Fluorescent photochromic complex of 1,8-naphthalimide derivative and benzopyrane containing benzo-18-crown-6 ether

Synthesis and Solvent Dependent Fluorescence of Some Piperidine-Substituted Naphthalimide Derivatives and Consequences for Water Sensing

“…For example, the derivative 7 shows a yellow green emission at 495.5 nm in toluene, which is red shifted to 536 nm in DMF. These naphthalimides exhibit very strong emission in nonpolar solvents (dioxane, Φ = 0.821 (7); toluene, Φ = 0.453 (8); DCM, Φ = 0.530 (8)), while in polar solvents the quantum efficiency of emission decreases drastically (acetonitrile, Φ = 0.106 (7); DMSO, Φ = 0.003 (8)) (Table 1). The decrease of emission intensity in polar solvents can be assigned to a possible photoinduced electron transfer (PET) from the piperidine unit to the excited state of the naphthalimide fluorophore [35].…”

“…[ 1 , 2 , 3 , 4 , 5 ]. These versatile characteristics make naphthalimides potential materials for fluorescent sensors and molecular switchers, laser active media, light emitting diodes, dyes for natural synthetic fibers, fluorescent markers in biology, antitumor treatments, DNA targeting binders, and photoinitiators [ 2 , 3 , 6 , 7 , 8 , 9 , 10 , 11 , 12 , 13 , 14 , 15 , 16 ]. The optical and photophysical properties of naphthalimide derivatives depend on the substituent nature of the heterocycle as well as the position of the substituents [ 2 , 17 ].…”

“…General Procedure for the Synthesis of 2-(4-Methyl-5-oxo-2,5-dihydrofuran-2-yloxy)-6-(4methylpiperidin-1-yl)-benzo[de]isoquinoline-1,3-dione (7) and 2-(4-Methyl-5-oxo-2,5-dihydrofuran-2-yloxy)-6-(4-benzyl-piperidin-1-yl)-benzo[de]isoquinoline-1,3-dione(8) …”