Decarboxylated Rosin Acid Epoxy Coatings

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Solution Overview

Problem

There is a need for phthalate-free epoxy coating materials that maintain desired physical properties such as heat resistance, adhesion, and anti-corrosive properties, as phthalate products like DINP and DIDP are restricted in use due to environmental concerns.

Innovation Solution

A phthalate-free epoxy composition is developed, comprising decarboxylated rosin acid (DCR) as a plasticizer, combined with an epoxy resin and an amine-based hardener, which provides excellent hardness, elasticity, and UV exposure resistance, while replacing traditional phthalate-based plasticizers.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of operation

If phthalate-based plasticizers (DINP, DIDP) are used to control film formation and increase elasticity, then the coating achieves desired flexibility and lower glass transition temperature, but environmental restrictions and health concerns limit their use

Engineering Contradiction:
Improvefilm formation controlVSAvoidenvironmental restrictions
Core Design Contradiction:
Ease of operationVSObject-affected harmful factors

Solution Approach 1:

The patent replaces phthalate-based plasticizers with decarboxylated rosin acid (DCR) having specific physical parameters (density 0.9-1.0 g/cm³, flash point 135-175°C, acid value 15-30 mg KOH/g). This parameter substitution maintains plasticizing functionality while eliminating environmental harm, as DCR exhibits comparable or superior performance with flash point above typical application temperatures and bio-based origin

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs decarboxylated rosin acid, a bio-based renewable resource derived from pine rosin, as a sustainable alternative to petrochemical phthalates. DCR provides effective plasticizing at 5-25 wt% concentration, achieving the same film formation control and elasticity enhancement without the environmental persistence and toxicity concerns of phthalate compounds

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

2Reliability

If traditional epoxy coatings are used to achieve strong adhesion and anti-corrosive properties, then protective performance is improved, but heat resistance and chemical resistance require high cross-link density that reduces flexibility

Engineering Contradiction:
Improveadhesion and anti-corrosive propertiesVSAvoidflexibility
Core Design Contradiction:
ReliabilityVSStrength

Solution Approach 1:

The patent creates a composite epoxy system combining epoxy resin with decarboxylated rosin acid plasticizer and amine hardener. The DCR component (5-25 wt%) acts as an internal lubricant between polymer chains, providing flexibility and elasticity, while the epoxy-amine cross-linked network maintains strong adhesion and anti-corrosive properties. This composite approach balances mechanical strength and flexibility

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The decarboxylated rosin acid functions as an intermediary substance embedded between epoxy polymer chains, spacing them apart to reduce glass transition temperature and increase flexibility. The DCR molecules act as spacers that maintain adequate distance between cross-linked epoxy chains, allowing chain mobility while preserving the integrity of the cross-linked network for adhesion and corrosion resistance

Inventive Principle:
Principle #24Intermediary (Mediator)

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 DCR-based epoxy composition achieves a pot life of at least 6 hours, maintains viscosity within specific ranges, and exhibits improved flexural properties, tensile strength, and creep resistance, making it suitable for various industrial and marine applications without using phthalates.

Implementation Method 1

Plasticizers function by reducing film formation temperature and elasticize the coating. Some plasticizers work by embedding between the chains of polymers, spacing them apart, thus lowering the glass transition temperature for polymer and making it softer.

Methodology Applied
Scientific EffectPlasticization:

Implementation Method 2

Epoxy coatings such as those based on aromatic diglycidyl ethers of bisphenol A (BADGE) are typically used in protective coatings and marine coatings. Such coatings have strong adhesion to metal substrates and have good anti-corrosive properties

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Implementation Method 3

the epoxy composition comprises 40-100 wt. % of tricyclic compounds having 18-20 carbon atoms, wherein the sum of tricyclic compounds as aromatic and cycloaliphatic in the DCR is >50 wt. %

Methodology Applied
Scientific EffectUV resistance:

Data Source

PatentUS12252580B2Bio-based epoxy coating compositions and methods of preparation thereof
Publication Date: 2025.03.18 KRATON CHEMICAL LLC

AI summary

The disclosure relates to epoxy-based compositions comprising a decarboxylated rosin acid (DCR) component, suitable as an efficient plasticizer. It further improves hardness, elasticity, UV exposure viability properties of the paint and coating compositions. The DCR increases the bio-based renewable material content of a coating formulation and provide solutions for phthalate-free products. The DCR has a density of 0.9 to 1.0 g/cm3, a flash point of 135 to 175° C., an acid value of <50 mg KOH/g, measured according to ASTM D465, and a viscosity of 15 to 60 cSt at 40° C., measured according to ASTM D-445.