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Towards Hydrophobic Carminic Acid Derivatives and Their Incorporation in Polyacrylates

Luca Gabrielli, Davide Origgi, Giuseppe Zampella, Luca Bertini, Simone Bonetti, Gianfranco Vaccaro, Francesco Meinardi, Roberto Simonutti, Laura Cipolla

R Soc Open Sci. 2018 Jul 4;5(7):172399.

PMID: 30109060

Abstract:

Carminic acid, a natural hydrophilic dye extensively used in the food and cosmetic industries, is converted in hydrophobic dyes by acetylation or pivaloylation. These derivatives are successfully used as biocolourants for rubber objects. In this paper, spectroscopic properties of the carminic acid derivatives in dimethyl sulfoxide and in polybutylacrylate are studied by means of photoluminescence and time-resolved photoluminescence decays, revealing a hypsochromic effect due to the presence of bulky substituents as the acetyl or pivaloyl groups. Molecular mechanics and density functional theory calculations confirm the disruption of planarity between the sugar ring and the anthraquinoid system determined by the esterification.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP1260179 Carminic acid Carminic acid 1260-17-9 Price
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