Melanins are promising materials for organic bioelectronics devices like transistors, sensors and batteries. In this study, the chemical structural changes of melanin synthesized by the auto-oxidation of l-3,4-dihydroxyphenylalanine (l-DOPA) were analyzed for a new synthetic procedure that uses oxygen under pressure (4−8 atm). TEM, dynamic light scattering, Fourier transform IR, NMR and X-ray photoelectron spectroscopy were used to characterize the material. Under oxygen pressure, melanin synthesis is accelerated; the polymer obtained is found to have structural differences, most notably a higher number of carbonyl groups and different surface charges compared to conventional synthetic melanin. As a consequence it has higher homogeneity and is soluble in water. To explain these findings a reaction mechanism is proposed based on current melanogenesis models. © 2016 Society of Chemical Industry.
Bronze Uhle, E.S., Paulin, J.V., Piacenti Silva, M., Battocchio, C., Rocco, M.L.M., Graeff, C.F.d.O. (2016). Melanin synthesis under oxygen pressure. POLYMER INTERNATIONAL, 65(11), 1339-1346 [10.1002/pi.5185].
Melanin synthesis under oxygen pressure
BATTOCCHIO, CHIARA;
2016-01-01
Abstract
Melanins are promising materials for organic bioelectronics devices like transistors, sensors and batteries. In this study, the chemical structural changes of melanin synthesized by the auto-oxidation of l-3,4-dihydroxyphenylalanine (l-DOPA) were analyzed for a new synthetic procedure that uses oxygen under pressure (4−8 atm). TEM, dynamic light scattering, Fourier transform IR, NMR and X-ray photoelectron spectroscopy were used to characterize the material. Under oxygen pressure, melanin synthesis is accelerated; the polymer obtained is found to have structural differences, most notably a higher number of carbonyl groups and different surface charges compared to conventional synthetic melanin. As a consequence it has higher homogeneity and is soluble in water. To explain these findings a reaction mechanism is proposed based on current melanogenesis models. © 2016 Society of Chemical Industry.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.