Unusual piezochromic fluorescence of a distyrylpyrazine derivative crystals: phase transition through [2 + 2] photocycloaddition under UV irradiation

Abstract The piezochromic fluorescence (FL) of a distyrylpyrazine derivative, 2,3-diisocyano-5,6-distyrylpyrazine (DSP), was investigated in this study. Depending on the recrystallization method, DSP afforded two different crystals with green and orange FL emission. The orange color FL emission crys...

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Autores principales: Young-Jae Jin, Hyosang Park, Byung-Chun Moon, Jae Hong Kim, Wang-Eun Lee, Chang-Lyoul Lee, Giseop Kwak
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Publicado: Nature Portfolio 2021
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Acceso en línea:https://doaj.org/article/6854d9cebce549a3b2e1b971369e7f88
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spelling oai:doaj.org-article:6854d9cebce549a3b2e1b971369e7f882021-12-02T10:44:09ZUnusual piezochromic fluorescence of a distyrylpyrazine derivative crystals: phase transition through [2 + 2] photocycloaddition under UV irradiation10.1038/s41598-021-81562-42045-2322https://doaj.org/article/6854d9cebce549a3b2e1b971369e7f882021-02-01T00:00:00Zhttps://doi.org/10.1038/s41598-021-81562-4https://doaj.org/toc/2045-2322Abstract The piezochromic fluorescence (FL) of a distyrylpyrazine derivative, 2,3-diisocyano-5,6-distyrylpyrazine (DSP), was investigated in this study. Depending on the recrystallization method, DSP afforded two different crystals with green and orange FL emission. The orange color FL emission crystal (O-form) was easily converted to the green color FL emission one (G-form) by manual grinding. The G-form was also converted to a slightly different orange color FL emission crystal (RO-form) by a weak UV irradiation. When the RO-form was ground again, the G-form was regenerated. The FL colors changed between the G- and RO-forms over several ten times by repeated mechanical grinding and UV irradiation. The FL, UV–visible, 1H-NMR and XRD results showed that the O (or RO)-to-G transformation induced by mechanical stress results from the change of degree of molecular stacking from dense molecular stacking structure to relatively loose molecular stacking structure, whereas the G-to-RO reconversion by UV irradiation results from return to dense molecular stacking structure again due to lattice movement (lattice slipping) allowed by photocycloaddition in solid-state.Young-Jae JinHyosang ParkByung-Chun MoonJae Hong KimWang-Eun LeeChang-Lyoul LeeGiseop KwakNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 11, Iss 1, Pp 1-9 (2021)
institution DOAJ
collection DOAJ
language EN
topic Medicine
R
Science
Q
spellingShingle Medicine
R
Science
Q
Young-Jae Jin
Hyosang Park
Byung-Chun Moon
Jae Hong Kim
Wang-Eun Lee
Chang-Lyoul Lee
Giseop Kwak
Unusual piezochromic fluorescence of a distyrylpyrazine derivative crystals: phase transition through [2 + 2] photocycloaddition under UV irradiation
description Abstract The piezochromic fluorescence (FL) of a distyrylpyrazine derivative, 2,3-diisocyano-5,6-distyrylpyrazine (DSP), was investigated in this study. Depending on the recrystallization method, DSP afforded two different crystals with green and orange FL emission. The orange color FL emission crystal (O-form) was easily converted to the green color FL emission one (G-form) by manual grinding. The G-form was also converted to a slightly different orange color FL emission crystal (RO-form) by a weak UV irradiation. When the RO-form was ground again, the G-form was regenerated. The FL colors changed between the G- and RO-forms over several ten times by repeated mechanical grinding and UV irradiation. The FL, UV–visible, 1H-NMR and XRD results showed that the O (or RO)-to-G transformation induced by mechanical stress results from the change of degree of molecular stacking from dense molecular stacking structure to relatively loose molecular stacking structure, whereas the G-to-RO reconversion by UV irradiation results from return to dense molecular stacking structure again due to lattice movement (lattice slipping) allowed by photocycloaddition in solid-state.
format article
author Young-Jae Jin
Hyosang Park
Byung-Chun Moon
Jae Hong Kim
Wang-Eun Lee
Chang-Lyoul Lee
Giseop Kwak
author_facet Young-Jae Jin
Hyosang Park
Byung-Chun Moon
Jae Hong Kim
Wang-Eun Lee
Chang-Lyoul Lee
Giseop Kwak
author_sort Young-Jae Jin
title Unusual piezochromic fluorescence of a distyrylpyrazine derivative crystals: phase transition through [2 + 2] photocycloaddition under UV irradiation
title_short Unusual piezochromic fluorescence of a distyrylpyrazine derivative crystals: phase transition through [2 + 2] photocycloaddition under UV irradiation
title_full Unusual piezochromic fluorescence of a distyrylpyrazine derivative crystals: phase transition through [2 + 2] photocycloaddition under UV irradiation
title_fullStr Unusual piezochromic fluorescence of a distyrylpyrazine derivative crystals: phase transition through [2 + 2] photocycloaddition under UV irradiation
title_full_unstemmed Unusual piezochromic fluorescence of a distyrylpyrazine derivative crystals: phase transition through [2 + 2] photocycloaddition under UV irradiation
title_sort unusual piezochromic fluorescence of a distyrylpyrazine derivative crystals: phase transition through [2 + 2] photocycloaddition under uv irradiation
publisher Nature Portfolio
publishDate 2021
url https://doaj.org/article/6854d9cebce549a3b2e1b971369e7f88
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