An amine-oxide surfactant-based microemulsion for the cleaning of works of art

Baglioni, Piero; Benavides, Yareli Jáidar; Berti, Debora; Giorgi, Rodorico; Keiderling, U.; Baglioni, Piero

doi:10.1016/j.jcis.2014.10.003

Cited by 45 publications

(30 citation statements)

References 34 publications

(64 reference statements)

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“…Amine oxides, which are nonionic at neutral or alkaline pH, turn cationic due to the protonation of the N-O bond at low pH. So, some researchers also consider them as zwitterionic surfactants [10], zwitterionic/cationic surfactants [11] or nonionic/cationic surfactants. Amine oxides possess outstanding performance abilities, such as good biodegradation [12], a low cloud point, strong hard water resistance, high solubilization capacity, good lather generation and stability, low skin irritation, and good compatibility with other surfactants.…”

Section: Introductionmentioning

confidence: 99%

“…and Fe 2? [10]. Their aggregates possess a high dispersing power toward several water-insoluble organic substances, even in the absence of a co-surfactant [10].…”

Section: Introductionmentioning

confidence: 99%

“…[10]. Their aggregates possess a high dispersing power toward several water-insoluble organic substances, even in the absence of a co-surfactant [10]. To date, scientists have done a lot of research about nonionic gemini surfactants, which is mainly focused on sugar-based [13][14][15] or ethoxylated [16,17] gemini surfactants.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, Surface Activities and Toluene Solubilization by Amine‐oxide Gemini Surfactants

Liu

et al. 2016

J Surfact & Detergents

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A series of amine‐oxide gemini surfactants featuring amide groups [N, N’‐dimethyl‐N, N’‐bis(2‐alkylamideethyl)‐ethylenediamine oxide (alkyl = C11H23, C13H27, C15H31, C17H35)] have been synthesized via a three‐step synthetic route, and their chemical structures were confirmed by mass spectra, FTIR and 1H‐NMR spectra. The surface activities of these compounds have been measured. The results show that these synthesized amine‐oxide gemini surfactants reduced the surface tension of water to a minimum value of approximately 26.91 mN m−1 at a concentration of 2.92 × 10−5mol L−1. Furthermore, their critical micelle concentration (CMC) values and solubilization of toluene decrease with an increase of the hydrophobic chain length from 12 to 18. Isoelectric point measurements revealed that their pI values range from 4.0 to 10.5.

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Section: Introductionmentioning

confidence: 99%

“…and Fe 2? [10]. Their aggregates possess a high dispersing power toward several water-insoluble organic substances, even in the absence of a co-surfactant [10].…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, Surface Activities and Toluene Solubilization by Amine‐oxide Gemini Surfactants

Liu

et al. 2016

J Surfact & Detergents

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“…Recently, a diethyl carbonate (DEC)-in-water fluid was formulated for cleaning murals, using N,NDimethyldodecan-1-amine oxide, DDAO as surfactant. [27] Amineoxides are benign and biodegradable, and alkyl carbonates are generally non-toxic and low-impact solvents, which opens to future applications. Possible improvements also concern water-in-oil (w/o) microemulsions, which might prove beneficial on highly watersensitive substrates, e.g.…”

Section: Perspectives and Challengesmentioning

confidence: 99%

Mikroemulsionen, Micellen und funktionelle Gele: Erhaltung von Kunstwerken mit Kolloiden und weicher Materie

