1311140-80-3Relevant academic research and scientific papers
Synthesis of large ring 3,4-alkylenedioxythiophenes (ADOT) derivatives via Mitsunobu reaction
Xu, Zhaochao,Kang, Joo-Hee,Wang, Fang,Paek, Seung-Min,Hwang, Seong-Ju,Kim, Youngmee,Kim, Sung-Jin,Choy, Jin-Ho,Yoon, Juyoung
supporting information; experimental part, p. 2823 - 2825 (2011/06/21)
Poly(3,4-ethylenedioxythiophene) (PEDOT) stands out for its optimized conductivity, stability, and high degree of transparency which has led to its successful commercialization. These excellent properties of PEDOT are mostly ascribed to the alkylenedioxy bridge across the 3- and 4-positions, and thus much effort has been dedicated to synthesizing 3,4-ethylenedioxythiophene (EDOT) analogs. However, only few homologous compounds were successfully synthesized, such as 3,4-propylenedioxythiophene (PrDOT) or 3,4-(1,4-butylenedioxy)thiophene (BuDOT). In this Letter, we use Mitsunobu reaction to synthesize a series of 3,4-alkylenedioxythiophenes (ADOTs) derivatives with 8- to 16-membered rings. The eight-membered compounds were obtained in high or excellent yield. We also found that the 9- to 16-membered EDOT analogs were obtained in relatively low yield because of the competitive reaction to make dimers. Our method provides an easy way to modify ethylenedioxythiophenes (EDOTs), and these obtained ADOTs compounds are promising building blocks for the synthesis of functional π-conjugated systems used in material chemistry.
A dual-polymer electrochromic device with high coloration efficiency and fast response time: Poly(3,4-(1,4-butylene-(2-ene)dioxy)thiophene)-polyaniline ECD
Kang, Joo-Hee,Xu, Zhaochao,Paek, Seung-Min,Wang, Fang,Hwang, Seong-Ju,Yoon, Juyoung,Choy, Jin-Ho
supporting information; experimental part, p. 2123 - 2129 (2011/10/12)
A new dual-polymer electrochromic device (ECD) composed of poly(3,4-(1,4-butylene-(2-ene)dioxy)thiophene) (PBueDOT) and polyaniline (PANI) with a hydrophobic molten salt electrolyte has been developed. To build this system, an alkylenedioxy ring in the BueDOT backbone was expanded to include a strongly electron-donating alkylenedioxy bridge, and the thickness and surface morphology of the corresponding PBueDOT film were controlled systematically. Not only the dual-electrochromic-polymer-electrode system, but also the expanded alkylenedioxy ring in the BueDOT backbone, synergistically improved the electrochromic performance. From the coloration efficiency (CE) value calculations, we found that the CE was enhanced up to 930 cm2 C -1. Furthermore, these ECDs showed an extremely fast response time of less than 80 ms.
