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Pentiptycene conjugated polymer, preparing method thereof and application thereof to rapid detection of nitroaromatic explosive

A technology of conjugated polymers and nitroaromatics, applied in the field of polymer materials, can solve the problems of sensitivity and selectivity to be improved, and achieve the effects of good selectivity and sensitivity, high molecular weight, and high sensitivity

Active Publication Date: 2016-05-25
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, although significant progress has been made in the detection of nitroaromatic explosives based on conjugated polymers, its sensitivity and selectivity still need to be improved

Method used

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  • Pentiptycene conjugated polymer, preparing method thereof and application thereof to rapid detection of nitroaromatic explosive
  • Pentiptycene conjugated polymer, preparing method thereof and application thereof to rapid detection of nitroaromatic explosive
  • Pentiptycene conjugated polymer, preparing method thereof and application thereof to rapid detection of nitroaromatic explosive

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Embodiment 1, the synthesis of conjugated polymer P

[0054] according to image 3 The synthetic route diagram of conjugated polymer P is shown for the synthesis of conjugated polymer P. The specific operation is as follows:

[0055] Under argon protection, weigh compound 1 (40mg, 0.084mmol), 2 (62mg, 0.084mmol), Pd (PPh 3 ) 4 (5mg, 0.004mmol) and CuI (6mg, 0.03mmol) were placed in a 25mL Schlenk bottle, and 5mL of a dry mixed solvent of diisopropylamine and toluene 2:3 was added as a solvent, and reacted at 75°C for 3 days. After the reaction was completed, it was cooled to room temperature, spin-dried, 30 mL of methanol was added to the residue for precipitation, and it was filtered by suction to obtain 80 mg of bright yellow powder with a yield of 95.2%.

[0056] The structure detection result of this compound is as follows:

[0057] 1 HNMR (300MHz, CDCl 3 )( Figure 4 is the H NMR spectrum of the conjugated polymer P): δ7.50–7.39(m,10H),7.03(brs,8H),6.10(brs...

Embodiment 2

[0060] Embodiment 2, the measurement of the ultraviolet-visible absorption spectrum and fluorescence spectrum of prepared conjugated polymer P

[0061] Dissolve the conjugated polymers prepared in Example 1 in chloroform respectively to configure a concentration of 1.0×10 -6 mol / L solution, and then carry out the determination of ultraviolet-visible absorption spectrum and fluorescence spectrum, and the corresponding test results are shown in Table 1.

[0062] Figure 5 It is the ultraviolet absorption spectrum of the conjugated polymer P prepared in Example 1.

[0063] Figure 6 It is the fluorescence emission spectrum of the conjugated polymer P prepared in Example 1.

[0064] Table 1 is the measurement result of the ultraviolet-visible absorption spectrum and fluorescence spectrum of conjugated polymer P

[0065]

Embodiment 3

[0066] Embodiment 3, the mensuration of the thermal stability of the prepared conjugated polymer P

[0067] P was dissolved in chloroform to form a 1 mg / mL solution, and then spin-coated on a quartz wafer (10 mm × 10 mm) on a spin coater at a speed of 3000 rpm to form a thin film. Then the fluorescence spectra were measured at different temperatures. The result is as Figure 7 shown.

[0068] Figure 7 It is the fluorescence curve of P thin film at different temperatures.

[0069] Depend on Figure 7 It can be seen that as the temperature rises, the fluorescence intensity of the film increases slightly and then slowly decays. When the temperature reaches 50 degrees, the fluorescence intensity of the film increases by 20%. After continuing to increase the temperature to 70 degrees, the fluorescence intensity decreases slightly to the room temperature intensity. stabilized thereafter. This result demonstrates that the film is stable to temperature.

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Abstract

The invention provides a pentiptycene conjugated polymer, a preparing method thereof and application thereof to rapid detection of nitroaromatic explosive. The general structural formula of the conjugated polymer is shown in the formula I. The conjugated polymer with pentiptycene segments is obtained efficiently through a Sonogashira coupled reaction, and the rigid pentiptycene structure has sufficient holes to form molecule channels, so that the electron-rich polymer responds to electron-deficient nitroaromatic molecules easily through electrostatic interaction, and extremely high sensitivity is revealed. The pentiptycene conjugated polymer has higher molecular weight and is higher in selectivity and sensitivity, and red shift of emitting wavelength is more obvious. The response time of the polymer is shortened by 2 / 3 compared with that of a polymer reported by a Swager set. The conjugated polymer can recognize the nitroaromatic explosive in a gas phase fast with high selectivity.

Description

technical field [0001] The invention belongs to the field of polymer materials, and in particular relates to a pentadecylene conjugated polymer and its preparation method and its application in rapid detection of nitroaromatic explosives. Background technique [0002] In recent years, with the increasing demand for terrorist threats, the application of chemical and biological weapons in warfare, non-metallic mine detection, and environmental quality monitoring, countries around the world have paid more and more attention to the research of various high-performance thin-film sensors. Nitroaromatic compounds are an important class of explosives. However, due to the threat of terrorism and the toxicity of their residues in the environment to organisms, the detection of such explosives has received widespread attention. So far, although significant progress has been made in the rapid and sensitive detection of nitroaromatic explosives, there are still great challenges in its ide...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/02G01N21/64
CPCC08G61/02C08G2261/1424C08G2261/18C08G2261/3325C08G2261/415C08G2261/94G01N21/6428G01N2021/6432
Inventor 陈传峰韩莹
Owner INST OF CHEM CHINESE ACAD OF SCI
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