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Please use this identifier to cite or link to this item: http://repository.iitr.ac.in/handle/123456789/3309
Title: Phenothiazine Decorated Carbazoles: Effect of Substitution Pattern on the Optical and Electroluminescent Characteristics
Authors: Konidena R.K.
Justin Thomas, K. R.
Kumar S.
Wang Y.-C.
Li C.-J.
Jou J.-H.
Published in: Journal of Organic Chemistry
Abstract: A series of thienylphenothiazine decorated carbazoles were synthesized and characterized by optical, electrochemical, thermal, and theoretical investigations. Absorption spectra of the compounds are influenced by the substitution pattern and chromophore number density. Compounds containing 2,7-substitution exhibited red-shifted absorption, while the chromophore loading on the other positions led to the increment in molar extinction coefficients due to the increase in the chromophore density. Multiple substitutions resulted in twisting of chromophores and affected the conjugative delocalization of the -electrons, which produced shorter wavelength absorption for the 2,3,6,7-tetrasubstituted derivative. Interestingly, the compounds exhibited excited-state solvatochromism attributable to the structural reorganization-induced electronic perturbations. The solvatochromic data are supportive of a general solvent effect, which is further confirmed by Lippert-Mataga correlation. End-capping with butterfly shaped phenothiazine restrained the formation of molecular aggregates in the solid state. All of the compounds displayed exceptional thermal stability attributable to the rigid carbazole building block. Solution processed OLED fabricated using the new materials as emitting dopants in 4,4′-bis(9H-carbazol-9-yl)biphenyl host exhibited bluish green electroluminescence. © 2015 American Chemical Society.
Citation: Journal of Organic Chemistry (2015), 80(11): 5812-5823
URI: https://doi.org/10.1021/acs.joc.5b00787
http://repository.iitr.ac.in/handle/123456789/3309
Issue Date: 2015
Publisher: American Chemical Society
ISSN: 223263
Author Scopus IDs: 56200880700
57203389297
57209547997
56070399300
55670546900
35083609400
Author Affiliations: Konidena, R.K., Organic Materials Laboratory, Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, 247 667, India
Thomas, K.R.J., Organic Materials Laboratory, Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, 247 667, India
Kumar, S., Department of Material Science and Engineering, National Tsing Hua University, Hsinchu, 30013, Taiwan
Wang, Y.-C., Department of Material Science and Engineering, National Tsing Hua University, Hsinchu, 30013, Taiwan
Li, C.-J., Department of Material Science and Engineering, National Tsing Hua University, Hsinchu, 30013, Taiwan
Jou, J.-H., Department of Material Science and Engineering, National Tsing Hua University, Hsinchu, 30013, Taiwan
Corresponding Author: Thomas, K.R.J.; Organic Materials Laboratory, Department of Chemistry, Indian Institute of Technology RoorkeeIndia
Appears in Collections:Journal Publications [CY]

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