• Korean Journal of Chemical Engineering
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• v.35 no.11
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• pp.2313-2320
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• 2018

Tetramethylene-1,4-bis(N,N-dodecylammonium bromide), cationic gemini surfactant, (12-4-12) was first synthesized with an one-step and shortened procedure and its interfacial and antimicrobial properties were compared with a conventional single-chain cationic surfactant, cetyltrimethylammonium bromide (CTAB). The interfacial and thermodynamic properties of both surfactants reveal that critical micelle concentration (CMC) of this novel synthetic cationic dimeric surfactant is lower than that of cationic monomeric surfactant at almost 15 times of its magnitude, which is due to the increase in hydrophobicity of the surfactant molecules by having dual hydrocarbon chains. In comparison with CTAB, the produced compound 12-4-12 yields much better interfacial and thermodynamic properties. The antimicrobial activities of the synthesized gemini surfactant were tested against eight strains of bacteria, as well as two strains of fungi. The results showed that both 12-4-12 compound and CTAB exhibited higher inhibitory effects on the growth of Gram-positive bacteria and fungi than that of Gram-negative bacteria. The minimum inhibitory concentrations in molar of 12-4-12 against all tested Gram-negative bacteria were lower than those of CTAB, which is hypothetically due to the lower HLB together with smaller CMC values of our gemini surfactant.

• Journal of the Korean Applied Science and Technology
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• v.30 no.2
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• pp.312-319
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• 2013

This study is to do with the synthesis of glycidyl succinate cationic gemini surfactant. The gemini surfactant was synthesized with using 2-methyl disodium succinate, epichlorohydrine and N,N-dimethyl dodecyl amine. The target material was confirmed by FT-IR, $^1H$-NMR and was tested their properties. Surface active properties such as surface tension, evaluated cmc, emulsing properties, foaming properties were measured respectively at given conditions. The surface tensions for the aqueous solution of gemini surfactant were 33~34 dyne/cm and their cmc values evaluated by surface tension method were $10^{-4}{\sim}10^{-3}mol/L$. Emulsing properties of gemini surfactant was better in organic solvent and foaming power was confirmed good stability.

• Journal of the Korean Applied Science and Technology
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• v.18 no.2
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• pp.95-102
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• 2001

Recently, there has been considerably interested in the development to new functional gemini type anionic surfactant, sodium bis-n-alkyl sulfonatosuccinate, had been synthesized through the addition reaction of sodium bisulfite to bis-n-alkyl maleate, in which water was azeotropically distilled by adding benzene to the reaction system, gave a good yield. All the surface activities including krafft point, surface tension, emulsion power and foaming were measure and cmc was evaluated in dilute solution. This results showed a lower ability in $27{\sim}30dyne/cm$ than single-chain surfactant with $32{\sim}35dyne/cm$ to surface tension. Also its cmc value much smaller in $(6.5{\sim}10){\times}10^{-4}mca{\ell}/{\ell}$ than single-chain surfactant with $(40{\sim}45){\times}10^{-4}mca{\ell}/{\ell}$ concentration. In foaming ability and foam stability of gemini surfactant had especially a good ability in approximately $100{\sim}150ml$, and in emulsing power they exhibited a good emulsing phase and stability, and Krafft points were $0{\sim}10^{\circ}C$.

• Journal of Korea Soil Environment Society
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• v.5 no.1
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• pp.65-73
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• 2000

Surfactants have been extensively considered for decontamination of the subsurface polluted with hydrophobic organic compounds. In order to investigate the effect of molecular structures on the solubilization of hydrophobic organic compounds, solubility enhancement of two PAHs in solutions of three different surfactants-conventional, dianionic, and gemini. The batch experimental results showed that the gemini was the most effective and the dianionic was the least, indicating that organic carbon content of the surfactants was the major factor which determines the sorption capacity of surfactant aggregates in water, unlike some of the previous reports.

• Journal of the Korean Applied Science and Technology
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• v.28 no.2
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• pp.140-145
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• 2011

Cationic gemini-surfactant, namely 1,4-butane-bis(N-alkanoyloxyethyl-N,Ndimethyl)-diammonium bromide was synthesized and their inhibition effect on corrosion of mild steel in 1 M HCl solution was tested by weight loss method. The synthesized product was confirmed by FT-IR and $^1H-NMR$ spectroscopy. Surface tensions were measured by surface tensiometer Sigma 70. Their c.m.c. values evaluated by surface tension method was $4.1{\times}10^{-5}{\sim}5.4{\times}10^{-5}$ mol/L. The Krafft point of the these surfactants were <0~$10.7^{\circ}C$. The emulsifying properties of synthesized cationic gemini surfactants and sodium dodecyl sulfate (SDS), tetradecyl trimethyl ammonium bromide (TTAB) was investigated. Of these, 1,4-butane-bis(N-lauroyloxyethyl-N,N-dimethyl)- diammonium bromide, CGL 14-4-14 has been confirmed as a good emulsifier. The inhibition efficiency increases by increasing cationic gemini surfactant concentration. As a result, these surfactants are expected to be applied as corrosion inhibitors.

