Perylene diimide fluorescent dye with ortho-substituted benzanthrone, and preparation ,method and application thereof

Abstract

The invention relates to a perylene diimide fluorescent dye with ortho-substituted benzanthrone. 3, 4, 9, 10-perylenetetracarboxylic diimide is used as a core group, imide nitrogen atoms at two ends of the core group are connected with 7-tridecyl, and the ortho-position of the core group is connected with benzanthrone. The 7-tridecyl group is introduced to the perylene diimide group, and the benzanthrone group is introduced to the ortho position, so that the obtained perylene diimide fluorescent dye of ortho-substituted benzanthrone has a large two-photon absorption cross section value, the third-order nonlinear optical activity is greatly improved, and the perylene diimide fluorescent dye can be applied to a third-order nonlinear optical material. Meanwhile, no matter whether single photons or two photons are used for exciting the aggregation states of the two photons, the perylene diimide fluorescent dye with ortho-substituted benzanthrone shows AIE properties, and has great application potential in the aspects of two-photon fluorescence imaging and two-photon dynamic therapy.

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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