化学学报 ›› 2012, Vol. 70 ›› Issue (9): 1095-1103.DOI: 10.6023/A1110111 上一篇    下一篇

研究论文

新型螺吡喃化合物的合成及应用研究

谭春斌a, 赵泽琳a, 高峻a, 雷景新b   

  1. a. 四川大学化学工程学院 成都 610065;
    b. 四川大学高分子材料工程国家重点实验室 成都 610065
  • 投稿日期:2011-10-11 修回日期:2012-01-12 发布日期:2012-01-31
  • 通讯作者: 高峻

Synthesis of Novel Photochromic Spiropyran Compounds and Their Application Study

Tan Chunbina, Zhao Zelina, Gao Juna, Lei Jingxinb   

  1. a. Chemical Engineering Institute of Sichuan University, Chengdu 610065;
    b. The State Key Laboratory of Polymer Materials Engineering, Sichuan University, Chengdu 610065
  • Received:2011-10-11 Revised:2012-01-12 Published:2012-01-31

设计合成了几种新型螺吡喃化合物(SP), 采用1H NMR, IR 和MS 对其结构进行表征. 研究了目标产物的光致变色性能及其影响因素, 并对SP1 在高分子材料领域的应用作了初步研究. 结果表明: 苯并吡喃环连有强吸电子基时, 最大吸收峰红移; 1 位N原子上连有柔性长链基团时, 热褪色速率较慢; 采用紫外光照射目标产物不同时间, SP1 表现出较好的抗光疲劳性. 分别以SP1 为接枝组分和共混组分制备两种高分子材料SP-g-hPMMA 和SP-m-PMMA, 通过紫外光辐照动力学研究表明, SP-g-hPMMA 和SP-m-PMMA 均表现出比SP1 优异的光致变色性能, 且不影响PMMA 的机械性能. SP1 有望用于高分子光致变色材料领域.

关键词: 螺吡喃, 光致变色化合物, 合成, PMMA

The several kinds of new novel spiropyran (SP) compounds were first designed and synthesized. The structures of these target compounds were characterized by 1H NMR, IR and MS tests. The photochromic properties of target compounds and their influencing factors were studied, and the applications of SP1 on the polymer materials field were initially investigated. The results show that λmax in UV-vis absorption spectra will shift to longer wavelengths as the result of benzopyran ring linked with strong electrowithdrawing groups; the thermal fade rate is slower with N atom linked with flexible long group; SP1 has good fatigue resistance compared with the other kinds of the target compounds. The fading rate of both SP-g-hPMMA and SP-m-PMMA are obviously slower than that of SP1. The tensile strength and elongation at break of SP-g-hPMMA and SP-m-PMMA were almost unchanged compared with that of PMMA. It is expected that SP-g-hPMMA and SP-m-PMMA will be applied in the field of polymer photochromic materials.

Key words: spiropyran, photochromism compound, synthesis, PMMA