Computational chemistry advances on benzodithiophene-based organic photovoltaic materials

Angel, Felipe A.; Camarada, María Belén; Jessop, Ignacio A.

doi:10.1080/10408436.2022.2052798

Cited by 7 publications

(12 citation statements)

References 144 publications

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“…where e is the electron charge, r is the intermolecular distance between adjacent segments, and k AD is the charge transfer rate. The k DA values can be calculated from semiclassical Marcus theory [30,48] as follows:…”

Section: Theoretical Methodsmentioning

confidence: 99%

“…The charge carrier mobility μ of the studied systems can be derived from the Einstein–Smoluchowski equation [41, 47] as follows:

μ = \frac{e r^{2}}{k_{B} T} k_{DA},

where e is the electron charge, r is the intermolecular distance between adjacent segments, and k AD is the charge transfer rate. The k DA values can be calculated from semiclassical Marcus theory [30, 48] as follows:

k_{DA} = \frac{2 π}{h} \sqrt{\frac{π}{λ k_{B} T}} {(||, V_{DA})}^{2} \exp [- \frac{{(∆ G^{0} + λ)}^{2}}{4 λ k_{B} T}],

where λ is the reorganization energy (composed of inner λ i and outer λ o reorganization energies), V DA is the charge transfer integral between adjacent segments, ΔG° is the total Gibbs free energy change, h is the Planck constant, and T is the temperature (295 K) [30, 49, 50]. Considering a self‐exchange process between adjacent repeating units, ΔG° becomes equal to zero.…”

Section: Theoretical Methodsmentioning

confidence: 99%

“…At room temperature, the charge carrier transport in π-conjugated materials can be described as a sequential charge carrier hopping between neighboring segments [30,33,48]. The ate of the charge-transfer process (k CT ) can be calculated by the Marcus semiclassical theory (Equation 9).…”

Section: Hole and Electron Transport Propertiesmentioning

confidence: 99%

See 2 more Smart Citations

Computational prediction of the properties of bis(ethynylthienyl)dialcoxynaphthalene‐based conjugated polymers for organic solar cell applications

Camarada,

Angel,

Jessop

2023

Int J of Quantum Chemistry

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A series of homo‐ (P0) and copolymers (P1‐P5) based on the electron‐donor building‐block 2,2′‐(2,3‐bis(2‐ethylhexyloxy)naphthalene‐1,4‐diyl)bis(ethyne‐2,1‐diyl)dithiophene (1,4‐NET) including ethynyl linkers aiming to promote coplanarity were designed, and their properties predicted using theoretical methodologies to evaluate their potential in organic solar cell applications. The geometries, FMO levels, energy bandgaps, and absorption spectra of trimer models were determined using time‐dependent density functional theory, while their photovoltaic and charge‐transport properties were estimated by the Scharber's model and semiclassical Marcus theory, respectively. Compared to high‐performance conjugated polymers (CPs), such as PTB7‐Th or PM6, and similar systems based on the 1D‐BDT unit, the HOMO and LUMO levels of P0‐P5 tend to be higher. In addition, the new CPs have complementary absorptions with narrow‐bandgap acceptors, such as ITIC and Y6, and adequate matches between their HOMO and LUMO levels. Although the simulated photovoltaic and charge‐transport properties could be overestimated, the best candidate to be synthesized and tested in organic solar cells is P5 due to its suitable and well‐balanced properties, demonstrating the positive effect of incorporating ethynyl bridges to improve the optoelectronic properties of CPs.

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Section: Theoretical Methodsmentioning

confidence: 99%

“…The charge carrier mobility μ of the studied systems can be derived from the Einstein–Smoluchowski equation [41, 47] as follows:

μ = \frac{e r^{2}}{k_{B} T} k_{DA},

k_{DA} = \frac{2 π}{h} \sqrt{\frac{π}{λ k_{B} T}} {(||, V_{DA})}^{2} \exp [- \frac{{(∆ G^{0} + λ)}^{2}}{4 λ k_{B} T}],

Section: Theoretical Methodsmentioning

confidence: 99%

See 1 more Smart Citation

Computational prediction of the properties of bis(ethynylthienyl)dialcoxynaphthalene‐based conjugated polymers for organic solar cell applications

