Please wait a minute...
Frontiers of Chemistry in China

ISSN 1673-3495

ISSN 1673-3614(Online)

CN 11-5726/O6

Front. Chem. China    2010, Vol. 5 Issue (2) : 226-233    https://doi.org/10.1007/s11458-010-0102-z
Research articles
Hyperbranched polyyne containing naphthalimide moiety as a fluorescent chemosensor for mercury ion
Yi QU,Yihua JIANG,Jianli HUA,
Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237, China;
 Download: PDF(318 KB)  
 Export: BibTeX | EndNote | Reference Manager | ProCite | RefWorks
Abstract The development of multidimentional conjugated polymers as fluorescent sensor has been extremely attractive for detecting toxic ion in trace level. In this paper, a new hyperbranched polyyne with polytris(4-ethynylphenyl)amine (PTEPA) as the core, benzoyl thiourea-naphthalimide (NAP) as Hg (II) detected unit was designed and synthesized. The addition of Hg (II) ion transforms the thiourea unit of the chemodosimeter under THF conditions into an imidazoline moiety that is a much less electron-donating group, and hence results in a reduction in electron delocalization within the fluorophore. The emission maximum exhibits blue-shift and increase of fluorescent intensity. To confirm selectivity of the sensor towards mercury ions, it was also titrated with other divalent metal ions. No significant change was observed in the fluorescence spectra.
Keywords polytris(4-ethynylphenyl)amines      naphthalimide      fluorescent sensor      mercury ion      
Issue Date: 05 June 2010
 Cite this article:   
Yi QU,Jianli HUA,Yihua JIANG. Hyperbranched polyyne containing naphthalimide moiety as a fluorescent chemosensor for mercury ion[J]. Front. Chem. China, 2010, 5(2): 226-233.
 URL:  
https://academic.hep.com.cn/fcc/EN/10.1007/s11458-010-0102-z
https://academic.hep.com.cn/fcc/EN/Y2010/V5/I2/226
de Silva, A. P.; Gunaratne, H. Q. N.; Gunnlaugsson, T.; Huxley, A. J. M.; McCoy, C. P.; Rademacher, J. T.; Rice, T. E., Chem. Rev. 1997, 97, 1515–1566

doi: 10.1021/cr960386p
de Silva, A. P.; Fox, D. B.; Huxley, A. J. M.; Moody, T. S., Coord. Chem. Rev. 2000, 205, 41–57

doi: 10.1016/S0010-8545(00)00238-1
McDonagh, C.; Burke, C. S.; Mac-Craith, B. D., Chem. Rev. 2008, 108, 400–422

doi: 10.1021/cr068102g
Eggins, B. R., Chemical Sensors and Biosensors (Analytical Techniques in the Sciences); Wiley: Chichester, UK, 2002
Elizabeth, M. N.; Stephen, J. L., Chem. Rev. 2008, 108, 3443–3480

doi: 10.1021/cr068000q
Mercury Update: Impacton Fish Advisories, EPA Fact Sheet EPA-823-F-01-011; EPA, Office of Water: Washington, DC, 2001
Selid, P. D.; Hanying, X. E.; Collins, M.; Face-Collins, M. S.; Zhao, X. J., Sensors 2009, 9, 5446–5459

doi: 10.3390/s90705446
Yang, H.; Zhou, Z. G.; Li, F. Y.; Yi, T.; Huang, C. H., Org. Lett. 2007, 9, 4729–4732

doi: 10.1021/ol7020143
Zhao, Q.; Cao, T. Y.; Li, F. Y.; Li, X. H.; Jing, H.; Yi, T.; Huang, C. H., Organometallics 2007, 26, 2077–2081

doi: 10.1021/om061031r
Zhang, D.; Su, J. H.; Ma, X.; Tian, H., Tetrahedron 2008, 64, 8515–8521

doi: 10.1016/j.tet.2008.05.048
Leng, B.; Zou, L.; Jiang, J. B.; Tian, H., Sens. Actuators B 2009, 1, 162–169

doi: 10.1016/j.snb.2009.03.074
Coskun, A.; Akkaya, E. U., J. Am. Chem. Soc. 2006, 128, 14474–14475

