CAS Number 2260543-73-3
3DPAFIPN is a fluorinated isophthalonitrile (IPN) derivative with three diphenylamine (DPA) at meta-positions to each other. The absorption of 3DPAFIPN is red-shifted compared to its carbazole analogues such as 3CzClIPN due to the more electron-rich nature of DPA moieties compared to carbazole moieties. DPA substituted isophthalonitrile leads to the destabilization of the HOMO, resulting in smaller transition energies for visible-light absorption.
3DPAFIPN has been widely used as TADF photosensitizer as a donor–acceptor (D–A) type photocatalyst in a number of visible light-triggered synthetic procedures such as intramolecular cyclization, as well as the formation of C-C, C-N, and C-P chemical bonds. As a TADF photosensitizer, 3DPAFIPN is capable of inducing single electron transfer (SET) process upon irradiation with visible light, thereby offering a facile and efficient approach with a high degree of energy efficiency in catalysing chemical reactions under mild reaction conditions.
CAS number | 2260543-73-3 |
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Full name | 2,4,6-Tris(diphenylamino)-5-fluoroisophthalonitrile |
Chemical formula | C44H30FN5 |
Molecular weight | 647.74 g/mol |
Photocatalyst Activation | 390 nm |
Fluorescence | λem 525 nm in acetonitrile |
HOMO/LUMO | E1/2 = - 1.94 V (vs. Fc+ /Fc) [4] |
Classification / Family | Triphenylamine, Phthalonitrile, Cyanoarene, TADF materials, Photosensitizers, Photocatalysts |
Purity | Unsublimed >98.0% (1H NMR), Sublimed > 99% |
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Melting point | n.a. |
Appearance | Yellow powder/crystals |
Chemical Structure of 3DPAFIPN, CAS No: 2260543-73-3
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