CN104371111A - Fluorescence chemical sensor for detecting 2,4,6-trinitrophenol and preparation method of fluorescence chemical reactor - Google Patents
Fluorescence chemical sensor for detecting 2,4,6-trinitrophenol and preparation method of fluorescence chemical reactor Download PDFInfo
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- CN104371111A CN104371111A CN201410560284.XA CN201410560284A CN104371111A CN 104371111 A CN104371111 A CN 104371111A CN 201410560284 A CN201410560284 A CN 201410560284A CN 104371111 A CN104371111 A CN 104371111A
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Abstract
The invention provides a fluorescence chemical sensor for detecting 2,4,6-trinitrophenol and a preparation method of the fluorescence chemical reactor, belonging to the technical field of preparation and chemical analysis of functional high polymer materials. The fluorescence chemical sensor has a chemical structure shown in the specification. The preparation method of the fluorescence chemical sensor comprises the following steps: (1), in the presence of an acid-binding agent, performing condensation polymerization in an organic solvent by using phosphonitrilic chloride trimerl and curcumin to obtain a solution; (2), separating a solid product in the solution, washing and drying to obtain the fluorescence chemical sensor. The fluorescence chemical sensor based on ring-crosslinking type polyphosphazene, disclosed by the invention, is simple and mild in preparation process, has excellent thermal stability, chemical stability and fluorescence characteristics, can be used for realizing specific identification and detection of 2,4,6-trinitrophenol in a liquid phase, is high in sensibility, is suitable for the fields of trace explosive detection and environment monitoring, and is favorable for realizing industrial production.
Description
Technical field
The present invention relates to a kind of fluorescence chemical sensor, specifically a kind of fluorescence chemical sensor that can be used for detection 2，4，6-trinitrophenol based on ring cross-linking type poly phosphazene.This fluorescence chemical sensor can carry out specific recognition and detection to the 2，4，6-trinitrophenol in liquid phase, and highly sensitive.The invention further relates to the preparation method of described fluorescence chemical sensor.The invention belongs to functional high molecule material preparation and chemical analysis technology field.
Technical background
2，4，6-trinitrophenol, also known as picric acid, is a kind of nitroaromatic, is often used to make powerful explosive, is also a kind of environmental pollutant simultaneously.Therefore, the situation that day by day frequent and terrorist forces are constantly spread for current international community terrorist action, realizes fast and reliable detection to trace 2，4，6-trinitrophenol and has important anti-terrorism meaning, while also there is the value of environmental protection.A lot of instrument analysis technology method at present, comprise ion mobility spectrometry method, gas chromatography, mass spectrometry, energy dispersion X-ray diffraction analysis, nuclear quadrupole resonance analytical method and surface enhanced Raman spectroscopy analytical method etc., all can to 2,4,6-trinitrophenol carries out high-sensitivity detection, but weak point is that testing process often needs huge plant and instrument and complicated operating process, needs the time of at substantial, is difficult to the needs meeting field quick detection.Comparatively speaking, fluorescence chemical detection side rule is more convenient, the economic detection means of a class, causes the very big concern of investigator in recent years, has been widely used in Site Detection trace nitroaromatic.The main operational principle of this method utilizes the transfer transport between the fluorescent substance of electron rich and the nitro-compound of electron deficiency to impel fluorescent substance generation fluorescence essence to go out, by analysis of fluorescence material before detection after fluorescence intensity change thus reach testing goal.
Through finding the literature search of prior art, being used successfully as the fluorescent sensor material detecting nitroaromatic at present and having mainly included machine fluorescent small molecule (Anal.Chem., 2000,72 (9): 1947-1955; ACS Appl.Mater.Interfaces, 2011,3 (10): 4159-4164), fluorescence quantum (J.Mater.Chem., 2007,17 (41): 4400-4406; Spectrochim.Acta A, 2008,70 (2): 247-252) and fluorescent polymer (Chem.Rev., 2007,107 (4): 1339-1386; J.Phys.Chem.C, 2008,112 (4): 881).But under the interference of the compound of other electron deficiency, most fluorescence chemical sensor usually can not optionally identify and detect 2，4，6-trinitrophenol.Therefore, realize the specific detection of 2，4，6-trinitrophenol still challenging.
