title: Elucidation of the structure-property relationship of p-type organic semiconductors through rapid library construction via a one-pot, Suzuki-Miyaura coupling reaction.
abstract: The elucidation of the structure-property relationship is an important issue in the development of organic electronics. Combinatorial synthesis and the evaluation of systematically modified compounds is a powerful tool in the work of elucidating structure-property relationships. In this manuscript, D-π-A structure, 32 p-type organic semiconductors were rapidly synthesized via a one-pot, Suzuki-Miyaura coupling with subsequent Knoevenagel condensation. Evaluation of the solubility and photovoltaic properties of the prepared compounds revealed that the measured solubility was strongly correlated with the solubility parameter (SP), as reported by Fedors. In addition, the SPs were correlated with the Jsc of thin-film organic solar cells prepared using synthesized compounds. Among the evaluated photovoltaic properties of the solar cells, Jsc and Voc had strong correlations with the photoconversion efficiency (PCE).
authors.affiliation: Department of Applied Chemistry, Tokyo Institute of Technology , Tokyo 152-8552, Japan.
authors.forename: Shinichiro
authors.initials: S
authors.lastname: Fuse
authors.forename: Keisuke
authors.initials: K
authors.lastname: Matsumura
authors.forename: Atsushi
authors.initials: A
authors.lastname: Wakamiya
authors.forename: Hisashi
authors.initials: H
authors.lastname: Masui
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Tanaka
authors.forename: Susumu
authors.initials: S
authors.lastname: Yoshikawa
authors.forename: Takashi
authors.initials: T
authors.lastname: Takahashi
mesh_terms: D015394:Molecular Structure; D009930:Organic Chemicals / Q000138:chemical synthesis / Q000737:chemistry*; D012666:Semiconductors; D054852:Small Molecule Libraries / Q000138:chemical synthesis* / Q000737:chemistry*; D012993:Solar Energy; D012995:Solubility
chemical_list: D009930:Organic Chemicals; D054852:Small Molecule Libraries
keywords: Suzuki−Miyaura coupling; one-pot; p-type semiconductor; structure−property relationship