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Dyes and Pigments
journal homepage: www.elsevier.com/locate/dyepig
Blue-colored dyes featuring a diketopyrrolopyrrole spacer for translucent
dye-sensitized solar cells
Dong-suk Lim
a,1
, Kyungah Choi
b,1
, Dini Hayati
a
, Da-Heon Park
a
, Alvien Ghifari
a
, Kang Min Lee
a
,
Yohan Ko
c
, Yongseok Jun
c
, Hyeon-Jeong Suk
b,∗∗
, Jongin Hong
a,∗
a
Department of Chemistry, Chung-Ang University, 84 Heukseok-ro, Dongjak-gu, Seoul, 06974, Republic of Korea
b
Department of Industrial Design, KAIST, 291 Daehak-ro, Yuseong-gu, Daejeon, 34141, Republic of Korea
c
Department of Materials Chemistry & Engineering, 120 Neungdong-ro, Gwangjin-gu, Konkuk University, Seoul, 05029, Republic of Korea
ARTICLEINFO
Keywords:
Dye-sensitized solar cells
Diketpyrrolopyrrole
Blue
Density functional theory
ABSTRACT
We report the facile synthesis of blue-colored dyes featuring a diketopyrrolopyrrole (DPP) spacer with di-
methylamine and bis(4-dibuotxylphenyl)-phenyl-amine as donor residues (CSD-08 and CSD-09), their spec-
troscopic, electrochemical and colorifc properties, and their application to translucent dye-sensitized solar cells
(DSSCs). In the DSSCs fabricated with 5 μm-thick TiO
2
photoanodes, CSD-08 and CSD-09 yield power-conver-
sion-efciencies of 3.43% and 3.62%, respectively, under simulated one sun illumination.
1. Introduction
The prosperity of human society mainly relies on fnding clean and
renewable energy solutions. Solar is a clean and inexhaustible energy
resource on the Earth, and thus the efcient use of solar energy has
been considered as the most promising way to meet an everlasting
global demand for energy. Recently, dye-sensitized solar cells (DSSCs)
have attracted signifcant attention as environmentally friendly pho-
tovoltaic cells instead of commercialized crystalline and thin-flm Si
solar cells [1–4]. In public sectors, the DSSCs hold particular promise on
fat and curved building skins for building-integrated photovoltaics
(BIPV) because of their transparency and aesthetic value. To date, nu-
merous eforts on device physics, material innovation and commercia-
lization have been made to achieve high performance and long-term
fdelity [3–9]. In particular, the photosensitizer is one of the critical
components for both the power conversion efciency and the stability
of the cells. Polypyridyl and porphyrin complexes of metals are typi-
cally used for photosensitization in high-efciency DSSCs exhibiting
power-conversion-efciency (η) higher than 11% under Air Mass 1.5
Global (AM 1.5 G) illumination [10,11]. Recently, metal-free organic
dyes based on a typical donor-π conjugation spacer-acceptor (D-π-A)
confguration have received intense interest because of high molar ex-
tinction coefcients, bespoke structural modifcation through rich
synthetic protocols and low-cost production [12–16]. Hitherto, many
reddish dyes with strong absorbance below 600 nm have been suc-
cessfully designed and synthesized for DSSCs. Unfortunately, they
cannot efciently harvest the incident photons in the red and near-in-
frared (NIR) range, and thus blue-colored dyes, as well as NIR absorbing
dyes, should be developed for translucent solar aesthetics. Besides,
when concerned with the visual appeal of a building's exterior, the color
should ft the architectural design. Recently, a D-π-A′-π-A concept has
been proposed to design novel organic sensitizers and the additional
subordinate A′ unit can work as an “electron trap” to promote charge
separation and electron migration in the structure [17]. Among several
electron-withdrawing units, diketopyrrolopyrrole (DPP) is strongly
electron-withdrawing because of the presence of two lactams and thus
exhibits the electron-defcient character. Recently, organic molecules
containing the DPP core have been exploited as blue-colored dyes
[18–20] and other functional materials [21–25]. In this study, we re-
port a facile synthesis of two DPP-based blue dyes (CSD-08 and CSD-
09, Scheme 1) with diferent donor groups, which can be conveniently
prepared in two steps. Importantly, we adopt the acetylene group
providing a planar linker moiety in D-π-A-π-A structure as a handle for
further synthetic manipulation [15–17,26]. We also investigate the
colorifc properties of the blue dyes and thus they enhance the aesthetic
values of the DSSCs.
https://doi.org/10.1016/j.dyepig.2019.107840
Received 3 March 2019; Received in revised form 24 August 2019; Accepted 25 August 2019
∗
Corresponding author.
∗∗
Corresponding author.
E-mail addresses: color@kaist.ac.kr (H.-J. Suk), hongj@cau.ac.kr (J. Hong).
1
Equal contribution to this article.
Dyes and Pigments 173 (2020) 107840
Available online 28 September 2019
0143-7208/ © 2019 Published by Elsevier Ltd.
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