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Novel pyrenyl polysiloxane and application thereof

A pyrene-based polysiloxane, a new type of technology, applied in instruments, analytical materials, measuring devices, etc., can solve the problems of low responsiveness and sensitivity, damage to the liver, death, etc., and achieve high sensitivity, low cost, and broad application prospects. Effect

Inactive Publication Date: 2019-07-19
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although 4-nitrotoluene is a general dangerous chemical with low toxicity, it can be directly absorbed by the human body through inhalation of steam, ingestion, or skin contact, causing headaches, abdominal pain, dizziness, nausea, and dyspnea. In severe cases, it can damage the liver and cause cause hemolysis and even death
The more nitro substituents, the higher the responsiveness and sensitivity. Currently reported pyrene-based fluorescent probes are mainly for trinitrotoluene (phenol) with more nitro substituents, but for only one nitro substituent. The responsivity and sensitivity of 4-nitrotoluene are very low

Method used

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  • Novel pyrenyl polysiloxane and application thereof
  • Novel pyrenyl polysiloxane and application thereof
  • Novel pyrenyl polysiloxane and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] The preparation of pyrenyl polysiloxane PySQ-4 of the present invention

[0036] The preparation method of pyrenylpolysiloxane PySQ-4 of the present invention is: take respectively vinyl silicone oil (1g), 1-bromopyrene (0.28g, 1mmol), palladium acetate (15mg) and Tri(o-methylphenyl)phosphorus (30mg) was dissolved in a 100mL flask by adding 5mL triethylamine and 30mL toluene, then heated to 90°C under N 2 Reflux under protection for 48h to fully react. After the reaction, cool to room temperature, filter, and evaporate the filtered solution under reduced pressure. The precipitate obtained after washing with methanol and tetrahydrofuran is the target novel pyrenylpolysiloxane PySQ-4. The above-mentioned pyrenylpolysiloxane 1 H NMR spectrum see figure 1 .

Embodiment 2

[0038] Novel pyrenyl polysiloxane PySQ-4 of the present invention is to the selective response fluorescence curve (fluorescence chromatographic analyzer analysis) of NT

[0039] Prepare a PySQ-4 solution with a concentration of 0.02 mg / mL and a solvent of dichloromethane, and add the same volume of nitrotoluene derivative solutions (trinitrotoluene (TNT), dinitrotoluene (DNT), 4-nitrotoluene nitrotoluene (NT)), the fluorescence quenching curve of PySQ-4 solution p-nitrotoluene derivatives was tested by fluorescence chromatography. For the fluorescence spectrum obtained above, see figure 2 . After adding NT, the fluorescence of the solution was almost completely quenched, while the fluorescence intensity did not change significantly after adding the other two nitrotoluene derivatives, indicating that PySQ-4 has good selectivity for NT.

Embodiment 3

[0041] Novel pyrenyl polysiloxane PySQ-4 of the present invention is to the concentration response fluorescence curve (fluorescence chromatographic analyzer analysis) of NT to prepare concentration and be 0.02mg / mL, solvent is the PySQ-4 solution of dichloromethane, then constantly drip Add NT solution (0→10ng), and test the fluorescence quenching curve of PySQ-4 solution on NT by fluorescence chromatography. For the fluorescence spectrum obtained above, see image 3 . With the increase of the concentration of NT in the solution, the fluorescence intensity of the solution decreased rapidly until it was completely quenched. The obvious fluorescence intensity can be seen when the NT concentration is 0.1 μg / mL, indicating that PySQ-4 has good responsiveness and high sensitivity to NT.

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Abstract

The invention discloses novel pyrenyl polysiloxane and application thereof. The pyrenyl polysiloxane provided by the invention has good film-forming property and thermal stability, and meanwhile, thenovel pyrenyl polysiloxane can selectively identify nitrobenzene derivatives, and has good selectivity and responsiveness to 4-nitrotoluene at a nanogram level. In addition, detection test paper prepared based on the polymer can simply and visually present the high sensitivity, and has a good application prospect for portable detection of 4-nitrotoluene.

Description

technical field [0001] The invention relates to a novel pyrene-based polysiloxane and its high-selectivity and high-sensitivity detection for 4-nitrotoluene, belonging to the technical field of polymer material chemistry. Background technique [0002] 4-nitrotoluene is the preparation of p-toluene, toluene diisocyanate, benzidine, p-nitrobenzoic acid, p-nitrotoluenesulfonic acid, 2-chloro-4-nitrotoluene, 2-nitro-4-methyl It is an important raw material for many chemicals such as aniline and dinitrotoluene, and it is also an important intermediate for the preparation of pesticides, dyes, medicines, plastics and synthetic fiber agents. Although 4-nitrotoluene is a general dangerous chemical with low toxicity, it can be directly absorbed by the human body through inhalation of steam, ingestion or skin contact, causing headaches, abdominal pain, dizziness, nausea, difficulty breathing and other discomfort symptoms. In severe cases, it can damage the liver and cause cause hemoly...

Claims

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Application Information

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IPC IPC(8): C08G77/38G01N21/64
CPCC08G77/38G01N21/6428G01N21/643G01N2021/6432
Inventor 林伟英张小梅勾志明
Owner UNIV OF JINAN