Zhiyun Zhang, Yi‐An Chen, W. Hung
Nov 30, 2016
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Chemistry of Materials
Abstract
By using the thiazolo[5,4-d]thiazole (TzTz) moiety as the core of a proton acceptor, compounds 2,2′-(thiazolo[5,4-d]thiazole-2,5-diyl)bis(4-tert-butylphenol) (t-HTTH) and 4-tert-butyl-2-(5-(5-tert-butyl-2-methoxyphenyl)thiazolo[5,4-d]thiazol-2-yl)phenol (t-MTTH) have been strategically designed and synthesized. Upon photoexcitation, both t-HTTH and t-MTTH undergo a reversible type excited-state intramolecular proton transfer (ESIPT), the underlying mechanism of which has been verified by femtosecond early relaxation dynamics in various solvents. The pre-equilibrium in the excited state leads to both normal (∼440 nm) and proton-transfer tautomer (∼560 nm) emissions, for which the intensity ratio is dependent on both the molecular structure and the polarity of surrounding media. As a result, the emission can be widely tuned from blue to yellow via white-light luminescence. On the basis of t-MTTH, a white organic light emitting diode (WOLED) was successfully fabricated, which achieved external quantum effici...