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高等学校化学研究 ›› 2012, Vol. 28 ›› Issue (4): 637-641.

• Articles • 上一篇    下一篇

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
  • 收稿日期:2011-10-19 修回日期:2012-03-13 出版日期:2012-07-25 发布日期:2012-07-25
  • 通讯作者: LI Bao-zong E-mail:libaozong@suda.edu.cn
  • 基金资助:

    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).

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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摘要： 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.

关键词: Mesoporous nanorods, Helicity, 1,4-Phenylene-silica, Surfactant, Sol-gel process

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