NIR Electrofluorochromic Properties of Aza-Boron-dipyrromethene Dyes

Hanwhuy Lim, Seogjae Seo, Simon Pascal, Quentin Bellier, Stéphane Rigaut, Chihyun Park, Haijin Shin, Olivier Maury, Chantal Andraud, Eunkyoung Kim

Research output: Contribution to journalArticle

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Abstract

The photophysical properties of near-infrared (NIR) emissive aza-boron-dipyrromethene (aza-BDP) dyes incorporating nitrofluorene and alkoxy decorations were intensively investigated. Their highly reversible one-electron reduction process showed characteristic electrofluorochromic (EF) properties in the NIR range, depending on the substituents. The nitrofluorene ethynyl-substituted (Type I) dyes showed smaller EF effects than the alkoxy-containing (Type II) dyes because of the difference in their intrinsic fluorescence contrast between the neutral and reduced states (radical anion). In addition, the Type II chromophores showed a larger diffusion coefficient for ion transport, which enhanced the EF contrast and the response time for the fluorescence change at a given step potential. With an optimized condition, the NIR EF ON/OFF ratio reached a value of 6.1 and a long cyclability over 1000 EF cycles between -0.4V and +0.4V switching potentials, with approximately 20% loss of the initial ON/OFF switching ratio. The NIR EF switching was visually observed through a visible light cut-off filter, featuring high fluorescence contrast.

Original languageEnglish
Article number18867
JournalScientific reports
Volume6
DOIs
Publication statusPublished - 2016 Jan 6

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Boron
Coloring Agents
Infrared radiation
Fluorescence
Chromophores
Anions
Ions
dipyrromethene
Electrons
alkoxyl radical

All Science Journal Classification (ASJC) codes

  • General

Cite this

Lim, H., Seo, S., Pascal, S., Bellier, Q., Rigaut, S., Park, C., ... Kim, E. (2016). NIR Electrofluorochromic Properties of Aza-Boron-dipyrromethene Dyes. Scientific reports, 6, [18867]. https://doi.org/10.1038/srep18867
Lim, Hanwhuy ; Seo, Seogjae ; Pascal, Simon ; Bellier, Quentin ; Rigaut, Stéphane ; Park, Chihyun ; Shin, Haijin ; Maury, Olivier ; Andraud, Chantal ; Kim, Eunkyoung. / NIR Electrofluorochromic Properties of Aza-Boron-dipyrromethene Dyes. In: Scientific reports. 2016 ; Vol. 6.
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Lim, H, Seo, S, Pascal, S, Bellier, Q, Rigaut, S, Park, C, Shin, H, Maury, O, Andraud, C & Kim, E 2016, 'NIR Electrofluorochromic Properties of Aza-Boron-dipyrromethene Dyes', Scientific reports, vol. 6, 18867. https://doi.org/10.1038/srep18867

NIR Electrofluorochromic Properties of Aza-Boron-dipyrromethene Dyes. / Lim, Hanwhuy; Seo, Seogjae; Pascal, Simon; Bellier, Quentin; Rigaut, Stéphane; Park, Chihyun; Shin, Haijin; Maury, Olivier; Andraud, Chantal; Kim, Eunkyoung.

In: Scientific reports, Vol. 6, 18867, 06.01.2016.

Research output: Contribution to journalArticle

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AU - Rigaut, Stéphane

AU - Park, Chihyun

AU - Shin, Haijin

AU - Maury, Olivier

AU - Andraud, Chantal

AU - Kim, Eunkyoung

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N2 - The photophysical properties of near-infrared (NIR) emissive aza-boron-dipyrromethene (aza-BDP) dyes incorporating nitrofluorene and alkoxy decorations were intensively investigated. Their highly reversible one-electron reduction process showed characteristic electrofluorochromic (EF) properties in the NIR range, depending on the substituents. The nitrofluorene ethynyl-substituted (Type I) dyes showed smaller EF effects than the alkoxy-containing (Type II) dyes because of the difference in their intrinsic fluorescence contrast between the neutral and reduced states (radical anion). In addition, the Type II chromophores showed a larger diffusion coefficient for ion transport, which enhanced the EF contrast and the response time for the fluorescence change at a given step potential. With an optimized condition, the NIR EF ON/OFF ratio reached a value of 6.1 and a long cyclability over 1000 EF cycles between -0.4V and +0.4V switching potentials, with approximately 20% loss of the initial ON/OFF switching ratio. The NIR EF switching was visually observed through a visible light cut-off filter, featuring high fluorescence contrast.

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Lim H, Seo S, Pascal S, Bellier Q, Rigaut S, Park C et al. NIR Electrofluorochromic Properties of Aza-Boron-dipyrromethene Dyes. Scientific reports. 2016 Jan 6;6. 18867. https://doi.org/10.1038/srep18867