2018
DOI: 10.1002/marc.201800160
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Amine‐Triggered Dopamine Polymerization: From Aqueous Solution to Organic Solvents

Abstract: Dopamine (DA) polymerization has received significant attention in many fields, however, almost all of the works are limited to aqueous solution and hamper its wide application. This paper reports that amines can trigger DA polymerization by capturing the H from DA hydrochloride and intermediates to accelerate the generation of radical species in water or organic solvents. Increasing concentration and decreasing pKb of amines cause the reaction equilibrium to shift toward the product polydopamine (PDA). Water-… Show more

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Cited by 23 publications
(14 citation statements)
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References 41 publications
(51 reference statements)
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“…The authors demonstrated the utility of this approach in establishing pDA coating of water-labile electrospun nanofibers, controlled release of hydrophobic drug, paclitaxel and immobilization of organothiols. Liu et al reported the pDA coating in ethanol and in the presence of large excess of tetramethylethylenediamine (TEMED) [42]. Despite the large excess of (TEMED: dopamine = 26), a maximum coating thickness of 28 nm was achieved in 48 h. When compared to other organic bases, piperidine showed higher coating thickness and coating speed and attributed to the strong basic properties (low pKb) and higher nucleophilicity of piperidine.…”
Section: Pda Nanocoatings In Organic Solventsmentioning
confidence: 99%
“…The authors demonstrated the utility of this approach in establishing pDA coating of water-labile electrospun nanofibers, controlled release of hydrophobic drug, paclitaxel and immobilization of organothiols. Liu et al reported the pDA coating in ethanol and in the presence of large excess of tetramethylethylenediamine (TEMED) [42]. Despite the large excess of (TEMED: dopamine = 26), a maximum coating thickness of 28 nm was achieved in 48 h. When compared to other organic bases, piperidine showed higher coating thickness and coating speed and attributed to the strong basic properties (low pKb) and higher nucleophilicity of piperidine.…”
Section: Pda Nanocoatings In Organic Solventsmentioning
confidence: 99%
“…In particular, the TEM image of ECo-900 (Figure S2a) shows aggregated particles while DA-900 (Figure S2b) shows a thin-sheet-like morphology. According to previous research, the polymerization of DA takes place easily in mildly alkaline aqueous media, , and amines can trigger polymerization by capturing H + from dopamine hydrochloride and intermediates to accelerate the generation of radical species in water. , For this reason, ammonia plays an important role in regulating spherical morphology. All the shapes of Blank, E@D, and ECo@D catalysts are spherical except for the difference in diameter (Figure a–c).…”
Section: Resultsmentioning
confidence: 99%
“…For instance, by abstracting a hydrogen atom from the dopamine monomer promotes the generation of DA radical species. [49,50] PDA deposition can also be achieved in acidic conditions either in the absence of oxygen [48] or in the presence of oxidants. [9,51] Here, the polymerization route was suggested to proceed via the formation of dopamine-semiquinone radical [11] and free radical polymerization mechanism.…”
Section: Polymerization Mechanismmentioning
confidence: 99%