• Journal of the Korean Applied Science and Technology
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• v.31 no.1
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• pp.1-6
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• 2014

Gemini type of cationic surfactant, namely ${\alpha},{\omega}$-alkane-bis(N-lauroyloxyethyl-N,N-dimethyl)-diammonium bromide was synthesized and confirmed by FT-IR and $^1H$-NMR spectroscopy. Their inhibition effect on corrosion of mild steel in 1 M HCl solution was tested by weight loss method. Surface tensions were measured by surface tensiometer Sigma 70. Their c.m.c. values evaluated by surface tension method was $4.01{\times}10^{-5}{\sim}4.99{\times}10^{-5}mol/L$. The Krafft point of the these surfactants were < $0^{\circ}C$. The emulsifying properties of synthesized cationic gemini surfactants and sodium dodecyl sulfate (SDS), tetradecyl trimethyl ammonium bromide (TTAB) was investigated. Of these, ${\alpha},{\omega}$-alkane-bis(N-lauroyloxyethyl-N,N-dimethyl)-diammonium bromide has been confirmed as a good emulsifier. The inhibition efficiency increases by increasing cationic gemini surfactant concentration. As a result, these surfactants are expected to be applied as corrosion inhibitors.

• Journal of the Korean Applied Science and Technology
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• v.27 no.3
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• pp.257-265
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• 2010

This study concerned about "Gemini type co-surfactant" which has very interesting properties with new components. They were synthesized by reaction of diethylene glycol monoethyl ether and dicarboxylic acid. The structure could be comfirmed with FT-IR and $^1H$-NMR. Surface active properties such as surface tension, evaluated cmc, cloud point, emulsing power were measured respectively at given conditions. Their surface tensions in the aqueous solution were decreased to 33~35 dyne/cm, which was lower than 39 dyne/cm of SDS, and their cmc values evaluated by surface tension method were $5.0{\times}10^{-1}\sim7.5{\times}10^{-1}$ mol/L. And the emulsifying power was excellent in jojoba oil. All of the synthesized Gemini surfactants possessed good water solubility and their cloud point were $48\sim58^{\circ}C$. As results, Gemini surfactants which were synthesized are expected to be applied as O/W emulsifiers.

• Applied Chemistry for Engineering
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• v.30 no.1
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• pp.17-22
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• 2019

In this study, cationic gemini surfactants were synthesized by increasing the length of the hydrophobic chain and using 1,4-butanediol as a spacer, and the result was confirmed by $^1H-NMR$. The synthesized surfactant was a white powder, and Kraffts point was below $0^{\circ}C$. Surface tension measurements revealed that the evaluated critical micelle concentration (c.m.c) was $1.8{\times}10^{-3}{\sim}6.5{\times}10^{-4}mol/L$ with a surface tension of 22.5~26.1 dyne/cm at the c.m.c. The initial foam height for CG 14-6E-14 estimated by Ross-Miles method was 16 cm and after 5 minutes the height was 14 cm. It was confirmed that the initial foam force and foam stability were the highest. The foam test and emulsion stability of synthesized gemini cationic surfactants were also compared to those of cetyltrimethylammonium bromide (CTAB), a commoly used surfactant.

• Applied Chemistry for Engineering
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• v.31 no.4
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• pp.429-437
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• 2020

In this study, a cationic gemini surfactant was synthesized using isosorbide, in order to modify the alkyl chain length in the range of C₁₀~C₁₆. The c.m.c and surface tension of the synthesized cationic gemini surfactant were measured to be in the ranges of 5.13 × 10^-4~1.62 × 10^-4 mol/L and 31.86~37.41 dyne/cm, respectively. The surface tension increased with increasing the length of the alkyl group. In addition, as the area per molecule occupied by the surfactant adsorbed on the interface increased with the reduced extent of adsorption, the bubble generation at the air-water interface decreased. The emulsifying capacity in benzene was maintained above 60 ± 5% after 8 h while that in soybean oil tended to decrease above 50 ± 5%. The performance was superior in benzene, a highly hydrophobic substance, and the emulsion stability was shown to be consistent beyond 1 h during the preparation of pre-emulsion in oil and water. The antimicrobial activity was dependent on the length of the hydrophobic chain of the synthesized cationic gemini surfactant due to the increased size of the clean zone in Escherichia coli (E.coli) and Staphylococcus aureus.

• Journal of Microbiology and Biotechnology
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• v.21 no.1
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• pp.93-99
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• 2011

Amongst a number of potential nonviral vectors, cationic liposomes have been actively researched, with both gemini surfactants and bola amphiphiles reported as being in possession of good structures in terms of cell viability and in vitro transfection. In this study, a cholesterol-based diquaternary ammonium gemini surfactant (Chol-GS) was synthesized and assessed as a novel nonviral gene vector. Chol-GS was synthesized from cholesterol by way of four reaction steps. The optimal efficiency was found to be at a weight ratio of 1:4 of lipid:DOPE (1,2-dioleoyl-L-${\alpha}$- glycero-3-phosphatidylethanolamine), and at a ratio of between 10:1~15:1 of liposome:DNA. The transfection efficiency was compared with commercial liposomes and with Lipofectamine, 1,2-dimyristyloxypropyl-3-dimethylhydroxyethylammonium bromide (DMRIE-C), and N-[1-(2,3-dioleoyloxy)propyl]-N,N,N-trimethylammonium chloride (DOTAP). The results indicate that the efficiency of Chol-GS is greater than that of all the tested commercial liposomes in COS7 and Huh7 cells, and higher than DOTAP and Lipofectamine in A549 cells. Confirmation of these findings was observed through the use of green fluorescent protein expression. Chol-GS exhibited a moderate level of cytotoxicity, at optimum concentrations for efficient transfection, indicating cell viability. Hence, the newly synthesized Chol-GS liposome has the potential of being an excellent nonviral vector for gene delivery.