Acta Phys. -Chim. Sin. ›› 2011, Vol. 27 ›› Issue (07): 1719-1724.doi: 10.3866/PKU.WHXB20110720

• SOFT MATTER • Previous Articles     Next Articles

Synthesis of π-Conjugated Triphenylbenzene Derivatives and Their Gelling Property

LUO Xu-Zhong, WANG Qiong, ZHONG Jin-Lian, PAN Hong, CHEN Zhi-Xing   

  1. Key Laboratory of Organo-pharmaceutical Chemistry of Jiangxi Province, Gannan Normal University, Ganzhou 341000, Jiangxi Province, P. R. China
  • Received:2011-01-30 Revised:2011-05-15 Published:2011-06-28
  • Contact: LUO Xu-Zhong E-mail:Luoxuzhong@yahoo.com.cn
  • Supported by:

    The project was supported by the Program for New Century Excellent Talents in Universities, China, (NCET-06-0577), Young Scientists Training Plan of Jiangxi Province, China, Natural Science Foundation of Jiangxi Province, China (2008GZH0012), and Graduate Innovation Fund of Jiangxi Province, China.

Abstract:

A series of discotic molecules containing triphenylbenzene group and three monochains were synthesized and their self-assembly properties were studied. These derivatives formed stable gels in many low polarity organic solvents. The lamellar and fibrous aggregate morphologies of the xerogels and the layered structure of the gel aggregates were studied by scanning electron microscopy (SEM) and small angle X-ray diffraction (SA-XRD), respectively. Fourier transform infrared (FT-IR) spectroscopy and UV-Vis absorption spectroscopy revealed that the hydrogen bonding and π-π interactions were the main driving force for the formation of a self-assembled gel. During gel formation, the gelator molecules self-assemble into ordered lamellar aggregates in organic solvents through a π-π conjugation stacking effect and hydrogen bonding. The ordered lamellar aggregates are juxtaposed and interlocked by van der Waals interactions to form sheet-like structure or fiber superstructure and finally immobilize into the organic liquids.

Key words: Organic gelator, Triphylbenzene deivative, Self-assembly, Hydrogen bond

MSC2000: 

  • O648