一步合成的π-扩展二酮吡咯并吡咯衍生物的载流子迁移率和发光性质
Carrier Mobility and Luminescence Properties of a One-Step Synthesized π-Extended Diketopyrrolopyrrole Derivative.
作者信息
Nishiyama Tomoki, Yamaoka Taiki, Nakajima Kento, Nakajima Shogo, Goo Zi Lang, Akiyoshi Ryohei, Kitoh-Nishioka Hirotaka, Tanaka Senku, Sugimoto Kunihisa, Tanaka Daisuke, Okubo Takashi
机构信息
Department of Chemistry, Kindai University, 3-4-1 Kowakae, Higashi-Osaka, Osaka 577-8502, Japan.
Department of Applied Chemistry, Kindai University, 3-4-1 Kowakae, Higashi-Osaka, Osaka 577-8502, Japan.
出版信息
ACS Omega. 2025 Mar 11;10(11):11334-11341. doi: 10.1021/acsomega.4c11150. eCollection 2025 Mar 25.
This study demonstrates the one-step synthesis of 4,5,11,12-tetrapentyl-7,14-thieno[3,2-]thieno[3',2':7,8]indolizino[2,1-]indolizine-7,14-dione () from 6-dodecyne and 3,6-di(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-]pyrrole-1,4-dione via Ru-catalyzed CH-NH activation, reported by Gońka et al. in 2019. The synthesized exhibited intense luminescence and broad absorption up to 600 nm owing to the substantial overlap between the HOMO and LUMO orbitals. The high planarity achieved through cyclization further enabled the fabrication of organic field-effect transistors using the vacuum deposition method, demonstrating a hole mobility of μ = 1.6 × 10 cm/(V s). Band calculations using Quantum ESPRESSO with the crystal structure of revealed the increase in valence band dispersion and movement of holes along the columnar direction. The ideal carrier mobility is calculated by the charge transfer rate.
本研究展示了通过钌催化的C-H/N-H活化由6-十二炔和3,6-二(噻吩-2-基)-2,5-二氢吡咯并[3,4-b]吡咯-1,4-二酮一步合成4,5,11,12-四戊基-7,14-噻吩并[3,2-b]噻吩并[3',2':7,8]中氮茚并[2,1-a]中氮茚-7,14-二酮()，这是戈恩卡等人在2019年报道的。合成的产物由于最高占据分子轨道(HOMO)和最低未占分子轨道(LUMO)之间的大量重叠而表现出强烈的发光和高达600 nm的宽吸收。通过环化实现的高平面性进一步使得能够使用真空沉积法制造有机场效应晶体管，其空穴迁移率为μ = 1.6×10⁻³ cm²/(V·s)。使用Quantum ESPRESSO对产物的晶体结构进行能带计算，结果显示价带色散增加以及空穴沿柱状方向移动。理想的载流子迁移率通过电荷转移速率来计算。
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