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Synthesis and Performance of Biobased Surfactants Prepared by the One-Pot Reductive Amination of l-Arabinose and d-Galacturonic Acid

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논문

Synthesis and Performance of Biobased Surfactants Prepared by the One-Pot Reductive Amination of l-Arabinose and d-Galacturonic Acid

학술지

ACS sustainable chemistry et engineering

저자명

Jansen, Laura M.; van Rijbroek, Kim W. M.; den Bakker, Pieter C.; Klaassen-Heshof, Dimphna J.; Kolkman, Wiert J. B.; Venbrux, Niek; Migchielsen, Vienna; Hutzezon, Joost; Lenferink, Wouter B.; Lü cker, Sebastian; Ranoux, Adeline; Raaijmakers, Harry W. C.; Boltje, Thomas J.

초록

<P>Herein, we report a method for the synthesis of biobased surfactants derived from sugar beet pulp (SBP) monosaccharides, <SMALL>L</SMALL>-Ara and <SMALL>D</SMALL>-GalA. The surfactants were prepared via one-pot reductive amination, allowing the introduction of different alkyl chain lengths and methyl modifications. Optimal reaction conditions were established to achieve high yields and easy purification. The synthesized surfactants including the tertiary amines exhibited desirable properties, including solubility, foamability, and reduction of surface tension. Notably, the anionic surfactants derived from <SMALL>D</SMALL>-GalA demonstrated better solubility and foam performance compared to those derived from <SMALL>L</SMALL>-Ara. In addition, these surfactants exhibited surface tension and critical micelle concentration (CMC) comparable to those of the commercial surfactant sodium lauryl ether sulfate (SLES). Furthermore, the biodegradable surfactant <B>GalA1.8</B> displayed excellent emulsifying properties and low skin irritation potential. On the <SMALL>L</SMALL>-Ara surfactant with a short chain, <B>Ara1.6</B> has potential as a hydrotrope. These findings suggest that biobased surfactants derived from SBP monosaccharides have promising applications in various industries, including pharmaceuticals, cosmetics, detergents, and chemicals.</P><P>Herein, we report the synthesis of biobased surfactants derived from the sugar beet pulp-derived monosaccharides <SMALL>L</SMALL>-Ara and <SMALL>D</SMALL>-GalA using a simple and environmentally benign process. The surfactant properties of the prepared derivatives offer versatile potential applications in cosmetics and detergents.</P><BR>[FIG OMISSION]</BR>

발행연도

2023

발행기관

American Chemical Society

ISSN

2168-0485

11

45

페이지

pp.16117-16123

주제어

arabinose galacturonic acid; sugar beet pulp; biobased; surfactants

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1 2023-12-11

논문; 2023-11-13

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