CN105136764A - Detection method of tetra-aryl ethene luminescent nanofiber for explosive - Google Patents
Detection method of tetra-aryl ethene luminescent nanofiber for explosive Download PDFInfo
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Abstract
The invention discloses a detection method of tetra-aryl ethene luminescent nanofiber to an explosive. The detection method comprises the following steps: firstly, preparing a P (VDF-HFP) solution and a TPE-2ptol chloroformic solution, then mixing the two solutions into a TPE-2ptol/P (VDF-HFP) solution; secondly, performing electrostatic spinning on the TPE-2ptol/P (VDF-HFP) solution to prepare a TPE-2ptol/P (VDF-HFP) nanofiber membrane; thirdly, dropwise adding PA solutions of different concentrations into the TPE-2ptol/P (VDF-HFP) nanofiber membrane gradually to perform detection; fourthly, adopting a Stern-Volmer equation to explain different PA quenching conditions, so as to obtain a Stern-Volmer constant which is a quenching constant of a luminescent nanofiber membrane to PA; fifthly, dropwise adding the PA and a common interferent solution into the TPE-2ptol/P (VDF-HFP) nanofiber membrane under the same condition, and researching the selectivity of the nanofiber membrane to PA. The detection method is simple to operate, low in cost and high in sensitivity, and further has the unique advantages of safety, nontoxicity, no pollution to the environment, capability of realizing multiple repetitive detection, and high economy and applicability.
Description
Technical field
The present invention relates to detection technique and the electrostatic spinning technique field of explosive, particularly relate to a kind of four aryl ethylene class fluorescent nano-fibers to the detection method of explosive.
Background technology
Explosive brings huge hidden danger to environment and the mankind, has outstanding public safety menace and ecological impact, is also potential carcinogen.Therefore study the new method of microscratch amount explosive detection, for prevention terrified crime and environmental pollution monitoring etc. all tool be of great significance.The principal ingredient of explosive is nitroaromatic, at present in the detection technique of nitroaromatic, detection technique of fluorescence have highly sensitive, good stability, sensor bulk are little, detection speed is fast, cost is low, the advantage such as easy and simple to handle and (SalinasY, the Mart í nez-that is widely used
r, MarcosMD, etal.Opticalchemosensorsandreagentstodetectexplosives [J] .ChemicalSocietyReviews, 2012, 41 (3): 1261-1296.), and developed faster, this is wherein using fluorescent conjugated polymer as the most deeply (HeG that the fluorescent optical sensor of Sensing elements is studied by people, YanN, YangJ, etal.Pyrene-containingconjugatedpolymer-basedfluorescent filmsforhighlysensitiveandselectivesensingofTNTinaqueous medium [J] .Macromolecules, 2011, 44 (12): 4759-4766.).
Fluorescent conjugated polymer to be widely used in the preparation (HuangMR of low detection limit sensor because of its intrinsic signal amplification performance as optical probe, HuangSJ, LiXG.Facilesynthesisofpolysulfoaminoanthraquinonenanosor bentsforrapidremovalandultrasensitivefluorescentdetectio nofheavymetalions [J] .TheJournalofPhysicalChemistryC, 2011, 115 (13): 5301-5315.), wherein the most strikingly professor Swager of Massachusetts Institute Technology (MIT) breakthrough (RoseA that adopts organic conjugate polymer film to obtain explosive detection, ZhuZ, MadiganCF, etal.Sensitivitygainsinchemosensingbylasingactioninorgan icpolymers [J] .Nature, 2005, 434 (7035): 876-879.).(the KimJ such as Swager, SwagerTM.Controlofconformationalandinterpolymereffectsin conjugatedpolymers [J] .Nature, 2001, 411 (6841): 1030-1034.) rigid three dimensional structures of polynary ring molecule is incorporated on the skeleton of polymkeric substance, not only make to there is hole between polymer molecule, in cage structure, improve nitryl aromatic explosive molecule permeability in the film, also utilize " the molecular wire effect " of organic conjugate polymer, avoid the pi-electron pile up effect of general organic fluorescence molecule, response sensitivity is obtained significantly improve.But for general fluorescent conjugated polymer owing to there is pi-pi accumulation between its conjugated main chain, on the one hand structure adaptability degree is reduced, there will be the self-quenching phenomenon of fluorescence on the other hand, and they expensive, synthetic route is loaded down with trivial details, so make its use as fluorescent sensing material be restricted.(McQuadeDT,PullenAE,SwagerTM.Conjugatedpolymer-basedchemicalsensors[J].ChemicalReviews,2000,100(7):2537-2574.)
