CN111909692A - Method for preparing polymer dots at room temperature and application - Google Patents
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Abstract
The invention relates to a method for preparing polymer dots at room temperature and application thereof, belonging to the technical field of material science. A method for preparing polymer dots at room temperature comprises dissolving p-phenylenediamine and ethylenediamine in water at room temperature to obtain a reaction solution; and (3) dropwise adding a hydrogen peroxide solution into the obtained reaction solution, mixing and stirring, and reacting at room temperature for 0.5-12 h to obtain a polymer dot crude product solution. And mixing the obtained polymer dot solution with cellulose acetate or microcrystalline cellulose powder, uniformly dispersing to obtain a dispersion solution, filtering, and drying to obtain the fluorescent powder. The multicolor environment-friendly polymer dot-cellulose-based fluorescent powder prepared by the invention has the advantages of simple preparation process, low requirement of reaction on temperature and pressure, better fluorescence property, easy realization of industrial production and new way for preparing luminescent materials with excellent performance.
Description
Technical Field
The invention relates to a method for preparing polymer dots at room temperature and application thereof, belonging to the technical field of material science.
Background
Carbon dots generally refer to quasi-spherical fluorescent nanoparticles with a size of less than 10nm, which are a type of carbon-based nanomaterial recently discovered after fullerenes, carbon nanotubes, and graphene. Compared with traditional fluorescent materials such as perovskite quantum dots, metal quantum dots, organic fluorescent dyes and the like, the carbon dots not only have excellent photoluminescence characteristics, but also have the advantages of photobleaching resistance, low toxicity, good biocompatibility, easiness in realizing surface functionalization and the like, and are widely applied to the fields of biochemical sensing, imaging analysis, environmental detection, photocatalysis, fluorescence anti-counterfeiting, drug carriers and the like. Polymer dots are a class of materials from which carbon dots extend, and are novel members of the family of carbon dots. Generally made by crosslinking, polymerizing or carbonizing a polymerizable monomer. Has the advantages of the excitation light depending on multicolor fluorescence property, good light stability and easy regulation and control of luminescence property. In addition, the polymer keeps the property of easy processing, and the functional groups with rich surfaces are easy to further functionalize or compound with other functional materials to realize multifunctional application, so that the polymer is more suitable for large-scale industrial production and popularization and use.
A variety of methods for preparing polymer dots have emerged over the years, including hydrothermal synthesis, microwave synthesis, assembly cross-linking, and the like. However, most of the methods need to be completed under high temperature and high pressure, which consumes a large amount of energy and causes many production safety hazards. In addition, the currently reported polymer dots can only emit fluorescence of one color, and to obtain fluorescent materials emitting light of multiple colors, relatively complicated and tedious preparation processes are required to regulate and control the light-emitting wavelength of the polymer dots, which further increases energy consumption and development cost.
Disclosure of Invention
Based on the problems of large capital and energy demand and many potential safety hazards of the conventional high-temperature and high-pressure preparation process of the polymer dots, the invention provides a method for preparing the polymer dots at room temperature, and the polymer dots serving as fluorescent substances have a good effect in commodity fluorescence anti-counterfeiting. The invention adopts p-phenylenediamine and ethylenediamine as raw materials to prepare the polymer dots by a room temperature polymerization method, thereby greatly simplifying the preparation conditions of the polymer dots. The method reduces the requirements of temperature and pressure in industrial production, increases the safety factor, successfully compounds the prepared polymer dots with microcrystalline cellulose and cellulose acetate respectively according to the characteristic that the prepared polymer dots have 'fluorescence-matrix dependence', prepares green and cyan fluorescent powder at one time, and can be applied to the fields of fluorescence anti-counterfeiting, LED illumination and the like.
A method for preparing a polymer dot at room temperature comprises the steps of dissolving p-phenylenediamine and ethylenediamine in water at room temperature to obtain a reaction solution, and reacting at room temperature for 0.5-12 hours to obtain a polymer dot crude product solution.
Further, the concentration of the p-phenylenediamine in the reaction liquid is 0.3-1 mg/mL, and the mass ratio of the p-phenylenediamine to the ethylenediamine is 1: 150 to 1000.
Further, the raw material of the method for preparing the polymer dot at room temperature according to the present invention may further comprise a catalyst, and the catalyst is preferably a hydrogen oxide solution.
Further, the volume ratio of the hydrogen peroxide solution to the reaction solution is 1: 15-1: 150, and the concentration of the hydrogen peroxide solution is 30%.
