Physicochemical Properties of Oleic Acid-Based Partially Fluorinated Gemini Surfactants

Sakai, Kenichi; Umemoto, Naoki; Aburai, Kenichi; Takamatsu, Yuichiro; Endo, Takeshi; Kitiyanan, Boonyarach; Matsumoto, Mutsuyoshi; Sakai, Hideki; Abe, Masahiko

doi:10.5650/jos.ess13158

Cited by 11 publications

(11 citation statements)

References 27 publications

(28 reference statements)

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“…Hence, the positive curvature becomes lower at high temperatures. We confirmed the similar behavior in the CnGlu single system 18 , the amino acid-based gemini surfactant system 18 , and the oleic acid-based gemini surfactant system 19 .…”

Section: Phase Behavior At High Concentrationssupporting

confidence: 76%

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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Section: Phase Behavior At High Concentrationssupporting

confidence: 76%

Physicochemical Properties of Acylglutamic Acid-Alkylamine Complexes in Aqueous Media

et al. 2020

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“…Gemini quaternary ammonium salts are a class of surfactants built of two monomeric QAS molecules linked by a spacer [21]. They exhibit stronger surface and biological activity in comparison to conventional QAS, which are widely used as drugs and disinfectants [22][23][24]. Due to the overuse of cleaning agents, there is a problem of increasing microbial cross-resistance, that could be overcome by the development of new antimicrobial compounds [1].…”

Section: Discussionmentioning

confidence: 99%

Antibacterial Activity of Alanine‐Derived Gemini Quaternary Ammonium Compounds

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Obłąk

Guz-Regner

2015

J Surfact & Detergents

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The antibacterial activity of alanine-derived gemini quaternary ammonium salts (chlorides and bromides) with various spacer and alkyl chain lengths was investigated. The studied compounds exhibited a strong bactericidal effect, especially bromides with 10 and 12 carbon alkyl chains and 3 carbon spacer groups (TMPAL-10 Br and TMPAL-12 Br), with a short contact time. Both salts dislodged biofilms of Pseudomonas aeruginosa and Staphylococcus epidermidis, and were lethal to adherent cells of S. epidermidis. Bromide with 2 carbon spacer groups and 12 carbon alkyl chains (TMEAL-12 Br) effectively reduced microbial adhesion by coating polystyrene and silicone surfaces. The results obtained suggest that, after further studies, gemini QAS might be considered as antimicrobial agents in medicine or industry.

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“…The chloroform was then removed from the crude reaction mixture under reduced pressure, subsequently washed twice with 100 mL of hexane, and cold-precipitated in ethyl acetate−diethyl ether mixture under inert nitrogen atmosphere. The precipitates after the removal of solvent upon drying in a rotary flash evaporator at 75 The surface tension at the water−air interface was investigated using a KRU ̈SS K100 tensiometer (KRU ̈SS, Germany) by a Wilhelmy plate at 25 °C. The tensiometer was calibrated using Millipore water.…”

Section: Discussionmentioning

confidence: 99%

“…The textures observed were transferred to a computer with the help of a Moticam 2000 digital camera fitted on the eyepiece. The images were used to characterize the lyotropic phases inherent in the mixtures …”

Section: Methodsmentioning

confidence: 99%

Physicochemical Evaluation of Micellar Solution and Lyotropic Phases Formed by Self-Assembled Aggregates of Morpholinium Geminis

et al. 2017

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The micellar solution and the lyotropic liquid crystalline phases formed by gemini surfactants containing morpholinium headgroups are investigated for their self-aggregation and physicochemical properties in water. These gemini surfactants demonstrated good surface activity because they are able to undergo micellization at lower concentration and form nanosized micellar aggregates in dilute aqueous solution. The binary mixture of the morpholinium gemini surfactant–water system is investigated over a wide range of concentrations. The micellar solution of the morpholinium gemini surfactants demonstrated Newtonian fluidlike behavior between 10 and 50 wt % as the observed viscosities were independent of the applied shear rate. At higher concentration, morpholinium geminis formed self-assembled lyotropic phases in water. These liquid crystalline phases were characterized by small-angle X-ray scattering and polarized optical microscopy techniques.

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Physicochemical Properties of Oleic Acid-Based Partially Fluorinated Gemini Surfactants

Cited by 11 publications

References 27 publications

Physicochemical Properties of Acylglutamic Acid-Alkylamine Complexes in Aqueous Media

Physicochemical Properties of Acylglutamic Acid-Alkylamine Complexes in Aqueous Media

Antibacterial Activity of Alanine‐Derived Gemini Quaternary Ammonium Compounds

Physicochemical Evaluation of Micellar Solution and Lyotropic Phases Formed by Self-Assembled Aggregates of Morpholinium Geminis

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