IP Library Granted Patent US 8,288,327
Granted Patent B2
US 8,288,327 · App. 10/550,764 · Granted Oct 16, 2012

Lubricating oil composition with good frictional properties

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Quick Facts
Patent No.
US 8,288,327
App. No.
10/550,764
Granted
Oct 16, 2012
Kind
B2
Abstract

The invention relates to a lubricating oil composition with good frictional properties, the composition having a lubricating oil and at least one additive having friction-reducing properties. The additive with friction-reducing properties is a block copolymer having hydrophobic segments P and polar segments D. The hydrophobic segments are obtained by polymerization of monomer compositions having a) between 0 and 40 wt. %, in relation to the weight of the monomer compositions for producing the hydrophobic segments, of at least one ethylenically unsaturated ester compound of formula (I), in which R represents hydrogen or methyl, R 1 represents a linear or branched alkyl radical having between 1 and 5 carbon atoms, and R 2 and R 3 independently represent hydrogen or a group of formula —COOR′, in which R′ represents hydrogen or an alkyl group having between 1 and 5 carbon atoms.

Claims (47)

1. A lubricant composition having good frictional properties, comprising:

a base oil and

at least one additive having friction-modifying properties,

wherein

the additive having friction-modifying properties is a block copolymer comprising:

hydrophobic segments P and

polar segments D,

wherein the hydrophobic segments are obtained by polymerization of monomer compositions which comprises

a) from 0.5 to 40% by weight, based on the weight of the monomer compositions for preparing the hydrophobic segments, of one or more ethylenically unsaturated ester compounds of the formula (I):

wherein

R is hydrogen or methyl,

R 1 is a linear or branched alkyl radical having from 1 to 5 carbon atoms,

R 2 and R 3 are each independently hydrogen or a group of the formula —COOR′ in which R′ is hydrogen or an alkyl group having from 1 to 5 carbon atoms,

b) from 50 to 99.5% by weight, based on the weight of the monomer compositions for preparing the hydrophobic segments, of one or more ethylenically unsaturated ester compounds of the formula (II):

wherein

R is hydrogen or methyl,

R 4 is a linear or branched alkyl radical having from 6 to 30 carbon atoms,

R 5 and R 6 are each independently hydrogen or a group of the formula —COOR″ in which R″ is hydrogen or an alkyl group having from 6 to 30 carbon atoms,

c) from 0 to 50% by weight, based on the weight of the monomer compositions for preparing the hydrophobic segments, of comonomers,

and the polar segments are represented by the formula (III):

wherein

R is independently hydrogen or methyl,

R 7 is independently a group comprising from 2 to 1000 carbon atoms and having at least one heteroatom,

X is independently a sulfur or oxygen atom or a group of the formula NR 8 in which

R 8 is independently hydrogen or a group having from 1 to 20 carbon atoms, and

n is an integer greater than or equal to 3, and further

wherein a ratio of the length of the hydrophobic segments to the polar segments of the block copolymer is in the range of from 5:1 to 1:2.

2. The lubricant composition as claimed in claim 1 , wherein the R 7 radical in formula (III) has at least one group of the formula —OH or —NR 8 R 8 in which the R 8 radicals independently represents a hydrogen or a group comprising from 1 to 20 carbon atoms.

3. The lubricant composition as claimed in claim 1 , wherein the X group in formula (III) is represented by the formula NH.

4. The lubricant composition as claimed in claim 1 , wherein a numerical ratio of heteroatoms to carbon atoms in the R 7 radical of the formula (III) is in the range from 1:1 to 1:5.

5. The lubricant composition as claimed in claim 1 , wherein the R 7 radical of the formula (III) comprises at most 10 carbon atoms.

6. The lubricant composition as claimed in claim 1 , wherein the polar segment D is obtained by polymerization of aminoalkyl (meth)acrylates, aminoalkyl (meth)acrylatamides and/or hydroxyalkyl (meth)acrylates.

7. The lubricant composition as claimed in claim 6 , wherein the polar segment D is obtained by polymerization of a monomer selected from the group consisting of 2-hydroxyethyl methacrylate, N-(3-dimethylaminopropyl)methacrylamide and a mixture thereof.

8. The lubricant composition as claimed in claim 1 , wherein the block copolymer is a block copolymer type selected from the group consisting of a diblock, a triblock, a multiblock, a comb and a star copolymer.

9. The lubricant composition as claimed in claim 8 , wherein the block copolymer is a diblock, triblock or tetrablock copolymer.

10. The lubricant composition as claimed in claim 8 , wherein the hydrophobic segment P has a weight-average degree of polymerization in the range from 20 to 5000.

11. The lubricant composition as claimed in claim 8 , wherein the polar segment D has a weight-average degree of polymerization in the range from 10 to 1000.

12. The lubricant composition as claimed in claim 1 , wherein a weight ratio of the polar segments D to the hydrophobic segments P is in the range from 1:1 to 1:100.

13. The lubricant composition as claimed in claim 1 , wherein the lubricant composition further comprises at least one selected from the group consisting of a viscosity index improver, an antioxidant, a corrosion inhibitor, a detergent, a dispersant, a EP additive, a defoamer, a friction modifier and a demulsifier.

14. The lubricant composition as claimed in claim 1 , wherein the block copolymer comprising the segments P and D is present in an amount of from 0.01 to 100% by weight.

15. A process for producing lubricant composition as claimed in claim 1 , comprising:

polymerizing monomer compositions in a lubricant oil in the presence of initiators which have a transferable atom group and one or more catalysts which comprise at least one transition metal, in the presence of ligands which can form a coordination compound with the metallic catalyst(s),

separately forming hydrophobic and polar segments by variation of the monomer composition during the polymerization.

16. A process for preparing lubricant composition as claimed in claim 1 , comprising:

polymerizing monomer compositions in a lubricant oil in the presence of dithiocarboxylic ester,

separately forming hydrophobic and polar segments by variation of the monomer composition during the polymerization.

17. A gear oil, motor oil, hydraulic oil or grease comprising a lubricant composition as claimed in claim 1 .

Assignments (5)
MERGER Recorded Jan 8, 2020
From: EVONIK OIL ADDITIVES GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 051505/0590 →
CHANGE OF NAME Recorded Jan 8, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051505/0797 →
CHANGE OF NAME Recorded Dec 1, 2015
From: EVONIK ROHMAX ADDITIVES GMBH
To: EVONIK OIL ADDITIVES GMBH
Reel/Frame 037175/0522 →
CHANGE OF NAME Recorded Feb 25, 2010
From: ROHMAX ADDITIVES GMBH
To: EVONIK ROHMAX ADDITIVES GMBH
Reel/Frame 023998/0585 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 24, 2007
From: DARDIN, ALEXANDER; MUELLER, MICHAEL; EISENBERG, BORIS
To: ROHMAX ADDITIVES GMBH
Reel/Frame 019603/0362 →