CN104227013B - N-acetyl-L-cysteine-gold nano cluster fluorescent material and preparation method thereof - Google Patents
N-acetyl-L-cysteine-gold nano cluster fluorescent material and preparation method thereof Download PDFInfo
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Abstract
The present invention is open a kind of<b>N-</b><b>Acetyl</b><b>-L-</b><b>Cysteine</b><b>-</b><b>Gold nano cluster fluorescent material and preparation method thereof</b>. It is synthetic gold nano cluster fluorescent material taking N-acetyl-L-cysteine as template original position, and N-acetyl-L-cysteine is as the formation of stabilizing agent and reducing agent control gold nano cluster. The present invention is a kind of preparation method of novel gold nano cluster fluorescent material, has the simple environmental protection of preparation, without the advantage of reducing agent. Does is by having strong red fluorescence, (maximum emission wavelength 650 to prepared gold nano cluster? nm), long fluorescence lifetime (765? ns), the feature such as high stability (time, light, salt and oxidation stability) and larger Stokes shift (~ 300nm).
Description
Technical field
The present invention relates to N-acetyl-L-cysteine-gold nano cluster fluorescent material and preparation method thereof, belong to nanometer skillArt field.
Background technology
In recent years, fluorescence metal nanocluster receives much concern as a kind of novel fluorescent nano material. Metal nano groupBunch refer under certain molecular layer protective effect, by several molecular level aggregations that form to a hundreds of metallic atom. Due toIts unique physics, electricity and optical property, metal nanometer cluster is at unimolecule photoelectricity, catalysis, bio-imaging and sensorField demonstrates application prospect widely. In all metal nanometer cluster materials, gold nano cluster (goldNanoclusters, AuNCs) because it has the advantage such as stable chemical nature and good biocompatibility, be current most studyA kind of metal nanometer cluster material. Compare with fluorescin with little molecular fluorescence dyestuff, AuNCs has water-soluble as fluorescence probeProperty good, the advantage such as specific area is large, surface is easy to modify, the strong and photoluminescent property of anti-light bleaching power is adjustable. Therefore, gold nanoCluster is expected to make up the deficiency of some poisonous little molecular fluorescence dyestuffs, even can replace the poor conventional fluorescent of some photostabilityProbe. The synthetic route of gold nano cluster fluorescent material is mainly divided into " from bottom to top " (bottom-up) and " from top to bottom "(top-down) two types. For the synthetic method of " from bottom to top ", gold ion (Au3+Or Au+) be reduced to gold atom, andRear accumulation forms certain cluster. In contrast, for the synthetic method of " from top to bottom ", gold nano cluster is suitable by usingWhen stabilizing agent go etching to produce compared with the atom on large golden nanometer particle surface.
The present invention, without adding under the condition of any other reducing agent, closes taking N-acetyl-L-cysteine as template original positionBecome gold nano cluster fluorescent material. N-acetyl-L-cysteine is as the formation of stabilizing agent and reducing agent control gold nano cluster.
Summary of the invention
The object of this invention is to provide a kind of N-acetyl-L-cysteine-gold nano cluster fluorescent material and without addingAdd under the condition of any other reducing agent the synthetic gold nano cluster fluorescent material taking N-acetyl-L-cysteine as template original positionMethod.
To achieve these goals, the present invention is by the following technical solutions:
The preparation method of the gold nano cluster fluorescent material of N-acetyl-L-cysteine protection of the present invention, its spyLevy is to be made up of following reactions steps: the N-acetyl-L-cysteine solution and the concentration that are 0.02 ~ 0.18mol/L by concentrationThe sodium hydroxide solution that is 0.1 ~ 0.8mol/L joins in the chlorauric acid solution that concentration is 0.01 ~ 0.1g/L, mixes, and is placed in20 ~ 70 ° of C constant temperature water baths react 0 ~ 3.5 hour, and reaction finishes the rear bag filter that is 3500 with molecular cut off reactant liquor is carried outDialysis purification process, obtains the gold nano cluster fluorescent material aqueous solution, after the freeze drying of the gold nano cluster fluorescent material aqueous solutionCan obtain gold nano cluster fluorescent material powder.
The present invention does not add any other reducing agent, and N-acetyl-L-cysteine is as stabilizing agent and reducing agent control goldThe formation of nanocluster.
