Debnath Sisir, Shome Anshupriya, Dutta Sounak, Das Prasanta Kumar
Department of Biological Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Kolkata, India.
Chemistry. 2008;14(23):6870-81. doi: 10.1002/chem.200800731.
The development of new low-molecular-weight gelators for organic solvents is motivated by several potential applications of gels as advanced functional materials. In the present study, we developed simple dipeptide-based organogelators with a minimum gelation concentration (MGC) of 6-0.15 %, w/v in aromatic solvents. The organogelators were synthesized using different L-amino acids with nonpolar aliphatic/aromatic residues and by varying alkyl-chain length (C-12 to C-16). The self-aggregation behavior of these thermoreversible organogels was investigated through several spectroscopic and microscopic techniques. A balanced participation of the hydrogen bonding and van der Waals interactions is crucial for efficient organogelation, which can be largely modulated by the structural modification at the hydrogen-bonding unit as well as by varying the alkyl-chain length in both sides of the hydrophilic residue. Interestingly, these organogelators could selectively gelate aromatic solvents from their mixtures with water. Furthermore, the xerogels prepared from the organogels showed a striking property of adsorbing dyes such as crystal violet, rhodamine 6G from water. This dye-adsorption ability of gelators can be utilized in water purification by removing toxic dyes from wastewater.
新型有机溶剂低分子量凝胶剂的开发是受凝胶作为先进功能材料的多种潜在应用所推动。在本研究中,我们开发了基于二肽的简单有机凝胶剂,在芳香族溶剂中的最低凝胶浓度(MGC)为6 - 0.15%(w/v)。这些有机凝胶剂是使用具有非极性脂肪族/芳香族残基的不同L - 氨基酸,并通过改变烷基链长度(C - 12至C - 16)合成的。通过几种光谱和显微镜技术研究了这些热可逆有机凝胶的自聚集行为。氢键和范德华相互作用的平衡参与对于有效的凝胶化至关重要,这可以通过氢键单元的结构修饰以及改变亲水性残基两侧的烷基链长度在很大程度上进行调节。有趣的是,这些有机凝胶剂能够从与水的混合物中选择性地使芳香族溶剂凝胶化。此外,由有机凝胶制备的干凝胶表现出从水中吸附结晶紫、罗丹明6G等染料的显著特性。凝胶剂的这种染料吸附能力可用于通过从废水中去除有毒染料来净化水。