σ-单键连接的TTF吡啶衍生物对Pb2+的识别

doi:10.7517/j.issn.1674-0475.2011.02.133

影像科学与光化学 ›› 2011, Vol. 29 ›› Issue (2): 133-139.DOI: 10.7517/j.issn.1674-0475.2011.02.133

σ-单键连接的TTF吡啶衍生物对Pb²⁺的识别

王晓军, 邢令宝, 耿琰, 陈彬, 佟振合, 吴骊珠

中国科学院理化技术研究所光化学转换与功能材料重点实验室, 北京100190

收稿日期:2011-02-02 修回日期:2011-03-01 出版日期:2011-03-23 发布日期:2011-03-23
通讯作者: 吴骊珠
基金资助:
科技部国家重点基础研究发展规划项目(2007CB808004,2007CB36001);国家自然科学基金资助项目(20732007,20973189);中科院基础局的资助

Colorimetric and Electrochemical Pb²⁺ Detection by σ-Bridged Tetrathiafulvalene-Pyridine Derivatives

WANG Xiao-jun, XING Ling-bao, GENG Yan, CHEN Bin, TONG Zhen-he, WU Li-zhu

Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, P.R.China

Received:2011-02-02 Revised:2011-03-01 Online:2011-03-23 Published:2011-03-23

摘要/Abstract

摘要： 设计合成了一类σ-单键连接的TTF吡啶化合物T4Py和TB,并研究了化合物T4Py对离子的识别作用.结果发现Pb²⁺离子能够引起T4Py的溶液颜色、¹HNMR以及电化学CV的显著变化.

关键词: 四硫富瓦烯, 分子内电荷转移, TTF衍生物, Pb²⁺离子识别

Abstract: Two σ-bridged TTF-σ-pyridine derivatives,T4Py,and TB,were synthesized and characterized.It was found that T4Py displayed remarkable changes in solution,¹HNMR spectra,and electrochemical properties,upon complexation with Pb²⁺ ions.

Key words: tetrathiafulvalene, intramolecular charge transfer, TTF derivatives, Pb²⁺ sensing

中图分类号:

王晓军, 邢令宝, 耿琰, 陈彬, 佟振合, 吴骊珠. σ-单键连接的TTF吡啶衍生物对Pb²⁺的识别[J]. 影像科学与光化学, 2011, 29(2): 133-139.

WANG Xiao-jun, XING Ling-bao, GENG Yan, CHEN Bin, TONG Zhen-he, WU Li-zhu. Colorimetric and Electrochemical Pb²⁺ Detection by σ-Bridged Tetrathiafulvalene-Pyridine Derivatives[J]. Imaging Science and Photochemistry, 2011, 29(2): 133-139.

参考文献

[1] Roussakis E,Pergantis S A,Katerinopoulos H E.Coumarin-based ratiometric fluorescent indicators with highspecificity for lead ions[J].Chem.Commun.,2008,(46):6221-6223.
[2] Kavallieratos K,Rosenberg J M,Chen W-Z,et al.Fluorescent sensing and selective Pb(II)extraction by adansylamide ion-exchanger[J].J.Am.Chem.Soc.,2005,127(18):6514-6515.
[3] Kwon J Y,Jang Y J,Lee Y J,et al.A highly selective fluorescent chemosensor for Pb²⁺[J].J.Am.Chem.Soc.,2005.127(28):10107-10111.
[4] Canevet D,Salle M,Zhang G,et al.Tetrathiafulvalene(TTF)derivatives:key building-blocks for switchableprocesses[J].Chem.Commun.,2009,(17):2245-2269.
[5] Jeppesen J O,Nielsen M B,Becher J.Tetrathiafulvalene cyclophanes and cage molecules[J].Chem.Rev.,2004.104(11):5115-5132.
[6] Iyoda M,Hasegawa M,Miyake Y.Bi-TTF,Bis-TTF,and related TTF oligomers[J].Chem.Rev.,2004,104(11):5085-5114.
[7] Jérome D.Organic conductors:from charge density wave TTF-TCNQ to superconducting(TMTSF)2PF6[J].Chem.Rev.,2004,104(11):5565-5592.
[8] Kobayashi H,Cui H,Kobayashi A.Organic metals and superconductors based on BETS(BETS=Bis(ethyl-enedithio)tetraselenafulvalene)[J].Chem.Rev.,2004,104(11):5265-5288.
[9] Bryce R M.Tetrathiafulvalenes as-πelectron donors for intramolecular charge-transfer materials[J].Adv.Mater.,1999,11(1):11-23.
[10] Segura J L,Martín N.New concepts in tetrathiafulvalene chemistry[J].Angew.Chem.Int.Ed.,2001,40(8):1372-1409.
[11] Nielsen M B,Lomholt C,Becher J.Tetrathiafulvalenes as building blocks in supramolecular chemistry II[J].Chem.Soc.Rev.,2000,29(3):153-164.
[12] Xue H,Tang X J,Wu L Z,et al.Highly selective colorimetric and electrochemical Pb²⁺detection based on TTF--πpyridine derivatives[J].J.Org.Chem.,2005.70(24):9727-9734.
[13] Zhao Y P,Wu L Z,Si G,et al.Synthesis,spectroscopic,electrochemical and Pb²⁺-binding studies of tetrath-iafulvalene acetylene derivatives[J].J.Org.Chem.,2007,72(10):3632-3639.
[14] Zhao Y P,Wang X J,Wang J J,et al.Tetrathiafulvalene derivatives bearing a crown ether with intramolecularcharge transfer properties:synthesis and cation binding studies[J].New J.Chem.,2009,33(4):813-817.
[15] Geng Y,Wang X J,Chen B,et al.Semiconducting neutral microstructures fabricated by coordinative self-as-sembly of intramolecular charge-transfer tetrathiafulvalene derivatives[J].Chem.Eur.J.,2009,15(20):5124-5129.
[16] Wang J,Wang X,Geng Y,et al.Colorimetric and electrochemical Pb²⁺detection by imine-bridged tetrathia-fulvalene-pyridine derivatives[J].Sci.China.Ser.B-Chem.,2009,52(6):765-770.
[17] Moore A J,Batsanov A S,Bryce M R,et al.Trimethyltetrathiafulvalene bearing an N-methylpyridinium sub-stituent:synthesis,crystal structures,and charge transfer properties[J].Eur.J.Org.Chem.,2001,2001(1):73-78.

