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Rapid On-Column Esterification and Separation of Carboxylic Acids in Petroleum Fractions
Energy & Fuels ( IF 5.2 ) Pub Date : 2024-06-10 , DOI: 10.1021/acs.energyfuels.4c01119 Shuofan Li 1 , Haojie Hu 1 , Jianxun Wu 1 , Fange Kong 1 , Jing Wang 1 , Quan Shi 1
Energy & Fuels ( IF 5.2 ) Pub Date : 2024-06-10 , DOI: 10.1021/acs.energyfuels.4c01119 Shuofan Li 1 , Haojie Hu 1 , Jianxun Wu 1 , Fange Kong 1 , Jing Wang 1 , Quan Shi 1
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Carboxylic acids are frequently encountered in sediments and petroleum, and their individual molecular structures are of great significance for the study of geochemical significance. However, analyzing carboxylic acid individual compounds within complex organic mixtures, like petroleum, poses a challenge for gas chromatography–mass spectrometry (GC–MS) as a result of their high polarity and boiling points as well as potential interference from other matrix compounds. This study proposes a novel approach for separation and characterization of carboxylic acids in petroleum samples, employing the esterification reaction on a solid-phase extraction column packed with silver-ion silica gel. Carboxylic acids are promptly converted into the corresponding methyl esters during elution, and these resulting nonpolar methyl esters were subsequently subjected to GC–MS analysis. The conversion ratios of on-column esterification and the corresponding reaction conditions were validated using carboxylic acid model compounds. The on-column esterification process enables the rapid and selective esterification of carboxylic acid compounds in crude oil, facilitating their separation from the petroleum matrix. This method has been demonstrated to be highly valuable for elucidating the molecular structures of carboxylic acid isomers in petroleum. In addition, the method is both flexible and time-efficient, demonstrating its potential for analyzing the molecular structures of carboxylic acid markers in the fields of geochemistry and petrochemistry.
中文翻译：
石油馏分中羧酸的快速柱上酯化和分离
羧酸在沉积物和石油中经常出现，其单独的分子结构对于地球化学意义的研究具有重要意义。然而，分析石油等复杂有机混合物中的单个羧酸化合物对气相色谱-质谱 (GC-MS) 提出了挑战，因为它们具有高极性和沸点以及来自其他基质化合物的潜在干扰。本研究提出了一种分离和表征石油样品中羧酸的新方法，利用银离子硅胶填充的固相萃取柱上的酯化反应。羧酸在洗脱过程中迅速转化为相应的甲酯，随后将所得非极性甲酯进行 GC-MS 分析。使用羧酸模型化合物验证了柱上酯化的转化率和相应的反应条件。柱上酯化过程能够快速、选择性地酯化原油中的羧酸化合物，促进它们从石油基质中分离。该方法已被证明对于阐明石油中羧酸异构体的分子结构非常有价值。此外，该方法既灵活又省时，展示了其在地球化学和石油化学领域分析羧酸标记分子结构的潜力。
更新日期：2024-06-10
中文翻译：
石油馏分中羧酸的快速柱上酯化和分离
羧酸在沉积物和石油中经常出现，其单独的分子结构对于地球化学意义的研究具有重要意义。然而，分析石油等复杂有机混合物中的单个羧酸化合物对气相色谱-质谱 (GC-MS) 提出了挑战，因为它们具有高极性和沸点以及来自其他基质化合物的潜在干扰。本研究提出了一种分离和表征石油样品中羧酸的新方法，利用银离子硅胶填充的固相萃取柱上的酯化反应。羧酸在洗脱过程中迅速转化为相应的甲酯，随后将所得非极性甲酯进行 GC-MS 分析。使用羧酸模型化合物验证了柱上酯化的转化率和相应的反应条件。柱上酯化过程能够快速、选择性地酯化原油中的羧酸化合物，促进它们从石油基质中分离。该方法已被证明对于阐明石油中羧酸异构体的分子结构非常有价值。此外，该方法既灵活又省时，展示了其在地球化学和石油化学领域分析羧酸标记分子结构的潜力。
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