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Synthesis of novel coumarin containing conjugated fluorescent polymers by Suzuki cross-coupling reactions and their chemosensing studies for iron and mercury ions
Polymer ( IF 4.1 ) Pub Date : 2021-01-15 , DOI: 10.1016/j.polymer.2021.123415
Prabhas Bhaumick , Asim Jana , Lokman H. Choudhury

Conjugated fluorescent polymers are very useful materials for chemical and biochemical sensors. Herein we report the synthesis of four novel conjugated coumarin-containing fluorescent co-polymers (P1P4) by palladium catalyzed Suzuki-Miyaura cross-coupling reaction. 4-Methyl/phenyl coumarin ditriflates and diboronic acids such as benzene-1,4-diboronic acid and 9,9-dioctylfluorene-2,7-diboronic acid were used as coupling partners. All the polymers were well-characterized using NMR and gel permeation chromatography. TGA studies revealed that these polymers are stable over 300 °C. The photophysical properties of these novel polymers were studied by UV–Vis and fluorescence spectroscopy. Among these four polymers, polymer P3 having 4-methylcoumarin and dioctylfluorene as alternating monomers showed intense fluorescence with 0.73 quantum yield in the DMF medium. Polymer P3 was also found as selective fluorescence “turned-off” chemosensor for the detection of Hg(II) and Fe(II)/Fe(III) ions over the other metal ions dissolved in water.



中文翻译:

Suzuki交叉偶联反应合成新型含香豆素的共轭荧光聚合物及其对铁和汞离子的化学传感研究

共轭荧光聚合物是用于化学和生化传感器的非常有用的材料。在本文中,我们报道了通过钯催化的Suzuki-Miyaura交叉偶联反应合成四种新颖的含香豆素的荧光共聚物(P1 - P4)。使用4-甲基/苯基香豆素二氟甲磺酸和二硼酸,例如苯-1,4-二硼酸和9,9-二辛基芴-2,7-二硼酸作为偶联伴侣。使用NMR和凝胶渗透色谱法对所有聚合物进行充分表征。TGA研究表明,这些聚合物在300°C的温度下稳定。这些新型聚合物的光物理性质通过紫外可见光谱和荧光光谱法进行了研究。在这四种聚合物中,聚合物P3具有4-甲基香豆素和二辛基芴作为交替单体的化合物在DMF介质中显示出强荧光,量子产率为0.73。聚合物P3还被用作选择性荧光“关闭”化学传感器,用于检测Hg(II)和Fe(II)/ Fe(III)离子,而不是溶解在水中的其他金属离子。

更新日期:2021-02-10
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