Novel aqueous chelating agents for catalytic oxidation of hydrogen sulfide to sulfur by air

Main Group Chemistry

Volumn 4, Issue 2, 2005, Pages 157-175

  Hua, Guoxiong ^a   Zhang, Qingzhi ^a   McManus, Derek ^b   Slawin, Alex M Z ^a   Derek Woollins, J ^a  

^a UNIVERSITY OF ST ANDREWS   (United Kingdom)

^b US Filter Corporation Inc   (United States)

Author keywords

Catalytic oxidation; Cyclic voltammogram; Hydrogen sulfide; Iron chelates; Nitrilotriacetic acid (NTA); Phosphonomethyliminodiacetic acid (NTAP); Sulfur

Indexed keywords

EID: 85013602601     PISSN: 10241221     EISSN: 17451167     Source Type: Journal    
DOI: 10.1080/10241220500349644     Document Type: Article

References (50)

1. G.X. Hua, D. McManus, J.D. Woollins. The evolution, chemistry and applications of homogeneous liquid redox sulfur recovery techniques. Comments Inorg. Biol., 22, 327 (2001).
2. D. McManus, F.R. Kin. Hydrogen sulfide removal. US Patent, 4622212 (1986).
3. J.P. Solvin, E.M. Tobin. Glyphosine, a plant-growth regulator, affects chloroplast membrane-proteins. Biochim. Biophys. Acta, 177, 637 (1981).
4. B. Lejczak, B. Boduszek, P. Kafarski, G. Forlani, H. Wojtasek, P. Wieczorek. Mode of action of herbicidal derivatives of aminomethylenebisphosphonic acid .1. Physiologic activity and inhibition of anthocyanin biosynthesis. J. Plant, Growth Regul., 15, 109 (1996).
5. P. Kafarski, B. Lejczak, G. Forlani, R. Gancarz, C. Torreilles, J. Grmbecka, A. Ryczek, P. Wieczorek. Herbicidal derivatives of aminomethylenebisphosphonic acid .3. Structure-activity relationship. J. Plant Growth Regul., 16, 153 (1997).
6. N. Ockerbloom, A.E. Martell. Chelating tendencies of aminomethylenephosphonic-N, N-diacetic acid. J. Am. Chem. Soc., 80, 2351 (1958).
7. S. Westerback, K.S. Rajan, A.E. Martell. New multidentate ligands. III. Amino acids containing methylenephosphonate groups. J. Am. Chem. Soc., 87, 2567 (1965).
8. R.P. Carter, R.L. Carroll, R.R. Irani. Nitrilotri(methylenephosphonic acid), ethyliminodi(methylene- phosphonic acid), and diethylaminomethylphosphonic acid: acidity and calcium(II) and magnesium(II) complexing. Inorg. Chem., 6, 939 (1967).
9. R.J. Motekais, A.E. Martell. Gallium complexes of multi-dentate ligands in aqueous-solution. Inorg. Chem., 19, 1646 (1980).
10. M.A. Dhansay, P.W. Linder. Organophosphorus herbicides and plant-growth regulations. 2. Equilibrium studied in aqueous-solution of the complexation of transition metal(II) ions by N-(phosphonomethyl)iminodiactic acid and related-compounds. J. Coord. Chem., 28, 133 (1993).
11. M.J. Bojczuk, T. Kiss, H. Kozlowski, P. Decock, J. Barycki. Complexes of aminophosphonates. 8. Copper(II) complexes of N-(phosphonomethyl)amino acids and related compounds. J. Chem. Soc., Dalton Trans., 811 (1994).
12. K.I. Popoo, J. Anderegg, I.A. Popova. Complex compounds of thallium (III) with glycinobis(methyl- enephosphoric) acid. Russ. J. Cood. Chem., 24, 396 (1998).
13. D. Sanna, I. Bodi, S. Bouhsina, G. Micera, T. Kiss. Oxovanadium(IV) complexes of phosphonic derivatives of iminodiacetic and nitrilotriacetic acids. J. Chem. Soc., Dalton Trans., 3275 (1999).
14. K. Sawada, W. Duan, M. Ono, K. Satoh. Stability and structure of nitrilo(acetate-methylphosphonate) complexes of the alkaline-earth and divalent transition metal ions in aqueous solution. J. Chem. Soc., Dalton Trans., 919 (2000).
15. B. Boduszek, M. Dyba, M. Jezowska-Bojczuk, T. Kiss, H. Kozlowski. Biologically active pyridine mono- and bis-phosphonates: Efficient ligands for co-ordination of Cu2+ ions. J. Chem. Soc., Dalton Trans., 973 (1997).
16. H.A. Tagim, A. Aam. Schiff base complexes - III. Reactions of 2, 6-pyridinediylbis(salicylidineiminate) with some metal ions. J. Inorg. Nucl. Chem., 37, 2005 (1975).
17. K. Sawada, T. Kanda, Y. Naganuma, T. Suzuki. Formation and protonation of aminopolyphosphonate complexes of the alkaline-earth and divalent-metal ions in aqueous solution. J. Chem. Soc., Dalton Trans., 2557 (1993).
18. K. Sawada, T. Miyagawa, T. Sakaguchi, K. Doi. Structure and thermodynamic properties of aminopolyphosphonate complexes of the alkaline-earth metal ions. J. Chem. Soc., Dalton Trans., 3777 (1993).
19. B. Leiczak, P. Kafarski, J. Zygmunt. Inhibition of aminopeptidases by aminophosphonates. Biochemistry, 28, 3549 (1989).
20. D. GrobeIny, U.B. Goli, R.E. Galardy. Binding energetics of phosphorus-containing inhibitors of thermolysin. Biochemistry, 28, 4948 (1989).
