CN115092914A - Method for preparing graphene by reducing graphene oxide - Google Patents
Method for preparing graphene by reducing graphene oxide Download PDFInfo
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- CN115092914A CN115092914A CN202210665470.4A CN202210665470A CN115092914A CN 115092914 A CN115092914 A CN 115092914A CN 202210665470 A CN202210665470 A CN 202210665470A CN 115092914 A CN115092914 A CN 115092914A
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title claims abstract description 87
- 229910021389 graphene Inorganic materials 0.000 title claims abstract description 85
- 238000000034 method Methods 0.000 title claims abstract description 17
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 claims abstract description 56
- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 claims abstract description 27
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 claims abstract description 27
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 claims abstract description 27
- 235000005875 quercetin Nutrition 0.000 claims abstract description 27
- 229960001285 quercetin Drugs 0.000 claims abstract description 27
- 239000000463 material Substances 0.000 claims abstract description 16
- 238000001035 drying Methods 0.000 claims abstract description 9
- 238000005406 washing Methods 0.000 claims abstract description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 36
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 15
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 12
- 239000003638 chemical reducing agent Substances 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000008367 deionised water Substances 0.000 claims description 6
- 229910021641 deionized water Inorganic materials 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 239000011259 mixed solution Substances 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims 1
- 238000003756 stirring Methods 0.000 abstract description 4
- 230000017525 heat dissipation Effects 0.000 abstract description 3
- 239000000843 powder Substances 0.000 abstract description 2
- 238000006722 reduction reaction Methods 0.000 description 23
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 9
- 239000010408 film Substances 0.000 description 8
- 238000001237 Raman spectrum Methods 0.000 description 6
- 235000013824 polyphenols Nutrition 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 238000012512 characterization method Methods 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 150000008442 polyphenolic compounds Chemical class 0.000 description 4
- 244000269722 Thea sinensis Species 0.000 description 3
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 125000000468 ketone group Chemical group 0.000 description 3
- 238000001878 scanning electron micrograph Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000009210 therapy by ultrasound Methods 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 238000000026 X-ray photoelectron spectrum Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- DIIIISSCIXVANO-UHFFFAOYSA-N 1,2-Dimethylhydrazine Chemical compound CNNC DIIIISSCIXVANO-UHFFFAOYSA-N 0.000 description 1
- 229910014033 C-OH Inorganic materials 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- 244000131522 Citrus pyriformis Species 0.000 description 1
- 229910014570 C—OH Inorganic materials 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 238000001069 Raman spectroscopy Methods 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 244000248162 Xanthoceras sorbifolium Species 0.000 description 1
- 235000009240 Xanthoceras sorbifolium Nutrition 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229930003935 flavonoid Natural products 0.000 description 1
- 150000002215 flavonoids Chemical class 0.000 description 1
- 235000017173 flavonoids Nutrition 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000011946 reduction process Methods 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 238000001338 self-assembly Methods 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 238000001132 ultrasonic dispersion Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B32/00—Carbon; Compounds thereof
- C01B32/15—Nano-sized carbon materials
- C01B32/182—Graphene
- C01B32/184—Preparation
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Nanotechnology (AREA)
- Inorganic Chemistry (AREA)
- Carbon And Carbon Compounds (AREA)
Abstract
The invention belongs to the field of new graphene materials, and particularly provides a method for preparing graphene by reducing graphene oxide, which is suitable for reducing various graphene oxide-based powder and film materials. Ultrasonically dispersing graphene oxide at the temperature of-5-100 ℃, adding quercetin, stirring to ensure that the quercetin fully reduces the graphene oxide, and finally washing and drying to complete the reduction of the graphene oxide material. The method can simply and conveniently prepare the reduced graphene material and then be used in the fields of electric conduction, heat dissipation and the like.
Description
Technical Field
The invention belongs to the field of new graphene materials, and particularly relates to a method for preparing graphene by reducing graphene oxide.
Background
In 2004, professor Andre geom and professor konnstatin novoseov at university of manchester, uk repeatedly peeled highly oriented pyrolytic graphite with an adhesive tape, graphene with a monoatomic layer was first prepared, the original statement that a two-dimensional material with a monoatomic layer thickness is thermodynamically unstable and does not exist was broken, and unprecedented heat of research on graphene materials was also initiated. The special two-dimensional crystal structure of the graphene endows the graphene with excellent physical, chemical, mechanical, electrical, optical, thermal and other properties, and is widely applied to various fields of electric conduction, heat dissipation, sensing, biological medicine and the like.
At present, the reduction methods of graphene oxide reported at home and abroad are mainly divided into two types, one type is a high-temperature heat treatment method, and the other type is a low-temperature chemical reduction method. The thermal reduction method generally comprises the steps of heating GO powder or a thin film material to over 1000 ℃, preserving heat in an inert or reducing atmosphere, and removing oxygen-containing functional groups on graphene oxide, so as to obtain graphene. Chemical reduction is the best way to produce graphene on a large scale at present. However, the reducing agents commonly used at present have more or less limitations. For example, common dimethylhydrazine and sodium borohydride are highly toxic substances, and a large amount of low-toxicity ascorbic acid and the like are required to be added in the reduction process, so that the reduction efficiency is low. Therefore, the development of a low-cost and pollution-free reduction method for preparing the graphene material on a large scale is urgently needed.
