1H and 13C NMR Study of Oligosuccinimide Prepared by Thermal Condensation and Evaluation of Its Scale Inhibition

M. J. Baari, M. Megawati, D. P. Benu
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Abstract

The presence of scale is a serious problem in the petroleum industry, and some efforts should be made to control scale formation. Oligosuccinimide (OSI) is an oligomer with several repeating units of succinimide. The structure of the OSI main chain and end groups has never been comprehensively analyzed. Meanwhile, OSI is potentially a scale inhibitor due to chelating properties, high polarity, and high solubility. This study investigates the molecular structure of oligosuccinimide, focusing on the main chain and end groups. Synthesis was carried out by thermal condensation between maleic anhydride and ammonium carbonate using a 1H and 13C NMR spectroscope equipped with Distortionless Enhancement by Polarization Transfer 135, Heteronuclear Multiple Quantum Coherence, and Single Quantum Coherence. The NMR analysis results detected the presence of the main chain and several synthesized OSI end groups, such as the amino, succinimide, and maleimide end groups. However, the dicarboxylic acid end group and other irregular structures, as in polysuccinimide (various synthesis methods), were not identified. It confirmed that our thermal condensation method produced OSI with less irregular structures than previous methods. Evaluation of OSI as CaCO3 and CaSO4 scales inhibitor showed reasonably good performance in very small concentrations. The inhibition efficiency was 73.20% for the CaCO3 scale with 10 mg.L-1 and 55.29% for the CaSO4 scale with 10 mg.L-1 inhibitor concentration. Analysis of thermal stability informed OSI has good thermal stability because it started to be degraded at 353.38 °C.
热缩合制备的低聚琥珀酰亚胺的1H和13C NMR研究及其阻垢性能评价
结垢是石油工业中存在的一个严重问题,应采取措施控制结垢的形成。低聚琥珀酰亚胺(OSI)是一种具有几个重复单位的琥珀酰亚胺低聚物。OSI主链和端基的结构从未被全面分析过。同时,由于其螯合性能、高极性和高溶解度,OSI是潜在的阻垢剂。本文研究了低聚琥珀酰亚胺的分子结构,重点研究了其主链和端基。采用极化转移135无畸变增强、异核多量子相干和单量子相干的1H和13C核磁共振波谱仪,在顺丁二烯酸酐和碳酸铵之间进行热缩合合成。核磁共振分析结果检测到主链和几个合成的OSI端基的存在,如氨基、琥珀酰亚胺和马来酰亚胺端基。然而,二羧酸端基和其他不规则结构,如聚琥珀酰亚胺(各种合成方法),没有被确定。这证实了我们的热冷凝方法产生的OSI比以前的方法具有更少的不规则结构。OSI作为CaCO3和CaSO4阻垢剂在非常小的浓度下表现出相当好的性能。对10 mg CaCO3垢的抑制率为73.20%。10 mg的CaSO4垢的L-1和55.29%。L-1抑制剂浓度。热稳定性分析表明,OSI具有良好的热稳定性,因为它在353.38℃时开始降解。
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