Synthesis and characterization of water-soluble fluorescent perylene bisimides

doi:10.3969/j.issn.1000-1565.2016.02.005

Journal of Hebei University (Natural Science Edition) ›› 2016, Vol. 36 ›› Issue (2): 134-140.DOI: 10.3969/j.issn.1000-1565.2016.02.005

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Synthesis and characterization of water-soluble fluorescent perylene bisimides

GAO Wei,XI Ya'nan,BO Fuli,YANG Tao,GAO Baoxiang

Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China

Received:2015-09-12 Online:2016-03-25 Published:2016-03-25

Abstract

Abstract: Functional dye(PSPBI)was synthesized by the attachment of PEG and thioanisole groups to the imides and the bay of perylene bisimides,respectively.PSPBI dye was fully characterized by ¹H NMR spectroscopy,¹³C NMR spectroscopy and matrix-assisted laser desorption/ionization mass spectrometry.The solubility of PSPBI dye in water is more than 10 mg/mL,indicating good water solubility.In aqueous solution,the absorption maximum of PSPBI dye appeared at 540 nm,along with two higher vibronic transitions located at 480 nm,and the emission peak located at 620 nm.When the concentration of hydrogen peroxide was increased,the absorption maximum and emission peak were blue-shifted by 29 nm and 15 nm,respectively.Furthermore,PSPBI dye showed a fluorescence increase of about 50 fold.

Key words: perylene bisimides, fluorescence property, hydrogen peroxide, intramolecular charge transfer, functional dyes

CLC Number:

O625.6

GAO Wei,XI Ya'nan,BO Fuli,YANG Tao,GAO Baoxiang. Synthesis and characterization of water-soluble fluorescent perylene bisimides[J]. Journal of Hebei University (Natural Science Edition), 2016, 36(2): 134-140.

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Synthesis and characterization of water-soluble fluorescent perylene bisimides

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