Chelazzi¹,

Giorgi²,

Baglioni³

2018

Angewandte Chemie

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Die Kolloidwissenschaft liefert grundlegende Erkenntnisse für z. B. die pharmazeutische Industrie oder die Wasch‐ und Reinigungsmittel‐, Farb‐ und Nahrungsmittelindustrie. Eine interessante Anwendung ist die Erhaltung von Kunstwerken, die wegen der komplexen Grenzflächenwechselwirkungen, die mit der Restaurierung von Artefakten verbunden sind, eine anspruchsvolle Aufgabe ist. Derzeit ist die Mehrzahl der wirksamsten und umweltverträglichsten Reinigungs‐ und Konsolidierungsmittel für Kunstwerke der weichen Materie und Kolloiden zuzuordnen. Die Entwicklung und Anwendung von immer komplexeren Systemen, von Mikroemulsionen bis zu semi‐interpenetrierenden Hydrogelen, die derartige Flüssigkeiten enthalten, werden in diesem Kurzaufsatz aufgezeigt. Diese Systeme wurden bei verschiedenen Artefakten eingesetzt: von Fresken der Renaissance bis zu Werken von Picasso und Pollock. Chemisches Design kann genutzt werden, um den Anforderungen von Konservatoren gerecht zu werden, und mit den Erkenntnissen zur Struktur und Dynamik von Kolloiden können zufällige Ansätze der herkömmlichen Konservierungspraxis überwunden werden. Außerdem werden die Perspektiven der Anwendung von Kolloiden und weicher Materie für die Erhaltung von Kulturerbe zusammengefasst.

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“…In recent years, amine‐oxide surfactants have found increasing uses in different fields, thanks to their low toxicity and ready biodegradability under both aerobic and anaerobic conditions (Garcia et al, ; McDonough et al, ; Rios et al, , ). Their applications depend on the length of the alkyl chain and on the substituents on the nitrogen atom of the head (Baglioni et al, ; Lim and Han, ; Singh et al, ). As a general feature, amine‐oxide surfactants are excellent foam boosters and foam stabilizers in blends including other anionic or amphoteric surfactants and are used extensively in highly concentrated hand wash liquids, detergents, and antistatic preparations.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Surface Properties, and Self‐Aggregation Behavior of a Branched N,N‐Dimethylalkylamine Oxide Surfactant

Fabozzi

Vitiello

Krauss

et al. 2018

J Surfact & Detergents

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Amine‐oxide surfactants have emerged as highly stable, nontoxic, and cost‐effective constituents of detergent formulations, specifically as wetting agents and foam boosters. With the aim of enhancing their functional behavior, a new member of this family, N,N‐dimethyl‐2‐propylheptan‐1‐amine oxide, bearing a branched alkyl tail (C10DAO‐branched) was synthesized and purified using a simple and easily scalable strategy starting from 2‐propylheptan‐1‐ol. 2D‐nuclear magnetic resonance (NMR) and mass spectrometry confirm the obtainment of the desired product in high yield and purity. The protonation behavior of the branched surfactant is not affected by alkyl tail branching, as shown by potentiometric titrations. In contrast, surface activity and aggregation behavior of C10DAO‐branched is dramatically different from that of the linear analog N,N‐dimethyldecyl‐1‐amine oxide (C10DAO‐linear), in that it occupies a higher area at the solution interface and aggregates at much higher concentration, forming larger aggregates, as detected using tensiometry and dynamic light scattering (DLS), respectively. Aggregation behavior of C10DAO‐branched is less sensitive to pH variations. Foaming tests show that C10DAO‐branched is a more effective foam booster than its linear analog, in both acidic and basic solutions. The experimental results indicate that the branched surfactant can be used in applications that require enhanced and pH‐independent surface activity and foamability.

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An amine-oxide surfactant-based microemulsion for the cleaning of works of art

Cited by 45 publications

References 34 publications

Synthesis, Surface Activities and Toluene Solubilization by Amine‐oxide Gemini Surfactants

Synthesis, Surface Activities and Toluene Solubilization by Amine‐oxide Gemini Surfactants

Mikroemulsionen, Micellen und funktionelle Gele: Erhaltung von Kunstwerken mit Kolloiden und weicher Materie

Synthesis, Surface Properties, and Self‐Aggregation Behavior of a Branched N,N‐Dimethylalkylamine Oxide Surfactant

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