IP Library Granted Patent US 10,465,854
Granted Patent B2
US 10,465,854 · App. 15/480,959 · Granted Nov 5, 2019

Temperature-stable paraffin inhibitor compositions

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Quick Facts
Patent No.
US 10,465,854
App. No.
15/480,959
Granted
Nov 5, 2019
Kind
B2
Abstract

Disclosed are compositions including up to 20 wt % of a paraffin inhibiting polymer, a refined petroleum distillate and one or more low Log P molecules, wherein the compositions are stable and flow at a temperature between about 0° C. and −40° C., in many cases between about −20° C. and −40° C. The low Log P molecules are non-polymeric, have a Log P of less than 1, are liquids at 20° C. (1 atm), and have boiling points over 60° C., in many cases over 100° C. The compositions are useful paraffin inhibitor concentrates for use in the petroleum industry wherein the concentrates are stable, pumpable, and pourable at temperatures as low as −40° C. and as high as 60° C.

Claims (47)

1. A paraffin inhibiting composition comprising:

about 1 wt % to 30 wt % of a paraffin inhibiting polymer, at least one refined petroleum solvent, and one or more low Log P molecules selected from the group consisting of butyrolactone, N-ethylformamide, 2-pyrrolidone, 3-ketomorpholine, 2-methoxyethanol, and combinations thereof, wherein the composition is a stable nonaqueous composition that flows at 40° C.

2. The paraffin inhibiting composition of claim 1 wherein the composition comprises about 2 wt % to 20 wt % of the paraffin inhibiting polymer.

3. The paraffin inhibiting composition of claim 1 wherein the composition comprises about or about 10 wt % to 90 wt % of the at least one refined petroleum solvent.

4. The paraffin inhibiting composition of claim 1 wherein the composition comprises about 1 wt % to 50 wt % of the one or more low Log P molecules.

5. The paraffin inhibiting composition of claim 1 wherein the composition comprises about 1 wt % to 10 wt % of the one or more low Log P molecules.

6. The paraffin inhibiting composition of claim 1 further comprising diethylenetriamine or a reaction product thereof.

7. The paraffin inhibiting composition of claim 1 wherein the paraffin inhibiting polymer comprises one or more of polymers a, b, c, and d:

a. an alkylphenol-formaldehyde copolymer having the formula (I)

wherein R 1 =C 9 -C 50 alkyl and n=2-200;

b. a copolymer comprising the residues of one or more alpha olefin monomers and a maleic anhydride monomer, the one or more alpha olefin monomers having the formula (II)

wherein R 2 , R 3 , R 4 , and R 5 are independently selected from hydrogen and C 5 -C 60 alkyl, with the proviso that at least two thereof are hydrogen; and the maleic anhydride monomer has the formula (III)

wherein R 6 and R 7 are independently hydrogen or C 1 -C 60 alkyl, optionally wherein the maleic anhydride residue is further reacted with about 0.01 to 2.0 equivalents of a C12-C60 alkanol or amine per equivalent of anhydride;

c. an alkyl maleimide copolymer having the formula (IV)

wherein R 8 =C 1 -C 50 alkyl, R 9 =C 1 -C 50 alkyl, and n=1-200;

d. an acrylate having the formula (V)

wherein R 10 =C 15 -C 25 alkyl, R 11 =C 10 -C 15 alkyl, and n=1-100.

8. The paraffin inhibiting composition of claim 1 wherein:

the paraffin inhibiting polymer comprises an alkylphenol-formaldehyde copolymer and the paraffin inhibiting polymer is about 1 wt % to about 20 wt % of the composition;

the at least one refined petroleum solvent comprises heavy aromatic naphtha and is about 50 wt % to about 80 wt % of the composition; and

the one or more low Log P molecules are about 1 wt % to about 20 wt % of the composition.

