CN105203509B - " crocodile skin shape " fluorescent nano-fiber is to picric detection method - Google Patents
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Abstract
The invention discloses " crocodile skin shape " fluorescent nano-fibers to picric detection method, including step 1：The chloroformic solution for preparing P (VDF HFP) solution and TPE 2pTPA, then by the two mixed preparing TPE 2pTPA/P (VDF HFP) solution；Step 2：It will be placed seven days under low temperature environment of TPE 2pTPA/P (VDF HFP) solution in refrigerator；Step 3：By treated TPE 2pTPA/P (VDF HFP), solution carries out electrostatic spinning, prepares TPE 2pTPA/P (VDF HFP) nano fibrous membrane with " crocodile skin shape "；Step 4：Various concentration PA solution is gradually added dropwise into TPE 2pTPA/P (VDF HFP) nano fibrous membrane of " crocodile skin shape " to be detected.Easy to operate, the of low cost, high sensitivity of the present invention, fast response time also have the particular advantages such as safe and non-toxic, environmentally safe and economic and practical.
Description
Technical field
The present invention relates to the detection techniques of explosive and electrostatic spinning technique field, more particularly to " crocodile skin shape " is glimmering
Light nanofiber is to picric detection method.
Background technology
2,4,6- trinitrophenols (being commonly called as picric acid, picric acid, PA) are a kind of important Organic Chemicals,
It is widely used in (Niu Q, Gao K, Lin Z, the et al.Amine- such as leather, pharmacy, weld and preservative production
capped carbon dots as a nanosensor for sensitive and selective detection of
picric acid in aqueous solution via electrostatic interaction[J].Analytical
Methods,2013,5(21):6228-6233.).But at the same time, picric acid is also a kind of common explosive and typical
Pollutant, has public safety menace outstanding and an ecological impact, and potential carcinogen (Kumar S,
Venkatramaiah N,Patil S.Fluoranthene Based Derivatives for Detection of Trace
Explosive Nitroaromatics[J].Journal of Physical Chemistry C,2013,117(14):
7236-7245.).Therefore, the picric detection method of trace is studied, to preventing terrified crime and environmental pollution monitoring etc. to pass
It is important.
In current explosives detection methods, fluorescence chemical sensor is because of its letter with higher sensitivity and detection
Just property obtains extensive concern.However, a kind of efficient fluorescence chemical sensor of development is used for such as PA, 2,4- dinitrotoluene (DNT)s
(DNT) and the detection of the explosives such as 2,4,6- trinitrotoluenes (TNT) is still a challenge.In recent years, by 1-dimention nano fibre
The detection report tieed up as sensor for explosive is relatively fewer.Therefore, novel materials are researched and developed using the peculiar property of fiber
It is significant in scientific circles and industrial quarters.(Sun X,Liu Y,Shaw G,et al.Fundamental Study of
Electrospun Pyrene-Polyethersulfone Nanofibers Using Mixed Solvents for
Sensitive and Selective Explosives Detection in Aqueous Solution[J].ACS
Applied Materials&Interfaces,2015,7(24):13189-13197.)
