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Enzymatic polymerization of aniline and phenol derivatives catalyzed by horseradish peroxidase in dioxane (II)

机译:辣根过氧化物酶在二恶烷中催化苯胺和苯酚衍生物的酶促聚合

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摘要

Aminophenols, methoxyanilines and 1-naphthylamine were polymerized via the catalysis of horseradish peroxidase in dioxane at ambient conditions by using hydrogen peroxide as the oxidant. Polymers formed in good yields when using double the amount of the oxidant. The molecular weight of the polymers was determined by gel permeation chromatography, and the polymer structures were characterized by using nuclear magnetic resonance and infrared techniques. The polymerization of aminophenols and 1-naphthylamine gave relatively high yields, while the polymer yields of methoxyanilines were very low. Except for 4-methoxyaniline giving 23.5% yield, 2- and 3-methoxyaniline gave < 20% and < 10% yield respectively. The polymer of 2-aminophenol was characterized as a linear, phenoxazine-like structure, while poly(4-aminophenol) has a linear, meta-oriented structure with the preservation of a hydroxyl group. Both of these are very different to those formed by chemical or electrochemical methods. Poly(3-aminophenol) and poly(1-naphthylamine) formed by enzymatic polymerization have very complicated structures. UV-vis spectra and the cyclic voltammo grams of the polymers produced were also examined. It has been proved that poly(2aminophenol) and poly(4-amino phenol) have electroactivity with respect to a saturated HgCl{sub}2 electrode in 1 M HCl.
机译:在环境条件下,使用过氧化氢作为氧化剂,通过辣根过氧化物酶在二恶烷中的催化作用来聚合氨基酚,甲氧基苯胺和1-萘胺。当使用两倍数量的氧化剂时,聚合物以高收率形成。通过凝胶渗透色谱法测定聚合物的分子量,并通过核磁共振和红外技术表征聚合物结构。氨基酚和1-萘胺的聚合反应得到相对较高的产率,而甲氧基苯胺的聚合物产率却非常低。除了4-甲氧基苯胺的产率为23.5%之外,2-和3-甲氧基苯胺的产率分别为<20%和<10%。 2-氨基苯酚的聚合物被表征为线性的苯恶嗪样结构,而聚(4-氨基苯酚)具有线性的,间位取向的结构并保留了羟基。两者与通过化学或电化学方法形成的那些非常不同。通过酶促聚合形成的聚(3-氨基苯酚)和聚(1-萘胺)具有非常复杂的结构。还检查了产生的聚合物的UV-可见光谱和环状伏安量。已经证明,相对于在1M HCl中的饱和HgCl {sub} 2电极,聚(2-氨基苯酚)和聚(4-氨基苯酚)具有电活性。

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