Title :

Carnitine alkyl ester bromides as novel biosourced ionic liquids, cationic hydrotropes and surfactants

Author(s) :

Häckl, Katharina [Auteur]
University of Regensburg
Mühlbauer, Andrea [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Ontiveros, Jesus [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Marinkovic, Sinisa [Auteur]
Estrine, Boris [Auteur]
Kunz, Werner [Auteur]
University of Regensburg
Rataj, Véronique [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]

Journal title :

Journal of Colloid and Interface Science

Volume number :

511

Pages :

165-173

Publisher :

Elsevier

Publication date :

2018-02-01

ISSN :

0021-9797

English keyword(s) :

Carnitine alkyl esters
Cationic
Ionic liquids
Hydrotropes
surfactants

HAL domain(s) :

Chimie/Chimie organique

English abstract : [en]

Hypothesis In contrast to anionic and nonionic amphiphilic substances, bio-based cationic ones are very rare. Cationic amphiphiles are mostly based on quaternary ammonium, pyridinium or imidazolium groups that are ...
Show more >Hypothesis In contrast to anionic and nonionic amphiphilic substances, bio-based cationic ones are very rare. Cationic amphiphiles are mostly based on quaternary ammonium, pyridinium or imidazolium groups that are either badly biodegradable or have toxic residues even after degradation. In the search for green alternatives to cationic hydrotropes and amphiphiles, natural l-carnitine could be a promising candidate for a cationic headgroup. Experiments By esterification of carnitine in one step and with low cost, cationic molecules with alkyl chain length of n = 2–14 could be obtained. Their thermal properties, aggregation behaviour and cytotoxicity were determined. Hydrophobic compounds were solubilized in their aqueous solutions and the PIT-slope method was applied to determine a relative hydrophilicity. Findings It was found that some pure carnitine ester bromides were liquid at room temperature and thus can be classified as ionic liquids. They are highly water-soluble, and in aqueous solutions, they showed hydrotrope or surfactant behaviour depending on their alkyl chain length. Their high hydrotropic efficiency was demonstrated by solubilizing Disperse Red 13, while also biomolecules, like vanillin, could be dissolved in reasonable amounts. In all tests, they performed at least as good as the tested reference substances, while showing similar cytotoxicity towards human skin keratinocytes, thus demonstrating their potential as green functional amphiphilic molecules of positive charge.Show less >

Language :

Anglais

Peer reviewed article :

Oui

Audience :

Internationale

Popular science :

Non

Administrative institution(s) :

ENSCL
CNRS
Centrale Lille
Univ. Artois
Université de Lille

Collections :

• Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181

Research team(s) :

Colloïdes catalyse oxydation (CÏSCO)

Submission date :

2019-09-25T14:37:46Z
2021-03-15T15:55:36Z
2023-11-24T12:58:42Z