Highly Regioselective Oxidative Polymerization of 4-Phenoxyphenol to Poly(1,4-phenylene oxide) Catalyzed by Tyrosinase Model Complexes

Poly(N-4-vinylbenzyl-1,4,7-triazacyclononane) Copper Complex Grafted Solid Catalyst for Oxidative Polymerization of 2,6-Dimethylphenol

“…In nature, tyrosinase is one of the enzymes that can oxidatively polymerize phenols. As tyrosinase models, the copper complexes of triazacyclononane (TACN) derivatives have been investigated as catalysts for the oxidative polymerization of phenols [8][9][10]. Kobayashi et al for example, discovered that a copper TACN complex can be used as a catalyst for the highly regioselective oxidative polymerization of 4-phenoxyphenol [8].…”

“…As tyrosinase models, the copper complexes of triazacyclononane (TACN) derivatives have been investigated as catalysts for the oxidative polymerization of phenols [8][9][10]. Kobayashi et al for example, discovered that a copper TACN complex can be used as a catalyst for the highly regioselective oxidative polymerization of 4-phenoxyphenol [8]. Our group has previously reported the use of copper complexes of TACN derivatives as a catalyst in aqueous solutions for the oxidative polymerization of 2,6-difluorophenol and also as a catalyst for the oxidative polymerization of DMP using water as a solvent [9,10].…”

Green synthesis of soluble polyphenol: oxidative polymerization of phenol in water

“…There are existing studies that focused on the control of the coupling selectivity in phenol polymerization. The highly regioselective oxidative polymerization of 4-phenoxylphenol (phenol dimer) and phenol derivatives have been accomplished by suppressing the coupling reaction at the o-position based on the steric crowding effect of using the tyrosinase model complexes as catalysts (10). Recently, regioselective enzymatic synthesis of polyphenols by template oxidative polymerization of phenol has been reported (14,15).…”

Oxidative Coupling Copolycondensation of 2,6-Dimethylphenol with 2,5-Dimethylphenol: Highly Thermostable Poly(phenylene ether)

“…8 Although this catalytic system could then be applied to the polymerization of other phenol derivatives such as o-cresol 9 m-cresol, 10 and pphenoxyphenol, 11 perfect regio-regularity has not been realized. A mesoporous supported copper-amine catalyst was prepared and applied to the oxidative polymerization of 2,6-dimethylphenol (26DMP) 12 and 25DMP, 13 in which a perfectly regio-controlled polymer was obtained.…”