Polyethyleneamine salts of sulphonyl oleic acid and dual functional hydrocarbon fuel additive composition thereof

Patent metadata

Field	Value
Publication number	US-12359141-B2
Application number	US-202118274099-A
Country	US
Kind code	B2
Filing date	Sep 15, 2021
Priority date	Mar 20, 2021
Publication date	Jul 15, 2025
Grant date	Jul 15, 2025

Abstract

The present invention discloses polyethyleneamine salts of sulphonyl oleic acid and a 5 hydrocarbon fuel additive composition comprising the same. The said polyethyleneamine salts of sulphonyl oleic acid is made by mixing a sulphonyl oleic acid with at least one polyethyleneamine. Wherein, the sulphonyl oleic acid is selected from at least one of (9Z)-8-sulfo-octadec-9-enoic acid or (9Z)-11-sulfo-octadec-9-enoic acid. The at least one polyethyleneamine is selected from triethylenetetramine (TETA), or diethylenetriamine 0 (DETA), pentamethyldiethylenetriamine, tetraethylenepentamine, 1,4,7-triazacyclononane, 1,1,1-Tris(aminomethyl)ethane, or cyclen. The hydrocarbon fuel additive composition is made of polyethyleneamine salts of sulphonyl oleic acid and a cosolvent system consisting of sulphonyl oleic acid and dioxane. Wherein, the said hydrocarbon fuel additive composition acts as a dual functional additive and synergistically improves the conductivity as well as 5 lubricity of a hydrotreated diesel fuel.

First claim

We claim:

1. A hydrocarbon fuel additive composition comprising:
a synergistic mixture of
(i) sulphonyl oleic acid;
(ii) dioxane; and
(iii) polyethyleneamine salt of sulphonyl oleic acid.

2. The hydrocarbon fuel additive composition as claimed in claim 1 , wherein the composition comprises: (i) 95-99% by weight of sulphonyl oleic acid; (ii) 0.5-2.5% by weight of dioxane; (iii) 0.5-2.5% by weight of polyethyleneamine salt of sulphonyl oleic acid.

3. The hydrocarbon fuel additive composition as claimed in claim 2 , wherein the polyethyleneamine salt of sulphonyl oleic acid comprises:
a sulphonyl oleic acid selected from the group consisting of (9Z)-8-sulfo-octadec-9-enoic acid, (9Z)-11-sulfo-octadec-9-enoic acid, and a combination thereof; and
at least one polyethyleneamine selected from the group consisting of triethylenetetramine (TETA), diethylenetriamine (DETA), pentamethyldiethylenetriamine, tetraethylenepentamine, 1,4,7-triazacyclononane, and cyclen.

4. The hydrocarbon fuel additive composition as claimed in claim 1 , wherein the hydrocarbon fuel additive composition is used for enhancing lubricity and conductivity of hydrocarbon fuel.

5. The hydrocarbon fuel additive composition as claimed in claim 4 , wherein the hydrocarbon fuel additive composition is mixed with the hydrocarbon fuel to obtain a hydrocarbon fuel composition with enhanced lubricity and conductivity.

6. The hydrocarbon fuel additive composition as claimed in claim 5 , wherein the hydrocarbon fuel is an Ultra Low Sulfur Diesel having sulfur content in a range of 0-10 ppm.

7. A process for preparing a hydrocarbon fuel additive composition, the process comprising:
preparing at least one polyethyleneamine salt of sulphonyl oleic acid by mixing a sulphonyl oleic acid with at least one polyethyleneamine, wherein sulphonyl oleic acid is 71-75% by volume and at least one polyethyleneamine is 25-29% by volume; and
mixing (i) 95-99% by weight of a sulphonyl oleic acid; (ii) 0.5-2.5% by weight of dioxane and (iii) 0.5-2.5% by weight of polyethyleneamine salt of a sulphonyl oleic acid to obtain the hydrocarbon fuel additive composition.

8. The process for preparing the hydrocarbon fuel additive composition as claimed in claim 7 , wherein the sulphonyl oleic acid is selected from the group consisting of (9Z)-8-sulfo-octadec-9-enoic acid, (9Z)-11-sulfo-octadec-9-enoic acid, and a combination thereof.

9. The process for preparing the hydrocarbon fuel additive composition as claimed in claim 7 , wherein the polyethyleneamine is selected from the group consisting of triethylenetetramine (TETA), diethylenetriamine (DETA), pentamethyldiethylenetriamine, tetraethylenepentamine, 1,4,7-triazacyclononane, and cyclen.

10. The hydrocarbon fuel additive composition as claimed in claim 5 , wherein the hydrocarbon fuel additive composition has a concentration in a range of 40-125 ppm in the hydrocarbon fuel composition.

Assignees

• Hindustan Petroleum Corp Ltd

Inventors

• Bhowmik Sandip
• Kottari Naresh
• Raju Chintalapati Siva Kesava
• Kandanelli Ramesh
• Balasubramaniam Ravi

Classifications

• C10L2270/026

  for diesel engines, e.g. automobiles, stationary, marine · CPC title

• C10L2230/20

  for improving conductivity · CPC title

• C10L2200/0446

  Diesel · CPC title

• C10L10/08

  for improving lubricity; for reducing wear · CPC title

• C10L1/1855

  Cyclic ethers, e.g. epoxides, lactides, lactones · CPC title