Twisted Intramolecular Charge Transfer Emission of 2-(4′-N,N-dimethylaminophenyl)benzimidazole in Micelles

Krishnamoorthy, G.; Dogra, Sneh K.

doi:10.1006/jcis.1999.6091

Cited by 9 publications

(5 citation statements)

References 51 publications

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“…Moreover, the water content is rich in anionic micellar periphery compared to cationic micelles. 44 In the excited state of LCM, proton transfer process is facile. 17,29 From quantum chemical calculation 36 it was disclosed that the molecule exist as an anionic species.…”

Section: Steady State Uorescence Excitation Spectramentioning

confidence: 99%

Photophysics of lumichrome in anionic and cationic micellar media

2015

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Section: Steady State Uorescence Excitation Spectramentioning

confidence: 99%

Photophysics of lumichrome in anionic and cationic micellar media

2015

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“…In addition, the water content is very much lower in the case of the cationic micellar periphery compared to anionic micelles. 49 With increase of the hydrophobic alkyl chain length of the surfactants, the compactness of the micellar headgroup enhances, causing low penetration of water molecule. 50 The greater compactness of the micelles in CTAB causes greater electrostatic interaction and strong binding with anionic IMC molecule.…”

Section: Resultsmentioning

confidence: 99%

“…In the case of cationic micelles, the degree of penetration of the drug molecule is very low compared to the anionic micelles. In addition, the water content is very much lower in the case of the cationic micellar periphery compared to anionic micelles . With increase of the hydrophobic alkyl chain length of the surfactants, the compactness of the micellar headgroup enhances, causing low penetration of water molecule .…”

Section: Resultsmentioning

confidence: 99%

Interaction of the Nonsteroidal Anti-inflammatory Drug Indomethacin with Micelles and Its Release

et al. 2015

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In this study, we have reported the binding interaction and photophysics of a nonsteroidal anti-inflammatory drug (NSAID) indomethacin (IMC) in the presence of different micelles. We have used several spectroscopic techniques such as UV-vis absorption, steady state fluorescence and time-resolved fluorescence emission spectroscopy. The spectral properties of IMC were modulated in the presence of micelles compared to that in neat water. The weak emitting drug molecule (IMC) becomes highly fluorescent after binding with the micelles. The fluorescence quantum yield and fluorescence lifetime increase in the presence of micelles compared to those in neat water. The isothermal titration calorimetry (ITC) method was used to study the binding interaction of IMC with different micelles. The thermodynamic parameters and the nature of binding between IMC and different micelles have been estimated. Moreover, addition of KCl salt in the respective micelles releases IMC molecule from the micelles to the aqueous medium. This study will help elicidate the binding behavior of IMC in the presence of different micelles for possible use as potential drug delivery systems.

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“…It is known that 4‐( N , N ‐dimethylamino)benzonitrile (DMABN) and its derivatives, as a class of organic donor–acceptor compounds, exhibit dual fluorescence, a shoulder is observed toward the long wavelength (LW) side of the normal emission in the polar solvents 1–3. The relative positions and intensities of the dual emission bands are usually affected by solvent polarity and viscosity 4–13. The intensity of the LW emission increases as the protic nature of the solvents increases except in water, where it decreases 14–19.…”

Section: Introductionmentioning

confidence: 99%

Time‐dependent density functional theory study on the hydrogen bonding‐induced twisted intramolecular charge‐transfer excited states of 2‐(4′‐N,N‐dimethylaminophenyl)imidazo[4,5‐b]pyridine

et al. 2010

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In this work, the time-dependent density functional theory (TDDFT) method was carried out to investigate the hydrogen-bonded intramolecular charge-transfer excited state of 2-(4'-N,N-dimethylaminophenyl)imidazo[4,5-b]pyridine (DMAPIP) in methanol (MeOH) solvent. All the geometric conformations of the ground state and locally excited (LE) state and the twisted intramolecular charge-transfer (TICT) state for isolated DMAPIP and its hydrogen-bonded complexes have been optimized. At the same time, the absorption and fluorescence spectra of DMAPIP and the hydrogen-bonded complexes in different electronic states are also calculated. We theoretically demonstrated for the first time that the intermolecular hydrogen bond formed between DMAPIP and MeOH can induce the formation of the TICT state for DMAPIP in MeOH solvent. Therefore, the two components at 414 and 506 nm observed in the fluorescence spectra of DMAPIP in MeOH solvent were reassigned in this work. The fluorescence peak at 414 nm is confirmed to be the LE state. Furthermore, the red-shifted shoulder at 506 nm should be originated from the hydrogen-bonded TICT excited state.

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Twisted Intramolecular Charge Transfer Emission of 2-(4′-N,N-dimethylaminophenyl)benzimidazole in Micelles

Cited by 9 publications

References 51 publications

Photophysics of lumichrome in anionic and cationic micellar media

Photophysics of lumichrome in anionic and cationic micellar media

Interaction of the Nonsteroidal Anti-inflammatory Drug Indomethacin with Micelles and Its Release

Time‐dependent density functional theory study on the hydrogen bonding‐induced twisted intramolecular charge‐transfer excited states of 2‐(4′‐N,N‐dimethylaminophenyl)imidazo[4,5‐b]pyridine

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