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1. WO1997025126 - REGENERATIVE METHOD AND COMPOSITION FOR REMOVING SULFIDES FROM GAS STREAMS

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We claim:

1. A method for the removal of sulfides from gaseous streams comprising

(a) contacting the sulfide containing gas stream in a contacting zone with an aqueous scavenging mixture, said scavenging mixture comprising, a scavenging compound, an inorganic ion and an oxidation catalyst for a period of time to at least partially reduce the level of hydrogen sulfide in the gas stream,

(b) regenerating at least a portion of the scavenging compound with a gas selected from the group consisting of air, oxygen enriched air, oxygen, ozone enriched air and ozone in a regeneration zone, and

(c) returning at least a portion of the aqueous scavenging mixture to the contacting zone.

2. A method as in claim 1 wherein said scavenging compound is a reaction product between

(a) an aldehyde and

(b) an amine.

3. A method as in claim 2 wherein said scavenging compound is a reaction product between

(a) an aldehyde selected from the group consisting of hydrous and anhydrous forms of formula (II):


Where R is selected from the group consisting of: (I) hydrogen; (ii) a substituted or unsubstituted, saturated or unsaturated, linear, branched or cyclic hydrocarbon chain of 1 to 50 carbons; (iii) a substituted or unsubstituted, saturated or unsaturated, linear, branched or cyclic hydrocarbon chain of 1 to 50 carbons comprising at least one

heteroatom selected from the group consisting of nitrogen, oxygen, sulfur and halogen; (iv) a substituted or unsubstituted polymeric chain; (v) a substituted or unsubstituted dimer (vi) a mono or polyaldehyde.

(b) an amine of formula (III)


Wherein R1 and R2 are independently selected from the group consisting of: (I) hydrogen; (ii) a substituted of unsubstituted, saturated of unsaturated, linear, branched or cyclic hydrocarbon chain of 1 to 50 carbons; (iii) a substituted or unsubstituted, saturated or unsaturated, linear, branched or cyclic hydrocarbon chain of 1 to 50 carbons comprising at least one heteroatom selected from the group consisting of nitrogen, oxygen, sulfur and halogen; (iv) a substituted or unsubstituted polymeric chain; and (v) a direct bond to any other of R1and R2.

4. A method as in claim 3 wherein said aldehyde is selected from the group consisting of formaldehyde, paraformaldehyde, glyoxal, acetaldehyde, butyraldehyde, benzaldehyde, N-(2-hydroxyethyl)dioxazine and oleylaldehyde.

5. A method as in claim 3 wherein said amine is selected from the group consisting of methylamine, ethylamine, propylamine, isopropyl amine, oleylamine, ethylene diamine, diethylene triamine, dimethylamine, diethylamine, monoethanolamine, diethanolamine, morpholine piperazine, thiomonoethanolamine and chlorooleylamine.

6. A method as in claim 4 wherein said amine is selected from the group consisting of methylamine, ethylamine, propylamine, isopropyl amine, oleylamine, ethylene diamine, diethylene triamine, dimethylamine, diethylamine, monoethanotamine, diethanolamine, morpholine, piperazine, thiomonoethanolamine and chlorooleylamine.

7. A method as in claim 3 wherein

said reaction product comprises at least one of the compounds selected from the group consisting of compounds of formula I, IV and formula V:

Where n is an integer from 1 to 1000 and each of R1, R2, R3, R4, and R5 is independently selected from the group consisting of: (I) hydrogen; (ii) a substituted or unsubstituted, saturated or unsaturated, linear, branched or cyclic hydrocarbon chain of 1 to 20 carbons; (iii) a substituted or unsubstituted, saturated or unsaturated, linear, branched or cyclic hydrocarbon chain of 1 to 20 carbons comprising at least one

heteroatom selected from the group consisting of nitrogen, oxygen, sulfur and halogen; (iv) a substituted or unsubstituted polymeric chain; and (v) a direct bond to any other of R1, R2, R3, R4, and R5.

