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Self-assembly constructed by perylene bisimide derivatives bearing complementary hydrogen-bonding moieties

  • Xin-guo Yang (杨新国)
  • Huan Yuan (袁 欢)
  • Qiu-li Zhao (赵秋丽)
  • Qing Yang (杨 青)Email author
  • Xian-hong Chen (陈宪宏)
Article

Abstract

An intermediate compound 2, 4-bis(laurylamino)-6-(1-(2-aminoethyl)-piperazine)-1, 3, 5-triazine was prepared by stepwise nucleophilic substitution on triazine ring by lauryl amine and subsequently 1-(2-aminoethyl)-piperazine. Then imidization of perylene-3, 4, 9, 10-tetracarboxylic acid dianhydride with 2,4-bis(laurylamino)-6-(1-(2-aminoethyl)-piperazine)-1, 3, 5-triazine was carried out to afford a novel perylene derivative bearing two melamine blocks (S2) and 1, 6, 7, 12-tetra(4-tert-butyl phenoxy)-perylene-3, 4, 9, 10-tetracarboxylic acid bisimide (S1). The hydrogen-bonding interactions between S1 and S2 were investigated by 1H NMR spectrum, UV/Vis spectrum and fluorescence spectrum. The influences on the morphologies of S1·S2 aggregates were investigated. The results show that well-defined nanofibers with a diameter of about 100 nm can be obtained by self-assembly between S1 and S2 only in CH2Cl2 solution. Based on these results, guidelines for the molecular design and self-assembly of supramolecular polymer materials are presented.

Key words

perylene bisimide self-assembly hydrogen-bonding synthesis 

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Copyright information

© Central South University Press and Springer-Verlag GmbH 2009

Authors and Affiliations

  • Xin-guo Yang (杨新国)
    • 1
  • Huan Yuan (袁 欢)
    • 1
  • Qiu-li Zhao (赵秋丽)
    • 1
  • Qing Yang (杨 青)
    • 2
    Email author
  • Xian-hong Chen (陈宪宏)
    • 1
  1. 1.College of Materials Science and EngineeringHunan UniversityChangshaChina
  2. 2.School of Chemistry and Chemical EngineeringCentral South UniversityChangshaChina

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