CN110257050A - A kind of nitrogen sulphur codope carbon nano-particles and the application in the detection of 2,4,6- trinitrophenol - Google Patents
A kind of nitrogen sulphur codope carbon nano-particles and the application in the detection of 2,4,6- trinitrophenol Download PDFInfo
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Abstract
The invention discloses a kind of nitrogen sulphur codope carbon nano-particles and 2, application in the detection of 4,6- trinitrophenols, using oleic acid as reaction media, L-cysteine and monohydrate potassium are raw material, having synthesized one kind by solvent thermal process can be used for the nitrogen sulphur codope carbon nano-particles of 2,4,6- trinitrophenols detection, it is with excellent sensitivity and efficient selectivity, be 2,4,6- trinitrophenols detection provide it is a kind of it is convenient, quickly detect approach.
Description
Technical field
The present invention relates to 2,4,6- trinitrophenol detection fields, and in particular to a kind of nitrogen sulphur codope carbon nano-particles and
Application in the detection of 2,4,6- trinitrophenol.
Background technique
Homeland Security, Military Application and mining site exploitation on, the detection of chemical explosive have become face instantly it is urgent
Problem.Analysis in recent years shows to can be used for detecting explosive there are many method, such as infrared and Raman spectrum, mass spectrum,
Solid phase microextraction, x-ray imaging technology, Surface enhanced Raman spectroscopy, ion mobility spectrometry and pulse be fast/thermal neutron analysis etc..With
The above method compares, and fluorescence detection is since instrumentation is simple, detection becomes very popular, at low cost, quick and Gao Ling
Sensitivity.Up to the present, the sensitivity that fluorescence method has been found to Nitro-aromatic Compounds in Different is very high.Due to nitro-aromatic
Electron deficient, electron rich fluorescent material can form non-fluorescence pi accumulation complex or form complex compound with nitro-aromatic.
Currently, many study the selective enumeration method for all concentrating on 2,4,6- trinitrophenols (TNP).TNP is a kind of important
Aromatic compound, be usually used in industrial, civilian, military explosive, it explosive is than other explosives with more explosivity, equivalent
It is equivalent to the 105% of TNT.In addition, TNP is poor due to toxicity and biological degradability, it has also become a kind of important environmental contaminants, with
The health problem of the mankind is closely bound up, when people's sucking, taking in or contacting it, can generate such as skin irritatin, anaemia, liver function
Abnormal and damage respirator official rank health problem.Due to above-mentioned harm, the detection of TNP seems particularly significant, according to document, TNP
It can be quenched the transmitting of many fluorescent molecules, such as organic molecule, conjugated polymer, metal complex and metal organic frame etc.,
But fluorescent molecule tends to quench a variety of nitro-aromatics simultaneously, when especially trinitrotoluene (TNT) and TNP occur simultaneously,
Because they all have extremely strong electrophilicity, cope with TNT and TNP simultaneously occur when selectivity, individually detect
TNP is still a challenge.
Summary of the invention
To solve the above problems, the present invention provides a kind of nitrogen sulphur codope carbon nano-particles and in 2,4,6- trinitrobenzens
Application in phenol detection.
To achieve the above object, the technical scheme adopted by the invention is as follows:
A kind of nitrogen sulphur codope carbon nano-particles are prepared by the following method gained: using oleic acid as reaction media, L-cysteine
Specifically comprised the following steps: for raw material by solvent thermal process one-step synthesis with monohydrate potassium
It willLCystine and monohydrate potassium 1:1 in mass ratio are mixed in 150 mL three-neck flasks, and 40 mL oleic acid are added,
30 min are reacted with 1200 r/min magnetic agitations at 220 DEG C and sufficiently wash the product of precipitation with n-hexane after cooling, are used
Ultrapure water dissolution prepares and with 8000 rpm/min high speed centrifugation, 10 min, by supernatant be dried in vacuo to get.
Through applicants have found that, TNP can quench the nitrogen sulphur codope carbon nano-particles (NS-CNPs) significantly
Fluorescence and with excellent sensitivity and efficient selectivity, therefore, above-mentioned nitrogen sulphur codope carbon nano-particles can be used for water
The detection of TNP in sample, the detection limit can achieve 47.0 nm under water phase.
