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Tuning the Photophysical Properties of Cyanine Dyes with Clay Minerals

Published online by Cambridge University Press:  01 January 2024

Peter Boháč  and
Juraj Bujdák
Peter Boháč*
Affiliation:
Institute of Inorganic Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, SK-845 36, Bratislava, Slovakia
Juraj Bujdák
Affiliation:
Institute of Inorganic Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, SK-845 36, Bratislava, Slovakia Comenius University in Bratislava, Department of Physical and Theoretical Chemistry, Faculty of Natural Sciences, Ilkovičova 6, SK-841 04, Bratislava, Slovakia
*
*E-mail address of corresponding author: [email protected]
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Abstract

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Dye molecular aggregation and other interactions on clay mineral surfaces cause phenomena such as methachromasy (change in color), fluorescence enhancement, or quenching, which represent significant changes in the spectral properties of the dye. These phenomena can be used to control the photophysical properties of hybrid systems based on cationic organic dyes. In the present study, the aggregation of two structurally similar cyanine dyes, 3,3’-diethyl-oxocyanine iodide (OxCy) and 3,3’-diethyl-2,2’-thiacyanine iodide (ThCy), in colloidal dispersions of three smectites (saponite, hectorite, and montmorillonite) was studied by absorption and fluorescence spectroscopy for a broad range of dye/smectite loadings. Spectral data were analysed by chemometric methods (principal component analysis, PCA, and multivariate curve resolution, MCR). Detailed analysis of the OxCy absorption spectra by the chemometric methods revealed the formation of two types of oblique aggregates exhibiting light absorption in both H- and J-bands. The existence of such similar aggregates, with similar splitting of excitation energies, appears to be related to the existence of two stable conformational isomers of this dye. On increasing the smectite CEC and dye/smectite loading, fluorescence quenching occurred. The ThCy dye exhibited a stronger tendency for molecular aggregation than OxCy. On increasing the smectite CEC, the formation of oblique aggregates with dominant H-bands also increased. On aging of the hybrid dispersions, equilibria of ThCy aggregates were shifted to the species with dominant J-bands. This behavior had a significant impact on the shape and intensity of the fluorescence emission of the hybrid dispersions. Using different smectites enables control of the dye aggregation and significant change to the photophysical properties of the hybrid systems. These systems can be used for the detailed study of the photophysical properties of cyanine dyes in various states. The colloidal systems with cyanine dyes can be used as precursors for the preparation of novel hybrid materials. In addition, the sensitive response of the photophysical properties of cyanine dyes to the clay mineral surface can be applied to the characterization of clay minerals.

Keywords

Absorption SpectroscopyChemometric AnalysisCyanine DyeDye AggregationFluorescence SpectroscopySmectite
Type
Article
Information
Clays and Clay Minerals , Volume 66 , Issue 2 , April 2018 , pp. 127 - 137
Copyright
Copyright © Clay Minerals Society 2018

