Process for preparing a branched ester and use thereof
US-2015166912-A1 · Jun 18, 2015 · US
US10316265B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10316265-B2 |
| Application number | US-201615384396-A |
| Country | US |
| Kind code | B2 |
| Filing date | Dec 20, 2016 |
| Priority date | Dec 28, 2015 |
| Publication date | Jun 11, 2019 |
| Grant date | Jun 11, 2019 |
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A composition including one or more diester compounds represented by the formula as defined herein. The composition has a viscosity (Kv 100 ) from about 1 cSt to about 10 cSt at 100° C. as determined by ASTM D445, a viscosity index (VI) from about −100 to about 300 as determined by ASTM D2270, and a Noack volatility of no greater than 50 percent as determined by ASTM D5800. A process for producing the composition, a lubricating oil base stock and lubricating oil containing the composition, and a method for improving one or more of thermal and oxidative stability, solubility and dispersancy of polar additives, deposit control and traction control in a lubricating oil by using as the lubricating oil a formulated oil containing the composition.
Opening claim text (preview).
The invention claimed is: 1. A composition comprising one or more compounds selected from the group consisting of dihexyl 2-octyladipate, diheptyl 2-octyladipate, and dipentyl 2-dodecyladipate; wherein said composition has a viscosity (Kv 100 ) from about 1 cSt to about 10 cSt at 100° C. as determined by ASTM D445, a viscosity index (VI) from about −100 to about 300 as determined by ASTM D2270, and a Noack volatility of no greater than 50 percent as determined by ASTM D5800. 2. The composition of claim 1 wherein the Noack volatility as determined by ASTM D5800 is not greater than Noack=[−18(Kv 100 )+70]. 3. The composition of claim 1 which has a high temperature high shear (HTHS) viscosity of less than about 1.7 cP as determined by ASTM D4683, and a Noack volatility from about 10 to about 30 percent as determined by ASTM D5800. 4. The composition of claim 1 which has a high temperature high shear (HTHS) viscosity of less than about 1.6 cP as determined by ASTM D4683, and a Noack volatility from about 12 to about 28 percent as determined by ASTM D5800. 5. The composition of claim 1 which has a viscosity (Kv 100 ) from about 2 cSt to about 8 cSt at 100° C. as determined by ASTM D445, a viscosity index (VI) from about 25 to about 150 as determined by ASTM D2270, and a Noack volatility of no greater than 25 percent as determined by ASTM D5800. 6. A composition comprising one or more compounds selected from the group consisting of dihexyl 2-octyladipate, diheptyl 2-octyladipate, and dipentyl 2-dodecyladipate; wherein said composition has a viscosity (Kv 100 ) from about 1 cSt to about 10 cSt at 100° C. as determined by ASTM D445, a viscosity index (VI) from about −100 to about 300 as determined by ASTM D2270, and a Noack volatility of no greater than 50 percent as determined by ASTM D5800; wherein said one or more compounds are produced by a process comprising reacting a substituted or unsubstituted alcohol having a hydrogen attached to a beta carbon thereof with a substituted or unsubstituted carboxylic diacid or anhydride, optionally in the presence of a catalyst and a solvent, under reaction conditions sufficient to produce said one or more compounds. 7. A lubricating oil base stock comprising one or more compounds selected from the group consisting of dihexyl 2-octyladipate, diheptyl 2-octyladipate, and dipentyl 2-dodecyladipate; wherein said composition has a viscosity (Kv 100 ) from about 1 cSt to about 10 cSt at 100° C. as determined by ASTM D445, a viscosity index (VI) from about −100 to about 300 as determined by ASTM D2270, and a Noack volatility of no greater than 50 percent as determined by ASTM D5800. 8. The lubricating oil base stock of claim 7 which has a high temperature high shear (HTHS) viscosity of less than about 1.7 cP as determined by ASTM D4683, and a Noack volatility from about 10 to about 30 percent as determined by ASTM D5800. 9. The lubricating oil base stock of claim 7 which has a high temperature high shear (HTHS) viscosity of less than about 1.6 cP as determined by ASTM D4683, and a Noack volatility from about 12 to about 28 percent as determined by ASTM D5800. 10. The lubricating oil base stock of claim 7 which has a viscosity (Kv 100 ) from about 2 cSt to about 8 cSt at 100° C. as determined by ASTM D445, a viscosity index (VI) from about 25 to about 150 as determined by ASTM D2270, and a Noack volatility of no greater than 25 percent as determined by ASTM D5800. 