4.5 Article

2,5-Dimethoxybenzene-1,4-dicarboxaldehyde: An Emissive Organic Crystal and Highly Efficient Fluorescent Waveguide

Journal

CHEMPLUSCHEM
Volume 84, Issue 3, Pages 247-251

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cplu.201800597

Keywords

donor-acceptor systems; fluorescence; hydrogen bonds; photochemistry; optical waveguides

Funding

  1. KAKENHI of Japan Society for the Promotion of Science (JSPS) [18H02052, 17H05171]
  2. KAKENHI of JSPS [17K05891]
  3. Grants-in-Aid for Scientific Research [17K05891, 18H02052, 17H05171] Funding Source: KAKEN

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To identify the simplest organic structure for an emitter, we focused on 2,5-dimethoxybenzene-1,4-dicarboaldehyde. This symmetric molecule has a very low molecular weight (MW=194), a single benzene unit, and consists of only three elements (H, C and O). It forms highly efficient and pure emitting crystals (lambda em=499 nm, phi(F)=0.42, FWHM=42 nm) due to the rigid structure based on the single benzene framework and four intramolecular hydrogen bonds between electron-donating methoxy and electron-accepting aldehyde groups. This crystal acts as a good optical waveguide with pure green emission (FWHM=34 nm) and very low loss coefficient (0.00120 dB/mu m).

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