Quercetin is a flavonoid with high content in the shinyleaf yellowhorn, is also named quercetin, is chemically 2- (3, 4-dihydroxyphenyl) -3, 5, 7-trihydroxy-4H-1-benzopyran-4-one, is a bright lemon yellow needle crystal, is easily soluble in organic solvents such as ethanol, methanol and the like, has various pharmacological effects such as tumor resistance, oxidation resistance, antibiosis and the like, and has the following structural formula.
Disclosure of Invention
In order to solve the above problems, the present invention provides a new means for reducing graphene oxide, and the technical principle of the present invention is as follows: the molecules of the quercetin contain a large number of unsaturated ketone groups and hydroxyl groups to form alpha-hydroxyketone with very active electronic effect, the unsaturated ketone groups and the hydroxyl groups on the quercetin can provide electrons for oxygen-containing functional groups on the graphene oxide to remove the oxygen-containing functional groups, and after washing and drying, the prepared reduced graphene oxide material can be directly applied to the fields of electric conduction, heat dissipation, biomedicine and the like.
The specific method for preparing graphene by reducing graphene oxide comprises the following steps:
ultrasonically dispersing graphene oxide, mixing the graphene oxide with a reducing agent quercetin, reacting at the temperature of-5-100 ℃, with the mass ratio of the graphene oxide to the quercetin being 0.1:1-10:1, reacting for 1min-72h, washing with ethanol and deionized water, and drying to obtain a reduced graphene material;
further, reducing the graphene material I D /I G 1.1 to 1.8;
further, the graphene oxide dispersion liquid is one of N, N-dimethylformamide, dimethyl sulfoxide, ethanol and methanol or a mixture of the N, N-dimethylformamide, dimethyl sulfoxide, ethanol and methanol and water;
furthermore, the ultrasonic condition is 10-100KHz, 30-1000W; the reaction temperature is 10-80 ℃, and the reaction time is 1min-24 h.
Further, the graphene oxide used includes, but is not limited to, graphene oxide powder and thin film materials.
The invention has the following advantages: (1) the reaction condition is mild, and the used reducing agent is safe and nontoxic; (2) the method is simple, convenient and easy to implement, and can realize low-temperature, high-efficiency and large-scale preparation of various graphene oxide materials without expensive large-scale equipment; (3) provides a new method for reducing graphene oxide.
Drawings
Fig. 1 is a raman spectrum of reduced graphene oxide obtained at different reaction times in example 1.
Fig. 2 is a raman spectrum of reduced graphene oxide obtained under different mass ratios of graphene oxide to quercetin in example 3.
Fig. 3 is a Scanning Electron Micrograph (SEM) of reduced graphene oxide of example 4, wherein (a) is graphene oxide and (B) is reduced graphene oxide.
Fig. 4 is an XRD pattern of reduced graphene oxide of example 4.
Fig. 5 is a raman spectrum of the reduced graphene oxide of example 4.
Fig. 6 is an X-ray photoelectron spectrum of the reduced graphene oxide of example 4.
FIG. 7 is a Raman spectrum of equimolar amounts of tea polyphenols and quercetin reduced graphene oxide of comparative example 1.
Detailed Description
The method for preparing graphene by reducing graphene oxide comprises the step of oxidizingCarrying out ultrasonic dispersion on graphene, wherein the ultrasonic condition is preferably 10-100KHz, mixing 30-1000W with a reducing agent quercetin, the mass ratio of graphene oxide to quercetin is 0.1:1-10:1, the reaction temperature is-5-100 ℃, the reaction time is 1min-72h, washing with ethanol and deionized water, and drying to obtain I of the graphene material D /I G 1.1-1.8, the specific examples are as follows:
example 1
Dispersing 10mg of graphene oxide in 20mL of ethanol-water mixed solution (volume ratio is 1:1), carrying out ultrasonic treatment for 15min, adding 10mg of quercetin into the solution, mixing uniformly, and respectively stirring and reacting at 60 ℃ for 1, 2, 4 and 12h to obtain reduced graphene oxide with different reduction degrees. And washing the graphene oxide powder with ethanol and deionized water for three times respectively, and drying the washed graphene oxide powder to obtain reduced graphene oxide powder for rear-end application. The raman spectrum characterization of the reduced graphene oxide prepared by reducing quercetin is shown in fig. 1, and it can be found that the reduction degree is continuously improved along with the extension of the reaction time.
Example 2
Dispersing 10mg of graphene oxide in 20mL of ethanol and water mixed solution (volume ratio is 1:1), carrying out ultrasonic treatment for 15min, adding 10mg of quercetin into the solution, mixing uniformly, stirring and reacting at room temperature for 24h, washing with ethanol and deionized water for three times respectively, and drying to obtain reduced graphene oxide powder for rear-end application, wherein I is reduced graphene oxide powder D /I G Is 1.212.