The volume ratio of described chlorauric acid solution, N-acetyl-L-cysteine solution and sodium hydroxide solution is 2:20:3, threePerson's cumulative volume is 5mL.
The concentration of step chlorauric acid solution used is that 0.02g/L, volume are 0.4mL, and N-acetyl-L-cysteine is moltenThe concentration of liquid and sodium hydroxide solution and volume are preferably 0.08mol/L, 4mL and 0.5mol/L, 0.6mL, reaction timeBe preferably 2.5 hours, reaction temperature is 37 ° of C.
The gold nano cluster aqueous solution prepared by the present invention is colourless, and ultraviolet-visible spectrum is without obvious absorption peaks, at uviol lampIrradiate the strong red fluorescence of lower generation, maximum excitation wavelength and emission wavelength are respectively 355nm and 650nm, quantum yieldBe 1.1%, fluorescence lifetime is 765ns.
The gold nano cluster aqueous solution is placed in 4 DEG C of dark places and preserves after one month, and relative intensity of fluorescence remains on more than 90%.
The gold nano cluster aqueous solution was placed under uviol lamp Continuous irradiation after one hour, relative intensity of fluorescence remain on 90% withOn.
The gold nano cluster aqueous solution is placed in 2mol/L sodium chloride solution and hatches after 30 minutes, and relative intensity of fluorescence keepsMore than 95%.
The gold nano cluster aqueous solution is placed in 2mol/L hydrogenperoxide steam generator and hatches after 30 minutes, and relative intensity of fluorescence is protectedBe held in more than 95%.
The preparation of the concrete gold nano cluster fluorescent material of the present invention: the equal warp of all glasswares using in following processCross chloroazotic acid and soak, and thoroughly clean with distilled water, dry. The preparation method of gold nano cluster fluorescent material is as follows: by 0.6mLConcentration is that the sodium hydroxide solution of 0.5mol/L and chlorauric acid solution that 0.4mL concentration is 0.02g/L join 4mL concentrationIn N-acetyl-L-cysteine solution for 0.08mol/L, mix, be placed in 37 ° of C constant temperature water baths and react 2.5 hours, anti-Answer liquid to be become colorless by light yellow. Reaction finishes the rear bag filter that is 3500 with molecular weight to the reactant liquor purifying place that dialysesReason.
Advantage of the present invention:
(1) the present invention is under the condition without any other reducing agent of interpolation, taking N-acetyl-L-cysteine as template original positionSynthetic gold nano cluster fluorescent material. Preparation method's environmental protection, simple and efficient to handle, favorable reproducibility.
(2) the prepared gold nano cluster of the present invention has strong red fluorescence (maximum emission wavelength is 650nm),Long fluorescence lifetime (765ns), high stability (time, light, salt and oxidation stability) and larger Stokes shift (~ 300The feature such as nm).
Brief description of the drawings
Fig. 1 is the gold nano cluster fluorescent nano material outside drawing of (B) under visible ray (A) and uviol lamp respectively.
Fig. 2 is the uv-visible absorption spectra figure of gold nano cluster fluorescent nano material.
Fig. 3 is the fluorescence spectrum figure of gold nano cluster fluorescent nano material.
Fig. 4 is the affect figure of N-acetyl-L-cysteine concentration on gold nano cluster fluorescence intensity.
Fig. 5 is the affect figure of naoh concentration on gold nano cluster fluorescence intensity.
Fig. 6 is the affect figure of reaction time on gold nano cluster fluorescence intensity.
Fig. 7 is the transmission electron microscope picture of gold nano cluster fluorescent nano material.
Fig. 8 is the SEAD figure of gold nano cluster fluorescent nano material.
Fig. 9 is the energy dispersive X-ray energy spectrum figure of gold nano cluster fluorescent nano material.
Figure 10 is the fluorescence lifetime figure of gold nano cluster fluorescent nano material.
Figure 11 is the x-ray photoelectron energy spectrogram of gold nano cluster fluorescent nano material. In figure: A is golden 4f figure, and B isThe 2p figure of sulphur.
Figure 12 is the infrared absorpting light spectra of gold nano cluster fluorescent nano material. In figure: A is gold nano cluster, B is N-Acetyl-Cys.
Figure 13 is the time stability figure of gold nano cluster.
Figure 14 is the photostability figure of gold nano cluster.
Figure 15 is the salt-stable figure of gold nano cluster.
