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Synthesis, Photochromism, and Thermal Stability of Two New Diarylethenes Based On Spirobifluorene
Author(s) -
Li Caihua,
Zeng Heping
Publication year - 2016
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.1015
Subject(s) - photochromism , chemistry , thermal stability , furan , acetonitrile , photochemistry , aryl , ring (chemistry) , fluorescence , molecule , hexane , proton nmr , fourier transform infrared spectroscopy , polymer chemistry , organic chemistry , chemical engineering , alkyl , engineering , physics , quantum mechanics
Two novel spirobifluorene‐diarylethenes compounds with furan ( 9a ) and thiophen ( 8a ) as heterocyclic aryl groups were successfully synthesized, and their structures were fully characterized with FTIR, NMR, mass spectra (MS), and elemental analysis. Their photochromic properties were examined. The results indicated that they showed good photochromic behaviors in hexane and acetonitrile. The fluorescence emission was quenched along with the photochromism from open ring to closed ring. Large fluorescence emission blue‐shift was clearly observed in polar solvents. Furthermore, the thermal stability of 8a and 9a was greatly improved by introducing spirobifluorene group into the molecules. The 5% loss weight temperature of 9a was 59°C higher than that of 10a without spirobifluorene.