Recently, in the preparation of sensing material, small-molecule fluorescent probe is introduced the nano material with large surface area and achieves significant progress to improve detection sensitivity.But traditional fluorescence probe often causes fluorescent quenching (aggregation-causedquenching, ACQ) because forming aggregative state, and this can affect the sensitivity of fluoroscopic examination undoubtedly, reduces the range of application of probe.On the contrary, there is aggregation-induced emission effect (aggregation-inducedemission, the cancellation of fluorescence can not be there is in the collected state in molecule AIE), and greatly can strengthen (BhallaV, KaurS, VijV, etal.Mercury-ModulatedSupramolecularAssemblyofaHexapheny lbenzeneDerivativeforSelectiveDetectionofPicricAcid [J] .Inorganicchemistry, 2013,52 (9): 4860-4865.).In the compound with AIE character, rare (the tetraphenylethylene of four benzene second, TPE) synthetic method is simple, good luminescence property, and be easy to rhetorical function, these advantages are all extremely conducive to scientists and carry out deep applied research (HuangJ to TPE molecule, TangR, ZhangT, etal.ANewApproachtoPrepareEfficientBlueAIEEmittersforUnd opedOLEDs [J] .Chemistry-aEuropeanJournal, 2014,20 (18): 5317-5326.).Therefore, an important component part (FengHT in fluoroscopic examination field there is the TPE of AIE phenomenon and derivant thereof as probe, WangJH, ZhengYS.CH3-piInteractionofExplosiveswithCavityofaTPEMac rocycle:TheKeyCauseforHighlySelectiveDetectionofTNT [J] .ACSAppliedMaterials & Interfaces, 2014,6 (22): 20067-20074.).
With regard to current present Research, fluorescence membrane sensor is own through showing huge advantage and wide application prospect.But it is pointed out that with regard to nitro arene explosive substance detects, up to the present great majority work concentrates on the sensing capabilities being improved film by the structure of modification of sensing material or the new new material of design preparation.In fact, this is not the unique method improving fluorescent optical sensor detection perform.By the improvement to fluorescence membrane transducer production method, the detection perform of sensor to nitro arene explosive substance also can be improved.(what is firm. based on the initiative of the novel fluorescence sense film of conjugated polymer and the development [D] of coherent detection instrument. and Shaanxi Normal University, 2011.)
Electrostatic spinning technique be so far the most simply, effective one of method preparing continuous nano-fibre, the method is subject to extensive concern (ZhangY because having advantage simple to operate, with low cost, KimJ, ChenD, etal.ElectrospunPolyanilineFibersasHighlySensitiveRoomTe mperatureChemiresistiveSensorsforAmmoniaandNitrogenDioxi deGases [J] .AdvancedFunctionalMaterials, 2014,24 (25): 4005-4014.).The Nano/micron fibers film prepared by this method has the advantages such as specific surface area is large, porosity is high, quality is light, be conducive to analyzing between thing and sensor and carry out efficient electron transmission, response speed (the YangY that there is very high sensitivity in Application in Sensing and be exceedingly fast, WangH, SuK, etal.Afacileandsensitivefluorescentsensorusingelectrospu nnanofibrousfilmfornitroaromaticexplosivedetection [J] .J.Mater.Chem., 2011,21 (32): 11895-11900.).
The present invention is by simple doping method, by TPE derivant (TPE-2ptol, structure is as shown in Figure 1) as small-molecule fluorescent probe, P (VDF-HFP) (poly (vinylidenefluoride-co-hexafluoropropylene)) is as host material, use electrostatic spinning technique to prepare the novel fluorescence nanofiber film sensors (as shown in Figure 2) of TPE-2ptol/P (VDF-HFP), propose a kind of simple and general method for the high selectivity of explosive in aqueous phase and ultrasensitiveness detect.This detection method is compared with detection method reported before, except possessing easy and simple to handle, with low cost, sensitivity advantages of higher, also have safety non-toxic, environmentally safe, can realize repeatedly repeatability and detect and the particular advantages such as economic and practical, this never reported in the literature.
