TY - JOUR
T1 - Light-Triggered, Non-Centrosymmetric Self-Assembly of Aqueous Arylazopyrazoles at the Air–Water Interface and Switching of Second-Harmonic Generation
AU - Nagai, Yuki
AU - Ishiba, Keita
AU - Yamamoto, Ryosuke
AU - Yamada, Teppei
AU - Morikawa, Masa aki
AU - Kimizuka, Nobuo
N1 - Funding Information:
We thank Dr. Sho Ito of ROD (Single Crystal Analysis) Group, Application Laboratories, Rigaku Co. Ltd. for the technical support of the single‐Xray measurements, and Ms. Kazumi Matsuno for technical assistance. This work was supported by JSPS KAKENHI (grant number JP16H06513, JP25220805, JP20H05676), the Ogasawara Foundation for the Promotion of Science & Engineering, and the Innovation inspired by Nature Program of Sekisui Chemical Co. Ltd.
Publisher Copyright:
© 2020 Wiley-VCH GmbH
PY - 2021/3/15
Y1 - 2021/3/15
N2 - Trans-p-methoxy arylazopyrazole spontaneously forms non-centrosymmetric polar crystals, which reversibly undergo liquefaction upon photoisomerization to the cis-isomer. This liquid cis-isomer has a large electric dipole moment and is highly soluble in water (solubility up to ≈58 mM), which is remarkably higher than that of the trans-isomer (690 μM). Vis-light illumination of the aqueous cis-isomer generates macroscopically oriented, non-centrosymmetric crystals at the air–water interface. Polar crystals are also formed in sandwich glass cells (spacing, 20 μm) upon photo-induced crystallization of the liquid cis-isomer. The trans-crystals thus formed showed second harmonic generation (SHG) whose intensity is switched on/off in response to the photo-induced phase transition.
AB - Trans-p-methoxy arylazopyrazole spontaneously forms non-centrosymmetric polar crystals, which reversibly undergo liquefaction upon photoisomerization to the cis-isomer. This liquid cis-isomer has a large electric dipole moment and is highly soluble in water (solubility up to ≈58 mM), which is remarkably higher than that of the trans-isomer (690 μM). Vis-light illumination of the aqueous cis-isomer generates macroscopically oriented, non-centrosymmetric crystals at the air–water interface. Polar crystals are also formed in sandwich glass cells (spacing, 20 μm) upon photo-induced crystallization of the liquid cis-isomer. The trans-crystals thus formed showed second harmonic generation (SHG) whose intensity is switched on/off in response to the photo-induced phase transition.
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U2 - 10.1002/anie.202013650
DO - 10.1002/anie.202013650
M3 - Article
C2 - 33350044
AN - SCOPUS:85100729205
SN - 1433-7851
VL - 60
SP - 6333
EP - 6338
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 12
ER -