Abstract:1,1-Di(4-methoxyphenyl)-2-propargyl-1-alcohol(2) was obtained by nucleophilic addition reaction of 4,4′-dimethoxybenzophenoe with sodium acetylide. 5-Hydroxy-3,9-dimethylbenzofluorene-7-ketone(6) was obtained by a three-step reaction, using 4,4′-dimethylbenzophenone as material. Naphthopyran(7) was synthesized by dehydration of 6 with 2. The total yield was 16.3%. The structure was confirmed by 1H NMR and IR. The photochromic property of 7 was investigated by UV-Vis. The results showed that 7 in DMSO(1.0×10-4 mol·L-1) presented colorless in the region of visible. While it presented blue color if exposed to irradiation of 254 nm UV. The solution returned to be colorless when stopping irradiation for a while. If the illumination time prelonged, the absorbance rised. Though repeated UV radiation, there was not big difference with the absorbance. 7 exhibited good fatigue resistance.
马连欣, 唐旭东. 萘并吡喃的合成工艺改进及其光致变色性能[J]. 合成化学, 2015, 23(10): 917-921.
MA Lian-xin, TANG Xu-dong. Process Improvement on the Synthesis of Naphthopyran and Its Photochromic Property. Chinese Journal of Synthetic Chemistry, 2015, 23(10): 917-921.