Citation: JIANG Jin-Qiang, DAI Peng, ZONG Yi-Wu, LIU Xiao-Ya, ZHANG Sheng-Wen, CHEN Ming-Qing. Design and Synthesis of Highly Photo-Crosslinkable Coumarin Derivatives Containing Aromatic Tertiary Amine[J]. Acta Physico-Chimica Sinica, 2009, 25(11): 2285-2290. doi: 10.3866/PKU.WHXB20091027
含叔胺结构高光响应性香豆素衍生物的设计合成
以环氧氯丙烷为桥接, 将具有较强给电子能力的芳叔胺(ATA)结构引入香豆素衍生物C分子中, 通过芳叔胺结构的光化学促进作用加速香豆素基元的光二聚反应. 用紫外(UV)和荧光(FL)光谱等手段对该香豆素衍生物进行表征. 结果表明, 芳叔胺结构的引入可有效增强香豆素基元在260-400 nm之间的吸收. 紫外点光源光二聚反应实验表明, 芳叔胺结构的引入使香豆素基元的光响应性能得以大幅增强, 在相同光照条件下, 其在匀速反应区间内对光照时间的依赖性的斜率高达6.47, 光二聚反应程度达到80%时所需光照时间仅为29 s.
English
Design and Synthesis of Highly Photo-Crosslinkable Coumarin Derivatives Containing Aromatic Tertiary Amine
Using epichlorohydrin as bridged unit, the aromatic tertiary amine (ATA) was introduced to prepare the highly photo-crosslinkable coumarin compound C and to accelerate the photo-dimerization of coumarin unit. Ultraviolet (UV) and fluorescence (FL) spectra were used to evaluate the coumarin C. It was found that the introduced ATA could enhance the absorption between 260-400 nm. The spot UV irradiation experiments showed that, after being bridged with ATA, the coumarin C would gain a highly photo-dimerization with a high slope of 6.47 in the uniform photo-reaction, and a short time of 29 s to gain 80% photo-dimerization.
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Key words:
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Coumarin
- / Epichlorohydrin
- / Aromatic tertiary amine
- / Photo-induced
- / Photo-dimerization
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