CRCU

Chemical Research in Chinese Universities ›› 2012, Vol. 28 ›› Issue (4): 637-641.

• Articles • Previous Articles     Next Articles

Preparation of Chiral 1,4-Phenylene-silicas via Chiral Low-molecular-weight Amphiphiles

XIAO Min, LIU Xiao-juan, HU Kai, WU Li-min, LI Yi, LI Bao-zong, YANG Yong-gang   

  1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China
  • Received:2011-10-19 Revised:2012-03-13 Online:2012-07-25 Published:2012-07-25
  • Supported by:

    Supported by the Program of Innovative Research Team of Soochow University, the Priority Academic Program Development(PAPD) of Jiangsu High Education Institutions and the National Natural Science Foundation of China(Nos.21071103, 21074086).

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Abstract: Chiral organic-inorganic hybrid silicas can be prepared via the self-assemblies of chiral surfactants and gelators as templates. However, the relationship between the chirality of the hybrid silica and the structure of the surfactant/gelator has not been systemically studied. Herein, a series of chiral low-molecular-weight amphiphiles(LMWAs) derived from L-valine was synthesized. Their alkyl chains were n-butadecyl, n-hexadecyl and n-octadecyl, respectively. They can form viscous liquids in pure water, and physical gels in tetrahydrofuran, cyclohexanone, acetonitrile, acetone, chlorobenzene and nitrobenzene. Chiral 1,4-phenylene-silicas were prepared viathe self-assemblies of these LMWAs as templates. With increasing the alkyl chain length, the 1,4-phenylene-silicas changed from short mesoporous nanorods to long nanotubes. The circular dichroism spectra of the 1,4-phenylene-silicas indicated that the long nanotubes exhibit the strongest chirality.

Key words: Mesoporous nanorods, Helicity, 1,4-Phenylene-silica, Surfactant, Sol-gel process