Shaoyin Zhu, Minjie Li, Sicheng Tang
Feb 1, 2014
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0
Influential Citations
20
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Journal
European Journal of Organic Chemistry
Abstract
Detailed electrochromic properties including the microkinetic switching behaviour of 2-nitro- (P1) and 2,8-dinitro-5a-[2-(4-dimethylaminophenyl)ethylene]-6,6-dimethyl-5a,6-dihydro-12H-indolo[2,1-b][1,3]benzooxazine (P2) were investigated in both solution and indium tin oxide (ITO) devices with a dual-wavelength time-dependent spectra monitoring method for the first time. These two oxazine derivatives displayed improved fatigue resistance and colour reversibility towards electrical stimulation compared with conventional spiropyran derivatives. A new electrochromic mechanism was proposed based on the experimental results and on quantum chemical calculations. Owing to an electron-withdrawing group para to the nitrogen of the indole fragment, P2 demonstrates better electro-driven reversibility of structural transformation between ring-open and ring-closed isomers than P1.