CN104804734A - Synthesis method for sulfur-nitrogen-doped fluorescent carbon dots according to one-step microwave method - Google Patents
Synthesis method for sulfur-nitrogen-doped fluorescent carbon dots according to one-step microwave method Download PDFInfo
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Abstract
The invention discloses a synthesis method for sulfur-nitrogen-doped fluorescent carbon dots according to a one-step microwave method, and belongs to the technical field of synthesis of the sulfur-nitrogen-doped fluorescent carbon dots. The synthesis method is characterized by comprising the following specific steps: firstly, dissolving ethylene diamine and sulfamic acid in distilled water to form a solution; secondly, placing the solution in a microwave oven for a heating reaction under 800 W power, and maintaining the heating reaction for 2 min or longer to generate a brownish-black foamed solid; finally dissolving the obtained brownish-black foamed solid in distilled water, placing the distilled water together with the obtained brownish-black foamed solid in a centrifuge for centrifugation at a 10000 r/min centrifugation rate, and conducting suction filtration on a supernatant with a filtration film of which the pore diameter is 0.1 [mu]m to obtain a sulfur-nitrogen-doped fluorescent carbon dot solution. The synthesis method has the advantages that raw materials are inexpensive and easy to obtain; the synthetic route is simple; the reaction rate and the fluorescent quantum yield are relatively high.
Description
Technical field
The invention belongs to the synthesis technical field of doping sulphur nitrogen fluorescent carbon point, be specifically related to a kind of method of a step microwave method synthesizing blender sulphur nitrogen fluorescent carbon point.
Background technology
Fluorescent carbon point has got most of the attention since being chanced on by Xu etc. from 2004, become study hotspot rapidly, this is because compare with quantum dot with traditional organic dye, carbon point not only has anti-light bleaching, small size, without features such as optical flare, excitation wavelength and emission wavelength controllable, also has and be easy to the unrivaled advantages of other quantum dot such as extensive synthesis and functional modification, good biocompatibility, toxicity are low.Based on many premium propertiess of carbon point, fluorescent carbon point is widely used in biology, medicine and environmental area.In addition, in aqueous, the fluorescence of carbon point can effectively by electron acceptor(EA) or the quencher of electron donor(ED) institute, and this illustrates that carbon point both had oxidisability, also has reductibility.The oxidation-reduction quality of fluorescent carbon point makes it be widely used in photochemical catalysis, the conversion of optoelectronic device energy and the association area such as storage, optical Limiting, also can be used for ionization sensor field.But because the synthesis material of carbon point is single, synthetic method is limited, makes it there is the general lower problem of fluorescence quantum yield, application and development are restricted.
In recent years, introduce other non-metallic elements and become to attach most importance to the structure and properties changing carbon point in carbon point, this is the convenient explanation for its reaction mechanism not only, and is conducive to synthesizing specific carbon point, thus improves its actual application value further.Up to now, the carbon point of some elements such as nitrogen, sulphur, boron that adulterate separately successfully synthesizes, but the rarely seen report of carbon point of the multiple element that simultaneously adulterates.
The synthetic method of carbon point is varied, but sums up to get up to mainly contain from top to bottom and two kinds of synthetic methods from bottom to top.Compared to synthetic method from bottom to top, carbon point is normally etched gained from larger carbon structure material by top-down synthetic method, to obtain the quantum yield of carbon point general lower, therefore synthetic method from bottom to top was comparatively being favored in the last few years.And hydrothermal method and microwave method because of its method easy, equipment is common, is again to be extensively suitable in synthetic method from bottom to top, and on generated time, microwave method has obvious advantage than hydrothermal method.
In the method for synthesis carbon point, be nearly all participate in reaction using quadrol as passivator and provide nitrogenous source for reacting, improve the fluorescence intensity of carbon point with this.In addition, quadrol itself also can synthesize carbon point as carbon source, but because of its fluorescence quantum yield extremely low, and unmanned to pay close attention to.
Summary of the invention
The technical problem that the present invention solves there is provided a kind of method taking quadrol as carbon source and thionamic acid and be passivator one step microwave method synthesizing blender sulphur nitrogen fluorescent carbon point, in the method, heteroatomic adding not only has increased substantially the quantum yield of fluorescent carbon point, shorten generated time, and the effect that different valence link plays fluorescent carbon point fluorescence intensity can be resolved to a certain extent.
