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Sequential "click'' functionalization of mesoporous titania for energy-relay dye enhanced dye-sensitized solar cells

Unger, Eva LU ; Fretz, Samuel J.; Lim, Bogyu; Margulis, George Y.; McGehee, Michael D. and Stack, T. Daniel P. (2015) In Physical Chemistry Chemical Physics 17(9). p.6565-6571
Abstract
Energy relay dyes (ERDs) have been investigated previously as a mean to achieve panchromatic spectral response in dye-sensitized solar cells via energy transfer. To reduced the distance between the ERDs and energy-accepting injection dyes (IDs) on the surface of a mesoporous titanium dioxide electrode, the ERDs were immobilized adjacent to the IDs via a sequential functionalization approach. In the first step, azidobenzoic acid molecules were co-adsorbed on the mesoporous titanium dioxide surface with the ID. In the second step, the highly selective copper(I)-catalyzed 1,3-dipolar azide-alkyne cycloaddition "click'' reaction was employed to couple an alkyne-functionalized ERD to the azidobenzoic acid monolayer. The cycloaddition step in... (More)
Energy relay dyes (ERDs) have been investigated previously as a mean to achieve panchromatic spectral response in dye-sensitized solar cells via energy transfer. To reduced the distance between the ERDs and energy-accepting injection dyes (IDs) on the surface of a mesoporous titanium dioxide electrode, the ERDs were immobilized adjacent to the IDs via a sequential functionalization approach. In the first step, azidobenzoic acid molecules were co-adsorbed on the mesoporous titanium dioxide surface with the ID. In the second step, the highly selective copper(I)-catalyzed 1,3-dipolar azide-alkyne cycloaddition "click'' reaction was employed to couple an alkyne-functionalized ERD to the azidobenzoic acid monolayer. The cycloaddition step in the mesoporous electrode was slowed dramatically due to reactants and catalysts forming agglomerates. In solar cell devices, the close proximity between the surface-immobilized ERD and energy-accepting squaraine sensitizer dyes results in energy transfer efficiencies of up to 91%. The relative improvement in device performance due to the additional ERD spectral response was 124%, which is among the highest reported. The sequential functionalization approach described herein is transferrable to other applications requiring the functionalization of electrodes with complex molecules. (Less)
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author
publishing date
type
Contribution to journal
publication status
published
subject
in
Physical Chemistry Chemical Physics
volume
17
issue
9
pages
6565 - 6571
publisher
Royal Society of Chemistry
external identifiers
  • wos:000351435300045
  • scopus:84923323637
ISSN
1463-9084
DOI
10.1039/c4cp04878d
language
English
LU publication?
no
id
7cba26d5-ffe4-4b95-9797-05d82349db8d (old id 5293948)
date added to LUP
2015-04-24 15:51:28
date last changed
2017-01-01 06:30:59
@article{7cba26d5-ffe4-4b95-9797-05d82349db8d,
  abstract     = {Energy relay dyes (ERDs) have been investigated previously as a mean to achieve panchromatic spectral response in dye-sensitized solar cells via energy transfer. To reduced the distance between the ERDs and energy-accepting injection dyes (IDs) on the surface of a mesoporous titanium dioxide electrode, the ERDs were immobilized adjacent to the IDs via a sequential functionalization approach. In the first step, azidobenzoic acid molecules were co-adsorbed on the mesoporous titanium dioxide surface with the ID. In the second step, the highly selective copper(I)-catalyzed 1,3-dipolar azide-alkyne cycloaddition "click'' reaction was employed to couple an alkyne-functionalized ERD to the azidobenzoic acid monolayer. The cycloaddition step in the mesoporous electrode was slowed dramatically due to reactants and catalysts forming agglomerates. In solar cell devices, the close proximity between the surface-immobilized ERD and energy-accepting squaraine sensitizer dyes results in energy transfer efficiencies of up to 91%. The relative improvement in device performance due to the additional ERD spectral response was 124%, which is among the highest reported. The sequential functionalization approach described herein is transferrable to other applications requiring the functionalization of electrodes with complex molecules.},
  author       = {Unger, Eva and Fretz, Samuel J. and Lim, Bogyu and Margulis, George Y. and McGehee, Michael D. and Stack, T. Daniel P.},
  issn         = {1463-9084},
  language     = {eng},
  number       = {9},
  pages        = {6565--6571},
  publisher    = {Royal Society of Chemistry},
  series       = {Physical Chemistry Chemical Physics},
  title        = {Sequential "click'' functionalization of mesoporous titania for energy-relay dye enhanced dye-sensitized solar cells},
  url          = {http://dx.doi.org/10.1039/c4cp04878d},
  volume       = {17},
  year         = {2015},
}