Synthesis of a Multifunctional Quinoxaline and Benzodithiophene Bearing Polymer and Its Electrochromic Device Applications,Macromolecular Chemistry and Physics

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Synthesis of a Multifunctional Quinoxaline and Benzodithiophene Bearing Polymer and Its Electrochromic Device Applications
Macromolecular Chemistry and Physics ( IF 2.5 ) Pub Date : 2020-02-18 , DOI: 10.1002/macp.201900470
Mustafa Yasa ₁ , Seher Surmeli ₂ , Tolga Depci ₃ , Levent Toppare _{1,

4,

5,

6} , Serife Ozdemir Hacioglu ₃

Affiliation

A quinoxaline (Qx) and benzodithiophene (BDT) comprising of random copolymers, namely poly(5‐(6‐(5‐(4,8‐bis((2‐ethylhexyl)oxy)benzo[1,2‐b:4,5‐b′]dithiophen‐2‐yl)‐4‐(2‐ethylhexyl)thiophen‐2‐yl)‐4,8‐bis ((2‐ethylhexyl)oxy)benzo[1,2‐b:4,5‐b′]dithiophen‐2‐yl)‐2,3‐bis(3,4‐bis(octyloxy)phenyl)quinoxaline) (PQBT), is synthesized via Stille polycondensation reaction. To investigate the effect of the π‐bridge on the electrochromic properties, 3‐(2‐ethylhexyl) thiophene is incorporated the between Qx and BDT moiety. The resulting random copolymer is characterized by NMR spectroscopy, gel permeation chromatography (GPC), attenuated total reflectance−Fourier‐transform infrared spectroscopy (ATR−FTIR), and scanning electron microscopy (SEM). PQBT exhibits ambipolar and multichromic characteristics and is highly soluble in common solvents. Optoelectronic studies reveal two well‐separated absorption bands having maxima at 500 and 532 nm with 1.83 eV optical band gap (E_g^op). PQBT exhibits orange color in the neutral state with brown, green, and blue colors in the intermediate, oxidized, and reduced states, respectively. Subsequently, a PQBT and poly‐3,4‐ethylenedioxythiophene (PEDOT)‐bearing prototype bilayer electrochromic device working between orange and blue colors is constructed and characterized.

中文翻译：

多功能喹喔啉和苯并二噻吩类聚合物的合成及其电致变色器件的应用

由无规共聚物组成的喹喔啉（Qx）和苯并二噻吩（BDT），即聚（5-（6-（5-（4,8-双（（2-乙基己基）氧基）苯并[1,2-b：4， 5-b']二噻吩-2-基）-4-（2-乙基己基）噻吩-2-基）-4,8-双（（2-乙基己基）氧基）苯并[1,2-b：4,5 [b'] dithiophen-2-yl）-2-，3-双（3,4-双（辛氧基）苯基）喹喔啉）（PQBT）是通过Stille缩聚反应合成的。为了研究π桥对电致变色特性的影响，在Qx和BDT部分之间引入了3-（2-乙基己基）噻吩。所得无规共聚物的特征在于NMR光谱，凝胶渗透色谱（GPC），衰减的全反射率-傅立叶变换红外光谱（ATR-FTIR）和扫描电子显微镜（SEM）。PQBT表现出双极性和多色特性，可高度溶于常见溶剂。È_克^OP）。PQBT在中性状态下显示橙色，在中间，氧化和还原状态下分别显示棕色，绿色和蓝色。随后，构建并表征了在橙色和蓝色之间工作的PQBT和带有聚3,4-亚乙基二氧噻吩（PEDOT）的原型双层电致变色器件。

更新日期：2020-02-18

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