The present invention adopts following technical scheme for solving the problems of the technologies described above, the method of one step microwave method synthesizing blender sulphur nitrogen fluorescent carbon point, it is characterized in that concrete steps are: first quadrol and thionamic acid are dissolved in distilled water and form solution, wherein the mass ratio of quadrol and thionamic acid is 9:20, then solution is placed in microwave oven to react at least 2min in the power heating of 800W and generate brownish black foaming solid, finally the brownish black foaming solid of gained to be dissolved in distilled water and to be placed in whizzer centrifugal in the centrifugation rate of 10000r/min, supernatant liquor aperture is the filter membrane suction filtration of 0.1 μm, obtain doping sulphur nitrogen fluorescent carbon point solution.
Raw material thionamic acid involved in the present invention and quadrol are common solvent, and embodiment adopts a step microwave method, and synthetic reaction condition is gentle, simple to operate, have cheaper starting materials to be easy to get, synthetic route is simple, the advantage that speed of reaction is very fast and fluorescence quantum yield is higher.
Accompanying drawing explanation
fig. 1-5 is the x-ray photoelectron power spectrums of the doping sulphur nitrogen fluorescent carbon point that the embodiment of the present invention 1 obtains, and Fig. 6 is the FTIR spectrum figure of the doping sulphur nitrogen fluorescent carbon point that the embodiment of the present invention 1 obtains.
Embodiment
Be described in further details foregoing of the present invention by the following examples, but this should be interpreted as that the scope of the above-mentioned theme of the present invention is only limitted to following embodiment, all technology realized based on foregoing of the present invention all belong to scope of the present invention.
Embodiment 1
The synthesis equation of quadrol involved in the present invention and thionamic acid synthesizing blender sulphur nitrogen fluorescent carbon point is:
Get quadrol 0.25mL(0.225g) be dissolved in 10mL distilled water, add 0.5g thionamic acid passivator, ultrasonicly to dissolve completely to solid, then above-mentioned solution is placed in microwave oven and generates brownish black foaming solid in the power heating reaction 2min of 800W, again the brownish black foaming solid of gained to be dissolved in distilled water and to be placed in whizzer in the centrifugal 10min of centrifugation rate of 10000r/min, supernatant liquor aperture is the filter membrane suction filtration of 0.1 μm, by the doping sulphur nitrogen fluorescent carbon point solution constant volume that obtains in 100mL volumetric flask, by spectrophotofluorometer (FP-6500 type fluorescence spectrophotometer, JASCO.CORERATION company of Japan) to measure its fluorescence intensity be 577.
Fig. 1-5 is the x-ray photoelectron power spectrums of the doping sulphur nitrogen fluorescent carbon point that the present embodiment obtains.Fig. 1 is the ultimate analysis of the full breadth of XPS, there are three stronger peaks at 531.6eV (O1s), 399.5eV (N1s) and 284.7eV (C1s) as seen, have a more weak peak to appear at 167.5eV (S2p) place in addition.The constituent content that above-mentioned 4 peaks are corresponding is respectively O1s(20.24%), N1s(6.92%), C1s(72.76%) and, S2p(0.08%).Fig. 2,3,4,5 is high-resolution XPS, and analysis can obtain following information, the C-O of 533.3 Os corresponding to 531.6eV, C=O key; The N-(C) of 400.9 Ns corresponding to 399.4eV
3, C-N-C key; The C=O/C=N of the corresponding C of 288.4,287.5,285.9,285.3,284.6eV difference, C-O, C-N, C-S, C-C key;-the C-SO of the corresponding S of 170.8,168.1,165.9,164.2eV difference
4-,-C-SO
3-,-C-S-(S2p
1/2) ,-C-S-(S2p
3/2) key.Prove that the doping sulphur nitrogen fluorescent carbon point surface obtained is containing abundant-COOH thus, also may containing a small amount of-SO
3 -,-SO
4.