doi: 10.1021/ja066144g
Sungho, Y.; Miller, E. W.; He, Q. W.; Patrick, H. D.; Christopher, J. C., Angew. Chem. Int. Ed. 2007, 46, 6658–6661

doi: 10.1002/anie.200701785
Zhang, X. L.; Xiao, Y.; Qian, X. H., Angew. Chem. Int. Ed. 2008, 47, 8025–8029

doi: 10.1002/anie.200803246
Huang, W.; Song, C. X.; He, C.; Hu, X. Y.; Zhu, X.; Duan, C. Y., Inorg. Chem. 2009, 48, 5061–5072

doi: 10.1021/ic8015657
Tang, B.; Ding, B. Y.; Xu, K. H.; Tong, L. L., Chem. Eur. J. 2009, 15, 3147–3151

doi: 10.1002/chem.200802165
Zhang, Z.; Guo, X.; Qian, X.; Liu, Z.; Liu, F., Kindney Int. 2004, 66, 2279–2282

doi: 10.1111/j.1523-1755.2004.66039.x
Feng, L.; Chen, Z., Sens. Actuators B 2007, 120, 665–668

doi: 10.1016/j.snb.2006.03.030
Kadarkaraisamy, M.; Sykes, A. G., Polyhedron 2007, 26, 1323–1330

doi: 10.1016/j.poly.2006.10.046
Swager, T. M., Acc. Chem. Res. 1998, 31, 201–207

doi: 10.1021/ar9600502
Kim, T. H.; Swager, T. M., Angew. Chem. Int. Ed. 2003, 42, 4803–4806

doi: 10.1002/anie.200352075
Kim, Y. M.; Swager, T. M., J. Am. Chem. Soc. 2006, 128, 9030–9031

doi: 10.1021/ja063027c
Joly, G. D.; Geiger, L.; Kooi, S. E.; Swager, T. M., Macromolecules 2006, 39, 7175–7177

doi: 10.1021/ma061618h
Narayanan, A.; Varnavski, O. P.; Swager, T. M.; Theodore III, G., J. Phys. Chem. C2008, 112, 881–884

doi: 10.1021/jp709662w
Tang, Y. L.; Feng, F. D.; Yu, M. H.; An, L. L.; He, F.; Wang, S.; Li, Y. L.; Zhu, D. B.; Bazan, G. C., Adv. Mater. 2008, 20, 703–705

doi: 10.1002/adma.200701637
An, L. L.; Liu, L. B.; Wang, S., Biomacromolecules 2009, 10, 454–457

doi: 10.1021/bm801036h
Feng, F. D.; Wang, H. Z.; Han, L. L.; Wang, S., J. Am. Chem. Soc. 2008, 130, 11338–11343

doi: 10.1021/ja8011963
Duan, X. R.; Wang, S.; Li, Z. P., Chem. Commun. 2008, 11, 1302–1304

doi: 10.1039/b717300h
Zhou, G.; Cheng, Y. X.; Wang, L. X.; Jing, X. B.; Wang, F. S., Macromolecules 2005, 38, 2148–2153

doi: 10.1021/ma049027j
Tang, H. W.; Duan, X. R.; Feng, X. L,; Liu, L. B.; Wang, S.; Li, Y. L.; Zhu, D. B., Chem. Commun. 2009, 6, 641–643

doi: 10.1039/b817788k
Zheng, J.; Swager, T. M., Macromolecules 2006, 39, 6781–6783

doi: 10.1021/ma060420u
Yashima, E.; Maeda, K., Macromolecules 2008, 41, 3–12

doi: 10.1021/ma071453s
Voit, B., J. Polym. Sci. Part A. Polym. Chem. 2005, 43, 2679–2699

doi: 10.1002/pola.20821
Feng, J. C.; Li, Y.; Yang, M. J., J. Polym. Sci. Part A: Polym. Chem. 2009, 47, 222–230

doi: 10.1002/pola.23145
Liu, B.; Tian, H., Chem. Commun. 2005, 25, 3156–3158

doi: 10.1039/b501913c
Jiang, Y. H.; Wang, Y. C.; Hua, J. L.; Qu, S. Y.; Qian, S. Q.; Tian, H., J. Polym. Sci. Part A: Polym. Chem. 2009, 47, 4400–4408

doi: 10.1002/pola.23493
Viewed
Full text


Abstract

Cited

  Shared   
  Discussed