Heterogeneous Catalyst for Beta-Lactone Carbonylation

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Solution Overview

Problem

Conventional processes for carbonylation of epoxides to produce beta-lactones using homogenous catalysts are costly due to requirements for solvent use, large reactor sizes, and expensive membrane filtration, leading to inefficiencies and higher environmental impact.

Innovation Solution

The use of heterogeneous catalysts, specifically comprising a cationic Lewis acid functional group and an anionic metal carbonyl, in processes that react epoxide and carbon monoxide to produce beta-lactone and beta-lactone derivatives, reducing the need for solvents and reactor size, and eliminating the need for membrane filtration.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If homogenous catalysts are used for carbonylation of epoxides, then the catalytic reaction can proceed effectively, but the process requires expensive membrane filtration and solvent recovery systems

Engineering Contradiction:
Improvecatalytic reaction effectivenessVSAvoidmembrane filtration and solvent recovery systems
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The catalyst system is segmented into solid catalyst particles suspended in a biphasic solvent system (aqueous phase and organic phase). The solid catalyst resides in the aqueous phase while the organic phase contains the epoxide substrate. This segmentation allows easy separation of catalyst from products through phase decantation, eliminating the need for membrane filtration.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

A biphasic solvent system acts as an intermediary between the homogenous catalyst and the organic substrate. The aqueous phase contains the catalyst while the organic phase contains the epoxide. The interface between phases facilitates mass transfer and reaction, while allowing easy separation of catalyst-containing aqueous phase from organic product phase.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of operation

If large volumes of solvent are used in homogenous catalysis, then the catalyst can be dissolved and circulated, but larger capacity reactors are required resulting in higher costs

Engineering Contradiction:
Improvecatalyst dissolution and circulationVSAvoidreactor capacity
Core Design Contradiction:
Ease of operationVSVolume of stationary object

Solution Approach 1:

The system changes the physical state parameter of the catalyst from dissolved (homogenous) to suspended (heterogenous) form. This allows the catalyst to be present in a biphasic system where it remains accessible to substrates while enabling easy separation. The biphasic system uses minimal solvent volumes since the catalyst is not required to be fully dissolved, reducing reactor size requirements.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If homogenous catalyst processes are used, then the catalytic activity is high, but distillation is required resulting in extra heating and distillation equipment costs

Engineering Contradiction:
Improvecatalytic activityVSAvoidheating and distillation equipment
Core Design Contradiction:
ProductivityVSUse of energy by stationary object

Solution Approach 1:

The process utilizes phase transition and phase separation instead of distillation for product isolation. The biphasic system naturally separates into aqueous and organic phases based on density and solubility differences. The organic phase containing the beta-lactone product can be decanted directly, eliminating the need for energy-intensive distillation while maintaining high catalytic activity in the aqueous phase.

Inventive Principle:
Principle #36Phase transitions

4Ease of repair

If membrane filtration is used to recycle homogenous catalyst, then catalyst recovery is possible, but expensive membranes are required

Engineering Contradiction:
Improvecatalyst recoveryVSAvoidmembrane filtration system
Core Design Contradiction:
Ease of repairVSDevice complexity

Solution Approach 1:

The catalyst-containing aqueous phase is extracted and separated from the organic product phase through simple decantation based on phase density differences. This extraction method eliminates the need for expensive membrane filtration systems while achieving effective catalyst recovery and reuse in subsequent reaction cycles.

Inventive Principle:
Principle #2Taking out (Extraction)

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 results in more efficient and cost-effective production of beta-lactones and beta-lactone derivatives with a reduced carbon footprint, improving the life cycle assessment and enabling the use of various carbon sources including petroleum and biobased materials.

Implementation Method 1

Processes for reacting the contents of a feed stream comprising an epoxide reagent and a carbon monoxide reagent with a heterogeneous catalyst to produce a product stream comprising a beta-lactone product

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS10961209B2Processes for producing beta-lactone and beta-lactone derivatives with heterogenous catalysts
Publication Date: 2021.03.30 NOVOMER INC
  • US10961209B2 patent drawing
  • US10961209B2 patent drawing
  • US10961209B2 patent drawing

AI summary

The present invention is directed to processes from producing beta-lactone and beta-lactone derivatives using heterogenous catalysts. In preferred embodiments of the present invention, the processes comprise the steps: passing a feed stream comprising an epoxide reagent and a carbon monoxide reagent to a reaction zone; contacting the epoxide reagent and the carbon monoxide reagent with a heterogenous catalyst to produce a beta-lactone product in the reaction zone; and removing the beta-lactone product from the reaction zone. In preferred embodiments, the heterogenous catalyst comprises a solid support containing a cationic Lewis acid functional group and a metal carbonyl compound comprising at least one of anionic metal carbonyl compound or a neutral metal carbonyl compound. In certain preferred embodiments, the epoxide reagent and carbon monoxide reagent have a biobased content.