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Fluorescent sensing polymer material for detecting nitryl explosives and preparation method

A polymer material and fluorescent sensing technology, which is applied in the field of fluorescent sensing, can solve problems affecting sensing performance, polymer self-quenching, affecting fluorescence intensity, polymer solubility, etc.

Inactive Publication Date: 2016-06-29
QILU UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the fluorescence detection method has a series of advantages, there are still some problems affecting the detection performance of nitroaromatics.
π-π stacking easily occurs between the fluorescent conjugated main chains, which seriously affects the fluorescence intensity and the solubility of the polymer, thus limiting its application range
π-π stacking can also cause the polymer itself to self-quench and affect the sensing performance
[0004] At present, many researchers have designed and synthesized a series of fluorescent conjugated polymers based on the shortcomings of the above conjugated polymers to overcome their shortcomings, but their effects in practical applications are not ideal.

Method used

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  • Fluorescent sensing polymer material for detecting nitryl explosives and preparation method
  • Fluorescent sensing polymer material for detecting nitryl explosives and preparation method
  • Fluorescent sensing polymer material for detecting nitryl explosives and preparation method

Examples

Experimental program
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Effect test

Embodiment 1

[0067] A synthetic method for fluorescent sensing polymer P, comprising the following steps:

[0068] 2,5-dibromothiophene (200mg, 0.9mmol), polyphenylene vinylene polymer (376mg, 0.9mmol) and 2,7-dibromo-9,9-diphenylfluorene (426.6mg, 0.9mol) Dissolve in anhydrous diisopropylamine (DIPA, 2mL) and anhydrous toluene (30mL), place in a 50ml three-necked flask. Pass through argon for 30 minutes, add PdCl 2 (PPh 3 ) 2 (36mg, 2.6×10 -2 mmol), PPh 3 (270mg, 0.90mmol) and CuI (40.5mg, 0.3mmol). 100 ° C reflux reaction for 24h. Then, according to the purification, the fluorescent sensor polymer P is obtained, and the structural formula is shown in Formula 1 of the present invention.

[0069] Fluorescent sensor polymer P: dark yellow solid (400mg, 69%). 1 HNMR: (CDCl 3 ,400MHz), δ(ppm):0.0-2.0(m,20H),7.0-7.2(m,3H),7.4(d,1H,J=7.2HZ),6.0(d,3H,J=5.5HZ) ,7.6-7.9(m,2H).FT-IR(KBr):3060,2967,2921,2850,2198,1710,1600,1452,1414,1259,1103,1026,886,823,753,692,513cm -1 Calcdfor(C 58 h ...

Embodiment 2

[0070] Embodiment 2 A synthetic method of fluorescent sensing polymer P, comprising the following steps:

[0071] 2,5-dibromothiophene (210mg), polyphenylene vinylene polymer (378mg) and 2,7-dibromo-9,9-diphenylfluorene (438mg) were dissolved in anhydrous diisopropylamine (DIPA, 2.5mL) and anhydrous toluene (22mL), placed in a 50ml three-necked flask. Argon protection was passed through for 40 minutes, and PdCl was added 2 (PPh 3 ) 2 (21mg), PPh 3 (252mg) and CuI (63mg). 90 ° C reflux reaction for 36h. Then, according to the purification, the fluorescent sensor polymer P is obtained, and the structural formula is shown in Formula 1 of the present invention.

Embodiment 3

[0073] Preparation of electrospun PS-P film: fluorescent sensing polymer P (0.4 mg) (polymer in Example 1) and PS (0.4 g) were dissolved in 4 ml mixed solution (DMF:THF=3:1) , and stirred for 24 hours. Transfer the resulting solution to the syringe of the electrospinning device. Electrospinning was performed at 20 kV for an acceptance distance of 25 cm. The flow rate of the solution was 1mLH via a syringe pump -1 Control at a constant rate. Electrospun nanofibrous membranes (1.0 cm x 1.7 cm) were formed on glass slides, which were attached to metal plate collectors on aluminum plates. The electrospun nanofibrous membrane (20 μm) was oven dried at 30 °C for 10 h to remove residual organic solvent.

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Abstract

The invention discloses a fluorescent sensing polymer material for detecting nitryl explosives and a preparation method. The preparation method of the material comprises the following steps: taking 2,5- dibromo thiophene, poly(phenyleneethynylene) polymer and 2,7-dibromo-9,9-diphenylfluorene as raw materials; and polymerizing to obtain the fluorescent sensing polymer material. 9,9-Diphenylfluorene and thiophene monomer are introduced to synthesize the poly(fluorenyleneethynylene) polymer (PFEs). The 9,9-diphenylfluorene unit is introduced in the poly(phenyleneethynylene) polymer to weaken Pi-Pi stacking between skeletons, permeability of the polymer is improved, the polymer has rigid steric hindrance, meanwhile, the thiophene unit is introduced to enable the polymer to be rich in electrons, and an electron transfer function of the electrons between the nitro-aromatic compounds and the sensor is promoted.

Description

technical field [0001] The invention belongs to the technical field of fluorescent sensing, and in particular relates to a fluorescent sensing polymer material and a preparation method for detecting nitro explosives. Background technique [0002] With the progress and development of society, terrorist attacks and environmental issues have attracted more and more attention from the society. Some new materials have been used to detect explosives, and an efficient material that can quickly detect traces of nitroaromatics is very important. Among the current detection methods for trace nitroaromatics, fluorescent sensors are generally considered to have the advantages of good selectivity and high sensitivity. [0003] Nitroaromatics such as 2,4,6-trinitrotoluene (TNT), 2,4-dinitrotoluene (DNT), and picric acid (PA) are common components in explosives. These nitroarenes are electron-deficient substances, while fluorescent conjugated polymers are electron-rich substances. When ...

Claims

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Application Information

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IPC IPC(8): C08G61/12C09K11/06D04H1/4266D04H1/4382D04H1/728
CPCC08G61/126C08G2261/3223C08G2261/344C08G2261/514C08G2261/522C08G2261/94C09K11/06C09K2211/1458D04H1/4266D04H1/4382D04H1/728
Inventor 崔月芝李凯陶芙蓉李天铎丁云桥
Owner QILU UNIV OF TECH
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