For the present invention using oleic acid as reaction media, L-cysteine and monohydrate potassium are raw material, pass through solvent thermal process
Having synthesized one kind can be used for the nitrogen sulphur codope carbon nano-particles of 2,4,6- trinitrophenols detection, with excellent sensitivity
With efficient selectivity, for 2,4,6- trinitrophenols detection provide it is a kind of it is convenient, quickly detect approach.
Detailed description of the invention
The TEM that Fig. 1 is NS-CNPs in the embodiment of the present invention schemes (A), XRD diagram (B) and IR spectrogram (C).
The x-ray photoelectron spectroscopy characterization that Fig. 2 is NS-CNPs in the embodiment of the present invention:
In figure: (A) is composed entirely；(B) carbon is composed；(C) sulphur is composed；(D) nitrogen is composed.
Fig. 3 is the spectrogram of NS-CNPs in the embodiment of the present invention；
In figure: the UV-visible absorption spectrum and fluorescence spectra of (A) NS-CNPs (illustration be solution in fluorescent lamp (left side) and
Irradiation figure under 365 nm ultraviolet lamps (right side))；(B) excitation wavelength dependence fluorescence spectra
Fig. 4 is the influence schematic diagram of pH, time to NS-CNPs；
In figure: influence of (A) pH to NS-CNPs；(B) influence of the time to NS-CNPs.
Fig. 5 is interference schematic diagram of the different factors to NS-CNPs system and NS-CNPs-TNP system；
In figure: interference of (A) common ion to NS-CNPs system；(B) interference of the common ion to NS-CNPs-TNP system；
(C) interference of the different aromatic compounds to NS-CNPs and NS-CNPs-TNP system.
Fig. 6 is influence diagram of the TNP concentration to NS-CNPs fluorescence intensity.
Fig. 7 is TNP concentration to NS-CNPs Fluorescence Fluorescence quenching rate relational graph.
Specific embodiment
The present invention is described in detail combined with specific embodiments below.Following embodiment will be helpful to the technology of this field
Personnel further understand the present invention, but the invention is not limited in any way.It should be pointed out that the ordinary skill of this field
For personnel, without departing from the inventive concept of the premise, various modifications and improvements can be made.These belong to the present invention
Protection scope.
Embodiment
Reagent
LCystine (AR, Tianjin AlfaAesar Chemical Co., Ltd.)；(AR is purchased from western Gansu Province chemical industry share to ascorbic acid (AA)
Co., Ltd)；Oleic acid, n-hexane (AR is purchased from Xi Long chemical industry Shantou City up to Hao Fine Chemicals)；Quinine sulfate, reality
Testing with other reagents used in ultrapure water (18.2 М Ω cm) and the present embodiment is analytical reagents, and purity is all larger than
99 %
The preparation of NS-CNPs
The present embodiment prepares NS-CNPs using solvent-thermal method one-step synthesis.It willLCystine and monohydrate potassium are in mass ratio
1:1 is mixed in 150 mL three-neck flasks, and 40 mL oleic acid are added, with 1200 r/min magnetic agitations reaction 30 at 220 DEG C
min.After cooling, the product of precipitation is sufficiently washed with n-hexane, with ultrapure water dissolve prepare and with 8000 rpm/min high speed from
10 min of the heart, supernatant is dried in vacuo, spare.
The structure feature of NS-CNPs
Transmission electron microscope (TEM, Figure 1A) analysis shows, the nitrogen sulphur codope carbon nano-particles dispersion degree of synthesis is higher, the big portion of partial size
It is divided into 20-30 nm, high-resolution-ration transmission electric-lens (HRTEM) are analysis shows without apparent lattice.X-ray diffraction (XRD) spectrogram
(Fig. 1 B), which is shown at 25 °, a broad peak, further illustrates that the product of synthesis is unformed form.Infrared spectrogram (FT-
IR, Fig. 1 C) confirm the presence of these groups.3430 and 2850 cm-1The broad peak at place can belong to the flexible vibration of-OH He-NH
It is dynamic；1705 cm-1And 1646cm-1The high-intensitive peak at place can belong to the stretching vibration of C=O；1391cm-1With 1233 cm-1Place
Absorption peak can belong to the stretching vibration of C-N and C-O；1522 cm-1Spike is the vibration peak of thioester group C-S.Due to thioester substrate
The presence of group causes some vibration peaks all to be deviated.
