High-selectivity aggregation induced chemiluminiscence probe for <1>O2 as well as preparation method and application of chemiluminiscence probe

A chemiluminescence and aggregation-induced technology, applied in chemical instruments and methods, luminescent materials, organic chemistry, etc., can solve the problems of low body content and short singlet oxygen life, achieve high selectivity and ensure the effect of energy transfer efficiency

Active Publication Date: 2018-11-02
SHAANXI NORMAL UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Detecting singlet oxygen in cells and living organisms is a

Method used

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  • High-selectivity aggregation induced chemiluminiscence probe for &lt;1&gt;O2 as well as preparation method and application of chemiluminiscence probe
  • High-selectivity aggregation induced chemiluminiscence probe for &lt;1&gt;O2 as well as preparation method and application of chemiluminiscence probe
  • High-selectivity aggregation induced chemiluminiscence probe for &lt;1&gt;O2 as well as preparation method and application of chemiluminiscence probe

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Experimental program
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Embodiment 1

[0031] 1. Add 10.09g (0.06mol) of diphenylmethane (0.06mol) and 250mL of dry tetrahydrofuran into a 500mL three-necked flask, vacuum replace, cool to 0°C, keep stirring, and slowly add 24.0mL2.5mol into the mixture with a syringe under nitrogen protection. / L (0.06mol) cyclohexane solution of n-butyllithium, continue to stir for 30min after adding, then add 40mL of dry tetrahydrofuran solution containing 15.14g (0.058mol) 4-bromobenzophenone dropwise, at room temperature Stir for 10 h, then add ammonium chloride aqueous solution to the reaction mixture to stop the reaction, extract with dichloromethane (300 mL x 3 times), combine the organic phases, and wash alternately with saturated sodium chloride aqueous solution and deionized water (300 mL x 3 times) , and then dried with anhydrous magnesium sulfate, filtered, and the solvent was evaporated to obtain the intermediate 2-(4-bromophenyl)-1,1,2-triphenylethanol. The obtained intermediate and 1.0 g of anhydrous p-toluenesulfoni

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Abstract

The invention discloses a high-selectivity aggregation induced chemiluminiscence probe for <1>O2 as well as a preparation method and an application of the chemiluminiscence probe. The structural formula of the chemiluminiscence probe is shown in the description, and the chemical name is 6-(4-(1,2,2-triphenylethyl)phenyl)-2,3-dihydrophthalazine-1,4-dione (TPE-PH for short). Chemiluminiscence of theprobe is weak when a solution is formed by the probe in a good solvent such as tetrahydrofuran. In a tetrahydrofuran-water mixed solvent, when proportion of water is larger than 70% (V/V), chemiluminiscence produced when formed nano-aggregate is oxidized by <1>O2 is enhanced sharply with increase of the proportion of water in the mixed solvent, the probe has typical aggregation induced reinforcedchemiluminiscence characteristic, and emission wavelength peak is 485 nm. The TPE-PH nano-aggregate has quite high chemiluminiscence selectivity for <1>O2 under physiological conditions and can recognize <1>O2 on nanomole level, which proves that TPE-PH is a novel chemiluminiscence probe capable of recognizing and detecting <1>O2 with high selectivity and high sensitivity in a physiological system.

Description

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Claims

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Application Information

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Owner SHAANXI NORMAL UNIV
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