Membrane-Electrode Assembly for Direct Hydrocarbon Amination

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Solution Overview

Problem

Existing processes for direct amination of hydrocarbons to form aminohydrocarbons face limitations due to low equilibrium conversion, hydrogen shift back to starting materials, costly interruptions for catalyst regeneration, and inefficient hydrogen separation, leading to reduced yield and economic inefficiencies.

Innovation Solution

A process involving the direct amination of hydrocarbons using a gastight membrane-electrode assembly with a selectively proton-conducting membrane and electrode catalysts, where hydrogen is electrochemically separated by oxidation to protons and subsequent reaction with oxygen to form water, allowing continuous operation and improved energy balance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If hydrogen is removed from the reaction mixture to shift thermodynamic equilibrium towards aminohydrocarbons, then conversion yield is improved, but process complexity and separation cost increase

Engineering Contradiction:
Improveconversion yieldVSAvoidseparation system complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent combines the hydrogen separation function with the existing reaction system by integrating a membrane separator directly into the reaction vessel. The membrane is positioned within the reaction zone, allowing hydrogen to be selectively removed at the site of formation without requiring separate downstream separation equipment. This merging of functions reduces overall system complexity while maintaining high conversion yields.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The patent introduces a membrane as an intermediary component that selectively transports hydrogen from the reaction mixture. The membrane acts as a mediator between the reaction zone and the hydrogen removal system, enabling gentle separation without requiring complex mechanical separation equipment. This intermediary approach maintains simplicity while achieving effective hydrogen removal for equilibrium shift.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If reducible metal oxides are used to remove hydrogen, then hydrogen separation is achieved, but costly process interruptions are required for catalyst regeneration

Engineering Contradiction:
Improvecontinuous operation capabilityVSAvoidprocess interruption time
Core Design Contradiction:
ProductivityVSLoss of time

Solution Approach 1:

The patent implements continuous hydrogen removal through the membrane separator, which operates continuously without interruption. The membrane-based separation allows the reaction to proceed continuously while hydrogen is selectively transported through the membrane, eliminating the need for periodic catalyst regeneration interruptions required by reducible metal oxide methods. This ensures uninterrupted productive operation.

Inventive Principle:
Principle #20Continuity of useful action

Solution Approach 2:

The patent replaces the mechanical/chemical regeneration process of reducible metal oxides with a membrane-based separation system. Instead of requiring periodic mechanical interruption for catalyst regeneration, the system uses a passive or actively controlled membrane that continuously separates hydrogen through selective permeation. This substitution eliminates process interruptions and enables continuous operation.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

3Productivity

If hydrogen-permeable membranes are used for hydrogen separation, then separation efficiency is improved, but mechanical stress on membranes increases

Engineering Contradiction:
Improvehydrogen separation efficiencyVSAvoidmembrane mechanical stability
Core Design Contradiction:
ProductivityVSStrength

Solution Approach 1:

The patent applies local quality by positioning the membrane in a specific location within the reaction system where it experiences optimal conditions. The membrane is placed in a region with controlled pressure and temperature gradients that maximize hydrogen permeation efficiency while minimizing mechanical stress. This localized optimization allows high separation efficiency without compromising membrane strength.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent utilizes parameter changes by controlling temperature and pressure conditions across the membrane to optimize hydrogen separation. By maintaining appropriate temperature gradients and pressure differentials, the system achieves high hydrogen permeation rates without subjecting the membrane to excessive mechanical stress. The parameters are carefully managed to balance separation efficiency with membrane durability.

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 process effectively shifts the thermodynamic equilibrium towards aminohydrocarbons, reduces mechanical stress on membranes, and provides a valuable by-product of pure hydrogen or usable energy, enhancing the process's economic viability and efficiency.

Implementation Method 1

a gastight membrane-electrode assembly having at least one selectively proton-conducting membrane

Methodology Applied
Scientific EffectProton conduction: Conduction (electrical)

Implementation Method 2

at least part of the hydrogen is oxidized to protons over the anode catalyst on the retentate side of the membrane

Methodology Applied
Scientific EffectElectrochemical oxidation: Oxidation

Implementation Method 3

the protons are, after passing through the membrane, reduced to hydrogen

Methodology Applied
Scientific EffectElectrochemical reduction: Reduction

Implementation Method 4

reacted with oxygen from an oxygen-comprising stream O which is brought into contact with the permeate side of the membrane to form water

Methodology Applied
Scientific EffectOxidation reaction: Oxidation

Data Source

PatentUS9061961B2Method for direct amination of hydrocarbons to form amino hydrocarbons with the electrochemical separation of hydrocarbon
Publication Date: 2015.06.23 BASF SE

AI summary

Process for the direct amination of hydrocarbons to aminohydrocarbons, which comprises the steps:a) reaction of a feed stream E comprising at least one hydrocarbon and at least one aminating reagent to form a reaction mixture R comprising aminohydrocarbons and hydrogen andb) electrochemical separation of at least part of the hydrogen formed in the reaction from the reaction mixture R by means of a gastight membrane-electrode assembly having at least one selectively proton-conducting membrane and at least one electrode catalyst on each side of the membrane, where at least part of the hydrogen is oxidized to protons over the anode catalyst on the retentate side of the membrane and the protons are, after passing through the membrane,b1) reduced to hydrogen and/orb2) reacted with oxygen from an oxygen-comprising stream O which is brought into contact with the permeate side of the membrane to form waterover the cathode catalyst on the permeate side.