The a diameter of tens nanometers nano-fiber materials for arriving micron dimension are prepared using electrostatic spinning, are a kind of very easy
And effective method (Xing C, Guan J, Li Y, et al.Effect of a Room-Temperature Ionic
Liquid on the Structure and Properties of Electrospun Poly(vinylidene
fluoride)Nanofibers[J].ACS Applied Materials&Interfaces,2014,6(6):4447-
4457.).Electrostatic spinning by viscous solution apply high voltage, to continuously generate a large amount of nanofiber (Park S M,
Kim D S.Electrolyte-Assisted Electrospinning for a Self-Assembled,Free-
Standing Nanofiber Membrane on a Curved Surface[J].Advanced Materials,2015,27
(10):1682-+).Obtained nanofiber is because having controllable appearance, large specific surface area (about 1 to 100m2.g-1) and it is porous
The many merits such as structure, and it is widely used in organizational project (Trinca R B, Abraham G A, Felisberti M
I.Electrospun nanofibrous scaffolds of segmented polyurethanes based on PEG,
PLLA and PTMC blocks:Physico-chemical properties and morphology[J].Materials
science&engineering.C,Materials for biological applications,2015,56:511-7.),
Filter (Liu B, Zhang S, Wang X, et al.Efficient and reusable polyamide-56
nanofiber/nets membrane with bimodal structures for air filtration[J].Journal
of colloid and interface science,2015,457:203-11), electronic device (Zhu H, Du M, Zhang
M,et al.The design and construction of 3D rose-petal-shaped MoS2 hierarchical
nanostructures with structure-sensitive properties[J].Journal of Materials
Chemistry A,2014,2(21):7680-7685.), catalyst carrier (Ghouri Z K, Barakat N A M, Obaid
M,et al.Co/CeO2-decorated carbon nanofibers as effective non-precious
electro-catalyst for fuel cells application in alkaline medium[J].Ceramics
International,2015,41(2):2271-2278.), enhancing composite material (Tian M, Wang Y N, Wang
R.Synthesis and characterization of novel high-performance thin film
nanocomposite(TFN)FO membranes with nanofibrous substrate reinforced by
functionalized carbon nanotubes[J].Desalination,2015,370:79-86.) and senser element
(Wang L,Deng J,Lou Z,et al.Cross-linked p-type Co3O4 octahedral nanoparticles
in 1D n-type TiO2 nanofibers for high-performance sensing devices[J].Journal
of Materials Chemistry A,2014,2(26):10022-10028.) etc..Due to the Gao Ling of fluorescent optical sensor
Sensitivity and quick response, electro spinning nano fiber material have developed into the nano material with good prospect in terms of fluorescence sense.
Currently, having reported detection of the chemical sensor of several electrospun fiber membranes for some analytes in water phase, include mainly
Metal ion (Min M, Wang X, Chen Y, et al.Highly sensitive and selective Cu2+sensor
based on electrospun rhodamine dye doped poly(ether sulfones)nanofibers[J]
.Sensors and Actuators B-Chemical,2013,188:365-371.), nitrite (Ding Y, Wang Y,
Li B,et al.Electrospun hemoglobin microbelts based biosensor for sensitive
detection of hydrogen peroxide and nitrite[J].Biosensors&Bioelectronics,2010,
25(9):2009-2015.), escaping gas (Liang X, Kim T H, Yoon J W, et al.Ultrasensitive
and ultraselective detection of H2S using electrospun CuO-loaded In2O3
nanofiber sensors assisted by pulse heating[J].Sensors and Actuators B-
Chemical,2015,209:934-942.) etc..However, these films, generally by covering, dyestuff adulterates, or by other
Prepared by physical method, and all existing various problems of these the preparation methods, and fluorescent quenching is caused such as the aggregation of fluorogen, glimmering
Light leaks and (Long Y, Chen H, Yang Y, the et al.Electrospun such as internal layer analyte diffusion
nanofibrous film doped with a conjugated polymer for DNT fluorescence sensor
[J].Macromolecules,2009,42(17):6501-6509.).A kind of more direct, simple method is to polymer
The surface of nanofiber is modified, and this facture does not interfere with the bulk property of nanofiber.The method of surface modification exists
It is heavily dependent on the property to form fibre-forming polymer, up to the present, modification mainly has corona treatment
Method (Padil V T, Nguyen N H A, Rozek Z, et al.Synthesis, fabrication and
antibacterial properties of a plasma modified electrospun membrane consisting
of gum Kondagogu,dodecenyl succinic anhydride and poly(vinyl alcohol)[J]
.Surface&Coatings Technology,2015,271:32-38.), physisorphtion (Polini A, Pagliara S,
Stabile R,et al.Collagen-functionalised electrospun polymer fibers for
bioengineering applications[J].Soft Matter,2010,6(8):1668-1674.), self-assembly method
(Duan G,Jiang S,Jerome V,et al.Ultralight,Soft Polymer Sponges by Self-
Assembly of Short Electrospun Fibers in Colloidal Dispersions[J].Advanced
Functional Materials,2015,25(19):2850-2856.) and covalently grafting (Mangeon C,
Mahouche-Chergui S,Versace D L,et al.Poly(3-hydroxyalkanoate)-grafted carbon
nanotube nanofillers as reinforcing agent for PHAs-based electrospun mats[J]
.Reactive&Functional Polymers,2015,89:18-23.) etc..
