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Carbazole N-substituent effect upon DTMA: stabilizing and photochromic modulating
Authors:Zhiming Huo  Zhipeng Li  Tingting Wang  Heping Zeng
Affiliation:1. Institute of Functional Molecule, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, China;2. Institute of Agricultural Resources and Environment, Guangdong Academy of Agricultural Sciences, Guangzhou 510640, China;3. State Key Laboratory of Luminescent Materials & Devices, South China University of Technology, WuShan Road, Tianhe District, Guangzhou 510641, China
Abstract:Dithienylmaleimide derivatives 727 were synthesized by introducing N-substituted carbazole for photo-stabilizing purpose, and the structures were fully confirmed. The photochromism and photo-stability were recorded via UV–vis spectra. Only ortho compounds 817 with N-substituents on carbazole moiety showed escalated photochromic change, while compound 7 and the para counterparts 1827 showed no appreciable photochromism. Additionally, compounds 818 exhibited good photo-stability except 17 under 254 nm irradiation. The unstability of 17 may probably due to overrunning hindrance. These photochromic patterns indicated that hindrance and electronic effect mutually paid a decisive influence on the photochromism and photo-stability, which potentially exploited a new way to construct novel photochromic materials with regulable and conceivable performance.
Keywords:Photochromism   Carbazole   Dithienylmaleimide   Hindrance
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