Summary of the invention
For solving the problems of the technologies described above, the invention provides a kind of four aryl ethylene class fluorescent nano-fibers to the ultra-sensitivity of explosive in aqueous phase and high selectivity detection method, the used technical solution is as follows:
Four aryl ethylene class fluorescent nano-fibers are to a detection method for explosive, and its step is as follows:
Step one: the chloroformic solution of preparation P (VDF-HFP) solution and TPE-2ptol, then by both mixed preparing TPE-2ptol/P (VDF-HFP) solution;
Step 2: electrostatic spinning is carried out to TPE-2ptol/P (VDF-HFP) solution, preparation TPE-2ptol/P (VDF-HFP) nano fibrous membrane;
Step 3: drip variable concentrations PA solution gradually and detect in TPE-2ptol/P (VDF-HFP) nano fibrous membrane;
Step 4: with Stern-Volmer equation for explaining the quencher situation of different PA, draw Stern-Volmer constant, namely fluorescent nano-fiber film is to the quenching constant of PA.
Step 5: under the same terms, drips PA and common interference thing solution, studies the selectivity of this nano-fiber film to PA in TPE-2ptol/P (VDF-HFP) nano fibrous membrane.
The method preparing P (VDF-HFP) solution in step one is as follows:
Acetone and N, N-dimethyl acetamide is the ratio mixing of 7:3 by volume, obtain mixed solvent, then mixed with the mass ratio of 13:87 with mixed solvent by P (VDF-HFP), at 50 DEG C, stirring and dissolving 12h (hour) obtains P (VDF-HFP) solution.
The method preparing TPE-2ptol chloroformic solution in step one is as follows:
Be dissolved in the chloroformic solution of 1mL with the TPE-2ptol of 0.2g, obtain the near saturated solution of TPE-2ptol.
In step one, the massfraction of TPE-2ptol/P (VDF-HFP) solution is 20%, and namely TPE-2ptol and P (VDF-HFP) mass ratio is 1:4.
In step 2 electrostatic spinning process, voltage is 15kV, and the fltting speed of syringe is 0.002mm/s, receiving trap be 29.2cm × 29.2cm stainless steel dash receiver and at the masking foil of an attached 6cm × 6cm above.
The present invention is easy and simple to handle, with low cost, highly sensitive, also has safety non-toxic, environmentally safe, can realize repeatedly repeatability and detect and the particular advantages such as economic and practical.
Accompanying drawing explanation
The structure of Fig. 1 TPE-2ptol.
Fig. 2 TPE-2ptol/P (VDF-HFP) nano fibrous membrane SEM schemes.
The fluorescence emission spectrum of Fig. 3 TPE-2ptol/P (VDF-HFP) nano fibrous membrane under variable concentrations PA solution.
The Stern-Volmer curve of Fig. 4 TPE-2ptol/P (VDF-HFP) nano fibrous membrane under variable concentrations PA solution.
The quencher efficiency of Fig. 5 nano fibrous membrane under variable concentrations PA and other common interference things exist.
Embodiment:
The present invention is by simple doping method, by TPE derivant (TPE-2ptol, structure is as shown in Figure 1) be doped in P (VDF-HFP) (poly (vinylidenefluoride-co-hexafluoropropylene)) as small-molecule fluorescent probe, adopt electrostatic spinning technique that TPE-2ptol/P (VDF-HFP) solution is made novel fluorescence nanofiber film sensors.Fluorescent nano-fiber film scanning electron microscope (scanningelectronmicroscope, SEM) obtained is observed (as shown in Figure 2) its pattern.Characterize by the optical property of fluorescence spectrophotometer to this fiber membrane, have studied the sensing capabilities of fluorescent nano-fiber thin film sensor to PA.Fig. 3 gives the fluorescence emission spectrogram that fluorescent nano-fiber film changes with quencher PA molecular conecentration.Can see the increase along with PA concentration, the fluorescence intensity of nano-fiber film declines gradually, and show that detecting of PA is limited to 2.0 × 10
-18g/mL.With Stern-Volmer equation for explaining the quencher situation of different PA, draw Stern-Volmer constant, namely fluorescent nano-fiber film is 9.834 × 10 to the quenching constant of PA
15m
-1(as shown in Figure 4), this value far away higher than other fluorescent optical sensors of bibliographical information to the Stern-Volmer constant value of PA, this illustrates that this film can realize the hypersensitive sensing to PA effectively.In addition, we have also investigated the selectivity of this nano-fiber film to PA, Fig. 5 gives nano-fiber film for the I under variable concentrations picric acid and the existence of other common interference things
0the change of/I value.Clearly, the fluorescence impact of common interference thing on nano-fiber film is very little, and this illustrates that film has very high selectivity to PA.