The present invention is by making full use of the simplicity of electrostatic spinning technique and having aggregation-induced emission effect
The letter of (aggregation-induced emission, AIE) small-molecule fluorescent probe (TPE-2pTPA, structure are as shown in Figure 1)
Single doping, develops the nanofiber film sensors of a kind of portable " crocodile skin shape ", and proposes a kind of simpler, more easily
Novel surface method of modifying.This fiber surface modification method is to utilize P (VDF-HFP) (poly (vinylidene fluoride-
Co-hexafluoropropylene the)) difference of solution and solvent volatility in TPE-2pTPA solution, by organic fluorescence molecule
The surface (as shown in Figure 2) of nanofiber is connected in the form of " particle ", to form the nanofiber of a kind of " crocodile skin shape ",
These " particle " organic fluorescence molecules are allow reasonably to enter detecting system by nanofiber, and surface nature variation is most
It is small.In addition, this method can avoid the above problem.This " crocodile skin shape " fluorescent nano-fiber sensor is to bitter taste in aqueous solution
The detected representation of sour (PA) goes out high fluorescence sensitivity and very short response time, this never had been reported that in the literature.It is this
Surface modification technology is used to research and develop high-performance sensing material has huge potential practical valence to the detection of explosive in aqueous solution
Value.
Invention content
In order to solve the above technical problems, the present invention provides a kind of " crocodile skin shape " four aryl ethylene class fluorescent nano-fiber pair
The high-sensitivity detecting method of explosive, the used technical solution are as follows in water phase：
" crocodile skin shape " fluorescent nano-fiber is to picric detection method, and its step are as follows：
Step 1：The chloroformic solution for preparing P (VDF-HFP) solution and TPE-2pTPA, then by the two mixed preparing TPE-
2pTPA/P (VDF-HFP) solution；
Step 2：It will be placed seven days under low temperature environment of TPE-2pTPA/P (VDF-HFP) solution in refrigerator；
Step 3：By treated TPE-2pTPA/P (VDF-HFP), solution carries out electrostatic spinning, and preparing has " crocodile skin
TPE-2pTPA/P (VDF-HFP) nano fibrous membrane of shape "；
Step 4：Various concentration is gradually added dropwise into TPE-2pTPA/P (VDF-HFP) nano fibrous membrane of " crocodile skin shape "
PA solution is detected.
The method that P (VDF-HFP) solution is prepared in step 1 is as follows：
Acetone and DMAC N,N' dimethyl acetamide are 7 by volume:3 ratio mixing, obtains mixed solvent, then by P (VDF-
HFP) with mixed solvent with 13:87 mass ratio mixing, it is molten to obtain P (VDF-HFP) by stirring and dissolving 12h (hour) at 50 DEG C
Liquid.
The method that TPE-2pTPA chloroformic solutions are prepared in step 1 is as follows：
It is dissolved in the chloroformic solution of 1mL with the TPE-2pTPA of 0.2g, obtains the near saturated solution of TPE-2pTPAl.
The mass fraction of TPE-2pTPA/P (VDF-HFP) solution is 5% in step 1, i.e. TPE-2pTPA and P (VDF-
HFP) mass ratio is 5:95.
Voltage is 15kV during step 2 electrostatic spinning, and the fltting speed of syringe is 0.002mm/s, and reception device is
The stainless steel receiver board of 29.2cm × 29.2cm and in the glass slide of attached one piece of 2.5cm × 7.5cm above.
Easy to operate, the of low cost, high sensitivity of the present invention, fast response time, also have it is safe and non-toxic, to environment without dirt
Dye and the particular advantages such as economic and practical.
Description of the drawings
The structure of Fig. 1 TPE-2pTPA.
Fig. 2 " crocodile skin shape " TPE-2pTPA/P (VDF-HFP) nano fibrous membranes SEM figures.
Fluorescence emission spectrum of the four aryl ethylene class nano fibrous membranes of Fig. 3 " crocodile skin shape " under various concentration PA solution.
Quenching effect of Fig. 4 " crocodile skin shape " TPE-2pTPA/P (VDF-HFP) nano fibrous membranes under various concentration PA solution
Rate.
