A Novel Class of Organo- (Hydro-) Gelators Based on Ascorbic Acid

Abstract

A library of novel, lipid-modified derivatives of ascorbic acid was shown to exhibit highly attractive properties as surfactants, emulsifiers, oil soluble antioxidants, and highly effective gelators in organic solvents and especially water. In these systems, intermolecular hydrogen bonding and van der Waals forces act synergistically to induce gelation as confirmed by spectroscopic studies. The morphology of the formed gel has been characterized by scanning electron microscopy.

Organogels from Double‐Chained Vitamin C Amphiphilic Derivatives

“…We fully investigated the micelle-to-coagel or gel-to-coagel phase transitions, and the different types of water,t hat is, strongly bound,i ntermediate, and bulk water. [25] Due to their structure and performances, gels find interesting applications in photography, tissue engineering, cosmetics, controlled drug delivery,t emplate synthesis of nanoparticles and inorganic nanostructures, sensors,and food processing. [18][19][20][21][22][23] In the coagel state, the aliphatic chainsa re in the all-trans planar conformation and well packed in an orthorhombic crystal lattice.…”

“…[18][19][20][21][22][23] In the coagel state, the aliphatic chainsa re in the all-trans planar conformation and well packed in an orthorhombic crystal lattice. [25][26][27] Organogels are produced by hydrophobic vitaminC derivatives in organic solvents, such as cyclohexane, chloroform, ioctane, or dichloromethane. [21] Supramolecular gels are viscoelastic materials formed by low-molecular-weight building blocks that spontaneously selfassemblei ntot hermoreversible three-dimensional structures.…”

“…Hydrogen-bonding (HB), donor-acceptor, p-stacking, and van der Waals interactions lead to the formation of fibers that can entrap significant amountso fs olvent molecules inside the interstices of the 3D network. [25] Due to their structure and performances, gels find interesting applications in photography, tissue engineering, cosmetics, controlled drug delivery,t emplate synthesis of nanoparticles and inorganic nanostructures, sensors,and food processing. [26] The thermals tabilities of the gelators, their solubilities, and capabilities to self-assemble in water and organic solvents are remarkably affected by the nature and length of their hydrophobic segmentand by their affinity for the solvent.…”

“…[26] The thermals tabilities of the gelators, their solubilities, and capabilities to self-assemble in water and organic solvents are remarkably affected by the nature and length of their hydrophobic segmentand by their affinity for the solvent. [25][26][27] Organogels are produced by hydrophobic vitaminC derivatives in organic solvents, such as cyclohexane, chloroform, ioctane, or dichloromethane. The addition of tiny amountso f The syntheses and physicochemical characterization of doublechained amphiphilic compounds obtained fromv itaminC are reported:d ialkanoyl-5,6-O-ascorbica cid esters (Di-ASCn, n = 8, 10, and 12).…”

Organogels Based on Natural Products

“…刘俊秋等 [62] 合成了亲脂性的鸟嘌呤衍生物 81, 发现 其在氯仿、苯类的非质子性溶剂中通过分子间氢键能形 成凝胶, 在加入钾离子后, 促使鸟嘌呤之间形成 G-四链 体(G-quartets)结构, 促使凝胶体系坍塌, 再加入钾离子 的配体之后凝胶状态恢复, 从而实现由钾离子可逆调控 的凝胶体系 (图 19). Jakob 等 [63]…”