로다민 6G는 형광의 대표적인 물질로서 광범위하게 사용되는 염료이다. 때문에 이것은 훌륭한 광 물리적 성질 을 가지고 있다. 최근에 다양한 로다민 6G 기반의 금속이온에 대한 형광성 탐지를 목적을 두고 있다. 새로운 종류의 페 노시아진을 포함하는 로다민 6G는 다섯 과정으로 합성했다. 형광분석과 비색적 측정으로 로다민 6G 스피로 고리 구조의 고리열림에 의해 다양한 금속이온을 포함하는 것을 나타내었다. 로다민 6G 에틸렌디아민 페노시아진과 로다민 6G 1,3디 아미노프로페인 페노시아진은 1H-NMR, GC-Mass 그리고 FAB-Mass를 사용해 특징을 보았다. 이들 탐지물의 양이온 감지 메카니즘은 스피로고리와 고리열림 형태 사이의 구조 변화를 기본으로 하고 있다. 여기에서 새로운 로다민 6G 중간체를 포함하는 페노시아진 이중체널은 Sn2+와 Al3+에 대해 감지한다.
로다민 화합물은 형광 이 강하고 광학적 특성이 광범위해서 금속이온 분석에 널리 사용되고 있다. 최근 들어 여러 가지 여러 종류의 다양한 금속 이온을 감지하는 메카니즘은 spirocycle과 open-cycle형 구조변화를 통해 생긴다. 이 논문에서는 새로운 fluorene이 함유된 rhodamin 6G 유도체를 합성하였다. 합성한 화합물이 금속 이온 Fe2+와 Al3+ 에 선택성이 좋은 것을 확인하였다.
In this study, we synthesized fluorescent sensors from rhodamine 6G derivatives and hydroxy coumarin. The synthetic routes to the rhodamine 6G derivatives containing hydroxy coumarin are shown in Fig. 1. Two derivatives were synthesized through Schiff base reactions. The structures of the new compounds were confirmed by melting point, 1H-NMR, and GC-MS analyses. The compounds were found to selectively bind to tin (Sn2+) ion by fluorescence titration using various metal cations. Longer carbon chains gave more sensitivity. Sn2+ ions exhibited the strongest fluorescence among the nime ions. The binding analysis using Job plots suggested that compounds form 1:1 complexes with the Sn2+ ions.
A colorimetric chemosensors Sn2+ have been designed and synthesized by three steps. The spirolactam ring-opening process of rhodamine B is one of the most useful mechanisms for controlling fluorescence properties. Herein, new fluorescent chemosensors 1 and 2 based on rhodamine B containing phenothiazine derivertive were synthesized. They exhibit selective fluorescence enhancement behaviour in the presence of Sn2+ ion. Complexation between these compounds and the metal cations were confirmed through continuous variation method. It is observed that compounds 1, 2, and Sn2+ ion are complexed by 1:1 formation. Especially the proposed compounds 1 and 2 exhibit quick, simple and facile synthetic route.
Novel rhodamine 6G fluorescent chemosensors 1 and 2 for the detection of transition metal cations were synthesized through the condensation of rhodamine 6G ethylenediamine with each of 2-hydroxy-1-naphthaldehyde and 2,6-pyridinedicarbaldehyde, respectively. 1 and 2 were characterized using 13C NMR, 1H NMR and mass spectroscopy. Fluorometric and colorimetric measurements involving various metal ions revealed the ring opening of the rhodamine 6G spirocycle framework. In the absence of metal cations, 2 was colorless and non-fluorescent, whereas the addition of metal cations (Hg2+ and others) changed the color to pink, accompanied by the appearance of an orange fluorescence. The chemosensors exhibited high selectivity for Hg2+ over other divalent first-row transition metals. The complexes of Hg2+ with 1 and 2 were successfully isolated. A huge enhancement in the fluorescence for both one- and two-photon excitations makes these compounds suitable candidates to be used for fluorescent labeling of biological systems.
Anthracene appended new host compounds have been synthesized by imine reaction. Fluorescent open chain host compounds Trisanthryl-tris(2-aminoethyl)imine 1 was synthesized from the reaction of tris(2-aminoethyl)amine and anthracene-9-carboxaldehyde in EtOH. Tris-10-chloroanthryl-tris(2-aminoethyl)imine 2 was synthesized from tris(2-aminoethyl)amine and 10-chloro-9-anthraldehyde in EtOH. The structures of all reaction product were identified by 1H NMR, 13C NMR, GC/MS, FAB Mass, IR spectrum and DSC. Cation complexation behavior was investigated by fluorescence spectroscopy measurements. The capability of transition metals cation recognition between fluorescent open chain host compound 1, 2 were investigated with Co²+, Ni²+and Cu²+. The fluorescence intensity was increased by host compounds corresponding guest cations. The relative order of fluorescence intensity changes were Co²+ > Cu²+ > Ni²+ . Compound 2 is very sensitive fluorescent sensor of Co²+ ion.