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Madathil, Pramod Kandoth,Heinrich, Benoî,t,Donnio, Bertrand,Mathevet, Fabrice,Fave, Jean-Louis,Guillon, Daniel,Attias, Andre-Jean,Lee, Changjin,Kim, Tae-Dong,Lee, Kwang-Sup American Scientific Publishers 2010 Journal of Nanoscience and Nanotechnology Vol.10 No.10
<P>We report here the synthesis and characterization of novel diethynylbenzene-based liquid crystalline semiconductor (P1) for organic thin-film transistors (OTFTs). Compound P1 was synthesized by the Sonogashira coupling reaction between 2-bromo-5-(4-hexylthiophen-2-yl)thieno[3,2-b]thiophene and 1,4-bis(dodecyloxy)-2,5-diethynylbenzene. Top contact OTFTs were fabricated by spin casting with 2 wt% solution of P1 in chloroform and their best performance, which exhibited a hole mobility of 4.5 x 10(-5) cm2/Vs, was showed after annealing of the films at liquid crystalline temperature. Time-of-flight (TOF) mobility measured at liquid crystalline phase was observed to be 1.5 x 10(-6) cm2/Vs for both positive and negative carriers. These results indicate that the liquid crystallinity helps to improve the molecular packing and enhance charge mobility for P1. These advantages can be applicable to design and construct solution-processable OTFT materials for electronic applications.</P>
Goossens, Karel,Rakers, Lena,Heinrich, Benoî,t,Ahumada, Guillermo,Ichikawa, Takahiro,Donnio, Bertrand,Shin, Tae Joo,Bielawski, Christopher W.,Glorius, Frank American Chemical Society 2019 Chemistry of materials Vol.31 No.23
<P>We describe the synthesis, supramolecular organization, and thermal characteristics of an unprecedented family of symmetric 1,2,3,4,5-pentaalkylimidazolium ([(C<SUB><I>n</I></SUB>)<SUB>5</SUB>im]<SUP>+</SUP>) salts equipped with halide, nitrate, or pentacyanocyclopentadienide ([Cp(CN)<SUB>5</SUB>]<SUP>−</SUP>) counterions. Salts containing relatively small anions were obtained as low-melting solids, whereas those with [Cp(CN)<SUB>5</SUB>]<SUP>−</SUP> anions were found to be ionic liquids even below room temperature. A permethylated derivative, [(C<SUB>1</SUB>)<SUB>5</SUB>im][Cp(CN)<SUB>5</SUB>], proved to be exceptional. Upon heating, the salt self-organized into a new type of organic ionic plastic crystal (OIPC) mesophase, which was termed M<SUB>hex</SUB> and whose anisotropic structure featured hexagonally ordered, rotating anionic stacks positioned within a continuum composed of disordered cations. The structure of the mesophase resembles that of classical columnar liquid-crystalline phases, despite the absence of long, flexible chains. In the M<SUB>hex</SUB> phase, the cations surrounding the anionic columns effectively fulfill the role of “softening” structural constituents, much in the same way as flexible chains. The discovery of the novel mesophase, which displays a two-dimensional, and thus intrinsically anisotropic, lattice resulting from the rotation of entire ionic assemblies around a columnar axis, represents a new paradigm in the field of OIPCs. Relatively high ionic conductivities were measured in the M<SUB>hex</SUB> phase, particularly after doping with the corresponding sodium salt, Na[Cp(CN)<SUB>5</SUB>], demonstrating the materials’ potential for use in electrochemical applications such as sodium-ion batteries.</P> [FIG OMISSION]</BR>
Charge carrier mobility study of a mesogenic thienothiophene derivative in bulk and thin films
Mazur, L.,Castiglione, A.,Ocytko, K.,Kameche, F.,Macabies, R.,Ainsebaa, A.,Kreher, D.,Heinrich, B.,Donnio, B.,Sanaur, S.,Lacaze, E.,Fave, J.L.,Matczyszyn, K.,Samoc, M.,Wu, J.W.,Attias, A.J.,Ribierre, Elsevier Science 2014 Organic electronics Vol.15 No.4
A novel mesogenic 2,5-bis-(5-octylthiophene)-thieno[3,2b]thiophene (TT) derivative has been synthesized. The fused-ring thiophene, end-capped with two octylthiophenes, exhibits ordered lamellar mesophases which were characterized by polarizing optical microscopy, differential scanning calorimetry and small-angle X-ray diffraction at various temperatures. The charge transport properties were investigated by time-of-flight technique as a function of temperature. On cooling from isotropic phase, a maximum hole mobility value of 0.07cm<SUP>2</SUP>V<SUP>-1</SUP>s<SUP>-1</SUP> was measured in the highly ordered mesophase of the bulk films. Field-effect transistor experiments on both solution and vacuum deposited thin films have also been performed. The solution-processed films exhibit charge carrier mobilities several orders of magnitude lower than values extracted from bulk time-of-flight curves and from vacuum deposited thin film transistors. This work provides evidence that the melt-processing route is an efficient alternative to commonly used solution-processing for fabrication of charge transporting layers from liquid crystalline semiconductors, with performances comparable to evaporation techniques.
Yoon, Seong‐,Jun,Kim, Jong H.,Kim, Kil Suk,Chung, Jong Won,Heinrich, Benoî,t,Mathevet, Fabrice,Kim, Pyosang,Donnio, Bertrand,Attias, André,‐,Jean,Kim, Dongho,Park, Soo Young WILEY‐VCH Verlag 2012 Advanced Functional Materials Vol.22 No.1
<P><B>Abstract</B></P><P>A new dicyanodistyrylbenzene‐based phasmidic molecule, (2Z,2′Z)‐2,2′‐(1,4‐phenylene)bis(3‐(3,4,5‐tris(dodecyloxy)phenyl)acrylonitrile), GDCS, is reported, which forms a hexagonal columnar liquid crystal (LC) phase at room temperature (RT). GDCS molecules self‐assemble into supramolecular disks consisting of a pair of molecules in a side‐by‐side disposition assisted by secondary bonding interactions of the lateral polar cyano group, which, in turn, constitute the hexagonal columnar LC structure. GDCS shows very intense green/yellow fluorescence in liquid/solid crystalline states, respectively, in contrast to the total absence of fluorescence emission in the isotropic melt state according to the characteristic aggregation‐induced enhanced emission (AIEE) behavior. The AIEE and two‐color luminescence thermochromism of GDCS are attributed to the peculiar intra‐ and intermolecular interactions of dipolar cyanostilbene units. It was found that the intramolecular planarization and restricted molecular motion associated with a specific stacking situation in the liquid/solid crystalline phases are responsible for the AIEE phenomenon. The origin of the two‐color luminescence was elucidated to be due to the interdisk stacking alteration in a given column driven by the specific local dipole coupling between molecular disks. These stacking changes, in turn, resulted in the different degree of excited‐state dimeric coupling to give different emission colors. To understand the complicated photophysical properties of GDCS, temperature‐dependent steady‐state and time‐resolved PL measurements have been comprehensively carried out. Uniaxially aligned and highly fluorescent LC and crystalline microwires of GDCS are fabricated by using the micromolding in capillaries (MIMIC) method. Significantly enhanced electrical conductivity (0.8 × 10<SUP>−5</SUP> S•cm<SUP>−1</SUP>/3.9 × 10<SUP>−5</SUP> S•cm<SUP>−1</SUP>) of the aligned LC/crystal microwires were obtained over that of multi‐domain LC sample, because of the almost perfect shear alignment of the LC material achieved in the MIMIC mold.</P>