Skip to main content
SpringerLink
Log in

Proton-Transfer Kinetics of Photoexcited 7-Hydroxy-1-Naphthalenesulfonic Acid in Aqueous Formamide Solutions

  • Original Article
  • Published:
Journal of Fluorescence Aims and scope Submit manuscript

The monoanion of 7-hydroxy-1-naphthalenesulfonic acid (HNS) undergoes pseudo-first order dissociation and its conjugate base, second order protonation in the lowest excited singlet state. The proton transfer kinetics in water containing formamide up to a mole fraction of about 0.95 have been evaluated as a function of formamide concentration. At mole fractions above 0.95 of formamide, proton-transfer does not measurably occur. At mole fractions below 0.95, steady state and pulsed-source fluorimetries show the rate constant for dissociation to decrease exponentially with increasing mole fraction of formamide. This is believed to be due to penetration and disruption of the aqueous solvent cage of the HNS by formamide, resulting in impairment of the Grotthus proton-transfer mechanism.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1.
Fig. 1.

Similar content being viewed by others

References

  1. N. M. Trieff and B. R. Sundheim (1965). The effect of solvent on the acid-base kinetics of the excited state of .beta.-naphthol. J. Phys. Chem. 69, 2044–2059.

    Article  CAS  Google Scholar 

  2. D. Huppert and E. Kolodney (1981). Picosecond proton transfer studies in water-alcohols solutions. Chem. Phys. 63, 401–410.

    Article  CAS  Google Scholar 

  3. S. G. Schulman and R. W. Townsend (1993). Determination of accurate and thermodynamically significant pH in alcohol/water solutions. J. Pharm. Sci. 82, 771–775.

    Article  PubMed  CAS  Google Scholar 

  4. A. Weller (1952). Fluorescence shifts of naphthols. Z. Elektrochem & Ang. Phys. Chemie 56, 662–668.

    CAS  Google Scholar 

  5. R. W. Townsend and S. G. Schulman (1992). Acidity of hydroxybiphenyls in the lowest excited singlet state: the influence of substituent orientation. Chimica Oggi. 10, 49–52.

    CAS  Google Scholar 

  6. J. M. Frank and S. I. Vavilov (1931). Effective spheres in the extinction process in the fluorescent liquids. Z. Phys. 69, 100–110.

    Article  CAS  Google Scholar 

  7. M. Eigen (1954). Ionic reactions in aqueous solutions with half-times as short as 10−9 s. Applications to neutralization and hydrolysis reactions. Disc. Faraday Soc. 17, 194–205.

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. College of Pharmacy, University of Florida, Gainesville, FL, 32610, USA

    Rong Yang & Stephen G. Schulman

  2. Deptartment of Biochemistry, Chemical Abstract Services, Columbus, OH, 43212, USA

    Rong Yang

Authors
  1. Rong Yang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Stephen G. Schulman
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Stephen G. Schulman.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yang, R., Schulman, S.G. Proton-Transfer Kinetics of Photoexcited 7-Hydroxy-1-Naphthalenesulfonic Acid in Aqueous Formamide Solutions. J Fluoresc 16, 23–26 (2006). https://doi.org/10.1007/s10895-005-0027-y

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10895-005-0027-y

KEY WORDS:

Search

Navigation