DFT study of the effect of fluorine atoms on the crystal structure and semiconducting properties of poly(arylene-ethynylene) derivatives

Moral, Mónica; García, Gregorio; Garzón, Andrés; Granadino‐Roldán, José M.; Fernández-Gómez, Manuel

doi:10.1063/1.4945447

Cited by 20 publications

(42 citation statements)

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“…Note that oligomers with different chain length (n = 3 − 15) were generated by replication of the minimal periodic motif, which was previously optimized at the same level of theory and in those cases the free valences were saturated with hydrogen atoms. 21,23,32,[67][68][69] We have observed that this procedure allows calculating electronic properties in long oligomeric chains with a great reduction of the computational cost, and without significantly affecting the optical band gap. 21 The values of the optical band gap for the ideal polymer chains were estimated through the equation proposed by Meier et al 70 Page 11 of 53…”

Section: Computational Detailsmentioning

confidence: 99%

“…Both charge transfer rate constants estimated for polymer I are higher 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60 30 than the rate constant reported for polymers containing Th and TT units (VII and VIII). 23,33 Hence, the use of TTh instead of Th and TT could improve the semiconducting properties of these PAEs. The highest rate constants for both electron and hole transport and, therefore, the most efficient charge transport were predicted for polymer IV.…”

Section: Acs Paragon Plus Environmentmentioning

confidence: 99%

“…The highest rate constants for both electron and hole transport and, therefore, the most efficient charge transport were predicted for polymer IV. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60 [23]. b from reference [33] Charge injection properties.…”

Section: Acs Paragon Plus Environmentmentioning

confidence: 99%

“…5,6 During the last years, we have investigated the molecular structure and electronic properties of series of PAEs containing Th as electron-accepting group linked to phenylene and -C≡C-bridges by means of Density Functional Theory (DFT) calculations. [19][20][21][22][23] Their interesting electronic properties make them suitable candidates for their use as organic semiconductors. Going one step further, thiazolo [5,4- …”

Section: Introductionmentioning

confidence: 99%

“…[46][47][48][49] As in previous works, λ s was fixed at 0.1 eV in order to facilitate the comparison with previous rate constants reported for PAEs. 23 The inner reorganization energy, λ i , for the self-exchange reaction consists of two terms corresponding to the geometry relaxation energies going from the neutralstate geometry to the charged-state and vice versa (Nelsen four-point method): 50,51…”

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

et al. 2016

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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

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Section: Computational Detailsmentioning

confidence: 99%

Section: Acs Paragon Plus Environmentmentioning

confidence: 99%

Section: Acs Paragon Plus Environmentmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

mentioning

confidence: 99%

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

et al. 2016

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Unveiling the Photophysical Properties of Boron Heptaaryldipyrromethene Derivatives

et al. 2018

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Increased interest has been devoted to the discovery of multifunctional materials with desirable properties, as continuous performance enhancement of various devices mainly depends on high-performance materials. Now, density functional theory has become a powerful tool to design new materials and rationalize experimental observations. In this work, we explored the photophysical properties origin of chiral boron heptaaryldipyrromethene (heptaaryl-BODIPY), which has charming optoelectronic properties. At the same time, we designed the other five compounds on the basis of heptaaryl-BODIPY. The simulated electronic absorption and emission spectra of heptaaryl-BODIPY are in agreement with experimental ones, allowing us to reliably assign its electronic transition property. The designed compound 6 shows remarkably large first hyperpolarizability value up to 82.78×10 esu. For this kind of compounds, their NLO response values associate with not only position but also electronic nature of substituent groups. Moreover, electron reorganization energies of compounds 1-4 are comparable to tris(8-hydroxyquinolinato)aluminium(III) which is a typical electron transport material. Intriguingly, the studied compounds are the excellent fluorescent probe materials from the standpoint of large Stokes shift and high emission efficiency. Our work enables an opportunity for understanding the relationship between microelectronic structure and macroscopic performance of BODIPY derivatives.

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Linear and second‐order nonlinear optical properties of non‐fullerene acceptor derivatives with A–D–A structure

Gong

et al. 2021

Int J of Quantum Chemistry

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In this paper, in order to study the relationship between structure and performance, four new non‐fullerene acceptor (NFA) derivatives were designed based on the two reported NFA molecules BO‐4Cl and BTP‐S2 by replacing the benzothiadiazole unit with a less‐electron deficient benzotriazole unit and inserting another ethylene double bond between the central core and the terminal groups. Density functional theory (DFT) and Time‐dependent DFT were applied to investigate linear and nonlinear optical (NLO) properties, such as electronic structure, electronic absorption, reorganization energy, and the second‐order NLO properties. The investigation demonstrates that they are all narrow bandgap derivatives, the absorption spectrum extends to the near‐infrared region and using two ethylene double bond is the most effective way to reduce the energy gap, redshift the maximum absorption peak and the middle absorption band, and enhance second‐order NLO response. Considering the smaller electron and hole reorganization energy and the larger static first hyperpolarizability value, the studied NFA derivatives have great potential to become ambipolar charge transport materials and large second‐order NLO materials.

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DFT study of the effect of fluorine atoms on the crystal structure and semiconducting properties of poly(arylene-ethynylene) derivatives

Cited by 20 publications

References 74 publications

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

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

Unveiling the Photophysical Properties of Boron Heptaaryldipyrromethene Derivatives

Linear and second‐order nonlinear optical properties of non‐fullerene acceptor derivatives with A–D–A structure

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