Benzobisoxazole cruciforms: a tunable, cross-conjugated platform for the generation of deep blue OLED materials

Ramiro Chavez III; Min Cai; Brian Tlach; David L. Wheeler; Rajiv Kaudal; Ayuna Tsyrenova; Aimée L. Tomlinson; Ruth Shinar; Joseph Shinar; Malika Jeffries-EL

doi:10.1039/C5TC03622D

Benzobisoxazole cruciforms: a tunable, cross-conjugated platform for the generation of deep blue OLED materials†

Ramiro Chavez III,^a Min Cai,^b Brian Tlach,^a David L. Wheeler,^c Rajiv Kaudal,^b Ayuna Tsyrenova,^bd Aimée L. Tomlinson,^c Ruth Shinar,^e Joseph Shinar^b and Malika Jeffries-EL*^a

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* Corresponding authors

^a Department of Chemistry, Iowa State University, 1605 Gilman Hall, Ames IA, USA
E-mail: malikaj@iastate.edu

^b Ames Laboratory-USDOE and Department of Physics and Astronomy, Iowa State University, Ames IA, USA

^c Department of Chemistry and Biochemistry, University of North Georgia, 82 College Circle, Dahlonega GA, USA

^d National University of Science & Technology (NUST MISiS), Moscow, Russia

^e Microelectronics Research Center and Department of Electrical and Computer Engineering, Iowa State University, Ames, IA 50011, USA

Abstract

Four new cross-conjugated small molecules based on a central benzo[1,2-d:4,5-d′]bisoxazole moiety possessing semi-independently tunable HOMO and LUMO levels were synthesized and the properties of these materials were evaluated experimentally and theoretically. The molecules were thermally stable with 5% weight loss occurring well above 350 °C. The cruciforms all exhibited blue emission in solution ranging from 433–450 nm. Host–guest OLEDs fabricated from various concentrations of these materials using the small molecule host 4,4′-bis(9-carbazolyl)-biphenyl (CBP) exhibited deep blue-emission with Commission Internationale de L'Eclairage (CIE) coordinates of (0.15 ≤ x ≤ 0.17, 0.05 ≤ y ≤ 0.11), and maximum luminance efficiencies as high as ∼2 cd A⁻¹. These results demonstrate the potential of benzobisoxazole cruciforms as emitters for developing high-performance deep blue OLEDs.

This article is part of the themed collections: 2016 Journal of Materials Chemistry C Hot Papers and Small Molecules and Monodisperse Oligomers for Organic Electronics

Journal of Materials Chemistry C

Benzobisoxazole cruciforms: a tunable, cross-conjugated platform for the generation of deep blue OLED materials†

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Benzobisoxazole cruciforms: a tunable, cross-conjugated platform for the generation of deep blue OLED materials

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