In summary, we can see that similar dehydration polymerization has occurred with monohydrate potassium in L-cysteine in oleic acid medium
A large amount of carbonization occurs later for reaction, but surface remains more polar group such as hydroxyl, amino groups, and
It is preferably water-soluble to assign synthetic product.Temperature is higher, and carbonization is also more serious, water-soluble also poorer, if only with half Guang ammonia of L-
Sour will not obtain for forerunner's precursor reactant can produce fluorescence-causing substance, and same is only that reaction does not obtain fluorescence production yet with a water lemon
Object, so the substance for generating fluorescence is L-cysteine and the product that monohydrate potassium reacts jointly.
For the chemical composition of the product of more comprehensive analysis synthesis, X X-ray photoelectron spectroscopy X (XPS) is used to it
It is characterized.As shown in Figure 2 (A) shows, there are 4 main peaks in XPS is composed entirely, correspond respectively to S2p(170.9 eV)
C1s(296.9eV), N1s(408.9eV) and O1s(540.9 eV), show to contain C, N, S and O element in product.Its
Middle Fig. 2 (B) C1s spectrogram 2(B) 284.47,285.32,285.97 and 286.66 and 288.03 eV are decomposed into, it is right respectively
It should be in sp2C=C, C=O and N-C=N or sp3C-C, C-N, C-O and C-S key；Fig. 2 (C) S2p spectrum is decomposed into 2 peaks, point
C-S-C (163.53 eV) and S- (C) is not corresponded to3 (164.42 eV)；Fig. 2 (D) N1s spectral factorization illustrates depositing for three kinds of chemical bonds
: C-N-C(399.26 eV), N- (C)3(399.93 eV) and N-H(400.53eV).Elemental analysis result is further verified
The chemical composition of product, wherein carbon is 38.97%, and nitrogen accounts for 15.59%, and protium ratio is 6.7%, and remaining oxygen element accounts for
38.74%(is by weight).The result shows that contain a large amount of oxygen element and nitrogen in product, and oxygen-containing, nitrogen functional group's such as hydroxyl
Base, it is preferably water-soluble that amino then assigns product.
The optical property of NS-CNPs
In Fig. 3 (A), 345 cm-1The ultraviolet absorption peak at place is formed, the fluorescence of NS-CNPs due to surface electronic transition
Spectrum changes with the variation of excitation wavelength, has stable wavelength dependency.Maximum excitation wavelength is located at 340 nm, at this time
Its emission peak is at 425nm and fluorescence intensity is maximum, the transparent clarification in the sunlight of the aqueous solution of NS-CNPs, and in 365 nm
(Fig. 3 A, illustration) blue under ultraviolet light.Show that NS-CNPs has excitation wavelength dependence by Fig. 3 (B).Excitation wave
When length is from 280 to 350nm, emission peak is almost without being subjected to displacement, this shows that the partial size of carbon nano-particles is more uniform, and there are similar
Energy level.
Detection of the NS-CNPs to TNP
NS-CNPs is configured to certain density solution with ultrapure water.NS-CNPs solution is sequentially added in 10 mL colorimetric cylinders
With the 2 of various concentration, 4,6- trinitrophenol aqueous solutions after ultrapure water constant volume, measure fluorescence spectrum (excitation wavelength 340
Nm, scanning range are 350-650 nm).According to international pure and applied chemistry federation (IUPAC) regulation: detection limit is with dense
Spending (or quality) indicates, it is minimum to refer to that the minimum analysis signal L that can be reasonably detected by specific analytical procedure is acquired
Concentration (or quality).It can be calculated with following formula:
L=KSb/S
Wherein, it is proposed that the value of K value is 3.L represents the concentration limit or quality of the analysis method；SbRepresent blank sample
The standard deviation (absorbance) repeatedly measured；S represents the sensitivity (calibrating the slope of correction curve) of this method.Blank determination
Number must at least 20 times.
