CN105801853B - A kind of preparation method based on polyethyleneimine synthesis fluorescent polymer nanoparticle - Google Patents
A kind of preparation method based on polyethyleneimine synthesis fluorescent polymer nanoparticle Download PDFInfo
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- CN105801853B CN105801853B CN201610219310.1A CN201610219310A CN105801853B CN 105801853 B CN105801853 B CN 105801853B CN 201610219310 A CN201610219310 A CN 201610219310A CN 105801853 B CN105801853 B CN 105801853B
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Abstract
The invention discloses based on polyethyleneimine synthesis fluorescent polymer nanoparticle preparation method, the preparation method through the following steps that realize：Solution is respectively prepared in polyethyleneimine and ascorbic acid, mixes, fluorescent polymer nanoparticle is made through acylation reaction one-step synthesis.Fluorescence nano grain preparation method provided by the present invention is simple, easy to operate.The fluorescent polymer nanoparticle has good water solubility, has hyperfluorescence, excellent stability in 350 ~ 370 nm, and has largely for the active group of modification, and available for micro-imaging, the fields such as bioprobe and identification have a good application prospect.
Description
Technical field
The invention belongs to field of nanometer material technology, and in particular to one kind synthesizes fluorescent polymer nanoparticle based on polyethyleneimine
Preparation method.
Background technology
Polyethyleneimine（Polyethyleneimine, PEI）It is a kind of water-soluble high-density cation high molecular polymerization
Object, the liquid of colourless or faint yellow sticky shape, has hygroscopicity, water, ethyl alcohol is dissolved in, insoluble in benzene.With good water-soluble, high
Cationic, high response and good gene are transfecting.In the prior art, the fluorescence nano material synthesized using polyethyleneimine
Material, synthesis step is complicated and often containing noble metal, heavy metal etc., such as gold, silver, sulphur, cadmium, zinc etc., so that is prepared is glimmering
The related synthetic substrate of light nano material is expensive, the feature of environmental protection is poor, poor biocompatibility.The molecular structural formula of polyethyleneimine is such as
Under：
Therefore find a kind of synthetic method of more simple economy and solve containing toxic to organism to have in existing material
Harmful noble metal, heavy metal etc. become urgent problem to be solved.At present, there has been no synthesize fluorescent polymer with polyethyleneimine
The relevant report of nanoparticle.
The content of the invention
For the problems such as fluorescent material building-up process existing in the prior art is cumbersome, the of high cost and feature of environmental protection is poor, the present invention
A kind of preparation method based on polyethyleneimine synthesis fluorescent polymer nanoparticle is provided, this method is directly with polyethyleneimine
Fluorescent polymer nanoparticle is made through acylation reaction one-step synthesis for matrix and ascorbic acid.
The used to achieve these goals technical solution of the present invention is：
The present invention provides a kind of preparation method based on polyethyleneimine synthesis fluorescent polymer nanoparticle, including following
Step：
（1）Ultra-pure water will be added in polyethyleneimine, concussion is uniformly mixed and is configured to solution A；
（2）Ultra-pure water will be added in ascorbic acid, concussion is uniformly mixed and is configured to B solution；
（3）Solution A and B solution are mixed, ultra-pure water is then added in, obtains mixed solution, mixed solution concussion mixing is equal
Up to fluorescent polymer nanoparticle after even.
Further, step（1）In, the concentration of polyethyleneimine is 0.3523g/mL in the solution A.
Further, step（2）In, the concentration of ascorbic acid is 0.17615g/mL in the B solution.
The preferred weight average molecular weight of polyethyleneimine used in the present invention is 600,1300,1800,2000,10000,
25000、70000、750000。
Fluorescent polymer nanoparticle prepared by the present invention, when polyethyleneimine weight average molecular weight for 600,1300,1800,
When 2000, the fluorescent polymer nanoparticle of preparation is solution；When polyethyleneimine weight average molecular weight for 10000,25000,
70000th, 750000, polyethyleneimine is 6-8 with the mass ratio of ascorbic acid:When 1, the fluorescent polymer nanoparticle of preparation is solidifying
Glue, less than in mass ratio 6:It is still fluorescent polymer nanoparticle solution when 1.
Further, step（3）In, 100 μ LB solution are contained in the every 500 μ L of mixed solution, 25 ~ 400 μ LA are molten
Liquid, surplus are ultra-pure water.
