Design and properties of a novel family of nonionic biobased furanic hydroxyester and amide surfactants
In: EISSN: 2168-0485 ; ACS Sustainable Chemistry & Engineering ; https://hal.science/hal-03719658 ; ACS Sustainable Chemistry & Engineering, 2021, 2021
Online
academicJournal
Zugriff:
International audience ; 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.
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Design and properties of a novel family of nonionic biobased furanic hydroxyester and amide surfactants
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Autor/in / Beteiligte Person: | Ontiveros, Jesús, F ; Wang, Lianjie ; Chatel, Kevin ; Yue, Xiaoyang ; Tan, Jia-Neng ; Ali-Rachedi, Fahima ; Ahmar, Mohammed ; Verrier, Charlie ; Fusina, Adrien ; Nardello- Rataj, Véronique ; Queneau, Yves ; Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS) ; Université Claude Bernard Lyon 1 (UCBL) ; Université de Lyon-Université de Lyon-École Supérieure de Chimie Physique Électronique de Lyon (CPE)-Institut National des Sciences Appliquées de Lyon (INSA Lyon) ; Université de Lyon-Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Institut de Chimie - CNRS Chimie (INC-CNRS)-Centre National de la Recherche Scientifique (CNRS) ; ANR-17-CE07-0053,BIOPLATFORM,Conversion catalytique des sucres en dérivés de type dicétone: vers une potentielle molécule plate-forme(2017) |
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Zeitschrift: | EISSN: 2168-0485 ; ACS Sustainable Chemistry & Engineering ; https://hal.science/hal-03719658 ; ACS Sustainable Chemistry & Engineering, 2021, 2021 |
Veröffentlichung: | HAL CCSD ; American Chemical Society, 2021 |
Medientyp: | academicJournal |
DOI: | 10.1021/acssuschemeng.1c05371 |
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