NiZn Catalyst Selective Reduction Halide Compounds

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Solution Overview

Problem

Existing methods for catalytic reduction of carbon-carbon unsaturated bonds in halide compounds often result in dehalogenation, making them unsuitable for industrial production due to safety concerns and high costs, and fail to reduce carbon-carbon triple bonds effectively without using catalyst poisons.

Innovation Solution

A method involving a catalyst prepared by reacting a nickel compound, a zinc compound, and a borohydride compound in a solvent, which allows for the catalytic reduction of halide compounds with minimal dehalogenation, using a NiZn catalyst to reduce carbon-carbon unsaturated bonds to saturated bonds.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If a nickel boride catalyst or palladium catalyst is used for catalytic reduction of carbon-carbon unsaturated bonds in halide compounds, then the reduction efficiency is improved, but dehalogenation occurs simultaneously

Engineering Contradiction:
Improvereduction efficiencyVSAvoiddehalogenation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent introduces a catalyst poison as an intermediary substance that selectively poisons the catalyst's ability to promote dehalogenation while preserving its hydrogenation activity. This mediator allows the catalyst to distinguish between the two competing reactions and favor carbon-carbon bond reduction over halogen removal.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent modifies the catalyst's properties by controlling the amount of catalyst poison added and adjusting reaction parameters such as hydrogen pressure, temperature, and catalyst composition ratios. These parameter changes enable the catalyst to achieve selective reduction without dehalogenation.

Inventive Principle:
Principle #35Parameter changes

2Object-generated harmful factors

If a catalyst poison is used to lower the activity of nickel boride catalyst, then dehalogenation is suppressed, but the carbon-carbon triple bond is not fully reduced into a carbon-carbon single bond

Engineering Contradiction:
Improvedehalogenation suppressionVSAvoidreduction completeness
Core Design Contradiction:
Object-generated harmful factorsVSProductivity

Solution Approach 1:

The patent optimizes multiple parameters including the amount of catalyst poison (0.1-10 wt%), hydrogen pressure (1-100 atm), temperature (0-200°C), and catalyst composition ratios to achieve both dehalogenation suppression and complete reduction of carbon-carbon triple bonds to single bonds.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite catalyst system combining nickel boride with specific catalyst poisons and other metal components. This composite structure allows the catalyst to simultaneously achieve selective reduction, suppress dehalogenation, and maintain high activity for complete bond saturation.

Inventive Principle:
Principle #40Composite materials

3Object-generated harmful factors

If platinum catalyst is used for catalytic reduction, then dehalogenation is avoided, but the production cost increases significantly

Engineering Contradiction:
Improvedehalogenation avoidanceVSAvoidproduction cost
Core Design Contradiction:
Object-generated harmful factorsVSEase of manufacture

Solution Approach 1:

The patent replaces expensive platinum catalysts with cheaper nickel boride-based catalysts that can be modified through the addition of catalyst poisons and other inexpensive metal components, achieving similar selectivity without the high cost associated with platinum.

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

Solution Approach 2:

The patent adjusts the composition and properties of the nickel boride catalyst by controlling the amount of catalyst poison and other metal additives, enabling the cheaper catalyst to achieve performance comparable to platinum while significantly reducing production costs.

Inventive Principle:
Principle #35Parameter changes

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 enables the economic and safe production of reduced halide compounds with high yield, specifically reducing carbon-carbon unsaturated bonds without dehalogenation, overcoming the limitations of previous methods.

Implementation Method 1

catalytic reduction (hydrogenation)

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

catalytic reduction of reducing a carbon-carbon unsaturated bond, that is, a carbon-carbon triple bond (C=C) or a carbon-carbon double bond (C=C), into a carbon-carbon saturated bond (C-C)

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentEP3556464B1Method for producing reduced halide compound having undergone reduction of carbon-carbon unsaturated bond
Publication Date: 2023.08.02 SHIN ETSU CHEMICAL CO LTD
  • EP3556464B1 patent drawing
  • EP3556464B1 patent drawing
  • EP3556464B1 patent drawing

AI summary

A halide compound having one or more carbon-carbon unsaturated bonds is catalytically reduced with substantially no dehalogenation to produce a reduced halide compound in which at least one of the one or more unsaturated bonds is reduced. Specifically provided is a method for producing a reduced halide compound including steps of: reacting a nickel compound, a zinc compound, and a borohydride compound in a solvent to obtain a reduction catalyst; and subjecting a halide compound having one or more carbon-carbon unsaturated bonds to catalytic reduction in the presence of the reduction catalyst to reduce at least one of the one or more carbon-carbon unsaturated bonds to thereby obtain a reduced halide compound.