Journal of Jianghan University(Natural Science Edition) ›› 2014, Vol. 42 ›› Issue (2): 49-60.

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Multifunctional Molecular Logic Gates Based on Dicyanomethylene-4H-pyran-Benzothiadiazole Conjugates

YU Yanhua,FUCheng,WEN Dan,HE Xianran*   

  1. Institute for Interdisciplinary Research,Jianghan University,Wuhan 430056,Hubei,China
  • Online:2014-04-25 Published:2014-05-15
  • Contact: HE Xianran

Abstract: Novel fluorescent compounds based on dicyanomethylene-4H-pyran and benzothiadiazole scaffolds,responding to combinations of Cu2+,F- and/or Br- in a sequence dependent manner were synthesized and their recognition properties were investigated. Addition of Cu2+ immediately resulted in the "blue shift",introduction of Br- after Cu2+ has no detectable influence compared to Cu2+ ion alone,whereas F- leads to complete quenching of fluorescence;In contrast,addition of F- before Cu2+ induced only a slight reduction of fluorescence intensity at ca. 608 nm,while addition of Cu2+ after Br– leads to partial quenching at 608 nm with concomitant partial appearance of fluorescence emission around 485 nm. The mechanism was studied and confirmed. A logic gate is an idealized or physical device implementing a Boolean function,that is,it performs a logical operation on one or more logical inputs,and produces a single logical output. These structurally simple molecules can mimic the functionnalities of various complex logic gate such as EnYES,EnNOT,EnIMP,EnINH,EnNAND arrays by selection of inputs(nature of ions,sequence of additions and excitation wavelength)and outputs(fluorescence reading wavelength and threshold),1∶2 demultiplexer and keyboard.

Key words: fluorescence, complexation, ion recognition, logic gate, keypad lock

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