21. E. Matczak-Jon, B. Kurzak, W. Sawka-Dobrowolska, P. Kafarski, B. Lejczak. Zinc(II) complexes of phosphonic acid analogues of glutamic acid. J. Chem. Soc., Dalton Trans., 3455 (1996).
22. B. Kurzak, E. Matczak-Jon, M. Hoffmann. Transition metal complexes of aminophosphonic acid analogues of methionine and alanine in aqueous solution. J. Cood. Chem., 43, 243 (1998).
23. E. Matczak-Jon, B. Kurzak, W. Sawka-Dobrowolska, B. Lejczak, P. Kafarski. Zinc(II) complexes of phosphonic acid analogues of aspartic acid and asparagine. J. Chem. Soc., Dalton Trans., 161 (1998).
24. B. Kurzak, A. Kamecka, K. Kurzak, J. Jezierska, P. Kafarski. Potentiometric and spectroscopic studies of the cobalt(II), nickel(II) and manganese(II) complexes with some aminodiphosphonic acids in aqueous solution. Polyhedron, 19, 2083 (2000).
25. W.B. Duan, K. Satoh, K. Sawada. Stability and structure of ethylenedinitrilopoly(methylphosphonate) complexes of the divalent transition metal ions in aqueous solution. Bull. Chem. Soc. Jpn., 74, 487 (2001).
26. T. Ichikawa, K. Sawada. Protonation behavior and intramolecular interactions of a, o-alkanediami- nepolymethylenepolyphosphonates. Bull. Chem. Soc. Jpn., 70, 829 (1997).
27. G.M. Rao, R. Pangunoori, K. Ram. Complex equilibrium studies on aminomethylenephosphonic-N- carboxylic acids with some bivalent metal ions. J. Indian Chem., 74, 94 (1997).
28. D. McManus, 41st Pittsburgh Conference and Exposition on Analytical Chemistry and Applied Spectroscopy, New York (1990).
29. B. Nowack, A.T. Stone. Degradation of nitrilotris(methylenephosphonic acid) and related (amino)phos- phonate chelating agents in the presence of manganese and molecular oxygen. Environ. Sci. Technol., 34, 4759 (2000).
30. D.B. Carson, M.A. Heitkamp, L.E. Hallas. Biodegradation of N-phosphonomethyliminodiacetic acid by microorganisms from industrial activated sludge. Can. J. Microbiol., 43, 97 (1997).
31. C. Walling. Fenton’s reagents revisited. Acc. Chem. Res., 8, 125 (1985).
32. J. Wieckowska. Catalytic and adsorptive desulfurization of gases. Catalysis Today, 24, 405 (1995).
33. Z. Diaz. H2S removal. US Patent, 4, 388, 293 (1983).
34. Z. Diaz. Method of removing hydrogen sulfide from gases utilizing a stabilized chelate solution. US Patent, 4, 518, 576 (1985).
35. S.A. Bedell. Stabilized chelating agent for removal of hydrogen sulfide gas. US Patent, 4, 891, 205 (1990).
36. D. McManus, A.E. Martell. The evolution, chemistry and applications of chelated iron hydrogen sulfide removal and oxidation processes. J. Molecular Catalysis, A: Chemical, 117, 289 (1997).
37. A.E. Martell, L.G. Sillen. Stability constants of metal-ion complexes, The Chemical Society, Special Publication, No.17 (1964).
38. A.K. Powell, S.L. Heath. Comments Inorg, Chem., 14, 255 (1994).
39. P.M. Proulx-Curry, N.D. Chasteen. Molecular aspects of iron uptake and storage in ferritin. Coord. Chem. Rev., 144, 347 (1995).
40. A.K. Powell, S.L. Heath. Comments Inorg. Chem., 15, 1255 (1994).
41. S.L. Heath, A.K. Powell, H.L. Utting, M. Helliwell. Crystal and molecular-structure of a new mu-oxo-bridged iron(III) dimmer formed with the nitrilotriacetate ligand. J. Chem. Soc., Dalton Trans., 305 (1992).
42. J. Sanchiz, P. Esparza, S. Dominhuez, F. Brito, A. Mederos. Solution studies of complexes of iron(III) with iminodiacetic, alkyl-substituted iminodiacetic and nitrilotriacetic acids by potentiometry and cyclic voltammetry. Inorg. Chim. Acta, 291, 158 (1999).
43. H.A.J. Pieters, D.W. Krevelen. The Wet Purification of Coal Gas and Similar Gases by the Staatsmijnen-Otto-Process, Elsevier, Oxford (1946).
44. H.J. Schugar, A.T. Hubbard, F.C. Anson, H.B. Gray. Electrochemical and spectral studies of dimeric iron(III) complexes. J. Am. Chem. Soc., 91, 71 (1969).
45. K. Ramesh, R. Mukherjee. Trends in the spectral and redox potential data of mononuclear iron(III) (S = 5/2) phenolate complexes. J. Chem. Soc., Dalton Trans., 83 (1992).
46. K. Moedritzer, R.R. Irani. The direct synthesis of a-aminomethylphosphonic acids. Mannich-type reactions with orthophosphorous acid. J. Org. Chem., 31, 1603 (1966).
47. K. Pascal. Bull. Soc. Chim. Fr., 186 (1957).
48. R.S. Mitchell. US Patent, 3, 974, 090 (1976).
49. T.R. Varga. Synthesis of bis(aminomethyl)-phosphinic acids via a Mannich reaction. Synth. Commun., 27, 2899 (1997).
50. L, Xu, S.J. Rettig, C. Orvig. Lanthanide chemistry with bis([bis(carboxymethyl)amino]methyl) phosphinate: What does an extra phosphinate group do to EDTA? Inorg. Chem., 40, 3734 (2001).