The 2:1 charge-transfer complex of 4,6-dimethyldibenzothiophene and 7,7,8,8-tetracyano-2,3,5,6-tetrafluoroquinodimethane

The title compound, 2C14H12S·C12N4F4, was obtained by using 4,6-dimethyldibenzothiophene (DMDBT) as an electron donor and 7,7,8,8-tetracyano-2,3,5,6-tetrafluoroquinodimethane (F4TCNQ) as an electron acceptor. The asymmetric unit consists of one DMDBT molecule and one half of an F4TCNQ molecule, which lies on an inversion centre. In the crystal, the DMDBT and F4TCNQ molecules form a 2:1 unit via a charge-transfer interaction, with a centroid–centroid distance of 3.3681 (15) Å between the five-membered ring of DMDBT and the six-membered ring of F4TCNQ. An F...F contact [2.911 (1) Å] is also observed.

Improving the charge carrier transport of organic solar cells by incorporating a deep energy level molecule

A p-type F4-TCNQ molecule was incorporated into the P3HT/ICBA active layer to enhance the device performance of polymer solar cells from 4.50% to 5.83%.

Elementorganische Verbindungen mit o-Phenylenresten, XXXI [1]. Charge-transfer-Komplexe von 2,3,7,8-Tetrakis(methylthio)chalkogenanthrenen mit 7,7,8,8-Tetracyanchinodimethan und Tetracyanethen / Organometalloidal Compounds with o-Phenylene Substituents, Part XXXI [1]. Charge-transfer Complexes of 2,3,7,8-Tetrakis(methylthio)chalkogenanthrenes with 7,7,8,8-Tetracyanoquinodimethane and Tetracyanoethene

The title compounds are prepared by slow evaporation of dilute solutions of the components. 2,3,7,8-Tetrakis(methylthio)thianthrene and -selenanthrene give isostructural 2:1 complexes with 7,7,8,8-tetracyanoquinodimethane (TCNQ) built up by donor/acceptor/donor units in which the TCNQ molecule is inserted into the cavity formed by two of the folded, oppositely arranged chalcogenanthrene molecules. These units are connected to chains by S -S contacts via the methylthio groups. From 2,3,7,8-tetrakis(methylthio)thianthrene and tetracyanoethene again a 2:1 complex is obtained, however, with a columnar structure in which two donor stacks are slightly interlinked by an acceptor stack thus forming a structure with alternating donor and acceptor molecules. The molecules are arranged in such a way that an optimum overlap of the HOMOs of the donors and the LUMOs of the acceptors, all of which are of π-type character according to MNDO calculations, is secured.

Synthesis and X-Ray Study of a Charge-Transfer Complex of Pyrido[2,3-H]pyrrolo[1,2-a]quinoxaline - 7,7,8,8-Tetracyano-p-quinodimethane (1:1)

The structure of the title complex has been determined by a three-dimensional X-ray analysis. Triclinic crystals in space group Pī have lattice parameters a 7.0912(8), b 7.692(2), c 19.119(3)Ǻ, α 87.09(2),β 84.01(1),γ 82.72(1)°, Z 2. The structure was solved by means of direct methods and refined by full matrix least squares to R 0.039 and Rw 0.035 for 1671 observed reflections. Almost parallel tetracyanoquinodimethane (tcnq ) and pyridopyrroloquinoxaline molecules are stacked alternately along the a axis. Differences in C-C distances for the complexed tcnq molecule suggest a certain amount of charge-transfer interaction between donor and acceptor molecules.

High-resolution polarized far-infrared vibrational spectra of semiconducting TTF-TCNQ and TSeF-TCNQ

High-resolution polarized far-infrared spectra of TTF-h4-TCNQ-h4, TTF-h4-TCNQ-d4, TTF-d4-TCNQ-h4, TTF-d4-TCNQ-d4, and TSeF-TCNQ are presented. These have been obtained mainly by a bolometric technique, which is possible only at low temperatures, but some measurements of transmission through aligned mosaics of single crystals at various temperatures are also reported. The bolometric technique is described and its limitations and advantages demonstrated. The measured wavenumber shifts enabled us to assign most of the many TTF-TCNQ features. For [Formula: see text], a strong group is believed to be due to Rz librations, which should be optically inactive, and a quartet has been assigned to the TTFν10(au) mode (a torsion of the two fulvalene rings about the central bond), which should be very weak. The anomalous infrared activity of both of these modes indicates that they are probably large components of the Peierls distortion. Normally inactive gerade intramolecular modes of both molecules are also observed at low temperatures. In TSeF-TCNQ, all of the "activated" modes involve only the TSeF molecule, indicating that the Peierls distortion produces little displacement or rotation of the TCNQ molecule. Estimates of the TSeF-TCNQ intrinsic and impurity energy gaps are also given.

Einige neue kristallisierte 7.7.8.8-Tetracyanochinondimethan(TCNQ)-Verbindungen mit Tetramminplatin(II)-Dikationen als Gegenionen.

New compounds of stoichiometry [Pt(II)L2](TCNQ)2, [Pt(II)L2](TCNQ)3 and [Pt(II)L2](TCNQ)4 (with L = one bidentate or two monodentate neutral nitrogen donor ligands like ethylenediamine (en), 1,10-phenanthroline (phen) or ammonia) have been prepared and characterized. The complexes of stoichiometry [Pt(II)L2](TCNQ)2 with only negatively charged TCNQ- units have relatively low conductivities (in the range of 10-7—10-8 Ω-1 cm-1) while the compounds [Pt(II)L2](TCNQ)3 containing one neutral TCNQ molecule per formula unit (“complex TCNQ-salts”) conduct much better (in the range of 10-2—10-3 [Ω-1 · cm-1] for pellets). Most of them show appreciable deviations from a Curie law behaviour. A sharp transition from an antiferromagnetic low temperature to a paramagnetic high temperature modification can be observed for [Pt(II)dipy2](TCNQ)2 (dipy = 2,2′-dipyridyl) at 87°C.