Fluid additive and method of making and using the same

Patent metadata

Field	Value
Publication number	US-10087382-B2
Application number	US-201314076800-A
Country	US
Kind code	B2
Filing date	Nov 11, 2013
Priority date	Nov 11, 2013
Publication date	Oct 2, 2018
Grant date	Oct 2, 2018

Abstract

A number of variations may include a product including a fluid additive including at least one asphaltene dispersant/inhibitor including a branched dendritic core and at least one carboxylic acid moiety.

First claim

What is claimed is:

1. A product comprising:
an organic solvent; and
a fluid additive comprising at least one asphaltene dispersant/inhibitor comprising:
a reaction product of a branched dendritic core lacking a nitrogen functional group and at least one carboxylic acid moiety; and
at least one aromatic spacer between the branched dendritic core and the at least one carboxylic acid moiety, wherein the aromatic spacer is derived from a monohydroxy aromatic carboxylic acid or a monoamino aromatic carboxylic acid,

wherein the fluid additive is solublized in the organic solvent.

2. The product of claim 1 wherein the carboxylic acid moiety comprises from 6 to 40 carbon atoms.

3. The product of claim 1 wherein the carboxylic acid moiety comprises a fatty acid.

4. The product of claim 1 wherein the branched dendritic core comprises a first quaternary carbon center bonded to four second carbon atoms, wherein at least three of the four second carbon atoms are individually bonded to one or more chain extender ligands having two or four reactive sites.

5. The product of claim 4 wherein the branched dendritic core comprises greater than or equal to about 16 terminal hydroxyl groups.

6. The product of claim 5 wherein the at least one aromatic spacer is esterified with at least one of the terminal hydroxyl groups of the branched dendritic core.

7. The product of claim 1 wherein the aromatic spacer comprises salicylic acid.

8. The product of claim 6 wherein the carboxylic acid moieties are individually esterified with at least one of the terminal hydroxyl groups of the branched dendritic core or the aromatic spacer.

9. A method comprising adding the product of claim 1 to a first fluid containing asphaltenes to produce a second fluid, wherein the second fluid has a reduced percentage of asphaltene precipitation, flocculation, or deposition.

10. The method of claim 9 wherein the first fluid is a hydrocarbon fluid.

11. A process comprising:
providing a branched dendritic core comprising greater than or equal to about 16 terminal hydroxyl groups reacted with at least one aromatic spacer, wherein the aromatic spacer is derived from a monohydroxy aromatic carboxylic acid or a monoamino aromatic carboxylic acid;
providing at least one carboxylic acid moiety comprising from 6 to 40 carbon atoms; and,
reacting the branched dendritic core with the carboxylic acid moiety to provide an asphaltene dispersant/inhibitor.

12. The process of claim 11 wherein the reacting the branched dendritic core with the carboxylic acid moiety to provide an asphaltene dispersant/inhibitor further comprises reacting the branched dendritic core with the carboxylic acid moiety wherein the carboxylic acid moiety is esterified with at least one of the terminal hydroxyl groups of the branched dendritic core.

13. The process of claim 11 wherein the step of reacting the branched dendritic core with the carboxylic acid moiety to provide an asphaltene dispersant/inhibitor further comprises reacting the branched dendritic core with the aromatic spacer wherein the aromatic spacer is esterified with at least one of the terminal hydroxyl groups of the branched dendritic core to produce a hybrid branched dendritic core; and thereafter reacting the hybrid branched dendritic core with the carboxylic acid moiety wherein the carboxylic acid moiety is esterified with the at least one terminal hydroxyl group of the spacer portion or the branched dendritic core portion of the hybrid branched dendritic core.

14. The process of claim 11 wherein the aromatic spacer comprises salicylic acid.

15. The process of claim 11 wherein the step of reacting the branched dendritic core with the carboxylic acid moiety to provide an asphaltene dispersant/inhibitor is conducted in the presence of an acid catalyst.

16. The process of claim 11 wherein the step of reacting the branched dendritic core with the carboxylic acid moiety to provide an asphaltene dispersant/inhibitor further comprises applying a vacuum to remove water.

17. A process comprising:
providing at least one carboxylic acid moiety comprising from 6 to 40 carbon atoms;
providing at least one aromatic spacer comprising at least one terminal hydroxyl group;
reacting the spacer with the carboxylic acid moiety wherein the carboxylic acid moiety is esterified with the at least one terminal hydroxyl group of the spacer to form a hybrid carboxylic acid moiety;
thereafter providing a branched dendritic core comprising greater than or equal to about 16 terminal hydroxyl groups; and
reacting the branched dendritic core with at least one of the hybrid carboxylic acid moiety to provide an asphaltene dispersant/inhibitor.

Assignees

• Schlumberger Norge As
• Mi Llc

Inventors

• Nordvik Tore
• Grinrod Anders
• Cole Rachael Anne
• Lone Astrid
• Khandekar Chandrashekhar Yeshwant

Classifications

• C07C69/675

  of saturated hydroxy-carboxylic acids · CPC title

• C10L1/1915 Primary

  complex esters (at least 3 ester bonds) · CPC title

• C09K8/524

  organic depositions, e.g. paraffins or asphaltenes · CPC title

• C10L2230/08

  Inhibitors · CPC title

• C08G83/003

  Dendrimers · CPC title