学術雑誌論文 High-fidelity self-assembly pathways for hydrogen-bonding molecular semiconductors

福島, 孝典  ,  Fukushima, Takanori  ,  梶谷, 孝  ,  Kajitani, Takashi  ,  Xu, Lin  ,  Mika, Suzuki  ,  Yamauchi, Mitsuaki  ,  Karatsu, Takashi  ,  Kizaki, Takahiro  ,  Tani, Yuki  ,  Nakayama, Ken-ichi  ,  Suzuki, Mitsuharu  ,  Yamada, Hiroko  ,  Kikkawa, Yoshihiro  ,  Yagai, Shiki

内容記述
The design of molecular systems with high-fidelity self-assembly pathways that include several levels of hierarchy is of primary importance for the understanding of structure-function relationships, as well as for controlling the functionality of organic materials. Reported herein is a high-fidelity self-assembly system that comprises two hydrogen-bonding molecular semiconductors with regioisomerically attached short alkyl chains. Despite the availability of both discrete cyclic and polymeric linear hydrogen-bonding motifs, the two regioisomers select one of the two motifs in homogeneous solution as well as at the 2D-confined liquid-solid interface. This selectivity arises from the high directionality of the involved hydrogen-bonding interactions, which renders rerouting to other self-assembly pathways difficult. In thin films and in the bulk, the resulting hydrogen-bonded assemblies further organize into the expected columnar and lamellar higher-order architectures via solution processing. The contrasting organized structures of these regioisomers are reflected in their notably different miscibility with soluble fullerene derivatives in the solid state. Thus, electron donor-acceptor blend films deliver a distinctly different photovoltaic performance, despite their virtually identical intrinsic optoelectronic properties. Currently, we attribute this high-fidelity control via self-assembly pathways to the molecular design of these supramolecular semiconductors, which lacks structure-determining long aliphatic chains.

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