Pathways to fluorescence via restriction of intramolecular motion in substituted tetraphenylethylenes

Li, Yingchao; Aquino, Adélia J. A.; Siddique, Farhan; Niehaus, Thomas A.; Lischka, Hans; Nachtigallová, Dana

doi:10.1039/d1cp04848a

Title: Pathways to fluorescence via restriction of intramolecular motion in substituted tetraphenylethylenes

Journal Article · 24 December 2021 · Physical Chemistry Chemical Physics. PCCP

DOI: https://doi.org/10.1039/d1cp04848a · OSTI ID:1982193

Li, Yingchao ^[1];

^[2];

^[3]; Niehaus, Thomas A. ^[4];

^[5]; Nachtigallová, Dana ^[6]

Tianjin University (China)
Tianjin University (China); Texas Tech University, Lubbock, TX (United States)
Bahauddin Zakariya University, Multan (Pakistan); Royal Institute of Medical Sciences, Multan (Pakistan)
Institut Lumière Matière, Villeurbanne (France)
Tianjin University (China); Texas Tech University Lubbock, TX (United States)
The Czech Academy of Sciences (Czech Republic); VŠB-Technical University of Ostrava (Czech Republic)

The design of materials with enhanced luminescence properties is a fast-developing field due to the potential applicability of these materials as light-emitting diodes or for bioimaging. A transparent way to enhance the emission properties of interesting molecular candidates is blocking competing and unproductive non-radiative relaxation pathways by the restriction of intramolecular motions. Rationalized functionalization is an important possibility to achieve such restrictions. Using time-dependent density functional theory (TD-DFT) based on the ωB97XD functional and the semiempirical tight-binding method including long-range corrections (TD-LC-DFTB), this work investigates the effect of functionalization of the paradigmatic tetraphenylethylene (TPE) on achieving restricted access to conical intersections (RACI). Photodynamical surface hopping simulations have been performed on a larger set of compounds including TPE and ten functionalized TPE compounds. Functionalization has been achieved by means of electron-withdrawing groups, bulky groups which block the relaxation channels via steric hindrance and groups capable of forming strong hydrogen bonds, which restrict the motion via the formation of hydrogen bond channels. Most of the investigated functionalized TPE candidates show ultrafast deactivation to the ground state due to their still existing structural flexibility, but two examples, one containing –CN and –CF₃ groups and a second characterized by a network of hydrogen bonds, have been identified as interesting candidates for creating efficient luminescence properties in solution.

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Research Organization:: Los Alamos National Laboratory (LANL), Los Alamos, NM (United States). Center for Integrated Nanotechnologies (CINT)

Sponsoring Organization:: National Science Foundation (NSF); USDOE Office of Science (SC)

Grant/Contract Number:: 89233218CNA000001; NA0003525

OSTI ID:: 1982193

Journal Information:: Physical Chemistry Chemical Physics. PCCP, Journal Name: Physical Chemistry Chemical Physics. PCCP Journal Issue: 3 Vol. 24; ISSN 1463-9076

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

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