• Title/Summary/Keyword: Cationic gemini surfactants

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Synthesis and Properties of Fatty Ester Type Cationic Gemini Surfactants (고급지방산 에스테르형 양이온 제미니 계면활성제의 합성 및 특성)

  • Park, Jong-Kwon;Jeong, Noh-Hee
    • 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.

Synthesis of Gemini Type Cationic Surfactants and Properties of Spacer Length (제미니형 양이온 계면활성제 합성 및 Spacer 길이에 따른 물성)

  • Park, Jong-Kwon;Jeong, Noh-Hee
    • 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.

Synthesis, interfacial properties, and antimicrobial activity of a new cationic gemini surfactant

  • Maneedaeng, Atthaphon;Phoemboon, Sakonwan;Chanthasena, Panjamaphon;Chudapongse, Nuannoi
    • 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.

Synthesis and Property Evaluation of Cationic Gemini Surfactants Using 1,4-Butanediol (1,4-부탄디올을 이용한 양이온 제미니 계면활성제의 합성 및 물성 평가)

  • Kim, Kyung-Sil;Park, Jong-Kwon;Cho, Jung-Eun;Shin, Hye-Lin;Jeong, Noh-Hee
    • 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.

Syntheses and Properties of Isosorbide-based Cationic Gemini Surfactants (이소소르비드 기반의 양이온 제미니 계면활성제 합성 및 물성)

  • Cho, Jung-Eun;Jeong, Noh-Hee
    • 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.

Properties of Water-based Acrylic Adhesives Depending on Surfactants (계면활성제의 종류에 따른 수성 아크릴 접착제의 물성변화)

  • Park, Jong-Kwon;Jeong, Noh-Hee
    • Applied Chemistry for Engineering
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    • v.28 no.4
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    • pp.454-459
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    • 2017
  • In this study, aqueous acrylic emulsion adhesives were prepared using various surfactants and their properties were also investigated. Solids content, conversion, particle size distribution and initial adhesion properties of the prepared adhesives were compared with each other. The solid content of the adhesives was evaluated 60% and the conversion rate of the emulsion polymerization was 97% at 2 wt% concentration of synthesized surfactants. The particle size distribution analysis revealed that the size distribution of adhesive particles was 290~470 nm when the synthesized cationic surfactant was added. The initial adhesion and adhesion time were also improved. The maximum adhesive strength was found to be 2.55 kgf when using a single surfactant (POE 23), and superior to that of using other surfactants. It was confirmed that the corrosion inhibition of the adhesive prepared by adding the cationic gemini surfactant was maintained for 48 hours.

Synthesis and Optimization of Cholesterol-Based Diquaternary Ammonium Gemini Surfactant (Chol-GS) as a New Gene Delivery Vector

  • Kim, Bieong-Kil;Doh, Kyung-Oh;Bae, Yun-Ui;Seu, Young-Bae
    • 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.

Spontaneous Vesicle Formation in Aqueous Mixtures of Cationic Gemini Surfactant and Sodium Lauryl Ether Sulfate

  • Cheon, Ho-Young;Jeong, Noh-Hee;Kim, Hong-Un
    • Bulletin of the Korean Chemical Society
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    • v.26 no.1
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    • pp.107-114
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    • 2005
  • Molecular aggregates of surfactant molecules consisting of one or more bilayers arranged in a hollow, closed, usually spherical geometry are termed “esicles”or “iposomes” In recent years it has been found that in certain systems the vesicular structure forms spontaneously and is long lived, and it has been suggested that these structures may in fact constitute the equilibrium state in these cases (as is true of micelles) This paper deals with the mixed CMC, vesicles, phase behavior, phase transition, geometrical structure, their formation and characterization in the aqueous solutions of mixed cationic/anionic surfactants systems. TEM micrographs revealed that the vesicles were of spherical shape and that their size was of around 180 nm. The zeta potentials are positive at CGS1-rich regions and negative at SLES-rich regions. In the region where SLES/CGS1 (6/4), the zeta potentials are very small, implying that the vesicles at this surfactant ratio may be less stable. At other surfactant ratios, the vesicles are thought to be stable, supported by large absolute values of zeta potentials and little change in UV absorbance for several months.