IP Library Granted Patent US 8,318,005
Granted Patent B2
US 8,318,005 · App. 12/448,439 · Granted Nov 27, 2012

Tetra-sulfo iron-phthalocyanine and related methods

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Quick Facts
Patent No.
US 8,318,005
App. No.
12/448,439
Granted
Nov 27, 2012
Kind
B2
Abstract

The present invention relates to making tetra-sulfo iron-phthalocyanine by reacting sulfonated reactant(s) in the presence a boron-containing promoter. The present invention also relates to making tetra-sulfo iron phthalocyanine more tolerant to oxygen by combining the tetra-sulfo iron-phthalocyanine with a stabilizing amount of a complexing agent (e.g., a stabilizing amine) and/or contacting the tetra-sulfo iron-phthalocyanine with steam.

Claims (26)

1. A method of providing a hydrocarbon treatment composition, said method comprising the steps of:

a) using a sulfonated reactant in the presence of a boron-containing promoter to make tetra-sulfo iron phthalocyanine; and

b) causing the tetra-sulfo iron phthalocyanine to be combined at least with a treatment amine to form an aqueous liquid hydrocarbon treatment composition, and

c) contacting the aqueous liquid hydrocarbon treatment composition with a hydrocarbon.

2. The method of claim 1 , wherein the sulfonated reactant is selected from the group consisting of 4-sulfophthalic acid or a salt thereof, 4-sulfophthalimide or a salt thereof, 4-sulfophthalic anhydride, and combinations thereof.

3. The method of claim 1 , wherein the using step comprises reacting the sulfonated reactant with an iron donor and a nitrogen donor in the presence of the boron-containing promoter to make the tetra-sulfo iron phthalocyanine.

4. The method of claim 3 , wherein the iron donor comprises an iron(II) salt.

5. The method of claim 3 , wherein the nitrogen donor is selected from the group consisting of urea, aluminum ammonium sulfate, ammonium borate, biuret, hydrazine, guanidine, and combinations thereof.

6. The method of claim 3 , wherein the using step comprises reacting the sulfonated reactant with the iron donor and the nitrogen donor in the presence of the boron-containing promoter and a molybdenum-containing promoter to make the tetra-sulfo iron-phthalocyanine.

7. The method of claim 1 , further comprising the steps of:

a) washing the tetra-sulfo iron phthalocyanine in an acidic medium; and

b) after the acid washing step, contacting the tetra-sulfo iron-phthalocyanine with a medium comprising at least one alcohol.

8. The method of claim 1 , further comprising the step of washing the tetra-sulfo iron phthalocyanine in the presence of a salt.

9. The method of claim 1 , further comprising the step of washing the tetra-sulfo iron phthalocyanine in an acidic medium.

10. The method of claim 1 , further comprising the step of washing the tetra-sulfo iron phthalocyanine in an acidic medium in the presence of a salt.

11. The method of claim 10 , further comprising, after said washing, contacting the tetra-sulfo iron phthalocyanine with a medium comprising at least one alcohol.

12. The method of claim 1 , wherein the tetra-sulfo iron phthalocyanine comprises at least about 5.5 percent, by weight, of chelated iron.

13. The method of claim 1 , further comprising the step of, prior to step (b), combining the tetra-sulfo iron phthalocyanine with a stabilizing amount of a stabilizing amine.

14. The method of claim 1 , further comprising the step of, prior to step (b), preparing an aqueous solution comprising the tetra-sulfo iron phthalocyanine and a stabilizing amount of a stabilizing amine.

15. The method of claim 1 , further comprising the step of causing the tetra-sulfo iron phthalocyanine to contact steam, prior to step (b), during step (b), and/or after step (b).

16. A method of treating a hydrocarbon comprising the steps of:

a) providing an aqueous solution comprising tetra-sulfo iron phthalocyanine and a stabilizing amount of a complexing agent;

b) combining the aqueous solution at least with an amount of a treatment amine to form an aqueous liquid hydrocarbon treatment composition; and

c) contacting a hydrocarbon with the aqueous liquid hydrocarbon treatment composition.

17. The method of claim 16 , wherein the complexing agent comprises a stabilizing amine.

18. The method of claim 16 , further comprising the step of contacting the tetra-sulfo iron phthalocyanine with steam.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 25, 2011
From: GRIFFIN, JOHN M.; BEDELL, STEPHEN A.; WORLEY, CLARE M.
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 027116/0077 →
CHANGE OF NAME Recorded Apr 6, 2011
From: DOW GLOBAL TECHNOLOGIES INC.
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 026082/0454 →