Polyol Synthesis from Vegetable Oils via Epoxidation

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Solution Overview

Problem

Current methods for producing polyols from vegetable oils involve harsh reaction conditions and expensive starting materials, and there is a need for renewable, sustainable alternatives to castor oil that can replicate its properties for industrial applications.

Innovation Solution

A process involving partial epoxidization and hydroxylation of unsaturated triacylglycerol oils using a heterogeneous acid catalyst to produce polyols with similar properties to castor oil, including specific structures and viscosity ranges, allowing for the creation of monomeric polyols with controlled hydroxyl and double-bond content.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional methods are used to produce polyols from vegetable oils, then polyols can be obtained, but harsh reaction conditions and expensive starting materials are required

Engineering Contradiction:
Improvereaction conditionsVSAvoidcost of starting materials
Core Design Contradiction:
Ease of manufactureVSQuantity of substance

Solution Approach 1:

The invention changes the reaction parameters by using milder oxidation conditions (lower temperature, different oxidizing agents) and alternative starting materials (non-castor vegetable oils with varying fatty acid compositions), thereby reducing manufacturing harshness and material costs while maintaining polyol production

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention employs inexpensive, readily available vegetable oils (such as soybean, sunflower, or canola oil) as starting materials instead of expensive castor oil, making the process more economically viable and accessible

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

2Reliability

If conventional methods are used to produce polyols from vegetable oils, then polyols can be obtained, but the supply and price fluctuate significantly

Engineering Contradiction:
Improvesupply stabilityVSAvoidprice flexibility
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The invention makes the polyol production process universally applicable to multiple types of vegetable oils (soybean, sunflower, canola, corn oil, etc.), allowing producers to switch between different oil sources based on availability and price, thereby stabilizing supply while maintaining adaptability to market conditions

Inventive Principle:
Principle #6Universality (Multi-functionality)

3Manufacturing precision

If castor oil is used as the starting material, then polyols with desired properties can be obtained, but the process relies on imported materials and unstable supply

Engineering Contradiction:
Improvepolyol propertiesVSAvoidsupply chain complexity
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The invention creates polyols that copy the desired properties of castor oil-derived polyols by using alternative vegetable oils as starting materials, achieving similar molecular structures and functionalities without relying on imported castor oil, thereby simplifying the supply chain

Inventive Principle:
Principle #26Copying

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 yields polyols with hydroxyl values and viscosities comparable to castor oil, enabling their use in various industrial applications such as polyurethanes, cosmetics, and lubricants, while reducing the reliance on imported castor oil and stabilizing the supply of bio-based hydroxylated oils.

Implementation Method 1

hydroxylating the partially epoxidized TAG oil using an alcohol and an acid catalyst to obtain hydroxylated and unsaturated TAG polyols

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

partially epoxidizing the unsaturated TAG oil with an acid and an oxidizing agent to obtain a partially epoxidized TAG oil

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentUS10301239B2Synthesis of polyols suitable for castor oil replacement
Publication Date: 2019.05.28 COROL CORP
  • US10301239B2 patent drawing
  • US10301239B2 patent drawing
  • US10301239B2 patent drawing

AI summary

A method for the preparation of polyol from an unsaturated TAG oil that can function similarly to castor oil in certain applications. The method comprises controlled epoxidation of the TAG oil with an acid and an oxidizing agent to obtain a partially epoxidized TAG oil with desired iodine and oxirane values; hydroxylating the partially epoxidized TAG oil using a monoalcohol and a solid acid catalyst to obtain the polyol. The resulting polyols are comprised of a triglyceride structure and hydroxyl values, viscosities, and colors that are similar to castor oil.