高等学校化学学报 ›› 2012, Vol. 33 ›› Issue (03): 496.doi: 10.3969/j.issn.0251-0790.2012.03.012

• 有机化学 • 上一篇    下一篇

反丁烯二酰基桥连的带不同取代基的卟啉二联体的合成与性质

孙园园, 单凝, 王彬彬, 连文慧, 于苗, 师同顺   

  1. 吉林大学化学学院, 长春 130021
  • 收稿日期:2011-07-16 出版日期:2012-03-10 发布日期:2012-03-10
  • 通讯作者: 师同顺, 男, 教授, 博士生导师, 主要从事卟啉功能材料研究. E-mail:sunyuanlcu.2009@163.com
  • 基金资助:

    国家自然科学基金(批准号: 20801022)资助.

Synthesis and Characterization of Bis-porphyrins with Different Substituents

SUN Yuan-Yuan, SHAN Ning, WANG Bin-Bin, LIAN Wen-Hui, YU Miao, SHI Tong-Shun   

  1. College of Chemistry, Jilin University, Changchun 130021, China
  • Received:2011-07-16 Online:2012-03-10 Published:2012-03-10

摘要:

合成了反丁烯二酰基桥连的3种带不同取代基的卟啉二联体, 通过红外光谱, 紫外-可见光谱, 核磁共振波谱和质谱对化合物的结构进行了确认, 并研究了二联体的表面光电压谱, 荧光光谱和激光拉曼光谱的变化. 结果表明, 取代基的类型对卟啉二联体分子的荧光量子产率有显著影响, 带供电子基团的甲氧基增强了荧光量子产率, 而带吸电子基团的氯则降低了荧光量子产率, 并且吸电子基团的氯比供电子基团的甲氧基对荧光的影响更大. 取代基的电子效应对卟啉二联体的荧光性和激光拉曼光谱有较大影响.

关键词: 反丁烯二酰氯, 卟啉二联体, 拉曼光谱, 荧光光谱, 取代基效应

Abstract:

Bis-porphyrins with different substituents were synthesized via the linkage of (E)-2-butenedioyl dichloride and characterized by IR, UV-Vis, 1H NMR and MS spectra. Also, their spectroscopic properties were studied by SPS, fluorescence spectra and Raman spectra. The results show that the substituents have great influences on the quantum yield of fluorescence, the methoxy groups increase the intensity and the quantum yield of the porphyin while the chloric groups decrease them. This suggests that electron-withdrawing groups(-Cl) have stronger influence on fluorescence property of porphyrin than electron-donating groups(-OCH3). The electronic effects of substituent group influence on the Raman spectra of porphyrin dimers are also great.

Key words: (E)-2-Butenedioyl dichloride, Bis-porphyrins, Raman spectrum, Fluorescence spectrum, Substituent effect

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