Synthesis and Aggregation of Novel Sugar-based Gemini Surfactants in Aqueous Solution

被引:0
作者
Wang, Ruijuan [1 ,2 ]
Lei, Yu [1 ]
Mei, Zikun [1 ]
Wang, Dong [3 ]
Yin, Zhigang [1 ]
机构
[1] Zhengzhou Univ Light Ind, Sch Mat & Chem Engn, Zhengzhou 450002, Henan, Peoples R China
[2] Zhengzhou Univ Light Ind, Henan Engn Res Ctr Catalysis & Seperat Cyclohexan, Zhengzhou 450002, Henan, Peoples R China
[3] China Univ Petr East China, Ctr Bioengn & Biotechnol, Qingdao 266580, Peoples R China
关键词
sugar-based gemini surfactant; pH; surface tension; DLS; Cryo-TEM; TO-MICELLE TRANSITION; N-ALKYL GLUCAMINES; DIMERIC SURFACTANTS; BEHAVIOR; PH; MICELLIZATION;
D O I
10.1515/tsd-2020-2292
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Novel sugar-based gemini surfactants with a 1,3-propan-2-ol spacer (1, 3-(N- alkyl-2-D-glucosaminyl acetyl) propan2-ol, Glu(n)-3(OH)-Glu(n), n = 12, 14) were synthesized with D-(+)-glucono-1,5-lactone as starting material in two steps, whose structures were confirmed using proton nuclear magnetic resonance spectroscopy (1H NMR) and carbon nuclear magnetic resonance carbon spectroscopy (C-13 NMR). The micellization of Glu(n)-3(OH)-Glu(n) (n = 12, 14) in aqueous solution at 25.0 degrees C was investigated by using surface tension measurement. The results show that the critical micelle concentration (CMC) of Glu(12)-3(OH)-Glu(12) is around 10(-5) mol . L-1, and is one order of magnitude smaller than that of Glu(14)-3(OH)-Glu(14), indicating that the surface activity of Glu(12)-3(OH)-Glu(12) is superior to that of Glu(14)-3(OH)-Glu(14). Moreover, the aggregation behavior of Glu(12)-3(OH)-Glu(12) in aqueous solution at different pH values was investigated by surface tension, dynamic light scattering (DLS), and cryogenic transmission electron microscopic (CryoTEM) measurements. The results indicate that the CMC slightly increases with the decrease of the solution pH. The microstructure of Glu(12)-3(OH)-Glu(12) aggregates transitions from micelle to vesicle with the solution pH from acidic to neutral and alkaline. The microstructural transformation of Glu(12)-3(OH)-Glu(12) with the solution pH is mainly determined by the protonation of the two tertiary amine nitrogen atoms in its hydrophilic headgroups.
引用
收藏
页码:401 / 406
页数:6
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