The present invention is in room temperature in whole operation process prepared by fluorescent polymer nanoparticle solution（20℃）Lower completion
's.
The present invention is directly made using polyethyleneimine as matrix with ascorbic acid through acylation reaction one-step synthesis, has and closes
Into process it is simple, nontoxic the advantages of.During the present invention prepares fluorescent polymer nanoparticle, when polyethyleneimine molecular weight
During more than 10000, the polymer nanoparticle gel with fluorescence can be directly prepared, is not required to add in other gelatinizing agents.Base
In the fluorescent polymer nanoparticle of polyethyleneimine synthesis there is excellent fluorescent characteristic and good stability, surface to have
Largely for the active group of modification.
Beneficial effects of the present invention：
（1）Preparation process of the present invention is simple, economical, nontoxic, can be with during fluorescent polymer nanoparticle is prepared
According to the difference of molecular weight, the state of required product is adjusted, when polyethyleneimine molecular weight is more than 10000, can directly be made
The standby polymer nanoparticle gel with fluorescence, gel phenomenon is not generated then when polyethyleneimine molecular weight is less than 10000,
Obtain the polymer nanoparticle solution with fluorescence.
（2）Fluorescence property is excellent, and the fluorescent polymer nanoparticle that the present invention obtains has glimmering by force in 350 ~ 370 nm wave bands
Photoemissive excellent optical property, maximum excitation are 360 nm, and water-soluble good.
（3）Stability is strong, and fluorescent polymer nanoparticle its fluorescence property stability time prepared by the present invention is at least two
A month.
（4）Fluorescent polymer nanoparticle prepared by the present invention is nontoxic, and with largely for the active group of modification
Group, available for micro-imaging, the fields such as bioprobe and identification.
Description of the drawings
Fig. 1 is the transmission electricity the present invention is based on the fluorescent polymer nanoparticle solution of 2000 polyethyleneimine of molecular weight synthesis
The microscopical photo of son.
Fig. 2 is that the present invention is based on the all-waves of the fluorescent polymer nanoparticle solution of 2000 polyethyleneimine of molecular weight synthesis
It is long.
Fig. 3 be the present invention is based on 2000 polyethyleneimine of molecular weight synthesis fluorescent polymer nanoparticle solution fluorescence with
Ultraviolet-visible absorption spectroscopy figure and the color under fluorescent lamp and ultraviolet lamp.
Fig. 4 be the present invention is based on 2000 polyethyleneimine of molecular weight synthesis fluorescent polymer nanoparticle solution concentration with
The relation of fluorescence intensity.
Fig. 5 is that the present invention is based on the fluorescent polymer nanoparticle solution and molecular weight of 2000 polyethyleneimine of molecular weight synthesis
The infrared spectrum of 2000 polyethyleneimine.
Fig. 6 is that the present invention is based on the fluorescent polymer nanoparticle solution of 2000 polyethyleneimine of molecular weight synthesis, not equalities of temperature
Spend the influence to its fluorescence intensity.
Fig. 7 is that the present invention is based on the fluorescence of the fluorescent polymer nanoparticle solution of 2000 polyethyleneimine of molecular weight synthesis is strong
Degree changes with time.
Fig. 8 is the solidifying of the polyethyleneimine synthesis of the invention under fluorescent lamp and ultra violet lamp based on different molecular weight
Glue.MPEI/MAASpecially M10000（8:1）、M25000（8:1）、M70000（7:1、8:1）、M750000（6:1、7:1、8:1）.
Specific embodiment：
It is specific embodiments of the present invention and with reference to attached drawing below, technical scheme is described further, but
Invention is not limited to these embodiments.
Embodiment 1
1.1 weigh 0.7046 g polyethyleneimines（Molecular weight 600）In 4 mL plastic centrifuge tubes, 2 mL are added in thereto
Ultra-pure water, concussion are uniformly mixed and are configured to solution A；
1.2 weigh 0.3523 g ascorbic acid in 4 mL plastic centrifuge tubes, add in 2 mL ultra-pure waters thereto, and concussion is mixed
Conjunction is uniformly configured to B solution；
1.3 take 100 μ L of B solution, add in 50 μ L of solution A thereto, then add 350 μ L ultra-pure waters, and concussion mixing is equal
It is even to get fluorescent polymer nanoparticle solution；
The grain size of fluorescent polymer nanoparticle prepared by the embodiment is 9.1 nm, and the time of 14d is needed to reach stable, is stablized
Phase is at least 3 months.