8. A method as in claim 3 wherein said inorganic ion is selected from the group consisting of alkaline and alkaline earth metal ions.

9. A method as in claim 8 wherein said inorganic ion is selected from the group consisting of sodium and potassium.

10. A method as in claim 3 wherein said oxidation catalyst is a polyvalent metal ion.

11. A method as in claim 10 wherein said polyvalent metal ion is selected from the group consisting of iron, copper, vanadium, manganese, platinum, tungsten, nickel, mercury, tin and lead.

12. A method as in claim 11 wherein said polyvalent metal ion is selected from the group consisting of iron and vanadium

13. A method as in claim 1 wherein said scavenging composition comprises from 1 to 10000 molar equivalents of scavenging compound from 1 to 10000 molar equivalents of inorganic ion and from 1 to 10000 molar equivalents of oxidation catalyst, all present in diluent water present at up to 99.5 percent by weight of the total composition.

14. A method as in claim 13 wherein said scavenging composition comprises from 1 to 10000 molar equivalents of scavenging compound, from 1 to 100 molar equivalents of inorganic ion and from 1 to 100 molar equivalents of oxidation catalyst all present in diluent water present at up to 99.5 percent by weight of the total composition.

15. A method as in claim 14 wherein said scavenging composition comprises from 1 to 10000 molar equivalents of scavenging compound, from 1 to 10 molar equivalents of inorganic ion and from 1 to 10 molar equivalents of oxidation catalyst all present in diluent water present at up to 99.5 percent by weight of the total composition.

16. A method as in claim 13 wherein said scavenging mixture comprises water in a quantity of 25 percent by weight to 99.5 percent by weight of the total composition.

17. A method as in claim 13 wherein said scavenging mixture comprises water in a quantity of 50 percent by weight to 99.5 percent by weight of the total composition.

18. A method as in claim 7 wherein said scavenging compound is a polycyclic polyaza compound.

19. A method as in cfaim 18 wherein said polycyclic polyaza compound is a hexahydro triazine.

20. A method as in claim 7 wherein said scavenging compound is an imine.

21. A composition useful for the removal of sulfides from gaseous streams comprising

a scavenging compound, an inorganic ion and an oxidation catalyst.

22. A composition as in claim 21 wherein said scavenging compound is a reaction product between

(a) an aidehyde and

(b) an amine.

23. A composition as in claim 22 wherein said scavenging compound is a reaction product between

(a)an aldehyde selected from the group consisting of hydrous and anhydrous forms of formula (II):


Where R is selected from the group consisting of: (I) hydrogen; (ii) a substituted or unsubstituted, saturated or unsaturated, linear, branched or cyclic hydrocarbon chain of 1 to 50 carbons; (iii) a substituted or unsubstituted, saturated or unsaturated, linear, branched or cyclic hydrocarbon chain of 1 to 50 carbons comprising at least one

heteroatom selected from the group consisting of nitrogen, oxygen, sulfur and halogen; (iv) a substituted or unsubstituted polymeric chain; (v) a substituted or unsubstituted dimer (vi) a mono or polyaldehyde, and

(b) an amine of formula (III)


Wherein R1 and R2 are independently selected from the group consisting of: (I) hydrogen; (ii) a substituted of unsubstituted, saturated of unsaturated, linear, branched or cyclic hydrocarbon chain of 1 to 50 carbons; (iii) a substituted or unsubstituted, saturated or unsaturated, linear, branched or cyclic hydrocarbon chain of 1 to 50 carbons comprising at least one heteroatom selected from the group consisting of nitrogen, oxygen, sulfur and halogen; (iv) a substituted or unsubstituted polymeric chain; and (v) a direct bond to any other of R1and R2.

