0000000000190392
AUTHOR
Jong-uk Kim
Two-dimensional self-assembly of disulfide functionalized bis-acylurea: a nanosheet template for gold nanoparticle arrays.
A new functional bis-acylurea molecule allows a two-stage self-organization process. It self-organizes--at first--into 2D nanosheets with disulfide groups at the surface, which act--in the second stage--as a template for gold nanoparticle arrays.
Simple chiral urea gelators, (R)- and (S)-2-heptylurea: their gelling ability enhanced by chirality.
Abstract We present the first report on the synthesis of chiral ureas, ( R )- and ( S )-2-heptylurea, and their gelling behaviors. The ureas were prepared by the reactions of chiral amines and phenyl carbamate in the presence of triethylamine. On cooling from homogeneous solutions, the chiral ureas form gels in water and various nonpolar organic solvents, such as cyclohexane, toluene, and tetrachloromethane, while the racemate gelatinize only toluene and tetrachloromethane among the solvents we examined. The gelling ability of the enantiomeric urea is higher than the racemate, as the critical gelling concentrations in toluene, for example, were 0.2% and 0.7% (wt/wt), respectively. The enhan…
Organic nanosheets with charged surface: two dimensional self-assembly of a non-symmetric bis-acylurea with pyridyl end group
We present a novel non-symmetric bis-acylurea that self-assembles into two dimensional nanosheet superstructures. The bis-acylurea (PyrC8Bn) has a pyridyl and a benzyl end group divided by a spacer group [–NHCONHCO–(CH2)8–CONHCONH–, C8] with two hydrogen bonding sites. Upon cooling a hot solution in ethanol, the molecule self-assembles into multilayered nanosheet structures due to the intermolecular biaxial hydrogen bonding. The surface charge of the nanosheets could be switched between positive and neutral by adjusting the pH. The charged character of the nanosheets was utilized in immobilizing negatively charged gold nanoparticles. An attempt to regulate the self-assembly allowed us to fi…
Two dimensional self-assembly of bis-acylureas having various functional end groups.
We present the synthesis and morphology study of thirteen bis-acylurea molecules with various functional end groups. The bis-acylureas have two acylurea groups, -NH-CO-NH-CO-, divided by a pentamethylene spacer, -(CH(2))(5)-, and two symmetric functional end groups, such as, aliphatic, benzyl, mono- and bi-thiophenyl, sulfur-containing, and propargyl (HC[triple bond]CCH(2)-) moieties. The bis-acylureas were synthesized by the coupling reactions of ureas with pimeloyl chloride or pimelic acid. Upon cooling from hot isotropic solutions, the bis-acylureas spontaneously form supermolecules. In the cases of aliphatic, benzyl, mono- and bi-thiophenyl functional groups, two dimensional supramolecu…