新型葡萄糖酰胺型双子表面活性剂的合成、表征及性能研究
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摘要
以葡萄糖酸内酯、乙二胺、环氧氯丙烷、长链脂肪醇(辛醇、十二醇、十四醇、十六醇)为原料,设计合成了系列葡萄糖酰胺型双子表面活性剂,用傅里叶红外光谱、核磁共振氢谱对产物进行结构表征。通过Wilhelmy铂金板法研究了不同产物的表面活性,结果表明,该系列表面活性剂具有优良的表面活性,临界胶束浓度达10-5 mol/L数量级,表面张力可降至22.3 m N/m～31.5 m N/m。还进一步考查了合成的不同疏水链表面活性剂的饱和吸附量Гmax、最小吸附面积Amin以及聚集和吸附的标准自由能ΔG0mic、ΔG0ads等性能。
A novel group of sugar-based gemini surfactants, N, N′-bis(2-hydroxy-3-alkyloxylpropyl)-N, N′-bis(gluconylamide)-ethylenediamine(alkyl: n-C8 H17, n-C12 H25, n-C14 H29, n-C16 H33)were synthesized from ethylenediamine,epichlorohydrin, D-(+)-glucono-δ-lactone and long chain fatty alcohol. The products were characterized by IR and NMR.Their surface properties, including surface tension, γ, critical micelle concentration, cmc, maximum surface excess, Гmax,minimum area per molecule, Amin, and standard free energy of micellization and adsorption, ΔG0 mic, ΔG0 adswere investigated.Members of this family could reduce the surface tension of water to 22.3～31.5 m N/m at the concentration level of 10-5 mol/L,considerably lower than that commonly achieved with monomeric surfactants.
A novel group of sugar-based gemini surfactants, N, N′-bis(2-hydroxy-3-alkyloxylpropyl)-N, N′-bis(gluconylamide)-ethylenediamine(alkyl: n-C8 H17, n-C12 H25, n-C14 H29, n-C16 H33)were synthesized from ethylenediamine,epichlorohydrin, D-(+)-glucono-δ-lactone and long chain fatty alcohol. The products were characterized by IR and NMR.Their surface properties, including surface tension, γ, critical micelle concentration, cmc, maximum surface excess, Гmax,minimum area per molecule, Amin, and standard free energy of micellization and adsorption, ΔG0 mic, ΔG0 adswere investigated.Members of this family could reduce the surface tension of water to 22.3～31.5 m N/m at the concentration level of 10-5 mol/L,considerably lower than that commonly achieved with monomeric surfactants.
引文
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[2] C. Stubenrauch. Sugar surfactants-aggregation, interfacial, and adsorption phenomena[J]. Curr. Opin. Colloid Interface Sci, 2001,6:160.
[3] P. M. Claesson, U.R.M. Kjellin. Sugar surfactants, in encyclopedia of surface and colloid science[J]. Marcel Dekker, New York, 2002:4909-4925.
[4] I. Ikeda, in:R. Zana, J. Xia(Eds.), Gemini surfactants:synthesis,interfacial and solution-phase behavior, and zpplications[J].Surfactant Science Series, Marcel Dekker, New York, 2004,117:2.
[5]赵剑曦. Gemini表面活性剂的研究与发展方向[J].精细与专用化学品, 2008, 16(2):14-19.
[6] R. Zana. Dimeric and oligomeric surfactants. Behavior at interfaces and in aqueous solution:a review[J]. Advances in Colloid and Interface Science, 2002, 97:205-253.
[7] R. Zana, E. Alami, in:K. Holmberg(Ed.), novel surfactants:preparation, applications, and biodegradability[J]. Marcel Dekker,New York, 2003:12.
[8] K. Urata, S. Yano, A. Kawamata, et al. A convenient synthesis of long-chain 1-O-alkyl glyceryl ethers[J]. J Am Oil Chem Soc,1988, 65(8):1299-1302.
[9] M. J. Rosen, J. T. Kunjappu. Surfactants and interfacial phenomena[J]. 4th ed., John Wiley&Sons, Inc., Hoboken, NJ 2012.
[10] P. Li, W. Wang, Z. Du, et al. Adsorption and aggregation behavior of surface active trisiloxane room-temperature ionic liquids[J].Colloids. Surf. A:Physicochem. Eng. Aspects, 2014, 450:52-58.