Bifunctional Copper Catalyst for Selective Alkyl Furan Production

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Solution Overview

Problem

The synthetic preparation of alkyl furans for use in Oleo-Furan Surfactants is hindered by issues of selectivity, yield, and scalability, and existing copper chromite catalysts pose environmental concerns due to toxic metal ion leaching.

Innovation Solution

The use of bifunctional copper-based catalysts, such as 10% Cu/zeolite Y, for selective hydrodeoxygenation of furanic ketones to produce alkyl furans, which offers higher selectivity, scalability, and environmental sustainability by avoiding toxic metal ion leaching.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If copper chromite catalysts are used for hydrodeoxygenation of furanic ketones, then the reaction can proceed, but toxic metal ion leaching occurs causing environmental harm

Engineering Contradiction:
Improvecatalytic activityVSAvoidtoxic metal ion leaching
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent removes the toxic chromium component from the copper chromite catalyst system, extracting only the essential copper catalytic function while eliminating the harmful chromium ions that cause environmental pollution and metal ion leaching problems

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent converts the harmful effect of metal ion leaching into a benefit by designing a catalyst system where copper ions are stabilized on a solid support (alumina or silica), preventing leaching while maintaining catalytic activity, thus transforming a harmful phenomenon into a controlled and beneficial process

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

2Productivity

If conventional catalysts are used for alkyl furan preparation, then production can proceed, but selectivity and yield are insufficient

Engineering Contradiction:
Improveproduction rateVSAvoidselectivity and yield
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent applies local quality by creating specific active sites on the copper catalyst surface through controlled reduction and stabilization, where copper ions are positioned and structured to selectively catalyze the desired hydrodeoxygenation reaction of furanic ketones, achieving high selectivity for alkyl furan production

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent utilizes parameter changes by optimizing the copper loading, support material composition, reduction temperature, and reaction conditions to maximize both selectivity and yield, demonstrating that controlled variation of catalytic parameters leads to improved manufacturing precision without sacrificing productivity

Inventive Principle:
Principle #35Parameter changes

3Productivity

If scalable production methods are implemented, then industrial application becomes feasible, but selectivity and yield control become more difficult

Engineering Contradiction:
ImprovescalabilityVSAvoidselectivity and yield control
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent applies segmentation by dividing the catalytic system into distinct functional components: copper active sites for catalysis, alumina or silica support for stabilization and surface area provision, and controlled pore structures for mass transfer. This segmented design allows each component to be optimized independently while maintaining overall selectivity and yield control at scale

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent uses the alumina or silica support as an intermediary between the copper catalyst and the reactants, providing a stable platform that maintains copper ion dispersion and prevents aggregation during scalable production, thereby preserving selectivity and yield control even when production volume increases

Inventive Principle:
Principle #24Intermediary (Mediator)

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 method achieves high selectivity and yield in the production of alkyl furans, enabling their use as eco-friendly surfactants in cleaning products while being cost-effective and environmentally friendly, with excellent regeneration in catalytic cycling.

Implementation Method 1

contacting a compound of Formula II with a bifunctional copper-based catalyst for selective hydrodeoxygenation of the ketone moiety

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

selective hydrodeoxygenation of the ketone moiety

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentUS11718598B2Processes for the preparation of alkyl furans using bifunctional copper catalysts
Publication Date: 2023.08.08 TRIAD NATIONAL SECURITY LLC
  • US11718598B2 patent drawing
  • US11718598B2 patent drawing
  • US11718598B2 patent drawing

AI summary

The present disclosure relates to the selective hydrodeoxygenation (HDO) of bio-based furanic ketones with a bifunctional copper-based catalyst in the presence of a solvent to prepare alkyl furans with high yield, purity, and scalability. The alkyl furans prepared herein are useful in the preparation of surfactants.