Poly(triphenyl ethene) and poly(tetraphenyl ethene): synthesis, aggregation-induced emission property and application as paper sensors for effective nitro-compounds detection
Poly(triphenyl ethene) and poly(tetraphenyl ethene): synthesis, aggregation-induced emission property and application as paper sensors for effective nitro-compounds detection
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DOI：
10.1039/c6py01358a
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发表时间：
2016-10
影响因子：
4.6
通讯作者：
Hui Zhou;Xiaobai Wang;Tingting Lin;Jing Song;B. Tang;Jianwei Xu
中科院分区：
文献类型：
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作者：
Hui Zhou;Xiaobai Wang;Tingting Lin;Jing Song;B. Tang;Jianwei Xu
以2，2-二溴乙烯-1，1-二基二苯为原料，通过Suzuki偶联反应合成了两种具有聚集诱导发光（AIE）活性的聚合物聚三苯乙烯（PTriPE）和聚四苯乙烯（PTPE）。聚合物PTriPE和PTPE的数均分子量为10 100-17 400，多分散指数为1.5-1.7，可溶于普通有机溶剂。THF/H2O混合物中的聚合物能够形成非常稳定的纳米颗粒，即使在4 °C下储存数月也没有观察到团聚。在THF-H2O混合溶剂中，PTriPE和PTPE的AIE活性明显高于相应的小分子1，1，2，2-四苯乙烯（TPE）和4，4 ′-（2，2-二苯基乙烯-1，1-二基）联苯（DPDB）。聚合物纳米颗粒在四氢呋喃/水混合物中的荧光可以被各种硝基化合物猝灭，其中PTriPE纳米颗粒比PTPE表现出更好的荧光猝灭响应。由PTriPE纳米颗粒形成的膜显示出对硝基化合物的合理的荧光猝灭响应，例如，在2，4，6-三硝基甲苯蒸气的情况下，尽管其厚度接近微米级，但其荧光猝灭响应为1.5ppb。此外，基于PTriPE的纸传感器是由其聚合物纳米颗粒溶液制成的，并且在聚合物表面浓度低至1.0 μg cm−2的情况下仍然有效地检测小于1 ng的各种硝基化合物，使其成为快速，廉价，最重要的是高度灵敏的硝基化合物爆炸物检测的有用工具。
Two unique aggregation-induced emission (AIE) active polymers poly(triphenyl ethene) (PTriPE) and poly(tetraphenyl ethene) (PTPE), comprising sole repeating units, triphenyl and tetraphenyl, respectively, were synthesized through the Suzuki coupling of (2,2-dibromoethene-1,1-diyl)dibenzene and related di-boronic acid or ester compounds. The polymers PTriPE and PTPE had number-molecular weights (10 100–17 400) with polydispersity indices of 1.5–1.7, and they were soluble in common organic solvents. The polymers in THF/H2O mixtures were able to form remarkably stable nanoparticles and no agglomeration was observed even when stored at 4 °C for several months. The polymer PTriPE and PTPE exhibited much more significant AIE activities when compared to their corresponding small AIE molecule 1,1,2,2-tetraphenylethene (TPE) and 4,4′-(2,2-diphenylethene-1,1-diyl)dibiphenyl (DPDB) in THF–H2O mixtures. The fluorescence of polymer nanoparticles in THF/H2O mixture could be quenched by various nitro-compounds, and PTriPE nanoparticles demonstrated a better fluorescence quenching response than PTPE. The film formed by PTriPE nanoparticles showed a reasonable fluorescence quenching response to nitro-compounds, for example, ∼5 ppb in the case of 2,4,6-trinitrotoluene vapor, despite its thickness approaching the micrometer level. Furthermore, PTriPE-based paper sensors were fabricated from its polymer nanoparticles’ solution, and is still effective with a polymer surface concentration as low as 1.0 μg cm−2 in detecting various nitro-compounds at a scale less than 1 ng, making it a useful tool for a quick, inexpensive and most importantly, highly sensitive detection of nitro-compounds based explosives.