Succinimide Friction Modifiers for Low-Temperature Viscosity

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Solution Overview

Problem

Conventional friction modifiers used in lubricant formulations suffer from poor low temperature viscometrics and aesthetic issues, such as high Brookfield Viscosity at -40 °C and sedimentation, making them unsuitable for high concentration use in automatic transmission fluids without increasing production costs or compromising durability.

Innovation Solution

A novel lubricant additive is developed by reacting a tri-substituted internal olefin with maleic anhydride and aminating the product with a compound containing basic nitrogen, resulting in a succinimide class compound that maintains low viscosity and aesthetic acceptability at higher concentrations.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional friction modifiers are used at high concentrations (3-5 wt. %), then friction durability is improved, but low temperature viscometrics deteriorates (BV -40 becomes unacceptably high)

Engineering Contradiction:
Improvefriction durabilityVSAvoidlow temperature viscometrics
Core Design Contradiction:
ReliabilityVSTemperature

Solution Approach 1:

The patent changes the chemical structure parameters of the friction modifier by introducing a specific hydrocarbyl group (12-36 carbon atoms, preferably 18-24 carbon atoms) derived from isomerized linear olefin. This structural parameter change enables the friction modifier to maintain effectiveness at high concentrations while avoiding excessive viscosity increase at low temperatures, resolving the contradiction between friction durability and low temperature viscometrics.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite molecular structure combining a succinimide or succinamide polar group with a long-chain hydrocarbyl group. This composite structure integrates the friction-modifying properties of the polar group with the low-temperature fluidity provided by the hydrocarbon chain, allowing high concentration use without compromising low temperature performance.

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional friction modifiers are used at high concentrations, then friction durability is improved, but aesthetic properties deteriorate (haze, sediment, dark color)

Engineering Contradiction:
Improvefriction durabilityVSAvoidaesthetic properties
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the molecular parameters of the friction modifier by selecting specific hydrocarbyl group characteristics (12-36 carbon atoms, derived from isomerized linear olefin). These parameter changes result in a formulation that maintains aesthetic acceptability even at high concentrations, preventing haze, sediment, and excessive darkening while preserving friction durability.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If conventional friction modifiers are used at high concentrations, then friction durability is improved, but processing requirements worsen (solid at room temperature, requires additional heating)

Engineering Contradiction:
Improvefriction durabilityVSAvoidprocessing requirements
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent changes the physical state parameters of the friction modifier by incorporating a long-chain hydrocarbyl group (12-36 carbon atoms) that remains liquid at room temperature. This parameter change eliminates the need for additional heating during processing and storage, while still providing the friction durability benefits of high concentration use.

Inventive Principle:
Principle #35Parameter changes

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The novel lubricant additive achieves improved friction durability and low temperature viscometric properties, reducing Brookfield Viscosity at -40 °C to less than 10,000 cP and maintaining a liquid state at room temperature, thus addressing the limitations of conventional formulations.

Implementation Method 1

combining a tri-substituted internal olefin, wherein each olefin comprises from 12 to 36 carbon atoms, and maleic anhydride under thermal conditions to induce an ene reaction to provide a maleated product

Methodology Applied
Scientific EffectEne reaction:

Implementation Method 2

aminating and neutralizing the maleated product with an effective amount of a compound containing basic nitrogen at an elevated temperature

Methodology Applied
Scientific EffectAmination reaction:

Data Source

PatentEP2476741B1Pyrrolidine-2,5-Dione derivatives for use in lubricants
Publication Date: 2015.08.12 AFTON CHEMICAL CORPORATION
  • EP2476741B1 patent drawing
  • EP2476741B1 patent drawing
  • EP2476741B1 patent drawing

AI summary

The present disclosure relates to a compound of the formula I or a tribologically acceptable salt, solvate, hydrate, or proadditive thereof, wherein R1, R2 and R4 are as defined herein. Such novel pyrrolidine, or succinimide, derivatives may be useful as friction modifiers in lubricant compositions. This disclosure also relates to a method of using such friction modifier compounds in lubricating fluid formulations to lubricate machine parts, including gear, axle, engine, and transmission parts, and to lubricant compositions containing such friction modifier compounds.