4.4 Article

Synthesis, Luminescent Properties of aza-Boron-Diquinomethene Difluoride Complexes and Their Application for Fluorescent Security Inks

Journal

JOURNAL OF FLUORESCENCE
Volume 26, Issue 2, Pages 407-412

Publisher

SPRINGER/PLENUM PUBLISHERS
DOI: 10.1007/s10895-015-1727-6

Keywords

Aza-boron-diquinomethene; Difluoride complex; Carbazole; Synthesis; Photoluminescence; Fluorescent security ink

Funding

  1. Natural Science Foundation of the Jiangsu Higher Education Institutions of China [13KJB150018]
  2. Natural Science Foundation of Jiangsu Province [BK20130926, BK20150123]
  3. National Natural Science Foundations of China [21203094, 21373112]
  4. Scientific Research Starting Foundation for Returned Overseas Chinese Scholars, Ministry of Education, China

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Two aza-boron-diquinomethene (aza-BODIQU) complexes bearing phenyl and carbazyl substituents were synthesized and characterized. Their photophysical properties were investigated systematically via spectroscopic and theoretical methods. Both complexes exhibit strong (1)pi-pi* transition absorptions (lambda (abs) = 400-540 nm) and intense fluorescent emissions (lambda (em) = 440-600 nm, I broken vertical bar (PL) = 0.93 and 0.78) in CH2Cl2 solution and in solid state at room temperature. Compared to the complex with phenyl groups, the complex bearing carbazyl groups shows significant bathochromic shift in both absorption and emission. This could be attributed to the larger pi-electron conjugation of the carbazole unit and intramolecular charge transfer feature from carbazole to aza-BODIQU component. In addition, the complexes exhibit intense photoluminescence and good stability on antacid, anti-alkali and stability in printing ink samples, which makes them potential dopants for the application of fluorescent security inks.

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