IP Library Granted Patent US 10,870,789
Granted Patent B2
US 10,870,789 · App. 15/778,926 · Granted Dec 22, 2020

Composition for limiting the formation and/or agglomeration of gas hydrates

Inventors: Tong Eak Pou (Irigny, FR); Frédéric Moser (Pierre-Benite, FR); Gilles Barreto (Messimy, FR); Jean-Philippe Gillet (Brignais, FR)
Assignee: ARKEMA FRANCE
C09K8/524C09K8/52C09K2208/22
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Quick Facts
Patent No.
US 10,870,789
App. No.
15/778,926
Granted
Dec 22, 2020
Kind
B2
Abstract

Provided is a composition that includes (i) at least one compound represented by formula (I) as defined herein or a salt thereof and (ii) a nonionic surfactant. The composition is useful for limiting or preventing the formation and/or agglomeration of gas hydrates, by combining the composition and a production fluid that includes an aqueous phase and one or more gases.

Claims (39)

1. A composition, comprising:

(i) at least one compound represented by formula (I) or a salt thereof:

wherein

R 1 represents a linear or branched, saturated or unsaturated C 6 to C 30 alkyl chain, wherein the alkyl chain is optionally interrupted with one or more hydrocarbon-based rings,

R 2 represents a hydrogen atom or a group —(CHR a —CHR b )—COOR 5 , wherein R a and R b , which may be identical or different, represent, independently of each other, a hydrogen atom or a methyl group,

R 3 represents a hydrogen atom or a group —(CHR a —CHR b )—COOR 6 , wherein R a and R b , which may be identical or different, represent, independently of each other, a hydrogen atom or a methyl group,

R 4 represents a hydrogen atom or a group —(CHR a —CHR b )—COOR 7 , wherein R a and R b , which may be identical or different, represent, independently of each other, a hydrogen atom or a methyl group,

R 5 , R 6 and R 7 , which may be identical or different, represent, independently of each other, a hydrogen atom or a linear or branched, saturated or unsaturated C 1 to C 12 alkyl chain,

wherein at least one of the radicals R 2 , R 3 or R 4 comprises a carboxylic acid function (—COOH),

m represents an integer ranging from 1 to 6,

n represents an integer ranging from 0 to 10, and

p is 0 or 1; and

(ii) at least one nonionic surfactant.

2. The composition of claim 1 , wherein

p is 0,

R 2 represents a group —(CH 2 ) 2 —COOR 5 ,

R 3 represents a group —(CH 2 ) 2 —COOR 6 , and

R 4 represents a group —(CH 2 ) 2 —COOR 7 ,

wherein R 5 , R 6 and R 7 , which may be identical or different, represent, independently of each other, a hydrogen atom or a linear or branched, saturated or unsaturated C 1 to C 12 alkyl chain, wherein at least one of the radicals R 5 , R 6 and R 7 represents a hydrogen atom.

3. The composition of claim 2 , wherein R 5 , R 6 and R 7 each represent a hydrogen atom.

4. The composition of claim 1 , wherein n is an integer ranging from 0 to 4.

5. The composition of claim 1 , wherein

n is 0,

p is 0,

R 1 represents a linear or branched, saturated or unsaturated C 8 to C 18 chain,

R 2 represents a hydrogen atom, and

R 3 represents a group —(CHR a —CHR b )—COOR 6 , wherein R a and R b , which may be identical or different, represent, independently of each other, a hydrogen atom or a methyl group, and wherein R 6 represents a hydrogen atom.

6. The composition of claim 1 , wherein the nonionic surfactant is chosen from esters formed from alcohols and/or alkoxylated alcohols and from linear or branched, saturated or unsaturated C 8 to C 30 acids, alkoxylated fatty acids, and alkoxylated fatty alcohols.

7. The composition of claim 1 , wherein the nonionic surfactant is selected from the group consisting of sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan monooleate, sorbitan sesquioleate, sorbitan trioleate, sorbitan isostearate, and mixtures thereof.

8. The composition of claim 1 , wherein the total amount of the nonionic surfactant ranges from 0.5% to 15% by weight, relative to the total weight of the composition.

9. The composition of claim 1 , wherein the total amount of the nonionic surfactant ranges from 1% to 10% by weight, relative to the total weight of the composition.

10. The composition of claim 1 , wherein the nonionic surfactant comprises at least one of sorbitan monolaurate and sorbitan monostearate.

11. The composition of claim 1 , wherein the compound represented by formula (I) is in the form of a salt.

12. The composition of claim 1 , wherein the nonionic surfactant is an ester, alkoxylated fatty acid or an alkoxylated fatty alcohol.

13. The composition of claim 1 , further comprising at least one additive.

14. The composition of claim 1 , further comprising at least one additive selected from the group consisting of anticorrosion agents, anti-paraffins, mineral deposit inhibitors, anti-asphaltenes, de-emulsifiers, and surfactants.

15. A method of preparing the composition of claim 1 , comprising combining (i) and (ii).

16. A process for limiting or preventing the formation and/or agglomeration of gas hydrates, comprising combining (1) the composition of claim 1 and (2) a production fluid comprising an aqueous phase and one or more gases.

17. The process of claim 16 , wherein the composition is combined with the production fluid in an amount ranging from 0.1% to 10% by weight, relative to the weight of the aqueous phase of the production fluid.

Assignments (2)
CHANGE OF ADDRESS Recorded Jul 4, 2025
From: ARKEMA FRANCE
To: ARKEMA FRANCE
Reel/Frame 071814/0739 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 24, 2018
From: POU, TONG EAK; MOSER, FREDERIC; BARRETO, GILLES; GILLET, JEAN-PHILIPPE
To: ARKEMA FRANCE
Reel/Frame 045897/0078 →
Priority Claims (1)
FR 15 61489 · Nov 27, 2015 · national
Continuity (1)
Related Publication 20180346790A1 · Dec 6, 2018