Anti-agglomerants for controlling gas hydrates
View Patent ↗The present invention generally relates to one or more compositions and methods for inhibiting the formation of gas hydrate agglomerates in a fluid. The fluid may be contained, for example, in an oil or gas pipeline or refinery.
1. A method for inhibiting gas hydrate agglomeration in a fluid comprising a hydrocarbon and water, the method comprising adding to the fluid an effective amount of a compound of formula 2B to inhibit gas hydrate agglomeration in the fluid, the compound having the formula:
wherein
R 1 is hydrogen, optionally substituted alkyl, alkenyl, alkynyl, or aryl;
R 2 is optionally substituted alkyl, alkenyl, or alkynyl;
Z is —NR 3 —C(O)—, —C(O)—NR 3 —, —O—C(O)—, —C(O)—O—, —S—C(O)—, —C(O)—S—, —O—C(O)—NR 3 —, —NR 3 —C(O)—O—, or —NR 3 —C(O)—NR 3 —;
R 3 is hydrogen, optionally substituted alkyl, alkenyl, alkynyl, or aryl;
R 20 , R 21 , R 23 , R 24 , R 25 , R 26 , and R 27 are each independently hydrogen, alkyl, alkoxy, aminoalkyl, carboxyl, carboxyalkyl, alkenyl, alkenoxy; carboxyalkenyl, aryl, aryloxy, or carboxyaryl;
n is an integer from 0 to 25; and
X − is an anion.
2. The method of claim 1 wherein R 20 , R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , and R 27 are hydrogen.
3. The method of claim 2 wherein R 1 is hydrogen, Z is —NR 3 —C(O)— and R 3 is hydrogen.
4. The method of claim 2 wherein Z is —C(O)—NR 3 — and R 3 is hydrogen.
5. The method of claim 4 wherein R 2 is C 10 -C 20 alkyl or alkenyl, and n is 2 or 3.
6. The method of claim 5 wherein n is 2.
7. The method of claim 6 wherein R 2 is coco or oleyl.
8. The method of claim 7 wherein X − is acetate, chloroacetate, methacrylate, or acrylate.
9. The method of claim 1 wherein R 20 , R 21 , R 22 , R 23 , R 24 , R 25 , and R 26 are hydrogen and R 27 is carboxyl.
10. The method of claim 1 wherein the anion is a halide, a carbonate, or a carboxylate anion.
11. A method for inhibiting gas hydrate agglomeration in a fluid comprising a hydrocarbon and water, the method comprising adding to the fluid an effective amount of a compound of formula 2B to inhibit gas hydrate agglomeration in the fluid, the compound having the formula:
wherein R 1 is hydrogen, optionally substituted alkyl, alkenyl, alkynyl, or aryl;
R 2 is hydrogen, optionally substituted alkyl, alkenyl, or alkynyl;
Z is —NR 3 —C(O)—, —O—C(O)—, —S—C(O)—, —C(O)—S—, —O—C(O)—NR 3 —, —NR 3 —C(O)—O—, or —NR 3 —C(O)—NR 3 —;
R 3 is hydrogen, optionally substituted alkyl, alkenyl, alkynyl, or aryl;
R 20 , R 21 , R 22 , R 23 , R 24 , R 25 , R 26 and R 27 are each independently hydrogen, alkyl, alkoxy, aminoalkyl, carboxyl, carboxyalkyl, alkenyl, alkenoxy; carboxyalkenyl, aryl, aryloxy, or carboxyaryl;
n is an integer from 0 to 25;
X is an anion.
12. The method of claim 11 wherein R 20 , R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , and R 27 are hydrogen.
13. The method of claim 12 wherein R 1 is hydrogen, Z is —NR 3 —C(O)— and R 3 is hydrogen.
14. The method of claim 13 wherein R 2 is C 10 -C 20 alkyl or alkenyl, and n is 2 or 3.
15. The method of claim 14 wherein n is 3.
16. The method of claim 15 wherein R 2 is coco or oleyl.
17. The method of claim 16 wherein X − is acetate, chloroacetate, methacrylate, or acrylate.
18. The method of claim 11 wherein R 20 , R 21 , R 22 , R 23 , R 24 , R 25 , and R 26 are hydrogen and R 27 is carboxyl.
19. The method of claim 12 wherein Z is —C(O)—NR 3 — and R 3 is hydrogen.
20. The method of claim 19 wherein R 2 is C 10 -C 20 alkyl or alkenyl, and n is 2 or 3.