Ionic Liquid Heterogeneous Catalyst for EMC Transesterification

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current methods for synthesizing ethyl methyl carbonate (EMC) face challenges such as low catalytic activity, long reaction times, and high temperatures due to the use of ionic liquids with weak alkalinity and poor stability, leading to inefficient production and environmental concerns from soluble strong alkali residues.

Innovation Solution

Development of a new ionic liquid with strong alkalinity and high stability, embedded in a silica, titanium dioxide, or aluminum oxide framework, which exhibits high catalytic activity at lower temperatures and maintains activity even after multiple uses, replacing traditional soluble strong alkalis like sodium hydroxide or potassium hydroxide.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Power

If traditional soluble strong alkalis (sodium hydroxide or potassium hydroxide) are used as catalysts, then high catalytic activity is achieved, but the catalyst is sensitive to water, easy to inactivate, generates salt inactivation products that are insoluble in carbonate, and causes environmental pollution

Engineering Contradiction:
Improvecatalytic activityVSAvoidstability
Core Design Contradiction:
PowerVSReliability

Solution Approach 1:

The patent changes the physical and chemical parameters of the catalyst by transitioning from soluble strong alkalis to ionic liquids with strong alkalinity. The ionic liquid catalyst maintains high catalytic activity while improving stability through its unique structure that prevents decomposition and inactivation. This parameter change resolves the contradiction between high activity and stability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses composite ionic liquid structures combining cations and anions with specific properties. The ionic liquid consists of organic cations (such as imidazolium, pyridinium, or morpholinium) and anions (such as hydroxide, alkoxide, or carboxylate) that work together to provide both high catalytic activity and enhanced stability, resolving the contradiction between activity and reliability.

Inventive Principle:
Principle #40Composite materials

2Reliability

If ionic liquids with weak alkalinity are used as catalysts, then stability is improved, but catalytic activity decreases and reaction time increases

Engineering Contradiction:
ImprovestabilityVSAvoidreaction efficiency
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent changes the alkalinity parameter of the ionic liquid catalyst from weak to strong by selecting specific anion combinations (hydroxide, alkoxide, carboxylate). This parameter change enables the catalyst to maintain both high stability and high catalytic activity, achieving fast reaction rates and short reaction times while preserving reliability.

Inventive Principle:
Principle #35Parameter changes

3Power

If homogeneous catalysts are used, then high catalytic activity is achieved, but product separation becomes difficult and catalyst reuse is not feasible

Engineering Contradiction:
Improvecatalytic activityVSAvoidseparation difficulty
Core Design Contradiction:
PowerVSEase of manufacture

Solution Approach 1:

The patent changes the physical state parameter of the catalyst from homogeneous (soluble) to heterogeneous (immiscible) by using ionic liquids that form a separate phase. This parameter change allows the catalyst to maintain high activity while enabling easy separation through phase separation, making the manufacturing process simpler and catalyst reuse feasible.

Inventive Principle:
Principle #35Parameter changes

4Power

If soluble strong alkalis are used, then high catalytic activity is achieved, but salt residues reduce product purity and cause environmental pollution

Engineering Contradiction:
Improvecatalytic activityVSAvoidproduct purity
Core Design Contradiction:
PowerVSManufacturing precision

Solution Approach 1:

The patent changes the chemical composition parameter by replacing soluble strong alkalis with ionic liquid catalysts. The ionic liquid catalyst does not form insoluble salt inactivation products, eliminating contamination of the product with salt residues. This results in high product purity while maintaining the ionic liquid catalyst in the reaction system for potential reuse.

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 new ionic liquid-based heterogeneous catalyst achieves high-purity EMC synthesis with reaction equilibrium reached in 5 minutes at 76-78°C, showing stable catalytic activity for up to 20 cycles without significant degradation, and can be directly applied to transesterification without baking, improving industrial feasibility.

Implementation Method 1

a heterogeneous catalyst comprising an ionic liquid and a support which embeds the ionic liquid in a riveting manner

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP3950123B1Heterogeneous catalyst based on ionic liquid, and preparation method therefor and use thereof
Publication Date: 2024.04.10 SHANDONG SHIDA SHENGHUA CHEM GROUP
  • EP3950123B1 patent drawingFigure 1~2
  • EP3950123B1 patent drawingFigure 3~4
  • EP3950123B1 patent drawingFigure 5~6

AI summary

The present disclosure discloses a homogeneous catalyst comprising an ionic liquid with an anion and a cation, wherein the anion and the cation both comprises a nitrogen-containing heterocycle, wherein the cation has a structure represented by Formula I or Formula II, and the anion has a structure represented by Formula III, Formula IV or Formula V. The present disclosure further provides a heterogeneous catalyst comprising the homogeneous catalyst, a preparation method and use of the homogeneous catalyst and the heterogeneous catalyst. The homogeneous catalyst and heterogeneous catalyst are used to synthesize high-purity ethyl methyl carbonate product by the transesterification of dimethyl carbonate and ethanol, transesterification of dimethyl carbonate and diethyl carbonate, or transesterification of methanol and diethyl carbonate, and exhibit high reaction activity wherein a reaction equilibrium can be reached when the reaction time is 5 min and the reaction temperature is in a range from 76°C to 78°C, and the both catalysts show high catalytic activity even at near room temperature 30°C. The synthesized ionic liquids exhibit substantially unchanged catalytic activity and show higher stability, even after reused 20 times.