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ProTOT: Synthesis of the Missing Member of the 3,4-Chalcogen Substituted Bridged Thiophenes and its Utilization in Donor-Acceptor Polymers
Polymer ( IF 4.6 ) Pub Date : 2020-10-09 , DOI: 10.1016/j.polymer.2020.123076
Figen V. Yaylali , Hande Ozel , Yasemin A. Udum , Levent Toppare , Saniye Soylemez , Gorkem Gunbas

Synthesis of sulfur containing derivatives of bridged dioxythiophene based polymers (PEDOT and PProDOT) and their applications in electrochromism have been pursued in recent years with promising results. Interestingly, synthesis of 3,4-dihydro-2H-thieno[3,4-b][1,4]oxathiepine (ProTOT) has not been pursued. Here we describe the synthesis of this novel electron rich monomer and D-A-D type monomer that contain ProTOT as the donor and benzo[c][1,2,5]thiadiazole as the acceptor. ProTOT cannot be electrochemically polymerized to yield the corresponding polymer PProTOT. However, the D-A-D monomer utilizing ProTOT as the donor unit was electropolymerized successfully to yield P(ProTThia) and its electrochromic properties and performance in amperometric biosensors have been investigated. P(ProTThia) was shown to be both p and n-dopable with 4 distinctly different colors at different redox states. P(ProTThia) showed a promising optical contrast of 35% in the visible region and excellent optical contrast of 80% in the NIR region. A novel amperometric biosensor for the detection of glucose consisting of P(ProTThia), chitosan (CHIT) and multi-walled carbon nanotubes (MWCNT) was also constructed. Herein, for the first time, we propose that a specific combination of this trio can be used as an inexpensive alternative and effective way to fabricate highly sensitive and fast response glucose biosensors. The proposed glucose sensing system possessed superior properties with KMapp value of 0.05 mM, 32 μM limit of detection and 63.76 μA mM-1 cm-2 sensitivity which was also tested with a commercial beverage sample to ratify the feasibility of the proposed sensor.



中文翻译:

ProTOT:3,4-硫族元素取代的桥接噻吩的缺失成员的合成及其在供体-受体聚合物中的利用

近年来,已寻求桥接的二氧噻吩基聚合物(PEDOT和PProDOT)的含硫衍生物的合成及其在电致变色中的应用,并取得了令人鼓舞的结果。有趣的是,3,4-dihydro-2 H -thieno [3,4- b的合成尚未研究] [1,4]奥沙地平(ProTOT)。在这里,我们描述了这种新型的富电子单体和DAD型单体的合成,其中ProTOT为供体,苯并[c] [1,2,5]噻二唑为受体。ProTOT无法进行电化学聚合以生成相应的聚合物PProTOT。然而,利用ProTOT作为供体单元的DAD单体成功地电聚合生成P(ProTThia),并研究了其电致变色特性和在安培生物传感器中的性能。P(ProTThia)被显示为p和n可掺杂的,在不同的氧化还原状态下有4种明显不同的颜色。P(ProTThia)在可见光区域显示出有希望的35%的光学对比度,在NIR区域显示出80%的出色光学对比度。还构建了一种新型的用于检测葡萄糖的安培生物传感器,该传感器由P(ProTThia),壳聚糖(CHIT)和多壁碳纳米管(MWCNT)组成。在此,我们首次提出,该三者的特定组合可以用作制造高灵敏度和快速响应的葡萄糖生物传感器的廉价替代和有效方式。提出的葡萄糖感测系统具有K的优越性能M app值为0.05 mM,检测极限为32μM,灵敏度为63.76μAmM -1 cm -2,还用商业饮料样品进行了测试,以证明所提出传感器的可行性。

更新日期:2020-10-11
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