Mesoporous silicas by self-assembly of lipid molecules: ribbon, hollow sphere, and chiral materials

Chemistry. 2008;14(21):6413-20. doi: 10.1002/chem.200701988.

Abstract

Using lipids (N-acyl amino acids) and 3-aminopropyltriethoxysilane as structure- and co-structure-directing agents, mesoporous silicas with four different morphologies, that is, helical ribbon (HR), hollow sphere, circular disk, and helical hexagonal rod, were synthesized just by changing the synthesis temperature from 0 degrees C to 10, 15, or 20 degrees C. The structures were studied by electron microscopy. It was found that 1) the structures have double-layer disordered mesopores in the HR, radially oriented mesopores in the hollow sphere, and highly ordered straight and chiral 2D-hexagonal mesopores in the disklike structure and helical rod, respectively; 2) these four types of mesoporous silica were transformed from the flat bilayered lipid ribbon with a chain-interdigitated layer phase through a solid-solid transformation for HR formation and a dissolving procedure transformation for the synthesis of the hollow sphere, circular disk, and twisted morphologies; 3) the mesoporous silica helical ribbon was exclusively right-handed and the 2D-hexagonal chiral mesoporous silica was excessively left-handed when the L-form N-acyl amino acid was used as the lipid template; 4) the HR was formed only by the chiral lipid molecules, whereas the 2D-hexagonal chiral mesoporous silicas were formed by chiral, achiral, and racemic lipids. Our findings give important information for the understanding of the formation of chiral materials at the molecular level and will facilitate a more efficient and systematic approach to the generation of rationalized chiral libraries.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acylation
  • Amino Acids / chemistry
  • Lipids / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Porosity
  • Silicon Dioxide / chemical synthesis*
  • Silicon Dioxide / chemistry*
  • Stereoisomerism
  • Temperature

Substances

  • Amino Acids
  • Lipids
  • Silicon Dioxide