Synthesis and Spectroscopic Characterization of Water Soluble Perylene Tetracarboxylic Diimide Derivatives

Abstract

ORDER REPRINTSand (2) were measured as 4.4610 À5 g=ml and 5.1610 À3 g=ml respectively in distilled water at pH: 7. The solubility of N Á N 0 -bis-(3,3,5,5-tetramethyl piperidine)-3,4,9,10-perylenebis (dicarboximide) was increased with decreasing pH. The chemical and photochemical stabilities of 1, and 2 are very high. The fluorescence quantum yields of compounds are different (0.053 (1), 0.110 (2)). The report includes the electronic absorption and emission spectra, extinction coefficients and fluorescence quantum yields.

Self-assembly, photophysical and electrochemical properties and activation of the TiO2 photocatalyst by perylene bisimide

“…5 PTCDI is a cheap organic dye with strong absorption in the visible region, having high photo-and thermal stability. 28 PTCDI, as a typical n-type semiconductor, has a higher electron affinity [LUMO] and electron mobility due to its strong p-p stacking between the conjugated p bond. As a result, PTCDI materials are extensively employed as fluorescent and near-infrared dyes and in organic field effect transistors and photoinduced diodes.…”

Spectral Signatures of Perylene Diimide Derivatives: Insights From Theory

“…Perylene diimides (PDIs) have attracted an increasing interest during the past decades, and this can be traced back to their valuable properties, e.g., high electron affinities, large electron mobility, excellent thermal and oxidative stabilities, high molar absorptivities, and quantum yields of fluorescence. − Consequently, several exciting applications have emerged including photovoltaic cells, − photochromic materials, , optoelectronic devices, − chemosensors, , fluorescence probes in biological media, as well as other original applications in a wide range of fields. − To optimize their performances and to develop new diimide structures, several synthetic efforts have been made, e.g., extending the π-conjugated segments, using nucleophilic substitutions, designing asymmetric cores, and so on. PDIs can be synthesized in several manners. − ,, Typically, core-unsubstituted naphthalene diimides (NDIs) only absorb in the UV region, , whereas core unsubstituted PDIs possessing a more extended π conjugated path are red dyes with maximum absorption around 530 nm and emission bands at slightly larger wavelength. , Simulation of the excited state (ES) properties of diimide derivatives are certainly useful to complement experimental measurements, to analyze the principal vibrational modes involved in the specific band shapes of PDI, and subsequently to design derivatives with tailored properties. Due to the size of these compounds, a theoretical model presenting a valuable compromise between accuracy and computational burden is required.…”

“…PDIs can be synthesized in several manners. [1][2][3][4][5][6]48,49 Typically, core-unsubstituted naphthalene diimides (NDIs) only absorb in the UV region, 50,51 whereas core unsubstituted PDIs possessing a more extended π conjugated path are red dyes with maximum absorption around 530 nm and emission bands at slightly larger wavelength. 1,52 Simulation of the excited state (ES) properties of diimide derivatives are certainly useful to complement experimental measurements, to analyze the principal vibrational modes involved in the specific band shapes of PDI, and subsequently to design derivatives with tailored properties.…”