Single crystal X-ray structure and optical properties of anthraquinone-based dyes

KURTOĞLU N., ASLANTAŞ M., Zengin H., ŞAHİN E., KURTOĞLU M.

CHEMICAL PAPERS, cilt.64, sa.5, ss.645-651, 2010 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 64 Sayı: 5
  • Basım Tarihi: 2010
  • Doi Numarası: 10.2478/s11696-010-0037-3
  • Dergi Adı: CHEMICAL PAPERS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.645-651
  • Atatürk Üniversitesi Adresli: Evet

Özet

This study focuses on the preparation, single crystal X-ray diffraction, characterization, and optical properties of some anthraquinone-based dyes. The anthraquinone-based antimicrobial dye N-{2-[(9,10-dioxo-9,10-dihydroanthracen-1-yl)amino]-2-oxoethyl}-N,N-dimethylbutan-1-aminium chloride monohydrate (III) was obtained from 1-aminoanthraquinone (I) via 2-chloro-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)acetamide (II) using known preparation and characterization methods. Single crystal X-ray diffraction analysis of III revealed a monoclinic system, space group P2(1)/n, Z = 4. Photoluminescence properties of anthraquinone dyes I-III were also investigated. These dyes gave an intense emission (lambda(max) = 341 nm) upon the irradiation by UV light and showed photoluminescence quantum yields of 73 %, 66 %, and 61 % with long excited-state lifetimes of 6.87 ns, 6.14 ns, and 5.69 ns, respectively. These anthraquinone dyes are of interest as an organic light emitting material for electroluminescent devices.