Embodiment 2
2.1 weigh 0.7046 g polyethyleneimines（Molecular weight 1300）In 4 mL plastic centrifuge tubes, 2 are added in thereto
ML ultra-pure waters, concussion are uniformly mixed and are configured to solution A；
2.2 weigh 0.3523 g ascorbic acid in 4 mL plastic centrifuge tubes, add in 2 mL ultra-pure waters thereto, and concussion is mixed
Conjunction is uniformly configured to B solution；
2.3 take 100 μ L of B solution, add in 100 μ L of solution A thereto, then add 300 μ L ultra-pure waters, concussion mixing
Uniformly to get fluorescent polymer nanoparticle solution；
The grain size of fluorescent polymer nanoparticle prepared by the embodiment is 9.2 nm, and the time of 13d is needed to reach stable, is stablized
Phase is at least 3 months.
Embodiment 3
3.1 weigh 0.7046 g polyethyleneimines（Molecular weight 1800）In 4 mL plastic centrifuge tubes, 2 are added in thereto
ML ultra-pure waters, concussion are uniformly mixed and are configured to solution A；
3.2 weigh 0.3523 g ascorbic acid in 4 mL plastic centrifuge tubes, add in 2 mL ultra-pure waters thereto, and concussion is mixed
Conjunction is uniformly configured to B solution；
3.3 take 100 μ L of B solution, add in 150 μ L of solution A thereto, then add 250 μ L ultra-pure waters, concussion mixing
Uniformly to get fluorescent polymer nanoparticle solution；
The grain size of fluorescent polymer nanoparticle prepared by the embodiment is 9.2 nm, and the time of 13d is needed to reach stable, is stablized
Phase is at least 3 months.
Embodiment 4
4.1 weigh 0.7046 g polyethyleneimines（Molecular weight 2000）In 4 mL plastic centrifuge tubes, 2 are added in thereto
ML ultra-pure waters, concussion are uniformly mixed and are configured to solution A；
4.2 weigh 0.3523 g ascorbic acid in 4 mL plastic centrifuge tubes, add in 2 mL ultra-pure waters thereto, and concussion is mixed
Conjunction is uniformly configured to B solution；
4.3 take 100 μ L of B solution, add in 200 μ L of solution A thereto, then add 200 μ L ultra-pure waters, concussion mixing
Uniformly to get fluorescent polymer nanoparticle solution；
The grain size of fluorescent polymer nanoparticle prepared by the embodiment is 9.1 nm, and the time of 14d is needed to reach stable, is stablized
Phase is at least 3 months.
When polyethyleneimine molecular weight is 600,1300,1800,2000, the quality of polyethyleneimine and ascorbic acid is added in
Than for 0.5 ~ 8:When 1, you can prepare fluorescent polymer nanoparticle solution.
Fluorescent polymer nanoparticle transmission electron microscope prepared by the embodiment（Tecnai G2 F20）It is characterized, is had
Body the result is shown in Figure 1, from figure 1 it appears that the fluorescent polymer nanoparticle prepared is spherical shape, particle radii are left for 9.2 nm
It is right.
Fig. 2 is the all-wave length of fluorescent polymer nanoparticle.Its excitation wavelength is in 360 nm or so, and launch wavelength is in 470 nm
Left and right, absworption peak appear in 270 nm.
Utilize sepectrophotofluorometer（Hitachi FL-7000）, ultraviolet-uisible spectrophotometer（Cary 300 Bio）To glimmering
Photopolymer nanoparticle is detected, and concrete outcome is shown in that Fig. 3, Fig. 3 are fluorescence with ultraviolet-visible absorption spectroscopy figure and in fluorescent lamp
With the color under ultraviolet lamp, it can be seen that the fluorescent polymer nanoparticle dilution of the invention obtained from the vignette in Fig. 3 and exist
It is light yellow under fluorescent lamp, is in the UV lamp blue-green.
