Two-step photomechanical motion of a dibenzobarrelene crystal

Takuya Taniguchi, Ayumi Kubota, Tatsuya Moritoki, Toru Asahi, Hideko Koshima

Research output: Contribution to journalArticle

Abstract

Photomechanical crystals are interesting from both basic and applied perspectives, and thus it is important to develop new examples. We investigated the photomechanical bending behaviour of a photochromic crystal of a dibenzobarrelene derivative. When a plate-like crystal was irradiated with ultraviolet (UV) light at 365 nm, two-step bending was observed. In the first step, the crystal quickly bent away from the light source, with an accompanying crystal colour change from colourless to purple. In the second step, under prolonged UV light, the bending returned slowly and then the crystal bent up towards the opposite direction, accompanied by an additional colour change to light yellow. Spectroscopic measurements and X-ray crystallographic analysis suggested that a long-lived biradical species is generated immediately upon UV light irradiation via a Norrish type II intramolecular hydrogen abstraction, and then the final photoproducts are formed under continuous UV exposure. X-ray crystallographic analysis before and after UV light irradiation for a few seconds revealed that the longitudinal axis (a axis) of the crystal elongated slightly after irradiation, which is consistent with the direction of the first-step bending. Based on these results, we propose that first-step bending could be induced by a biradical species, generated via a Norrish type II intramolecular hydrogen abstraction, and the second-step bending could originate from the formation of a mixture of final photoproducts under prolonged light irradiation.

Original languageEnglish
Pages (from-to)34314-34320
Number of pages7
JournalRSC Advances
Volume8
Issue number60
DOIs
Publication statusPublished - 2018 Jan 1

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Crystals
Irradiation
Hydrogen
Color
X rays
Light sources
Derivatives
Ultraviolet Rays
Direction compound

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

Taniguchi, T., Kubota, A., Moritoki, T., Asahi, T., & Koshima, H. (2018). Two-step photomechanical motion of a dibenzobarrelene crystal. RSC Advances, 8(60), 34314-34320. https://doi.org/10.1039/C8RA06639F

Two-step photomechanical motion of a dibenzobarrelene crystal. / Taniguchi, Takuya; Kubota, Ayumi; Moritoki, Tatsuya; Asahi, Toru; Koshima, Hideko.

In: RSC Advances, Vol. 8, No. 60, 01.01.2018, p. 34314-34320.

Research output: Contribution to journalArticle

Taniguchi, T, Kubota, A, Moritoki, T, Asahi, T & Koshima, H 2018, 'Two-step photomechanical motion of a dibenzobarrelene crystal', RSC Advances, vol. 8, no. 60, pp. 34314-34320. https://doi.org/10.1039/C8RA06639F
Taniguchi T, Kubota A, Moritoki T, Asahi T, Koshima H. Two-step photomechanical motion of a dibenzobarrelene crystal. RSC Advances. 2018 Jan 1;8(60):34314-34320. https://doi.org/10.1039/C8RA06639F
Taniguchi, Takuya ; Kubota, Ayumi ; Moritoki, Tatsuya ; Asahi, Toru ; Koshima, Hideko. / Two-step photomechanical motion of a dibenzobarrelene crystal. In: RSC Advances. 2018 ; Vol. 8, No. 60. pp. 34314-34320.
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