The Assembly Of Carboxylic-acid-derived Amphiphiles Including Rigid Segment In The Interface And Solution

In the prepsent work, a series of carboxylic-acid-derived amphiphiles containing Schiff base or Azobenzene group(D-π-A) were synthesized, these derivatives have been the focus of nonlinear optical studies for potential applications such as information processing, optical swiching, telecommunication and data storage. The interactions between the headgroup of carboxylic-acid-derived amphiphiles containing Schiff base or Azobenzene group and subphases were investaged using surface pressure(π)-area(A)isotherms. Interfacial coordination, molecular structure, orientation of alkyl chain and photoisomerization of the monolayers of Schiff base or Azobenzene amphiphiles were studied systematically using UV-vis,FT-IR, and XRD. Meanwhile the assembled structure, microscopic structure and formation mechanism of Azobenzene-derived amphiphiles in organic solvent were also investigated.1 、 The synthesis, characterization and surface behavior of the monolayers of carboxylic-acid-derived amphiphiles containing Schiff base or Azobenzene groupA series of carboxylic-acid-derived amphiphiles containing Schiff base or Azobenzene group were synthesized and characterized by FT-IR and 1H-NMR. Both of the C16SBC3H6 COOH and C16AzoC3H6 COOH amphiphiles can form stable monolayers, the presence of metal ions in the subphases gave rise to the expansion or condensation of the monolayer to different extents, which suggested the formation of metal complexes between the headgroups and metal ions.2 、 Interfacial Coordination, Molecular Orientation and photoisomerization of carboxylic-acid-derived amphiphiles containing Schiff base or Azobenzene groupThe molecular structure of LB films of carboxylic-acid-derived amphiphiles containing Schiff base or Azobenzene group on pure water and ion-containing subphase were investigate by UV-vis and FTIR. For C16SBC3H6 COOH, the headgroup can coordinate with ion in the subphase, which results in the change of twist angle of Schiff base segment. The alkyl chains are oriented at an angle of about 41.0°, 35.9°, 41.1°,40.4°, 39.5° and 40.7° for water, Ag+, Cd2+, Cu2+, La3+, Ni2+ with respect to the monolayer normal. For C16AzoC3H6 COOH, the headgroup can also coordinate with ion in the subphase, the twist angle can not change in comparison with amphiphiles containing Schiff base segment due to the planar structure of Azobenzene group. The photoisomerization can be observed after the UV(365 nm) irradiation. By the theoretical calculation, the chain orietation angle of C16AzoC3H6 COOH LB films with respect to the monolayer normal for H2 O, Ag+, Cd2+, Cu2+, La3+ and Ni2+ is40.9°、44.8°、42.4°、41.2°、38.6° and 44.1°,respectively.3 、 The assembly structure, microscopic structure and formation mechanism of carboxylic-acid-derived amphiphiles containing azobenzene group in the organic solvent.The sodium salt and ester of carboxylic-acid-derived amphiphiles containing azobenzene group can assemble into single-component organogel in organic solvent. The π-π interactions and Van der Waals interactions were the main drining force for the formation of organogel, and the XRD results suggest that the organogel has ordered lamellar aggregates in organic solvents. The ordered lamellar aggregates are juxtaposed and interlocked by vander Waals interactions to form a flakiness superstructure and are finally immobilized in the organic liquid.4 、 The two-component organogel constructed by The carboxylic-acid-derived amphiphiles containing Azobenzene group with fatty amineThe carboxylic-acid-derived amphiphiles containing Azobenzene group have no gelation abilities, but two-component systems consisting of carboxylic-acid-derived amphiphiles containing Azobenzene group and aliphatic amines can gelate various organic liquids. All of results showed that two-component organogels can self-assemble into rod aggregates in organic liquids through acid-base interactions, π-πinteractions and van der Waals interactions of long alkyl chains.