# US 2013/0157916 A1 · Low Temperature Performance Lubricating Oil Detergents and Method of Making the Same

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 2013/0157916 A1
- Document ID: US20130157916A1
- Status: Published application
- Kind: A1
- Application number: 13/768,003
- Filed: 2013-02-15
- Published: 2013-06-20
- Earliest claimed: 2009-07-01
- Assignees: Chevron Oronite Company LLC
- Inventors: Curtis Bay Campbell; Eugene Edward Spala; Willie Horn, JR.
- Web page: https://patentgrep.com/patent/US20130157916A1

## CPC

- C10M 129/70: of monocarboxylic acids
- C10M 129/54: containing hydroxy groups
- C10M 159/22: containing phenol radicals
- C10M 167/00: Lubricating compositions characterised by the additive being a mixture of a macromolecular compound, a non-macromolecular compound and a compound of unknown or incompletely defined constitution, each of these compounds being essential
- C10M 2203/1025: used as base material
- C10M 2207/026: with tertiary alkyl groups
- C10M 2207/028: Overbased salts thereof
- C10M 2207/262: derived from hydroxy substituted aromatic acids, e.g. salicylates
- C10M 2215/086: Imides [having hydrocarbon substituents containing less than thirty carbon atoms]
- C10M 2223/045: Metal containing thio derivatives
- C10N 2020/071: {Branched chain compounds}
- C10N 2030/08: Resistance to extreme temperature
- C10N 2030/52: {Base number [TBN]}
- C10N 2040/25: Internal-combustion engines
- C10N 2060/00: Chemical after-treatment of the constituents of the lubricating composition
- C10N 2070/00: Specific manufacturing methods for lubricant compositions
- C10N 2070/02: {Concentrating of additives}
- C10M: LUBRICATING COMPOSITIONS (well drilling compositions C09K8/02); USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION (mould release, i.e. separating, agents for metals B22C3/00, for plastics or substances in a plastic state, in general B29C33/56, for glass C03B40/02; textile lubricating compositions D06M11/00, D06M13/00, D06M15/00; immersion oils for microscopy G02B21/33)
- C10N: INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS

## Abstract

The present invention is directed to a method for preparing an unsulfurized, carboxylate-containing additive for lubricating oils and the product produced by said method, wherein said method comprises a) neutralization of a mixture of at least two alkyl phenols using an alkaline earth base in the presence of a promoter, to produce a mixture of alkyl phenates, wherein the mixture of at least two alkyl phenols comprises at least a first alkyl phenol wherein the alkyl group is derived from an isomerized alpha olefin and a second alkyl phenol wherein the alkyl group is derived from a branched chain olefin; (b) carboxylation of the mixture of alkyl phenates obtained in step (a) using carbon dioxide under carboxylation conditions sufficient to convert at least 20 mole % of the starting alkyl phenols to alkyl salicylate; and (c) removal of at least about 10% of the starting mixture of at least two alkyl phenols from the product produced in step (b) to produce said additive.

## Claims

### Claim 1

A lubricating oil additive produced by the method comprising:
a) neutralization of a mixture of at least two alkyl phenols using an alkaline earth base in the presence of a promoter, to produce a mixture of alkyl phenates, wherein the mixture of at least two alkyl phenols comprises at least a first alkyl phenol wherein the alkyl group is derived from an isomerized alpha olefin and a second alkyl phenol wherein the alkyl group is derived from a branched chain olefin; (b) carboxylation of the mixture of alkyl phenates obtained in step (a) using carbon dioxide under carboxylation conditions sufficient to convert at least 20 mole % of the starting alkyl phenols to alkyl salicylate; and
(c) removal of at least about 10% of the starting mixture of at least two alkyl phenols from the product produced in step (b) to produce said additive.

### Claim 2 (depends on 1)

A lubricating oil composition comprising; (a) a major part of a base oil of lubricating viscosity; and (b) from about 1% to about 30% of the lubricating oil additive according to claim 1.

### Claim 3 (depends on 2)

A lubricating oil composition according to claim 2 wherein the lubricating oil is an automotive engine oil.

### Claim 4 (depends on 1)

A concentrate comprising: (a) from 20% to 80% of an organic diluent; and (b) the lubricating oil additive according to claim 1.

### Claim 5 (depends on 1)

An additive package comprising the lubricating oil additive according to claim 1 and further comprising at least one of the following: (a) a metal-containing detergent; (b) an ashless dispersant; (c) an oxidation inhibitor; (d) a rust inhibitor; (e) a demulsifier; (f) an extreme pressure agent; (g) a friction modifier; (h) a multifunctional additive; (i) a viscosity index improver; (j) a pour point depressant; and (k) a foam inhibitor.