N,N'-二(4,6-二氨基酸基-1,3,5-三嗪基)-己二胺的合成及缓蚀性能  

Synthesis and corrosion inhibition performance of N,N’-bis(4,6-diamino acid-1,3,5-triazinyl)-hexanediamines

作　　者：李国宇 朱广军[1] LI Guoyu;ZHU Guangjun(School of Chemistry and Chemical Engineering,Nanjing University of Science&Technology,Nanjing 210094,Jiangsu,China)

机构地区：[1]南京理工大学化学与化工学院,江苏南京210094

出　　处：《精细化工》2023年第2期430-440,455,共12页Fine Chemicals

摘　　要：以三聚氯氰为母体,接入氨基酸(2-氨基乙酸、3-氨基丙酸、4-氨基丁酸、6-氨基己酸)和1,6-己二胺,设计、合成了N,N’-二[4,6-二(2-氨基乙酸基)-1,3,5-三嗪基]-己二胺(TFYJ)、N,N’-二[4,6-二(3-氨基丙酸基)-1,3,5-三嗪基]-己二胺(TFBJ)、N,N’-二[4,6-二(4-氨基丁酸基)-1,3,5-三嗪基]-己二胺(TFDJ)、N,N’-二[4,6-二(6-氨基己酸基)-1,3,5-三嗪基]-己二胺(TFJJ)4个缓蚀剂。利用FTIR、1HNMR、MS对其结构进行了表征。通过静态失重法、电化学法测试了45#碳钢在1mol/L盐酸中的缓蚀性能,量化计算了TFJJ的最高占据分子轨道能量值、最低未占据分子轨道能量值、Fukui指数,分析了缓蚀机理。结果表明,4个目标缓蚀剂在1 mol/L盐酸中对45#碳钢表现出优异的缓蚀效果。20℃下,质量浓度为100 mg/L的TFJJ缓蚀率达到了98.37%(失重法)。制备的缓蚀剂是以阴极为主的混合型缓蚀剂。TFJJ符合Langmuir等温吸附方程,是以化学吸附为主的自发过程,其缓蚀作用发生在三嗪环和氨基上的N原子及羧酸基团上的C、O原子上。与市售缓蚀剂NEUF485相比,合成的产品缓蚀率提高了5.90%~10.62%,TFJJ在质量浓度为600 mg/L的硬水下仍具有良好的耐硬水性。Four kinds of corrosion inhibitors, N,N’-bis[4,6-bis(2-aminoacetoxy)-1,3,5-triazinyl]-hexanediamine(TFYJ), N,N’-bis[4,6-bis(3-aminopropionyl)-1,3,5-triazinyl]-hexanediamine(TFBJ), N,N’-bis[4,6-bis(4-aminobutyryl)-1,3,5-triazinyl]-hexanediamine(TFDJ), N,N’-bis[4,6-bis(6-aminocaproic acid)-1,3,5-triazinyl]-hexylenediamine(TFJJ), were designed and synthesized from cyanuric chloride, amino acid(2-aminoacetic acid, 3-aminopropionic acid, 4-aminobutyric acid, 6-aminocaproic acid) and 1,6-hexanediamine, and then characterized by FTIR, ~1HNMR and MS for structural analysis. The corrosion inhibition performance of 4inhibitors for 45#carbon steel in 1 mol/L hydrochloric acid was evaluated by weight loss and electrochemical method. The highest occupied molecular orbital energy, the lowest empty molecular orbital energy and the Fukui index of inhibitor TFJJ were calculated quantitatively, the corrosion inhibition mechanism was also analyzed. The results showed that all four corrosion inhibitors exhibited excellent corrosion inhibition effect on 45# carbon steel in 1 mol/L hydrochloric acid. Especially, the corrosion inhibition rate of TFJJ with a mass concentration of 100 mg/L at 20 ℃ reaching 98.37%(weight loss method). The corrosion inhibitors obtained were ambiodic inhibitors but dominated with cathodic corrosion reaction suppressions. The adsorption process by TFJJ conformed to the Langmuir isotherm adsorption equation, and was a spontaneous adsorption process dominated by chemical adsorption. Its inhibition occurred on the N atoms of the triazine ring and amino group, and on the C and O atoms of carboxylic acid group. Compared with that of the commercially available corrosion inhibitor NEUF485, the corrosion inhibition rate of the products synthesized was increased by 5.90%~10.62%. Especially, TFJJ still maintained good hard water resistance under hard water with a mass concentration 600 mg/L.

关 键 词：三嗪 缓蚀剂 氨基酸 失重法 电化学 合成 建筑化学品 

分 类 号：TG174.42[金属学及工艺—金属表面处理]