CN104155275A - Method for detecting repeatability of tetraaryl vinyl fluorescent nano fiber on explosive - Google Patents
Method for detecting repeatability of tetraaryl vinyl fluorescent nano fiber on explosive Download PDFInfo
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- CN104155275A CN104155275A CN201410396350.4A CN201410396350A CN104155275A CN 104155275 A CN104155275 A CN 104155275A CN 201410396350 A CN201410396350 A CN 201410396350A CN 104155275 A CN104155275 A CN 104155275A
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Abstract
The invention discloses a method for detecting repeatability of tetraaryl vinyl fluorescent nano fiber on explosives. The method comprises the following steps: step one, preparing a PVDF solution and a chloroform solution of TPE, and then mixing to prepare a TPE-PVDF solution; step two, conducting electrostatic spinning on the TPE-PVDF solution, and preparing a TPE-PVDF nano fiber film membrane step three, dropwise adding PA solution to the TPE-PVDF nano fiber membrane; and step four, washing the TPE-PVDF nano fiber membrane detected in the step three by deionized water, and then putting the membrane in deionized water, stirring for 24 h and applying the membrane to PA solution detection. The invention has the advantages of simple operation, low cost, high sensitivity, no toxicity, no pollution to environment and realization of repeated detection and affordability.
Description
Technical field
The present invention relates to detection technique and the electrostatic spinning technique field of explosive, refer more particularly to the repeated detection method of four aryl ethylene class fluorescent nano-fibers to explosive.
Background technology
Explosive brings huge hidden danger to environment and the mankind, therefore the detection of explosive, anti-terrorism explosion-proof in safety check anti-probably aspect tool be of great significance.The principal ingredient of explosive is nitroaromatic, at present in the detection technique of nitroaromatic, that detection technique of fluorescence has is highly sensitive, good stability, sensor bulk is little, detection speed is fast, cost is low, the advantage such as easy and simple to handle and become the focus of current research.
2,4,6-trinitrophenol (being commonly called as picric acid, picric acid, PA) is a kind of common reagent and typical nitroaromatic, is widely used in military explosive, weld and antiseptic.Because the widespread use of PA causes serious environmental pollution, so the selectivity of PA detects and sensitivity detects extremely important.In recent years, about high sensitivity and the high selectivity detection report of PA emerge in an endless stream.As 2011, the people such as Du (Du H, He G, Liu T, et al.Preparation of pyrene-functionalized fluorescent film with a benzene ring in spacer and sensitive detection to picric acid in aqueous phase[J] .Journal of Photochemistry and Photobiology A:Chemistry, 2011, 217 (2): 356-362.) prepare the functionalized fluorescent film of pyrene with the dividing plate that contains phenyl ring, and use it for the sensitivity of PA in aqueous solution and detect, detect and be limited to 1.0 × 10
-8mol/L.2013, people (the Bhalla V such as Bhalla Vandana, Kaur S, Vij V, et al.Mercury-Modulated Supramolecular Assembly of a Hexaphenylbenzene Derivative for Selective Detection of Picric Acid[J] .Inorganic chemistry, 2013,52 (9): 4860-4865.) by the spherical aggregation of hexaphenyl benzene derivative 1 (structure as shown in Figure 1) at Hg
2+induction modulation form nanometer rods down, and selectivity and sensitivity to PA detect, it detects and is limited to 6.87ppb.The same year, (the Pramanik S of this group, Bhalla V, Kumar M.Mercury assisted fluorescent supramolecular assembly of hexaphenylbenzene derivative for femtogram detection of picric acid[J] .Analytica chimica acta, 2013,793:99-106.) at Hg
2+under the condition existing, use again hexaphenyl benzene derivative 2 (structure as shown in Figure 2) aggregation and pyrenyl group to prepare 3-Hg
2+supermolecule set fluorescent nano-fiber net, and be made into coating paper slip, for the detection of PA, detect and be limited to 2.29fg/cm
2.
