Advanced Functional Materials and Devices (AFMD) Group

Abstract:

We present small molecule organic solar cells (SMOSC) based on flat heterojunctions (FHJ) of the alternative green donor 2,3,10,11-tetrapropyl-1,4, 9,12-tetraphenyl-diindeno[1,2,3-cd:1',2',3'-lm]perylene (P4-Ph4-DIP) and the fullerene C60. P4-Ph4-DIP absorbs in the green spectral range and thus fills the spectral gap that standard absorber materials (zinc or copper phthalocyanine for red and C60 for blue absorption) leave, thus allowing broad coverage of the sun spectrum, which is of major interest for tandem devices. The materials properties of P4-Ph4-DIP are studied, and SMOSC are characterized by current voltage, external quantum efficiency, and aging measurements. The solar cells display very high fill factors FF > 76% and open circuit voltages VOC of close to 1 V. Mismatch-corrected efficiencies of up to 1.9% are obtained. Aging measurements show that C 60 in conjunction with P4-Ph4-DIP yields extremely stable devices. We observe 88% of the initial efficiency after 2500 h illumination at 999 mW/cm2 illumination intensity, with no observable change in short-circuit current density. Furthermore, we also show that a systematic variation of donor thickness in FHJ can be combined with transfer matrix formalism-based optical simulations and the continuity equation for excitons to reliably determine the exciton diffusion length LD. A value of 9 ± 1 nm is found for P4-Ph4-DIP. © 2011 American Physical Society.

Abstract:

Zinc phthalocyanine (ZnPc), C32H16N8Zn, is a planar organic molecule having numerous optical and electrical applications in organic electronics. This work investigates the influence of various deposition parameters on the morphology of vapour thermal evaporated ZnPc films. For this purpose, ZnPc is deposited at different substrate temperatures up to 90 °C and film thickness up to 50 nm onto various substrates. The morphology of this ZnPc layers is characterised by X-ray diffraction (XRD), X-ray reflectivity (XRR) and atomic force microscopy (AFM) methods. XRD measurements show that all ZnPc films are crystalline in a triclinic (α-ZnPc) or monoclinic (γ-ZnPc) phase, independent from the kind of substrate, layer thickness, or substrate temperature. The ZnPc powder, the starting product for the thermally evaporated ZnPc films, is present in the stable monoclinic β-phase. Thus, the stacking of the ZnPc molecules changes completely during deposition. The crystallite size perpendicular to the substrate determined by XRD microstructure analysis is in the range of the layer thickness while the lateral size, obtained by AFM, is increasing with substrate temperature and film thickness. AFM and XRR show an increase of the layer roughness for thicker ZnPc layers and higher substrate temperatures during film deposition. The strain in the ZnPc films decreases for higher substrate temperatures due to enhanced thermal relaxation and for thicker ZnPc films due to lower surface tension. © 2011 Elsevier B.V. All rights reserved.

Abstract:

Efficient synthesis of a series of terminally dicyanovinyl (DCV)-substituted oligothiophenes, DCVnT 1-6, without solubilizing side chains synthesized via a novel convergent approach and their application as electron donors in vacuum-processed m-i-p-type planar and p-i-n-type bulk heterojunction organic solar cells is described. Purification of the products via gradient sublimation yields thermally highly stable organic semiconducting materials in single crystalline quality which allows for X-ray structure analysis. Important insights into the packing features and intermolecular interactions of these promising solar cell materials are provided. Optical absorption spectra and electrochemical properties of the oligomers are investigated and valuable structure-property relationships deduced. Photovoltaic devices incorporating DCVnTs 4-6 showed power conversion efficiencies up to 2.8% for planar and 5.2% for bulk heterojunction organic solar cells under full sun illumination (mismatch corrected simulated AM 1.5G sunlight). The 5.2% efficiency shown here represents one of the highest values ever reported for organic vacuum-deposited single heterojunction solar cells. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Abstract:

A series of novel aza-diisoindolmethine dyes 9 with six different aryl and heteroaryl groups at the indole moiety have been synthesized by the addition of aryl Grignard compounds to phthalodinitrile and subsequent reaction with formamide. A plausible reaction mechanism, through a Leuckart-Wallach-type reduction has been confirmed by means of DFT calculations of the related transition and intermediate states. The corresponding boron difluoride complexes (10) of 9 were prepared in a subsequent reaction step and the spectroscopic and electrochemical properties of 9 and 10 have been investigated both experimentally and theoretically. The aza-diisoindolmethines 9 exhibit an absorption maximum in the range from 615 to 720 nm, whereas the complexes 10 show a bathochromically shifted absorption maximum between 681 and 793 nm. Measurements of 9 and 10 by cyclic voltammetry display fully reversible redox waves for the reduction and oxidation with higher potentials for 10. From the measured redox potentials, the HOMO and LUMO energy levels were calculated for 9 and 10. The frontier orbital energies, the energies of the absorption bands, as well as the orbitals involved in the absorption process were calculated with DFT and compared to the measured results of 9 and 10. The absorption maximum can be related to an intense HOMO-LUMO transition and the more-pronounced stabilization of the LUMO upon complexation is the origin of the bathochromic shift of the absorption. Additionally, single-crystal structures for two species, 10 d and 10 f, are reported.