Camarada,

Angel,

Jessop

2023

Int J of Quantum Chemistry

Self Cite

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“…How can we take these two approaches to produce new high-performance materials and devices? BDT is a widely used electron-donor building-block due to its structural versatility and excellent optical and transport properties, capable of producing high-performance CPs [ 20 , 35 , 36 ]. Among the electron-acceptor moieties, 2 H -benzo[ d ][1,2,3]triazole (BTz) has been extensively used for photovoltaic applications [ 37 , 38 , 39 ].…”

Section: Introductionmentioning

confidence: 99%

New Benzotriazole and Benzodithiophene-Based Conjugated Terpolymer Bearing a Fluorescein Derivative as Side-Group: In-Ternal Förster Resonance Energy Transfer to Improve Organic Solar Cells

Jessop

Cutipa²,

Pérez³

et al. 2022

IJMS

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A new benzodithiophene and benzotriazole-based terpolymer bearing a fluorescein derivative as a side group was synthesized and studied for organic solar cell (OSC) applications. This side group was covalently bounded to the backbone through an n-hexyl chain to induce the intramolecular Förster Resonance Energy Transfer (FRET) process and thus improve the photovoltaic performance of the polymeric material. The polymer exhibited good solubility in common organic chlorinated solvents as well as thermal stability (TDT10% > 360 °C). Photophysical measurements demonstrated the occurrence of the FRET phenomenon between the lateral group and the terpolymer. The terpolymer exhibited an absorption band centered at 501 nm, an optical bandgap of 2.02 eV, and HOMO and LUMO energy levels of −5.30 eV and −3.28 eV, respectively. A preliminary study on terpolymer-based OSC devices showed a low power-conversion efficiency (PCE) but a higher performance than devices based on an analogous polymer without the fluorescein derivative. These results mean that the design presented here is a promising strategy to improve the performance of polymers used in OSCs.

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“…The theoretical characterization of morphology is mainly achieved by molecular dynamics (MD) combined with other quantum calculation methods nowadays [28]. A series of works have been published [29,30]. Three basic requirements for providing suitable environments for the photoelectric conversion process have been clarified: (a) given the limitation of exciton lifetime (diffusion length is only 5-14 nm), excitons close to the donor/acceptor (D/A) interfaces could dissociate [31].…”

mentioning

confidence: 99%

Monomer morphology selection rules for an accurate design of bulk heterojunction: An updated theoretical account

Huang

Sui

et al. 2023

Int J of Quantum Chemistry

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Theoretical simulation of film morphology with bulk heterojunction (BHJ) has become a technological breakthrough point for material and performance development in recent years. Stemming from the precision of calculation and the boom of materials, the unified process for predicting the relevant properties of BHJ through monomers needs to be further updated. This study analyzed the sensibilities of environmental changes (monomers, the acceptors of D/A and A/A in morphology) on structures and properties from fullerene to non-fullerene materials. The results showed that it is inaccurate to predict morphology only by optimizing the monomer through employing a unified process. Due to material specificity, excessive environmental sensitivity could lead to prediction errors. In different environments, the properties of C60 with rigid structure vary greatly.The stability of fused ring electron acceptors (FREAs) is determined by the type and number of bridge bonds (single and ethylenic bonds) in main backbones, where a small number and strong conjugation are favorable. As a result, flexible ITIC is insensitive to the environment, which could be performed using a unified process. This may be the main reason for their excellent properties. This work puts forward higher requirements for the accuracy of a theoretical calculation process, and also provides an updated theoretical account for an accurate design of bulk heterojunction.

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Computational chemistry advances on benzodithiophene-based organic photovoltaic materials

Cited by 7 publications

References 144 publications

Computational prediction of the properties of bis(ethynylthienyl)dialcoxynaphthalene‐based conjugated polymers for organic solar cell applications

Computational prediction of the properties of bis(ethynylthienyl)dialcoxynaphthalene‐based conjugated polymers for organic solar cell applications

New Benzotriazole and Benzodithiophene-Based Conjugated Terpolymer Bearing a Fluorescein Derivative as Side-Group: In-Ternal Förster Resonance Energy Transfer to Improve Organic Solar Cells

Monomer morphology selection rules for an accurate design of bulk heterojunction: An updated theoretical account

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