Synthesis, colloidal-chemical and petroleum collecting properties of new counterion coupled gemini surfactants based on hexadecylbis(2-hydroxypropyl)amine and dicarboxylic acids

Asadov, Ziyafaddin H.; Huseynova, Saida M.; Ahmadova, Gulnara A.; Rahimov, Ravan A.; Sharbatov, Seyran U.; Zubkov, Fedor I.; Jafarova, Rana A.

doi:10.1080/01932691.2019.1650755

Cited by 5 publications

(4 citation statements)

References 28 publications

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“…Wang et al [ 45 ] suggested that a greater value of maximum surface excess concentration or a smaller value of the minimum surface occupied by a molecule at the air/water interface means that the molecules of surface-active compounds at the mentioned interface are more densely and also more tightly packed. Thus, elongation of the alkyl chain or alkyl spacer increases the hydrophobicity of compounds because more molecules exhibit the tendency to approach the air–water interface [ 46 ]. However, [MC12][dicamba] was an exception to the above rule.…”

Section: Resultsmentioning

confidence: 99%

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Surface-Active Ionic Liquids and Surface-Active Quaternary Ammonium Salts from Synthesis, Characterization to Antimicrobial Properties

Wojcieszak,

Kaczmarek,

Karolak

et al. 2024

Molecules

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The present work provides new evidence of the ongoing potential of surface-active ionic liquids (SAILs) and surface-active quaternary ammonium salts (surface-active QASs). To achieve this, a series of compounds were synthesized with a yield of ≥85%, and their thermal analyses were studied. Additionally, antimicrobial activity against both human pathogenic and soil microorganisms was investigated. Subsequently, their surface properties were explored with the aim of utilizing SAILs and surface-active QASs as alternatives to commercial amphiphilic compounds. Finally, we analyzed the wettability of the leaves’ surface of plants occurring in agricultural fields at different temperatures (from 5 to 25 °C) and the model plant membrane of leaves. Our results show that the synthesized compounds exhibit higher activity than their commercial analogues such as, i.e., didecyldimethylammonium chloride (DDAC) and dodecyltrimethylammonium bromide (C12TAB), for which the CMC values are 2 mM and 15 mM. The effectiveness of the antimicrobial properties of synthesized compounds relies on their hydrophobic nature accompanied by a cut-off effect. Moreover, the best wettability of the leaves’ surface was observed at 25 °C. Our research has yielded valuable insights into the potential effectiveness of SAILs and surface-active QASs as versatile compounds, offering a promising alternative to established antimicrobials and crop protection agents, all the while preserving substantial surface activity.

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Section: Resultsmentioning

confidence: 99%

“…tightly packed. Thus, elongation of the alkyl chain or alkyl spacer increases the hydrophobicity of compounds because more molecules exhibit the tendency to approach the air-water interface [46]. However, [MC12][dicamba] was an exception to the above rule.…”

Section: Wettabilitymentioning

confidence: 99%

Surface-Active Ionic Liquids and Surface-Active Quaternary Ammonium Salts from Synthesis, Characterization to Antimicrobial Properties

Wojcieszak,

Kaczmarek,

Karolak

et al. 2024

Molecules

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“…Onlardan biri də əks-ionu əlaqəli olan gemini SAM-lardır. Z.H.Əsədov və həmmüəlifləri [3][4][5] ali aminlərin müxtəlif törəmələri ilə müxtəlif ikiəsaslı karbon turşularının qarşılıqlı təsiri nəticəsində əks-ionu əlaqəli gemini SAM-lar sintez etmişlər. Müəyyən edilmişdir ki, ikiəsaslı karbon turşularında karboksil qrupları arasındakı alkilen zəncirinin uzunluğu artdıqca KMQ-nın qiyməti azalır.…”

Section: Introductionunclassified

Preparation and properties of new anion-active and non-ionogenic gemini SAM based on oxypropylated ethylenediamine and carbonic acids (stearic and olein)

Akif Mammadova,

Manaf Isayeva,

Abdullatif Rahimov

2024

Jour. Y. Res.

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“…This does not lead to an increase in the ionic strength in solution, which is significantly different from systems of catanionic cationic and anionic surfactant mixtures. They are sometimes called gemini-like amphiphile 3 , pseudogemini surfactant 4 6 , or counterion-coupled gemini surfactant cocogem 7,8 . Such noncovalent-type amphiphiles have been investigated in the aspect of surface tension in water 7 and rheology based on the formation of wormlike…”

mentioning

confidence: 99%

Physicochemical Properties of Acylglutamic Acid-Alkylamine Complexes in Aqueous Media

et al. 2020

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IntroductionGemini surfactant is a dimer of monomeric surfactants linked by a space unit, being composed of two hydrophilic headgroups and two hydrophobic chains in a molecule 1, 2 . Gemini surfactants have been attracted as a new type of surfactants because of their excellent micellization efficiency at low concentrations and good solubility in water 1, 2 . Thus, gemini surfactants are generally categorized into an eco-friendly surfactant. However, their synthesis and purification processes are usually complicated, and this leads to their high selling price in the market.Based on these backgrounds, functionally-equivalent materials with gemini surfactants have been investigated, including dicarboxylic acid-alkylamine or diamine-alkyl carboxylic acid complexes, as shown in the following references. The stoichiometric complex formation is simply based on the proton transfer from the acid to the amine. This does not lead to an increase in the ionic strength in solution, which is significantly different from systems of catanionic cationic and anionic surfactant mixtures. They are sometimes called gemini-like amphiphile 3 , pseudogemini surfactant 4 6 , or counterion-coupled gemini surfactant cocogem 7,8 . Such noncovalent-type amphiphiles have been investigated in the aspect of surface tension in water 7 and rheology based on the formation of wormlike

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Synthesis, colloidal-chemical and petroleum collecting properties of new counterion coupled gemini surfactants based on hexadecylbis(2-hydroxypropyl)amine and dicarboxylic acids

Cited by 5 publications

References 28 publications

Surface-Active Ionic Liquids and Surface-Active Quaternary Ammonium Salts from Synthesis, Characterization to Antimicrobial Properties

Surface-Active Ionic Liquids and Surface-Active Quaternary Ammonium Salts from Synthesis, Characterization to Antimicrobial Properties

Preparation and properties of new anion-active and non-ionogenic gemini SAM based on oxypropylated ethylenediamine and carbonic acids (stearic and olein)

Physicochemical Properties of Acylglutamic Acid-Alkylamine Complexes in Aqueous Media

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