Vegetable Oil Monomer Crosslink Density via Segmentation

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Vegetable oil-derived monomers, when used alone as base resin monomers, result in thermoset polymers with poor mechanical properties due to their triglyceride structure, lacking sufficient modulus and strength for applications like composite matrix polymers and protective coatings.

Innovation Solution

Derivatization of vegetable oil fatty acids to introduce polymerizable groups closer together, increasing crosslink density by hydrolysis and subsequent acrylation or methacrylation, and incorporation of silane or epoxy functional groups to enhance the mechanical properties of the resulting thermoset resins.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If vegetable oil-derived monomers are used alone as base resin monomers, then the polymer material has flexibility and toughness from long fatty acid chains, but the mechanical properties (modulus and strength) are insufficient

Engineering Contradiction:
Improvemechanical strengthVSAvoidmolecular structure complexity
Core Design Contradiction:
StrengthVSDevice complexity

Solution Approach 1:

The patent segments the long fatty acid chain into shorter segments by introducing hydrolysis to break the triglyceride structure, then reassembles these segments with polymerizable groups positioned closer together to create monomers with improved mechanical properties while maintaining flexibility

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent creates composite molecular structures by combining vegetable oil-derived fatty acid chains with rigid polymerizable groups (such as acrylate, methacrylate, silane, or epoxy groups), resulting in a hybrid monomer structure that integrates the flexibility of fatty acid chains with the strength of rigid functional groups

Inventive Principle:
Principle #40Composite materials

2Stability of the object's composition

If polymerizable groups are linked by long flexible fatty chains in triglyceride structure, then the monomer maintains flexibility, but the crosslinked polymer network has insufficient modulus and strength

Engineering Contradiction:
Improvepolymer network stabilityVSAvoidmodulus and strength
Core Design Contradiction:
Stability of the object's compositionVSStrength

Solution Approach 1:

The patent performs preliminary derivatization of the fatty acid chains by introducing polymerizable groups at specific positions before polymerization, ensuring that the groups are positioned closer together to enable higher crosslink density and achieve both stability and strength in the final polymer network

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent changes the structural parameters of the monomer by controlling the distance between polymerizable groups through selective derivatization of fatty acid chains, transforming the long-chain triglyceride structure into a configuration with closer-spaced functional groups that enable enhanced crosslinking and improved mechanical properties

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 approach leads to thermoset resins with improved strength and modulus, making them suitable for applications requiring durability and resilience, while maintaining a green, bio-based origin from plant sources like hempseed oil.

Implementation Method 1

Derivatization of vegetable oil fatty acids to introduce polymerizable groups closer together, increasing crosslink density by hydrolysis and subsequent acrylation or methacrylation

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 2

subsequent acrylation or methacrylation, and incorporation of silane or epoxy functional groups

Methodology Applied
Scientific EffectAcrylation: Chemical Bonding

Implementation Method 3

subsequent acrylation or methacrylation, and incorporation of silane or epoxy functional groups

Methodology Applied
Scientific EffectMethacrylation: Chemical Bonding

Implementation Method 4

increasing crosslink density by hydrolysis and subsequent acrylation or methacrylation, and incorporation of silane or epoxy functional groups to enhance the mechanical properties

Methodology Applied
Scientific EffectCrosslinking: Chemical Bonding

Data Source

PatentUS10815187B2Preparation of vegetable oil-based monomers for use in thermosetting resins
Publication Date: 2020.10.27 WASHINGTON STATE UNIVERSITY
  • US10815187B2 patent drawing
  • US10815187B2 patent drawing
  • US10815187B2 patent drawing

AI summary

The present embodiments herein generally relate to thermoset resins that are derived from vegetable oil based sources, including fibrous plant sources. The utilization of plant based oil as starting materials makes the technology a green alternative to currently available solutions. This, coupled with the novel synthetic methods that are utilized, results in a transformation of the plant based oils into useful, durable, and resilient thermoset resins.