物理化学学报 >> 2012, Vol. 28 >> Issue (10): 2471-2479.doi: 10.3866/PKU.WHXB201205155

材料物理化学 上一篇    下一篇

新型螺吡喃衍生物: 离子传感和分子水平的信息处理

李颖若1, 张洪涛2, 齐传民1, 郭雪峰2,3   

  1. 1. 北京师范大学化学学院, 放射性药物教育部重点实验室, 北京100875;
    2. 北京大学化学与分子工程学院, 北京分子科学国家实验室, 分子动态与稳态结构国家重点实验室, 北京 100871;
    3. 北京大学工学院先进材料与纳米技术系, 北京 100871
  • 收稿日期:2012-03-31 修回日期:2012-05-14 发布日期:2012-09-26
  • 通讯作者: 齐传民, 郭雪峰 E-mail:guoxf@pku.edu.cn; qichuanmin@bnu.edu.cn
  • 基金资助:

    国家重点基础研究发展规划项目(973) (2009CB623703, 2012CB921404), 国家自然科学基金(20833001, 51121091, 2112016, 21071022)及全国高等学校优秀博士论文作者专项基金(2007B21)资助

New Spiropyran Derivatives: Ion Sensing and Information Processing at the Molecular Level

LI Ying-Ruo1, ZHANG Hong-Tao2, QI Chuan-Min1, GUO Xue-Feng2,3   

  1. 1. Key Laboratory of Radiopharmaceuticals, Department of Chemistry, Beijing Normal University, Beijing 100875, P. R. China;
    2. Beijing National Laboratory for Molecular Sciences, State Key Laboratory for Structural Chemistry of Unstable and Stable Species, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, P. R. China;
    3. Department of Advanced Materials and Nanotechnology, College of Engineering, Peking University, Beijing 100871, P. R. China
  • Received:2012-03-31 Revised:2012-05-14 Published:2012-09-26
  • Contact: QI Chuan-Min, GUO Xue-Feng E-mail:guoxf@pku.edu.cn; qichuanmin@bnu.edu.cn
  • Supported by:

    The project was supported by the National Key Basic Research Program of China (973) (2009CB623703, 2012CB921404), National Natural Science Foundation of China (20833001, 51121091, 2112016, 21071022), and Foundation for the Author of National Excellent Doctoral Dissertation of Higher Education, China (2007B21).

摘要:

为实现金属离子检测和分子水平的信息处理, 合成了一类新型的含有功能配位基团的螺吡喃衍生物(SP1-SP4). 研究发现: 在没有UV光照的条件下, 金属离子可以促进螺吡喃(SP2SP4)开环并形成稳定可逆的络合物(MC-Mn+). 紫外-可见吸收光谱研究表明, 在UV光照前加入不同的金属离子会引起SP2SP4 的光学性质的特征变化, 因此提供了一种简易的通过裸眼就能辨别金属离子的比色方法. 荧光光谱研究表明, 这类化合物能够高灵敏高选择性地检测锌离子. 此外, 基于吸收光谱和荧光光谱的变化, 这类螺吡喃衍生物可以用于构建组合的逻辑门, 执行分子水平的信息处理, 从而展现了其在化学或环境传感和未来的分子计算机领域的潜在应用前景.

关键词: 螺吡喃, 化学传感, 逻辑门, 紫外-可见吸收光谱, 荧光光谱

Abstract:

We have designed and synthesized a new class of spiropyran derivatives (SP1-SP4) with functional chelating groups, such as pyridine or quinoline moieties and a methoxy group (―OMe), for use in metal ion sensing and information processing at the molecular level. It is notable that metal ions can favor coordination with chelating groups and facilitate the photoisomerization of spiropyran molecules from the closed form to the open merocyanine form without UV irradiation, thus leading to significant changes in their chemical and physical properties. UV-Vis absorption studies indicated that SP2 and SP4 exhibited metal ion-dependent reversible binding affinities that result in different hypsochromic shifts for the MC-Mn+ complexes. These changes in color can be recognized by eye, thus offering an easy colorimetric method for metal ion detection. Further emission studies distinguished them as promising candidates for Zn2+ detection with good sensitivity and selectivity. Moreover, on the basis of their absorption and fluorescence spectra, several combinational logic gates were constructed for information processing at the molecular level. These results demonstrate that spiropyran derivatives with desired functionalities show great potential not only for chemical or environmental sensors, but also for future molecular computing.

Key words: Spiropyran, Chemical sensor, Logic gate, UV-Vis absorption spectrum, Fluorescence spectrum

MSC2000: 

  • O641