Photophysical studies of a new water soluble indocarbocyanine dye adsorbed onto microcrystalline cellulose and β-cyclodextrin

• Published in: Molecules (Basel, Switzerland) Switzerland), 2013-05, Vol.18 (5), p.5648-5668
• Main Authors: El-Shishtawy, Reda M, Oliveira, Anabela S, Almeida, Paulo, Ferreira, Diana P, Conceição, David S, Ferreira, Luis F Vieira
• Format: Article
• Language: English
• Subjects: beta-Cyclodextrins - chemistry; Carbocyanines - chemistry; Cellulose; Cellulose - chemistry; Coloring Agents - chemistry; Dyes; Solubility; Solvents; Water - chemistry
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules18055648

A water-soluble indocarbocyanine dye was synthesized and its photophysics were studied for the first time on two solid hosts, microcrystalline cellulose and b-cyclodextrin, as well as in homogeneous media. The inclusion of the indocarbocyanine moiety onto microcrystalline cellulose increased the dye aggregation with both H and J aggregates being formed. Adsorption on b-cyclodextrin enhanced aggregation in a similar way. The fluorescence quantum yields were determined for the powdered samples of the cyanine dye on the two hosts and a significant increase was observed relative to homogeneous solution. A remarkable concentration dependence was also detected in both cases. A lifetime distribution analysis has shown that the indocarbocyanine dye mainly occupies the amorphous part of cellulose and is not entrapped in the crystalline part of this host. In the b-CD case, the adsorption occurs outside the host cavity. In both hosts a strong concentration quenching effect is observed and only monomers emit. Both adsorptions may be explained by stereochemical constraints imposed by the two long sulphoethyl tails linked to nitrogen atoms of the indocarbocyanine dye.