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Towards hydrophobic carminic acid derivatives and their incorporation in polyacrylates.

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.

SUBMITTER: Gabrielli L

PROVIDER: S-EPMC6083691 | biostudies-literature | 2018 Jul

REPOSITORIES: biostudies-literature

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Towards hydrophobic carminic acid derivatives and their incorporation in polyacrylates.

Gabrielli Luca L Origgi Davide D Zampella Giuseppe G Bertini Luca L Bonetti Simone S Vaccaro Gianfranco G Meinardi Francesco F Simonutti Roberto R Cipolla Laura L

Royal Society open science 20180704 7

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 b ...[more]

PMID: 30109060

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