The reaction condition optimization of NS-CNPs-TNP system
In order to investigate influence of the pH to measurement result, take 100 μ l of NS-CNPs stock solution, then plus concentration be 50 μM TNP,
Dilute solution surveys its fluorescence intensity to scale, regulation system pH.It can be seen that from Fig. 4 (A), system is under different pH environment for body
System has a certain impact, and NS-CNPs is more stable in neutral system.Then in order to which search time is for NS-CNPs-TNP system
Whether have an impact, take 100 μ l of NS-CNPs stock solution, then plus concentration is 50 μM of TNP, and dilute solution to scale adjusts body
It is pH=7, measures the fluorescence intensity change of different time points, as shown in Fig. 4 B, as a result can illustrates to measure pushing away with the time
It moves, NS-CNPs-TNP system still keeps a relatively stable state, therefore solution needed for testing is without ready-to-use.
Interference of the different material to NS-CNPs-TNP system fluorescence intensity
In order to further study TNP to the selectivity of NS-CNPs, 100 μM of different nothings are added in NS-CNPs solution respectively
Machine ion and organic matter simultaneously scan fluorescence spectrum (wherein F at 340 nm of excitation wavelength0For initial fluorescent intensity, F is that certain is added
Fluorescence intensity measurements after substance), TNP is successively studied to NS-CNPs selectivity.From Fig. 5 (A) and (C) as can be seen that TNP pairs
The fluorescent quenching of NS-CNPs is obvious, and quenching rate is 95.53% and selective good, wherein ortho-methylnitrobenzene (DNT) and neighbour
Nitrotoleune (2,4-DNT) has certain effect to the fluorescence intensity of NS-CNPs.And other common ions are to the fluorescence of NS-CNPs
Intensity effect is smaller, illustrates that TNP is relatively good to the selectivity of NS-CNPs.And it is TNP to do NS-CNPs fluorescent quenching
Disturb experiment.As shown in Fig. 5 (B) and table 1,15 kinds of common coexisting ions and some organic matters are equal to TNP quenching NS-CNPs fluorescence
Large effect is not generated.The result shows that some coexisting ions common in natural water body interact to NS-CNPs and TNP
Influence it is smaller, illustrate that this method has selectivity good TNP content in measurement water, be disturbed influence it is lesser
Feature can effectively determine the actual content of TNP.
The influence of 1 interfering substance of table
| Interfering ion | Interfere concentration | Error (%) | Interfering ion | Interfere concentration | Error (%) |
| Cl- | 1 mM | -0.20 | Na+ | 500 μM | -0.20 |
| ClO3 - | 1 mM | 1.52 | Mg2+ | 500 μM | 1.27 |
| NO3 - | 1 mM | -0.04 | Ca2+ | 500 μM | 0.02 |
| H2PO4 - | 1 mM | -0.08 | Cu2+ | 100 μM | 0.69 |
| CO3 2- | 1 mM | 0.62 | F- | 1 mM | 2.28 |
| HPO4 2- | 1 mM | -0.41 | DHE | 100 μM | 1.34 |
| SO4 2- | 1 mM | -0.43 | PNT | 100 μM | -0.88 |
| NH4 + | 500 μM | -0.43 | TNT | 100 μM | -3.13 |
| Br - | 1 mM | 2.65 | DNT | 100 μM | 2.21 |
| Ba2+ | 500 μM | 1.28 | 2,4-DNT | 100 μM | 1.85 |
| AC- | 500 μM | 0.40 | MB | 100 μM | 1.11 |
Fluorescent quenching of the TNP to NS-CNPs
Fig. 6 shows that the fluorescence intensity of NS-CNPs gradually weakens with the increase of TNP concentration, when TNP concentration is greater than 50 μM, NS-
The fluorescence level of CNPs reaches complete quenching.Fig. 7 shows that the quenching degree of the fluorescence intensity of NS-CNPs and the concentration of TNP are presented
Good linear relationship, the range of linearity are 0-40 μM, R2=0.99301, and be limited to according to the detection that publicity calculates the method
0.043 μM, detection limit is lower than the pertinent literature (table 2) reported before this.
