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| Process Improvement on the Synthesis of Naphthopyran and Its Photochromic Property |
| MA Lian-xin, TANG Xu-dong |
| School of Materials Science and Chemical Engineering, Tianjin University of Science & Technology, Tianjin 300457, China |
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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.
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Received: 17 November 2014
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2015, Vol. 23 
