Epoxidized Vegetable Oil Binder Compositions for Low Toxicity

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Existing thermoset and thermoplastic compositions, particularly unsaturated polyesters, face issues such as high toxicity, volatility, flammability, and limited impact resistance due to brittleness, and there is a need for compositions with low toxicity, volatility, and improved processability derived from bio-based sources.

Innovation Solution

A binder composition comprising epoxidized vegetable oil or its derivative with an epoxy group content of 1 to 12 weight percent, a carboxyl-functionalized resin with an acid value of greater than or equal to 50, and a liquid reactive diluent, where the combined acid value of the resin and diluent ranges from 50 to 500, allowing for dual/hybrid polymerization and improved mechanical and chemical properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If unsaturated polyesters are used in thermoset compositions, then the compositions provide useful structural properties, but they exhibit high toxicity, high volatility, high flammability, and high shrinkage during processing

Engineering Contradiction:
Improvestructural propertiesVSAvoidtoxicity, volatility, flammability, shrinkage
Core Design Contradiction:
StrengthVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical composition parameters by replacing conventional unsaturated polyester resins with epoxidized vegetable oils (such as epoxidized soybean oil, epoxidized linseed oil) combined with carboxyl-functionalized resins. This substitution fundamentally alters the chemical properties, eliminating the harmful characteristics (toxicity, volatility, flammability) while maintaining structural performance through the epoxy-carboxyl crosslinking reaction system.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite binder system by combining epoxidized vegetable oils with carboxyl-functionalized resins (such as carboxyl-terminated polyester resins or carboxyl-functionalized acrylic resins). This composite approach leverages the advantages of both components: the bio-based epoxy provides structural integrity and low toxicity, while the carboxyl resin enables crosslinking and enhances mechanical properties, resulting in a material that overcomes the limitations of conventional unsaturated polyesters.

Inventive Principle:
Principle #40Composite materials

2Ease of manufacture

If conventional thermoset compositions are used, then processing is straightforward, but the compositions exhibit high shrinkage and warpage during processing

Engineering Contradiction:
Improveprocessing straightforwardnessVSAvoidshrinkage and warpage
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent modifies the chemical composition to use epoxidized vegetable oils with carboxyl-functionalized resins, which undergo a different curing mechanism compared to conventional unsaturated polyesters. The epoxy-carboxyl crosslinking reaction exhibits lower shrinkage characteristics, directly addressing the manufacturing precision issue while maintaining ease of processing through straightforward mixing and curing procedures.

Inventive Principle:
Principle #35Parameter changes

3Strength

If polymerized resin matrices are used to provide structural integrity, then the compositions gain strength, but they exhibit limited impact resistance due to brittleness

Engineering Contradiction:
Improvestructural integrityVSAvoidimpact resistance
Core Design Contradiction:
StrengthVSForce

Solution Approach 1:

The invention creates a composite crosslinked network by combining epoxidized vegetable oils with carboxyl-functionalized resins. This composite structure provides both structural integrity and improved impact resistance. The carboxyl-functionalized resin component introduces flexibility and toughness to the crosslinked matrix, reducing brittleness while maintaining strength through the epoxy-carboxyl crosslinking bonds.

Inventive Principle:
Principle #40Composite materials

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 provides improved mechanical and chemical properties, including high Barcol hardness, impact resistance, low water absorption, UV resistance, and high gloss, while being non-toxic and non-volatile, with enhanced processability at lower temperatures, addressing the limitations of previous formulations.

Implementation Method 1

binder composition comprising an epoxidized vegetable oil or a derivative thereof, a carboxyl-functionalized resin, and a liquid reactive diluent

Methodology Applied
Scientific EffectEpoxy-carboxyl crosslinking reaction: Chemical Bonding

Implementation Method 2

a liquid reactive diluent; wherein a combined acid value of the carboxyl-functionalized resin and the liquid reactive diluent is 50 to 500

Methodology Applied
Scientific EffectViscosity reduction through reactive dilution:

Implementation Method 3

a carboxyl-functionalized resin having an acid value of greater than or equal to 50

Methodology Applied
Scientific EffectAcid-value controlled polymerization:

Implementation Method 4

a transesterification reaction product of an epoxidized fatty acid methyl ester and a vinyl compound having pendant hydroxyl groups

Methodology Applied
Scientific EffectTransesterification reaction:

Data Source

PatentUS12180362B1Liquid binder compositions and uses thereof
Publication Date: 2024.12.31 ACS TECHNICAL PRODUCTS INC

AI summary

A binder composition includes an epoxidized vegetable oil or a derivative thereof having an epoxy group content of 1 to 12 weight percent, based on the total weight of the epoxidized vegetable oil; a carboxyl-functionalized resin; and a liquid reactive diluent. A combined acid value of the carboxyl-functionalized resin and the liquid reactive diluent is 50 to 500. Uses of the binder composition, for example in composites, coatings, elastomer formulations, and adhesives are also disclosed.