Due to Hg
2+serious environment pollution and its toxicity also can be detrimental to health, therefore this group improves above-mentioned two kinds of methods, synthetic a kind of novel and nontoxic optical sensing material HBC (Hexa-peri-hexabenzocoronene, structure as shown in Figure 3 and Figure 4).People (the Vij V such as Bhalla Vandana, Bhalla V, Kumar M.Attogram Detection of Picric Acid by Hexa-peri-Hexabenzocoronene-Based Chemosensors by Controlled Aggregation-Induced Emission Enhancement[J] .ACS applied materials & interfaces, 2013, 5 (11): 5373-5380.) by the aggregative state dip-coating of two kinds of compounds on Whatman filter paper to prepare fluorometric investigation bar, and use it for PA and detect, it detects and is limited to Acker magnitude (attograms).
2014, the people such as Huang (Huang J, Wang L, Shi C, et al.Selective detection of picric acid using functionalized reduced graphene oxide sensor device[J] .Sensors and Actuators B:Chemical, 2014,196:567-573.) by the functionalized sensing device of simplifying graphene oxide, and after it being modified with 1-pyrene butyl-amino-beta--cyclodextrin, find that this sensor has high sensitivity and high selectivity response to PA, it detects and is limited to 0.54 μ M.The same year, the people such as Niu (Niu Q, Gao K, Lin Z, et al.Amine-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.) by using the carbon quantum dot of water-soluble amine end-blocking as nano-sensor, introduce a kind of simple and hypotoxic detection method, and the detection in aqueous solution for PA, detection limit is approximately 1 μ M.
Fluorescent optical sensor in above-mentioned tends to cause fluorescent quenching because form aggregative state, and this can affect the sensitivity of fluoroscopic examination undoubtedly.In order to overcome this difficult problem, have and assemble the molecule that brings out luminous effect (aggregation-induced emission, AIE) and constantly found.Since research group's reported first of Tang leader the AIE effect of tetraphenyl ethylene (tetraphenylethylene, TPE) fluorescence probe, lot of documents has been reported the widespread use in chemical sensitisation and detection of AIE material based on TPE.As 2014, the people such as Feng (Feng H T, Zheng Y S.Highly Sensitive and Selective Detection of Nitrophenolic Explosives by Using Nanospheres of a Tetraphenylethylene Macrocycle Displaying Aggregation-Induced Emission[J] .Chemistry-A European Journal, 2014, 20 (1): 195-201.) utilize the large AIE effect of encircling of TPE schiff bases (structure as shown in Figure 5 and Figure 6), to 2, 4, 6-trinitrophenol (TNP) and 2, 2, 4-dinitrophenol (DNP) carries out sensitivity and optionally detects, both detection limits are nanomole magnitude.The same year, the people such as Ma (Ma J, Lin T, Pan X, et al.Graphene-like Molecules Based on Tetraphenylethene Oligomers:Synthesis, Characterization, and Their Applications[J] .Chemistry of Materials, 2014.) use iron chlorine (III) as catalyzer, by TPE oligomer, (structure is as Fig. 7,8, shown in 9) prepare graphene-like molecule (structure is as Figure 10, shown in 11,12) by oxidative cyclization dehydrogenation, use it for PA and detect, detect and be limited to 0.3ppm.
At present, the detection of PA is mainly concentrated on to the detection in aqueous solution and gas phase both at home and abroad, and by adopting electrostatic spinning technique to prepare nano fibrous membrane, thereby it is relatively less to realize the report that PA is detected.Up to now, only has the people such as Long (Long Y, Chen H, Wang H, et al.Highly sensitive detection of nitroaromatic explosives using an electrospun nanofibrous sensor based on a novel fluorescent conjugated polymer[J] .Analytica chimica acta, 2012, 744:82-91.) in 2012, novel fluorescence conjugated polymer P (structure as shown in figure 13) is carried out to electrostatic spinning, prepare a kind of nanofiber sensor with porous structure, and a series of nitro-aromatic steam is detected.This method has been avoided the gathering of polymer P effectively, and sensor also shows stable fluorescent characteristic; But environmental pollution is larger, can not carry out duplicate detection.
