Ethoxylated Glycerol Ester Catalysis for Faster, Cleaner Reactions

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Solution Overview

Problem

Existing catalysts for preparing alkoxylated glycerol esters result in high decomposition and require longer reaction times, leading to less homogeneous products.

Innovation Solution

A specific calcium catalyst, prepared by reacting calcium hydroxide with a carboxylic acid in a defined molar ratio, is used to produce ethoxylated glycerol esters, which reduces decomposition and reaction time.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional catalysts (sodium hydroxide/alcohol mixtures or sodium alkoxides) are used for preparing alkoxylated glycerol esters, then the reaction can proceed, but the products show high decomposition and require longer reaction times

Engineering Contradiction:
Improveproduct stabilityVSAvoidreaction time
Core Design Contradiction:
ReliabilityVSDuration of action of moving object

Solution Approach 1:

The patent changes the chemical composition parameters of the catalyst from conventional sodium-based systems to a specific calcium-based system with defined molar ratios (Ca(OH)2:carboxylic acid = 1:1 to 1:5). This parameter change in catalyst composition directly reduces decomposition and shortens reaction time, resolving the contradiction between product stability and reaction efficiency

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If existing catalysts are used for the alkoxylation reaction, then the reaction proceeds, but the products are less homogeneous and have higher hydroxyl values

Engineering Contradiction:
Improveproduct homogeneityVSAvoiddecomposition products
Core Design Contradiction:
Manufacturing precisionVSObject-generated harmful factors

Solution Approach 1:

The patent modifies the catalyst composition parameters to a calcium-based system with specific molar ratios, which controls the reaction to produce more homogeneous ethoxylated glycerol esters with lower hydroxyl values and reduced decomposition products, directly addressing the manufacturing precision and harmful factors contradiction

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs a composite catalyst system combining calcium hydroxide with carboxylic acids (forming calcium carboxylates), where the synergistic interaction between components enhances catalytic selectivity and reduces side reactions, leading to more homogeneous products with fewer decomposition byproducts

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 calcium catalyst produces ethoxylated glycerol esters with lower hydroxyl values and improved processability, resulting in more homogeneous products with faster reaction times.

Implementation Method 1

the preparation of such alkoxylated esters takes place in the presence of catalysts. Commonly employed catalysts are, e.g., sodium hydroxide/alcohol mixtures or sodium alkoxides

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

heating the content of the reactor to a temperature of from 80° C. to 200° C.

Methodology Applied
Scientific EffectHeating: Heating

Implementation Method 3

pressurizing the reactor with ethylene oxide gas to a pressure of from 1.5 bar to 10 bar above atmospheric pressure

Methodology Applied
Scientific EffectPressurization: Pressurisation

Data Source

PatentUS12479957B2Ethoxylated glycerol esters and method for the production thereof
Publication Date: 2025.11.25 CLARIANT INT LTD
  • US12479957B2 patent drawing
  • US12479957B2 patent drawing
  • US12479957B2 patent drawing

AI summary

Disclosed herein is a method for preparing ethoxylated glycerol esters (formula (I)) by reacting ethylene oxide with triglycerides (formula (II)) using a calcium catalyst. The catalyst is formed from calcium hydroxide (A), a C3-C40 carboxylic acid (B) (formula (III)), and a strong acid (AC) (pKa≤3) derived from sulfur or phosphorus oxides. In formulae (I) and (II), R1-R3 are C7-C24 alkyl chains, with ethoxylation units (m+n+o) averaging>5. In formula (III), R4 is selected from saturated or unsaturated, linear or branched C1-C30 alkyl chains, and R5, R6, R7, and R8 are hydrogen. The calcium hydroxide: carboxylic acid ratio (A):(B) is 1:1-1:5, while calcium hydroxide: strong acid ratio (A):(AC) is 5:1-1:1.