σ-单键连接的TTF吡啶衍生物对Pb²⁺的识别

Colorimetric and Electrochemical Pb²⁺ Detection by σ-Bridged Tetrathiafulvalene-Pyridine Derivatives

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 15

编辑推荐

Metrics

本文评价

[1]	刘琳, 汤响林, 吴加胜, 刘卫敏. 基于分子内电荷转移机制的巯基荧光比色化学传感器[J]. 影像科学与光化学, 2014, 32(3): 274-281.
[2]	董振明, 崔欣欣, 刘瑶, 武旭娇. 7-(4-氯苯)偶氮-10-羟基苯并喹啉的合成及对F^-的识别研究[J]. 影像科学与光化学, 2013, 31(5): 390-395.
[3]	耿琰, 陈彬, 佟振合, 吴骊珠. “A-C≡C-TTF-C≡C-A”型四硫富瓦烯衍生物的合成与性质研究[J]. 影像科学与光化学, 2009, 27(1): 32-37.
[4]	张俊丽, 王华. 氧化蒽基二吲哚基甲烷显色现象的研究[J]. 影像科学与光化学, 2007, 25(4): 257-266.
[5]	芮雯雯, 蒋宛莉, 丁雪霞, 王筱梅. 含噁二唑四枝分子的合成与非线性吸收[J]. 影像科学与光化学, 2007, 25(3): 176-182.
[6]	薛海, 吴骊珠, 张丽萍, 佟振合. 氧化作用控制“四硫富瓦烯-蒽”二元体系的荧光开关行为[J]. 影像科学与光化学, 2006, 24(4): 241-244.
[7]	李雪, 王涛, 赵榆霞, 吴飞鹏. 新型香豆素酮类不对称双光子染料的合成及其光物理性质[J]. 影像科学与光化学, 2006, 24(3): 187-196.
[8]	张煊, 刘力宏, 江云宝. 一类新型分子内电荷转移荧光体——苯甲酰苯胺衍生物[J]. 影像科学与光化学, 2002, 20(4): 283-291.
[9]	陈懿, 汪鹏飞, 吴世康. 氧鎓盐分子在受限制体系中的电荷转移和发光行为[J]. 影像科学与光化学, 1997, 15(1): 67-70.
[10]	江云宝. 激发态光物理的拓扑控制:对(N,N'-二正癸基)氨基苯甲腈的簇集与光诱导分子内电荷转移[J]. 影像科学与光化学, 1996, 14(3): 207-211.
[11]	王华, 陈景荣, 张宝文, 曹怡. 不同位置取代的三氰基乙烯基蒽的光谱行为的研究[J]. 影像科学与光化学, 1996, 14(2): 108-114.
[12]	王华, 陈景荣, 张宝文, 曹怡. 4-[2-(9,10-二氰基蒽)乙烯基] -N,N-二甲基苯胺的三荧光发射[J]. 影像科学与光化学, 1994, 12(3): 278-282.
[13]	汪鹏飞, 吴世康. 分子内电荷转移化合物—查耳酮衍生物光谱和光物理行为研究[J]. 影像科学与光化学, 1993, 11(4): 289-294.
[14]	汪鹏飞, 吴世康. 分子内电荷转移化合物发光行为的研究——N,N-二甲氨基苯乙烯基偏二氰乙烯的发光行为[J]. 影像科学与光化学, 1993, 11(1): 28-34.
[15]	阎正林, 吴世康. 1,3,5-三芳基-2-吡唑啉化合物光物理行为的研究[J]. 影像科学与光化学, 1992, 10(4): 319-325.