CN112724968A - Preparation method of heavy atom doped long-life room temperature phosphorescent carbon quantum dot - Google Patents
Preparation method of heavy atom doped long-life room temperature phosphorescent carbon quantum dot Download PDFInfo
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- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 title claims abstract description 37
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims abstract description 30
- 238000001027 hydrothermal synthesis Methods 0.000 claims abstract description 29
- AGEZXYOZHKGVCM-UHFFFAOYSA-N benzyl bromide Chemical compound BrCC1=CC=CC=C1 AGEZXYOZHKGVCM-UHFFFAOYSA-N 0.000 claims abstract description 11
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims abstract description 10
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000004202 carbamide Substances 0.000 claims abstract description 10
- 238000000034 method Methods 0.000 claims abstract description 10
- 239000002243 precursor Substances 0.000 claims abstract description 10
- 239000011259 mixed solution Substances 0.000 claims description 16
- 238000004108 freeze drying Methods 0.000 claims description 10
- 239000000243 solution Substances 0.000 claims description 9
- 238000001914 filtration Methods 0.000 claims description 8
- 238000000502 dialysis Methods 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims 1
- 238000006862 quantum yield reaction Methods 0.000 abstract description 3
- 239000002019 doping agent Substances 0.000 abstract description 2
- 231100000956 nontoxicity Toxicity 0.000 abstract 1
- 239000000463 material Substances 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 229910052799 carbon Inorganic materials 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000004020 luminiscence type Methods 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 238000012984 biological imaging Methods 0.000 description 2
- 231100000135 cytotoxicity Toxicity 0.000 description 2
- 230000003013 cytotoxicity Effects 0.000 description 2
- 230000005284 excitation Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 230000002085 persistent effect Effects 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 235000003704 aspartic acid Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 239000003575 carbonaceous material Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
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- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000003384 imaging method Methods 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 238000009830 intercalation Methods 0.000 description 1
- 230000002687 intercalation Effects 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000002086 nanomaterial 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
- 230000005693 optoelectronics Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
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- 239000000126 substance Substances 0.000 description 1
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Abstract
A preparation method of a heavy atom doped long-life room temperature phosphorescent carbon quantum dot comprises the steps of taking benzyl bromide as a heavy atom dopant, adding the benzyl bromide into a solution taking citric acid, urea and acrylamide as precursors, and obtaining the long-life room temperature phosphorescent carbon quantum dot through a hydrothermal method. The method has the advantages of simple preparation method, low cost, short preparation period, no toxicity and harm of the prepared carbon quantum dots, long storage time, long phosphorescence service life and high phosphorescence quantum yield.
Description
Technical Field
The invention relates to a preparation method of an afterglow material, in particular to a preparation method of heavy atom doped long-life room temperature phosphorescent carbon quantum dots.
Background
At present, afterglow materials mainly include phosphorescence, persistent luminescence, and delayed fluorescence, which continue to arouse a wide interest due to their wide application in light emitting devices, sensing, biomedicine, and security systems. To date, after-glowing materials have been limited mainly to rare earth-containing inorganic materials, precious metal-containing composites and purely organic compounds. However, all of these materials have high cost, cytotoxicity, complicated preparation process, sensitivity to oxygen, or are observed only at low temperature or in a solid/crystalline state. In addition, most of the reported afterglow materials have relatively short luminescence lifetimes (i.e., microseconds to milliseconds), and such short decay times are not compatible with persistent luminescence applications, since the afterglow is typically recognized by the average human being for tens of milliseconds. Therefore, the development of a novel long-afterglow material with low cost, simple preparation and low cytotoxicity is urgently needed. Carbon quantum dots (CDs) are zero-dimensional nanomaterials with the particle size of less than 10nm, have excellent photoelectric properties (high fluorescence quantum yield, photobleaching resistance, stable chemical properties, adjustable luminescent color and band gap width and the like), high electron mobility, long thermal electron life and wide optical absorption, and have the excellent properties of low toxicity, environmental protection, wide raw materials, low preparation cost and the like of carbon materials, so that the carbon quantum dots are greatly concerned by people. In recent years, Room Temperature Phosphorescent (RTP) carbon quantum dots have gradually entered human vision and have shown promise in applications of optoelectronic devices such as white light emitting diodes, electroluminescent diodes, bio-imaging, and the like. Since there are significant inherent limitations to producing effective afterglow emissions. For example, it is often desirable to fix and increase the molecular rigidity of the chromophore by crystallization or intercalation into a solid matrix with the aid of hydrogen bonding, thereby limiting the oscillation and rotation of the chromophore to prevent non-radiative transitions that excite triplet states and inhibit quenching of atmospheric oxygen. The development of novel carbon long afterglow materials is a hot spot which is currently concerned by researchers. Researchers have taken glucose and aspartic acid as raw materials, added sodium hydroxide aqueous solution, prepared a substrate-free room temperature phosphorescent carbon dot by a hydrothermal method ("a substrate-free phosphorescent carbon quantum dot and a preparation method and application thereof" chinese patent application No. CN201710657371.0 "), and also reported on a light-adjustable room temperature phosphorescent carbon dot (" a light-adjustable room temperature phosphorescent carbon dot material and a preparation method and application thereof "chinese patent application No. CN 201910362443.8"), but the preparation of the related heavy atom doped room temperature phosphorescent carbon quantum dot has not been reported so far, and the heavy atom doping can effectively promote the intersystem crossing process between the singlet state and the triplet state, thereby improving the phosphorescent quantum yield and phosphorescent lifetime of the carbon quantum dot.
