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Functional metallomacrocycles and their polymers, 26 . Synthesis of 2‐acryloylamino‐9,16,23‐tri‐ tert ‐butylphthalocyanine and autoxidation of thiol with water‐soluble polymers containing cobalt(II) phthalocyaninate complex
Author(s) -
Kimura Mutsumi,
Dakeno Tomohiro,
Adachi Etsuko,
Koyama Toshiki,
Hanabusa Kenji,
Shirai Hirofusa
Publication year - 1994
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.1994.021950711
Subject(s) - autoxidation , cationic polymerization , chemistry , polymer chemistry , catalysis , monomer , polymer , cobalt , reaction rate constant , substrate (aquarium) , dissociation (chemistry) , thiol , kinetics , organic chemistry , physics , oceanography , quantum mechanics , geology
The catalytic autoxidation of 2‐mercaptoethanol was studied by using new water‐soluble polymers containing a cobalt(II) phthalocyaninate complex as a catalyst. The phthalocyanine vinyl‐monomer, 2‐acryloylamino‐9,16,23‐tri‐ tert ‐butylphthalocyanine (APc(t‐Bu) 3 ), was synthesized and copolymerized with three kinds of water‐soluble monomers to result in a favorite electrostatic environment as a catalyst. The resulting cationic polymer containing a cobalt(II) phthalocyaninate complex has high activity as a catalyst for autoxidation of 2‐mercaptoethanol independent of pH. The catalystic system obeys Michaelis‐Menten kinetics with respect to substrate concentration. The rate constant k 5 of the rate‐controlling step and the apparent Michaelis constant K m appwere obtained from a Lineweaver‐Burk plot. The cationic environment on the polymeric catalyst enhances enzyme‐like activity in the neutral pH region for autoxidation of 2‐mercaptoethanol, because of the promotion of substrate dissociation and the accumulation of thiolate anions.