Novel bisthienylethenes containing naphthalimide as the center ethene bridge: photochromism and solvatochromism for combined NOR and INHIBIT logic gates.
Two novel photochromic bisthienylethene derivatives BTE-NA1 and BTE-NA2 with a six-membered aryl ring of naphthalimide fluorescent moiety as the center ethene bridging unit were synthesized and fully characterized by 1H NMR, 13C NMR, and HRMS. They exhibit considerably high cyclization quantum yield and good fatigue resistance. Interestingly, the fluorescence of BTE-NA1 arising from the naphthalimide unit could be well modulated by photochromism and solvatochromism. Quantum chemical calculations were carried out to study their geometrical, electronic, and optical properties, which were in good accordance with the experimental data. Furthermore, a combined NOR and INHIBIT logic operation based on BTE-NA1 has been successfully mimicked with fluorescence changes as outputs.
Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237, P. R. China.
Xianle
X
Meng
Weihong
W
Zhu
Qiong
Q
Zhang
Yanli
Y
Feng
Wenjuan
W
Tan
He
H
Tian
D004583:Electrons; D005030:Ethylenes / Q000737:chemistry*; D007536:Isomerism; D008128:Logic; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D053644:Naphthalimides / Q000737:chemistry*; D055668:Photochemical Processes; D012997:Solvents / Q000737:chemistry; D013053:Spectrophotometry; D013696:Temperature
D005030:Ethylenes; D053644:Naphthalimides; D012997:Solvents; C036216:ethylene