Further, it is preferable that the final concentration of hydrogen peroxide in the crude polymer dot product solution obtained after completion of the reaction is 0 to 10%.
Further, the obtained crude polymer dot product solution was dialyzed to obtain a purified polymer dot solution.
Specifically, the resulting crude polymer dot product was subjected to dialysis treatment with a dialysis bag (MWCO of 1500Da) to completely remove salts from the product, to obtain a purified polymer dot solution.
Another object of the present invention is to provide a method for preparing an eco-friendly polymer dot-cellulose based phosphor using the above polymer dot.
A method for preparing environment-friendly polymer dot-cellulose-based fluorescent powder by a room temperature method comprises the steps of mixing purified polymer dot solution with cellulose acetate or microcrystalline cellulose powder at room temperature, dispersing uniformly to obtain dispersion liquid, filtering and drying to obtain fluorescent powder.
In the technical scheme, at room temperature, the obtained purified polymer dot solution and cellulose acetate powder are mixed and uniformly dispersed to obtain dispersion liquid, and the obtained dispersion liquid is filtered and dried to obtain cyan fluorescent powder.
In the technical scheme, the obtained purified polymer dot solution and microcrystalline cellulose powder are mixed and uniformly dispersed at room temperature to obtain a dispersion liquid, and the obtained dispersion liquid is filtered and dried to obtain green fluorescent powder.
In the above technical solution, the dispersion is preferably ultrasonic dispersion for 10 minutes.
In the above technical solution, preferably, the filtration is suction filtration.
In the above technical solution, the concentration of the purified polymer dot solution is preferably adjusted to 0.5-5 mg/mL and then mixed with cellulose acetate or microcrystalline cellulose powder.
Preferably, the microcrystalline cellulose powder has a particle size of not more than 25 μm; the cellulose acetate has an acetyl group content of 39.8% and a particle diameter of 25 μm or less.
The invention has the beneficial effects that: the method for preparing the polymer dots by the room temperature method provided by the invention takes ethylene diamine and p-phenylenediamine which are very common in industrial production as raw materials, greatly reduces the energy consumption in production by the room temperature method, lowers the requirement of reaction equipment, increases the production safety coefficient, and prepares the fluorescent material which can be applied to the fields of anti-counterfeiting printing, illumination and the like. And the prepared polymer dots are successfully compounded with microcrystalline cellulose and cellulose acetate respectively according to the characteristic that the prepared polymer dots have 'fluorescence-matrix dependence', so that green and cyan fluorescent powder is prepared at one time, and the fluorescent powder can be applied to the fields of fluorescence anti-counterfeiting, LED illumination and the like. Compared with the fluorescent materials of the same type, the preparation process has the advantages of simple process, less energy consumption, excellent fluorescent property and easy realization of industrial production, and is a new way for preparing luminescent materials.
Drawings
FIG. 1 is a transmission electron microscope image of the polymer dots (PDS-7) obtained in example 4.
FIG. 2 is a histogram of the particle size distribution of the polymer dots (PDS-7) obtained in example 4.
FIG. 3 shows the fluorescence spectra of cyan phosphor A and green phosphor B obtained in example 9.
Detailed Description
The following non-limiting examples are presented to enable those of ordinary skill in the art to more fully understand the present invention and are not intended to limit the invention in any way.
The test methods described in the following examples are all conventional methods unless otherwise specified; the reagents and materials are commercially available, unless otherwise specified.
The microcrystalline cellulose powder used in the following examples had a particle size of not more than 25 μm; the cellulose acetate has an acetyl group content of 39.8% and a particle diameter of 25 μm or less.
Example 1
Weighing 0.01g of p-phenylenediamine, adding 1.5g of ethylenediamine, diluting to a constant volume with deionized water to 30mL, fully mixing, magnetically stirring for 30min, adding 1mL of 30% hydrogen peroxide solution, sealing, and reacting in a room-temperature reaction container for 3h to obtain a polymer crude product solution.
The crude product was dialyzed for 48h against a dialysis bag (MWCO 1500Da) to give a polymer dot solution (PDS-1.5).
Example 2
Weighing 0.01g of p-phenylenediamine, adding 3g of ethylenediamine, diluting to a constant volume with deionized water to 30mL, fully mixing, magnetically stirring for 30min, adding 1mL of 30% hydrogen peroxide solution, sealing, and placing in a water bath kettle at 30 ℃ for water bath reaction for 6h to obtain a polymer dot crude product solution.
