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Title: Tunable Oleo-Furan Surfactants by Acylation of Renewable Furans

Journal Article · · ACS Central Science

An important advance in fluid surface control was the amphiphilic surfactant comprised of coupled molecular structures (i.e. hydrophilic and hydrophobic) to reduce surface tension between two distinct fluid phases. However, implementation of simple surfactants has been hindered by the broad range of applications in water containing alkaline earth metals (i.e. hard water), which disrupt surfactant function and require extensive use of undesirable and expensive chelating additives. Here we show that sugar-derived furans can be linked with triglyceride-derived fatty acid chains via Friedel-Crafts acylation within single layer (SPP) zeolite catalysts. These alkylfuran surfactants independently suppress the effects of hard water while simultaneously permitting broad tunability of size, structure, and function, which can be optimized for superior capability for forming micelles and solubilizing in water.

Research Organization:
Energy Frontier Research Centers (EFRC) (United States). Catalysis Center for Energy Innovation (CCEI); Argonne National Laboratory (ANL), Argonne, IL (United States)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
DOE Contract Number:
AC02-06CH11357
OSTI ID:
1375919
Journal Information:
ACS Central Science, Vol. 2, Issue 11; ISSN 2374-7943
Publisher:
American Chemical Society (ACS)
Country of Publication:
United States
Language:
English

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Cited By (9)

Biomass‐based chemical production using techno‐economic and life cycle analysis journal June 2019
Synthesis of absorbent polymer films made from fatty acid methyl esters, glycerol, and glutaric acid: Thermal, mechanical, and porosity analyses journal April 2019
Kinetics of the Homogeneous and Heterogeneous Coupling of Furfural with Biomass-Derived Alcohols journal May 2018
Examining Acid Formation During the Selective Dehydration of Fructose to 5‐Hydroxymethylfurfural in Dimethyl Sulfoxide and Water journal April 2019
Ultrafast flow chemistry for the acid-catalyzed conversion of fructose journal January 2019
Catalytic production of renewable lubricant base oils from bio-based 2-alkylfurans and enals journal January 2019
Anionic surfactants based on intermediates of carbohydrate conversion journal January 2019
Renewable lubricants with tailored molecular architecture journal February 2019
Renewable lubricants with tailored molecular architecture collection January 2019

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