Design, Synthesis and Selective Functionalization of a Rigid, Truxene Derived Pure Blue-Emitting Chromophore
S. P. De Castro, Catherine
KAUST DepartmentKAUST Solar Center (KSC)
King Abdullah University of Science and Technology (KAUST), KAUST Solar Center (KSC), Physical Sciences and Engineering Division (PSE), Material Science and Engineering Program (MSE), Thuwal, 23955-6900, Kingdom of Saudi Arabia
Material Science and Engineering Program
Physical Science and Engineering (PSE) Division
Online Publication Date2020-01-02
Print Publication Date2020-01-09
Embargo End Date2021-01-02
Permanent link to this recordhttp://hdl.handle.net/10754/661262
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AbstractA novel, rigid, solution processable, blue-emitting chromophore based on an extended core of truxene (ExT) was designed and synthesized. The core, ExT based on a fused cyclic trimer of indenofluorene, was found to be planar in nature and a potential precursor for blue emission. This could be selectively brominated under mild conditions to generate a tribromo derivative which underwent ready Suzuki coupling to generate a trisubstituted pyrene derivative, ExT-P. This coupling alters the kinetics of the excited state considerably as evident from transient absorption spectroscopy, showing faster singlet state decay and less triplet state formation in the case of the pyrene coupled ExT-P (∼1.6 ns) compared to ExT (∼17 ns). The ExT-P shows emission maxima at 441 nm and 442 nm in THF solution and film, respectively, with high PLQY value of 0.97. The negligible bathochromic shift in the solid-state emission and narrow FWHM suggests practically no aggregation and pure blue emission in the target molecule due to bulky and rigid core.
CitationKaur, B., Karuthedath, S., S. P. De Castro, C., Laquai, F., & Jacob, J. (2020). Design, Synthesis and Selective Functionalization of a Rigid, Truxene Derived Pure Blue-Emitting Chromophore. ChemistrySelect, 5(1), 109–116. doi:10.1002/slct.201903682
SponsorsThe authors would like to acknowledge funding by Department of Science and Technology (DST) Government of India, grant number: TMD/CERI/BEE/2016/035/G. BK would like to acknowledge University Grants Commission, India for the research fellowship. Additionally, the authors would like to thank Prof. B. Jayaram, Department of Chemistry, Indian Institute of Technology Delhi for resources to perform the computation studies and Dr. Lutfan Sinatra of KAUST and Quantum Solutions LLC for PLQY measurements. The research reported in this publication was supported by funding from King Abdullah University of Science and Technology (KAUST).