2 different probe of table measures the comparison of the detection limit of TNP
The detection of TNP in actual water sample
The recovery of standard addition (n=3) of TNP in 3 actual water sample of table
In order to further determine the feasibility of NS-CNPs detection TNP, using the TNP in 3 kinds of Standard Addition Method for Determination different water samples
Concentration.For water sample by simply filtering pretreatment, recovery of standard addition is the average value of 3 measurements before testing.By point in table 3
Analysis result can obtain, and after being separately added into 0.5,2.5 and 1.0 μM of TNP into water sample, recovery of standard addition range is respectively 102 ~
106%, 92.8 ~ 104% and 92.9 ~ 99.8%, relative standard deviation range is 1.8% ~ 3.8%, 2.8% ~ 4.3% and 5.2% ~ 6.3%,
Relative standard deviation is respectively less than 6.3%.It can be seen that the method recovery of standard addition is preferable, accuracy is preferable, for quantitative detection water body
TNP content in sample has certain application prospect.
Specific embodiments of the present invention are described above.It is to be appreciated that the invention is not limited to above-mentioned
Particular implementation, those skilled in the art can make a variety of changes or modify within the scope of the claims, this not shadow
Ring substantive content of the invention.In the absence of conflict, the feature in embodiments herein and embodiment can any phase
Mutually combination.
Claims (4)
1. a kind of nitrogen sulphur codope carbon nano-particles, it is characterised in that: be prepared by the following method gained:
Using oleic acid as reaction media, L-cysteine and monohydrate potassium are raw material, pass through solvent thermal process one-step synthesis.
2. nitrogen sulphur codope carbon nano-particles as described in claim 1, characterized by the following steps:
It willLCystine and monohydrate potassium 1:1 in mass ratio are mixed in 150 mL three-neck flasks, and 40 mL oleic acid are added,
30 min are reacted with 1200 r/min magnetic agitations at 220 DEG C and sufficiently wash the product of precipitation with n-hexane after cooling, are used
Ultrapure water dissolution prepares and with 8000 rpm/min high speed centrifugation, 10 min, by supernatant be dried in vacuo to get.
3. the application of nitrogen sulphur codope carbon nano-particles as described in claim 1, it is characterised in that: the nanoparticle can be used for
The detection of TNP in water sample.
4. application as claimed in claim 3 significantly, it is characterised in that: TNP can quench the nitrogen sulphur codope carbon nanometer
The fluorescence of particle and with excellent sensitivity and efficient selectivity.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110669517A (en) * | 2019-11-12 | 2020-01-10 | 齐鲁工业大学 | Double-emission fluorescent carbon nano particle and synthetic method and application thereof |
| CN115818621A (en) * | 2022-11-28 | 2023-03-21 | 山西医科大学 | Biomass-derived carbon nanoparticles with near-infrared two-zone light emission characteristic and preparation method and application thereof |
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|---|---|---|---|---|
| CN105038768A (en) * | 2015-07-14 | 2015-11-11 | 闽南师范大学 | Cysteine and citric acid derivative fluorescent powder and preparation method therefor |
| CN105441073A (en) * | 2015-11-30 | 2016-03-30 | 江苏大学 | Preparation method of amino carbon quantum dots for detecting 4-nitrophenol |
| CN107118768A (en) * | 2017-06-11 | 2017-09-01 | 哈尔滨师范大学 | A kind of fluorescent carbon quantum dot and application |
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| CN105038768A (en) * | 2015-07-14 | 2015-11-11 | 闽南师范大学 | Cysteine and citric acid derivative fluorescent powder and preparation method therefor |
| CN105441073A (en) * | 2015-11-30 | 2016-03-30 | 江苏大学 | Preparation method of amino carbon quantum dots for detecting 4-nitrophenol |
| CN107118768A (en) * | 2017-06-11 | 2017-09-01 | 哈尔滨师范大学 | A kind of fluorescent carbon quantum dot and application |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110669517A (en) * | 2019-11-12 | 2020-01-10 | 齐鲁工业大学 | Double-emission fluorescent carbon nano particle and synthetic method and application thereof |
| CN110669517B (en) * | 2019-11-12 | 2022-03-29 | 齐鲁工业大学 | Double-emission fluorescent carbon nano particle and synthetic method and application thereof |
| CN115818621A (en) * | 2022-11-28 | 2023-03-21 | 山西医科大学 | Biomass-derived carbon nanoparticles with near-infrared two-zone light emission characteristic and preparation method and application thereof |
| CN115818621B (en) * | 2022-11-28 | 2024-04-05 | 山西医科大学 | Biomass-derived carbon nano particle with near infrared two-region light emission characteristic and preparation method and application thereof |
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