Figure 16 is the oxidation stability figure of gold nano cluster.
Figure 17 is the emitted luminescence intensity value (F of gold nano cluster solution650) and pH between linear relationship chart.
Detailed description of the invention
Example 1:
The gold chloride that the sodium hydroxide solution that is 0.5mol/L by 0.6mL concentration and 0.4mL concentration are 0.02g/L is moltenLiquid joins in the N-acetyl-L-cysteine solution that 4mL concentration is 0.08mol/L, mixes, and is placed in 37 ° of C waters bath with thermostatic controlIn groove, react 2.5 hours. The bag filter that the reactant liquor molecular cut off of reaction after finishing is 3500 purification process of dialysing.Under the gold nano cluster solution visible ray obtaining, be colourless (seeing the A in Fig. 1), under ultra violet lamp, produce strong redness glimmeringLight (seeing the B in Fig. 1), ultraviolet-visible spectrum is without obvious absorption peaks (see figure 2), and maximum excitation wavelength and emission wavelength are respectively355nm and 650nm(are shown in Fig. 3), quantum yield is 1.1%.
Example 2:
The gold chloride that the sodium hydroxide solution that is 0.5mol/L by 0.6mL concentration and 0.4mL concentration are 0.02g/L is moltenLiquid joins in the N-acetyl-L-cysteine solution (0.02 ~ 0.18mol/L) of 4mL variable concentrations, mixes, and is placed in 37 ° of CIn constant temperature water bath, react 2.5 hours. Reaction finishes reactant liquor to be dialysed with the bag filter that molecular cut off is 3500 afterwardsPurification process. As shown in Figure 4, solution is at the fluorescence intensity level (F at 650nm place650) dense at N-acetyl-L-cysteine solutionWhile spending for 0.08mol/L, reach maximum.
Example 3:
Be 0.02g/L by the sodium hydroxide solution of 0.6mL variable concentrations (0.1 ~ 0.8mol/L) and 0.4mL concentrationChlorauric acid solution joins in the N-acetyl-L-cysteine solution that 4mL concentration is 0.08mol/L, mixes, and is placed in 37 ° of CIn constant temperature water bath, react 2.5 hours. Reaction finishes reactant liquor to be dialysed with the bag filter that molecular cut off is 3500 afterwardsPurification process. As shown in Figure 5, solution is at the fluorescence intensity level (F at 650nm place650) be 0.5 at concentration of sodium hydroxide solutionWhen mol/L, reach maximum.
Example 4:
The gold chloride that the sodium hydroxide solution that is 0.5mol/L by 0.6mL concentration and 0.4mL concentration are 0.02g/L is moltenLiquid joins in the N-acetyl-L-cysteine solution that 4mL concentration is 0.08mol/L, mixes, and is placed in 37 ° of C waters bath with thermostatic controlIn groove, react 0 ~ 3.5 hour. Reaction finishes the rear bag filter that is 3500 with molecular cut off to the reactant liquor purifying place that dialysesReason. As shown in Figure 6, solution is at the fluorescence intensity level (F at 650nm place650) in the time that being 2.5 hours, reaches maximum in the reaction time.
Example 5:
The gold chloride that the sodium hydroxide solution that is 0.5mol/L by 0.6mL concentration and 0.4mL concentration are 0.02g/L is moltenLiquid joins in the N-acetyl-L-cysteine solution that 4mL concentration is 0.08mol/L, mixes, and is placed in 37 ° of C waters bath with thermostatic controlIn groove, react 2.5 hours. Reaction finishes the rear bag filter that is 3500 with molecular cut off to the reactant liquor purification process of dialysing.Gained solution is dripped and is coated on copper mesh. Transmission electron microscope analysis (see figure 7) shows that the particle diameter of gold nano cluster is about 2.4nm. EnergyScattered x-ray energy spectrum analysis (see figure 8) shows that product contains gold. Selected area electron diffraction analysis (see figure 9) shows the Jenner of preparationRice cluster is polycrystalline.
Example 6:
The gold chloride that the sodium hydroxide solution that is 0.5mol/L by 0.6mL concentration and 0.4mL concentration are 0.02g/L is moltenLiquid joins in the N-acetyl-L-cysteine solution that 4mL concentration is 0.08mol/L, mixes, and is placed in 37 ° of C waters bath with thermostatic controlIn groove, react 2.5 hours. Reaction finishes the rear bag filter that is 3500 with molecular cut off to the reactant liquor purification process of dialysing.The solution of gained is carried out to fluorescence lifetime mensuration, and the fluorescence lifetime value that records gold nano cluster is that 765nm(is shown in Figure 10).
