A family of hydrogels based on ureido-linked aminopolyol-derived amphiphiles and bolaamphiphiles: synthesis, gelation under thermal and sonochemical stimuli, and mesomorphic characterization.
This article describes the systematic preparation of a novel family of carbohydrate amphiphiles and bolaamphiphiles in which hydrophilic and hydrophobic units are connected via a ureido or bis(ureido) moiety. The sugar core is derived from aminopolyols such as D-glucamine (1), N-methyl-D-glucamine (2), or the sugar-like species tris(hydroxymethyl)aminomethane (3). The O-unprotected derivatives behave as self-organizing nonionic surfactants with good water gelation ability, which can be induced under thermal or ultrasound-driven stimuli. In addition, some derivatives of 1 and 2, and rarely 3 also formed lyotropic liquid crystals with lamellar or hexagonal structures that exhibit low-temperature transitions.
Avalos
Martín
M
Dpto. de Química Orgánica e Inorgánica, Facultad de Ciencias-UEX, 06071 Badajoz, Spain.
Babiano
Reyes
R
Cintas
Pedro
P
Gómez-Carretero
Antonio
A
Jiménez
José L
JL
Lozano
Marina
M
Ortiz
Angel L
AL
Palacios
Juan C
JC
Pinazo
Aurora
A