Treated Solid Oxide Promoter for Acrylic Acid Separation

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Solution Overview

Problem

Current methods for producing α,β-unsaturated carboxylic acids, such as acrylic acid, face challenges with low yields and difficult separation due to homogeneous reaction systems conducted in organic solvents, whereas the proposed heterogeneous processes using a solid promoter like treated solid oxides offer improved separation and yield.

Innovation Solution

The processes involve contacting a metallalactone or transition metal-ligand complex with carbon dioxide, an olefin, and a diluent in the presence of a solid promoter, such as treated solid oxides, to form α,β-unsaturated carboxylic acids or their salts, facilitating high yields and easy separation through the use of a heterogeneous system.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If a homogeneous reaction system in organic solvent is used to produce α,β-unsaturated carboxylic acids, then the reaction can proceed, but the separation and isolation of the desired product becomes difficult and yields are poor

Engineering Contradiction:
Improveease of separationVSAvoidyield
Core Design Contradiction:
Ease of manufactureVSProductivity

Solution Approach 1:

A solid promoter (heterogeneous catalyst) is introduced as an intermediary substance that facilitates the reaction between carbon dioxide and olefin to form α,β-unsaturated carboxylic acids. The solid promoter acts as a mediator that enables the reaction to proceed while allowing for easy separation of the product from the catalytic material through filtration or decantation, resolving the contradiction between ease of separation and productivity.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The invention changes the physical state parameter of the catalyst from homogeneous (dissolved in organic solvent) to heterogeneous (solid promoter). This parameter change enables the catalytic material to be easily separated from the liquid product mixture through simple filtration or decantation operations, while maintaining high catalytic activity and producing high yields of the desired α,β-unsaturated carboxylic acids.

Inventive Principle:
Principle #35Parameter changes

2Ease of operation

If a homogeneous process is used to produce α,β-unsaturated carboxylic acids, then the reaction can be conducted in organic solvent, but the isolation of the desired product becomes difficult

Engineering Contradiction:
Improveease of isolationVSAvoidyield
Core Design Contradiction:
Ease of operationVSProductivity

Solution Approach 1:

The solid promoter serves as an intermediary catalytic material that mediates the formation of α,β-unsaturated carboxylic acids from carbon dioxide and olefin. Its solid state nature allows for straightforward isolation of the product through filtration or decantation, while the catalyst maintains high productivity through sustained catalytic activity.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The invention transitions from a homogeneous catalytic system to a heterogeneous system using a solid promoter. This parameter change in the physical state of the catalyst enables simple isolation procedures through filtration or decantation while maintaining high yields, thus resolving the contradiction between ease of isolation and productivity.

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If a solid promoter is used to produce α,β-unsaturated carboxylic acids, then separation of product from catalyst is easy, but the reaction system becomes heterogeneous

Engineering Contradiction:
Improveease of separationVSAvoidsystem complexity
Core Design Contradiction:
Ease of manufactureVSDevice complexity

Solution Approach 1:

The solid promoter is introduced as an intermediary heterogeneous catalyst that facilitates the reaction between carbon dioxide and olefin. Although it creates a heterogeneous system, the simplicity of the solid-liquid separation process (filtration or decantation) outweighs the increased system complexity, making the overall process more manufacturable and easier to operate.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The invention changes the catalyst from homogeneous to heterogeneous (solid promoter) form. While this increases system complexity by introducing a heterogeneous phase, it simultaneously enables simple separation procedures through filtration or decantation, resulting in an overall improvement in ease of manufacture that justifies the moderate increase in system complexity.

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

These processes achieve high yields and simplify the separation of α,β-unsaturated carboxylic acids, overcoming the limitations of homogeneous systems by utilizing a solid promoter that enhances the production efficiency of compounds like acrylic acid.

Implementation Method 1

contacting (a) a metallalactone; (b) a diluent; and (c) a solid promoter (e.g., a treated solid oxide)

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

forming an adduct of an α,β-unsaturated carboxylic acid adsorbed onto the solid promoter

Methodology Applied
Scientific EffectAdsorption: Adsorption

Data Source

PatentUS10584088B2Methods for the production of α,β-unsaturated carboxylic acids and salts thereof
Publication Date: 2020.03.10 CHEVRON PHILLIPS CHEMICAL COMPANY LP
  • US10584088B2 patent drawing
  • US10584088B2 patent drawing
  • US10584088B2 patent drawing

AI summary

Processes for producing an α,β-unsaturated carboxylic acid, such as acrylic acid, or a salt thereof, using treated solid oxides are disclosed. The treated solid oxides can be calcined solid oxides, metal-treated solid oxides, or metal-treated chemically-modified solid oxides, illustrative examples of which can include sodium-treated alumina, calcium-treated alumina, zinc-treated alumina, sodium-treated sulfated alumina, sodium-treated fluorided silica-coated alumina, and similar materials.