Bio-Based Surfactants via Borrowing Hydrogen Catalysis

Maximilian Koy; Maximilian Fellert; Chuting Deng; Michiel T Uiterweerd; Alicia Lessentier; Minyan Wu; Mickael Cregut; Jianxia Zheng; Stephane Streiff; Juan J de Pablo; Ben L Feringa

doi:10.1002/chem.202500077

Bio-Based Surfactants via Borrowing Hydrogen Catalysis

Maximilian Koy, Maximilian Fellert, Chuting Deng, Michiel T Uiterweerd, Alicia Lessentier, Minyan Wu, Mickael Cregut, Jianxia Zheng, Stephane Streiff, Juan J de Pablo, Ben L Feringa^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

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Abstract

A borrowing hydrogen approach to produce bio-based surfactants is described. The process utilizes ubiquitous amino acids and common alcohols without protecting group manipulations. Surfactants are synthesized in a single step using a commercially available ruthenium-based catalyst in a waste-free manner with nearly ideal atom economy. The versatility of the products is shown by further derivatization resulting in novel Gemini surfactants and a related quaternary ammonia salt. The analysis of selected compounds shows remarkable properties as surfactants. Further studies show their potential biodegradability in nature, which enhances the broad application profile of the sustainable products prepared in this study.

Original language	English
Article number	e202500077
Number of pages	6
Journal	Chemistry – A European Journal
Volume	31
Issue number	17
Early online date	13-Feb-2025
DOIs	https://doi.org/10.1002/chem.202500077
Publication status	Published - 20-Mar-2025

Keywords

Borrowing hydrogen
Surfactants
Green chemistry
Sustainability
Foaming agent

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title = "Bio-Based Surfactants via Borrowing Hydrogen Catalysis",

abstract = "A borrowing hydrogen approach to produce bio-based surfactants is described. The process utilizes ubiquitous amino acids and common alcohols without protecting group manipulations. Surfactants are synthesized in a single step using a commercially available ruthenium-based catalyst in a waste-free manner with nearly ideal atom economy. The versatility of the products is shown by further derivatization resulting in novel Gemini surfactants and a related quaternary ammonia salt. The analysis of selected compounds shows remarkable properties as surfactants. Further studies show their potential biodegradability in nature, which enhances the broad application profile of the sustainable products prepared in this study.",

keywords = "Borrowing hydrogen, Surfactants, Green chemistry, Sustainability, Foaming agent",

author = "Maximilian Koy and Maximilian Fellert and Chuting Deng and Uiterweerd, {Michiel T} and Alicia Lessentier and Minyan Wu and Mickael Cregut and Jianxia Zheng and Stephane Streiff and {de Pablo}, {Juan J} and Feringa, {Ben L}",

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doi = "10.1002/chem.202500077",

language = "English",

volume = "31",

journal = "Chemistry – A European Journal",

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TY - JOUR

T1 - Bio-Based Surfactants via Borrowing Hydrogen Catalysis

AU - Koy, Maximilian

AU - Fellert, Maximilian

AU - Deng, Chuting

AU - Uiterweerd, Michiel T

AU - Lessentier, Alicia

AU - Wu, Minyan

AU - Cregut, Mickael

AU - Zheng, Jianxia

AU - Streiff, Stephane

AU - de Pablo, Juan J

AU - Feringa, Ben L

PY - 2025/3/20

Y1 - 2025/3/20

N2 - A borrowing hydrogen approach to produce bio-based surfactants is described. The process utilizes ubiquitous amino acids and common alcohols without protecting group manipulations. Surfactants are synthesized in a single step using a commercially available ruthenium-based catalyst in a waste-free manner with nearly ideal atom economy. The versatility of the products is shown by further derivatization resulting in novel Gemini surfactants and a related quaternary ammonia salt. The analysis of selected compounds shows remarkable properties as surfactants. Further studies show their potential biodegradability in nature, which enhances the broad application profile of the sustainable products prepared in this study.

AB - A borrowing hydrogen approach to produce bio-based surfactants is described. The process utilizes ubiquitous amino acids and common alcohols without protecting group manipulations. Surfactants are synthesized in a single step using a commercially available ruthenium-based catalyst in a waste-free manner with nearly ideal atom economy. The versatility of the products is shown by further derivatization resulting in novel Gemini surfactants and a related quaternary ammonia salt. The analysis of selected compounds shows remarkable properties as surfactants. Further studies show their potential biodegradability in nature, which enhances the broad application profile of the sustainable products prepared in this study.

KW - Borrowing hydrogen

KW - Surfactants

KW - Green chemistry

KW - Sustainability

KW - Foaming agent

U2 - 10.1002/chem.202500077

DO - 10.1002/chem.202500077

M3 - Article

C2 - 39887848

SN - 0947-6539

VL - 31

JO - Chemistry – A European Journal

JF - Chemistry – A European Journal

IS - 17

M1 - e202500077

ER -

Bio-Based Surfactants via Borrowing Hydrogen Catalysis

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