IP Library Granted Patent US 10,787,623
Granted Patent B2
US 10,787,623 · App. 15/906,700 · Granted Sep 29, 2020

Hydrogenated polybutadienes useful as lubricant additives

Inventors: Sofia Sirak (Norristown, PA); Holger Pletsch (Essen, DE); Marius Kemper (Heiden, DE)
Assignee: Evonik Operations GmbH
C10M143/14C08F8/04C08F136/06C08F236/06C10M169/041C08F2800/20C10M2205/08C10N2240/04C10N2240/042C10N2240/044C10N2240/045C10N2240/08C10N2240/10C10N2270/00
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Quick Facts
Patent No.
US 10,787,623
App. No.
15/906,700
Granted
Sep 29, 2020
Kind
B2
Abstract

The invention relates to low molecular weight hydrogenated polybutadienes and to a method for the preparation of these polymers. The invention is also directed to lubricant compositions comprising these polymers and uses thereof.

Claims (21)

1. A hydrogenated polybutadiene, consisting of:

25 to 45% by weight of monomer units of 1,4-butadiene; and

55 to 75% by weight of monomer units of 1,2-butadiene, based on a total weight of the hydrogenated polybutadiene; wherein:

a weight ratio of the monomer units of 1,4-butadiene to the monomer units of 1,2-butadiene is a same statistical distribution throughout the length of the hydrogenated polybutadiene,

a weight-average molecular weight of the hydrogenated polybutadiene is between 2,000 g/mol and 10,000 g/mol; and

a hydrogenation degree of the hydrogenated polybutadiene is more than 99%, and

wherein the hydrogenated polybutadiene is not a block polymer.

2. The hydrogenated polybutadiene according to claim 1 , wherein the hydrogenated polybutadiene consists of 30 to 45% by weight of the monomer units of 1,4-butadiene and 55 to 70% by weight of the monomer units of 1,2-butadiene, based on the total weight of the hydrogenated polybutadiene.

3. The hydrogenated polybutadiene according to claim 2 , wherein the hydrogenated polybutadiene consists of 30 to 40% by weight of the monomer units of 1,4-butadiene and 60 to 70% by weight of the monomer units of 1,2-butadiene, based on the total weight of the hydrogenated polybutadiene.

4. The hydrogenated polybutadiene according to claim 1 , wherein a polydispersity index PDI of the hydrogenated polybutadiene is from 1.0 to 1.5.

5. The hydrogenated polybutadiene according to claim 4 , wherein the polydispersity index PDI is from 1.0 to 1.2.

6. The hydrogenated polybutadiene according to claim 1 , wherein the weight-average molecular weight of the hydrogenated polybutadiene is from 3,000 g/mol to 9,000 g/mol.

7. The hydrogenated polybutadiene according to claim 6 , wherein the weight-average molecular weight of the hydrogenated polybutadiene is from 4,000 g/mol to 8,000 g/mol.

8. A process for preparing the hydrogenated polybutadiene of claim 1 , the process comprising:

(i) polymerizing 1,3-butadiene by anionic polymerization to obtain a polybutadiene; and

(ii) hydrogenating the polybutadiene of step (i) by catalytic hydrogenation to obtain the hydrogenated polybutadiene.

9. The process of claim 8 , wherein the anionic polymerization is conducted in at least one solvent selected from the group consisting of an aliphatic hydrocarbon solvent, a cycloaliphatic hydrocarbon solvent, an aromatic hydrocarbon solvent, a polar, heteroaliphatic solvent, and mixtures thereof, in the presence of at least one organometallic reagent as an initiator and in absence of any oxygen and protic reagents.

10. The process of claim 9 , wherein the organometallic reagent is selected from the group consisting of an organosodium reagent, an organolithium reagent and an organopotassium reagent.

11. A lubricating oil composition, comprising a base oil and at least one hydrogenated polybutadiene of claim 1 .

12. The lubricating oil composition as claimed in claim 11 , comprising from 50 to 99.9% by weight of at least one base oil and from 0.01 to 50% by weight of the at least one hydrogenated polybutadiene, based on a total weight of the lubricating composition.

13. A composition, comprising the hydrogenated polybutadiene of claim 1 as a lubricating oil additive or synthetic base fluid, wherein the composition is selected from the group consisting of an automatic transmission fluid, a manual transmission fluid, a continuously variable transmission fluid, an engine oil, a gear oil formulation, an industrial gear oil formulation, an axle fluid formulation, a dual clutch transmission fluid, a dedicated hybrid transmission fluid and a hydraulic oil.

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 Feb 27, 2018
From: SIRAK, SOFIA; PLETSCH, HOLGER; KEMPER, MARIUS
To: EVONIK OIL ADDITIVES GMBH
Reel/Frame 045054/0388 →
Priority Claims (1)
EP 17158306 · Feb 28, 2017 · regional
Continuity (1)
Related Publication 20180245013A1 · Aug 30, 2018