Solid Acid Catalyst for Lactic Acid Dehydration

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Solution Overview

Problem

The existing methods for producing acrylic acid from lactic acid are inefficient due to the formation of competing side reactions, leading to the production of byproducts such as acetaldehyde, 2,3-pentanedione, propionic acid, and hydroxy acetone, which increase the cost and environmental impact of the manufacturing process.

Innovation Solution

A process involving a vapor phase dehydration reaction using a solid acid catalyst, specifically a porous aluminosilicate or carbon-based material with an active phosphate salt, to achieve high conversion and selectivity for α, β-unsaturated carboxylic acid with minimal formation of byproducts, utilizing biomass-derived reactants and optimizing catalyst acidity through ion-exchange and salt impregnation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional vapor phase oxidation of propylene or hydroxycarboxylation of acetylene is used, then acrylic acid can be produced, but the process involves expensive catalysts, high pressure requirements, or environmental unfriendliness

Engineering Contradiction:
Improveproduction efficiencyVSAvoidenvironmental impact and cost
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The invention changes the reaction parameters by using biomass-derived lactic acid as feedstock instead of fossil-based propylene or acetylene, operating at moderate temperatures (200-400°C) and pressures, and using solid acid catalysts with specific properties (acidity, pore structure) to achieve environmentally friendly and cost-effective acrylic acid production

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention extracts and eliminates the harmful aspects of conventional processes by replacing expensive metal catalysts and high-pressure conditions with solid acid catalysts and moderate conditions, thereby removing the environmental and economic burdens while maintaining production efficiency

Inventive Principle:
Principle #2Taking out (Extraction)

2Productivity

If solid acid catalysts are used for lactic acid dehydration at elevated temperature, then the dehydration reaction rate increases, but competing side reactions (decarbonylation, decarboxylation, condensation, reduction) occur leading to multiple byproducts

Engineering Contradiction:
Improvedehydration reaction rateVSAvoidselectivity for acrylic acid
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The invention applies local quality by designing solid acid catalysts with specific localized properties including controlled acidity (using phosphoric acid or metal phosphates), specific pore size and structure, and surface characteristics that favor the dehydration reaction while suppressing competing side reactions, thereby achieving both high reaction rate and high selectivity

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The invention uses composite catalyst materials combining solid acid components (phosphoric acid, metal phosphates) with support materials having specific pore structures, creating a composite system that simultaneously provides the necessary catalytic activity for dehydration and steric constraints to prevent condensation and other side reactions

Inventive Principle:
Principle #40Composite materials

3Manufacturing precision

If fractional distillation is used to separate acrylic acid from the product mixture, then pure acrylic acid can be obtained, but the process complexity and manufacturing cost increase

Engineering Contradiction:
Improveproduct purityVSAvoidseparation process complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The invention performs preliminary action by designing the catalytic dehydration process to inherently minimize byproduct formation through optimized catalyst selection and reaction conditions, thereby pre-preventing the formation of complex mixtures that would require extensive distillation, and enabling simpler separation processes

Inventive Principle:
Principle #10Preliminary action

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 achieves a minimum 80% conversion of reactants to α, β-unsaturated carboxylic acid with a maximum 20% selectivity for acetaldehyde as a byproduct and less than 1% selectivity for other byproducts, reducing the environmental impact and production costs by minimizing byproduct formation.

Implementation Method 1

A process involving a vapor phase dehydration reaction using a solid acid catalyst, specifically a porous aluminosilicate or carbon-based material with an active phosphate salt

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

utilizing biomass-derived reactants and optimizing catalyst acidity through ion-exchange and salt impregnation

Methodology Applied
Scientific EffectAcid catalysis: Catalysis

Implementation Method 3

optimizing catalyst acidity through ion-exchange and salt impregnation

Methodology Applied
Scientific EffectIon exchange: Ion Exchange

Data Source

PatentUS10544082B2Method to produce acrylic acid with acetaldehyde as the main by-product
Publication Date: 2020.01.28 PTT GLOBAL CHEMICAL PUBLIC COMPANY LIMITED
  • US10544082B2 patent drawing
  • US10544082B2 patent drawing
  • US10544082B2 patent drawing

AI summary

Described herein are solid acid catalysts and the methods for catalytically preparing α,β-unsaturated carboxylic acids and/or esters thereof. In one aspect, a zeolite catalyst may be used. The catalyst may, in certain embodiments, be modified to improve the selectivity and/or conversion of a reaction. For instance, a catalyst may be modified by ion exchange to achieve a desirable acidity profile in order to achieve high level of conversion of reactants and selectivity for desirable products of the catalytic reaction. In another aspect, a variety of feed stocks (e.g., starting compositions) may be used including an α-hydroxycarboxylic acid, an α-hydroxycarboxylic acid ester, a β-hydroxycarboxylic acid, a β-hydroxycarboxylic acid ester, cyclic esters thereof (e.g., lactide), and combinations thereof.