Design and properties of a novel family of nonionic biobased furanic hydroxyester and amide surfactants - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue ACS Sustainable Chemistry & Engineering Année : 2021

Design and properties of a novel family of nonionic biobased furanic hydroxyester and amide surfactants

Jesús F Ontiveros
  • Fonction : Auteur
Lianjie Wang
  • Fonction : Auteur
Kevin Chatel
  • Fonction : Auteur
Xiaoyang Yue
  • Fonction : Auteur
Jia-Neng Tan
Fahima Ali-Rachedi
  • Fonction : Auteur
Mohammed Ahmar
  • Fonction : Auteur
Charlie Verrier
  • Fonction : Auteur
Adrien Fusina
  • Fonction : Auteur
Véronique Nardello- Rataj
  • Fonction : Auteur

Résumé

A series of original amphiphiles prepared by Morita-Baylis Hillman (MBH) coupling biobased furanic aldehydes with hydrophobic alkenes is explored. Structural variations result from the level of polarity on the furanic substrate, the type of activated alkenes (ester of amide), 2 the alkyl chain length and the presence of an unsaturation. The physicochemical properties such as the Krafft point, critical micellar concentration (CMC) and hydrophilic lipophilic behavior determined with the PIT-slope method have been explored. The glucosyloxymethyl furfural (GMF) derivatives exhibit higher water-solubility than the succinyl hydroxymethyl furfural (SMF) and the HMF-derived ones. Saturation of the acrylic linkage results in slightly lower CMC for GMF derived compounds by the enhanced solvation of the unsaturation. As expected, increasing the alkyl chain length diminishes the water-solubility, the CMC and the hydrophilicity. The decreasing hydrophilic behavior of surfactants is as follows: Gi > GiH > HSi. For the shorter HMF amphiphiles, the order is: HiN > Hi  HiH. These surfactants cover a wide range of HLB values. The dodecyl GMF-G12-is as hydrophilic as C12E6 and the hexadecyl SMF-HS16-is much more hydrophobic than SPAN 40. Formation of stable emulsions with two cosmetic oils of different polarity is very encouraging for a possible application of this new family of biobased surfactants.
Fichier principal
Vignette du fichier
Ontiveros et al_ACS Sustainable Chemistry and Engineering_Revised manuscript_v2.pdf (2.13 Mo) Télécharger le fichier
Origine Fichiers produits par l'(les) auteur(s)

Dates et versions

hal-03719658 , version 1 (11-07-2022)

Identifiants

Citer

Jesús F Ontiveros, Lianjie Wang, Kevin Chatel, Xiaoyang Yue, Jia-Neng Tan, et al.. Design and properties of a novel family of nonionic biobased furanic hydroxyester and amide surfactants. ACS Sustainable Chemistry & Engineering, 2021, 9 (50), pp.16977-16988. ⟨10.1021/acssuschemeng.1c05371⟩. ⟨hal-03719658⟩
8 Consultations
104 Téléchargements

Altmetric

Partager

Gmail Mastodon Facebook X LinkedIn More