Ester-containing downhole drilling lubricating composition and processes therefor and therewith
View Patent ↗A lubricating composition containing one or more esters obtained as a reaction product from a reaction mixture of a glycerol component, a fatty acid component, and a carboxylic acid component wherein said glycerol component comprises glycerol, glycerol oligomers, or combinations thereof and further wherein said glycerol oligomers comprise linear chains, branched chains, cyclic chains, or combinations thereof and further wherein said glycerol oligomers have at least 2 repeat glycerol units and further no more than about 32 repeat glycerol units; wherein said fatty acid component comprises alkyl groups having at least about 8 carbon atoms and further wherein said alkyl groups have no more than about 32 carbon atoms; wherein said carboxylic component has at least one carbon atom per molecule and no more than about 8 carbon atoms per molecule; and wherein the fatty acid component comprises at least 50 percent by weight of the fatty acid component of oleic acid; wherein the fatty acid component comprises at least 5 percent by weight of the reaction mixture; and no more than about 40% by weight of the reaction mixture; and wherein the carboxylic acid component comprises at least about 0.1% by weight of the reaction mixture and no more than 20% of the reaction mixture. The lubricating composition can additionally contain a water-insoluble fluid. The lubricating composition is suitable for use as a lubricant and rate of penetration enhancing additive in drilling muds for oil well drilling operations.
1. A lubricating composition comprising one or more esters obtained as a reaction product of a reaction mixture comprising:
a. a glycerol component, wherein said glycerol component comprises glycerol, glycerol oligomers, or combinations thereof and further wherein said glycerol oligomers comprise linear chains, branched chains, cyclic chains, or combinations thereof and further wherein said glycerol oligomers have at least 2 repeat glycerol units and further no more than about 32 repeat glycerol units;
b. a fatty acid component comprising alkyl groups having at least about 8 carbon atoms and further wherein said alkyl groups have no more than about 32 carbon atoms; and
c. a carboxylic acid component, wherein said carboxylic acid component has at least one carbon atom per molecule and no more than about 8 carbon atoms per molecule;
wherein the fatty acid component comprises at least 50 percent by weight of the fatty acid component of oleic acid; wherein the fatty acid component comprises at least 5 percent by weight of the reaction mixture; and no more than about 40% by weight of the reaction mixture; and wherein the carboxylic acid component comprises at least about 0.1% by weight of the reaction mixture and no more than 20% of the reaction mixture.
2. The composition of claim 1 , further comprising a water-insoluble fluid, wherein said water-insoluble fluid is present in an amount of at least 0.01 percent by weight of the composition, and further wherein said water-insoluble fluid is present in an amount of no more than about 39 percent by weight of the composition, and further wherein said water-insoluble fluid is selected from the group consisting of synthetic fluids, mineral oils, diesel, aliphatic compounds, vegetable oils, glycols, and combinations thereof.
3. The composition of claim 1 , wherein said reaction mixture is catalyzed, with a catalyzing agent selected from the group consisting of sulfuric acid, hydrochloric acid, nitric acid, p-toluene sulfonic acid, organic sulfonic acids, and combinations thereof, and neutralized, with a neutralizing agent selected from the group consisting of potassium hydroxide, ammonium hydroxide, sodium hydroxide, and combinations thereof.
4. The composition of claim 1 , crosslinked from at least about 0.01 percent, and crosslinked to no more than about 15 percent, with a crosslinking agent selected from the group consisting of diacids, anhydrides thereof, acid halides thereof, and combinations thereof.
5. The composition of claim 1 , wherein said glycerol component comprises at least about 25 percent by weight of said reaction mixture, and further wherein said glycerol component comprises no more than about 90 percent by weight of said reaction mixture.
6. The composition of claim 5 , further comprising a water-insoluble fluid, wherein said water-insoluble fluid is present in an amount of at least about 0.01 percent by weight of said composition and further wherein said water-insoluble fluid is present in an amount of no more than about 39 percent by weight of said composition, and further wherein said water-insoluble fluid is selected from the group consisting of synthetic fluids, mineral oils, diesel, aliphatic compounds, vegetable oils, glycols, and combinations thereof.
7. The composition of claim 5 , wherein said reaction mixture is catalyzed, with a catalyzing agent selected from the group consisting of sulfuric acid, hydrochloric acid, nitric acid, p-toluene sulfonic acid, organic sulfonic acids, and combinations thereof, and neutralized, with a neutralizing agent selected from the group consisting of potassium hydroxide, ammonium hydroxide, sodium hydroxide, and combinations thereof.
8. The composition of claim 5 , crosslinked from at least about 0.01 percent, and crosslinked to no more than about 15 percent, with a crosslinking agent selected from the group consisting of diacids, anhydrides thereof, acid halides thereof and combinations thereof.
9. The composition of claim 1 , wherein a ratio of ester to free acid in said reaction product is about 100:1 (ester:acid) to about 1:100 (ester:acid).
10. The composition of claim 1 , wherein said reaction product has a pH of at least about 1 and further wherein said reaction product has a pH of no more than about 10.