References

Anedda, A. Carbonaro, C.M. Clemente, F. Corpino, R. Grandi, S. Magistris, A. and Mustarelli, P.C., 2005 Rhodamine 6G-SiO2 hybrids: A photoluminescence study Journal of Non-Crystalline Solids 351 1850–1854.CrossRefGoogle Scholar
Baranyaiová, T. and Bujdák, J., 2015 Reaction kinetics of molecular aggregation of rhodamine 123 in colloids with synthetic saponite nanoparticles Applied Clay Science 134 1–7.Google Scholar
Behera, G.B. Behera, P.K. and Mishra, B.K., 2007 Cyanine dyes: Self aggregation and behaviour in surfactants: A review Journal of Surface Science and Technology 23 1–31.Google Scholar
Bergmann, K. and O’Konski, C., 1963 Spectroscopic study of methylene blue monomer, dimer and complexes with montmorillonite Journal of Physal Chemistry 67 2169–2177.CrossRefGoogle Scholar
Bohaáč, P.C. zímerováL, A. and Bujdák, J., 2016 Enhanced luminescence of 3,3f-diethyl-2,2f-thiacyanine cations adsorbed on saponite particles Applied Clay Science 127-128 64–69.CrossRefGoogle Scholar
Bujdák, J., 2006 Effect of the layer charge of clay minerals on optical properties of organic dyes A review. Applied Clay Science 34 58–73.CrossRefGoogle Scholar
Bujdák, J. and Komadel, P., 1997 Interaction of methylene blue with reduced charge montmorillonie Journal of Physical Chemistry B 101, 9065–9068.Google Scholar
Bujdák, J. Janek, M. Madejová, J. and Komadel, P., 1998 Influence of the layer charge density of smectites on the interaction with methylene blue Journal of the Chemical Society FaradayTransactions 94, 3487–3492.Google Scholar
Bujdák, J. Janek, M.M.J. and Komadel, P., 2001 Methylene blue interactions with reduced-charge smectites Clays and Clay Minerals 49 244–254.CrossRefGoogle Scholar
Bujdák, J. Iyi, N. Hrobárikovaá, J. and Fujita, T., 2002 Aggregation and decomposition of a pseudoisocyanine dye in dispersions of layered silicates Journal of Colloid and Interface Science 247 494–503.CrossRefGoogle ScholarPubMed
Bujdák, J. Iyi, N. and Fujita, T., 2002 The aggregation of methylene blue in montmorillonite dispersions Clay Minerals 37 121–133.CrossRefGoogle Scholar
Bujdák, J. Iyi, N. and Fujita, T., 2003 Control of optical properties of adsorbed cyanine dyes via negative charge distribution on layered silicates Solid State Phenomena 90-91 90–91.Google Scholar
Carbonaro, C.M., 2011 Chemistry tuning the formation of aggregates in silica - Rhodamine 6G hybrids by thermal treatment Journal of Photochemistry & Photobiology, A: Chemistry 222 56–63.CrossRefGoogle Scholar
Chibisov, A.K. Slavnova, T.D. and Gürner, H., 2006 Kinetics of J-aggregation of a thiacarbocyanine dye in aqueous solution: Novel aggregate mediated by alcohols and metal ions Chemical Physics Letters 424 307–311.CrossRefGoogle Scholar
Czímerová, A. Bujdák, J. and Dohrmann, R., 2006 Traditional and novel methods for estimating the layer charge of smectites Applied Clay Science 34 2–13.CrossRefGoogle Scholar
Eisfeld, A. and Briggs, J.S., 2006 The J- and H-bands of organic dye aggregates Chemical Physics 324 376–384.CrossRefGoogle Scholar
Gemeay, A.H. El-Sherbiny, A.S. and Zaki, A.B., 2002 Adsorption and kinetic studies of the intercalation of some organic compounds onto Na+-montmorillonite Journal of Colloid and Interface Science 245 116–125.CrossRefGoogle ScholarPubMed
Hranisavljevic, J. and Wiederrecht, G.P., 2012 Kinetics of Jaggregate formation on the surface of Au nanoparticle colloids Journal of Physical Chemistry, C 116 4655–4661.Google Scholar
Kaufhold, S., 2006 Comparison of methods for the determination of the layer charge density (LCD) of montmorillonites Applied Clay Science 34 14–21.CrossRefGoogle Scholar
Kometani, N. Nakajima, H. Asami, K. Yonezawa, Y. Scheblykin, I.G. and Vitukhnovsky, A.G., 2000 Luminescence properties of the J-aggregate of cyanine dyes in multilayer assemblies Journal of Luminescence 87 770–772.CrossRefGoogle Scholar
Lofaj, M. and Valent, I., 2013 Mechanism of rhodamine 6G molecular aggregation in montmorillonite colloid Central European Journal of Chemistry 11 1606–1619.Google Scholar
López Arbeloa, F. Aguirresacona, I.U. and López Arbeloa, I., 1989 Influence of the molecular structure and the nature of the solvent on the absorption and fluorescence characteristics of rhodamines Chemical Physics 130 371–378.CrossRefGoogle Scholar
López Arbeloa, F. Martínez Martínez, V. Arbeloa, T. and López Arbeloa, I., 2007 Photoresponse and anisotropy of rhodamine dye intercalated in ordered clay layered films Journal of Photochemistry and Photobiology C: Photochemistry Reviews 8 85–108.CrossRefGoogle Scholar
