Effects of chemical structure on the dynamic and static surface tensions of short-chain, multi-arm nonionic fluorosurfactants

Schuster, Thomas; Krumpfer, Joseph W.; Schellenberger, Steffen; Friedrich, Reiner; Klapper, Markus; Müllen, Kläus

doi:10.1016/j.jcis.2014.04.051

Cited by 42 publications

(16 citation statements)

References 52 publications

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“…34,52 In particular, the cmc of complex fluorosurfactants stemming from topical design can reach values even lower by an order of magnitude. 53,54 By further alteration of the methimazole CH3group with synergistic moieties, for instance polyethylene glycol, propane sulfonate, or an omniphobizing third fluorinated group, the cmc and / or the surface tensions of aqueous solutions of imidazolium-based surfactants are also very likely to compete in the record setting pace.…”

Section: Resultsmentioning

confidence: 99%

Phase-out-compliant fluorosurfactants: unique methimazolium derivatives including room temperature ionic liquids

et al. 2017

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Section: Resultsmentioning

confidence: 99%

Phase-out-compliant fluorosurfactants: unique methimazolium derivatives including room temperature ionic liquids

et al. 2017

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“…Indeed, short fluorinated chains undergo surface rearrangements after prolonged contact with water or other liquids since their lower self-organization behavior induces high mobility at the external surface. 11 An interesting approach to obtain either superhydrophobic or superoleophobic surfaces was offered by electropolymerization of fluorinated pyrenes and 3,4-ethylenedioxypyrroles (EDOP), respectively. 12,13 The appropriate tuning of both the fluorinated chain length and the alkyl spacer allowed for improving their oil-repellent behavior.…”

Section: ■ Introductionmentioning

confidence: 99%

A Short-Chain Multibranched Perfluoroalkyl Thiol for More Sustainable Hydrophobic Coatings

Dichiarante

Espinoza

Gazzera

et al. 2018

ACS Sustainable Chem. Eng.

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Perfluorocarbons (PFCs) have proven to be very efficient in building up omniphobic surfaces because of the peculiar properties of fluorine atoms. However, due to their environmental impact and bioaccumulative potential, perfluorinated surfactants with chains longer than six carbon atoms have been banned, and other alternatives had to be found. Herein, we demonstrate the possibility to build omniphobic self-assembled monolayers (SAMs) using a multibranched fluorinated thiol (BRFT) bearing ultrashort fluorinated alkyl groups, surrounding a hydrocarbon polar core. This unique design allows us to multiply the number of fluorine atoms in the molecule (27 F atoms per molecule), affording a high fluorine density on the surface and a low surface free energy. Moreover, the presence of four ether bonds in the core may hasten molecular degradation in the environment because of the cleavage of such bonds in physiological conditions, thus overcoming bioaccumulation issues. BRFT may effectively represent a valuable substitute of long-chain perfluoroalkyl thiols. In fact, BRFT SAMs show the same hydrophobic and oleophobic performances of standard linear perfluoroalkyl thiols (such as 1H,1H,2H,2H-perfluorodecanethiol, PFDT), giving rise to more stable surfaces with a better frictional behavior. Superhydrophobicity was also observed with SAMs grown on nanostructured Cu/Ag surfaces. Our results have proven the ability of short-chain multibranched fluorous molecules to behave as suitable replacements for long-chain perfluoroalkanes in the field of surface coatings. Our molecules may be applied to various surfaces because of the available multiple choice of linker chemistry.

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“…Unfortunately, studies had confirmed that fluorocarbon surfactants (PFOS or their derivatives), the key component of AFFF, were persistent chemicals that were easily accumulated in the blood of humans and other animals (X. H. Jia, 2015;Liu et al, 2013;Schuster et al, 2013Schuster et al, , 2014Sha et al, 2015b;Tan et al, 2005;Ye, 2000). Specifically, these substances would not be degraded by enzymes or metabolic decomposition, and the half-life of fluorocarbon surfactants would increase by 2.8-3.8 years for each additional carbon atom in the perfluoroalkyl chain (Martin et al, 2003).…”

Section: Introductionmentioning

confidence: 99%

Study on aqueous film‐forming foam extinguishing agent based on fluorocarbon cationic–hydrocarbon anionic surfactants mixture system

Yang

Peng

Sha

et al. 2021

J Surfact & Detergents

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Fluorocarbon surfactants were the main components of aqueous film-forming foam extinguishing agents (AFFF). Unfortunately, the widely used fluorocarbon surfactant perfluorooctane sulfonate (PFOS) was limited due to its toxicity, bioaccumulation and biodegradability. In this paper, an environmentally friendly quaternary ammonium cationic fluorocarbon surfactant with high surface activity and simple synthesis route was reported. The surface performance and aggregation behavior of the mixed solution of this fluorocarbon surfactant and sodium n-octyl sulfate were studied by means of surface tension meter and transmission electron microscope (TEM). The results showed that the synergistic effect of sodium n-octyl sulfate and this fluorocarbon surfactant was significant, and many vesicles could be observed in the mixed solution with the concentration of 0.1 mol/L under TEM. Subsequently, three environmental friendly AFFF formulations (F-1, F-2, F-3) were designed with the mixture of the fluorocarbon surfactant, sodium n-octyl sulfate and lauryl betaine BS-12 as foaming agent. Through its foam performance test, it could be seen that F-3 showed relatively excellent foam performance. The initial foam height h 0 was 70 mm, the 25% drainage time was 315 s, the extinguishing time was 28 s, and the burn-back time was 720 s. This kind of fire extinguishing agent had the potential of fire protection application.

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Effects of chemical structure on the dynamic and static surface tensions of short-chain, multi-arm nonionic fluorosurfactants

Cited by 42 publications

References 52 publications

Phase-out-compliant fluorosurfactants: unique methimazolium derivatives including room temperature ionic liquids

Phase-out-compliant fluorosurfactants: unique methimazolium derivatives including room temperature ionic liquids

A Short-Chain Multibranched Perfluoroalkyl Thiol for More Sustainable Hydrophobic Coatings

Study on aqueous film‐forming foam extinguishing agent based on fluorocarbon cationic–hydrocarbon anionic surfactants mixture system

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