Example 7:
The gold chloride that the sodium hydroxide solution that is 0.5mol/L by 0.6mL concentration and 0.4mL concentration are 0.02g/L is moltenLiquid joins in the N-acetyl-L-cysteine solution that 4mL concentration is 0.08mol/L, mixes, and is placed in 37 ° of C waters bath with thermostatic controlIn groove, react 2.5 hours. Reaction finishes the rear bag filter that is 3500 with molecular cut off to the reactant liquor purification process of dialysing.To after the freeze drying of gained solution, obtain powder, get gained powder and carry out x-ray photoelectron power spectrum mensuration, at 84.5eV and88.3eV place goes out the 4f peak of cash, occurs that the 2p peak of sulphur (is shown in that the A in Figure 11 is golden 4f at 162.9eV and 164.0eV placeFigure, the 2p figure that B is sulphur).
Example 8:
The gold chloride that the sodium hydroxide solution that is 0.5mol/L by 0.6mL concentration and 0.4mL concentration are 0.02g/L is moltenLiquid joins in the N-acetyl-L-cysteine solution that 4mL concentration is 0.08mol/L, mixes, and is placed in 37 ° of C waters bath with thermostatic controlIn groove, react 2.5 hours. Reaction finishes the rear bag filter that is 3500 with molecular cut off to the reactant liquor purification process of dialysing.To after the freeze drying of gained solution, obtain powder, get gained powder and carry out infrared absorption spectrometry, 2547cm-1S-H resonanceAbsorb and be obviously suppressed, show that N-acetyl-L-cysteine molecule and gold atom are closed and (seen the A in Figure 12 by Au-S bondFor gold nano cluster, B is N-acetyl-L-cysteine).
Example 9:
The gold chloride that the sodium hydroxide solution that is 0.5mol/L by 0.6mL concentration and 0.4mL concentration are 0.02g/L is moltenLiquid joins in the N-acetyl-L-cysteine solution that 4mL concentration is 0.08mol/L, mixes, and is placed in 37 ° of C waters bath with thermostatic controlIn groove, react 2.5 hours. Reaction finishes the rear bag filter that is 3500 with molecular cut off to the reactant liquor purification process of dialysing.Gained solution is placed in to 4 DEG C of dark places and preserves after one month, the relative intensity of fluorescence of gold nano cluster is 90.8%(Figure 13).
Example 10:
The gold chloride that the sodium hydroxide solution that is 0.5mol/L by 0.6mL concentration and 0.4mL concentration are 0.02g/L is moltenLiquid joins in the N-acetyl-L-cysteine solution that 4mL concentration is 0.08mol/L, mixes, and is placed in 37 ° of C waters bath with thermostatic controlIn groove, react 2.5 hours. Reaction finishes the rear bag filter that is 3500 with molecular cut off to the reactant liquor purification process of dialysing.Gained solution is placed in under uviol lamp, Continuous irradiation is after one hour, the relative intensity of fluorescence of gold nano cluster is 91%(Figure 14).
Example 11:
The gold chloride that the sodium hydroxide solution that is 0.5mol/L by 0.6mL concentration and 0.4mL concentration are 0.02g/L is moltenLiquid joins in the N-acetyl-L-cysteine solution that 4mL concentration is 0.08mol/L, mixes, and is placed in 37 ° of C waters bath with thermostatic controlIn groove, react 2.5 hours. Reaction finishes the rear bag filter that is 3500 with molecular cut off to the reactant liquor purification process of dialysing.Gained solution is placed in to 2mol/L sodium chloride solution and hatches after 30 minutes, the relative intensity of fluorescence of gold nano cluster is 97.5%(Figure 15).
Example 12:
The gold chloride that the sodium hydroxide solution that is 0.5mol/L by 0.6mL concentration and 0.4mL concentration are 0.02g/L is moltenLiquid joins in the N-acetyl-L-cysteine solution that 4mL concentration is 0.08mol/L, mixes, and is placed in 37 ° of C waters bath with thermostatic controlIn groove, react 2.5 hours. Reaction finishes the rear bag filter that is 3500 with molecular cut off to the reactant liquor purification process of dialysing.Gained solution is placed in to 2mol/L hydrogenperoxide steam generator and hatches after 30 minutes, the relative intensity of fluorescence of gold nano cluster is99.9%(Figure 16).
