Elucidating the Structure of Poly(dopamine)

作者：Dreyer, Daniel R.; Miller, Daniel J.; Freeman, Benny D.^*; Paul, Donald R.; Bielawski, Christopher W.

来源：Langmuir, 2012, 28(15): 6428-6435.

DOI：10.1021/la204831b

• SOLID-STATE NMR
• PI-PI STACKING
• OXIDATIVE POLYMERIZATION
• RADICAL CYCLIZATION
• MASS-SPECTROMETRY
• CRYSTAL-STRUCTURE
• CARBON NANOTUBES
• DOUBLE-RESONANCE
• CELL-ADHESION
• MELANIN

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.

• 出版日期2012-4-17