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Chemphyschem. 2015 Aug 03;16(11):2440-6. doi: 10.1002/cphc.201500316. Epub 2015 Jun 12.

Contrasting Response of Two Dipolar Fluorescence Probes in a Leucine-Based Organogel and Its Implications.

Chemphyschem : a European journal of chemical physics and physical chemistry

Sivalingam Soumya, Sudipta Seth, Sneha Paul, Anunay Samanta

Affiliations

  1. School of Chemistry, University of Hyderabad, Hyderabad 500046 (India).
  2. School of Chemistry, University of Hyderabad, Hyderabad 500046 (India). [email protected].

PMID: 26073751 DOI: 10.1002/cphc.201500316

Abstract

The microenvironments of a leucine-based organogel are probed by monitoring the fluorescence behavior of coumarin 153 (C153) and 4-aminophthalimide (AP). The steady-state data reveals distinctly different locations of the two molecules in the gel. Whereas AP resides close to the hydroxyl moieties of the gelator and engages in hydrogen-bonding interactions, C153 is found in bulk-toluene-like regions. In contrast to C153, AP exhibits excitation-wavelength-dependent emission, indicating that the environments of the hydrogen-bonded AP molecules are not all identical. A two-component fluorescence decay of AP in gel, unlike C153, supports this model. A time-resolved fluorescence anisotropy study of the rotational motion of the molecules also reveals the strong association of only AP with the gelator. That AP influences the critical gelation concentration implies its direct involvement in the gel-formation process. The results highlight the importance of guest-gelator interactions in gels containing guest molecules.

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: 4-aminophthalimide; coumarin 153; fluorescence; gels; micro-heterogeneity

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