Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia.
Petroleum Application Department, Egyptian Petroleum Research Institute, Cairo 11727, Egypt.
Molecules. 2022 May 18;27(10):3238. doi: 10.3390/molecules27103238.
This work aimed to use abietic acid (AA), as a widely available natural product, as a precursor for the synthesis of two new amphiphilic ionic liquids (AILs) and apply them as effective demulsifiers for water-in-crude oil (W/O) emulsions. AA was esterified using tetraethylene glycol (TEG) in the presence of -toluene sulfonic acid (PTSA) as a catalyst obtaining the corresponding ester (AATG). AATG was reacted with 1-vinylimidazole (VIM) throughout the Diels-Alder reaction, forming the corresponding adduct (ATI). Following this, ATI was quaternized using alkyl iodides, ethyl iodide (EI), and hexyl iodide (HI) to obtain the corresponding AILs, ATEI-IL, and ATHI-IL, respectively. The chemical structure, surface activity, thermal stability, and relative solubility number (RSN) were investigated using different techniques. The efficiency of ATEI-IL and ATHI-IL to demulsify W/O emulsions in different crude oil: brine volumetric ratios were evaluated. ATEI-IL and ATHI-IL achieved promising results as demulsifiers. Their demulsification efficiency increased as the brine ratios decreased where their efficiency reached 100% at the crude oil: brine ratio (90:10), even at low concentrations.
本工作旨在利用广泛存在的天然产物松香酸 (AA) 作为前体合成两种新型两亲离子液体 (AIL)，并将其用作有效的原油-水 (W/O) 乳液破乳剂。AA 在对甲苯磺酸 (PTSA) 的存在下与四乙二醇 (TEG) 酯化，得到相应的酯 (AATG)。AATG 通过 Diels-Alder 反应与 1-乙烯基咪唑 (VIM) 反应，形成相应的加合物 (ATI)。随后，ATI 分别用烷基碘化物、乙基碘 (EI) 和己基碘 (HI) 季铵化，得到相应的 AILs，即 ATEI-IL 和 ATHI-IL。采用不同的技术研究了化学结构、表面活性、热稳定性和相对溶解度数 (RSN)。评估了 ATEI-IL 和 ATHI-IL 在不同原油-盐水体积比下对 W/O 乳液的破乳效率。ATEI-IL 和 ATHI-IL 作为破乳剂表现出良好的效果。随着盐水比例的降低，其破乳效率增加，在原油-盐水比例 (90:10) 下甚至在低浓度下，其效率达到 100%。
