Spirocyclic Catalyst for Mild CO2-Epoxide Cycloaddition

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Solution Overview

Problem

Existing catalyst systems for the cycloaddition of carbon dioxide and an epoxide compound suffer from low catalytic activity, poor stability, harsh reaction conditions, and the use of toxic solvents, leading to high costs and inefficiencies in producing cyclic carbonates.

Innovation Solution

A spirocyclic compound is used as a catalyst for the reaction of an epoxide compound and carbon dioxide, which includes specific structures with nitrogen or phosphorus and halogens, demonstrating improved catalytic activity and stability, even in the presence of water or alcohol.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If binary catalysts composed of Lewis acid metals and Lewis bases are used, then the reaction can proceed, but catalytic activity is low and stability is poor

Engineering Contradiction:
Improvecatalyst stabilityVSAvoidcatalytic activity
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent employs a composite catalyst system combining a quaternary ammonium salt or quaternary phosphonium salt with a halide salt. This composite structure creates synergistic effects where the quaternary compound acts as a Lewis acid catalyst and the halide salt provides additional catalytic activity, resulting in both high catalytic activity and excellent stability that neither component achieves alone. The composite catalyst maintains high performance over multiple reaction cycles.

Inventive Principle:
Principle #40Composite materials

2Ease of operation

If conventional binary catalysts are used, then the reaction can occur, but harsh reaction conditions are required

Engineering Contradiction:
Improvereaction condition mildnessVSAvoidreaction efficiency
Core Design Contradiction:
Ease of operationVSProductivity

Solution Approach 1:

The patent achieves mild reaction conditions by optimizing catalyst composition ratios and reaction parameters. The quaternary ammonium/phosphonium salt combined with halide salt catalyst system enables the cycloaddition reaction to proceed efficiently at lower temperatures and pressures compared to conventional methods. The catalyst loading and component ratios are carefully controlled to maximize activity under mild conditions while maintaining high conversion rates.

Inventive Principle:
Principle #35Parameter changes

3Object-affected harmful factors

If conventional catalyst systems are used, then the reaction can proceed, but highly toxic organic solvents must be used

Engineering Contradiction:
ImprovetoxicityVSAvoidreaction efficiency
Core Design Contradiction:
Object-affected harmful factorsVSProductivity

Solution Approach 1:

The patent converts the traditionally harmful requirement for toxic solvents into a benefit by demonstrating that the quaternary ammonium/phosphonium salt-catalyzed reaction proceeds efficiently in green, non-toxic solvents such as cyclic carbonates, alcohols, or even water. The catalyst system is specifically designed to maintain high activity in these environmentally friendly media, eliminating the need for hazardous solvents while preserving reaction efficiency.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

4Ease of manufacture

If binary catalysts are used, then the reaction can occur, but catalyst cost is high

Engineering Contradiction:
Improvecatalyst costVSAvoidcatalyst performance
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent employs readily available and inexpensive quaternary ammonium salts, quaternary phosphonium salts, and halide salts as catalysts. These compounds are commercially accessible at low costs and do not require complex synthesis procedures. The catalyst system maintains high performance and stability over multiple cycles, providing an economical solution that reduces both initial catalyst cost and long-term operational expenses compared to conventional binary catalyst systems.

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

The spirocyclic compound achieves high selectivity and yield of cyclic carbonates with stable catalytic performance over multiple cycles, outperforming traditional catalysts in terms of efficiency and safety.

Implementation Method 1

the catalyst includes a spirocyclic compound including at least one compound of formula (1)... catalyze the reaction of an epoxide compound and carbon dioxide

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS12616964B2Spirocyclic compound containing catalyst for use in catalyzing reaction of epoxide compound and carbon dioxide
Publication Date: 2026.05.05 SHENZHEN CAPCHEM TECH CO LTD
  • US12616964B2 patent drawing
  • US12616964B2 patent drawing
  • US12616964B2 patent drawing

AI summary

The present disclosure provides a use of a catalyst for catalyzing a reaction of an epoxide compound and carbon dioxide, the catalyst includes a spirocyclic compound including at least one compound of formula (1):where X is selected from nitrogen, or phosphorus; Y is selected from halogens; A and B are independently selected from materials having formulae (a) to (d). Compared with catalysts with a non-spirocyclic structure or Lewis acid metal catalysts, the catalyst including the spirocyclic compound having the structural shown in formula 1 has the advantages of better catalytic effect, more stable performance and longer service life when catalyzing the reaction of the epoxy compounds and carbon dioxide. The present catalyst has both high efficiency and safety, and thus has broad application prospects.