The crude product was dialyzed for 48h against a dialysis bag (MWCO 1500Da) to give a polymer dot solution (PDS-3).
Example 3
Weighing 0.01g of p-phenylenediamine, adding 5g of ethylenediamine, diluting to a constant volume with deionized water to 30mL, fully mixing, magnetically stirring for 30min, adding 1mL of 30% hydrogen peroxide solution, sealing, and placing in a water bath kettle at 30 ℃ for water bath reaction for 6h to obtain a polymer dot crude product solution.
The crude product was dialyzed for 48h against a dialysis bag (MWCO 1500Da) to give a polymer dot solution (PDS-5).
Example 4
Weighing 0.01g of p-phenylenediamine, adding 7g of ethylenediamine, diluting to a constant volume with deionized water to 30mL, fully mixing, magnetically stirring for 30min, adding 1mL of 30% hydrogen peroxide solution, sealing, and placing in a water bath kettle at 30 ℃ for water bath reaction for 6h to obtain a polymer dot crude product solution.
The crude product was dialyzed for 48h against a dialysis bag (MWCO 1500Da) to give a polymer dot solution (PDS-7).
Example 5
Weighing 0.01g of p-phenylenediamine, adding 9g of ethylenediamine, diluting to a constant volume with deionized water to 30mL, fully mixing, magnetically stirring for 30min, adding 1mL of 30% hydrogen peroxide solution, sealing, and placing in a water bath kettle at 30 ℃ for water bath reaction for 6h to obtain a polymer dot crude product solution.
The crude product was dialyzed for 48h against a dialysis bag (MWCO 1500Da) to give a polymer dot solution (PDS-9).
Example 6
Weighing 0.01g of p-phenylenediamine, adding 10g of ethylenediamine, diluting to a constant volume with deionized water to 30mL, fully mixing, magnetically stirring for 30min, adding 1mL of 30% hydrogen peroxide solution, sealing, and placing in a water bath kettle at 30 ℃ for water bath reaction for 6h to obtain a polymer dot crude product solution.
The crude product was dialyzed for 48h against a dialysis bag (MWCO 1500Da) to give a polymer dot solution (PDS-10).
Example 7
And (3) respectively mixing the PDS-7 solution with the concentration of 0.5mg/mL with cellulose acetate and microcrystalline cellulose powder, performing probe ultrasonic treatment for 10 minutes to uniformly disperse the mixed solution, performing suction filtration to remove excessive polymer dot solution to obtain cyan fluorescent powder A1 and green fluorescent powder B1, and performing vacuum drying to remove water.
Example 8
And (3) respectively mixing the PDS-7 solution with the concentration of 0.75mg/mL with cellulose acetate and microcrystalline cellulose powder, performing probe ultrasonic treatment for 10 minutes to uniformly disperse the mixed solution, performing suction filtration to remove excessive polymer dot solution to obtain cyan fluorescent powder A2 and green fluorescent powder B2, and performing vacuum drying to remove water.
Example 9
And respectively mixing the PDS-7 solution with the concentration of 1mg/mL with cellulose acetate and microcrystalline cellulose powder, performing probe ultrasonic treatment for 10 minutes to uniformly disperse the mixed solution, performing suction filtration, removing the excessive polymer dot solution to obtain cyan fluorescent powder A3 and green fluorescent powder B3, and performing vacuum drying to remove water.
Example 10
And respectively mixing the PDS-7 solution with the concentration of 1.5mg/mL with cellulose acetate and microcrystalline cellulose powder, performing probe ultrasonic treatment for 10 minutes to uniformly disperse the mixed solution, performing suction filtration to remove excessive polymer dot solution to obtain cyan fluorescent powder A4 and green fluorescent powder B4, and performing vacuum drying to remove water.
Example 11
And respectively mixing the PDS-7 solution with the concentration of 2mg/mL with cellulose acetate and microcrystalline cellulose powder, performing probe ultrasonic treatment for 10 minutes to uniformly disperse the mixed solution, performing suction filtration, removing the excessive polymer dot solution to obtain cyan fluorescent powder A5 and green fluorescent powder B5, and performing vacuum drying to remove water.