Fig. 6 is the FTIR spectrum figure of the doping sulphur nitrogen fluorescent carbon point that the present embodiment obtains, as seen from the figure at 3450cm
-1the absorption peak occurred corresponds to the stretching vibration of O-H; At 3165 cm
-1the neighbouring absorption peak occurred corresponds to the stretching vibration of N-H structure; At 3054 cm
-1, 2913cm
-1the neighbouring absorption peak occurred corresponds to the stretching vibration of C-H structure; And 2520 cm
-1absorption peak is then the vibration peak absorption peak of S-H; 1681 cm
-1it is the stretching vibration absorption peak of C=O; 1618 cm
-1it is the vibration absorption peak of C=C; 1437 cm
-1corresponding to the stretching vibration of C-N; 1286cm
-1it is the stretching vibration absorption peak of C=S; 1162 cm
-1it is the stretching vibration absorption peak of C-O; 1035 cm
-1-SO
3 -vibration absorption peak. further illustrate obtained doping sulphur nitrogen fluorescent carbon point surface containing-COOH ,-OH ,-SH and-NH
2.
Embodiment 2
Get quadrol 0.25mL(0.225g) be dissolved in 10mL distilled water, add 0.5g Padil passivator, ultrasonicly to dissolve completely to solid, then above-mentioned solution is placed in microwave oven and generates brown powder solid in the power heating reaction 3min of 800W, again the brown powder solid of gained to be dissolved in distilled water and to be placed in whizzer in the centrifugal 10min of centrifugation rate of 10000r/min, supernatant liquor aperture is the filter membrane suction filtration of 0.1 μm, by the doping sulphur nitrogen fluorescent carbon point solution constant volume that obtains in 25mL volumetric flask, by spectrophotofluorometer (FP-6500 type fluorescence spectrophotometer, JASCO.CORERATION company of Japan) to measure its fluorescence intensity be 143.
Embodiment 3
Get quadrol 0.25mL(0.225g) be dissolved in 10mL distilled water, add 0.5g dithiocarbamic acid ammonium passivator, ultrasonicly to dissolve completely to solid, then above-mentioned solution is placed in microwave oven and generates brownish black foaming solid in the power heating reaction 3min of 800W, again the brownish black foaming solid of gained to be dissolved in distilled water and to be placed in whizzer in the centrifugal 10min of centrifugation rate of 10000r/min, supernatant liquor aperture is the filter membrane suction filtration of 0.1 μm, by the doping sulphur nitrogen fluorescent carbon point solution constant volume that obtains in 25mL volumetric flask, by spectrophotofluorometer (FP-6500 type fluorescence spectrophotometer, JASCO.CORERATION company of Japan) to measure its fluorescence intensity be 143.
Embodiment 4
Get quadrol 0.25mL(0.225g) be dissolved in 10mL distilled water, add 0.5g Sodium dodecylbenzene sulfonate passivator, ultrasonicly to dissolve completely to solid, then above-mentioned solution is placed in microwave oven and generates a small amount of light yellow solid in the power heating reaction 2min of 800W, again the light yellow solid of gained to be dissolved in distilled water and to be placed in whizzer in the centrifugal 10min of centrifugation rate of 10000r/min, supernatant liquor aperture is the filter membrane suction filtration of 0.1 μm, by the doping sulphur nitrogen fluorescent carbon point solution constant volume that obtains in 25mL volumetric flask, by spectrophotofluorometer (FP-6500 type fluorescence spectrophotometer, JASCO.CORERATION company of Japan) to measure its fluorescence intensity be 69.
Embodiment 5
Get quadrol 0.25mL(0.225g) be dissolved in 10mL distilled water, add 0.5g Sulfonic Salicylic Acid passivator, ultrasonicly to dissolve completely to solid, then above-mentioned solution is placed in microwave oven and generates a small amount of light yellow solid in the power heating reaction 3min of 800W, again the light yellow solid of gained is dissolved in distilled water and obtains clear solution, clear solution aperture is the filter membrane suction filtration of 0.1 μm, by the doping sulphur nitrogen fluorescent carbon point solution constant volume that obtains in 25mL volumetric flask, by spectrophotofluorometer (FP-6500 type fluorescence spectrophotometer, JASCO.CORERATION company of Japan) to measure its fluorescence intensity be 0.
