Optoelectronic and Semiconducting Properties of Conjugated Polymers Composed of Thiazolo[5,4-d]thiazole and Arene Imides Linked by Ethynylene Bridges

Abstract

A set of engineered crystalline polymers containing thiazolo [5,4-d]thiazole and arene imides linked by ethynylene bridges have been modelled by means of Density Functional Theory (periodic boundary) calculations. A large set of relevant electronic properties related to the opto-electronic and semiconductor character of these systems, such as optical band gap, frontier molecular orbital energy levels, electron affinity, ionization potential, reorganization energy, and electronic coupling between neighboring polymer chains were obtained. We further discuss the effect of the ethynylene linkages, the presence of heteroatoms in thiazolo [5,4-d]thiazole rings, and

Virtual Design in Organic Electronics: Screening of a Large Set of 1,4-Bis(phenylethynyl)benzene Derivatives as Molecular Semiconductors

“…where kB and ℏ are Boltzmann and Planck constants, respectively; T is the temperature, fixed in the present work at 300 K; ΔG 0 is the free energy difference between the electronic states involved in the charge transfer process (equal to zero for an ideal self-exchange process); while λe and t12 correspond with the classical contribution (mostly external) to the reorganization energy 21,[30][31][32] and the charge transfer integral, respectively.…”

“…33,[39][40][41] In that sense, we prefer to keep that values fixed here at 0.1 eV in order to facilitate the comparison with previous rate constants reported before for related compounds. 21,[30][31][32] Conversely, the intramolecular high frequency vibrational modes responsible for λi are typically quantum modes (ℏωeff >> kBT, where ωeff incorporates, in an average way, the effects of all these modes, and it is calculated as = ∑ ∑…”

“…80,81 However, the comparison between the free metal work function and the (gas-phase) HOMO (LUMO) energy levels could give us a qualitative guide for the hole (electron) barrier injection, and may let us to establish trends within a set of closely related compounds. 21,[30][31][32]46 Figure 2 shows the shape of HOMO and LUMO orbitals for some selected compounds (for other compounds, see Figure S1 in the Electronic Supporting Material, ESI), while values for LUMO orbital in order to improve the stability of optoelectronic devices. 37 These compounds, with the P substituent in Y-position, show the lowest ELUMO values (from -3.7 to -4.0 eV) and an ohmic contact could be possibly formed with Mg electrodes (Φm = -3.7 eV).…”

Self‐Organization of Hyperbranched Polyesters Functionalized with Pyrrolo[2,1‐a]isoquinoline End Groups and Their Fluorescent Recognition of Anthracene and Pyrene

“…The self‐organization of a variety of molecular building blocks toward well‐defined architectures with appropriate functions is a key issue in the construction of functional nanomaterials. Self‐assembly of hyperbranched polyesters (HBPEs) has attracted widespread interest recently owing to their unique chemical and physical properties; they have been widely used in academic research and for applications in biology, medicine, pharmacology, electronics, and sensors . Because HBPEs are amorphous materials, rather than crystalline materials or dendrimers, controlling their shapes has remained challenging.…”

“…electronics, [8,9] and sensors. [10,11] Because HBPEs are amorphous materials, rather than crystalline materials or dendrimers, controlling their shapes has remained challenging.…”