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Concise CuI-Catalyzed Azide–Alkyne 1,3-Dipolar Cycloaddition Reaction Ligation Remarkably Enhances the Corrosion Inhibitive Potency of Natural Amino Acids for Mild Steel in HCl

Concise CuI-Catalyzed Azide–Alkyne 1,3-Dipolar Cycloaddition Reaction Ligation Remarkably Enhances the Corrosion Inhibitive Potency of Natural Amino Acids for Mild Steel in HCl

Authors :
Bao-Qin Chen
Kaixian Chen
Hong-Wei Shi
Qiong Deng
Guixia Liu
Xiao-Peng He
Guo-Rong Chen
Yun Tang
Yi-Tao Long
Source :
Industrial & Engineering Chemistry Research. 51:7160-7169
Publication Year :
2012
Publisher :
American Chemical Society (ACS), 2012.

Abstract

Despite natural amino acids having been proposed as the green surrogate of currently used corrosion inhibitors that are generally toxic to both nature and human body during the everyday industrial processing of metallic equipments, their structural simplicity yet lowers the inhibitive potency, thereby hampering their further industrialization. We disclose here that a concise chemical ligation (CuI-catalyzed azide–alkyne 1,3-dipolar cycloaddition reaction [Cue-AAC]) between two l-amino acids that are weak or noncorrosion inhibitors may result in their largely improved protective effect for mild steel in HCl. A series of 1,4-disubstituted 1,2,3-triazolyl bis-amino acid derivatives constituted by l-serine, l-threonine, l-phenylalanine, and l-tyrosine were efficiently synthesized via Cue-AAC and deprotection reactions in high yields. Subsequently performed electrochemical impedance spectroscopy (EIS) evidenced that the inhibitive effect of these compounds for mild steel in 1 M HCl is markedly better than that...

Details

ISSN :
15205045 and 08885885
Volume :
51
Database :
OpenAIRE
Journal :
Industrial & Engineering Chemistry Research
Accession number :
edsair.doi...........5f131235d4e4383fbb20e5b40b4127bf
Full Text :
https://doi.org/10.1021/ie3004557