Bifunctional fluorescent quenching detection of 2,4,6-trinitrophenol (TNP) and acetate ions via 4,4′-(9,9-dimethyl-9H-fluorene-2,7-diyl) dibenzoic acid

被引：30

作者：

Ni, Jue Chen ^{[1
]}

Yan, Jie ^{[1
]}

Zhang, Li Jing ^{[1
]}

Shang, Di ^{[1
]}

Du, Ning ^{[1
]}

Li, Shuang ^{[1
]}

Zhao, Jin Xin ^{[1
]}

Wang, Yang ^{[1
]}

Xing, Yong Heng ^{[1
]}

机构：

[1] Liaoning Normal Univ, Coll Chem & Chem Engn, Huanghe Rd 850, Dalian 116029, Peoples R China

来源：

TETRAHEDRON LETTERS | 2016年 / 57卷 / 45期

基金：

中国国家自然科学基金;

关键词：

Fluorescence sensor; Synthesis; Suzuki coupling; Nitroaromatic compounds; Anions; HIGHLY SELECTIVE DETECTION; METAL-ORGANIC FRAMEWORK; LIGHT-EMITTING-DIODES; PICRIC ACID; FLUORENE; EFFICIENT; EMISSION; NITROAROMATICS; ENHANCEMENT; DERIVATIVES;

D O I：

10.1016/j.tetlet.2016.09.089

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 4,4'-(9,9-dimethylfluorene-2,7-diyl)dibenzoic acid (5) was synthesized using commercial fluorene as the starting material followed by processes of bromination, methylation, Suzuki coupling and hydrolysis. We reported it as an exclusive fluorescence sensor for 2,4,6-trinitrophenol (TNP) and acetate ions for the first time. The experimental results suggested a high efficiency for TNP detection with K-SV values of 21,215 M-1, which has achieved to micromolar level (10 mu M) of this material. Moreover, the detection limit (1.39 x 10(-6) M) was measured according to the fluorescence intensity changes of Ac- in CH3CN. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：4978 / 4982

页数：5

共 35 条

[1] Fluorene-Based Materials and Their Supramolecular Properties
Abbel, Robert
Schenning, Albertus P. H. J.
Meijer, E. W.
[J]. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2009, 47 (17) : 4215 - 4233
[2] 100% fluorescence efficiency of 4,4′-bis[(N-carbazole)styryl]biphenyl in a solid film and the very low amplified spontaneous emission threshold -: art. no. 071110
Aimono, T
Kawamura, Y
Goushi, K
Yamamoto, H
Sasabe, H
Adachi, C
[J]. APPLIED PHYSICS LETTERS, 2005, 86 (07) : 1 - 3
[3] Anion receptor chemistry: highlights from 2007
Caltagirone, Claudia
Gale, Philip A.
[J]. CHEMICAL SOCIETY REVIEWS, 2009, 38 (02) : 520 - 563
[4] Vice versa donor acceptor fluorene-ferrocene alternate copolymer: a twisted ribbon for electrical switching
Chakraborty, Chanchal
Bera, Manas Kumar
Rana, Utpal
Malik, Sudip
[J]. CHEMICAL COMMUNICATIONS, 2015, 51 (66) : 13123 - 13126
[5] A general strategy for the facile synthesis of 2,7-dibromo-9-heterofluorenes
Chen, RF
Fan, QL
Zheng, C
Huang, W
[J]. ORGANIC LETTERS, 2006, 8 (02) : 203 - 205
[6] 2,7-Dibromo-9,9-dimethyl-9H-fluorene
Chen, Xiao
Fu, Xinliang
Qiu, Yongkuan
Yuan, Jialong
[J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O1034 - U1446
[7] Halogenated salicylaldehyde azines: The heavy atom effect on aggregation-induced emission enhancement properties
Chen, Xiao-tong
Tong, Ai-jun
[J]. JOURNAL OF LUMINESCENCE, 2014, 145 : 737 - 740
[8] Soluble, discrete supramolecular complexes of single-walled carbon nanotubes with fluorene-based conjugated polymers
Cheng, Fuyong
Imin, Patigul
Maunders, Christian
Botton, Gianluigi
Adronov, Alex
[J]. MACROMOLECULES, 2008, 41 (07) : 2304 - 2308
[9] Highly Selective Detection of Trinitrophenol by Luminescent Functionalized Reduced Graphene Oxide through FRET Mechanism
Dinda, Diptiman
Gupta, Abhisek
Shaw, Bikash Kumar
Sadhu, Suparna
Saha, Shyamal Kumar
[J]. ACS APPLIED MATERIALS & INTERFACES, 2014, 6 (13) : 10722 - 10728
[10] Synthesis and characterization of alternating copolymers of fluorene and oxadiazole
Ding, JF
Day, M
Robertson, G
Roovers, J
[J]. MACROMOLECULES, 2002, 35 (09) : 3474 - 3483

← 1 2 3 4 →