Synthesis of petroleum markers from linear alkylbenzene and aniline derivatives

Abstract

Petroleum markers were synthesized by a coupling reaction of linear alkylaniline, which was obtained from nitration and reduction reactions of linear alkyibenzene, with diazonium salt of aniline derivatives, and by a coupling reaction of diazonium salt of linear alkylaniline with both aniline and phenol derivatives. The synthesized markers were added into high-speed diesel (HSD) at 0.5 to 15 ppm and they were detected using the volume ratio of marked HSD to extractant as 6:1 Moreover, these markers were added into HSD at 5 ppm except for 2-chloro-4-nitro-6 (4-linear alkyl) phenyl azo aniline that was added at 3 ppm using individual volume ratio of each marked HSD to extractant. The suitable extractant system was 50% ethylenediamine in 20% propylene glycol and 30% methanol using 30 seconds of shaking time. Extraction was the qualitative determination giving the distinctive color in the extracted phase, which could be quantitatively determined by UV/VIS spectrophotometry. From the ASTM testing method, the physical properties of marked HDS were similar to those of unmarked HSD. Furthermore, these markers are stable in diesel fuel after at least 3 months storage.