2018/07/01 by Luca Gabrielli, Davide Origgi, Giuseppe Zampella +6 · 5 citations
Materials Science · Energy · Chemistry · #Photochromic and Fluorescence Chemistry #TiO2 Photocatalysis and Solar Cells #Photopolymerization techniques and applications #Hypsochromic shift #Chemistry #Organic chemistry #Polymer chemistry #Fluorescence
paper · doi:10.1098/rsos.172399
published in Royal Society Open Science 5(7), 172399 (Royal Society)
openalex publication_date 2018/07/01 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/31
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.