Changes in composition and structure of nitrogenous bases of resin components of heavy oil from the Nurlatskoe oilfield in the course of thermal decomposition

Abstract

The relevance. The need to obtain information on heat treatment effect on composition and structure of nitrogenous bases of resin components of heavy oil from the Nurlatskoe field (Republic of Tatarstan) to solve the problems associated with their negative impact on oil refining. The aim. To characterize the composition of nitrogenous organic bases, isolated from the resins of bituminous oil of the Nurlatskoe field, and the products of their thermal cracking. Methods. Complex formation, extraction, liquid adsorption chromatography, potentiometric titration, 1H NMR spectroscopy, structural group analysis, combined gas chromatography-mass spectrometry. Results. Based on a comparative study of the composition and structure of nitrogenous bases of the initial and thermally treated resins of the bituminous oil from the Nurlatskoe field, the authors found out that they both contain high- and low-molecular nitrogenous bases with predominance of high-molecular compounds precipitated by hydrogen chloride. As a result of thermal exposure, the number of such bases increases due to an increase in the proportion of compounds with shorter alkyl substituents in their composition. The method of structural group analysis was used to show that the main directions of thermal transformations of high- and low-molecular bases of resins in Nurlatskoe oil are destruction of alkyl substituents and cyclization of shortened alkyl chains with formation of naphthenic rings. Among the lowest molecular weight bases of the initial resins and thermolysate the authors have identified alkyl-substituted quinolines, benzoquinolines, azapyrenes, thiophenoquinolines, and benzothiophenoquinolines with similar molecular weight distributions. During the thermolysis of resins, the relative content of low molecular weight homologues in the identified nitrogenous bases increases. The share of structures with reduced chromatographic mobility caused by a decrease in the degree of spatial screening of a nitrogen atom increases among similar homologues.