There are linear characteristics with its fluorescence intensity within the specific limits for the concentration of fluorescent polymer nanoparticle.It can from Fig. 4
To find out, the fluorescence intensity range of linearity of fluorescent polymer nanoparticle solution is 1 ~ 7 μ L/mL.The present invention in view of easy to operate,
Concentration is 5 μ L/mL when characterizing the fluorescent characteristic of fluorescent polymer nanoparticle solution.
Utilize infrared spectrophotometer（WQF-520A）The fluorescent polymer nanoparticle of preparation is detected, concrete outcome
See Fig. 5, fluorescent polymer nanoparticle, infrared spectrogram extremely phase are synthesized for the polyethyleneimine based on different molecular weight
Seemingly, the only area of the strong and weak difference at peak.From figure 5 it can be seen that the fluorescence that the polyethyleneimine that molecular weight is 2000 synthesizes gathers
The infrared spectrogram of object nanoparticle is closed with the infrared spectrogram of the polyethyleneimine of molecular weight 2000 compared with, it is maximum change be
1650 cm-1There is the absworption peak of acyl group in place, illustrates the amino of polyethyleneimine and the carboxyacyl of ascorbic acid, obtains
Fluorescent polymer nanoparticle is arrived.
Embodiment 5
5.1 weigh 0.7046 g polyethyleneimines（Molecular weight 10000）In 4 mL plastic centrifuge tubes, 2 are added in thereto
ML ultra-pure waters, concussion are uniformly mixed and are configured to solution A；
5.2 weigh 0.3523 g ascorbic acid in 4 mL plastic centrifuge tubes, add in 2 mL ultra-pure waters thereto, and concussion is mixed
Conjunction is uniformly configured to B solution；
5.3 take 100 μ L of B solution, add in 400 μ L of solution A thereto, and concussion is uniformly mixed to get fluorescent polymer nanometer
Grain solution；
Fluorescent polymer nanoparticle gel prepared by the embodiment needs the time of 15d to reach stable, and stationary phase is at least 3
Month.
Embodiment 6
6.1 weigh 0.7046g polyethyleneimines（Molecular weight 25000）In 4mL plastic centrifuge tubes, 2 mL are added in thereto
Ultra-pure water, concussion are uniformly mixed and are configured to solution A；
6.2 weigh 0.3523g ascorbic acid in 4mL plastic centrifuge tubes, add in 2mL ultra-pure waters, concussion mixing thereto
Uniformly it is configured to B solution；
6.3 take 100 μ L of B solution, add in 400 μ L of solution A thereto, and concussion is uniformly mixed and is received to get fluorescent polymer
Grain of rice gel；
Fluorescent polymer nanoparticle gel prepared by the embodiment needs the time of 14d to reach stable, and stabilizer is at least 3
Month.
Embodiment 7
7.1 weigh 0.7046 g polyethyleneimines（Molecular weight 70000）In 4 mL plastic centrifuge tubes, 2 are added in thereto
ML ultra-pure waters, concussion are uniformly mixed and are configured to solution A；
7.2 weigh 0.3523 g ascorbic acid in 4 mL plastic centrifuge tubes, add in 2 mL ultra-pure waters thereto, and concussion is mixed
Conjunction is uniformly configured to B solution；
7.3 take 100 μ L of B solution, add in 350 μ L of solution A thereto, then add 50 μ L ultra-pure waters, and concussion mixing is equal
It is even to get fluorescent polymer nanoparticle gel；
Fluorescent polymer nanoparticle gel prepared by the embodiment needs the time of 15d to reach stable, and stationary phase is at least 3
Month.
Embodiment 8
8.1 weigh 0.7046 g polyethyleneimines（Molecular weight 750000）In 4 mL plastic centrifuge tubes, 2 are added in thereto
ML ultra-pure waters, concussion are uniformly mixed and are configured to solution A；
8.2 weigh 0.3523 g ascorbic acid in 4 mL plastic centrifuge tubes, add in 2 mL ultra-pure waters thereto, and concussion is mixed
Conjunction is uniformly configured to B solution；
8.3 take 100 μ L of B solution, add in 300 μ L of solution A thereto, then add 100 μ L ultra-pure waters, and concussion mixing is equal
It is even to get fluorescent polymer nanoparticle gel；
Fluorescent polymer nanoparticle gel prepared by the embodiment needs the time of 12d to reach stable, and stationary phase is at least 3
Month.
