Excited-state intramolecular proton transfer coupled-charge transfer of p-N,N-dimethylaminosalicylic acid in aqueous β-cyclodextrin solutions

Yanghee Kim, Minjoong Yoon, Dongho Kim

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Abstract

The single emission at 400nm originated from mostly excited-state intermolecular hydrogen bonding has been observed for 0.05mM p-N,N-dimethyaminosalicylic acid (DMAS) in aqueous solutions (pH=1.7). Upon addition of β-CD, however, the 400nm emission band is diminished, accompanied by a broadening of the bandwidth along with an appearance of a new band at 350nm. According to the band analysis, the broad emission was found to be composed of two emission bands arising from the excited-state intramolecular proton transfer (ESIPT) and the excited-state intramolecular charge transfer (ICT), respectively. Being consistent with these steady-state spectroscopic results, the picosecond time-resolved fluorescence study unraveled three decay components corresponding to two different proton transfer processes and the excited ICT state with ca. 5.6ns, 160ps and 1.5ns, respectively. It is noteworthy that the relative amplitude of 1.5ns component attributable to the ICT state is enhanced in parallel with an increase of 160ps ESIPT component. These results are interpreted in terms of the proton transfer coupled-charge transfer processes.

Original languageEnglish
Pages (from-to)167-175
Number of pages9
JournalJournal of Photochemistry and Photobiology A: Chemistry
Volume138
Issue number2
DOIs
Publication statusPublished - 2001 Jan 15

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Proton transfer
Cyclodextrins
Excited states
Charge transfer
charge transfer
aqueous solutions
acids
Acids
protons
excitation
Hydrogen bonds
Fluorescence
bandwidth
Bandwidth
fluorescence
decay
hydrogen

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)
  • Physics and Astronomy(all)

Cite this

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title = "Excited-state intramolecular proton transfer coupled-charge transfer of p-N,N-dimethylaminosalicylic acid in aqueous β-cyclodextrin solutions",
abstract = "The single emission at 400nm originated from mostly excited-state intermolecular hydrogen bonding has been observed for 0.05mM p-N,N-dimethyaminosalicylic acid (DMAS) in aqueous solutions (pH=1.7). Upon addition of β-CD, however, the 400nm emission band is diminished, accompanied by a broadening of the bandwidth along with an appearance of a new band at 350nm. According to the band analysis, the broad emission was found to be composed of two emission bands arising from the excited-state intramolecular proton transfer (ESIPT) and the excited-state intramolecular charge transfer (ICT), respectively. Being consistent with these steady-state spectroscopic results, the picosecond time-resolved fluorescence study unraveled three decay components corresponding to two different proton transfer processes and the excited ICT state with ca. 5.6ns, 160ps and 1.5ns, respectively. It is noteworthy that the relative amplitude of 1.5ns component attributable to the ICT state is enhanced in parallel with an increase of 160ps ESIPT component. These results are interpreted in terms of the proton transfer coupled-charge transfer processes.",
author = "Yanghee Kim and Minjoong Yoon and Dongho Kim",
year = "2001",
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T1 - Excited-state intramolecular proton transfer coupled-charge transfer of p-N,N-dimethylaminosalicylic acid in aqueous β-cyclodextrin solutions

AU - Kim, Yanghee

AU - Yoon, Minjoong

AU - Kim, Dongho

PY - 2001/1/15

Y1 - 2001/1/15

N2 - The single emission at 400nm originated from mostly excited-state intermolecular hydrogen bonding has been observed for 0.05mM p-N,N-dimethyaminosalicylic acid (DMAS) in aqueous solutions (pH=1.7). Upon addition of β-CD, however, the 400nm emission band is diminished, accompanied by a broadening of the bandwidth along with an appearance of a new band at 350nm. According to the band analysis, the broad emission was found to be composed of two emission bands arising from the excited-state intramolecular proton transfer (ESIPT) and the excited-state intramolecular charge transfer (ICT), respectively. Being consistent with these steady-state spectroscopic results, the picosecond time-resolved fluorescence study unraveled three decay components corresponding to two different proton transfer processes and the excited ICT state with ca. 5.6ns, 160ps and 1.5ns, respectively. It is noteworthy that the relative amplitude of 1.5ns component attributable to the ICT state is enhanced in parallel with an increase of 160ps ESIPT component. These results are interpreted in terms of the proton transfer coupled-charge transfer processes.

AB - The single emission at 400nm originated from mostly excited-state intermolecular hydrogen bonding has been observed for 0.05mM p-N,N-dimethyaminosalicylic acid (DMAS) in aqueous solutions (pH=1.7). Upon addition of β-CD, however, the 400nm emission band is diminished, accompanied by a broadening of the bandwidth along with an appearance of a new band at 350nm. According to the band analysis, the broad emission was found to be composed of two emission bands arising from the excited-state intramolecular proton transfer (ESIPT) and the excited-state intramolecular charge transfer (ICT), respectively. Being consistent with these steady-state spectroscopic results, the picosecond time-resolved fluorescence study unraveled three decay components corresponding to two different proton transfer processes and the excited ICT state with ca. 5.6ns, 160ps and 1.5ns, respectively. It is noteworthy that the relative amplitude of 1.5ns component attributable to the ICT state is enhanced in parallel with an increase of 160ps ESIPT component. These results are interpreted in terms of the proton transfer coupled-charge transfer processes.

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