Complex alcohol ester composition, method for production same, and use of same

Patent metadata

Field	Value
Publication number	US-9255058-B2
Application number	US-201013498437-A
Country	US
Kind code	B2
Filing date	Sep 27, 2010
Priority date	Sep 28, 2009
Publication date	Feb 9, 2016
Grant date	Feb 9, 2016

Abstract

Disclosed is a complex alcohol ester composition comprising a polyester in which at least two molecules of a polyol represented by a formula I: R(OH) n (wherein R represents an n-valent aliphatic, alicyclic or aromatic group, one or more carbon atoms not adjacent to each other in R may be individually substituted with an oxygen atom, and n indicates an integer of 2 or more) are linked through at least two ester bonds via at least one molecule of a polybasic acid, and at least a part of the non-linked side chain ends of the polyol have a group represented by a formula II: (AO) k R 2 (wherein R 2 represents a hydrocarbon group, A represents a divalent linking group, and k indicates an integer) via a polybasic acid. The complex alcohol ester composition can be used a lubricant agent.

First claim

The invention claimed is:

1. A complex alcohol ester composition comprising a polyester in which at least two molecules of a polyol represented by a formula I: R(OH) n (wherein R represents an n-valent aliphatic, alicyclic or aromatic group, one or more carbon atoms not adjacent to each other in R may be individually substituted with an oxygen atom, and n indicates an integer of 3 or more) are linked through at least two ester bonds via at least one molecule of a polybasic acid, and at least a part of the non-linked side chain ends of the polyol have a group represented by a formula II: —O-(AO) k R 2 (wherein R 2 represents a hydrocarbon group, A represents a divalent linking group, and k indicates an integer of from 1 to 30) derived from a monoalcohol represented by a formula III: HO(AO) k R 2 (wherein R 2 represents a hydrocarbon group, A represents a divalent linking group, and k indicates an integer of from 1 to 30) via a polybasic acid.

2. The complex alcohol ester composition according to claim 1 , wherein at least one of said polyester has a structure represented by the following formula Y:

wherein R represents a monovalent or more multivalent residue derived from R(OH) n in claim 1 by removing at least two OH groups, and Y represents a residue derived from the polybasic acid in claim 1 by removing two carboxyl groups.

3. The complex alcohol ester composition according to claim 1 , wherein the polyester further comprises a polybasic acid ester-containing light component.

4. The complex alcohol ester composition according to claim 1 , which comprises the light component in an amount of at most 90% by mass of the total mass of the composition.

5. The complex alcohol ester composition according to claim 1 , wherein n in the formula I is 3 or 4.

6. The complex alcohol ester composition according to claim 1 , wherein R in the formula I contains from 2 to 20 carbon atoms.

7. The complex alcohol ester composition according to claim 1 , wherein the polyol is pentaerythritol, trimethylolpropane, glycerin or dipentaerythritol.

8. The complex alcohol ester composition according to claim 1 , wherein the polybasic acid is a dibasic acid.

9. The complex alcohol ester composition according to claim 8 , wherein the dibasic acid is succinic acid, adipic acid, sebacic acid, or an anhydride thereof.

10. The complex alcohol ester composition according to claim 8 , wherein the dibasic acid is a dimer acid or a hydrogenate thereof.

11. The complex alcohol ester composition according to claim 3 , wherein the polybasic acid ester-containing light component contains a compound represented by formula VIa:

wherein R′ represents a linear or cyclic, divalent saturated or unsaturated hydrocarbon group; and R 2 , A and k have the same meanings as those in the formula II in claim 1 .

12. The complex alcohol ester composition according to claim 3 , wherein the polybasic acid ester-containing light component contains a compound represented by the formula VIb:

wherein m indicates an integer of from 1 to 10; and R 2 , A and k have the same meanings as those in the formula II in claim 1 .

13. The complex alcohol ester composition according to claim 1 , wherein R 2 in the formula II has from 1 to 30 carbon atoms.

14. The complex alcohol ester composition according to claim 1 , wherein A in the formula II is an alkylene group having from 1 to 6 carbon atoms, R 2 is an alkyl group having from 1 to 8 carbon atoms, and k is an integer of from 1 to 3.

