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新型同系物1,3,5-三芳基-2-吡唑啉的合成与光谱表征:烷氧基链长度对荧光的影响

Synthesis and spectral characterization of new homologous 1,3,5-triaryl-2-pyrazolines: Influence of alkyloxy chain length on fluorescence.

作者信息

Abbas Asghar, Hussain Safdar, Hafeez Noureen, Naseer Muhammad Moazzam

机构信息

Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan.

Department of Forensic Medicine & Toxicology, National University of Sciences and Technology, Islamabad 44000, Pakistan.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2014 Dec 10;133:182-9. doi: 10.1016/j.saa.2014.05.065. Epub 2014 Jun 2.

Abstract

Twelve new homologous 1,3,5-triaryl-2-pyrazolines (1c-12c) have been synthesized and characterized on the basis of their spectral (IR, (1)H and (13)C NMR and MS) data and microanalysis. The influence of alkyloxy chain length on absorption and fluorescence properties of 1c-12c was studied by UV-Vis and emission spectroscopy. For all the compounds, fluorescence was observed in the blue region of the visible spectrum. Furthermore, a strong influence of alkyloxy chain length was found on the emission intensity of 1,3,5-triaryl-2-pyrazolines, without causing any major blue- or red-shift in the emission wavelength (λmax(em)). The absorption and emission maxima (λmax(abs) and λmax(em)) for all the compounds were observed in the range of 408-416nm and 471-476nm, respectively. The effect of chloro-substituent present on the conjugated backbone of 1,3,5-triaryl-2-pyrazoline moiety is also discussed.

摘要

已合成了12种新的同系物1,3,5-三芳基-2-吡唑啉(1c - 12c),并根据其光谱(红外光谱、¹H和¹³C核磁共振光谱以及质谱)数据和微量分析对其进行了表征。通过紫外可见光谱和发射光谱研究了烷氧基链长度对1c - 12c吸收和荧光性质的影响。对于所有化合物,在可见光谱的蓝色区域观察到了荧光。此外,发现烷氧基链长度对1,3,5-三芳基-2-吡唑啉的发射强度有强烈影响,而在发射波长(λmax(em))上未引起任何重大的蓝移或红移。所有化合物的吸收和发射最大值(λmax(abs)和λmax(em))分别在408 - 416nm和471 - 476nm范围内观察到。还讨论了存在于1,3,5-三芳基-2-吡唑啉部分共轭主链上的氯取代基的影响。

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