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

【摘要】 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 by1H 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.更多还原

【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 by1H 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.更多还原