Light-Triggered, Non-Centrosymmetric Self-Assembly of Aqueous Arylazopyrazoles at the Air–Water Interface and Switching of Second-Harmonic Generation

Yuki Nagai, Keita Ishiba, Ryosuke Yamamoto, Teppei Yamada, Masa aki Morikawa, Nobuo Kimizuka

Research output: Contribution to journalArticlepeer-review

Abstract

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.

Original languageEnglish
Pages (from-to)6333-6338
Number of pages6
JournalAngewandte Chemie - International Edition
Volume60
Issue number12
DOIs
Publication statusPublished - Mar 15 2021

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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