Composite Catalyst for Alpha, Omega-Diol Production

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Solution Overview

Problem

There is a need for high-yield and high-selectivity processes to produce alpha, omega-diols, such as 1,5-pentanediol and 1,6-hexanediol, from biomass-derived starting materials, as existing methods face challenges in efficiently converting oxygenated compounds from renewable sources into industrially useful chemicals.

Innovation Solution

A process involving the selective hydrodeoxygenation of oxygenated compounds using a catalyst comprising metals like Mn, Cr, V, Ti, Ni, Co, Fe, Cu, Ag, Pt, Pd, or Au, supported on materials like TiO2, zeolites, and WO3, which contacts the feedstock with hydrogen gas at specific temperatures and pressures to form alpha, omega-diols, with optional reductive amination steps to produce diaminoalkanes.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional hydrogenation methods are used to convert biomass-derived oxygenated compounds to alpha,omega-diols, then the process can proceed with simple catalyst systems, but the yield and selectivity are insufficient

Engineering Contradiction:
Improveyield and selectivityVSAvoidcatalyst complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent employs composite catalyst systems combining multiple metal components (e.g., Ru with Cu, or Rh with Zn) to achieve synergistic effects that improve both yield and selectivity. The composite nature of these catalysts allows them to perform multiple functions simultaneously, resolving the contradiction between simplicity and performance.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent systematically optimizes reaction parameters including temperature (100-250°C), pressure (1-100 atm), and catalyst composition ratios to maximize productivity. By changing these parameters, the process achieves high yield and selectivity without requiring excessively complex catalyst systems.

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If selective hydrodeoxygenation is implemented to improve product selectivity, then the conversion efficiency increases, but the process complexity increases

Engineering Contradiction:
ImproveselectivityVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent uses specific catalysts as intermediaries that facilitate selective hydrodeoxygenation through well-defined mechanisms. These catalysts mediate the conversion of oxygenated compounds to diols with high selectivity, avoiding the need for complex multi-step processes with multiple unit operations.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

By adjusting reaction conditions such as temperature, pressure, and catalyst composition, the patent achieves high selectivity for alpha,omega-diols while maintaining process simplicity. The optimized parameters enable selective conversion without requiring additional separation or purification steps.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If existing catalyst systems are used for hydrogenation of biomass-derived compounds, then the process is easier to operate, but the conversion efficiency and product yield are low

Engineering Contradiction:
Improveconversion efficiencyVSAvoidoperational simplicity
Core Design Contradiction:
ProductivityVSEase of operation

Solution Approach 1:

The patent employs composite catalyst systems (e.g., Ru-Cu, Rh-Zn) that combine the advantages of different metals to achieve high conversion efficiency. These composite catalysts maintain operational simplicity while dramatically improving productivity compared to conventional single-metal catalysts.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent uses catalyst systems that are highly active and selective, allowing for shorter reaction times and easier operation. While the catalyst composition is complex, the overall process becomes simpler due to the high efficiency, reducing operational complexity despite sophisticated catalyst design.

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

This process effectively converts biomass-derived oxygenates into alpha, omega-diols with improved yields and selectivity, providing a sustainable route for producing industrially useful chemicals like 1,5-pentanediol and 1,6-hexanediol, and their corresponding diaminoalkanes, enhancing the utilization of renewable resources in chemical production.

Implementation Method 1

contacting the feedstock with hydrogen gas, in the presence of a catalyst at a temperature and for a time sufficient to form a product mixture comprising an α,ω-Cn-diol

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

selective hydrodeoxygenation of oxygenated compounds

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentUS8859826B2Production of alpha, omega-diols
Publication Date: 2014.10.14 DUPONT POLYMERS INC
  • US8859826B2 patent drawing
  • US8859826B2 patent drawing
  • US8859826B2 patent drawing

AI summary

Disclosed herein are processes for preparing an α,ω-Cn-diol, wherein n is 5 or greater, from a feedstock comprising a Cn oxygenate. In some embodiments, the process comprises contacting the feedstock with hydrogen gas in the presence of a catalyst comprising metals M1, M2, and M3 and optionally a support, wherein: M1 is Mn, Cr, V, or Ti; M2 is Ni, Co, or Fe; and M3 is Cu, Ag, Pt, Pd or Au; or M1 is Pt or Rh; M2 is Cu, Ni or Pd; and M3 is Mo, Re or W. The Cn oxygenate may be obtained from a biorenewable resource.