Abstract

A series of soluble ladder-type tetraphenylene cored chromophores with different terminal groups have been synthesized and their structure–property relationship with regards to various linear optical and nonlinear optical properties has been established. By using the two-photon excited fluorescence method and the nonlinear transmission method, the two-photon absorption (2PA) properties of these chromophores were determined, and they were found to be strongly dependent on the electron-richness of the ladder-type tetraphenylene core, as well as the terminal groups. The introduction of strong electron donors (N-alkyl) in both the central core and the terminals led to a chromophore with a high 2PA cross-section value of 2137 GM. Optical limiting behaviors of the synthesized chromophores in THF were investigated by using a femto-second ultra-fast laser. 2PA coefficients for these chromophores in THF (5 mM) ranged from 0.131–0.256 cm GW−1. The ladder-type tetraphenylene cored chromophore with the highest 2PA cross-section value exhibited the best optical limiting performance, as evidenced by light transmission as low as 19.1% at 770 nm under an intensity of 99.6 GW cm−2. The excellent optical limiting performance of these chromophores makes them useful in photonic or optoelectronic devices for protecting human eyes and optical sensors, as well as for stabilizing light sources in optical communications.

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