9. The paraffin inhibiting composition of claim 1 wherein:

the paraffin inhibiting polymer comprises a plurality of paraffin inhibiting polymers including an alkylphenol-formaldehyde copolymer and a copolymer comprising the residues of one or more alpha olefin monomers and a maleic anhydride monomer;

each of the paraffin plurality of paraffin inhibiting polymers is about 1 wt % to about 15 wt % of the composition;

the at least one refined petroleum solvent includes one or more of heavy aromatic naphtha and toluene and is about 50 wt % to about 80 wt % of the composition; and

the one or more low Log P molecules is about 1 wt % to about 10 wt % of the composition.

10. A crude oil composition, comprising:

a crude oil source; and

a paraffin inhibiting composition of claim 1 ;

wherein the paraffin inhibiting polymer is present in the crude oil source at about 5 ppm to 10000 ppm.

11. A method of applying a paraffin inhibitor to a crude oil source, the method comprising:

forming a paraffin inhibitor concentrate of claim 1 ;

storing the paraffin inhibiting composition in an enclosed container at a first temperature between about −40° C. and 60° C.;

removing the paraffin inhibiting composition from the container at a second temperature between about −40° C. and 60° C.; and

applying the paraffin inhibiting composition to a crude oil source,

wherein the removing and the applying are accomplished using a mechanical pump.

12. The method of claim 11 wherein the first temperature, the second temperature, or both the first and second temperature is between about −40° C. and −20° C.

13. The method of claim 11 further comprising quenching the paraffin inhibiting polymer with a weak base having one or more amine moieties with the paraffin inhibiting polymer prior to forming the paraffin inhibitor concentrate.

14. The method of claim 13 wherein the weak base having one or more amine moieties includes diethylenetriamine.

15. The method of claim 11 wherein the forming comprises mixing about 2 wt % to 20 wt % of the paraffin inhibiting polymer, about 10 wt % to 90 wt % of the at least one refined petroleum solvent, and about 1 wt % to 50 wt % of the one or more low Log P molecules.

16. A paraffin inhibiting composition comprising:

about 1 wt % to 30 wt % of a paraffin inhibiting polymer,

at least one refined petroleum solvent,

and one or more low Log P molecules selected from the group consisting of N-ethylformamide, 2-pyrrolidone, 3-ketomorpholine, 2-methoxyethanol, and combinations thereof,

wherein the composition is a stable nonaqueous composition that flows at −40° C.

17. The paraffin inhibiting composition of claim 16 , wherein the composition comprises about 1 wt % to 10 wt % of the one or more low Log P molecules.

18. The paraffin inhibiting composition of claim 17 , wherein the composition comprises about 60 wt % to about 90 wt % of the at least one refined petroleum solvent.

Assignments (6)
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Jul 17, 2025
From: JPMORGAN CHASE BANK, N.A.
To: CHAMPIONX LLC; APERGY ESP SYSTEMS, LLC; APERGY BMCS ACQUISITION CORP; HARBISON-FISCHER, INC.; NORRIS RODS, INC.,; NORRIS RODS, INC.,; NORRISEAL-WELLMARK, INC.; PCS FERGUSON, INC.; QUARTZDYNE, INC.; US SYNTHETIC CORPORATION
Reel/Frame 072004/0019 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 19, 2024
From: CHAMPIONX USA INC.
To: CHAMPIONX LLC
Reel/Frame 067768/0888 →
RELEASE OF SECURITY INTEREST Recorded Jun 7, 2022
From: BANK OF AMERICA, N.A.
To: CHAMPIONX USA INC.
Reel/Frame 060304/0267 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2020
From: ECOLAB USA INC.
To: CHAMPIONX USA INC.
Reel/Frame 053749/0001 →
SECURITY INTEREST Recorded Jun 5, 2020
From: CHAMPIONX USA INC.
To: BANK OF AMERICA, N.A.
Reel/Frame 052848/0368 →
SECURITY INTEREST Recorded Jun 5, 2020
From: CHAMPIONX USA INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 053250/0001 →