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Biocatalyic Synthesis of Unusually Photoluminescent Oligomers and Electrically Conducting Polymers of 4-(3-pyrrolyl)Butyric Acid

机译:4-(3-吡咯基)丁酸的异常光致发光低聚物和导电聚合物的生物催化合成

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Unusually photoluminescent undoped oligomers and doped electrically conducting polymers of 4-(3-Pyrrolyl)butyric acid have been enzymatically synthesized using the oxidoreductase soybean peroxidase as a catalyst. This biocatalytic approach provides a direct route to a fluorescent-undoped oligomer of pyrrole that requires no protection/deprotection chemistry. The synthesis is carried out in aqueous media that requires only monomer, enzyme, and hydrogen peroxide. The undoped oligomer exhibits stable emission properties and is highly sensitive to the presence of environmentally important metal ions, such as Co(II), Hg(II), and Cu(II) in solution. Electrically conducting polymers can also be obtained by adding a dopant to a buffered reaction solution prior to initiating the polymerization. Polymers doped with camphor-10-sulfonic acid exhibit conductivity values as high as 1022 S/cm. Additionally, polymers synthesized in the presence of a biobased cationic template, N,N,N-trimethylchitosan chloride, exhibit conductivity values that are an order of magnitude greater than polymers synthesized with the anionic polymeric template, poly(styrene sulfonic acid)-sodium salt. The biobased synthetic strategy described here is the first report of directly obtaining an undoped, fluorescent conjugated oligomer of a pyrrole in aqueous solution. Unlike conventional chemical catalysts, the enzyme does not dope the oligomer and therefore provides the opportunity to directly obtain fluorescent conjugated species. VC 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 41035.
机译:使用氧化还原酶大豆过氧化物酶作为催化剂已酶促合成了不常见的光致发光未掺杂低聚物和4-(3-吡咯基)丁酸的掺杂导电聚合物。这种生物催化方法提供了无需保护/脱保护化学方法即可直接合成吡咯的无荧光低聚物的途径。合成在仅需要单体,酶和过氧化氢的水性介质中进行。未掺杂的低聚物显示出稳定的发射特性,并且对溶液中对环境重要的金属离子(例如Co(II),Hg(II)和Cu(II))的存在高度敏感。导电聚合物也可以通过在引发聚合反应之前将掺杂剂添加到缓冲的反应溶液中而获得。掺杂有樟脑-10-磺酸的聚合物的电导率值高达1022 S / cm。另外,在生物基阳离子模板N,N,N-三甲基壳聚糖氯化物存在下合成的聚合物,其电导率值比用阴离子聚合物模板聚(苯乙烯磺酸)-钠盐合成的聚合物大一个数量级。 。本文所述的基于生物的合成策略是直接获得水溶液中吡咯的未掺杂,荧光共轭低聚物的第一个报道。与常规化学催化剂不同,该酶不掺杂低聚物,因此提供了直接获得荧光共轭物质的机会。 VC 2014 Wiley Periodicals,Inc. J. Appl。 Polym。科学2014,131,41035。

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