Acryloyl-based copolymers, terpolymers, and use as hydrate inhibitors

Patent metadata

Field	Value
Publication number	US-11059926-B2
Application number	US-201916710842-A
Country	US
Kind code	B2
Filing date	Dec 11, 2019
Priority date	May 6, 2016
Publication date	Jul 13, 2021
Grant date	Jul 13, 2021

Abstract

Copolymers having General Formula (I):

in which R 1 and R 3 are chosen from divalent C 4 -C 7 aliphatic groups and divalent C 4 -C 7 heteroaliphatic groups, optionally substituted with one or more C 1 -C 6 aliphatic groups, heteroatoms independently chosen from O, N, and S, or combinations thereof, where the divalent C 4 -C 7 heteroaliphatic groups of R 1 and R 3 include one or two heteroatoms independently chosen from O, N, and S, and the maximum number of heteroatoms in R 1 or R 3 is two, R 2 is chosen from Q 1 and Q 2 , x is a molar fraction range chosen from 0.1 to 0.9, y is a molar fraction range chosen from 0.1 to 0.9, and z is a molar fraction range chosen from 0 to 0.8, where the summation of x, y, and z equals 1. Methods for inhibiting formation of clathrate hydrates include contacting a fluid with at least one copolymer of General Formula (I).

First claim

What is claimed is:

1. A terpolymer having General Formula (I):

in which:
R 1 and R 3 are each independently chosen from divalent C 4 -C 7 aliphatic groups and divalent C 4 -C 7 heteroaliphatic groups, optionally substituted with one or more C 1 -C 6 aliphatic groups, heteroatoms independently chosen from O, N, and S, or combination thereof, where:
the divalent C 4 -C 7 heteroaliphatic groups of R 1 and R 3 comprise one or two heteroatoms independently chosen from O, N, and S, and
the maximum number of heteroatoms in R 1 or R 3 is two;

R 2 is Q 1 :

in which:
R 4 is chosen from divalent C 4 -C 7 aliphatic groups and divalent C 4 -C 7 heteroaliphatic groups, optionally substituted with one or more C 1 -C 6 aliphatic groups;

x is a molar fraction range from 0.1 to less than 0.9;
y is a molar fraction range from 0.1 to less than 0.9; and
z is a molar fraction range from greater than 0 to 0.8, where the summation of x, y, and z equals 1.

2. The terpolymer of claim 1 , where R 1 is chosen from divalent C 4 -C 6 linear heteroaliphatic groups.

3. The terpolymer of claim 1 , where R 4 is chosen from divalent C 4 -C 6 linear aliphatic groups.

4. The terpolymer of claim 1 , where:
R 4 is chosen from divalent C 4 -C 6 linear aliphatic groups, and R 4 is substituted with one or more C 1 -C 3 aliphatic groups.

5. The terpolymer of claim 1 , where R 3 is chosen from divalent C 4 -C 6 linear aliphatic groups and divalent C 4 -C 6 linear heteroaliphatic groups.

6. The terpolymer of claim 1 , where:
R 1 is chosen from divalent C 4 -C 6 linear aliphatic groups and divalent C 4 -C 6 linear heteroaliphatic groups,
R 3 is chosen from divalent C 4 -C 6 linear aliphatic groups and divalent C 4 -C 6 linear heteroaliphatic groups,
R 4 is chosen from divalent C 4 -C 6 linear aliphatic groups and divalent C 4 -C 6 linear heteroaliphatic groups,
x is a molar fraction range of from 0.25 to 0.5,
y is a molar fraction range of from 0.25 to 0.5,
z is a molar fraction range of from 0.25 to 0.5.

7. The terpolymer of claim 1 , where:
x is a molar fraction range of from 0.25 to 0.5,
y is a molar fraction range of from 0.25 to 0.5, and
z is a molar fraction range of from 0.25 to 0.5.

8. The terpolymer of claim 1 , where the viscosity average molecular weight of the terpolymer is in the range of from 500 g/mol to 1,000,000 g/mol.

9. The terpolymer of claim 1 , where R 1 is —(CH 2 ) 2 —O—(CH 2 ) 2 —, R 4 is —(CH 2 ) 5 —, and R 3 is —(CH 2 ) 4 —.

10. The terpolymer of claim 9 , wherein x is 0.33, y is 0.33, and z is 0.33.

Assignees

• Saudi Arabian Oil Co
• Univ King Fahd Pet & Minerals

Inventors

• Elanany Mohamed
• Al-Malki Abdullah
• Al-Eid Manal
• Al-Daous Mohammed
• Ali Shaikh Asrof
• Majnouni Khalid

Classifications

• C08F220/54

  Amides {, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide} · CPC title

• C08F220/58

  containing oxygen in addition to the carbonamido oxygen {, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine} · CPC title

• C08F220/585

  and containing other heteroatoms, e.g. 2-acrylamido-2-methylpropane sulfonic acid [AMPS] · CPC title

• C08F220/60

  containing nitrogen in addition to the carbonamido nitrogen · CPC title

• C09K8/52

  Compositions for preventing, limiting or eliminating depositions, e.g. for cleaning · CPC title