Summary of the invention
The object of the invention is to overcome the deficiencies in the prior art, provide a kind of can specific recognition and detect fluorescence chemical sensor and preparation method thereof of 2，4，6-trinitrophenol.The present invention passes through the method for an one-step polycondensation with hexachlorocyclotriphosphazene and curcumine, and prepare a kind of organic-inorganic hybrid polymer fluorescent optical sensor with highly cross-linked structure, preparation process is simply gentle, is conducive to realizing suitability for industrialized production.Prepared fluorescent optical sensor has excellent thermostability, chemical stability and fluorescent characteristic, can to realize in liquid phase 2,4, the specific recognition of 6-trinitrophenol and detection, and highly sensitive, be applicable to trace explosive and detect and environmental monitoring field, have broad application prospects.
The present invention is achieved by the following technical solutions, and the present invention relates to a kind of fluorescence chemical sensor detecting 2，4，6-trinitrophenol, its chemical structure is as follows:
The preparation method of described fluorescence chemical sensor, comprises the steps:
Step one, under the existence of acid binding agent, gets hexachlorocyclotriphosphazene and curcumine in organic solvent polycondensation occurs, obtains solution;
Step 2, the solid product in separation solution, washing is also dry, obtains fluorescence chemical sensor.
In step one, described acid binding agent is the one in triethylamine, Tributylamine, pyridine, salt of wormwood.
In step one, the mol ratio of described hexachlorocyclotriphosphazene and curcumine is 1:3.
In step one, described organic solvent is acetonitrile, acetone, toluene, tetrahydrofuran (THF), N, the mixed solvent of one or more in N '-dimethyl methane amide.
In step one, described polycondensation actual conditions is: be under the ultrasonication of 50 ~ 300 watts at power, 25 ~ 60 DEG C of water-baths 5 ~ 8 hours.
Compared with prior art, the present invention has following beneficial effect: the preparation method of (1) fluorescence chemical sensor of the present invention is quick, simple and gentle; (2) fluorescence chemical sensor of the present invention has unique highly cross-linked hybrid inorganic-organic structure, gives thermostability and the chemical stability of its excellence.(3) fluorescence chemical sensor of the present invention has good fluorescent characteristic, the nitrogen-atoms with lone-pair electron is rich in structure, interacted by prototropy, can effectively realize 2,4, the specific recognition of 6-trinitrophenol and detection, and highly sensitive, there is good application prospect.
Accompanying drawing explanation
Fig. 1 is the syntheti c route schematic diagram of the fluorescence chemical sensor that embodiment 1 obtains;
Fig. 2 is the electron scanning micrograph of the fluorescence chemical sensor that embodiment 1 obtains;
Fig. 3 is the thermogravimetric curve of the fluorescence chemical sensor that embodiment 1 obtains;
Fig. 4 is that the fluorescence chemical sensor that embodiment 1 obtains utilizes fluorescence spectroscopic titration method to the analyzing and testing result of 2，4，6-trinitrophenol, 2，4，6-trinitrotoluene, dinitrotoluene (DNT), 1,3-dinitrobenzene, oil of mirbane in ethanol.
Embodiment
Following instance will the invention will be further described by reference to the accompanying drawings.The present embodiment is implemented under premised on technical solution of the present invention, gives detailed embodiment and process, but protection scope of the present invention is not limited to following embodiment.The experimental technique of unreceipted actual conditions in the following example, usually conveniently condition, or according to the condition that manufacturer advises.
Embodiment 1
In the single necked round bottom flask of 250mL drying, 0.100g hexachlorocyclotriphosphazene and 0.320g curcumine (mol ratio of hexachlorocyclotriphosphazene and curcumine is 1:3) are dissolved in 50mL acetonitrile, 2mL triethylamine is added again, (100W) normal-temperature reaction 7 hours in ultrasound bath in above-mentioned solution.After reaction terminates, centrifugation goes out solid product, and it is colourless for washing several times to centrifugal rear supernatant liquid respectively with acetone and deionized water, and finally at 65 DEG C, vacuum-drying obtains yellow solid powder in 24 hours, is fluorescence chemical sensor.
