Glycerol Carbonate Methacrylate Synthesis via Potassium Iodide Catalysis

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Solution Overview

Problem

Existing processes for preparing glycerol carbonate methacrylate (GCMA) face challenges in achieving high selectivity at low pressures and rapid conversion using conventional catalysts, which limits their efficiency and economic viability.

Innovation Solution

A process involving the reaction of glycidyl methacrylate with carbon dioxide in the presence of potassium iodide as a catalyst, using acetonitrile or monoalcohols as solvents, at pressures between 0.5 to 5 bar and temperatures from 50 to 100°C, which enhances selectivity and conversion efficiency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If conventional catalysts are used for preparing glycerol carbonate methacrylate, then the reaction can proceed, but high selectivity cannot be achieved at low pressures

Engineering Contradiction:
ImproveselectivityVSAvoidpressure
Core Design Contradiction:
Manufacturing precisionVSStress or pressure

Solution Approach 1:

The patent changes the chemical parameter of the catalyst from conventional options to potassium iodide, which enables the reaction to achieve high selectivity (above 95%, preferably above 97%) at low pressures (0.5 to 5 bar). This parameter change in catalyst identity resolves the contradiction between maintaining low pressure and achieving high selectivity.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If conventional processes are used, then GCMA can be produced, but rapid conversion of GMA is not achieved

Engineering Contradiction:
Improveconversion rateVSAvoidreaction time
Core Design Contradiction:
ProductivityVSLoss of time

Solution Approach 1:

The patent introduces potassium iodide as catalyst, which significantly accelerates the conversion rate of glycidyl methacrylate to glycerol carbonate methacrylate. This enables rapid conversion within a short reaction time (e.g., 97% conversion after only 2 hours at 70°C), resolving the contradiction between high productivity and minimal time loss.

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If easily accessible catalysts like potassium iodide are used, then the process becomes simpler, but high selectivity and rapid conversion were previously not achievable

Engineering Contradiction:
Improvecatalyst accessibilityVSAvoidselectivity
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent employs potassium iodide, an inexpensive and easily accessible catalyst that can be readily obtained and used. Despite its simplicity and low cost, it delivers superior performance with high selectivity (above 95%) and rapid conversion, resolving the contradiction between ease of manufacture and manufacturing precision.

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

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

This process achieves high selectivity (above 97.5%) and rapid conversion of glycidyl methacrylate to GCMA at low pressures, making it an economically attractive method for producing high-quality GCMA suitable for copolymer production.

Implementation Method 1

glycidyl methacrylate is reacted with carbon dioxide in the presence of a catalyst, wherein the catalyst is potassium iodide

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS11254648B2Process for producing glycerol carbonate methacrylate
Publication Date: 2022.02.22 BASF SE

AI summary

A process for preparing glycerol carbonate methacrylate, wherein glycidyl methacrylate is reacted with carbon dioxide in the presence of a catalyst and a solvent,wherein the catalyst is potassium iodide, the solvent is acetonitrile, one or more monoalcohols, or any desired mixture of acetonitrile and one or more monoalcohols, and the reaction of glycidyl methacrylate with carbon dioxide is carried out at a pressure from 0.5 to 5 bar.