In this work we have investigated the aggregation-induced emission (AIE) behaviour of 1,1,2,2-tetra(thiophen-2-yl)ethene (tetrathienylethene, TTE). The semi-locked and fully-locked derivatives (sl-TTE and fl-TTE) have been synthesized to better understand the mechanism behind the solid state photoluminescence of TTE. TTE is a typical AIEgen and its luminescence can be explained through the mechanistic understanding of the restriction of intramolecular motions (RIM). The emissive behaviour of TTE in the THF/water aggregates and crystal state have also been studied revealing a remarkable red-shift of 35 nm. A similar red-shift emission of 37 nm from the THF/water aggregates to the crystal state, is also observed for (E)-1,2-di(thiophen-2-yl)ethene (trans-dithienylethene, DTE). Crystal analysis has revealed that the emission red-shifts are ascribable to the presence of strong sulfur-sulfur (S···S) intra- and intermolecular interactions that are as close as 3.669 Å for TTE and 3.679 Å for DTE, respectively. These heteroatom interactions could help explain the photoluminescence of non-conventional luminophores as well as luminescence of non-conjugated biomacromolecules.

Aggregation-Induced Emission : Mechanistic Study of Clusteroluminescence of Tetrathienylethene / L. Viglianti, N.L.C. Leung, N. Xie, X. Gu, H.H.Y. Sung, Q. Miao, I.D. Williams, E. Licandro, B. Zhong Tang. - In: CHEMICAL SCIENCE. - ISSN 2041-6539. - 8:4(2017), pp. 2629-2639. [10.1039/C6SC05192H]

Aggregation-Induced Emission : Mechanistic Study of Clusteroluminescence of Tetrathienylethene

L. Viglianti;E. Licandro
Penultimo
;
2017

Abstract

In this work we have investigated the aggregation-induced emission (AIE) behaviour of 1,1,2,2-tetra(thiophen-2-yl)ethene (tetrathienylethene, TTE). The semi-locked and fully-locked derivatives (sl-TTE and fl-TTE) have been synthesized to better understand the mechanism behind the solid state photoluminescence of TTE. TTE is a typical AIEgen and its luminescence can be explained through the mechanistic understanding of the restriction of intramolecular motions (RIM). The emissive behaviour of TTE in the THF/water aggregates and crystal state have also been studied revealing a remarkable red-shift of 35 nm. A similar red-shift emission of 37 nm from the THF/water aggregates to the crystal state, is also observed for (E)-1,2-di(thiophen-2-yl)ethene (trans-dithienylethene, DTE). Crystal analysis has revealed that the emission red-shifts are ascribable to the presence of strong sulfur-sulfur (S···S) intra- and intermolecular interactions that are as close as 3.669 Å for TTE and 3.679 Å for DTE, respectively. These heteroatom interactions could help explain the photoluminescence of non-conventional luminophores as well as luminescence of non-conjugated biomacromolecules.
clusteroluminogen; aggregation-induced emission; AIE; mechanistic study; tetrathienylethene; TTE
Settore CHIM/06 - Chimica Organica
Settore CHIM/02 - Chimica Fisica
2017
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/478036
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