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Quaternary phosphonium salt compound, preparation method thereof and application thereof in electrochemiluminescence biological detection

A quaternary phosphonium salt and compound technology, applied in the field of electrochemiluminescence materials, can solve the problems of poor electrode surface silence, fluorescence ultraviolet quenching, active monomers and other problems, and achieve stable electrochemiluminescence signal and wide electrochemical window. , high-strength effect

Inactive Publication Date: 2019-08-06
NANJING UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
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Problems solved by technology

(Tetra-carboxyphenyl) zinc porphyrin (ZnTCPP for short) is an electrochemiluminescent substance that is relatively stable in the aqueous phase and has high ECL intensity, but it often cannot be used as an active monomer due to the formation of aggregated forms on the electrode surface. There are problems such as fluorescence UV quenching and poor silence on the electrode surface

Method used

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  • Quaternary phosphonium salt compound, preparation method thereof and application thereof in electrochemiluminescence biological detection
  • Quaternary phosphonium salt compound, preparation method thereof and application thereof in electrochemiluminescence biological detection
  • Quaternary phosphonium salt compound, preparation method thereof and application thereof in electrochemiluminescence biological detection

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Experimental program
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Effect test

Embodiment 1

[0030] Add 3.28g (10.0mmol) 1,12-dibromododecane, 8.89g (24.0mmol) trioctylphosphine, and 40mL chloroform to the three-necked flask at room temperature as solvent, and feed N 2 Bubble for 15 minutes to remove oxygen in the three-necked flask, and then reflux and stir at 60° C. for 48 hours under airtight conditions. After the reaction was completed, it was cooled to room temperature, the reactant was transferred to an eggplant-shaped bottle, and the reaction solvent, chloroform, was removed by rotary evaporation. Then add 20mL ethyl acetate, heat to reflux state, keep for 30min, then cool to room temperature and transfer to refrigerator, stand at -20°C for 8-12h. Suction filter and transfer the filter cake to an eggplant-shaped bottle, add ethyl acetate and repeat the above operation twice, transfer the filter cake to a 60°C oven for drying to obtain 8.98g of 1,12-bis(trioctylphosphonium bromide) dodeca Alkanes, the yield is 84%.

Embodiment 2

[0032] Prepare C with a molar concentration of 10mmol / L respectively 12 h 24 (P + (C8 h 17 ) 3 Br - ) 2 -methanol solution and 0.1mmol / L ZnTCPP-methanol solution, ultrasonically oscillate for 10min, then take an equal volume of quaternary phosphonium salt-methanol solution and ZnTCPP-methanol solution to mix and ultrasonically oscillate for 30min to ensure their uniform dispersion. Glassy carbon electrodes with a diameter of 5 mm were polished on 0.3 μm and 0.05 μm alumina suede for 3 minutes respectively. After each polishing, the alumina adsorbed on the electrode surface was rinsed with ultrapure water, and then dried with nitrogen. Use a pipette gun to draw 10 μL of quaternary phosphonium salt / ZnTCPP-methanol mixed solution to modify the surface of the treated glassy carbon electrode, and place it in a dry place away from light to dry naturally to form a thin film layer. The ECL signal of the electrode was detected by the MPI-E multifunctional electrochemical and chem...

Embodiment 3

[0034] Prepare TOAB-methanol solution with a molar concentration of 10mmol / L and ZnTCPP-methanol solution with a molar concentration of 0.1mmol / L respectively, ultrasonically oscillate for 10min, then take an equal volume of TOAB-methanol solution and ZnTCPP-methanol solution and mix and ultrasonically oscillate for 30min to ensure It disperses evenly. Glassy carbon electrodes with a diameter of 5 mm were polished on 0.3 μm and 0.05 μm alumina suede for 3 minutes respectively. After each polishing, the alumina adsorbed on the electrode surface was rinsed with ultrapure water, and then dried with nitrogen. Use a pipette gun to draw 10 μL of TOAB / ZnTCPP-methanol mixed solution to modify the surface of the treated glassy carbon electrode, and place it in a dry place away from light to dry naturally to form a thin film layer. The ECL signal of the electrode was detected by the MPI-E multifunctional electrochemical and chemiluminescence analysis system. The buffer solution is 4mL ...

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Abstract

The invention discloses a quaternary phosphonium salt compound, a preparation method thereof and application thereof in electrochemiluminescence biological detection. The quaternary phosphonium salt compound is 1,12-bis(trioctyl phosphonium bromide)dodecane. After mixing of 1,12-dibromododecane with tri-n-octylphosphine, the reflux reaction is made by using trichloromethane as a solvent; the solvent is removed by rotary evaporation; and then recrystallization is performed by using ethyl acetate to obtain a quaternary phosphonium salt compound. A quaternary phosphonium salt / ZnTCPP system constructed by the ZnTCPP is loaded by using the 1,12-bis(trioctyl phosphonium bromide)dodecane as a carrier, thereby realizing electrochemiluminescence light-emitting signal detection of H2O2. The quaternary phosphonium salt compound has advantages of high ionic conductivity, wide electrochemical window, and high structural and functional designability as well as high thermal stability and electrochemical stability.

Description

technical field [0001] The invention belongs to the technical field of electrochemiluminescence materials, and relates to a quaternary phosphonium salt compound, a preparation method and its application in electrochemiluminescence biological detection. Background technique [0002] Quaternary phosphonium salt ionic liquid is a new type of self-assembled functional material or medium, which has the characteristics of "zero" vapor pressure, wide electrochemical window, high conductivity, good thermal and electrochemical stability, and designable structure and function. It has been widely used in organic chemistry, electrochemistry, biomedicine, functional materials and other fields. [0003] Electrochemiluminescence (ECL) is a kind of chemiluminescence that excites luminophores through electrochemical reactions. The principle of ECL technology: some substances obtained by electrochemical reaction on the electrode or some components in the reaction system reach the excited sta...

Claims

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Application Information

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IPC IPC(8): G01N21/76G01N27/26G01N27/30C07F9/54C09K11/06
CPCC07F9/5407C09K11/06G01N21/76G01N27/26G01N27/308
Inventor 马科锋杨阳刘勇洪伽金郑晨昱
Owner NANJING UNIV OF SCI & TECH
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