Xie Jiajun, Shi Ke, Cai Kang, Zhang Di, Wang Jie-Yu, Pei Jian, Zhao Dahui
Beijing National Laboratory for Molecular Sciences , Centre of Soft Matter Science and Engineering , Key Lab of Polymer Chemistry & Physics of Ministry of Education , College of Chemistry , Peking University , China . Email:
Chem Sci. 2016 Jan 1;7(1):499-504. doi: 10.1039/c5sc03045e. Epub 2015 Oct 6.
A novel hetero-polycyclic aromatic compound manifesting strong near-infrared (NIR) absorption as well as high-performance n-type semiconducting properties is developed. With an exceptionally low LUMO level at -4.7 eV, this NIR dye ( ≈ 1100 nm, ≈ 10 mol L cm) exhibits adequate stability under ambient conditions, with electron mobility up to 0.96 cm V s measured in solution-processed organic field-effect transistors. A special metal-free C-C coupling serves as a pivotal step in constructing the polycyclic π-framework of this low-bandgap chromophore, by fusing an electron-deficient naphthalenediimide moiety with an electron-donating naphthalenediamine. Such a rare combination of extraordinary optical and semiconductive attributes is quite valuable for organic small molecules, and promising for unique applications in the opto-electronic field.
一种新型杂多环芳烃化合物被研发出来，它表现出强烈的近红外（NIR）吸收以及高性能的n型半导体特性。这种近红外染料的最低未占分子轨道（LUMO）能级极低，为-4.7 eV，在≈1100 nm处（≈10 mol L⁻¹ cm⁻¹），在环境条件下表现出足够的稳定性，在溶液处理的有机场效应晶体管中测得的电子迁移率高达0.96 cm² V⁻¹ s⁻¹。一种特殊的无金属C-C偶联是构建这种低带隙发色团多环π框架的关键步骤，通过将缺电子的萘二酰亚胺部分与供电子的萘二胺融合。这种非凡的光学和半导体属性的罕见组合对有机小分子非常有价值，并有望在光电子领域有独特的应用。