Summary of the invention
For solving the problems of the technologies described above, the invention provides the repeated detection method of four aryl ethylene class fluorescent nano-fibers to explosive, the used technical solution is as follows:
The repeated detection method of four aryl ethylene class fluorescent nano-fibers to explosive, its step is as follows:
Step 1: the chloroformic solution of preparation PVDF solution and TPE, then mixed preparing TPE-PVDF solution;
Step 2: TPE-PVDF solution is carried out to electrostatic spinning, preparation TPE-PVDF nano fibrous membrane;
Step 3: detect to dripping PA solution in TPE-PVDF nano fibrous membrane;
Step 4: the TPE-PVDF nano fibrous membrane after step 3 is detected is first used deionized water rinsing, then is placed on deionized water for stirring and can be used further to after 24 hours the detection of PA solution.
The method of preparing PVDF solution in step 1 is as follows:
Acetone and DMA are that the ratio of 7:3 is mixed by volume, obtain mixed solvent, then PVDF is mixed with the mass ratio of 13:87 with mixed solvent, and at 60 DEG C, stirring and dissolving obtains PVDF solution for 12 hours.
The method of preparing TPE chloroformic solution in step 1 is as follows:
Be dissolved in the chloroformic solution of 1mL with the TPE of 0.2g, obtain the near saturated solution of TPE.
The massfraction of step 1 TPE-PVDF solution is 20%, and TPE solution is 1:4 with PVDF solution quality ratio.
In step 2 electrostatic spinning process, voltage is 20kV, and the fltting speed of syringe is 0.002mm/s, the dash receiver that receiving trap is 29.2cm × 29.2cm the in the above masking foil of an attached 9.5cm × 9.5cm.
The present invention is easy and simple to handle, with low cost, highly sensitive, also has safety non-toxic, environmentally safe, can realize repeatedly that repeatability detects and the particular advantages such as economic and practical.
Brief description of the drawings
The structure 1 of Fig. 1 hexaphenyl benzene derivative.
The structure 2 of Fig. 2 hexaphenyl benzene derivative.
The structure 1 of Fig. 3 HBC.
The structure 2 of Fig. 4 HBC.
The structure 1 of Fig. 5 TPE schiff bases.
The structure 2 of Fig. 6 TPE schiff bases.
The structure 1 of Fig. 7 TPE oligomer.
The structure 2 of Fig. 8 TPE oligomer.
The structure 3 of Fig. 9 TPE oligomer.
The structure 1 of Figure 10 graphene-like.
The structure 2 of Figure 11 graphene-like.
The structure 3 of Figure 12 graphene-like.
The structure of Figure 13 polymer P.
The molecular structure of Figure 14 TPE-2pTPA.
The PL spectrogram that Figure 15 TPE-PVDF nano fibrous membrane detects PA solution.
Figure 16 TPE-PVDF nano fibrous membrane is to the PA solution PL spectrogram that repeatedly repeatability detects.
Embodiment:
The present invention is based on a kind of TPE derivant (TPE-2pTPA, structure is as shown in figure 14) chemical sensing material, prepare the fluorescent nano-fiber film of serial TPE-PVDF (tetraphenylethylene-poly (vinylidene fluorid)) by electrostatic spinning technique, used it for the detection of the PA solution of variable concentrations.Along with adding of PA solution, can observe obvious fluorescent quenching process, and obtain detecting of PA solution and be limited to 1 μ g/cm
3.
Further set forth embodiment below:
Step 1: the chloroformic solution of preparation PVDF solution and TPE, then mixed preparing TPE-PVDF solution;
Acetone (Acetone, and N Act), N-dimethyl acetamide (Dimethylacetamide, DMAC) be by volume the ratio mixing of 7:3, obtain mixed solvent, again PVDF is mixed with the mass ratio of 13:87 with mixed solvent, stirring and dissolving 12h at 60 DEG C (hour) PVDF solution obtained;
Be dissolved in the chloroformic solution of 1mL with the TPE of 0.2g, obtain the near saturated solution of TPE;
By two kinds of solution that prepare by the TPE-PVDF solution of a series of different quality marks such as different mass ratio preparation 5%, 10%, 15% and 20%, while preparing the TPE-PVDF solution of massfraction 5%, TPE solution is 5:95 with PVDF solution quality ratio, while preparing the TPE-PVDF solution of massfraction 10%, TPE solution is 1:9 with PVDF solution quality ratio, by that analogy.It is 20% TPE-PVDF solution that the present invention selects massfraction, wherein TPE solution with PVDF solution quality than being 1:4.
