Conjugated microporous polymers-based fluorescein for fluorescence detection of 2,4,6-trinitrophenol.
2,4,6-Trinitrophenol (TNP, also called picric acid, PA) pose a large threat to environmental health, public safety and military security. Conjugated microporous polymers are emerging new fluorescence sensing materials for TNP. In this paper, we report the synthesis of two fluorescein containing conjugated microporous polymers (DTF and TTF) through the palladium catalyzed Sonogashira-Hagihara polycondensation reactions of tetraiodofluorescein sodium salt (TIFA) with 1,4-diethynylbenzene (DEB) or 1,3,5-triethynylbenzene (TEB). DTF and TTF are porous with the BET surface areas of 705 and 712m2g-1and exhibit high chemical and thermal stabilities. The formation of conjugated polymers with the incorporation of ethynyl groups leads to the fluorescent properties. The fluorescence quenching behaviors of DTF by nitroaromatic analytes in THF suspension are investigated. It is found that the fluorescence of DTF can be effectively quenched by 2,4,6-trinitrophenol over 2-nitrophenol (NP), 4-nitrotoluene (NT), nitrobenzene (NB), phenol (PhOH), p-dichlorobenzene (DClB) and 2,4-dinitrotoluene (DNT) with an SV constant of 2.08×103Lmol-1and a detection limit of 7.22×10-7molL-1(0.165mgL-1). In short, the DTF may be a new kind of fluorescence sensing material for detecting TNP.
Anhui Key Laboratory of Functional Coordination Compounds, Anhui Laboratory of Optical, Electrical and Magnetic Functional Materials, School of Chemistry and Chemical Engineering, Anqing Normal University, Anqing 246011, PR China. Electronic address: gengtongmou@aqnu.edu.cn.
Tong-Mou
TM
Geng
Anhui Key Laboratory of Functional Coordination Compounds, Anhui Laboratory of Optical, Electrical and Magnetic Functional Materials, School of Chemistry and Chemical Engineering, Anqing Normal University, Anqing 246011, PR China.
Sai-Nan
SN
Ye
School of Resource and Environmental Science, Anqing Normal University, Anqing 246011, PR China.
Yu
Y
Wang
Anhui Key Laboratory of Functional Coordination Compounds, Anhui Laboratory of Optical, Electrical and Magnetic Functional Materials, School of Chemistry and Chemical Engineering, Anqing Normal University, Anqing 246011, PR China.
Hai
H
Zhu
Anhui Key Laboratory of Functional Coordination Compounds, Anhui Laboratory of Optical, Electrical and Magnetic Functional Materials, School of Chemistry and Chemical Engineering, Anqing Normal University, Anqing 246011, PR China.
Xie
X
Wang
Anhui Key Laboratory of Functional Coordination Compounds, Anhui Laboratory of Optical, Electrical and Magnetic Functional Materials, School of Chemistry and Chemical Engineering, Anqing Normal University, Anqing 246011, PR China.
Xue
X
Liu
D019793:Fluorescein / Q000737:chemistry*; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000737:chemistry*; D057230:Limit of Detection; D010851:Picrates / Q000032:analysis*; D011108:Polymers / Q000737:chemistry*; D016062:Porosity; D013050:Spectrometry, Fluorescence
D005456:Fluorescent Dyes; D010851:Picrates; D011108:Polymers; C005858:picric acid; D019793:Fluorescein
2,4,6-Trinitrophenol; Chemosensor; Conjugated microporous polymer; Fluorescein; Fluorescence quenching