高等学校化学学报 ›› 2006, Vol. 27 ›› Issue (1): 75-78.

• 研究论文 • 上一篇    下一篇


2,2-二芳基取代萘并吡喃类光致变色化合物的合成与性能研究

谈廷风, 付亿方, 韩杰, 庞美丽, 孟继本   

  1. 南开大学化学系, 天津 300071
  • 收稿日期:2004-12-03 出版日期:2006-01-10 发布日期:2006-01-10
  • 通讯作者: 孟继本(1938年出生), 男, 教授, 博士生导师, 从事光功能化合物研究. E-mail: mengjiben@nankai.edu.cn

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

摘要:

从光消色速度和最大吸收强度两个角度出发, 用Grignard试剂和萘并吡喃-2|酮合成了一系列2,2-二芳基取代萘并吡喃类光致变色化合物, 并用 1H NMR, IR, MS和元素分析确定其结构. 研究了其紫外-可见光谱, 并探讨了紫外-可见光谱和光致变色性能之间的关系, 分析了其结构和光消色速度之间的关系, 初步探索到光消色速度快慢和取代基位置之间的规律, 为实用化的有机光致变色化合物的合成提供了有价值的参考依据.

关键词: 2,2-二芳基萘并吡喃; 光致变色; 紫外光谱; 合成; 性能

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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