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Inhibition of Asphaltene Precipitation by Ionic Liquid Polymers Containing Imidazole Pendants and Alkyl Branches
Energy & Fuels ( IF 5.2 ) Pub Date : 2022-06-13 , DOI: 10.1021/acs.energyfuels.2c01021
He Dong 1, 2 , Zhouyang Wu 3 , Xinyuan Li 4 , Xuhong Guo 1, 2 , Jun Xu 1, 2
Energy & Fuels ( IF 5.2 ) Pub Date : 2022-06-13 , DOI: 10.1021/acs.energyfuels.2c01021
He Dong 1, 2 , Zhouyang Wu 3 , Xinyuan Li 4 , Xuhong Guo 1, 2 , Jun Xu 1, 2
Affiliation
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High polar asphaltenes are easy to precipitate and deposit in transportation pipelines and subsequent processing. Adding chemical polymer inhibitors is an effective method to inhibit asphaltene aggregation. In this work, ionic liquid polymers containing the imidazole cation and/or alkyl branches were synthesized by free radical polymerization, and anions such as the bis(trifluoromethane)sulfonimide ion (TFSI–) and [phosphoric acid bis(2-ethylhexyl)] anion (DEHP–) were introduced by substitution. The chemical structure of asphaltenes was analyzed by Fourier transform infrared spectroscopy, 1H nuclear magnetic resonance, elemental analysis, and time-of-flight spectroscopy. It is found the asphaltene has short side chain, a low H/C, and a high polarity. The precipitation inhibition of asphaltenes and the rheological behaviors of crude oil in the presence of ionic liquid polymers were studied by measuring the initial precipitation point (IPP), turbidity, particle size distribution, and morphology of asphaltenes in model oil. In the presence of same anions (Br–, TFSI–, and DEHP–), with the increase of length of imidazole pendant branches, the IPPs increase. However, when the chain length is close to the poor solvent n-heptane, the IPP first rises, then descends. The copolymer bearing both imidazole pendants and alkyl branches can increase the IPPs. Alkyl branches can inhibit the aggregation of asphaltenes by forming layers surrounding the asphaltene aggregates. With the reduction of asphaltene agglomeration, the turbidity and particle size decrease. For polymers bearing both the imidazole pendants and alkyl branches, upon the increase of anionic electronegativity, the interactions between asphaltenes are destroyed because strong hydrogen bonding is generated between the asphaltene and the ionic liquid polymer. DEHP– has strong electronegativity and high hydrophobicity. The polymer with DEHP– and alkyl branches can increase the IPP by 30%, reduce the turbidity of model oil by 50%, reduce the size of asphaltene by 80%, and decrease the viscosity of crude oil by 36.8% at 50 °C.
中文翻译:
含咪唑侧链和烷基支链的离子液体聚合物对沥青质沉淀的抑制作用
高极性沥青质在输送管道及后续加工过程中易沉淀沉积。添加化学聚合物抑制剂是抑制沥青质聚集的有效方法。在这项工作中,通过自由基聚合合成了含有咪唑阳离子和/或烷基支链的离子液体聚合物,以及双(三氟甲烷)磺酰亚胺离子(TFSI –)和[磷酸双(2-乙基己基)]阴离子等阴离子。 (DEHP – ) 是通过替换引入的。通过傅里叶变换红外光谱分析沥青质的化学结构,1H核磁共振、元素分析和飞行时间光谱。发现沥青质具有短侧链、低H/C和高极性。通过测量模型油中沥青质的初始沉淀点(IPP)、浊度、粒度分布和形貌,研究了离子液体聚合物对沥青质的沉淀抑制作用和原油的流变行为。在相同阴离子(Br -、TFSI -和DEHP -)存在下,随着咪唑侧枝长度的增加,IPPs增加。然而,当链长接近不良溶剂n-庚烷,IPP先上升后下降。同时带有咪唑侧链和烷基支链的共聚物可以增加IPP。烷基支链可以通过在沥青质聚集体周围形成层来抑制沥青质的聚集。随着沥青质团聚的减少,浊度和粒径减小。对于同时带有咪唑侧链和烷基支链的聚合物,随着阴离子电负性的增加,沥青质之间的相互作用被破坏,因为沥青质和离子液体聚合物之间产生了强氢键。DEHP——具有强电负性和高疏水性。含 DEHP 的聚合物–烷基支链可提高IPP 30%,降低模型油浊度50%,降低沥青质粒径80%,降低50℃原油粘度36.8%。
更新日期:2022-06-13
中文翻译:
![](https://scdn.x-mol.com/jcss/images/paperTranslation.png)
含咪唑侧链和烷基支链的离子液体聚合物对沥青质沉淀的抑制作用
高极性沥青质在输送管道及后续加工过程中易沉淀沉积。添加化学聚合物抑制剂是抑制沥青质聚集的有效方法。在这项工作中,通过自由基聚合合成了含有咪唑阳离子和/或烷基支链的离子液体聚合物,以及双(三氟甲烷)磺酰亚胺离子(TFSI –)和[磷酸双(2-乙基己基)]阴离子等阴离子。 (DEHP – ) 是通过替换引入的。通过傅里叶变换红外光谱分析沥青质的化学结构,1H核磁共振、元素分析和飞行时间光谱。发现沥青质具有短侧链、低H/C和高极性。通过测量模型油中沥青质的初始沉淀点(IPP)、浊度、粒度分布和形貌,研究了离子液体聚合物对沥青质的沉淀抑制作用和原油的流变行为。在相同阴离子(Br -、TFSI -和DEHP -)存在下,随着咪唑侧枝长度的增加,IPPs增加。然而,当链长接近不良溶剂n-庚烷,IPP先上升后下降。同时带有咪唑侧链和烷基支链的共聚物可以增加IPP。烷基支链可以通过在沥青质聚集体周围形成层来抑制沥青质的聚集。随着沥青质团聚的减少,浊度和粒径减小。对于同时带有咪唑侧链和烷基支链的聚合物,随着阴离子电负性的增加,沥青质之间的相互作用被破坏,因为沥青质和离子液体聚合物之间产生了强氢键。DEHP——具有强电负性和高疏水性。含 DEHP 的聚合物–烷基支链可提高IPP 30%,降低模型油浊度50%,降低沥青质粒径80%,降低50℃原油粘度36.8%。