| 第 47 卷第 4 期 |  | Vol. 47 No. 4 | | 2017 年 8 月 | Aug 2017 |
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所屬欄目：功能材料
二茂鐵苯并咪唑衍生物的合成及電化學(xué)性能研究與離子識別 |
| 劉亞堅，楊云峰*，李宇飛，馮彥梅，王世珍
（中北大學(xué)理學(xué)院，山西 太原 030051） |
| 摘 要：以二茂鐵為原料，經(jīng)�；磻玫蕉F甲醛，再與含不同取代基的鄰苯二胺進(jìn)行加成、消除反應合成了3種二茂鐵苯并咪唑衍生物FcB1~FcB3，通過(guò)1H NMR、13C NMR和IR表征其結構。采用循環(huán)伏安法、計時(shí)電流法和紫外可見(jiàn)光譜研究了3種二茂鐵苯并咪唑衍生物的電化學(xué)性能和離子識別性能。結果表明，3種物質(zhì)在電極表面均發(fā)生了單電子可逆氧化還原反應，且在電極表面的反應受擴散控制，擴散系數分別為1.201 cm2／s、1.533 cm2／s和2.190 cm2／s；在各種陰離子中，FcB1~FcB3對F-顯示出多種信號響應識別，F-的加入使其紫外光譜448 nm處發(fā)生紅移，吸光度增大，同時(shí)使其Fe3+／Fe2+電位分別向負極移動(dòng)193 mV、174 mV、153 mV。核磁氫譜滴定結果表明，FcB1~FcB3中苯并咪唑環(huán)上的N-H質(zhì)子與F-形成氫鍵從而達到識別功能。 |
| 關(guān)鍵詞：二茂鐵；苯并咪唑；循環(huán)伏安；紫外光譜；氟離子 |
| 中圖分類(lèi)號：O626 文獻標識碼：A 文章編號：1009-9212（2017）04-0059-06 |
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| Ferrocene Benzimidazole Derivatives：Synthesis, Electrochemical Properties and Ion Recognition |
| LIU Ya-jian, YANG Yun-feng*, LI Yu-fei，FENG Yan-mei, WANG Shi-zhen
(School of Science, North University of China, Taiyuan 030051, China) |
| Abstract：In this paper, ferrocene was used as raw material to synthesis formaldehyde ferrocene by acylation reaction, and then reacted with different substituted o-phenylenediamines to give three ferrocene benzimidazole derivatives and marked as FcB1~FcB3, The structure was characterized by 1H NMR, 13C NMR and IR. The electrochemical properties and ion recognition of these ferrocene benzimidazole derivatives were studied by cyclic voltammetry, chronoamperometry and UV-visible spectroscopy. The results showed that the single electron reversible redox reaction occurred on the surface of the electrode, and the reaction was controlled by diffusion. The diffusion coefficients were 1.201, 1.533 and 2.190 cm2·s-1, respectively. Among various anions, FcB1~FcB3 showed a variety of signal responses to F-. The addition of F- gave a red-shift of its UV spectrum at 448 nm and the absorbance increased. At the same time, the Fe3+/Fe2+ potential was shifted to the negative electrode by 193, 174, and 153 mV, respectively. The results of NMR titration showed that the N-H protons on the benzimidazole ring of FcB1 to FcB3 could recognize the hydrogen-bonded F-. |
| Key words：ferrocene; benzimidazole; cyclic voltammetry; UV spectroscopy; fluoride ion |
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作者簡(jiǎn)介：劉亞堅（1993-），男，山西遠城人，碩士研究生，研究方向：有機化學(xué)。
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聯(lián) 系 人：楊云峰，教授，有機合成及分子結構研究、功能高分子制備及性能研究（E-mail：yangyunfeng@nuc.edu.cn）。
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收稿日期：2017-08-13
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