TY - JOUR
T1 - Multifunctional Porphyrin-based dyes for cations detection in solution and thermoresponsive low-cost materials
AU - Moura, Nuno M. M.
AU - Valentini, Simone
AU - Cheptene, Victoria
AU - Pucci, Andrea
AU - Neves, M. Graça P. M. S.
AU - Capelo, José Luis
AU - Lodeiro, Carlos
AU - Oliveira, Elisabete
N1 - info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F50006%2F2020/PT#
info:eu-repo/grantAgreement/FCT/CEEC IND 2017/CEECIND%2F00648%2F2017%2FCP1462%2FCT0014/PT#
info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UID%2FQUI%2F00062%2F2019/PT#
info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F50006%2F2020/PT#
The research contract of N.M.M. Moura (REF.-048-88-ARH/2018) is funded by national funds (OE), through FCT -Fundacao para a Ciencia e a Tecnologia, I.P., in the scope of the framework contract foreseen in the numbers 4, 5 and 6 of the article 23, of the Decree-Law 57/2016, of August 29, changed by Law 57/2017, of July 19.
SV and VC would like to acknowledge the Erasmus exchange program for the financial support in their exchange programme between the University of Pisa (Italy) and the NOVA University Lisbon (Portugal).
PY - 2021/2
Y1 - 2021/2
N2 - Two β-pyrrolic substituted porphyrinic dyes 3 and 4, have been synthesized and fully characterized. Both compounds showed spectral alterations upon metal interaction indicating the complexation of the inner nitrogens in the porphyrin moiety by the metal ion. Their sensing ability towards the divalent and monovalent, Zn2+, Cd2+, Co2+, Fe2+, Ni2+, Cu2+, Ag+ and Hg2+ metal ions was evaluated in solution by absorption and fluorescence spectroscopy. The association constants, minimal detectable and quantified amounts for all metal ions were also determined. The results reveal the formation of mononuclear species in all cases, with the best results obtained for the toxic Hg2+ metal ion, where the lowest detectable and quantified amounts of 0.9/5.3 μM and 1.8/3.6 μM were observed for compounds 3 and 4, respectively. Polymeric films of poly(methylmethacrylate) (PMMA) doped with porphyrins 3 and 4 were also prepared and tested in the presence of the aforementioned metal ions and at different temperatures. For comparison, polymeric films of PMMA containing the non-substituted porphyrin 5,10,15,20-tetraphenylporphyrin (TPP) and with its Zn(II) complex (ZnTPP) were also tested at different temperatures. The temperature assays using the PMMA_3 and PMMA_4 doped polymers showed an interesting recovery in the emission intensity of ca. 70–80% in the cooling phase (from 100 °C to 35 °C). The results suggest the potential of these porphyrin dyes to be used in the preparation of smart plastic labels with temperature sensing features.
AB - Two β-pyrrolic substituted porphyrinic dyes 3 and 4, have been synthesized and fully characterized. Both compounds showed spectral alterations upon metal interaction indicating the complexation of the inner nitrogens in the porphyrin moiety by the metal ion. Their sensing ability towards the divalent and monovalent, Zn2+, Cd2+, Co2+, Fe2+, Ni2+, Cu2+, Ag+ and Hg2+ metal ions was evaluated in solution by absorption and fluorescence spectroscopy. The association constants, minimal detectable and quantified amounts for all metal ions were also determined. The results reveal the formation of mononuclear species in all cases, with the best results obtained for the toxic Hg2+ metal ion, where the lowest detectable and quantified amounts of 0.9/5.3 μM and 1.8/3.6 μM were observed for compounds 3 and 4, respectively. Polymeric films of poly(methylmethacrylate) (PMMA) doped with porphyrins 3 and 4 were also prepared and tested in the presence of the aforementioned metal ions and at different temperatures. For comparison, polymeric films of PMMA containing the non-substituted porphyrin 5,10,15,20-tetraphenylporphyrin (TPP) and with its Zn(II) complex (ZnTPP) were also tested at different temperatures. The temperature assays using the PMMA_3 and PMMA_4 doped polymers showed an interesting recovery in the emission intensity of ca. 70–80% in the cooling phase (from 100 °C to 35 °C). The results suggest the potential of these porphyrin dyes to be used in the preparation of smart plastic labels with temperature sensing features.
KW - Low-cost polymers
KW - Metal ions
KW - Porphyrins
KW - Temperature
UR - http://www.scopus.com/inward/record.url?scp=85092530462&partnerID=8YFLogxK
U2 - 10.1016/j.dyepig.2020.108897
DO - 10.1016/j.dyepig.2020.108897
M3 - Article
AN - SCOPUS:85092530462
VL - 185
JO - Dyes and Pigments
JF - Dyes and Pigments
SN - 0143-7208
M1 - 108897
ER -