A perylene diimide fluorescent dye with ortho-substituted benzanthrone and its preparation and application

Abstract

The invention relates to a perylene diimide fluorescent dye with ortho-substituted benzoanthrone, which uses 3,4,9,10-perylenetetracarboximide as the core group, and the acyl diimide at both ends of the core group 7-tridecyl groups are connected to the imine nitrogen atoms, and benzanthrone is connected to the ortho position of the core group. In the present invention, a 7-tridecyl group is introduced into the perylene diimide group and a benzanthrone group is introduced into the ortho position, and the obtained perylene diimide fluorescent dye of the ortho position substituted benzanthrone has a large bis The photon absorption cross section greatly improves the third-order nonlinear optical activity, and can be applied to third-order nonlinear optical materials. Simultaneously, regardless of using single-photon or two-photon to excite the aggregated state of the two, the perylene diimide fluorescent dye of the ortho-substituted benzoanthrone of the present invention exhibits AIE properties, and can be used in two-photon fluorescence imaging and two-photon dynamics Therapeutic aspects will have great application potential.

Description

technical field [0001] The invention relates to the field of organic nonlinear optical materials, in particular to a perylene diimide fluorescent dye with ortho-substituted benzanthrone and its preparation and application. Background technique [0002] Organic nonlinear optical materials have the advantages of multiple relationship between absorption wavelength and emission wavelength, fast response time, and easy processing into high-quality optical devices. They have great potential significance in information technology and industrial applications. The two-photon absorption (TPA) effect is a phenomenon in which molecules are excited by light under laser light, and it is a kind of third-order nonlinear optical effect. The molecule simultaneously absorbs two photons of the same or different frequencies, producing a very high transient photon density. Two-photon absorption has attracted great interest due to its many advantages, especially when applying this technique to ph...

AI Technical Summary

Problems solved by technology

However, since perylene diimide itself is a compound with a large π-conjugated system, it is prone to π-π stacking in vivo, which eventually leads to fluorescence quenching.

At present, the ortho-position modification of perylene diimide is relatively small, so the fluorophore is modified at the ortho-position of perylene diimide to improve its luminescent properties in the aggregated state, and to develop a two-photon absorption and aggregation-induced luminescence at the same time. properties of fluorescent dyes, with practical significance

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