江汉大学学报(自然科学版) ›› 2014, Vol. 42 ›› Issue (2): 49-60.

• 化学 • 上一篇    下一篇

二氰基亚甲基-四氢吡喃-苯并噻二唑的多功能逻辑门应用

喻艳华,付成,文丹,贺贤然*   

  1. 江汉大学 交叉学科研究院,湖北 武汉 430056
  • 出版日期:2014-04-25 发布日期:2014-05-15
  • 通讯作者: 贺贤然
  • 作者简介:YU Yanhua(1985—),female,assistant research fellow,majors in organic chemistry.
  • 基金资助:
    The National Natural Science Foundation of China(No. 21302065)

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

摘要: 合成了基于二氰基亚甲基-四氢吡喃和苯并噻二唑的新型荧光化合物,并研究了该化合物通过改变二价铜离子和氟离子/溴离子滴加顺序对应的分子荧光现象。研究发现先加入 二价铜离子导致该化合物的最大发射波长“蓝移”,继续滴加氟离子导致荧光淬灭,若继续滴加的是溴离子则荧光不变;反之先加入氟离子,该化合物荧光强度微弱降低,继续滴加铜离子对荧光强度影响不大,若滴加溴离子,该化合物荧光不变,继续滴加铜离子,最大发射波长强度降低,并且在485nm处出现新的荧光;这些荧光变化的机制也得到研究与证实。分子逻辑门是在分子水平上的逻辑操作来描述逻辑门,输入和输出信号。通过改变离子性质(加入氟离子或溴离子)、滴加顺序、激发波长获得不同的荧光发射波长和荧光强度,模拟了EnYES、EnNOT、EnIMP、EnINH、EnNAND 逻辑门,1∶2 信号分离器和键盘锁。

关键词: 分子荧光, 络合作用, 离子识别, 逻辑门, 键盘锁

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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