IP Library Granted Patent US 9,315,715
Granted Patent B2
US 9,315,715 · App. 12/582,329 · Granted Apr 19, 2016

Method of reducing the viscosity of hydrocarbons

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Quick Facts
Patent No.
US 9,315,715
App. No.
12/582,329
Granted
Apr 19, 2016
Kind
B2
Abstract

Methods of treating hydrocarbon fluids to reduce the apparent viscosity of hydrocarbon fluids encountered in petroleum operations and reducing deposits within a well annulus or a pipeline are disclosed. The method comprises contacting such fluids with a hydrophobically modified polysaccharide to create water external emulsions. The disclosed hydrophobically modified polysaccharides have been demonstrated to reduce interfacial tension to below 65 mN/m and thereby improve the transportability of inherently viscous hydrocarbon fluids, such as heavy crude oils.

Claims (29)

1. A method for reducing the apparent viscosity of a hydrocarbon fluid comprising heavy crude oil encountered in petroleum operations having an American Petroleum Institute (API) gravity of about 20 or less, the method comprising:

(i) contacting said hydrocarbon fluid with an effective emulsifying amount of a composition comprising at least one hydrophobically modified non-ionic polymer having the general formula below:

wherein each R is independently hydrogen, an alkyl group, an aryl group, an hydroxyalkyl group, or an alkoxy group, and n is from 5 to 5,000; and

(ii) creating a water external emulsion comprising the hydrocarbon fluid and the composition wherein the water external emulsion has a lower apparent viscosity than the hydrocarbon fluid.

2. The method of claim 1 , wherein each R is an alkyl group, the alkyl group independently being a linear alkyl, or a branched alkyl.

3. The method of claim 1 , wherein R is selected from the group consisting of: a group having the general formula (C 2 H 4 O) m H, wherein m is from 1 to about 5; a group having the general formula C x H 2x+1 , wherein x is from about 4 to about 24; a branched alkyl having the general formula C x H 2x+1 , wherein x is from about 4 to about 24 in the main chain of the branched alkyl; a group having the general formula (C 2 H 4 O) m C x H 2x+1 , wherein m is from 1 to 5 and x from about 4 to about 24; a branched group having the general formula (C 2 H 4 O) m C x H 2x+1 , wherein m is from 1 to 5 and x from about 4 to about 24 in its main chain; a group having the general formula C x H 2x+1 O, wherein x is from about 4 to about 24 and the O is a free OH group replacing a hydrogen; a group having the general formula (C 2 H 4 O) m C x H 2x+1 O, wherein m is from 1 to 5 and x is from about 4 to about 24 and the O is a free OH group replacing a hydrogen; and combinations thereof.

4. The method of claim 1 , wherein the hydrophobically modified non-ionic polymer is derived from a polysaccharide.

5. The method of claim 4 , wherein the polysaccharide is selected from the group consisting of: poly-α-glucose; poly-β-glucose; poly-β-mannose; poly-β-glucosamine; poly-(N-acetyl)-β-glucosamine; amylase; glycogen; cellulose; starches; guar gums; xanthan gums; dextran; chitosan; chitin; and combinations thereof.

6. The method of claim 1 , wherein the hydrophobically modified non-ionic polymer has the following general formula, and wherein n is from 1 to about 1,000; a is from 0 to about 25; b is from 0 to about 25; c is from 0 to about 25; and d is from 0 to about 25,

7. The method of claim 6 , wherein n is from 5 to about 2,000; a is from 1 to 5; b is from 1 to 5; c is from 1 to 5; and d is from 1 to 5.

8. The method of claim 1 , wherein the hydrophobically modified non-ionic polymer is selected from the group consisting of: hydrophobically modified hydroxyethyl cellulose; hydrophobically modified hydroxyethyl guar; hydrophobically modified hydroxyethyl xanthan; hydrophobically modified hydroxyethyl dextran; hydrophobically modified hydroxypropyl cellulose; hydrophobically modified hydroxypropyl guar; hydrophobically modified hydroxypropyl dextran; hydrophobically modified hydroxypropyl xanthan; and combinations thereof.

9. The method of claim 1 , wherein the hydrophobically modified non-ionic polymer is comprised of monomeric units linked together via an acetal linkage.

