Study of the multi-equilibria of red wine colorants pyranoanthocyanins and evaluation of their potential in dye-sensitized solar cells

Ana Lucia Pinto; Joana Oliveira; Paula Araújo; Giuseppe Calogero; Victor de Freitas; Fernando Pina; A. Jorge Parola; J. Carlos Lima

doi:10.1016/j.solener.2019.08.050

Study of the multi-equilibria of red wine colorants pyranoanthocyanins and evaluation of their potential in dye-sensitized solar cells

Ana Lucia Pinto, Joana Oliveira, Paula Araújo, Giuseppe Calogero, Victor de Freitas, Fernando Pina, A. Jorge Parola, J. Carlos Lima

Research output: Contribution to journal › Article › peer-review

17 Citations (Scopus)

Abstract

Herein, a series of 3-O-glucosilated pyranoanthocyanin derivatives were synthesized following a bio-mimetic approach. The compounds were studied by means of UV–Vis spectroscopy in order to establish their chemical equilibria and determine the stability of the colored species over the pH range. The resistance of pyranoanthocyanins to hydration grants this family of compounds, closely related to anthocyanins, increased color stability. Finally, the synthetized compounds were successfully applied as light harvesters in DSSCs and relations between dye structure and cell efficiency were found. The influence of different linker units (carboxylate, catechol) and electron-donor groups (methoxy, hydroxyl, methyl), as well as the presence of sugar moieties have impact in the various parameters related to DSSC efficiency. An overall efficiency of 1.57% was obtained for the best performing compound, methylpyranocyanidin-3-O-glucoside. The impact of using different additives was also studied and the results compared with other families.

Original language	English
Pages (from-to)	100-108
Number of pages	9
Journal	Solar Energy
Volume	191
DOIs	https://doi.org/10.1016/j.solener.2019.08.050
Publication status	Published - 1 Oct 2019

Keywords

Bio-inspired DSSCs
Dye-sensitized solar cells
Pyranoanthocyanin dyes
Wine colorants

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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@article{4c94dd2cc2864ccab355c025c954ebf2,

title = "Study of the multi-equilibria of red wine colorants pyranoanthocyanins and evaluation of their potential in dye-sensitized solar cells",

abstract = "Herein, a series of 3-O-glucosilated pyranoanthocyanin derivatives were synthesized following a bio-mimetic approach. The compounds were studied by means of UV–Vis spectroscopy in order to establish their chemical equilibria and determine the stability of the colored species over the pH range. The resistance of pyranoanthocyanins to hydration grants this family of compounds, closely related to anthocyanins, increased color stability. Finally, the synthetized compounds were successfully applied as light harvesters in DSSCs and relations between dye structure and cell efficiency were found. The influence of different linker units (carboxylate, catechol) and electron-donor groups (methoxy, hydroxyl, methyl), as well as the presence of sugar moieties have impact in the various parameters related to DSSC efficiency. An overall efficiency of 1.57% was obtained for the best performing compound, methylpyranocyanidin-3-O-glucoside. The impact of using different additives was also studied and the results compared with other families.",

keywords = "Bio-inspired DSSCs, Dye-sensitized solar cells, Pyranoanthocyanin dyes, Wine colorants",

author = "Pinto, {Ana Lucia} and Joana Oliveira and Paula Ara{\'u}jo and Giuseppe Calogero and {de Freitas}, Victor and Fernando Pina and Parola, {A. Jorge} and Lima, {J. Carlos}",

note = "FCT/MCTES through the Associate Laboratory for Green Chemistry-LAQV (UID/QUI/50006/2019). PTDC/QEQ-QFI/1971/2014. grant PD/BD/135087/2017. IF/00225/2015.",

year = "2019",

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doi = "10.1016/j.solener.2019.08.050",

language = "English",

volume = "191",

pages = "100--108",

journal = "Solar Energy",

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T1 - Study of the multi-equilibria of red wine colorants pyranoanthocyanins and evaluation of their potential in dye-sensitized solar cells

AU - Pinto, Ana Lucia

AU - Oliveira, Joana

AU - Araújo, Paula

AU - Calogero, Giuseppe

AU - de Freitas, Victor

AU - Pina, Fernando

AU - Parola, A. Jorge

AU - Lima, J. Carlos

N1 - FCT/MCTES through the Associate Laboratory for Green Chemistry-LAQV (UID/QUI/50006/2019). PTDC/QEQ-QFI/1971/2014. grant PD/BD/135087/2017. IF/00225/2015.

PY - 2019/10/1

Y1 - 2019/10/1

N2 - Herein, a series of 3-O-glucosilated pyranoanthocyanin derivatives were synthesized following a bio-mimetic approach. The compounds were studied by means of UV–Vis spectroscopy in order to establish their chemical equilibria and determine the stability of the colored species over the pH range. The resistance of pyranoanthocyanins to hydration grants this family of compounds, closely related to anthocyanins, increased color stability. Finally, the synthetized compounds were successfully applied as light harvesters in DSSCs and relations between dye structure and cell efficiency were found. The influence of different linker units (carboxylate, catechol) and electron-donor groups (methoxy, hydroxyl, methyl), as well as the presence of sugar moieties have impact in the various parameters related to DSSC efficiency. An overall efficiency of 1.57% was obtained for the best performing compound, methylpyranocyanidin-3-O-glucoside. The impact of using different additives was also studied and the results compared with other families.

AB - Herein, a series of 3-O-glucosilated pyranoanthocyanin derivatives were synthesized following a bio-mimetic approach. The compounds were studied by means of UV–Vis spectroscopy in order to establish their chemical equilibria and determine the stability of the colored species over the pH range. The resistance of pyranoanthocyanins to hydration grants this family of compounds, closely related to anthocyanins, increased color stability. Finally, the synthetized compounds were successfully applied as light harvesters in DSSCs and relations between dye structure and cell efficiency were found. The influence of different linker units (carboxylate, catechol) and electron-donor groups (methoxy, hydroxyl, methyl), as well as the presence of sugar moieties have impact in the various parameters related to DSSC efficiency. An overall efficiency of 1.57% was obtained for the best performing compound, methylpyranocyanidin-3-O-glucoside. The impact of using different additives was also studied and the results compared with other families.

KW - Bio-inspired DSSCs

KW - Dye-sensitized solar cells

KW - Pyranoanthocyanin dyes

KW - Wine colorants

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DO - 10.1016/j.solener.2019.08.050

M3 - Article

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SN - 0038-092X

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JO - Solar Energy

JF - Solar Energy

ER -

Study of the multi-equilibria of red wine colorants pyranoanthocyanins and evaluation of their potential in dye-sensitized solar cells

Abstract

Keywords

UN SDGs

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