Preparation of oligo (aminophenols) was carried out by chemical oxidative and enzymatic oligomerization of 4-amino-2,6-dibromophenol (ADBP). The former method required hydrogen peroxide as catalyst in an aqueous sodium hydroxide solution and the latter method was catalyzed by an enzyme, horseradish peroxidase, in 1,4-dioxane resulting in the formation of (ADBP)-ox and (ADBP)-enz, respectively. For the structural confirmation for both of the synthesized oligomers were fulfilled using FT-IR, UV–vis and H NMR and C NMR instruments. The chemical oxidation with HO induced monodisperse particles in the sub-micron size. The thermal treatment of the oligomers at 1000 C showed that the chemical oxidation resulted in (ADBP)-ox with higher residue% compared to enzymatic oxidation. Neutral ADBP underwent facile oxidation, leading to the formation of its corresponding oligomers, which were composed of head-to-tail or -coupled constitutional moieties with lower optical and electrochemical band gaps than those of ADBP using two oligomerization routes. By analyzing the solvent effect on the absorption, lower optical band gaps of the synthesized oligomers were obtained in some selected solvents, pointing out them as semi-conductive material for the production of optoelectronic and electronic materials. By tuning the excitation wavelength, the fluorescence intensity of both of the oligomers was changed. DMF solution of (ADBP)-ox and (ADBP)-enz had a quantum yield of 17.6 % and 1.2 % for green and orange photoluminescence emission, respectively, with excellent photostability.

中文翻译：

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基于化学和 HRP 催化氧化过程的二溴氨基苯酚低聚：表征和光致发光特性


通过 4-氨基-2,6-二溴苯酚 (ADBP) 的化学氧化和酶促低聚制备低聚（氨基苯酚）。前一种方法需要在氢氧化钠水溶液中使用过氧化氢作为催化剂，后一种方法由辣根过氧化物酶在 1,4-二恶烷中催化，导致形成 (ADBP)-ox 和 (ADBP)-enz，分别。使用 FT-IR、UV-vis、H NMR 和 C NMR 仪器对两种合成的低聚物进行了结构确认。 H2O 的化学氧化引起亚微米尺寸的单分散颗粒。 1000°C 低聚物的热处理表明，与酶氧化相比，化学氧化产生的 (ADBP)-ox 具有更高的残留百分比。中性 ADBP 容易氧化，形成相应的低聚物，该低聚物由头尾相连或偶联的结构部分组成，其光学和电化学带隙比使用两种低聚途径的 ADBP 低。通过分析溶剂对吸收的影响，在一些选定的溶剂中合成的低聚物获得了较低的光学带隙，指出它们可作为用于生产光电和电子材料的半导体材料。通过调节激发波长，两种低聚物的荧光强度都发生了变化。 (ADBP)-ox 和 (ADBP)-enz 的 DMF 溶液的绿色和橙色光致发光量子产率分别为 17.6% 和 1.2%，具有优异的光稳定性。