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Hyperbranched conjugated polymer sensing material, preparation method and application thereof

A technology of hyperbranched conjugation and polymers, applied in the field of chemical sensing materials, can solve the problems of long reaction time, expensive equipment, low sensitivity, etc.

Inactive Publication Date: 2008-10-29
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The analysis and testing methods of palladium are mostly absorptiometry. Due to the long reaction time and low sensitivity of this method, it has great limitations in practical application.
However, atomic absorption spectrometry, atomic emission method, neutron activation method, polarography, flow injection spectrophotometry, etc., are not easy to popularize and use because the instruments used are relatively expensive.

Method used

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  • Hyperbranched conjugated polymer sensing material, preparation method and application thereof
  • Hyperbranched conjugated polymer sensing material, preparation method and application thereof
  • Hyperbranched conjugated polymer sensing material, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Embodiment 1, the preparation of hyperbranched p-pyridylidene vinylene polymer

[0029] 1) Dissolve 10mol methyl triphenylphosphine bromide in 30L anhydrous tetrahydrofuran, add 8mol sodium hydride under ice bath and argon atmosphere, and stir under ice bath for 30 minutes, the solution becomes golden yellow; 1.5mol tris(4-formylphenyl)amine in 100mL tetrahydrofuran, remove the ice bath, react at room temperature for 2 days, add a few drops of deionized water to terminate the reaction; the reaction solution is dispersed in dichloromethane and water, and separated Finally, the organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, and after rotary evaporation, the crude product was separated by column chromatography and dried in vacuo to obtain the tri(4-vinylphenyl)amine product ( 1 H NMR (CDCl 3 , δppm): 7.3 (d, 6H), 7.06 (d, 6H), 6.96 (m, 3H), 5.69 (d, 3H), 5.19 (d, 3H); 13 C NMR (CDCl 3 , δppm): 147.1, 136.3, 132.5, 127.3, 124.2, 112.6...

Embodiment 2

[0031] Embodiment 2, the preparation of hyperbranched p-pyridylidene vinylene polymer

[0032]1) Dissolve 10mol methyl triphenylphosphine bromide in 50L anhydrous tetrahydrofuran, add 12mol sodium hydride under ice bath and argon atmosphere, and stir for 50 minutes under ice bath, the solution becomes golden yellow; 3mol tris(4-formylphenyl)amine in 200mL tetrahydrofuran, remove the ice bath, react at room temperature for 2 to 5 days, add a few drops of deionized water to terminate the reaction; the reaction solution is dispersed in dichloromethane and water, separate After liquid, the organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, and after rotary evaporation, the crude product was separated by column chromatography and dried in vacuo to obtain a tri(4-vinylphenyl)amine product;

[0033] 2) Add 6mol tris(4-vinylphenyl)amine, 10mol 2,5-dibromopyridine, 200g palladium acetate, 1000g tricresyl phosphoric acid into an anhydrous and oxygen-free...

Embodiment 3

[0034] Embodiment 3, the preparation of hyperbranched p-pyridylidene vinylene polymer

[0035] 1) Dissolve 10 mol of methyl triphenylphosphine bromide in 30 L of anhydrous tetrahydrofuran, add 9 mol of sodium hydride under ice bath and argon atmosphere, and stir for 30 minutes under ice bath, the solution becomes golden yellow; 2.1mol tris(4-formylphenyl)amine in 150mL tetrahydrofuran, remove the ice bath, react at room temperature for 3 days, add a few drops of deionized water to terminate the reaction; the reaction solution is dispersed in dichloromethane and water, and separated Finally, the organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, and after rotary evaporation, the crude product was separated by column chromatography and dried in vacuum to obtain a tris(4-vinylphenyl)amine product;

[0036] 2) Add 6mol tris(4-vinylphenyl)amine, 9mol 2,5-dibromopyridine, 150g palladium acetate, and 750g tricresyl phosphoric acid into an anhydrous an...

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Abstract

The invention discloses a hyperbranched conjugated polymer sensing material and a preparation method and an application thereof. According to the invention, triphenylamine is used as a main chain and para-pyridinylene vinylene or para-pyridinylene ethynylene is used as a branch chain, that is, the main chain is introduced with pyridyl groups and ethenylene or ethynylene conjugated thereto, to produce a hyperbranched para-pyridinylene vinylene polymer and a hyperbranched para-pyridinylene ethynylene polymer. The invention realizes the preparation of two hyperbranched fluorescent conjugated polymers through the organic metal catalytic reaction between the raw material of triphenylamine and two pyridine compounds. As a highly sensitive macromolecular fluorescent sensing material, the polymer is used for the detection of palladium ions. Additionally, the polymer has better selectivity to palladium ions than other metal ions.

Description

technical field [0001] The invention relates to the technical field of chemical sensing materials, in particular to a hyperbranched conjugated polymer sensing material and its preparation method and application. Background technique [0002] The identification and detection of alkali and alkaline earth metal ions, transition metal ions, etc. has attracted extensive attention from chemists, biologists, clinical biochemists and environmental scientists. Most palladium analysis and testing methods are absorbance photometry, which has great limitations in practical application due to its long reaction time and low sensitivity. However, atomic absorption spectrometry, atomic emission method, neutron activation method, polarography, flow injection spectrophotometry, etc., are not easy to popularize and use because the instruments used are relatively expensive. [0003] Fluorescence is a widely used and rapidly developing sensing method. Fluorescent sensors are a class of molecul...

Claims

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Application Information

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IPC IPC(8): C08G73/02C08G61/12C09K11/06G01N21/64
Inventor 冯继昌李杨杨慕杰
Owner ZHEJIANG UNIV