15. The complex alcohol ester composition according to claim 1 , wherein A in the formula II is an alkylene group having from 1 to 6 carbon atoms, R 2 is an alkyl group having from 16 to 22 carbon atoms, and k is an integer of from 10 to 20.

16. The complex alcohol ester composition according to claim 1 , wherein the polyester has a group represented by the formula II and has OCOR 1 (wherein R 1 represents an alkyl group having from 1 to 10 carbon atoms, or an aryl group) in at least a part of the polyol side chain ends.

17. The complex alcohol ester composition according to claim 16 , wherein R 1 is an alkyl group having from 1 to 4 carbon atoms.

18. The complex alcohol ester composition according to claim 1 , of which the viscosity at 40 degrees Celsius is from 50 to 700 mPas.

19. A composition comprising a complex alcohol ester composition of claim 1 , and one or more additives selected from a friction inhibitor, a viscosity index improver, an antioxidant, a cleaning agent, a dispersant, a flowing agent, a curing agent, a corrosion inhibitor, a sealability enhancer, a defoaming agent, a rust protector, a friction controlling agent, and a thickener.

20. A composition comprising a complex alcohol ester composition of claim 1 , and one or more media selected from a mineral oil, an oil and fat compound, a polyolefin oil, a silicone oil, a perfluoropolyether oil, an aromatic ester oil and a polyol ester lubricant oil.

21. A lubricant comprising a complex alcohol ester composition of claim 1 .

22. The lubricant according to claim 21 , which is used as a lubricant oil for grease, a mold release agent, an oil for internal-combustion engines, oil for metal working (cutting), oil for bearings, a fuel for combustion engines, an engine oil for vehicles, a gear oil, an operating oil for automobiles, a lubricant oil for ships and aircraft, a machine oil, a turbine oil, an oil for bearings, a hydraulic operating oil, a compressor/vacuum pump oil, an oil for refrigerators, a metal working lubricant oil, a lubricant oil for magnetic recording media, a lubricant oil for micromachines, a lubricant oil for artificial bones, or a rolling oil.

23. A method for producing a complex alcohol ester, which comprises:
mixing
a polyol represented by a formula I: R(OH) n (wherein R represents an n-valent aliphatic, alicyclic or aromatic group, one or more carbon atoms not adjacent to each other in R may be individually substituted with an oxygen atom, and n indicates an integer of 3 or more),
dimer acid or a hydrogenate thereof, and
a monoalcohol represented by a formula Ill: HO(AO) k R 2 (wherein R 2 represents a hydrocarbon group, A represents a divalent linking group, and k indicates an integer of from 1 to 30),
and dehydrating and condensing the mixture.

24. A method for producing a complex alcohol ester, which comprises:
mixing
a polyol represented by a formula I: R(OH) n (wherein R represents an n-valent aliphatic, alicyclic or aromatic group, one or more carbon atoms not adjacent to each other in R may be individually substituted with an oxygen atom, and n indicates an integer of 3 or more),
a polybasic acid or a polybasic acid anhydride, and
a monoalcohol represented by a formula Ill: HO(AO) k R 2 (wherein R 2 represents a hydrocarbon group, A represents a divalent linking group, and k indicates an integer of from 1 to 30),
and dehydrating and condensing the mixture,

wherein the equivalent ratio in mixing the polyol, the polybasic acid or polybasic acid anhydride and the monoalcohol is from 1/(1.5 to 2.5)/(1.0 to 3.0).

25. The method according to claim 23 , wherei

Assignees

• Kawata Ken
• Tamura Akio
• Watanabe Saisuke
• Fujifilm Corp

Inventors

• Kawata Ken
• Tamura Akio
• Watanabe Saisuke

Classifications

• C10N2050/10

  semi-solid; greasy · CPC title

• C10N2040/20

  Metal working · CPC title

• C07C69/50

  Sebacic acid esters · CPC title

• C10M2213/0606

  used as base material · CPC title

• C10N2040/04

  Oil-bath; Gear-boxes; Automatic transmissions; Traction drives · CPC title