Embodiment 6
Get quadrol 0.25mL(0.225g) be dissolved in 10mL distilled water, add the anhydrous Sulphanilic Acid passivator of 0.5g, ultrasonicly to dissolve completely to solid, then above-mentioned solution is placed in microwave oven and generates light yellow solid in the power heating reaction 3min of 800W, again the light yellow solid of gained is dissolved in distilled water and obtains clear solution, clear solution aperture is the filter membrane suction filtration of 0.1 μm, by the doping sulphur nitrogen fluorescent carbon point solution constant volume that obtains in 25mL volumetric flask, by spectrophotofluorometer (FP-6500 type fluorescence spectrophotometer, JASCO.CORERATION company of Japan) to measure its fluorescence intensity be 0.
Embodiment 7
Measure the quadrol (0.15ml with lower volume respectively, 0.20ml, 0.25ml, 0.30ml, 0.35ml, 0.40ml) be dissolved in 10ml distilled water, add 0.5g thionamic acid, ultrasonicly to dissolve completely to solid, then above-mentioned solution is placed in microwave oven and generates brownish black foaming solid in the power heating reaction 2min of 800W, again the brownish black foaming solid of gained to be dissolved in distilled water and to be placed in whizzer in the centrifugal 10min of centrifugation rate of 10000r/min, supernatant liquor aperture is the filter membrane suction filtration of 0.1 μm, by the doping sulphur nitrogen fluorescent carbon point solution constant volume that obtains in 100mL volumetric flask, , by spectrophotofluorometer (FP-6500 type fluorescence spectrophotometer, JASCO.CORERATION company of Japan) measure fluorescence intensity in table 1.
The fluorescence intensity of the doping sulphur nitrogen fluorescent carbon point of table 1 different quadrol consumption gained
| Quadrol consumption (ml) | 0.15 | 0.20 | 0.25 | 0.30 | 0.35 | 0.40 |
| Fluorescence intensity | 280 | 497 | 577 | 501 | 463 | 424 |
As shown in Table 1 when quadrol consumption is 0.25ml, the doping sulphur nitrogen fluorescent carbon point fluorescence intensity obtained is the highest, this is because the concentration of doping sulphur nitrogen fluorescent carbon point that very few quadrol consumption obtains is lower, too much quadrol consumption causes doping sulphur nitrogen fluorescent carbon point to assemble fluorescence intensity reducing.
Embodiment 8
Get quadrol 0.25ml(0.225g) be dissolved in 10ml distilled water, add 0.5g thionamic acid, ultrasonicly to dissolve completely to solid, then above-mentioned solution is placed in microwave oven in the power reacting by heating 80s respectively of 800W, 90s, 100s, 110s, 120s, 130s, 140s obtains the reactant of different states, again the reactant of the different states of gained to be dissolved in respectively in distilled water and to be placed in whizzer in the centrifugal 10min of centrifugation rate of 10000r/min, supernatant liquor aperture is the filter membrane suction filtration of 0.1 μm, by the doping sulphur nitrogen fluorescent carbon point solution constant volume that obtains in 100mL volumetric flask, by spectrophotofluorometer (FP-6500 type fluorescence spectrophotometer, JASCO.CORERATION company of Japan) measure fluorescence intensity in table 2.
The fluorescence intensity of the doping sulphur nitrogen fluorescent carbon point of table 2 different microwave heating reaction times gained
| Reaction times (s) | 80 | 90 | 100 | 110 | 120 | 130 | 140 |
| Fluorescence intensity | 17 | 63 | 259 | 460 | 549 | 542 | 542 |
Be 120s(2min when the microwave heating reaction times as shown in Table 2) time, the fluorescence intensity of the doping sulphur nitrogen fluorescent carbon point obtained is the highest, this is because reaction is incomplete when the reacting by heating time is less than 120s, the reacting by heating time is more than after 120s, doping sulphur nitrogen fluorescent carbon point synthesizes completely, and the stiff stability due to doping sulphur nitrogen fluorescent carbon point makes the fluorescence intensity of doping sulphur nitrogen fluorescent carbon point substantially constant.
Embodiment above describes ultimate principle of the present invention, principal character and advantage.The technician of the industry should understand; the present invention is not restricted to the described embodiments; what describe in above-described embodiment and specification sheets just illustrates principle of the present invention; under the scope not departing from the principle of the invention; the present invention also has various changes and modifications, and these changes and improvements all fall in the scope of protection of the invention.
