Utilising tetraphenylethene as a dual activator for intramolecular charge transfer and aggregation induced emission

Abstract

We report a simple design and synthesis of a donor-acceptor tetraphenylethene-naphthalimide (TPE-NI) dyad, in which TPE acts both as an electron-donor for intramolecular charge transfer (ICT) and activator for aggregation induced emission (AIE). Strong solvent-dependent photoluminescence covering almost the whole visible spectrum and AIE in its nanoparticle state compared to its solution state are demonstrated.

Study of Linear and Nonlinear Optical Properties of Four Derivatives of Substituted Aryl Hydrazones of 1,8‐Naphthalimide

“…[16,[25][26][27] Quite a few molecules based on naphthalimide have been designed and used in optical sen-sors and OLEDs in recent years. [16,[25][26][27] Quite a few molecules based on naphthalimide have been designed and used in optical sen-sors and OLEDs in recent years.…”

Design and synthesis of theranostic antibiotic nanodrugs that display enhanced antibacterial activity and luminescence

“…The red shift and decrease in emission with the increase of solvent polarity (SI Appendix, Figs. S1 and S2) is indicative of a twisted intramolecular charge-transfer process upon photoexcitation from the donor (piperazinyl ring) to the acceptor (fluoroquinolone ring) (34,35), a process that is stabilized and promoted by polar solvents, however, susceptible to nonradiative quenching (36)(37)(38).…”

In-situ photoisomerization for aggregation-induced emission of dibiphenyl fumaronitrile

“…[1,2] Despite the fact that π-π stacking between π-conjugated molecules generally leads to photoluminescence (PL) quenching, several specific π-conjugated organic molecules such as tetraphenylethylene (TPE) and cyanostilbene have demonstrated anomalous properties in which emission is enhanced in concentrated solution or solid-state but is quenched in solution. [1][2][3][4] It has been reported that these AIE features originated from the restricted intramolecular rotation in aggregation state of π-conjugated molecules. Over the past few years, many attempts have been made to develop efficient AIE-active materials having extraordinary properties for various applications geared towards organic semiconducting lasers, photochromic optical memory, fluorescence chemo/biosensors, organic light-emitting diodes, and organic transistors.…”

“…These molecules exhibit twisted structures due to internal steric repulsion between larger aryl groups in dilute solution, while present planar structures due to tight π-π intermolecular packing in concentrated solution or in the solid state. [1][2][3][4] Among the various diarylalkene motifs, our interest lies in AIE-active molecules having unsymmetrically aryl-substituted alkene units, such as cyanostilbene. [9] These molecules may undergo typical E/Z isomerization under ultraviolet (UV) or visible irradiation.…”