Chem. J. Chinese Universities

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Preparation and Spectroscopic Properties of Line-Type Poly(glyceryl methacrylate) Bonding Manganoporphyrin on Side Chain

ZHANG Yan, WANG Rui-Xin, GAO Bao-Jiao*, GUO Hao-Peng   

  1. Department of Chemistry and Chemical Engineering, North University of China, Taiyuan 030051, China
  • Received:2007-09-21 Revised:1900-01-01 Online:2008-03-10 Published:2008-03-10
  • Contact: GAO Bao-Jiao

Abstract: The special chemical structures and properties of porphyrins make them have wide applications in many fields, such as biomimetic catalysis, electrocatalysis, chemical and biological sensors, solar energy conversion, and so on. If polymeric materials are functionalized with porphyrins, a new class of functional polymeric materials will be obtained, and it will have potential applications in advanced science and technology fields. In this paper, a valuable and significant exploration in the immobilization of porphyrins onto polymeric materials or the functionalization of polymers with porphyrins was studied based on poly(glyceryl methacrylate)(PGMA). Meso-tetra(4-hydroxylphenyl) porphyrin(THPP) was synthesized by adopting Adler’s method. The bonding reaction between PGMA and THPP was carried out in a homogeneous system, (hydroxylphenyl) porphyrin was bonded on the side chains of PGMA, and porphyrin-bonding PGMA was obtained(denoted as HPP-PGMA). Further, the coordination reaction between HPP-PGMA and MnCl2 was performed and manganese porphyrin-bonding PGMA was gained(denoted as MnP-PGMA). The structure of HPP-PGMA was characterized with 1H NMR spectrum. The electronic absorption and fluorescence emission spectra of HPP-PGMA and MnP-PGMA were determined and their photophysical behavior was examined. The experimental results show that(hydroxylphenyl) porphyrin and its manganese complex can be favorably bonded on the side chains of PGMA via the ring-openibg reaction between epoxy bonds on the side chains of PGMA and the hydroxyl groups of THPP, and line-type HPP-PGMA and MnP-PGMA were prepared successfully. HPP-PGMA possesses the characteristic electronic absorption spectrum and fluorescence emission of porphyrins, and MnP-PGMA have the characteristic electron absorption spectrum and fluorescence emission of original manganese porphyrins.

Key words: Meso-tetra(4-hydroxylphenyl) porphyrin, Manganese porphyrin, Poly(glyceryl methacrylate), Bonding, Spectroscopic property

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