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An eco-compatible pathway to new hydrotropes from tetraols

Abstract

New hydrotropes such as mono-ethers of tetraols were synthesized using an eco-friendly methodology. The mono-ethers, with chain lengths between 5 to 12 carbons, were obtained with 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% yield for acetals of pentaerythritol. Hydrogenolysis of these acetals was performed with good yields for erythritol (72% to 86%) and pentaerythritol (78% to 83%) derivatives. The physico-chemical analysis of these ethers were realized using DSC and TGA analysis to determine the melting and boiling point. The solubility of the ethers decreased from alkyl chain above 6 carbons, with a higher hydrophilicity for a erythritol polar head. Salt-tolerance of the polyols ethers showed an insensitivity of C5-O- and C6-O-erythritol toward NaCl. The C6-O-erythritol and C5-O-pentaerythritol demonstrated the better solubilizing properties of Dispers Red 13 compared to conventional hydrotropes. The aqueous self-aggregation was at lower concentration for Cx-O-pentaerythritol compare to Cx-O-erythritol.

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Publication details

The article was received on 03 Oct 2017, accepted on 21 Dec 2017 and first published on 09 Jan 2018


Article type: Paper
DOI: 10.1039/C7GC02990J
Citation: Green Chem., 2018, Accepted Manuscript
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    An eco-compatible pathway to new hydrotropes from tetraols

    A. A. HERBINSKI, E. Metay, E. DA-SILVA, E. ILLOUS, J. Aubry and M. Lemaire, Green Chem., 2018, Accepted Manuscript , DOI: 10.1039/C7GC02990J

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