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Formation and regulation of supramolecular chirality in organogel via addition of tartaric acid

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  • Progress of Projects Supported by NSFC Special Topic Supramolecular Gel: From Structure to Function
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  • Published: 25 September 2012
  • Volume 57, pages 4272–4277, (2012)
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Chinese Science Bulletin
Formation and regulation of supramolecular chirality in organogel via addition of tartaric acid
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  • XinHua Cao1,2,
  • MingMing Zhang1,
  • KeYin Liu1,
  • YueYuan Mao1,
  • HaiChuang Lan1,
  • Bin Liu1 &
  • …
  • Tao Yi1 
  • 1222 Accesses

  • 11 Citations

  • Explore all metrics

Abstract

A new 1,8-naphthalimide derivative was prepared in which the C-4 position was substituted by pyridin-4-ol. This derivative shows good gelation property that can gelate most of polar solvents. As an achiral molecule, helical fibre morphology was observed when the compound gelated acetone solvent. When 0.5 eq of D-tartaric acid or L-tartaric acid was added to the gel, the helical morphology was changed from left-handed to right-handed structure. This result was further proved by circular dichroism measurement. FT-IR experiment showed the formation of intermolecular H-bond between the gelator and tartaric acid. The photophysical properties of gelator had no difference before and after addition of tartaric acid; whereas the lamellar structure was varied by addition of tartaric acid.

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Authors and Affiliations

  1. Department of Chemistry, Fudan University, Shanghai, 200433, China

    XinHua Cao, MingMing Zhang, KeYin Liu, YueYuan Mao, HaiChuang Lan, Bin Liu & Tao Yi

  2. College of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang, 464000, China

    XinHua Cao

Authors
  1. XinHua Cao
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  2. MingMing Zhang
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  3. KeYin Liu
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  4. YueYuan Mao
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  5. HaiChuang Lan
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Correspondence to Tao Yi.

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Cao, X., Zhang, M., Liu, K. et al. Formation and regulation of supramolecular chirality in organogel via addition of tartaric acid. Chin. Sci. Bull. 57, 4272–4277 (2012). https://doi.org/10.1007/s11434-012-5436-0

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  • Received: 09 April 2012

  • Accepted: 12 June 2012

  • Published: 25 September 2012

  • Issue Date: November 2012

  • DOI: https://doi.org/10.1007/s11434-012-5436-0

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Keywords

  • helical structure
  • intermolecular H-bond
  • organogel
  • self-assembly
  • tartaric acid
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