Approach for Selective Separation of Thiophenic and Sulfidic Sulfur Compounds from Petroleum by Methylation/Demethylation

Detailed characterization of petroleum derived sulfur compounds has been challenging, due to the complex composition of the hydrocarbon matrix. A novel method was developed for selective separation of thiophenic and sulfidic compounds from petroleum. Sulfur compounds were methylated to sulfonium sal...

Full description

Saved in:
Bibliographic Details
Published in:Analytical chemistry (Washington) 2015-01, Vol.87 (2), p.1083-1088
Main Authors: Wang, Meng, Zhao, Suoqi, Chung, Keng H, Xu, Chunming, Shi, Quan
Format: Article
Language:English
Subjects:
Analytical chemistry
Chromatography
Crude oil
Diesel
Hydrocarbons
Mass spectrometry
Methylation
Petroleum products
Separation
Sulfur
Sulfur compounds
Sulfur content
Vacuum distillation
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Detailed characterization of petroleum derived sulfur compounds has been challenging, due to the complex composition of the hydrocarbon matrix. A novel method was developed for selective separation of thiophenic and sulfidic compounds from petroleum. Sulfur compounds were methylated to sulfonium salts by AgBF4 and CH3I, then the polar salts were separated by precipitation from petroleum matrix. The thiophenic and sulfidic sulfonium salts were sequentially demethylated with 7-azaindole and 4-dimethylaminopyridine, obtaining original thiophenic and sulfidic compounds, respectively. The method was validated by model compounds, and applied to a diesel and a vacuum distillation petroleum fraction. Sulfur fractions were characterized by gas chromatography (GC) coupled with a sulfur chemiluminescence detector (SCD) and quadrupole mass spectrometry (MS), and high resolution Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR MS). The technique was effective to selectively obtain high-purity thiophenic and sulfidic compounds and showed rare discrimination among sulfur compounds with ranging molecular weights and degrees of unsaturation. The method would facilitate multifaceted detailed characterization of sulfur compounds in an organic complex matrix.
ISSN:0003-2700
1520-6882
DOI:10.1021/ac503670k