Pyrene-functional star polymers as fluorescent probes for nitrophenolic compounds

被引:15
作者
Tasci, Enis [1 ,2 ]
Aydin, Muhammet [3 ]
Gorur, Mesut [4 ]
Gurek, Ayse Gul [1 ]
Yilmaz, Faruk [5 ]
机构
[1] Gebze Tech Univ, Dept Chem, TR-41400 Kocaeli, Turkey
[2] Giresun Univ, Applicat & Res Ctr, Cent Res Lab, TR-28200 Giresun, Turkey
[3] Namk Kemal Univ, Cent Res Lab, TR-59030 Tekirdag, Turkey
[4] Istanbul Medeniyet Univ, Dept Chem, TR-34700 Istanbul, Turkey
[5] Mutlukent, TR-41400 Gebze, Turkey
关键词
applications; copolymers; dyes; pigments; polystyrene; sensors and actuators; MEDIATED RADICAL POLYMERIZATION; NITROAROMATIC EXPLOSIVE VAPORS; RING-OPENING POLYMERIZATION; PICRIC ACID DETECTION; CLICK CHEMISTRY; SENSITIVE DETECTION; SELECTIVE DETECTION; BLOCK-COPOLYMERS; ULTRASENSITIVE DETECTION; SHAPED POLY(L-LACTIDE)S;
D O I
10.1002/app.46310
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Novel tetra-armed star-shaped styrenic copolymers with pyrene side groups [(S1-S3)-Pyr] were prepared and employed as fluorescence sensing probe for fast and sensitive determination of nitroaromatic compounds. (S1-S3)-Pyr depicted characteristic pyrene monomer emission signals as well as broad excimer bands in their fluorescence emission spectra due to close proximity of the pyrene groups on the polymer chains and the ratio of monomer to excimer emission intensities gradually decreased as the pyrene content of the star polymers were increased from S1-Pyr to S3-Pyr. The highest quenching efficiency in the presence of 25 equivalent nitroaromatics was observed for 2,4,6-trinitrophenol/picric acid (99.4%) followed by 2,4-dinitrophenol (84.2%), 4-nitrophenol (82.6%), 2,4,6-trinitrotoluene (44.0%), 2,4-dinitrotolunene (32.6%), and 4-nitrotoluene (28.8%). Superior quenching efficiencies of nitrophenolic compounds were ascribed to their strong binding affinity for (S1-S3)-Pyr due to the acidity of phenolic hydroxyl units. Besides, quenching ratios of S1-Pyr, S2-Pyr, and S3-Pyr were measured to be very close to each other. Thus, (S1-S3)-Pyr are considered to be highly selective and sensitive fluorescence probes for phenolic nitroaromatic compounds. (c) 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018, 135, 46310.
引用
收藏
页数:11
相关论文
共 50 条
[31]   Synthesis of Functional Core, Star Polymers via RAFT Polymerization for Drug Delivery Applications [J].
Liu, Jinna ;
Duong, Hien ;
Whittaker, Michael R. ;
Davis, Thomas P. ;
Boyer, Cyrille .
MACROMOLECULAR RAPID COMMUNICATIONS, 2012, 33 (09) :760-766
[32]   Star-Shaped Thermoresponsive Polymers with Various Functional Groups for Cell Sheet Engineering [J].
Sudo, Yu ;
Kawai, Ryuki ;
Sakai, Hideaki ;
Kikuchi, Ryohei ;
Nabae, Yuta ;
Hayakawa, Teruaki ;
Kakimoto, Masa-aki .
LANGMUIR, 2018, 34 (02) :653-662
[33]   Conjugated Polymers Based on Carbazole and Tridentate Ligands as the "On-Off-On" Fluorescent Probes for Detection of Ni (II) Ion and Lysine [J].
Chen, Yinshuang ;
Feng, Yi ;
Luo, Haoyue ;
Chen, Xinai ;
Lei, Hong ;
Feng, Juhua ;
Liu, Kuan .
JOURNAL OF FLUORESCENCE, 2024,
[34]   Novel NBN-Embedded Polymers and Their Application as Fluorescent Probes in Fe3+ and Cr3+ Detection [J].
Li, Tao ;
Sheng, Yu-Jing ;
Sun, Xiao-Li ;
Wan, Wen-Ming ;
Liu, Yanru ;
Qian, Qingrong ;
Chen, Qinghua .
POLYMERS, 2022, 14 (10)
[35]   Functional star polymers as reagents for efficient nucleic acids delivery into HT-1080 cells [J].
Fus-Kujawa, Agnieszka ;
Teper, Paulina ;
Botor, Malwina ;
Klarzynska, Katarzyna ;
Sieron, Lukasz ;
Verbelen, Bram ;
Smet, Mario ;
Sieron, Aleksander L. ;
Mendrek, Barbara ;
Kowalczuk, Agnieszka .
INTERNATIONAL JOURNAL OF POLYMERIC MATERIALS AND POLYMERIC BIOMATERIALS, 2021, 70 (05) :356-370
[36]   Janus star-shaped siloxane polymers with oriented alkoxy functional groups. Synthesis and properties [J].
Krizhanovskiy, I. N. ;
Frank, I. V. ;
Shkinev, P. D. ;
Khanin, D. A. ;
Malakhova, Y. N. ;
Temnikov, M. N. ;
Anisimov, A. A. .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2024, 1022
[37]   Synthesis of a fluorescent and star-shaped 4-arm PEG with different functional groups at its ends [J].
Lee, Dong-Ik ;
Kim, Chan-Jin ;
Lee, Chang-Ha ;
Ahn, Ik-Sung .
JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY, 2012, 18 (03) :1186-1190
[38]   Tetra dansylamides substituted cyclen and cyclam macrocycles as fluorescent sensing probes for metal ions and temperature-responsive materials in dopped polymers [J].
Pereira-Gomes, Ines ;
Duarte, Frederico ;
Dobrikov, Georgi M. ;
Slavchev, Ivaylo ;
Kurutos, Atanas ;
Capelo-Martinez, Jose Luis ;
Santos, Hugo M. ;
Lodeiro, Carlos .
DYES AND PIGMENTS, 2025, 232
[39]   Sulfur and nitrogen co-doped carbon quantum dots as fluorescent probes for the determination of some pharmaceutically-important nitro compounds [J].
Magdy, Galal ;
Ebrahim, Shaimaa ;
Belal, Fathalla ;
El-Domany, Ramadan A. ;
Abdel-Megied, Ahmed M. .
SCIENTIFIC REPORTS, 2023, 13 (01)
[40]   Quinoline-tagged fluorescent organic probes for sensing of nitro-phenolic compounds and Zn2+ ions at the ppb level [J].
Chakraborty, Gouri ;
Das, Prasenjit ;
Mandal, Sanjay K. .
MATERIALS ADVANCES, 2021, 2 (07) :2334-2346