Elucidating the Structure of Poly(dopamine)

Elucidating the Structure of Poly(dopamine)
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DOI:
10.1021/la204831b
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发表时间:
2012-04-17
期刊:
影响因子:
3.9
通讯作者:
Bielawski, Christopher W.
Bielawski, Christopher W.
中科院分区:
化学2区
文献类型:
--
作者:
Dreyer, Daniel R.;Miller, Daniel J.;Bielawski, Christopher W.

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在这里,我们提出了一种新的结构聚多巴胺,一种合成的真黑色素,已经发现了广泛的用途,作为一种防污剂。市售的3-羟酪胺盐酸盐(多巴胺HCl)在好氧、水条件下用三(羟甲基)氨基甲烷(tris)作为基本聚合引发剂聚合,分离后得到深色粉末产品。使用各种固态光谱和晶体学技术对聚合物进行分析。总的来说,数据表明,与先前提出的模型相反,聚(多巴胺)不是共价聚合物,而是单体的超分子聚集体(主要由5,6-二羟基吲哚啉及其二酮衍生物组成),它们通过电荷转移、pi堆叠和氢键相互作用结合在一起。
Herein we propose a new structure for poly(dopamine), a synthetic eumelanin that has found broad utility as an antifouling agent. Commercially available 3-hydroxytyramine hydrochloride (dopamine HCl) was polymerized under aerobic, aqueous conditions using tris(hydroxymethyl)aminomethane (TRIS) as a basic polymerization initiator, affording a darkly colored powder product upon isolation. The polymer was analyzed using a variety of solid state spectroscopic and crystallographic techniques. Collectively, the data showed that in contrast to previously proposed models, poly(dopamine) is not a covalent polymer but instead a supramolecular aggregate of monomers (consisting primarily of 5,6-dihydroxyindoline and its dione derivative) that are held together through a combination of charge transfer, pi-stacking, and hydrogen bonding interactions.