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离子液体催化的Friedlander反应合成1,8-萘啶及其在缓蚀中的应用

Synthesis of 1,8-Naphthyridines by the Ionic Liquid-Catalyzed Friedlander Reaction and Application in Corrosion Inhibition.

作者信息

San Ying, Sun Jian, Wang Hong, Jin Zhao-Hui, Gao Hua-Jing

机构信息

Institute of Petrochemical Technology, Jilin Institute of Chemical Technology, Jilin 132022, China.

出版信息

ACS Omega. 2021 Oct 15;6(42):28063-28071. doi: 10.1021/acsomega.1c04103. eCollection 2021 Oct 26.

Abstract

A several of basic ionic liquids (ILs) were synthesized as green solvents and catalysts for the preparation of 1,8-naphthyridyl derivatives via the Friedlander reaction. [Bmmim][Im] exhibited remarkable catalytic activity to achieve the synthetic targets, and the reaction conditions were optimized. The model product 2,3-diphenyl-1,8-naphthyridine (1,8-Nap), with carboxyethylthiosuccinic acid (CETSA) to form an IL corrosion inhibitor ([1,8-Nap][CETSA]), and its corrosion inhibition performance for Q235 steel in 1 M HCl were researched by weight loss measurements, and the results showed that the inhibition efficiency was 96.95% when the concentration of [1,8-Nap][CETSA] was 1 mM at 35 °C. The electrochemical test verified that [1,8-Nap][CETSA] acted as a mixed-type inhibitor but mainly exhibited cathodic behavior. The inhibitor adsorbed on the metal surface was further proved by surface topography analysis.

摘要

合成了几种碱性离子液体(ILs)作为绿色溶剂和催化剂,用于通过Friedländer反应制备1,8-萘啶衍生物。[Bmmim][Im]表现出显著的催化活性以实现合成目标,并对反应条件进行了优化。模型产物2,3-二苯基-1,8-萘啶(1,8-Nap)与羧乙基硫代琥珀酸(CETSA)形成离子液体缓蚀剂([1,8-Nap][CETSA]),通过失重测量研究了其在1 M HCl中对Q235钢的缓蚀性能,结果表明,在35℃下,当[1,8-Nap][CETSA]的浓度为1 mM时,缓蚀效率为96.95%。电化学测试证实[1,8-Nap][CETSA]作为混合型缓蚀剂,但主要表现出阴极行为。表面形貌分析进一步证明了缓蚀剂吸附在金属表面。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6139/8552317/0f086dbe5144/ao1c04103_0009.jpg

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