Skip to main content
Log in

UV/Vis Spectral Study of the Self-aggregation of Pinacyanol Chloride in Ethanol–Water Solutions

  • Published:
Journal of Solution Chemistry Aims and scope Submit manuscript

Abstract

The concentration dependent self-aggregation of 1,1′-diethyl-2,2′-carbocyanine chloride (pinacyanol chloride dye) in 7.5% (v/v) ethanol + 92.5% water solution in the range of 10−6–10−3 mol⋅dm−3 has been investigated by quantitative UV/vis and derivative spectroscopy. Bands with maxima at 601, 546, 522, and 507 nm could be attributed, respectively, to the monomer, a sandwich-type dimer, a vibronic overtone of the dimer, and a higher aggregate, most probably a stacked trimeric form of the dye. Using the PeakFit program, the overlapping bands were separated and analyzed for all concentrations studied. From the spectral fitting routine, extinction coefficients of 192,000, 156,000, and 282,000 cm−1⋅mol−1⋅dm3 were determined for the monomer, dimer and trimer respectively.

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

Access this article

Subscribe and save

Springer+ Basic
$34.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or eBook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Berova, N., Nakanishi, K.: Exciton chirality method. In: Berova, N., Nakanishi, K., Woody, R. (eds.) Circular Dichroism—Principles and Applications, pp. 337–382. Wiley-VCH, New York (2000)

    Google Scholar 

  2. Causgrove, T.P., Yang, S., Struve, W.S.: Electronic excitation transport in core antennae of enriched photosystem I particles from spinach chloroplasts. J. Phys. Chem. 92, 6121–6124 (1988)

    Article  CAS  Google Scholar 

  3. Lanzafame, J.M., Muenter, A.A., Brumbaugh, D.V.: The effect of J-aggregate size on photoinduced charge transfer processes for dye-sensitized silver halides. Chem. Phys. 210, 79–89 (1996)

    Article  CAS  Google Scholar 

  4. Buss, V., Reichardt, C.: Chiral dimers of a chiral pentamethine cyanine dye and of an achiral pentamethine cyanine dye in γ-cyclodextrin as a chiral host. J. Chem. Soc. Chem. Commun. 1636–1638 (1992)

  5. Khouri, S.J., Knierim, R., Buss, V.: Induced circular dichroism of the interaction between pinacyanol and algal alginates. Carbohydr. Res. 344, 1729–1733 (2009)

    Article  CAS  Google Scholar 

  6. Scheibe, G.: Reversible polymerisation als ursache neuartiger. Absorptionsbanden yon farbstoffen. Kolloid Z. 82, 1–14 (1938)

    Article  CAS  Google Scholar 

  7. West, W., Pearce, S.: The dimeric state of cyanine dyes. J. Phys. Chem. 69, 1894–1903 (1965)

    Article  Google Scholar 

  8. Min, H., Park, J., Yu, J., Kim, D.: The spectroscopic studies on the aggregation behavior of cyanine dyes. Bull. Korean Chem. Soc. 19, 650–654 (1998)

    CAS  Google Scholar 

  9. Sabaté, R., Estelrich, J.: Determination of micellar microenvironment of pinacyanol by visible spectroscopy. J. Phys. Chem. B 107, 4137–4142 (2003)

    Article  Google Scholar 

  10. Arbeloa, F.L., Ojeda, P.R., Arbeloa, I.L.: Dimerization and trimerization of rhodamine 6G in aqueous solution: effect on fluorescence quantum yield. J. Chem. Soc., Faraday Trans. 2 84, 1903–1912 (1988)

    Article  Google Scholar 

  11. Akins, D.L., Macklin, J.W.: Dependence of Raman scattering by aggregated 2,2-cyanine on pH and excitation wavelength. J. Phys. Chem. 93, 5999–6007 (1989)

    Article  CAS  Google Scholar 

  12. Barazzouk, S., Lee, H., Hotchandani, S., Kamat, P.V.: Excited pinacyanol H-aggregates and their interaction with SiO2 and SnO2 nanoparticles. J. Phys. Chem. B 104, 3616–3623 (2000)

    Article  CAS  Google Scholar 

  13. Thomas, M.: Ultraviolet and visible spectroscopy, 2nd edn. Wiley, Chichester (1996)

    Google Scholar 

  14. Antonov, L., Nedeltchera, D.: Resolution of overlapping UV-Vis absorption bands and quantitative analysis. Chem. Soc. Rev. 29, 217–227 (2000)

    Article  CAS  Google Scholar 

  15. Khouri, S.J., Richter, D., Buss, V.: Circular dichroism and theoretical calculations of pinacyanol dimer inclusion in γ-cyclodextrin. J. Incl. Phenom. Macrocycl. Chem. (2009). doi:10.1007/s10847-009-9579-9

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Sa’ib J. Khouri.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Khouri, S.J., Buss, V. UV/Vis Spectral Study of the Self-aggregation of Pinacyanol Chloride in Ethanol–Water Solutions. J Solution Chem 39, 121–130 (2010). https://doi.org/10.1007/s10953-009-9476-2

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10953-009-9476-2

Navigation