Method for 2, 5-dimethoxyacyl-1, 4-cyclohexanedione amination by reaction kettle

Abstract

The invention discloses a method for 2, 5-dimethoxyacyl-1, 4-cyclohexanedione amination by a reaction kettle. According to the invention, alcohol is adopted as the solvent in a reaction kettle, methylamine, aniline, 2, 2, 2-trifluoroethylamine, 2-methoxyethylamine, ethylamine or isopropylamine is respectively employed for reaction with 2, 5-dimethoxyacyl-1, 4-cyclohexanedione to obtain 1, 4-dialkylamino-2, 5-dimethoxyacyl-1, 4cyclohexanedione derivatives, which have strong fluorescence under both solid and solution states, also a reflux condensation device used in the conventional organic synthesis is avoided, and the cost is saved.

Description

technical field [0001] The invention belongs to the technical field of organic fluorescent materials, and in particular relates to a method for aminating 2,5-dimethoxyacyl-1,4-cyclohexanedione by using a reaction kettle. Background technique [0002] With the development of society and the progress of science and technology, fluorescent organic molecules have very extensive and important applications in the fields of analysis and detection, biological imaging and disease diagnosis. However, most of the traditional organic fluorescent molecules show strong fluorescence in the state of dilute solution, but because most of the fluorescent chromophores are rigid planar molecules with large π-conjugated systems, in high concentration or aggregated state, [0003] The intermolecular π-π stacking interaction leads to energy non-radiative transition or the formation of substances that are not conducive to fluorescence emission, which eventually leads to fluorescence quenching and a ...

AI Technical Summary

Problems solved by technology

However, most of the traditional organic fluorescent molecules show strong fluorescence in the state of dilute solution, but because most of the fluorescent chromophores are rigid planar molecules with large π-conjugated systems, in high concentration or aggregated state,

[0003] Intermolecular π-π stacking interactions lead to energy non-radiative transitions or the formation of substances that are not conducive to fluorescence emission, eventually resulting in fluorescence quenching and a significant reduction in luminous efficiency

Even at very low concentrations, these organic fluorescent dyes cannot avoid the occurrence of quenching effects due to the aggregation on the surface of biomacromolecules through hydrophobic-hydrophobic interactions or the formation of clusters inside the hydrophobic cavities of biomolecules.

When the concentration of fluorescent dyes continues to be reduced for analysis and detection, it will lead to a decrease in detection sensitivity and an increase in the detection limit, making trace analysis of biomolecules encounter obstacles

Aggregation-induced emission (AIE) molecules have excellent optical properties in the aggregated state or solid state, but the molecules can undergo intramolecular single-bond internal rotation in a good solvent, resulting in no fluorescence emission or only weak fluorescence in the monodisperse state

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