24. A composition as in claim 23 wherein said aldehyde is selected from the group consisting of formaldehyde, paraformaidehyde, glyoxal, acetaldehyde, butyraldehyde, benzaldehyde, N-(2-hydroxyethyl)dioxazine and oleylaldehyde.

25. A composition as in claim 23 wherein said amine is selected from the group consisting of methylamine, ethylamine, propylamine, isopropyl amine, oleylamine, ethylene diamine, diethylene triamine, dimethylamine, diethylamine, monoethanolamine, diethanolamine, morpholine, piperazine, thiomonoethanolamine and chlorooleylamine

26. A composition as in claim 24 wherein said amine is selected from the group consisting of methylamine, ethylamine, propylamine, isopropyl amine, oleylamine, ethylene diamine, diethylene triamine, dimethylamine, diethylamine, monoethanolamine, diethanolamine, morpholine

piperazine, thiomonoethanolamine and chlorooleylamine.

27. A composition as in claim 23 wherein

said reaction product comprises at least one of the compounds selected from the group consisting of compounds of formula I, IV and formula V:


Where n is an integer from 1 to 1000 and each of R1, R2, R3, R4, and R5 is independently selected from the group consisting of: (I) hydrogen; (ii) a substituted or unsubstituted, saturated or unsaturated, linear, branched or cyclic hydrocarbon chain of 1 to 20 carbons; (iii) a substituted or unsubstituted, saturated or unsaturated, linear, branched or cyclic hydrocarbon chain of 1 to 20 carbons comprising at least one

heteroatom selected from the group consisting of nitrogen, oxygen, sulfur and halogen; (iv) a substituted or unsubstituted polymeric chain; and (v) a direct bond to any other of R1, R2, R2, R4, and R5.

28. A composition as in claim 23 wherein said inorganic ion is selected from the group consisting of alkaline and alkaline earth metal ions. 29 A composition as in-claim 28 wherein said inorganic ion is selected from the group consisting of sodium and potassium.

30. A composition as in claim 23 wherein said oxidation catalyst is a polyvalent metal ion.

31. A composition as in claim 30 wherein said polyvalent metal ion is selected from the group consisting of iron, copper, vanadium, manganese, platinum, tungsten, nickel, mercury, tin and lead.

32. A composition as in claim 31 wherein said polyvalent metal ion is selected from the group consisting of iron and vanadium

33. A composition as in claim 21 wherein said scavenging composition comprises from 1 to 10000 molar equivalents of scavenging compound from 1 to 10000 molar equivalents of inorganic ion and from 1 to 10000 molar equivalents of oxidation catalyst, all present in diluent water present at up to 99.5 percent by weight of the total composition.

34. A composition as in claim 33 wherein said scavenging composition comprises from 1 to 10000 molar equivalents of scavenging compound, from 1 to 100 molar equivalents of inorganic ion and from 1 to 100 molar equivalents of oxidation catalyst all present in diluent water present at up to 99.5 percent by weight of the total composition.

35. A composition as in claim 33 wherein said scavenging composition comprises from 1 to 10000 molar equivalents of scavenging compound, from 1 to 10 molar equivalents of inorganic ion and from 1 to 10 molar equivalents of oxidation catalyst all present in diluent water present at up to 99.5 percent by weight of the total composition.

36. A composition as in claim 33 wherein said scavenging mixtue comprises water in a quantity of 25 percent by weight to 99.5 percent by weight of the total composition.

37. A composition as in claim 33 wherein said scavenging mixture comprises water in a quantity of 50 percent by weight to 99.5 percent by weight of the total composition.

38. A composition as in claim 27 wherein said scavenging compound is a polycyclic polyaza compound.

39. A composition as in claim 38 wherein said polycyclic polyaza compound is a hexahydro triazine.

40. A composition as in claim 27 wherein said scavenging compound is an imine.

41. A composition as in claim 27 wherein said scavenging compound is 2,7-dioxa-5,10 diazabicyclo[4.4.0]dodecane.