引用本文:
貊雪霞, 解正峰, 惠永海, 胡君, 刘方明. 联吡唑啉类化合物的合成及其荧光性能[J]. 应用化学,
2007, 24(7): 765-769.
Citation: MO Xue-Xia, XIE Zheng-Feng, HUI Yong-Hai, HU Jun, LIU Fang-Ming. Synthesis and Fluorescent Properties of Bipyrazoline Compounds[J]. Chinese Journal of Applied Chemistry, 2007, 24(7): 765-769.
Citation: MO Xue-Xia, XIE Zheng-Feng, HUI Yong-Hai, HU Jun, LIU Fang-Ming. Synthesis and Fluorescent Properties of Bipyrazoline Compounds[J]. Chinese Journal of Applied Chemistry, 2007, 24(7): 765-769.
联吡唑啉类化合物的合成及其荧光性能
摘要:
以1-苯基-3-甲基-5-苯氧基-吡唑-4-甲醛为原料,与苯乙酮(取代苯乙酮)发生羟醛缩合,生成相应的查尔酮,再在冰醋酸中与不同的肼反应,高产率的合成出10种新的5位含1-苯基-3-甲基-5-苯氧基-吡唑基的吡唑啉类衍生物。冰乙酸既是反应溶剂,又是催化剂,产率最高可达72%。目标化合物的结构经元素分析、红外光谱和核磁共振测试技术加以确认。化合物的荧光测定证明,化合物3a~3e发射紫色荧光,λem约为377 nm,化合物4a~4e发射蓝色荧光,λem约为480 nm。在荧光光谱中,不同取代基的联吡唑啉类化合物表现出不同的荧光强度,其中化合物4e具有最强的荧光发射,其强度值可达到4694。所合成出的化合物是一类较好的联吡唑啉类荧光化合物。
English
Synthesis and Fluorescent Properties of Bipyrazoline Compounds
Abstract:
Five chalcones were synthesized via the aldol condensation reaction of acetophenone or para-substituted acetophenones with 1-phenyl-3-methyl-5-phenoxyl-pyrazol-4-aldehyde,which reacted with two kinds of hydrazine in glacial acetic acid under refluxing to give a series of bipyrazoline derivatives.In this synthetic course,glacial acetic acid is not only a solvent,but also a catalyzer.An optimal yield of 72% was achieved when the reaction was carried out in refluxing.The structures of the compounds were confirmed by means of IR spectrum,1H NMR and elemental analysis.The fluorescent spectra of the prepared compounds show that compounds 3a~3e emits blue fluorescence,the emission wavelength was at about 377 nm.Compounds 4a~4e emits purple fluorescence,the emission wavelength was at about 480 nm.In the fluorescence spectrum,the bipyrazoline compounds of different substituents have diferent fluorescence intensity,compound 4e shows a maximum fluorescence intensity of 4 694.The results show that the compounds may be better fluorescence materials.
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Key words:
- chalcone
- / bipyrazoline
- / fluorescent compound
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