Chem. J. Chinese Universities ›› 2006, Vol. 27 ›› Issue (1): 75.

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Synthesis and Properties of Photochromic 2,2-Diarylnaphthopyrans Compounds

TAN Ting-Feng, FU Yi-Fang, HAN Jie, LONG Mei-Li, MENG Ji-Ben   

  1. Department of Chemistry, Nankai University, Tianjin 300071, China
  • Received:2004-12-03 Online:2006-01-10 Published:2006-01-10
  • Contact: MENG Ji-Ben,E-mail: mengjiben@nankai.edu.cn

Abstract:

On fading rate and maximum absorbent intensity consideration, a series of novel 2,2-diarylnaphthopyrans were designed and synthesized purposefully through the reaction of Gringnard reagents and naphthopyran biones, respectively. The structures of all the compounds were determined by 1H NMR, IR, MS, and elemental analysis. Combined with UV-Vis, the photochromic properties of these compounds were studied intensively. The results indicated that the maximum absorbent wavelength of compounds in solutions will shift to longwave  with the increase of electron\|donor  effect under UV\|Vis irradiation. Moreover, the relationship between the structure and photofading rates was analyzed. The laws between photofading rate and substituent position were preliminarily explored. The speed of fading rate principally lies on the degree of freedom of C—C bond rotation. These laws gave us a valuable reference to synthesize the practical organic photochromic compounds.

Key words: TAN Ting-Feng, FU Yi-Fang, HAN Jie, PANG Mei\, Li, MENG Ji-Ben

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