Specific implementation mode：
The present invention will have aggregation-induced emission effect (aggregation-induced by simple doping method
Emission, AIE) TPE derivatives (TPE-2pTPA, structure are as shown in Figure 1) be doped to P as small-molecule fluorescent probe
(VDF-HFP) in (poly (vinylidene fluoride-co-hexafluoropropylene)), using in two kinds of solution
Using electrostatic spinning technique novel " crocodile is made in TPE-2pTPA/P (VDF-HFP) solution by the different feature of solvent volatility
Skin shape " fluorescent nano-fiber film sensors, to propose a kind of simpler, more easily novel surface method of modifying.The biography
Organic fluorescence molecule is connected to the surface of nanofiber by sensor in the form of " particle ", to form receiving for a kind of " crocodile skin shape "
Rice fiber allows these " particle " organic fluorescence molecules reasonably to enter detecting system, and superficiality by nanofiber
Qualitative changeization is minimum.In addition, this method can effectively avoid various problems existing for Traditional preparation, led such as the aggregation of fluorogen
Cause Fluorescence self-quenching, fluorescence leakage and the diffusion of internal layer analyte etc..This surface modification technology is for researching and developing high-performance sensing
Material has huge potential practical value to the detection of explosive in aqueous solution.
Obtained " crocodile skin shape " fluorescent nano-fiber film scanning electron microscope (scanning electron
Microscope, SEM) its pattern is observed (as shown in Figure 2).With Fluorescence Spectrometer to the optical property of the fiber membrane
It is characterized, has studied sensing capabilities of the fluorescent nano-fiber thin film sensor to PA.Fig. 3 gives fluorescent nano-fiber film
The fluorescence emission spectrogram of compound changed with quencher PA molecular concentrations.It can be seen that with the increase of PA concentration, nano-fiber film
Fluorescence intensity be gradually reduced, and show that the detection of PA is limited to 1.0 × 10-8G/mL, and quenching efficiency is up to 48.60% at this time
(as shown in Figure 4).
Specific implementation mode is further elucidated below：
Step 1：The chloroformic solution for preparing P (VDF-HFP) solution and TPE-2pTPA, then by the two mixed preparing TPE-
2pTPA/P (VDF-HFP) solution；
Acetone (Acetone, Act) and n,N-dimethylacetamide (Dimethylacetamide, DMAC) are by volume
7:3 ratio mixing, obtains mixed solvent, then by P (VDF-HFP) and mixed solvent with 13:87 mass ratio mixing, at 50 DEG C
Lower stirring and dissolving 12h (hour) obtains P (VDF-HFP) solution；
It is dissolved in the chloroformic solution of 1mL with the TPE-2pTPA of 0.2g, obtains the near saturated solution of TPE-2pTPA；
Two kinds of solution are prepared into a series of different quality containings such as 5%, 10%, 15% and 20% by different mass ratioes
TPE-2pTPA/P (VDF-HFP) solution, prepare mass fraction 5% TPE-2pTPA/P (VDF-HFP) solution when, TPE-
2pTPA is 5 with P (VDF-HFP) mass ratio:95, when preparing TPE-2pTPA/P (VDF-HFP) solution of mass fraction 10%,
TPE-2pTPA is 1 with P (VDF-HFP) mass ratio:9, and so on.The present invention select mass fraction for 5% TPE-2pTPA/
P (VDF-HFP) solution, wherein TPE-2pTPA are 5 with P (VDF-HFP) mass ratio:95.
Step 2：It will be placed seven days under low temperature environment of TPE-2pTPA/P (VDF-HFP) solution in refrigerator.
Prepared TPE-2pTPA/P (VDF-HFP) solution is transferred in brown vial and is covered tightly, is put in
Seven days in cold storage refrigerator.