11. The lubricating oil base stock of claim 7 further comprising one or more of a viscosity improver, antioxidant, detergent, dispersant, pour point depressant, corrosion inhibitor, metal deactivator, seal compatibility additive, anti-foam agent, inhibitor, and anti-rust additive. 12. A lubricating oil comprising a lubricating oil base stock component, and a diester cobase stock component; wherein said diester cobase stock comprises one or more compounds selected from the group consisting of dihexyl 2-octyladipate, diheptyl 2-octyladipate, and dipentyl 2-dodecyladipate; wherein said composition has a viscosity (Kv 100 ) from about 1 cSt to about 10 cSt at 100° C. as determined by ASTM D445, a viscosity index (VI) from about −100 to about 300 as determined by ASTM D2270, and a Noack volatility of no greater than 50 percent as determined by ASTM D5800. 13. The lubricating oil of claim 12 wherein the lubricating oil base stock comprises a Group I, II, III, IV or V base oil stock. 14. The lubricating oil of claim 12 wherein the lubricating oil base stock comprises a polyalphaolefin (PAO) or gas-to-liquid (GTL) oil base stock. 15. The lubricating oil of claim 12 wherein the lubricating oil base stock is present in an amount from about 1 weight percent to about 99 weight percent, and the diester cobase stock is present in an amount from about 1 weight percent to about 99 weight percent, based on the total weight of the lubricating oil. 16. The lubricating oil of claim 12 which has a high temperature high shear (HTHS) viscosity of less than about 1.7 cP as determined by ASTM D4683, and a Noack volatility from about 10 to about 30 percent as determined by ASTM D5800. 17. The lubricating oil of claim 12 which has a high temperature high shear (HTHS) viscosity of less than about 1.6 cP as determined by ASTM D4683, and a Noack volatility from about 12 to about 28 percent as determined by ASTM D5800. 18. The lubricating oil of claim 12 which has a viscosity (Kv 100 ) from about 2 cSt to about 8 cSt at 100° C. as determined by ASTM D445, a viscosity index (VI) from about 25 to about 150 as determined by ASTM D2270, and a Noack volatility of no greater than 25 percent as determined by ASTM D5800. 19. The lubricating oil of claim 12 further comprising one or more of a viscosity improver, antioxidant, detergent, dispersant, pour point depressant, corrosion inhibitor, metal deactivator, seal compatibility additive, anti-foam agent, inhibitor, and anti-rust additive. 20. A method for improving one or more of oxidative stability, solubility and dispersancy of polar additives of a lubricating oil comprising: providing a lubricating oil comprising a lubricating oil base stock as a major component, and a diester cobase stock as a minor component; wherein said diester cobase stock comprises one or more compounds selected from the group consisting of dihexyl 2-octyladipate, diheptyl 2-octyladipate, and dipentyl 2-dodecyladipate; wherein said composition has a viscosity (Kv 100 ) from about 1 cSt to about 10 cSt at 100° C. as determined by ASTM D445, a viscosity index (VI) from about −100 to about 300 as determined by ASTM D2270, and a Noack volatility of no greater than 50 percent as determined by ASTM D5800, and using the lubricating oil to lubricate a mechanical component selected from the group consisting of pistons, piston rings, cylinder liners, cylinders, cams, tappets, lifters, bearings, gears, and valves to improve one or more of oxidative stability, solubility and dispersancy of polar additives in the lubricating oil. 21. The method of claim 20 wherein the lubricating oil base stock comprises a Group I, II, III, IV or V base oil stock. 22. The method of claim 20 wherein the lubricating oil base stock comprises a polyalphaolefin (PAO) or gas-to-liquid (GTL) oil base stock. 23. The method of claim 20 wherein the lubricating oil base stock is present in an amount from about 1 weight percent to about 99 weight percent, and the diester cobase stock is present in an amount from
used as base material · CPC title
Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives · CPC title
at least one of them being a non-macromolecular organic compound · CPC title
Esters of acyclic saturated polycarboxylic acids having an esterified carboxyl group bound to an acyclic carbon atom · CPC title
used as base material · CPC title
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