Cyclohexane 1,4-Diester Plasticizer Composition for Migration Resistance

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Solution Overview

Problem

Existing plasticizers, such as di(2-ethylhexyl) phthalate, diisononyl phthalate, and diisodecyl phthalate, are environmental hormones that disrupt the endocrine system and have limitations in improving properties like processability, absorption rate, volatile loss, migration loss, and thermal stability in resin products.

Innovation Solution

A plasticizer composition comprising cyclohexane 1,4-diester-based compounds, specifically represented by Chemical Formulas 1, 2, and 3, is developed through trans-esterification and hydrogenation, with specific weight ratios, to enhance migration resistance, plasticization efficiency, and stress resistance without sacrificing mechanical properties like tensile strength and elongation rate.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional phthalate-based plasticizers (DEHP, DINP, DIDP) are used, then plasticization efficiency is improved, but environmental harm and endocrine disruption occur

Engineering Contradiction:
Improveplasticization efficiencyVSAvoidenvironmental harm
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The invention changes the chemical structure parameter from aromatic phthalate esters to alicyclic cyclohexane 1,4-diester compounds. This structural transformation maintains the plasticization function while eliminating the environmental harm associated with conventional phthalates, as the cyclohexane ring structure provides similar flexibility without the endocrine-disrupting properties of aromatic rings

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention uses composite plasticizer formulations comprising multiple cyclohexane 1,4-diester compounds with different alkyl groups (Formula 1, 2, and 3) in specific weight ratios. This composite approach combines the advantages of different molecular structures to achieve both excellent plasticization efficiency and environmental safety, leveraging synergistic effects among the components

Inventive Principle:
Principle #40Composite materials

2Device complexity

If single-component plasticizers are used, then formulation simplicity is maintained, but comprehensive performance improvement is limited

Engineering Contradiction:
Improveformulation simplicityVSAvoidcomprehensive performance
Core Design Contradiction:
Device complexityVSReliability

Solution Approach 1:

The invention merges multiple cyclohexane 1,4-diester compounds with different alkyl substituents into a single plasticizer composition. This combination allows the formulation to simultaneously achieve good processability (from shorter chain components), high thermal stability (from longer chain components), and excellent migration resistance (from the specific 1,4-diester structure), thereby improving comprehensive performance while maintaining reasonable formulation simplicity through defined weight ratios

Inventive Principle:
Principle #5Merging (Combining)

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 composition achieves excellent tensile strength, elongation rate, and volatile resistance, with reduced volatile loss and high migration resistance, while maintaining hardness and stress resistance, outperforming conventional phthalate-based compounds.

Implementation Method 1

The composition is prepared by performing trans-esterification of a terephthalate-based compound with an alcohol and performing hydrogenation of the trans-esterified product

Methodology Applied
Scientific EffectTrans-esterification: Chemical Bonding

Implementation Method 2

performing hydrogenation of the trans-esterified product

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentEP3530690B1Plasticizer composition comprising cyclohexane 1,4-diester-based compound, and resin composition comprising same
Publication Date: 2025.10.29 LG CHEM LTD
  • EP3530690B1 patent drawing
  • EP3530690B1 patent drawing
  • EP3530690B1 patent drawing

AI summary

The present invention relates to a plasticizer composition in which three types of cyclohexane 1,4-diester-based compounds prepared through trans-esterification and hydrogenation are mixed, wherein alkyl substituents of the dicarboxylate are a 2-ethylhexyl group and a butyl group or an isobutyl group, which has fewer carbon atoms than the 2-ethylhexyl group, so that the plasticizer composition may exhibit excellent properties in terms of stress resistance, migration resistance, plasticization efficiency, and the like while maintaining an excellent level of tensile strength and elongation rate, when used for a resin composition.