Synthesis of Functionalized Pararosaniline over Mild Conditions

Dyes and pigments have many applications, and their growing development is driven by their increased use. As a contribution to this topic, in this work, the synthesis of functionalized pararosaniline was evaluated with the aim to obtain an amphiphilic dye. Pararosaniline is a dye highly soluble in w...

Full description

Bibliographic Details
Main Authors: Leandro Gutierrez, Alejandro Vallejo Orrego, Cristián A. Ferretti
Format: Article
Language:English
Published: MDPI AG 2021-11-01
Series:Chemistry Proceedings
Subjects:
Online Access:https://www.mdpi.com/2673-4583/8/1/9
Description
Summary:Dyes and pigments have many applications, and their growing development is driven by their increased use. As a contribution to this topic, in this work, the synthesis of functionalized pararosaniline was evaluated with the aim to obtain an amphiphilic dye. Pararosaniline is a dye highly soluble in water and polar solvents, presenting three amino groups in its structure. We realized that the functionalization of pararosaniline by direct coupling of amino groups with halogenated fatty acids leads to amides derived from fatty acid. In the synthesis, fatty acid chloride from sunflower oil and basic catalysts were used. Over a single step one-pot procedure carried out at room temperature in moderate reaction time, a new functionalized pararosaniline was synthesized. The results showed that after derivatization with chloride of fatty acids, the dye exhibits solubility both in water and in non-polar systems with different color intensities.
ISSN:2673-4583