Set forth embodiment further below:
Step one: the chloroformic solution of preparation P (VDF-HFP) solution and TPE-2ptol, then by both mixed preparing TPE-2ptol/P (VDF-HFP) solution;
Acetone (Acetone, and N Act), N-dimethyl acetamide (Dimethylacetamide, DMAC) be by volume 7:3 ratio mixing, obtain mixed solvent, mixed with the mass ratio of 13:87 with mixed solvent by P (VDF-HFP), at 50 DEG C, stirring and dissolving 12h (hour) obtains P (VDF-HFP) solution again;
Be dissolved in the chloroformic solution of 1mL with the TPE-2ptol of 0.2g, obtain the near saturated solution of TPE-2ptol;
By two kinds of solution preparing TPE-2ptol/P (VDF-HFP) solution by a series of different quality marks such as different mass ratioes preparations 5%, 10%, 15% and 20%, when preparing TPE-2ptol/P (VDF-HFP) solution of massfraction 5%, TPE-2ptol and P (VDF-HFP) mass ratio is 5:95, when preparing TPE-2ptol/P (VDF-HFP) solution of massfraction 10%, TPE-2ptol and P (VDF-HFP) mass ratio is 1:9, by that analogy.The present invention select massfraction be 20% TPE-2ptol/P (VDF-HFP) solution, wherein TPE-2ptol and P (VDF-HFP) mass ratio is 1:4.
Step 2: electrostatic spinning is carried out to TPE-2ptol/P (VDF-HFP) solution, preparation TPE-2ptol/P (VDF-HFP) nano-fiber film;
Electrostatic spinning is carried out to TPE-2ptol/P (VDF-HFP) solution of serial different quality mark, prepare nano fibrous membrane, in spinning process, voltage is 15kV, the fltting speed of syringe is 0.002mm/s, receiving trap be 29.2cm × 29.2cm stainless steel dash receiver and at the masking foil of an attached 6cm × 6cm above; With SEM (scanningelectronmicroscope, scanning electron microscope) pattern of nano fibrous membrane is observed (as shown in Figure 2), and characterize by the optical property of fluorescence spectrophotometer to this film, whether namely there is with fluorescence spectrophotometer test nano fibrous membrane the size of fluorescent characteristic and fluorescence intensity thereof.In PA below detects, after dripping PA, test the fluorescence intensity of tunica fibrosa again by fluorescence spectrophotometer, can be observed the tunica fibrosa fluorescence intensity after dripping PA and obviously reduce.
Step 3: drip PA solution and detect in TPE-2ptol/P (VDF-HFP) nano fibrous membrane;
In TPE-2ptol/P (VDF-HFP) nano fibrous membrane, drip concentration is successively 2.0 × 10
-18, 4.0 × 10
-18, 6.0 × 10
-18, 8.0 × 10
-18and 10
-17the PA solution of g/mL, and respectively fluorometric investigation is carried out to it, obtain testing result as shown in Figure 3.Upper as can be seen from figure, 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, thus detecting of acquisition PA solution is limited to 2.0 × 10
-18g/mL.
Step 4: with Stern-Volmer equation for explaining the quencher situation of different PA, draw Stern-Volmer constant, namely fluorescent nano-fiber film is to the quenching constant of PA.
Utilize equation I
0/ I=Ae
k [PA]+ B, processes PA quencher result, wherein I
0refer to the maximum fluorescence emission intensity of nano-fiber film when existing without quencher PA, I refers to the maximum fluorescence emission intensity of nano-fiber film under a certain concentration of quencher PA, K is Stern-Volmer constant, and namely fluorescent nano-fiber film is to the quenching constant of PA.For its K of existing system
sVbe 9.834 × 10
15m
-1(as shown in Figure 4), this value far away higher than other fluorescent optical sensors of bibliographical information to the Stern-Volmer constant value of PA, this illustrates that this film can realize the hypersensitive sensing to PA effectively.
Step 5: under the same terms, drips PA and common interference thing solution, studies the selectivity of this nano-fiber film to PA in TPE-2ptol/P (VDF-HFP) nano fibrous membrane.
