Thin-film phases of organic charge-transfer complexes formed by chemical vapor deposition

Wada, Hiroshi; de, Dominique; Valade, Lydie; Ozawa, Tatsuhiko; Bando, Yoshimasa; Mori, Takehiko

doi:10.1016/j.tsf.2009.06.040

Cited by 13 publications

(11 citation statements)

References 31 publications

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“…The crystal packing is essentially differentiated by a more upright molecular orientation in the SIP than in the bulk polymorph, similar to previous examples of SIPs ( Figure ). It is not clear exactly how the presence of an SIP impacts on the conducting properties of 10 , however changes in the preparation method and morphology are known to have an effect and different properties have been suggested for different structures from theory, so it is likely that a change in the structure arising from an SIP would have a significant influence on the conducting properties of 10 . Polymorphism has been reported for several other CT complexes such as (BEDT‐TTF) 2 I 3 (BEDT‐TTF = bis(ethylenedithio)‐TTF) and TMTSF‐TCNQ (tetramethyltetraselenafulvalene‐TCNQ); in such complexes both the crystal structure and stoichiometry of the components are known to govern the physical properties .…”

Section: Experimentally Observed Sipsmentioning

confidence: 99%

Substrate‐Induced and Thin‐Film Phases: Polymorphism of Organic Materials on Surfaces

Jones

Chattopadhyay

Geerts

et al. 2016

Adv Funct Materials

228

280

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2233wileyonlinelibrary.com to that of the bulk liquid; [ 7 ] order typically exists over a few molecular layers before rapidly decaying to bulk behavior as the distance from the wall increases. [ 8 ] Similar ordering effects can also be observed in the quasiliquids which form on the surface of many solids due to surface melting (also known as premelting): [ 9,10 ] the existence of a liquid-like layer a few molecules thick on the surface of a solid below the melting point of the bulk material. [ 11 ] The structure within this layer is also found to be different to that of the bulk isotropic liquid, [ 12 ] highlighting the ordering occurring at the interface. A converse effect, surface freezing, is also observed in some liquids (primarily n -alkanes with 16 ≤ n ≤ 50), where a solid monolayer may exist at an interface up to ≈30 °C above the bulk melting point while the rest of the compound is molten. [13][14][15] Such phase behavior is strongly dependent on molecular shape and has only been observed for chain molecules, which then form layers similar to self-assembled monolayers (SAMs) at the interface with the liquid bulk. [ 16 ] Further examples of molecular ordering at interfaces can be seen in materials which display liquid crystal (LC) phases, a phase behavior also dependent on molecular shape and generally observed for molecules with a highly anisotropic shape (e.g., rod-like, disc-like or bowl-like molecules). [ 17 ] LCs have properties of both solids and liquids and display long range order which may be orientational and/or positional; various types of LC phases (mesophases) are possible and normally exist only over a certain temperature range (i.e., they are thermotropic); a further property of LCs is that they generally reach thermodynamic equilibrium in the bulk and at interfaces as a result of their short relaxation time. Nematic (N) phases of calamitic LCs (rod-like molecules with cylindrical symmetry) have no positional order but an orientational order which can be described by a unit vector, n , known as the director, which represents the preferred molecular orientation ( Figure 1 , left). A scalar order parameter can also be defi ned which is related to the average angle the long molecular axes make to the director, n .Increased order is seen in smetic phases (Sm) which have both orientational and positional order; for example in a smetic A phase (SmA) molecules form layers (positional ordering of the molecular mass centers) which are oriented normal to the plane of the layers (orientational order), while smetic C phases (SmC) form layers where molecules are oriented with the long molecular axes tilted at an angle to the molecular layer normal However, the factors that drive such a process are not clearly understood or studied in depth. In this feature article, we review the current state of understanding concerning SIPs, giving examples of systems where SIPs have been observed, discussing their origins, and which questions remain to be answered. The role of the substrate in controlling the growth a...

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Section: Experimentally Observed Sipsmentioning

confidence: 99%

Substrate‐Induced and Thin‐Film Phases: Polymorphism of Organic Materials on Surfaces

Jones

Chattopadhyay

Geerts

et al. 2016

Adv Funct Materials

228

280

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“…Halogen bonds formed by a halide anion belong to a particularly interesting type of non-covalent interactions. They play a key role in the design of chemical receptors for anion recognition [ 27 , 34 , 35 , 36 , 37 , 38 ], in the anion-assisted asymmetric catalysis [ 39 , 40 , 41 , 42 ], and in the development of approaches toward new materials bearing useful electronic properties [ 43 , 44 , 45 , 46 , 47 , 48 , 49 , 50 ].…”

Section: Introductionmentioning

confidence: 99%

Strength of the [Z–I···Hal]− and [Z–Hal···I]− Halogen Bonds: Electron Density Properties and Halogen Bond Length as Estimators of Interaction Energy

Kuznetsov

2021

Molecules

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Bond energy is the main characteristic of chemical bonds in general and of non-covalent interactions in particular. Simple methods of express estimates of the interaction energy, Eint, using relationships between Eint and a property which is easily accessible from experiment is of great importance for the characterization of non-covalent interactions. In this work, practically important relationships between Eint and electron density, its Laplacian, curvature, potential, kinetic, and total energy densities at the bond critical point as well as bond length were derived for the structures of the [Z–I···Hal]– and [Z–Hal···I]– types bearing halogen bonds and involving iodine as interacting atom(s) (totally 412 structures). The mean absolute deviations for the correlations found were 2.06–4.76 kcal/mol.

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“…The observed preferential out-of-plane growth orientation for TTF-TCNQ thin films is in a good agreement with the results obtained in earlier studies on TTF-TCNQ thin films deposited on glass, sapphire, halide substrates etc. [26][27][28][29][30].…”

Section: A Preferential Growth Of Ttf-tcnq Thin Filmsmentioning

confidence: 99%

“…X-ray diffraction pattern of TTF-TCNQ thin film deposited on MgO(100).on TTF-TCNQ thin films deposited on glass, sapphire, halide substrates etc [26][27][28][29][30]…”

mentioning

confidence: 99%

Defect-induced shift of the Peierls transition in TTF–TCNQ thin films

Solovyeva

Huth

2011

Synthetic Metals

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In this paper we investigate the influence of the substrate material and film thickness on the Peierls transition temperature in tetrathiafulvalenetetracyanoquinodimethane (TTF-TCNQ) thin films, grown by physical vapor deposition. Our analysis shows that the substrate material and the growth conditions strongly influence the film morphology. In particular, we demonstrate that the Peierls transition temperature in thin films is lower than in TTF-TCNQ single crystals. We argue that this effect arises due to defects, which emerge in TTF-TCNQ thin films during the growth process.

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Thin-film phases of organic charge-transfer complexes formed by chemical vapor deposition

Cited by 13 publications

References 31 publications

Substrate‐Induced and Thin‐Film Phases: Polymorphism of Organic Materials on Surfaces

Substrate‐Induced and Thin‐Film Phases: Polymorphism of Organic Materials on Surfaces

Strength of the [Z–I···Hal]− and [Z–Hal···I]− Halogen Bonds: Electron Density Properties and Halogen Bond Length as Estimators of Interaction Energy

Defect-induced shift of the Peierls transition in TTF–TCNQ thin films

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