http://www.one-p.eu daily 1 2010-08-25T22:15:12Z http://www.one-p.eu/publication/publication/making-ben20110914200601 A new member of the benzotrithiophene family, benzo[2,1-b:-3,4-b':5,6- c'']trithiophene (3a), and its alkyl substituted derivatives (3b-e) were synthesized and characterized. The photophyscial, electrochemical, thermal, crystallographic, and selfassembly properties of these compounds are described. A highly ordered 1D fiber was obtained from 3a by drop-casting. The high HOMO levels and the coplanarity of these molecules show their potential as organic semiconductors and as donor components in donor-acceptor copolymers. No publisher DeHalleux 2012-01-19T14:40:08Z Publication http://www.one-p.eu/publication/publication/a-three-st20110822160506 A self-assembled monolayer of a tetrathiafulvalene derivative on indium-tin oxide is shown to operate as a ternary redox switch in which the magnetic and optical outputs are employed to read-out the state. Such surface confined molecular switch exhibits an excellent reversibility and stability and it is thus promising for the development of molecular electronics. No publisher Rovira wp4 2011-11-09T15:29:54Z Publication http://www.one-p.eu/publication/publication/new-marria20110713090507 Happy marriage: For the first time, a fused TCNQ–TTF–TCNQ triad has been synthesized and structurally characterized. Strong bending is observed in both the TTF bridge and the benzo-TCNQ moieties, which prevents good packing for intermolecular charge transfer. The Vis/NIR and VT-EPR studies of the mixed-valence derivative of the triad indicate that the electrons are moving from one acceptor moiety to the other through the donor TTF bridge. No publisher Rovira wp1 2011-11-09T15:23:55Z Publication http://www.one-p.eu/publication/publication/efficient-20110622144149 Via one-step copper catalyzed procedures it was possible to synthesize 2,5,8,11-tetrabromo, tetrachloro, and tetracyano derivatives of perylenediimides. Characterization of optical and electrochemical properties of these materials proves substantial enhancement of the electron affinity, with a LUMO level as low as
4.4 eV in the case of the tetracyano perylenediimide. No publisher Li wp1 2011-08-31T15:27:56Z Publication http://www.one-p.eu/publication/publication/2-5-8-11-t20110622143728 Via an unprecedentedly reported ruthenium catalyzed reaction, an efficient and straightforward method was developed for the synthesis of 2,5,8,11-tetraboronate perylenediimide derivatives. A possible reaction mechanism is proposed. The synthesis of 2,5,8,11-tetra-iodo and tetra-amino perylenediimides derivatives is also reported. No publisher Li wp1 2011-09-02T08:30:13Z Publication http://www.one-p.eu/publication/publication/thiadiazol20110505182339 Two conjugated copolymers, PPTQT and PTTQT, were developed based on thiadiazoloquinoxalines connected via ethynylene π-spacer to thiophene units. PPTQT showed maximum hole and electron mobility of 0.028 and 0.042 cm2/V s, respectively, being the first example of an ambipolar semiconducting material bearing triple bonds in the polymer backbone. No publisher DeHalleux wp1 2011-09-02T07:49:15Z Publication http://www.one-p.eu/publication/publication/synthesis-20110328141621 Mesogenie in a bottle: The first liquid-crystalline 1,10-phenanthroline-based macrocycles were synthesized by Suzuki–Miyaura cross-coupling. Their optical properties and mesomorphism were investigated by UV/Vis absorption and emission spectroscopy, DSC, and 2D WAXS measurements. These studies revealed formation of columnar superstructures. No publisher DeHalleux wp1 2011-03-28T14:23:51Z Publication http://www.one-p.eu/publication/publication/a-tetrathi20110324101602 We report a joint experimental and theoretical study on the electronic structure and the solid-state organisation of bis(naphthoquinone)- tetrathiafulvalene (BNQ-TTF) as a promising ambipolar semiconductor. Accordingly, organic field-effect transistors (OFETs) fabricated with this material show both hole and electron transport for the first time in TTF derivatives. No publisher Rovira wp1 2011-10-31T10:58:20Z Publication http://www.one-p.eu/publication/publication/systematic20110104110102 In this report, we demonstrate that incorporation of bridged phenyl units, specifically fluorene and indenofluorene,9,10 substantially improves the charge carrier mobility of triarylamine polymers, by almost an order of magnitude, while still retaining the excellent stability of aryl amine semiconducting polymers. No publisher DeHalleux wp1 2011-03-29T13:07:48Z Publication