Citation: WEI Jian, XIE Bin, LAI Chuan, HE Linxin, LI Yulong, ZOU Like, FAN Yikang. Synthesis, Characterization, and Corrosion Inhibition of N,N-Diethylammonium O,O'-(2-Methyl-2,4-pentylene)dithiophosphate[J]. Chinese Journal of Applied Chemistry, ;2016, 33(2): 190-199. doi: 10.11944/j.issn.1000-0518.2016.02.150219 shu

Synthesis, Characterization, and Corrosion Inhibition of N,N-Diethylammonium O,O'-(2-Methyl-2,4-pentylene)dithiophosphate

WEI Jian ^a ,
XIE Bin ^a,, ,
LAI Chuan ^b ,
HE Linxin ^a ,
LI Yulong ^a ,
ZOU Like ^a ,
FAN Yikang ^a

1.
a Institute of Functional Materials, Material Corrosion and Protection Key Laboratory of Sichuan Province, University Key Laboratory of Green Chemistry of Sichuan Institutes of Higher Education, Sichuan University of Science & Engineering, Zigong, Sichuan 643000, China;
2.
b School of Chemistry and Chemical Engineering, Sichuan University of Arts and Science, Dazhou, Sichuan 635000, China

Corresponding author: XIE Bin,
Received Date: 29 June 2015
Available Online: 25 September 2015
Fund Project:

