Synthesis, Characterization and Photophysical Properties of Pyridine-Carbazole Acrylonitrile Derivatives

Abstract

Abstract:We synthesized three novel highly fluorescent compounds, 2-(

Solution and Solid-State Photophysical Properties of Positional Isomeric Acrylonitrile Derivatives with Core Pyridine and Phenyl Moieties: Experimental and DFT Studies

“…Therefore, higher values of E HOMO indicate a better tendency towards the donation of electron and energy of the lowest unoccupied molecular orbital (E LUMO ) indicates the ability of the molecule to accept electrons. Comparing the FMO energy values of the acrylonitrile derivatives, I – V containing 2,4,5-TMeO- with reported compounds [ 46 , 47 , 48 , 49 , 50 , 67 ] substituted with F, Cl, Br, -N(CH3) 2 , -N(Ph) 2 , -Cz, chalcones, and ring phenyl ring or pyridine ring in ortho , meta and para positions, we found that E LUMO values indicated I – V are better electron acceptors than electron donors ( Figure 5 and Figure S14 ) and are able to interact with solvents because the HOMO and LUMO values are very close. The experimental and calculated absorption wavelengths in all solvents are summarized in Table S6 and the calculated absorptions in Figures S11–S13 , as well as the HOMO and LUMO of the solvents, Figure S15 , and Table S7 .…”

“…The optical properties can also be altered by substituents located in various positions around the molecular structure [ 41 , 43 , 44 ]. Especially, the optical properties of compounds containing a pyridine ring and with α-cyanostilbenes with dimethylamine, diphenylamine, halogen atoms and N -ethylcarbazole substituents have been reported [ 45 , 46 , 47 , 48 , 49 , 50 , 51 , 52 , 53 ]. It has been established that molecules are not emitters in solution (SCQ) [ 54 , 55 ], which prompted us to question why are such compounds not emitters?…”

Exploiting a multicomponent domino reaction strategy for the tailoring of versatile environmentally sensitive fluorophore-based nicotinonitriles incorporating pyrene and fluorene moieties

“…The observed data also corroborates an assumption about the essential role of the cyano group in the pyridine ring causing the high uorescence of the pyridine derivatives and allows it to act as an excellent uorescent core with good electron-transporting properties. [46][47][48][49][50][51][52] It can be easily observed from the study that our nicotinonitrile-based uorescent type molecules containing pyrene and/or uorene moieties have been proven to be promising uorophores for application as chemo-and biosensors. Moreover, this type of structure with a highly electron decient system could be of interest to many researchers working on the development of n-type organic semiconductors and for the design of new liquid crystal materials.…”

Photophysical Behavior and Sensing Response of Chalcone Containing Pyrene moiety

“…Additionally, they have been used as photorefractive polymers, holographic recording materials, and fluorescent probes for different metal ions sensing [14][15][16][17][18][19][20]. On the other hand, the polycyclic aromatic hydrocarbons such as naphthalene, phenanthrene, and pyrene have strong absorption cross section, excellent emission properties, and long excited state lifetime compared to simple phenyl analogue [21,22].…”