10. The method of claim 1 , wherein the hydrophobic alkyl moieties are 2-hydroxyalkyl ethers endcapping hydroxyl groups.

11. The method of claim 1 , wherein the hydrophobically modified non-ionic polymer has an inversion temperature of about 40° C. or wherein the hydrophobically modified non-ionic polymer has no inversion temperature at atmospheric pressure.

12. The method of claim 1 , wherein the hydrophobically modified non-ionic polymer has a surface tension of lower than 65 mN/m in water at under 100 ppm active concentration.

13. The method of claim 1 , further comprising separating the water external emulsion via a method selected from the group consisting of: heating; addition of an emulsion breaker chemicals; addition of specialized oxidizers; addition of enzymes; and combinations thereof.

14. The method of claim 1 , further comprising separating the water external emulsion via addition of a polysaccharide breaker.

15. The method of claim 1 , wherein contacting said hydrocarbon fluid with the effective emulsifying amount of the composition comprising at least one hydrophobically modified non-ionic polymer results in the water external emulsion having from about 1 to about 50 percent water, based on total volume of the emulsion.

16. The method of claim 1 , wherein the effective emulsifying amount of the composition is up to about 1,000 ppm actives, based on total volume of emulsion.

17. The method of claim 1 , wherein the composition is delivered into a subterranean formation.

18. A method of reducing deposits within a well annulus or a pipeline, the method comprising:

(i) contacting a hydrocarbon fluid comprising heavy crude oil encountered in petroleum operations having an API gravity of about 20 or less within the well annulus or the pipeline with an effective amount of a composition comprising at least one hydrophobically modified non-ionic polymer having the general formula below:

wherein each R is independently hydrogen, an alkyl group, an hydroxyalkyl group, or an alkoxy group, and n is from 5 to 5,000; and

(ii) creating a water external emulsion comprising the hydrocarbon fluid and the composition wherein the water external emulsion has a lower apparent viscosity than the hydrocarbon fluid.

19. The method of claim 1 , wherein the water external emulsion comprises a complex water external emulsion.

20. A method for reducing the apparent viscosity of a hydrocarbon fluid comprising heavy crude oil encountered in petroleum operations having an American Petroleum Institute (API) gravity of about 20 or less, the method comprising:

(i) contacting said hydrocarbon fluid with an effective emulsifying amount of a composition comprising at least one hydrophobically modified non-ionic polymer having the general formula below:

wherein each R is independently selected from the group consisting of H, a group having the general formula (C 2 H 4 O) m H, wherein m is from 1 to about 5; a group having the general formula C x H 2x+1 , wherein x is from about 4 to 14; a branched alkyl having the general formula C x H 2x+1 , wherein x is from about 4 to 14 in the main chain of the branched alkyl; a group having the general formula (C 2 H 4 O) m C x H 2x+1 , wherein m is from 1 to 5 and x from about 4 to 14; a branched group having the general formula (C 2 H 4 O) m C x H 2x+1 , wherein m is from 1 to 5 and x from about 4 to 14 in its main chain; a group having the general formula C x H 2x+1 O, wherein x is from about 4 to 14 and the O is a free OH group replacing a hydrogen; a group having the general formula (C 2 H 4 O) m C x H 2x+1 O, wherein m is from 1 to 5 and x is from about 4 to 14 and the O is a free OH group replacing a hydrogen; and any combination thereof, and

(ii) creating a water external emulsion comprising the hydrocarbon fluid and the composition wherein the water external emulsion has a lower apparent viscosity than the hydrocarbon fluid.

Assignments (8)
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 Sep 22, 2020
From: ECOLAB USA INC.
To: CHAMPIONX USA INC.
Reel/Frame 053849/0537 →
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 →
CHANGE OF NAME Recorded Aug 22, 2017
From: NALCO COMPANY
To: NALCO COMPANY LLC
Reel/Frame 043633/0992 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 22, 2017
From: NALCO COMPANY LLC
To: ECOLAB USA INC.
Reel/Frame 043357/0541 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 20, 2009
From: FAUST, MARCUS D., JR; WEATHERS, THOMAS M., JR.; NGUYEN, DUY T.
To: NALCO COMPANY
Reel/Frame 023397/0186 →