铕穴状双功能螯合剂的合成及其光学性能
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摘要
以2,6-二甲基-4-羟基吡啶为原料,经取代和水解反应合成了稀土穴状双功能螯合剂2-【2,6-{N,N',N,N'-[二(2,2'-联吡啶-6,6'-二甲基)]二氨甲基}-吡啶-4-氧基】乙酸-Eu~(3+),其结构和性能经荧光光谱、1H NMR、IR和MS(ESI)表征。结果表明:螯合物的激发光谱范围为258～356 nm,最佳激发波长为331 nm;其荧光光谱中铕的特征峰位于581 nm(5D_0→7F_0)、594 nm(5D_0→7F_1)、616 nm(5D_0→7F_2),荧光寿命为512μs。
The rare earth acupoint bifunctional chelant,2-{ 2,6-{ N,N',N,N'-[bis( 2,2')-bipyridine-6,6'-dimethyl)-diaminomethyl}-pyridine-4-oxy} acetic acid-Eu~(3+),was synthesized by substitution reaction and lytic response,using 2-dimethyl-4-hydroxypyridine as raw material. The structure and optical performance were characterized by fluorescence spectra,~1H NMR,IR and MS( ESI). The results showed that the excitation spectra was 258 ～ 356 nm,the best excitation peak was 331 nm,the narrow emission spectra peaks located at 581 nm(5D_0→7F_0),594 nm(5D_0→7F_1),616 nm(5D_0→7F_2),and the florescent lifetime was 512 μs.
The rare earth acupoint bifunctional chelant,2-{ 2,6-{ N,N',N,N'-[bis( 2,2')-bipyridine-6,6'-dimethyl)-diaminomethyl}-pyridine-4-oxy} acetic acid-Eu~(3+),was synthesized by substitution reaction and lytic response,using 2-dimethyl-4-hydroxypyridine as raw material. The structure and optical performance were characterized by fluorescence spectra,~1H NMR,IR and MS( ESI). The results showed that the excitation spectra was 258 ～ 356 nm,the best excitation peak was 331 nm,the narrow emission spectra peaks located at 581 nm(5D_0→7F_0),594 nm(5D_0→7F_1),616 nm(5D_0→7F_2),and the florescent lifetime was 512 μs.
引文
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[3]刘婷婷,宁志刚,赫文龙,等.固相时间分辨荧光免疫分析的标记技术及标记过程中的蛋白质测定[J].标记免疫分析与临床,2009,16(2):108-111.
[4] HAIYAN L,YUNHUI L,LIHUA P,et al. Preparation and characterization of a novel type complex[J].Chinese Journal of Applied Chemistry,2010,27(9):1008-1011.
[5] RUIXIA L,LIHUA P,JIXIAN D,et al. Selective hydrogenation of citral in environmental benign media[J]. Spectroscopy and Spectral Analysis,2000,20(3):277-279.
[6] SMEULDERS L,BUNKENS L,VEREYCKEN I,et al. A homgenous time-resolved fluorescence assay to identify inhibitors of HIV-1 fusion[J]. Methods in Moleculer Biology,2013,1030(6):11-17.
[7] DOFFEKC,ALZAKHEM N,MOLON M,et al. Perdeuterated lanthanoid cryptates:Extraordinarily bright near-IR luminophores[J]. Inorganic Chemistry,2012,51(8),4539-4545.
[8] ALPHA B,LEHN J,MATHIS G. Energy transfer luminescence of europium(iii)and terbium(iii)cryptates of macrobicyclic polypyridine ligands[J]. Angewandte Chemie International Edition,1987,26(3):266-267.
[9] VILA-NOVA S P,PEREIRA G A L,ALBUQUERQUE R Q,et al. Study of the luminescence of Eu(III),Tb(III)and Gd(III)cryptates containing Py(CO2Et2)2as ligands[J]. Journal of Luminescence,2004,109:173-179.
[10]常孟方,贾梦辉,李磊,等.葡萄球菌核酸酶蛋白的时间分辨荧光与热力学特性[J].光谱学与光谱分析,2018,38(5):1451-1457.
[11] MYYRYL I T,TALHA S M,SWAMINATHAN S,et al. Simul-taneous detection of human immunodeficiency virus 1 and Hepati-tis B virus infections using a dual-label time-resolved fluorometric assay[J].Journal of Nanobiotechnology,2010,8(27):1-6.
[12] CAO X J,XIE W B,PAN L H,et al. Synthesis and characterization of 4,4'-di(p-aminophenylethynyl)-6,6'-bis[N,N'-bis(ethoxycarbonylmethyl)amino methyl]-2,2'-bipyridine[J]. Chemical Journal of Chinese Universities,2012,33(7):1462-1465.
[13]柴永真.均相时间免疫分析双功能螯合剂的合成[D].长春:长春理工大学,2017.
[14] CORTEREALL, TEIXEIRA R G,GRIO P,et al.Methyl-cyclopentadienyl ruthenium compounds with2,2'-bipyridine derivatives display strong anticancer activity and multidrug resistance potential[J]. Journal of Inorganic Chemistry,2018,57(8):4629-4639.
[15] DZHARDIMALIEVEG I,UFLYAND I E. Review:Recent advances in the chemistry of metal chelate monomers[J]. Journal of Coordination Chemistry,70(9):1468-1527.
[16] CARABALLO R M,PABLO R,HODAK J H,et al.Photosubstitution of monodentate ligands from ru(II)-dicarboxybipyridine complexes[J]. European Journal of Inorganic Chemistry,2017,238(30):556-564.
[17] TIEXIANG F,YIXIANG Z. A highly selective methanol sensor based on tin(II)complex of bipyridine dioxide[J]. Sensors and Actuators B-Chemical,2017,238:556-564.
[18]吕柏. NBS溴化试剂在合成中的应用[J].天津化工,1998,(2):11-27.