Photophysical characterization of a benzo-fused analogue of brooker's merocyanine: Solvent polarity and ph effects

Edward Adjaye-Mensah, Walter G. Gonzalez, Jaroslava Miksovska, James N Wilson

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

The photophysical properties of 4-[2-(6-hydroxy-2-naphthalenyl)-ethenyl]-1- methyl-pyridinium (HNEP+) and its deprotonated form (NEP), a benzofused derivative of Brooker's merocyanine (BM), were investigated through a combined spectroscopic and computational approach. Despite their structural similarities and similar pKa values, HNEP+/NEP and BMH+/BM differ in the extent of charge delocalization in the ground and excited states. NEP exhibits the spectral characteristics of a charge transfer species in solvents in which BM exists in a charge-delocalized quinoid; however, quantum chemical calculations show that the CT absorption of NEP is not necessarily a consequence of the zwitterionic character. HNEP+ displays larger Stokes shifts than BMH+, and NEP demonstrates enhanced solvatochromism relative to BM as a consequence of benzofusion.

Original languageEnglish
Pages (from-to)12470-12475
Number of pages6
JournalJournal of Physical Chemistry A
Volume116
Issue number51
DOIs
StatePublished - Dec 27 2012

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pH effects
polarity
charge transfer
analogs
ground state
shift
excitation
Excited states
Ground state
Charge transfer
Display devices
Derivatives
merocyanine

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

Cite this

Photophysical characterization of a benzo-fused analogue of brooker's merocyanine : Solvent polarity and ph effects. / Adjaye-Mensah, Edward; Gonzalez, Walter G.; Miksovska, Jaroslava; Wilson, James N.

In: Journal of Physical Chemistry A, Vol. 116, No. 51, 27.12.2012, p. 12470-12475.

Research output: Contribution to journalArticle

Adjaye-Mensah, Edward ; Gonzalez, Walter G. ; Miksovska, Jaroslava ; Wilson, James N. / Photophysical characterization of a benzo-fused analogue of brooker's merocyanine : Solvent polarity and ph effects. In: Journal of Physical Chemistry A. 2012 ; Vol. 116, No. 51. pp. 12470-12475.
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