Therefore, the room temperature phosphorescent carbon quantum dots with excellent performance are prepared by utilizing the heavy atom effect, and have great scientific significance and application value in the application fields of data encryption, biological imaging, photoelectric devices and the like.
Disclosure of Invention
The invention aims to provide a preparation method of the heavy atom doped long-life room temperature phosphorescent carbon quantum dot, which is simple and convenient in preparation method, low in cost and short in preparation period.
In order to achieve the purpose, the invention adopts the following technical scheme:
step 1: adding 0.5-1.2 g of benzyl bromide into a solution taking 1-2 g of citric acid, 3-4 g of urea and 3-4 g of acrylamide as precursors, and uniformly stirring to obtain a mixed solution;
step 2: putting the mixed solution into a hydrothermal reaction kettle, and carrying out hydrothermal reaction at 180-250 ℃;
and step 3: filtering and dialyzing a product obtained after the hydrothermal reaction;
and 4, step 4: and (4) freeze-drying the dialyzed product to obtain the heavy atom doped long-life room-temperature phosphorescent carbon quantum dot.
The hydrothermal reaction time of the step 2 is 32-48 hours.
And 3, carrying out dialysis in the step 3 at room temperature for 36-48 hours.
And the freeze drying time of the step 4 is 12-24 hours.
Compared with the prior art, the invention has the following beneficial effects:
benzyl bromide is used as a heavy atom dopant and is doped into a solution with citric acid, urea and acrylamide as precursors, and the long-life room-temperature phosphorescent carbon quantum dot is prepared by a hydrothermal method. Has the characteristics of simple preparation method, low cost and short preparation period.
The carbon quantum dot prepared by the method has a long phosphorescence service life, the duration of observation by naked eyes is about 10s, and the phosphorescence quantum dot has high yield, is non-toxic and harmless and can be stored for a long time. The method can be used in the fields of data encryption, biological imaging, photoelectric devices and the like.
Drawings
FIG. 1 is a high-power transmission electron microscope spectrum of the heavy atom doped long-life room temperature phosphorescent carbon quantum dot prepared in example 1 of the invention.
Fig. 2 is a phosphorescence emission spectrum of the heavy atom doped long-life room temperature phosphorescence carbon quantum dot prepared in example 1 of the present invention.
Fig. 3 is a phosphorescence lifetime decay spectrum of the heavy atom doped long-life room temperature phosphorescence carbon quantum dot prepared in example 1 of the present invention.
Fig. 4 is a graph of data encryption application of the heavy atom doped long-life room temperature phosphorescent carbon quantum dot prepared in example 1 of the invention.
Detailed Description
The present invention will be described in further detail with reference to specific examples.
Example 1:
step 1: adding 0.5g of benzyl bromide into a solution taking 1g of citric acid, 3g of urea and 3g of acrylamide as precursors, and uniformly stirring to obtain a mixed solution;
step 2: putting the mixed solution into a hydrothermal reaction kettle, and carrying out hydrothermal reaction for 32 hours at 180 ℃;
and step 3: filtering a product obtained after the hydrothermal reaction, and dialyzing for 40 hours at room temperature;
and 4, step 4: and (5) freeze-drying the dialyzed product for 15 hours to obtain the heavy atom doped long-life room-temperature phosphorescent carbon quantum dot.
As can be seen from FIG. 1, the diameter of the carbon quantum dot is about 8nm, and the lattice fringe spacing of the carbon quantum dot is 0.21nm, corresponding to the [100] crystal plane of graphene.
It can be seen from fig. 2 that the optimal excitation wavelength of the carbon quantum dots is 470 nm.
It can be seen from fig. 3 that the phosphorescence lifetime of the carbon quantum dots is 493 ms.
As can be seen from fig. 4, the filter paper has no pattern under visible light; under the excitation of an ultraviolet lamp, the carbon dot printing pattern emits blue fluorescence; the carbon dot printed pattern was green phosphorescent after the uv lamp was turned off.
