Formation, physicochemical and interfacial study of carbamate surfactants

Hellström, Anna-Karin; Oskarsson, Hans; Bordes, Romain

doi:10.1016/j.jcis.2017.09.100

Cited by 12 publications

(19 citation statements)

References 40 publications

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“…Standard deviation of the measurements was ±0.4 mN m −1 . (These results are in agreement with results reported in Hellström et al ())…”

Section: Resultssupporting

confidence: 94%

“…The observed drift in dynamic surface tension of Y12‐amine at pH 12 determined by the pendant drop technique at the air/water interface could have influenced the previously reported CMC values (Hellström et al, ). The CMC value determined at pH 12 was almost two times higher than at neutral pH (Hellström et al, ). This was unexpected because Y12‐amine at neutral pH is partly protonated hence less surface active than at pH 12 and one would have expected CMC to be higher at neutral pH.…”

Section: Resultsmentioning

confidence: 93%

“…The dynamic surface tension started at ~32.7 mN m −1 in a N 2 atmosphere, followed by a rapid increase in surface tension to ~34.5 mN m −1 . The behavior of the surface tension of Y12‐amine solution during CO 2 exposure has already been discussed in detail elsewhere (Hellström et al, ). After reaching a maximum, the surface tension started to decrease again to reach values below the starting value.…”

Section: Resultsmentioning

confidence: 99%

“…This behavior is probably due to the formation of a small amount of Y12‐carbamate at the air/water interface. The yield of Y12‐carbamate in the bulk was previously determined to be 65% (Hellström et al, ). Consequently, unreacted amine was present in the sample and because the amine has higher surface activity than Y12‐carbamate, the amine was the dominant species adsorbed at the interface of the newly created drop, therefore, susceptible to react with CO 2 in the air.…”

Section: Resultsmentioning

confidence: 99%

“…It is important to note that the salt concentration was relatively high, which promoted this precipitation. (Hellström et al, )…”

Section: Resultsmentioning

confidence: 99%

See 4 more Smart Citations

Carbamate Chemistry at Interfaces: Practical Considerations and Challenges of Studying Amine Surfactants

Hellström

Nordstierna

Bordes

2019

J Surfact & Detergents

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It is well known that CO2 reacts with primary and secondary amines in aqueous solutions and forms carbamates. This reaction can have consequences when studying the self‐assembly of amines. In this article, we discuss the practical challenges when working with an alkyl Y‐shaped amine (Y12‐amine) and demonstrate how the formation of carbamate species influences the physicochemistry of the amine‐based surfactant. A drift in dynamic surface tension was observed for Y12‐amine at pH above pKa due to the reaction with the naturally occurring CO2 from the atmosphere. The drift in dynamic surface tension was more pronounced at pH above pKa, than at and below pKa. Furthermore, the drift in dynamic surface tension of Y12‐amine at pH 12 also affected the surfactant's critical micelle concentration (CMC). CMC of Y12‐amine determined by the pendant drop at the air/water interface was almost five times higher than at the N2/water interface. The latter result was in agreement with the one determined by monitoring the change in chemical shift of 1H NMR in a N2 atmosphere. Moreover, it was also shown that the adsorption of the amine at different interfaces influences carbamate formation.

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“…Standard deviation of the measurements was ±0.4 mN m −1 . (These results are in agreement with results reported in Hellström et al ())…”

Section: Resultssupporting

confidence: 94%

Section: Resultsmentioning

confidence: 93%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

“…It is important to note that the salt concentration was relatively high, which promoted this precipitation. (Hellström et al, )…”

Section: Resultsmentioning

confidence: 99%

See 3 more Smart Citations

Carbamate Chemistry at Interfaces: Practical Considerations and Challenges of Studying Amine Surfactants

Hellström

Nordstierna

Bordes

2019

J Surfact & Detergents

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Surfactants

Holmberg

2019

Ullmann's Encyclopedia of Industrial Chemistry

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Behavior of Smart Surfactants in Stabilizing pH‐Responsive Emulsions

Pei

Zhang

et al. 2021

Angewandte Chemie

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Newly structured pH‐responsive smart surfactants (N+‐(n)‐N, n=14, 16) from alkyl trimethylammonium bromides are reported. In neutral and alkaline media N+‐(n)‐N behaves as a normal cationic surfactant and stabilizes conventional emulsions alone, as well as Pickering emulsions and oil‐in‐dispersion emulsions together with oppositely and similarly charged nanoparticles, respectively. In acidic media N+‐(n)‐N becomes a hydrophilic Bola‐type surfactant, N+‐(n)‐NH+, and is an inferior emulsifier either when used alone or together with charged nanoparticles, resulting in demulsification. N+‐(n)‐NH+ returns to the aqueous phase alone or together with nanoparticles after demulsification without contaminating the oil phase, and the aqueous phase can be recycled when triggered by pH change. This protocol is a green process and leads to preparation of various temporarily stable emulsions which are often used in emulsion polymerization, heterogeneous catalysis, and oil transportation.

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Formation, physicochemical and interfacial study of carbamate surfactants

Cited by 12 publications

References 40 publications

Carbamate Chemistry at Interfaces: Practical Considerations and Challenges of Studying Amine Surfactants

Carbamate Chemistry at Interfaces: Practical Considerations and Challenges of Studying Amine Surfactants

Surfactants

Behavior of Smart Surfactants in Stabilizing pH‐Responsive Emulsions

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