In TPE-2ptol/P (VDF-HFP) nano fibrous membrane, drip concentration is successively 2.0 × 10
-18, 4.0 × 10
-18, 6.0 × 10
-18, 8.0 × 10
-18and 10
-17g/mL's, 3, 5-dinitrobenzoic acid (3, 5-dinitrobenzoicacid, DNBA), 4-nitrobenzoic acid (4-nitrobenzoicacid, NBA), nitrobenzene (nitrobenzene, NB), 1, 4-benzoquinones (1, 4-Benzoquinone, BQ), phenol (Phenol), benzene (toluene, Tol), o-xylene (1, 2-dimethylbenzene, DMB), ethanol (ethanol, and acetone (Acetone EtOH), Act), and respectively fluorometric investigation is carried out to it, Fig. 5 gives nano-fiber film for the I under variable concentrations picric acid and the existence of other common interference things
0the change of/I value.Clearly, 3,5-dinitrobenzoic acid (3,5-dinitrobenzoicacid, DNBA), 4-nitrobenzoic acid (4-nitrobenzoicacid, NBA), nitrobenzene (nitrobenzene, NB), 1,4-benzoquinones (Isosorbide-5-Nitrae-Benzoquinone, BQ), phenol (Phenol), benzene (toluene, Tol), o-xylene (1,2-dimethylbenzene, DMB) and other common solvents very little on the impact of the fluorescence of nano-fiber film, this illustrates that film has very high selectivity to PA.
Claims (5)
1. four aryl ethylene class fluorescent nano-fibers are to a detection method for explosive, and its step is as follows:
Step one: the chloroformic solution of preparation P (VDF-HFP) solution and TPE-2ptol, then by both mixed preparing TPE-2ptol/P (VDF-HFP) solution;
Step 2: electrostatic spinning is carried out to TPE-2ptol/P (VDF-HFP) solution, preparation TPE-2ptol/P (VDF-HFP) nano fibrous membrane;
Step 3: drip variable concentrations PA solution gradually and detect in TPE-2ptol/P (VDF-HFP) nano fibrous membrane;
Step 4: with Stern-Volmer equation for explaining the quencher situation of different PA, draw Stern-Volmer constant, namely fluorescent nano-fiber film is to the quenching constant of PA;
Step 5: under the same terms, drips PA and common interference thing solution, studies the selectivity of this nano-fiber film to PA in TPE-2ptol/P (VDF-HFP) nano fibrous membrane.
2. a kind of four aryl ethylene class fluorescent nano-fibers according to claim 1 are to the detection method of explosive, it is characterized in that
The method preparing P (VDF-HFP) solution in step one is as follows:
Acetone and N, N-dimethyl acetamide is the ratio mixing of 7:3 by volume, obtain mixed solvent, then mixed with the mass ratio of 13:87 with mixed solvent by P (VDF-HFP), at 50 DEG C, stirring and dissolving 12h (hour) obtains P (VDF-HFP) solution.
3. a kind of four aryl ethylene class fluorescent nano-fibers according to claim 1 are to the detection method of explosive, it is characterized in that the method preparing TPE-2ptol chloroformic solution in step one is as follows:
Be dissolved in the chloroformic solution of 1mL with the TPE-2ptol of 0.2g, obtain the near saturated solution of TPE-2ptol.
4. a kind of four aryl ethylene class fluorescent nano-fibers according to claim 1 are to the detection method of explosive, it is characterized in that the massfraction of TPE-2ptol/P in step one (VDF-HFP) solution is 20%, namely TPE-2ptol and P (VDF-HFP) mass ratio is 1:4.
5. a kind of four aryl ethylene class fluorescent nano-fibers according to claim 1 are to the detection method of explosive, it is characterized in that in step 2 electrostatic spinning process, voltage is 15kV, the fltting speed of syringe is 0.002mm/s, receiving trap be 29.2cm × 29.2cm stainless steel dash receiver and at the masking foil of an attached 6cm × 6cm above.
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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 |
| CN112726027A (en) * | 2020-12-28 | 2021-04-30 | 青岛大学 | Film with detection effect on divalent copper ions in waste liquid and preparation and application thereof |
| CN113201857A (en) * | 2021-04-29 | 2021-08-03 | 南京邮电大学 | Temperature-sensitive composite nanofiber film and preparation method and application thereof |
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