Romito Deborah, Fresta Elisa, Cavinato Luca M, Kählig Hanspeter, Amenitsch Heinz, Caputo Laura, Chen Yusheng, Samorì Paolo, Charlier Jean-Christophe, Costa Rubén D, Bonifazi Davide
Department of Organic Chemistry, Faculty of Chemistry, University of Vienna, Währinger Straße 38, 1090, Vienna, Austria.
Technical University of Munich, Chair of Biogenic Functional Materials, Schulgasse 22, 94315, Straubing, Germany.
Angew Chem Int Ed Engl. 2022 Sep 19;61(38):e202202137. doi: 10.1002/anie.202202137. Epub 2022 Apr 28.
This work describes the design and synthesis of a π-conjugated telluro[3,2-β][1]-tellurophene-based synthon that, embodying pyridyl and haloaryl chalcogen-bonding acceptors, self-assembles into nanoribbons through chalcogen bonds. The ribbons π-stack in a multi-layered architecture both in single crystals and thin films. Theoretical studies of the electronic states of chalcogen-bonded material showed the presence of a local charge density between Te and N atoms. OTFT-based charge transport measurements showed hole-transport properties for this material. Its integration as a p-type semiconductor in multi-layered Cu -based light-emitting electrochemical cells (LECs) led to a 10-fold increase in stability (38 h vs. 3 h) compared to single-layered devices. Finally, using the reference tellurotellurophene congener bearing a C-H group instead of the pyridyl N atom, a herringbone solid-state assembly is formed without charge transport features, resulting in LECs with poor stabilities (<1 h).
这项工作描述了一种基于π共轭碲[3,2-β][1]碲吩的合成子的设计与合成,该合成子包含吡啶基和卤代芳基硫族元素键合受体,通过硫族元素键自组装成纳米带。这些纳米带在单晶和薄膜中以多层结构进行π堆积。硫族元素键合材料电子态的理论研究表明,碲(Te)和氮(N)原子之间存在局部电荷密度。基于有机薄膜晶体管(OTFT)的电荷传输测量表明该材料具有空穴传输特性。将其作为p型半导体集成到多层铜基发光电化学电池(LEC)中,与单层器件相比,稳定性提高了10倍(38小时对3小时)。最后,使用带有C-H基团而非吡啶基氮原子的碲碲吩同系物作为参考,形成了没有电荷传输特性的人字形固态组装体,导致LEC的稳定性较差(<1小时)。