Application of an enzymatic cascade reaction for the synthesis of the emeraldine salt form of polyaniline

Application of an enzymatic cascade reaction for the synthesis of the emeraldine salt form of polyaniline
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DOI:
10.1007/s11696-021-01620-z
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发表时间:
2021-04-13
期刊:
影响因子:
2.2
通讯作者:
Walde, Peter
Walde, Peter
中科院分区:
化学4区
文献类型:
--
作者:
Kurisu, Minoru;Kissner, Reinhard;Walde, Peter

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利用曲霉菌从苯胺合成翠绿亚胺盐形式的聚苯胺 (PANI-ES)。以 AOT(双(2-乙基己基)磺基琥珀酸钠)大单层囊泡为模板,在 pH = 4.3 和 T 类似于 25 摄氏度的条件下,对葡萄糖氧化酶 (GOD)、D-葡萄糖、溶解的 O-2 和辣根过氧化物酶同工酶 C (HRPC) 进行系统研究。在该级联反应混合物中,苯胺的氧化是由 HRPC 和 H2O2 催化的,H2O2 是 GOD 催化的 d-葡萄糖与 O-2 氧化过程中原位形成的副产物。根据 UV/Vis/NIR 和 EPR 测量判断,在我们认为理想的精心设计的实验条件下,PANI-ES 产物的形成是明显的。与参考反应进行比较,参考反应在相似条件下进行,添加 H2O2 代替 GOD 和 D-葡萄糖。尽管发现参考反应更优越,但通过级联反应,仍然可以在 24 小时内获得高苯胺转化率 (> 90%) 的 PANI-ES 产物,为稳定的深绿色 PANI-ES/AOT 囊泡分散体。我们的结果表明,H2O2 的原位形成不会阻止参考反应中已知发生的 HRPC 失活。此外,级联反应中使用的GOD也会被聚合中间体失活。
The synthesis of the emeraldine salt form of polyaniline (PANI-ES) from aniline with Aspergillus sp. glucose oxidase (GOD), d-glucose, dissolved O-2, and horseradish peroxidase isoenzyme C (HRPC) in the presence of large unilamellar vesicles of AOT (sodium bis-(2-ethylhexyl)sulfosuccinate) as templates at pH = 4.3 and T similar to 25 degrees C was investigated in a systematic way. In this cascade reaction mixture, the oxidation of aniline is catalyzed by HRPC with H2O2 that is formed in situ as byproduct of the GOD-catalyzed oxidation of d-glucose with O-2. Under the elaborated experimental conditions which we considered ideal, the formation of PANI-ES products is evident, as judged by UV/Vis/NIR and EPR measurements. Comparison was made with a reference reaction, which was run under similar conditions with added H2O2 instead of GOD and D-glucose. Although the reference reaction was found to be superior, with the cascade reaction, PANI-ES products can still be obtained with high aniline conversion (> 90%) within 24 h as stable dark green PANI-ES/AOT vesicle dispersion. Our results show that the in situ formation of H2O2 does not prevent the inactivation of HRPC known to occur in the reference reaction. Moreover, the GOD used in the cascade reaction is inactivated as well by polymerization intermediates.