When polyethyleneimine molecular weight is 10000,25000,70000,750000, MPEI/MAAFor M10000（8:1）、
M25000（8:1）、M70000（7:1、8:1）、M750000（6:1、7:1、8:1）When, you can fluorescent polymer nanoparticle gel is prepared,
And work as MPEI/MAADuring less than aforementioned proportion, fluorescent polymer nanoparticle solution is still prepared.
Effect test
1st, completion will be prepared and fluorescence property is in the fluorescence that the stable polyethyleneimine based on molecular weight 2000 synthesizes
Polymer nanoparticle solution is placed in 30 min in the water-bath of different temperatures, surveys its fluorescence intensity respectively, and concrete outcome is shown in Fig. 6.From
In Fig. 6 as can be seen that when heating the identical time under the water bath of different temperatures, as bath temperature raises, prepare
It completes and fluorescence intensity of the fluorescence property in stable fluorescent polymer nanoparticle solution will continuously decrease, show that the present invention obtains
The fluorescent polymer nanoparticle obtained is not suitable for applying at a higher temperature.
2nd, stability test：Fluorescent polymer nanoparticle prepared by embodiment 4 is observed its fluorescence to change with time pass
System, concrete outcome are shown in Fig. 7, as can be seen that its 13d can reach stabilization from Fig. 7 and Fig. 7 illustrations, and stationary phase is long, up to 3
A month or more.
The 3rd, the polyethyleneimine of different molecular weight is added in the polymerization with fluorescence prepared after a certain amount of ascorbic acid
Object nanoparticle gel irradiates under fluorescent lamp and ultraviolet lamp, and gel images are shown in Fig. 8, as can be seen from Figure 8, the polymer of preparation
Nanoparticle gel fluorescent effect is good.
Though the present invention is described in detail using above-mentioned specific embodiment, it is to be understood that this field
Technical staff can also carry out various improvement and change, and they also should be such as the model for the present invention that claims limit
Within enclosing.
Claims (3)
1. a kind of preparation method based on polyethyleneimine synthesis fluorescent polymer nanoparticle, which is characterized in that including following step
Suddenly：
（1）Ultra-pure water will be added in polyethyleneimine, concussion is uniformly mixed and is configured to solution A；
The concentration of polyethyleneimine is 0.3523g/mL in the solution A；
（2）Ultra-pure water will be added in ascorbic acid, concussion is uniformly mixed and is configured to B solution；
The concentration of ascorbic acid is 0.17615g/mL in the B solution；
（3）Solution A and B solution are mixed, ultra-pure water is then added in, obtains mixed solution, by mixed solution concussion after mixing
Up to fluorescent polymer nanoparticle；
Containing 100 μ L B solutions in the every 500 μ L of mixed solution, 25 ~ 400 μ LA solution, surplus is ultra-pure water；
Whole operation process prepared by above-mentioned fluorescent polymer nanoparticle solution is completed at 20 DEG C.
2. preparation method according to claim 1, which is characterized in that the weight average molecular weight of the polyethyleneimine for 600,
1300、1800、2000、10000、25000、70000、750000。
3. preparation method according to claim 2, which is characterized in that the weight average molecular weight of the polyethyleneimine for 600,
1300th, 1800,2000 when, the fluorescent polymer nanoparticle of preparation is solution；The weight average molecular weight of the polyethyleneimine is
10000th, 25000,70000,750000 when, polyethyleneimine with ascorbic acid mass ratio be 6-8:When 1, the fluorescence of preparation gathers
It is gel to close object nanoparticle, less than mass ratio 6:It is still fluorescent polymer nanoparticle solution when 1.
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| CN101261228A (en) * | 2008-04-16 | 2008-09-10 | 厦门大学 | Copper ion fluorescent detecting probe and method for making same and purpose |
| CN104745194A (en) * | 2015-03-24 | 2015-07-01 | 南昌大学 | Preparation method of quantum dot@Cu nano-cluster ratiometric fluorescent sensor and application thereof in Cu<2+> detection |
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| CN101261228A (en) * | 2008-04-16 | 2008-09-10 | 厦门大学 | Copper ion fluorescent detecting probe and method for making same and purpose |
| CN104745194A (en) * | 2015-03-24 | 2015-07-01 | 南昌大学 | Preparation method of quantum dot@Cu nano-cluster ratiometric fluorescent sensor and application thereof in Cu<2+> detection |
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