Pyridine-triphenylamine-anthracene conjugated molecule with aggregation-induced emission property and preparation method thereof

A technology of aggregation-induced luminescence and conjugated molecules, which is applied in the direction of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of aggregation fluorescence quenching, fluorescence weakening, unfavorable fluorescence emission, etc., and achieve the effect of good solubility

Inactive Publication Date: 2014-01-22
SOUTHEAST UNIV
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Problems solved by technology

Most fluorescent chromophores have good luminescent properties in dilute solutions, but in the aggregated state, due to intermolecular interactions, non-radiative energy conversion or species that are not conducive to fluorescence emission are formed, resulting in weakened fluorescence or even aggregation without luminescence. fluorescence quenching phenomenon

Method used

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  • Pyridine-triphenylamine-anthracene conjugated molecule with aggregation-induced emission property and preparation method thereof
  • Pyridine-triphenylamine-anthracene conjugated molecule with aggregation-induced emission property and preparation method thereof
  • Pyridine-triphenylamine-anthracene conjugated molecule with aggregation-induced emission property and preparation method thereof

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Embodiment 1

[0016] Example 1. Preparation method of pyridine-triphenylamine-anthracene conjugated molecule 9,10-bis{4-{N,N-bis[4-(4-pyridyl)phenyl]amino}styryl}anthracene

[0017] (1) Anthracene-9,10-bis(methylene phosphate ethyl ester) (prepared according to the literature method, reference: Angew.Chem.Int.Ed.2012,51,10782) and 4-[N,N-di (4-iodophenyl)amino]benzaldehyde (prepared according to the literature method, reference: Tetrahedron Letters, 2007, 48, 5878) reacted at a molar ratio of 1:2.2 to obtain 9,10-bis{4-[N,N - Bis(4-iodophenyl)amino]styryl}anthracene (SM).

[0018] Weigh 0.12 g (0.25 mmol) of anthracene-9,10-bis(methylene phosphate ethyl ester) and dissolve it in 5 mL of dry THF, add dropwise 4-[N,N-bis(4-iodobenzene Base) amino] benzaldehyde 0.29g (0.55mmol) in 10mL THF solution. Slowly drop into 10 mL THF solution dissolved with 0.34 g (3.00 mmol) of potassium tert-butoxide, and react at room temperature for 24 h. Suction filtration, drying, and recrystallization gave a...

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Abstract

The invention discloses a pyridine-triphenylamine-anthracene conjugated molecule with an aggregation-induced emission property and a preparation method thereof. The conjugated molecule comprises a pyridine group, a triphenylamine group and an anthracene group at a ratio of 4:2:1. The pyridine-triphenylamine-anthracene conjugated molecule emits red light in solid state, and emits green fluorescence in a tetrahydrofuran dilute solution; in the mixed solvent of water and tetrahydrofuran, the emission wavelength of aggregative state nono particles covers the broadband from green light to yellow light along with the increase of content of poor solvent water. The pyridine-triphenylamine-anthracene conjugated molecule has the aggregation-induced emission property.

Description

technical field [0001] The invention relates to an anthracene aggregation-induced luminescent molecule, specifically designing a pyridine-triphenylamine-anthracene conjugated molecule with aggregation-induced luminescent properties. Background technique [0002] Aggregation-induced luminescence refers to a photophysical phenomenon in which a class of fluorescent chromophores emits weakly or does not emit light in dilute solutions, but the fluorescence is significantly enhanced in the solid state or in the aggregated state. Most fluorescent chromophores have good luminescent properties in dilute solutions, but in the aggregated state, due to intermolecular interactions, non-radiative energy conversion or species that are not conducive to fluorescence emission are formed, resulting in weakened fluorescence or even aggregation without luminescence. The phenomenon of fluorescence quenching. The materialization of fluorescent molecules urgently needs to solve the problem of aggr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/36C09K11/06
CPCC07D213/36C09K11/06C09K2211/1029
Inventor 钱鹰管成飞
Owner SOUTHEAST UNIV
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