Small organic fluorophores with SWIR emission detectable beyond 1300 nm

Michal Pieczykolan; Pierre Alix Dancer; Tjadina-Wencke Klein; Hubert Piwonski; Hannes Rolbieski; Bholanath Maity; Oliver T. Bruns; Luigi Cavallo; Fabian Kiessling; Magnus Rueping; Srinivas Banala

doi:10.1039/D4CC05248J

Small organic fluorophores with SWIR emission detectable beyond 1300 nm†

Michal Pieczykolan,^a Pierre Alix Dancer,^b Tjadina-Wencke Klein,^cdefg Hubert Piwonski,

^h Hannes Rolbieski,^g Bholanath Maity,

ⁱ Oliver T. Bruns,^cdefg Luigi Cavallo,

ⁱ Fabian Kiessling,^j Magnus Rueping

^ij and Srinivas Banala

*^aij

Author affiliations

* Corresponding authors

^a Institute of Organic Chemistry, RWTH Aachen University, 52074 Aachen, Germany

^b Kaer Labs, 44300 Nantes, France

^c Department of Functional Imaging in Surgical Oncology, National Center for Tumor Diseases (NCT/UCC), Dresden, Germany

^d German Cancer Research Center (DKFZ), Heidelberg, Germany

^e Medizinische Fakultät and University Hospital Carl Gustav Carus, Technische Universität Dresden, Dresden, Germany

^f Helmholtz Zentrum Dresden-Rossendorf (HZDR), Dresden, Germany

^g Helmholtz Pioneer Campus, Helmholtz Zentrum München, Neuherberg, Germany

^h Biological and Environmental Science Division, King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi Arabia

ⁱ KAUST Catalysis Centre (KCC), King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi Arabia

^j Institute for Experimental Molecular Imaging (ExMI), University Clinic Aachen, 52074 Aachen, Germany
E-mail: sbanala@ukaachen.de, srinivas.banala@oc.rwth-aachen.de

Abstract

3,6-Dimethylamino fluorenone was functionalized with substituents to achieve an absorption maximum at 1012 nm and emission >1300 nm. TD-DFT calculations confirmed that the substituent orbitals contribute to narrowing the HOMO–LUMO energy gap. Imaging with an InGaAs-based SWIR camera and various longpass filters confirmed detection >1300 nm.

Chemical Communications

Small organic fluorophores with SWIR emission detectable beyond 1300 nm†

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Small organic fluorophores with SWIR emission detectable beyond 1300 nm

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