Matejdes, M. Himeno, D. Suzuki, Y. and Kawamata, J., 2017 Controlled formation of pseudoisocyanine J-aggregates in the interlayer space of synthetic saponite Applied Clay Science 140 119–123.CrossRefGoogle Scholar
Matejdes, M. Himeno, D. Suzuki, Y. and Kawamata, J., 2017 The effect of the negative charge density on switchable properties of pseudoisocyanine dye Applied Clay Science 144 54–59.CrossRefGoogle Scholar
Miyamoto, N. Kawai, R. Kuroda, K. and Ogawa, M., 2000 Adsorption and aggregation of a cationic cyanine dye on layered clay minerals Applied Clay Science 16 161–170.CrossRefGoogle Scholar
Nakato, T. Inoue, S. Hiraragi, Y. Sugawara, J. Mouri, E. and Aritani, H., 2014 Decomposition of a cyanine dye in binary nanosheet colloids of photocatalytically active niobate and inert clay Journal of Materials Science 49 915–922.CrossRefGoogle Scholar
Ogawa, M., 1998 Organized molecular assemblies on the surfaces of inorganic solids-photofunctional inorganicorganic supramolecular systems Annual Reports on the Progess of Chemistry 94 209–257.CrossRefGoogle Scholar
Ogawa, M. and Kuroda, K., 1995 Photofunctions of intercalation compounds Chemical Reviews 95 399–438.CrossRefGoogle Scholar
Ogawa, M. Kawai, R. and Kuroda, K., 1996 Adsorption and aggregation of a cationic cyanine dye on smectites Journal of Physal Chemistry 100 16218–16221.CrossRefGoogle Scholar
Ono, S.S. Yao, H. O.M, Kawabata, R. Kitamura, N. and Yamamoto, S., 1999 Anisotropic growth of J aggregates of pseudoisocyanine dye at a mica/solution interface revealed by AFM and polarization absorption measurements Journal of Physical Chemistry B 103 6909–6912.CrossRefGoogle Scholar
Pasternack, R.F. Fleming, C. Herring, S. Collings, P.J. dePaula, J. DeCastro, G. and Gibbs, E.J., 2000 Aggregation kinetics of extended porphyrin and cyanine dye assemblies Biophysical journal 79 550–60.CrossRefGoogle ScholarPubMed
Pomogailo, A.D., 2005 Hybrid intercalative nanocomposites Inorganic Materials 41 47–74.CrossRefGoogle Scholar
Roden, J. Eisfeld, A. and Briggs, J.S., 2008 The J- and Hbands of dye aggregate spectra: Analysis of the coherent exciton scattering (CES) approximation Chemical Physics 352 258–266.CrossRefGoogle Scholar
Sato, N. Fujimura, T. Shimada, T. Tani, T. and Takagi, S., 2015 J-aggregate formation behavior of a cationic cyanine dye on inorganic layered material Tetrahedron Letters 56 2902–2905.CrossRefGoogle Scholar
Shapiro, B.I., 2007 Aggregates of cyanine dyes: Photographic problems Russian Chemical Reviews 63 231–255.CrossRefGoogle Scholar
Shapiro, B.I. Manulik, E.V. and Prokhorov, V.V., 2016 Multilayer J-aggregates of cyanine dyes Nanotechnologies in Russia 11 265–272.CrossRefGoogle Scholar
Schoonheydt, R. Johnston, C.T., Bergaya, F. and Lagaly, G., 2013 Surface and Interface Chemistry of Clay Minerals Handbook of Clay Science 2nd edition Amsterdam Elsevier Ltd. 87–113.Google Scholar
Schulz-Ekloff, G. Wöhrle, D. van Duffel, B. and Schoonheydt, R.A., 2002 Chromophores in porous silicas and minerals: Preparation and optical properties Microporous and Mesoporous Materials 51 91–138.CrossRefGoogle Scholar
Smirnov, M.S. Ovchinnikov, O.V. Dedikova, A.O. Shapiro, B.I. and Vitukhnovsky, A.G., 2016 Luminescence properties of hybrid associates of colloidal CdS quantum dots with J-aggregates of thiatrimethine cyanine dye Journal of Luminescence 176 77–85.CrossRefGoogle Scholar
Tani, K. Ito, C. Hanawa, Y. Uchida, M. Otaguro, K. Horiuchi, H. and Hiratsuka, H., 2008 Photophysical property and photostability of J-aggregate thin films of thiacyanine dyes prepared by the spin-coating method Journal of Physical Chemistry, B 112 836–844.CrossRefGoogle ScholarPubMed
Tillmann, W. and Samha, H., 2004 J-aggregates of cyanine dyes in aqueous solution of polymers: A quantitative study American Journal of Undergraduate Research 3 1–6.CrossRefGoogle Scholar
Valandro, S.R. Poli, A.L. Correia, F.A. Lombardo, P.C. Schmitt, C.C. and Postal, C., 2017 Photophysical behavior of isocyanine/clay hybrids in the solid state Langmuir 33 891–899.CrossRefGoogle ScholarPubMed
Würthner, F. Kaiser, T.E. and Saha-Möller, C.R., 2011 Jaggregates: From serendipitous discovery to supramolecular engineering of functional dye materials Angewandte Chemie - International Edition 50 3376–3410.CrossRefGoogle ScholarPubMed
Yonezawa, Y. Yamaguchi, A. and Kometani, N., 2005 Exciton delocalization of the J-aggregate of oxacyanine dye and thiacyanine dye in LB films Physica Status Solidi, B 242 803–806.CrossRefGoogle Scholar
Zhu, Z., 1995 Thirty-five years of studies on the chemistry of polymethine cyanine dyes Dyes and Pigments 27 77–111.CrossRefGoogle Scholar