IP Library Granted Patent US 10,759,989
Granted Patent B2
US 10,759,989 · App. 15/399,025 · Granted Sep 1, 2020

Temperature-stable paraffin inhibitor compositions

Inventors: Kim R. Solomon (River Falls, WI); David Fouchard (Sugar Land, TX); Thomas O. Painter (Rosenberg, TX); Jennifer Stokes (St. Paul, MN); Kousik Kundu (Houston, TX); Carter Silvernail (Burnsville, MN)
Assignee: Ecolab USA Inc.
C09K8/524C10G29/22C10G75/04
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Quick Facts
Patent No.
US 10,759,989
App. No.
15/399,025
Granted
Sep 1, 2020
Kind
B2
Abstract

Disclosed are compositions including up to 20 wt % of a paraffin inhibiting polymer and a non-polymeric ester compound, wherein the compositions flow at a temperature between about 0° C. and −40° C., or between about −20° C. and −40° C. The non-polymeric ester compounds are liquids at 20° C. and atmospheric pressure, and have boiling points over 100° C., in many cases over 200° C. The compositions are useful to inhibit paraffin deposition during petroleum recovery, refining, storing, and transporting under field conditions, wherein the concentrates are pumpable and pourable, do not precipitate, and do not exhibit high pressure buildup inside enclosed containers at temperatures as low as −40° C. and as high as 60° C.

Claims (29)

1. A composition comprising:

a nonpolymeric ester compound; and

about 1 wt % to 20 wt % of a paraffin inhibiting polymer;

wherein the composition is nonaqueous and flows at a temperature between about 0° C. and −40° C.; and

wherein the nonpolymeric ester compound comprises dipropylene glycol methyl ether acetate, propylene glycol methyl ether acetate, ethylene glycol butyl ether acetate, diethylene glycol butyl ether acetate, propylene glycol diacetate, or a mixture of two or more thereof, and

wherein the paraffin inhibiting polymer comprises an alkylphenol-formaldehyde copolymer and 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 (I):

wherein R 1 , R 2 , R 3 , and R 4 are independently selected from hydrogen and C 5 -C 60 alkyl, with the proviso that at least two thereof are hydrogen; the alkyl maleic anhydride monomer having the formula (II):

wherein R 5 and R 6 are independently selected from hydrogen or C 1 -C 30 alkyl.

2. The composition of claim 1 further comprising a refined petroleum solvent.

3. The composition of claim 1 further comprising about 1 wt % to 5 wt % of a surfactant.

4. The composition of claim 3 wherein the surfactant comprises an alcohol alkoxylate, the alcohol comprising a linear, branched, aromatic, or alkaromatic hydrocarbyl group having about 8 to 30 carbons and the alkoxylate comprising about 3 to 70 alkoxylate repeat units.

5. The composition of claim 1 wherein the maleic anhydride residue is further reacted with about 0.01 to 2.0 equivalents of a C 12 -C 60 alkanol or amine per equivalent of anhydride.

6. A method comprising:

forming a nonaqueous liquid composition comprising:

a nonpolymeric ester compound selected from dipropylene glycol methyl ether acetate, propylene glycol methyl ether acetate, ethylene glycol butyl ether acetate, diethylene glycol butyl ether acetate, propylene glycol diacetate, or a mixture of two or more thereof, and about 1 wt % to 20 wt % of a paraffin inhibiting polymer,

wherein the paraffin inhibiting polymer comprises an alkylphenol-formaldehyde copolymer and 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 (I):

wherein R 1 , R 2 , R 3 , and R 4 are independently selected from hydrogen and C 5 -C 60 alkyl, with the proviso that at least two thereof are hydrogen; the alkyl maleic anhydride monomer having the formula (II):

wherein R 5 and R 6 are independently selected from hydrogen or C 1 -C 30 alkyl; storing the nonaqueous liquid composition in an enclosed container at a first temperature between about −40° C. and 60° C.;

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

applying the nonaqueous liquid composition to a crude oil source,

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

7. The method of claim 6 wherein the first temperature, the second temperature, or both are between about −40° C. and −20° C.

8. The method of claim 6 wherein the applying is applying of about 50 ppm to 10,000 ppm of the paraffin inhibiting polymer to the crude oil source.

9. A composition comprising:

a nonpolymeric ester compound and about 1 wt % to 20 wt % of a paraffin inhibiting polymer, wherein the composition is nonaqueous and flows at a temperature between about 0° C. and −40° C.; and wherein the nonpolymeric ester compound comprises a dipropylene glycol methyl ether acetate, propylene glycol methyl ether acetate, ethylene glycol butyl ether acetate, or diethylene glycol butyl ether acetate, propylene glycol diacetate, or a mixture of two or more thereof, and wherein the paraffin inhibiting polymer comprises 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 (I):

wherein R 1 , R 2 , R 3 , and R 4 are independently selected from hydrogen and C 5 -C 60 alkyl, with the proviso that at least two thereof are hydrogen; the alkyl maleic anhydride monomer having the formula (II):

wherein R 5 and R 6 are independently selected from hydrogen or C 1 -C 30 alkyl.

10. The composition of claim 9 wherein the nonpolymeric ester compound is a glycol diacetate or a blend of two or more thereof.

11. The composition of claim 9 wherein the nonpolymeric ester compound is selected from propylene glycol diacetate, propylene glycol methyl ether acetate, or a combination of two or more thereof.

Assignments (7)
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 →
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 Feb 26, 2021
From: ECOLBA USA INC.
To: CHAMPIONX USA INC.
Reel/Frame 055423/0208 →
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 30, 2017
From: SOLOMON, KIM R.; FOUCHARD, DAVID; PAINTER, THOMAS O.; STOKES, JENNIFER; KUNDU, KOUSIK; SILVERNAIL, CARTER
To: ECOLAB USA INC.
Reel/Frame 041116/0644 →