Step 2: to TPE ?PVDF solution carry out electrostatic spinning, preparation TPE ?PVDF nano fibrous membrane;
TPE-PVDF solution to serial variable concentrations carries out electrostatic spinning, prepare nano fibrous membrane, in spinning process, voltage is 20kV, and the fltting speed of syringe is 0.002mm/s, the dash receiver that receiving trap is 29.2cm × 29.2cm the in the above masking foil of an attached 9.5cm × 9.5cm; With SEM (scanning electron microscope, scanning electron microscope) pattern of nano fibrous membrane is observed, and the optical property of this film is characterized by fluorescence spectrophotometer, whether there is the size of fluorescent characteristic and fluorescence intensity thereof with fluorescence spectrophotometer test nano fibrous membrane.In PA below detects, drip the fluorescence intensity of testing again tunica fibrosa by fluorescence spectrophotometer after PA, can be observed the tunica fibrosa fluorescence intensity dripping after PA and obviously reduce.
Step 3: detect to dripping PA solution in TPE-PVDF nano fibrous membrane;
Be 10 to dripping successively concentration in TPE-PVDF nano fibrous membrane
-6, 10
-5, 10
-4, 10
-3and 10
-2g/cm
3pA solution, and respectively it is carried out to fluorometric investigation, obtain testing result as shown in figure 15.From scheming, can find out, along with adding of PA solution, can observe obvious fluorescent quenching process, and PA concentration is larger, the fluorescent quenching of fiber is more obvious, is limited to 1 μ g/cm thereby obtain detecting of PA solution
3.
Step 4: the nano fibrous membrane after detection is first used deionized water rinsing, then be placed on deionized water for stirring 24h, and use it for the duplicate detection to PA solution, obtain testing result as shown in figure 16.From scheming, can find out, along with adding of PA solution, can observe obvious fluorescent quenching process, and PA concentration is larger, the fluorescent quenching of fiber is more obvious, is limited to 1 μ g/cm thereby obtain detecting of PA solution
3.
So repeated multiple times, duplicate detection can reach more than 20 times at present.
Claims (5)
1. the repeated detection method of four aryl ethylene class fluorescent nano-fibers to explosive, its step is as follows:
Step 1: the chloroformic solution of preparation PVDF solution and TPE, then mixed preparing TPE-PVDF solution;
Step 2: TPE-PVDF solution is carried out to electrostatic spinning, preparation TPE-PVDF nano fibrous membrane;
Step 3: detect to dripping PA solution in TPE-PVDF nano fibrous membrane;
Step 4: the TPE-PVDF nano fibrous membrane after step 3 is detected is first used deionized water rinsing, then is placed on deionized water for stirring and can be used further to after 24 hours the detection of PA solution.
2. the repeated detection method of four aryl ethylene class fluorescent nano-fibers according to claim 1 to explosive, the method for preparing PVDF solution in its step 1 is as follows:
Acetone and DMA are that the ratio of 7:3 is mixed by volume, obtain mixed solvent, then PVDF is mixed with the mass ratio of 13:87 with mixed solvent, and at 60 DEG C, stirring and dissolving obtains PVDF solution for 12 hours.
3. the repeated detection method of four aryl ethylene class fluorescent nano-fibers according to claim 1 to explosive, the method for preparing TPE chloroformic solution in its step 1 is as follows:
Be dissolved in the chloroformic solution of 1mL with the TPE of 0.2g, obtain the near saturated solution of TPE.
4. the repeated detection method of four aryl ethylene class fluorescent nano-fibers according to claim 1 to explosive, the mass ratio of its step 1 TPE-PVDF solution is 20%, TPE solution is 1:4 with PVDF solution quality ratio.
5. the repeated detection method of four aryl ethylene class fluorescent nano-fibers according to claim 1 to explosive, in its step 2 electrostatic spinning process, voltage is 20kV, the fltting speed of syringe is 0.002mm/s, the dash receiver that receiving trap is 29.2cm × 29.2cm the in the above masking foil of an attached 9.5cm × 9.5cm.
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| WO2018036021A1 (en) * | 2016-08-26 | 2018-03-01 | 华南理工大学 | Composite fiber with aggregation-induced emission molecule and manufacturing method and application thereof |
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