Use of polytetrahydrofuranes in lubricating oil compositions

Patent metadata

Field	Value
Publication number	US-9938484-B2
Application number	US-201414890746-A
Country	US
Kind code	B2
Filing date	May 7, 2014
Priority date	May 17, 2013
Publication date	Apr 10, 2018
Grant date	Apr 10, 2018

Abstract

Lubricating oil compositions comprise one or more polytetrahydrofuranes that are prepared by alkoxylating polytetrahydrofurane with at least one C8-C30 epoxy alkane.

First claim

The invention claimed is:

1. A lubricating oil composition comprising an alkoxylated polytetrahydrofurane of general formula (II):

wherein
m is an integer in the range of ≥1 to ≤50,
m′ is an integer in the range of ≥1 to ≤50,
(m+m′) is an integer in the range of ≥1 to ≤90,
n is an integer in the range of ≥0 to ≤75,
n′ is an integer in the range of ≥0 to ≤75,
p is an integer in the range of ≥0 to ≤75,
p′ is an integer in the range of ≥0 to ≤75,
k is an integer in the range of ≥2 to ≤30,
R 1 denotes an unsubstituted, linear or branched, alkyl radical having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27 or 28 carbon atoms,
R 2 denotes —CH 2 —CH 3 , and
R 3 identical or different, denotes a hydrogen atom or —CH 3 ,
whereby the concatenations denoted by k are distributed to form a block polymeric structure and the concatenations denoted by p, p′, n, n′, m and m′ are distributed to form a block polymeric structure or a random polymeric structure.

2. The lubricating oil composition according to claim 1 , wherein k is an integer in the range of ≥3 to ≤25.

3. The lubricating oil composition according to claim 1 , wherein the alkoxylated polytetrahydrofurane has a weight average molecular weight Mw in the range of 500 to 20000 g/mol determined according to DIN 55672-1 (polystyrene calibration standard).

4. The lubricating oil composition according to claim 1 , wherein (m+m′) is in the range of ≥3 to ≤65.

5. The lubricating oil composition according to claim 1 , wherein the ratio of (m+m′) to k is in the range of 0.3:1 to 6:1.

6. The lubricating oil composition according to claim 1 , wherein m is an integer in the range of ≥1 to ≤25 and m′ is an integer in the range of ≥1 to ≤25.

7. The lubricating oil composition according to claim 1 , wherein R 1 denotes an unsubstituted, linear alkyl radical having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, or 18 carbon atoms.

8. The lubricating oil composition according to claim 1 , wherein R 3 is —CH 3 .

9. The lubricating oil composition according to claim 1 , wherein
m is an integer in the range of ≥1 to ≤30,
m′ is an integer in the range of ≥1 to ≤30,
(m+m′) is an integer in the range of ≥3 to ≤50,
n is an integer in the range of ≥3 to ≤45,
n′ is an integer in the range of ≥3 to ≤45,
(n+n′) is an integer in the range of ≥6 to ≤90,
p is an integer in the range of ≥0 to ≤75,
p′ is an integer in the range of ≥0 to ≤75,
k is an integer in the range of ≥3 to ≤25,
R 1 is an unsubstituted, linear alkyl radical having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, or 18 carbon atoms,
R 2 is —CH 2 —CH 3 , and
R 3 is —CH 3 .

10. The lubricating oil composition according to claim 9 , wherein the ratio of (m+m′) to k is in the range of 0.3:1 to 6:1 and the ratio of (n+n′) to k is in the range of 1.5:1 to 10:1.

11. The lubricating oil composition according to claim 1 , wherein
m is an integer in the range of ≥1 to ≤30,
m′ is an integer in the range of ≥1 to ≤30,
(m+m′) is an integer in the range of ≥3 to ≤50,
n is an integer in the range of ≥0 to ≤45,
n′ is an integer in the range of ≥0 to ≤45,
p is an integer in the range of ≥3 to ≤45,
p′ is an integer in the range of ≥3 to ≤45,
(p+p′) is an integer in the range of ≥6 to ≤90,
k is an integer in the range of ≥3 to ≤25,
R 1 is an unsubstituted, linear alkyl radical having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, or 18 carbon atoms,
R 2 is —CH.sub.2-CH.sub..3, and
R 3 is —CH.sub.3.

