A–D–A‐type <i>S</i>,<i>N</i>‐Heteropentacenes: Next‐Generation Molecular Donor Materials for Efficient Vacuum‐Processed Organic Solar Cells

Mishra, Amaresh; Popović, Duško; Vogt, Astrid; Kast, Hannelore; Leitner, Tanja; Walzer, Karsten; Pfeiffer, Martin; Mena‐Osteritz, Elena; Bäuerle, Peter

doi:10.1002/adma.201402448

Cited by 85 publications

(56 citation statements)

References 24 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Some authors have addressed the broadening of spectral response using panchromatic absorbers 10 or ternary systems 11 . Absorption spectra have been analysed in terms of the relationship between spectral shape and chemical structure or conformation [12][13][14] , and individual molecules 15 or monomers 16 with high optical extinction have been presented. However, the magnitude of the optical absorption in conjugated polymers has been less well studied and is seldom identified as a design target.…”

Section: Introductionmentioning

confidence: 99%

Exploring the origin of high optical absorption in conjugated polymers

et al. 2016

View full text Add to dashboard Cite

ABSTRACT:The specific optical absorption of an organic semiconductor is critical to the performance of organic optoelectronic devices. For example, in solar cells, higher light-harvesting efficiency leads to higher photocurrent without the need for excellent electrical transport across thick films. We compare extinction coefficients for over 40 conjugated polymers, and find that many different chemical structures share an apparent maximum. In the case of a diketopyrrolopyrrole-thienothiophene copolymer, however, we observe remarkably high optical absorption at relatively low photon energies. We investigate the origin of the optical absorption in terms of backbone structure and conformation using measurements and quantum chemical calculations and find that the high optical absorption can be explained by the high persistence length of the polymer. Accordingly, we demonstrate high absorption in other polymers with high theoretical persistence length. We propose that visible light harvesting may be enhanced in other conjugated polymers through judicious design of the structure.2

show abstract

Section: Introductionmentioning

confidence: 99%

Exploring the origin of high optical absorption in conjugated polymers

et al. 2016

View full text Add to dashboard Cite

show abstract

“…[35] This donor material in conjunction with a fullerene (acceptor) have been implemented in a photovoltaic cell with efficiencies as high as 6.5%, which is a remarkable efficiency for SM-OSCs. [36] Compounds with a similar acceptor-donor-acceptor (A-D-A) backbone have shown great promise as electron donor materials for high efficiency in singlejunction and tandem SM-OSCs.…”

Section: Introductionmentioning

confidence: 99%

Regimes of Exciton Transport in Molecular Crystals in the Presence of Dynamic Disorder

Aragó

Troisi

2015

Adv Funct Materials

133

View full text Add to dashboard Cite

Thermal motions in molecular crystals cause substantial fluctuation of the excitonic coupling between neighboring molecules (dynamic disorder). We explore the effect of such fluctuation on the exciton dynamics in two limiting cases, exemplified by the crystals of anthracene and a heteropentacene derivative. When the excitonic coupling is small in comparison with the electron phonon coupling, the exciton diffusion is incoherent and the inclusion of excitonic coupling fluctuation does not alter the exciton physics but can improve the agreement between computed and experimental diffusion coefficients. For large excitonic couplings, when the transport becomes coherent, the thermal motions determine the diffusivity of the exciton, which can be several orders of magnitude larger than in the incoherent case. The coherent regime is less frequent but potentially of great technological importance.2

show abstract

“…[6] Mixed five-membered ring heteroacenes consisting of fused thiophene (X = S) and pyrrole units (X = NR), so-called S,N-heteroacenes,a re advantageous over thienoacenes [6] because solubilizing substituents can be attached at the nitrogen atoms.W ithin the series of pure S,N-heteroacenes,dithieno[3,2-b:2',3'-d]pyrrole (DTP) has been known for some time, [7] while different Nalkylated S,N-heteropentacenes SN5 were presented only recently. [8] We pursued as imilar concept and reported acceptor-functionalized S,N-heteropentacenes for application in different types of organic solar cells.T hus,a cceptorsubstituted SN5 derivatives achieved efficiencies of as much as 6.5 %i nv acuum-processed solar cells, [9] up to 4.9 %i n solution-processed solar cells, [10] and up to 10.3 %when used as hole transporters in Perovskite cells. [11] Thetodate longest S,N-heteroacene,h eterohexacene SN6,w as recently presented by our group and showed interesting optoelectronic properties as well as good charge-carrier mobility.…”

mentioning

confidence: 99%

Fused Thiophene‐Pyrrole‐Containing Ring Systems up to a Heterodecacene

et al. 2015

Self Cite

View full text Add to dashboard Cite

A new class of π-conjugated polycyclic hydrocarbons that promises interesting electronic properties is presented. The synthesis and extension of the S,N-heteroacene series consisting of only five-membered heterocyclic rings up to a very long, stable, and still soluble decacene SN10 is realized by multiple Pd-catalyzed aminations of halogenated thiophene precursors as key reactions. These novel heteroacenes were characterized by optical spectroscopy and electrochemistry providing interesting structure-property relationships. Nearly complete bond-length equalization in the inner part of the conjugated backbone and an unusual herringbone packing in the solid state underline the structural features of these novel systems.

show abstract

A–D–A‐type S,N‐Heteropentacenes: Next‐Generation Molecular Donor Materials for Efficient Vacuum‐Processed Organic Solar Cells

Cited by 85 publications

References 24 publications

Exploring the origin of high optical absorption in conjugated polymers

Exploring the origin of high optical absorption in conjugated polymers

Regimes of Exciton Transport in Molecular Crystals in the Presence of Dynamic Disorder

Fused Thiophene‐Pyrrole‐Containing Ring Systems up to a Heterodecacene

Contact Info

Product

Resources

About