Viscosity improver grafted with unsaturated acylating agent and a polyaromatic hydrocarbon

Patent metadata

Field	Value
Publication number	US-9234153-B2
Application number	US-201313837868-A
Country	US
Kind code	B2
Filing date	Mar 15, 2013
Priority date	Mar 15, 2013
Publication date	Jan 12, 2016
Grant date	Jan 12, 2016

Abstract

Disclosed is an oil-soluble lubricating oil additive composition, suitable for use as a dispersant viscosity index improver in lubricating oils; prepared by the process which comprises reacting a hydrocarbon polymer having a number average molecular weight (M n ) between about 7,000 and about 500,000 wherein the polymer backbone has been functionalized with an ethylenically unsaturated acylating agent and a hydroxyl-linked polycyclic fused ring component.

First claim

What is claimed is:

1. An oil-soluble lubricating oil additive composition prepared by the process which comprises reacting:
(a) a hydrocarbon polymer having a number average molecular weight (M n ) between about 7,000 and about 500,000;
(b) an ethylenically unsaturated acylating agent; and
(c) a hydroxyl-linked polycyclic hydrocarbon compound having 3 to 6 contiguous fused carbocyclic rings wherein the carbocyclic ring is independently selected from 5 to 7 carbon atoms and the polycyclic hydrocarbon compound contains at least 5π bonds;
wherein the hydrocarbon polymer has been functionalized with a maleic anhydride acylating agent in the range of 0.5 to 3.0 wt % of maleic anhydride based upon the total mass of polymer.

2. The oil-soluble lubricating oil additive of claim 1 , wherein the hydrocarbon polymer is a homopolymer or copolymer selected from the group consisting of: (1) polymers of aliphatic olefins having from 2 to about 28 carbon atoms; (2) polymers of dienes; (3) copolymers of conjugated dienes with vinyl substituted aromatic compounds; and (4) star polymers.

3. The oil-soluble lubricating oil additive of claim 2 , wherein the copolymer selected from (1) polymers of aliphatic olefins having from 2 to about 28 carbon atoms wherein one olefin is ethylene.

4. The oil-soluble lubricating oil additive of claim 3 , wherein the ethylene content of the copolymer is from 45-52 wt % ethylene.

5. The oil-soluble lubricating oil additive of claim 4 , wherein the copolymer is an ethylene-propylene copolymer having a number average molecular weight from 7,000 to about 60,000.

6. The oil-soluble lubricating oil additive of claim 1 , wherein the hydrocarbon polymer is an optionally hydrogenated polymer of dienes, wherein the diene is a conjugated diene selected from the group consisting of isoprene, butadiene, and piperylene.

7. The oil-soluble lubricating oil additive of claim 2 , wherein the hydrocarbon polymer is an optionally hydrogenated copolymer of a conjugated diene with vinyl substituted aromatic compound wherein the vinyl substituted aromatic compound is a styrenic monomer.

8. The oil-soluble lubricating oil additive of claim 7 , wherein the diene is selected from the group consisting of isoprene and 1,3-butadiene.

9. The oil-soluble lubricating oil additive of claim 2 , wherein the hydrocarbon polymer is a star polymer wherein the arms are derived from dienes and vinyl substituted aromatic compounds.

10. The oil-soluble lubricating oil additive of claim 1 , wherein the ethylenically unsaturated acylating agent comprises at least one member of the group consisting of acrylic acid, crotonic acid, methyacrylic acid, maleic acid, maleic anhydride, fumaric acid, itaconic acid and itaconic anhydride, citraconic acid, citraconic anhydride, mesaconic acid, glutaconic acid, chloromaleic acid, aconitic acid, methylcrotonic acid, sorbic acid, and ester of the acids, and combinations of the foregoing.

11. The oil-soluble lubricating oil additive of claim 1 , wherein grafting of the hydrocarbon copolymer is conducted at about 100° C. to about 250° C. in the presence of a free radical initiator.

12. The oil-soluble lubricating oil additive of claim 1 , wherein the ethylenically unsaturated acylating agent is first reacted with the hydroxyl-linked polycyclic hydrocarbon compound to form a reaction product wherein the reaction product is grafted to the polymer backbone.

13. The oil-soluble lubricating oil additive of claim 1 , wherein the hydroxyl-linked polycyclic hydrocarbon compound has the linker group selected from the group consisting of a hydroxy-alkylene group from 1 to 10 carbon atoms, hydroxyl-alky-oxy-, hydroxyl-alk-(oxy-alk) n -oxy and hydroxyl-alk-(oxy-alk) n -thio- wherein alk in each instance is independently alkylene selected from 2 to 6 carbon atoms and n is an integer from 1 to 100.

14. The oil-soluble lubricating oil additive of claim 13 , wherein the hydroxyl-linked polycyclic hydrocarbon compound has the linker group selected from the group consisting of a hydroxy-alkylene group from 1 to 10 carbon atoms.

15. The oil-soluble lubricating oil additive of claim 13 , wherein the hydroxyl-linked polycyclic hydrocarbon compound has the linker group selected from the group consisting of a hydroxyl-alky-oxy wherein alk is alkylene selected from 2 to 6 carbon atoms.

16. The oil-soluble lubricating oil additive of claim 13 , wherein the hydroxyl-linked polycyclic hydrocarbon compound has the linker group selected from the group consisting of a hydroxyl-alk-(oxy-alk) n -oxy and hydroxyl-alk-(oxy-alk) n -thio- wherein alk in each instance is independently alkylene selected from 2 to 6 carbon atoms and n is an integer from 1 to 100.

17. The oil-soluble lubricating oil additive of claim 16 wherein n is an integer from 5 to 25.

18. The oil-soluble lubricating oil additive of claim 1 , further comprising reacting a second selected alcohol from the group consisting of aliphatic alcohols, cycloaliphatic alcohols, and monohydroxy polyethers.

19. The oil-soluble lubricating oil additive of claim 1 , wherein the process which comprises reacting is conducted in an extruder.

20. An additive concentrate comprising an inert liquid organic diluent and from about 3 to 50 percent by weight of the oil soluble lubricating oil additive of claim 1 .

21. The additive concentrate of claim 20 , wherein the inert liquid organic diluent is a diluent oil selected from a Group II, Group III, Group IV or Group V base oil or a mixture thereof, or a mixture of a Group I base oil and at least one Group II, Group III or Group IV base oil.

22. A lubricating oil composition comprising a major amount of an oil of lubricating viscosity and a minor amount of the oil soluble lubricating oil additive of claim 1 .

23. The lubricating oil composition of claim 22 , further comprising at least one additive selected from the group consisting of antioxidants, antiwear agents, detergents, dispersants, friction modifiers, corrosion and rust inhibitors, viscosity index improvers and anti-foam agents.

24. The lubricating oil composition of claim 23 , wherein the at least one additives are selected for use as a heavy duty diesel engine lubricating oil composition.

Assignees

• Mcdougall Patrick J
• Patel Pritesh A
• Chevron Oronite Co

Inventors

• Mcdougall Patrick J
• Patel Pritesh A

Classifications

• C08F8/12

  Hydrolysis · CPC title

• C10N2040/252

  Diesel engines · CPC title

• C10N2020/073

  Star shaped polymers · CPC title

• C08F255/04

  on to ethylene-propylene copolymers {(C08F255/023 takes precedence)} · CPC title

• C08C19/28

  Reaction with compounds containing carbon-to-carbon unsaturated bonds (graft polymers C08F279/00) · CPC title