How substitution tunes the electronic and transport properties of oligothiophenes, oligoselenophenes and oligotellurophenes

Erbay, Tuğçe; Avi̇yente, Vi̇ktorya; Salman, Seyhan

doi:10.1016/j.synthmet.2015.09.020

Cited by 4 publications

(5 citation statements)

References 48 publications

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“…Therefore, an extensive methodological study has been carried out to calculate the HOMO and LUMO energies, as well as the optical and fundamental band gaps precisely. Following Seferos et al, 37 five different computational models have been used at the B3LYP/6-311G*, oB97XD/6-311G* and PBE0/6-311G* levels of theory (see Table S1 for the results of oB97XD/6-311G* and PBE0/6-311G*, ESI †). However, B3LYP has shown better agreement with the experimental data compared to PBE0 60 and long-range corrected oB97XD, 61 and thus only B3LYP results have been presented in this article.…”

Section: Pccp Papermentioning

confidence: 99%

“…Electron-coupling calculations without a known crystal structure to understand intermolecular charge transfer properties have their limitations. 36 Even though there are reasonable methodologies to calculate local and non-local intermolecular electron(hole)phonon coupling, such as transfer integral 37 or MOO/ZINDO 38,39 calculations, the latter can be utilized once a super-cell is constructed from the experimental XRD measurements. Also, one should note that, even those methodologies have a significant error margin due to the fact that they are based on single chargecarriers.…”

Section: Introductionmentioning

confidence: 99%

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Design of donor–acceptor copolymers for organic photovoltaic materials: a computational study

Turan

Kucur

Kahraman

et al. 2018

Phys. Chem. Chem. Phys.

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80 different push-pull type organic chromophores which possess Donor-Acceptor (D-A) and Donor-Thiophene-Acceptor-Thiophene (D-T-A-T) structures have been systematically investigated by means of density functional theory (DFT) and time-dependent DFT (TD-DFT) at the B3LYP/6-311G* level. The introduction of thiophene (T) in the chain has allowed us to monitor the effect of π-spacers. Benchmark studies on the methodology have been carried out to predict the HOMO and LUMO energies and optical band gaps of the D-A systems accurately. The HOMO and LUMO energies and transition dipoles are seen to converge for tetrameric oligomers, and the latter have been used as optimal chain length to evaluate various geometrical and optoelectronic properties such as bond length alternations, distortion energies, frontier molecular orbital energies, reorganization energies and excited-state vertical transition of the oligomers. Careful analysis of our findings has allowed us to propose potential donor-acceptor couples to be used in organic photovoltaic cells.

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Section: Pccp Papermentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Design of donor–acceptor copolymers for organic photovoltaic materials: a computational study

Turan

Kucur

Kahraman

et al. 2018

Phys. Chem. Chem. Phys.

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“…Large-scale quantum mechanical calculations, offering an accurate prediction of the ground and excited state properties of complex materials, − as well as an atomic scale and even electronic resolution of the complex (photo)-chemical pathways responsible for the material functions, − would represent an extremely powerful and low-cost tool in the in silico design of new candidate molecules. − Since many smart materials are able to perform light-induced functions, a good tune and control of their excited state evolution is required. From a molecular modeling point of view this in turn necessitates to tackle electronic excited state properties.…”

Section: Introductionmentioning

confidence: 99%

Assessing One- and Two-Photon Optical Properties of Boron Containing Arenes

et al. 2016

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Linear and nonlinear optical properties of a series of bis(E-dimesitylborylethenyl)-substituted arenes have been modeled by high-level computational protocols. The former compounds show a remarkable interest as infrared two-photon absorbers and hence may be used in the field of optical active and smart materials or for energy storage purposes. Excited state topologies, absorption and emission spectra, excited state metrics, natural transition orbitals and two-photon absorption cross-section of a series of chromophores have been computed by means of density functional theory (DFT) and timedependent DFT (TD-DFT). An extended benchmark test on the performance of different functionals had been performed. Dynamic and vibronic effects on absorption and emission spectra have been taken into account by sampling the conformational space by means of Wigner distribution and the former have been evidenced as rather important in order to recover absorption maxima and spectral band shape. Important infrared two photon absorption cross sections involving transitions to the second excited state have been observed. In particular, thiophene bridges have been evidenced as the most beneficial to increase TPA efficiency leading to cross-section exceeding 1000 GM.

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“…Consequently, charge transfer integrals for electrons are larger than for holes and electron exceeds hole mobility, 216 while aromatic cyano-vinyl end-capped thiophenes are hole conductors. 217 Hence, the quinoid nature of the small molecules (Table 4) is crucial for avoiding the detrimental localization effects otherwise observed with cyano groups. The tendency of CN-groups to localize electrons explains experimental observations on IFDMT (compound 4p in Table 4) which shows an excellent mobility of 0.16 cm 2 V À1 s À1 , but much lower values as the repeat unit in polymers.…”

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Trends in molecular design strategies for ambient stable n-channel organic field effect transistors

2017

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aIn recent years, organic semiconducting materials have enabled technological innovation in the field of flexible electronics. Substantial optimization and development of new p-conjugated materials has resulted in the demonstration of several practical devices, particularly in displays and photoreceptors.However, applications of organic semiconductors in bipolar junction devices, e.g. rectifiers and inverters, are limited due to an imbalance in charge transport. The performance of p-channel organic semiconducting materials exceeds that of electron transport. In addition, electron transport in p-conjugated materials exhibits poorer atmospheric stability and dispersive transient photocurrents due to extrinsic carrier trapping. Thus development of air stable n-channel conjugated materials is required. New classes of materials with delocalized n-doped states are under development, aiming at improvement of the electron transport properties of organic semiconductors. In this review, we highlight the basic tenets related to the stability of n-channel organic semiconductors, primarily focusing on the thermodynamic stability of anions and summarizing the recent progress in the development of air stable electron transporting organic semiconductors. Molecular design strategies are analysed with theoretical investigations.

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How substitution tunes the electronic and transport properties of oligothiophenes, oligoselenophenes and oligotellurophenes

Cited by 4 publications

References 48 publications

Design of donor–acceptor copolymers for organic photovoltaic materials: a computational study

Design of donor–acceptor copolymers for organic photovoltaic materials: a computational study

Assessing One- and Two-Photon Optical Properties of Boron Containing Arenes

Trends in molecular design strategies for ambient stable n-channel organic field effect transistors

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