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Towards new descriptors of basic nitrogen compounds in middle distillates by 2D NMR

Abstract : Basic nitrogen-compounds (N-compounds), present in middle distillates, can inhibit acidic catalysts used in hydrotreatment processes. A better knowledge of these compounds, especially the environment of the nitrogen atom, may be interesting to improve these processes. Herein, we propose a new promising methodology coupling the extraction of the basic N-compounds by flash chromatography with 2D NMR analysis. The NMR sequence Heteronuclear Single-Quantum Correlation (HSQC) allows to visualize specific C-H correlations and, with the help of the prediction software Advanced Chemistry Development/Laboratory (PS-ACDL), eleven areas of interest have been identified. The representativeness of these areas have been validated with data from literature and with a gas oil (GO) sample analysis. These areas are specific to C-H couples in pyridine, quinoline, isoquinoline and acridine derivatives and give a detailed fingerprint of basic N-compounds in the GO cut. Moreover, certain areas allow to describe the close environment of the nitrogen atom and allow, for example, to differentiate isoquinoline from quinoline derivatives. 2
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Submitted on : Friday, April 24, 2020 - 3:14:28 PM
Last modification on : Monday, May 4, 2020 - 12:25:20 PM

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D. Proriol, L. Chahen. Towards new descriptors of basic nitrogen compounds in middle distillates by 2D NMR. Energy and Fuels, American Chemical Society, 2020, 34 (2), pp.1347-1354. ⟨10.1021/acs.energyfuels.9b03199⟩. ⟨hal-02553541⟩

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