A versatile and efficient synthesis of bithiophene-based dicarboxaldehydes from a common synthon.

Bithiophene dicarboxaldehydes are promising electron-rich building blocks for the development of arylene vinylene-based organic semiconductors, but their use has been limited due to their synthetic inaccessibility. To facilitate the facile synthesis of these compounds we have prepared a novel functional bithiophene, namely 2,2'-(3,3'-dibromo-[2,2'-bithiophene]-5,5'-diyl)bis(5,5-dimethyl-1,3-dioxane) in two high yielding steps from 3,3',5,5'-tetrabromo-2,2'-bithiophene. This synthon is readily transformed into variety of bithiophene-based dicarboxaldehydes, also in high yields.

Electrochemically Active Polymers for Electrochemical Energy Storage: Opportunities and Challenges.

Polymers have a particularly important place in electrochemical energy storage (EES), not just as the electrolyte, as has been a large focus for solid-state batteries, but also as the electrode. This Viewpoint will introduce how electrochemically active polymers (EAPs) are utilized in electrochemical energy storage with an emphasis on battery cathodes. Recent advances in high capacity EAPs and selected challenges (high voltage stability and ion transport) are presented.

Oxidatively stable polyaniline:polyacid electrodes for electrochemical energy storage.

Conjugated polymers, such as polyaniline, have been widely explored as sensors, electrodes, and conductive fillers. As an electrode material in electrochemical energy storage systems, polyaniline can be subject to irreversible oxidation that reduces cycle life and electrode capacity, thus, limiting its widespread application. Here we present a simple route to produce and prepare polyaniline-based electrodes that are oxidatively stable up to 4.

Synthesis, characterization and photovoltaic properties of poly(thiophenevinylene-alt-benzobisoxazole)s.

Herein we report the synthesis of two solution processible, conjugated polymers containing the benzobisoxazole moiety. The polymers were characterized using (1)H NMR, UV-Vis and fluorescence spectroscopy. Thermal gravimetric analysis shows that the polymers do not exhibit significant weight loss until approximately 300 °C under nitrogen.

Facile synthesis of 2,6-disubstituted benzobisthiazoles: functional monomers for the design of organic semiconductors.

The synthesis of several synthetically useful 2,6-disubstituted benzobisthiazoles is described. The method is based on the Lewis acid-catalyzed ring-closing reaction between substituted orthoesters and diamino benzene dithiol. The resulting benzobisthiazoles are obtained cleanly and in good yields.

An efficient synthesis of 2,6-disubstituted benzobisoxazoles: new building blocks for organic semiconductors.

2,6-Disubstituted benzobisoxazoles have been synthesized by a highly efficient reaction of diaminobenzene diols with various orthoesters. The scope of this new reaction for the synthesis of substituted benzobisoxazoles has been investigated using four different orthoesters. The utility of these compounds as building blocks for the synthesis of conjugated polymers is demonstrated.