Impact of Fluoroalkylation on the n-Type Charge Transport of Two Naphthodithiophene Diimide Derivatives
Abstract
:1. Introduction
2. Results and Discussion
2.1. Electronic Couplings and Charge Transfer Pathways
2.2. Reorganization Energies
2.3. Charge Transfer Rate Constants and KMC Simulations
2.4. Influence of Dynamic Disorder
3. Computational Methods and Models
3.1. Reorganization Energy and Electronic Couplings
3.2. Charge Transfer Rate Constants and Kinetic Monte Carlo Simulations
3.3. Simulation of Thermally Induced Dynamic Disorder
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Acknowledgments
Conflicts of Interest
References
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Dimer or Charge Transfer Path | Molecules Forming the Dimer | Intermolecular Distance (Å) | Interplanar Distance (Å) | Vij (LUMO) (meV) | keT a (s−1) |
---|---|---|---|---|---|
α-NDTI | |||||
P1 | ANTI-1 | 6.654 | 3.646 | 36 | 5.62 × 1012 |
ANTI-2 | 6.654 | 3.646 | 40 | 6.88 × 1012 | |
mix | 6.654 | 3.646 | 38 | ||
N-NDTI | |||||
P1 | ANTI-1 | 4.197 | 3.623 | 35 | 6.87 × 1012 |
ANTI-2 | 4.197 | 3.623 | 50 | 1.36 × 1013 | |
mix | 4.193–4.202 | 3.700–3.744 | 46–38 | 1.15 × 1013–7.91 × 1012 | |
P2 | ANTI-1 | 11.002 | 0.144 | 10 | 5.26 × 1011 |
ANTI-2 | 11.002 | 0.144 | 8 | 3.05 × 1011 | |
mix | 11.002–11.002 | 0.244–0.278 | 9–8 | 4.91 × 1011–3.89 × 1011 | |
P3 | ANTI-1 | 11.238 | 3.467 | 2 | 2.59 × 1010 |
ANTI-2 | 11.238 | 3.467 | 1 | 5.12 × 109 | |
P4 | ANTI-1 | 12.290 | 3.033 | 0 | 4.40 × 108 |
ANTI-2 | 12.290 | 3.033 | 0 | 1.56 × 108 |
(eV) | ωeff a (cm−1) | Seff a | (eV) | (eV) | |
---|---|---|---|---|---|
α-NDTI ANTI-1 | 0.286 | 920 | 2.51 | 0.032 | 0.01 |
α-NDTIANTI-2 | 0.286 | 925 | 2.49 | 0.033 | 0.01 |
N-NDTId | 0.294 | 849 | 2.79 | 0.011 | 0.01 |
Zero Field (Brownian) | TOF | TOF | Exp | |
---|---|---|---|---|
μ (cm2 V−1 s−1) | μmax (cm2 V−1 s−1) | μmin (cm2 V−1 s−1) | μ a (cm2 V−1 s−1) | |
α-NDTI ANTI-1 | 0.32 | 1.00 b | 3 × 10−6 b | 0.037 |
α-NDTI ANTI-2 | 0.39 | 1.23 b | 2 × 10−6 b | |
N-NDTI ANTI-1 | 0.24 | 0.46 c | 0.25 c | 1.27 |
N-NDTI ANTI-2 | 0.34 | 0.92 c | 0.14 c | |
N-NDTI mix | 0.28 | 0.63 c | 0.21 c |
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Ricci, G.; Canola, S.; Dai, Y.; Fazzi, D.; Negri, F. Impact of Fluoroalkylation on the n-Type Charge Transport of Two Naphthodithiophene Diimide Derivatives. Molecules 2021, 26, 4119. https://doi.org/10.3390/molecules26144119
Ricci G, Canola S, Dai Y, Fazzi D, Negri F. Impact of Fluoroalkylation on the n-Type Charge Transport of Two Naphthodithiophene Diimide Derivatives. Molecules. 2021; 26(14):4119. https://doi.org/10.3390/molecules26144119
Chicago/Turabian StyleRicci, Gaetano, Sofia Canola, Yasi Dai, Daniele Fazzi, and Fabrizia Negri. 2021. "Impact of Fluoroalkylation on the n-Type Charge Transport of Two Naphthodithiophene Diimide Derivatives" Molecules 26, no. 14: 4119. https://doi.org/10.3390/molecules26144119