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...

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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
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author Leandro Gutierrez
Alejandro Vallejo Orrego
Cristián A. Ferretti
author_facet Leandro Gutierrez
Alejandro Vallejo Orrego
Cristián A. Ferretti
author_sort Leandro Gutierrez
collection DOAJ
description 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.
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spelling doaj.art-06bff69767f84d6d873538e9f2bd8d412023-11-17T10:18:10ZengMDPI AGChemistry Proceedings2673-45832021-11-0181910.3390/ecsoc-25-11712Synthesis of Functionalized Pararosaniline over Mild ConditionsLeandro Gutierrez0Alejandro Vallejo Orrego1Cristián A. Ferretti2Group of Organic Synthesis and Materials (GSOM), Laboratorio Fester—Química Orgánica (FIQ), Instituto de Química Aplicada del Litoral (IQAL) (UNL-CONICET), Universidad Nacional del Litoral, Santa Fe S3000, ArgentinaCatalysis Science and Engineering Research Group (GICIC), Instituto de Investigaciones en Catálisis y Petroquímica (INCAPE) (UNL-CONICET), CCT CONICET SANTA FE, Santa Fe S3000, ArgentinaGroup of Organic Synthesis and Materials (GSOM), Laboratorio Fester—Química Orgánica (FIQ), Instituto de Química Aplicada del Litoral (IQAL) (UNL-CONICET), Universidad Nacional del Litoral, Santa Fe S3000, ArgentinaDyes 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.https://www.mdpi.com/2673-4583/8/1/9amphiphilic dyederivatizationmild conditions
spellingShingle Leandro Gutierrez
Alejandro Vallejo Orrego
Cristián A. Ferretti
Synthesis of Functionalized Pararosaniline over Mild Conditions
Chemistry Proceedings
amphiphilic dye
derivatization
mild conditions
title Synthesis of Functionalized Pararosaniline over Mild Conditions
title_full Synthesis of Functionalized Pararosaniline over Mild Conditions
title_fullStr Synthesis of Functionalized Pararosaniline over Mild Conditions
title_full_unstemmed Synthesis of Functionalized Pararosaniline over Mild Conditions
title_short Synthesis of Functionalized Pararosaniline over Mild Conditions
title_sort synthesis of functionalized pararosaniline over mild conditions
topic amphiphilic dye
derivatization
mild conditions
url https://www.mdpi.com/2673-4583/8/1/9
work_keys_str_mv AT leandrogutierrez synthesisoffunctionalizedpararosanilineovermildconditions
AT alejandrovallejoorrego synthesisoffunctionalizedpararosanilineovermildconditions
AT cristianaferretti synthesisoffunctionalizedpararosanilineovermildconditions