2-噻吩甲酰基-2-咔唑-N-丁基三氟丙酮化合物的合成与光谱研究

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摘要：在苯和 50％ NaOH介质中，温度在70～80℃时，1，4-二溴丁烷与咔唑(CZ)反应，生成N-溴丁基咔唑(BCZ)。在丙酮和K₂CO₃介质中，温度在50℃时，N-溴丁基咔唑与噻吩甲酰三氟丙酮(TTA)反应，生成2-噻吩甲酰基-2-咔唑-N-丁基三氟丙酮(TCBTA)。TCBTA为浅褐色针状结晶，熔点211～214℃。详细研究了CZ, BCZ, TTA和TCBTA的紫外光谱和红外光谱，以及TCBTA的色谱/质谱，证实了TCBTA合成产物的真实性。在氯仿中TCBTA的最大吸收波长为241，265和295 nm，摩尔吸光系数依次为1.88×10⁵, 1.25×10⁵和1.08×10⁵ L·mol^-1·cm^-1。TCBTA用于Fe(Ⅲ)和Nd(Ⅲ)的萃取，萃取率比TTA分别高3倍和1.6倍，与Nd(Ⅲ)形成络合物的荧光强度，TCBTA是TTA的6倍，表明TCBTA具有优良的光敏特性。

关键词：2-噻吩甲酰基-2-咔唑-N-丁基三氟丙酮;合成;紫外光谱;红外光谱;质谱

Abstract：In phene-50% NaOH medium, 1, 4-dibromobutane reacts with carbazole (CZ) to form N-bromobutylcarbazole (BCZ) at 70-80℃. The 2-thenoyl-2-carbazolyl-N-butyltrifluoroacetone(TCBTA) was synthesized by reaction of BCZ with 2-thenoyltrifluoroacetone(TTA) in acetone-K₂CO₃ medium at 50℃. The TCBTA is a light brown crystal with m. p. of 211-214℃. The structure of the synthesized TCBTA was characterized by UV, IR and GC/MS, and the UV and IR spectra of CZ , BCZ and TTA have been studied. In chloroform, TCBTA has three maximum absorptions at 241, 265 and 295 nm whose molar absorptivity is 1.88×10⁵, 1.25×10⁵ and 1.08×10⁵ L·mol^-1·cm^-1, respectively. Extraction rate of iron(Ⅲ) and neodymium(Ⅲ) by TCBTA in chloroform rises by 3 and 1.6 times compared with TTA. The fluorescence of TCBTA-Nd(Ⅲ) complex is 5 times higher than TTA-Nd(Ⅲ) complex. It was shown that TCBTA has excellent photosensitivity.

Key words：2-thenoyl-2-carbazolyl-N-butyltrifluoroacetone;Synthesis;UV;IR;GC/MS

收稿日期: 2002-10-05 修订日期: 2003-02-12

中图分类号:

O622.4

通讯作者: 余倩

引用本文:

余倩，罗宗铭，杨迟，方岩雄，张焜，曹显懿 . 2-噻吩甲酰基-2-咔唑-N-丁基三氟丙酮化合物的合成与光谱研究 [J]. 光谱学与光谱分析, 2004, 24(02): 162-165.
YU Qian，LUO Zong-ming，YANG Chi，FANG Yan-xiong，ZHANG Kun，CAO Xian-yi . Study on the Synthesis and Spectra of 2-Thenoyl-2-Carbazolyl-N-Butyltrifluoroacetone . SPECTROSCOPY AND SPECTRAL ANALYSIS, 2004, 24(02): 162-165.

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