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Construction method of organic phase electrochemical luminescence system of rigid spiro silole compound

A construction method and an organic phase technology, applied in organic chemistry, chemical instruments and methods, silicon organic compounds, etc., can solve problems such as the luminous efficiency of silole compounds, and achieve improved luminous efficiency and sensitivity, good stability and Reproducible, low-use effects

Active Publication Date: 2021-07-27
NORTHWEST NORMAL UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, these methods cannot effectively solve the luminous efficiency of silole compounds

Method used

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  • Construction method of organic phase electrochemical luminescence system of rigid spiro silole compound
  • Construction method of organic phase electrochemical luminescence system of rigid spiro silole compound
  • Construction method of organic phase electrochemical luminescence system of rigid spiro silole compound

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Embodiment 1

[0026] A method for synthesizing a rigid spirocyclic silole compound and a method for constructing an electrochemiluminescent system, the steps of which are as follows:

[0027] a, the preparation method of rigid spirocyclic silole compound 5,5'-spirobis[dibenzo[b,d]silole]

[0028] (1) Under the protection of an inert gas, add 2.00g of 2,2-dibromobiphenyl to a 100mL Schlenk bottle, then add 35mL of ultra-dry tetrahydrofuran, and then dissolve under magnetic stirring until the 2,2-dibromobiphenyl is completely After dissolving, add 6.16mL of n-butyl lithium to the Schlenk bottle, react at -50°C for 1h, then warm to room temperature, and continue stirring for 12h; then, add 0.546g of distilled silicon tetrachloride dropwise at 0°C And stirred for 1h, then warmed to room temperature, and continued to stir for 24h;

[0029] (2) After the reaction, transfer the solution to a round-bottomed flask for rotary evaporation, then add 20 mL of dichloromethane to dissolve, filter out ins...

Embodiment 2

[0040] 1. Determination of the CV and ECL signal intensity-potential diagrams of 5,5'-spirobis[dibenzo[b,d]silole] in the supporting electrolyte tetrabutylammonium hexafluorophosphate system. The construction method of the system is the same as in Example 1, the concentration of the supporting electrolyte tetrabutylammonium hexafluorophosphate in the system constructed by the method is 0.1mol / L, and the potential scanning rate is 0.2V s -1 , The potential window is -1.5 ~ -2.0V. see results image 3 . The results showed that the ECL intensity of 5,5'-spirobis[dibenzo[b,d]silole] was about 5500.

[0041] 2. Optimize the potential window, scan rate, supporting electrolyte concentration and other conditions of the electrochemiluminescence system of 5,5'-spirobi[dibenzo[b,d]silole], and conduct ECL stability test. The construction method of the system is similar to Example 1. see results Figure 4 . The results show that the best potential window is -1.5~-2.0V, and the best ...

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Abstract

The invention discloses a construction method of an organic phase electrochemical luminescence system of a rigid spiro silole compound. The method comprises the following steps: dissolving an electrochemical luminescence reagent 5,5'-spiro bis[dibenzo[b,d]silole] and a supporting electrolyte tetrabutyl ammonium hexafluorophosphate in an acetonitrile flushing solution, taking a glassy carbon electrode as a working electrode, taking a platinum electrode and a silver wire electrode as a counter electrode and a reference electrode, immersing into the obtained organic phase, and removing the oxygen in the organic phase to obtain the electrode. According to the invention, the electrochemical luminescence system is easy to construct, the surface of an electrode does not need to be coated with a luminescence agent, the dosage of the used luminescence agent is small, a co-reactant is not needed, generated ECL signals are strong, and the stability and reproducibility are good; and compared with the traditional silole such as hexaphenyl silole, the luminescent molecule has the advantages that the ECL emission of 5,5'-spirobis[dibenzo[b,d]silole] in an acetonitrile solution is enhanced by about 6 times, and the luminous efficiency and the sensitivity are obviously improved.

Description

technical field [0001] The invention belongs to the technical field of building an electrochemiluminescence system, and in particular relates to a method for building an organic phase electrochemiluminescence system of a rigid spirocyclic silole compound. Background technique [0002] Silole (Silole) is silacyclopentadiene, the outer ring σ of its silicon atom * orbital and π of butadiene * Orbitals can form σ * -π * Conjugation, so that silole and its derivatives have a lower lowest unoccupied molecular orbital (LUMO) energy level, which improves the electron affinity, thereby facilitating electron injection and transport, and has excellent photoelectric properties, such as high electron affinity and High electron mobility, in addition, silole compounds also have aggregation-induced emission (AIE) effect. Most of the current research on silole compounds revolves around changing the substituents on the silole ring to enhance their photoelectric properties. However, thes...

Claims

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Application Information

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IPC IPC(8): C07F7/08C09K11/06
CPCC07F7/0807C09K11/06C09K2211/1096
Inventor 卢小泉刘秀娟赵会环李霆川唐淑园赵睿王菊霞孙璐张鹏萍白蕾韩振刚
Owner NORTHWEST NORMAL UNIVERSITY
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