writer：Bingran Yu, Baoyan Wang, Shuwen Guo, Qian Zhang, Weisheng Liu, Weifeng bu, Yun Zhang, Chen Xin
keywords：Acid-Base Reaction, Fluorescence Switch, Molecular Recognition, Supramolecular Chemistry, pi-pi stacking
source：期刊
specific source：Chem. Eur. J. 2013, 19, 4922 – 4930
Issue time：2013年

A pi-conjugated AB(2) monomer 1 with a dibenzo[24]crown-8 (DB24C8) ring and two secondary amine centres has been synthesised. Treatment of a solution of 1 in dichloromethane with trifluoroacetic acid (TFA) leads to protonation of the amine groups, and then the DB24C8 rings are threaded by the dialkylammonium ion centres of other monomer molecules, leading to the formation of a supramolecular hyperbranched polymer, TFA-1. Rather strong pi-pi stacking interactions between the conjugated cores are evident in this polymer. The supramolecular hyperbranched polymer (SHP) can be completely depolymerised by adding a slight excess of N-tert-butyl-N'''''''',N'''''''',N '''''''''''''''',N '''''''''''''''', N'''''''''''''''''''''''', N''''''''''''''''''''''''-hexamethylphosphorimidic triamide, tetrabutylammonium fluoride, or tetrabutylammonium acetate. The acid-base-controlled process induces a reversible change in the fluorescence intensities of the solutions due to the controllable presence of the pi-pi stacking interactions between the conjugated cores. This dynamic behaviour is significant with respect to "smart" supramolecular polymer materials.