Plasticiser Ester Purification via Alkali Treatment and Filtration

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Solution Overview

Problem

The existing purification processes for plasticiser esters, such as those used in polyvinyl chloride and polyurethane production, face issues with high sodium levels leading to pre-polymerization of isocyanates and reduced filterability due to titanium hydroxide agglomeration, resulting in suboptimal electrical properties and filtration efficiency.

Innovation Solution

A process involving treatment of crude esters with an alkaline aqueous solution using less than stoichiometric amounts of alkali metal salts and controlled water levels, followed by filtration and water removal under vacuum, to minimize sodium content and prevent titanium hydroxide agglomeration, enhancing filterability and electrical properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional purification processes using aqueous alkali are used to neutralize crude esters, then catalyst residues and mono-esters are removed, but high sodium levels remain in the final product

Engineering Contradiction:
Improvepurification effectivenessVSAvoidsodium content
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent changes the chemical parameter by substituting sodium hydroxide with potassium hydroxide as the neutralizing agent. This substitution maintains the neutralization effectiveness while changing the alkali metal residue from sodium to potassium, thereby resolving the contradiction between purification effectiveness and sodium content control

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs a multi-stage filtration system using disposable filter aids (diatomaceous earth, activated carbon, clay) that are sacrificed during the process to capture and remove alkali metal residues and other contaminants. These filter aids are consumed in the process, allowing effective removal of impurities without contaminating the final product with reusable filter media

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

2Reliability

If excess water is used in the neutralization process, then hydrolysis and neutralization are enhanced, but filtration efficiency decreases due to agglomeration

Engineering Contradiction:
Improveneutralization completenessVSAvoidfiltration efficiency
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent applies different water amounts at different stages of the process. A controlled amount of water (0.7-1.4 wt%) is used during neutralization to prevent excessive agglomeration, while subsequent filtration stages use dry filter aids. This localized control of water distribution resolves the contradiction between neutralization completeness and filtration efficiency

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent introduces filter aids (diatomaceous earth, activated carbon, clay) as intermediary substances that mediate between the aqueous neutralization mixture and the final filtered product. These intermediaries capture alkali metal residues and organic contaminants while maintaining filter permeability, thus resolving the contradiction between thorough neutralization and efficient filtration

Inventive Principle:
Principle #24Intermediary (Mediator)

3Productivity

If titanium catalyst is used for esterification, then catalytic activity is high, but titanium hydroxide residues cause pre-polymerization of isocyanates

Engineering Contradiction:
Improveesterification rateVSAvoidpre-polymerization
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent systematically extracts titanium catalyst residues through multiple filtration stages using specialized filter aids. The diatomaceous earth, activated carbon, and clay filters work together to adsorb and remove titanium hydroxide particles from the ester product, thereby eliminating the harmful pre-polymerization effect while maintaining the benefits of titanium catalysis during production

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent employs consumable filter aids that are sacrificed during the filtration process to capture titanium residues. These disposable filter media (diatomaceous earth, activated carbon, clay) are designed to be consumed in the process, effectively removing titanium hydroxide without introducing reusable filter media that could contaminate the final product

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

4Reliability

If stoichiometric amounts of alkali are used for neutralization, then complete neutralization is achieved, but sodium levels in the final product increase

Engineering Contradiction:
Improveneutralization completenessVSAvoidsodium content
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent changes the alkali metal parameter by substituting sodium hydroxide with potassium hydroxide. This substitution allows complete neutralization to proceed while changing the residue from sodium to potassium, thereby resolving the contradiction between neutralization completeness and sodium content control in the final product

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses consumable filter aids (diatomaceous earth, activated carbon, clay) that are sacrificed during filtration to capture and remove alkali metal residues. These disposable filter media enable complete neutralization while preventing alkali metal contamination of the final product through their sacrificial filtration action

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

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 process produces plasticiser esters with reduced sodium levels, improved filterability, and enhanced electrical resistivity, suitable for high-quality applications in PVC electrical insulation and polyurethane production, while maintaining stability and preventing pre-polymerization issues.

Implementation Method 1

contacting the crude ester with aqueous alkali such as sodium hydroxide or sodium carbonate. The addition of the water and the alkali hydrolyses and/or neutralises catalyst residues and neutralises any undesirable mono-ester that may be present

Methodology Applied
Scientific EffectNeutralization:

Implementation Method 2

The addition of the water and the alkali hydrolyses and/or neutralises catalyst residues

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 3

Finally any excess alcohol and water may be removed by flashing or stripping with a vapour, e.g., with steam or nitrogen

Methodology Applied
Scientific EffectEvaporation: Evaporation

Data Source

PatentUS8987499B2Compositions produced from plasticiser esters
Publication Date: 2015.03.24 EXXONMOBIL CHEMICAL PATENTS INC

AI summary

Compositions including a C6 to C13 phthalate ester containing titanium but in an amount less than 0.01 ppm by wt of titanium, prepared by titanium catalyzed esterification, and containing from 0.1 to 2.0 wt % of an antioxidant, are provided.