Synthesis of a Novel Fluorescent Schiff Base as a Possible Cu(II) Ion Selective Sensor


Yildirim M., KAYA İ.

JOURNAL OF FLUORESCENCE, cilt.20, sa.3, ss.771-777, 2010 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 20 Sayı: 3
  • Basım Tarihi: 2010
  • Doi Numarası: 10.1007/s10895-010-0620-6
  • Dergi Adı: JOURNAL OF FLUORESCENCE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.771-777
  • Anahtar Kelimeler: Fluorescence sensor, Cu(II) sensor, Schiff base, Chemosensor
  • Çanakkale Onsekiz Mart Üniversitesi Adresli: Evet

Özet

In this study a new fluorescent Schiff base; 1,1'-(4,4'-oxybis(4,1-phenylene)bis(azan-1-yl-1-ylidene))bis(methan-1-yl-1-ylidene)dinaphthalen-2-ol (2-HNA) was synthesized and characterized by FT-IR, UV-vis, and (1)H and (13)C-NMR techniques. Photoluminescent properties of 2-HNA were investigated in different solvents including methanol, THF, DMF, DMSO, acetone, acetonitrile, and dichloromethane. 2-HNA was found to have higher emission intensity and Stoke's shift value (a dagger lambda(ST)) in methanol solution. Relative emission intensity changes (I(0)-I/I(0)) of 2-HNA in methanol/water mixtures depending on different Cu(+2) ion concentrations were determined and a linearized plot was obtained. Possible interference of some other transition metal ions was also determined. Sensitivity limit of the new sensor was found to be higher than 5 x 10(-7) mol/L. 2-HNA has quite high selectivity against Cu(+2) ion and, thus, can be used as a new fluorescence Cu(+2) ion sensor in practice.
In this study a new fluorescent Schiff base; 1,1'-(4,4'-oxybis(4,1-phenylene)bis(azan-1-yl-1-ylidene))bis(methan-1-yl-1-ylidene)dinaphthalen-2-ol (2-HNA) was synthesized and characterized by FT-IR, UV-vis, and 1H and 13C-NMR techniques. Photoluminescent properties of 2-HNA were investigated in different solvents including methanol, THF, DMF, DMSO, acetone, acetonitrile, and dichloromethane. 2-HNA was found to have higher emission intensity and Stoke’s shift value (??ST) in methanol solution. Relative emission intensity changes (I0-I/I0) of 2-HNA in methanol/water mixtures depending on different Cu+2 ion concentrations were determined and a linearized plot was obtained. Possible interference of some other transition metal ions was also determined. Sensitivity limit of the new sensor was found to be higher than 5?×?10-7 mol/L. 2-HNA has quite high selectivity against Cu+2 ion and, thus, can be used as a new fluorescence Cu+2 ion sensor in practice.