title: Highly Segregated Lamello-Columnar Mesophase Organizations and Fast Charge Carrier Mobility in New Discotic Donor-Acceptor Triads.
abstract: Four new donor-acceptor triads (D-A-D) based on discotic and arylene mesogens have been synthesized by using Sonogashira coupling and cyclization reactions. This family of triads consists of two side-on pending triphenylene mesogens, acting as the electron-donating groups (D), laterally connected through short lipophilic spacers to a central perylenediimide (PI), benzo[ghi]perylenediimide (BI), or coronenediimide (CI) molecular unit, respectively, playing the role of the electron acceptor (A). All D-A-D triads self-organize to form a lamello-columnar oblique mesophase, with a highly segregated donor-acceptor (D-A) heterojunction organization, consequent to efficient molecular self-sorting. The structure consists in the regular alternation of two disrupted rows of triphenylene columns and a continuous row of diimine species. High-resolution STM images demonstrate that PI-TP2 forms stable 2D self-assembly nanostructures with some various degrees of regularity, whereas the other triads do not self-organize into ordered architectures. The electron-transport mobility of CI-TP2, measured by time-of-flight at 200 °C in the mesophase, is one order of magnitude higher than the hole mobility. By means of this specific molecular designing idea, we realized and demonstrated for the first time the so-called p-n heterojunction at the molecular level in which the electron-rich triphenylene columns act as the hole transient pathways, and the coronenediimide stacks form the electron-transport channels.
authors.affiliation: College of Chemistry and Materials Science, Sichuan Normal University, Jing-An Road 5, Chengdu 610066 (China). kqzhao@sicnu.edu.cn.
authors.forename: Ke-Qing
authors.initials: KQ
authors.lastname: Zhao
authors.affiliation: College of Chemistry and Materials Science, Sichuan Normal University, Jing-An Road 5, Chengdu 610066 (China).
authors.forename: Ling-Ling
authors.initials: LL
authors.lastname: An
authors.affiliation: College of Chemistry and Materials Science, Sichuan Normal University, Jing-An Road 5, Chengdu 610066 (China).
authors.forename: Xiao-Bo
authors.initials: XB
authors.lastname: Zhang
authors.affiliation: College of Chemistry and Materials Science, Sichuan Normal University, Jing-An Road 5, Chengdu 610066 (China).
authors.forename: Wen-Hao
authors.initials: WH
authors.lastname: Yu
authors.affiliation: College of Chemistry and Materials Science, Sichuan Normal University, Jing-An Road 5, Chengdu 610066 (China).
authors.forename: Ping
authors.initials: P
authors.lastname: Hu
authors.affiliation: College of Chemistry and Materials Science, Sichuan Normal University, Jing-An Road 5, Chengdu 610066 (China).
authors.forename: Bi-Qin
authors.initials: BQ
authors.lastname: Wang
authors.affiliation: CAS Key Laboratory of Standardization and Measurement for Nanotechnology, National Center for Nanoscience and Technology (NCNST), 11 Zhongguancun Beiyitiao, Beijing 100190 (China).
authors.forename: Jing
authors.initials: J
authors.lastname: Xu
authors.affiliation: CAS Key Laboratory of Standardization and Measurement for Nanotechnology, National Center for Nanoscience and Technology (NCNST), 11 Zhongguancun Beiyitiao, Beijing 100190 (China). zengqd@nanoctr.cn.
authors.forename: Qing-Dao
authors.initials: QD
authors.lastname: Zeng
authors.affiliation: Inorganic Functional Materials Research Institute, National Institute of Advanced Industrial Science and Technology (AIST), Ikeda, Osaka 563-8577 (Japan).
authors.forename: Hirosato
authors.initials: H
authors.lastname: Monobe
authors.affiliation: Inorganic Functional Materials Research Institute, National Institute of Advanced Industrial Science and Technology (AIST), Ikeda, Osaka 563-8577 (Japan). yo-shimizu@aist.go.jp.
authors.forename: Yo
authors.initials: Y
authors.lastname: Shimizu
authors.affiliation: Institut de Physique et Chimie des Matériaux de Strasbourg (IPCMS), CNRS-Université de Strasbourg (UMR 7504), 23 rue du Loess, BP 43, 67034 Strasbourg Cedex 2 (France).
authors.forename: Benoît
authors.initials: B
authors.lastname: Heinrich
authors.affiliation: Institut de Physique et Chimie des Matériaux de Strasbourg (IPCMS), CNRS-Université de Strasbourg (UMR 7504), 23 rue du Loess, BP 43, 67034 Strasbourg Cedex 2 (France). bertrand.donnio@ipcms.unistra.fr.|Complex Assemblies of Soft Matter Laboratory (COMPASS), CNRS-Solvay, University of Pennsylvania (UMI 3254), CRTB, 350 George Patterson Boulevard, Bristol, PA 19007 (USA). bertrand.donnio@ipcms.unistra.fr.
authors.forename: Bertrand
authors.initials: B
authors.lastname: Donnio
keywords: donor-acceptor systems; mesophases; nanostructures; self-assembly; semiconductors