11. The composition of claim 10 , wherein said reaction mixture is catalyzed, with a catalyzing agent selected from the group consisting of sulfuric acid, hydrochloric acid, nitric acid, p-toluene sulfonic acid, organic sulfonic acids, and combinations thereof, and neutralized, with a neutralizing agent selected from the group consisting of potassium hydroxide, ammonium hydroxide, sodium hydroxide, and combinations thereof.
12. The composition of claim 10 , crosslinked from a least about 0.01 percent, and crosslinked to no more than about 15 percent, with a crosslinking agent selected from the group consisting of diacids, anhydrides thereof, acid halides thereof, and combinations thereof.
13. The composition of claim 5 , wherein a ratio of ester to free acid in said reaction product is about 100:1 (ester:acid) to about 1:100 (ester:acid).
14. The composition of claim 5 , wherein said reaction product has a pH of at least about 1 and further wherein said reaction product has a pH of no more than about 10.
15. The composition of claim 14 , wherein said reaction mixture is catalyzed, with a catalyzing agent selected from the group consisting of sulfuric acid, hydrochloric acid, nitric acid, p-toluene sulfonic acid, organic sulfonic acids, and combinations thereof, and neutralized, with a neutralizing agent selected from the group consisting of potassium hydroxide, ammonium hydroxide, sodium hydroxide, and combinations thereof.
16. The composition of claim 14 , crosslinked from at least about 0.01 percent, and crosslinked to no more than about 15 percent, with a crosslinking agent selected from the group consisting of diacids, anhydrides thereof, acid halides thereof, and combinations thereof.
17. The composition of claim 1 wherein the carboxylic acid component is selected from the group consisting of formic acid, acetic acid, propionic acid, and mixtures thereof.
18. The composition of claim 2 wherein the carboxylic acid component is selected from the group consisting of formic acid, acetic acid, propionic acid, and mixtures thereof.
19. The composition of claim 3 wherein the carboxylic acid component is selected from the group consisting of formic acid, acetic acid, propionic acid, and mixtures thereof.
20. The composition of claim 1 wherein the carboxylic acid component is acetic acid.
21. The composition of claim 2 wherein the carboxylic acid component is acetic acid.
22. The composition of claim 3 wherein the carboxylic acid is acetic acid.
23. A method of lubricating a downhole well comprising:
(a) contacting a lubricating composition comprising one or more esters obtained as a reaction product of a reaction mixture comprising:
1. a glycerol component, wherein said glycerol component comprises glycerol, glycerol oligomers, or combinations thereof and further wherein said glycerol oligomers comprise linear chains, branched chains, cyclic chains, or combinations thereof and further wherein said glycerol oligomers have at least 2 repeat glycerol units and further wherein said glycerol oligomers have no more than about 32 repeat glycerol units;
2. a fatty acid component comprising alkyl groups having at least about 8 carbon atoms and further wherein said alkyl groups have no more than about 32 carbon atoms; and
3. a carboxylic acid component, wherein said carboxylic acid component has at least one carbon atom per molecule and no more than about 8 carbon atoms per molecule;
wherein the fatty acid component comprises at least 50 percent by weight of the fatty acid component of oleic acid; wherein the fatty acid component comprises at least 5 percent by weight of the reaction mixture; and no more than about 40% by weight of the reaction mixture; and wherein the carboxylic acid component comprises at least about 0.1% by weight of the reaction mixture and no more than 20% of the reaction mixture with a downhole fluid selected from the group consisting of drilling fluids, completion fluids, drill-in fluids, and combinations thereto to provide a drilling mud; and
(b) circulating said drilling mud through the well.
24. The method of claim 23 , wherein said lubricating composition further comprises a water-insoluble fluid, wherein said water-insoluble fluid is present in an amount of at least about 0.01 percent by weight of the composition, and further wherein said water-insoluble fluid is present in an amount of no more than about 39 percent by weight of the composition and further wherein said water-insoluble fluid is selected from the group consisting of synthetic fluids, mineral oils, diesel, aliphatic compounds, vegetable oils, glycols, and combinations thereof.
25. The method of claim 23 , wherein said reaction mixture is catalyzed, with a catalyzing agent selected from the group consisting of sulfuric acid, hydrochloric acid, nitric acid, p-toluene sulfonic acid, organic sulfonic acids, and combinations thereof, and neutralized, with a neutralizing agent selected from the group consisting of potassium hydroxide, ammonium hydroxide, sodium hydroxide, and combinations hereof.
26. The method of claim 23 , wherein said composition is crosslinked from at least about 0.01 percent, and crosslinked to no more than about 15 percent, with a crosslinking agent selected from the group consisting of diacids, anhydrides thereof, acid halides thereof, and combinations thereof.
27. The method of claim 23 , wherein said drilling mud comprises at least about 0.1 percent said lubricating composition by volume of said drilling mud and further wherein said drilling mud comprises no more than about 25 percent said lubricating composition by volume of said drilling mud.
28. The method of claim 23 , wherein said drilling mud comprises at least about 1 percent said lubricating composition by volume of said drilling mud and further wherein said drilling mud comprises no more than about 10 percent said lubricating composition by volume of said drilling mud.
