Modeling of the Reactivity of Asphaltenes in Electrophilic Substitution Reactions
| Autor: | K. V. Shabalin, V. V. Neklyudov, D. N. Borisov, L. E. Foss |
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| Rok vydání: | 2020 |
| Předmět: |
General Chemical Engineering
Substituent Energy Engineering and Power Technology Chemical modification 02 engineering and technology General Chemistry Dihedral angle 01 natural sciences 010406 physical chemistry 0104 chemical sciences chemistry.chemical_compound Electrophilic substitution Fuel Technology 020401 chemical engineering chemistry Computational chemistry Reagent Electrophile Reactivity (chemistry) 0204 chemical engineering Asphaltene |
| Zdroj: | Chemistry and Technology of Fuels and Oils. 56:550-557 |
| ISSN: | 1573-8310 0009-3092 |
| DOI: | 10.1007/s10553-020-01167-x |
| Popis: | Quantum-chemical modeling of the spatial and electronic structure of asphaltenes containing different numbers of electron-withdrawing substituents used the DFT/B3LYP-6-31G(d,p) method to predict the reactivity of petroleum asphaltenes upon their chemical modification. The change of torsion angle of the polycondensed aromatic asphaltene structure depending on the type of substituent was studied. The electronic structure and electron-density charge distribution over the aromatic carbon atoms were analyzed to determine the predominant direction of electrophilic substitution of the studied asphaltene model structures. A high degree of polycondensation of the asphaltenes and the presence of electron-donating aromatic heterocyclic fragments were shown not to affect significantly the direction of attack of an electrophilic reagent. Introduction of electron-withdrawing substituents decreased the rate of electrophilic substitution. |
| Databáze: | OpenAIRE |
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