Reaction-Based, Fluorescent Film Deposition from Dopamine and a Diamine-Tethered, Bis–Resorcinol Coupler
Abstract
:1. Introduction
2. Results
3. Discussion
- 1)
- The demonstration of the uncommon emission properties of the dopamine–resorcinol coupling product in the solid state as thin film;
- 2)
- Verification of the role of HMDA as an almost universal coupler, inducing film deposition under a variety of conditions;
- 3)
- The added value of including, in the film-forming adducts, strongly basic secondary amine sites susceptible of reversible protonation, to serve as on–off switches for surface property modification.
4. Materials and Methods
4.1. Synthesis and Structural Characterization of Bis–Res
4.2. General Procedure for the Oxidative Coupling of Compound 1 with Dopamine
5. Conclusions
Supplementary Materials
Author Contributions
Funding
Conflicts of Interest
Abbreviations
HMDA | Hexamethylenediamine |
Res | Resorcinol |
WCA | Water contact angle |
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Coating | λmax/ex (nm) | λem (nm) | Thickness (nm) | Roughness (nm) | Water Contact Angle (deg) |
---|---|---|---|---|---|
Bis-Res/DA | 420 | 464 | 55 ± 2.7 | 15 | 52 ± 3.6 |
Bis-Res/DA-HCl | 400 | no | 48 ± 0.2 | 16 | Not calculable |
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Alfieri, M.L.; Iacomino, M.; Napolitano, A.; d’Ischia, M. Reaction-Based, Fluorescent Film Deposition from Dopamine and a Diamine-Tethered, Bis–Resorcinol Coupler. Int. J. Mol. Sci. 2019, 20, 4532. https://doi.org/10.3390/ijms20184532
Alfieri ML, Iacomino M, Napolitano A, d’Ischia M. Reaction-Based, Fluorescent Film Deposition from Dopamine and a Diamine-Tethered, Bis–Resorcinol Coupler. International Journal of Molecular Sciences. 2019; 20(18):4532. https://doi.org/10.3390/ijms20184532
Chicago/Turabian StyleAlfieri, Maria Laura, Mariagrazia Iacomino, Alessandra Napolitano, and Marco d’Ischia. 2019. "Reaction-Based, Fluorescent Film Deposition from Dopamine and a Diamine-Tethered, Bis–Resorcinol Coupler" International Journal of Molecular Sciences 20, no. 18: 4532. https://doi.org/10.3390/ijms20184532