Osmanoğullari Sıla Can, Söylemez Saniye, Karakurt Oğuzhan, Özdemir Hacioğlu Serife, Çirpan Ali, Toppare Levent
Department of Chemistry, Faculty of Science, Karadeniz Technical University, Trabzon, Turkiye.
Department of Biomedical Engineering, Faculty of Engineering, Necmettin Erbakan University, Konya, Turkiye.
Turk J Chem. 2023 Sep 28;47(5):1271-1284. doi: 10.55730/1300-0527.3611. eCollection 2023.
Subtle engineering for the generation of a biosensor from a conjugated polymer with the inclusion of fluorine-substituted benzothiadiazole and indole moieties is reported. The engineering includes the electrochemical copolymerization of the indole-6-carboxylic acid () and 5-fluoro-4,7-bis(4-hexylthiophen-2-yl)benzo[][1,2,5]thiadiazole () on the indium tin oxide and graphite electrode surfaces for the investigation of both their electrochemical properties and biosensing abilities with their copolymer counterparts. The intermediates and final conjugated polymers, Poly(M1) , Poly(M2) , and copoly(M1 and M2) , were entirely characterized by H NMR, C NMR, CV, UV-Vis-NIR spectrophotometry, and SEM techniques. HOMO energy levels of electrochemically obtained polymers were calculated from the oxidation onsets in anodic scans as -4.78 eV, -5.23 eV, and -4.89 eV, and optical bandgap (Eg) values were calculated from the onset of the lowest-energy π-π* transitions as 2.26 eV, 1.43 eV, and 1.59 eV for , , and , respectively. By incorporation of fluorine-substituted benzothiadiazole () into the polymer backbone by electrochemical copolymerization, the poor electrochemical properties of were remarkably improved. The polymer demonstrated striking electrochemical properties such as a lower optical band gap, red-shifted absorption, multielectrochromic behavior, a lower switching time, and higher optical contrast. Overall, the newly developed copolymer, which combined the features of each monomer, showed superior electrochemical properties and was tested as a glucose-sensing framework, offering a low detection limit (0.011 mM) and a wide linear range (0.05-0.75 mM) with high sensitivity (44.056 μA mM cm).
报道了一种巧妙的工程方法,用于从包含氟取代苯并噻二唑和吲哚部分的共轭聚合物制备生物传感器。该工程包括在氧化铟锡和石墨电极表面将吲哚 - 6 - 羧酸()和5 - 氟 - 4,7 - 双(4 - 己基噻吩 - 2 - 基)苯并[][1,2,5]噻二唑()进行电化学共聚,以研究它们及其共聚物对应物的电化学性质和生物传感能力。中间体和最终的共轭聚合物,聚(M1)、聚(M2)和共聚(M1和M2),通过1H NMR、13C NMR、循环伏安法(CV)、紫外 - 可见 - 近红外分光光度法和扫描电子显微镜(SEM)技术进行了全面表征。通过阳极扫描中的氧化起始点计算得到电化学制备的聚合物的最高占据分子轨道(HOMO)能级分别为 - 4.78 eV、 - 5.23 eV和 - 4.89 eV,并且从最低能量π - π*跃迁的起始点计算得到光学带隙(Eg)值,对于、和分别为2.26 eV、1.43 eV和1.59 eV。通过电化学共聚将氟取代苯并噻二唑()引入聚合物主链,显著改善了的不良电化学性质。聚合物表现出显著的电化学性质,如较低的光学带隙、红移吸收、多电致变色行为、较短的切换时间和较高的光学对比度。总体而言,新开发的共聚物结合了每个单体的特性,表现出优异的电化学性质,并作为葡萄糖传感框架进行了测试,具有低检测限(0.011 mM)和宽线性范围(0.05 - 0.75 mM)以及高灵敏度(44.056 μA mM - 1 cm - 2)。