• Title/Summary/Keyword: porphyrin square

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Synthesis and It's Luminescent Properties of Porphyrin Square Compound with Crown Ether Containing Pyridine (Porphyrin을 포함하는 Crown Ether를 가진 사각포피린 형광물질 합성에 관한 연구)

  • Chang, Seung-Hyun;Chung, Kwang-Bo;Lee, Kwan-young
    • Journal of the Korean Society of Industry Convergence
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    • v.5 no.3
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    • pp.277-282
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    • 2002
  • THF/toluene용매내에서 pyridine이 포함된 porphyrin과 $Re(CO)_5Cl$의 반응에 의해 새로운 porphyrin square(1)을 합성하였다. 2-(Methylene 15-crown-5)-nicotinoyl chloride ester(2)는 $CH_2Cl_2$용매내애서 2-Hydroxymethyl-15-crown-5와 nicotinoyl chloride 로부터 합성하였다. 형광 실험에서 게스트(2)가 호스트 (1)에 더해짐으로써 luminescence 가 감소되는 것을 알았다. 호스트-게스트계에서 (2)의 농도가 감소함에 따라 결합상수 k는 $1.13{\times}10^7M^{-1}$이었다. 이 계에 $Na^+$ 농도를 증가시킴으로써 luminescence는 현저히 증가하였다.

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Fluorescent properties and synthesis of porphyrin square recognized methylene crown ether

  • Chang, Seung-Hyun;Kim, Jung-Sung
    • Proceedings of the Korean Environmental Sciences Society Conference
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    • 2003.11a
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    • pp.155-158
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    • 2003
  • New porphyrin square (1) was prepared by reaction of porphyrin containing pyridine and Re$(CO)_5Cl$ in THF/toluene solvent. 2-(Methylene15-crown-5)-nicotinoly ester(2) was synthesized by reaction of 2-(Hydroxymethyl-15-crown-5 and nicotinoly chloride in $CH_2Cl_2$. In fluorescence quenching studies luminescence was quenched by addition of the guest(2) into host(l). In the host-guest system we could obtain binding constant (K= $1.13{\times}10^{7}M^{-1}$) at decreasing concentration of (2). But the luminescence was dramatically increased after $Na^{+}$ was added into the host-guest system.

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Synthesis and luminescent properties of porphyrin square recognized crown ether

  • Chang, Seung-Hyun;Lee, Kwan-Young
    • Proceedings of the Korean Institute of Electrical and Electronic Material Engineers Conference
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    • 2003.08a
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    • pp.133-136
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    • 2003
  • New porphyrin square (1) was prepared by reaction of porphyrin containing pyridine and $Re(CO)_5Cl$ in THF/toluene solvent. 2-(Methylenel5-crown-5)-nicotinoly ester(2) was synthesized by reaction of 2-(Hydroxymethyl-15-crown-5 and nicotinoly chloride in $CH_2Cl_2$. In fluorescence quenching studies luminescence was quenched by addition of the guest(2) into host(l). In the host-guest system we could obtain binding constant (K=$1.13{\times}10^7M^{-1}$) at decreasing concentration of (2). But the luminescence was dramatically increased after $Na^+$ was added into the host-guest system.

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Self-Assembled and Alternative Porphyrin-Phthalocyanine Array

  • Kwag, Gwang-Hoon;Park, Eun-Joo;Kim, Sung-Hyun
    • Bulletin of the Korean Chemical Society
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    • v.25 no.2
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    • pp.298-300
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    • 2004
  • An alternative molecular porphyrin-phthalocyanine aggregate was prepared and characterized with UV-visible and X-ray absorption spectroscopies. UV-visible experiments evidence 1-dimensional porphyrin-phthalo-cyanine array formed by mixing $SnTPPCl_2 ({\lambda}_{max}=429,\;{\varepsilon}=2.4{\times10^ 5 /M{\cdot}cm)\;and\;NiPc(OBu)_8({\lambda}_{max}=744 nm,\;{\varepsilon}= 2.0{\times}10^ 5 /M{\cdot}cm)$ in solution. In the UV-visible spectrum of the porphyrin-phthalocyanine array, $(SnPNiPc)_n$, a new Q-band appeared at 844 nm with decrease of the Q-band peak of $NiPc(OBu)_8$ at 744 nm. The red-shift of Q-band evidences an alternative porphyrin-phthalocyanine array formed in solution through metal-halide interaction rather than ${\pi}-{\pi}$ facial interaction, in which nickel of $NiPc(OBu)_8$ coordinates with chloride of $SnTPPCl_2$ through self assembly. Ni K-edge XANES (X-ray absorption near edge structure) spectra also support the axial ligation of nickel to chloride. The square planar structure of $NiPc(OBu)_8$ turns to an octahedral structure in (SnPNiPcSnP) by axial ligation. A higher energy-shift (0.2 eV) of the preedge peak of (SnPNiPcSnP) indicaties partial oxidation of nickel by charge transfer from NiPc$(OBu)_8$ to SnTPPCl$_2$.

