted, 14g potassium bichromates are slowly added to, reacts 2h, 100mL dichloromethane, 11g metachloroperbenzoic acids is added, reacts 2h,
20 DEG C are warming up to, be slowly added to after 240mL deionized waters that the reaction was continued 0.5h, filtering, 5% dilute hydrochloric acid, 10% unsaturated carbonate hydrogen
Sodium solution is washed with deionized water to neutrality, and 45 DEG C of vacuum drying obtain graphene oxide 3.
(2) under nitrogen protection, 0.1g graphene oxides 3 and 1.5g thiocarbamides are dissolved in 30% hydrobromic acids of 30mL, are reacted
25min, 45 DEG C of reflux 13h, is cooled to room temperature, and 5 DEG C of reaction 20min are added 10% sodium hydroxide solutions of 40mL and react 12h, adjust
PH value of solution is saved to 2.5,40 DEG C of vacuum drying after deionized water recrystallizes obtain sulfhydryl oxidase graphene 3.
(3) 0.5g L-cysteines, 4.5g sulfhydryl oxidases graphene 3 phosphate that 45mL pH are 7.4 is added to delay
It rushes in solution, reacts 3h, take out product and place it in and impregnated in deionized water 2 days, 40 DEG C of drying obtain modified graphite oxide
Alkene hydrogel 3.
(4) under nitrogen protection, by 3g FeCl3·6H2O and 1.73g FeSO4·7H2O dissolving mixing, be added to dissolved with
In 3 solution of 0.5g modified graphene oxides hydrogel, pH to 10.0 is adjusted, 40 DEG C of reaction 3h detach hydrogel, deionization washing
It washs, 50 DEG C of vacuum drying obtain magnetic modified graphene oxide hydrogel 3.
Test case
Magnetic modified graphene oxide 1~3 absorption property table of hydrogel made from Examples 1 to 3 example is as shown in table 1.Table 1
Magnetic modified graphene oxide hydrogel absorption property table made from three groups of examples
Magnetic modified graphene oxide hydrogel prepared by the present invention can be obtained through example test, to various heavy from
Sub- pollutant has good absorption property, wherein to Pb2+Absorption property it is best.
Claims (10)
1. a kind of preparation method of magnetism modified graphene oxide hydrogel, which is characterized in that the preparation method is following
Step：
（1）Graphite powder and sodium nitrite are mixed and are placed in 0~5 DEG C of water-bath, the concentrated sulfuric acid is added, weight chromium is added after reacting 1~2h
Sour potassium reacts 1~2h, and it is solvent, metachloroperbenzoic acid that dichloromethane, which is then added, and 20~25 are warming up to after reacting 1~2h
0.5~the 1h that adds after deionized water that the reaction was continued after DEG C, is filtered, washed to neutrality, 40~45 DEG C of vacuum drying are aoxidized
Graphene；
（2）Under inert gas protection, graphene oxide and thiocarbamide are dissolved in hydrobromic acid, react 20~30min, 50~60 DEG C
Flow back 12~15h, is cooled to room temperature, and 0~5 DEG C of 20~30min of reaction is added sodium hydroxide solution and reacts 8~12h, adjusts molten
Liquid pH to 2.0~3.0,45~50 DEG C of vacuum drying after deionized water recrystallizes, obtains sulfhydryl oxidase graphene；
（3）L-cysteine, sulfhydryl oxidase graphene are added in the phosphate buffer solution that pH is 7.4~8.0, reaction 3
~4h takes out product and places it in and impregnated in deionized water 2~3 days, and 40~50 DEG C of drying obtain modified graphene oxide water
Gel；
（4）Under inert gas protection, by FeCl3·6H2O and FeSO4·7H2O dissolving mixing, is added to modified graphene oxide
In hydrogel solution, pH to 8.0~10.0 is adjusted, 30~40 DEG C of 3~4h of reaction detach hydrogel, and deionized water is washed, and 45
~50 DEG C of vacuum drying obtain a kind of magnetic modified graphene oxide hydrogel.
2. a kind of preparation method of magnetic modified graphene oxide hydrogel according to claim 1, which is characterized in that step
Suddenly（1）The mass ratio of middle graphite powder and sodium nitrite is 3~5：1, the mass ratio of graphite powder and potassium bichromate is 1：5~8, graphite
The mass ratio of powder and metachloroperbenzoic acid is 1：5~6.
3. a kind of preparation method of magnetic modified graphene oxide hydrogel according to claim 1, which is characterized in that step
Suddenly（1）Middle concentrated sulfuric acid mass fraction is 95%~98%, and graphite powder quality is 1g with concentrated sulfuric acid volume ratio：20~25mL.
4. a kind of preparation method of magnetic modified graphene oxide hydrogel according to claim 1 or 3, feature exist
In step（1）Middle deionized water is 4~6 with concentrated sulfuric acid volume ratio：1.
5. a kind of preparation method of magnetic modified graphene oxide hydrogel according to claim 1, which is characterized in that step
Suddenly（1）It is middle to be washed using dilute hydrochloric acid, saturated sodium bicarbonate solution and deionized water.
6. a kind of preparation method of magnetic modified graphene oxide hydrogel according to claim 1, which is characterized in that step
Suddenly（2）The mass ratio of middle graphene oxide and thiocarbamide is 1：10~15, thiocarbamide quality is 1g with hydrobromic acid volume ratio：15~
20mL, wherein hydrobromic acid mass fraction is 30%~40%.
7. a kind of preparation method of magnetic modified graphene oxide hydrogel according to claim 1, which is characterized in that step
Suddenly（2）Middle sodium hydroxide mass fraction is 10%~20%.
8. a kind of preparation method of magnetic modified graphene oxide hydrogel according to claim 1, which is characterized in that step
Suddenly（3）Middle sulfhydryl oxidase graphene and the mass ratio of L-cysteine are 9~11：1, sulfhydryl oxidase graphene quality and phosphate
Volume of buffer solution ratio is 1g：10~12mL.
9. a kind of preparation method of magnetic modified graphene oxide hydrogel according to claim 1, which is characterized in that step
Suddenly（4）Middle FeCl3·6H2O and FeSO4·7H2The molar ratio of O is 1.4~2.0：1, FeCl3·6H2O and modified graphene oxide
The mass ratio of hydrogel is 4~6：1.
10. the magnetism that a kind of preparation method using magnetic modified graphene oxide hydrogel described in claim 1 obtains changes
Property graphene oxide hydrogel identification contents of many kinds of heavy metal ion on application.
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| CN109659111A (en) * | 2019-02-01 | 2019-04-19 | 杭州高烯科技有限公司 | A kind of graphene-ferrimagnetism composite membrane and preparation method thereof |
| CN109659111B (en) * | 2019-02-01 | 2020-12-08 | 杭州高烯科技有限公司 | Graphene-ferrite magnetic composite film and preparation method thereof |
| TWI704109B (en) * | 2019-09-20 | 2020-09-11 | 國立臺灣大學 | Method of recovering gold using thiourea graphene |
| CN112537818A (en) * | 2019-09-20 | 2021-03-23 | 席行正 | Method for recovering gold by using thiourea graphene |
| CN114797783A (en) * | 2022-03-23 | 2022-07-29 | 山东大学 | Adsorbent for selectively removing Cr (VI), preparation method and application thereof |
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