Claims (1)
1. the method for a step microwave method synthesizing blender sulphur nitrogen fluorescent carbon point, it is characterized in that concrete steps are: first quadrol and thionamic acid are dissolved in distilled water and form solution, wherein the mass ratio of quadrol and thionamic acid is 9:20, then solution is placed in microwave oven to react at least 2min in the power heating of 800W and generate brownish black foaming solid, finally the brownish black foaming solid of gained to be dissolved in distilled water and to be placed in whizzer centrifugal in the centrifugation rate of 10000r/min, supernatant liquor aperture is the filter membrane suction filtration of 0.1 μm, obtain doping sulphur nitrogen fluorescent carbon point solution.
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| CN105131948A (en) * | 2015-08-13 | 2015-12-09 | 中国石油大学(北京) | Metal doped carbon points with high fluorescence quantum yield and preparation method and application thereof |
| CN105197917A (en) * | 2015-09-11 | 2015-12-30 | 电子科技大学 | Preparation method of nitrogen-doped graphene quantum dot dispersion liquid |
| CN105567231A (en) * | 2016-03-09 | 2016-05-11 | 河南师范大学 | Method for compounding S-N co-doped fluorescent carbon dots through microwave heating |
| CN106590617A (en) * | 2016-11-08 | 2017-04-26 | 浙江理工大学 | Synthetic method of nitrogen and sulfur co-doped cellulosic fluorescent carbon dots |
| CN107022353A (en) * | 2017-03-10 | 2017-08-08 | 吉林大学 | A kind of carbon point being imaged for fluoroscopic image, preparation method and application |
| CN109142303A (en) * | 2018-09-17 | 2019-01-04 | 天津大学 | A method of detection mercury ion |
| CN109207149A (en) * | 2018-11-02 | 2019-01-15 | 山西大学 | A kind of nitrogen, sulphur codope yellow fluorescence carbon dots and its application in anticancer drug |
| CN110422837A (en) * | 2019-08-02 | 2019-11-08 | 新疆弘瑞达纤维有限公司 | A method of fluorescent carbon point is prepared using biomass material |
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| CN113881429A (en) * | 2021-09-30 | 2022-01-04 | 东南大学 | Red fluorescent carbon dot for nucleolus imaging and preparation method and application thereof |
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| CN105131948A (en) * | 2015-08-13 | 2015-12-09 | 中国石油大学(北京) | Metal doped carbon points with high fluorescence quantum yield and preparation method and application thereof |
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| CN106590617A (en) * | 2016-11-08 | 2017-04-26 | 浙江理工大学 | Synthetic method of nitrogen and sulfur co-doped cellulosic fluorescent carbon dots |
| CN107022353A (en) * | 2017-03-10 | 2017-08-08 | 吉林大学 | A kind of carbon point being imaged for fluoroscopic image, preparation method and application |
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| CN109142303A (en) * | 2018-09-17 | 2019-01-04 | 天津大学 | A method of detection mercury ion |
| CN109207149A (en) * | 2018-11-02 | 2019-01-15 | 山西大学 | A kind of nitrogen, sulphur codope yellow fluorescence carbon dots and its application in anticancer drug |
| CN110422837A (en) * | 2019-08-02 | 2019-11-08 | 新疆弘瑞达纤维有限公司 | A method of fluorescent carbon point is prepared using biomass material |
| CN111286325A (en) * | 2020-04-07 | 2020-06-16 | 四川大学 | Carbon quantum dot emitting yellow fluorescence and preparation method and application thereof |
| CN111286325B (en) * | 2020-04-07 | 2021-09-28 | 四川大学 | Carbon quantum dot emitting yellow fluorescence and preparation method and application thereof |
| CN113881429A (en) * | 2021-09-30 | 2022-01-04 | 东南大学 | Red fluorescent carbon dot for nucleolus imaging and preparation method and application thereof |
| CN113881429B (en) * | 2021-09-30 | 2023-08-18 | 东南大学 | Cell nucleolus imaging red fluorescent carbon dot and preparation method and application thereof |
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