Step 3：By treated TPE-2pTPA/P (VDF-HFP), solution carries out electrostatic spinning, and preparing has " crocodile skin
TPE-2pTPA/P (VDF-HFP) nano fibrous membrane of shape "；
Electrostatic spinning, system are carried out to TPE-2pTPA/P (VDF-HFP) solution of treated serial different quality containing
For the fluorescent nano-fiber film with " crocodile skin shape " pattern, voltage is 15kV in spinning process, and the fltting speed of syringe is
0.002mm/s, reception device be 29.2cm × 29.2cm stainless steel receiver board and attached one piece of 2.5cm × 7.5cm's above
Glass slide；With SEM (scanning electron microscope, scanning electron microscope) to the pattern of nano fibrous membrane into
Row observation (as shown in Figure 2), is used in combination Fluorescence Spectrometer to characterize the optical property of the film, i.e., is received with Fluorescence Spectrometer test
Whether rice tunica fibrosa has the size of fluorescent characteristic and its fluorescence intensity.In PA detections below, with fluorescence light after dropwise addition PA
The fluorescence intensity of spectrometer re-test tunica fibrosa can be observed the tunica fibrosa fluorescence intensity after dropwise addition PA and be obviously reduced.
Step 4：Various concentration is gradually added dropwise into TPE-2pTPA/P (VDF-HFP) nano fibrous membrane of " crocodile skin shape "
PA solution is detected.
A concentration of 10 are added dropwise successively into TPE-2pTPA/P (VDF-HFP) nano fibrous membrane-8、10-7、10-6、10-5And
10-4The PA solution of g/mL, and fluorometric investigation is carried out to it respectively, obtain testing result as shown in Figure 3.It can from figure
Go out, with the addition of PA solution, it is observed that apparent fluorescent quenching process, and PA concentration is bigger, the fluorescent quenching of fiber
It is more apparent, to obtain the 1.0 × 10 of PA solution-8G/mL, and quenching efficiency is up to 48.60% (as shown in Figure 4) at this time.Quenching
Efficiency equation (I0–I)/I0It is calculated, wherein I0It refer to the maximum fluorescence hair of nano-fiber film in the presence of no quencher PA
Penetrate intensity, I refer to quencher PA a certain concentration under nano-fiber film maximum fluorescence emission intensity.
Claims (4)
1. " crocodile skin shape " fluorescent nano-fiber is to picric detection method, its step are as follows：
Step 1：The chloroformic solution for preparing P (VDF-HFP) solution and TPE-2pTPA, then by the two mixed preparing TPE-
2pTPA/P (VDF-HFP) solution；
Step 2：It will be placed seven days under low temperature environment of TPE-2pTPA/P (VDF-HFP) solution in refrigerator；
Step 3：By treated TPE-2pTPA/P (VDF-HFP), solution carries out electrostatic spinning, and preparing has " crocodile skin shape "
TPE-2pTPA/P (VDF-HFP) nano fibrous membrane；
Step 4：It is molten that various concentration PA is gradually added dropwise into TPE-2pTPA/P (VDF-HFP) nano fibrous membrane of " crocodile skin shape "
Liquid is detected；
Wherein, the mass fraction of TPE-2pTPA/P (VDF-HFP) solution is 5% in step 1, i.e. TPE-2pTPA and P (VDF-
HFP) mass ratio is 5:95.
2. " crocodile skin shape " fluorescent nano-fiber according to claim 1 is to picric detection method, it is characterised in that
The method that P (VDF-HFP) solution is prepared in step 1 is as follows：
Acetone and DMAC N,N' dimethyl acetamide are 7 by volume:3 ratio mixing, obtains mixed solvent, then by P (VDF-HFP)
With mixed solvent with 13:87 mass ratio mixing, stirring and dissolving 12h (hour) obtains P (VDF-HFP) solution at 50 DEG C.
3. " crocodile skin shape " fluorescent nano-fiber according to claim 1 is to picric detection method, it is characterised in that
The method that TPE-2pTPA chloroformic solutions are prepared in step 1 is as follows：
It is dissolved in the chloroformic solution of 1mL with the TPE-2pTPA of 0.2g, obtains the near saturated solution of TPE-2pTPA.
4. " crocodile skin shape " fluorescent nano-fiber according to claim 1 is to picric detection method, it is characterised in that
Voltage is 15kV during step 2 electrostatic spinning, and the fltting speed of syringe is 0.002mm/s, reception device be 29.2cm ×
The stainless steel receiver board of 29.2cm and in the glass slide of attached one piece of 2.5cm × 7.5cm above.
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| CN110629312B (en) * | 2018-06-21 | 2022-03-01 | 中国石油化工股份有限公司 | Nanofiber material, preparation method thereof and application of nanofiber material in nitrobenzene monitoring of chemical wastewater |
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