The synthesis of tetraarylethylene-based conjugated polymers for the application of fluorescence sensing towards nitroaromatics†

IF 4.1 2区化学 Q2 POLYMER SCIENCE

Polymer Chemistry Pub Date : 2024-09-20 DOI:10.1039/d4py00821a

Rentuya Wu , Xiaosong Sun , Wenyue Dong , Yanwei Li , Qian Duan , Teng Fei

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Abstract

Using the Suzuki cross-coupling method, the tetraarylethylene-based conjugated polymers PT-F and PT-Cz were synthesized by reacting 9-(dibromomethylene)-9H-thioxanthene with (9,9-dihexyl-9H-fluorene-2,7-diyl)diboronic acid and 9-heptyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole ester, respectively. PT-F and PT-Cz exhibit significant aggregation-induced emission (AIE) properties, with fluorescence quantum yields 184 times and 74 times higher in THF/H₂O (2/8, v/v) than in pure THF, respectively, attributed to the introduction of the tetraarylethylene units. The sensing performance of the polymers towards 2,4,6-trinitrophenol (TNP) was investigated. The quenching constants for the detection of TNP based on PT-F and PT-Cz in THF/H₂O (2/8, v/v) are 1.20 × 10⁵ M⁻¹ and 2.04 × 10⁵ M⁻¹, with detection limits of 0.12 μM and 0.07 μM, respectively. Moreover, PT-F and PT-Cz achieve selective detection and anti-interference detection of TNP against other common nitro-compounds and common ions. Furthermore, the spiking/recovery data show the recovery rates for TNP based on the two polymers in different water samples ranging from 93.20% to 107.80%, and the result is verified by a t-test.

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用于硝基芳烃荧光传感的四芳基乙烯基共轭聚合物的合成

利用铃木交叉偶联法，通过 9-(二溴亚基)-9H-噻吨与 (9、9-二己基-9H-芴-2,7-二基）二硼酸和 9-庚基-3,6-双（4,4,5,5-四甲基-1,3,2-二氧杂硼烷-2-基）-9H-咔唑酯反应合成的。PT-F 和 PT-Cz 具有显著的聚集诱导发射（AIE）特性，在 THF/H2O (2/8, V/V) 中的荧光量子产率分别是纯 THF 中的 184 倍和 74 倍，这与引入了四芳基乙烯单元有关。研究还考察了聚合物对 2,4,6-三硝基苯酚（TNP）的传感性能。在 THF/H2O (2/8, V/V) 中，基于 PT-F 和 PT-Cz 的 TNP 检测淬灭常数分别为 1.20×105 M-1 和 2.04×105 M-1，检测限分别为 0.12 μM 和 0.07 μM。此外，PT-F 和 PT-Cz 对其他常见硝基化合物和常见离子实现了 TNP 的选择性检测和抗干扰检测。此外，spiking/回收率数据表明，基于这两种聚合物的 TNP 在不同水样中的回收率为 93.20% 至 107.80%，并通过 t 检验验证了这一结果。

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来源期刊

Polymer Chemistry POLYMER SCIENCE-

CiteScore

8.60

自引率

8.70%

发文量

535

审稿时长

1.7 months

期刊介绍： Polymer Chemistry welcomes submissions in all areas of polymer science that have a strong focus on macromolecular chemistry. Manuscripts may cover a broad range of fields, yet no direct application focus is required.