Integrated Microdisk Gold Electrode Modified with Metal-porphyrin and Metal-phthalocyanines for Nitric Oxide Determination in Biological Media

  • Kim, Il-Kwang;Bae, Hyun-Ok;Oh, Gi-Soo;Chung, Hun-Taeg;Kim, Young-Jin;Chun, Hyun-Ja
    • Bulletin of the Korean Chemical Society
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    • v.24 no.11
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    • pp.1579-1584
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    • 2003
  • An integrated gold microdisk electrode was constructed and modified with metal-porphyrin or metal-phthalocyanines for NO determination in biological media. Microanalysis of NO using square wave anodic stripping voltammetry in $1\;{\times}\;10^{-2}$ M $HClO_4$ was optimal when the accumulation potential was 0.1 V, frequency 100 Hz, and the scan rate was 200 mV/s. When the electrode was modified with metal-porphyrin or metal-phthalocyanines, the anodic peak currents of NO increased due to the catalytic oxidation of NO. In case of Fe(II)-phthalocyanine modified electrode, the peak currents remarkably increased and the sensitivity was high. The calibration curve had good linearity in the range from $3.6\;{\times}\;10^{-5}$ M to $7.2\;{\times}\;10^{-7}$ M, and the detection limit was $5.7\;{\times}\;10^{-7}$ M. For the structural stability and increased sensitivity, Fe(II)-phthalocyanine modified gold microdisk electrode coated with Nafion was applied to determination of NO released from cultured macrophase.

Simple Synthetic Manipulation Allowing for Morphological Diversity of Porphyrin-Based Microcrystals

  • Lee, Jun-Ho;Ryu, Eui-Hyun;Kim, Sung-Tae;Lee, Suk-Joong
    • Bulletin of the Korean Chemical Society
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    • v.32 no.2
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    • pp.609-612
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    • 2011
  • Amphiphilic (porphyrin)Sn$(OH)_2$ molecular building block can directly translate into well-defined solid-state microcrystalline structures. The crystalline diamond plates are obtained from ethanol and crystalline square plates are grown from methanol solution. With a simple synthetic manipulation during the microcrystal growth, the morphologies can be controlled by adopting different molecular packing. Consequently, morphologies of microcrystals have been diversified. Furthermore, the macroscopic crystals were obtained in the presence of cetyltrimethylammonium bromide (CTAB).

X-ray Structure and Electrochemical Properties of Ferrocene-Substituted Metalloporphyrins

  • Kim, Jin Won;Lee, Seok U;Na, Yong Hwan;Lee, Gi Pyeong;Do, Yeong Gyu;Jeong, Se Chae
    • Bulletin of the Korean Chemical Society
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    • v.22 no.12
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    • pp.1316-1322
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    • 2001
  • Transition metal complexes of novel mono- and di-ferrocene-substituted porphyrins have been synthesized and characterized by structural and electrochemical methods. The X-ray structures of Mn(FPTTP)Cl and Mn(DFTTP)Cl showed the distorted square pyramidal coordination geometry with syn configuration of chloride and ferrocenyl substituents. The electrochemistry of ferrocene-substituted porphyrins and their metal complexes has been determined to elucidate the ${\pi}-conjugation$ effect of the porphyrin ring. The ferrocenyl group of H2FPTTP underwent a reversible one-electron transfer process at 0.30 V, indicating the good electron donating effect of the phorphyrin ring to the ferrocene substituent. The redox potential of the ferrocenyl subunit and porphyrin ring was affected by the central metal ions of the metalloporphyrins, that is, Zn(II) and Ni(II) made the oxidation of ferrocene much easier and Mn(III) made it harder. The ferrocene subunits of H2DFTTP interacted electrochemically with each other with peak splitting of 0.21 V. The strength of the electrochemical interactions between the two ferrocenyl substituents can be controlled by central metal ions of metalloporphyrins.