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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 35, Number 5
JKCSEZ 35(5)
October 20, 1991 

Syntheses of Metalloporphyrins and Polymer-bonded Metalloporphyrin and Their Catalytic Effects on Benzoquinone Photoreduction

Metalloporphyrins 와 Polymer-bonded Metalloporphyrin 의 합성 및 Benzoquinone 광환원반응의 촉매효과
Kyu-Ja Whang, Hee-Kyung Lee, Yong-Keun Lee

황규자, 이희경, 이용근
pyrrole과 benzaldehyde 및 그 유도체로부터 meso-tetraphenylporphyrin(TPP)과 그 유도체 다섯가지를 합성한 후 이를 Co(Ⅱ), Cu(Ⅱ), Zn(Ⅱ)의 염화물과 반응시켜 각각의 metalloporphyrin 착화합물을 만들고, 이 중 meso-tetra(p-aminophenyl)porphyrin(TNPP)을 다공성 polystyrene 수지와 반응시킨 후 여기에 Cu(Ⅱ)의 염화물을 작용시켜 고분자결합 metalloporphyrin 착화합물 : Cu(Res-NH-TPP-NH2)을 만들었다. 합성한 porthyrin 화합물들은 가시광선, 적외선 및 전자스핀공명 스펙트럼으로 확인하였고, 금속함량은 원자흡광 분광광도법으로 측정하였다. 합성한 porphyrin 화합물을 benzoquinone 광환원반응에 촉매로 이용한 결과, 일반적으로 유리 porphyrin보다 metalloporphyrin이, metalloporphyrin 중에는 Cu-TNPP의 촉매효과가 높았으며, 이에 고분자를 결합시키는 경우 효과가 더욱 향상됨을 알 수 있었다.

Six free base porphyrins were synthesized by reacting pyrrole with benzaldehyde or its derivatives and then reacted with metal chlorides to prepare corresponding metal complexes. In addition, polymer-bonded porphyrins were synthesized by treating chloromethylated styrene-divinyl benzene (1%) copolymer beads with meso-tetra (p-aminophenyl)porphyrin (TNPP) solution and then treated with cupric chloride to obtain Cu(Res-NH-TPP-NH2). The porphyrin compounds were characterized by visible, inffrared and electron spin resonance spectral analyses. The metal contents of metalloporphyrins were determined by atomic adsorption spectrophotometry. The synthesized porphyrin compounds were subsequently examined for their catalytic strength and found the activity to increase in the following order: free base porphyrins; metalloporphyrins; polymer-bonded metalloporphyrin. Among metalloporphyrins, Cu-TNPP showed the greatest catalytic power.

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