IP Library Granted Patent US 9,914,896
Granted Patent B2
US 9,914,896 · App. 14/119,550 · Granted Mar 13, 2018

Lubricant composition with phosphorus-functionalized polymers

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Quick Facts
Patent No.
US 9,914,896
App. No.
14/119,550
Granted
Mar 13, 2018
Kind
B2
Abstract

The present invention relates to a lubricant composition comprising at least one polyalkyl(meth)acrylate including repeating units derived from (meth)acrylates having 6 to 22 carbon atoms in the alcohol radical, wherein the polyalkyl(meth)acrylate includes repeating units derived from ethylenically unsaturated monomers having at least one covalently bonded phosphorus atom. The present invention further relates to a polyalkyl(meth)acrylate suitable for such a lubricant composition and to the use of a polyalkyl(meth)acrylate having repeating units derived from ethylenically unsaturated monomers having at least one covalently bonded phosphorus atom for reducing friction.

Claims (20)

1. A lubricant composition, comprising:

a phosphorus compound having a molecular weight not exceeding 1000 g/mol; and

a polyalkyl(meth)acrylate having a weight-average molecular weight M w of from 10,000 to 600,000 g/mol and comprising a repeating unit derived from a (meth)acrylate having 6 to 22 carbon atoms in an alcohol radical,

wherein:

the polyalkyl(meth)acrylate is a random copolymer and comprises a repeating unit derived from an ethylenically unsaturated monomer comprising a covalently bonded phosphorus atom;

the ethylenically unsaturated monomer comprising a covalently bonded phosphorus atom is at least one selected from the group consisting of 2-(dimethylphosphato)-3-hydroxypropyl (meth)acrylate, 2-(ethylenephosphito)-3-hydroxypropyl (meth)acrylate, 3-(meth)acryloyloxy-2-hydroxypropyl diethyl phosphonate, 3-(meth)acryloyloxy-2-hydroxypropyl dipropyl phosphonate, 3-(dimethylphosphato)-2-hydroxypropyl (meth)acrylate, 3-(ethylenephosphito)-2-hydroxypropyl (meth)acrylate, 2-(meth)acryloyloxy-3-hydroxypropyl diethyl phosphonate, 2-(meth)acryloyloxy-3-hydroxypropyl dipropyl phosphonate, and 2-(dibutylphosphono)-3-hydroxypropyl (meth)acrylate; and

the polyalkyl(meth)acrylate has a content of from 0.2 to 0.9% by weight of phosphorus atoms, based on a weight of the polyalkyl(meth)acrylate.

2. The lubricant composition as claimed in claim 1 , wherein the phosphorus compound having a molecular weight not exceeding 1000 g/mol is a phosphoric ester, a phosphoric thioester, a metal dithiophosphate, a phosphite, a phosphonate, a phosphine, or a mixture of these compounds.

3. The lubricant composition as claimed in claim 1 , wherein a weight ratio of the polyalkyl(meth)acrylate comprising a repeating unit derived from an ethylenically unsaturated monomer comprising a covalently bonded phosphorus atom to the phosphorus compound having a molecular weight not exceeding 1000 g/mol is from 10,000:1 to 1:10,000.

4. The lubricant composition of claim 1 , wherein a content of the phosphorus compound having a molecular weight not exceeding 1000 g/mol is from 0.01 to 10% by weight, based on a weight of the lubricant composition.

5. The lubricant composition of claim 1 , wherein a content of the polyalkyl(meth)acrylate is from 0.1 to 40% by weight, based on a weight of the lubricant composition.

6. The lubricant composition of claim 1 , further comprising at least 50% by weight of a base oil.

7. The lubricant composition as claimed in claim 6 , wherein the base oil is a group I oil, group II oil, group III oil, a polyalphaolefin, or a mixture of these oils.

8. A polyalkyl(meth)acrylate, comprising a repeating unit derived from a (meth)acrylate having 6 to 22 carbon atoms in an alcohol radical,

wherein:

the polyalkyl(meth)acrylate comprises a repeating unit derived from a phosphorus derivative of a polar ethylenically unsaturated monomer,

the phosphorus derivative of a polar ethylenically unsaturated monomer is at least one selected from the group consisting of 2-(dimethylphosphato)-3-hydroxypropyl (meth)acrylate, 2-(ethylenephosphito)-3-hydroxypropyl (meth)acrylate, 3-(meth)acryloyloxy-2-hydroxypropyl diethyl phosphonate, 3-(meth)acryloyloxy-2-hydroxypropyl dipropyl phosphonate, 3-(dimethylphosphato)-2-hydroxypropyl (meth)acrylate, 3-(ethylenephosphito)-2-hydroxypropyl (meth)acrylate, 2-(meth)acryloyloxy-3-hydroxypropyl diethyl phosphonate, 2-(meth)acryloyloxy-3-hydroxypropyl dipropyl phosphonate, and 2-(dibutylphosphono)-3-hydroxypropyl (meth)acrylate,

the polyalkyl(meth)acrylate is a random copolymer, and

the polyalkyl(meth)acrylate is suitable for a lubricant composition.

9. The polyalkyl(meth)acrylate as claimed in claim 8 , wherein a content of phosphorus atoms, based on a weight of the polyalkyl(meth)acrylate, is from 0.2 to 0.9% by weight.

Assignments (3)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 22, 2013
From: EISENBERG, BORIS; SUCHERT, ELLEN
To: EVONIK OIL ADDITIVES GMBH
Reel/Frame 031658/0806 →