http://www.one-p.eu/publication/publication/benzodicar20101129234555 A series of new tetrathiafulvalene (TTF) derivatives bearing dimethoxycarbonyl and phenyl or phthalimidyl groups fused to the TTF core (6 and 15-18) has been synthesized as potential soluble semiconductor materials for organic field-effect transistors (OFETs). The electron-withdrawing substituents lower the energy of the HOMO and LUMO levels and increase the solubility and stability of the semiconducting material. Crystal structures of all new TTF derivatives are also described, and theoretical DFT calculations were carried out to study the potential of the crystals to be used in OFET. In the experimental study, the best performing device exhibited a hole mobility up to 7.5
10-3 cm2 V-1 s-1). No publisher DeHalleux wp1 2011-03-29T13:09:32Z Publication http://www.one-p.eu/publication/publication/thieno-3-220101126091038 We report the synthesis and polymerization of a novel thieno[3,2-b]thiophene−diketopyrrolopyrrole-based monomer. Copolymerization with thiophene afforded a polymer with a maximum hole mobility of 1.95 cm2 V−1 s−1, which is the highest mobility from a polymer-based OFET reported to date. Bulk-heterojunction solar cells comprising this polymer and PC71BM gave a power conversion efficiency of 5.4%. No publisher DeHalleux wp1 wp2 2011-03-29T13:09:58Z Publication http://www.one-p.eu/publication/publication/charge-car20101118164601 Graphene-type molecules, typically large polycyclic aromatic hydrocarbons (PAHs), have gained enormous interest because of their unique self-organization behavior and promising electronic properties for applications in organic electronics. This article reviews the thermotropic behavior and supramolecular organization of discotic PAHs in the bulk as well as their self-assembly on the surface at different length scales. Applications of PAHs in field-effect transistors and solar cells are discussed in light of various different processing approaches from solution that ensure high order and an adequate molecular arrangement in the device configuration. No publisher DeHalleux wp1 2011-03-29T13:10:58Z Publication http://www.one-p.eu/publication/publication/electron-w20101118140117 The synthesis of four new TTF derivatives bearing phthalimides and fluorinated alkyl moieties as potential ambipolar semiconductors is described. The presence of such electron-withdrawing groups permits the stabilization of the energy of HOMO and LUMO orbitals. The solid-state structures of these novel molecules have been characterized by X-ray diffraction techniques. The potential of these materials as hole and electron conductors has been estimated under theoretical considerations by evaluating the position of the frontier energy levels as well as their charge carrier mobilities. Preparation of solution-processed single crystal organic field-effect transistors (OFETs) has resulted in hole mobilities of up to 0.33 cm2 V-1 s-1 for compound 1. On the other hand, electrical time of flight (EToF) measurements on single crystals of compound 3 demonstrated ambipolar transport, reaching very high mobility values around 2.0 cm2 V-1 s-1 for both types of charges. No publisher DeHalleux wp1 2011-03-29T13:12:33Z Publication http://www.one-p.eu/publication/publication/synthesis-20091210165927 Herein we disclose an easily applicable method for the synthesis of diketopyrrolopyrrole (DPP) derivatives comprising bithiophene moieties, with different substituents on the nitrogen atoms (Me, n-octyl, 3,5-di-tbutylbenzyl, Boc) and on the thiophene rings (C6H13, C12H25), in good yields and purities. A comparison is made between the previously described method from literature and our more efficient approach regarding number of steps, overall yields and ease of synthesis and purification. No publisher DeHalleux wp2 2011-03-29T14:15:50Z Publication http://www.one-p.eu/publication/publication/synthesis-20091207145508 A series of phthalocyanine-C60 dyads 2a–d was synthesized. Key steps in their synthesis are preparation of the low symmetry phthalocyanine intermediate by the statistical condensation of two phthalonitriles, and the final esterification of the fullerene derivative bearing a free COOH group. Structural characterization of the molecules in solution was performed by NMR spectroscopy, UV–vis spectroscopy and cyclic voltammetry. Preliminary studies suggest formation of liquid crystalline (LC) mesophases for some of the prepared dyads. To the best of our knowledge, this is the first example of LC phthalocyanine-C60 dyads. No publisher DeHalleux wp2 2011-03-29T14:18:39Z Publication