IP Library Granted Patent US 6,984,710
Granted Patent B2
US 6,984,710 · App. 10/684,250 · Granted Jan 10, 2006

Alkoxylated alkylphenol-formaldehyde-diamine polymer

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Quick Facts
Patent No.
US 6,984,710
App. No.
10/684,250
Granted
Jan 10, 2006
Kind
B2
Abstract

An alkoxylated alkylphenol-formaldehyde-diamine polymer prepared by alkoxylating an alkylphenol-formaldehyde-diamine polymer and use of the alkoxylated alkylphenol-formaldehyde-diamine polymer to resolve water-in-oil emulsions, especially emulsions of water in crude oil.

Claims (19)

1. An alkoxylated alkyphenol-formaldehyde-diamine polymer prepared by reacting 1 molar equivalent of one or more diamines, 1 to about 10 molar equivalents of one or more alkylphenols and about 2 to about 14 molar equivalents of formaldehyde to form an alkylphenol-formaldehyde-diamine polymer and then reacting the alkylphenol-formaldehyde-diamine polymer with about 5 to about 3,500 molar equivalents of one or more alkylene oxides.

2. The alkoxylated alkylphenol-formaldehyde-diamine polymer of claim 1 wherein the alkylene oxides comprise ethylene oxide and propylene oxide.

3. The alkoxylated alkylphenol-formaldehyde-diamine polymer of claim 2 wherein the ethylene oxide and propylene oxide are added in block fashion.

4. The alkoxylated alkylphenol-formaldehyde-diamine polymer of claim 3 wherein the ethylene oxide and propylene oxide are added in the sequence ethylene oxide-propylene oxide.

5. The alkoxylated alkylphenol-formaldehyde-diamine polymer of claim 3 wherein the ethylene oxide and propylene oxide are added in the sequence ethylene oxide-propylene oxide-ethylene oxide.

6. The alkoxylated alkylphenol-formaldehyde-diamine polymer of claim 1 wherein the diamines are selected from the group consisting of ethylenediamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, aminoethylpiperazine, 1,2-diaminocyclohexane, o-phenylenediamine and p-phenylenediamine.

7. The alkoxylated alkylphenol-formaldehyde-diamine polymer of claim 3 wherein the alkylphenol-formaldehyde-diamine polymer is reacted with about 650 to about 800 molar equivalents of alkylene oxide.

8. The alkoxylated alkylphenol-formaldehyde-diamine polymer of claim 3 prepared by reacting about 1 molar equivalent of one or more alkylphenols, about 2 to about 7 molar equivalents of formaldehyde and about 1 molar equivalent of one or more diamines to form an alkylphenol-formaldehyde-diamine polymer and then reacting the alkylphenol-formaldehyde-diamine polymer with about 650 to about 800 molar equivalents of ethylene oxide and propylene oxide.

9. The alkoxylated alkylphenol-formaldehyde-diamine polymer of claim 1 comprising 1 to about 12 repeating units of formula

wherein R 1 is C 1 –C 18 alkyl; R 2 , R 5 , R 6 , R 7 and R 8 are independently selected at each occurrence from H and CH 3; R 3 and R 4 are independently selected at each occurrence from H, C 1 –C 3 alkyl, aryl, hydroxy, alkoxy and halide; x is 1 to about 11; y is 1 to about 5; and p, q and r are independently about 5 to about 860.

10. The alkoxylated alkylphenol-formaldehyde-diamine polymer of claim 9 wherein R 3 and R 4 are H.

11. The alkoxylated alkylphenol-formaldehyde-diamine polymer of claim 9 wherein R 1 is C 5 –C 12 alkyl.

12. The alkoxylated alkylphenol-formaldehyde-diamine polymer of claim 9 further comprising 1 to about 24 repeating units of formula

wherein R 9 is independently selected at each occurrence from H and CH 3 , R 10 is C 1 –C 18 alkyl and t is 0 about 830.

13. A demulsifier composition for resolving water-in-oil emulsions comprising one or more alkoxylated alkylphenol-formaldehyde-diamine polymers according to claim 1 .

14. A method of resolving a water-in-oil emulsion comprising adding to the emulsion an effective demulsifying amount of one or more alkoxylated alkylphenol-formaldehyde-diamine polymers according to claim 1 .

15. The method of claim 14 wherein the water-in-oil emulsion is a crude oil emulsion.

16. The method of claim 14 wherein the crude oil emulsion is a refinery desalting emulsion.

17. The method of claim 14 wherein the crude oil emulsion is a crude oil production emulsion.

Assignments (6)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 4, 2017
From: NALCO COMPANY
To: ECOLAB USA INC.
Reel/Frame 042147/0420 →
RELEASE OF SECURITY INTEREST Recorded Feb 24, 2017
From: BANK OF AMERICA, N.A.
To: NALCO COMPANY
Reel/Frame 041808/0713 →
SECURITY AGREEMENT Recorded May 18, 2009
From: NALCO COMPANY; CALGON LLC; NALCO ONE SOURCE LLC; NALCO CROSSBOW WATER LLC
To: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
Reel/Frame 022703/0001 →
MERGER Recorded Jan 31, 2006
From: NALCO ENERGY SERVICES, L.P.
To: NALCO COMPANY
Reel/Frame 017089/0497 →
CHANGE OF NAME Recorded Aug 25, 2005
From: ONDEO NALCO ENERGY SERVICES, L.P.
To: NALCO ENERGY SERVICES, L.P.
Reel/Frame 016916/0714 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 13, 2003
From: MEYER, GEORGE RICHARD
To: ONDEO NALCO ENERGY SERVICES, L.P.
Reel/Frame 014610/0532 →