2-Furonitrile Production via Mo/SiO2-Catalyzed Dehydration

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Solution Overview

Problem

Conventional methods for producing carbonic acid esters using phosgene are hazardous, costly, and inefficient, while methods using benzonitrile as a dehydrant face challenges in by-product regeneration and process balance, leading to low yields and complex purification processes.

Innovation Solution

A method involving the dehydration of 2-furamide using an Mo/SiO2 catalyst and a desiccant to produce 2-furonitrile, followed by its regeneration and integration into a carbonic acid ester synthesis process, balancing reaction speeds and reducing by-product generation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If phosgene is used as carbonyl source for direct reaction with alcohol, then carbonic acid ester can be produced, but the process becomes hazardous, costly, and requires complex safety measures

Engineering Contradiction:
Improveproduction efficiencyVSAvoidhazard and cost
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The invention extracts and eliminates phosgene from the reaction system, replacing it with carbon dioxide as the carbonyl source. This removes the harmful substance while maintaining the core function of producing carbonic acid esters, directly resolving the contradiction between productivity and safety hazards.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention uses carbon dioxide, an abundant and inexpensive gas, instead of expensive and hazardous phosgene. This substitution reduces both the cost and safety risks associated with the carbonyl source, addressing the contradiction between production efficiency and operational cost.

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

2Productivity

If benzonitrile is used as dehydrant to increase production amount and speed, then reaction proceeds faster under near-ordinary pressure, but benzamide by-product generation creates regeneration and separation challenges

Engineering Contradiction:
Improveproduction amount and speedVSAvoidprocess complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The invention changes the chemical structure parameter of the dehydrant from benzonitrile to 2-furonitrile. This structural modification allows the by-product (2-furamide) to be regenerated back to the dehydrant under mild conditions, simplifying the overall process while maintaining high productivity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention implements a recovery cycle where the dehydrant (2-furonitrile) is consumed to form by-product (2-furamide), which is then regenerated back to 2-furonitrile under mild conditions. This closed-loop approach eliminates the need for complex separation processes while maintaining continuous productivity.

Inventive Principle:
Principle #34Discarding and recovering

3Manufacturing precision

If 400 hours are required to regenerate nitrile by dehydration of amide compound, then the regeneration process reduces by-product generation, but the reaction time is not balanced with the 24-hour carbonic acid ester synthesis

Engineering Contradiction:
ImproveselectivityVSAvoidreaction time
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

The invention introduces a catalyst (MoO3 or MoO3-SiO2) that dramatically changes the kinetic parameters of the dehydration reaction. This catalytic approach reduces the regeneration time from 400 hours to 24 hours, achieving time balance with the carbonic acid ester synthesis while maintaining high selectivity through controlled reaction conditions.

Inventive Principle:
Principle #35Parameter changes

4Reliability

If extraction and filtration are performed to remove catalyst by liquid-solid separation, then the regeneration process can proceed, but the process becomes elongated and complicated

Engineering Contradiction:
Improveseparation efficiencyVSAvoidprocess complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The invention uses molecular sieves that can be directly added to the reaction mixture and subsequently removed by simple filtration, eliminating the need for complex extraction processes. The molecular sieves self-perform the dehydration function while being easily separable, reducing process complexity while maintaining reliable separation efficiency.

Inventive Principle:
Principle #25Self-service

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 allows for high-yield production of 2-furonitrile and carbonic acid esters with reduced by-products, optimizing the dehydration and synthesis reactions for commercial viability.

Implementation Method 1

dehydration of 2-furamide is performed in the presence of an Mo/SiO2 catalyst in which molybdenum (Mo) is supported on a carrier formed from SiO2

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

dehydration of 2-furamide is performed in the presence of a desiccant

Methodology Applied
Scientific EffectAbsorption: Absorption (physical)

Data Source

PatentEP4299567B1Method for producing 2-furonitrile and method for producing carbonic acid ester
Publication Date: 2025.10.29 MITSUBISHI GAS CHEM CO INC
  • EP4299567B1 patent drawingFigure 1
  • EP4299567B1 patent drawing
  • EP4299567B1 patent drawing

AI summary

The present invention provides a method for producing 2-furonitrile by dehydrating 2-furamide in the presence of an Mo/SiO2 catalyst in which molybdenum (Mo) is supported on a carrier formed from SiO2. Further, a preferred embodiment of the present invention involves dehydration in the presence of a desiccant such as a molecular sieve.