The invention takes p-phenylenediamine and ethylenediamine as reactants to react at room temperature to prepare fluorescent polymer dots, and the fluorescent polymer dots are respectively compounded with cellulose acetate and microcrystalline cellulose to prepare cyan fluorescent powder A and green fluorescent powder B. And the morphology and the size of the PDS are observed and characterized by a Transmission Electron Microscope (TEM), and the luminescent properties of the prepared fluorescent powder A and the prepared fluorescent powder B are characterized by fluorescence emission spectrum under 254nm short-wave ultraviolet excitation. As shown in FIGS. 1 and 2, the particle size distribution of PDS-7 was 3nm to 13nm, the average particle size was 7.54nm, and the dispersibility in water was good.
As shown in FIG. 3, the fluorescence emission spectra of phosphor A3 and phosphor B3 under 254nm UV excitation are respectively characterized. The fluorescence emission wavelength of the phosphor A3 under the excitation of 254nm short-wave ultraviolet light is 499nm, which shows cyan fluorescence, and the fluorescence emission wavelength of the phosphor B3 is 513nm, which shows green fluorescence.
Claims (8)
1. A method for preparing a polymer dot at room temperature, characterized by: at room temperature, p-phenylenediamine and ethylenediamine are dissolved in water to obtain a reaction solution, and the reaction is carried out for 0.5-12 h at room temperature to obtain a polymer dot crude product solution.
2. The method of claim 1, wherein: the concentration of the p-phenylenediamine in the reaction liquid is 0.3-1 mg/mL, and the mass ratio of the p-phenylenediamine to the ethylenediamine is 1: 150 to 1000.
3. The method of claim 1, wherein: dissolving p-phenylenediamine and ethylenediamine in water at room temperature to obtain a reaction solution; and (3) dropwise adding a hydrogen peroxide solution into the obtained reaction solution, mixing and stirring, and reacting at room temperature for 0.5-12 h to obtain a polymer dot crude product solution.
4. The method of claim 3, wherein: the volume ratio of the hydrogen peroxide solution to the reaction solution is 1: 15-1: 150, the concentration of the hydrogen peroxide solution is 30%, and the final concentration of hydrogen peroxide in the polymer dot crude product solution obtained after the reaction is finished is 0-10%.
5. The method according to any one of claims 1 to 4, wherein: dialyzing the obtained crude polymer dot product solution to obtain a purified polymer dot solution.
6. A method for preparing environment-friendly polymer dot-cellulose-based fluorescent powder by a room temperature method is characterized by comprising the following steps: mixing the purified polymer dot solution obtained in claim 5 with cellulose acetate or microcrystalline cellulose powder at room temperature, dispersing uniformly to obtain a dispersion, filtering, and drying to obtain fluorescent powder.
7. The method of claim 6, wherein: the purified polymer dot solution obtained in claim 5 is mixed with cellulose acetate or microcrystalline cellulose powder after adjusting the concentration to 0.5 to 5 mg/mL.
8. The method of claim 6, wherein: the microcrystalline cellulose powder has a particle size of not more than 25 μm; the cellulose acetate has an acetyl group content of 39.8% and a particle diameter of 25 μm or less.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114591737A (en) * | 2022-03-16 | 2022-06-07 | 北京化工大学 | Multicolor fluorescent carbon dots, and preparation method and application thereof |
| CN116426278A (en) * | 2023-02-20 | 2023-07-14 | 郑州大学 | Method for preparing full-color carbon dots on large scale under normal temperature and normal pressure |
| CN116814254A (en) * | 2023-02-16 | 2023-09-29 | 电子科技大学长三角研究院(湖州) | Rare earth-free lead-free halide double perovskite-based double-component fluorescent powder and preparation method and application thereof |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114591737A (en) * | 2022-03-16 | 2022-06-07 | 北京化工大学 | Multicolor fluorescent carbon dots, and preparation method and application thereof |
| CN114591737B (en) * | 2022-03-16 | 2023-12-01 | 北京化工大学 | Multicolor fluorescent carbon dot, preparation method and application thereof |
| CN116814254A (en) * | 2023-02-16 | 2023-09-29 | 电子科技大学长三角研究院(湖州) | Rare earth-free lead-free halide double perovskite-based double-component fluorescent powder and preparation method and application thereof |
| CN116426278A (en) * | 2023-02-20 | 2023-07-14 | 郑州大学 | Method for preparing full-color carbon dots on large scale under normal temperature and normal pressure |
| CN116426278B (en) * | 2023-02-20 | 2024-04-09 | 郑州大学 | Method for preparing full-color carbon dots on large scale under normal temperature and normal pressure |
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