KEY WORDSOrganogel / Gelator / Poly(styrene) / Supramolecular Chemistry / Polymer / Highly porous polymer and inorganic materials with a well-defined pore size have been exploited in a wide range of applications such as chemical catalysis, ionic exchange resins, chemical sensors, and functional materials for selective binding and removal of drugs, peptides, and proteins. 1, 2 The template-imprinting technique is very useful method in the preparation of these materials with size-and shape-specific binding sites. Often porous polymers have been prepared using reversible micelles as the templates, 3 especially sodium bis(2-ethylhexyl) sulfosuccinate (AOT) in the mixture of water and many organic solvents, 4 because the size of the micelles can be controlled by changing the water content. 3a,3b On the other hand, low molecular weight compounds that can gel various organic fluids, gelators, have been considerably focused on their applications to the field of material chemistry. 5 In organic fluids, gelators form a hierarchical network of supramolecular nanofibers at the low concentration which is held together by relatively weak intermolecular forces including hydrogen bonding, π-stacking, and van der Waals interactions. Recently, the superstructures in organogels have been used as a template for sol-gel polymerization of tetraethoxysilane and tetraalkoxytitanium, resulting in novel silica and titania with a hollow fiber structures. 6, 7 Furthermore, Shi et al. have reported the synthesis of new gelators that can gel supercritical CO 2 and fabrication of the porous polymers in supercritical CO 2 . 8 These studies are expected as new methods in the template-imprinting technique.Here we describe the preparation of porous poly(styrene) from toluene gels made by gelators using a new method, in situ precipitation and the characterization by scanning electron microscopy (SEM). The in situ precipitation is performed by replacing good solvent with poor solvent in polymer solution that is previously gelled by gelators. By this method, we can obtain the porous poly(styrene) that is almost keeping the shape and size of the original gels.
Scheme 1.All reagents and solvents were obtained from Wako, TCI, or Aldrich. These reagents and solvents were analytically pure and were used without further purification. N-Carbobenzyloxy-L-isoleucylaminooctadecane (1) 9 and N ε -lauroyl-N α -stearylaminocarbonyl-L-lysine ethyl ester (2) 5d were selected as the low molecular weight gelators illustrated in Scheme 1, which are excellent gelators for many organic solvents and form three-dimensional networks through nanofibers responsible for gelation. The porous poly(styrene)s were prepared by in situ precipitation, followed by removal of gelators with soaking a hot ethanol. 10