Induced Nematic Phase of New Synthesized Laterally Fluorinated Azo/Ester Derivatives
Abstract
:1. Introduction
2. Experimental
Synthesis of 2-Fluoro-4-((4-(alkyloxy)phenyl)diazenyl)phenyl 4-Substitutedbenzoate Inx
3. Results and Discussion
3.1. Mesomorphic and Optical Properties
3.2. Computational Calculations
3.2.1. Thermal and Geometrical Parameters
3.2.2. Frontier Molecular Orbitals (FMOs)
3.2.3. Molecular Electrostatic Potential (MEP)
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
References
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Comp | X | TCr-I | ΔHCr-I | TCr-SmC | ΔHCr-SmC | TCr-N | ΔHCr-N | TSmC-N | ΔHSmC-N | TN-I | ΔHN-I | ΔS/R |
---|---|---|---|---|---|---|---|---|---|---|---|---|
I8a | -OCH3 | - | - | 96.3 | 45.15 | - | - | 116.2 | 2.80 | 175.2 | 1.94 | 0.52 |
I8b | -CH3 | - | - | - | - | 127.9 | 51.76 | - | - | 160.8 | 2.13 | 0.59 |
I8c | -H | 105.3 | 57.64 | - | - | - | - | - | - | - | - | - |
I8d | -Cl | - | - | - | - | 123.7 | 46.70 | - | - | 224.3 | 2.09 | 0.51 |
I8e | -F | - | - | - | - | 96.3 | 39.38 | - | - | 177.3 | 1.23 | 0.33 |
I16a | -OCH3 | - | - | 87.6 | 48.78 | - | - | 128.5 | 2.90 | 164.5 | 1.48 | 0.41 |
I16b | -CH3 | - | - | - | - | 106.9 | 44.6 | - | - | 135.7 | 1.62 | 0.48 |
I16c | -H | 101.6 | 59.87 | - | - | - | - | - | - | - | - | - |
I16d | -Cl | - | - | - | - | 116.9 | 46.32 | - | - | 220.2 | 1.87 | 0.46 |
I16e | -F | - | - | - | - | 103.1 | 42.30 | - | - | 137.1 | 1.36 | 0.40 |
Compound | ZPE (Kcal/Mol) | Thermal Energy (Kcal/Mol) | Enthalpy (Kcal/Mol) | Gibbs Free Energy (Kcal/Mol) | Entropy (Cal mol·k) |
---|---|---|---|---|---|
I8a | 339.931 | 360.875 | 361.467 | 295.216 | 222.206 |
I8b | 336.987 | 358.034 | 358.627 | 290.124 | 229.761 |
I8c | 319.853 | 339.674 | 340.266 | 275.311 | 217.862 |
I8d | 313.578 | 334.225 | 334.818 | 267.740 | 224.983 |
I8e | 314.447 | 334.832 | 335.424 | 269.207 | 222.091 |
I16a | 483.249 | 511.573 | 512.165 | 426.784 | 286.371 |
I16b | 480.291 | 507.554 | 508.147 | 425.184 | 278.260 |
I16c | 463.181 | 489.788 | 490.381 | 408.976 | 273.032 |
I16d | 456.900 | 484.336 | 484.928 | 401.334 | 280.376 |
I16e | 457.772 | 484.943 | 485.536 | 402.825 | 277.414 |
Compound | Total Energy (Ha) | EHOMO (ev) | EluMO (ev) | ∆E (ev) | Dipole Moment (D) | IE (ev) | EA (ev) | Polarizability Bohr3 |
---|---|---|---|---|---|---|---|---|
I8a | −1595.223 | −6.043 | −2.515 | 3.528 | 2.6252 | 6.043 | 2.515 | 424.26 |
I8b | −1520.026 | −6.074 | −2.547 | 3.527 | 1.8676 | 6.074 | 2.547 | 414.42 |
I8c | −1480.739 | −6.108 | −2.586 | 3.522 | 2.6458 | 6.108 | 2.586 | 396.84 |
I8d | −1940.352 | −6.194 | −2.701 | 3.493 | 5.4948 | 6.194 | 2.701 | 414.23 |
I8e | −1579.994 | −6.175 | −2.668 | 3.507 | 5.0740 | 6.175 | 2.668 | 397.89 |
I16a | −1909.479 | −6.042 | −2.515 | 3.527 | 2.6315 | 6.042 | 2.515 | 519.56 |
I16b | −1834.285 | −6.074 | −2.547 | 3.527 | 1.9022 | 6.074 | 2.547 | 509.61 |
I16c | −1794.997 | −6.107 | −2.586 | 3.521 | 2.6949 | 6.107 | 2.586 | 492.04 |
I16d | −2254.610 | −6.193 | −2.701 | 3.492 | 5.5510 | 6.193 | 2.701 | 509.50 |
I16e | −1894.251 | −6.174 | −2.667 | 3.507 | 5.1293 | 6.174 | 2.667 | 493.10 |
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Alamro, F.S.; Ahmed, H.A.; El-Atawy, M.A.; Al-Zahrani, S.A.; Omar, A.Z. Induced Nematic Phase of New Synthesized Laterally Fluorinated Azo/Ester Derivatives. Molecules 2021, 26, 4546. https://doi.org/10.3390/molecules26154546
Alamro FS, Ahmed HA, El-Atawy MA, Al-Zahrani SA, Omar AZ. Induced Nematic Phase of New Synthesized Laterally Fluorinated Azo/Ester Derivatives. Molecules. 2021; 26(15):4546. https://doi.org/10.3390/molecules26154546
Chicago/Turabian StyleAlamro, Fowzia S., Hoda A. Ahmed, Mohamed A. El-Atawy, Salma A. Al-Zahrani, and Alaa Z. Omar. 2021. "Induced Nematic Phase of New Synthesized Laterally Fluorinated Azo/Ester Derivatives" Molecules 26, no. 15: 4546. https://doi.org/10.3390/molecules26154546