An eco-compatible pathway to new hydrotropes ...
Document type :
Article dans une revue scientifique: Article original
DOI :
Permalink :
Title :
An eco-compatible pathway to new hydrotropes from tetraols
Author(s) :
Herbinski, Aurélien [Auteur]
Métay, Estelle [Auteur]
Da Silva, Eric [Auteur]
Illous, Estelle [Auteur]
Aubry, Jean-Marie [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Lemaire, Marc [Auteur]
Métay, Estelle [Auteur]
Da Silva, Eric [Auteur]
Illous, Estelle [Auteur]
Aubry, Jean-Marie [Auteur]

Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Lemaire, Marc [Auteur]
Journal title :
Green Chemistry
Abbreviated title :
Green Chem.
Volume number :
20
Pages :
1250-1261
Publisher :
Royal Society of Chemistry (RSC)
Publication date :
2018-01-09
HAL domain(s) :
Chimie/Chimie organique
English abstract : [en]
New hydrotropes such as mono-ethers of tetraols were synthesized using an eco-friendly methodology. The mono-ethers, with chain lengths between 5 and 12 carbons, were obtained via a two-step synthesis: acetalisation and ...
Show more >New hydrotropes such as mono-ethers of tetraols were synthesized using an eco-friendly methodology. The mono-ethers, with chain lengths between 5 and 12 carbons, were obtained via a two-step synthesis: acetalisation and hydrogenolysis. Acetalisation, with the corresponding aldehyde, gave rise to 69% to 91% isolated yields of erythritol acetals, and 63% to 79% yields of pentaerythritol acetals. Hydrogenolysis of these acetals was performed resulting in good yields of erythritol (72% to 86%) and pentaerythritol (78% to 83%) derivatives. The physico-chemical analysis of these ethers was realized using DSC and TGA analysis to determine the melting and boiling point. The solubility of the ethers decreased from the alkyl chain of above 6 carbons, with higher hydrophilicity for an erythritol polar head. Salt-tolerance of the polyol ethers showed insensitivity of C5-O- and C6-O-erythritol toward NaCl. C6-O-erythritol and C5-O-pentaerythritol demonstrated better solubilizing properties of Dispers Red 13 compared to conventional hydrotropes. Aqueous self-aggregation was observed at a lower concentration of Cx-O-pentaerythritol compared to Cx-O-erythritol.Show less >
Show more >New hydrotropes such as mono-ethers of tetraols were synthesized using an eco-friendly methodology. The mono-ethers, with chain lengths between 5 and 12 carbons, were obtained via a two-step synthesis: acetalisation and hydrogenolysis. Acetalisation, with the corresponding aldehyde, gave rise to 69% to 91% isolated yields of erythritol acetals, and 63% to 79% yields of pentaerythritol acetals. Hydrogenolysis of these acetals was performed resulting in good yields of erythritol (72% to 86%) and pentaerythritol (78% to 83%) derivatives. The physico-chemical analysis of these ethers was realized using DSC and TGA analysis to determine the melting and boiling point. The solubility of the ethers decreased from the alkyl chain of above 6 carbons, with higher hydrophilicity for an erythritol polar head. Salt-tolerance of the polyol ethers showed insensitivity of C5-O- and C6-O-erythritol toward NaCl. C6-O-erythritol and C5-O-pentaerythritol demonstrated better solubilizing properties of Dispers Red 13 compared to conventional hydrotropes. Aqueous self-aggregation was observed at a lower concentration of Cx-O-pentaerythritol compared to Cx-O-erythritol.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
CNRS
Centrale Lille
Univ. Artois
Université de Lille
Collections :
Research team(s) :
Colloïdes catalyse oxydation (CÏSCO)
Submission date :
2019-09-25T14:37:46Z
2021-03-18T08:48:25Z
2021-03-18T08:48:25Z