Copolymers of perylene diimide with dithienothiophene and dithienopyrrole as electron-transport materials for all-polymer solar cells and field-effect transistors

Zhan, Xiaowei; Tan, Zhan’ao; Zhou, Erjun; Li, Yongfang; Misra, Rajneesh; Grant, Adrian; Domercq, Benoît; Zhang, Xiaohong; An, Zesheng; Zhang, Xuan; Barlow, Stephen; Kippelen, Bernard; Marder, Seth R.

doi:10.1039/b907163f

Cited by 165 publications

(119 citation statements)

References 46 publications

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“…Such signicant red-shied absorption band is usually referred as the donor-acceptor CT band, which was also observed in other donor-acceptor systems containing PTCDI structures. 22,23 Correspondingly, the photoluminescence of the cocrystal is also red-shied to 730 nm (with quantum yield F PL ¼ 5.5%). To conrm that the photoluminescence of the cocrystal was generated from the CT transition, the excitation spectra of solid PTCDI-C6 and the cocrystal were measured and compared (Fig.…”

Section: Resultsmentioning

confidence: 99%

Donor–acceptor single cocrystal of coronene and perylene diimide: molecular self-assembly and charge-transfer photoluminescence

Wang

et al. 2017

RSC Adv.

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The research on donor-acceptor (D-A) cocrystalline structures based on organic semiconductive molecules has drawn great attention due to their unique optical and electronic properties. Among the building block molecules, derivatives of perylene-3,4,9,10-tetracarboxylic-3,4,9,10-diimides (PTCDI) are of particular interest as these molecules form high performance n-type semiconductors with strong air stability. However, the cocrystal of PTCDIs remains challenging to fabricate, and only few D-A cocrystals of PTCDIs have been reported. Herein, we report a successful molecular self-assembly design for the PTCDI cocrystal with a donor molecule, coronene. Within the triclinic cell of the cocrystal, the PTCDI and coronene molecules achieved 1 : 1 alternated p-p stacking. The cocrystal showed clear red-shifted absorption and photoluminescence bands, implying the strong charge transfer interaction between coronene and PTCDI. Additionally, the cofacial p-p stacking between coronene and PTCDI planes favors strong one-dimensional self-assembly, leading to the formation of microsized fibril cocrystals and arrays. This presented cocrystal design strategy helps to explore new D-A cocrystalline structures, particularly with one-dimensional morphology control.

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Section: Resultsmentioning

confidence: 99%

Donor–acceptor single cocrystal of coronene and perylene diimide: molecular self-assembly and charge-transfer photoluminescence

Wang

et al. 2017

RSC Adv.

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“…PC 61 BM weakly absorbs in the visible range and has poor overlap with the solar-spectrum, thus, weakly contributes to light absorption in PC 61 BM-based solar cells. Attempts to use strongly absorbing polymers [1,2] or small molecules [3] instead of fullerenes resulted in lower performance of devices. Therefore, better understanding of the features, which lie at the heart of success of fullerenes in OPV applications, could help in the development of the competitive acceptor materials and improvement of fullerene based cells.…”

Section: Introductionmentioning

confidence: 99%

Time-independent, high electron mobility in thin PC 61 BM films: Relevance to organic photovoltaics

Devižis

Hertel

Meerholz

et al. 2014

Organic Electronics

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a b s t r a c tUltrafast optical probing of electric field by means of electroabsorption combined with conventional photocurrent measurements was employed to investigate the drift and mobility dynamics of photo-generated charge carriers in the pristine PC 61 BM film and in the blend with a merocyanine dye. Electrons passed a 40 nm thick PC 61 BM film within a few picoseconds with time-independent and weakly dispersive mobility. The electron mobility is 1 cm 2 /(V s) at 1 MV/cm and an estimate of the zero-field mobility yields 5 Á 10 À2 cm 2 /(V s). The initial electron mobility in the blend is of the order of 10 À2 cm 2 / (V s) and decreases rapidly. We conclude that electron motion in PC 61 BM based organic bulk hetero-junction solar cells is limited by barriers between PC 61 BM domains rather than by intrinsic PC 61 BM properties.

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“…In this work, using the above strategy for designing low band small molecule, herein, we have chosen dithienopyrrole, an efficient electron donating unit widely used in organic optoelectronic materialsP [27,[43][44][45] P as the central building unit to design and synthesize a new A-D-A molecule, named DR3TDTN (Scheme 1) with dithienopyrrole as the core, octyl-rhodanine as the terminal acceptor, and terthiophene as the π-bridge. The new molecule, with strong electron-donating dithieno- …”

Section: Ev)mentioning

confidence: 99%

Dithienopyrrole Based Small Molecule with Low Band Gap for Organic Solar Cells

Feng

et al. 2015

Chin. J. Chem.

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A low band gap acceptor-donor-acceptor (A-D-A) small molecule donor material, named DR3TDTN, has been designed and synthesized for solution-processed organic solar cells. DR3TDTN shows narrow optical band gap with value of 1.49 eV and broad absorption spectrum from 300 to 820 nm. The HOMO and LUMO energy levels of DR3TDTN are 4.74 and 3.26 eV, respectively. The optimized photovoltaic device based on DR3TDTN:PCB 71 B BM blend film shows a power conversion efficiency of 3.03% with an open-circuit voltage of 0.67 V, a short-circuit current of 8.22 mA•cmP -2 P and fill factor of 0.55.

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Copolymers of perylene diimide with dithienothiophene and dithienopyrrole as electron-transport materials for all-polymer solar cells and field-effect transistors

Cited by 165 publications

References 46 publications

Donor–acceptor single cocrystal of coronene and perylene diimide: molecular self-assembly and charge-transfer photoluminescence

Donor–acceptor single cocrystal of coronene and perylene diimide: molecular self-assembly and charge-transfer photoluminescence

Time-independent, high electron mobility in thin PC 61 BM films: Relevance to organic photovoltaics

Dithienopyrrole Based Small Molecule with Low Band Gap for Organic Solar Cells

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