Zeolite Catalyst Alkylation of Anhydrosugar Ethers

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Solution Overview

Problem

Current methods for producing anhydrosugar ethers require highly pure anhydrosugar alcohols, making the process costly and inefficient, and involve harsh reaction conditions such as high temperatures and pressures.

Innovation Solution

The method involves alkylation of anhydrosugar alcohols using a dialkyl carbonate in the presence of a zeolite solid phase basic catalyst, specifically a strongly basic zeolite with ammonium groups, at temperatures below 240°C and for 2 hours or less, allowing for the use of crude anhydrosugar compounds and reducing the need for pure starting materials.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If traditional alkylation methods using phase transfer catalysts are employed, then anhydrosugar ethers can be produced, but highly pure anhydrosugar starting materials are required, increasing process cost and complexity

Engineering Contradiction:
Improvepurity of anhydrosugar ethersVSAvoidcost and complexity of process
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The invention changes the reaction parameters by using a solid base catalyst (potassium carbonate) instead of phase transfer catalysts, and by employing dimethyl carbonate as the alkylating agent under specific temperature and pressure conditions. This parameter change allows the reaction to proceed with crude anhydrosugar materials while still achieving high purity products, thus resolving the contradiction between manufacturing precision and ease of manufacture

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention extracts or removes the requirement for highly pure starting materials by using a filtration step that separates the solid catalyst from the reaction mixture. This allows crude anhydrosugar materials to be used directly without extensive purification, reducing process cost and complexity while maintaining product quality

Inventive Principle:
Principle #2Taking out (Extraction)

2Productivity

If conventional alkylation processes are used, then reasonable yields can be achieved, but harsh reaction conditions (high temperature and pressure) are required

Engineering Contradiction:
Improveyield of anhydrosugar ethersVSAvoidreaction temperature
Core Design Contradiction:
ProductivityVSTemperature

Solution Approach 1:

The invention introduces a solid base catalyst (potassium carbonate) as an intermediary that facilitates the alkylation reaction under milder conditions. The catalyst mediates between the dimethyl carbonate and crude anhydrosugar, enabling the reaction to proceed at lower temperatures and pressures while maintaining reasonable yields, thus resolving the contradiction between productivity and temperature requirements

Inventive Principle:
Principle #24Intermediary (Mediator)

3Manufacturing precision

If traditional methods are employed, then anhydrosugar ethers can be produced, but extensive purification steps are needed, increasing process complexity and cost

Engineering Contradiction:
Improvepurity of anhydrosugar ethersVSAvoidnumber of purification steps
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The invention extracts or removes the need for extensive purification steps by using a simple filtration process to separate the solid catalyst from the reaction mixture. The filtrate contains the desired anhydrosugar ethers in high purity, eliminating the need for multiple purification operations and thus reducing device complexity while maintaining manufacturing precision

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention applies local quality by using a solid catalyst that can be easily separated from the liquid reaction mixture through filtration. This localized separation method is more efficient than global purification methods, achieving high product purity with minimal process steps and reduced complexity

Inventive Principle:
Principle #3Local quality

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 approach enables the production of pure anhydrosugar ethers at reasonable yields with milder reaction conditions, eliminating the need for pure starting materials and facilitating easier product isolation and catalyst recycling, thus providing a cost-effective and environmentally friendly process.

Implementation Method 1

The reaction step in the present disclosure uses zeolite as the solid phase basic catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP2254898B1Method for preparation of anhydrosugar ethers
Publication Date: 2015.07.15 ARCHER DANIELS MIDLAND CO
  • EP2254898B1 patent drawing
  • EP2254898B1 patent drawing
  • EP2254898B1 patent drawing

AI summary

A method for alkylation of an anhydrosugar compound in which a dialkyl carbonate is reacted with an anhydrosugar compound in the presence of a solid phase basic catalyst. A typical anhydrosugar compound is anhydrosugar alcohol, a dianhydromonoether and mixtures thereof. The reaction step uses zeolyte as the solid phase basic catalyst. The zeolite catalyst is typically a zeolite having ammonium groups. The reaction is carried out at a temperature below 240° C and the reaction time is 2 hours or less.