Example 3
Dispersing 10mg of graphene oxide in 20mL of ethanol-water mixed solution (volume ratio is 1:1), carrying out ultrasonic treatment for 15min, respectively adding 1, 10, 50 and 100mg of quercetin into the solution, uniformly mixing, and respectively stirring and reacting at 60 ℃ for 12 hours to obtain reduced graphene oxide with different reduction degrees. And washing the graphene oxide powder with ethanol and deionized water for three times respectively, and drying the graphene oxide powder to obtain reduced graphene oxide powder for back-end application. As shown in fig. 2, it can be found that the reduction degree slightly increases with the increase of the content of the reducing agent quercetin.
Example 4
Taking a graphene oxide self-assembly film with the length, the width and the thickness of 10mm multiplied by 4mm multiplied by 0.3mm, using 300mg of a reducing agent quercetin, using 100mL of ethanol-water mixed solution (volume ratio is 1:1), reducing temperature is 60 ℃, reducing time is 12h, washing the surface of the film with ethanol and water respectively for three times after reaction, drying, using a four-probe conductivity test to find that the film before reduction is almost in an insulating state, and after quercetin treatment, the conductivity of the film is 1 multiplied by 10 4 S/m, and has excellent conductivity. SEM representation is carried out on reduced graphene oxide prepared by reducing quercetin, and as shown in figure 3, it can be found that the film is changed from brown to light black before and after reduction and has some metal luster, and more ripples and folds appear on the surface of the reduced graphene oxide film.
The characterization results of the graphene oxide thin film before and after reduction by using an X-ray diffractometer technology (XRD) are shown in fig. 4, where the characteristic peak of graphene oxide before reduction appears at 2 θ ═ 12 °, and after reduction treatment, the characteristic peak of graphene oxide disappears.
The characterization results of the graphene oxide film before and after reduction by using Raman spectroscopy are shown in FIG. 5, and the intensity ratio I of the D waveband of the reduced graphene oxide formed after quercetin treatment D /I G 1.337, and graphene oxide I D /I G At 1.880, this indicates that quercetin reduction treatment formed more sp2 domains in the graphene.
The characterization results of the graphene oxide film before and after reduction by using an X-ray photoelectron spectrum are shown in FIG. 6, and after reduction of the graphene oxide, the intensities of all C1s peaks of carbon and oxygen combination are obviously weakened, particularly the peak area of C-OH is sharply reduced, which indicates that most oxygen-containing groups are removed after reduction.
Comparative example 1
Tea polyphenol was reacted with graphene oxide at 60 ℃ for 12 hours using an equimolar amount of quercetin as used in example 1.
The number of the phenolic hydroxyl groups of the tea polyphenol and the quercetin is the same, but the reduction performance of the quercetin is better than that of the tea polyphenol, which shows that the reduction performance of the phenolic hydroxyl groups is improved by the existence of ketone groups, and the Raman spectrum result of the graphene obtained by reduction is shown in figure 7.
Claims (3)
1. The method for preparing graphene by reducing graphene oxide is characterized by comprising the steps of ultrasonically dispersing graphene oxide, mixing the graphene oxide with a reducing agent quercetin, washing the graphene oxide with deionized water, and drying the mixture to obtain the graphene material, wherein the mass ratio of the graphene oxide to the quercetin is 0.1:1-10:1, the reaction temperature is-5-100 ℃, and the reaction time is 1min-72 h.
2. The method for preparing graphene through graphene oxide reduction according to claim 1, wherein the solvent used for dispersing graphene oxide is one of N, N-dimethylformamide, dimethyl sulfoxide, ethanol, methanol and a mixed solution of the N, N-dimethylformamide, dimethyl sulfoxide, ethanol and methanol.
3. The method for preparing graphene through reduction of graphene oxide according to claim 1, wherein the ultrasonic conditions are 10-100KHz, 30-1000W; the temperature is 10-80 ℃; the reaction time is 1min-24 h.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115466531A (en) * | 2022-10-19 | 2022-12-13 | 深圳前海石墨烯产业有限公司 | Graphene oxide ceramic coating for removing carbonyl and preparation method and application thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015199646A (en) * | 2014-03-31 | 2015-11-12 | 大阪瓦斯株式会社 | Method of producing flaky carbon |
| CN112125297A (en) * | 2020-09-22 | 2020-12-25 | 杭州高烯科技有限公司 | Preparation method of graphene film |
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- 2022-06-14 CN CN202210665470.4A patent/CN115092914A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015199646A (en) * | 2014-03-31 | 2015-11-12 | 大阪瓦斯株式会社 | Method of producing flaky carbon |
| CN112125297A (en) * | 2020-09-22 | 2020-12-25 | 杭州高烯科技有限公司 | Preparation method of graphene film |
Non-Patent Citations (1)
| Title |
|---|
| 汪宪帅等: ""维生素C温和还原氧化石墨烯及表征"", 《炭素技术》, vol. 37, no. 4, 31 December 2018 (2018-12-31), pages 33 - 38 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115466531A (en) * | 2022-10-19 | 2022-12-13 | 深圳前海石墨烯产业有限公司 | Graphene oxide ceramic coating for removing carbonyl and preparation method and application thereof |
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