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Microchimica Acta

, 186:457 | Cite as

A ketone-functionalized carbazolic porous organic framework for sensitive fluorometric determination of p-nitroaniline

  • Li Qian
  • Haitao Hong
  • Mingxi Han
  • Congying Xu
  • Song Wang
  • Zhiyong GuoEmail author
  • Dan YanEmail author
Original Paper
  • 111 Downloads

Abstract

A novel ketone-functionalized carbazolic porous framework named PBPMCz is presented for fluorometric determination of p-nitroaniline (PNA). PBPMCz was prepared by FeCl3-promoted oxidative coupling polymerization of 1,3,5-tris((4-(9H-carbazol-9-yl)phenyl)methanone-1-yl)benzene. The polymer possesses a BET surface area of above 907 m2∙g−1 with a pore volume of 0.72 cm3∙g−1. Compared to the ketone-free framework, the green fluorescence of the probe PBPMCz is more strongly quenched by PNA. Figures of merit include (a) excitation/emission wavelengths of 366/540 nm; (b) a Stern-Volmer constant (Ksv) of 2.2 × 104 M−1, and (c) a detection limit of 1.1 μM. Furthermore, PBPMCz shows different quenching behaviors of PNA compared with o-nitroaniline and m-nitroaniline. The excellent performance of the fluorescent probe is ascribed to the abundant carbazole sites and ketone groups in PBPMCz. These facilitate the electron transfer and hydrogen-bonding interactions between PNA and the polymer.

Graphical abstract

Schematic presentation of a luminescent carbazolic porous organic framework (CzPOF) modified with keto groups. It shows ultra-sensitivity to quenching by PNA over other nitroaniline isomers.

Keywords

Carbazolic porous framework Oxidative coupling Fluorescence sensing Nitroaniline isomers Quenching mechanism Detection limit Electron transfer 

Notes

Acknowledgements

This work was supported by the financial support from the National Natural Science Foundation of China (Grant Nos. 51703031 and 21401053).

Compliance with ethical standards

The author(s) declare that they have no competing interests.

Supplementary material

604_2019_3581_MOESM1_ESM.docx (552 kb)
ESM 1 (DOCX 552 kb)

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Copyright information

© Springer-Verlag GmbH Austria, part of Springer Nature 2019

Authors and Affiliations

  1. 1.College of Materials Science and EngineeringFuzhou UniversityFuzhouPeople’s Republic of China
  2. 2.Hubei Key Laboratory of Low Dimensional Optoelectronic Materials and DevicesHubei University of Arts and ScienceXiangyangPeople’s Republic of China
  3. 3.Testing CenterFuzhou UniversityFuzhouPeople’s Republic of China

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