An organic room-temperature phosphorescent molecular compound, and a preparation method and application thereof

By modifying the phosphorescent core of a hexasubstituted aromatic hydrocarbon with groups that can induce intermolecular hydrogen bonds, an aggregated organic room-temperature phosphorescent molecular compound is formed, which solves the problem of detection bias of existing fluorescent probes and realizes accurate detection of intracellular pH changes, with efficient and economical detection effect.

CN119462456BActive Publication Date: 2026-01-27INNER MONGOLIA UNIVERSITY
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Patent Information

Application Number
CN202411611023.6
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2024-11-12
Publication Date
2026-01-27
Estimated Expiration
2044-11-12

AI Technical Summary

Technical Problem

Existing fluorescent probes are easily affected by fluorescence intensity and fluorophore concentration when detecting changes in intracellular pH, leading to biased detection results. Furthermore, organic room-temperature phosphorescent materials lack biological applications in solution aggregation, limiting their effectiveness in intracellular pH sensing.

Method used

Organic room-temperature phosphorescent molecular compounds with hexasubstituted aromatic phosphorescent cores are modified with groups that can induce intermolecular hydrogen bonds. By utilizing π-π stacking and hydrogen bonds to form different aggregation states, the luminescence and lifetime properties of the molecules can be regulated to sense changes in intracellular pH.

Benefits of technology

It enables precise detection of intracellular pH changes, and has the advantages of inexpensive and readily available raw materials, simple synthesis, and convenient detection, thus improving detection accuracy. It can reflect the cell state in real time through changes in emission wavelength and lifetime.

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Abstract

The application provides an organic room-temperature phosphorescent molecular compound and a preparation method and application thereof. The organic room-temperature phosphorescent molecular compound provided in the application takes a six-substituted arene phosphorescent core as a core molecule, and a group capable of inducing intermolecular hydrogen bonding is modified on the core molecule to form different aggregation states through pi-pi stacking and hydrogen bonding. The preparation method of the compound comprises the following steps: taking a six-substituted benzene as a basis, further synthesizing a six-substituted arene structure as a compound skeleton, and then introducing groups including a carboxyl group, a carboxyl group derivative, a hydroxyl group or an amide on the skeleton. The organic room-temperature phosphorescent molecular compound can be used for cell life imaging and as a pH sensing probe for detecting intracellular pH changes. The compound provided in the application has a life of up to 30 mu s when the water content is 99%, can respond to pH, and provides accurate and reliable life biological imaging in clinical biomedical applications; and when used as a pH sensing probe, the compound can accurately respond to intracellular pH changes.
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