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

在苯和 5 0 %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K2 CO3 介质中 ,温度在 5 0℃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 2 1 1～ 2 1 4℃。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 2 4 1 ,2 6 5和 2 95nm ,摩尔吸光系数依次为 1 88× 1 0 5,1 2 5× 1 0 5和 1 0 8×1 0 5L·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。

Study on the Synthesis and Spectra of 2-Thenoyl-2-Carbazolyl-N-Butyltrifluoroacetone

In phene-50% NaOH medium, 1,4-dibromobutane reacts with carbazole (CZ) to form N-bromobutylcarbaole (BCZ) at 70-80 degrees C. The 2-thenoyl-2-carbazolyl-N-butyltrifluoroacetone (TCBTA) was synthesized by reaction of BCZ with 2-thenoyltrifluoroacetone (TTA) in acetone-K2CO3 medium at 50 degrees C. The TCBTA is a light brown crystal with m.p. of 211-214 degrees C. 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 x 10(5), 1.25 x 10(5) and 1.08 x 10(5) L x mol(-1) x 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.