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COMMUNICATION
Polymer Solar Cells with Diketopyrrolopyrrole Conjugated
Polymers as the Electron Donor and Electron Acceptor
Weiwei Li, W. S. Christian Roelofs, Mathieu Turbiez, Martijn M. Wienk,
and René A. J. Janssen*
electron-acceptor polymers are known. Among these are cyano-
polyphenylenevinylenes,
[24,32]
copolymers of benzothiadiazole
and fluorene,
[21,22,33–36]
and copolymers incorporating perylen-
ediimide or naphthalenediimide acceptor units.
[14–20]
Electron-
acceptor polymers based on isoindigo
[37]
or diketopyrrolopyrrole
(DPP)
[38]
have only given low PCEs (<1%) in polymer–polymer
solar cells until now.
The primary design strategy for an electron-accepting conju-
gated polymer is to create a complementary energy level align-
ment with an electron-donating polymer, such that it provides
enough driving force for exciton dissociation into free charges.
The free energy for charge generation is determined by the dif-
ference between the exciton energy, or optical gap ( E
g
), and the
energy of the charge transfer (CT) state at the interface ( E
CT
).
These energies are related to the highest occupied molecular
orbital (HOMO) and lowest unoccupied molecular orbital
(LUMO) levels of the donor and the acceptor. It has been found
experimentally that the offsets between the energies of the two
HOMO and the two LUMO levels should both be ca. 0.35 eV
or more to ensure charge transfer.
[39]
Energy-level control can
be achieved by incorporating suitable electron-donating or elec-
tron-deficient moieties in the conjugated backbone.
[30]
Next to
proper energy levels, a high electron mobility is needed for a
successful acceptor polymer to ensure efficient electron trans-
port to the electrode. It has been shown that trap-free electron
transport can only be obtained in conjugated polymers with an
electron affinity larger than ca. 3.6 eV.
[40]
In addition, the elec-
tron mobility will be enhanced via interchain interactions and
three-dimensional order. Enhanced crystallinity is also ben-
eficial in creating efficient percolating pathways for hole and
electron transport via microphase separation.
[41]
Several pub-
lications have shown that it is possible to improve the micro-
phase separation and the PCE by augmenting the processing
solvent with a processing additive,
[17,41,42]
which is a well-known
method used for morphology control in polymer:fullerene solar
cells.
Our design for an n-type DPP acceptor polymer starts from
the copolymer of DPP and terthiophene (PDDP3T). As elec-
tron donor, PDPP3T affords a PCE of 7.4% in polymer solar
cells when blended with [70]PCBM as the electron acceptor.
[6]
Although PDPP3T has a relatively low LUMO level (-3.74 eV),
its HOMO level (-5.30 eV) is not sufficiently deep to make it
a successful electron acceptor in blends with most electron-
donor conjugated polymers. To decrease the HOMO level, we
replace thiophene by thiazole to form PDPP2TzT ( Figure 1) in
which the electronegative imine nitrogens (C=N-C) effectively
lower the HOMO and LUMO energy levels.
[35,43,44]
We find
that PDPP2TzT has an electron mobility of 0.13 cm
2
V
-1
s
-1
in a FET and can be used as electron acceptor in all-polymer
Dr. W. W. Li, W. S. C. Roelofs,
Dr. M. M. Wienk, Prof. R. A. J. Janssen
Molecular Materials and Nanosystems
Eindhoven University of Technology
P.O. Box 513, 5600, MB, Eindhoven, The Netherlands
E-mail: r.a.j.janssen@tue.nl
Dr. M. Turbiez
Organic Electronic Materials Basel
BASF Schweiz AG
Schwarzwaldallee 215, 4002, Basel, Switzerland
DOI: 10.1002/adma.201305910
Conjugated polymers based on the diketopyrrolopyrrole (DPP)
unit are successfully applied in field-effect transistors (FETs)
[1,2]
and in polymer solar cells as electron donor.
[3,4]
Record high
mobilities for holes up to 10 cm
2
V
-1
s
-1
have been realized, par-
tially as a result of the tendency of DPP polymers to crystallize.
[5]
In bulk-heterojunction solar cells, power conversion efficiencies
(PCEs) up to 8% with fullerene as electron acceptor have been
achieved, exploiting the broad absorption of DPP polymers to
the near infrared region.
[6]
Interestingly, several DPP polymers
also show excellent electron mobilities in FETs.
[7–11]
Combined,
these properties raise the question as to whether it is possible
to create a bulk-heterojunction solar cell that uses DPP-based
semiconducting polymers both as electron donor and as elec-
tron acceptor. Intrigued by this question, we designed and syn-
thesized a new semiconducting DPP polymer and demonstrate
its use as electron acceptor in polymer-polymer solar cells with
a second DPP polymer as electron donor.
Polymer–polymer solar cells, in which conjugated polymers
are used both as electron donor and electron acceptor, are
attracting renewed attention.
[12–25]
Polyera announced obtaining
a power conversion efficiency (PCE) of 6.4% for proprietary
materials.
[26]
For known materials, the highest value published
to date is PCE = 4.1%.
[14]
These recent results give credence to
the belief that polymer–polymer solar cells can close the gap to
the best polymer–fullerene bulk-heterojunction solar cells that
have reached PCEs = 9–10%.
[27–29]
The structural and electronic variation in electron-acceptor
conjugated polymers is virtually infinite and offers much wider
possibilities for varying the electronic structure and optical
bandgap compared with fullerene derivatives. The energy
levels, optical bandgap, crystallinity, and charge mobility, can
all be adjusted toward improving the power conversion effi-
ciencies. Numerous alternating electron push-pull copolymers
have been explored as electron donor,
[30,31]
but - despite the
advantages mentioned above - conjugated polymers that
can act as electron acceptor in efficient solar cells are rather
underdeveloped.
[12]
So far, only a few successful conjugated
Adv. Mater. 2014,
DOI: 10.1002/adma.201305910