Example 13:
In the gold nano cluster making at 0.2 milliliter of embodiment 1, add the phosphoric acid of 0.2 milliliter of different pH value (6.05 ~ 6.4)In salt buffer (20mmol/L), 25 ° of C react 10 minutes, measure solution emitted luminescence intensity value F650. As shown in figure 17, existF within the scope of 6.05 ~ 6.4pH value650Linear with pH, linear equation is F=17.53-2.73pH, r=0.998. RightThe relative standard deviation of the solution parallel determination 6 times of pH=6.1 is 2.3%. As can be seen here, the present invention can be for measuring pH value of solutionValue.
Claims (8)
1. a preparation method for the gold nano cluster fluorescent material of N-acetyl-L-cysteine protection, it is characterized in that by belowReactions steps is made: the N-acetyl-L-cysteine solution that is 0.02 ~ 0.18mol/L by concentration and concentration are 0.1 ~ 0.8The sodium hydroxide solution of mol/L joins in the chlorauric acid solution that concentration is 0.01 ~ 0.1g/L, mixes, and is placed in 20 ~ 70 ° of C waterBathe isothermal reaction 0 ~ 3.5 hour, reaction finishes the rear bag filter that is 3500 with molecular cut off to the reactant liquor purifying of dialysingProcess, obtain the gold nano cluster fluorescent material aqueous solution, after the freeze drying of the gold nano cluster fluorescent material aqueous solution, obtain JennerRice cluster fluorescent material powder; The volume ratio of described chlorauric acid solution, N-acetyl-L-cysteine solution and sodium hydroxide solutionFor 2:20:3, three's cumulative volume is 5mL.
2. the preparation method of the gold nano cluster fluorescent material of N-acetyl-L-cysteine protection according to claim 1,It is characterized in that not adding any other reducing agent, N-acetyl-L-cysteine is as stabilizing agent and reducing agent control gold nano groupBunch formation.
3. the preparation side of the gold nano cluster fluorescent material of N-acetyl-L-cysteine protection according to claim 1 and 2Method, the concentration that it is characterized in that chlorauric acid solution used is that 0.02g/L, volume are 0.4mL, N-acetyl-L-cysteine is moltenThe concentration of liquid and sodium hydroxide solution and volume are respectively 0.08mol/L, 4mL and 0.5mol/L, 0.6mL, reaction timeBe 2.5 hours, reaction temperature is 37 ° of C.
4. a gold nano cluster for the N-acetyl-L-cysteine protection that the arbitrary described method of claim 1-3 makes, itsFeature is that the gold nano cluster aqueous solution of N-acetyl-L-cysteine protection is colourless, and ultraviolet-visible spectrum is without obvious absorptionPeak produces strong red fluorescence under ultra violet lamp, and maximum excitation wavelength and emission wavelength are respectively 355nm and 650Nm, quantum yield is 1.1%, fluorescence lifetime is 765ns.
5. the gold nano cluster of N-acetyl-L-cysteine protection according to claim 4, is characterized in that N-acetyl-L-The gold nano cluster aqueous solution of cysteine protection is placed in 4 DEG C of dark places and preserves after one month, and relative intensity of fluorescence remains on 90%Above.
6. the gold nano cluster of N-acetyl-L-cysteine protection according to claim 4, is characterized in that N-acetyl-L-The gold nano cluster aqueous solution of cysteine protection is placed in that under uviol lamp, Continuous irradiation is after one hour, and relative intensity of fluorescence remains onMore than 90%.
7. the gold nano cluster of N-acetyl-L-cysteine protection according to claim 4, is characterized in that N-acetyl-L-The gold nano cluster aqueous solution of cysteine protection is placed in 2mol/L sodium chloride solution and hatches after 30 minutes, and relative fluorescence is strongDegree remains on more than 95%.
8. according to the gold nano cluster of the N-acetyl-L-cysteine protection described in claim 4 or 5 or 6 or 7, it is characterized in thatThe gold nano cluster aqueous solution of N-acetyl-L-cysteine protection is placed in 2mol/L hydrogenperoxide steam generator and hatches after 30 minutes,Relative intensity of fluorescence remains on more than 95%.
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