84-40-2Relevant articles and documents
High-Performance Ambipolar Polymers Based on Electron-Withdrawing Group Substituted Bay-Annulated Indigo
Yang, Jie,Jiang, Yaqian,Tu, Zeyi,Zhao, Zhiyuan,Chen, Jinyang,Yi, Zhengran,Li, Yifan,Wang, Shuai,Yi, Yuanping,Guo, Yunlong,Liu, Yunqi
, (2019/01/05)
For donor–acceptor conjugated polymers, it is an effective strategy to improve their electron mobilities by introducing electron-withdrawing groups (EWGs, such as F, Cl, or CF3) into the polymer backbone. However, the introduction of different EWGs always requires a different synthetic approach, leading to additional arduous work. Here, an effective two-step method is developed to obtain EWG substituted bay-annulated indigo (BAI) units. This method is effective to introduce various EWGs (F, Cl, or CF3) into BAI at different substituted positions. Based on this method, EWG substituted BAI acceptors, including 2FBAI, 2ClBAI, and 2CF3BAI, are reported for the first time. Furthermore, four polymers of PBAI-V, P2FBAI-V, P2ClBAI-V, and P4OBAI-V are developed. All the polymers show ambipolar transport properties. Particularly, P2ClBAI-V exhibits remarkable hole and electron mobilities of 4.04 and 1.46 cm2 V?1 s?1, respectively. These mobilities are among the highest values for BAI-based polymers.
Peroxygenase and oxidase activities of dehaloperoxidase-hemoglobin from Amphitrite ornata
Barrios, David A.,D'Antonio, Jennifer,McCombs, Nikolette L.,Zhao, Jing,Franzen, Stefan,Schmidt, Andreas C.,Sombers, Leslie A.,Ghiladi, Reza A.
supporting information, p. 7914 - 7925 (2014/06/23)
The marine globin dehaloperoxidase-hemoglobin (DHP) from Amphitrite ornata was found to catalyze the H2O2-dependent oxidation of monohaloindoles, a previously unknown class of substrate for DHP. Using 5-Br-indole as a representative substrate, the major monooxygenated products were found to be 5-Br-2-oxindole and 5-Br-3-oxindolenine. Isotope labeling studies confirmed that the oxygen atom incorporated was derived exclusively from H2O2, indicative of a previously unreported peroxygenase activity for DHP. Peroxygenase activity could be initiated from either the ferric or oxyferrous states with equivalent substrate conversion and product distribution. It was found that 5-Br-3-oxindole, a precursor of the product 5-Br-3-oxindolenine, readily reduced the ferric enzyme to the oxyferrous state, demonstrating an unusual product-driven reduction of the enzyme. As such, DHP returns to the globin-active oxyferrous form after peroxygenase activity ceases. Reactivity with 5-Br-3-oxindole in the absence of H2O2 also yielded 5,5′-Br2-indigo above the expected reaction stoichiometry under aerobic conditions, and O2-concentration studies demonstrated dioxygen consumption. Nonenzymatic and anaerobic controls both confirmed the requirements for DHP and molecular oxygen in the catalytic generation of 5,5′-Br2-indigo, and together suggest a newly identified oxidase activity for DHP.
High performance ambipolar organic field-effect transistors based on indigo derivatives
Pitayatanakul, Oratai,Higashino, Toshiki,Kadoya, Tomofumi,Tanaka, Masaki,Kojima, Hirotaka,Ashizawa, Minoru,Kawamoto, Tadashi,Matsumoto, Hidetoshi,Ishikawa, Ken,Mori, Takehiko
, p. 9311 - 9317 (2015/01/09)
A bio-inspired organic semiconductor 5,5′-diphenylindigo shows excellent and well-balanced ambipolar transistor properties; its hole and electron mobilities are 0.56 and 0.95 cm2 V-1 s-1, respectively. The enhanced performance is attributed to the extended π-π overlap of the phenyl groups as well as the characteristic packing pattern that is a hybrid of the herringbone and brickwork structures. The ambipolar transistor characteristics are analyzed considering its operating regions, where a large unipolar saturated region appears due to the difference of the electron and hole threshold voltages.