Acid-induced fluorescence enhancement of piperazinylphenyl-substituted nanographene

Hao Zhao; Rafael Muñoz-Mármol; Liliia Moshniaha; Qiqi Yang; Mischa Bonn; Xiaomin Liu; Ryota Kabe; Giuseppe Maria Paternò; Akimitsu Narita

doi:10.1039/D4CC04926H

Acid-induced fluorescence enhancement of piperazinylphenyl-substituted nanographene†

Hao Zhao,

^a Rafael Muñoz-Mármol,

^bc Liliia Moshniaha,

^d Qiqi Yang,

^e Mischa Bonn,

^e Xiaomin Liu,^e Ryota Kabe,

^d Giuseppe Maria Paternò

*^cf and Akimitsu Narita

*^ae

Author affiliations

* Corresponding authors

^a Organic and Carbon Nanomaterials Unit, Okinawa Institute of Science and Technology Graduate University, 1919-1 Tancha, Onna-son, Kunigami-gun, Okinawa 904-0495, Japan

^b Instituto Universitario de Materiales, University of Alicante, San Vicente del Raspeig 03690, Spain

^c Physics Department, Politecnico di Milano, Piazza L. da Vinci 32, 20133 Milano, Italy
E-mail: giuseppemaria.paterno@polimi.it

^d Organic Optoelectronics Unit, Okinawa Institute of Science and Technology Graduate University, 1919-1 Tancha, Onna-son, Kunigami-gun, Okinawa 904-0495, Japan

^e Max Planck Institute for Polymer Research Ackermannweg 10, 55128 Mainz, Germany
E-mail: narita@mpip-mainz.mpg.de

^f Center for Nanoscience and Technology, Istituto Italiano di Tecnologia, Milano 20134, Italy

Abstract

A dibenzo[hi,st]ovalene (DBOV) derivative bay-substituted with two piperazinylphenyl (PZP) groups (DBOV–PZP) was synthesized. Comprehensive investigations of its photophysical properties revealed acid-induced fluorescence enhancement through the protonation of PZP units, leading to the suppression of the photoinduced electron transfer. These results pave the way towards “turn-on” type nanographenes for biosensing and optical imaging.

This article is part of the themed collection: ChemComm 60th Anniversary Collection

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DOI: https://doi.org/10.1039/D4CC04926H
Article type: Communication
Submitted: 23 Sep 2024
Accepted: 11 Nov 2024
First published: 13 Nov 2024
This article is Open Access

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Chem. Commun., 2024, Advance Article

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Acid-induced fluorescence enhancement of piperazinylphenyl-substituted nanographene

H. Zhao, R. Muñoz-Mármol, L. Moshniaha, Q. Yang, M. Bonn, X. Liu, R. Kabe, G. M. Paternò and A. Narita, Chem. Commun., 2024, Advance Article , DOI: 10.1039/D4CC04926H

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Chemical Communications

Acid-induced fluorescence enhancement of piperazinylphenyl-substituted nanographene†

Abstract

Supplementary files

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Acid-induced fluorescence enhancement of piperazinylphenyl-substituted nanographene

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