Benzimidazole-Based N,O Boron Complexes as Deep Blue Solid-State Fluorophores

abstract

Benzimidazole-based boranils were designed and synthesized in order to assess the influence of halogen substituents on their optoelectronic properties. All compounds are photoluminescent in solution and solid state. Compared to the free ligands, the new boranils emit at a lower wavelength, by elimination of the excited-state intramolecular proton transfer observed with the ligands. In the solid state, some of the boranils exhibit a deep blue emission, presenting Commission Internationale de l'eclairage (CIE) coordinates with an x-component of less than 0.16 and a y-component smaller than 0.04, highly desired values for the development of blue emitting materials.

keywords

INTRAMOLECULAR PROTON-TRANSFER; OPTICAL-PROPERTIES; LUMINESCENT; 2-(2'-HYDROXYPHENYL)BENZIMIDAZOLE; 2-(2-HYDROXYPHENYL)BENZIMIDAZOLE; PHOTOLUMINESCENCE; SUBSTITUENT; DERIVATIVES; IMIDAZOLE; EMISSION

subject category

Chemistry, Physical; Materials Science, Multidisciplinary; Metallurgy & Metallurgical Engineering; Physics, Applied; Physics, Condensed Matter

authors

Vaz, PAAM; Rocha, J; Silva, AMS; Guieu, S

our authors

acknowledgements

Thanks are due to University of Aveiro, FCT/MEC, Centro 2020 and Portugal 2020, the COMPETE program, and the European Union (FEDER program) via the financial support to the LAQV-REQUIMTE (UIDB/50006/2020), to the CICECO-Aveiro Institute of Materials (UID/CTM/50011/2019, UIDB/50011/2020 & UIDP/50011/2020), financed by national funds through the FCT/MCTES, to the Portuguese NMR Network, and to the PAGE project Protein aggregation across the lifespan (CENTRO-01-0145-FEDER-000003). SG is supported by national funds (OE), through FCT, I.P., in the scope of the framework contract foreseen in the numbers 4, 5, and 6 of the article 23, of the Decree-Law 57/2016, of August 29, changed by Law 57/2017, of July 19. PV thanks the FCT for a doctoral grant (YSFRH/BD/99809/2014).

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