29. The method of claim 23 , wherein said drilling mud comprises at least about 3 percent said lubricating composition by volume of said drilling mud and further wherein said drilling mud comprises no more than about 8 percent said lubricating composition by volume of said drilling mud.
30. The method of claim 23 , wherein said glycerol component comprises at least about 25 percent by weight of said reaction mixture, and further wherein said glycerol component comprises no more than about 90 percent by weight of said reaction mixture.
31. The method of claim 23 , wherein the ratio of ester to free acid in said reaction product is about 100:1 (ester:acid) to about 1:100 (ester:acid).
32. The method of claim 23 wherein the carboxylic acid component is selected from the group consisting of formic acid, acetic acid, propionic acid, and mixtures thereof.
33. The method of claim 24 the carboxylic acid component is selected from the group consisting of formic acid, acetic acid, propionic acid, and mixtures thereof.
34. The method of claim 25 wherein the carboxylic acid component is selected from the group consisting of formic acid, acetic acid, propionic acid, and mixtures thereof.
35. The method of claim 23 wherein the carboxylic acid component is acetic acid.
36. The method of claim 24 wherein the carboxylic acid component is acetic acid.
37. The method of claim 25 wherein the carboxylic acid component is acetic acid.
38. A lubricating composition comprising one or more esters obtained as a reaction product of a reaction mixture comprising:
(a) a glycerol component, wherein said glycerol component comprises glycerol, glycerol oligomers, or combinations thereof and further wherein said glycerol oligomers comprise linear chains, branched chains, cyclic chains, or combinations thereof and further wherein said glycerol oligomers have at least 2 repeat glycerol units and further wherein said glycerol oligomers have no more than about 32 repeat glycerol units; and
(b) a fatty acid component comprising alkyl groups having at least about 8 carbon atoms and further wherein said alkyl groups have no more than about 32 carbon atoms; and
(c) a crosslinking agent selected from the group consisting of diacids, anhydrides thereof, acid halides thereof, and combinations thereof; wherein said lubricating composition is crosslinked from at least about 0.01 percent and crosslinked to no more than about 15 percent.
39. The composition of claim 38 , further comprising a water-insoluble fluid, wherein said water-insoluble fluid is present in an amount of at least 0.01 percent by weight of the composition, and further wherein said water-insoluble fluid is present in an amount of no more than about 39 percent by weight of the composition, and further wherein said water-insoluble fluid is selected from the group consisting of synthetic fluids, mineral oils, diesel, aliphatic compounds, vegetable oils, glycols, and combinations thereof.
40. The method of claim 38 , wherein said reaction mixture is catalyzed, with a catalyzing agent selected from the group consisting of sulfuric acid, hydrochloric acid, nitric acid, p-toluene sulfonic acid, organic sulfonic acids, and combinations thereof, and neutralized, with a neutralizing agent selected from the group consisting of potassium hydroxide, ammonium hydroxide, sodium hydroxide, and combinations thereof.
41. A method of lubricating a downhole well comprising:
(a) contacting a lubricating composition comprising one or more esters obtained as a reaction product of a reaction mixture comprising:
(1) a glycerol component, wherein said glycerol component comprises glycerol, glycerol oligomers, or combinations thereof and further wherein said glycerol oligomers comprise linear chains, branched chains, cyclic chains, or combinations thereof and further wherein said glycerol oligomers have at least 2 repeat glycerol units and further wherein said glycerol oligomers have no more than about 32 repeat glycerol units;
(2) a fatty acid component comprising alkyl groups having at least about 8 carbon atoms and further wherein said alkyl groups have no more than about 32 carbon atoms; and
(3) a crosslinking agent selected from the group consisting of diacids, anhydrides thereof, acid halides thereof; and combinations thereof; wherein said lubricating composition is crosslinked from at least about 0.01 percent and crosslinked to no more than about 15 percent;
with a downhole fluid selected from the group consisting of drilling fluids, completion fluids, drill-in fluids, and combinations thereof to provide a drilling mud; and
(b) circulating said drilling mud through the well.
42. The method of claim 41 , wherein said lubricating composition further comprises a water-insoluble fluid, wherein said water-insoluble fluid is present in an amount of at least about 0.01 percent by weight of the composition, and further wherein said water-insoluble fluid is present in an amount of no more than about 39 percent by weight of the composition and further wherein said water-insoluble fluid is selected from the group consisting of synthetic fluids, mineral oils, diesel, aliphatic compounds, vegetable oils, glycols, and combinations thereof.
43. The method of claim 41 , wherein said reaction mixture is catalyzed, with a catalyzing agent selected from the group consisting of sulfuric acid, hydrochloric acid, nitric acid, p-toluene sulfonic acid, organic sulfonic acids, and combinations thereof and neutralized, with a neutralizing agent selected from the group consisting of potassium hydroxide, ammonium hydroxide, sodium hydroxide, and combinations thereof.
44. The method of claim 41 , wherein said drilling mud comprises at least about 0.1 percent said lubricating composition by volume of said drilling mud and further wherein said drilling mud comprises no more than about 25 percent said lubricating composition by volume of said drilling mud.