Ester Base Oil Hydrolysis Resistance via Aromatic Modification

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Solution Overview

Problem

Lubricant oils used in high-temperature applications, such as gas turbine engines, face challenges with hydrolysis resistance due to water exposure, leading to reduced performance and stability.

Innovation Solution

A lubricant base oil composition incorporating ester compounds with benzoyloxy or naphthoyloxy groups, which are resistant to hydrolysis and maintain thermal stability, is developed. These ester compounds are derived from a mixture of polyhydric alcohols and aromatic and aliphatic carboxylic acids, enhancing heat resistance and lubricity while minimizing water affinity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If synthesized esters are used as lubricant oils, then thermal stability and lubricity are improved, but hydrolysis resistance deteriorates due to water exposure

Engineering Contradiction:
Improvethermal stabilityVSAvoidhydrolysis resistance
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The invention changes the chemical structure parameters of the ester by introducing aromatic carboxylic acid components (benzoic acid, naphthoic acid) alongside aliphatic carboxylic acids. This structural modification reduces water affinity while maintaining thermal stability, directly resolving the hydrolysis resistance problem without sacrificing the thermal properties of synthesized esters

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite ester structure by combining aromatic carboxylic acid components and aliphatic carboxylic acid components in specific ratios (5-50 mol% aromatic, 50-95 mol% aliphatic). This composite approach leverages the thermal stability of aromatic esters while the aliphatic components provide lower water affinity, achieving both improved hydrolysis resistance and maintained thermal stability

Inventive Principle:
Principle #40Composite materials

2Temperature

If carboxylic acid with small number of carbon atoms is used in ester, then heat resistance is improved, but affinity with water increases leading to low oil-water separatability

Engineering Contradiction:
Improveheat resistanceVSAvoidoil-water separatability
Core Design Contradiction:
TemperatureVSObject-affected harmful factors

Solution Approach 1:

The invention applies local quality by using different types of carboxylic acid components in specific proportions. Aromatic carboxylic acids (with high heat resistance) are used at 5-50 mol% while aliphatic carboxylic acids (with lower water affinity) are used at 50-95 mol%. This local differentiation in chemical composition allows the ester to simultaneously achieve heat resistance and oil-water separatability

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The invention changes the compositional parameters of the carboxylic acid mixture by controlling the mole ratio between aromatic and aliphatic components. By adjusting this parameter within the specified ranges, the ester achieves optimal balance between heat resistance (from aromatic components) and water affinity (reduced by aliphatic components)

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 lubricant base oil composition demonstrates improved heat resistance, hydrolysis resistance, and lubricity, maintaining performance even at high temperatures and in the presence of water, thus addressing the limitations of existing lubricant oils.

Implementation Method 1

the esters have a drawback that in the presence of water, their ester bonds are cut, i.e., the so-called hydrolysis thereof is caused... a synthesized ester has been desired which is high in hydrolysis resistance

Methodology Applied
Scientific EffectHydrolysis resistance: Hydrophobe

Implementation Method 2

synthesized esters are excellent in thermal stability... hindered esters are used since the esters are in thermal and anti-oxidization stabilities

Methodology Applied
Scientific EffectThermal stability: Thermal Insulation

Implementation Method 3

Lubricant oil is used in various fields in which friction decrease is required... the esters are good in lubricity

Methodology Applied
Scientific EffectLubrication: Lubrication

Data Source

PatentEP3561025B1Lubricating base oil, lubricating oil composition containing lubricating base oil, and method for producing lubricating oil composition
Publication Date: 2023.10.18 KAO CORP
  • EP3561025B1 patent drawing
  • EP3561025B1 patent drawing
  • EP3561025B1 patent drawing

AI summary

Provided is a lubricating base oil containing an ester compound, wherein the ester compound contains a mixture comprising a compound represented by general formula (1) (in formula (1), R1 and R2 independently represent a hydrogen atom, a methyl group, a benzoyloxy group, a naphthoyloxy group, or general formula (2), that is, -O-C(=O)-R5, R3 and R4 independently represent a benzoyloxy group, a naphthoyloxy group, or general formula (2), that is, -O-C(=O)-R5, and R5 represents a linear C5-21 alkyl group, a branched chain C9-21 alkyl group, or a C5-21 cycloalkyl group that may also be substituted with an alkyl chain). The mixture contains a compound in which at least one among R1 to R4 is general formula (2), that is, -O-C(=O)-R5, and the proportion, in the mixture, of a compound in which at least one among R1 to R4 is a benzoyloxy group or a naphthoyloxy group is 5-100 mole%. The lubricating base oil contains an ester compound having excellent heat resistance, lubricity, and hydrolysis resistance.