The implementation result of the present embodiment: Fig. 1 is the syntheti c route schematic diagram of fluorescence chemical sensor.Under the condition of acid binding agent made by triethylamine, there is an one-step polycondensation reaction, obtain highly cross-linked hybrid inorganic-organic fluorescent polymer in hexachlorocyclotriphosphazene and curcumine, the hydrogenchloride simultaneously produced is absorbed by triethylamine and forms triethylamine hydrochloride.
Fig. 2 is the electron scanning micrograph of the fluorescence chemical sensor of preparation.As shown in the figure, the fluorescence chemical sensor of preparation has ball-type microstructure, microsphere features smooth surface, and size is comparatively homogeneous, and median size is about 1 μm.
Fig. 3 is thermogravimetic analysis (TGA) result.Can find out, compared with monomer, prepared fluorescence chemical sensor has outstanding thermostability, and initial pyrolyzation temperature is close to 350 DEG C, and when temperature reaches 800 DEG C, residual rate is still up to about 55%.This is because fluorescence chemical sensor has highly cross-linked chemical structure, thermostability is promoted greatly.
Fig. 4 is that the fluorescence chemical sensor of preparation utilizes fluorescence spectroscopic titration method in ethanol 2, the nitroaromatic (2,4 of 4,6-trinitrophenol and some other electron deficiency, 6-trotyl, dinitrotoluene (DNT), 1,3-dinitrobenzene, oil of mirbane) analyzing and testing result.As seen from the figure, 2,4,6-trinitrophenol can the fluorescence of effective quenching fluorescence chemical sensor, and fluorescence chemical sensor then can not be corresponding to other interfering compounds, shows that prepared fluorescence chemical sensor is to 2,4,6-trinitrophenol has the ability of specific recognition and detection.
Embodiment 2
In the single necked round bottom flask of 250mL drying, 0.400g hexachlorocyclotriphosphazene and 1.280g curcumine (mol ratio of hexachlorocyclotriphosphazene and curcumine is 1:3) are dissolved in 100mL acetonitrile, 4mL triethylamine is added again, (250W) normal-temperature reaction 5 hours in ultrasound bath in above-mentioned solution.After reaction terminates, centrifugation goes out solid product, and it is colourless for washing several times to centrifugal rear supernatant liquid respectively with acetone and deionized water, and finally at 65 DEG C, vacuum-drying obtains yellow solid powder in 24 hours, is fluorescence chemical sensor.
Embodiment 3
In the single necked round bottom flask of 250mL drying, 0.100g hexachlorocyclotriphosphazene and 0.320g curcumine (mol ratio of hexachlorocyclotriphosphazene and curcumine is 1:3) are dissolved in 50mL acetonitrile, 2mL triethylamine is added again, (300W) 60 DEG C reaction 5 hours in ultrasound bath in above-mentioned solution.After reaction terminates, centrifugation goes out solid product, and it is colourless for washing several times to centrifugal rear supernatant liquid respectively with acetone and deionized water, and finally at 65 DEG C, vacuum-drying obtains yellow solid powder in 24 hours, is fluorescence chemical sensor.
Claims (6)
1. detect a fluorescence chemical sensor for 2，4，6-trinitrophenol, it is characterized in that, its chemical structure is as follows:
。
2. a preparation method for the fluorescence chemical sensor of detection 2，4，6-trinitrophenol according to claim 1, is characterized in that, comprise the steps:
Step one, under the existence of acid binding agent, gets hexachlorocyclotriphosphazene and curcumine in organic solvent polycondensation occurs, obtains solution;
Step 2, the solid product in separation solution, washing is also dry, obtains fluorescence chemical sensor.
3. a kind of preparation method detecting the fluorescence chemical sensor of 2，4，6-trinitrophenol according to claim 2, is characterized in that, in step one, described acid binding agent is the one in triethylamine, Tributylamine, pyridine, salt of wormwood.
4. a kind of preparation method detecting the fluorescence chemical sensor of 2，4，6-trinitrophenol according to claim 2, is characterized in that, in step one, the mol ratio of described hexachlorocyclotriphosphazene and curcumine is 1:3.
