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Carbohydrates and platform molecules as polar building blocks for the design of bio-based surfactants

Xiaoyang Yue 1, 2 
2 COB - Chimie Organique et Bioorganique
ICBMS - Institut de Chimie et Biochimie Moléculaires et Supramoléculaires
Abstract : The use of biomass as a renewable resource to produce surfactants has become an important area. The objective of this thesis is to study the use of biobased furan aldehydes in an original strategy for the design of amphiphilic systems based on their coupling by Morita-Baylis-Hillman (MBH) reaction with non-polar acrylic partners, in particular secondary N-alkylacrylamides. Their physico-chemical properties were examined as part of a collaboration with the UCCS laboratory in Lille led by Prof. Véronique Nardello-Rataj. The strategy was then extended to the reaction of glyoxylic acid with long chain acrylates and acrylamides leading to amphiphiles. This is the first systematic study of the use of glyoxylic acid in MBH reaction. The properties of the products were characterized in Lille. The primary results indicate their good ability to reduce the surface tension of water at low concentrations. In this one-step, atom-saving strategy, glyoxylic acid is used directly from its commercial and inexpensive aqueous solution, under mild conditions (aqueous or bio-based solvents, no high temperature), with a simple protocol. A parallel project concerned glycosteroids and their thermotropic behavior, within the framework of a collaboration on glycolipid liquid crystals with Professor John W. Goodby of the University of York. The architecture of this series of glycosteroids has a saccharide head, connected to a steroid unit via a methylene spacer, and carrying a fatty side chain of variable length. This work has finalized the preparation of a family of products which are currently being evaluated in the hands of our colleagues at York. The two subtopics studied in this thesis contribute to a better understanding of interface or self-assembly properties and illustrate the importance of amphiphilie in molecular architectures.
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Submitted on : Thursday, June 30, 2022 - 4:51:12 PM
Last modification on : Tuesday, September 27, 2022 - 4:11:47 AM


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  • HAL Id : tel-03710471, version 1


Xiaoyang Yue. Carbohydrates and platform molecules as polar building blocks for the design of bio-based surfactants. Analytical chemistry. Université de Lyon, 2022. English. ⟨NNT : 2022LYSEI018⟩. ⟨tel-03710471⟩



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