12. The lubricating oil composition according to claim 11 , wherein the ratio of (m+m′) to k is in the range of 0.3:1 to 6:1 and the ratio of (p+p′) to k is in the range of 1.5:1 to 10:1.

13. The lubricating oil composition according to claim 1 having a friction coefficient in the range of 0.003 to 0.030 at 25% slide roll ratio (SRR) determined using mini-traction machine (MTM) measurements at 70° C. and 1 GPa.

14. The lubricating oil composition according to claim 1 , which is effective for enhancing friction modification properties of one or more of the following: light, medium and heavy duty engine oils, industrial engine oils, marine engine oils, automotive engine oils, crankshaft oils, compressor oils, refrigerator oils, hydrocarbon compressor oils, very low-temperature lubricating oils and fats, high temperature lubricating oils and fats, wire rope lubricants, textile machine oils, refrigerator oils, aviation and aerospace lubricants, aviation turbine oils, transmission oils, gas turbine oils, spindle oils, spin oils, traction fluids, transmission oils, plastic transmission oils, passenger car transmission oils, truck transmission oils, industrial transmission oils, industrial gear oils, insulating oils, instrument oils, brake fluids, transmission liquids, shock absorber oils, heat distribution medium oils, transformer oils, fats, chain oils, minimum quantity lubricants for metalworking operations, oil to the warm and cold working, oil for water-based metalworking liquids, oil for neat oil metalworking fluids, oil for semi-synthetic metalworking fluids, oil for synthetic metalworking fluids, drilling detergents for the soil exploration, hydraulic oils, in biodegradable lubricants or lubricating greases or waxes, chain saw oils, release agents, moulding fluids, gun, pistol and rifle lubricants or watch lubricants, and food grade approved lubricants.

15. A method of reducing friction in an engine comprising obtaining a lubricating oil composition comprising at least one alkoxylated polytetrahydrofurane according to claim 1 , and contacting the lubricating oil composition with surfaces of the engine.

16. A method of enhancing friction modification properties of a lubricating oil composition in the lubrication of a mechanical device comprising formulating said lubricating oil composition with at least one alkoxylated polytetrahydrofurane according to claim 1 .

17. The lubricating oil composition according to claim 1 , which is effective for reducing friction between moving surfaces of an engine.

18. The lubricating oil composition according to claim 1 , wherein k is an integer in the range of ≥5 to ≤20.

19. The lubricating oil composition according to claim 18 , wherein the alkoxylated polytetrahydrofurane has a weight average molecular weight Mw in the range of 4000 to 7000 g/mol determined according to DIN 55672-1 (polystyrene calibration standard).

20. A lubricating oil composition comprising:
at least one base stock selected from the group consisting of: mineral oils (Group I, II or III oils), polyalphaolefins (Group IV oils), polymerized and interpolymerized olefins, alkyl naphthalenes, alkylene oxide polymers, silicone oils, phosphate esters and carboxylic acid esters (Group V oils);
one or more additives; and
an alkoxylated polytetrahydrofurane of general formula (II):

wherein
m is an integer in the range of ≥1 to ≤50,
m′ is an integer in the range of ≥1 to ≤50,
(m+m′) is an integer in the range of ≥1 to ≤90,
n is an integer in the range of ≥0 to ≤75,
n′ is an integer in the range of ≥0 to ≤75,
p is an integer in the range of ≥0 to ≤75,
p′ is an integer in the range of ≥0 to ≤75,
k is an int

Assignees

• Basf Se

Inventors

• Kashani-Shirazi Nawid
• Ecormier Muriel
• Hansch Markus
• Fischer Claudia
• WEIβ THOMAS
• Scherer Markus

Classifications

• C10N2030/70

  Soluble oils · CPC title

• C10N2020/02

  Viscosity; Viscosity index · CPC title

• C10N2030/06

  Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure · CPC title

• C10M2209/103

  Polyethers, i.e. containing di- or higher polyoxyalkylene groups · CPC title

• C10M2209/1065

  used as base material · CPC title