5. a kind of preparation method detecting the fluorescence chemical sensor of 2，4，6-trinitrophenol according to claim 2, it is characterized in that, in step one, described organic solvent is acetonitrile, acetone, toluene, tetrahydrofuran (THF), N, the mixed solvent of one or more in N '-dimethyl methane amide.
6. a kind of preparation method detecting the fluorescence chemical sensor of 2，4，6-trinitrophenol according to claim 2, it is characterized in that, in step one, described polycondensation actual conditions is: be under the ultrasonication of 50 ~ 300 watts at power, 25 ~ 60 DEG C of water-baths 5 ~ 8 hours.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109942395A (en) * | 2019-03-29 | 2019-06-28 | 四川大学 | A kind of curcumin ionic liquid and its application |
| CN112730350A (en) * | 2020-12-04 | 2021-04-30 | 嘉兴学院 | Based on CeO2Method for fluorescence detection of 4-nitrophenol in environmental water sample by using quantum dots |
| CN113736452A (en) * | 2021-09-06 | 2021-12-03 | 上海工程技术大学 | Method for detecting salicylic acid by using fluorescent micrometer probe and application |
| CN113736091A (en) * | 2021-09-06 | 2021-12-03 | 上海工程技术大学 | Method for detecting quercetin by using fluorescent micrometer probe and application |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1687189A (en) * | 2005-03-31 | 2005-10-26 | 上海交通大学 | Nano tube of cross linked polyphosphonitrile and preparation method thereof |
| WO2011127468A2 (en) * | 2010-04-09 | 2011-10-13 | Lehigh University | Organonitridic frameworks with hierarchical pore structures and high gas selectivity |
| CN103554506A (en) * | 2013-11-18 | 2014-02-05 | 上海交通大学 | Highly cross-linked polyphosphazene hollow microspheres as well as preparation method thereof |
-
2014
- 2014-10-20 CN CN201410560284.XA patent/CN104371111B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1687189A (en) * | 2005-03-31 | 2005-10-26 | 上海交通大学 | Nano tube of cross linked polyphosphonitrile and preparation method thereof |
| WO2011127468A2 (en) * | 2010-04-09 | 2011-10-13 | Lehigh University | Organonitridic frameworks with hierarchical pore structures and high gas selectivity |
| CN103554506A (en) * | 2013-11-18 | 2014-02-05 | 上海交通大学 | Highly cross-linked polyphosphazene hollow microspheres as well as preparation method thereof |
Non-Patent Citations (4)
| Title |
|---|
| WEI WEI等: "Fluorescent organic–inorganic hybrid polyphosphazene microspheres for the trace detection of nitroaromatic explosives", 《RSC ADVANCES》 * |
| 杜海英等: "液相爆炸物荧光化学传感器研究进展", 《化学通报》 * |
| 赵前进等: "硝基芳烃爆炸物检测用荧光传感聚合物研究进展", 《精细化工》 * |
| 魏玮: "环交联型聚膦腈微纳米材料的功能化及应用研究", 《上海交通大学学位论文》 * |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109942395A (en) * | 2019-03-29 | 2019-06-28 | 四川大学 | A kind of curcumin ionic liquid and its application |
| CN109942395B (en) * | 2019-03-29 | 2021-09-21 | 四川大学 | Curcumin ionic liquid and application thereof |
| CN112730350A (en) * | 2020-12-04 | 2021-04-30 | 嘉兴学院 | Based on CeO2Method for fluorescence detection of 4-nitrophenol in environmental water sample by using quantum dots |
| CN113736452A (en) * | 2021-09-06 | 2021-12-03 | 上海工程技术大学 | Method for detecting salicylic acid by using fluorescent micrometer probe and application |
| CN113736091A (en) * | 2021-09-06 | 2021-12-03 | 上海工程技术大学 | Method for detecting quercetin by using fluorescent micrometer probe and application |
| CN113736452B (en) * | 2021-09-06 | 2023-05-09 | 上海工程技术大学 | Method for detecting salicylic acid by fluorescent micron probe and application |
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