A new compound, N,N-diethylammonium O,O'-(2-methyl-2,4-pentylene)dithiophosphate(PDP), was synthesized and characterized by elemental analysis, IR, NMR, and X-ray single crystal diffraction analysis. The crystallographic structure analysis reveal that PDP crystallizes in tetragonal system, I-4 space group, a=2.1357(3) nm, b=2.1357(3) nm, c=0.71892(11) nm, α=β=γ=90°, V=3.2792(10) nm³, Z=8, D_c=1.156 g/cm³, F(000)=1232, μ(MoKα)=0.412 mm^-1, F(000)=1232, S=0.952, R=0.0664, wR=0.1791 [I>2σ(I)]. One-dimensional channel supramolecular network structure is formed by N-H…S and C-H…S interactions in the PDP crystal. PDP as a novel corrosion inhibitor for carbon steel in HCl solution was evaluated by mass loss measurement, potentiodynamic polarization, and electrochemical impedance spectroscopy. The results show that PDP acts as a mixed type inhibitor with cathodic inhibition as the dominative action. The adsorption of PDP on carbon steel surface obeys Langmuir isotherm, and the corrosion inhibition belongs to both physi- and chemisorptions. The inhibition efficiency is up to 98.9% with PDP concentration of 140 mg/L in 1.0 mol/L HCl solution at 25℃.
- ammonium O,O'-alkylenedithiphosphate,
- crystal structure,
- inhibition efficiency,
- adsorption mechanism
1. [1]
  [1] LIU Zheng,XIONG Gengliang. Preparation and Application of Plant Inhibitiors[J]. Corros Prot,2003,24(4):146-150(in Chinese).刘峥,熊根良.植物型缓蚀剂的研制与应用[J]. 腐蚀与防护,2003,24(4):146-150.
2. [2]
  [2] FANG Hongbo. Synthesis and application of the New Corrosion Inhibitor[M]. Beijing:Chemistry Ind. Press,2004(in Chinese).范洪波. 新型缓蚀剂的合成与应用[M]. 北京:化学工业出版社,2004.
3. [3]
  [3] Bouklan M,Hammouti B,Aouniti A,et al. Thiophene Derivatives as Effective Inhibitors for the Corrosion of Steel in 0.5 M H₂SO₄[J]. Prog Org Coat,2004,49(3):225-228.
4. [4]
  [4] LI Yuan,ZHANG Zhiguo,SHEN Dawa,et al. Research Development of Organic Corrosion Inhibitor[J]. Technol Dev Chem Ind,2008,37(10):17-19(in Chinese).李园,张治国,沈大娲,等. 钢铁及铁质文物有机缓蚀剂的研究进展[J]. 化工技术与开发,2008,37(10):17-19.
5. [5]
  [5] Yadav D K,Quraishi M A,Maiti B. Inhibition Effect of Some Benzylidenes on Mild Steel in 1 M HCl:An Experimental and Theoretical Correlation[J]. Corros Sci,2012,55(2):254-266.
6. [6]
  [6] Ansari K R,Quraishi M A,Singh A. Schiff's Base of Pyridyl Substituted Triazolesas New and Effective Corrosion Inhibitors for Mild Steel in Hydrochloric Acid Solution[J]. Corros Sci,2014,79(1):5-15.
7. [7]
  [7] ZHAO Wei,XIA Mingzhu,LEI Wu,et al. Quantum Chemistry Studies of Organophosphorus Corrosion Inhibitors[J]. J Chinese Soc Corros Prot,2002,22(4):217-220(in Chinese).赵维,夏明珠,雷武,等. 有机磷缓蚀剂分子结构与缓蚀性能的量子化学研究[J]. 中国腐蚀与防护学报,2002,22(4):217-220.
8. [8]
  [8] WAN Hongjing,WANG Xiaomei,HUANG Hongjun,et al. Research Progress in Action Mechanism of Corrosion Inhibitor[J]. Mater Prot,2013,46(1):112-114(in Chinese).万红敬,王晓梅,黄红军,等. 缓蚀剂作用机理研究进展[J]. 材料保护,2013,46(1):112-114.
9. [9]
  [9] Xie B,Lai C,Zou L K,et al. Adsorption Behavior and Inhibition of N,N-Diethylammonium O,O'-Dicyclohexydithiophosphate for Carbon Steel in Acid Medium[J]. Adv Mater Res,2011,239/242:347-351.
10. [10]
  [10] XIE Bin,LAI Chuan,ZOU Like,et al. Study on Inhition of N,N-Dithylammonium O,O'-Dicyclohexyldithiophosphate for Q235 Steel in Sulfuric Solution[J]. J Chinese Soc Corros Prot,2011,31(3):225-230(in Chinese).谢斌,赖川,邹立科,等. O,O'-二(环己基)二硫代磷酸-N,N-二乙铵对Q235钢在硫酸溶液中的缓蚀性能研究[J]. 中国腐蚀与防护学报,2011,31(3):225-230.
11. [11]
  [11] XIE Bin,LAI Chuan,XIANG Yangguang,et al. Crystal Structure, Thermal Stability and Corrosion Inhibition of [Et₂NH₂][(4-MeC₆H₄O)₂PS₂][J]. Chinese J Appl Chem,2012,29(2):200-208(in Chinese).谢斌,赖川,相阳光,等. [Et₂NH₂][(4-MeC₆H₄O)₂PS₂]的晶体结构、热稳定性及缓蚀性研究[J]. 应用化学,2012,29(2):200-208.
12. [12]
  [12] XIE Bin,ZHU Shasha,LI Yulong,et al. Corrosion Inhibition Performance of N,N-Diethylammonium O,O'-Di(2-phenyl-ethyl)dithiophosphate for Q235 Steel in HCl Solution[J]. J Chinese Soc Corros Prot,2014,34(4):366-374(in Chinese).谢斌,朱莎莎,李玉龙,等. O,O'-二(2-苯乙基)二硫代磷酸二乙铵在HCl溶液中对Q235钢的缓蚀性研究[J]. 中国腐蚀与防护学报,2014,34(4):366-374.
13. [13]
  [13] Kumar A,Dinesh J,Kour S,et al. Convenient Route to Alkylenedithiophosphato Ligands: Synthesis and Crystallographic Analysis of [OCH₂CMe₂CH₂OPS₂HNEt₃][J]. J Chem Crystallogr,2012,42(4):299-304.
14. [14]
  [14] Sheldrick G M. SHELXL-97. Program for the Solution of Crystal Structures[M]. University of Göttingen:Germany,1997.
15. [15]
  [15] Sheldrick G M. SHELXL97,A Program for Crystal Structure Refinement [M]. University of Göttingen:Germany,1997.
16. [16]
  [16] Chauhan H P S,Bhasin C P,Srivastava G,et al. Synthesis and Characterization of 2-Mercapto-2-thiono-1,3,2-dioxaphospholanes and Dioxaphosphorinanes[J]. Phosphorus,Sulfur Silicon Relat Elem,1983,15(1):99-104.
17. [17]
  [17] Drake J E,Macdonald C L B,Kumar A,et al. The Triethyl Ammonium Salt of O,O'-Bis(o-tolyl)dithiophosphate [Et₃NH]⁺[(2-MeC₆H₄O)₂PS₂]^-[J]. J Chem Crystallogr,2005,35(6):447-450.
18. [18]
  [18] Bingham A L,Drake J E.,Gurnani C,et al. Triethyl Ammonium Salt of O,O'-Bis(p-tolyl)dithiophosphate, [Et₃NH]⁺[(4-MeC₆H₄O)₂PS₂]^-[J]. J Chem Crystalogr,2006,36(10):627-630.
19. [19]
  [19] CAO Chunan. Corrosion Electrochemical Principle[M]. 3rd Edm. Beijing:Chemistry Ind. Press,2008(in Chinese).曹楚南.腐蚀电化学原理[M]. 第3版. 北京:化学工业出版社,2008.
20. [20]
  [20] WANG Qing,MA Xuemei,SHI Haiyan,et al. Inhibition Performance of Benzimidazole Derivatives for Steel 45(GB) in 1 mol/L HCl Solution[J]. J Chinese Soc Corros Prot,2015,35(1):49-54(in Chinese).王青,马雪梅,石海燕,等. 苯并咪唑衍生物在1 mol/L HCl溶液中对45#碳钢缓蚀行为的研究[J]. 中国腐蚀与防护学报,2015,35(1):49-54.
21. [21]
  [21] Li X H,Xie X G,Deng S D,et al. Inhibition Effect of Two Mercaptopyrimidine Derivatives on Cold Rolled Steel in HCl Solution[J]. Corros Sci,2015,92(1):136-147.
22. [22]
  [22] Shukla S K,Quraishi M A. The Effects of Pharmaceutically Active Compound Doxycycline on the Corrosion of Mild Steel in Hydrochloric Acid Solution[J]. Corros Sci,2010,52(2):314-321.
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