Example 2:
step 1: adding 0.8g of benzyl bromide into a solution taking 1.5g of citric acid, 4g of urea and 3g of acrylamide as precursors, and uniformly stirring to obtain a mixed solution;
step 2: putting the mixed solution into a hydrothermal reaction kettle, and carrying out hydrothermal reaction for 35 hours at 190 ℃;
and step 3: filtering a product obtained after the hydrothermal reaction, and dialyzing at room temperature for 36 hours;
and 4, step 4: and (4) freeze-drying the dialyzed product for 18 hours to obtain the heavy atom doped long-life room-temperature phosphorescent carbon quantum dot.
Example 3:
step 1: adding 1g of benzyl bromide into a solution taking 2g of citric acid, 3g of urea and 4g of acrylamide as precursors, and uniformly stirring to obtain a mixed solution;
step 2: putting the mixed solution into a hydrothermal reaction kettle, and carrying out hydrothermal reaction for 38 hours at 200 ℃;
and step 3: filtering a product obtained after the hydrothermal reaction, and dialyzing for 40 hours at room temperature;
and 4, step 4: and (4) freeze-drying the dialyzed product for 20 hours to obtain the heavy atom doped long-life room-temperature phosphorescent carbon quantum dot.
Example 4:
step 1: adding 1.2g of benzyl bromide into a solution taking 2g of citric acid, 3.5g of urea and 3.5g of acrylamide as precursors, and uniformly stirring to obtain a mixed solution;
step 2: putting the mixed solution into a hydrothermal reaction kettle, and carrying out hydrothermal reaction for 40 hours at 250 ℃;
and step 3: filtering a product obtained after the hydrothermal reaction, and dialyzing at room temperature for 48 hours;
and 4, step 4: and (4) freeze-drying the dialyzed product for 24 hours to obtain the heavy atom doped long-life room-temperature phosphorescent carbon quantum dot.
Example 5:
step 1: adding 0.6g of benzyl bromide into a solution taking 1.8g of citric acid, 3.2g of urea and 3.7g of acrylamide as precursors, and uniformly stirring to obtain a mixed solution;
step 2: putting the mixed solution into a hydrothermal reaction kettle, and carrying out hydrothermal reaction for 48 hours at 220 ℃;
and step 3: filtering a product obtained after the hydrothermal reaction, and dialyzing for 38 hours at room temperature;
and 4, step 4: and (4) freeze-drying the dialyzed product for 12 hours to obtain the heavy atom doped long-life room-temperature phosphorescent carbon quantum dot.
Example 6:
step 1: adding 1g of benzyl bromide into a solution taking 1.2g of citric acid, 3.8g of urea and 3.2g of acrylamide as precursors, and uniformly stirring to obtain a mixed solution;
step 2: putting the mixed solution into a hydrothermal reaction kettle, and carrying out hydrothermal reaction for 45 hours at 235 ℃;
and step 3: filtering a product obtained after the hydrothermal reaction, and dialyzing for 42 hours at room temperature;
and 4, step 4: and (4) freeze-drying the dialyzed product for 22 hours to obtain the heavy atom doped long-life room-temperature phosphorescent carbon quantum dot.
Claims (4)
1. A preparation method of heavy atom doped long-life room temperature phosphorescent carbon quantum dots is characterized by comprising the following steps:
step 1: adding 0.5-1.2 g of benzyl bromide into a solution taking 1-2 g of citric acid, 3-4 g of urea and 3-4 g of acrylamide as precursors, and uniformly mixing to obtain a mixed solution;
step 2: putting the mixed solution into a hydrothermal reaction kettle, and carrying out hydrothermal reaction at 180-250 ℃;
and step 3: filtering and dialyzing a product obtained after the hydrothermal reaction;
and 4, step 4: and (4) freeze-drying the dialyzed product to obtain the heavy atom doped long-life room-temperature phosphorescent carbon quantum dot.
2. The method for preparing the heavy atom doped long-life room temperature phosphorescent carbon quantum dot as claimed in claim 1, wherein the method comprises the following steps: the hydrothermal reaction time of the step 2 is 32-48 hours.
3. The method for preparing the heavy atom doped long-life room temperature phosphorescent carbon quantum dot as claimed in claim 1, wherein the method comprises the following steps: and 3, carrying out dialysis in the step 3 at room temperature for 36-48 hours.
4. The method for preparing the heavy atom doped long-life room temperature phosphorescent carbon quantum dot as claimed in claim 1, wherein the method comprises the following steps: and the freeze drying time of the step 4 is 12-24 hours.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN114987097A (en) * | 2022-05-23 | 2022-09-02 | 安徽安泰新型包装材料有限公司 | Carbon quantum dot anti-counterfeiting transfer film and preparation method thereof |
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| CN114987097A (en) * | 2022-05-23 | 2022-09-02 | 安徽安泰新型包装材料有限公司 | Carbon quantum dot anti-counterfeiting transfer film and preparation method thereof |
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Application publication date: 20210430 |